JPWO2015050133A1 - 液晶配向剤、液晶配向膜及びそれを用いた液晶表示素子 - Google Patents
液晶配向剤、液晶配向膜及びそれを用いた液晶表示素子 Download PDFInfo
- Publication number
- JPWO2015050133A1 JPWO2015050133A1 JP2015540508A JP2015540508A JPWO2015050133A1 JP WO2015050133 A1 JPWO2015050133 A1 JP WO2015050133A1 JP 2015540508 A JP2015540508 A JP 2015540508A JP 2015540508 A JP2015540508 A JP 2015540508A JP WO2015050133 A1 JPWO2015050133 A1 JP WO2015050133A1
- Authority
- JP
- Japan
- Prior art keywords
- liquid crystal
- diamine
- group
- crystal aligning
- aligning agent
- 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.)
- Pending
Links
- 239000004973 liquid crystal related substance Substances 0.000 title claims abstract description 221
- 239000003795 chemical substances by application Substances 0.000 title claims abstract description 71
- 150000004985 diamines Chemical class 0.000 claims abstract description 101
- 229920000642 polymer Polymers 0.000 claims abstract description 88
- 229920005575 poly(amic acid) Polymers 0.000 claims abstract description 67
- GTDPSWPPOUPBNX-UHFFFAOYSA-N ac1mqpva Chemical compound CC12C(=O)OC(=O)C1(C)C1(C)C2(C)C(=O)OC1=O GTDPSWPPOUPBNX-UHFFFAOYSA-N 0.000 claims abstract description 38
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 23
- 125000006158 tetracarboxylic acid group Chemical group 0.000 claims abstract description 23
- 125000002947 alkylene group Chemical group 0.000 claims abstract description 21
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 17
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 17
- -1 t-butoxycarbonyl group Chemical group 0.000 claims abstract description 15
- VLDPXPPHXDGHEW-UHFFFAOYSA-N 1-chloro-2-dichlorophosphoryloxybenzene Chemical compound ClC1=CC=CC=C1OP(Cl)(Cl)=O VLDPXPPHXDGHEW-UHFFFAOYSA-N 0.000 claims abstract description 12
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract description 12
- 125000000962 organic group Chemical group 0.000 claims abstract description 8
- 239000004202 carbamide Substances 0.000 claims abstract description 5
- 229910052799 carbon Inorganic materials 0.000 claims abstract description 5
- 239000002253 acid Substances 0.000 claims description 14
- 239000011248 coating agent Substances 0.000 claims description 9
- 238000000576 coating method Methods 0.000 claims description 9
- NAWXUBYGYWOOIX-SFHVURJKSA-N (2s)-2-[[4-[2-(2,4-diaminoquinazolin-6-yl)ethyl]benzoyl]amino]-4-methylidenepentanedioic acid Chemical compound C1=CC2=NC(N)=NC(N)=C2C=C1CCC1=CC=C(C(=O)N[C@@H](CC(=C)C(O)=O)C(O)=O)C=C1 NAWXUBYGYWOOIX-SFHVURJKSA-N 0.000 claims description 5
- 125000006160 pyromellitic dianhydride group Chemical group 0.000 claims description 5
- KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 claims description 2
- 238000009825 accumulation Methods 0.000 abstract description 10
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 abstract description 2
- 150000001721 carbon Chemical group 0.000 abstract 1
- 239000010408 film Substances 0.000 description 75
- 239000000758 substrate Substances 0.000 description 57
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 40
- 239000000243 solution Substances 0.000 description 37
- 238000000034 method Methods 0.000 description 33
- 210000002858 crystal cell Anatomy 0.000 description 31
