CN101875832B - Liquid crystal sealant and liquid crystal display unit using the same - Google Patents
Liquid crystal sealant and liquid crystal display unit using the same Download PDFInfo
- Publication number
- CN101875832B CN101875832B CN201010171405.3A CN201010171405A CN101875832B CN 101875832 B CN101875832 B CN 101875832B CN 201010171405 A CN201010171405 A CN 201010171405A CN 101875832 B CN101875832 B CN 101875832B
- Authority
- CN
- China
- Prior art keywords
- liquid crystal
- sealing agent
- crystal sealing
- resin
- epoxy resin
- 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 - Fee Related
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- 239000004973 liquid crystal related substance Substances 0.000 title claims abstract description 150
- 239000000565 sealant Substances 0.000 title abstract 3
- 229920005989 resin Polymers 0.000 claims abstract description 29
- 239000011347 resin Substances 0.000 claims abstract description 29
- 239000002245 particle Substances 0.000 claims abstract description 19
- 239000011258 core-shell material Substances 0.000 claims abstract description 13
- 238000007789 sealing Methods 0.000 claims description 103
- 239000003795 chemical substances by application Substances 0.000 claims description 102
- 239000003822 epoxy resin Substances 0.000 claims description 54
- 229920000647 polyepoxide Polymers 0.000 claims description 54
- 238000000034 method Methods 0.000 claims description 33
- 238000002347 injection Methods 0.000 claims description 22
- 239000007924 injection Substances 0.000 claims description 22
- 239000000203 mixture Substances 0.000 claims description 22
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 claims description 16
- 229940042795 hydrazides for tuberculosis treatment Drugs 0.000 claims description 15
- 239000006087 Silane Coupling Agent Substances 0.000 claims description 13
- 239000004593 Epoxy Substances 0.000 claims description 9
- 239000004925 Acrylic resin Substances 0.000 claims description 7
- 239000012764 mineral filler Substances 0.000 claims description 7
- 238000001029 thermal curing Methods 0.000 claims description 7
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 6
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 5
- 239000007795 chemical reaction product Substances 0.000 claims description 5
- 230000003287 optical effect Effects 0.000 claims description 5
- 238000010526 radical polymerization reaction Methods 0.000 claims description 5
- 239000007858 starting material Substances 0.000 claims description 5
- UUODQIKUTGWMPT-UHFFFAOYSA-N 2-fluoro-5-(trifluoromethyl)pyridine Chemical compound FC1=CC=C(C(F)(F)F)C=N1 UUODQIKUTGWMPT-UHFFFAOYSA-N 0.000 claims description 4
- 150000007524 organic acids Chemical class 0.000 claims description 4
- 239000011248 coating agent Substances 0.000 abstract description 15
- 238000000576 coating method Methods 0.000 abstract description 15
- 238000001035 drying Methods 0.000 abstract description 7
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 23
- 239000000758 substrate Substances 0.000 description 21
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- -1 maleimide compound Chemical class 0.000 description 17
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 11
- 239000011521 glass Substances 0.000 description 11
- 238000004519 manufacturing process Methods 0.000 description 11
- 229920001971 elastomer Polymers 0.000 description 10
- 239000002253 acid Substances 0.000 description 9
- 239000000853 adhesive Substances 0.000 description 8
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- 230000000052 comparative effect Effects 0.000 description 8
- 239000003292 glue Substances 0.000 description 8
- 238000007650 screen-printing Methods 0.000 description 8
- 229930185605 Bisphenol Natural products 0.000 description 7
- 210000002858 crystal cell Anatomy 0.000 description 7
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 6
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 6
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 6
- 125000000217 alkyl group Chemical group 0.000 description 6
- 150000001875 compounds Chemical class 0.000 description 6
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- 238000011156 evaluation Methods 0.000 description 6
- 229920003986 novolac Polymers 0.000 description 6
- 235000012239 silicon dioxide Nutrition 0.000 description 6
- 239000000178 monomer Substances 0.000 description 5
- SVTBMSDMJJWYQN-UHFFFAOYSA-N 2-methylpentane-2,4-diol Chemical compound CC(O)CC(C)(C)O SVTBMSDMJJWYQN-UHFFFAOYSA-N 0.000 description 4
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 4
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- OSGAYBCDTDRGGQ-UHFFFAOYSA-L calcium sulfate Chemical compound [Ca+2].[O-]S([O-])(=O)=O OSGAYBCDTDRGGQ-UHFFFAOYSA-L 0.000 description 4
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- 238000002360 preparation method Methods 0.000 description 4
- 238000007711 solidification Methods 0.000 description 4
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- 125000006850 spacer group Chemical group 0.000 description 4
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- 125000003118 aryl group Chemical group 0.000 description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
- 238000012790 confirmation Methods 0.000 description 3
- 239000007771 core particle Substances 0.000 description 3
- 229910002026 crystalline silica Inorganic materials 0.000 description 3
- 239000013530 defoamer Substances 0.000 description 3
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical compound C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 3
- 125000003700 epoxy group Chemical group 0.000 description 3
- 239000003365 glass fiber Substances 0.000 description 3
- 238000010438 heat treatment Methods 0.000 description 3
- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical compound OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 description 3
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- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 3
- 238000000016 photochemical curing Methods 0.000 description 3
- 238000007639 printing Methods 0.000 description 3
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- 239000002904 solvent Substances 0.000 description 3
- 239000000454 talc Substances 0.000 description 3
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- 238000012360 testing method Methods 0.000 description 3
- YUYCVXFAYWRXLS-UHFFFAOYSA-N trimethoxysilane Chemical compound CO[SiH](OC)OC YUYCVXFAYWRXLS-UHFFFAOYSA-N 0.000 description 3
- 230000000007 visual effect Effects 0.000 description 3
- QTWJRLJHJPIABL-UHFFFAOYSA-N 2-methylphenol;3-methylphenol;4-methylphenol Chemical compound CC1=CC=C(O)C=C1.CC1=CC=CC(O)=C1.CC1=CC=CC=C1O QTWJRLJHJPIABL-UHFFFAOYSA-N 0.000 description 2
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 2
- 239000005995 Aluminium silicate Substances 0.000 description 2
- 229910052582 BN Inorganic materials 0.000 description 2
- PZNSFCLAULLKQX-UHFFFAOYSA-N Boron nitride Chemical compound N#B PZNSFCLAULLKQX-UHFFFAOYSA-N 0.000 description 2
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 description 2
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 2
- BPQQTUXANYXVAA-UHFFFAOYSA-N Orthosilicate Chemical compound [O-][Si]([O-])([O-])[O-] BPQQTUXANYXVAA-UHFFFAOYSA-N 0.000 description 2
