JP4507024B2 - 液晶配向剤、液晶配向膜の形成方法および液晶表示素子 - Google Patents
液晶配向剤、液晶配向膜の形成方法および液晶表示素子 Download PDFInfo
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- JP4507024B2 JP4507024B2 JP2009538293A JP2009538293A JP4507024B2 JP 4507024 B2 JP4507024 B2 JP 4507024B2 JP 2009538293 A JP2009538293 A JP 2009538293A JP 2009538293 A JP2009538293 A JP 2009538293A JP 4507024 B2 JP4507024 B2 JP 4507024B2
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- 230000005855 radiation Effects 0.000 claims description 60
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- 125000002723 alicyclic group Chemical group 0.000 claims description 19
- 229910052731 fluorine Inorganic materials 0.000 claims description 16
- 125000003545 alkoxy group Chemical group 0.000 claims description 14
- 125000001153 fluoro group Chemical group F* 0.000 claims description 14
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 11
- 125000003118 aryl group Chemical group 0.000 claims description 10
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- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 13
- 229910052943 magnesium sulfate Inorganic materials 0.000 description 13
- 235000019341 magnesium sulphate Nutrition 0.000 description 13
- 238000002360 preparation method Methods 0.000 description 13
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- CBCKQZAAMUWICA-UHFFFAOYSA-N 1,4-phenylenediamine Chemical compound NC1=CC=C(N)C=C1 CBCKQZAAMUWICA-UHFFFAOYSA-N 0.000 description 12
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- GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 description 10
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- POAOYUHQDCAZBD-UHFFFAOYSA-N 2-butoxyethanol Chemical compound CCCCOCCO POAOYUHQDCAZBD-UHFFFAOYSA-N 0.000 description 9
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- JOLPMPPNHIACPD-ZZXKWVIFSA-N (e)-3-(4-aminophenyl)prop-2-enoic acid Chemical compound NC1=CC=C(\C=C\C(O)=O)C=C1 JOLPMPPNHIACPD-ZZXKWVIFSA-N 0.000 description 8
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- WEUBQNJHVBMUMD-UHFFFAOYSA-N trichloro(3,3,3-trifluoropropyl)silane Chemical compound FC(F)(F)CC[Si](Cl)(Cl)Cl WEUBQNJHVBMUMD-UHFFFAOYSA-N 0.000 description 1
- PISDRBMXQBSCIP-UHFFFAOYSA-N trichloro(3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctyl)silane Chemical compound FC(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)CC[Si](Cl)(Cl)Cl PISDRBMXQBSCIP-UHFFFAOYSA-N 0.000 description 1
- VIFIHLXNOOCGLJ-UHFFFAOYSA-N trichloro(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecyl)silane Chemical compound FC(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)CC[Si](Cl)(Cl)Cl VIFIHLXNOOCGLJ-UHFFFAOYSA-N 0.000 description 1
- GQIUQDDJKHLHTB-UHFFFAOYSA-N trichloro(ethenyl)silane Chemical compound Cl[Si](Cl)(Cl)C=C GQIUQDDJKHLHTB-UHFFFAOYSA-N 0.000 description 1
- ZOYFEXPFPVDYIS-UHFFFAOYSA-N trichloro(ethyl)silane Chemical compound CC[Si](Cl)(Cl)Cl ZOYFEXPFPVDYIS-UHFFFAOYSA-N 0.000 description 1
- PGHWHQUVLXTFLZ-UHFFFAOYSA-N trichloro(fluoro)silane Chemical compound F[Si](Cl)(Cl)Cl PGHWHQUVLXTFLZ-UHFFFAOYSA-N 0.000 description 1
