CH656889A5 - Colorants dichroiques destines a des compositions hote cholesteriques-cristaux liquides recepteurs. - Google Patents
Colorants dichroiques destines a des compositions hote cholesteriques-cristaux liquides recepteurs. Download PDFInfo
- Publication number
- CH656889A5 CH656889A5 CH6059/82A CH605982A CH656889A5 CH 656889 A5 CH656889 A5 CH 656889A5 CH 6059/82 A CH6059/82 A CH 6059/82A CH 605982 A CH605982 A CH 605982A CH 656889 A5 CH656889 A5 CH 656889A5
- Authority
- CH
- Switzerland
- Prior art keywords
- liquid crystal
- dichroic dye
- och3
- och
- dye according
- Prior art date
Links
- 239000000975 dye Substances 0.000 title claims description 54
- 239000000203 mixture Substances 0.000 title claims description 25
- 239000004986 Cholesteric liquid crystals (ChLC) Substances 0.000 title 1
- 239000004973 liquid crystal related substance Substances 0.000 claims description 43
- 239000000758 substrate Substances 0.000 claims description 17
- 230000003098 cholesteric effect Effects 0.000 claims description 11
- 238000010521 absorption reaction Methods 0.000 claims description 6
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 6
- 238000000576 coating method Methods 0.000 claims description 5
- 239000004020 conductor Substances 0.000 claims description 3
- 239000011521 glass Substances 0.000 claims description 3
- 229910003437 indium oxide Inorganic materials 0.000 claims description 3
- PJXISJQVUVHSOJ-UHFFFAOYSA-N indium(iii) oxide Chemical compound [O-2].[O-2].[O-2].[In+3].[In+3] PJXISJQVUVHSOJ-UHFFFAOYSA-N 0.000 claims description 3
- 125000006519 CCH3 Chemical group 0.000 claims 1
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 9
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 8
- 239000000126 substance Substances 0.000 description 7
- 125000000751 azo group Chemical group [*]N=N[*] 0.000 description 6
- 150000001875 compounds Chemical class 0.000 description 6
- 239000000463 material Substances 0.000 description 6
- 238000012360 testing method Methods 0.000 description 6
- 239000000987 azo dye Substances 0.000 description 5
- 230000031700 light absorption Effects 0.000 description 5
- 239000011248 coating agent Substances 0.000 description 4
- 230000005684 electric field Effects 0.000 description 4
- 230000003287 optical effect Effects 0.000 description 4
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- 239000004988 Nematic liquid crystal Substances 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- -1 4-amino-2,5-dimethoxyphenyl Chemical group 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- IOVCWXUNBOPUCH-UHFFFAOYSA-M Nitrite anion Chemical compound [O-]N=O IOVCWXUNBOPUCH-UHFFFAOYSA-M 0.000 description 2
- 239000003086 colorant Substances 0.000 description 2
- 239000013078 crystal Substances 0.000 description 2
- 238000011161 development Methods 0.000 description 2
- 230000018109 developmental process 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
- 239000003814 drug Substances 0.000 description 2
- 229940079593 drug Drugs 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 239000012071 phase Substances 0.000 description 2
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 2
- YJTKZCDBKVTVBY-UHFFFAOYSA-N 1,3-Diphenylbenzene Chemical group C1=CC=CC=C1C1=CC=CC(C=2C=CC=CC=2)=C1 YJTKZCDBKVTVBY-UHFFFAOYSA-N 0.000 description 1