- 208000034189 Sclerosis Diseases 0.000 description 2
- 229910052581 Si3N4 Inorganic materials 0.000 description 2
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 2
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- 125000001931 aliphatic group Chemical group 0.000 description 2
- WNROFYMDJYEPJX-UHFFFAOYSA-K aluminium hydroxide Chemical compound [OH-].[OH-].[OH-].[Al+3] WNROFYMDJYEPJX-UHFFFAOYSA-K 0.000 description 2
- 229910021502 aluminium hydroxide Inorganic materials 0.000 description 2
- 235000012211 aluminium silicate Nutrition 0.000 description 2
- PZZYQPZGQPZBDN-UHFFFAOYSA-N aluminium silicate Chemical compound O=[Al]O[Si](=O)O[Al]=O PZZYQPZGQPZBDN-UHFFFAOYSA-N 0.000 description 2
- 229910000323 aluminium silicate Inorganic materials 0.000 description 2
- 235000010290 biphenyl Nutrition 0.000 description 2
- 239000004305 biphenyl Substances 0.000 description 2
- 229910000019 calcium carbonate Inorganic materials 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 239000004927 clay Substances 0.000 description 2
- 229910052570 clay Inorganic materials 0.000 description 2
- 229930003836 cresol Natural products 0.000 description 2
- XXJWXESWEXIICW-UHFFFAOYSA-N diethylene glycol monoethyl ether Chemical compound CCOCCOCCO XXJWXESWEXIICW-UHFFFAOYSA-N 0.000 description 2
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- 238000009826 distribution Methods 0.000 description 2
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- 239000000945 filler Substances 0.000 description 2
- 239000005350 fused silica glass Substances 0.000 description 2
- 229940051250 hexylene glycol Drugs 0.000 description 2
- 239000003999 initiator Substances 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 239000010445 mica Substances 0.000 description 2
- 229910052618 mica group Inorganic materials 0.000 description 2
- 239000012766 organic filler Substances 0.000 description 2
- AFEQENGXSMURHA-UHFFFAOYSA-N oxiran-2-ylmethanamine Chemical compound NCC1CO1 AFEQENGXSMURHA-UHFFFAOYSA-N 0.000 description 2
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- 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
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- HQVNEWCFYHHQES-UHFFFAOYSA-N silicon nitride Chemical compound N12[Si]34N5[Si]62N3[Si]51N64 HQVNEWCFYHHQES-UHFFFAOYSA-N 0.000 description 2
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- 229910002113 barium titanate Inorganic materials 0.000 description 1
- 239000011324 bead Substances 0.000 description 1
- WARCRYXKINZHGQ-UHFFFAOYSA-N benzohydrazide Chemical compound NNC(=O)C1=CC=CC=C1 WARCRYXKINZHGQ-UHFFFAOYSA-N 0.000 description 1
- CUBCNYWQJHBXIY-UHFFFAOYSA-N benzoic acid;2-hydroxybenzoic acid Chemical compound OC(=O)C1=CC=CC=C1.OC(=O)C1=CC=CC=C1O CUBCNYWQJHBXIY-UHFFFAOYSA-N 0.000 description 1
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 description 1
- 239000012965 benzophenone Substances 0.000 description 1
- AOJOEFVRHOZDFN-UHFFFAOYSA-N benzyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC1=CC=CC=C1 AOJOEFVRHOZDFN-UHFFFAOYSA-N 0.000 description 1
- KXHPPCXNWTUNSB-UHFFFAOYSA-M benzyl(trimethyl)azanium;chloride Chemical compound [Cl-].C[N+](C)(C)CC1=CC=CC=C1 KXHPPCXNWTUNSB-UHFFFAOYSA-M 0.000 description 1
- 230000005540 biological transmission Effects 0.000 description 1
- MQDJYUACMFCOFT-UHFFFAOYSA-N bis[2-(1-hydroxycyclohexyl)phenyl]methanone Chemical compound C=1C=CC=C(C(=O)C=2C(=CC=CC=2)C2(O)CCCCC2)C=1C1(O)CCCCC1 MQDJYUACMFCOFT-UHFFFAOYSA-N 0.000 description 1
- KYPOHTVBFVELTG-UHFFFAOYSA-N but-2-enedinitrile Chemical group N#CC=CC#N KYPOHTVBFVELTG-UHFFFAOYSA-N 0.000 description 1
- XZKRXPZXQLARHH-UHFFFAOYSA-N buta-1,3-dienylbenzene Chemical compound C=CC=CC1=CC=CC=C1 XZKRXPZXQLARHH-UHFFFAOYSA-N 0.000 description 1
- UTOVMEACOLCUCK-PLNGDYQASA-N butyl maleate Chemical compound CCCCOC(=O)\C=C/C(O)=O UTOVMEACOLCUCK-PLNGDYQASA-N 0.000 description 1
- 235000010354 butylated hydroxytoluene Nutrition 0.000 description 1
- 229940095259 butylated hydroxytoluene Drugs 0.000 description 1
- OZMJXAQDMVDWBK-UHFFFAOYSA-N carbamic acid;ethyl carbamate Chemical compound NC(O)=O.CCOC(N)=O OZMJXAQDMVDWBK-UHFFFAOYSA-N 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 239000004917 carbon fiber Substances 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 239000007822 coupling agent Substances 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- OIWOHHBRDFKZNC-UHFFFAOYSA-N cyclohexyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC1CCCCC1 OIWOHHBRDFKZNC-UHFFFAOYSA-N 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- VLWUKSRKUMIQAX-UHFFFAOYSA-N diethoxy-[3-(oxiran-2-ylmethoxy)propyl]silane Chemical compound CCO[SiH](OCC)CCCOCC1CO1 VLWUKSRKUMIQAX-UHFFFAOYSA-N 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
- NFCHYERDRQUCGJ-UHFFFAOYSA-N dimethoxy-[3-(oxiran-2-ylmethoxy)propyl]silane Chemical compound CO[SiH](OC)CCCOCC1CO1 NFCHYERDRQUCGJ-UHFFFAOYSA-N 0.000 description 1
- XXBDWLFCJWSEKW-UHFFFAOYSA-N dimethylbenzylamine Chemical compound CN(C)CC1=CC=CC=C1 XXBDWLFCJWSEKW-UHFFFAOYSA-N 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 239000008393 encapsulating agent Substances 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- NKSJNEHGWDZZQF-UHFFFAOYSA-N ethenyl(trimethoxy)silane Chemical compound CO[Si](OC)(OC)C=C NKSJNEHGWDZZQF-UHFFFAOYSA-N 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 235000019439 ethyl acetate Nutrition 0.000 description 1
- UHESRSKEBRADOO-UHFFFAOYSA-N ethyl carbamate;prop-2-enoic acid Chemical compound OC(=O)C=C.CCOC(N)=O UHESRSKEBRADOO-UHFFFAOYSA-N 0.000 description 1
- XZBIXDPGRMLSTC-UHFFFAOYSA-N formohydrazide Chemical compound NNC=O XZBIXDPGRMLSTC-UHFFFAOYSA-N 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 238000009998 heat setting Methods 0.000 description 1
- WJRBRSLFGCUECM-UHFFFAOYSA-N hydantoin Chemical compound O=C1CNC(=O)N1 WJRBRSLFGCUECM-UHFFFAOYSA-N 0.000 description 1
- 125000000717 hydrazino group Chemical group [H]N([*])N([H])[H] 0.000 description 1
- 150000004678 hydrides Chemical class 0.000 description 1
- 238000005286 illumination Methods 0.000 description 1
- NBZBKCUXIYYUSX-UHFFFAOYSA-N iminodiacetic acid Chemical compound OC(=O)CNCC(O)=O NBZBKCUXIYYUSX-UHFFFAOYSA-N 0.000 description 1
- 238000005470 impregnation Methods 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000001095 magnesium carbonate Substances 0.000 description 1
- 229910000021 magnesium carbonate Inorganic materials 0.000 description 1
- ZLNQQNXFFQJAID-UHFFFAOYSA-L magnesium carbonate Chemical compound [Mg+2].[O-]C([O-])=O ZLNQQNXFFQJAID-UHFFFAOYSA-L 0.000 description 1
- 229960001708 magnesium carbonate Drugs 0.000 description 1
- 235000014380 magnesium carbonate Nutrition 0.000 description 1
- VTHJTEIRLNZDEV-UHFFFAOYSA-L magnesium dihydroxide Chemical compound [OH-].[OH-].[Mg+2] VTHJTEIRLNZDEV-UHFFFAOYSA-L 0.000 description 1
- 239000000347 magnesium hydroxide Substances 0.000 description 1
- 229910001862 magnesium hydroxide Inorganic materials 0.000 description 1
- 239000000395 magnesium oxide Substances 0.000 description 1
- CPLXHLVBOLITMK-UHFFFAOYSA-N magnesium oxide Inorganic materials [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 description 1
- AXZKOIWUVFPNLO-UHFFFAOYSA-N magnesium;oxygen(2-) Chemical compound [O-2].[Mg+2] AXZKOIWUVFPNLO-UHFFFAOYSA-N 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 125000005395 methacrylic acid group Chemical group 0.000 description 1
