JPH0223595B2 - - Google Patents
Info
- Publication number
- JPH0223595B2 JPH0223595B2 JP55123571A JP12357180A JPH0223595B2 JP H0223595 B2 JPH0223595 B2 JP H0223595B2 JP 55123571 A JP55123571 A JP 55123571A JP 12357180 A JP12357180 A JP 12357180A JP H0223595 B2 JPH0223595 B2 JP H0223595B2
- Authority
- JP
- Japan
- Prior art keywords
- group
- liquid crystal
- dye
- pleochroic
- cyclohexyl
- 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
- 239000004973 liquid crystal related substance Substances 0.000 claims description 69
- 239000000203 mixture Substances 0.000 claims description 16
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 8
- 239000004988 Nematic liquid crystal Substances 0.000 claims description 7
- 125000000217 alkyl group Chemical group 0.000 claims description 7
- 239000013543 active substance Substances 0.000 claims description 6
- 125000003545 alkoxy group Chemical group 0.000 claims description 5
- 125000004663 dialkyl amino group Chemical group 0.000 claims description 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 4
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 4
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 3
- 125000005843 halogen group Chemical group 0.000 claims description 3
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 3
- RZVHIXYEVGDQDX-UHFFFAOYSA-N 9,10-anthraquinone Chemical group C1=CC=C2C(=O)C3=CC=CC=C3C(=O)C2=C1 RZVHIXYEVGDQDX-UHFFFAOYSA-N 0.000 claims description 2
- 125000004442 acylamino group Chemical group 0.000 claims description 2
- 125000004423 acyloxy group Chemical group 0.000 claims description 2
- 125000003118 aryl group Chemical group 0.000 claims description 2
- 125000004104 aryloxy group Chemical group 0.000 claims description 2
- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
- 125000003262 carboxylic acid ester group Chemical group [H]C([H])([*:2])OC(=O)C([H])([H])[*:1] 0.000 claims description 2
- 125000000623 heterocyclic group Chemical group 0.000 claims description 2
- 229910052757 nitrogen Inorganic materials 0.000 claims description 2
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 2
- 125000001820 oxy group Chemical group [*:1]O[*:2] 0.000 claims description 2
- 125000000565 sulfonamide group Chemical group 0.000 claims description 2
- 125000002130 sulfonic acid ester group Chemical group 0.000 claims description 2
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 claims description 2
- 229910052717 sulfur Inorganic materials 0.000 claims description 2
- 125000004434 sulfur atom Chemical group 0.000 claims description 2
- 239000000975 dye Substances 0.000 description 66
- 238000010521 absorption reaction Methods 0.000 description 13
- 238000002835 absorbance Methods 0.000 description 10
- 230000007704 transition Effects 0.000 description 8
- 150000001875 compounds Chemical class 0.000 description 6
- 230000006866 deterioration Effects 0.000 description 6
- 239000000049 pigment Substances 0.000 description 6
- 239000000758 substrate Substances 0.000 description 6
- 239000011521 glass Substances 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- 239000001000 anthraquinone dye Substances 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 238000000862 absorption spectrum Methods 0.000 description 3
- -1 biphenyl ester Chemical class 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- DTGKSKDOIYIVQL-NQMVMOMDSA-N (+)-Borneol Natural products C1C[C@]2(C)[C@H](O)C[C@@H]1C2(C)C DTGKSKDOIYIVQL-NQMVMOMDSA-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
- 239000004986 Cholesteric liquid crystals (ChLC) Substances 0.000 description 2
- PYKYMHQGRFAEBM-UHFFFAOYSA-N anthraquinone Natural products CCC(=O)c1c(O)c2C(=O)C3C(C=CC=C3O)C(=O)c2cc1CC(=O)OC PYKYMHQGRFAEBM-UHFFFAOYSA-N 0.000 description 2
- 150000004056 anthraquinones Chemical class 0.000 description 2
