JPS6168449A - ビフエニル系ジエステル化合物及びその化合物を含有してなる液晶 - Google Patents
ビフエニル系ジエステル化合物及びその化合物を含有してなる液晶Info
- Publication number
- JPS6168449A JPS6168449A JP59189232A JP18923284A JPS6168449A JP S6168449 A JPS6168449 A JP S6168449A JP 59189232 A JP59189232 A JP 59189232A JP 18923284 A JP18923284 A JP 18923284A JP S6168449 A JPS6168449 A JP S6168449A
- Authority
- JP
- Japan
- Prior art keywords
- group
- carbon atoms
- alkyl group
- compound
- halogenated
- 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.)
- Granted
Links
- 150000001875 compounds Chemical class 0.000 title claims abstract description 37
- -1 diester compound Chemical class 0.000 title claims abstract description 17
- 239000004973 liquid crystal related substance Substances 0.000 title claims abstract description 14
- 239000000126 substance Substances 0.000 claims abstract description 15
- 125000000217 alkyl group Chemical group 0.000 claims abstract 22
- 125000003545 alkoxy group Chemical group 0.000 claims abstract 10
- 125000002102 aryl alkyloxo group Chemical group 0.000 claims abstract 5
- 125000003710 aryl alkyl group Chemical group 0.000 claims abstract 2
- 238000004519 manufacturing process Methods 0.000 claims description 3
- 125000004432 carbon atom Chemical group C* 0.000 claims 18
- 125000001331 3-methylbutoxy group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])O* 0.000 claims 1
- 125000004106 butoxy group Chemical group [*]OC([H])([H])C([H])([H])C(C([H])([H])[H])([H])[H] 0.000 claims 1
- FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 abstract description 6
- 239000000463 material Substances 0.000 abstract description 5
- 230000001747 exhibiting effect Effects 0.000 abstract description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract description 3
- NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical compound CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 abstract description 2
- 239000002253 acid Substances 0.000 abstract description 2
- 239000007795 chemical reaction product Substances 0.000 abstract 1
- 125000001475 halogen functional group Chemical group 0.000 description 16
- ZSIAUFGUXNUGDI-UHFFFAOYSA-N hexan-1-ol Chemical compound CCCCCCO ZSIAUFGUXNUGDI-UHFFFAOYSA-N 0.000 description 10
- LRHPLDYGYMQRHN-UHFFFAOYSA-N 1-butanol Substances CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 8
- BTANRVKWQNVYAZ-UHFFFAOYSA-N butan-2-ol Chemical compound CCC(C)O BTANRVKWQNVYAZ-UHFFFAOYSA-N 0.000 description 7
- 239000005262 ferroelectric liquid crystals (FLCs) Substances 0.000 description 7
- 230000005621 ferroelectricity Effects 0.000 description 7
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- 230000004044 response Effects 0.000 description 6
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 6
- IWTBVKIGCDZRPL-UHFFFAOYSA-N 3-methylpentanol Chemical compound CCC(C)CCO IWTBVKIGCDZRPL-UHFFFAOYSA-N 0.000 description 4
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- 210000004027 cell Anatomy 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- JYVLIDXNZAXMDK-UHFFFAOYSA-N pentan-2-ol Chemical compound CCCC(C)O JYVLIDXNZAXMDK-UHFFFAOYSA-N 0.000 description 4
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- ILYSAKHOYBPSPC-UHFFFAOYSA-N 2-phenylbenzoic acid Chemical compound OC(=O)C1=CC=CC=C1C1=CC=CC=C1 ILYSAKHOYBPSPC-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
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- 210000002858 crystal cell Anatomy 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- 230000007704 transition Effects 0.000 description 3