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 1
- CWQXQMHSOZUFJS-UHFFFAOYSA-N molybdenum disulfide Chemical compound S=[Mo]=S CWQXQMHSOZUFJS-UHFFFAOYSA-N 0.000 description 1
- PHQOGHDTIVQXHL-UHFFFAOYSA-N n'-(3-trimethoxysilylpropyl)ethane-1,2-diamine Chemical compound CO[Si](OC)(OC)CCCNCCN PHQOGHDTIVQXHL-UHFFFAOYSA-N 0.000 description 1
- MQWFLKHKWJMCEN-UHFFFAOYSA-N n'-[3-[dimethoxy(methyl)silyl]propyl]ethane-1,2-diamine Chemical compound CO[Si](C)(OC)CCCNCCN MQWFLKHKWJMCEN-UHFFFAOYSA-N 0.000 description 1
- OLAPPGSPBNVTRF-UHFFFAOYSA-N naphthalene-1,4,5,8-tetracarboxylic acid Chemical compound C1=CC(C(O)=O)=C2C(C(=O)O)=CC=C(C(O)=O)C2=C1C(O)=O OLAPPGSPBNVTRF-UHFFFAOYSA-N 0.000 description 1
- VMFUMDXVTKTZQY-UHFFFAOYSA-N naphthalene-1-carbohydrazide Chemical compound C1=CC=C2C(C(=O)NN)=CC=CC2=C1 VMFUMDXVTKTZQY-UHFFFAOYSA-N 0.000 description 1
- MGFYIUFZLHCRTH-UHFFFAOYSA-N nitrilotriacetic acid Chemical compound OC(=O)CN(CC(O)=O)CC(O)=O MGFYIUFZLHCRTH-UHFFFAOYSA-N 0.000 description 1
- 239000012860 organic pigment Substances 0.000 description 1
- AUONHKJOIZSQGR-UHFFFAOYSA-N oxophosphane Chemical compound P=O AUONHKJOIZSQGR-UHFFFAOYSA-N 0.000 description 1
- 238000010422 painting Methods 0.000 description 1
- 230000035515 penetration Effects 0.000 description 1
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 1
- 229920001568 phenolic resin Polymers 0.000 description 1
- 239000005011 phenolic resin Substances 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 229920001195 polyisoprene Polymers 0.000 description 1
- 239000003505 polymerization initiator Substances 0.000 description 1
- 229920005862 polyol Polymers 0.000 description 1
- HJWLCRVIBGQPNF-UHFFFAOYSA-N prop-2-enylbenzene Chemical compound C=CCC1=CC=CC=C1 HJWLCRVIBGQPNF-UHFFFAOYSA-N 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- DXGIRFAFSFKYCF-UHFFFAOYSA-N propanehydrazide Chemical compound CCC(=O)NN DXGIRFAFSFKYCF-UHFFFAOYSA-N 0.000 description 1
- 229940116423 propylene glycol diacetate Drugs 0.000 description 1
- 239000010453 quartz Substances 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 229910052895 riebeckite Inorganic materials 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000004576 sand Substances 0.000 description 1
- 238000004904 shortening Methods 0.000 description 1
- FZHAPNGMFPVSLP-UHFFFAOYSA-N silanamine Chemical compound [SiH3]N FZHAPNGMFPVSLP-UHFFFAOYSA-N 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- HBMJWWWQQXIZIP-UHFFFAOYSA-N silicon carbide Chemical compound [Si+]#[C-] HBMJWWWQQXIZIP-UHFFFAOYSA-N 0.000 description 1
- 229910010271 silicon carbide Inorganic materials 0.000 description 1
- 229910001961 silver nitrate Inorganic materials 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-N succinic acid Chemical compound OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 1
- 239000006228 supernatant Substances 0.000 description 1
- KUCOHFSKRZZVRO-UHFFFAOYSA-N terephthalaldehyde Chemical compound O=CC1=CC=C(C=O)C=C1 KUCOHFSKRZZVRO-UHFFFAOYSA-N 0.000 description 1
- 238000004448 titration Methods 0.000 description 1
- DQZNLOXENNXVAD-UHFFFAOYSA-N trimethoxy-[2-(7-oxabicyclo[4.1.0]heptan-4-yl)ethyl]silane Chemical compound C1C(CC[Si](OC)(OC)OC)CCC2OC21 DQZNLOXENNXVAD-UHFFFAOYSA-N 0.000 description 1
- 238000009281 ultraviolet germicidal irradiation Methods 0.000 description 1
- 238000007666 vacuum forming Methods 0.000 description 1
- 239000002966 varnish Substances 0.000 description 1
- GFQYVLUOOAAOGM-UHFFFAOYSA-N zirconium(iv) silicate Chemical compound [Zr+4].[O-][Si]([O-])([O-])[O-] GFQYVLUOOAAOGM-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
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K3/00—Materials not provided for elsewhere
- C09K3/10—Materials in mouldable or extrudable form for sealing or packing joints or covers
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
- B29C—SHAPING OR JOINING OF PLASTICS; SHAPING OF MATERIAL IN A PLASTIC STATE, NOT OTHERWISE PROVIDED FOR; AFTER-TREATMENT OF THE SHAPED PRODUCTS, e.g. REPAIRING
- B29C65/00—Joining or sealing of preformed parts, e.g. welding of plastics materials; Apparatus therefor
- B29C65/48—Joining or sealing of preformed parts, e.g. welding of plastics materials; Apparatus therefor using adhesives, i.e. using supplementary joining material; solvent bonding
- B29C65/4805—Joining or sealing of preformed parts, e.g. welding of plastics materials; Apparatus therefor using adhesives, i.e. using supplementary joining material; solvent bonding characterised by the type of adhesives
- B29C65/483—Reactive adhesives, e.g. chemically curing adhesives
- B29C65/4835—Heat curing adhesives
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
- B29C—SHAPING OR JOINING OF PLASTICS; SHAPING OF MATERIAL IN A PLASTIC STATE, NOT OTHERWISE PROVIDED FOR; AFTER-TREATMENT OF THE SHAPED PRODUCTS, e.g. REPAIRING
- B29C65/00—Joining or sealing of preformed parts, e.g. welding of plastics materials; Apparatus therefor
- B29C65/48—Joining or sealing of preformed parts, e.g. welding of plastics materials; Apparatus therefor using adhesives, i.e. using supplementary joining material; solvent bonding
- B29C65/4805—Joining or sealing of preformed parts, e.g. welding of plastics materials; Apparatus therefor using adhesives, i.e. using supplementary joining material; solvent bonding characterised by the type of adhesives
- B29C65/483—Reactive adhesives, e.g. chemically curing adhesives
- B29C65/4845—Radiation curing adhesives, e.g. UV light curing adhesives
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
- B29C—SHAPING OR JOINING OF PLASTICS; SHAPING OF MATERIAL IN A PLASTIC STATE, NOT OTHERWISE PROVIDED FOR; AFTER-TREATMENT OF THE SHAPED PRODUCTS, e.g. REPAIRING
- B29C65/00—Joining or sealing of preformed parts, e.g. welding of plastics materials; Apparatus therefor
- B29C65/48—Joining or sealing of preformed parts, e.g. welding of plastics materials; Apparatus therefor using adhesives, i.e. using supplementary joining material; solvent bonding
- B29C65/4805—Joining or sealing of preformed parts, e.g. welding of plastics materials; Apparatus therefor using adhesives, i.e. using supplementary joining material; solvent bonding characterised by the type of adhesives
- B29C65/483—Reactive adhesives, e.g. chemically curing adhesives
- B29C65/485—Multi-component adhesives, i.e. chemically curing as a result of the mixing of said multi-components
-
- 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
- G02F1/1339—Gaskets; Spacers; Sealing of cells
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Physics & Mathematics (AREA)
- Mechanical Engineering (AREA)
- Nonlinear Science (AREA)
- Mathematical Physics (AREA)
- Crystallography & Structural Chemistry (AREA)
- General Physics & Mathematics (AREA)
- Optics & Photonics (AREA)
- Materials Engineering (AREA)
- Organic Chemistry (AREA)
- Liquid Crystal (AREA)
- Sealing Material Composition (AREA)
Abstract
The invention provides a sealant with excellent coating performance, settability and excellent moisture-proof reliability. The liquid crystal sealant comprises: (a) resin particles with core shell structures and (b) a light-cured resin, wherein the wherein the viscosity measured by an E type viscometer at the temperature below 25 DEG C is below 100Pa.s and the viscosity after pre-drying is above 100Pa.s and below 400Pa.s.
