CN111040774A - Liquid crystal polar monomer, liquid crystal display panel and liquid crystal display device - Google Patents
Liquid crystal polar monomer, liquid crystal display panel and liquid crystal display device Download PDFInfo
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- CN111040774A CN111040774A CN201911210763.8A CN201911210763A CN111040774A CN 111040774 A CN111040774 A CN 111040774A CN 201911210763 A CN201911210763 A CN 201911210763A CN 111040774 A CN111040774 A CN 111040774A
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- 239000004973 liquid crystal related substance Substances 0.000 title claims abstract description 193
- 239000000178 monomer Substances 0.000 title claims abstract description 48
- 125000001153 fluoro group Chemical group F* 0.000 claims abstract description 13
- -1 o-difluorophenylene, fluorophenylene Chemical group 0.000 claims abstract description 10
- 125000005529 alkyleneoxy group Chemical group 0.000 claims abstract description 7
- 125000000753 cycloalkyl group Chemical group 0.000 claims abstract description 7
- 125000002993 cycloalkylene group Chemical group 0.000 claims abstract description 7
- 229910052731 fluorine Inorganic materials 0.000 claims abstract description 7
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 claims abstract description 7
- 125000005725 cyclohexenylene group Chemical group 0.000 claims abstract description 6
- 125000004957 naphthylene group Chemical group 0.000 claims abstract description 6
- 239000000758 substrate Substances 0.000 claims description 30
- 239000000203 mixture Substances 0.000 claims description 21
- 238000000034 method Methods 0.000 claims description 12
- 238000005452 bending Methods 0.000 claims description 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 4
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 3
- 239000005977 Ethylene Substances 0.000 claims description 3
- 125000004956 cyclohexylene group Chemical group 0.000 claims description 3
- 239000007788 liquid Substances 0.000 claims 5
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 15
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 12
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 8
- 238000005516 engineering process Methods 0.000 description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
- 239000003208 petroleum Substances 0.000 description 6
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 5
- 230000000694 effects Effects 0.000 description 5
- 239000012074 organic phase Substances 0.000 description 5
- 239000000741 silica gel Substances 0.000 description 5
- 229910002027 silica gel Inorganic materials 0.000 description 5
- 239000000243 solution Substances 0.000 description 5
- 238000002834 transmittance Methods 0.000 description 5
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 4
- 238000011049 filling Methods 0.000 description 4
- 239000013067 intermediate product Substances 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- UKVIEHSSVKSQBA-UHFFFAOYSA-N methane;palladium Chemical compound C.[Pd] UKVIEHSSVKSQBA-UHFFFAOYSA-N 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 238000001914 filtration Methods 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- 238000003786 synthesis reaction Methods 0.000 description 3
- 230000002087 whitening effect Effects 0.000 description 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 2
- 238000010586 diagram Methods 0.000 description 2
- 238000001704 evaporation Methods 0.000 description 2
- 238000000605 extraction Methods 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- NFHFRUOZVGFOOS-UHFFFAOYSA-N palladium;triphenylphosphane Chemical compound [Pd].C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 NFHFRUOZVGFOOS-UHFFFAOYSA-N 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- 239000012071 phase Substances 0.000 description 2
- 238000001953 recrystallisation Methods 0.000 description 2
- 238000010992 reflux Methods 0.000 description 2
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 2
- 238000011282 treatment Methods 0.000 description 2
- RIOQSEWOXXDEQQ-UHFFFAOYSA-N triphenylphosphine Chemical compound C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 RIOQSEWOXXDEQQ-UHFFFAOYSA-N 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- 238000006069 Suzuki reaction reaction Methods 0.000 description 1
- 238000007239 Wittig reaction Methods 0.000 description 1
- 239000012295 chemical reaction liquid Substances 0.000 description 1
- 238000013375 chromatographic separation Methods 0.000 description 1
- 238000004440 column chromatography Methods 0.000 description 1
- 238000004891 communication Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- YTXAYGAYACWVGD-UHFFFAOYSA-N palladium;hydrate Chemical compound O.[Pd] YTXAYGAYACWVGD-UHFFFAOYSA-N 0.000 description 1
