JP4514507B2 - Liquid crystal composition and TN type liquid crystal device - Google Patents
Liquid crystal composition and TN type liquid crystal device Download PDFInfo
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- JP4514507B2 JP4514507B2 JP2004142432A JP2004142432A JP4514507B2 JP 4514507 B2 JP4514507 B2 JP 4514507B2 JP 2004142432 A JP2004142432 A JP 2004142432A JP 2004142432 A JP2004142432 A JP 2004142432A JP 4514507 B2 JP4514507 B2 JP 4514507B2
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- 239000000203 mixture Substances 0.000 title claims description 96
- 239000004973 liquid crystal related substance Substances 0.000 title claims description 82
- 150000001875 compounds Chemical class 0.000 claims description 31
- -1 dicyclohexane compound Chemical class 0.000 claims description 23
- JFDZBHWFFUWGJE-UHFFFAOYSA-N benzenecarbonitrile Natural products N#CC1=CC=CC=C1 JFDZBHWFFUWGJE-UHFFFAOYSA-N 0.000 claims description 10
- 125000001140 1,4-phenylene group Chemical group [H]C1=C([H])C([*:2])=C([H])C([H])=C1[*:1] 0.000 claims description 4
- 125000000217 alkyl group Chemical group 0.000 claims description 3
- 229910052731 fluorine Inorganic materials 0.000 claims description 3
- 125000001153 fluoro group Chemical group F* 0.000 claims description 3
- 125000003342 alkenyl group Chemical group 0.000 claims description 2
- 238000009472 formulation Methods 0.000 description 21
- 238000000034 method Methods 0.000 description 12
- 239000012071 phase Substances 0.000 description 11
- GVNVAWHJIKLAGL-UHFFFAOYSA-N 2-(cyclohexen-1-yl)cyclohexan-1-one Chemical compound O=C1CCCCC1C1=CCCCC1 GVNVAWHJIKLAGL-UHFFFAOYSA-N 0.000 description 5
- 101150065749 Churc1 gene Proteins 0.000 description 5
- 102100038239 Protein Churchill Human genes 0.000 description 5
- 230000003098 cholesteric effect Effects 0.000 description 4
- 230000000052 comparative effect Effects 0.000 description 4
- 239000005262 ferroelectric liquid crystals (FLCs) Substances 0.000 description 4
- UWCWUCKPEYNDNV-LBPRGKRZSA-N 2,6-dimethyl-n-[[(2s)-pyrrolidin-2-yl]methyl]aniline Chemical compound CC1=CC=CC(C)=C1NC[C@H]1NCCC1 UWCWUCKPEYNDNV-LBPRGKRZSA-N 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 238000005259 measurement Methods 0.000 description 3
- 239000010409 thin film Substances 0.000 description 3
- 125000004955 1,4-cyclohexylene group Chemical group [H]C1([H])C([H])([H])C([H])([*:1])C([H])([H])C([H])([H])C1([H])[*:2] 0.000 description 2
- 239000004988 Nematic liquid crystal Substances 0.000 description 2
- 238000013329 compounding Methods 0.000 description 2
- 230000007423 decrease Effects 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 239000011159 matrix material Substances 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 230000003287 optical effect Effects 0.000 description 2
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 2
- 230000003068 static effect Effects 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- JYEUMXHLPRZUAT-UHFFFAOYSA-N 1,2,3-triazine Chemical compound C1=CN=NN=C1 JYEUMXHLPRZUAT-UHFFFAOYSA-N 0.000 description 1
- 125000005916 2-methylpentyl group Chemical group 0.000 description 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 1
- 125000005917 3-methylpentyl group Chemical group 0.000 description 1
- 125000005715 5,2-(1,3-dioxanylene) group Chemical group [H]C1([H])OC([H])([*:2])OC([H])([H])C1([H])[*:1] 0.000 description 1
- RPMUDXVQHUECRE-UHFFFAOYSA-N CC1COC(C)OC1 Chemical compound CC1COC(C)OC1 RPMUDXVQHUECRE-UHFFFAOYSA-N 0.000 description 1
- DYSJQUQJVBYIOT-UHFFFAOYSA-N Cc(ccc(C)c1F)c1F Chemical compound Cc(ccc(C)c1F)c1F DYSJQUQJVBYIOT-UHFFFAOYSA-N 0.000 description 1
- HBXFIXSFKULBOG-UHFFFAOYSA-N Cc1cc(F)c(C)c(F)c1 Chemical compound Cc1cc(F)c(C)c(F)c1 HBXFIXSFKULBOG-UHFFFAOYSA-N 0.000 description 1
- RHOOLJLEYYXKTK-UHFFFAOYSA-N Cc1cnc(C)nc1 Chemical compound Cc1cnc(C)nc1 RHOOLJLEYYXKTK-UHFFFAOYSA-N 0.000 description 1
- 229920001651 Cyanoacrylate Polymers 0.000 description 1
- MWCLLHOVUTZFKS-UHFFFAOYSA-N Methyl cyanoacrylate Chemical compound COC(=O)C(=C)C#N MWCLLHOVUTZFKS-UHFFFAOYSA-N 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
- 239000004983 Polymer Dispersed Liquid Crystal Substances 0.000 description 1
- 239000004990 Smectic liquid crystal Substances 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 239000006096 absorbing agent Substances 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- HSFWRNGVRCDJHI-UHFFFAOYSA-N alpha-acetylene Natural products C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 1
- 150000008359 benzonitriles Chemical class 0.000 description 1
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 description 1
- 239000012965 benzophenone Substances 0.000 description 1
- QRUDEWIWKLJBPS-UHFFFAOYSA-N benzotriazole Chemical compound C1=CC=C2N[N][N]C2=C1 QRUDEWIWKLJBPS-UHFFFAOYSA-N 0.000 description 1
- 239000012964 benzotriazole Substances 0.000 description 1
- 125000004369 butenyl group Chemical group C(=CCC)* 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000000480 butynyl group Chemical group [*]C#CC([H])([H])C([H])([H])[H] 0.000 description 1
- 229940125898 compound 5 Drugs 0.000 description 1
- 210000002858 crystal cell Anatomy 0.000 description 1
- WVIIMZNLDWSIRH-UHFFFAOYSA-N cyclohexylcyclohexane Chemical compound C1CCCCC1C1CCCCC1 WVIIMZNLDWSIRH-UHFFFAOYSA-N 0.000 description 1
- 125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001028 difluoromethyl group Chemical group [H]C(F)(F)* 0.000 description 1
- 125000005448 ethoxyethyl group Chemical group [H]C([H])([H])C([H])([H])OC([H])([H])C([H])([H])* 0.000 description 1
- 125000005745 ethoxymethyl group Chemical group [H]C([H])([H])C([H])([H])OC([H])([H])* 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 125000002534 ethynyl group Chemical group [H]C#C* 0.000 description 1
- 125000005843 halogen group Chemical group 0.000 description 1
- 125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- 125000001972 isopentyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 239000004611 light stabiliser Substances 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 125000004184 methoxymethyl group Chemical group [H]C([H])([H])OC([H])([H])* 0.000 description 1
- FTWUXYZHDFCGSV-UHFFFAOYSA-N n,n'-diphenyloxamide Chemical compound C=1C=CC=CC=1NC(=O)C(=O)NC1=CC=CC=C1 FTWUXYZHDFCGSV-UHFFFAOYSA-N 0.000 description 1
- 125000001400 nonyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
- 125000005004 perfluoroethyl group Chemical group FC(F)(F)C(F)(F)* 0.000 description 1
- 125000005009 perfluoropropyl group Chemical group FC(C(C(F)(F)F)(F)F)(F)* 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- 230000010287 polarization Effects 0.000 description 1
- 125000005767 propoxymethyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])[#8]C([H])([H])* 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000002568 propynyl group Chemical group [*]C#CC([H])([H])[H] 0.000 description 1
- 239000007790 solid phase Substances 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 230000007704 transition Effects 0.000 description 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
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- Liquid Crystal Substances (AREA)
Description
本発明は、パーフルオロアリルオキシ化合物及びジシクロヘキサン化合物を含有してなる液晶組成物、及び該液晶組成物を用いたＴＮ型液晶素子に関するものである。 The present invention relates to a liquid crystal composition containing a perfluoroallyloxy compound and a dicyclohexane compound, and a TN liquid crystal device using the liquid crystal composition.
液晶化合物の特性である光学（屈折率）異方性（Δｎ）や誘電率異方性（Δε）を利用した液晶表示素子は、これまで多数作られており、時計を始め、電卓、各種測定機器、自動車用パネル、ワープロ、電子手帳、携帯電話、プリンタ−、コンピュ−タ−、テレビ等に広く利用され、需要も年々高くなってきている。液晶化合物には固体相と液体相との中間に位置する固有の液晶相があり、その相形態はネマチック相、スメクチック相及びコレステリック相に大別されるが、これらのうち表示素子用にはネマチック相が現在最も広く利用されている。また、液晶表示素子に応用されている方式のうち、表示方式としては、これまでに多数のものが考案され、動的散乱型（ＤＳ型）、ゲスト・ホスト型（ＧＨ型）、ねじれネマチック型（ＴＮ型）、超ねじれネマチック型（ＳＴＮ型）、薄膜トランジスター型（ＴＦＴ型）及び強誘電性液晶（ＦＬＣ）等が知られており、駆動方式としては、スタティック駆動方式、時分割駆動方式、アクティブマトリックス駆動方式及び２周波駆動方式等が知られている。 Many liquid crystal display elements using the optical (refractive index) anisotropy (Δn) and dielectric anisotropy (Δε), which are the characteristics of liquid crystal compounds, have been made so far, including watches, calculators, and various measurements. It is widely used in equipment, automobile panels, word processors, electronic notebooks, mobile phones, printers, computers, televisions, etc., and the demand is increasing year by year. A liquid crystal compound has an intrinsic liquid crystal phase located between a solid phase and a liquid phase, and the phase morphology is roughly classified into a nematic phase, a smectic phase, and a cholesteric phase. Among these, nematics are used for display elements. Phases are currently most widely used. In addition, among the methods applied to liquid crystal display elements, many display methods have been devised so far, including dynamic scattering type (DS type), guest-host type (GH type), and twisted nematic type. (TN type), super twisted nematic type (STN type), thin film transistor type (TFT type), ferroelectric liquid crystal (FLC) and the like are known, and as a driving method, a static driving method, a time division driving method, An active matrix driving method and a two-frequency driving method are known.
