JPH0416454B2 - - Google Patents
Info
- Publication number
- JPH0416454B2 JPH0416454B2 JP57234561A JP23456182A JPH0416454B2 JP H0416454 B2 JPH0416454 B2 JP H0416454B2 JP 57234561 A JP57234561 A JP 57234561A JP 23456182 A JP23456182 A JP 23456182A JP H0416454 B2 JPH0416454 B2 JP H0416454B2
- Authority
- JP
- Japan
- Prior art keywords
- liquid crystal
- phase
- formula
- compound
- biphenylcarboxylic acid
- 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 - Lifetime
Links
- 150000001875 compounds Chemical class 0.000 claims description 27
- 239000000203 mixture Substances 0.000 claims description 15
- 239000005262 ferroelectric liquid crystals (FLCs) Substances 0.000 claims description 10
- 125000004432 carbon atom Chemical group C* 0.000 claims description 7
- 239000004990 Smectic liquid crystal Substances 0.000 claims description 6
- 125000000217 alkyl group Chemical group 0.000 claims description 6
- 239000007788 liquid Substances 0.000 claims description 5
- 229910052799 carbon Inorganic materials 0.000 claims description 3
- 230000001747 exhibiting effect Effects 0.000 claims description 3
- 238000013329 compounding Methods 0.000 claims description 2
- 239000004973 liquid crystal related substance Substances 0.000 description 34
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 9
- 239000000126 substance Substances 0.000 description 9
- 230000004044 response Effects 0.000 description 8
- FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 description 6
- 239000010410 layer Substances 0.000 description 5
- 230000010287 polarization Effects 0.000 description 5
- 230000002269 spontaneous effect Effects 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- NAGVDHTVMMOAKB-UHFFFAOYSA-N 2-methylbutyl 4-(4-octoxyphenyl)benzoate Chemical compound C1=CC(OCCCCCCCC)=CC=C1C1=CC=C(C(=O)OCC(C)CC)C=C1 NAGVDHTVMMOAKB-UHFFFAOYSA-N 0.000 description 4
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 4
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 4
- 125000003545 alkoxy group Chemical group 0.000 description 4
- 230000005621 ferroelectricity Effects 0.000 description 4
- 230000007704 transition Effects 0.000 description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- YNBBQLUKHHSKPW-UHFFFAOYSA-N 4-(4-octoxyphenyl)benzoic acid Chemical compound C1=CC(OCCCCCCCC)=CC=C1C1=CC=C(C(O)=O)C=C1 YNBBQLUKHHSKPW-UHFFFAOYSA-N 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- 239000011203 carbon fibre reinforced carbon Substances 0.000 description 2
- 210000004027 cell Anatomy 0.000 description 2
- 239000013078 crystal Substances 0.000 description 2
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical group C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 239000000758 substrate Substances 0.000 description 2
- QPRQEDXDYOZYLA-YFKPBYRVSA-N (S)-2-methylbutan-1-ol Chemical compound CC[C@H](C)CO QPRQEDXDYOZYLA-YFKPBYRVSA-N 0.000 description 1
- 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 description 1
- 125000004493 2-methylbut-1-yl group Chemical group CC(C*)CC 0.000 description 1
- NFCMJHBIQQRYTO-UHFFFAOYSA-N 2-methylbutyl 4-(4-heptoxyphenyl)benzoate Chemical compound C1=CC(OCCCCCCC)=CC=C1C1=CC=C(C(=O)OCC(C)CC)C=C1 NFCMJHBIQQRYTO-UHFFFAOYSA-N 0.000 description 1
- BGAPGKIIGZUMKG-UHFFFAOYSA-N 2-methylbutyl 4-phenylbenzoate Chemical compound C1=CC(C(=O)OCC(C)CC)=CC=C1C1=CC=CC=C1 BGAPGKIIGZUMKG-UHFFFAOYSA-N 0.000 description 1
- WLPATYNQCGVFFH-UHFFFAOYSA-N 2-phenylbenzonitrile Chemical group N#CC1=CC=CC=C1C1=CC=CC=C1 WLPATYNQCGVFFH-UHFFFAOYSA-N 0.000 description 1
- HCMYIMLJCBPZMK-UHFFFAOYSA-N 4-(4-octoxyphenyl)benzoyl chloride Chemical compound C1=CC(OCCCCCCCC)=CC=C1C1=CC=C(C(Cl)=O)C=C1 HCMYIMLJCBPZMK-UHFFFAOYSA-N 0.000 description 1
- 239000004642 Polyimide Substances 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 238000005904 alkaline hydrolysis reaction Methods 0.000 description 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
- 235000010290 biphenyl Nutrition 0.000 description 1
- 239000004305 biphenyl Substances 0.000 description 1
- 150000001721 carbon Chemical group 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 230000003098 cholesteric effect Effects 0.000 description 1
- 238000004587 chromatography analysis Methods 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000012043 crude product Substances 0.000 description 1
- 210000002858 crystal cell Anatomy 0.000 description 1
- 239000012769 display material Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000005684 electric field Effects 0.000 description 1
