JPS631357B2 - - Google Patents
Info
- Publication number
- JPS631357B2 JPS631357B2 JP746480A JP746480A JPS631357B2 JP S631357 B2 JPS631357 B2 JP S631357B2 JP 746480 A JP746480 A JP 746480A JP 746480 A JP746480 A JP 746480A JP S631357 B2 JPS631357 B2 JP S631357B2
- Authority
- JP
- Japan
- Prior art keywords
- group
- dye
- present
- solubility
- liquid crystals
- 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
Links
- 239000004973 liquid crystal related substance Substances 0.000 claims description 22
- 125000000217 alkyl group Chemical group 0.000 claims description 8
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims description 4
- 125000004448 alkyl carbonyl group Chemical group 0.000 claims description 4
- 125000005129 aryl carbonyl group Chemical group 0.000 claims description 4
- 125000006539 C12 alkyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 2
- 239000000975 dye Substances 0.000 description 36
- -1 azo compound Chemical class 0.000 description 10
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical compound C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 8
- 238000000034 method Methods 0.000 description 7
- 150000001875 compounds Chemical class 0.000 description 6
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- 239000002253 acid Substances 0.000 description 4
- 235000010290 biphenyl Nutrition 0.000 description 4
- 239000004305 biphenyl Substances 0.000 description 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 4
- 239000000049 pigment Substances 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- 230000008878 coupling Effects 0.000 description 3
- 238000010168 coupling process Methods 0.000 description 3
- 238000005859 coupling reaction Methods 0.000 description 3
- 229910052500 inorganic mineral Inorganic materials 0.000 description 3
- 239000011707 mineral Substances 0.000 description 3
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- 150000001350 alkyl halides Chemical class 0.000 description 2
- 230000008033 biological extinction Effects 0.000 description 2
- 238000007796 conventional method Methods 0.000 description 2
- 230000000875 corresponding effect Effects 0.000 description 2
- 239000012043 crude product Substances 0.000 description 2
- 125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 239000012442 inert solvent Substances 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 238000011160 research Methods 0.000 description 2
- 238000012827 research and development Methods 0.000 description 2
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- RUFPHBVGCFYCNW-UHFFFAOYSA-N 1-naphthylamine Chemical compound C1=CC=C2C(N)=CC=CC2=C1 RUFPHBVGCFYCNW-UHFFFAOYSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 239000004988 Nematic liquid crystal Substances 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- 238000002835 absorbance Methods 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 125000003545 alkoxy group Chemical group 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
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 1
- 210000004027 cell Anatomy 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 230000002596 correlated effect Effects 0.000 description 1
- 210000002858 crystal cell Anatomy 0.000 description 1
- WVIIMZNLDWSIRH-UHFFFAOYSA-N cyclohexylcyclohexane Chemical compound C1CCCCC1C1CCCCC1 WVIIMZNLDWSIRH-UHFFFAOYSA-N 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 230000005684 electric field Effects 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 125000002485 formyl group Chemical class [H]C(*)=O 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 125000002924 primary amino group Chemical class [H]N([H])* 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- 235000010288 sodium nitrite Nutrition 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 230000007704 transition Effects 0.000 description 1