上述した種々の用途の中でも屋外で使用される用途においては、過酷な温度条件下で使用される。液晶表示素子は、置かれる環境の温度変化によって表示コントラストが低下したり、低温での応答速度の低下によって表示品位の低下をきたす。 Among the various uses described above, in the use used outdoors, it is used under severe temperature conditions. In the liquid crystal display element, the display contrast decreases due to the temperature change of the environment in which the liquid crystal display element is placed, and the display quality deteriorates due to the decrease in the response speed at low temperatures.
これらの原因としては、液晶材料の弾性定数や誘電率の温度変化によるもの、カイラル物質の添加によって誘起された固有のピッチの温度変化によるもの、屈折率異方性の温度変化によるもの等が考えられている。 Possible causes are due to temperature changes in the elastic constants and dielectric constants of liquid crystal materials, due to temperature changes in the inherent pitch induced by the addition of chiral substances, and due to temperature changes in refractive index anisotropy. It has been.
ＴＮ型の液晶表示素子は、ＳＴＮ型の液晶表示素子と比較して高密度の表示には適さないものの、温度変化による悪影響が比較的少ないため、周囲の温度変化が大きい用途に使用されている。 Although a TN liquid crystal display element is not suitable for high-density display as compared with an STN liquid crystal display element, it has a relatively small adverse effect due to a temperature change, and is therefore used for applications in which the surrounding temperature change is large. .
例えば、特許文献１には、高コントラストを有し、低温域において応答速度が速く、使用温度範囲が広いＴＮ型液晶表示素子が提案されているが、未だ満足できる性能のものではない。 For example, Patent Document 1 proposes a TN-type liquid crystal display element having a high contrast, a high response speed in a low temperature range, and a wide use temperature range, but it is not yet satisfactory in performance.
本発明の目的は、使用温度範囲がさらに広い液晶表示素子を提供すること、及び、このような液晶表示素子を提供し得る、高い液晶相上限温度を有し且つ低温における応答速度が高い液晶組成物を提供することにある。 An object of the present invention is to provide a liquid crystal display element having a wider use temperature range, and to provide such a liquid crystal display element, having a high liquid crystal phase upper limit temperature and a high response speed at a low temperature. To provide things.
本発明者らは、鋭意検討を行った結果、パーフルオロアリルオキシ化合物とジシクロヘキサン化合物とを組み合わせてなる液晶組成物によって、上記の目的を達成し得ることを見出した。 As a result of intensive studies, the present inventors have found that the above object can be achieved by a liquid crystal composition comprising a combination of a perfluoroallyloxy compound and a dicyclohexane compound.
本発明は、上記知見に基づきなされたもので、下記一般式（Ｉ）で表されるパーフルオロアリルオキシ化合物及び下記一般式（ＩＩ）で表されるジシクロヘキサン化合物を含有してなることを特徴とする液晶組成物を提供するものである。 The present invention has been made on the basis of the above findings, and is characterized by containing a perfluoroallyloxy compound represented by the following general formula (I) and a dicyclohexane compound represented by the following general formula (II). A liquid crystal composition is provided.
また、本発明は、２枚の平面平行支持板及び該平面平行支持板に狭持された上記液晶組成物から構成された、ツイスト角が２０〜１３０°のＴＮ型液晶素子を提供するものである。 The present invention also provides a TN liquid crystal device having a twist angle of 20 to 130 °, comprising two plane parallel support plates and the liquid crystal composition sandwiched between the plane parallel support plates. is there.
本発明の液晶組成物は、高い液晶相上限温度を有し且つ低温における応答速度が高く、該液晶組成物を用いた液晶表示素子は、使用温度範囲が広いため、周囲の温度変化が大きい用途、特に自動車パネル用途に有用である。 The liquid crystal composition of the present invention has a high upper limit temperature of the liquid crystal phase and a high response speed at a low temperature, and the liquid crystal display device using the liquid crystal composition has a wide operating temperature range, so the ambient temperature change is large. Particularly useful for automotive panel applications.
以下、本発明の液晶組成物について詳細に説明する。 Hereinafter, the liquid crystal composition of the present invention will be described in detail.
本発明の液晶組成物に用いられるパーフルオロアリルオキシ化合物を表す前記一般式（Ｉ）において、Ｒ1はＲ0、Ｒ0Ｏ、Ｒ0ＯＣＯ又はＲ0ＣＯＯであり、Ｒ0で表されるアルキル基としては、例えば、メチル、エチル、プロピル、ブチル、ペンチル、ヘキシル、ヘプチル、オクチル、ノニル、デシル、ビニル、アリル、ブテニル、エチニル、プロピニル、ブチニル、メトキシメチル、エトキシメチル、プロポキシメチル、ブトキシメチル、メトキシエチル、エトキシエチル、パーフルオロメチル、パーフルオロエチル、パーフルオロプロピル、モノフルオロメチル、ジフルオロメチル、２，２，２−トリフルオロメチル、パーフルオロビニル、パーフルオロアリル、イソプロピル、１−メチルプロピル、２−メチルプロピル、２−ブチルメチル、３−メチルブチル、２−メチルペンチル、３−メチルペンチル、２−エチルヘキシル、２−プロピルペンチル、１−メチルペンチル等が挙げられる。
本発明において、前記一般式（Ｉ）におけるＲ1は、非置換のアルキル基又は非置換のアルケニル基であることが好ましい。
In the general formula (I) representing the perfluoroallyloxy compound used in the liquid crystal composition of the present invention, R 1 is R 0 , R 0 O, R 0 OCO or R 0 COO, and is represented by R 0. Examples of the alkyl group include methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, nonyl, decyl, vinyl, allyl, butenyl, ethynyl, propynyl, butynyl, methoxymethyl, ethoxymethyl, propoxymethyl, butoxymethyl. , Methoxyethyl, ethoxyethyl, perfluoromethyl, perfluoroethyl, perfluoropropyl, monofluoromethyl, difluoromethyl, 2,2,2-trifluoromethyl, perfluorovinyl, perfluoroallyl, isopropyl, 1-methylpropyl , 2-methylpropyl, 2-butyl Examples include methyl, 3-methylbutyl, 2-methylpentyl, 3-methylpentyl, 2-ethylhexyl, 2-propylpentyl, 1-methylpentyl and the like.
In the present invention, R 1 in the general formula (I) is preferably an unsubstituted alkyl group or an unsubstituted alkenyl group.
前記一般式（Ｉ）における基−（A1−Z1）n−A2−のより具体的な構造を以下に示すが、本発明はこれらによって限定されるものではない。
−CY−CY−
−CY−PH−
−PH−PH−
−CY−PH3F−
−CY−PH3,5-diF−
−CY−PH2,3-diF−
−CY−CY−CY−
−CY−CY−PH−
−CY−PH−PH−
−PH−PH−PH−
−CY−CY−PH3F-
−CY−CY−PH3,5-diF−
−CY−CY−PH2,3-diF−
−CY−PH3F−PH−
−CY−PH3,5-di-F−PH−
−CY−PH2,3-diF−PH−
−CY−PH−PH−CY−
−PH−CH2CH2−CY−CY−
−CY−PH−CH2CH2−PH−
−CY−CY−CH2CH2−PH−
−CY−CH2CH2−CY−
−PH−CH2CH2−CY−
−PH−C≡C−PH−
−CY−PH−C≡C−PH−
−PH−COO−PH−
−CY−COO−PH−
−CY−CY−COO−PH−
−PH−COO−PH−PH−
−Pym−PH−
−Dio−PH−
−PH−Pym−
−PH−Dio−
−PH−Pyr−
−PH−CF2O−PH−
−PH−CH2O−PH−
−PH−CH=CHCH2O−PH−
−PH−(CH2)3O−PH−
−CY−COO−Nap−
−CY−COO−DHN−
Formula (I) in group - (A 1 -Z 1) n -A 2 - shows a specific structure below from the, present invention is not limited thereto.
−CY−CY−
−CY−PH−
−PH−PH−
−CY−PH3F−
−CY−PH3,5-diF−
−CY−PH2,3-diF−
−CY−CY−CY−
−CY−CY−PH−
−CY−PH−PH−
−PH−PH−PH−
−CY−CY−PH3F-
−CY−CY−PH3,5-diF−
−CY−CY−PH2,3-diF−
−CY−PH3F−PH−
−CY−PH3,5-di-F−PH−
−CY−PH2,3-diF−PH−
−CY−PH−PH−CY−
−PH−CH 2 CH 2 −CY−CY−
−CY−PH−CH 2 CH 2 −PH−
−CY−CY−CH 2 CH 2 −PH−
−CY−CH 2 CH 2 −CY−
−PH−CH 2 CH 2 −CY−
−PH−C≡C−PH−
−CY−PH−C≡C−PH−
-PH-COO-PH-
−CY−COO−PH−
−CY−CY−COO−PH−
-PH-COO-PH-PH-
−Pym−PH−
−Dio−PH−
−PH−Pym−
−PH−Dio−
−PH−Pyr−
−PH−CF 2 O−PH−
−PH−CH 2 O−PH−
−PH−CH = CHCH 2 O−PH−
−PH− (CH 2 ) 3 O−PH−
−CY−COO−Nap−
−CY−COO−DHN−
ただし、上記式中の略号はそれぞれ下記の環構造を表す。 However, each abbreviation in the above formula represents the following ring structure.
本発明に用いられる前記一般式（Ｉ）で表されるパーフルオロアリルオキシ化合物の具体例としては、下記化合物が挙げられるが、これらの化合物に限定されるものではない。尚、下記化合物におけるＲ1は前記一般式（Ｉ）における場合と同様である。 Specific examples of the perfluoroallyloxy compound represented by the general formula (I) used in the present invention include the following compounds, but are not limited to these compounds. R 1 in the following compounds is the same as in the general formula (I).
これらの化合物の中でも、上記一般式（Ｉ）におけるＡ1及びＡ2が、各々独立して、未置換の又はフッ素原子によりモノ若しくはジ置換されている１，４−フェニレン基、又は未置換の１，４−シクロヘキシレン基であるもの；上記一般式（Ｉ）におけるＡ1及びＡ2の中の少なくとも１つが、フッ素原子によりモノ又はジ置換されている１，４−フェニレン基であるもの；上記一般式（Ｉ）におけるＺ1が、単結合であるものが好ましい。 Among these compounds, A 1 and A 2 in the above general formula (I) are each independently 1,4-phenylene group which is unsubstituted or mono- or disubstituted by a fluorine atom, or unsubstituted. A 1,4-cyclohexylene group; at least one of A 1 and A 2 in the general formula (I) is a 1,4-phenylene group mono- or di-substituted by a fluorine atom; It is preferable that Z 1 in the general formula (I) is a single bond.