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 21
- 239000010410 layer Substances 0.000 description 20
- 239000002904 solvent Substances 0.000 description 19
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 18
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 18
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 16
- 239000003960 organic solvent Substances 0.000 description 16
- 229920001721 polyimide Polymers 0.000 description 16
- 239000000203 mixture Substances 0.000 description 15
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 14
- 230000005684 electric field Effects 0.000 description 14
- 206010047571 Visual impairment Diseases 0.000 description 13
- 238000002834 transmittance Methods 0.000 description 13
- 238000003756 stirring Methods 0.000 description 12
- YEJRWHAVMIAJKC-UHFFFAOYSA-N 4-Butyrolactone Chemical compound O=C1CCCO1 YEJRWHAVMIAJKC-UHFFFAOYSA-N 0.000 description 11
- 239000007787 solid Substances 0.000 description 11
- 239000004642 Polyimide Substances 0.000 description 10
- 230000000052 comparative effect Effects 0.000 description 10
- 150000001875 compounds Chemical class 0.000 description 10
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 10
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 9
- 230000015572 biosynthetic process Effects 0.000 description 9
- 238000011156 evaluation Methods 0.000 description 9
- 238000004519 manufacturing process Methods 0.000 description 9
- ARXJGSRGQADJSQ-UHFFFAOYSA-N 1-methoxypropan-2-ol Chemical compound COCC(C)O ARXJGSRGQADJSQ-UHFFFAOYSA-N 0.000 description 8
- 238000006243 chemical reaction Methods 0.000 description 8
- 238000001035 drying Methods 0.000 description 8
- 230000000694 effects Effects 0.000 description 8
- 238000002347 injection Methods 0.000 description 8
- 239000007924 injection Substances 0.000 description 8
- 239000000463 material Substances 0.000 description 8
- 229910052757 nitrogen Inorganic materials 0.000 description 8
- 238000003786 synthesis reaction Methods 0.000 description 8
- 229910052581 Si3N4 Inorganic materials 0.000 description 7
- LZCLXQDLBQLTDK-UHFFFAOYSA-N ethyl 2-hydroxypropanoate Chemical compound CCOC(=O)C(C)O LZCLXQDLBQLTDK-UHFFFAOYSA-N 0.000 description 7
- 239000011521 glass Substances 0.000 description 7
- HQVNEWCFYHHQES-UHFFFAOYSA-N silicon nitride Chemical compound N12[Si]34N5[Si]62N3[Si]51N64 HQVNEWCFYHHQES-UHFFFAOYSA-N 0.000 description 7
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 6
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 6
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- 239000003054 catalyst Substances 0.000 description 6
- 210000004027 cell Anatomy 0.000 description 6
- 238000010438 heat treatment Methods 0.000 description 6
- 230000007774 longterm Effects 0.000 description 6
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 6
- 230000005855 radiation Effects 0.000 description 6
- POAOYUHQDCAZBD-UHFFFAOYSA-N 2-butoxyethanol Chemical compound CCCCOCCO POAOYUHQDCAZBD-UHFFFAOYSA-N 0.000 description 5
- 230000002950 deficient Effects 0.000 description 5
- 239000003566 sealing material Substances 0.000 description 5
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 4
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 4