- LPNYRYFBWFDTMA-UHFFFAOYSA-N potassium tert-butoxide Chemical compound [K+].CC(C)(C)[O-] LPNYRYFBWFDTMA-UHFFFAOYSA-N 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000010025 steaming Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K19/00—Liquid crystal materials
- C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
- C09K19/06—Non-steroidal liquid crystal compounds
- C09K19/08—Non-steroidal liquid crystal compounds containing at least two non-condensed rings
- C09K19/30—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing saturated or unsaturated non-aromatic rings, e.g. cyclohexane rings
- C09K19/3001—Cyclohexane rings
- C09K19/3048—Cyclohexane rings in which at least two rings are linked by a carbon chain containing carbon to carbon double bonds
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K19/00—Liquid crystal materials
- C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
- C09K19/06—Non-steroidal liquid crystal compounds
- C09K19/08—Non-steroidal liquid crystal compounds containing at least two non-condensed rings
- C09K19/30—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing saturated or unsaturated non-aromatic rings, e.g. cyclohexane rings
- C09K19/3098—Unsaturated non-aromatic rings, e.g. cyclohexene rings
-
- G—PHYSICS
- G02—OPTICS
- G02F—OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
- G02F1/00—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
- G02F1/01—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour
- G02F1/13—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour based on liquid crystals, e.g. single liquid crystal display cells
- G02F1/133—Constructional arrangements; Operation of liquid crystal cells; Circuit arrangements
- G02F1/1333—Constructional arrangements; Manufacturing methods
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K19/00—Liquid crystal materials
- C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
- C09K19/0403—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit the structure containing one or more specific, optionally substituted ring or ring systems
- C09K2019/0407—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit the structure containing one or more specific, optionally substituted ring or ring systems containing a carbocyclic ring, e.g. dicyano-benzene, chlorofluoro-benzene or cyclohexanone
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K19/00—Liquid crystal materials
- C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
- C09K19/06—Non-steroidal liquid crystal compounds
- C09K19/08—Non-steroidal liquid crystal compounds containing at least two non-condensed rings
- C09K19/30—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing saturated or unsaturated non-aromatic rings, e.g. cyclohexane rings
- C09K19/3001—Cyclohexane rings
- C09K19/3048—Cyclohexane rings in which at least two rings are linked by a carbon chain containing carbon to carbon double bonds
- C09K2019/3053—Cy-CH=CH-Ph
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K19/00—Liquid crystal materials
- C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
- C09K19/06—Non-steroidal liquid crystal compounds
- C09K19/08—Non-steroidal liquid crystal compounds containing at least two non-condensed rings
- C09K19/30—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing saturated or unsaturated non-aromatic rings, e.g. cyclohexane rings
- C09K19/3001—Cyclohexane rings
- C09K19/3048—Cyclohexane rings in which at least two rings are linked by a carbon chain containing carbon to carbon double bonds
- C09K2019/3054—Cy-Cy-CH=CH-Ph
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- Physics & Mathematics (AREA)
- Crystallography & Structural Chemistry (AREA)
- Nonlinear Science (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Organic Chemistry (AREA)
- Mathematical Physics (AREA)
- General Physics & Mathematics (AREA)
- Optics & Photonics (AREA)
- Liquid Crystal (AREA)
Abstract
The application discloses a liquid crystal polar monomer, and the liquid crystal polar monomer has the following molecular formula 1:
in the formula 1, A1The group and the group A are selected from C0～C7Alkyl of (C)0～C7Alkoxy group of (C)3～C5At least one of a cycloalkyl group and a fluorine atom; y is1The group is selected from at least one of phenylene, cycloalkylene, o-difluorophenylene, fluorophenylene, naphthylene and cyclohexenylene; the P group is selected from C0～C3Alkylene and C0～C3At least one of alkyleneoxy groups of (a); m is 0 or 1 or 2 or 3. The embodiment of the application also provides a liquid crystal display panel and a liquid crystal display device which are prepared by using the liquid crystal polar monomer; wherein the liquid crystal displayThe backlight module in the display device does not have a local backlight adjusting function.