- HKFSBKQQYCMCKO-UHFFFAOYSA-N trichloro(prop-2-enyl)silane Chemical compound Cl[Si](Cl)(Cl)CC=C HKFSBKQQYCMCKO-UHFFFAOYSA-N 0.000 description 1
- YNJBWRMUSHSURL-UHFFFAOYSA-N trichloroacetic acid Chemical compound OC(=O)C(Cl)(Cl)Cl YNJBWRMUSHSURL-UHFFFAOYSA-N 0.000 description 1
- ZDHXKXAHOVTTAH-UHFFFAOYSA-N trichlorosilane Chemical compound Cl[SiH](Cl)Cl ZDHXKXAHOVTTAH-UHFFFAOYSA-N 0.000 description 1
- 239000005052 trichlorosilane Substances 0.000 description 1
- TVJIJCPNBAPRRJ-UHFFFAOYSA-N trichlorosilylmethanol Chemical compound OC[Si](Cl)(Cl)Cl TVJIJCPNBAPRRJ-UHFFFAOYSA-N 0.000 description 1
- ABVVEAHYODGCLZ-UHFFFAOYSA-N tridecan-1-amine Chemical compound CCCCCCCCCCCCCN ABVVEAHYODGCLZ-UHFFFAOYSA-N 0.000 description 1
- ULIAPOFMBCCSPE-UHFFFAOYSA-N tridecan-7-one Chemical compound CCCCCCC(=O)CCCCCC ULIAPOFMBCCSPE-UHFFFAOYSA-N 0.000 description 1
- ZLGWXNBXAXOQBG-UHFFFAOYSA-N triethoxy(3,3,3-trifluoropropyl)silane Chemical compound CCO[Si](OCC)(OCC)CCC(F)(F)F ZLGWXNBXAXOQBG-UHFFFAOYSA-N 0.000 description 1
- AVYKQOAMZCAHRG-UHFFFAOYSA-N triethoxy(3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctyl)silane Chemical compound CCO[Si](OCC)(OCC)CCC(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F AVYKQOAMZCAHRG-UHFFFAOYSA-N 0.000 description 1
- MLXDKRSDUJLNAB-UHFFFAOYSA-N triethoxy(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecyl)silane Chemical compound CCO[Si](OCC)(OCC)CCC(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F MLXDKRSDUJLNAB-UHFFFAOYSA-N 0.000 description 1
- DENFJSAFJTVPJR-UHFFFAOYSA-N triethoxy(ethyl)silane Chemical compound CCO[Si](CC)(OCC)OCC DENFJSAFJTVPJR-UHFFFAOYSA-N 0.000 description 1
- XVYIJOWQJOQFBG-UHFFFAOYSA-N triethoxy(fluoro)silane Chemical compound CCO[Si](F)(OCC)OCC XVYIJOWQJOQFBG-UHFFFAOYSA-N 0.000 description 1
- JXUKBNICSRJFAP-UHFFFAOYSA-N triethoxy-[3-(oxiran-2-ylmethoxy)propyl]silane Chemical compound CCO[Si](OCC)(OCC)CCCOCC1CO1 JXUKBNICSRJFAP-UHFFFAOYSA-N 0.000 description 1
- QQQSFSZALRVCSZ-UHFFFAOYSA-N triethoxysilane Chemical compound CCO[SiH](OCC)OCC QQQSFSZALRVCSZ-UHFFFAOYSA-N 0.000 description 1
- YUYCVXFAYWRXLS-UHFFFAOYSA-N trimethoxysilane Chemical compound CO[SiH](OC)OC YUYCVXFAYWRXLS-UHFFFAOYSA-N 0.000 description 1
- QJOOZNCPHALTKK-UHFFFAOYSA-N trimethoxysilylmethanethiol Chemical compound CO[Si](CS)(OC)OC QJOOZNCPHALTKK-UHFFFAOYSA-N 0.000 description 1
- SPHALHRGAQVBKI-UHFFFAOYSA-N trimethoxysilylmethanol Chemical compound CO[Si](CO)(OC)OC SPHALHRGAQVBKI-UHFFFAOYSA-N 0.000 description 1
- PHPGKIATZDCVHL-UHFFFAOYSA-N trimethyl(propoxy)silane Chemical compound CCCO[Si](C)(C)C PHPGKIATZDCVHL-UHFFFAOYSA-N 0.000 description 1
- TUXJTZFLUWXRGA-UHFFFAOYSA-N trimethyl-[methyl(propyl)silyl]oxysilane Chemical compound CCC[SiH](C)O[Si](C)(C)C TUXJTZFLUWXRGA-UHFFFAOYSA-N 0.000 description 1
- 239000005051 trimethylchlorosilane Substances 0.000 description 1
- ZVPKMEQEIHFILG-UHFFFAOYSA-N tripropoxy(3,3,3-trifluoropropyl)silane Chemical compound CCCO[Si](CCC(F)(F)F)(OCCC)OCCC ZVPKMEQEIHFILG-UHFFFAOYSA-N 0.000 description 1
