JPH0142261B2 - - Google Patents
Info
- Publication number
- JPH0142261B2 JPH0142261B2 JP4002984A JP4002984A JPH0142261B2 JP H0142261 B2 JPH0142261 B2 JP H0142261B2 JP 4002984 A JP4002984 A JP 4002984A JP 4002984 A JP4002984 A JP 4002984A JP H0142261 B2 JPH0142261 B2 JP H0142261B2
- Authority
- JP
- Japan
- Prior art keywords
- liquid crystal
- compound
- benzoic acid
- crystal composition
- fluoro
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- 239000004973 liquid crystal related substance Substances 0.000 claims description 37
- 239000000203 mixture Substances 0.000 claims description 17
- 125000000217 alkyl group Chemical group 0.000 claims description 4
- 125000004432 carbon atom Chemical group C* 0.000 claims description 4
- LJXCFVJGBORMRW-UHFFFAOYSA-N (4-cyano-3-fluorophenyl) benzoate Chemical compound C1=C(C#N)C(F)=CC(OC(=O)C=2C=CC=CC=2)=C1 LJXCFVJGBORMRW-UHFFFAOYSA-N 0.000 claims description 2
- 150000001875 compounds Chemical class 0.000 description 20
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 15
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 6
- 239000004988 Nematic liquid crystal Substances 0.000 description 4
- REIVHYDACHXPNH-UHFFFAOYSA-N 2-fluoro-4-hydroxybenzonitrile Chemical compound OC1=CC=C(C#N)C(F)=C1 REIVHYDACHXPNH-UHFFFAOYSA-N 0.000 description 3
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 239000012071 phase Substances 0.000 description 3
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 3
- KIQUBJMVGFNXSO-WKILWMFISA-N COC[C@@H]1CC[C@H](CC1)C1=CC=C(C(=O)OC2=CC(=C(C=C2)C#N)F)C=C1 Chemical compound COC[C@@H]1CC[C@H](CC1)C1=CC=C(C(=O)OC2=CC(=C(C=C2)C#N)F)C=C1 KIQUBJMVGFNXSO-WKILWMFISA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- PASDCCFISLVPSO-UHFFFAOYSA-N benzoyl chloride Chemical compound ClC(=O)C1=CC=CC=C1 PASDCCFISLVPSO-UHFFFAOYSA-N 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical compound C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- LNEMDIUSUQPKIP-UHFFFAOYSA-N 2-phenyl-1,3-dioxane Chemical compound O1CCCOC1C1=CC=CC=C1 LNEMDIUSUQPKIP-UHFFFAOYSA-N 0.000 description 1
- OXPDQFOKSZYEMJ-UHFFFAOYSA-N 2-phenylpyrimidine Chemical compound C1=CC=CC=C1C1=NC=CC=N1 OXPDQFOKSZYEMJ-UHFFFAOYSA-N 0.000 description 1
- VHEDZXHFMYOPBT-UHFFFAOYSA-N 3-fluoro-4-(hydroxyiminomethyl)phenol Chemical compound FC1=C(C=NO)C=CC(=C1)O VHEDZXHFMYOPBT-UHFFFAOYSA-N 0.000 description 1
- QHKZFBWALKFPND-WGSAOQKQSA-N C(CCC)OC[C@@H]1CC[C@H](CC1)C1=CC=C(C(=O)OC2=CC(=C(C=C2)C#N)F)C=C1 Chemical compound C(CCC)OC[C@@H]1CC[C@H](CC1)C1=CC=C(C(=O)OC2=CC(=C(C=C2)C#N)F)C=C1 QHKZFBWALKFPND-WGSAOQKQSA-N 0.000 description 1
- UCNZOZUGADTBEK-MXVIHJGJSA-N C(CCCC)OC[C@@H]1CC[C@H](CC1)C1=CC=C(C(=O)OC2=CC(=C(C=C2)C#N)F)C=C1 Chemical compound C(CCCC)OC[C@@H]1CC[C@H](CC1)C1=CC=C(C(=O)OC2=CC(=C(C=C2)C#N)F)C=C1 UCNZOZUGADTBEK-MXVIHJGJSA-N 0.000 description 1
- LTDOGFZSKALWMM-HAQNSBGRSA-N COC[C@@H]1CC[C@H](CC1)C1=CC=C(C(=O)Cl)C=C1 Chemical compound COC[C@@H]1CC[C@H](CC1)C1=CC=C(C(=O)Cl)C=C1 LTDOGFZSKALWMM-HAQNSBGRSA-N 0.000 description 1
- FHWSOPHYDCUXQE-WKILWMFISA-N COC[C@@H]1CC[C@H](CC1)C1=CC=C(C(=O)OC2=CC(=C(C=C2)C#N)Cl)C=C1 Chemical compound COC[C@@H]1CC[C@H](CC1)C1=CC=C(C(=O)OC2=CC(=C(C=C2)C#N)Cl)C=C1 FHWSOPHYDCUXQE-WKILWMFISA-N 0.000 description 1