本発明の液晶組成物に用いられるジシクロヘキサン化合物を表す前記一般式（ＩＩ）において、Ｒ2はＲ0、Ｒ0Ｏ、Ｒ0ＯＣＯ又はＲ0ＣＯＯを表し、Ｒ3はＲ0、Ｒ0Ｏ、Ｒ0ＯＣＯ、Ｒ0ＣＯＯ又はハロゲン原子を表す。Ｒ0としては、前記一般式（Ｉ）で例示した基が挙げられる。 In the general formula (II) representing the dicyclohexane compound used in the liquid crystal composition of the present invention, R 2 represents R 0 , R 0 O, R 0 OCO or R 0 COO, and R 3 represents R 0 , R 0. O, R 0 OCO, R 0 COO or a halogen atom is represented. Examples of R 0 include the groups exemplified in the general formula (I).
上記一般式（ＩＩ）で表されるジシクロヘキサン化合物としては、例えば、下記一般式式（ＩＩａ）〜（ＩＩｄ）で表される化合物が好適に用いられる。 As the dicyclohexane compound represented by the general formula (II), for example, compounds represented by the following general formulas (IIa) to (IId) are preferably used.
本発明の液晶組成物は、さらに下記一般式（ＩＩＩ）で表されるベンゾニトリル化合物の少なくとも一種を含有することが好ましい。 The liquid crystal composition of the present invention preferably further contains at least one benzonitrile compound represented by the following general formula (III).
上記一般式（ＩＩＩ）中、Ｒ4はＲ0、Ｒ0Ｏ、Ｒ0ＯＣＯ又はＲ0ＣＯＯを表す。Ｒ0としては、前記一般式（Ｉ）で例示した基が挙げられる。 In the general formula (III), R 4 represents R 0 , R 0 O, R 0 OCO, or R 0 COO. Examples of R 0 include the groups exemplified in the general formula (I).
上記一般式（ＩＩＩ）で表されるベンゾニトリル化合物の中でも、下記一般式（ＩＩＩａ）〜（ＩＩＩｆ）で表される化合物等が好適に用いられる。 Among the benzonitrile compounds represented by the general formula (III), compounds represented by the following general formulas (IIIa) to (IIIf) are preferably used.
本発明の液晶組成物は、前記一般式（Ｉ）で表されるパーフルオロアリルオキシ化合物５〜９５質量％、特に１０〜８０質量％、前記一般式（ＩＩ）で表されるジシクロヘキサン化合物５〜９５質量％、特に１０〜８０質量％、前記一般式（ＩＩＩ）で表されるベンゾニトリル化合物０〜９０質量％、特に０〜５０質量％からなるものであることが好ましい。前記一般式（ＩＩＩ）で表されるベンゾニトリル化合物の含有量は、本発明の液晶組成物において５〜４０質量％であることが最も好ましい。 The liquid crystal composition of the present invention comprises 5 to 95% by mass of the perfluoroallyloxy compound represented by the general formula (I), particularly 10 to 80% by mass, and the dicyclohexane compound 5 represented by the general formula (II). It is preferable that it consists of -95 mass%, especially 10-80 mass%, and the benzonitrile compound represented by the said general formula (III) 0-90 mass%, especially 0-50 mass%. The content of the benzonitrile compound represented by the general formula (III) is most preferably 5 to 40% by mass in the liquid crystal composition of the present invention.
本発明の液晶組成物には、従来既知の液晶化合物、液晶類似化合物、カイラル剤等を配合することができる。これらの化合物の配合量は、本発明の液晶組成物中において０〜５０質量％であることが好ましい。
上記液晶化合物及び上記液晶類似化合物としては、例えば、下記一般式（ＩＶ）で表される化合物〔ただし、前記一般式（Ｉ）、（ＩＩ）又は（ＩＩＩ）で表される化合物を除く〕が挙げられる。
In the liquid crystal composition of the present invention, a conventionally known liquid crystal compound, liquid crystal similar compound, chiral agent and the like can be blended. It is preferable that the compounding quantity of these compounds is 0-50 mass% in the liquid-crystal composition of this invention.
Examples of the liquid crystal compound and the liquid crystal analog include compounds represented by the following general formula (IV) [excluding the compounds represented by the general formula (I), (II) or (III)]. Can be mentioned.
上記一般式（ＩＶ）で表される化合物の具体例としては、下記〔化１３〕に示す各化合物が挙げられる。尚、下記の各化合物におけるＲ、Ｙ1、Ｙ2、Ｙ3及びＹ4は、上記一般式（ＩＶ）におけるものと同じ意味である。 Specific examples of the compound represented by the general formula (IV) include the compounds shown in the following [Chemical Formula 13]. In the following compounds, R, Y 1 , Y 2 , Y 3 and Y 4 have the same meaning as in general formula (IV).
また、上記カイラル剤としては、例えば、下記一般式（Ｖ）又は（ＶＩ）で表される化合物が挙げられる。 Moreover, as said chiral agent, the compound represented by the following general formula (V) or (VI) is mentioned, for example.
また、カイラル剤としては、下記の化合物等も挙げられる。 Examples of the chiral agent include the following compounds.
また、例えば、特開昭６３−１７５０９５号公報、特開平１−２４２５４２号公報、特開平１−２５８６３５号公報、特開平６−２００２５１号公報、特開２００２−３０８８３３号公報に提案されているカイラル剤も使用できる。 Further, for example, chirals proposed in JP-A-63-175095, JP-A-1-242542, JP-A-1-258635, JP-A-6-200251, and JP-A-2002-308833. Agents can also be used.
これらのカイラル剤は、単独で使用することもできるが、２種以上を組み合わせて使用することもできる。その場合には、らせんのねじれ方向が異なるものの組み合わせでも、ねじれ方向が同じものの組み合わせでも良い。また、例えば、特開平７−２５８６４１号公報に提案されているように、コレステリック相の旋回能の温度依存性を正とするものと、コレステリック相の旋回能の温度依存性を負とするものとを組みあわせることもできる。
これらのカイラル剤の種類及び濃度を変えることで、ピッチを０．２μ〜３００μの範囲で調整して使用することができる。
These chiral agents can be used alone or in combination of two or more. In that case, a combination of spirals having different twist directions or a combination of spirals having the same twist direction may be used. Further, for example, as proposed in Japanese Patent Laid-Open No. 7-258641, the temperature dependence of the cholesteric phase turning ability is positive, and the temperature dependence of the cholesteric phase turning ability is negative. Can also be combined.
By changing the type and concentration of these chiral agents, the pitch can be adjusted within the range of 0.2 to 300 μm.
また、本発明の液晶組成物には、長期に渡って光や熱に対して優れた安定性を付与する目的で、ベンゾトリアゾール系、ベンゾフェノン系、トリアジン系、ベンゾエート系、オキザニリド系、シアノアクリレート系等の紫外線吸収剤；ヒンダードアミン系光安定剤；フェノール系、リン系、硫黄系等の酸化防止剤等を添加することもできる。 The liquid crystal composition of the present invention has a benzotriazole-based, benzophenone-based, triazine-based, benzoate-based, oxanilide-based, cyanoacrylate-based for the purpose of imparting excellent stability to light and heat over a long period of time. UV absorbers such as hindered amine light stabilizers, phenol-based, phosphorus-based, sulfur-based antioxidants, and the like can also be added.
また、本発明の液晶組成物には、帯電防止効果を得るため界面活性剤等の化合物を添加することもできる。該化合物としては、例えば、特開昭５９−４６７６号公報、特開平４−３６３８４号公報、特開平４−１８０９９３号公報、特開平１１−２１２０７０号公報、特開平８−３３７７７９号公報、特開平９−６７５７７号公報、特開２００３−３４２５８０号公報等に提案された化合物等が挙げられる。 In addition, a compound such as a surfactant can be added to the liquid crystal composition of the present invention in order to obtain an antistatic effect. Examples of the compound include JP-A-59-4676, JP-A-4-36384, JP-A-4-180993, JP-A-11-212070, JP-A-8-337779, JP-A-8-337779. Examples thereof include compounds proposed in 9-67577 and JP-A 2003-342580.
本発明の液晶組成物は、液晶セルに封入されて、種々の電気光学表示素子を構成することができる。電気光学表示素子としては、例えば、動的散乱型（ＤＳ）、ゲスト・ホスト型（ＧＨ）、ねじれネマチック型（ＴＮ）、超ねじれネマチック型（ＳＴＮ）、薄膜トランジスター型（ＴＦＴ）、薄膜ダイオード型（ＴＦＤ）、強誘電液晶型（ＦＬＣ）、反強誘電液晶型（ＡＦＬＣ）、高分子分散液晶型（ＰＤ）、垂直配向（ＶＡ）、インプレーンスイッチング（ＩＰＳ）、コレステリックネマチック相転移型等の種々の表示モードが適用され、また、スタティック駆動方式、時分割駆動方式、アクティブマトリックス駆動方式、２周波駆動方式等の種々の駆動方式が適用される。 The liquid crystal composition of the present invention can be sealed in a liquid crystal cell to constitute various electro-optic display elements. Examples of the electro-optic display element include dynamic scattering type (DS), guest-host type (GH), twisted nematic type (TN), super twisted nematic type (STN), thin film transistor type (TFT), and thin film diode type. (TFD), ferroelectric liquid crystal type (FLC), antiferroelectric liquid crystal type (AFLC), polymer dispersed liquid crystal type (PD), vertical alignment (VA), in-plane switching (IPS), cholesteric nematic phase transition type, etc. Various display modes are applied, and various drive methods such as a static drive method, a time-division drive method, an active matrix drive method, and a two-frequency drive method are applied.
本発明の液晶組成物は、その特性から、２枚の平面平行支持板及び該平面平行支持板に狭持された液晶組成物から構成されたツイスト角が２０〜１３０°のねじれネマチック液晶素子〔ＴＮ型液晶素子〕に好適に使用できる。 The liquid crystal composition of the present invention has a twisted nematic liquid crystal device having a twist angle of 20 to 130 °, which is composed of two plane parallel support plates and a liquid crystal composition sandwiched between the plane parallel support plates because of its characteristics. TN type liquid crystal element].
本発明の液晶組成物を用いてなる電気光学表示素子は、時計、電卓をはじめ、測定器、自動車用計器、複写機、カメラ、ＯＡ機器、携帯用パソコン、携帯電話等の用途に使用することができ、また、これら以外の用途、例えば、調光窓、光シャッタ、偏光交換素子にも用いることができる。本発明の液晶組成物を用いてなる電気光学表示素子は、その特性から、特に自動車等の車輌のパネル用途に好適に使用される。 The electro-optic display element using the liquid crystal composition of the present invention is used for applications such as watches, calculators, measuring instruments, automotive instruments, copying machines, cameras, OA equipment, portable personal computers, mobile phones, etc. It can also be used for applications other than these, for example, dimming windows, optical shutters, and polarization exchange elements. The electro-optic display element using the liquid crystal composition of the present invention is suitably used particularly for a panel of a vehicle such as an automobile because of its characteristics.