- UVGGWQBDKIBLIU-UHFFFAOYSA-N tripropoxy(3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctyl)silane Chemical compound CCCO[Si](OCCC)(OCCC)CCC(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F UVGGWQBDKIBLIU-UHFFFAOYSA-N 0.000 description 1
- OZWKZRFXJPGDFM-UHFFFAOYSA-N tripropoxysilane Chemical compound CCCO[SiH](OCCC)OCCC OZWKZRFXJPGDFM-UHFFFAOYSA-N 0.000 description 1
- XMUJIPOFTAHSOK-UHFFFAOYSA-N undecan-2-ol Chemical compound CCCCCCCCCC(C)O XMUJIPOFTAHSOK-UHFFFAOYSA-N 0.000 description 1
- MQXKKEUQVDWGCV-UHFFFAOYSA-N undecane-2,4,7,9-tetrone Chemical compound CCC(=O)CC(=O)CCC(=O)CC(C)=O MQXKKEUQVDWGCV-UHFFFAOYSA-N 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 239000005050 vinyl trichlorosilane Substances 0.000 description 1
- 125000002256 xylenyl group Chemical class C1(C(C=CC=C1)C)(C)* 0.000 description 1
- 150000003755 zirconium compounds Chemical class 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/04—Polysiloxanes
- C08G77/38—Polysiloxanes modified by chemical after-treatment
- C08G77/382—Polysiloxanes modified by chemical after-treatment containing atoms other than carbon, hydrogen, oxygen or silicon
- C08G77/388—Polysiloxanes modified by chemical after-treatment containing atoms other than carbon, hydrogen, oxygen or silicon containing nitrogen
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/30—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
- C07D207/34—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D207/36—Oxygen or sulfur atoms
- C07D207/40—2,5-Pyrrolidine-diones
- C07D207/404—2,5-Pyrrolidine-diones with only hydrogen atoms or radicals containing only hydrogen and carbon atoms directly attached to other ring carbon atoms, e.g. succinimide
- C07D207/408—Radicals containing only hydrogen and carbon atoms attached to ring carbon atoms
- C07D207/412—Acyclic radicals containing more than six carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/44—Iso-indoles; Hydrogenated iso-indoles
- C07D209/48—Iso-indoles; Hydrogenated iso-indoles with oxygen atoms in positions 1 and 3, e.g. phthalimide
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
- C07F7/0834—Compounds having one or more O-Si linkage
- C07F7/0838—Compounds with one or more Si-O-Si sequences
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Liquid Crystal (AREA)
- Silicon Polymers (AREA)
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JP2007296479 | 2007-11-15 | ||
PCT/JP2008/069578 WO2009054531A1 (ja) | 2007-10-24 | 2008-10-22 | 液晶配向剤、液晶配向膜の形成方法および液晶表示素子 |
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JP (1) | JP4507024B2 (ko) |
KR (1) | KR101512212B1 (ko) |
CN (1) | CN101821671B (ko) |
TW (1) | TWI458708B (ko) |
WO (1) | WO2009054531A1 (ko) |
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TWI392935B (zh) * | 2009-10-02 | 2013-04-11 | Chi Mei Corp | Liquid crystal aligning agent, liquid crystal alignment film and liquid crystal display element |
JP5504033B2 (ja) * | 2010-03-30 | 2014-05-28 | Jx日鉱日石エネルギー株式会社 | コハク酸イミド化合物を含有する摩擦調整剤、潤滑油添加剤及び潤滑油組成物 |
JP5504038B2 (ja) * | 2010-04-05 | 2014-05-28 | Jx日鉱日石エネルギー株式会社 | コハク酸イミド化合物を含有する摩擦調整剤、潤滑油添加剤及び潤滑油組成物 |
JP5504037B2 (ja) * | 2010-04-05 | 2014-05-28 | Jx日鉱日石エネルギー株式会社 | コハク酸イミド化合物を含有する摩擦調整剤、潤滑油添加剤及び潤滑油組成物 |