- 230000002349 favourable effect Effects 0.000 description 4
- 238000006358 imidation reaction Methods 0.000 description 4
- 239000012299 nitrogen atmosphere Substances 0.000 description 4
- 238000006116 polymerization reaction Methods 0.000 description 4
- 125000006850 spacer group Chemical group 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- 0 CNc1ccc(*c(cc2)ccc2N*)cc1 Chemical compound CNc1ccc(*c(cc2)ccc2N*)cc1 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- 150000008065 acid anhydrides Chemical class 0.000 description 3
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 3
- 229910052782 aluminium Inorganic materials 0.000 description 3
- 229940116333 ethyl lactate Drugs 0.000 description 3
- 230000001771 impaired effect Effects 0.000 description 3
- 230000001678 irradiating effect Effects 0.000 description 3
- 239000011159 matrix material Substances 0.000 description 3
- 230000010287 polarization Effects 0.000 description 3
- 239000002243 precursor Substances 0.000 description 3
- 230000008569 process Effects 0.000 description 3
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 3
- 230000009257 reactivity Effects 0.000 description 3
- 239000000565 sealant Substances 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 230000001629 suppression Effects 0.000 description 3
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 2
- 229920000297 Rayon Polymers 0.000 description 2
- 230000009471 action Effects 0.000 description 2
- SWXVUIWOUIDPGS-UHFFFAOYSA-N diacetone alcohol Chemical compound CC(=O)CC(C)(C)O SWXVUIWOUIDPGS-UHFFFAOYSA-N 0.000 description 2
- XXJWXESWEXIICW-UHFFFAOYSA-N diethylene glycol monoethyl ether Chemical compound CCOCCOCCO XXJWXESWEXIICW-UHFFFAOYSA-N 0.000 description 2
- 239000004744 fabric Substances 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- 238000007373 indentation Methods 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- LPEKGGXMPWTOCB-UHFFFAOYSA-N methyl 2-hydroxypropionate Chemical compound COC(=O)C(C)O LPEKGGXMPWTOCB-UHFFFAOYSA-N 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 238000001556 precipitation Methods 0.000 description 2
- LLHKCFNBLRBOGN-UHFFFAOYSA-N propylene glycol methyl ether acetate Chemical compound COCC(C)OC(C)=O LLHKCFNBLRBOGN-UHFFFAOYSA-N 0.000 description 2
- CYIDZMCFTVVTJO-UHFFFAOYSA-N pyromellitic acid Chemical compound OC(=O)C1=CC(C(O)=O)=C(C(O)=O)C=C1C(O)=O CYIDZMCFTVVTJO-UHFFFAOYSA-N 0.000 description 2
- 239000002964 rayon Substances 0.000 description 2
- 230000035484 reaction time Effects 0.000 description 2
- 238000007789 sealing Methods 0.000 description 2
- 238000004528 spin coating Methods 0.000 description 2
- HHVIBTZHLRERCL-UHFFFAOYSA-N sulfonyldimethane Chemical compound CS(C)(=O)=O HHVIBTZHLRERCL-UHFFFAOYSA-N 0.000 description 2
- 150000003512 tertiary amines Chemical class 0.000 description 2
- 239000010409 thin film Substances 0.000 description 2
- NBXZNTLFQLUFES-UHFFFAOYSA-N triethoxy(propyl)silane Chemical compound CCC[Si](OCC)(OCC)OCC NBXZNTLFQLUFES-UHFFFAOYSA-N 0.000 description 2
- GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical compound CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 description 2
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 description 1