- NAZDVUBIEPVUKE-UHFFFAOYSA-N 2,5-dimethoxyaniline Chemical compound COC1=CC=C(OC)C(N)=C1 NAZDVUBIEPVUKE-UHFFFAOYSA-N 0.000 description 1
- IBQDPNHVFRFCFK-UHFFFAOYSA-N 4-pentoxybenzoyl chloride Chemical compound CCCCCOC1=CC=C(C(Cl)=O)C=C1 IBQDPNHVFRFCFK-UHFFFAOYSA-N 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- 239000004990 Smectic liquid crystal Substances 0.000 description 1
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
- 230000004913 activation Effects 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 239000004305 biphenyl Substances 0.000 description 1
- 235000010290 biphenyl Nutrition 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 230000002301 combined effect Effects 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 230000027326 copulation Effects 0.000 description 1
- 230000008878 coupling Effects 0.000 description 1
- 239000007822 coupling agent Substances 0.000 description 1
- 238000010168 coupling process Methods 0.000 description 1
- 238000005859 coupling reaction Methods 0.000 description 1
- UKJLNMAFNRKWGR-UHFFFAOYSA-N cyclohexatrienamine Chemical group NC1=CC=C=C[CH]1 UKJLNMAFNRKWGR-UHFFFAOYSA-N 0.000 description 1
- IGARGHRYKHJQSM-UHFFFAOYSA-N cyclohexylbenzene Chemical class C1CCCCC1C1=CC=CC=C1 IGARGHRYKHJQSM-UHFFFAOYSA-N 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 239000012954 diazonium Substances 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 230000001747 exhibiting effect Effects 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 125000000623 heterocyclic group Chemical group 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229910000027 potassium carbonate Inorganic materials 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 230000004044 response Effects 0.000 description 1
- 229910052814 silicon oxide Inorganic materials 0.000 description 1
- 235000010288 sodium nitrite Nutrition 0.000 description 1
- 239000007790 solid phase Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 229910052724 xenon Inorganic materials 0.000 description 1
- FHNFHKCVQCLJFQ-UHFFFAOYSA-N xenon atom Chemical compound [Xe] FHNFHKCVQCLJFQ-UHFFFAOYSA-N 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
- C09B35/00—Disazo and polyazo dyes of the type A<-D->B prepared by diazotising and coupling
- C09B35/50—Tetrazo dyes
-
- 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
- C09K19/601—Azoic
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Crystallography & Structural Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Liquid Crystal (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US06/312,678 US4401369A (en) | 1981-10-19 | 1981-10-19 | Class of dichroic dyes for use with liquid crystals |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH656889A5 true CH656889A5 (fr) | 1986-07-31 |
Family
ID=23212508
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH6059/82A CH656889A5 (fr) | 1981-10-19 | 1982-10-18 | Colorants dichroiques destines a des compositions hote cholesteriques-cristaux liquides recepteurs. |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US4401369A (OSRAM) |
| JP (1) | JPS5879077A (OSRAM) |
| CH (1) | CH656889A5 (OSRAM) |
| DE (1) | DE3238702A1 (OSRAM) |
| FR (1) | FR2514774A1 (OSRAM) |
| GB (1) | GB2108519B (OSRAM) |