以下、実施例及び比較例をもって本発明を更に詳細に説明する。しかしながら、本発明は以下の実施例によって制限を受けるものではない。 Hereinafter, the present invention will be described in more detail with reference to Examples and Comparative Examples. However, the present invention is not limited by the following examples.
下記実施例及び比較例の液晶組成物の配合の記載においては、下記の略語を使用する。
ＣＹ：１，４−シクロヘキシレン
ＰＨ：１，４−フェニレン
ＰＨｎＦ：ｎ位置換−フルオロ−１，４−フェニレン（ただし、ｎ未記載の場合、４位を表す。）
Ｄｉｏ：１，３−ジオキサン−５，２−ジイル
Ｐｙｍ：ピリミジン−５，２−ジイル
Ｐｙｄ：ピリダンジン−３，６−ジイル
ＣＥ：４，１−シクロヘキセニレン
Ｃｎ：炭素原子数ｎ個の直鎖アルキル
The following abbreviations are used in the description of the composition of the liquid crystal compositions of the following examples and comparative examples.
CY: 1,4-cyclohexylene PH: 1,4-phenylene PHnF: n-position-substituted-fluoro-1,4-phenylene (provided that n is not described, it represents the 4-position)
Dio: 1,3-dioxane-5,2-diyl Pym: pyrimidine-5,2-diyl Pyd: pyridandin-3,6-diyl CE: 4,1-cyclohexenylene Cn: straight chain having n carbon atoms Alkyl
＜実施例１＞
下記の配合によって液晶組成物を調製した。
<Example 1>
A liquid crystal composition was prepared by the following formulation.
〔配合〕 質量部 一般式
C5-PH-COO-PH3F-CN ２ 〔ＩＩＩ〕
C5-CY-PH3F-CN １５ 〔ＩＩＩ〕
C2-CY-CY-PH3,4-diF ７ 〔ＩＩ〕
C3-CY-CY-PH3,4-diF ７ 〔ＩＩ〕
C3-CY-CY-COO-PH-F ２
C3-CY-CY-PH-C1 ５ 〔ＩＩ〕
C3-CY-CY-PH-OC1 ４ 〔ＩＩ〕
C3-CY-CY-PH-C3 ５ 〔ＩＩ〕
C3-CY-CY-COO-PH-C3 ３
C3-CY-CY-COO-PH-C4 ３
C3-CY-CY-PH3F-OCF2CF=CF2 ２０ 〔Ｉ〕
C3-CY-PH3F-OCF2CF=CF2 １３ 〔Ｉ〕
C5-CY-CY-CH=CH2 １４ 〔ＩＩ〕
[Composition] Mass parts General formula
C5-PH-COO-PH3F-CN 2 [III]
C5-CY-PH3F-CN 15 [III]
C2-CY-CY-PH3,4-diF 7 [II]
C3-CY-CY-PH3,4-diF 7 [II]
C3-CY-CY-COO-PH-F 2
C3-CY-CY-PH-C1 5 [II]
C3-CY-CY-PH-OC1 4 [II]
C3-CY-CY-PH-C3 5 [II]
C3-CY-CY-COO-PH-C3 3
C3-CY-CY-COO-PH-C4 3
C3-CY-CY-PH3F-OCF 2 CF = CF 2 20 [I]
C3-CY-PH3F-OCF 2 CF = CF 2 13 [I]
C5-CY-CY-CH = CH 2 14 [II]
＜実施例２＞
下記の配合によって液晶組成物を調製した。
<Example 2>
A liquid crystal composition was prepared by the following formulation.
〔配合〕 質量部 一般式
C5-PH-COO-PH3F-CN １ 〔ＩＩＩ〕
C5-CY-PH3F-CN １１ 〔ＩＩＩ〕
C2-CY-CY-PH3,4-diF ９ 〔ＩＩ〕
C3-CY-CY-PH3,4-diF ９ 〔ＩＩ〕
C3-CY-CY-COO-PH-F ２
C3-CY-PH-C≡C-PH-CH2CH2OCH3 ５
C3-CY-CY-PH-C1 ６ 〔ＩＩ〕
C3-CY-CY-PH-OC1 ４ 〔ＩＩ〕
C3-CY-CY-PH-C3 ６ 〔ＩＩ〕
C3-CY-CY-COO-PH-C3 １．５
C3-CY-CY-COO-PH-C4 １．５
C3-CY-CY-PH3F-OCF2CF=CF2 ２０ 〔Ｉ〕
C3-CY-PH3F-OCF2CF=CF2 １０ 〔Ｉ〕
C5-CY-CY-CH=CH2 １４ 〔ＩＩ〕
[Composition] Mass parts General formula
C5-PH-COO-PH3F-CN 1 [III]
C5-CY-PH3F-CN 11 [III]
C2-CY-CY-PH3,4-diF 9 [II]
C3-CY-CY-PH3,4-diF 9 [II]
C3-CY-CY-COO-PH-F 2
C3-CY-PH-C≡C-PH-CH 2 CH 2 OCH 3 5
C3-CY-CY-PH-C1 6 [II]
C3-CY-CY-PH-OC1 4 [II]
C3-CY-CY-PH-C3 6 [II]
C3-CY-CY-COO-PH-C3 1.5
C3-CY-CY-COO-PH-C4 1.5
C3-CY-CY-PH3F-OCF 2 CF = CF 2 20 [I]
C3-CY-PH3F-OCF 2 CF = CF 2 10 [I]
C5-CY-CY-CH = CH 2 14 [II]
＜比較例１＞
下記の配合によって液晶組成物を調製した。
<Comparative Example 1>
A liquid crystal composition was prepared by the following formulation.
〔配合〕 質量部 一般式
C5-PH-COO-PH3F-CN ２ 〔ＩＩＩ〕
C5-CY-PH3F-CN １５ 〔ＩＩＩ〕
C2-CY-CY-PH3,4-diF ７ 〔ＩＩ〕
C3-CY-CY-PH3,4-diF ７ 〔ＩＩ〕
C5-CY-PH-PH3,4-diF ３ 〔ＩＩ〕
C3-CY-PH-PH3,4-diF ３ 〔ＩＩ〕
C3-CY-PH-OC1 １０
C3-CY-CY-COO-PH-F ２
C3-CY-PH-C≡C-PH-CH2CH2OCH3 ２
C3-CY-CY-PH-C1 ８ 〔ＩＩ〕
C3-CY-CY-PH-OC1 ６ 〔ＩＩ〕
C3-CY-CY-PH-C3 ８ 〔ＩＩ〕
C3-CY-CY-COO-PH-C3 ３
C3-CY-CY-COO-PH-C4 ３
C5-CY-CY-CH2CH2OCH2CH=CH2 １５ 〔ＩＩ〕
C3-CY-CY-COO-PH-CH2CH2OCH3 ６
[Composition] Mass parts General formula
C5-PH-COO-PH3F-CN 2 [III]
C5-CY-PH3F-CN 15 [III]
C2-CY-CY-PH3,4-diF 7 [II]
C3-CY-CY-PH3,4-diF 7 [II]
C5-CY-PH-PH3,4-diF 3 [II]
C3-CY-PH-PH3,4-diF 3 [II]
C3-CY-PH-OC1 10
C3-CY-CY-COO-PH-F 2
C3-CY-PH-C≡C-PH-CH 2 CH 2 OCH 3 2
C3-CY-CY-PH-C1 8 [II]
C3-CY-CY-PH-OC1 6 [II]
C3-CY-CY-PH-C3 8 [II]
C3-CY-CY-COO-PH-C3 3
C3-CY-CY-COO-PH-C4 3
C5-CY-CY-CH 2 CH 2 OCH 2 CH = CH 2 15 [II]
C3-CY-CY-COO-PH-CH 2 CH 2 OCH 3 6
＜実施例３＞
下記の配合によって液晶組成物を調製した。
<Example 3>
A liquid crystal composition was prepared by the following formulation.
〔配合〕 質量部 一般式
C5-PH-COO-PH3F-CN １ 〔ＩＩＩ〕
C5-CY-PH3F-CN １１ 〔ＩＩＩ〕
C2-CY-CY-PH3,4-diF ９ 〔ＩＩ〕
C3-CY-CY-PH3,4-diF ９ 〔ＩＩ〕
C3-CY-CY-COO-PH-F ２
C3-CY-PH-C≡C-PH-CH2CH2OCH3 ５
C3-CY-CY-PH-C1 ６ 〔ＩＩ〕
C3-CY-CY-PH-OC1 ４ 〔ＩＩ〕
C3-CY-CY-PH-C3 ６ 〔ＩＩ〕
C3-CY-CY-COO-PH-C3 １．５
C3-CY-CY-COO-PH-C4 １．５
C3-CY-PH3F-OCF2CF=CF2 １０ 〔Ｉ〕
C5-CY-CY-PH3,5-diF-OCF2CF=CF2 ２０ 〔Ｉ〕
C5-CY-CY-CH=CH2 １４ 〔ＩＩ〕
[Composition] Mass parts General formula
C5-PH-COO-PH3F-CN 1 [III]
C5-CY-PH3F-CN 11 [III]
C2-CY-CY-PH3,4-diF 9 [II]
C3-CY-CY-PH3,4-diF 9 [II]
C3-CY-CY-COO-PH-F 2
C3-CY-PH-C≡C-PH-CH 2 CH 2 OCH 3 5
C3-CY-CY-PH-C1 6 [II]
C3-CY-CY-PH-OC1 4 [II]
C3-CY-CY-PH-C3 6 [II]
C3-CY-CY-COO-PH-C3 1.5
C3-CY-CY-COO-PH-C4 1.5
C3-CY-PH3F-OCF 2 CF = CF 2 10 [I]
C5-CY-CY-PH3,5-diF-OCF 2 CF = CF 2 20 [I]
C5-CY-CY-CH = CH 2 14 [II]
＜実施例４＞
下記の配合によって液晶組成物を調製した。
<Example 4>
A liquid crystal composition was prepared by the following formulation.