- 230000032050 esterification Effects 0.000 description 1
- 238000005886 esterification reaction Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 239000003365 glass fiber Substances 0.000 description 1
- 150000004820 halides Chemical class 0.000 description 1
- 230000002140 halogenating effect Effects 0.000 description 1
- 229910003437 indium oxide Inorganic materials 0.000 description 1
- PJXISJQVUVHSOJ-UHFFFAOYSA-N indium(iii) oxide Chemical compound [O-2].[O-2].[O-2].[In+3].[In+3] PJXISJQVUVHSOJ-UHFFFAOYSA-N 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 238000006317 isomerization reaction Methods 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 239000012044 organic layer Substances 0.000 description 1
- -1 p-octyloxybenzylidene-p-(2-methylbutyloxycarbonyl)aniline Chemical compound 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- UHZYTMXLRWXGPK-UHFFFAOYSA-N phosphorus pentachloride Chemical compound ClP(Cl)(Cl)(Cl)Cl UHZYTMXLRWXGPK-UHFFFAOYSA-N 0.000 description 1
- 229920001721 polyimide Polymers 0.000 description 1
- 229920006254 polymer film Polymers 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 230000004043 responsiveness Effects 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 125000006850 spacer group Chemical group 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Liquid Crystal Substances (AREA)
Priority Applications (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP23456182A JPS59118744A (ja) | 1982-12-25 | 1982-12-25 | 液晶性物質及び液晶組成物 |
| EP83111666A EP0110299B2 (de) | 1982-11-26 | 1983-11-22 | Smektische Flüssigkristallverbindungen und Flüssigkristallzusammensetzungen |
| DE8383111666T DE3377219D1 (en) | 1982-11-26 | 1983-11-22 | Smectic liquid crystal compounds and liquid crystal compositions |
| KR1019830005596A KR920004141B1 (ko) | 1982-11-26 | 1983-11-26 | 스멕틱 액정조성물 |
| US06/555,617 US4576732A (en) | 1982-11-26 | 1983-11-28 | Ferroelectric liquid crystal compounds and liquid crystal compositions |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP23456182A JPS59118744A (ja) | 1982-12-25 | 1982-12-25 | 液晶性物質及び液晶組成物 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS59118744A JPS59118744A (ja) | 1984-07-09 |
| JPH0416454B2 true JPH0416454B2 (de) | 1992-03-24 |
Family
ID=16972942
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP23456182A Granted JPS59118744A (ja) | 1982-11-26 | 1982-12-25 | 液晶性物質及び液晶組成物 |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS59118744A (de) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS60248789A (ja) * | 1984-05-23 | 1985-12-09 | Hitachi Ltd | 強誘電性液晶組成物 |
| JPS61292125A (ja) * | 1985-06-19 | 1986-12-22 | Canon Inc | カイラルスメクティック液晶素子 |
| JPH072701B2 (ja) * | 1985-04-18 | 1995-01-18 | 旭硝子株式会社 | 光学活性エステル化合物およびそれを用いた液晶組成物 |
| JPH0750272B2 (ja) * | 1985-05-02 | 1995-05-31 | 旭硝子株式会社 | 強誘電性スメクチック液晶電気光学装置の製造方法 |
| JPS6256455A (ja) * | 1985-09-04 | 1987-03-12 | Alps Electric Co Ltd | 液晶性化合物 |
| WO1987005015A1 (en) * | 1986-02-17 | 1987-08-27 | MERCK Patent Gesellschaft mit beschränkter Haftung | Chiral compounds |
| US5397504A (en) * | 1987-05-29 | 1995-03-14 | Kanto Kagaku Kabushiki Kaisha | Biphenyl compound |
| JPH04359990A (ja) * | 1991-06-06 | 1992-12-14 | Mitsui Petrochem Ind Ltd | 液晶組成物、その用途およびその製造方法 |
| US5770108A (en) * | 1995-06-28 | 1998-06-23 | Mitsui Toatsu Chemicals, Inc. | Pyrimidine compound and liquid crystal composition and liquid crystal element using the same |
| US5861108A (en) * | 1995-07-07 | 1999-01-19 | Mitsui Chemicals, Inc. | Naphthalene compound, and liquid crystal composition and liquid crystal element using the same |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5387986A (en) * | 1977-01-12 | 1978-08-02 | Seiko Epson Corp | Display element |
| JPS5692836A (en) * | 1979-12-27 | 1981-07-27 | Seiko Epson Corp | Optically active compound |
| JPS5711944A (en) * | 1980-06-25 | 1982-01-21 | Chisso Corp | Optically active ester |
-
1982
- 1982-12-25 JP JP23456182A patent/JPS59118744A/ja active Granted
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5387986A (en) * | 1977-01-12 | 1978-08-02 | Seiko Epson Corp | Display element |
| JPS5692836A (en) * | 1979-12-27 | 1981-07-27 | Seiko Epson Corp | Optically active compound |
| JPS5711944A (en) * | 1980-06-25 | 1982-01-21 | Chisso Corp | Optically active ester |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS59118744A (ja) | 1984-07-09 |
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