Description
Technical Field
The application relates to the technical field of display, in particular to a liquid crystal polar monomer, a liquid crystal display panel and a liquid crystal display device.
Background
In recent years, LCD (Liquid Crystal Display) devices have become mainstream in place of cathode ray tube displays, and are becoming popular for commercial or consumer use, and the Liquid Crystal Display devices are mostly used for electronic products such as notebook computers, desktop screens, televisions, digital cameras, DVD players, palm-type electronic devices, mobile phones, portable game devices, car navigation systems, and other applications. Generally, a liquid crystal display is composed of a liquid crystal display panel and a backlight module for providing a light source. Some TV manufacturers assemble VA (vertical alignment) lcds using some low-cost backlight modules that do not have local dimming (local backlight adjustment) technology for cost-saving purposes. When the traditional liquid crystal display panel is matched with a backlight module without a local backlight adjusting technology, if the bottom edge side-in type backlight module is adopted, the variation of a gamma curve of a product is large due to the temperature rise effect of the temperature of the bottom edge, so that the problem of bottom edge whitening occurs after lighting for a period of time, and the display effect is further influenced.
In summary, when the lcd panel prepared by the prior art is matched with a backlight without a local backlight adjusting technique, the gamma curve of the lcd device has a large variation due to the temperature rise effect of the bottom edge temperature, so that the bottom edge is whitened after lighting for a period of time, and the display effect is affected.
Disclosure of Invention
The embodiment of the application provides a liquid crystal polar monomer, a liquid crystal display panel and a liquid crystal display device, wherein the liquid crystal display device is prepared by matching a liquid crystal system with specific performance with a backlight module without a local backlight adjusting technology, so that the problem of whitening of the bottom edge of liquid crystal of the liquid crystal display device matched with low cost is further solved.
The embodiment of the application provides a liquid crystal polar monomer, wherein the liquid crystal polar monomer is contained in a liquid crystal composition, comprises a fluorine group and has the following molecular formula 1:
wherein, in the formula 1, A1The group and the group A are selected from C0～C7Alkyl of (C)0～C7Alkoxy group of (C)3～C5At least one of a cycloalkyl group and a fluorine atom; y is1The group being selected from phenylene, cycloalkylene, o-bisAt least one of a fluorophenylene group, a naphthylene group, and a cyclohexenylene group; the P group is selected from C0～C3Alkylene and C0～C3At least one of alkyleneoxy groups of (a); m is 0 or 1 or 2 or 3.
In some embodiments, when said A is1The radical being a hydrogen atom, said Y1When the group is cyclohexylene, the P group is ethylene and m is 1 or 2, the liquid crystal polar monomer is of the formula 2:
in some embodiments, the liquid crystal composition is a drop-fill technology liquid crystal composition.
In some embodiments, the liquid crystal composition comprises at least liquid crystal molecules and the liquid crystal polar monomer, and the liquid crystal polar monomer accounts for less than 55% of the total mass fraction of the liquid crystal composition.
In some embodiments, the liquid crystal molecules are negative homeotropic alignment liquid crystals.
The embodiment of the application also provides a liquid crystal display panel, which comprises a first substrate, a second substrate and a negative liquid crystal layer, wherein the first substrate and the second substrate are oppositely arranged, and the negative liquid crystal layer is positioned between the first substrate and the second substrate;
the negative liquid crystal layer includes liquid crystal molecules and a liquid crystal polar monomer, the liquid crystal polar monomer includes a fluorine group and has the following formula 1:
wherein, in the formula 1, A1The group and the group A are selected from C0～C7Alkyl of (C)0～C7Alkoxy group of (C)3～C5At least one of a cycloalkyl group and a fluorine atom; y is1The group being selected from the group consisting of phenylene, cycloalkylene, o-difluorophenylene, fluorophenylene, naphthylene and cyclohexenyleneOne kind of the compound is used; the P group is selected from C0～C3Alkylene and C0～C3At least one of alkyleneoxy groups of (a); m is 0 or 1 or 2 or 3.