〔配合〕 質量部 一般式
C5-PH-COO-PH3F-CN １ 〔ＩＩＩ〕
C5-CY-PH3F-CN １１ 〔ＩＩＩ〕
C2-CY-CY-PH3,4-diF ９ 〔ＩＩ〕
C3-CY-CY-PH3,4-diF ９ 〔ＩＩ〕
C3-CY-CY-COO-PH-F ２
C3-CY-PH-C≡C-PH-CH2CH2OCH3 ５
C3-CY-CY-PH-C1 ６ 〔ＩＩ〕
C3-CY-CY-PH-OC1 ４ 〔ＩＩ〕
C3-CY-CY-PH-C3 ６ 〔ＩＩ〕
C3-CY-CY-COO-PH-C3 １．５
C3-CY-CY-COO-PH-C4 １．５
C3-CY-CY-PH3F-OCF2CF=CF2 １０ 〔Ｉ〕
C3-CY-PH3F-OCF2CF=CF2 １０ 〔Ｉ〕
C5-CY-CY-PH3,5-diF-OCF2CF=CF2 １０ 〔Ｉ〕
C5-CY-CY-CH=CH2 １４ 〔ＩＩ〕
[Composition] Mass parts General formula
C5-PH-COO-PH3F-CN 1 [III]
C5-CY-PH3F-CN 11 [III]
C2-CY-CY-PH3,4-diF 9 [II]
C3-CY-CY-PH3,4-diF 9 [II]
C3-CY-CY-COO-PH-F 2
C3-CY-PH-C≡C-PH-CH 2 CH 2 OCH 3 5
C3-CY-CY-PH-C1 6 [II]
C3-CY-CY-PH-OC1 4 [II]
C3-CY-CY-PH-C3 6 [II]
C3-CY-CY-COO-PH-C3 1.5
C3-CY-CY-COO-PH-C4 1.5
C3-CY-CY-PH3F-OCF 2 CF = CF 2 10 [I]
C3-CY-PH3F-OCF 2 CF = CF 2 10 [I]
C5-CY-CY-PH3,5-diF-OCF 2 CF = CF 2 10 [I]
C5-CY-CY-CH = CH 2 14 [II]
＜実施例５＞
下記の配合によって液晶組成物を調製した。
<Example 5>
A liquid crystal composition was prepared by the following formulation.
〔配合〕 質量部 一般式
C5-PH-COO-PH3F-CN ２ 〔ＩＩＩ〕
C5-CY-PH3F-CN １１ 〔ＩＩＩ〕
C2-CY-CY-PH3,4-diF ９ 〔ＩＩ〕
C3-CY-CY-PH3,4-diF ９ 〔ＩＩ〕
C3-CY-CY-COO-PH-F ２
C3-CY-PH-C≡C-PH-CH2CH2OCH3 ５
C3-CY-CY-PH-C1 ５ 〔ＩＩ〕
C3-CY-CY-PH-OC1 ４ 〔ＩＩ〕
C3-CY-CY-PH-C3 ５ 〔ＩＩ〕
C3-CY-CY-COO-PH-C3 ２
C3-CY-CY-COO-PH-C4 ２
C3-CY-CY-PH3F-OCF2CF=CF2 ２０ 〔Ｉ〕
C5-CY-CY-CH=CH2 １４ 〔ＩＩ〕
C5-CY-COO-PH １０
[Composition] Mass parts General formula
C5-PH-COO-PH3F-CN 2 [III]
C5-CY-PH3F-CN 11 [III]
C2-CY-CY-PH3,4-diF 9 [II]
C3-CY-CY-PH3,4-diF 9 [II]
C3-CY-CY-COO-PH-F 2
C3-CY-PH-C≡C-PH-CH 2 CH 2 OCH 3 5
C3-CY-CY-PH-C1 5 [II]
C3-CY-CY-PH-OC1 4 [II]
C3-CY-CY-PH-C3 5 [II]
C3-CY-CY-COO-PH-C3 2
C3-CY-CY-COO-PH-C4 2
C3-CY-CY-PH3F-OCF 2 CF = CF 2 20 [I]
C5-CY-CY-CH = CH 2 14 [II]
C5-CY-COO-PH 10
＜実施例６＞
下記の配合によって液晶組成物を調製した。
<Example 6>
A liquid crystal composition was prepared by the following formulation.
〔配合〕 質量部 一般式
C5-CY-PH3F-CN １５ 〔ＩＩＩ〕
C2-CY-CY-PH3,4-diF ５ 〔ＩＩ〕
C3-CY-CY-PH3,4-diF ５ 〔ＩＩ〕
C3-CY-PH-C≡C-PH-CH2CH2OCH3 ４
C3-CY-CY-PH-C1 ７ 〔ＩＩ〕
C3-CY-CY-PH-OC1 ５ 〔ＩＩ〕
C3-CY-CY-PH-C3 ７ 〔ＩＩ〕
C3-CY-CY-COO-PH-C3 １．５
C3-CY-CY-COO-PH-C4 １．５
C3-CY-PH-OCF2CF=CF2 ７ 〔Ｉ〕
C3-CY-CY-PH3F-OCF2CF=CF2 ２０ 〔Ｉ〕
C3-CY-CY-PH3,5-diF-OCF2CF=CF2 ５ 〔Ｉ〕
C5-CY-CY-CH=CH2 １４ 〔ＩＩ〕
C4-CY-PH-OCF2CF=CF2 ３ 〔Ｉ〕
[Composition] Mass parts General formula
C5-CY-PH3F-CN 15 [III]
C2-CY-CY-PH3,4-diF 5 [II]
C3-CY-CY-PH3,4-diF 5 [II]
C3-CY-PH-C≡C-PH-CH 2 CH 2 OCH 3 4
C3-CY-CY-PH-C1 7 [II]
C3-CY-CY-PH-OC1 5 [II]
C3-CY-CY-PH-C3 7 [II]
C3-CY-CY-COO-PH-C3 1.5
C3-CY-CY-COO-PH-C4 1.5
C3-CY-PH-OCF 2 CF = CF 2 7 [I]
C3-CY-CY-PH3F-OCF 2 CF = CF 2 20 [I]
C3-CY-CY-PH3,5-diF-OCF 2 CF = CF 2 5 [I]
C5-CY-CY-CH = CH 2 14 [II]
C4-CY-PH-OCF 2 CF = CF 2 3 [I]
＜実施例７＞
下記の配合によって液晶組成物を調製した。
<Example 7>
A liquid crystal composition was prepared by the following formulation.
〔配合〕 質量部 一般式
C3-CY-PH-CN ７．５ 〔ＩＩＩ〕
C5-CY-PH-CN ７．５ 〔ＩＩＩ〕
C2-CY-CY-PH3,4-diF １０ 〔ＩＩ〕
C3-CY-CY-PH3,4-diF １０ 〔ＩＩ〕
C4-PH-C≡C-PH-OC2 ５
C5-PH-C≡C-PH-OC1 ５
C2-CY-PH-C≡C-PH-CH2CH2OCH3 ６
C3-CY-PH-C≡C-PH-CH2CH2OCH3 ７
C3-CY-CY-COO-PH-C3 ３
C3-CY-CY-COO-PH-C4 ３
C3-CY-CY-PH3F-OCF2CF=CF2 １０ 〔Ｉ〕
C5-CY-PH3,5-diF-OCF2CF=CF2 １０ 〔Ｉ〕
C3-CY-PH3F-OCF2CF=CF2 １６ 〔Ｉ〕
[Composition] Mass parts General formula
C3-CY-PH-CN 7.5 [III]
C5-CY-PH-CN 7.5 [III]
C2-CY-CY-PH3,4-diF 10 [II]
C3-CY-CY-PH3,4-diF 10 [II]
C4-PH-C≡C-PH-OC2 5
C5-PH-C≡C-PH-OC1 5
C2-CY-PH-C≡C-PH-CH 2 CH 2 OCH 3 6
C3-CY-PH-C≡C-PH-CH 2 CH 2 OCH 3 7
C3-CY-CY-COO-PH-C3 3
C3-CY-CY-COO-PH-C4 3
C3-CY-CY-PH3F-OCF 2 CF = CF 2 10 [I]
C5-CY-PH3,5-diF-OCF 2 CF = CF 2 10 [I]
C3-CY-PH3F-OCF 2 CF = CF 2 16 [I]
＜実施例８＞
下記の配合によって液晶組成物を調製した。
<Example 8>
A liquid crystal composition was prepared by the following formulation.
〔配合〕 質量部 一般式
C4-CY-COO-PH-CN ２ 〔ＩＩＩ〕
C5-CY-PH3F-CN １１ 〔ＩＩＩ〕
C3-CY-PH-CN １．５ 〔ＩＩＩ〕
C5-CY-PH-CN １．５ 〔ＩＩＩ〕
C2-CY-CY-PH3,4-diF ９ 〔ＩＩ〕
C3-CY-CY-PH3,4-diF ９ 〔ＩＩ〕
C3-CY-CY-COO-PH-F ４
C3-CY-PH-OC1 ８
C3-CY-PH-C≡C-PH-CH2CH2OCH3 ２
C3-CY-CY-PH-C1 ７ 〔ＩＩ〕
C3-CY-CY-PH-OC1 ５ 〔ＩＩ〕
C3-CY-CY-PH-C3 ６ 〔ＩＩ〕
C3-CY-CY-COO-PH-C3 ２
C3-CY-CY-COO-PH-C4 ２
C3-CY-PH3F-OCF2CF=CF2 １０ 〔Ｉ〕
C3-CY-CY-PH3F-OCF2CF=CF2 ２０ 〔Ｉ〕
[Composition] Mass parts General formula
C4-CY-COO-PH-CN 2 [III]
C5-CY-PH3F-CN 11 [III]
C3-CY-PH-CN 1.5 [III]
C5-CY-PH-CN 1.5 [III]
C2-CY-CY-PH3,4-diF 9 [II]
C3-CY-CY-PH3,4-diF 9 [II]
C3-CY-CY-COO-PH-F 4
C3-CY-PH-OC1 8
C3-CY-PH-C≡C-PH-CH 2 CH 2 OCH 3 2
C3-CY-CY-PH-C1 7 [II]
C3-CY-CY-PH-OC1 5 [II]
C3-CY-CY-PH-C3 6 [II]
C3-CY-CY-COO-PH-C3 2
C3-CY-CY-COO-PH-C4 2
C3-CY-PH3F-OCF 2 CF = CF 2 10 [I]
C3-CY-CY-PH3F-OCF 2 CF = CF 2 20 [I]
実施例１〜８及び比較例１でそれぞれ得られた液晶組成物について、特性値（ＮＩ点、Δｎ、Δε、Ｖ１０、Ｖ９０、急峻性及び応答速度）を測定した。測定結果を下記〔表１〕に示す。 With respect to the liquid crystal compositions obtained in Examples 1 to 8 and Comparative Example 1, characteristic values (NI point, Δn, Δε, V10, V90, steepness and response speed) were measured. The measurement results are shown in [Table 1] below.
