FR2478664A1 - Composition a base de cristal liquide pour dispositif electro-optique - Google Patents
Composition a base de cristal liquide pour dispositif electro-optique Download PDFInfo
- Publication number
- FR2478664A1 FR2478664A1 FR8011748A FR8011748A FR2478664A1 FR 2478664 A1 FR2478664 A1 FR 2478664A1 FR 8011748 A FR8011748 A FR 8011748A FR 8011748 A FR8011748 A FR 8011748A FR 2478664 A1 FR2478664 A1 FR 2478664A1
- Authority
- FR
- France
- Prior art keywords
- anthraquinone
- group
- composition according
- dye
- diamino
- 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
- 239000000203 mixture Substances 0.000 title claims abstract description 31
- 239000004973 liquid crystal related substance Substances 0.000 title claims description 22
- -1 AMINO GROUP Chemical group 0.000 claims abstract description 3
- 239000000975 dye Substances 0.000 claims description 15
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims description 8
- 125000000217 alkyl group Chemical group 0.000 claims description 7
- 125000004432 carbon atom Chemical group C* 0.000 claims description 7
- 125000003277 amino group Chemical group 0.000 claims description 6
- 239000001000 anthraquinone dye Substances 0.000 claims description 6
- 239000003795 chemical substances by application Substances 0.000 claims description 6
- 239000013078 crystal Substances 0.000 claims description 6
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 6
- 125000003545 alkoxy group Chemical group 0.000 claims description 5
- 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 claims description 5
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 4
- 150000004056 anthraquinones Chemical class 0.000 claims description 3
- 230000003098 cholesteric effect Effects 0.000 claims description 3
- 125000005843 halogen group Chemical group 0.000 claims description 3
- 239000013543 active substance Substances 0.000 claims description 2
- 125000004663 dialkyl amino group Chemical group 0.000 claims description 2
- 229910052739 hydrogen Inorganic materials 0.000 claims description 2
- 239000001257 hydrogen Substances 0.000 claims description 2
- 239000007788 liquid Substances 0.000 claims description 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 2
- 150000001768 cations Chemical class 0.000 claims 2
- 241000193738 Bacillus anthracis Species 0.000 claims 1
- 241001331845 Equus asinus x caballus Species 0.000 claims 1
- LXXHEFDXGQNZGV-UHFFFAOYSA-N NC1=C(C(=C2C=C3C(C=CC(=C3C=C2C1=O)O)=O)O)N Chemical compound NC1=C(C(=C2C=C3C(C=CC(=C3C=C2C1=O)O)=O)O)N LXXHEFDXGQNZGV-UHFFFAOYSA-N 0.000 claims 1
- MCCNAVROTKFXJW-UHFFFAOYSA-N NC1=C(C(C2=CC3=CC=CC(C3=CC2=C1)=O)=O)N Chemical compound NC1=C(C(C2=CC3=CC=CC(C3=CC2=C1)=O)=O)N MCCNAVROTKFXJW-UHFFFAOYSA-N 0.000 claims 1
- 125000004183 alkoxy alkyl group Chemical group 0.000 claims 1
- 125000004429 atom Chemical group 0.000 claims 1
- 125000004966 cyanoalkyl group Chemical group 0.000 claims 1
- 125000006165 cyclic alkyl group Chemical group 0.000 claims 1
- 230000001939 inductive effect Effects 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 abstract description 12
- RGCKGOZRHPZPFP-UHFFFAOYSA-N alizarin Chemical compound C1=CC=C2C(=O)C3=C(O)C(O)=CC=C3C(=O)C2=C1 RGCKGOZRHPZPFP-UHFFFAOYSA-N 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical group [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 abstract 1
- 239000000243 solution Substances 0.000 description 11
- 150000002148 esters Chemical group 0.000 description 8
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 4
- 238000010521 absorption reaction Methods 0.000 description 3
- 238000005259 measurement Methods 0.000 description 3
- 230000003287 optical effect Effects 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 2
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 description 2
- HVYWMOMLDIMFJA-DPAQBDIFSA-N cholesterol Chemical compound C1C=C2C[C@@H](O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC2 HVYWMOMLDIMFJA-DPAQBDIFSA-N 0.000 description 2