In some embodiments, the liquid crystal display panel further includes a first alignment layer on the first substrate in contact with the negative liquid crystal layer and a second alignment layer on the second substrate in contact with the negative liquid crystal layer.
The embodiment of the application also provides a liquid crystal display device, which comprises the liquid crystal display panel and a backlight module positioned below the liquid crystal display panel;
the backlight module does not have a local backlight adjusting function.
In some embodiments, when the backlight emitted by the backlight module is irradiated to the liquid crystal display panel, the temperature inside the liquid crystal display panel is changed within a range of 20 ℃ to 40 ℃.
In some embodiments, the threshold voltage Vth for driving the liquid crystal display panel is kept constant during the temperature variation inside the liquid crystal display panel, and the difference between the variation rate of the liquid crystal dielectric constant epsilon and the variation rate of the bending elastic constant K33 in the negative liquid crystal layer is 0-0.045.
According to the liquid crystal polar monomer, the liquid crystal display panel and the liquid crystal display device, the liquid crystal display device is prepared by matching the liquid crystal system mixed with the o-difluorophenylene group with the backlight module without the local backlight adjusting technology, and the problem that the bottom edge of liquid crystal is whitened due to backlight source temperature difference in the liquid crystal display device without the local backlight adjusting function is further solved.
Drawings
The technical solution and other advantages of the present application will become apparent from the detailed description of the embodiments of the present application with reference to the accompanying drawings.
Fig. 1 is a schematic structural diagram of a liquid crystal display panel according to an embodiment of the present application.
Fig. 2 is a schematic structural diagram of a liquid crystal display device according to an embodiment of the present application.
Detailed Description
The technical solutions in the embodiments of the present application will be clearly and completely described below with reference to the drawings in the embodiments of the present application. It is to be understood that the embodiments described are only a few embodiments of the present application and not all embodiments. All other embodiments, which can be derived by a person skilled in the art from the embodiments given herein without making any creative effort, shall fall within the protection scope of the present application.
In the description of the present application, it is to be understood that the terms "center," "longitudinal," "lateral," "length," "width," "thickness," "upper," "lower," "front," "rear," "left," "right," "vertical," "horizontal," "top," "bottom," "inner," "outer," "clockwise," "counterclockwise," and the like are used in the orientations and positional relationships indicated in the drawings for convenience in describing the present application and for simplicity in description, and are not intended to indicate or imply that the referenced devices or elements must have a particular orientation, be constructed in a particular orientation, and be operated in a particular manner, and are not to be construed as limiting the present application. Furthermore, the terms "first", "second" and "first" are used for descriptive purposes only and are not to be construed as indicating or implying relative importance or implicitly indicating the number of technical features indicated. Thus, features defined as "first", "second", may explicitly or implicitly include one or more of the described features. In the description of the present application, "a plurality" means two or more unless specifically limited otherwise.
In the description of the present application, it is to be noted that, unless otherwise explicitly specified or limited, the terms "mounted," "connected," and "connected" are to be construed broadly, e.g., as meaning either a fixed connection, a removable connection, or an integral connection; may be mechanically connected, may be electrically connected or may be in communication with each other; either directly or indirectly through intervening media, either internally or in any other relationship. The specific meaning of the above terms in the present application can be understood by those of ordinary skill in the art as appropriate.
In this application, unless expressly stated or limited otherwise, the first feature "on" or "under" the second feature may comprise direct contact of the first and second features, or may comprise contact of the first and second features not directly but through another feature in between. Also, the first feature being "on," "above" and "over" the second feature includes the first feature being directly on and obliquely above the second feature, or merely indicating that the first feature is at a higher level than the second feature. A first feature being "under," "below," and "beneath" a second feature includes the first feature being directly under and obliquely below the second feature, or simply meaning that the first feature is at a lesser elevation than the second feature.