実施例より、本発明の液晶組成物は、高いＮＩ点を有し且つ低温でも高い応答速度を有するものであることが確認された。 From the examples, it was confirmed that the liquid crystal composition of the present invention had a high NI point and a high response speed even at a low temperature.
＜実施例９＞
下記に示した配合によって液晶組成物を調製した。
<Example 9>
A liquid crystal composition was prepared according to the formulation shown below.
〔配合〕 質量部 一般式
C5-CY-PH3F-CN １０ 〔ＩＩＩ〕
C2-CY-CY-PH3,4-diF ７ 〔ＩＩ〕
C3-CY-CY-PH3,4-diF ７ 〔ＩＩ〕
C5-CY-PH-PH3,4-diF ３
C2-CY-PH-PH3,4-diF ３
C4-PH-C≡C-PH-OC2 ６
C2-CY-PH-C≡C-PH-CH2CH2OCH3 ６
C3-CY-PH-C≡C-PH-CH2CH2OCH3 ６
C4-CY-PH-C≡C-PH-CH2CH2OCH3 ３
C3-CY-CY-COO-PH-CY-C3 ３
C3-PH-PH-COO-PH-CY-C3 ３
C3-CY-CY-PH3F-OCF2CF=CF2 ４ 〔Ｉ〕
C5-CY-CY-PH3F-OCF2CF=CF2 ３ 〔Ｉ〕
C3-CY-PH3F-OCF2CF=CF2 １０ 〔Ｉ〕
C3-CY-PH-PH3,5-diF-OCF2CF=CF2 ６ 〔Ｉ〕
C5-CY-CY- CH=CH2 １５ 〔ＩＩ〕
C3-CY-PH-PH-C2 ５
[Composition] Mass parts General formula
C5-CY-PH3F-CN 10 [III]
C2-CY-CY-PH3,4-diF 7 [II]
C3-CY-CY-PH3,4-diF 7 [II]
C5-CY-PH-PH3,4-diF 3
C2-CY-PH-PH3,4-diF 3
C4-PH-C≡C-PH-OC2 6
C2-CY-PH-C≡C-PH-CH 2 CH 2 OCH 3 6
C3-CY-PH-C≡C-PH-CH 2 CH 2 OCH 3 6
C4-CY-PH-C≡C-PH-CH 2 CH 2 OCH 3 3
C3-CY-CY-COO-PH-CY-C3 3
C3-PH-PH-COO-PH-CY-C3 3
C3-CY-CY-PH3F-OCF 2 CF = CF 2 4 [I]
C5-CY-CY-PH3F-OCF 2 CF = CF 2 3 [I]
C3-CY-PH3F-OCF 2 CF = CF 2 10 [I]
C3-CY-PH-PH3,5-diF-OCF 2 CF = CF 2 6 [I]
C5-CY-CY- CH = CH 2 15 [II]
C3-CY-PH-PH-C2 5
＜実施例１０＞
下記に示した配合によって液晶組成物を調製した。
<Example 10>
A liquid crystal composition was prepared according to the formulation shown below.
〔配合〕 質量部 一般式
C3-CY-PH-CN １０ 〔ＩＩＩ〕
C5-CY-PH-CN １０ 〔ＩＩＩ〕
C2-CY-CY-PH3,4-diF １４ 〔ＩＩ〕
C3-CY-CY-PH3,4-diF １３ 〔ＩＩ〕
C4-CY-CY-PH3,4-diF １０ 〔ＩＩ〕
C3-CY-PH-OC1 ３
C2-PH-C≡C-PH-C6 ８
C3-CY-PH-C≡C-PH-CH2CH=CH2 １１
C3-CY-CY-COO-PH-CY-C3 １．５
C3-CY-CY-COO-PH-CY-C4 １．５
C3-CY-PH-PH3,5-diF-OCF2CF=CF2 １３ 〔Ｉ〕
C3-CY-PH-PH3F-OCF2CF=CF2 ５ 〔Ｉ〕
[Composition] Mass parts General formula
C3-CY-PH-CN 10 [III]
C5-CY-PH-CN 10 [III]
C2-CY-CY-PH3,4-diF 14 [II]
C3-CY-CY-PH3,4-diF 13 [II]
C4-CY-CY-PH3,4-diF 10 [II]
C3-CY-PH-OC1 3
C2-PH-C≡C-PH-C6 8
C3-CY-PH-C≡C-PH-CH 2 CH = CH 2 11
C3-CY-CY-COO-PH-CY-C3 1.5
C3-CY-CY-COO-PH-CY-C4 1.5
C3-CY-PH-PH3,5-diF-OCF 2 CF = CF 2 13 [I]
C3-CY-PH-PH3F-OCF 2 CF = CF 2 5 [I]
＜実施例１１＞
下記に示した配合によって液晶組成物を調製した。
<Example 11>
A liquid crystal composition was prepared according to the formulation shown below.
〔配合〕 質量部 一般式
C3-CY-PH3,5-diF-CN １１ 〔ＩＩＩ〕
C2-CY-CY-PH3,4-diF ９ 〔ＩＩ〕
C3-CY-CY-PH3,4-diF ９ 〔ＩＩ〕
C3-CY-CY-COO-PH-F ４
C3-CY-CY-PH3F-OCF2CF=CF2 １７ 〔Ｉ〕
C3-CY-PH-OCF2CF=CF2 ６ 〔Ｉ〕
C3-CY-PH3F-OCF2CF=CF2 １０ 〔Ｉ〕
C3-CY-PH-OC1 ６
C3-CY-PH-PH-C2 ４
C3-CY-CY-PH-C1 ７ 〔ＩＩ〕
C3-CY-CY-PH-OC1 ５ 〔ＩＩ〕
C3-CY-CY-PH-C3 ７ 〔ＩＩ〕
C3-CY-CY-COO-PH-CY-C3 ３
C3-CY-CY-COO-PH-CY-C4 ２
[Composition] Mass parts General formula
C3-CY-PH3,5-diF-CN 11 [III]
C2-CY-CY-PH3,4-diF 9 [II]
C3-CY-CY-PH3,4-diF 9 [II]
C3-CY-CY-COO-PH-F 4
C3-CY-CY-PH3F-OCF 2 CF = CF 2 17 [I]
C3-CY-PH-OCF 2 CF = CF 2 6 [I]
C3-CY-PH3F-OCF 2 CF = CF 2 10 [I]
C3-CY-PH-OC1 6
C3-CY-PH-PH-C2 4
C3-CY-CY-PH-C1 7 [II]
C3-CY-CY-PH-OC1 5 [II]
C3-CY-CY-PH-C3 7 [II]
C3-CY-CY-COO-PH-CY-C3 3
C3-CY-CY-COO-PH-CY-C4 2
＜実施例１２＞
下記に示した配合によって液晶組成物を調製した。
<Example 12>
A liquid crystal composition was prepared according to the formulation shown below.
〔配合〕 質量部 一般式
C3-CY-PH3,5-diF-CN １０ 〔ＩＩＩ〕
C2-CY-CY-PH3,4-diF ８ 〔ＩＩ〕
C3-CY-CY-PH3,4-diF ８ 〔ＩＩ〕
C3-CY-CY-COO-PH-F ４
C3-CY-CY-PH3F-OCF2CF=CF2 １７ 〔Ｉ〕
C3-CY-PH-OCF2CF=CF2 ６ 〔Ｉ〕
C3-CY-PH3F-OCF2CF=CF2 １１ 〔Ｉ〕
C3-CY-PH-OC1 ７
C3-CY-PH-C≡C-PH-CH2CH2OCH3 １
C3-CY-PH-PH-C2 ４
C3-CY-CY-PH-C1 ７ 〔ＩＩ〕
C3-CY-CY-PH-OC1 ５ 〔ＩＩ〕
C3-CY-CY-PH-C3 ７ 〔ＩＩ〕
C3-CY-CY-COO-PH-CY-C3 ３
C3-CY-CY-COO-PH-CY-C4 ２
[Composition] Mass parts General formula
C3-CY-PH3,5-diF-CN 10 [III]
C2-CY-CY-PH3,4-diF 8 [II]
C3-CY-CY-PH3,4-diF 8 [II]
C3-CY-CY-COO-PH-F 4
C3-CY-CY-PH3F-OCF 2 CF = CF 2 17 [I]
C3-CY-PH-OCF 2 CF = CF 2 6 [I]
C3-CY-PH3F-OCF 2 CF = CF 2 11 [I]
C3-CY-PH-OC1 7
C3-CY-PH-C≡C-PH-CH 2 CH 2 OCH 3 1
C3-CY-PH-PH-C2 4
C3-CY-CY-PH-C1 7 [II]
C3-CY-CY-PH-OC1 5 [II]
C3-CY-CY-PH-C3 7 [II]
C3-CY-CY-COO-PH-CY-C3 3
C3-CY-CY-COO-PH-CY-C4 2
＜実施例１３＞
下記に示した配合によって液晶組成物を調製した。
<Example 13>
A liquid crystal composition was prepared according to the formulation shown below.
〔配合〕 質量部 一般式
C3-CY-PH-CN ７．５ 〔ＩＩＩ〕
C5-CY-PH-CN ７．５ 〔ＩＩＩ〕
C2-CY-CY-PH3,4-diF ７ 〔ＩＩ〕
C3-CY-CY-PH3,4-diF ８ 〔ＩＩ〕
C2-PH-PH-CN ３ 〔ＩＩＩ〕
C5-PH-PH-CN ２ 〔ＩＩＩ〕
C4-PH-C≡C-PH-OC2 ６
C5-PH-C≡C-PH-OC1 ４
C3-CY-PH-C≡C-PH-CH2CH2OCH3 ８
C3-CY-PH-PH-C1 ６
C3-CY-PH-PH-OC1 ４
C3-CY-PH-PH-C3 ６
C3-CY-CY-COO-PH-CY-C3 ３
C3-CY-CY-COO-PH-CY-C4 ３
C3-CY-CY-PH3F-OCF2CF=CF2 １０ 〔Ｉ〕
C3-CY-PH3F-OCF2CF=CF2 １５ 〔Ｉ〕
[Composition] Mass parts General formula
C3-CY-PH-CN 7.5 [III]
C5-CY-PH-CN 7.5 [III]
C2-CY-CY-PH3,4-diF 7 [II]
C3-CY-CY-PH3,4-diF 8 [II]
C2-PH-PH-CN 3 [III]
C5-PH-PH-CN 2 [III]
C4-PH-C≡C-PH-OC2 6
C5-PH-C≡C-PH-OC1 4
C3-CY-PH-C≡C-PH-CH 2 CH 2 OCH 3 8
C3-CY-PH-PH-C1 6
C3-CY-PH-PH-OC1 4
C3-CY-PH-PH-C3 6
C3-CY-CY-COO-PH-CY-C3 3
C3-CY-CY-COO-PH-CY-C4 3
C3-CY-CY-PH3F-OCF 2 CF = CF 2 10 [I]
C3-CY-PH3F-OCF 2 CF = CF 2 15 [I]
実施例９〜１３で得られた液晶組成物について、特性値（ＮＩ点、粘度、Δｎ、Δε、Ｖ１０、Ｖ９０）を測定した。測定結果を下記〔表２〕に示す。 The liquid crystal compositions obtained in Examples 9 to 13 were measured for characteristic values (NI point, viscosity, Δn, Δε, V10, V90). The measurement results are shown in [Table 2] below.
