JP7088251B2 - Liquid crystal composition - Google Patents

Description

The present invention relates to a liquid crystal composition and a liquid crystal display element using the same.

The PSA (Polymer Sustained Position) type liquid crystal display device has a structure in which a polymer structure is formed in a cell in order to control the pretilt angle of liquid crystal molecules, and is a liquid crystal display element (patented) because of its high-speed response and high contrast. Development is underway as Document 1).

The requirements for PSA liquid crystal compositions used for PID (Public Information Display), which are expected to be used outdoors, are that the nematic phase-isotropic liquid phase transition temperature ( _TNI ) is high and the solid phase-nematic phase transition. Low temperature ( _TCN ), excellent low temperature storage stability (Low Temperature Storage test) is essential, drive voltage is low, elastic constant (K ₃₃ ) is large, and rotational viscosity (γ ₁ ) is sufficiently small. Is required.

WO2016 / 017569A

The object of the present invention is that the dielectric anisotropy (Δε) is negative, and the liquid crystal display while satisfying the display in a wide temperature range, low voltage driveability, high-speed response and high VHR normally required for a liquid crystal composition. It is an object of the present invention to provide a polymerizable liquid crystal composition having no or very few display defects when used as an element, and to provide a liquid crystal display element using the liquid crystal composition.

The present invention has the general formula (N-1).

(In the formula, ^RN11 and ^RN12 each independently represent an alkyl group having 1 to 8 carbon atoms, and one or two or more non-adjacent _−CH2- in the alkyl group are independent of each other. It may be substituted with -CH = CH-, -C≡C-, -O-, -CO-, -COO- or -OCO-.
A ^N11 and A ^N12 are independently (a) 1,4-cyclohexylene group (one -CH _2- existing in this group or two or more non-adjacent-CH ₂ --O. May be replaced with-)
(B) A 1,4-phenylene group (one -CH = existing in this group or two or more non-adjacent -CH = may be replaced with -N =) and (c). Represents a group selected from the group consisting of 1,4-cyclohexenylene groups, and the above groups (a), group (b), and group (c) are independently substituted with a cyano group, a fluorine atom, or a chlorine atom, respectively. May be done,
Z ^N11 and Z ^N12 are independently single-bonded, -CH ₂ CH ₂ -,-(CH ₂ ) _4- , -OCH _2- , -CH ₂ O-, -COO-, -OCO-, -OCF ₂ -, -CF ₂ O-, -CH = NN = CH-, -CH = CH-, -CF = CF- or -C≡C-
n ^N11 and n ^N12 each independently represent an integer of 0 to 3, but n ^N11 + n ^N12 is 1, 2 or 3, and when there are a plurality of ^{AN11 to AN12 and Z N11 to Z N12} , They may be the same or different. )
N ^N11 is 1 to 1 as a compound represented by the general formula (N-1), which contains one or more compounds selected from the compounds represented by the above and one or two or more polymerizable compounds. The nematic phase-isotropic liquid crystal phase transition temperature (Tni) is 100 ° C. or higher and the dielectric constant is anisotropic, which is an integer of 3 and contains a compound in which at least one Z ^N11 is −CH ₂ O—. A liquid crystal composition having a negative property (Δε) is provided, and a liquid crystal display element using the liquid crystal composition is also provided.

The polymerizable liquid crystal of the present application is particularly useful as a liquid crystal display element for driving an active matrix.

By using the polymerizable liquid crystal composition of the present invention, it is possible to display in a wide temperature range due to excellent low temperature storage stability, and a liquid crystal display that achieves both low drive voltage, fast response speed and high VHR. It is possible to obtain an element and provide a liquid crystal display element that can be sufficiently used outdoors.

It is a figure which shows one Embodiment of the liquid crystal display element schematically. FIG. 3 is an enlarged plan view of the area surrounded by the line I in FIG. 1.

The liquid crystal composition of the present invention has a negative dielectric constant anisotropy, has a transition temperature of a nematic phase-isotropic liquid of 100 ° C. or higher, and is a group of compounds represented by the following general formula (N-1). Contains one or more compounds selected from.

The compound represented by the general formula (N-1) corresponds to a dielectrically negative compound (the sign of Δε is negative and its absolute value is larger than 2).

The compound represented by the general formula (N-1) is preferably a compound having a negative Δε and an absolute value larger than 3.

In the general formula (N-1), ^RN11 and ^RN12 are independently an alkyl group having 1 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, an alkenyl group having 2 to 8 carbon atoms, or an alkenyl group having 2 to 8 carbon atoms. An alkenyloxy group having 2 to 8 carbon atoms is preferable, an alkyl group having 1 to 5 carbon atoms, an alkoxy group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms, or an alkenyl group having 2 to 5 carbon atoms. An alkenyloxy group is preferable, an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms is more preferable, and an alkyl group having 2 to 5 carbon atoms or an alkenyl group having 2 to 3 carbon atoms is further preferable. Preferably, an alkenyl group (propenyl group) having 3 carbon atoms is particularly preferable.

When the ring structure to which it is bonded is a phenyl group (aromatic), a linear alkyl group having 1 to 5 carbon atoms, a linear alkoxy group having 1 to 4 carbon atoms, and carbon are used. An alkenyl group having 4 to 5 atoms is preferable, and when the ring structure to which the alkenyl group is bonded is a saturated ring structure such as cyclohexane, pyran and dioxane, a linear alkyl group having 1 to 5 carbon atoms and a straight chain are used. An alkoxy group having 1 to 4 carbon atoms and a linear alkenyl group having 2 to 5 carbon atoms are preferable. In order to stabilize the nematic phase, the total of carbon atoms and oxygen atoms, if any, is preferably 5 or less, and is preferably linear.

The alkenyl group is preferably selected from the groups represented by any of the formulas (R1) to (R5). (The black dots in each equation represent carbon atoms in the ring structure.)

^AN11 and ^AN12 are preferably aromatic when it is required to increase Δn independently, and are preferably aliphatic in order to improve the response rate, and trans-1,4. -Cyclohexylene group, 1,4-phenylene group, 2-fluoro-1,4-phenylene group, 3-fluoro-1,4-phenylene group, 3,5-difluoro-1,4-phenylene group, 2, 3-Difluoro-1,4-phenylene group, 1,4-cyclohexenylene group, 1,4-bicyclo [2.2.2] octylene group, piperidine-1,4-diyl group, naphthalene-2,6- It is preferable to represent a diyl group, a decahydronaphthalene-2,6-diyl group or a 1,2,3,4-tetrahydronaphthalene-2,6-diyl group, and more preferably to represent the following structure.

It is more preferable to represent a trans-1,4-cyclohexylene group, a 1,4-cyclohexenylene group or a 1,4-phenylene group.

Z ^N11 and Z ^N12 each independently represent -CH ₂ O-, -CF ₂ O-, -CH ₂ CH _2- , -CF ₂ CF _2- or a single bond, preferably -CH ₂ O-, respectively. -CH ₂ CH _2- or single bond is more preferred, and -CH ₂ O- or single bond is particularly preferred.

However, in the present invention, a compound in which n ^N11 is an integer of 1 to 3 and at least one Z ^N11 is −CH ₂ O— (hereinafter referred to as “compound (N-10)”) is always contained. .. That is, in the present invention, in the general formula (N-1), the compound (N-10) having at least one —CH ₂ O— linking group is used as an essential component. By containing the compound, a liquid crystal composition exhibiting excellent low temperature storage stability can be obtained, and by using the liquid crystal composition, a liquid crystal display element exhibiting low voltage drive, fast response speed and high VHR can be obtained. The compound (N-10) is represented by the following general formula (N-10).

(In the formula, ^RN11 , ^RN12 , ^AN11 , ^AN12 , ^ZN11 and ^ZN12 have the same meanings as the respective symbols in the above formula (N-1), respectively.
n ^N110 , n ^N111 and n ^N120 independently represent integers of 0 to 2, but n ^N110 + n ^N111 is 0, 1 or 2, and n ^N110 + n ^N111 + n ^N120 is 0, 1 or 2. When there are a plurality of A ^N11 and Z ^N11 , they may be the same or different. )
The composition of the present invention contains a compound (N-10) as a compound represented by the formula (N-1), but a compound represented by a formula (N-1) other than the compound (N-10). Further, it is preferable to contain it.

In the compound represented by the formula (N-1) other than the compound (N-10), n ^N11 + n ^N12 is preferably 1 or 2, a combination in which n ^N11 is 1 and n ^N12 is 0, and n ^N11 is 2. A combination in which n ^N12 is 0, a combination in which n ^N11 is 1 and n ^N12 is 1, and a combination in which n ^N11 is 2 and n ^N12 is 1 are preferable.

In the present application,% means mass% unless otherwise specified.

The lower limit of the preferable content of the compound (N-10) with respect to the total amount of the composition of the present invention is 1%, 10%, 20%, 30%, and 40%. , 50%, 55%, 60%, 65%, 70%, 75%, 80%. The upper limit of the preferred content is 95%, 85%, 75%, 65%, 55%, 45%, 35%, 25%, 20%. Is.

The lower limit of the preferable content of the compound represented by the formula (N-1) with respect to the total amount of the composition of the present invention is 1%, 10%, 20%, and 30%. , 40%, 50%, 55%, 60%, 65%, 70%, 75%, 80%. The upper limit of the preferred content is 95%, 85%, 75%, 65%, 55%, 45%, 35%, 25%, 20%. Is.

When a composition having a low viscosity and a high response rate is required, it is preferable that the lower limit value is low and the upper limit value is low. Further, when a composition having a high Tni of the composition of the present invention and having good temperature stability is required, it is preferable that the lower limit value is low and the upper limit value is low. Further, when it is desired to increase the dielectric anisotropy in order to keep the drive voltage low, it is preferable that the above lower limit value is high and the upper limit value is high.

As the compound (N-10), compounds represented by the following general formulas (N-10a) to (N-10b) are preferable.

(In the formula, ^RN11 and ^RN12 have the same meanings as ^RN11 and ^RN12 in the general formula (N-1), ^nNa110 represents 1 or 2, and ^nNa120 represents 1 or 2.)
More specifically, the compounds represented by the general formula (N-10) are the general formulas (N-1-10) to (N-1-11) and (N-1-20) to (N-1-20) to (N-1-10) described later. It is preferable that the compound is selected from the compound group represented by 1-21).

Further, as the compound represented by the general formula (N-1), the compound group represented by the following general formulas (N-1a) to (N-1c), (N-1e) and (N-1g) is used. Can be mentioned.

(In the formula, ^RN11 and ^RN12 have the same meanings as ^RN11 and ^RN12 in the general formula (N-1), ^nNa11 represents 0 or 1, ^nNb11 represents 1 or 2, and ^nNc11 is. Represents 0 or 1, ^nNe11 represents 1 or 2, ^nNg11 represents 1 or 2, ^ANe11 represents a trans-1,4-cyclohexylene group or 1,4-phenylene group, and A ^Ng11 represents. Trans-1,4-cyclohexylene group, 1,4-cyclohexenylene group or 1,4-phenylene group, but at least one represents 1,4-cyclohexenylene group and ^ZNe11 is a single bond or Although it represents ethylene, at least one present in the molecule represents ethylene, and multiple A ^Ne11 , Z ^Ne11 , and / or A ^Ng 11 present in the molecule may be the same or different.)
More specifically, the compound represented by the general formula (N-1) may be a compound selected from the compound group represented by the general formulas (N-1-1) to (N-1-21). preferable. The compound group represented by the general formulas (N-1-10) to (N-1-11) and (N-1-20) to (N-1-21) is referred to as compound (N-10). This is the applicable compound.

The compound represented by the general formula (N-1-1) is the following compound.

(In the formula, ^RN111 and ^RN112 independently represent the same meanings as ^RN11 and ^RN12 in the general formula (N-1).)
^RN111 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and preferably a propyl group, a pentyl group or a vinyl group. ^{The RN112} is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms, and preferably an ethoxy group or a butoxy group.

The compound represented by the general formula (N-1-1) may be used alone, or may be used in combination of two or more compounds. The types of compounds that can be combined are not particularly limited, but they are appropriately combined and used according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The types of compounds used are, for example, one type, two types, three types, four types, and five or more types as one embodiment of the present invention.

When the improvement of Δε is emphasized, it is preferable to set the content high, when the solubility at low temperature is emphasized, the content is set high, and when the _TNI is emphasized, the content is high. The effect is high when is set low. Further, when improving the dripping marks and the seizure characteristics, it is preferable to set the content range in the middle.

The lower limit of the preferable content of the compound represented by the formula (N-1-1) with respect to the total amount of the composition of the present invention is 5%, 10%, 13% and 15%. It is 17%, 20%, 23%, 25%, 27%, 30%, 33%, and 35%. The upper limit of the preferable content is 50%, 40%, 38%, 35%, 33%, 30%, and 28% with respect to the total amount of the composition of the present invention. %, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 7%, 6 %, 5%, and 3%.

Further, the compound represented by the general formula (N-1-1) is a compound selected from the compound group represented by the formulas (N1-1.1) to (N1-1.23). It is preferable that the compound is represented by the formulas (N-1-1.1) to (N-1-1.4), and the formulas (N-1-1.1) and the formula (N) are preferable. The compound represented by -1-1.3) is preferable.

The compounds represented by the formulas (N-1-1.1) to (N-1-1.22) can be used alone or in combination, but the composition of the present invention can be used. The lower limit of the preferred content of the single or these compounds relative to the total amount is 5%, 10%, 13%, 15%, 17%, 20%, 23%. 25%, 27%, 30%, 33%, and 35%. The upper limit of the preferable content is 50%, 40%, 38%, 35%, 33%, 30%, and 28% with respect to the total amount of the composition of the present invention. %, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 7%, 6 %, 5%, and 3%.

The compound represented by the general formula (N-1-2) is the following compound.

(In the formula, ^RN121 and ^RN122 independently represent the same meanings as ^RN11 and ^RN12 in the general formula (N-1).)
The ^RN121 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and preferably an ethyl group, a propyl group, a butyl group or a pentyl group. The ^RN122 is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and a methyl group, a propyl group, a methoxy group, an ethoxy group or a propoxy group. preferable.

The compound represented by the general formula (N-1-2) may be used alone, or may be used in combination of two or more compounds. The types of compounds that can be combined are not particularly limited, but they are appropriately combined and used according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The types of compounds used are, for example, one type, two types, three types, four types, and five or more types as one embodiment of the present invention.

When the improvement of Δε is emphasized, it is preferable to set the content high, when the solubility at low temperature is emphasized, the content is set low, and when the _TNI is emphasized, the content is high. The effect is high when is set high. Further, when improving the dripping marks and the seizure characteristics, it is preferable to set the content range in the middle.

The lower limit of the preferable content of the compound represented by the formula (N-1-2) with respect to the total amount of the composition of the present invention is 5%, 7%, 10% and 13%. 15%, 17%, 20%, 23%, 25%, 27%, 30%, 33%, 35%, 37%. It is 40% and 42%. The upper limit of the preferable content is 50%, 48%, 45%, 43%, 40%, 38%, and 35% with respect to the total amount of the composition of the present invention. %, 33%, 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10 %, 8%, 7%, 6%, and 5%.

Further, the compound represented by the general formula (N-1-2) is a compound selected from the compound group represented by the formula (N-1-2.1) to the formula (N-1-2.22). It is preferable that there are formulas (N-1-2.3) to formulas (N-1-2.7), formulas (N1-2.10), formulas (N-1-2.11), and formulas. It is preferable that the compound is represented by (N-1-2.13) and the formula (N-1-2.20), and when the improvement of Δε is emphasized, the formula (N-1-2.3) is used. From the above, the compound represented by the formula (N- _1-2.7 ) is preferable, and when the improvement of TNI is emphasized, the formula (N1-2.10) and the formula (N-1-2.11) are used. And the compound represented by the formula (N-1-2.13) is preferable, and the compound represented by the formula (N-1-2.20) is used when the improvement of the response speed is emphasized. Is preferable.

The compounds represented by the formulas (N-1-2.1) to (N-1-2.22) can be used alone or in combination, but the composition of the present invention. The lower limit of the preferred content of these compounds alone or of these compounds relative to the total amount of is 5%, 10%, 13%, 15%, 17%, 20%, 23. %, 25%, 27%, 30%, 33%, 35%. The upper limit of the preferable content is 50%, 40%, 38%, 35%, 33%, 30%, and 28% with respect to the total amount of the composition of the present invention. %, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 7%, 6 %, 5%, and 3%.