The following disclosure provides many different embodiments or examples for implementing different features of the application. In order to simplify the disclosure of the present application, specific example components and arrangements are described below. Of course, they are merely examples and are not intended to limit the present application. Moreover, the present application may repeat reference numerals and/or letters in the various examples, such repetition is for the purpose of simplicity and clarity and does not in itself dictate a relationship between the various embodiments and/or configurations discussed. In addition, examples of various specific processes and materials are provided herein, but one of ordinary skill in the art may recognize applications of other processes and/or use of other materials.
Specifically, the embodiment of the present application provides a liquid crystal polar monomer, wherein the liquid crystal polar monomer is contained in a liquid crystal composition, and the liquid crystal polar monomer contains a fluorine group and has the following formula 1:
wherein, in the formula 1, A1The group and the group A are selected from C0～C7Alkyl of (C)0～C7Alkoxy group of (C)3～C5At least one of a cycloalkyl group and a fluorine atom; y is1The group is selected from at least one of phenylene, cycloalkylene, o-difluorophenylene, fluorophenylene, naphthylene and cyclohexenylene; the P group is selected from C0～C3Alkylene and C0～C3At least one of alkyleneoxy groups of (a); m is 0 or 1 or 2 or 3.
The preparation method of said formula 1 is shown in the following synthetic schemes 1 to 2. The principles, procedures, conventional post-treatments, silica gel column passing, recrystallization purification and other means of such methods are well known to the synthesizers in the field, and the synthesis process can be completely realized to obtain the target product according to the following descriptions. The progress of the reaction is generally monitored by TLC (chromatographic separation technique), and the post-treatment after the completion of the reaction is generally water washing, extraction, combination of organic phases and drying, evaporation of the solvent under reduced pressure, and recrystallization and column chromatography, and those skilled in the art can implement the present invention as described below.
Scheme 1:
specifically, when A is mentioned1The radical being a hydrogen atom, said Y1When the group is cyclohexylene, the P group is ethylene and m is 1 or 2, the liquid crystal polar monomer is of the formula 2:
the specific synthesis steps are as follows:
s10, mixing
Dissolving the triphenylphosphine in toluene, heating and refluxing for salifying for 6 hours, cooling to room temperature, and filtering precipitated solid to obtain an intermediate product 1:
s20, cooling the intermediate product 1 and tetrahydrofuran to 10 ℃, adding potassium tert-butoxide, controlling the temperature below 0 ℃ to obtain a yellow solution, and adding
After dropping the tetrahydrofuran solution for wittig reaction for 4 hr, the reaction liquid is poured into 400ml of water to separate out organic phase, 100ml of ethyl acetate is used to extract water phase once, the organic phases are combined and washed once, the solvent is evaporated under reduced pressure, petroleum ether 100ml multiplied by 4 is used for extraction, and the mixture is passed through silica gel column and recrystallized by ethanol to obtain an intermediate product 2:
s30, dissolving the intermediate product 2 in toluene and ethanol, adding palladium carbon, hydrogenating for 6 hours under normal pressure, absorbing hydrogen to a theoretical amount, filtering to remove the palladium carbon, passing through a silica gel column, and recrystallizing with petroleum ether to obtain the liquid crystal polar monomer with the molecular formula 2.