- 239000002262 Schiff base Substances 0.000 description 1
- 150000004753 Schiff bases Chemical class 0.000 description 1
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 125000005337 azoxy group Chemical group [N+]([O-])(=N*)* 0.000 description 1
- 235000010290 biphenyl Nutrition 0.000 description 1
- 239000004305 biphenyl Substances 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- NZNMSOFKMUBTKW-UHFFFAOYSA-M cyclohexanecarboxylate Chemical compound [O-]C(=O)C1CCCCC1 NZNMSOFKMUBTKW-UHFFFAOYSA-M 0.000 description 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- IGARGHRYKHJQSM-UHFFFAOYSA-N cyclohexylbenzene Chemical compound C1CCCCC1C1=CC=CC=C1 IGARGHRYKHJQSM-UHFFFAOYSA-N 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 230000005684 electric field Effects 0.000 description 1
- -1 ester compound Chemical class 0.000 description 1
- 230000001747 exhibiting effect Effects 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 230000005693 optoelectronics Effects 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- FCJSHPDYVMKCHI-UHFFFAOYSA-N phenyl benzoate Chemical compound C=1C=CC=CC=1C(=O)OC1=CC=CC=C1 FCJSHPDYVMKCHI-UHFFFAOYSA-N 0.000 description 1
- OPYYWWIJPHKUDZ-UHFFFAOYSA-N phenyl cyclohexanecarboxylate Chemical compound C1CCCCC1C(=O)OC1=CC=CC=C1 OPYYWWIJPHKUDZ-UHFFFAOYSA-N 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 230000007704 transition Effects 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Liquid Crystal Substances (AREA)
Priority Applications (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP4002984A JPS60184060A (ja) | 1984-03-02 | 1984-03-02 | ４−（トランス−４−アルキルオキシメチルシクロヘキシル）安息香酸３−フルオロ−４−シアノフエニルエステル |
| US06/706,609 US4661283A (en) | 1984-03-02 | 1985-02-28 | Benzoate derivatives having a large positive dielectric anisotropy value and liquid crystal compositions containing same |
| EP85301457A EP0155792B1 (de) | 1984-03-02 | 1985-03-04 | Benzoat-Derivate mit einer positiven dielektrischen Anisotropie und diese enthaltende Flüssigkristallzusammensetzungen |
| DE8585301457T DE3560259D1 (en) | 1984-03-02 | 1985-03-04 | Benzoate derivatives having positive dielectric anisotropy and liquid crystal compositions containing them |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP4002984A JPS60184060A (ja) | 1984-03-02 | 1984-03-02 | ４−（トランス−４−アルキルオキシメチルシクロヘキシル）安息香酸３−フルオロ−４−シアノフエニルエステル |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS60184060A JPS60184060A (ja) | 1985-09-19 |
| JPH0142261B2 true JPH0142261B2 (de) | 1989-09-11 |
Family
ID=12569478
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP4002984A Granted JPS60184060A (ja) | 1984-03-02 | 1984-03-02 | ４−（トランス−４−アルキルオキシメチルシクロヘキシル）安息香酸３−フルオロ−４−シアノフエニルエステル |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS60184060A (de) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP4839524B2 (ja) * | 2001-04-26 | 2011-12-21 | Ｄｉｃ株式会社 | 液晶組成物 |
| CN113930792B (zh) * | 2021-10-22 | 2023-04-21 | 华南理工大学 | 一种3-氰基吲哚类化合物的电化学制备方法 |
-
1984
- 1984-03-02 JP JP4002984A patent/JPS60184060A/ja active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| JPS60184060A (ja) | 1985-09-19 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EXPY | Cancellation because of completion of term |