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical compound C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 239000000600 sorbitol Substances 0.000 description 2
- WLPATYNQCGVFFH-UHFFFAOYSA-N 2-phenylbenzonitrile Chemical group N#CC1=CC=CC=C1C1=CC=CC=C1 WLPATYNQCGVFFH-UHFFFAOYSA-N 0.000 description 1
- 239000004988 Nematic liquid crystal Substances 0.000 description 1
- 239000004642 Polyimide Substances 0.000 description 1
- 239000002262 Schiff base Substances 0.000 description 1
- 150000004753 Schiff bases Chemical class 0.000 description 1
- 238000003723 Smelting Methods 0.000 description 1
- 238000013019 agitation Methods 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 235000010290 biphenyl Nutrition 0.000 description 1
- 239000004305 biphenyl Substances 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 235000012000 cholesterol Nutrition 0.000 description 1
- 235000019571 color Nutrition 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 238000004737 colorimetric analysis Methods 0.000 description 1
- IGARGHRYKHJQSM-UHFFFAOYSA-N cyclohexylbenzene Chemical compound C1CCCCC1C1=CC=CC=C1 IGARGHRYKHJQSM-UHFFFAOYSA-N 0.000 description 1
- 238000004043 dyeing Methods 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 1
- 239000010931 gold Substances 0.000 description 1
- 229910052737 gold Inorganic materials 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 125000003010 ionic group Chemical group 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical class CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 229920001721 polyimide Polymers 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 239000012047 saturated solution Substances 0.000 description 1
- 229910052814 silicon oxide Inorganic materials 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B1/00—Dyes with anthracene nucleus not condensed with any other ring
- C09B1/50—Amino-hydroxy-anthraquinones; Ethers and esters thereof
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B1/00—Dyes with anthracene nucleus not condensed with any other ring
- C09B1/16—Amino-anthraquinones
- C09B1/20—Preparation from starting materials already containing the anthracene nucleus
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B1/00—Dyes with anthracene nucleus not condensed with any other ring
- C09B1/50—Amino-hydroxy-anthraquinones; Ethers and esters thereof
- C09B1/54—Amino-hydroxy-anthraquinones; Ethers and esters thereof etherified
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K19/00—Liquid crystal materials
- C09K19/52—Liquid crystal materials characterised by components which are not liquid crystals, e.g. additives with special physical aspect: solvents, solid particles
- C09K19/60—Pleochroic dyes
- C09K19/603—Anthroquinonic
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Crystallography & Structural Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Liquid Crystal (AREA)
- Liquid Crystal Substances (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH223980A CH643291A5 (fr) | 1980-03-21 | 1980-03-21 | Composition a base de cristal liquide pour dispositif electro-optique. |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| FR2478664A1 true FR2478664A1 (fr) | 1981-09-25 |
| FR2478664B1 FR2478664B1 (OSRAM) | 1982-03-05 |
Family
ID=4229101
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FR8011748A Granted FR2478664A1 (fr) | 1980-03-21 | 1980-05-21 | Composition a base de cristal liquide pour dispositif electro-optique |
Country Status (5)
| Country | Link |
|---|---|
| JP (1) | JPS56145969A (OSRAM) |
| CH (1) | CH643291A5 (OSRAM) |
| DE (1) | DE3109088A1 (OSRAM) |
| FR (1) | FR2478664A1 (OSRAM) |
| GB (1) | GB2074182B (OSRAM) |
Families Citing this family (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4360447A (en) * | 1979-03-16 | 1982-11-23 | Mitsui Toatsu Chemicals, Inc. | Composition for liquid crystal color display elements |