- CYSGHNMQYZDMIA-UHFFFAOYSA-N 1,3-Dimethyl-2-imidazolidinon Chemical compound CN1CCN(C)C1=O CYSGHNMQYZDMIA-UHFFFAOYSA-N 0.000 description 1
- ZFPGARUNNKGOBB-UHFFFAOYSA-N 1-Ethyl-2-pyrrolidinone Chemical compound CCN1CCCC1=O ZFPGARUNNKGOBB-UHFFFAOYSA-N 0.000 description 1
- RWNUSVWFHDHRCJ-UHFFFAOYSA-N 1-butoxypropan-2-ol Chemical compound CCCCOCC(C)O RWNUSVWFHDHRCJ-UHFFFAOYSA-N 0.000 description 1
- JOLQKTGDSGKSKJ-UHFFFAOYSA-N 1-ethoxypropan-2-ol Chemical compound CCOCC(C)O JOLQKTGDSGKSKJ-UHFFFAOYSA-N 0.000 description 1
- IBLKWZIFZMJLFL-UHFFFAOYSA-N 1-phenoxypropan-2-ol Chemical compound CC(O)COC1=CC=CC=C1 IBLKWZIFZMJLFL-UHFFFAOYSA-N 0.000 description 1
- OAYXUHPQHDHDDZ-UHFFFAOYSA-N 2-(2-butoxyethoxy)ethanol Chemical compound CCCCOCCOCCO OAYXUHPQHDHDDZ-UHFFFAOYSA-N 0.000 description 1
- GLZDBNVMHPSGPP-UHFFFAOYSA-N 2-(2-ethoxypropoxy)propan-1-ol 2-(2-hydroxypropoxy)propan-1-ol Chemical compound CC(COC(C)CO)O.C(C)OC(C)COC(C)CO GLZDBNVMHPSGPP-UHFFFAOYSA-N 0.000 description 1
- NQBXSWAWVZHKBZ-UHFFFAOYSA-N 2-butoxyethyl acetate Chemical compound CCCCOCCOC(C)=O NQBXSWAWVZHKBZ-UHFFFAOYSA-N 0.000 description 1
- ZNQVEEAIQZEUHB-UHFFFAOYSA-N 2-ethoxyethanol Chemical compound CCOCCO ZNQVEEAIQZEUHB-UHFFFAOYSA-N 0.000 description 1
- PPPFYBPQAPISCT-UHFFFAOYSA-N 2-hydroxypropyl acetate Chemical compound CC(O)COC(C)=O PPPFYBPQAPISCT-UHFFFAOYSA-N 0.000 description 1
- LBVMWHCOFMFPEG-UHFFFAOYSA-N 3-methoxy-n,n-dimethylpropanamide Chemical compound COCCC(=O)N(C)C LBVMWHCOFMFPEG-UHFFFAOYSA-N 0.000 description 1
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 1
- MRABAEUHTLLEML-UHFFFAOYSA-N Butyl lactate Chemical compound CCCCOC(=O)C(C)O MRABAEUHTLLEML-UHFFFAOYSA-N 0.000 description 1
- XFXWHQYLDYEBTQ-UHFFFAOYSA-N C=NC(C=C1)=CCC1N1CCC(CCCC(CC2)CCN2c(cc2)ccc2N)CC1 Chemical compound C=NC(C=C1)=CCC1N1CCC(CCCC(CC2)CCN2c(cc2)ccc2N)CC1 XFXWHQYLDYEBTQ-UHFFFAOYSA-N 0.000 description 1
- JYOQTBSVQMEODF-UHFFFAOYSA-N CC(C)(C)OC(CN(CCCc1c(C)ccc(C)c1)C(OC(C)(C)C)=O)=O Chemical compound CC(C)(C)OC(CN(CCCc1c(C)ccc(C)c1)C(OC(C)(C)C)=O)=O JYOQTBSVQMEODF-UHFFFAOYSA-N 0.000 description 1
- ATWNLHSWARHZNG-UHFFFAOYSA-N CC(C)(C)OC(NCCCc1c(C)ccc(C)c1)=O Chemical compound CC(C)(C)OC(NCCCc1c(C)ccc(C)c1)=O ATWNLHSWARHZNG-UHFFFAOYSA-N 0.000 description 1
- XIAHSJTUQAWUAW-UHFFFAOYSA-N CC(C)(c1ccc(C)cc1)c1ccc(C)cc1 Chemical compound CC(C)(c1ccc(C)cc1)c1ccc(C)cc1 XIAHSJTUQAWUAW-UHFFFAOYSA-N 0.000 description 1
- VXPNACLHIDQKJI-KALUYTGESA-N CC(C)CC/C=C(/C)\C(CC1)C(C)(CC2)C1C(CC1)C2C(C)(CC2)C1CC2OC(c1cc(C)cc(C)c1)=O Chemical compound CC(C)CC/C=C(/C)\C(CC1)C(C)(CC2)C1C(CC1)C2C(C)(CC2)C1CC2OC(c1cc(C)cc(C)c1)=O VXPNACLHIDQKJI-KALUYTGESA-N 0.000 description 1
- IQJZNTRXRVWZEE-UHFFFAOYSA-N CC(C)CCCC(C)C(CC1)C(C)(CC2)C1C(C1)C2C(C)(CCC(C2)OC(c3ccc(C)cc3)=O)C2C1OC(c1ccc(C)cc1)=O Chemical compound CC(C)CCCC(C)C(CC1)C(C)(CC2)C1C(C1)C2C(C)(CCC(C2)OC(c3ccc(C)cc3)=O)C2C1OC(c1ccc(C)cc1)=O IQJZNTRXRVWZEE-UHFFFAOYSA-N 0.000 description 1
- MROZCOOOFCTTEP-UHFFFAOYSA-N CC(C)CCCC(C)C(CC1)C(C)(CC2)C1C1C2C(C)(CCC(C2)OC(c3cc(C)cc(C)c3)=O)C2=CC1 Chemical compound CC(C)CCCC(C)C(CC1)C(C)(CC2)C1C1C2C(C)(CCC(C2)OC(c3cc(C)cc(C)c3)=O)C2=CC1 MROZCOOOFCTTEP-UHFFFAOYSA-N 0.000 description 1