- NOOLISFMXDJSKH-UTLUCORTSA-N (+)-Neomenthol Chemical compound CC(C)[C@@H]1CC[C@@H](C)C[C@@H]1O NOOLISFMXDJSKH-UTLUCORTSA-N 0.000 description 2
- DTGKSKDOIYIVQL-WEDXCCLWSA-N (+)-borneol Chemical compound C1C[C@@]2(C)[C@@H](O)C[C@@H]1C2(C)C DTGKSKDOIYIVQL-WEDXCCLWSA-N 0.000 description 2
- 239000001618 (3R)-3-methylpentan-1-ol Substances 0.000 description 2
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- 238000002156 mixing Methods 0.000 description 2
- NTQYXUJLILNTFH-UHFFFAOYSA-N nonanoyl chloride Chemical compound CCCCCCCCC(Cl)=O NTQYXUJLILNTFH-UHFFFAOYSA-N 0.000 description 2
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- 229920000139 polyethylene terephthalate Polymers 0.000 description 2
- 239000005020 polyethylene terephthalate Substances 0.000 description 2
- 238000010992 reflux Methods 0.000 description 2
- 125000006850 spacer group Chemical group 0.000 description 2
- REPVLJRCJUVQFA-UHFFFAOYSA-N (-)-isopinocampheol Natural products C1C(O)C(C)C2C(C)(C)C1C2 REPVLJRCJUVQFA-UHFFFAOYSA-N 0.000 description 1
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- QBYIENPQHBMVBV-HFEGYEGKSA-N (2R)-2-hydroxy-2-phenylacetic acid Chemical compound O[C@@H](C(O)=O)c1ccccc1.O[C@@H](C(O)=O)c1ccccc1 QBYIENPQHBMVBV-HFEGYEGKSA-N 0.000 description 1
- BTANRVKWQNVYAZ-SCSAIBSYSA-N (2R)-butan-2-ol Chemical compound CC[C@@H](C)O BTANRVKWQNVYAZ-SCSAIBSYSA-N 0.000 description 1
- OJRHUICOVVSGSY-RXMQYKEDSA-N (2s)-2-chloro-3-methylbutan-1-ol Chemical compound CC(C)[C@H](Cl)CO OJRHUICOVVSGSY-RXMQYKEDSA-N 0.000 description 1
- 239000001490 (3R)-3,7-dimethylocta-1,6-dien-3-ol Substances 0.000 description 1
- CDOSHBSSFJOMGT-JTQLQIEISA-N (R)-linalool Natural products CC(C)=CCC[C@@](C)(O)C=C CDOSHBSSFJOMGT-JTQLQIEISA-N 0.000 description 1
- BJEPYKJPYRNKOW-REOHCLBHSA-N (S)-malic acid Chemical compound OC(=O)[C@@H](O)CC(O)=O BJEPYKJPYRNKOW-REOHCLBHSA-N 0.000 description 1
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- WAPNOHKVXSQRPX-UHFFFAOYSA-N 1-phenylethanol Chemical compound CC(O)C1=CC=CC=C1 WAPNOHKVXSQRPX-UHFFFAOYSA-N 0.000 description 1
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- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
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- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 description 1
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- AHLPHDHHMVZTML-UHFFFAOYSA-N Orn-delta-NH2 Natural products NCCCC(N)C(O)=O AHLPHDHHMVZTML-UHFFFAOYSA-N 0.000 description 1
- UTJLXEIPEHZYQJ-UHFFFAOYSA-N Ornithine Natural products OC(=O)C(C)CCCN UTJLXEIPEHZYQJ-UHFFFAOYSA-N 0.000 description 1
- IWYDHOAUDWTVEP-UHFFFAOYSA-N R-2-phenyl-2-hydroxyacetic acid Natural products OC(=O)C(O)C1=CC=CC=C1 IWYDHOAUDWTVEP-UHFFFAOYSA-N 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 description 1
- 239000004473 Threonine Substances 0.000 description 1
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- 229910052794 bromium Inorganic materials 0.000 description 1
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- 229910052731 fluorine Inorganic materials 0.000 description 1
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Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Liquid Crystal Substances (AREA)
Priority Applications (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP59189232A JPS6168449A (ja) | 1984-09-10 | 1984-09-10 | ビフエニル系ジエステル化合物及びその化合物を含有してなる液晶 |