- IGARGHRYKHJQSM-UHFFFAOYSA-N cyclohexylbenzene Chemical compound C1CCCCC1C1=CC=CC=C1 IGARGHRYKHJQSM-UHFFFAOYSA-N 0.000 description 2
- 238000010586 diagram Methods 0.000 description 2
- DZVCFNFOPIZQKX-LTHRDKTGSA-M merocyanine Chemical compound [Na+].O=C1N(CCCC)C(=O)N(CCCC)C(=O)C1=C\C=C\C=C/1N(CCCS([O-])(=O)=O)C2=CC=CC=C2O\1 DZVCFNFOPIZQKX-LTHRDKTGSA-M 0.000 description 2
- 230000005693 optoelectronics Effects 0.000 description 2
- 125000006850 spacer group Chemical group 0.000 description 2
- NOOLISFMXDJSKH-KXUCPTDWSA-N (-)-Menthol Chemical compound CC(C)[C@@H]1CC[C@@H](C)C[C@H]1O NOOLISFMXDJSKH-KXUCPTDWSA-N 0.000 description 1
- DTGKSKDOIYIVQL-QXFUBDJGSA-N (-)-borneol Chemical compound C1C[C@]2(C)[C@H](O)C[C@H]1C2(C)C DTGKSKDOIYIVQL-QXFUBDJGSA-N 0.000 description 1
- 229930006703 (-)-borneol Natural products 0.000 description 1
- 125000004493 2-methylbut-1-yl group Chemical group CC(C*)CC 0.000 description 1
- 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 description 1
- 125000005917 3-methylpentyl group Chemical group 0.000 description 1
- DNJQGRFZQMOYGM-UHFFFAOYSA-N 4-[4-(2-methylbutyl)phenyl]benzonitrile Chemical group C1=CC(CC(C)CC)=CC=C1C1=CC=C(C#N)C=C1 DNJQGRFZQMOYGM-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- NOOLISFMXDJSKH-UHFFFAOYSA-N DL-menthol Natural products CC(C)C1CCC(C)CC1O NOOLISFMXDJSKH-UHFFFAOYSA-N 0.000 description 1
- CZPWVGJYEJSRLH-UHFFFAOYSA-N Pyrimidine Chemical compound C1=CN=CN=C1 CZPWVGJYEJSRLH-UHFFFAOYSA-N 0.000 description 1
- 239000004990 Smectic liquid crystal Substances 0.000 description 1
- 235000005811 Viola adunca Nutrition 0.000 description 1
- 240000009038 Viola odorata Species 0.000 description 1
- 235000013487 Viola odorata Nutrition 0.000 description 1
- 235000002254 Viola papilionacea Nutrition 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000001299 aldehydes Chemical class 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 239000000987 azo dye Substances 0.000 description 1
- 125000005337 azoxy group Chemical group [N+]([O-])(=N*)* 0.000 description 1
- NEHNMFOYXAPHSD-UHFFFAOYSA-N beta-citronellal Natural products O=CCC(C)CCC=C(C)C NEHNMFOYXAPHSD-UHFFFAOYSA-N 0.000 description 1
- 230000008033 biological extinction Effects 0.000 description 1
- 235000010290 biphenyl Nutrition 0.000 description 1
- 239000004305 biphenyl Substances 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 230000003098 cholesteric effect Effects 0.000 description 1
- 239000000356 contaminant Substances 0.000 description 1
- 238000012937 correction Methods 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 150000005690 diesters Chemical class 0.000 description 1
- DTGKSKDOIYIVQL-UHFFFAOYSA-N dl-isoborneol Natural products C1CC2(C)C(O)CC1C2(C)C DTGKSKDOIYIVQL-UHFFFAOYSA-N 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 230000005684 electric field Effects 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 230000031700 light absorption Effects 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- UAEPNZWRGJTJPN-UHFFFAOYSA-N methylcyclohexane Chemical compound CC1CCCCC1 UAEPNZWRGJTJPN-UHFFFAOYSA-N 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 1
- 229920006122 polyamide resin Polymers 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 238000002834 transmittance Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Liquid Crystal (AREA)
- Liquid Crystal Substances (AREA)
- Devices For Indicating Variable Information By Combining Individual Elements (AREA)
- Materials For Medical Uses (AREA)
- Dental Preparations (AREA)
Priority Applications (6)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CA000336458A CA1158078A (fr) | 1980-09-08 | 1979-09-25 | Racine dentaire artificielle |
| JP12357180A JPS5749686A (en) | 1980-09-08 | 1980-09-08 | Liquid crystal composition |