JP5504036B2 (ja) * | 2010-04-05 | 2014-05-28 | Jx日鉱日石エネルギー株式会社 | コハク酸イミド化合物を含有する摩擦調整剤、潤滑油添加剤及び潤滑油組成物 |
KR101654019B1 (ko) * | 2011-08-31 | 2016-09-05 | 제이에스알 가부시끼가이샤 | 액정 표시 소자의 제조 방법 |
WO2013054858A1 (ja) * | 2011-10-12 | 2013-04-18 | 日産化学工業株式会社 | 液晶配向剤、液晶配向膜及び液晶表示素子 |
JP2013117681A (ja) * | 2011-12-05 | 2013-06-13 | Jsr Corp | 液晶配向剤 |
JP6036253B2 (ja) * | 2012-02-29 | 2016-11-30 | Jsr株式会社 | 液晶配向剤、液晶配向膜および液晶表示素子 |
KR20160029234A (ko) | 2014-09-04 | 2016-03-15 | 삼성디스플레이 주식회사 | 광배향제, 광배향막, 액정 표시 장치 및 그 제조 방법 |
KR102227960B1 (ko) | 2014-10-21 | 2021-03-15 | 삼성디스플레이 주식회사 | 광배향제, 광배향막, 액정 표시 장치 및 그 제조 방법 |
KR20160085407A (ko) | 2015-01-07 | 2016-07-18 | 삼성디스플레이 주식회사 | 광배향제, 광배향막, 액정 표시 장치 및 그 제조 방법 |
KR102298368B1 (ko) | 2015-02-09 | 2021-09-06 | 삼성디스플레이 주식회사 | 광배향제, 광배향막, 액정 표시 장치 및 그 제조 방법 |
KR102591733B1 (ko) * | 2015-03-04 | 2023-10-19 | 닛산 가가쿠 가부시키가이샤 | 액정 배향제, 액정 배향막 및 액정 표시 소자 |
WO2018163802A1 (ja) * | 2017-03-07 | 2018-09-13 | Jsr株式会社 | 液晶配向剤、液晶配向膜、液晶素子及びポリオルガノシロキサン |
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JPS63159432A (ja) * | 1986-11-10 | 1988-07-02 | イー・アイ・デユポン・デ・ニモアス・アンド・カンパニー | エラストマー |
JPH07310035A (ja) * | 1994-05-13 | 1995-11-28 | Daimler Benz Ag | 加熱により変色する塗料 |
JPH09278890A (ja) * | 1995-11-20 | 1997-10-28 | Lg Electron Inc | 液晶の配向のための感光性物質ならびにそれを用いた液晶装置 |
US6174649B1 (en) * | 1997-04-25 | 2001-01-16 | Samsung Display Devices Co., Ltd. | Cinnamate-containing photopolymer for orientation film of liquid crystal display (LCD) and method for using the photopolymer to form an orientation film |
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US4810770A (en) * | 1986-11-10 | 1989-03-07 | E. I. Du Pont De Nemours And Company | Elastomers |
TWI337679B (en) * | 2003-02-04 | 2011-02-21 | Sipix Imaging Inc | Novel compositions and assembly process for liquid crystal display |
DE102005004706A1 (de) | 2005-02-02 | 2006-08-10 | Goldschmidt Gmbh | UV-Licht absorbierende quaternäre Polysiloxane |
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Publication number | Priority date | Publication date | Assignee | Title |
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JPS63159432A (ja) * | 1986-11-10 | 1988-07-02 | イー・アイ・デユポン・デ・ニモアス・アンド・カンパニー | エラストマー |
JPH07310035A (ja) * | 1994-05-13 | 1995-11-28 | Daimler Benz Ag | 加熱により変色する塗料 |
JPH09278890A (ja) * | 1995-11-20 | 1997-10-28 | Lg Electron Inc | 液晶の配向のための感光性物質ならびにそれを用いた液晶装置 |
US6174649B1 (en) * | 1997-04-25 | 2001-01-16 | Samsung Display Devices Co., Ltd. | Cinnamate-containing photopolymer for orientation film of liquid crystal display (LCD) and method for using the photopolymer to form an orientation film |
Also Published As
Publication number | Publication date |
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CN101821671A (zh) | 2010-09-01 |
WO2009054531A1 (ja) | 2009-04-30 |
CN101821671B (zh) | 2013-03-27 |
KR20100085068A (ko) | 2010-07-28 |
JPWO2009054531A1 (ja) | 2011-03-10 |
KR101512212B1 (ko) | 2015-04-14 |
TWI458708B (zh) | 2014-11-01 |
TW200927727A (en) | 2009-07-01 |
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