WO2023286733A1 - Agent d'alignement de cristaux liquides, film d'alignement de cristaux liquides, procédé de production d'un élément d'affichage à cristaux liquides et élément d'affichage à cristaux liquides - Google Patents
Agent d'alignement de cristaux liquides, film d'alignement de cristaux liquides, procédé de production d'un élément d'affichage à cristaux liquides et élément d'affichage à cristaux liquides Download PDFInfo
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- WO2023286733A1 WO2023286733A1 PCT/JP2022/027245 JP2022027245W WO2023286733A1 WO 2023286733 A1 WO2023286733 A1 WO 2023286733A1 JP 2022027245 W JP2022027245 W JP 2022027245W WO 2023286733 A1 WO2023286733 A1 WO 2023286733A1
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- WIPO (PCT)
- Prior art keywords
- liquid crystal
- group
- formula
- component
- aligning agent
- Prior art date
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- 239000004973 liquid crystal related substance Substances 0.000 title claims abstract description 315
- 239000003795 chemical substances by application Substances 0.000 title claims abstract description 89
- 238000004519 manufacturing process Methods 0.000 title claims description 23
- 150000004985 diamines Chemical class 0.000 claims abstract description 106
- 229920000642 polymer Polymers 0.000 claims abstract description 85
- 150000000000 tetracarboxylic acids Chemical class 0.000 claims abstract description 34
- 229920001721 polyimide Polymers 0.000 claims abstract description 33
- 239000004642 Polyimide Substances 0.000 claims abstract description 32
- -1 tetracarboxylic acid dianhydride Chemical class 0.000 claims abstract description 29
- 239000002243 precursor Substances 0.000 claims abstract description 19
- 239000007795 chemical reaction product Substances 0.000 claims abstract description 6
- 239000000758 substrate Substances 0.000 claims description 65
- 125000004432 carbon atom Chemical group C* 0.000 claims description 50
- 150000001875 compounds Chemical class 0.000 claims description 50
- 238000000034 method Methods 0.000 claims description 45
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- 125000006158 tetracarboxylic acid group Chemical group 0.000 claims description 37
- 229910052757 nitrogen Inorganic materials 0.000 claims description 33
- 239000000203 mixture Substances 0.000 claims description 31
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 27
- 125000000962 organic group Chemical group 0.000 claims description 24
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 22
- 125000003118 aryl group Chemical group 0.000 claims description 19
- 125000000623 heterocyclic group Chemical group 0.000 claims description 17
- 125000002723 alicyclic group Chemical group 0.000 claims description 14
- 229910052799 carbon Inorganic materials 0.000 claims description 13
- 229910052731 fluorine Inorganic materials 0.000 claims description 13
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 13
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 12
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- 125000001153 fluoro group Chemical group F* 0.000 claims description 10
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- 125000005843 halogen group Chemical group 0.000 claims description 4
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- VYQYKCAZJQOVJO-UHFFFAOYSA-N 9-ethylcarbazole-3,6-diamine Chemical compound NC1=CC=C2N(CC)C3=CC=C(N)C=C3C2=C1 VYQYKCAZJQOVJO-UHFFFAOYSA-N 0.000 claims description 2
- KPIAHQAOODFLBZ-UHFFFAOYSA-N 9-methylcarbazole-3,6-diamine Chemical compound NC1=CC=C2N(C)C3=CC=C(N)C=C3C2=C1 KPIAHQAOODFLBZ-UHFFFAOYSA-N 0.000 claims description 2
- YCZUWQOJQGCZKG-UHFFFAOYSA-N 9h-carbazole-3,6-diamine Chemical compound C1=C(N)C=C2C3=CC(N)=CC=C3NC2=C1 YCZUWQOJQGCZKG-UHFFFAOYSA-N 0.000 claims description 2
- WDVSHHCDHLJJJR-UHFFFAOYSA-N Proflavine Chemical compound C1=CC(N)=CC2=NC3=CC(N)=CC=C3C=C21 WDVSHHCDHLJJJR-UHFFFAOYSA-N 0.000 claims description 2
- OYTKINVCDFNREN-UHFFFAOYSA-N amifampridine Chemical compound NC1=CC=NC=C1N OYTKINVCDFNREN-UHFFFAOYSA-N 0.000 claims description 2
- 229960004012 amifampridine Drugs 0.000 claims description 2
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- 239000013522 chelant Substances 0.000 claims description 2
- VILAVOFMIJHSJA-UHFFFAOYSA-N dicarbon monoxide Chemical compound [C]=C=O VILAVOFMIJHSJA-UHFFFAOYSA-N 0.000 claims description 2
- 239000003755 preservative agent Substances 0.000 claims description 2
- VHNQIURBCCNWDN-UHFFFAOYSA-N pyridine-2,6-diamine Chemical compound NC1=CC=CC(N)=N1 VHNQIURBCCNWDN-UHFFFAOYSA-N 0.000 claims description 2
- YAAWASYJIRZXSZ-UHFFFAOYSA-N pyrimidine-2,4-diamine Chemical compound NC1=CC=NC(N)=N1 YAAWASYJIRZXSZ-UHFFFAOYSA-N 0.000 claims description 2
- 125000001424 substituent group Chemical group 0.000 claims description 2
- 239000004094 surface-active agent Substances 0.000 claims description 2
- NKSQIEJTEVJKKB-UHFFFAOYSA-N 9-phenylcarbazole-3,6-diamine Chemical compound C12=CC=C(N)C=C2C2=CC(N)=CC=C2N1C1=CC=CC=C1 NKSQIEJTEVJKKB-UHFFFAOYSA-N 0.000 claims 1
- 230000003078 antioxidant effect Effects 0.000 claims 1
- 206010047571 Visual impairment Diseases 0.000 abstract description 18