Description
Technical field
The present invention relates to liquid crystal sealing agent and use the liquid crystal display of this liquid crystal sealing agent (liquid crystal represents セ Le), described liquid crystal sealing agent for some glue coating (デ イ ス ペ ン ス Tu work) is excellent, can tackle silk screen printing, viscosity is the liquid crystal sealing agent of below 100Pas, and via drying process or preliminary drying (プ リ ベ イ Network) operation liquid crystal not embedding sealing portion.
Background technology
In recent years, the application extension of liquid crystal display, to the large display screen curtain of televisor etc., becomes large to the demand of liquid crystal display in a lot of purposes.Therefore, about the manufacture of liquid crystal panel, in order to improve production further, require substrate maximize and production time per piece (time of each operation) shorten.
When making liquid crystal indicator, by a method such as glue coating or silk screen printing by after liquid crystal sealing agent coating on the glass substrate, carry out sealing and forming unit, in vacuum, liquid crystal is injected in unit from the liquid crystal injecting port be arranged on a unit part, use sealing agent or sealing compound to seal this liquid crystal injecting port, make (vacuum impregnation) thus.
In addition, carry out fitting after dispenser method in the cofferdam be formed from a resin (weir) and make the liquid crystal drip-injection method of resin solidification (under liquid crystal drop method) also just practical.In liquid crystal drip-injection method, first, the plate base in 2 belt electrode transparency carriers forms the rectangular seal pattern be made up of uncured sealing agent by a glue (デ イ ス ペ Application ス).Then, under the state that sealing agent is uncured, the fine droplet of liquid crystal instiled and to be coated in the frame of the seal pattern of transparency carrier comprehensively, then fit with another transparency carrier immediately, make liquid crystal cells, to seal pattern partial illumination ultraviolet, carry out Procuring (Provisional sclerosis).Thereafter, heat as required, carry out main solidification (this sclerosis), make liquid crystal display.If the operation being made liquid crystal cells by adhesive substrates is under reduced pressure carried out, just can with high efficiency system liquid making crystal display element, at present, this drip-injection method is the main manufacture method of liquid crystal display device.
When manufacturing liquid crystal display device by liquid crystal drip-injection method, the seal pattern producing obtained liquid crystal display device deforms, phenomenon (embedding (Cha Write body) phenomenon in liquid crystal embedding sealing pattern), and there is the problem of the orientation of the liquid crystal upset near sealing pattern.As the method solving this problem, think such as there is the high sealing agent using viscosity ratio common to form the method for seal pattern, but a colloidality (デ イ ス ペ Application ス) may be made to be deteriorated, to produce the problem such as the style of calligraphy characterized by hollow strokes (か The れ), broken string (Line cuts れ) during point glue.In addition, for the purpose of further shortening production time per piece in recent years etc., in order to improve a glue speed and can easily utilize silk screen printing to form seal pattern, require viscosity lower and do not embed the sealing agent of phenomenon.
About this problem, report in patent documentation 1 before the operation carrying out making liquid crystal cells, by uncured seal pattern thickening (thickening) being prevented from embed phenomenon.But, about the initial viscosity after just preparation be below 100Pas low viscosity and in preliminary drying operation and after preliminary drying operation viscosity all can not rise terrifically for the liquid crystal sealing agent in liquid crystal drip-injection method, also beyond example.
In addition, in patent documentation 2 and 3, the liquid crystal sealing agent comprising rubbery polymer particulate is reported.In two documents, all non-below the 100Pas of initial viscosity.In patent documentation 4, report the liquid crystal sealing agent of the cross-linked rubber comprising core shell structure and specific maleimide compound, but initial viscosity is more than 100Pas.In patent documentation 5, report the liquid crystal sealing agent of the cross-linked rubber comprising core shell structure, but initial viscosity is more than 100Pas.And then stripping is to the composition in liquid crystal when rubbery polymer particulate is for suppressing when photocuring the sealing agent composition of the shading light part not easily irradiated by UV in thermofixation, do not report its effect as thickening composition during preliminary drying.
Patent documentation 1: Japanese Unexamined Patent Publication 2008-275670 publication
Patent documentation 2: Japanese Unexamined Patent Publication 2007-219039 publication
Patent documentation 3: Japanese Unexamined Patent Publication 2007-262253 publication
Patent documentation 4: Japanese Unexamined Patent Publication 2005-2015 publication
Patent documentation 5: International Publication No. 2004/41900 brochure
Summary of the invention
Phenomenon when the object of the invention is to suppress liquid crystal drip-injection method in the agent of liquid crystal embedding sealing, provides and reduces the liquid crystal sealing agent embedding phenomenon and the liquid crystal display using this liquid crystal sealing agent.
The present inventor etc. have carried out wholwe-hearted research, found that a kind of use has the curable resin composition of the resin particle of core shell structure, its initial viscosity is below 100Pas, in a glue coating, silk screen printing coating, all there is excellent coating, and via also keeping certain following viscosity, simultaneously generation unit gap (セ Le ギ ヤ Star プ) after thickening.Find in addition, by using this curable resin composition, embedding phenomenon during liquid crystal drip-injection method can be prevented, and complete the present invention.That is, the present invention relates to following (1) ~ (11).
(1) liquid crystal sealing agent, it contains the resin particle that (a) has core shell structure, and the viscosity at 25 DEG C that use E type viscometer to record is below 100Pas.
(2) liquid crystal sealing agent as described in above-mentioned (1), wherein, comprises (b) light-cured resin further.
(3) liquid crystal sealing agent as described in above-mentioned (2), wherein, (b) light-cured resin is epoxy (methyl) acrylate resin.
(4) liquid crystal sealing agent as described in above-mentioned (3), wherein, in epoxy (methyl) acrylate resin, comprises the resorcinol diglycidyl ether of more than 50 quality % and acrylic acid reaction product.
(5) liquid crystal sealing agent according to any one of above-mentioned (1) ~ (4), wherein, comprises (c) silane coupling agent further.
(6) liquid crystal sealing agent as described in above-mentioned (5), wherein, comprises N-2-(amino-ethyl)-3-TSL 8330 as (c) silane coupling agent.
(7) liquid crystal sealing agent according to any one of above-mentioned (1) ~ (6), wherein, further containing (d) optical free radical polymerization starter (light ラ ジ カ Le heavily closes Open beginning drug).
(8) liquid crystal sealing agent according to any one of above-mentioned (1) ~ (7), wherein, further containing (e) heat reactive resin and/or (f) thermal curing agents.
(9) liquid crystal sealing agent as described in above-mentioned (8), wherein, (e) heat reactive resin is epoxy resin, and (f) thermal curing agents is organic acid hydrazides.
(10) liquid crystal sealing agent according to any one of above-mentioned (1) ~ (9) wherein, is the mineral filler of less than 3 μm containing (g) median size further.
(11) liquid crystal display, its cured article obtained by being solidified by the liquid crystal sealing agent according to any one of above-mentioned (1) ~ (10) seals.
Even if liquid crystal sealing agent of the present invention also can keep certain certain following viscosity via preliminary drying operation, therefore, can generation unit gap.Further, when having a liquid crystal drip-injection method, liquid crystal is to the low such excellent effect of the embedding in sealing agent.Therefore, by using sealing agent, a glue coating can be shortened, silk screen printing is coated with the time spent, easily can manufacture display panels.