Families Citing this family (29)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3276002D1 (en) * | 1981-11-16 | 1987-05-14 | Mitsubishi Chem Ind | Pleochroic azo dyes, a liquid crystal composition containing the azo dyes and a display device using the liquid crystal composition |
| JPS58138767A (ja) * | 1982-02-10 | 1983-08-17 | Hitachi Ltd | 液晶組成物及び表示素子 |
| FR2523147B1 (fr) * | 1982-03-13 | 1987-02-27 | Nippon Kanko Shikiso Kenkyusho | Colorants dichroiques pour cristaux liquides et compositions de cristaux liquides |
| JPS5947261A (ja) * | 1982-09-13 | 1984-03-16 | Nippon Kanko Shikiso Kenkyusho:Kk | 液晶用アゾ色素の二色性改良法 |
| DE3380031D1 (en) * | 1982-06-30 | 1989-07-13 | Hitachi Ltd | Liquid crystal composition |
| YU44866B (en) * | 1983-09-09 | 1991-04-30 | Inst Stefan Jozef | Matrix lcd with an internal reflector and a measuring net |
| US4674841A (en) * | 1985-03-08 | 1987-06-23 | Tektronix, Inc. | Color filter switchable among three state via a variable retarder |
| DE3529988A1 (de) * | 1985-08-22 | 1987-02-26 | Basf Ag | Trisazofarbstoffe und deren verwendung in fluessigkristallinen materialien |
| DD257889A1 (de) * | 1987-02-20 | 1988-06-29 | Werk Fernsehelektronik Veb | Verfahren zur herstellung farbiger fluessigkristallanzeigen |
| US5097029A (en) * | 1989-07-03 | 1992-03-17 | Hercules Incorporated | Process for preparing 2,3-dihydro-1,3-dialkyl-2,3-dialkyl perimidines and N,N-'-dialkyl-1,8-naphthalene diamines |
| EP0406812B1 (en) * | 1989-07-03 | 1995-02-15 | Hercules Incorporated | Process for the preparation of NiNi-dialkyl-1,8-naphthalene diamine |
| US5846452A (en) * | 1995-04-06 | 1998-12-08 | Alliant Techsystems Inc. | Liquid crystal optical storage medium with gray scale |
| ES2494293T3 (es) | 2006-09-13 | 2014-09-15 | Rolic Ag | Retardador fotoalineado por volumen |
| US8574454B2 (en) * | 2006-12-22 | 2013-11-05 | Rolic Ag | Patternable liquid crystal polymer comprising thio-ether units |
| JP5566160B2 (ja) * | 2010-03-31 | 2014-08-06 | 富士フイルム株式会社 | 液晶性化合物、液晶性組成物、光吸収異方性膜、及び液晶表示装置 |
| EP2764400B1 (en) | 2011-10-03 | 2020-01-22 | ROLIC Technologies AG | Photo-alignment layers with strong uv-dichroism |
| KR102184244B1 (ko) | 2012-05-30 | 2020-12-01 | 롤리크 아게 | 개별적으로 패턴화된 이방성을 갖는 소자들의 신속 제조 |
| EP3036094B1 (en) | 2013-08-19 | 2019-11-20 | ROLIC Technologies AG | Method of production of a photo-alignable object and photo-alignable materials |
| CN106133566B (zh) | 2014-04-03 | 2020-04-10 | 罗利克有限公司 | 结合视差光学器件的具有构图的各向异性的光学设备 |
| US10615376B2 (en) | 2014-07-31 | 2020-04-07 | Basf Coatings Gmbh | Encapsulation structure for an OLED display incorporating antireflection properties |
| JP2019502943A (ja) | 2015-11-11 | 2019-01-31 | ロリク・テクノロジーズ・アーゲーＲｏｌｉｃ Ｔｅｃｈｎｏｌｏｇｉｅｓ Ａｇ | 光配列性材料の組成物 |
| US11181674B2 (en) | 2016-07-29 | 2021-11-23 | Rolic Technologies AG | Method for generating alignment on top of a liquid crystal polymer material |
| CN114026074B (zh) | 2019-06-28 | 2024-02-09 | 罗利克技术有限公司 | 新的具有喹喔啉-腙核的可聚合液晶 |
| JP7578614B2 (ja) | 2019-06-28 | 2024-11-06 | ロリク・テクノロジーズ・アーゲー | カルバゾールコアを有する新規な重合性液晶 |
| WO2020260624A1 (en) | 2019-06-28 | 2020-12-30 | Rolic Technologies AG | New polymerizable liquid crystal |
| EP4004614A1 (en) | 2019-07-24 | 2022-06-01 | Rolic Technologies AG | Photo-alignable positive c-plate retarder |
| JP7564192B2 (ja) | 2019-08-28 | 2024-10-08 | ロリク・テクノロジーズ・アーゲー | 重合性液晶の組成物 |