Scheme 2:
specifically, when A is mentioned1The radical being a hydrogen atom, said Y1When the group is o-difluorophenylene or fluorophenylene, the P group is a single bond, and m is 1 or 2, the liquid crystal polar monomer is represented by formula 3:
the synthetic route is as follows:
wherein, A is2The group is a cyclobutyl group,
And
at least one of (1). The specific synthesis steps of the formula 3 are as follows:
s10, mixing
And
uniformly mixing sodium carbonate, toluene, ethanol, water and tetrakis (triphenylphosphine) palladium, heating, stirring, refluxing, carrying out SUZUKI reaction for 5 hours, adding water, separating out an organic phase, extracting a primary water phase with toluene, combining the organic phases, washing with water for 2 times, steaming out the solvent, dissolving with petroleum ether, passing through a silica gel column, and recrystallizing with petroleum ether to obtain an intermediate;
s20, dissolving the intermediate obtained in S10 in toluene and ethanol, adding palladium carbon, hydrogenating for 8 hours under normal pressure, absorbing hydrogen to a theoretical amount, filtering to remove the palladium carbon, evaporating to remove the solvent under reduced pressure, dissolving petroleum ether in a silica gel column, and recrystallizing the petroleum ether to obtain the molecular formula 3, wherein A is2The group is a cyclobutyl group,
And
at least one of (1).
Specifically, the liquid crystal polar monomer represented by the formula 1 is contained in a liquid crystal composition, and the liquid crystal composition is a liquid crystal composition of One Drop Filling (One Drop Filling). The drop-fill technique is to add a liquid crystal composition containing the liquid crystal polar monomer (smaller particles) between two transparent substrates and apply a voltage between the two transparent substrates to polymerize the liquid crystal polar monomer, which can help control the pretilt angle of the liquid crystal composition.
Preferably, the liquid crystal composition at least comprises liquid crystal molecules and the liquid crystal polar monomer, and the liquid crystal polar monomer accounts for less than 55% of the total mass fraction of the liquid crystal composition.
Specifically, the liquid crystal molecules in the liquid crystal composition are negative vertical alignment liquid crystals and are used for vertical alignment liquid crystal displays; the liquid crystal molecules in the vertical alignment type liquid crystal display are vertical to the transparent substrate and parallel to the vertical incident light ray in zero field.
As shown in fig. 1, embodiments of the present application also provide a liquid crystal display panel prepared using the liquid crystal polar monomer. The liquid crystal display panel 100 includes a first substrate 11 and a second substrate 21 disposed opposite to each other, and a negative liquid crystal layer 30 located between the first substrate 11 and the second substrate 21;
the negative liquid crystal layer 30 includes liquid crystal molecules 31 and a liquid crystal polar monomer 32, and the liquid crystal polar monomer 32 includes a fluorine group and has the following formula 1:
wherein, in the formula 1, A1The group and the group A are selected from C0～C7Alkyl of (C)0～C7Alkoxy group of (C)3～C5At least one of a cycloalkyl group and a fluorine atom; y is1The group is selected from at least one of phenylene, cycloalkylene, o-difluorophenylene, fluorophenylene, naphthylene and cyclohexenylene; the P group is selected from C0～C3Alkylene and C0～C3At least one of alkyleneoxy groups of (a); m is 0 or 1 or 2 or 3.
Specifically, the liquid crystal display panel 100 further includes a first alignment layer 12 on the first substrate 11 in contact with the negative liquid crystal layer 30, and a second alignment layer 22 on the second substrate 21 in contact with the negative liquid crystal layer 30.
Specifically, the liquid crystal display panel 100 is manufactured by One Drop Filling (One Drop Filling). The drop-fill injection technique is to add a liquid crystal composition containing the liquid crystal polar monomer 32 (smaller particles) between the first substrate 11 and the second substrate 21, and apply a voltage between the first substrate 11 and the second substrate 21 to polymerize the liquid crystal polar monomer 32, at which time the liquid crystal polar monomer 32 can help control the pretilt angle of the liquid crystal molecules 31, and finally obtain the negative liquid crystal layer.
Preferably, the liquid crystal polar monomer 32 accounts for less than 55% of the total mass fraction of the negative liquid crystal layer 30.
Specifically, the liquid crystal molecules 31 in the negative liquid crystal layer 30 are negative vertical alignment type liquid crystals for a vertical alignment type liquid crystal display; the liquid crystal molecules in the vertical alignment type liquid crystal display are vertical to the transparent substrate and parallel to the vertical incident light ray in zero field.