- WEAYCYAIVOIUMG-UHFFFAOYSA-N Cc(cc1)ccc1S(c1ccc(C)cc1)(=O)=O Chemical compound Cc(cc1)ccc1S(c1ccc(C)cc1)(=O)=O WEAYCYAIVOIUMG-UHFFFAOYSA-N 0.000 description 1
- KRPHZIRPXLJJIZ-UHFFFAOYSA-N Cc(cc1C2)ccc1-c1c2cc(C)cc1 Chemical compound Cc(cc1C2)ccc1-c1c2cc(C)cc1 KRPHZIRPXLJJIZ-UHFFFAOYSA-N 0.000 description 1
- GLFKFHJEFMLTOB-UHFFFAOYSA-N Cc1c(C)cc(C(C(F)(F)F)(C(F)(F)F)c2cc(C)c(C)cc2)cc1 Chemical compound Cc1c(C)cc(C(C(F)(F)F)(C(F)(F)F)c2cc(C)c(C)cc2)cc1 GLFKFHJEFMLTOB-UHFFFAOYSA-N 0.000 description 1
- XZRHNAFEYMSXRG-UHFFFAOYSA-N Cc1cc(C(O)=O)c(C)cc1 Chemical compound Cc1cc(C(O)=O)c(C)cc1 XZRHNAFEYMSXRG-UHFFFAOYSA-N 0.000 description 1
- UMVOQQDNEYOJOK-UHFFFAOYSA-N Cc1cc(C(O)=O)cc(C)c1 Chemical compound Cc1cc(C(O)=O)cc(C)c1 UMVOQQDNEYOJOK-UHFFFAOYSA-N 0.000 description 1
- NZOSGGNRVDMIHW-UHFFFAOYSA-N Cc1cc(S(c2cc(C)ccc2)(=O)=O)ccc1 Chemical compound Cc1cc(S(c2cc(C)ccc2)(=O)=O)ccc1 NZOSGGNRVDMIHW-UHFFFAOYSA-N 0.000 description 1
- OWEIAGSMFHSSES-UHFFFAOYSA-N Cc1ccc(C(C(F)(F)F)(C(F)(F)F)c2ccc(C)cc2)cc1 Chemical compound Cc1ccc(C(C(F)(F)F)(C(F)(F)F)c2ccc(C)cc2)cc1 OWEIAGSMFHSSES-UHFFFAOYSA-N 0.000 description 1
- UCEDBFHGRARVAJ-UHFFFAOYSA-N Cc1cccc(C(c2c(C)cccc22)=O)c1C2=O Chemical compound Cc1cccc(C(c2c(C)cccc22)=O)c1C2=O UCEDBFHGRARVAJ-UHFFFAOYSA-N 0.000 description 1
- CGPXLLRHBDRBPU-UHFFFAOYSA-N Cc1cccc(C(c2cc(C)ccc2)O)c1 Chemical compound Cc1cccc(C(c2cc(C)ccc2)O)c1 CGPXLLRHBDRBPU-UHFFFAOYSA-N 0.000 description 1
- YYLLIJHXUHJATK-UHFFFAOYSA-N Cyclohexyl acetate Chemical compound CC(=O)OC1CCCCC1 YYLLIJHXUHJATK-UHFFFAOYSA-N 0.000 description 1
- JVTAAEKCZFNVCJ-UHFFFAOYSA-M Lactate Chemical compound CC(O)C([O-])=O JVTAAEKCZFNVCJ-UHFFFAOYSA-M 0.000 description 1
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 description 1
- UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 description 1
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 description 1
- SUAKHGWARZSWIH-UHFFFAOYSA-N N,N‐diethylformamide Chemical compound CCN(CC)C=O SUAKHGWARZSWIH-UHFFFAOYSA-N 0.000 description 1
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 1
- ZWXPDGCFMMFNRW-UHFFFAOYSA-N N-methylcaprolactam Chemical compound CN1CCCCCC1=O ZWXPDGCFMMFNRW-UHFFFAOYSA-N 0.000 description 1
- 229910004298 SiO 2 Inorganic materials 0.000 description 1
- 239000006087 Silane Coupling Agent Substances 0.000 description 1
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 1
- 229910010413 TiO 2 Inorganic materials 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 125000002723 alicyclic group Chemical group 0.000 description 1
- 239000012298 atmosphere Substances 0.000 description 1
- 238000007664 blowing Methods 0.000 description 1
- 238000009835 boiling Methods 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
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 238000005229 chemical vapour deposition Methods 0.000 description 1
- 239000004020 conductor Substances 0.000 description 1
- 230000001276 controlling effect Effects 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 238000007334 copolymerization reaction Methods 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 239000003989 dielectric material Substances 0.000 description 1
- UYAAVKFHBMJOJZ-UHFFFAOYSA-N diimidazo[1,3-b:1',3'-e]pyrazine-5,10-dione Chemical compound O=C1C2=CN=CN2C(=O)C2=CN=CN12 UYAAVKFHBMJOJZ-UHFFFAOYSA-N 0.000 description 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 1