Embodiment
Below, the present invention is described in detail.
The resin particle (a) with core shell structure used in the present invention is not particularly limited, such as, can use the resin particle with core particle and shell, described core particle comprises the resin with caoutchouc elasticity, and described shell comprises the resin being formed at this core particle surface.Specifically, for the core segment of particle and shell part have particulate, the core-shell-type particulate preferably in the outside of particle shape rubber with grafting layer or the core-shell-type particulate be made up of the core of rubbery polymer and the shell of glassy polymers of polymkeric substance of different nature.Core segment can be enumerated such as: butadiene type rubber, acrylic rubber, silicone acrylic class compounded rubber or make polymerizable monomer be polymerized the core shell acrylic copolymer etc. obtained.As the example of this polymerizable monomer, can enumerate: (methyl) acrylic ester monomers such as (methyl) n-propyl, (methyl) n-butyl acrylate, (methyl) ethyl acrylate, (methyl) vinylformic acid ester in the positive last of the ten Heavenly stems; The aromatic ethenyl compounds such as vinylbenzene, Vinyl toluene, alpha-methyl styrene; The vinyl cyanide such as vinyl cyanide, methacrylonitrile based compound; Inclined dicyanoethylene, (methyl) 2-Hydroxy ethyl acrylate, (methyl) vinylformic acid-3-hydroxybutyl, fumaric acid-2-hydroxy methacrylate, hydroxy butyl vinyl ether, butyl maleate, methacrylic acid butoxyethyl etc.In addition, can also enumerate: ethylene glycol bisthioglycolate (methyl) acrylate, butyleneglycol two (methyl) acrylate, TriMethylolPropane(TMP) two (methyl) acrylate, trimethylolpropane tris (methyl) acrylate, hexylene glycol two (methyl) acrylate, hexylene glycol three (methyl) acrylate, oligomeric ethylene glycol two (methyl) acrylate, oligomeric ethylene glycol three (methyl) acrylate etc. have the cross-linkable monomer of more than 2 reactive groups; The aromatic diethylene base monomers such as Vinylstyrene; Triallyltrimelitate, triallyl isocyanurate etc., what can use in them is one kind or two or more.When using resin particle except the resin particle with core shell structure or thickening material, can not thickening at short notice, or be difficult to maintain certain viscosity.By using the resin particle with core shell structure, making the initial viscosity of liquid crystal sealing agent be below 100Pas, by the suitable thickening of preliminary drying operation, can suppress in the agent of liquid crystal embedding sealing.The resin particle (a) with core shell structure can obtain from the market, and the outside that such as can be set forth in particle shape rubber has メ タ Block レ Application シ リ mono-ズ that Mitsubishi Rayon Co. Ltd. of grafting layer (レ イ ヨ Application Co., Ltd. of Mitsubishi) manufactures or changes into Co., Ltd. F-351 etc. as the ガ Application Star of acrylate copolymer.It should be noted that, as the content of resin particle (a) with core shell structure, when the total amount of liquid crystal sealing agent of the present invention is set as 100 quality %, is preferably 5 quality % ~ 30 quality %, is particularly preferably 10 quality % ~ 20 quality %.
Initial viscosity after the firm preparation of liquid crystal sealing agent of the present invention is below 100Pas.When initial viscosity is below 100Pas, some glue coating is excellent, and, can silk screen printing be tackled.Liquid crystal sealing agent of the present invention by preliminary drying operation and thickening, even if but after thickening viscosity also acutely do not rise.Liquid crystal sealing agent of the present invention thickening at short notice, and viscosity stability is excellent.In addition, be more than 100Pas by the viscosity after preliminary drying thickening and below 400Pas time, generation unit gap, laminating thereafter can be carried out no problemly, can make liquid crystal cells, therefore, liquid crystal sealing agent of the present invention is preferably below 400Pas by the viscosity after preliminary drying thickening.Solidified completely by pre-baked heating.Thus, when can prevent liquid crystal drip-injection method in the agent of liquid crystal embedding sealing.
Just be not particularly limited as long as the stripping property of the light-cured resin (b) used in the present invention in liquid crystal is low, urethane acrylate can be enumerated, (methyl) acrylate (or salt), epoxy (methyl) acrylate etc. has the compound of acryl as functional group, specifically have: benzyl methacrylate, cyclohexyl methacrylate, glycerine dimethacrylate, glycerol trimethacrylate, the glycerol tri-acrylate of EO modification, pentaerythritol acrylate, Viscoat 295, isocyanuric acid three (acryloyl-oxyethyl) ester, dipentaerythritol acrylate, Phloroglucinol triacrylate, 1, 6-hexylene glycol diglycidyl ether acrylate etc.In addition, from the viewpoint of liquid crystal pollution, particularly preferably epoxy (methyl) acrylate resin.This epoxy (methyl) acrylate resin can obtain by making the epoxy resin in acrylic or methacrylic acid and molecule with more than at least 2 epoxy group(ing) carry out esterification.This building-up reactions can be undertaken by usually known method.Such as, catalyzer (such as benzyldimethylamine, triethylamine, benzyl trimethyl ammonium chloride, triphenylphosphine, triphenyl is added
deng) and stopper (such as hydroquinone monomethyl ether, Resorcinol, methyl hydroquinone, thiodiphenylamine, butylated hydroxytoluene etc.), make the acid of the acrylic or methacrylic of predetermined equivalence ratio at such as 80 ~ 110 DEG C, carry out esterification with epoxy resin.In addition, as the epoxy resin in molecule with more than at least 2 epoxy group(ing), such as, can enumerate: bisphenol A type epoxy resin, the bisphenol A type epoxy resin that alkyl replaces, the bisphenol A type epoxy resin of oxirane addition, bisphenol f type epoxy resin, the bisphenol f type epoxy resin that alkyl replaces, the bisphenol f type epoxy resin of oxirane addition, bisphenol-s epoxy resin, the bisphenol-s epoxy resin that alkyl replaces, the bisphenol-s epoxy resin of oxirane addition, phenol novolak type epoxy resin, cresol novolak type epoxy resin, biphenyl type epoxy resin, naphthalene type epoxy resin, glycidyl amine type epoxy resin, dicyclopentadiene-type epoxy resin, the epoxy resin of siloxanes (silicone) modification, the epoxy resin of carbamate (urethane) modification, the epoxy resin etc. of modified rubber, preferred bisphenol A type epoxy resin, the bisphenol A type epoxy resin that alkyl replaces, the bisphenol A type epoxy resin of oxirane addition, bisphenol f type epoxy resin, the bisphenol f type epoxy resin that alkyl replaces, the bisphenol f type epoxy resin of oxirane addition, bisphenol-s epoxy resin, the bisphenol-s epoxy resin that alkyl replaces, the bisphenol-s epoxy resin of oxirane addition.In the present invention, when the total amount of liquid crystal sealing agent of the present invention is set as 100 quality %, the content of light-cured resin (b) shared by liquid crystal sealing agent is about 20 quality % ~ about 80 quality %.
In the present invention, the resorcinol diglycidyl ether of more than the 50 quality % accounting for epoxy (methyl) acrylate resin total amount and acrylic acid reaction product is particularly preferably comprised as epoxy (methyl) acrylate resin.The liquid crystal pollution of resorcinol diglycidyl ether and acrylic acid reaction product is excellent and be low viscosity, therefore, uses the characteristic relevant with liquid crystal pollution and viscosity of its sealing agent of the present invention to improve further.