さらに、以下に本発明の液晶組成物の好ましい配合例を示す。 Furthermore, the preferable compounding example of the liquid crystal composition of this invention is shown below.
＜配合例１＞
〔配合〕 質量部 一般式
C2-CY-CY-PH3F-OCF2CF=CF2 ５ 〔Ｉ〕
C3-CY-CY-PH3F-OCF2CF=CF2 １５ 〔Ｉ〕
C5-CY-CY-PH3,5diF-OCF2CF=CF2 ５ 〔Ｉ〕
C3-CY-CY-PH-PH3,5diF-OCF2CF=CF2 ４ 〔Ｉ〕
C2-CY-CY-PH3F-C1 ５ 〔ＩＩ〕
C2-CY-CY-PH-C1 ５ 〔ＩＩ〕
C3-CY-PH-CN ２１ 〔ＩＩＩ〕
C3-CY-CY-PH3F-CN ５ 〔ＩＩＩ〕
C2-Pym-PH-F ５
C2-Pym-PH-C2 ４
C2-Pym-PH-C3 ４
C2-Pym-PH-C4 ５
C2-CY-Pym-PH-C2 ６
C2-CY-Pym-PH-C3 ６
C2-CY-Pym-PH-C4 ６
<Formulation example 1>
[Composition] Mass parts General formula
C2-CY-CY-PH3F-OCF 2 CF = CF 2 5 [I]
C3-CY-CY-PH3F-OCF 2 CF = CF 2 15 [I]
C5-CY-CY-PH3,5diF-OCF 2 CF = CF 2 5 [I]
C3-CY-CY-PH-PH3,5diF-OCF 2 CF = CF 2 4 [I]
C2-CY-CY-PH3F-C1 5 [II]
C2-CY-CY-PH-C1 5 [II]
C3-CY-PH-CN 21 [III]
C3-CY-CY-PH3F-CN 5 [III]
C2-Pym-PH-F 5
C2-Pym-PH-C2 4
C2-Pym-PH-C3 4
C2-Pym-PH-C4 5
C2-CY-Pym-PH-C2 6
C2-CY-Pym-PH-C3 6
C2-CY-Pym-PH-C4 6
＜配合例２＞
〔配合〕 質量部 一般式
C3-CY-CY-PH3F-OCF2CF=CF2 ８ 〔Ｉ〕
C3-CY-PH-OCF2CF=CF2 １０ 〔Ｉ〕
CH2=CH-CY-CY-C5 １７ 〔ＩＩ〕
C3-CY-PH-OC1 ３
C5-CY-PH-C３ ４
C3-CY-CY-CH2CH2-PH3,4-diF ５
C3-CY-CH2CH2-CY-PH-Cl ４
C2-CY-CY-COO-PH3,4,5-triF ３
C3-CY-CY-COO-PH3,4,5-triF ７
C3-CY-CY-COO-PH-C3 ４
C3-CY-PH-C≡C-PH-OC1 ３
C3-O-CY-CY-Pyd-PH-C3 ３
C4-O-CY-CY-Pyd-PH-C4 ３
C4-CY-PH-PH-CY -C4 ３
C5-CY-PH-PH-CY-CH2OCH3 ３
C3-CY-CY-COO-PH-CY-C3 ４
C3-CY-CY-COO-PH-CY-C4 ３
C3-CY-PH3,5-diF-CN １３ 〔ＩＩＩ〕
<Formulation example 2>
[Composition] Mass parts General formula
C3-CY-CY-PH3F-OCF 2 CF = CF 2 8 [I]
C3-CY-PH-OCF 2 CF = CF 2 10 [I]
CH 2 = CH-CY-CY-C5 17 [II]
C3-CY-PH-OC1 3
C5-CY-PH-C3 4
C3-CY-CY-CH 2 CH 2 -PH3,4-diF 5
C3-CY-CH 2 CH 2 -CY-PH-Cl 4
C2-CY-CY-COO-PH3,4,5-triF 3
C3-CY-CY-COO-PH3,4,5-triF 7
C3-CY-CY-COO-PH-C3 4
C3-CY-PH-C≡C-PH-OC1 3
C3-O-CY-CY-Pyd-PH-C3 3
C4-O-CY-CY-Pyd-PH-C4 3
C4-CY-PH-PH-CY-C4 3
C5-CY-PH-PH-CY-CH 2 OCH 3 3
C3-CY-CY-COO-PH-CY-C3 4
C3-CY-CY-COO-PH-CY-C4 3
C3-CY-PH3,5-diF-CN 13 [III]
＜配合例３＞
〔配合〕 質量部 一般式
C3-CY-CY-PH3F-OCF2CF=CF2 １０ 〔Ｉ〕
C3-CY-PH-OCF2CF=CF2 １５ 〔Ｉ〕
C3-CY-PH-CN ６ 〔ＩＩＩ〕
C5-CY-PH-CN ６ 〔ＩＩＩ〕
C3-CY-PH-PH-CN ６ 〔ＩＩＩ〕
C2-PH-PH-CN ３ 〔ＩＩＩ〕
C5-PH-PH-CN ２ 〔ＩＩＩ〕
C2-CY-CY-PH3,4-diF ７ 〔ＩＩ〕
C3-CY-CY-PH3,4-diF ８ 〔ＩＩ〕
C5-CY-PH-PH3F-C2 ６
C3-CY-CY-PH-C1 ５ 〔ＩＩ〕
C3-CY-CY-PH-OC1 ４ 〔ＩＩ〕
C3-CY-CY-PH-C3 ４ 〔ＩＩ〕
C4-PH-C≡C-PH-OC2 ６
C5-PH-C≡C-PH-OC1 ４
C3-CY-PH-C≡C-PH-CH2CH=CH2 ５
C3-CY-CY-COO-PH-CY-C3 ３
<Formulation example 3>
[Composition] Mass parts General formula
C3-CY-CY-PH3F-OCF 2 CF = CF 2 10 [I]
C3-CY-PH-OCF 2 CF = CF 2 15 [I]
C3-CY-PH-CN 6 [III]
C5-CY-PH-CN 6 [III]
C3-CY-PH-PH-CN 6 [III]
C2-PH-PH-CN 3 [III]
C5-PH-PH-CN 2 [III]
C2-CY-CY-PH3,4-diF 7 [II]
C3-CY-CY-PH3,4-diF 8 [II]
C5-CY-PH-PH3F-C2 6
C3-CY-CY-PH-C1 5 [II]
C3-CY-CY-PH-OC1 4 [II]
C3-CY-CY-PH-C3 4 [II]
C4-PH-C≡C-PH-OC2 6
C5-PH-C≡C-PH-OC1 4
C3-CY-PH-C≡C-PH-CH 2 CH = CH 2 5
C3-CY-CY-COO-PH-CY-C3 3
＜配合例４＞
〔配合〕 質量部 一般式
C3-CY-CY-PH3F-OCF2CF=CF2 １５ 〔Ｉ〕
C5-CY-CY-PH3F-OCF2CF=CF2 ５ 〔Ｉ〕
C3-CY-PH3F-OCF2CF=CF2 １０ 〔Ｉ〕
CH2=CH-CY-CY-PH3,4-diF １０ 〔ＩＩ〕
CH2=CH-CY-CY-PH-C1 １３ 〔ＩＩ〕
CH2=CHCH2CH2-CY-CY-PH-C1 １０ 〔ＩＩ〕
C3-CY-CY-PH-OCH2CH=CHCH3 ５ 〔ＩＩ〕
C4-CY-CY-PH-OCH2CH=CHCH3 ５ 〔ＩＩ〕
C3-CE-CY-C5 １５
C2-PH-COO-PH-CN ３ 〔ＩＩＩ〕
C3-PH-COO-PH-CN ２ 〔ＩＩＩ〕
C4-PH-COO-PH-CN ２ 〔ＩＩＩ〕
C3-CY-CY-COO-PH-CY-C3 ３
C3-CY-CY-COO-PH-CY-C4 ２
<Formulation example 4>
[Composition] Mass parts General formula
C3-CY-CY-PH3F-OCF 2 CF = CF 2 15 [I]
C5-CY-CY-PH3F-OCF 2 CF = CF 2 5 [I]
C3-CY-PH3F-OCF 2 CF = CF 2 10 [I]
CH 2 = CH-CY-CY-PH3,4-diF 10 [II]
CH 2 = CH-CY-CY-PH-C1 13 [II]
CH 2 = CHCH 2 CH 2 -CY-CY-PH-C1 10 [II]
C3-CY-CY-PH-OCH 2 CH = CHCH 3 5 [II]
C4-CY-CY-PH-OCH 2 CH = CHCH 3 5 [II]
C3-CE-CY-C5 15
C2-PH-COO-PH-CN 3 [III]
C3-PH-COO-PH-CN 2 [III]
C4-PH-COO-PH-CN 2 [III]
C3-CY-CY-COO-PH-CY-C3 3
C3-CY-CY-COO-PH-CY-C4 2
＜配合例５＞
〔配合〕 質量部 一般式
C3-CY-PH3F-OCF2CF=CF2 ５ 〔Ｉ〕
C3-CY-CY-PH3F-OCF2CF=CF2 ５ 〔Ｉ〕
CH2=CH-CY-CY-PH-C1 ８ 〔ＩＩ〕
CH2=CHCH2CH2-CY-CY-PH-C1 ９ 〔ＩＩ〕
C2-PH-COO-PH-CN ９ 〔ＩＩＩ〕
C4-PH-COO-PH-CN ５ 〔ＩＩＩ〕
C2-PH-COO-PH3F-CN ４ 〔ＩＩＩ〕
C3-PH-COO-PH3F-CN ３ 〔ＩＩＩ〕
C5-PH-COO-PH3F-CN ３ 〔ＩＩＩ〕
C3-CY-PH-CN １２ 〔ＩＩＩ〕
C5-CY-PH-CN １１ 〔ＩＩＩ〕
C2-CY-PH-COO-PH3F-CN ５ 〔ＩＩＩ〕
C3-CY-PH-COO-PH3F-CN ５ 〔ＩＩＩ〕
C3-PH-COO-PH-OCO-PH-C3 ３
C2-CY-COO-PH-PH-OCO-CY-C2 ２
C3-CY-CY-COO-PH-CY-C3 ３
C3-CY-CY-COO-PH-CY-C4 ３
C3-CY-PH-OC2 ５
<Formulation example 5>
[Composition] Mass parts General formula
C3-CY-PH3F-OCF 2 CF = CF 2 5 [I]
C3-CY-CY-PH3F-OCF 2 CF = CF 2 5 [I]
CH 2 = CH-CY-CY-PH-C1 8 [II]
CH 2 = CHCH 2 CH 2 -CY-CY-PH-C1 9 [II]
C2-PH-COO-PH-CN 9 [III]
C4-PH-COO-PH-CN 5 [III]
C2-PH-COO-PH3F-CN 4 [III]
C3-PH-COO-PH3F-CN 3 [III]
C5-PH-COO-PH3F-CN 3 [III]
C3-CY-PH-CN 12 [III]
C5-CY-PH-CN 11 [III]
C2-CY-PH-COO-PH3F-CN 5 [III]
C3-CY-PH-COO-PH3F-CN 5 [III]
C3-PH-COO-PH-OCO-PH-C3 3
C2-CY-COO-PH-PH-OCO-CY-C2 2
C3-CY-CY-COO-PH-CY-C3 3
C3-CY-CY-COO-PH-CY-C4 3
C3-CY-PH-OC2 5
＜配合例６＞
〔配合〕 質量部 一般式
C3-PH-PH3F-OCF2CF=CF2 ５ 〔Ｉ〕
C3-CY-CY-PH3F-OCF2CF=CF2 ４ 〔Ｉ〕
C3-CY-PH-PH3,5-diF-OCF2CF=CF2 ６ 〔Ｉ〕
C5-PH-PH-PH3,5-diF-OCF2CF=CF2 ３ 〔Ｉ〕
C3-CY-PH-C≡C-PH3,5-diF-OCF2CF=CF2 ５ 〔Ｉ〕