| EP85306347A EP0174816B1 (en) | 1984-09-10 | 1985-09-06 | Biphenyl-based diester compounds and liquid crystal compositions containing same |
| DE8585306347T DE3577843D1 (de) | 1984-09-10 | 1985-09-06 | Biphenyldiesterverbindungen und fluessigkristallkompositionen die diese enthalten. |
| US06/774,484 US4695651A (en) | 1984-09-10 | 1985-09-10 | Biphenyl-based diester compounds and liquid crystal compositions containing same |
| US07/041,428 US4831182A (en) | 1984-09-10 | 1987-04-23 | Biphenyl-based diester compounds and liquid crystal compositions containing same |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP59189232A JPS6168449A (ja) | 1984-09-10 | 1984-09-10 | ビフエニル系ジエステル化合物及びその化合物を含有してなる液晶 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS6168449A true JPS6168449A (ja) | 1986-04-08 |
| JPH0550493B2 JPH0550493B2 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1993-07-29 |
Family
ID=16237806
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP59189232A Granted JPS6168449A (ja) | 1984-09-10 | 1984-09-10 | ビフエニル系ジエステル化合物及びその化合物を含有してなる液晶 |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS6168449A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4732699A (en) * | 1985-07-01 | 1988-03-22 | Ajinomoto Co., Inc. | Biphenyl carbonic acid ester compounds and liquid crystal composition containing the same |
| US4753752A (en) * | 1985-08-19 | 1988-06-28 | The Secretary Of State For Defence In Her Britannic Majesty's Government Of The United Kingdom Of Great Britain And Northern Ireland | Secondary alcohol derivatives for use in liquid crystal materials and devices |
| JPS63165345A (ja) * | 1986-12-26 | 1988-07-08 | Chisso Corp | 光学活性−２−メチル−アルカナ−ト類およびその利用物 |
| US4778621A (en) * | 1985-10-14 | 1988-10-18 | Chisso Corporation | Ester compound |
| US5167863A (en) * | 1987-12-24 | 1992-12-01 | Hitachi, Ltd. | Optically active compound, liquid crystal composition containing said compound, and liquid crystal optical modulator using said composition |
| US5269965A (en) * | 1988-12-28 | 1993-12-14 | Takeda Chemical Industries | Optically active compounds, liquid crystal compositions comprising said compounds and liquid crystal optical modulators using said compositions |
-
1984
- 1984-09-10 JP JP59189232A patent/JPS6168449A/ja active Granted
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4732699A (en) * | 1985-07-01 | 1988-03-22 | Ajinomoto Co., Inc. | Biphenyl carbonic acid ester compounds and liquid crystal composition containing the same |
| US4753752A (en) * | 1985-08-19 | 1988-06-28 | The Secretary Of State For Defence In Her Britannic Majesty's Government Of The United Kingdom Of Great Britain And Northern Ireland | Secondary alcohol derivatives for use in liquid crystal materials and devices |
| US4778621A (en) * | 1985-10-14 | 1988-10-18 | Chisso Corporation | Ester compound |
| JPS63165345A (ja) * | 1986-12-26 | 1988-07-08 | Chisso Corp | 光学活性−２−メチル−アルカナ−ト類およびその利用物 |
| US5167863A (en) * | 1987-12-24 | 1992-12-01 | Hitachi, Ltd. | Optically active compound, liquid crystal composition containing said compound, and liquid crystal optical modulator using said composition |
| US5269965A (en) * | 1988-12-28 | 1993-12-14 | Takeda Chemical Industries | Optically active compounds, liquid crystal compositions comprising said compounds and liquid crystal optical modulators using said compositions |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH0550493B2 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1993-07-29 |
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