The compound represented by the general formula (N-1-3) is the following compound.

(In the formula, ^RN131 and ^RN132 independently represent the same meanings as ^RN11 and ^RN12 in the general formula (N-1).)
^{The RN131} is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, preferably an ethyl group, a propyl group or a butyl group. ^RN132 is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 3 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and preferably a 1-propenyl group, an ethoxy group, a propoxy group or a butoxy group. ..

The compound represented by the general formula (N-1-3) may be used alone, or may be used in combination of two or more compounds. The types of compounds that can be combined are not particularly limited, but they are appropriately combined and used according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The types of compounds used are, for example, one type, two types, three types, four types, and five or more types as one embodiment of the present invention.

When the improvement of Δε is emphasized, it is preferable to set the content high, when the solubility at low temperature is emphasized, the content is set high, and when the _TNI is emphasized, the content is high. The effect is high when is set high. Further, when improving the dripping marks and the seizure characteristics, it is preferable to set the content range in the middle.

The lower limit of the preferable content of the compound represented by the formula (N-1-3) with respect to the total amount of the composition of the present invention is 5%, 10%, 13% and 15%. It is 17% and 20%. The upper limit of the preferable content is 35%, 30%, 28%, 25%, 23%, 20%, and 18% with respect to the total amount of the composition of the present invention. %, 15%, and 13%.

Further, the compound represented by the general formula (N-1--3) is a compound selected from the compound group represented by the formula (N-1-3.21) to the formula (N-1-3.21). It is preferable that the compound is represented by the formulas (N-1-3.1) to (N-1-3.7) and the formula (N-1-3.21), and is preferably the compound represented by the formula (N-1-3.21). -1-3.1), Eq. (N-1-3.2), Eq. (N-1-3.3), Eq. (N-1-3.4) and Eq. (N-1-3.6) ) Is preferred.

The compounds represented by the formulas (N-1-3.1) to (N-1-3.4), the formula (N-1-3.6) and the formula (N-1-3.21) are independent. It can be used in the above or in combination, but it is a combination of the formula (N-1-3.1) and the formula (N-1-3.2), and the formula (N-1-3.3). ), A combination of 2 or 3 selected from the formula (N-1-3.4) and the formula (N-1-3.6) is preferable. The lower limit of the preferred content of the composition alone or of these compounds relative to the total amount of the composition of the present invention is 5%, 10%, 13%, 15%, 17%, 20. %. The upper limit of the preferable content is 35%, 30%, 28%, 25%, 23%, 20%, and 18% with respect to the total amount of the composition of the present invention. %, 15%, and 13%.

The compound represented by the general formula (N-1-4) is the following compound.

(In the formula, ^RN141 and ^RN142 independently represent the same meanings as ^RN11 and ^RN12 in the general formula (N-1).)
^RN141 and ^RN142 are independent of each other, preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms, preferably a methyl group, a propyl group, and an ethoxy. A group or a butoxy group is preferable.

The compound represented by the general formula (N-1-4) may be used alone, or may be used in combination of two or more compounds. The types of compounds that can be combined are not particularly limited, but they are appropriately combined and used according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The types of compounds used are, for example, one type, two types, three types, four types, and five or more types as one embodiment of the present invention.

When the improvement of Δε is emphasized, it is preferable to set the content high, when the solubility at low temperature is emphasized, the content is set high, and when the _TNI is emphasized, the content is high. The effect is high when is set low. Further, when improving the dripping marks and the seizure characteristics, it is preferable to set the content range in the middle.

The lower limit of the preferable content of the compound represented by the formula (N-1-4) with respect to the total amount of the composition of the present invention is 3%, 5%, 7% and 10%. It is 13%, it is 15%, it is 17%, and it is 20%. The upper limit of the preferable content is 35%, 30%, 28%, 25%, 23%, 20%, and 18% with respect to the total amount of the composition of the present invention. %, 15%, 13%, 11%, 10%, 8%.

Further, the compound represented by the general formula (N-1-4) is a compound selected from the compound group represented by the formulas (N-1-4.1) to (N-1-4.14). It is preferable that the compound is represented by the formulas (N-1-4.1) to (N-1-4.4), and the formula (N-1-4.1) and the formula (N) are preferable. The compounds represented by 1-4.4.2) and the formula (N-1-4.4) are preferable.

The compounds represented by the formulas (N-1-4.1) to (N-1-4.14) can be used alone or in combination, but the composition of the present invention can be used. The lower limit of the preferred content of these compounds alone or these compounds relative to the total amount is 3%, 5%, 7%, 10%, 13%, 15%, 17%. It is 20%. The upper limit of the preferable content is 35%, 30%, 28%, 25%, 23%, 20%, and 18% with respect to the total amount of the composition of the present invention. %, 15%, 13%, 11%, 10%, 8%.

The compound represented by the general formula (N-1-5) is the following compound.

(In the formula, ^RN151 and ^RN152 independently represent the same meanings as ^RN11 and ^RN12 in the general formula (N-1).)
^RN151 and ^RN152 are independent of each other, preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms, preferably an ethyl group, a propyl group, or a butyl group. Is preferable.

The compound represented by the general formula (N-1-5) may be used alone, or may be used in combination of two or more compounds. The types of compounds that can be combined are not particularly limited, but they are appropriately combined and used according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The types of compounds used are, for example, one type, two types, three types, four types, and five or more types as one embodiment of the present invention.

When the improvement of Δε is emphasized, it is preferable to set the content high, when the solubility at low temperature is emphasized, the content is set low, and when the _TNI is emphasized, the content is high. The effect is high when is set high. Further, when improving the dripping marks and the seizure characteristics, it is preferable to set the content range in the middle.

The lower limit of the preferable content of the compound represented by the formula (N-1-5) with respect to the total amount of the composition of the present invention is 5%, 8%, 10%, and 13%. It is 15%, it is 17%, and it is 20%. The upper limit of the preferable content is 35%, 33%, 30%, 28%, 25%, 23%, and 20% with respect to the total amount of the composition of the present invention. %, 18%, 15%, and 13%.

Further, the compound represented by the general formula (N-1-5) is a compound selected from the compound group represented by the formulas (N-1-5.1) to (N-1-5.6). It is preferable that the compound is represented by the formula (N-1-5.1), the formula (N-1-5.2) and the formula (N-1-5.4).

The compounds represented by the formulas (N-1-5.1), (N-1-5.2) and (N-1-5.4) may be used alone or in combination. However, the lower limit of the preferable content of the composition alone or these compounds with respect to the total amount of the composition of the present invention is 5%, 8%, 10%, 13%, and the like. It is 15%, 17%, and 20%. The upper limit of the preferable content is 35%, 33%, 30%, 28%, 25%, 23%, and 20% with respect to the total amount of the composition of the present invention. %, 18%, 15%, and 13%.

The compound represented by the general formula (N-1-10) is the following compound.

(In the formula, ^RN1101 and ^RN1102 independently represent the same meanings as ^RN11 and ^RN12 in the general formula (N-1).)
The ^RN1101 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and preferably an ethyl group, a propyl group, a butyl group, a vinyl group or a 1-propenyl group. ^RN1102 is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and preferably an ethoxy group, a propoxy group or a butoxy group.

The compound represented by the general formula (N-1-10) may be used alone, or may be used in combination of two or more compounds. The types of compounds that can be combined are not particularly limited, but they are appropriately combined and used according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The types of compounds used are, for example, one type, two types, three types, four types, and five or more types as one embodiment of the present invention.

When the improvement of Δε is emphasized, it is preferable to set the content high, when the solubility at low temperature is emphasized, the content is set high, and when the _TNI is emphasized, the content is high. The effect is high when is set low. Further, when improving the dripping marks and the seizure characteristics, it is preferable to set the content range in the middle.

The lower limit of the preferable content of the compound represented by the formula (N-1-10) with respect to the total amount of the composition of the present invention is 1%, 2%, 5% and 10%. It is 13%, it is 15%, it is 17%, and it is 20%. The upper limit of the preferable content is 35%, 30%, 28%, 25%, 23%, 20%, and 18% with respect to the total amount of the composition of the present invention. %, 15%, 13%, 10%, 8%.

Further, the compound represented by the general formula (N-1-10) is a compound selected from the compound group represented by the formula (N-1-10.14) to the formula (N-110.14). It is preferable that the compound is represented by the formulas (N-1-10.1) to (N-1-10.5), and the formula (N-1-10.1) and the formula (N) are preferable. The compound represented by 1-10.2) is preferable.

The compounds represented by the formulas (N-1-10.1) and (N-1-10.2) can be used alone or in combination, but the composition of the present invention can be used. The lower limit of the preferred content of these compounds alone or these compounds relative to the total amount of is 2%, 5%, 10%, 13%, 15%, 17%, 20%. Is. The upper limit of the preferable content is 35%, 30%, 28%, 25%, 23%, 20%, and 18% with respect to the total amount of the composition of the present invention. %, 15%, 13%, 10%, 8%.

The compound represented by the general formula (N-1-11) is the following compound.

(In the formula, ^RN1111 and ^RN1112 independently represent the same meanings as ^RN11 and ^RN12 in the general formula (N-1).)
^{The RN1111} is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and preferably an ethyl group, a propyl group, a butyl group, a vinyl group or a 1-propenyl group. ^RN1112 is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and preferably an ethoxy group, a propoxy group or a butoxy group.

The compound represented by the general formula (N-1-11) may be used alone, or may be used in combination of two or more compounds. The types of compounds that can be combined are not particularly limited, but they are appropriately combined and used according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The types of compounds used are, for example, one type, two types, three types, four types, and five or more types as one embodiment of the present invention.

When the improvement of Δε is emphasized, it is preferable to set the content high, when the solubility at low temperature is emphasized, the content is set low, and when the _TNI is emphasized, the content is high. The effect is high when is set high. Further, when improving the dripping marks and the seizure characteristics, it is preferable to set the content range in the middle.

The lower limit of the preferable content of the compound represented by the formula (N-1-11) with respect to the total amount of the composition of the present invention is 5%, 10%, 13% and 15%. It is 17%, 20%, 25%, and 30%. The upper limit of the preferable content is 50%, 45%, 40%, 35%, 30%, 28%, and 25% with respect to the total amount of the composition of the present invention. %, 23%, 20%, 18%, 15%, and 13%.

Further, the compound represented by the general formula (N-1-111) is a compound selected from the compound group represented by the formulas (N-1-11.1) to (N-1-1.14). It is preferable that the compound is represented by the formulas (N-1-11.1) to (N-1-1.14), and the formula (N-1-11.2) and the formula (N) are preferable. The compound represented by 1-11.4) is preferable.

The compounds represented by the formulas (N-1-11.2) and (N-1-11.4) can be used alone or in combination, but the composition of the present invention can be used. The lower limit of the preferred content of these compounds alone or of these compounds relative to the total amount of is 5%, 10%, 13%, 15%, 17%, 20%, 25. % And 30%. The upper limit of the preferable content is 50%, 45%, 40%, 35%, 30%, 28%, and 25% with respect to the total amount of the composition of the present invention. %, 23%, 20%, 18%, 15%, and 13%.

The compound represented by the general formula (N-1-12) is the following compound.

(In the formula, ^RN1121 and ^RN1122 independently represent the same meanings as ^RN11 and ^RN12 in the general formula (N-1).)
^RN1121 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and preferably an ethyl group, a propyl group or a butyl group. ^RN1122 is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and preferably an ethoxy group, a propoxy group or a butoxy group.

The compound represented by the general formula (N-1-12) may be used alone, or may be used in combination of two or more compounds. The types of compounds that can be combined are not particularly limited, but they are appropriately combined and used according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The types of compounds used are, for example, one type, two types, three types, four types, and five or more types as one embodiment of the present invention.

When the improvement of Δε is emphasized, it is preferable to set the content high, when the solubility at low temperature is emphasized, the content is set high, and when the _TNI is emphasized, the content is high. The effect is high when is set low. Further, when improving the dripping marks and the seizure characteristics, it is preferable to set the content range in the middle.

The lower limit of the preferable content of the compound represented by the formula (N-1-12) with respect to the total amount of the composition of the present invention is 5%, 10%, 13% and 15%. It is 17% and 20%. The upper limit of the preferable content is 35%, 30%, 28%, 25%, 23%, 20%, and 18% with respect to the total amount of the composition of the present invention. %, 15%, and 13%.

The compound represented by the general formula (N-1-13) is the following compound.

(In the formula, ^RN1131 and ^RN1132 independently represent the same meanings as ^RN11 and ^RN12 in the general formula (N-1).)
^RN1131 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and preferably an ethyl group, a propyl group or a butyl group. ^RN1132 is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and preferably an ethoxy group, a propoxy group or a butoxy group.

The compound represented by the general formula (N-1-13) may be used alone, or may be used in combination of two or more compounds. The types of compounds that can be combined are not particularly limited, but they are appropriately combined and used according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The types of compounds used are, for example, one type, two types, three types, four types, and five or more types as one embodiment of the present invention.

When the improvement of Δε is emphasized, it is preferable to set the content high, when the solubility at low temperature is emphasized, the content is set high, and when the _TNI is emphasized, the content is high. The effect is high when is set high. Further, when improving the dripping marks and the seizure characteristics, it is preferable to set the content range in the middle.

The lower limit of the preferable content of the compound represented by the formula (N-1-13) with respect to the total amount of the composition of the present invention is 5%, 10%, 13% and 15%. It is 17% and 20%. The upper limit of the preferable content is 35%, 30%, 28%, 25%, 23%, 20%, and 18% with respect to the total amount of the composition of the present invention. %, 15%, and 13%.

The compound represented by the general formula (N-1-14) is the following compound.

(In the formula, ^RN1141 and ^RN1142 independently represent the same meanings as ^RN11 and ^RN12 in the general formula (N-1).)
^RN1141 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and preferably an ethyl group, a propyl group or a butyl group. ^RN1142 is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and preferably an ethoxy group, a propoxy group or a butoxy group.

The compound represented by the general formula (N-1-14) may be used alone, or may be used in combination of two or more compounds. The types of compounds that can be combined are not particularly limited, but they are appropriately combined and used according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The types of compounds used are, for example, one type, two types, three types, four types, and five or more types as one embodiment of the present invention.

When the improvement of Δε is emphasized, it is preferable to set the content high, when the solubility at low temperature is emphasized, the content is set high, and when the _TNI is emphasized, the content is high. The effect is high when is set low. Further, when improving the dripping marks and the seizure characteristics, it is preferable to set the content range in the middle.

The lower limit of the preferable content of the compound represented by the formula (N-1-14) with respect to the total amount of the composition of the present invention is 5%, 10%, 13% and 15%. It is 17% and 20%. The upper limit of the preferable content is 35%, 30%, 28%, 25%, 23%, 20%, and 18% with respect to the total amount of the composition of the present invention. %, 15%, and 13%.

The compound represented by the general formula (N-1-15) is the following compound.

(In the formula, ^RN1151 and ^RN1152 independently represent the same meanings as ^RN11 and ^RN12 in the general formula (N-1).)
^RN1151 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and preferably an ethyl group, a propyl group or a butyl group. ^{The RN1152} is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and preferably an ethoxy group, a propoxy group or a butoxy group.

The compound represented by the general formula (N-1-15) may be used alone, or may be used in combination of two or more compounds. The types of compounds that can be combined are not particularly limited, but they are appropriately combined and used according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The types of compounds used are, for example, one type, two types, three types, four types, and five or more types as one embodiment of the present invention.

When the improvement of Δε is emphasized, it is preferable to set the content high, when the solubility at low temperature is emphasized, the content is set high, and when the _TNI is emphasized, the content is high. The effect is high when is set high. Further, when improving the dripping marks and the seizure characteristics, it is preferable to set the content range in the middle.

The lower limit of the preferable content of the compound represented by the formula (N-1-15) with respect to the total amount of the composition of the present invention is 5%, 10%, 13% and 15%. It is 17% and 20%. The upper limit of the preferable content is 35%, 30%, 28%, 25%, 23%, 20%, and 18% with respect to the total amount of the composition of the present invention. %, 15%, and 13%.

The compound represented by the general formula (N-1-16) is the following compound.

(In the formula, ^RN1161 and ^RN1162 independently represent the same meanings as ^RN11 and ^RN12 in the general formula (N-1).)
^RN1161 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and preferably an ethyl group, a propyl group or a butyl group. ^{The RN1162} is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and preferably an ethoxy group, a propoxy group or a butoxy group.