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- POAOYUHQDCAZBD-UHFFFAOYSA-N 2-butoxyethanol Chemical compound CCCCOCCO POAOYUHQDCAZBD-UHFFFAOYSA-N 0.000 description 11
- 230000000694 effects Effects 0.000 description 11
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- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 11
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 10
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 9
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 9
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 9
- 238000006243 chemical reaction Methods 0.000 description 9
- PTTPXKJBFFKCEK-UHFFFAOYSA-N 2-Methyl-4-heptanone Chemical compound CC(C)CC(=O)CC(C)C PTTPXKJBFFKCEK-UHFFFAOYSA-N 0.000 description 8
- NQBXSWAWVZHKBZ-UHFFFAOYSA-N 2-butoxyethyl acetate Chemical compound CCCCOCCOC(C)=O NQBXSWAWVZHKBZ-UHFFFAOYSA-N 0.000 description 8
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- BHXIWUJLHYHGSJ-UHFFFAOYSA-N ethyl 3-ethoxypropanoate Chemical compound CCOCCC(=O)OCC BHXIWUJLHYHGSJ-UHFFFAOYSA-N 0.000 description 6
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- MBHINSULENHCMF-UHFFFAOYSA-N n,n-dimethylpropanamide Chemical compound CCC(=O)N(C)C MBHINSULENHCMF-UHFFFAOYSA-N 0.000 description 6
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- HXQPUEQDBSPXTE-UHFFFAOYSA-N Diisobutylcarbinol Chemical compound CC(C)CC(O)CC(C)C HXQPUEQDBSPXTE-UHFFFAOYSA-N 0.000 description 2
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- XTHFKEDIFFGKHM-UHFFFAOYSA-N Dimethoxyethane Chemical compound COCCOC XTHFKEDIFFGKHM-UHFFFAOYSA-N 0.000 description 2
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Images
Classifications
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- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
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- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
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- C08G73/1042—Copolyimides derived from at least two different tetracarboxylic compounds or two different diamino compounds
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- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
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- G02F1/00—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
- G02F1/01—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour
- G02F1/13—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour based on liquid crystals, e.g. single liquid crystal display cells
- G02F1/133—Constructional arrangements; Operation of liquid crystal cells; Circuit arrangements
- G02F1/1333—Constructional arrangements; Manufacturing methods
- G02F1/1337—Surface-induced orientation of the liquid crystal molecules, e.g. by alignment layers
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2205/00—Polymer mixtures characterised by other features
- C08L2205/02—Polymer mixtures characterised by other features containing two or more polymers of the same C08L -group
- C08L2205/025—Polymer mixtures characterised by other features containing two or more polymers of the same C08L -group containing two or more polymers of the same hierarchy C08L, and differing only in parameters such as density, comonomer content, molecular weight, structure
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- Chemical & Material Sciences (AREA)
- Physics & Mathematics (AREA)
- Medicinal Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Nonlinear Science (AREA)
- Spectroscopy & Molecular Physics (AREA)
- Mathematical Physics (AREA)
- Crystallography & Structural Chemistry (AREA)
- General Physics & Mathematics (AREA)
- Optics & Photonics (AREA)
- Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)
- Liquid Crystal (AREA)
Abstract
La présente invention concerne : un agent d'alignement de cristaux liquides qui permet d'obtenir un film d'alignement de cristaux liquides qui a une excellente résistance aux images rémanentes de CA et de faibles caractéristiques d'angle de pré-inclinaison ; et analogues. L'agent d'alignement de cristaux liquides contient le composant (A) et le composant (B). Composant (A) : Au moins un polymère (A) qui est choisi dans le groupe constitué par un précurseur de polyimide, qui est un produit de réaction d'un composant dérivé d'acide tétracarboxylique qui contient un dianhydride d'acide tétracarboxylique représenté par la formule (Tc) en une quantité de 100 % en moles du total du composant dérivé d'acide tétracarboxylique et d'un composant diamine qui contient une diamine représentée par la formule (dAL) dans une quantité de 60 % ou plus de la totalité du composant diamine, et un polyimide. Composant (B) : Au moins un polymère (B) qui est choisi dans le groupe constitué par un précurseur de polyimide, qui est un produit de réaction d'un composant dérivé d'acide tétracarboxylique qui contient un dianhydride d'acide tétracarboxylique représenté par la formule (Tf) en une quantité de 5 % en moles ou plus du total du composant dérivé d'acide tétracarboxylique et d'un composant diamine qui contient une diamine représentée par la formule (dAL) et une diamine représentée par la formule (dn), et un polyimide. (Dans les formules, la définition de chaque symbole est telle que définie dans la description.)