In order to improve bonding strength, liquid crystal sealing agent of the present invention is preferably containing silane coupling agent (c).As silane coupling agent, such as can enumerate: 3-glycidoxypropyltrime,hoxysilane, 3-glycidoxypropyl dimethoxysilane, 3-glycidoxypropyl diethoxy silane, 2-(3, 4-epoxycyclohexyl) ethyl trimethoxy silane, N-phenyl-gamma-amino propyl trimethoxy silicane, N-2-(amino-ethyl)-3-amino propyl methyl dimethoxysilane, N-2-(amino-ethyl)-3-TSL 8330, APTES, 3-mercaptopropyi Trimethoxy silane, vinyltrimethoxy silane, N-(2-(vinyl-benzylamino) ethyl)-3-TSL 8330 hydrochloride, 3-methyl allyl acyloxypropyl trimethoxysilane, 3-chloropropylmethyldimethoxysilane, the silane coupling agents such as 3-r-chloropropyl trimethoxyl silane.These silane coupling agents can mix two or more and use.Wherein, in order to obtain better adhesive strength and thixotropy, preferably combination 2 kinds of silane coupling agents use.Preferably wherein a kind of silane coupling agent is have amino silane coupling agent further.Particularly preferably comprise N-2-(amino-ethyl)-3-TSL 8330 as amino silicane coupling agent.N-2-(amino-ethyl)-3-TSL 8330 can obtain (such as, SHIN-ETSU HANTOTAI's chemical industry KBM-603) from the market.By using silane coupling agent, can obtain there is strong tackiness and the liquid crystal sealing agent of coating excellence.When the total amount of liquid crystal sealing agent of the present invention is set as 100 quality %, the content of this silane coupling agent (c) shared by liquid crystal sealing agent is preferably 0.05 ~ 3 quality %.
In addition; as long as optical free radical polymerization starter (d) the radical-type polymerization initiator used in the present invention is just not particularly limited; such as can enumerate: benzil dimethyl ketal, 1-hydroxycyclohexylphenylketone, diethyl thioxanthone, benzophenone, 2-ethyl-anthraquinone, 2-hydroxy-2-methyl Propiophenone, 2-methyl-[4-(methylthio group) phenyl]-2-morpholinyl-1-propane, 2; 4,6-trimethyl benzoyl diphenyl base phosphine oxide etc.In addition, the reaction product of 2-hydroxyl-1-[4-(2-hydroxyl-oxethyl) phenyl]-2-methylpropane-1-ketone or methacrylic acid-2-isocyanatoethyl methacrylate and 2-hydroxyl-1-[4-(2-hydroxyl-oxethyl) phenyl]-2-methylpropane-1-ketone can also be used.
In liquid crystal sealing agent of the present invention, about the proportioning of composition (d) optical free radical polymerization starter relative to composition (b), relative to composition (b) 100 mass parts, composition (d) is 0.01 ~ 20 mass parts, is preferably 5 ~ 15 mass parts.When the content of free radical generation type optical free radical polymerization starter is less than 0.01 mass parts, photocuring reaction is insufficient, and when being greater than 20 mass parts, the content of initiator is too much, there is the problem that initiator pollutes liquid crystal or the reduction of cured resin characteristic.
Heat reactive resin (e) and thermal curing agents (f) can also be contained in liquid crystal sealing agent of the present invention.By using heat reactive resin (e) and thermal curing agents (f), liquid crystal pollution becomes good, and the reliability of adhesive strength and hot resistance test improves.
As heat reactive resin (e) operable in the present invention, be not particularly limited, preferably 2 officials can above epoxy resin, such as can enumerate: bisphenol A type epoxy resin, bisphenol f type epoxy resin, bisphenol-s epoxy resin, phenol novolak type epoxy resin, cresol novolak type epoxy resin, bisphenol A novolac type epoxy resin, bisphenol F phenolic type epoxy resin, alicyclic epoxy resin, aliphatics chain epoxy resin, glycidyl ester type epoxy resin, glycidyl amine type epoxy resin, glycolylurea type epoxy resin, isocyanuric acid ester type epoxy resin, there is the phenol novolak type epoxy resin of triphenol methylmethane skeleton, and two 2-glycidyl etherates of sense phenols, the 2-glycidyl etherate of two sense alcohols, and their halogenide, hydride etc.Wherein, from the viewpoint of liquid crystal pollution, preferred bisphenol-type epoxy resin, phenolic resin varnish type epoxy resin.
In addition, the water-disintegrable cl content as the epoxy resin of the heat reactive resin used in the present invention is preferably below 600ppm.When water-disintegrable cl content is greater than 600ppm, liquid crystal sealing agent may become problem to the contaminative of liquid crystal.Water-disintegrable cl content such as by being dissolved in 20ml dioxane by about 0.5g epoxy resin, after carrying out backflow in 30 minutes, can carry out titration with 0.01N silver nitrate solution, thus quantitatively with the KOH/ ethanolic soln 5ml of 1N.When the total amount of liquid crystal sealing agent of the present invention is set as 100 quality %, the content of this epoxy resin shared by liquid crystal sealing agent of the present invention is about 0 ~ about 50 quality %.
In addition, in liquid crystal sealing agent of the present invention, operable (f) composition is not particularly limited, and preferably can use solid-state organic acid hydrazides.Such as can enumerate: as Whitfield's ointment hydrazides, benzoic acid hydrazide, naphthalene-1-formic hydrazide, terephthaldehyde's acid dihydrazide, isophthalic dihydrazide, the naphthalene-2 of aromatic hydrazide, 6-diformazan acid dihydrazide, pyridine-2,6-diformazan acid dihydrazide, benzene-1,2,4-tricarboxylic acid three hydrazides, naphthalene-1,4,5,8-tetracarboxylic acid four hydrazides, Pyromellitic Acid four hydrazides etc.In addition, when this organic acid hydrazides is aliphatics hydrazide compound, such as can enumerate: formyl hydrazine, acethydrazide, propionyl hydrazine, grass acid dihydrazide, acid dihydrazide, amber acid dihydrazide, glutaric, adipic dihydrazide, pimelic acid two hydrazides, hexanaphthene-1, 4-diformazan acid dihydrazide, winestone acid dihydrazide, apple acid dihydrazide, iminodiethanoic acid two hydrazides, N, the two Urea,amino-of N '-hexa-methylene, citric acid three hydrazides, nitrilotriacetic acid(NTA) three hydrazides, hexanaphthene tricarboxylic acid three hydrazides, 1, two (diazanyl the carbonyl ethyl)-5-sec.-propyl glycolylurea of 3-etc. have the two hydrazides classes etc. of α-amino-isovaleric acid glycolylurea skeleton.From the viewpoint of the balance of solidification reactivity and potentiality, be preferably two hydrazides of two senses, particularly preferably enumerate a diformazan acid dihydrazide.
When the median size of these hydrazide compounds is excessive, can become and produce the major cause of the problems such as gap during upper lower glass substrate laminating can not be formed smoothly in the liquid crystal cells process manufacturing narrow gap, therefore, be preferably less than 3 μm, be more preferably less than 2 μm.In addition, equally, maximum particle diameter is preferably less than 8 μm, is more preferably less than 5 μm.This particle diameter is by laser diffraction and scattering formula particle size distribution device (dry type) (セ イ シ Application enterprise of Co., Ltd. system; LMS-30) measure.
In liquid crystal sealing agent of the present invention, when the epoxy equivalent (weight) of the epoxy group(ing) of the epoxy resin of composition (e) is set as 1, the containing ratio of the aromatic hydrazide compound of composition (f) is 0.2 ~ 0.8, is preferably 0.4 ~ 0.6.