The compound represented by the general formula (N-1-16) may be used alone, or may be used in combination of two or more compounds. The types of compounds that can be combined are not particularly limited, but they are appropriately combined and used according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The types of compounds used are, for example, one type, two types, three types, four types, and five or more types as one embodiment of the present invention.

When the improvement of Δε is emphasized, it is preferable to set the content high, when the solubility at low temperature is emphasized, the content is set high, and when the _TNI is emphasized, the content is high. The effect is high when is set high. Further, when improving the dripping marks and the seizure characteristics, it is preferable to set the content range in the middle.

The lower limit of the preferable content of the compound represented by the formula (N-1-16) with respect to the total amount of the composition of the present invention is 5%, 10%, 13% and 15%. It is 17% and 20%. The upper limit of the preferable content is 35%, 30%, 28%, 25%, 23%, 20%, and 18% with respect to the total amount of the composition of the present invention. %, 15%, and 13%.

The compound represented by the general formula (N-1-17) is the following compound.

(In the formula, ^RN1171 and ^RN1172 independently represent the same meanings as ^RN11 and ^RN12 in the general formula (N-1).)
^RN1171 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and preferably an ethyl group, a propyl group or a butyl group. ^RN1172 is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and preferably an ethoxy group, a propoxy group or a butoxy group.

The compound represented by the general formula (N-1-17) may be used alone, or may be used in combination of two or more compounds. The types of compounds that can be combined are not particularly limited, but they are appropriately combined and used according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The types of compounds used are, for example, one type, two types, three types, four types, and five or more types as one embodiment of the present invention.

When the improvement of Δε is emphasized, it is preferable to set the content high, when the solubility at low temperature is emphasized, the content is set high, and when the _TNI is emphasized, the content is high. The effect is high when is set high. Further, when improving the dripping marks and the seizure characteristics, it is preferable to set the content range in the middle.

The lower limit of the preferable content of the compound represented by the formula (N-1-17) with respect to the total amount of the composition of the present invention is 5%, 10%, 13% and 15%. It is 17% and 20%. The upper limit of the preferable content is 35%, 30%, 28%, 25%, 23%, 20%, and 18% with respect to the total amount of the composition of the present invention. %, 15%, and 13%.

The compound represented by the general formula (N-1-18) is the following compound.

(In the formula, ^RN1181 and ^RN1182 independently represent the same meanings as ^RN11 and ^RN12 in the general formula (N-1).)
^RN1181 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and preferably a methyl group, an ethyl group, a propyl group or a butyl group. ^RN1182 is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and preferably an ethoxy group, a propoxy group or a butoxy group.

The compound represented by the general formula (N-1-18) may be used alone, or may be used in combination of two or more compounds. The types of compounds that can be combined are not particularly limited, but they are appropriately combined and used according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The types of compounds used are, for example, one type, two types, three types, four types, and five or more types as one embodiment of the present invention.

When the improvement of Δε is emphasized, it is preferable to set the content high, when the solubility at low temperature is emphasized, the content is set high, and when the _TNI is emphasized, the content is high. The effect is high when is set high. Further, when improving the dripping marks and the seizure characteristics, it is preferable to set the content range in the middle.

The lower limit of the preferable content of the compound represented by the formula (N-1-18) with respect to the total amount of the composition of the present invention is 5%, 10%, 13% and 15%. It is 17% and 20%. The upper limit of the preferable content is 35%, 30%, 28%, 25%, 23%, 20%, and 18% with respect to the total amount of the composition of the present invention. %, 15%, and 13%.

Further, the compound represented by the general formula (N-1-18) is a compound selected from the compound group represented by the formulas (N1-18.1) to (N1-18.5). It is preferable that the compound is represented by the formulas (N1-18.1) to (N1-18.3), and the formulas (N1-18.2) and the formula (N) are preferable. The compound represented by -1-18.3) is preferable.

The compound represented by the general formula (N-1-20) is the following compound.

(In the formula, ^RN1201 and ^RN1202 independently represent the same meanings as ^RN11 and ^RN12 in the general formula (N-1).)
^RN1201 and ^RN1202 are each independently preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, preferably an ethyl group, a propyl group or a butyl group.

The compound represented by the general formula (N-1-20) may be used alone, or may be used in combination of two or more compounds. The types of compounds that can be combined are not particularly limited, but they are appropriately combined and used according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The types of compounds used are, for example, one type, two types, three types, four types, and five or more types as one embodiment of the present invention.

When the improvement of Δε is emphasized, it is preferable to set the content high, when the solubility at low temperature is emphasized, the content is set high, and when the _TNI is emphasized, the content is high. The effect is high when is set high. Further, when improving the dripping marks and the seizure characteristics, it is preferable to set the content range in the middle.

The lower limit of the preferable content of the compound represented by the formula (N-1-20) with respect to the total amount of the composition of the present invention is 5%, 10%, 13% and 15%. It is 17% and 20%. The upper limit of the preferable content is 35%, 30%, 28%, 25%, 23%, 20%, and 18% with respect to the total amount of the composition of the present invention. %, 15%, and 13%.

The compound represented by the general formula (N-1-21) is the following compound.

(In the formula, ^RN1211 and ^RN1212 independently represent the same meanings as ^RN11 and ^RN12 in the general formula (N-1).)
^RN1211 and ^RN1212 are each independently preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, preferably an ethyl group, a propyl group or a butyl group.

The compound represented by the general formula (N-1-21) may be used alone, or may be used in combination of two or more compounds. The types of compounds that can be combined are not particularly limited, but they are appropriately combined and used according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The types of compounds used are, for example, one type, two types, three types, four types, and five or more types as one embodiment of the present invention.

When the improvement of Δε is emphasized, it is preferable to set the content high, when the solubility at low temperature is emphasized, the content is set high, and when the _TNI is emphasized, the content is high. The effect is high when is set high. Further, when improving the dripping marks and the seizure characteristics, it is preferable to set the content range in the middle.

The lower limit of the preferable content of the compound represented by the formula (N-2-1) with respect to the total amount of the composition of the present invention is 5%, 10%, 13% and 15%. It is 17% and 20%. The upper limit of the preferable content is 35%, 30%, 28%, 25%, 23%, 20%, and 18% with respect to the total amount of the composition of the present invention. %, 15%, and 13%.

The compound represented by the general formula (N-1-22) is the following compound.

(In the formula, ^RN1221 and ^RN1222 have the same meanings as ^RN11 and ^RN12 in the general formula (N-1), respectively.)
^RN1221 and ^RN1222 are each independently preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, preferably an ethyl group, a propyl group or a butyl group.

The compound represented by the general formula (N-1-22) may be used alone, or may be used in combination of two or more compounds. The types of compounds that can be combined are not particularly limited, but they are appropriately combined and used according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The types of compounds used are, for example, one type, two types, three types, four types, and five or more types as one embodiment of the present invention.

When the improvement of Δε is emphasized, it is preferable to set the content high, when the solubility at low temperature is emphasized, the content is set high, and when the _TNI is emphasized, the content is high. The effect is high when is set high. Further, when improving the dripping marks and the seizure characteristics, it is preferable to set the content range in the middle.

The lower limit of the preferable content of the compound represented by the formula (N-2-1) with respect to the total amount of the composition of the present invention is 1%, 5%, 10% and 13%. It is 15%, it is 17%, and it is 20%. The upper limit of the preferable content is 35%, 30%, 28%, 25%, 23%, 20%, and 18% with respect to the total amount of the composition of the present invention. %, 15%, 13%, 10%, 5%.

Further, the compound represented by the general formula (N-1-22) is a compound selected from the compound group represented by the formulas (N-1-22.1) to (N-1-222.12). It is preferable that the compound is represented by the formulas (N-1-22.1) to (N-1-22.5), and the compounds are preferably represented by the formulas (N-1-22.1) to (N-). The compound represented by 1-22.4) is preferable.

The liquid crystal composition of the present invention preferably further contains one or more compounds represented by the general formula (L). The compound represented by the general formula (L) corresponds to a dielectrically almost neutral compound (value of Δε is -2 to 2). Therefore, it is preferable that the number of polar groups such as halogen contained in the molecule is 2 or less, preferably 1 or less, and it is preferable not to have polar groups such as halogen.

(In the formula, ^RL1 and ^RL2 each independently represent an alkyl group having 1 to 8 carbon atoms, and one or two or more non-adjacent _−CH2- in the alkyl group are independent of each other. It may be substituted with -CH = CH-, -C≡C-, -O-, -CO-, -COO- or -OCO-.
n ^L1 represents 0, 1, 2 or 3
A ^L1 , A ^L2 and A ^L3 are independently (a) 1,4-cyclohexylene groups (one -CH _2- existing in this group or _two or more non-adjacent-CH 2--). May be replaced with -O-) and (b) 1,4-phenylene group (one -CH = present in this group or two or more non-adjacent -CH = -N May be replaced with =.)
(C) Naphthalene-2,6-diyl group, 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or decahydronaphthalene-2,6-diyl group (naphthalene-2,6-diyl group or One -CH = present in the 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or two or more non-adjacent -CH = may be replaced with -N =. )
Representing a group selected from the group consisting of, the above groups (a), groups (b) and groups (c) may be independently substituted with a cyano group, a fluorine atom or a chlorine atom, respectively.
Z ^L1 and Z ^L2 are independently single-bonded, -CH ₂ CH ₂ -,-(CH ₂ ) _4- , -OCH _2- , -CH ₂ O-, -COO-, -OCO-, -OCF ₂ -, -CF ₂ O-, -CH = NN = CH-, -CH = CH-, -CF = CF- or -C≡C-
If n ^L1 is 2 or 3 and there are a plurality of A ^L2s , they may be the same or different, and if n ^L1 is 2 or 3 and there are a plurality of Z ^L3s , they may be the same or different. May be the same or different, except for the compounds represented by the general formulas (N-1), (N-2) and (N-3). )
The compound represented by the general formula (L) may be used alone or in combination. The types of compounds that can be combined are not particularly limited, but they are appropriately combined and used according to desired performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The type of compound used is, for example, one type as one embodiment of the present invention. Alternatively, in another embodiment of the present invention, there are two types, three types, four types, five types, six types, seven types, eight types, nine types, and ten. More than a kind.

In the composition of the present invention, the content of the compound represented by the general formula (L) is solubility at low temperature, transition temperature, electrical reliability, birefringence, process compatibility, dripping marks, seizure, and the like. It is necessary to make appropriate adjustments according to the required performance such as dielectric anisotropy.

The lower limit of the preferable content of the compound represented by the formula (L) with respect to the total amount of the composition of the present invention is 1%, 10%, 20%, 30%, 40. %, 50%, 55%, 60%, 65%, 70%, 75%, 80%. The upper limit of the preferred content is 95%, 85%, 75%, 65%, 55%, 45%, 35%, and 25%.

When a composition having a low viscosity and a high response rate is required, it is preferable that the above lower limit value is high and the upper limit value is high. Further, when a composition having a high Tni of the composition of the present invention and having good temperature stability is required, it is preferable that the above lower limit value is high and the upper limit value is high. Further, when it is desired to increase the dielectric anisotropy in order to keep the drive voltage low, it is preferable that the above lower limit value is low and the upper limit value is low.

Both ^RL1 and ^RL2 are preferably alkyl groups when reliability is important, and alkoxy groups are preferable when reducing the volatility of the compound is important, and reduction of viscosity is important. If so, it is preferable that at least one of them is an alkenyl group.

The number of halogen atoms present in the molecule is preferably 0, 1, 2 or 3, preferably 0 or 1, and preferably 1 when compatibility with other liquid crystal molecules is important.

^RL1 and ^RL2 are linear alkyl groups having 1 to 5 carbon atoms and linear carbon atoms 1 to 4 when the ring structure to which they are bonded is a phenyl group (aromatic). The alkoxy group and the alkenyl group having 4 to 5 carbon atoms are preferable, and when the ring structure to which the alkoxy group is bonded is a saturated ring structure such as cyclohexane, pyran and dioxane, the linear carbon atom number is 1 to 5. Alkyl groups, linear alkoxy groups having 1 to 4 carbon atoms and linear alkenyl groups having 2 to 5 carbon atoms are preferable. In order to stabilize the nematic phase, the total of carbon atoms and oxygen atoms, if any, is preferably 5 or less, and is preferably linear.

The alkenyl group is preferably selected from the groups represented by any of the formulas (R1) to (R5). (The black dots in each equation represent carbon atoms in the ring structure.)

n ^L1 is preferably 0 when the response speed is important, 2 or 3 is preferable for improving the upper limit temperature of the nematic phase, and 1 is preferable for balancing these. Further, in order to satisfy the properties required for the composition, it is preferable to combine compounds having different values.

^AL1 , ^AL2 and ^AL3 are preferably aromatic when it is required to increase Δn, and preferably aliphatic in order to improve the response rate, and each of them is independently trans-trans-. 1,4-Cyclohexylene group, 1,4-phenylene group, 2-fluoro-1,4-phenylene group, 3-fluoro-1,4-phenylene group, 3,5-difluoro-1,4-phenylene group , 1,4-Cyclohexenylene group, 1,4-bicyclo [2.2.2] octylene group, piperidine-1,4-diyl group, naphthalene-2,6-diyl group, decahydronaphthalene-2,6 -It is preferable to represent a diyl group or 1,2,3,4-tetrahydronaphthalene-2,6-diyl group, and it is more preferable to represent the following structure.

It is more preferable to represent a trans-1,4-cyclohexylene group or a 1,4-phenylene group.

Z ^L1 and Z ^L2 are preferably single bonds when response speed is important.

The compound represented by the general formula (L) preferably has 0 or 1 halogen atom in the molecule.

The compound represented by the general formula (L) is preferably a compound selected from the compound group represented by the general formulas (L-1) to (L-7).

The compound represented by the general formula (L-1) is the following compound.

(In the formula, RL11 and ^RL12 independently represent the same meanings as ^RL1 and ^RL2 in the general formula ( ^L )).
As ^{RL11 and RL12 ,} a linear alkyl group having 1 to 5 carbon atoms, a linear alkoxy group having 1 to 4 carbon atoms and a linear alkenyl group having 2 to 5 carbon atoms are preferable. ..

The compound represented by the general formula (L-1) may be used alone, or may be used in combination of two or more compounds. The types of compounds that can be combined are not particularly limited, but they are appropriately combined and used according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The types of compounds used are, for example, one type, two types, three types, four types, and five or more types as one embodiment of the present invention.

The lower limit of the preferred content is 1%, 2%, 3%, 5%, 7%, 10%, 15 with respect to the total amount of the composition of the present invention. %, 20%, 25%, 30%, 35%, 40%, 45%, 50%, 55%. The preferred upper limit of the content is 95%, 90%, 85%, 80%, 75%, 70%, 65% with respect to the total amount of the composition of the present invention. %, 60%, 55%, 50%, 45%, 40%, 35%, 30%, 25%.

When a composition having a low viscosity and a high response rate is required, it is preferable that the above lower limit value is high and the upper limit value is high. Further, when a composition having a high Tni of the composition of the present invention and having good temperature stability is required, it is preferable that the lower limit value is moderate and the upper limit value is moderate. Further, when it is desired to increase the dielectric anisotropy in order to keep the drive voltage low, it is preferable that the above lower limit value is low and the upper limit value is low.

The compound represented by the general formula (L-1) is preferably a compound selected from the compound group represented by the general formula (L-1-1).

(In the formula, ^RL12 has the same meaning as in the general formula (L-1).)
The compound represented by the general formula (L-1-1) shall be a compound selected from the compound group represented by the formulas (L-1-1.1) to (L-1-1.3). Is preferable, and it is preferable that it is a compound represented by the formula (L-1-1.2) or the formula (L-1-1.3), and in particular, it is represented by the formula (L-1-1.3). It is preferably a compound.

The lower limit of the preferable content of the compound represented by the formula (L-1-1.3) with respect to the total amount of the composition of the present invention is 1%, 2% and 3%. It is 5%, 7%, and 10%. The upper limit of the preferable content is 20%, 15%, 13%, 10%, 8%, 7%, and 6% with respect to the total amount of the composition of the present invention. %, 5%, and 3%.

The compound represented by the general formula (L-1) is preferably a compound selected from the compound group represented by the general formula (L-1-2).