| TW202448972A (zh) | 2023-05-12 | 2024-12-16 | 瑞士商羅立克科技股份公司 | 可聚合液晶組成物 |
| WO2025247588A1 (en) | 2024-05-31 | 2025-12-04 | Rolic Technologies AG | Optical security device |
Family Cites Families (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3697478A (en) * | 1970-10-19 | 1972-10-10 | Monsanto Co | Polyamides from pseudo-conjugated azo-aromatic diamines |
| DE2414477C3 (de) * | 1974-03-26 | 1980-11-27 | Cassella Ag, 6000 Frankfurt | Farbstoffzubereitung und Verfahren zum Färben und Bedrucken von hochmolekularen Polyestern und Zellulosetriacetat |
| US4145114A (en) * | 1975-06-17 | 1979-03-20 | The Secretary Of State For Defence In Her Britannic Majesty's Government Of The United Kingdom Of Great Britain And Northern Ireland | Pleochroic dyes |
| CH594897A5 (OSRAM) * | 1976-06-23 | 1978-01-31 | Bbc Brown Boveri & Cie | |
| US4128497A (en) * | 1976-09-09 | 1978-12-05 | General Electric Company | Dichroic liquid crystal compositions |
| US4179395A (en) * | 1976-09-09 | 1979-12-18 | General Electric Company | Dichroic dyes having a plurality of azo bonding groups |
| US4122027A (en) * | 1976-11-08 | 1978-10-24 | General Electric Company | Dichroic liquid crystal composition with 4,4-bis (substituted naphthylazo)azobenzene dichroic dyes |
| CA1077755A (en) * | 1977-02-23 | 1980-05-20 | Arnold H. Bourne | Variable lead optical tracing machine |
| CA1120478A (en) * | 1979-02-05 | 1982-03-23 | Arthur Boller | Cyclohexyl pyrimidines |
| US4350603A (en) * | 1980-06-30 | 1982-09-21 | General Electric Company | Novel tris-azo dyes and liquid crystal compositions made therewith |
| US4308163A (en) * | 1980-08-04 | 1981-12-29 | General Electric Company | Novel yellow azo dyes and dichroic liquid crystal composition made therewith |
| US4308164A (en) * | 1980-08-04 | 1981-12-29 | General Electric Company | Novel yellow azo dyes and dichroic liquid crystal composition made therewith |
| US4308161A (en) * | 1980-08-04 | 1981-12-29 | General Electric Company | Novel yellow azo dyes and dichroic liquid crystal compositions made therewith |
| US4308162A (en) * | 1980-12-08 | 1981-12-29 | General Electric Company | Novel yellow azo dyes and dichroic liquid crystal compositions made therewith |
| GB2090274B (en) * | 1980-12-12 | 1984-09-12 | Minnesota Mining & Mfg | Dichroic dyestuff |
| US4359398A (en) * | 1980-12-22 | 1982-11-16 | General Electric Company | Liquid crystal compositions with novel tris-azo dichroic dyes |
-
1981
- 1981-10-19 US US06/312,678 patent/US4401369A/en not_active Expired - Fee Related
-
1982
- 1982-10-15 GB GB08229524A patent/GB2108519B/en not_active Expired
- 1982-10-18 CH CH6059/82A patent/CH656889A5/fr not_active IP Right Cessation
- 1982-10-19 DE DE19823238702 patent/DE3238702A1/de active Granted
- 1982-10-19 FR FR8217495A patent/FR2514774A1/fr active Granted
- 1982-10-19 JP JP57182234A patent/JPS5879077A/ja active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| GB2108519B (en) | 1985-10-02 |
| JPS5879077A (ja) | 1983-05-12 |
| FR2514774A1 (fr) | 1983-04-22 |
| JPH0144235B2 (OSRAM) | 1989-09-26 |
| DE3238702A1 (de) | 1983-04-28 |
| FR2514774B1 (OSRAM) | 1985-05-24 |
| US4401369A (en) | 1983-08-30 |
| GB2108519A (en) | 1983-05-18 |
| DE3238702C2 (OSRAM) | 1990-03-08 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PL | Patent ceased |