- ODQWQRRAPPTVAG-GZTJUZNOSA-N doxepin Chemical compound C1OC2=CC=CC=C2C(=C/CCN(C)C)/C2=CC=CC=C21 ODQWQRRAPPTVAG-GZTJUZNOSA-N 0.000 description 1
- 238000005868 electrolysis reaction Methods 0.000 description 1
- 230000002708 enhancing effect Effects 0.000 description 1
- BHXIWUJLHYHGSJ-UHFFFAOYSA-N ethyl 3-ethoxypropanoate Chemical compound CCOCCC(=O)OCC BHXIWUJLHYHGSJ-UHFFFAOYSA-N 0.000 description 1
- 239000003925 fat Substances 0.000 description 1
- ANSXAPJVJOKRDJ-UHFFFAOYSA-N furo[3,4-f][2]benzofuran-1,3,5,7-tetrone Chemical compound C1=C2C(=O)OC(=O)C2=CC2=C1C(=O)OC2=O ANSXAPJVJOKRDJ-UHFFFAOYSA-N 0.000 description 1
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 125000005462 imide group Chemical group 0.000 description 1
- 238000007654 immersion Methods 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 239000011229 interlayer Substances 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000012528 membrane Substances 0.000 description 1
- BDJSOPWXYLFTNW-UHFFFAOYSA-N methyl 3-methoxypropanoate Chemical compound COCCC(=O)OC BDJSOPWXYLFTNW-UHFFFAOYSA-N 0.000 description 1
- 229940057867 methyl lactate Drugs 0.000 description 1
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- XTAZYLNFDRKIHJ-UHFFFAOYSA-N n,n-dioctyloctan-1-amine Chemical compound CCCCCCCCN(CCCCCCCC)CCCCCCCC XTAZYLNFDRKIHJ-UHFFFAOYSA-N 0.000 description 1
- YKYONYBAUNKHLG-UHFFFAOYSA-N n-Propyl acetate Natural products CCCOC(C)=O YKYONYBAUNKHLG-UHFFFAOYSA-N 0.000 description 1
- 238000000059 patterning Methods 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 239000004417 polycarbonate Substances 0.000 description 1
- 229920000515 polycarbonate Polymers 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 230000001376 precipitating effect Effects 0.000 description 1
- 238000007639 printing Methods 0.000 description 1
- 238000003672 processing method Methods 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- ILVGAIQLOCKNQA-UHFFFAOYSA-N propyl 2-hydroxypropanoate Chemical compound CCCOC(=O)C(C)O ILVGAIQLOCKNQA-UHFFFAOYSA-N 0.000 description 1
- 229940090181 propyl acetate Drugs 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- 229940116423 propylene glycol diacetate Drugs 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- HNJBEVLQSNELDL-UHFFFAOYSA-N pyrrolidin-2-one Chemical compound O=C1CCCN1 HNJBEVLQSNELDL-UHFFFAOYSA-N 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 238000003980 solgel method Methods 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 150000000000 tetracarboxylic acids Chemical class 0.000 description 1
- IMFACGCPASFAPR-UHFFFAOYSA-N tributylamine Chemical compound CCCCN(CCCC)CCCC IMFACGCPASFAPR-UHFFFAOYSA-N 0.000 description 1
- SRPWOOOHEPICQU-UHFFFAOYSA-N trimellitic anhydride Chemical compound OC(=O)C1=CC=C2C(=O)OC(=O)C2=C1 SRPWOOOHEPICQU-UHFFFAOYSA-N 0.000 description 1
- NQPDZGIKBAWPEJ-UHFFFAOYSA-N valeric acid Chemical compound CCCCC(O)=O NQPDZGIKBAWPEJ-UHFFFAOYSA-N 0.000 description 1
- 238000005406 washing Methods 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