(In the formula, ^RL12 has the same meaning as in the general formula (L-1).)
The lower limit of the preferable content of the compound represented by the formula (L-1-2) with respect to the total amount of the composition of the present invention is 1%, 5%, 10% and 15%. It is 17%, 20%, 23%, 25%, 27%, 30%, and 35%. The upper limit of the preferable content is 60%, 55%, 50%, 45%, 42%, 40%, and 38% with respect to the total amount of the composition of the present invention. %, 35%, 33%, and 30%.

Further, the compound represented by the general formula (L-1-2) is a compound selected from the compound group represented by the formula (L-1-2.1) to the formula (L-1-2.4). It is preferable that the compound is represented by the formulas (L-1-2.2) to (L-1-2.4). In particular, the compound represented by the formula (L-1-2.2) is preferable because it particularly improves the response rate of the composition of the present invention. Further, when obtaining Tni higher than the response speed, it is preferable to use a compound represented by the formula (L-1-2.3) or the formula (L-1-2.4). The content of the compounds represented by the formulas (L-1-2.3) and (L-1-2.4) is not preferably 30% or more in order to improve the solubility at low temperatures.

The lower limit of the preferable content of the compound represented by the formula (L-1-2.2) with respect to the total amount of the composition of the present invention is 10%, 15% and 18%. It is 20%, 23%, 25%, 27%, 30%, 33%, 35%, 38%, and 40%. The upper limit of the preferable content is 60%, 55%, 50%, 45%, 43%, 40%, and 38% with respect to the total amount of the composition of the present invention. %, 35%, 32%, 30%, 27%, 25%, 22%.

The lower limit of the preferable total content of the compound represented by the formula (L-1-1.3) and the compound represented by the formula (L-1-2.2) with respect to the total amount of the composition of the present invention. The values are 10%, 15%, 20%, 25%, 27%, 30%, 35%, and 40%. The upper limit of the preferable content is 60%, 55%, 50%, 45%, 43%, 40%, and 38% with respect to the total amount of the composition of the present invention. %, 35%, 32%, 30%, 27%, 25%, 22%.

The compound represented by the general formula (L-1) is preferably a compound selected from the compound group represented by the general formula (L-1-3).

(In the formula, ^RL13 and ^RL14 independently represent an alkyl group having 1 to 8 carbon atoms or an alkoxy group having 1 to 8 carbon atoms.)
^RL13 and ^RL14 are preferably a linear alkyl group having 1 to 5 carbon atoms, a linear alkoxy group having 1 to 4 carbon atoms, and a linear alkenyl group having 2 to 5 carbon atoms. ..

The lower limit of the preferable content of the compound represented by the formula (L-1-3) with respect to the total amount of the composition of the present invention is 1%, 5%, 10% and 13%. , 15%, 17%, 20%, 23%, 25%, and 30%. The upper limit of the preferable content is 60%, 55%, 50%, 45%, 40%, 37%, and 35% with respect to the total amount of the composition of the present invention. %, 33%, 30%, 27%, 25%, 23%, 20%, 17%, 15%, 13%, 10%. %.
Further, the compound represented by the general formula (L-1-3) is a compound selected from the compound group represented by the formulas (L-1-3.1) to (L-1-3.13). It is preferable that the compound is represented by the formula (L-1-3.1), the formula (L-1-3.3) or the formula (L-1-3.4). In particular, the compound represented by the formula (L-1-3.1) is preferable because it particularly improves the response rate of the composition of the present invention. Further, when obtaining Tni higher than the response speed, the formula (L-1-3.3), the formula (L-1-3.4), the formula (L-1-3.11) and the formula (L-) are obtained. It is preferable to use the compound represented by 1-3.12). Total of compounds represented by formula (L-1-3.3), formula (L-1-3.4), formula (L-1-3.11) and formula (L-1-3.13). It is not preferable that the content of the compound is 20% or more in order to improve the solubility at a low temperature.

The lower limit of the preferable content of the compound represented by the formula (L-1-3.1) with respect to the total amount of the composition of the present invention is 1%, 2% and 3%. It is 5%, 7%, 10%, 13%, 15%, 18%, and 20%. The upper limit of the preferable content is 20%, 17%, 15%, 13%, 10%, 8%, and 7% with respect to the total amount of the composition of the present invention. % And 6%.

The compound represented by the general formula (L-1) is preferably a compound selected from the compound group represented by the general formula (L-1-4) and / or (L-1-5).

(In the formula, ^RL15 and ^RL16 independently represent an alkyl group having 1 to 8 carbon atoms or an alkoxy group having 1 to 8 carbon atoms.)
^RL15 and ^RL16 are preferably a linear alkyl group having 1 to 5 carbon atoms, a linear alkoxy group having 1 to 4 carbon atoms, and a linear alkenyl group having 2 to 5 carbon atoms. ..

The lower limit of the preferable content of the compound represented by the formula (L-1-4) with respect to the total amount of the composition of the present invention is 1%, 5%, 10% and 13%. It is 15%, it is 17%, and it is 20%. The upper limit of the preferable content is 25%, 23%, 20%, 17%, 15%, 13%, and 10% with respect to the total amount of the composition of the present invention. %.

The lower limit of the preferable content of the compound represented by the formula (L-1-5) with respect to the total amount of the composition of the present invention is 1%, 5%, 10% and 13%. It is 15%, it is 17%, and it is 20%. The upper limit of the preferable content is 25%, 23%, 20%, 17%, 15%, 13%, and 10% with respect to the total amount of the composition of the present invention. %.

Further, the compounds represented by the general formulas (L-1-4) and (L-1-5) are represented by formulas (L-1-4.1) to (L-1-5.3). It is preferable that the compound is selected from the above-mentioned compound group, and it is preferable that the compound is represented by the formula (L-1-4.2) or the formula (L-1-5.2).

The lower limit of the preferable content of the compound represented by the formula (L-1-4.2) with respect to the total amount of the composition of the present invention is 1%, 2% and 3%. It is 5%, 7%, 10%, 13%, 15%, 18%, and 20%. The upper limit of the preferable content is 20%, 17%, 15%, 13%, 10%, 8%, and 7% with respect to the total amount of the composition of the present invention. % And 6%.

Equation (L-1-1.3), Equation (L-1-2.2), Equation (L-1-3.1), Equation (L-1-3.3), Equation (L-1- It is preferable to combine two or more compounds selected from the compounds represented by 3.4), the formula (L-1-3.11) and the formula (L-1-3.12), and the formula (L-1). -1.3), formula (L-1-2.2), formula (L-1-3.1), formula (L-1-3.3), formula (L-1-3.4) and It is preferable to combine two or more compounds selected from the compounds represented by the formula (L-1-4.2), and the lower limit of the preferable content of the total content of these compounds is the composition of the present invention. 1%, 2%, 3%, 5%, 7%, 10%, 13%, 15%, and 18%. , 20%, 23%, 25%, 27%, 30%, 33%, 35%, and the upper limit is the total amount of the composition of the present invention. , 80%, 70%, 60%, 50%, 45%, 40%, 37%, 35%, 33%, 30%. , 28%, 25%, 23%, 20%. When the reliability of the composition is emphasized, the compounds represented by the formulas (L-1-3.1), (L-1-3.3) and (L-1-3.4)) are used. It is preferable to combine two or more compounds selected from the above, and when the response speed of the composition is important, it is represented by the formulas (L-1-1.3) and (L-1-2.2). It is preferable to combine two or more kinds of compounds selected from the above compounds.
The compound represented by the general formula (L-1) is preferably a compound selected from the compound group represented by the general formula (L-1-6).

(In the formula, ^RL17 and ^RL18 independently represent a methyl group or a hydrogen atom, respectively.)
The lower limit of the preferable content of the compound represented by the formula (L-1-6) with respect to the total amount of the composition of the present invention is 1%, 5%, 10% and 15%. It is 17%, 20%, 23%, 25%, 27%, 30%, and 35%. The upper limit of the preferable content is 60%, 55%, 50%, 45%, 42%, 40%, and 38% with respect to the total amount of the composition of the present invention. %, 35%, 33%, and 30%.

Further, the compound represented by the general formula (L-1-6) is a compound selected from the compound group represented by the formulas (L-1-6.1) to (L-1-6.3). It is preferable to have.

The compound represented by the general formula (L-2) is the following compound.

(In the formula, ^RL21 and ^RL22 independently represent the same meanings as ^RL1 and RL2 in the general formula ( ^L )).
^RL21 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and ^RL22 is an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or a carbon atom. An alkoxy group having a number of 1 to 4 is preferable.

The compound represented by the general formula (L-2) may be used alone, or may be used in combination of two or more compounds. The types of compounds that can be combined are not particularly limited, but they are appropriately combined and used according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The types of compounds used are, for example, one type, two types, three types, four types, and five or more types as one embodiment of the present invention.

When the solubility at low temperature is emphasized, the effect is high when the content is set high, and conversely, when the response speed is emphasized, the effect is high when the content is set low. Further, when improving the dripping marks and the seizure characteristics, it is preferable to set the content range in the middle.

The lower limit of the preferable content of the compound represented by the formula (L-2) with respect to the total amount of the composition of the present invention is 1%, 2%, 3% and 5%. , 7% and 10%. The upper limit of the preferable content is 20%, 15%, 13%, 10%, 8%, 7%, and 6% with respect to the total amount of the composition of the present invention. %, 5%, and 3%.

Further, the compound represented by the general formula (L-2) is preferably a compound selected from the compound group represented by the formula (L-2.1) to the formula (L-2.6), preferably the formula. It is preferably a compound represented by (L-2.1), formula (L-2.3), formula (L-2.4) and formula (L-2.6).

The compound represented by the general formula (L-3) is the following compound.

(In the formula, ^RL31 and ^RL32 independently represent the same meanings as ^RL1 and RL2 in the general formula ( ^L )).
^RL31 and ^RL32 are preferably alkyl groups having 1 to 5 carbon atoms, alkenyl groups having 4 to 5 carbon atoms, or alkoxy groups having 1 to 4 carbon atoms, respectively.

The compound represented by the general formula (L-3) may be used alone, or may be used in combination of two or more compounds. The types of compounds that can be combined are not particularly limited, but they are appropriately combined and used according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The types of compounds used are, for example, one type, two types, three types, four types, and five or more types as one embodiment of the present invention.

The lower limit of the preferable content of the compound represented by the formula (L-3) with respect to the total amount of the composition of the present invention is 1%, 2%, 3% and 5%. , 7% and 10%. The upper limit of the preferable content is 20%, 15%, 13%, 10%, 8%, 7%, and 6% with respect to the total amount of the composition of the present invention. %, 5%, and 3%.

When a high birefringence index is obtained, the effect is high when the content is set high, and conversely, when high Tni is emphasized, the effect is high when the content is set low. Further, when improving the dripping marks and the seizure characteristics, it is preferable to set the content range in the middle.

Further, the compound represented by the general formula (L-3) is preferably a compound selected from the compound group represented by the formulas (L-3.1) to (L-3.7), preferably the formula. It is preferably a compound represented by the formula (L-3.5) from (L-3.2).

The compound represented by the general formula (L-4) is the following compound.

(In the formula, ^RL41 and ^RL42 independently represent the same meanings as ^RL1 and RL2 in the general formula ( ^L )).
^RL41 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and ^RL42 is an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or a carbon atom. An alkoxy group having a number of 1 to 4 is preferable. )
The compound represented by the general formula (L-4) may be used alone, or may be used in combination of two or more compounds. The types of compounds that can be combined are not particularly limited, but they are appropriately combined and used according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The types of compounds used are, for example, one type, two types, three types, four types, and five or more types as one embodiment of the present invention.

In the composition of the present invention, the content of the compound represented by the general formula (L-4) includes solubility at low temperature, transition temperature, electrical reliability, birefringence, process compatibility, dripping marks, and the like. It is necessary to make appropriate adjustments according to the required performance such as seizure and dielectric anisotropy.

The lower limit of the preferable content of the compound represented by the formula (L-4) with respect to the total amount of the composition of the present invention is 1%, 2%, 3% and 5%. , 7%, 10%, 14%, 16%, 20%, 23%, 26%, 30%, 35%, 40%. .. The upper limit of the preferable content of the compound represented by the formula (L-4) with respect to the total amount of the composition of the present invention is 50%, 40%, 35%, and 30%. , 20%, 15%, 10%, 5%.

The compound represented by the general formula (L-4) is preferably a compound represented by the formulas (L-4.1) to (L-4.3), for example.

Depending on the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence, etc., even if the compound represented by the formula (L-4.1) is contained, the formula (L) is contained. Even if it contains the compound represented by 4.2), it contains both the compound represented by the formula (L-4.1) and the compound represented by the formula (L-4.2). It may contain all the compounds represented by the formulas (L-4.1) to (L-4.3). The lower limit of the preferable content of the compound represented by the formula (L-4.1) or the formula (L-4.2) with respect to the total amount of the composition of the present invention is 3%, which is 5%. Yes, 7%, 9%, 11%, 12%, 13%, 18%, 21%, and preferred upper limits are 45, 40%. , 35%, 30%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%. ..

When both the compound represented by the formula (L-4.1) and the compound represented by the formula (L-4.2) are contained, both compounds are used with respect to the total amount of the composition of the present invention. The lower limit of the preferred content is 15%, 19%, 24% and 30%, and the preferred upper limit is 45, 40%, 35% and 30%. Yes, 25%, 23%, 20%, 18%, 15%, 13%.

The compound represented by the general formula (L-4) is preferably a compound represented by the formulas (L-4.4) to (L-4.6), for example, preferably the compound represented by the formula (L-4.4). ) Is preferable.

Depending on the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence, etc., even if the compound represented by the formula (L-4.4) is contained, the formula (L) is contained. Even if it contains the compound represented by -4.5), it contains both the compound represented by the formula (L-4.4) and the compound represented by the formula (L-4.5). You may be.

The lower limit of the preferable content of the compound represented by the formula (L-4.4) or the formula (L-4.5) with respect to the total amount of the composition of the present invention is 3%, which is 5%. Yes, 7%, 9%, 11%, 12%, 13%, 18%, and 21%. Preferred upper limits are 45, 40%, 35%, 30%, 25%, 23%, 20%, 18%, 15%, 13 %, 10%, and 8%.

When both the compound represented by the formula (L-4.4) and the compound represented by the formula (L-4.5) are contained, both compounds are used with respect to the total amount of the composition of the present invention. The lower limit of the preferred content is 15%, 19%, 24% and 30%, and the preferred upper limit is 45, 40%, 35% and 30%. Yes, 25%, 23%, 20%, 18%, 15%, 13%.

The compound represented by the general formula (L-4) is preferably a compound represented by the formulas (L-4.7) to (L-4.10), and in particular, the compound represented by the formula (L-4. The compound represented by 9) is preferable.

The compound represented by the general formula (L-5) is the following compound.

(In the formula, ^RL51 and ^RL52 independently represent the same meanings as ^RL1 and RL2 in the general formula ( ^L )).
^RL51 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and ^RL52 is an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or a carbon atom. An alkoxy group having a number of 1 to 4 is preferable.

The compound represented by the general formula (L-5) may be used alone, or may be used in combination of two or more compounds. The types of compounds that can be combined are not particularly limited, but they are appropriately combined and used according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The types of compounds used are, for example, one type, two types, three types, four types, and five or more types as one embodiment of the present invention.

In the composition of the present invention, the content of the compound represented by the general formula (L-5) is solubility at low temperature, transition temperature, electrical reliability, birefringence, process compatibility, dripping marks, and the like. It is necessary to make appropriate adjustments according to the required performance such as seizure and dielectric anisotropy.

The lower limit of the preferable content of the compound represented by the formula (L-5) with respect to the total amount of the composition of the present invention is 1%, 2%, 3% and 5%. , 7%, 10%, 14%, 16%, 20%, 23%, 26%, 30%, 35%, 40%. .. The upper limit of the preferable content of the compound represented by the formula (L-5) with respect to the total amount of the composition of the present invention is 50%, 40%, 35%, and 30%. , 20%, 15%, 10%, 5% The compound represented by the general formula (L-5) is the formula (L-5.1) or the formula (L-5.2). ) Is preferable, and a compound represented by the formula (L-5.1) is particularly preferable.

The lower limit of the preferable content of these compounds with respect to the total amount of the composition of the present invention is 1%, 2%, 3%, 5% and 7%. The upper limit of the preferable content of these compounds is 20%, 15%, 13%, 10%, and 9%.