| GB8032437A GB2065695B (en) | 1979-10-12 | 1980-10-08 | Guest-host type liquid crystal composition and liquid crystal display device using the same |
| US06/195,860 US4495083A (en) | 1979-10-12 | 1980-10-10 | Guest-host type liquid crystal composition and liquid crystal display device using the same |
| DE3038372A DE3038372C2 (de) | 1979-10-12 | 1980-10-10 | Flüssigkristallzusammensetzungen und ihre Verwendung |
| CH761080A CH645917A5 (de) | 1979-10-12 | 1980-10-13 | Fluessigkristallzusammensetzungen und ihre verwendung. |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP12357180A JPS5749686A (en) | 1980-09-08 | 1980-09-08 | Liquid crystal composition |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS5749686A JPS5749686A (en) | 1982-03-23 |
| JPH0223595B2 true JPH0223595B2 (fr) | 1990-05-24 |
Family
ID=14863868
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP12357180A Granted JPS5749686A (en) | 1979-10-12 | 1980-09-08 | Liquid crystal composition |
Country Status (2)
| Country | Link |
|---|---|
| JP (1) | JPS5749686A (fr) |
| CA (1) | CA1158078A (fr) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS57155282A (en) * | 1981-03-20 | 1982-09-25 | Mitsubishi Chem Ind Ltd | Liquid crystal composition |
| JPS59182879A (ja) * | 1983-04-01 | 1984-10-17 | Hitachi Ltd | 液晶組成物 |
| JPS59179561A (ja) * | 1983-03-29 | 1984-10-12 | Hitachi Ltd | アントラキノン系色素および該色素を含有する液晶組成物 |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5647478A (en) * | 1979-09-21 | 1981-04-30 | Bbc Brown Boveri & Cie | Liquid crystal mixture for electrooptical display device |
| JPS56145969A (en) * | 1980-03-21 | 1981-11-13 | Asulab Sa | Liquid crystal base composition for electrooptic device |
| JPS56161488A (en) * | 1980-04-18 | 1981-12-11 | Bayer Ag | Liquid crystal substance containing anthraquinone dye |
-
1979
- 1979-09-25 CA CA000336458A patent/CA1158078A/fr not_active Expired
-
1980
- 1980-09-08 JP JP12357180A patent/JPS5749686A/ja active Granted
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5647478A (en) * | 1979-09-21 | 1981-04-30 | Bbc Brown Boveri & Cie | Liquid crystal mixture for electrooptical display device |
| JPS56145969A (en) * | 1980-03-21 | 1981-11-13 | Asulab Sa | Liquid crystal base composition for electrooptic device |
| JPS56161488A (en) * | 1980-04-18 | 1981-12-11 | Bayer Ag | Liquid crystal substance containing anthraquinone dye |
Also Published As
| Publication number | Publication date |
|---|---|
| CA1158078A (fr) | 1983-12-06 |
| JPS5749686A (en) | 1982-03-23 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| EP0068427B1 (fr) | Composition à base de cristal liquide | |
| EP0048583B1 (fr) | Compositions des cristaux liquides, contenant des colorants pléochroiques, anthraquinoniques, dispositifs d'affichage contenant des cristaux liquides basés sur ces compositions, et les colorants | |
| JPS6344797B2 (fr) | ||
| EP0080153B1 (fr) | Colorants azoiques pléochroiques, composition à base de cristaux liquides contenant ces colorants et un dispositif d'affichage optique utilisant cette composition | |
| JPH0466913B2 (fr) | ||
| JPS6145676B2 (fr) | ||
| JPH0517274B2 (fr) | ||
| JPS64439B2 (fr) | ||
| JPH0223595B2 (fr) | ||
| GB2064572A (en) | Liquid crystal composition | |
| JPS6146032B2 (fr) | ||
| EP0293942A2 (fr) | Composition liquide cristalline contenant un composé du type pléochroique-azo | |
| JPS6121508B2 (fr) | ||
| EP0120717A2 (fr) | Colorants anthraquinoniques et compositions de cristaux liquides contenant ces colorants | |
| JPS6254152B2 (fr) | ||
| JPH0517275B2 (fr) | ||
| JPH0362752B2 (fr) | ||
| Constant et al. | Pleochroic dyes with high order parameters | |
| JPH0472875B2 (fr) | ||
| JPS6146031B2 (fr) | ||
| JPS621636B2 (fr) | ||
| JPH0147514B2 (fr) | ||
| JPH042626B2 (fr) | ||
| JPS6366284A (ja) | 液晶組成物 | |
| JPH0454714B2 (fr) |