As shown in fig. 2, the present embodiment further provides a liquid crystal display device manufactured using the liquid crystal display panel 100 shown in fig. 1. The lcd device includes the lcd panel 100 and a backlight module 200 located below the lcd panel 100, where the backlight module 200 does not have a local backlight adjustment function.
Specifically, an embodiment of the backlight module 200 includes a frame 201, a back plate 202, a light guide plate 203, and a backlight source 204 disposed on a side wall of the frame 201, and the backlight module 200 is a low-cost backlight module without a local backlight adjusting function.
Specifically, when the backlight emitted from the backlight module 200 irradiates the liquid crystal display panel 100, since the backlight module 200 does not have a local backlight adjusting function, a backlight temperature rise effect is formed, so that the temperature inside the liquid crystal display panel 100 changes; preferably, this temperature variation ranges between 20 ℃ and 40 ℃.
Specifically, in the process of temperature variation inside the liquid crystal display panel 100, since the negative liquid crystal layer 30 in the liquid crystal display panel 100 contains the liquid crystal polar monomer 32 mixed with the o-difluorophenylene group inside, the VT curve (a relation curve of liquid crystal voltage and transmittance) variation of the negative liquid crystal layer 30 is small, so that the Gamma curve is reduced with the variation of temperature.
It has been found that after the driving voltage is increased to a certain level (about 10 volts), the transmittance exhibited by the liquid crystal material begins to saturate. However, as mentioned above, due to the practical limitations of the current panels, the driving voltage that can be used is often not large enough to achieve the full transmittance of the liquid crystal. Further research shows that key parameters influencing the transmittance of the liquid crystal material are determined by K11 (liquid crystal expansion elastic coefficient), K33 (liquid crystal bending elastic coefficient) and Delta epsilon (liquid crystal dielectric constant) under the same driving voltage.
Specifically, during the temperature variation inside the liquid crystal display panel 100, the threshold voltage Vth for driving the liquid crystal display panel 100 to turn on remains unchanged due to the fact that the liquid crystal polar monomer 32 mixed with the ortho-difluorophenylene group is contained inside the negative liquid crystal layer 30 in the liquid crystal display panel 100.
Preferably, when the temperature variation range inside the liquid crystal display panel 100 is between 20 ℃ and 40 ℃, the difference between the variation rate of the liquid crystal dielectric constant epsilon and the variation rate of the bending elastic constant K33 in the negative liquid crystal layer is in the range of 0 to 0.045, namely △ epsilon (40 DEG/△ epsilon (20 DEG) K33(40 DEG/K33 (20 DEG) (△ epsilon (40 DEG/△ epsilon (20 DEG) <0.8), at this time, the variation of the VT curve (a relation curve of liquid crystal voltage and transmittance) of the negative liquid crystal layer 30 is small, so that the Gamma curve is reduced along with the variation of temperature.
According to the liquid crystal display device provided by the embodiment of the application, the liquid crystal system with specific performance is matched with the backlight without a local backlight adjusting technology, and the difference of VT curves of the liquid crystal system is small under the condition of temperature rise caused by the backlight source, so that the Gamma variation can be reduced, and the problem of whitening of the bottom edge of the liquid crystal is solved. The method can meet the requirement of TV manufacturers on taste, and can be matched with low-cost backlight to achieve the purpose of reducing cost.
According to the liquid crystal polar monomer, the liquid crystal display panel and the liquid crystal display device, the liquid crystal display device is prepared by matching the liquid crystal system mixed with the o-difluorophenylene group with the backlight module without the local backlight adjusting technology, and the problem that the bottom edge of liquid crystal is whitened due to backlight source temperature difference in the liquid crystal display device without the local backlight adjusting function is further solved.
In the foregoing embodiments, the descriptions of the respective embodiments have respective emphasis, and for parts that are not described in detail in a certain embodiment, reference may be made to related descriptions of other embodiments.