The compound represented by the general formula (L-5) is preferably a compound represented by the formula (L-5.3) or the formula (L-5.4).

The lower limit of the preferable content of these compounds with respect to the total amount of the composition of the present invention is 1%, 2%, 3%, 5% and 7%. The upper limit of the preferable content of these compounds is 20%, 15%, 13%, 10%, and 9%.

The compound represented by the general formula (L-5) is preferably a compound selected from the compound group represented by the formulas (L-5.5) to (L-5.7), and particularly the compound represented by the formula (L-5). It is preferably a compound represented by L-5.7).

The lower limit of the preferable content of these compounds with respect to the total amount of the composition of the present invention is 1%, 2%, 3%, 5% and 7%. The upper limit of the preferable content of these compounds is 20%, 15%, 13%, 10%, and 9%.

The compound represented by the general formula (L-6) is the following compound.

(In the formula, ^RL61 and ^RL62 independently represent the same meanings as ^{RL1 and RL2 in the general formula (L), and XL61 and XL62 independently} represent a hydrogen atom or a fluorine atom, respectively. )
^RL61 and ^RL62 are each independently preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and one of ^XL61 and ^XL62 is a fluorine atom and the other is a hydrogen atom. Is preferable.

The compound represented by the general formula (L-6) may be used alone, or may be used in combination of two or more compounds. The types of compounds that can be combined are not particularly limited, but they are appropriately combined and used according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The types of compounds used are, for example, one type, two types, three types, four types, and five or more types as one embodiment of the present invention.

The lower limit of the preferable content of the compound represented by the formula (L-6) with respect to the total amount of the composition of the present invention is 1%, 2%, 3% and 5%. , 7%, 10%, 14%, 16%, 20%, 23%, 26%, 30%, 35%, 40%. .. The upper limit of the preferable content of the compound represented by the formula (L-6) with respect to the total amount of the composition of the present invention is 50%, 40%, 35%, and 30%. , 20%, 15%, 10%, 5%. When the emphasis is on increasing Δn, it is preferable to increase the content, and when the emphasis is on precipitation at a low temperature, it is preferable that the content is small.

The compound represented by the general formula (L-6) is preferably a compound represented by the formulas (L-6.1) to (L-6.9).

The types of compounds that can be combined are not particularly limited, but it is preferable to contain 1 to 3 types of these compounds, and even more preferably 1 to 4 types. Further, since the wide molecular weight distribution of the selected compound is also effective for solubility, for example, one kind from the compound represented by the formula (L-6.1) or (L-6.2), the formula (L-). One type from the compound represented by 6.4) or (L-6.5), one type from the compound represented by the formula (L-6.6) or the formula (L-6.7), the formula (L). It is preferable to select one kind of compound from the compounds represented by −6.8) or (L-6.9) and combine them appropriately. Among them, it is represented by the formula (L-6.1), the formula (L-6.3), the formula (L-6.4), the formula (L-6.6) and the formula (L-6.9). It preferably contains a compound.

Further, the compound represented by the general formula (L-6) is preferably a compound represented by the formulas (L-6.10) to (L-6.17), and among them, the compound represented by the formula (L-6.17) is preferable. It is preferably a compound represented by L-6.11).

The lower limit of the preferable content of these compounds with respect to the total amount of the composition of the present invention is 1%, 2%, 3%, 5% and 7%. The upper limit of the preferable content of these compounds is 20%, 15%, 13%, 10%, and 9%.

The compound represented by the general formula (L-7) is the following compound.

(In the formula, ^RL71 and ^RL72 independently represent the same meanings as RL1 and RL2 in the general formula ( ^L ), and ^AL71 and ^AL72 independently represent ^AL2 and LL2 in the general formula ( ^L ), respectively. Although it has the same meaning as A ^L3 , the hydrogen atom on A ^L71 and A ^L72 may be independently substituted with a fluorine atom, and Z ^L71 has the same meaning as Z ^L2 in the general formula (L). ^XL71 and ^XL72 independently represent a fluorine atom or a hydrogen atom, respectively.)
In the formula, ^RL71 and ^RL72 are each independently preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and ^AL71 and ^AL72 are preferable. Is preferably a 1,4-cyclohexylene group or a 1,4-phenylene group independently, and hydrogen atoms on A ^L71 and A ^L72 may be independently substituted with fluorine atoms, respectively, and Z ^L71 is simply. A bond or COO- is preferable, a single bond is preferable, and a hydrogen atom is preferable for ^XL71 and ^XL72 .

The types of compounds that can be combined are not particularly limited, but they are combined according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The types of compounds used are, for example, one, two, three, and four as one embodiment of the present invention.

In the composition of the present invention, the content of the compound represented by the general formula (L-7) is solubility at low temperature, transition temperature, electrical reliability, birefringence, process compatibility, dripping marks, and the like. It is necessary to make appropriate adjustments according to the required performance such as seizure and dielectric anisotropy.

The lower limit of the preferable content of the compound represented by the formula (L-7) with respect to the total amount of the composition of the present invention is 1%, 2%, 3% and 5%. , 7%, 10%, 14%, 16%, 20%. The upper limit of the preferable content of the compound represented by the formula (L-7) with respect to the total amount of the composition of the present invention is 30%, 25%, 23%, and 20%. , 18%, 15%, 10%, 5%.

When an embodiment of Tni having a high composition of the present invention is desired, it is preferable to increase the content of the compound represented by the formula (L-7), and when an embodiment having a low viscosity is desired, the content is high. It is preferable to reduce the amount.

Further, the compound represented by the general formula (L-7) is preferably a compound represented by the formulas (L-7.1) to (L-7.4), preferably the compound represented by the formula (L-7. It is preferably a compound represented by 2).

Further, the compound represented by the general formula (L-7) is preferably a compound represented by the formulas (L-7.11) to (L-7.13), and the compound represented by the formula (L-7. It is preferably a compound represented by 11).

Further, the compound represented by the general formula (L-7) is a compound represented by the formulas (L-7.21) to (L-7.23). It is preferably a compound represented by the formula (L-7.21).

Further, the compound represented by the general formula (L-7) is preferably a compound represented by the formulas (L-7.31) to (L-7.34), and the compound represented by the formula (L-7. 31) or / and a compound represented by the formula (L-7.32) are preferable.

Further, the compound represented by the general formula (L-7) is preferably a compound represented by the formulas (L-7.41) to (L-7.44), preferably the compound represented by the formula (L-7. 41) or / and a compound represented by the formula (L-7.42) are preferable.

Further, the compound represented by the general formula (L-7) is preferably a compound represented by the formulas (L-7.51) to (L-7.53).

The lower limit of the preferable content of the total of the compounds represented by the general formulas (i), the general formula (ii), the general formulas (L) and (N) with respect to the total amount of the composition of the present invention is 80%. 85%, 88%, 90%, 92%, 93%, 94%, 95%, 96%, 97%, 98%. It is 99% and 100%. The upper limit of the preferred content is 100%, 99%, 98% and 95%.

The lower limit of the preferable total content of the compounds represented by the general formulas (N-1) and (L) with respect to the total amount of the composition of the present invention is 80%, 85% and 88. %, 90%, 92%, 93%, 94%, 95%, 96%, 97%, 98%, 99%, 100. %. The upper limit of the preferred content is 100%, 99%, 98% and 95%.

It is preferable that the composition of the present invention does not contain a compound having a structure in which oxygen atoms are bonded to each other, such as a peracid (-CO-OO-) structure, in the molecule.

When the reliability and long-term stability of the composition are emphasized, the content of the compound having a carbonyl group is preferably 5% or less, more preferably 3% or less, based on the total mass of the composition. It is preferably 1% or less, and most preferably not substantially contained.

When the stability by UV irradiation is emphasized, the content of the compound substituted with chlorine atom is preferably 15% or less, preferably 10% or less, and 8% with respect to the total mass of the composition. % Or less, more preferably 5% or less, more preferably 3% or less, and even more preferably substantially no content.

It is preferable to increase the content of the compound having all 6-membered ring structures in the molecule, and the content of the compound having all 6-membered ring structures in the molecule is 80 with respect to the total mass of the composition. % Or more, more preferably 90% or more, further preferably 95% or more, and the composition is composed only of a compound in which substantially all the ring structures in the molecule are 6-membered rings. Is most preferable.

In order to suppress deterioration of the composition due to oxidation, it is preferable to reduce the content of the compound having a cyclohexenylene group as a ring structure, and the content of the compound having a cyclohexenylene group is added to the total mass of the composition. On the other hand, it is preferably 10% or less, preferably 8% or less, more preferably 5% or less, preferably 3% or less, and further preferably not substantially contained.

When the improvement of viscosity and the improvement of Tni are emphasized, the content of the compound having a 2-methylbenzene-1,4-diyl group in which the hydrogen atom may be substituted with halogen may be reduced. Preferably, the content of the compound having a 2-methylbenzene-1,4-diyl group in the molecule is preferably 10% or less, preferably 8% or less, based on the total mass of the composition. It is more preferably 5% or less, more preferably 3% or less, and further preferably not substantially contained.

In the present application, substantially not contained means that it is not contained except for an unintentionally contained substance.

When the compound contained in the composition of the present invention has an alkenyl group as a side chain, the number of carbon atoms of the alkenyl group is preferably 2 to 5 when the alkenyl group is bonded to cyclohexane. When the alkenyl group is bonded to benzene, the number of carbon atoms of the alkenyl group is preferably 4 to 5, and the unsaturated bond of the alkenyl group and benzene are preferably not directly bonded.

The average elastic constant ( _KAVG ) of the liquid crystal composition used in the present invention is preferably 10 to 25, but the lower limit thereof is preferably 10 is preferable, 10.5 is preferable, 11 is preferable, and 11.5 is preferable. , 12 is preferred, 12.3 is preferred, 12.5 is preferred, 12.8 is preferred, 13 is preferred, 13.3 is preferred, 13.5 is preferred, 13.8 is preferred, 14 is preferred, 14 3.3 is preferred, 14.5 is preferred, 14.8 is preferred, 15 is preferred, 15.3 is preferred, 15.5 is preferred, 15.8 is preferred, 16 is preferred, 16.3 is preferred, 16 .5 is preferable, 16.8 is preferable, 17, is preferable, 17.3 is preferable, 17.5 is preferable, 17.8 is preferable, 18 is preferable, and 25 is preferable and 24.5 is preferable as the upper limit value thereof. Is preferred, 24 is preferred, 23.5 is preferred, 23 is preferred, 22.8 is preferred, 22.5 is preferred, 22.3 is preferred, 22 is preferred, 21.8 is preferred, and 21.5 is preferred. 21.3 is preferable, 21 is preferable, 20.8 is preferable, 20.5 is preferable, 20.3 is preferable, 20 is preferable, 19.8 is preferable, 19.5 is preferable, and 19.3 is preferable. , 19 is preferred, 18.8 is preferred, 18.5 is preferred, 18.3 is preferred, 18 is preferred, 17.8 is preferred, 17.5 is preferred, 17.3 is preferred, and 17 is preferred. When reducing power consumption is important, it is effective to suppress the amount of light from the backlight, and it is preferable that the liquid crystal display element improves the light transmittance. For that purpose, it is necessary to set the _KAVG value low. preferable. When the improvement of the response speed is emphasized, it is preferable to set the _KAVG value higher.

It is also preferable that the composition of the present invention further contains a polymerizable compound (hereinafter, may be referred to as "polymerizable monomer"). The polymerizable compound has the following general formula (P).

(In the above general formula (P), R ^p1 includes a hydrogen atom, a fluorine atom, a cyano group, a hydrogen atom, an alkyl group having 1 to 15 carbon atoms in which the hydrogen atom may be replaced with a halogen atom, and a hydrogen atom. An alkoxy group having 1 to 15 carbon atoms which may be substituted with a halogen atom, an alkenyl group having 1 to 15 carbon atoms which may be substituted with a halogen atom, and a hydrogen atom being substituted with a halogen atom. It represents an alkenyloxy group having 1 to 15 carbon atoms or -Sp ^p2 -P ^p2 .
P ^p1 and P ^p2 are independent of each other, and the general formulas (P ^p1-1 ) to the formulas (P ^p1-9 ) are used.

(In the formula, R ^p11 and R ^p12 independently represent a hydrogen atom, an alkyl group having 1 to 5 carbon atoms or an alkyl halide group having 1 to 5 carbon atoms, and W ^p11 is a single bond, −O. -, -COO- or methylene group, t ^p11 represents 0, 1 or 2, but if there are multiple R ^p11 , R ^p12 , W ^p11 and / or t ^p11 in the molecule, they are the same. It may or may not be different.)
Represents one of
Sp ^p1 and Sp ^p2 independently represent a single bond or a spacer group, respectively.
Z ^p1 and Z ^p2 are independent, single bond, -O-, -S-, -CH _2- , -OCH _2- , -CH ₂ O-, -CO-, -C ₂ H ₄ -,-, respectively. COO-, -OCO-, -OCOOCH _2- , -CH ₂ OCOO-, -OCH ₂ CH ₂ O-, -CO-NR ^ZP1- , -NR ZP1-CO-, ^{-SCH 2-} _{, -CH 2 S-} , -CH = CR ^ZP1 -COO-, -CH = CR ZP1-OCO-, -COO-CR ^ZP1 = CH-, -OCO-CR ^ZP1 = CH-, -COO-CR ^{ZP1 = CH-COO- ,} -COO -CR ZP1 = CH-OCO-, -OCO-CR ^ZP1 = CH- ^COO- , -OCO-CR ^ZP1 = CH-OCO-,-(CH ₂ ) _z -COO-,-(CH ₂ ) ₂ -OCO- , -OCO- (CH ₂ ) ₂ -,-(C = O) -O- (CH ₂ ) _2- , -CH = CH-, -CF = CF-, -CF = CH-, -CH = CF- , -CF _2- , -CF ₂ O-, -OCF _2- , -CF ₂ CH _2- , -CH ₂ CF _2- , -CF ₂ CF _2- or -C≡C- (in the formula, R ^{ZP 1} is Each independently represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, but when a plurality of ^RZP1s are present in the molecule, they may be the same or different.)
Represents
A ^p2 is a 1,4-phenylene group, a 1,4-cyclohexylene group, an anthracene-2,6-diyl group, a phenanthren-2,7-diyl group, a pyridine-2,5-diyl group, a pyrimidine-2, 5-Diyl group, naphthalene-2,6-diyl group, indan-2,5-diyl group, 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or 1,3-dioxane-2,5 ^-Represents a diyl group, where Ap2 is unsubstituted or an alkyl group having 1 to 12 carbon atoms, an alkyl halide group having 1 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, and a carbon atom. It may be substituted with a halogenated alkoxy group of numbers 1 to 12, a halogen atom, a cyano group, a nitro group or -Sp ^p2 -P ^p2 .
However, when m ^p2 described later is 0 and m ^p1 described later is 2 or more, or when m ^{p 3} described later is 0 and m ^{p 4} described later is 2 or more, A ^{p 2} described above is of each group. Further holding a bond with m ^p1 or m ^p4 at an arbitrary position,
A ^p1 is (A ^p1-11 ) to (A ^p1-19 )

(In the formula, ★ is bonded to Sp ^p1 or Z ^p1 , ★★ is bonded to Z ^p1 , and 1 or 2 or more hydrogen atoms in the structure are alkyl groups having 1 to 12 carbon atoms and 1 to 1 carbon atoms. Even if it is substituted with 12 alkyl halide groups, an alkoxy group having 1 to 12 carbon atoms, a halogenated alkoxy group having 1 to 12 carbon atoms, a halogen atom, a cyano group, a nitro group or -Sp ^{2-P p2 .} Good.) Represents a group represented by
A ^p3 is (A ^p3-11 ) to (A ^p3-19 )

(In the formula, ★ is bonded to Z ^p2 , ★★ is bonded to R ^p1 or Z ^p2 , and 1 or 2 or more hydrogen atoms in the structure are alkyl groups having 1 to 12 carbon atoms and 1 to 1 carbon atoms. Even if it is substituted with 12 alkyl halide groups, an alkoxy group having 1 to 12 carbon atoms, a halogenated alkoxy group having 1 to 12 carbon atoms, a halogen atom, a cyano group, a nitro group or -Sp ^{2-P p2 .} Good.) Represents a group represented by
m ^p2 and m ^p3 independently represent 0, 1, 2 or 3, and m ^p1 and m ^p4 independently represent 1, 2 or 3, respectively, but in the molecule P ^p1 , Sp ^p1 , A. When a plurality of ^p1 , Z ^p1 , Z ^p2 , A ^p3 and / or R ^p1 exist, they may be the same or different. )
The compound represented by is preferable. Moreover, it is preferable that the polymerizable monomer is contained alone or in combination of two or more.