- 230000000007 visual effect Effects 0.000 description 1
- 239000001052 yellow pigment Substances 0.000 description 1
Landscapes
- Liquid Crystal (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP746480A JPS56104984A (en) | 1980-01-24 | 1980-01-24 | Bichromic pigment for yellow liquid crystal |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP746480A JPS56104984A (en) | 1980-01-24 | 1980-01-24 | Bichromic pigment for yellow liquid crystal |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS56104984A JPS56104984A (en) | 1981-08-21 |
| JPS631357B2 true JPS631357B2 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1988-01-12 |
Family
ID=11666528
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP746480A Granted JPS56104984A (en) | 1980-01-24 | 1980-01-24 | Bichromic pigment for yellow liquid crystal |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS56104984A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) |
Cited By (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR20170071517A (ko) | 2014-10-17 | 2017-06-23 | 스미또모 가가꾸 가부시끼가이샤 | 화합물 및 조성물 |
| US10023743B2 (en) | 2015-02-20 | 2018-07-17 | Sumitomo Chemical Company, Limited | Dichroic pigment compounds and compositions containing the same |
| US10513612B2 (en) | 2015-02-20 | 2019-12-24 | Sumitomo Chemical Company, Limited | Dichroic azo compound and composition containing the same |
| US10557978B2 (en) | 2015-07-24 | 2020-02-11 | Sumitomo Chemical Company, Limited | Composition, optical film including composition, and method of producing optical film |
| US10731078B2 (en) | 2015-02-27 | 2020-08-04 | Sumitomo Chemical Company, Limited | Composition |
| WO2020241313A1 (ja) | 2019-05-30 | 2020-12-03 | 東洋紡株式会社 | 折りたたみ型ディスプレイ |
| WO2020241312A1 (ja) | 2019-05-30 | 2020-12-03 | 東洋紡株式会社 | 折りたたみ型ディスプレイ用偏光板 |
| US11899167B2 (en) | 2019-05-28 | 2024-02-13 | Toyobo Co., Ltd. | Polyester film, laminated film, and use thereof |
| US11926720B2 (en) | 2019-05-28 | 2024-03-12 | Toyobo Co., Ltd. | Polyester film and application therefor |
| US11934226B2 (en) | 2019-02-08 | 2024-03-19 | Toyobo Co., Ltd. | Foldable display and portable terminal device |
| US11939499B2 (en) | 2019-05-28 | 2024-03-26 | Toyobo Co., Ltd. | Multilayer film and use of same |
| US11997916B2 (en) | 2019-02-08 | 2024-05-28 | Toyobo Co., Ltd. | Polyester film and use thereof |
| US12319801B2 (en) | 2019-07-12 | 2025-06-03 | Toyobo Co., Ltd. | Hard coating film for foldable display, and application of said film |
| US12354504B2 (en) | 2019-05-28 | 2025-07-08 | Toyobo Co., Ltd. | Transparent conductive polyester film and use of same |
| US12351730B2 (en) | 2019-07-12 | 2025-07-08 | Toyobo Co., Ltd. | Hard coat film for foldable display and use thereof |
Families Citing this family (28)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5884858A (ja) * | 1981-11-16 | 1983-05-21 | Mitsubishi Chem Ind Ltd | 液晶組成物及び表示体 |
| 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 |
| EP2931839B1 (en) | 2012-12-13 | 2017-11-01 | Merck Patent GmbH | Liquid-crystalline medium |
| CN105103046A (zh) | 2013-03-05 | 2015-11-25 | 默克专利股份有限公司 | 用于调节光学能量穿透量的装置 |
| WO2014180525A1 (de) | 2013-05-08 | 2014-11-13 | Merck Patent Gmbh | Vorrichtung mit zwei flüssigkristallinen schaltschichten zur regulierung des optischen energie-durchtritts |
| KR102234246B1 (ko) | 2013-05-24 | 2021-04-01 | 메르크 파텐트 게엠베하 | 이색성 염료를 함유하는, 에너지 통과를 조절하기 위한 장치 |
| CN113684038B (zh) | 2013-12-19 | 2025-05-06 | 默克专利股份有限公司 | 调节光透射的设备 |
| KR102147672B1 (ko) | 2014-05-26 | 2020-08-26 | 스미또모 가가꾸 가부시키가이샤 | 조성물 |
| KR102707715B1 (ko) * | 2014-10-17 | 2024-09-19 | 스미또모 가가꾸 가부시끼가이샤 | 화합물 및 조성물 |
| KR102705581B1 (ko) | 2014-10-17 | 2024-09-11 | 스미또모 가가꾸 가부시끼가이샤 | 화합물 및 조성물 |