Priority Applications (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2023534790A JPWO2023286733A1 (fr) | 2021-07-12 | 2022-07-11 | |
| KR1020247002912A KR20240032873A (ko) | 2021-07-12 | 2022-07-11 | 액정 배향제, 액정 배향막, 액정 표시 소자의 제조 방법 및 액정 표시 소자 |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2021-115167 | 2021-07-12 | ||
| JP2021115167 | 2021-07-12 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| WO2023286733A1 true WO2023286733A1 (fr) | 2023-01-19 |
Family
ID=84919371
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PCT/JP2022/027245 WO2023286733A1 (fr) | 2021-07-12 | 2022-07-11 | Agent d'alignement de cristaux liquides, film d'alignement de cristaux liquides, procédé de production d'un élément d'affichage à cristaux liquides et élément d'affichage à cristaux liquides |
Country Status (4)
| Country | Link |
|---|---|
| JP (1) | JPWO2023286733A1 (fr) |
| KR (1) | KR20240032873A (fr) |
| TW (1) | TW202321426A (fr) |
| WO (1) | WO2023286733A1 (fr) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN117551267A (zh) * | 2024-01-10 | 2024-02-13 | 武汉柔显科技股份有限公司 | 液晶取向剂、液晶取向膜和液晶表示元件 |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2020080477A1 (fr) * | 2018-10-18 | 2020-04-23 | 日産化学株式会社 | Agent d'alignement de cristaux liquides, film d'alignement de cristaux liquides et élément d'affichage à cristaux liquides utilisant cet agent et ce film |
| WO2020148953A1 (fr) * | 2019-01-17 | 2020-07-23 | Jsr株式会社 | Agent d'alignement de cristaux liquides, film d'alignement de cristaux liquides et élément à cristaux liquides |
| WO2020166623A1 (fr) * | 2019-02-13 | 2020-08-20 | 日産化学株式会社 | Agent d'alignement de cristaux liquides, film d'alignement de cristaux liquides et élément à cristaux liquides les utilisant |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108369359B (zh) | 2015-10-07 | 2021-07-27 | 日产化学工业株式会社 | 液晶取向剂、液晶取向膜和液晶表示元件 |
| WO2020116585A1 (fr) | 2018-12-06 | 2020-06-11 | 日産化学株式会社 | Agent d'alignement de cristaux liquides, film d'alignement de cristaux liquides et élément d'affichage à cristaux liquides les utilisant |
-
2022
- 2022-07-11 WO PCT/JP2022/027245 patent/WO2023286733A1/fr active Application Filing
- 2022-07-11 JP JP2023534790A patent/JPWO2023286733A1/ja active Pending
- 2022-07-11 KR KR1020247002912A patent/KR20240032873A/ko unknown
- 2022-07-12 TW TW111125991A patent/TW202321426A/zh unknown
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2020080477A1 (fr) * | 2018-10-18 | 2020-04-23 | 日産化学株式会社 | Agent d'alignement de cristaux liquides, film d'alignement de cristaux liquides et élément d'affichage à cristaux liquides utilisant cet agent et ce film |
| WO2020148953A1 (fr) * | 2019-01-17 | 2020-07-23 | Jsr株式会社 | Agent d'alignement de cristaux liquides, film d'alignement de cristaux liquides et élément à cristaux liquides |
| WO2020166623A1 (fr) * | 2019-02-13 | 2020-08-20 | 日産化学株式会社 | Agent d'alignement de cristaux liquides, film d'alignement de cristaux liquides et élément à cristaux liquides les utilisant |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN117551267A (zh) * | 2024-01-10 | 2024-02-13 | 武汉柔显科技股份有限公司 | 液晶取向剂、液晶取向膜和液晶表示元件 |
| CN117551267B (zh) * | 2024-01-10 | 2024-04-19 | 武汉柔显科技股份有限公司 | 液晶取向剂、液晶取向膜和液晶表示元件 |
Also Published As
| Publication number | Publication date |
|---|---|
| TW202321426A (zh) | 2023-06-01 |
| KR20240032873A (ko) | 2024-03-12 |
| JPWO2023286733A1 (fr) | 2023-01-19 |
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