In the general formula (P) according to the present invention, R ^p1 is preferably −Sp ^p2 -P ^p2 .

It is preferable that P ^p1 and P ^p2 are independently one of the formulas (P ^p1-1 ) to (P ^p1 -3), and preferably (P ^p1-1 ).

It is preferable that R ^p11 and R ^p12 are independently hydrogen atoms or methyl groups, respectively.

m ^p1 + m ^p4 is preferably 2 or more, and 2 or 3 is preferable.

Z ^p1 and Z ^p2 are independent, single bond, -OCH _2- , -CH ₂ O-, -CO-, -C ₂ H _4- , -COO-, -OCO-, -COOC ₂ H _4- , -OCOC ₂ H _4- , -C ₂ H ₄ OCO-, -C ₂ H ₄ COO-, -CH = CH-, -CF _2- , -CF ₂ O-,-(CH ₂ ) ₂ -COO- ,-(CH ₂ ) ₂ -OCO-, -OCO- (CH ₂ ) _2- , -CH = CH-COO-, -COO-CH = CH-, -OCOCH = CH-, -COO- (CH ₂ ) _2- , -OCF _2- or -C≡C- are preferred, single bond, -OCH _2- , -CH ₂ O-, -C ₂ H _4- , -COO-, -OCO-, -COOC ₂ H ₄ -, -OCOC ₂ H _4- , -C _{2 H 4 OCO-, -C 2 H 4 COO- ,} -CH = CH-,-(CH ₂ ) ₂ -COO-,-(CH ₂ ) ₂ -OCO- , -OCO- (CH ₂ ) _2- , -CH = CH-COO-, -COO-CH = CH-, -OCOCH = CH-, -COO- (CH ₂ ) _2- or -C≡C- are preferable. , Only one present in the molecule is -OCH _2- , -CH ₂ O-, -C ₂ H _4- , -COO-, -OCO-, -COOC _{2 H 4-, -OCOC 2 H 4- ,} -C ₂ H ₄ OCO-, -C ₂ H ₄ COO-, -CH = CH-,-(CH ₂ ) ₂ -COO-,-(CH ₂ ) ₂ -OCO-, -OCO- (CH ₂ ) ₂ -, -CH = CH-COO-, -COO-CH = CH-, -OCOCH = CH-, -COO- (CH ₂ ) _2- or -C≡C-, and all others are single bonds. Preferably, only one present in the molecule is -OCH _2- , -CH ₂ O-, -C ₂ H _4- , -COO- or -OCO-, and the others are all single bonds. Preferably, all are single bonds.

Also, only one of Z ^p1 and Z ^p2 present in the molecule is -CH = CH-COO-, -COO-CH = CH-,-(CH ₂ ) ₂ -COO-,-(CH ₂ ) ₂ . It is a linking group selected from the group consisting of -OCO-, -O-CO- (CH ₂ ) _2- , and -COO- (CH ₂ ) _2- , and the others are preferably single bonds.

Sp ^p1 and Sp ^p2 independently represent a single bond or an alkylene group having 1 to 30 carbon atoms, and -CH _2- in the alkylene group is -O-,-unless the oxygen atoms are directly linked to each other. It may be substituted with CO-, -COO-, -OCO-, -CH = CH- or -C≡C-, and the hydrogen atom in the alkylene group may be substituted with a halogen atom, but directly. An alkylene group having 1 to 10 carbon atoms in the chain or a single bond is preferable.

A ^p2 is preferably a 1,4-phenylene group, a 1,4-cyclohexylene group, an anthracene-2,6-diyl group, a phenanthrene-2,7-diyl group or a naphthalene-2,6-diyl group, and 1, A 4-phenylene group, a 1,4-cyclohexylene group, a phenanthrene-2,7-diyl group or a naphthalene-2,6-diyl group is preferable, and when ^mp2 + ^mp3 is 0, a phenylene-2,7-diyl group is preferable. Preferably, when m ^p2 + m ^p3 is 1, 2 or 3, a 1,4-phenylene group or a 1,4-cyclohexylene group is preferable. A ^p2 may have one or more hydrogen atoms in its structure substituted with a methyl group, an ethyl group, a methoxy group, an ethoxy group or a fluorine atom in order to improve the compatibility with the liquid crystal compound.

A ^p1 is preferably the formula (A ^p1-15 ), (A ^p1-16 ), (A ^p1-17 ) or (A ^p1-18 ). A ^p1 may have one or more hydrogen atoms in its structure substituted with a methyl group, an ethyl group, a methoxy group, an ethoxy group or a fluorine atom in order to improve the compatibility with the liquid crystal compound.

A ^p3 is preferably the formula (A ^p1-14 ), (A ^p1-15 ), (A ^p1-16 ), (A ^p1-17 ) or (A ^p1-18 ). A ^p3 may have one or more hydrogen atoms in its structure substituted with a methyl group, an ethyl group, a methoxy group, an ethoxy group or a fluorine atom in order to improve the compatibility with the liquid crystal compound.

m ^p2 + m ^p3 is preferably 0, 1, 2 or 3, preferably 1 or 2.

The total content of the compounds represented by the general formula (P) is preferably 0.05 to 10% with respect to the composition containing the compound represented by the general formula (P) of the present application. It preferably contains 0.1 to 8%, preferably 0.1 to 5%, preferably 0.1 to 3%, and preferably 0.2 to 2%. It is preferably contained in an amount of 0.2 to 1.3%, preferably 0.2 to 1%, and preferably 0.2 to 0.56%.

The preferable lower limit of the total content of the compounds represented by the general formula (P) is 0.01% with respect to the composition containing the compound represented by the general formula (P) of the present application, and 0. 03%, 0.05%, 0.08%, 0.1%, 0.15%, 0.2%, 0.25%, 0.3. %.

The preferable upper limit of the total content of the compound represented by the general formula (P) is 10% or 8% with respect to the composition containing the compound represented by the general formula (P) of the present application. 5%, 3%, 1.5%, 1.2%, 1%, 0.8%, 0.5%.

If the content is low, the effect of adding the compound represented by the general formula (P) is difficult to appear, and problems such as weak orientation control force of the liquid crystal composition or weakening over time occur. If the content is too high, the liquid crystal composition is cured. Problems such as a large amount remaining afterwards, a long time for curing, and a decrease in the reliability of the liquid crystal display occur. Therefore, the content is set in consideration of these balances.

The compound represented by the general formula (P) is preferably a compound represented by the general formula (P-1), the general formula (P-2), the general formula (P-3) and the general formula (P-4). ..

(In the formula, P ^p11 , P ^p12 , P ^p21 , P ^p22 , P ^p31 , P ^p32 , P ^p41 and P ^p42 each independently represent the same meaning as P ^p1 in the general formula (P).
Sp ^p11 , Sp ^p12 , Sp ^p21 , Sp ^p22 , Sp ^p31 and Sp ^p32 , Sp ^p41 and Sp ^p42 independently represent the same meaning as Sp ^p1 in the general formula (P).
A ^p11 , A ^p12 , A ^p13 , A ^p21 , A ^p22 , A ^p23 , A ^p32 and A ^p42 are independently 1,4-phenylene group, 1,4-cyclohexylene group, anthracene-2,6- Diyl group, phenanthren-2,7-diyl group, pyridine-2,5-diyl group, pyrimidin-2,5-diyl group, naphthalene-2,6-diyl group, indan-2,5-diyl group, 1, Representing a 2,3,4-tetrahydronaphthalene-2,6-diyl group or a 1,3-dioxane-2,5-diyl group, A ^p11 , A ^p12 , A ^p13 , A ^p21 , A ^p22 , A ^p23 , A ^p32 and ^Ap42 are independently unsubstituted or an alkyl group having 1 to 12 carbon atoms, an alkyl halide group having 1 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, and carbon. It may be substituted with a halogenated alkoxy group having 1 to 12 atoms, a halogen atom, a cyano group, a nitro group or -Sp ^p2 -P ^p2 in the general formula (P).
A ^p41 has the same meaning as A ^p1 of the general formula (P).
A ^p43 has the same meaning as A ^p3 of the general formula (P).
Z ^p21 , Z ^p22 , Z ^p41 and Z ^p42 are single bonds, -O-, -S-, -CH _2- , -OCH _2- , -CH ₂ O-, -CO-, -C ₂ H _4- , -COO-, -OCO-, -OCOOCH _2- , -CH ₂ OCOO-, -OCH ₂ CH ₂ O-, -CO-NR ^ZP1- , -NR ZP1-CO-, ^{-SCH 2-} _, -CH ₂ S-, -CH = CR ^ZP1 -COO-, -CH = CR ZP1-OCO-, -COO-CR ^ZP1 = CH-, -OCO-CR ^ZP1 = CH-, -COO-CR ^{ZP1 = CH-COO- ,} -COO-CR ZP1 = CH-OCO-, -OCO-CR ^ZP1 = CH- ^COO- , -OCO-CR ^ZP1 = CH-OCO-,-(CH ₂ ) _z -COO-,-(CH ₂ ) _2- OCO-, -OCO- (CH ₂ ) ₂ -,-(C = O) -O- (CH ₂ ) _2- , -CH = CH-, -CF = CF-, -CF = CH-, -CH = CF-, -CF _2- , -CF ₂ O-, -OCF _2- , -CF ₂ CH _2- , -CH ₂ CF _2- , -CF ₂ CF _2- or -C≡C- (in the formula, R ^ZP1 independently represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, but when a plurality of R ^ZP1s are present in the molecule, they may be the same or different). , At least one of Z ^p21 and Z ^p22 present in the molecule represents a non-single bond. )
P ^p11 , P ^p12 , P ^p21 , P ^p22 , P ^p31 , P ^p32 , P ^p41 and P ^p42 are independently the same as P ^p1 in the general formula (P), from formula (P ^p1-1 ) to formula (P p1-1). It is preferably any of P ^p1 -3), preferably (P ^p1-1 ), and R ^p11 and R ^p12 are each independently preferably a hydrogen atom or a methyl group.

Sp ^p11 , Sp ^p12 , Sp ^p21 , Sp ^p22 , Sp ^p31 and Sp ^p32 , Sp ^p41 and Sp ^p42 each independently represent a single bond or an alkylene group having 1 to 30 carbon atoms, and-in the alkylene group. CH _2- may be substituted with -O-, -CO-, -COO-, -OCO-, -CH = CH- or -C≡C- as long as the oxygen atoms are not directly linked to each other, and the alkylene. The hydrogen atom in the group may be substituted with a halogen atom, but a linear alkylene group having 1 to 10 carbon atoms or a single bond is preferable.

A ^p11 , A ^p12 , A ^p13 , A ^p21 , A ^p22 , A ^p23 , A ^p32 and A ^p42 are independently 1,4-phenylene group, 1,4-cyclohexylene group, anthracene-2,6- A diyl group, a phenanthrene-2,7-diyl group or a naphthalene-2,6-diyl group is preferable, a 1,4-phenylene group, a 1,4-cyclohexylene group, a phenanthrene-2,7-diyl group or a naphthalene-2. , 6-Diyl group is preferred. In the general formulas (P-1) and (P-2), a 1,4-phenylene group or a 1,4-cyclohexylene group is preferable independently, respectively, and the structure thereof is to be improved in order to improve the compatibility with the liquid crystal compound. One or more hydrogen atoms in the group may be substituted with a methyl group, an ethyl group, a methoxy group, an ethoxy group or a fluorine atom. In the general formula (P-3), a phenanthrene-2,7-diyl group is preferable, and in order to improve compatibility with a liquid crystal compound, one or two or more hydrogen atoms in the structure are a methyl group, an ethyl group, and the like. It may be substituted with a methoxy group, an ethoxy group or a hydrogen atom.

Z ^p21 is a single bond, -OCH _2- , -CH ₂ O-, -CO-, -C ₂ H _4- , -COO-, -OCO-, -COOC ₂ H _4- , -OCOC ₂ H _4- , -C ₂ H ₄ OCO-, -C ₂ H ₄ COO-, -CH = CH-, -CF _2- , -CF ₂ O-,-(CH ₂ ) ₂ -COO-,-(CH ₂ ) ₂ -OCO-, -OCO- (CH ₂ ) _2- , -CH = CH-COO-, -COO-CH = CH-, -OCOCH = CH-, -COO- (CH ₂ ) _2- , -OCF _2- Or -C≡C- is preferable, single bond, -OCH _2- , -CH ₂ O-, -C ₂ H _4- , -COO-, -OCO-, -COOC ₂ H _4- , -OCOC ₂ H ₄ -, -C ₂ H ₄ OCO-, -C ₂ H ₄ COO-, -CH = CH-,-(CH ₂ ) ₂ -COO-,-(CH ₂ ) ₂ -OCO-, -OCO- (CH ₂ ) ) _2- , -CH = CH-COO-, -COO-CH = CH-, -OCOCH = CH-, -COO- (CH ₂ ) ₂ -or -C≡C- is preferable, and 1 present in the molecule 1 Only one is -OCH _2- , -CH ₂ O-, -C ₂ H _4- , -COO-, -OCO-, -COOC _{2 H 4-, -OCOC 2 H 4- ,} -C ₂ H ₄ OCO- , -C ₂ H ₄ COO-, -CH = CH-,-(CH ₂ ) ₂ -COO-,-(CH ₂ ) ₂ -OCO-, -OCO- (CH ₂ ) _2- , -CH = CH- COO-, -COO-CH = CH-, -OCOCH = CH-, -COO- (CH ₂ ) _2- or -C≡C-, and all others are preferably single bonds and are present in the molecule. Only one of them is -OCH _2- , -CH ₂ O-, -C ₂ H _4- , -COO- or -OCO-, and the others are preferably single bonds, all of which are single bonds. It is preferable to have.

Also, only one of the Z ^p21s present in the molecule is-(CH _{2) 2-COO-,-(CH 2 ) 2 -} OCO-, -O-CO- (CH ₂ ) _2- , -COO-. (CH ₂ ) It is a linking group selected from the group consisting of ₂ −, and the others are preferably single bonds.

Preferred examples of the compound represented by the general formula (P-1) according to the present invention include polymerizable compounds represented by the following formulas (P-1-1) to (P-1-46).

(In the formula, P ^p11 , P ^p12 , Sp ^p11 and Sp ^p12 have the same meanings as P ^p11 , P ^p12 , Sp ^p11 and Sp ^p12 in the general formula (P-1).)
Preferred examples of the compound represented by the general formula (P-2) according to the present invention include polymerizable compounds represented by the following formulas (P-2-1) to (P-2-12).

(In the formula, P ^p21 , P ^p22 , Sp ^p21 and Sp ^p22 have the same meanings as P ^p21 , P ^p22 , Sp ^p21 and Sp ^p22 in the general formula (P-2).)
Preferred examples of the compound represented by the general formula (P-3) according to the present invention include polymerizable compounds represented by the following formulas (P-3-1) to (P-3-15).

(In the formula, P ^p31 , P ^p32 , Sp ^p31 and Sp ^p32 have the same meanings as P ^p31 , P ^p32 , Sp ^p31 and Sp ^p32 in the general formula (P-3).)
Preferred examples of the compound represented by the general formula (P-4) according to the present invention include polymerizable compounds represented by the following formulas (P-4-1) to (P-4-15).

(In the formula, P ^p41 , P ^p42 , Sp ^p41 and Sp ^p42 have the same meanings as P ^p41 , P ^p42 , Sp ^p41 and Sp ^p42 in the general formula (P-4).)

The composition in the present invention may further contain one or more compounds (Q) as additives in order to improve reliability. Compound (Q) preferably has the following structure.