C3-CY-PH3F-C≡C-PH-OCF2CF=CF2 ５ 〔Ｉ〕
C3-CY-PH-C≡C-PH-CH2CH=CH2 ５
C3-CY-PH-CN １０ 〔ＩＩＩ〕
C5-CY-PH-CN ５ 〔ＩＩＩ〕
CH2=CH-CY-CY-PH-C5 １５ 〔ＩＩ〕
C2-CY-CY-PH3,4-diF ７ 〔ＩＩ〕
C3-CY-CY-PH3,4-diF ７ 〔ＩＩ〕
C3-CY-PH-PH3,4-diF ３
C5-CY-PH-PH3,4-diF ３
C3-CY-PH-PH-C2 ５
C4-PH-C≡C-PH-OC2 ６
C3-CY-PH-COO-PH-CY-C3 ３
C3-PH-PH-COO-PH-CY-C3 ３
<Formulation example 6>
[Composition] Mass parts General formula
C3-PH-PH3F-OCF 2 CF = CF 2 5 [I]
C3-CY-CY-PH3F-OCF 2 CF = CF 2 4 [I]
C3-CY-PH-PH3,5-diF-OCF 2 CF = CF 2 6 [I]
C5-PH-PH-PH3,5-diF-OCF 2 CF = CF 2 3 [I]
C3-CY-PH-C≡C-PH3,5-diF-OCF 2 CF = CF 2 5 [I]
C3-CY-PH3F-C≡C-PH-OCF 2 CF = CF 2 5 [I]
C3-CY-PH-C≡C-PH-CH 2 CH = CH 2 5
C3-CY-PH-CN 10 [III]
C5-CY-PH-CN 5 [III]
CH 2 = CH-CY-CY-PH-C5 15 [II]
C2-CY-CY-PH3,4-diF 7 [II]
C3-CY-CY-PH3,4-diF 7 [II]
C3-CY-PH-PH3,4-diF 3
C5-CY-PH-PH3,4-diF 3
C3-CY-PH-PH-C2 5
C4-PH-C≡C-PH-OC2 6
C3-CY-PH-COO-PH-CY-C3 3
C3-PH-PH-COO-PH-CY-C3 3
＜配合例７＞
〔配合〕 質量部 一般式
C3-CY-PH3F-OCF2CF=CF2 １０ 〔Ｉ〕
C3-CY-CY-PH3F-OCF2CF=CF2 ８ 〔Ｉ〕
C3-CY-CY-COO-PH3,5-diF-OCF2CF=CF2 ５ 〔Ｉ〕
C3-CY-PH-COO-PH3,5-diF-OCF2CF=CF2 ５ 〔Ｉ〕
CH2=CH-CY-CY-PH-C5 １７ 〔ＩＩ〕
C5-CY-CY-PH3,4-diF ５ 〔ＩＩ〕
C5-CY-CY-PH3,4-diF ４ 〔ＩＩ〕
C3-CY-PH-OC2 ３
C5-CY-PH-C3 ４
C3-CY-PH3,5-diF-CN １３ 〔ＩＩＩ〕
C3-CY-CY-COO-PH-CH2CH2OCH3 ４
C3-CY-CY-C≡C-PH-CH2CH2OCH3 ３
C3-O-CY-CY-Pyd-PH-C3 ３
C4-O-CY-CY-Pyd-PH-C4 ３
C3-CY-PH-PH-CY-C3 ３
C4-CY-PH-PH-CY-C4 ３
C3-CY-CY-COO-PH-CY-C3 ４
C3-CY-CY-COO-PH-CY-C4 ３
<Formulation example 7>
[Composition] Mass parts General formula
C3-CY-PH3F-OCF 2 CF = CF 2 10 [I]
C3-CY-CY-PH3F-OCF 2 CF = CF 2 8 [I]
C3-CY-CY-COO-PH3,5-diF-OCF 2 CF = CF 2 5 [I]
C3-CY-PH-COO-PH3,5-diF-OCF 2 CF = CF 2 5 [I]
CH 2 = CH-CY-CY-PH-C5 17 [II]
C5-CY-CY-PH3,4-diF 5 [II]
C5-CY-CY-PH3,4-diF 4 [II]
C3-CY-PH-OC2 3
C5-CY-PH-C3 4
C3-CY-PH3,5-diF-CN 13 [III]
C3-CY-CY-COO-PH-CH 2 CH 2 OCH 3 4
C3-CY-CY-C≡C-PH-CH 2 CH 2 OCH 3 3
C3-O-CY-CY-Pyd-PH-C3 3
C4-O-CY-CY-Pyd-PH-C4 3
C3-CY-PH-PH-CY-C3 3
C4-CY-PH-PH-CY-C4 3
C3-CY-CY-COO-PH-CY-C3 4
C3-CY-CY-COO-PH-CY-C4 3
Claims (9)
The TN type liquid crystal device according to claim 8, which is used for an automotive panel.
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| CN102643653A (en) * | 2012-03-21 | 2012-08-22 | 北京八亿时空液晶科技股份有限公司 | Liquid crystal composition |
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| JP4942381B2 (en) * | 2006-04-04 | 2012-05-30 | 株式会社Ａｄｅｋａ | Halogen-containing compound, liquid crystal composition, and electro-optical display element |
| CN104870610A (en) | 2012-12-13 | 2015-08-26 | 默克专利股份有限公司 | Liquid-crystalline medium |
| WO2014090373A1 (en) * | 2012-12-13 | 2014-06-19 | Merck Patent Gmbh | Liquid-crystalline medium |
| CN103642502B (en) * | 2013-12-03 | 2015-09-23 | 北京八亿时空液晶科技股份有限公司 | A kind of liquid-crystal composition containing dioxygen heterocycle structure compound and application thereof |
| KR101691873B1 (en) * | 2013-12-16 | 2017-01-02 | 디아이씨 가부시끼가이샤 | Alkenyl ether compound and liquid crystal composition using same |
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| CN103773390B (en) * | 2013-12-27 | 2015-07-15 | 北京八亿时空液晶科技股份有限公司 | Liquid-crystal composition containing pentafluoropropenyl ether type monomers and application thereof |
| CN103805211B (en) * | 2014-01-08 | 2015-09-23 | 北京八亿时空液晶科技股份有限公司 | A kind of liquid-crystal composition and application thereof that can be used for various modes |
| CN103773386B (en) * | 2014-01-27 | 2015-07-15 | 北京八亿时空液晶科技股份有限公司 | Liquid crystal compound containing 1,4-dioxane and pentafluoro-allyloxy structure and liquid crystal composition thereof |
| CN103773384B (en) * | 2014-01-27 | 2015-07-15 | 北京八亿时空液晶科技股份有限公司 | Liquid crystal compound containing cyclopentyl and pentafluoro-allyloxy and liquid crystal composition thereof |
| CN104087313B (en) * | 2014-07-01 | 2015-11-04 | 北京八亿时空液晶科技股份有限公司 | A kind of liquid-crystal composition and application thereof |
| WO2016017615A1 (en) * | 2014-07-31 | 2016-02-04 | Dic株式会社 | Nematic liquid crystal composition |
| CN104479690A (en) * | 2014-12-29 | 2015-04-01 | 石家庄诚志永华显示材料有限公司 | Nematic phase liquid crystal composition |
| CN104673326B (en) * | 2015-02-04 | 2017-01-11 | 北京八亿时空液晶科技股份有限公司 | Liquid crystal composition containing fluoroterphenyl compound and pentafluoropropenyl ester compound and application thereof |
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| JP2003064367A (en) * | 2001-08-29 | 2003-03-05 | Dainippon Ink & Chem Inc | Liquid crystal display element |
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| JP2003064367A (en) * | 2001-08-29 | 2003-03-05 | Dainippon Ink & Chem Inc | Liquid crystal display element |
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| CN102643653A (en) * | 2012-03-21 | 2012-08-22 | 北京八亿时空液晶科技股份有限公司 | Liquid crystal composition |
| CN102643653B (en) * | 2012-03-21 | 2013-07-31 | 北京八亿时空液晶科技股份有限公司 | Liquid crystal composition |
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