- C08G73/00—Macromolecular compounds obtained by reactions forming a linkage containing nitrogen with or without oxygen or carbon in the main chain of the macromolecule, not provided for in groups C08G12/00 - C08G71/00
- C08G73/06—Polycondensates having nitrogen-containing heterocyclic rings in the main chain of the macromolecule
- C08G73/10—Polyimides; Polyester-imides; Polyamide-imides; Polyamide acids or similar polyimide precursors
- C08G73/1046—Polyimides containing oxygen in the form of ether bonds in the main chain
- C08G73/105—Polyimides containing oxygen in the form of ether bonds in the main chain with oxygen only in the diamino moiety
-
- G—PHYSICS
- G02—OPTICS
- G02F—OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
- 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
- G02F1/133711—Surface-induced orientation of the liquid crystal molecules, e.g. by alignment layers by organic films, e.g. polymeric films
-
- G—PHYSICS
- G02—OPTICS
- G02F—OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
- 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
- G02F1/13378—Surface-induced orientation of the liquid crystal molecules, e.g. by alignment layers by treatment of the surface, e.g. embossing, rubbing or light irradiation
- G02F1/133784—Surface-induced orientation of the liquid crystal molecules, e.g. by alignment layers by treatment of the surface, e.g. embossing, rubbing or light irradiation by rubbing
Landscapes
- Physics & Mathematics (AREA)
- Chemical & Material Sciences (AREA)
- Nonlinear Science (AREA)
- General Physics & Mathematics (AREA)
- Crystallography & Structural Chemistry (AREA)
- Mathematical Physics (AREA)
- Spectroscopy & Molecular Physics (AREA)
- Optics & Photonics (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Liquid Crystal (AREA)
- Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2013206728 | 2013-10-01 | ||
JP2013206728 | 2013-10-01 | ||
PCT/JP2014/076148 WO2015050133A1 (ja) | 2013-10-01 | 2014-09-30 | 液晶配向剤、液晶配向膜及びそれを用いた液晶表示素子 |
Publications (1)
Publication Number | Publication Date |
---|---|
JPWO2015050133A1 true JPWO2015050133A1 (ja) | 2017-03-09 |
Family
ID=52778721
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2015540508A Pending JPWO2015050133A1 (ja) | 2013-10-01 | 2014-09-30 | 液晶配向剤、液晶配向膜及びそれを用いた液晶表示素子 |
Country Status (5)
Country | Link |
---|---|
JP (1) | JPWO2015050133A1 (zh) |
KR (1) | KR102172129B1 (zh) |
CN (1) | CN105593753B (zh) |
TW (1) | TWI652310B (zh) |
WO (1) | WO2015050133A1 (zh) |
Families Citing this family (11)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN107111190A (zh) * | 2014-10-28 | 2017-08-29 | 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 |
KR102465494B1 (ko) * | 2016-09-29 | 2022-11-09 | 닛산 가가쿠 가부시키가이샤 | 액정 배향제, 액정 배향막, 및 액정 표시 소자 |
WO2018117240A1 (ja) * | 2016-12-21 | 2018-06-28 | 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 |
JP7151485B2 (ja) * | 2016-12-21 | 2022-10-12 | 日産化学株式会社 | 液晶配向剤、液晶配向膜及び液晶表示素子 |
CN110546559B (zh) * | 2017-02-27 | 2022-04-12 | 日产化学株式会社 | 液晶取向剂、液晶取向膜及液晶表示元件 |
JP7334723B2 (ja) * | 2018-03-19 | 2023-08-29 | 日産化学株式会社 | 液晶配向剤、液晶配向膜及び液晶表示素子 |
CN111868619B (zh) * | 2018-03-19 | 2024-05-24 | 日产化学株式会社 | 液晶取向剂、液晶取向膜及液晶表示元件 |
CN111971617B (zh) * | 2018-04-09 | 2023-06-20 | 日产化学株式会社 | 液晶取向剂、液晶取向膜和使用其的液晶表示元件 |
CN111423582B (zh) * | 2020-01-09 | 2023-04-18 | 上海极紫科技有限公司 | 正性光刻胶用聚酰亚胺树脂及其制备方法 |