(In the formula, ^RQ represents a hydroxyl group, a hydrogen atom, a linear alkyl group having 1 to 22 carbon atoms or a branched chain alkyl group, and one or two or more CH ₂ groups in the alkyl group are oxygen atoms. May be replaced with -O-, -CH = CH-, -CO-, -OCO-, -COO-, -C≡C-, -CF ₂ O-, -OCF _2- so that , * Combines with other structures.)
^RQ represents a linear alkyl group or a branched alkyl group having 1 to 22 carbon atoms, and one or more CH ₂ groups in the alkyl group are -O so that oxygen atoms are not directly adjacent to each other. -, -CH = CH-, -CO-, -OCO-, -COO-, -C≡C-, -CF ₂ O-, -OCF _2- May be substituted, but the number of carbon atoms is 1 to 10. Linear alkyl group, linear alkoxy group, linear alkyl group in which one CH ₂ group is substituted with -OCO- or -COO-, branched chain alkyl group, branched alkoxy group, one CH ₂ group is -OCO- Alternatively, a branched chain alkyl group substituted with -COO- is preferable, a linear alkyl group having 1 to 20 carbon atoms, and a linear alkyl group in which one CH ₂ group is substituted with -OCO- or -COO-, or branched. A chain alkyl group, a branched alkoxy group, and a branched chain alkyl group in which one CH ₂ group is substituted with -OCO- or -COO- are further preferable. ^MQ represents a trans-1,4-cyclohexylene group, a 1,4-phenylene group or a single bond, with a trans-1,4-cyclohexylene group or a 1,4-phenylene group being preferred.

More specifically, the compound (Q) is preferably a compound represented by the following general formulas (Qa) to (Qd).

In the formula, ^RQ1 is preferably a linear alkyl group or a branched alkyl group having 1 to 10 carbon atoms, ^RQ2 is preferably a linear alkyl group or a branched alkyl group having 1 to 20 carbon atoms, and ^RQ3 is A linear alkyl group having 1 to 8 carbon atoms, a branched chain alkyl group, a linear alkoxy group or a branched chain alkoxy group is preferable, and ^LQ is preferably a linear alkylene group or a branched chain alkylene group having 1 to 8 carbon atoms. .. Among the compounds represented by the general formulas (Qa) to (Qd), the compounds represented by the general formulas (Qc) and the general formula (Qd) are more preferable.

In the composition of the present invention, it is preferable to contain 1 or 2 kinds of the compound represented by the general formula (Q), more preferably 1 to 5 kinds, and the content thereof is from 0.001. It is preferably 1%, more preferably 0.001 to 0.1%, and particularly preferably 0.001 to 0.05%.

Further, as the antioxidant or the light stabilizer that can be used in the present invention, more specifically, the compounds represented by the following (Q-1) to (Q-44) are preferable.

(In the formula, n represents an integer from 0 to 20.)
The liquid crystal composition of this embodiment is applied to a liquid crystal display element. Hereinafter, an example of the liquid crystal display element according to the present embodiment will be described with reference to FIGS. 1 and 2 as appropriate.

FIG. 1 is a diagram schematically showing the configuration of a liquid crystal display element. In FIG. 1, for convenience of explanation, the components are shown separated from each other. As shown in FIG. 1, the liquid crystal display element 1 according to the present embodiment is provided between the first substrate 2 and the second substrate 3 arranged so as to face each other, and between the first substrate 2 and the second substrate 3. The liquid crystal layer 4 is provided with the above-mentioned liquid crystal layer 4, and the liquid crystal layer 4 is composed of the liquid crystal composition of the present embodiment described above.

The pixel electrode layer 5 is formed on the surface of the first substrate 2 on the liquid crystal layer 4 side. On the second substrate 3, a common electrode layer 6 is formed on the liquid crystal layer 4 side. The first substrate 2 and the second substrate 3 may be sandwiched by a pair of polarizing plates 7 and 8. A color filter 9 may be further provided on the liquid crystal layer 4 side of the second substrate 3.

That is, the liquid crystal display element 1 according to the embodiment includes a first polarizing plate 7, a first substrate 2, a pixel electrode layer 5, a liquid crystal layer 4 containing a liquid crystal composition, a common electrode layer 6, and a color filter. 9, the second substrate 3, and the second polarizing plate 8 are laminated in this order.

The first substrate 2 and the second substrate 3 are made of a flexible material such as glass or plastic. At least one of the first substrate 2 and the second substrate 3 may be formed of a transparent material, and the other may be formed of a transparent material or an opaque material such as metal or silicon. The first substrate 2 and the second substrate 3 are bonded to each other by a sealing material and a sealing material such as an epoxy-based thermosetting composition arranged in a peripheral region, and in order to maintain a distance between the substrates. For example, granular spacers such as glass particles, plastic particles, and alumina particles, or spacer columns made of a resin formed by a photolithography method may be arranged.

The first polarizing plate 7 and the second polarizing plate 8 can be adjusted so that the viewing angle and the contrast are good by adjusting the polarization axes of the respective polarizing plates, and their transmission axes operate in the normal black mode. As such, it is preferable to have transmission axes that are orthogonal to each other. In particular, it is preferable that any one of the first polarizing plate 7 and the second polarizing plate 8 is arranged so as to have a transmission axis parallel to the orientation direction of the liquid crystal molecules when no voltage is applied.

From the viewpoint of preventing light leakage, the color filter 9 preferably forms a black matrix, and preferably forms a black matrix (not shown) in a portion corresponding to the thin film transistor.

The black matrix may be installed on the substrate opposite to the array substrate together with the color filter, or may be installed together with the color filter on the array substrate side, with the black matrix on the array substrate and the color filter on the other substrate. It may be installed separately. Further, the black matrix may be installed separately from the color filter, but the transmittance may be lowered by superimposing each color of the color filter.

FIG. 2 is an enlarged plan view of a region surrounded by an I line, which is a part of the pixel electrode layer 5 formed on the first substrate 2 in FIG. 1. As shown in FIG. 2, in the pixel electrode layer 5 including the thin film transistor formed on the surface of the first substrate 2, a plurality of gate bus lines 11 for supplying a scanning signal and a plurality of gate bus lines 11 for supplying a display signal are supplied. The data bus lines 12 and the data bus lines 12 intersect each other and are arranged in a matrix. Note that FIG. 2 shows only a pair of gate bus lines 11 and 11 and a pair of data bus lines 12 and 12.

A unit pixel of a liquid crystal display element is formed by a region surrounded by a plurality of gate bus lines 11 and a plurality of data bus lines 12, and a pixel electrode 13 is formed in the unit pixel. The pixel electrode 13 has a so-called fishbone structure including two trunks orthogonal to each other in a cross shape and a plurality of branches extending from each trunk. Further, a Cs electrode 14 is provided between the pair of gate bus lines 11 and 11 substantially in parallel with the gate bus line 11. Further, a thin film transistor including a source electrode 15 and a drain electrode 16 is provided in the vicinity of the intersection where the gate bus line 11 and the data bus line 12 intersect with each other. The drain electrode 16 is provided with a contact hole 17.

The gate bus line 11 and the data bus line 12 are preferably formed of a metal film, more preferably Al, Cu, Au, Ag, Cr, Ta, Ti, Mo, W, Ni or an alloy thereof. It is more preferably formed of Mo, Al or an alloy thereof.

The pixel electrode 13 is preferably a transparent electrode in order to improve the transmittance. The transparent electrode is formed by sputtering an oxide semiconductor (ZnO, InGaZnO, SiGe, GaAs, IZO (Indium Zinc Oxide), ITO (Indium Tin Oxide), SnO, TIO, AZTO (AlZnSnO), etc.). At this time, the film thickness of the transparent electrode may be 10 to 200 nm. Further, in order to reduce the electrical resistance, a transparent electrode can be formed as a polycrystalline ITO film by firing an amorphous ITO film.

In the liquid crystal display element of the present embodiment, for example, wiring is formed by sputtering a metal material such as Al or an alloy thereof on the first substrate 2 and the second substrate 3, and the pixel electrode layer 5 and the common electrode layer 6 are formed. Each can be formed. Further, the color filter 9 can be manufactured by, for example, a pigment dispersion method, a printing method, an electrodeposition method, a dyeing method, or the like. To explain a method for producing a color filter by a pigment dispersion method as an example, a curable coloring composition for a color filter is applied onto the transparent substrate, subjected to a patterning treatment, and cured by heating or light irradiation. By performing this step for each of the three colors of red, green, and blue, a pixel portion for a color filter can be produced. Further, the color filter 9 may be installed on the substrate side having a TFT or the like.

The first substrate 2 and the second substrate 3 face each other so that the pixel electrode layer 5 and the common electrode layer 6 face each other on the inner side, and at that time, the distance between the first substrate 2 and the second substrate 3 is interposed via a spacer. May be adjusted. At this time, it is preferable to adjust the thickness of the liquid crystal layer 4 to be, for example, 1 to 100 μm.

When the polarizing plates 7 and 8 are used, it is preferable to adjust the product of the refractive index anisotropy Δn of the liquid crystal layer 4 and the thickness of the liquid crystal layer 4 so as to maximize the contrast. Further, when there are two polarizing plates 7 and 8, the polarization axis of each polarizing plate can be adjusted to improve the viewing angle and contrast. Further, a retardation film for widening the viewing angle can also be used. Then, a sealant such as an epoxy-based thermosetting composition is screen-printed on the substrate in the form of providing a liquid crystal injection port, the substrates are bonded to each other, and the sealant is thermoset by heating.

As a method for sandwiching the composition between the two substrates 2 and 3, a normal vacuum injection method, a drop injection (ODF: One Drop Fill) method, or the like can be used, but in the vacuum injection method, there are dripping marks. Although it does not occur, it has a problem that a trace of injection remains, but in the present embodiment, it can be suitably used by a display element manufactured by using the ODF method. In the process of manufacturing a liquid crystal display element by the ODF method, a sealant such as epoxy-based photothermal curable is drawn on either the backplane or the frontplane in a closed-loop bank shape using a dispenser, and then removed from the substrate. A liquid crystal display element can be manufactured by dropping a predetermined amount of the composition under the air and then joining the front plane and the back plane. In the present embodiment, in the ODF method, it is possible to suppress the generation of dripping marks when the liquid crystal composition is dropped on the substrate. The dripping mark is defined as a phenomenon in which the dripping mark of the liquid crystal composition appears white when it is displayed in black.

Further, in the process of manufacturing a liquid crystal display element by the ODF method, it is necessary to drop an optimum liquid crystal injection amount according to the size of the liquid crystal display element, but the liquid crystal composition of the present embodiment is generated, for example, when the liquid crystal is dropped. Since the effect on sudden pressure changes and impacts in the dropping device is small and the liquid crystal can be stably dropped for a long period of time, the yield of the liquid crystal display element can be kept high. In particular, the small liquid crystal display element often used in smartphones, which has become popular recently, has a small optimum liquid crystal injection amount, so that it is difficult to control the deviation from the optimum value within a certain range. By using the composition, a stable discharge amount of the liquid crystal material can be realized even in a small liquid crystal display element.

When the liquid crystal composition of the present embodiment contains a polymerizable compound, as a method for polymerizing the polymerizable compound, an appropriate polymerization rate is desirable in order to obtain good orientation performance of the liquid crystal, so that ultraviolet rays or electron beams are used. A method of polymerizing by irradiating the active energy rays such as, etc. alone, in combination, or in sequence is preferable. When ultraviolet rays are used, a polarized light source may be used, or a non-polarized light source may be used. Further, when the polymerization is carried out in a state where the polymerizable compound-containing composition is sandwiched between two substrates, at least the substrate on the irradiation surface side must be provided with appropriate transparency to the active energy rays. It doesn't become. In addition, after polymerizing only a specific part using a mask during light irradiation, the orientation state of the unpolymerized part is changed by changing conditions such as electric field, magnetic field, or temperature, and further irradiation with active energy rays. You may use the means of polymerizing. In particular, when exposed to ultraviolet rays, it is preferable to expose the composition by ultraviolet rays while applying an AC electric field to the composition containing the polymerizable compound. The AC electric field to be applied is preferably an AC having a frequency of 10 Hz to 10 kHz, more preferably a frequency of 60 Hz to 10 kHz, and the voltage is selected depending on the desired pretilt angle of the liquid crystal display element. That is, the pretilt angle of the liquid crystal display element can be controlled by the applied voltage. In the horizontal electric field type MVA mode liquid crystal display element, it is preferable to control the pretilt angle from 80 degrees to 89.9 degrees from the viewpoint of orientation stability and contrast.

The temperature at the time of irradiation is preferably within a temperature range in which the liquid crystal state of the composition of the present embodiment is maintained. It is preferable to polymerize at a temperature close to room temperature, that is, typically at a temperature of 15 to 35 ° C. As the lamp that generates ultraviolet rays, a metal halide lamp, a high-pressure mercury lamp, an ultra-high pressure mercury lamp, or the like can be used. Further, as the wavelength of the ultraviolet rays to be irradiated, it is preferable to irradiate the ultraviolet rays in a wavelength region other than the absorption wavelength region of the composition, and it is preferable to cut the ultraviolet rays before use. The intensity of the ultraviolet rays to be irradiated is preferably 0.1 mW / cm ² to 100 W / cm ² , more preferably 2 mW / cm ² to 50 W / cm ² . The amount of energy of the ultraviolet rays to be irradiated can be appropriately adjusted, but is preferably 10 mJ / cm ² to 500 J / cm ² , and more preferably 100 mJ / cm ² to 200 J / cm ² . The intensity may be changed when irradiating with ultraviolet rays. The time for irradiating the ultraviolet rays is appropriately selected depending on the intensity of the ultraviolet rays to be irradiated, but is preferably 10 seconds to 3600 seconds, more preferably 10 seconds to 600 seconds.

The liquid crystal display element 1 may be a liquid crystal display element for driving an active matrix. The liquid crystal display element 1 may be a PSA type, PSVA type, VA type, IPS type, FFS type or ECB type liquid crystal display element, and is preferably a PSA type liquid crystal display element.

Hereinafter, the present invention will be described in more detail with reference to examples, but the present invention is not limited to these examples. Further, "%" in the compositions of the following Examples and Comparative Examples means "mass%".
The following abbreviations are used for the description of the liquid crystal compound in the examples.
(Ring structure)

(Side chain structure and connecting structure)

In the examples, the measured characteristics are as follows. Unless otherwise specified, the measurement was performed by the method specified in JEITA ED-2521B.

Tni: Nematic phase-isotropic liquid phase transition temperature (° C)
Tcn: Solid phase-liquid crystal phase transition phase (° C)
Δn: Refractive index anisotropy at 25 ° C. γ1: Rotational viscosity at 25 ° C. (mPa · s)
Δε: Dielectric constant anisotropy at 25 ° C K11: Elastic modulus at 25 ° C K11 (pN)
K33: Elastic constant at 25 ° C. K33 (pN)
Solubility evaluation test: The liquid crystal composition was observed at -25 ° C. The presence or absence of precipitation was visually observed, and the determination was made in the following two stages. The observation is performed 10 days after the liquid crystal composition is prepared.

◯: Precipitation cannot be confirmed ×: Electro-optic characteristics evaluation test (V50): Electro-optic characteristics evaluation was performed after irradiation with ultraviolet rays. The transmittance when a voltage of 0 to 10 V was applied was measured. The voltage at which the maximum transmittance was 50% was defined as V50. The electro-optic characteristics were measured using OPTIPRO manufactured by Shintech. The smaller the V50, the higher the transmittance in the liquid crystal panel, and a higher transmittance can be obtained at a lower voltage.

Voltage retention rate (VHR): Prepare a liquid crystal display element after irradiating UV light with an illuminance of 3 mW / cm ² at 313 nm for 60 minutes, and evaluate the voltage retention rate (%) when measured at 1 V, 60 Hz, and 60 ° C. did.
(Method of manufacturing liquid crystal evaluation cell)
First, a liquid crystal composition containing a polymerizable compound is coated with a polyimide alignment film that induces vertical orientation with a cell gap of 3.8 μm, and then a vacuum injection method is performed into a liquid crystal cell containing an ITO-attached substrate on which the polyimide alignment film is rubbed. Injected with. JALS2096 manufactured by JSR Corporation was used as the material for forming the vertically oriented film.
Then, a high-voltage mercury lamp was used in a state where a voltage of 10 V was applied at a frequency of 100 Hz to the liquid crystal cell into which the liquid crystal composition containing the polymerizable compound was injected, and ultraviolet rays were irradiated through a filter that cuts ultraviolet rays of 325 nm or less. At this time, the illuminance measured under the condition of a center wavelength of 365 nm was adjusted to be 100 mW / cm ² , and ultraviolet rays having an integrated light amount of 30 J / cm ² were irradiated. The above-mentioned ultraviolet irradiation condition was set as irradiation condition 1. The irradiation condition 1 imparts a pretilt angle to the liquid crystal molecules in the liquid crystal cell.