The liquid crystal polar monomer, the liquid crystal display panel and the liquid crystal display device provided by the embodiments of the present application are introduced in detail above, and a specific example is applied in the present application to explain the principle and the implementation manner of the present application, and the description of the above embodiments is only used to help understanding the technical scheme and the core idea of the present application; those of ordinary skill in the art will understand that: the technical solutions described in the foregoing embodiments may still be modified, or some technical features may be equivalently replaced; such modifications or substitutions do not depart from the spirit and scope of the present disclosure as defined by the appended claims.
Claims (10)
1. A liquid crystal polar monomer contained in a liquid crystal composition, wherein the liquid crystal polar monomer comprises a fluorine group and has the following formula 1:
wherein, in the formula 1, A1The group and the group A are selected from C0～C7Alkyl of (C)0～C7Alkoxy group of (C)3～C5At least one of a cycloalkyl group and a fluorine atom; y is1The group is selected from at least one of phenylene, cycloalkylene, o-difluorophenylene, fluorophenylene, naphthylene and cyclohexenylene; the P group is selected from C0～C3Alkylene and C0～C3At least one of alkyleneoxy groups of (a); m is 0 or 1 or 2 or 3.
2. The liquid crystalline polar monomer according to claim 1, wherein when A is1The radical being a hydrogen atom, said Y1When the group is cyclohexylene, the P group is ethylene and m is 1 or 2, the liquid crystal polar monomer is of the formula 2:
3. the liquid crystalline polar monomer according to claim 1, wherein the liquid crystalline composition is a liquid crystalline composition of a drop-fill technique.
4. The liquid crystal polar monomer according to claim 3, wherein the liquid crystal composition comprises at least liquid crystal molecules and the liquid crystal polar monomer, and the liquid crystal polar monomer accounts for less than 55% of the total mass fraction of the liquid crystal composition.
5. The liquid crystalline polar monomer according to claim 4, wherein the liquid crystal molecules are negative homeotropic alignment liquid crystals.
6. The liquid crystal display panel is characterized by comprising a first substrate, a second substrate and a negative liquid crystal layer, wherein the first substrate and the second substrate are oppositely arranged, and the negative liquid crystal layer is positioned between the first substrate and the second substrate;
the negative liquid crystal layer includes liquid crystal molecules and a liquid crystal polar monomer, the liquid crystal polar monomer includes a fluorine group and has the following formula 1:
wherein, in the formula 1, A1The group and the group A are selected from C0～C7Alkyl of (C)0～C7Alkoxy group of (C)3～C5At least one of a cycloalkyl group and a fluorine atom; y is1The group is selected from phenylene, cycloalkylene, o-difluorophenylene, fluorophenylene, naphthyleneAnd at least one of cyclohexenylene; the P group is selected from C0～C3Alkylene and C0～C3At least one of alkyleneoxy groups of (a); m is 0 or 1 or 2 or 3.
7. The liquid crystal display panel according to claim 6, further comprising a first alignment layer on the first substrate in contact with the negative liquid crystal layer and a second alignment layer on the second substrate in contact with the negative liquid crystal layer.
8. A liquid crystal display device, comprising the liquid crystal display panel according to claims 6-7 and a backlight module disposed below the liquid crystal display panel;
the backlight module does not have a local backlight adjusting function.
9. The liquid crystal display device according to claim 8, wherein when the backlight module emits the backlight to the liquid crystal display panel, the temperature inside the liquid crystal display panel varies within a range of 20 ℃ to 40 ℃.
10. The liquid crystal display device according to claim 9, wherein the threshold voltage Vth for driving the liquid crystal display panel is kept constant during a temperature change in the liquid crystal display panel, and a difference between a rate of change of the liquid crystal dielectric constant ∈ and a rate of change of the bending elastic constant K33 in the negative liquid crystal layer is in a range of 0 to 0.045.
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Application publication date: 20200421 |