| JP2016118782A (ja) | 2014-12-17 | 2016-06-30 | 三星電子株式会社Samsung Electronics Co., Ltd. | 偏光フィルムおよびこれを含む表示装置 |
| DE102015005800A1 (de) | 2015-05-06 | 2016-11-10 | Merck Patent Gmbh | Thiadiazolochinoxalinderivate |
| EP3319964B1 (de) | 2015-07-10 | 2020-07-22 | Merck Patent GmbH | Dithioalkylpyrrolopyrrole und ihre verwendung als farbstoffe |
| KR20190023089A (ko) | 2016-06-28 | 2019-03-07 | 메르크 파텐트 게엠베하 | 액정 매질 |
| CN109476997B (zh) | 2016-07-19 | 2022-08-23 | 默克专利股份有限公司 | 液晶介质 |
| US11667845B2 (en) | 2018-06-11 | 2023-06-06 | Merck Patent Gmbh | Liquid crystalline medium |
| KR102756999B1 (ko) | 2018-06-20 | 2025-01-22 | 메르크 파텐트 게엠베하 | 액정 매질 |
| EP3856869B1 (en) | 2018-09-25 | 2024-04-03 | Merck Patent GmbH | Azo dye |
| US11939512B2 (en) | 2018-11-23 | 2024-03-26 | Merck Patent Gmbh | Dichroic dye composition |
| JP7612584B2 (ja) | 2018-12-19 | 2025-01-14 | メルク・パテント・ゲゼルシヤフト・ミツト・ベシユレンクテル・ハフツング | スイッチング素子に使用されるスイッチング層 |
| US12122919B2 (en) | 2019-02-01 | 2024-10-22 | Basf Se | Dichroic azo-azomethine dyes for liquid crystal compositions |
| US12134725B2 (en) | 2019-06-17 | 2024-11-05 | Merck Patent Gmbh | Liquid crystal-based light valve |
| EP3839620B1 (en) | 2019-12-16 | 2025-02-26 | Merck Patent GmbH | Device for the regulation of light transmission |
| WO2022122871A1 (en) | 2020-12-11 | 2022-06-16 | Merck Patent Gmbh | Device for the regulation of light transmission |
| WO2023094404A1 (en) | 2021-11-24 | 2023-06-01 | Merck Patent Gmbh | Liquid crystal medium and liquid crystal display |
| WO2024251656A1 (en) | 2023-06-05 | 2024-12-12 | Merck Patent Gmbh | Liquid crystalline medium |
| WO2025061649A1 (en) | 2023-09-20 | 2025-03-27 | Merck Patent Gmbh | Liquid crystal medium |
| KR20250113342A (ko) | 2024-01-18 | 2025-07-25 | 메르크 파텐트 게엠베하 | 액정 매질 |
-
1980
- 1980-01-24 JP JP746480A patent/JPS56104984A/ja active Granted
Cited By (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR20170071517A (ko) | 2014-10-17 | 2017-06-23 | 스미또모 가가꾸 가부시끼가이샤 | 화합물 및 조성물 |
| US10023743B2 (en) | 2015-02-20 | 2018-07-17 | Sumitomo Chemical Company, Limited | Dichroic pigment compounds and compositions containing the same |
| US10513612B2 (en) | 2015-02-20 | 2019-12-24 | Sumitomo Chemical Company, Limited | Dichroic azo compound and composition containing the same |
| US10731078B2 (en) | 2015-02-27 | 2020-08-04 | Sumitomo Chemical Company, Limited | Composition |
| US10557978B2 (en) | 2015-07-24 | 2020-02-11 | Sumitomo Chemical Company, Limited | Composition, optical film including composition, and method of producing optical film |
| US11997916B2 (en) | 2019-02-08 | 2024-05-28 | Toyobo Co., Ltd. | Polyester film and use thereof |
| US11934226B2 (en) | 2019-02-08 | 2024-03-19 | Toyobo Co., Ltd. | Foldable display and portable terminal device |
| US11926720B2 (en) | 2019-05-28 | 2024-03-12 | Toyobo Co., Ltd. | Polyester film and application therefor |
| US11899167B2 (en) | 2019-05-28 | 2024-02-13 | Toyobo Co., Ltd. | Polyester film, laminated film, and use thereof |
| US11939499B2 (en) | 2019-05-28 | 2024-03-26 | Toyobo Co., Ltd. | Multilayer film and use of same |
| US12354504B2 (en) | 2019-05-28 | 2025-07-08 | Toyobo Co., Ltd. | Transparent conductive polyester film and use of same |
| WO2020241312A1 (ja) | 2019-05-30 | 2020-12-03 | 東洋紡株式会社 | 折りたたみ型ディスプレイ用偏光板 |
| WO2020241313A1 (ja) | 2019-05-30 | 2020-12-03 | 東洋紡株式会社 | 折りたたみ型ディスプレイ |
| US12298547B2 (en) | 2019-05-30 | 2025-05-13 | Toyobo Co., Ltd. | Foldable display |
| US12319801B2 (en) | 2019-07-12 | 2025-06-03 | Toyobo Co., Ltd. | Hard coating film for foldable display, and application of said film |
| US12351730B2 (en) | 2019-07-12 | 2025-07-08 | Toyobo Co., Ltd. | Hard coat film for foldable display and use thereof |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS56104984A (en) | 1981-08-21 |