Next, using a fluorescent UV lamp, the illuminance measured under the condition of a center wavelength of 313 nm was adjusted to 3 mW / cm ² , and further irradiated with ultraviolet rays having an integrated light intensity of 10 J / cm ² , to obtain a liquid crystal display element. .. The above-mentioned ultraviolet irradiation condition was set to irradiation condition 2. Irradiation condition 2 reduces the residual amount of the polymerizable compound in the unreacted liquid crystal cell under irradiation condition 1.
(Adjustment of liquid crystal composition)
The liquid crystal compositions of LC-1 and RLC-1 to RLC-R4 shown in the table below were prepared, and their physical characteristics were measured. The physical characteristics are as shown in Tables 1 and 2. Since the TNI of the PSA liquid crystal composition used for PID is generally 100 ° C. or higher, the liquid crystal composition of 100 ° C. or higher is targeted for evaluation in this example.

(Example 1, Comparative Examples 1 to 4)
Example 1 was a liquid crystal composition containing a polymerizable compound obtained by adding 0.3 parts by mass of the compound represented by the formula (RM-1) to 100 parts by mass of the liquid crystal composition LC-1.

A liquid crystal composition containing a polymerizable compound in which 0.3 parts by mass of the compound represented by the formula (RM-1) was added to 100 parts by mass of the liquid crystal composition RLC-1 was designated as Comparative Example 1.

A liquid crystal composition containing a polymerizable compound obtained by adding 0.3 parts by mass of the compound represented by the formula (RM-1) to 100 parts by mass of the liquid crystal composition RLC-2 was designated as Comparative Example 2.

A liquid crystal composition containing a polymerizable compound in which 0.3 parts by mass of the compound represented by the formula (RM-1) was added to 100 parts by mass of the liquid crystal composition RLC-3 was designated as Comparative Example 3.

A liquid crystal composition containing a polymerizable compound in which 0.3 parts by mass of the compound represented by the formula (RM-1) was added to 100 parts by mass of the liquid crystal composition RLC-4 was designated as Comparative Example 4.

The solubility evaluation tests of Example 1 and Comparative Examples 1 to 4 and V50 were as shown in Table 3 below.

As a result of the solubility evaluation test of Example 1, no precipitation was confirmed. As a result of evaluating V50, a sufficiently low value was confirmed. Tni was 113.1 ° C and Tcn was −41 ° C. When the response speed of the liquid crystal display element using this was measured, it was confirmed that the response was sufficiently high. The cell thickness was 3.8 um, the alignment film was JALS2096, the measurement conditions for the response speed were 6 V for Von, 1 V for Voff, the measurement temperature was 20 ° C., and the measuring device was OPTIPRO manufactured by Shintech. It was also confirmed that the voltage retention rate (VHR) was high.

From the above, it was confirmed that the liquid crystal display device using the liquid crystal composition of Example 1 exhibits excellent low temperature storage stability, low drive voltage, fast response speed, and high VHR. As a result of evaluating the solubility of Comparative Examples 1 to 4, precipitation was confirmed. As a result of evaluating V50, a high value was confirmed with respect to Example 1. Tcn was 0 ° C. or higher. From these facts, it was confirmed that the solubility of Comparative Examples 1 to 4 was poor, the driving temperature range was narrow, and the transmittance was low. In Comparative Example 1, since the constituent components were precipitated immediately after the liquid crystal composition was prepared, the physical property measurement and the electro-optic property test of the liquid crystal composition could not be carried out.
(Examples 2 to 8)
Example 2 was a liquid crystal composition containing a polymerizable compound obtained by adding 0.3 parts by mass of the compound represented by the formula (RM-1) to 100 parts by mass of the liquid crystal composition LC-2.

Example 3 was a liquid crystal composition containing a polymerizable compound obtained by adding 0.3 parts by mass of the compound represented by the formula (RM-2) to 100 parts by mass of the liquid crystal composition LC-3.

Example 4 was a liquid crystal composition containing a polymerizable compound obtained by adding 0.3 parts by mass of the compound represented by the formula (RM-2) to 100 parts by mass of the liquid crystal composition LC-4.

Example 5 was a liquid crystal composition containing a polymerizable compound obtained by adding 0.3 parts by mass of the compound represented by the formula (RM-1) to 100 parts by mass of the liquid crystal composition LC-5.

Example 6 was a liquid crystal composition containing a polymerizable compound obtained by adding 0.3 parts by mass of the compound represented by the formula (RM-1) to 100 parts by mass of the liquid crystal composition LC-6.

Example 7 was a liquid crystal composition containing a polymerizable compound obtained by adding 0.3 parts by mass of the compound represented by the formula (RM-1) to 100 parts by mass of the liquid crystal composition LC-7.

Example 8 was a liquid crystal composition containing a polymerizable compound obtained by adding 0.3 parts by mass of the compound represented by the formula (RM-1) to 100 parts by mass of the liquid crystal composition LC-8.
0.2 parts by mass of the compound represented by the formula (RM-1) and 0.1 parts by mass of the compound represented by the formula (RM-2) are added to 100 parts by mass of the liquid crystal composition LC-8. A liquid crystal composition containing the above-mentioned polymerizable compound was designated as Example 9.

The solubility evaluation test of Examples 2 to 9 and V50 were as shown in Table 4 below.

As a result of evaluating the solubility of Examples 2 to 8, no precipitation was confirmed. As a result of evaluating V50, a sufficiently low value was confirmed. Tni was 110 ° C. or higher, and Tcn was −30 ° C. or lower. When the response speed of the liquid crystal display element using this was measured, it was confirmed that the response was sufficiently high. The cell thickness was 3.8 um, the alignment film was JALS2096, the measurement conditions for the response speed were 6 V for Von, 1 V for Voff, the measurement temperature was 20 ° C., and the measuring device was OPTIPRO manufactured by Shintech. It was also confirmed that the voltage retention rate (VHR) was high. In addition, no display defects such as burn-in and unevenness were confirmed in any of the examples.

From the above, it was confirmed that the liquid crystal display elements using the liquid crystal compositions of Examples 2 to 8 exhibited excellent low temperature storage stability, low drive voltage, fast response speed, and high VHR.

Claims (6)

General formula (N-1)

(During the ceremony,
^RN11 and ^RN12 each independently represent an alkyl group having 1 to 8 carbon atoms.
One or two or more non-adjacent -CH _2- in the alkyl group are independently -CH = CH-, -C≡C-, -O-, -CO-, -COO- or -OCO. May be replaced by-
A ^N11 and A ^N12 are independently (a) 1,4-cyclohexylene group (one -CH _2- existing in this group or two or more non-adjacent-CH ₂ --O. May be replaced with-)
(B) A 1,4-phenylene group (one -CH = existing in this group or two or more non-adjacent -CH = may be replaced with -N =) and (c). Represents a group selected from the group consisting of 1,4-cyclohexenylene groups.
The hydrogen atoms in the above groups (a), groups (b) and groups (c) may be independently substituted with cyano groups, fluorine atoms or chlorine atoms, respectively.
Z ^N11 and Z ^N12 are independently single-bonded, -CH ₂ CH ₂ -,-(CH ₂ ) _4- , -OCH _2- , -CH ₂ O-, -COO-, -OCO-, -OCF ₂ -, -CF ₂ O-, -CH = NN = CH-, -CH = CH-, -CF = CF- or -C≡C-
Although n ^N11 and n ^N12 each independently represent an integer of 0 to 3,
n ^N11 + n ^N12 is 1, 2 or 3,
When there are a plurality of ^{AN11 and AN12, ZN11 and ZN12 , they} may be the same or different. )
Contains one or more compounds represented by, and one or more polymerizable compounds.
As the compound represented by the general formula (N-1), the general formula (N-1-10) in which n ^N11 is an integer of 1 or 2 and at least one Z ^N11 is −CH ₂ O— It contains one or more of the compounds represented by and one or more of the compounds represented by the general formula (N-1-11).

(During the ceremony,
^RN1101 and ^RN1102 have the same meanings as ^RN11 and ^RN12 in the general formula (N-1). )

(During the ceremony,
^RN1111 and ^RN1112 independently represent the same meanings as ^RN11 and ^RN12 in the general formula (N-1). )
Further, as the compound represented by the general formula (N-1), one or more of the compounds represented by the general formula (N-1-3) are contained.

(During the ceremony,
^RN131 and ^RN132 independently represent the same meanings as ^RN11 and ^RN12 in the general formula (N-1). )
moreover,
General formula (L-1)

(During the ceremony,
^{RL11 and RL12 each} independently represent an alkyl group having 1 to 8 carbon atoms.
One or two or more non-adjacent -CH _2- in the alkyl group are independently -CH = CH-, -C≡C-, -O-, -CO-, -COO- or -OCO. It may be replaced by-. ) Contains one or more of the compounds represented by
General formula (L-4)

(During the ceremony,
^RL41 and ^RL42 each independently represent an alkyl group having 1 to 8 carbon atoms.
One or two or more non-adjacent -CH _2- in the alkyl group are independently -CH = CH-, -C≡C-, -O-, -CO-, -COO- or -OCO. It may be replaced by-. )
Contains one or more of the compounds represented by
General formula (L-5)

(During the ceremony,
^RL51 and ^RL52 each independently represent an alkyl group having 1 to 8 carbon atoms.
One or two or more non-adjacent -CH _2- in the alkyl group are independently -CH = CH-, -C≡C-, -O-, -CO-, -COO- or -OCO. It may be replaced by-. )
A liquid crystal composition containing one or more of the compounds represented by the above, having a nematic phase-isotropic liquid phase transition temperature (Tni) of 110 ° C. or higher and a negative dielectric constant anisotropy (Δε). And,
The lower limit of the total content of the compound represented by the general formula (N-1-10) is 1% by mass with respect to the total amount of the composition, and the upper limit is 8% by mass with respect to the total amount of the composition. can be,
The lower limit of the total content of the compound represented by the general formula (N-1-11) is 25% by mass with respect to the total amount of the composition, and the upper limit is 35% by mass with respect to the total amount of the composition. can be,
The lower limit of the total content of the compound represented by the general formula (N-1-3) is 13% by mass with respect to the total amount of the composition, and the upper limit is 30% by mass with respect to the total amount of the composition. can be,
The lower limit of the total content of the compound represented by the general formula (L-1) is 15% by mass with respect to the total amount of the composition, and the upper limit is 35% by mass with respect to the total amount of the composition.
The lower limit of the total content of the compound represented by the general formula (L-4) is 5% by mass with respect to the total amount of the composition, and the upper limit is 15% by mass with respect to the total amount of the composition.
The lower limit of the total content of the compound represented by the general formula (L-5) is 2% by mass with respect to the total amount of the composition, and the upper limit is 10% by mass with respect to the total amount of the composition. Composition. The liquid crystal composition according to claim 1, which contains the compound represented by the following formula (L-4.4) and the formula (L-4.5) as the compound represented by the general formula (L-4). ..

The liquid crystal composition according to claim 1 or 2, which contains one or more compounds represented by the general formula (P) as a polymerizable compound.

(In the above general formula (P),
In R ^p1 , a hydrogen atom, a fluorine atom, a cyano group, a hydrogen atom, an alkyl group having 1 to 15 carbon atoms in which the hydrogen atom may be substituted with a halogen atom, and a hydrogen atom may be substituted with a halogen atom. An alkoxy group having 1 to 15 carbon atoms, an alkenyl group having 1 to 15 carbon atoms in which hydrogen atoms may be substituted with halogen atoms, and 1 to 15 carbon atoms in which hydrogen atoms may be substituted with halogen atoms. Represents an alkenyloxy group or -Sp ^p2 -P ^p2 ,
P ^p1 and P ^p2 are independent of each other, and the general formulas (P ^p1-1 ) to the formulas (P ^p1-9 ) are used.

(During the ceremony,
R ^p11 and R ^p12 independently represent a hydrogen atom, an alkyl group having 1 to 5 carbon atoms, or an alkyl halide group having 1 to 5 carbon atoms.
W ^p11 represents a single bond, -O-, -COO- or a methylene group.
t ^p11 represents 0, 1 or 2,
When a plurality of R ^p11 , R ^p12 , W ^p11 and / or t ^p11 are present in the molecule, they may be the same or different. )
Represents one of
Sp ^p1 and Sp ^p2 independently represent a single bond or a spacer group, respectively.
Z ^p1 and Z ^p2 are independent, single bond, -O-, -S-, -CH _2- , -OCH _2- , -CH ₂ O-, -CO-, -C ₂ H ₄ -,-, respectively. COO-, -OCO-, -OCOOCH _2- , -CH ₂ OCOO-, -OCH ₂ CH ₂ O-, -CO-NR ^ZP1- , -NR ZP1-CO-, ^{-SCH 2-} _{, -CH 2 S-} , -CH = CR ^ZP1 -COO-, -CH = CR ZP1-OCO-, -COO-CR ^ZP1 = CH-, -OCO-CR ^ZP1 = CH-, -COO-CR ^{ZP1 = CH-COO- ,} -COO -CR ZP1 = CH-OCO-, -OCO-CR ^ZP1 = CH- ^COO- , -OCO-CR ^ZP1 = CH-OCO-,-(CH ₂ ) ₂ -COO-,-(CH ₂ ) ₂ -OCO- , -OCO- (CH ₂ ) ₂ -,-(C = O) -O- (CH ₂ ) _2- , -CH = CH-, -CF = CF-, -CF = CH-, -CH = CF- , -CF _2- , -CF ₂ O-, -OCF _2- , -CF ₂ CH _2- , -CH ₂ CF _2- , -CF ₂ CF _2- or -C≡C- (in the formula, R ^{ZP 1} is Each independently represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, but when a plurality of ^RZP1s are present in the molecule, they may be the same or different).
A ^p2 is a 1,4-phenylene group, a 1,4-cyclohexylene group, an anthracene-2,6-diyl group, a phenanthren-2,7-diyl group, a pyridine-2,5-diyl group, a pyrimidine-2, 5-Diyl group, naphthalene-2,6-diyl group, indan-2,5-diyl group, 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or 1,3-dioxane-2,5 ^-Represents a diyl group, where Ap2 is unsubstituted or an alkyl group having 1 to 12 carbon atoms, an alkyl halide group having 1 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, and a carbon atom. It may be substituted with a halogenated alkoxy group of numbers 1 to 12, a halogen atom, a cyano group, a nitro group or -Sp ^p2 -P ^p2 .
However, when m ^p2 described later is 0 and m ^p1 described later is 2 or more, or when m ^{p 3} described later is 0 and m ^{p 4} described later is 2 or more, A ^{p 2} described above is of each group. Further holding a bond with m ^p1 or m ^p4 at an arbitrary position,
A ^p1 is (A ^p1-11 ) to (A ^p1-19 )

(During the ceremony,
Combine with Sp ^p1 or Z ^p1 with ★,
Combine with Z ^p1 with ★★
One or more hydrogen atoms in the structure have an alkyl group having 1 to 12 carbon atoms, an alkyl halide group having 1 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, and 1 to 12 carbon atoms. It may be substituted with a halogenated alkoxy group, a halogen atom, a cyano group, a nitro group or -Sp ^{2-P p2 .} )
Represents a group represented by
A ^p3 is (A ^p3-11 ) to (A ^p3-19 )

(During the ceremony,
Combine with Z ^p2 with ★
Combine with R ^p1 or Z ^p2 with ★★
One or more hydrogen atoms in the structure have an alkyl group having 1 to 12 carbon atoms, an alkyl halide group having 1 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, and 1 to 12 carbon atoms. It may be substituted with a halogenated alkoxy group, a halogen atom, a cyano group, a nitro group or -Sp ^{2-P p2 .} )
Represents a group represented by
m ^p2 and m ^p3 independently represent 0, 1, 2 or 3, respectively.
Although m ^p1 and m ^p4 independently represent 1, 2 or 3, respectively,
When a plurality of P ^p1 , Sp ^p1 , A ^p1 , Z ^p1 , Z ^p2 , A ^p3 and / or R ^p1 are present in the molecule, they may be the same or different. ) A liquid crystal display element using the liquid crystal composition according to any one of claims 1 to 3. A liquid crystal display element for driving an active matrix using the liquid crystal composition according to any one of claims 1 to 3. A VA-type, IPS-type, FFS-type, PSA-type, or PSVA-type liquid crystal display element using the liquid crystal composition according to any one of claims 1 to 3.

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