In addition, as mineral filler (g) operable in liquid crystal sealing agent of the present invention, can enumerate: fused silica, crystalline silica, silicon carbide, silicon nitride, boron nitride, calcium carbonate, magnesiumcarbonate, barium sulfate, calcium sulfate, mica, talcum, clay, aluminum oxide, magnesium oxide, zirconium white, aluminium hydroxide, magnesium hydroxide, Calucium Silicate powder, pure aluminium silicate, lithium aluminium silicate, zirconium silicate, barium titanate, glass fibre, carbon fiber, molybdenumdisulphide, asbestos etc., preferred molten silicon-dioxide, crystalline silica, silicon nitride, boron nitride, calcium carbonate, barium sulfate, calcium sulfate, mica, talcum, clay, aluminum oxide, aluminium hydroxide, Calucium Silicate powder, pure aluminium silicate, more preferably fused silica, crystalline silica, aluminum oxide, talcum.These mineral fillers can mix two or more and use.When its median size is excessive, can become and produce by the major cause of the problems such as gap during upper lower glass substrate laminating can not be formed smoothly in the liquid crystal cells process manufacturing narrow gap, therefore, median size is preferably less than 3 μm, is more preferably less than 2 μm.Particle diameter is by laser diffraction and scattering formula particle size distribution device (dry type) (セ イ シ Application enterprise of Co., Ltd. system; LMS-30) measure.
When the total amount of liquid crystal sealing agent of the present invention is set as 100 quality %, in liquid crystal sealing agent of the present invention, the content of operable mineral filler (g) in liquid crystal sealing agent is generally 5 ~ 40 quality %, is preferably 15 ~ 30 quality %.When the content of mineral filler is less than 5 quality %, reduce, and moisture-proof reliability is also poor to the adhesive strength of glass substrate, therefore, the decline of the adhesive strength sometimes after moisture absorption also becomes large.In addition, when the content of mineral filler is greater than 40 quality %, filler content is too much, therefore, sometimes not easily crushes and can not form the gap of liquid crystal cells.
Liquid crystal sealing agent of the present invention can coordinate the additive such as organic filler and pigment, flow agent, defoamer, solvent as required further.As solvent operable in the present invention, be not particularly limited, can enumerate such as: the polyol ethers acetate esters etc. such as ethers, diethylene glycol monoethyl ether acetic ester of the polyvalent alcohol such as diacetate esters class, diethylene glycol monoethyl ether, dimethyl ether of the polyvalent alcohols such as propylene-glycol diacetate.
In order to obtain liquid crystal sealing agent of the present invention, first, in (b) composition, mixing (d) composition, (e) composition is dissolved as required.Then, mix (c) composition in the mixture, add (a) composition, thermal curing agents (f), (g) composition and add organic filler, defoamer, flow agent and solvent etc. as required, known mixing device such as three-roll mill (3 ロ mono-Le ミ Le), sand mill, ball mill etc. are used to carry out Homogeneous phase mixing, filter with wire netting, thus, liquid crystal sealing agent of the present invention can be manufactured.
Liquid crystal display of the present invention is a pair substrate subtend configuration at predetermined intervals that will be formed with predetermined electrode on substrate, and the liquid crystal display obtained with enclosing liquid crystal in liquid crystal sealing agent sealing of the present invention and betwixt gap around.The kind of the liquid crystal enclosed is not particularly limited.At this, substrate by comprise glass, quartz, plastics, silicon etc., assembled substrate that at least one has a light transmission forms.As its method for making, such as, when being liquid crystal drip-injection mode, add the spacers such as glass fibre (ス ペ mono-サ mono-) (gap control material) in liquid crystal sealing agent of the present invention after, use in this pair substrate one of adhesive dispensing device (デ イ ス ペ Application サ mono-) or silk-screen printing device etc. and be coated with this liquid crystal sealing agent, then carry out the thickening operations (preliminary drying) such as heating.At 90 DEG C, such as carry out the preliminary drying operation of 5 ~ 15 minutes.Then, to the inner side dispenser method in the cofferdam of this liquid crystal sealing agent, superimposed with another glass substrate in a vacuum, carry out gap generation.After forming gap, by ultraviolet irradiation machine to sealing liquid crystal portion irradiation ultraviolet radiation, carry out photocuring.Ultraviolet irradiation amount is preferably 500mJ/cm
2~ 6000mJ/cm
2, be more preferably 1000mJ/cm
2~ 4000mJ/cm
2.Thereafter, as required, at 90 ~ 130 DEG C, carry out solidification in 1 ~ 2 hour, liquid crystal display of the present invention can be obtained thus.The display that the liquid crystal display of the present invention obtained thus is not caused by liquid crystal pollution is bad, and tackiness, moisture-proof are excellent in reliability.As spacer, such as, can enumerate glass fibre, silicon-dioxide microballon, polymer bead etc.Its diameter is different according to object, is generally 2 ~ 8 μm, is preferably 4 ~ 7 μm.About its usage quantity, be generally about 0.1 ~ about 4 mass parts relative to liquid crystal sealing agent 100 mass parts of the present invention, be preferably about 0.5 ~ about 2 mass parts, be more preferably about 0.9 ~ about 1.5 mass parts.
Embodiment
The present invention will be described in more detail by the following examples.In an embodiment, part represents mass parts, and % represents quality %.
(preparation of liquid crystal drip-injection method sealing agent)
Mix each resinous principle with the ratio shown in following table 1 and after stirring, heat and Photoepolymerizationinitiater initiater is dissolved.Thereafter, suitably add filler, thickening material etc., and stir.Thereafter, make it disperse by three-roll mill, with metal mesh filter, prepare liquid crystal drip-injection method sealing agent embodiment (1) ~ (5), comparative example (1) ~ (5).
Below represent assessment item content and its result of each liquid crystal drip-injection method sealing agent of preparation.
(liquid crystal pollution)
After each liquid crystal drip-injection method sealing agent of the bottom of 10ml phial (バ イ ヤ Le bottle) coating 100mg, add the liquid crystal (MLC-6866-100: メ ルク Co., Ltd. system) of its 10 times amount.Heat after 1 hour, cool 30 minutes.After cooling, divided by decant and get supernatant liquor, measure with digital ultra-high resistance meter (R8340: Co., Ltd. ア De バ Application テ ス ト system), compare with the value of the liquid crystal not having sealing agent.Judge by following standard.
Zero more than 1.0E+12
·△1.0E+11～1.0E+12
× below 1.0E+11
(some colloidality)
Obtained each liquid crystal drip-injection method sealing agent to be filled in syringe and after carrying out deaeration, with adhesive dispensing device (Wu KURA エ Application ジ ニ ア リ Application グ Inc. シ ヨ Star ト マ ス タ 1) on the glass substrate with the speed coating sealing agent of 20mm/ second, visual confirmation shape.By the average evaluation with the style of calligraphy characterized by hollow strokes, sealing interruption etc. be ×, will not occur that the average evaluation of above-mentioned fault is zero.
(embedding test)
As above the substrate operating obtained sealing agent coating is put in the hot-air oven being set in 90 DEG C, after 10 minutes, by appropriate liquid crystal drip-injection in sealing frame, is placed in vacuum forming apparatus, under vacuo with another superimposed substrate.After being back to normal atmosphere, visual confirmation embeds.Observe 10 minutes, by the average evaluation of sealed penetration (シ mono-Le パ Application Network) be ×, be zero by imperforated average evaluation.
(printing)
After obtained each liquid crystal drip-injection method sealing agent EME defoamer is carried out deaeration, with screen process press (the accurate industry of ニ ユ mono-ロ Application グ (strain) LS-150 processed) printing coating sealing agent on the glass substrate.Visual confirmation printing.By the average evaluation with the style of calligraphy characterized by hollow strokes, sealing interruption etc. be ×, will not occur that the average evaluation of above-mentioned fault is zero.
(after thickening viscosity)
By obtained liquid crystal drip-injection method sealing agent with the thickness planar of about 40 μm coating on the glass substrate, then heat 5 minutes, 10 minutes, 15 minutes on the hot plate of 90 DEG C.Thereafter, each coated substrates is back to room temperature, at 25 DEG C, uses the viscosity of E type viscometer determining sealing agent.