WO2022168722A1 (ja) * | 2021-02-04 | 2022-08-11 | 日産化学株式会社 | 液晶配向剤、液晶配向膜、液晶表示素子の製造方法及び液晶表示素子 |
CN114479077B (zh) * | 2022-01-19 | 2024-03-29 | 波米科技有限公司 | 一种聚酰胺酸酯及其在液晶取向剂、液晶取向膜和液晶单元中的应用 |
Family Cites Families (16)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP3613421B2 (ja) * | 1996-05-31 | 2005-01-26 | Jsr株式会社 | 液晶配向剤 |
JP3650982B2 (ja) * | 1996-10-02 | 2005-05-25 | Jsr株式会社 | 液晶配向剤および液晶表示素子 |
TW556029B (en) * | 2000-10-16 | 2003-10-01 | Nissan Chemical Ind Ltd | Aligning agent for liquid crystal for in-plane switching, liquid-crystal alignment film, and liquid-crystal display element |
CN100394278C (zh) * | 2002-12-11 | 2008-06-11 | 日产化学工业株式会社 | 液晶定向剂及使用了该液晶定向剂的液晶显示元件 |
JP5055727B2 (ja) * | 2004-11-01 | 2012-10-24 | Jnc株式会社 | 液晶配向剤及び液晶表示素子 |
JP5013106B2 (ja) * | 2007-03-16 | 2012-08-29 | Jsr株式会社 | 液晶配向剤および液晶表示素子 |
KR101589322B1 (ko) | 2008-01-25 | 2016-01-27 | 닛산 가가쿠 고교 가부시키 가이샤 | 액정 배향제, 액정 배향막 및 액정 표시 소자 |
JP5365780B2 (ja) * | 2008-03-18 | 2013-12-11 | Jsr株式会社 | 液晶配向剤および液晶表示素子 |
CN102893209B (zh) * | 2010-03-15 | 2015-05-06 | 日产化学工业株式会社 | 含有聚酰胺酸酯的液晶取向剂和液晶取向膜 |
JP5655507B2 (ja) * | 2010-11-01 | 2015-01-21 | Jsr株式会社 | 液晶配向剤、液晶配向膜及び液晶表示素子 |
JP5879693B2 (ja) * | 2011-02-22 | 2016-03-08 | Jsr株式会社 | 液晶配向剤、液晶配向膜及び液晶表示素子 |
JP6056752B2 (ja) | 2011-03-31 | 2017-01-11 | 日産化学工業株式会社 | 液晶配向剤及びそれを用いた液晶配向膜 |
JP5691996B2 (ja) * | 2011-10-21 | 2015-04-01 | Jsr株式会社 | 液晶配向剤、液晶配向膜及び液晶表示素子 |
JP5961880B2 (ja) | 2012-02-16 | 2016-08-03 | 株式会社ジャパンディスプレイ | 液晶表示装置 |
JP6120072B2 (ja) * | 2012-10-17 | 2017-04-26 | Jsr株式会社 | 液晶配向剤 |
JP6260150B2 (ja) * | 2012-12-03 | 2018-01-17 | Jsr株式会社 | 液晶配向剤、液晶配向膜、液晶表示素子、位相差フィルム、位相差フィルムの製造方法、重合体及び化合物 |
-
2014
- 2014-09-30 JP JP2015540508A patent/JPWO2015050133A1/ja active Pending
- 2014-09-30 KR KR1020167011016A patent/KR102172129B1/ko active IP Right Grant
- 2014-09-30 CN CN201480054595.7A patent/CN105593753B/zh active Active
- 2014-09-30 WO PCT/JP2014/076148 patent/WO2015050133A1/ja active Application Filing
- 2014-10-01 TW TW103134264A patent/TWI652310B/zh active
Also Published As
Publication number | Publication date |
---|---|
KR102172129B1 (ko) | 2020-10-30 |
TWI652310B (zh) | 2019-03-01 |
TW201522507A (zh) | 2015-06-16 |
WO2015050133A1 (ja) | 2015-04-09 |
KR20160067131A (ko) | 2016-06-13 |
CN105593753B (zh) | 2019-05-07 |
CN105593753A (zh) | 2016-05-18 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
JP6627772B2 (ja) | 液晶配向剤、液晶配向膜、及びそれを用いた液晶表示素子 | |
JP6558245B2 (ja) | 横電界駆動方式用の液晶配向剤、液晶配向膜、及びそれを用いた液晶表示素子 | |
JPWO2015050133A1 (ja) | 液晶配向剤、液晶配向膜及びそれを用いた液晶表示素子 | |
JP6187457B2 (ja) | 光配向法用の液晶配向剤、液晶配向膜、及び液晶表示素子 | |
JP6202006B2 (ja) | 液晶配向膜の製造方法、液晶配向膜、及び液晶表示素子 | |
TW201831658A (zh) | 液晶配向劑、液晶配向膜、及液晶顯示元件 | |
KR20210045392A (ko) | 액정 배향제, 그 제조 방법, 액정 배향막, 및 액정 표시 소자 | |
CN110325903B (zh) | 液晶取向膜的制造方法、液晶取向膜和液晶表示元件 | |
TWI597305B (zh) | A method of manufacturing a liquid crystal alignment film, a liquid crystal alignment film, and a liquid crystal display element | |
CN109923469B (zh) | 液晶取向剂、液晶取向膜及液晶表示元件 | |
JPWO2020166623A1 (ja) | 液晶配向剤、液晶配向膜及びそれを用いた液晶表示素子 | |
JP2019101196A (ja) | 液晶配向剤、液晶配向膜、及び液晶表示素子 | |
CN111602088B (zh) | 液晶取向剂、液晶取向膜及使用其的液晶表示元件 | |
JP2018040979A (ja) | 液晶配向膜の製造方法、液晶配向膜、及び液晶表示素子 | |
JP2019101195A (ja) | 液晶配向膜の製造方法、液晶配向膜、及び液晶表示素子 |