| JPS56167779A (en) * | 1980-05-28 | 1981-12-23 | Mitsubishi Chem Ind Ltd | Liquid crystal composition |
| DE3007198A1 (de) * | 1980-02-26 | 1981-09-03 | Siemens AG, 1000 Berlin und 8000 München | Pleochroitischer anthrachinon-farbstoff, verfahren zu seiner herstellung und verwendung des farbstoffs |
| CA1158078A (en) * | 1980-09-08 | 1983-12-06 | Kensuke Okuda | Artificial dental root |
| JPS5763377A (en) * | 1980-10-03 | 1982-04-16 | Mitsui Toatsu Chem Inc | Liquid crystal composition for color display |
| DE3040102A1 (de) * | 1980-10-24 | 1982-06-03 | Merck Patent Gmbh, 6100 Darmstadt | Dichroitische anthrachinonfarbstoffe, diese enthaltende fluessigkristalline dielektrika und elektrooptisches anzeigeelement |
| DE3046904A1 (de) * | 1980-12-12 | 1982-07-15 | Bayer Ag, 5090 Leverkusen | Anthrachinonfarbstoffe, verfahren zu ihrer herstellung ihre verwendung sowie fluessigkristalline materialien enthaltend anthrachinonfarbstoffe |
| DE3201120A1 (de) | 1981-01-17 | 1982-10-21 | Hitachi, Ltd., Tokyo | Fluessigkristall-zusammensetzung |
| JPS57155282A (en) * | 1981-03-20 | 1982-09-25 | Mitsubishi Chem Ind Ltd | Liquid crystal composition |
| DE3137298A1 (de) * | 1981-09-18 | 1983-04-14 | Bayer Ag, 5090 Leverkusen | Anthrachinonfarbstoffe |
| JPS5876482A (ja) * | 1981-10-30 | 1983-05-09 | Alps Electric Co Ltd | 液晶混合物 |
| EP0098736B1 (en) * | 1982-07-01 | 1989-12-06 | Mitsubishi Kasei Corporation | Anthraquinone dyes and liquid crystal compositions containing the dyes |
| JPS594651A (ja) * | 1982-07-01 | 1984-01-11 | Hitachi Ltd | 液晶組成物 |
| DE3374875D1 (en) * | 1982-11-29 | 1988-01-21 | Hoffmann La Roche | Coloured liquid crystal mixtures containing phenyl ethanes |
| JPS59182879A (ja) * | 1983-04-01 | 1984-10-17 | Hitachi Ltd | 液晶組成物 |
| EP0120463B1 (en) * | 1983-03-23 | 1991-11-06 | Hitachi, Ltd. | Anthraquinone dyes and liquid crystal compositions including the same |
| 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 (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR1480825A (OSRAM) * | 1965-05-24 | 1967-08-09 | ||
| BE702109A (OSRAM) * | 1966-08-19 | 1968-01-31 | ||
| GB2020841A (en) * | 1978-04-10 | 1979-11-21 | Hitachi Ltd | Guest-host liquid crystal display device |
| FR2426724A1 (fr) * | 1978-05-23 | 1979-12-21 | Minnesota Mining & Mfg | Composition a base de colorants anthraquinoniques pleochroiques et son application a des dispositifs electro-optiques d'affichage |
-
1980
- 1980-03-21 CH CH223980A patent/CH643291A5/fr not_active IP Right Cessation
- 1980-05-21 FR FR8011748A patent/FR2478664A1/fr active Granted
-
1981
- 1981-03-09 GB GB8107303A patent/GB2074182B/en not_active Expired
- 1981-03-10 DE DE19813109088 patent/DE3109088A1/de not_active Withdrawn
- 1981-03-16 JP JP3669781A patent/JPS56145969A/ja active Pending
Patent Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR1480825A (OSRAM) * | 1965-05-24 | 1967-08-09 | ||
| DE1644589A1 (de) * | 1965-05-24 | 1971-05-06 | Bayer Ag | Anthrachinonfarbstoffe |
| BE702109A (OSRAM) * | 1966-08-19 | 1968-01-31 | ||
| DE1644453A1 (de) * | 1966-08-19 | 1971-04-08 | Basf Ag | Verfahren zur Herstellung von blauen Anthrachinonfarbstoffen |
| GB2020841A (en) * | 1978-04-10 | 1979-11-21 | Hitachi Ltd | Guest-host liquid crystal display device |
| FR2426724A1 (fr) * | 1978-05-23 | 1979-12-21 | Minnesota Mining & Mfg | Composition a base de colorants anthraquinoniques pleochroiques et son application a des dispositifs electro-optiques d'affichage |
Non-Patent Citations (1)
| Title |
|---|
| EXBK/76 * |
Also Published As
| Publication number | Publication date |
|---|---|
| FR2478664B1 (OSRAM) | 1982-03-05 |
| DE3109088A1 (de) | 1982-04-29 |
| JPS56145969A (en) | 1981-11-13 |
| GB2074182B (en) | 1984-10-17 |
| CH643291A5 (fr) | 1984-05-30 |
| GB2074182A (en) | 1981-10-28 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| CA | Change of address | ||
| ST | Notification of lapse |