(cell gap)
After the spacer (PF-50S: Nippon Electric Glass Co., Ltd's system) of mixing 5 μm in obtained each liquid crystal drip-injection method sealing agent, to be filled in syringe and after carrying out deaeration, to be coated with sealing agent on the glass substrate with adhesive dispensing device (military KURA エ Application ジ ニ ア リ Application グ Inc. シ ヨ Star ト マ ス タ 1).Then, dispenser method on coated substrates, is coated with the glass of spacer in face (Na ト コ ス ペ mono-サ mono-KSEB-525F: Na ト コ Co., Ltd. system) in opposition side laminating, via UV irradiation, heating process production unit.The cell gap of obtained unit is measured with liquid crystal characteristic evaluating apparatus (Central Motor Wheel Co., Ltd. OMS-NK3).
Table 2
| Embodiment 1 | Embodiment 2 | Embodiment 3 | Embodiment 4 | Embodiment 5 | Comparative example 1 | Comparative example 2 | Comparative example 3 | Comparative example 4 | Comparative example 5 | |
| Liquid crystal pollution | ○ | ○ | ○ | △ | ○ | ○ | ○ | ○ | △ | ○ |
| Point colloidality | ○ | ○ | ○ | ○ | ○ | ○ | ○ | ○ | ○ | × |
| Embed test | ○ | ○ | ○ | ○ | △ | ○ | ○ | ○ | × | ○ |
| Screen printability | ○ | △ | △ | △ | ○ | ○ | ○ | ○ | ○ | × |
| Viscosity (5rpm/5 minute) after thickening | 128 | 296 | 199 | 118 | 93 | (*) | (*) | (*) | 61 | 486 |
| Viscosity (5rpm/10 minute) after thickening | 169 | 375 | 269 | 173 | 108 | (*) | (*) | (*) | 75 | 534 |
| Viscosity (5rpm/15 minute) after thickening | 208 | (*) | 293 | 230 | 112 | (*) | (*) | (*) | 80 | 577 |
| Cell gap | 5.0 | 5.0 | 5.0 | 5.0 | 5.0 | 6.8 | 7.0 | 6.9 | 5.0 | 5.0 |
(*) represent that viscosity is more than 6000, can not measure with E type viscometer
Industrial applicability
As mentioned above, liquid crystal sealing agent of the present invention is except the initial viscosity met required by the liquid crystal drip-injection method liquid crystal sealing agent can tackling silk screen printing, thixotropy, and the characteristic such as production method, liquid crystal embedding in the encapsulant of liquid crystal pollution, screen printability, cell gap is also excellent.On the other hand known, although comparative example initial viscosity is low, during Procuring, excess stickiness increases and not generation unit gap, or not thickening and liquid crystal pollution, some colloidality are deteriorated after Procuring.In addition we know, in the comparative example that initial viscosity is high, some colloidality or screen printability poor.Therefore can say, by operation, the liquid crystal sealing agent of the present application is low to the contaminative of liquid crystal in whole operation, painting work, liquid crystal drip-injection method to substrate time imbedibility, operability is excellent, reliability is high.
Claims (8)
1. a liquid crystal sealing agent, it contains (a) and has the resin particle of core shell structure and (b) comprises the resorcinol diglycidyl ether of more than 50 quality % and epoxy (methyl) acrylate resin of acrylic acid reaction product, and, use the viscosity at 25 DEG C of E type viscometer determining to be below 100Pas, at 90 DEG C, 10 minutes pre-baked viscosity is more than 100Pas and below 400Pas.
2. liquid crystal sealing agent as claimed in claim 1, wherein, comprises (c) silane coupling agent further.
3. liquid crystal sealing agent as claimed in claim 2, wherein, comprises N-2-(amino-ethyl)-3-TSL 8330 as (c) silane coupling agent.
4. liquid crystal sealing agent as claimed in claim 3, wherein, contains 0.01 ~ 20 mass parts (d) optical free radical polymerization starter relative to described composition (b) 100 mass parts further.
5. liquid crystal sealing agent as claimed in claim 4, wherein, further containing (e) heat reactive resin and/or (f) thermal curing agents.
6. liquid crystal sealing agent as claimed in claim 5, wherein, (e) heat reactive resin is epoxy resin, and (f) thermal curing agents is organic acid hydrazides, and the water-disintegrable cl content of described epoxy resin is below 600ppm.
7. the liquid crystal sealing agent according to any one of claims 1 to 3 wherein, is the mineral filler of less than 3 μm containing (g) median size further.
8. a liquid crystal display, its cured article obtained by being solidified by the liquid crystal drip-injection method liquid crystal sealing agent according to any one of claims 1 to 3 seals.
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| JP5773782B2 (en) * | 2011-07-03 | 2015-09-02 | 日本化薬株式会社 | Novel (meth) acrylic resin and resin composition using the same |
| SG11201507073UA (en) * | 2013-03-07 | 2015-10-29 | Nippon Kayaku Kk | Method for manufacturing liquid-crystal display cells and liquid-crystal display cells obtained via said method |
| JP6238761B2 (en) * | 2014-01-20 | 2017-11-29 | 日本化薬株式会社 | Liquid crystal sealant and liquid crystal display cell using the same |
| CN106662781B (en) | 2014-07-24 | 2020-05-15 | 三井化学株式会社 | Liquid crystal sealing agent and method for manufacturing liquid crystal display panel |
| KR102641044B1 (en) * | 2015-10-09 | 2024-02-26 | 세키스이가가쿠 고교가부시키가이샤 | Sealant for liquid crystal display elements, vertical conduction material, and liquid crystal display element |
| KR20220123426A (en) * | 2020-02-06 | 2022-09-06 | 미쓰이 가가쿠 가부시키가이샤 | Photothermosetting resin composition and liquid crystal sealing agent comprising same, and liquid crystal display panel and manufacturing method thereof |
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| JP2006023419A (en) * | 2004-07-07 | 2006-01-26 | Shin Etsu Chem Co Ltd | Sealant composition for liquid crystal display cells |
| WO2006073053A1 (en) * | 2005-01-06 | 2006-07-13 | Nippon Kayaku Kabushiki Kaisha | Liquid crystal sealing material and liquid crystal display cells made by using the same |
| WO2007026784A1 (en) * | 2005-09-02 | 2007-03-08 | Dainippon Ink And Chemicals, Inc. | Photocurable composition for sealing agent, liquid crystal sealing agent, and liquid crystal panel |
| JP4935982B2 (en) * | 2005-11-10 | 2012-05-23 | Ｄｉｃ株式会社 | Composition for photo-alignment film, optical anisotropic body and method for producing the same |
| JP2007304274A (en) * | 2006-05-10 | 2007-11-22 | Hitachi Displays Ltd | Liquid crystal display element and manufacturing method |
| JP2008275670A (en) * | 2007-04-25 | 2008-11-13 | Sekisui Chem Co Ltd | Method for manufacturing liquid crystal display element, and liquid crystal display element |
-
2010
- 2010-04-22 KR KR1020100037548A patent/KR20100118518A/en not_active Application Discontinuation
- 2010-04-23 JP JP2010099537A patent/JP5545832B2/en not_active Expired - Fee Related
- 2010-04-27 TW TW099113228A patent/TWI506347B/en not_active IP Right Cessation
- 2010-04-28 CN CN201010171405.3A patent/CN101875832B/en not_active Expired - Fee Related
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1711300A (en) * | 2002-11-06 | 2005-12-21 | 日本化药株式会社 | Sealing material for liquid crystal and liquid crystal display cell using same |
| CN1867861A (en) * | 2003-10-17 | 2006-11-22 | 日本化药株式会社 | Sealant for liquid crystal, liquid-crystal display made with the same, and process for produicng the display |
| CN101210169A (en) * | 2006-12-30 | 2008-07-02 | 比亚迪股份有限公司 | Liquid crystal sealing agent composition and preparing method thereof |
Also Published As
| Publication number | Publication date |
|---|---|
| JP2010277072A (en) | 2010-12-09 |
| KR20100118518A (en) | 2010-11-05 |
| CN101875832A (en) | 2010-11-03 |
| TWI506347B (en) | 2015-11-01 |
| JP5545832B2 (en) | 2014-07-09 |
| TW201100933A (en) | 2011-01-01 |
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