JPH04350622A - Production of liquid crystal device - Google Patents
Production of liquid crystal deviceInfo
- Publication number
- JPH04350622A JPH04350622A JP12370091A JP12370091A JPH04350622A JP H04350622 A JPH04350622 A JP H04350622A JP 12370091 A JP12370091 A JP 12370091A JP 12370091 A JP12370091 A JP 12370091A JP H04350622 A JPH04350622 A JP H04350622A
- Authority
- JP
- Japan
- Prior art keywords
- liquid crystal
- light control
- control layer
- crystal device
- injection hole
- 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.)
- Granted
Links
- 239000004973 liquid crystal related substance Substances 0.000 title claims abstract description 68
- 238000004519 manufacturing process Methods 0.000 title claims abstract description 27
- 239000000463 material Substances 0.000 claims abstract description 58
- 238000002347 injection Methods 0.000 claims abstract description 38
- 239000007924 injection Substances 0.000 claims abstract description 38
- 238000000034 method Methods 0.000 claims abstract description 26
- 239000000758 substrate Substances 0.000 claims abstract description 24
- 230000001678 irradiating effect Effects 0.000 claims abstract description 8
- 238000007789 sealing Methods 0.000 claims abstract description 8
- 239000011343 solid material Substances 0.000 claims abstract description 6
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 5
- 239000003999 initiator Substances 0.000 claims abstract description 5
- 239000000565 sealant Substances 0.000 claims description 22
- 239000000203 mixture Substances 0.000 claims description 19
- 239000000126 substance Substances 0.000 claims description 8
- 239000007787 solid Substances 0.000 claims description 6
- 239000003112 inhibitor Substances 0.000 claims description 3
- 238000006116 polymerization reaction Methods 0.000 claims description 3
- 238000009281 ultraviolet germicidal irradiation Methods 0.000 claims description 3
- 238000010438 heat treatment Methods 0.000 claims 1
- 230000006866 deterioration Effects 0.000 abstract description 4
- 238000001816 cooling Methods 0.000 abstract description 2
- 230000015572 biosynthetic process Effects 0.000 abstract 1
- 230000000694 effects Effects 0.000 abstract 1
- 230000002093 peripheral effect Effects 0.000 abstract 1
- -1 4-substituted benzoic acid Chemical class 0.000 description 24
- 150000001875 compounds Chemical class 0.000 description 8
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 5
- AZQWKYJCGOJGHM-UHFFFAOYSA-N 1,4-benzoquinone Chemical compound O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 description 3
- KWVGIHKZDCUPEU-UHFFFAOYSA-N 2,2-dimethoxy-2-phenylacetophenone Chemical compound C=1C=CC=CC=1C(OC)(OC)C(=O)C1=CC=CC=C1 KWVGIHKZDCUPEU-UHFFFAOYSA-N 0.000 description 3
- 239000004986 Cholesteric liquid crystals (ChLC) Substances 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 3
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 3
- 239000000178 monomer Substances 0.000 description 3
- FZUGPQWGEGAKET-UHFFFAOYSA-N parbenate Chemical compound CCOC(=O)C1=CC=C(N(C)C)C=C1 FZUGPQWGEGAKET-UHFFFAOYSA-N 0.000 description 3
- 230000000379 polymerizing effect Effects 0.000 description 3
- 239000011148 porous material Substances 0.000 description 3
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 2
- BTJPUDCSZVCXFQ-UHFFFAOYSA-N 2,4-diethylthioxanthen-9-one Chemical compound C1=CC=C2C(=O)C3=CC(CC)=CC(CC)=C3SC2=C1 BTJPUDCSZVCXFQ-UHFFFAOYSA-N 0.000 description 2
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 description 2
- RDFQSFOGKVZWKF-UHFFFAOYSA-N 3-hydroxy-2,2-dimethylpropanoic acid Chemical class OCC(C)(C)C(O)=O RDFQSFOGKVZWKF-UHFFFAOYSA-N 0.000 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 2
- OWYWGLHRNBIFJP-UHFFFAOYSA-N Ipazine Chemical compound CCN(CC)C1=NC(Cl)=NC(NC(C)C)=N1 OWYWGLHRNBIFJP-UHFFFAOYSA-N 0.000 description 2
- 239000004988 Nematic liquid crystal Substances 0.000 description 2
- 239000004990 Smectic liquid crystal Substances 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 2
- 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 2
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 2
- YCIMNLLNPGFGHC-UHFFFAOYSA-N catechol Chemical compound OC1=CC=CC=C1O YCIMNLLNPGFGHC-UHFFFAOYSA-N 0.000 description 2
- 150000001934 cyclohexanes Chemical class 0.000 description 2
- HGCIXCUEYOPUTN-UHFFFAOYSA-N cyclohexene Chemical compound C1CCC=CC1 HGCIXCUEYOPUTN-UHFFFAOYSA-N 0.000 description 2
- 230000003247 decreasing effect Effects 0.000 description 2
- 150000002009 diols Chemical class 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- XMGQYMWWDOXHJM-UHFFFAOYSA-N limonene Chemical compound CC(=C)C1CCC(C)=CC1 XMGQYMWWDOXHJM-UHFFFAOYSA-N 0.000 description 2
- YDKNBNOOCSNPNS-UHFFFAOYSA-N methyl 1,3-benzoxazole-2-carboxylate Chemical compound C1=CC=C2OC(C(=O)OC)=NC2=C1 YDKNBNOOCSNPNS-UHFFFAOYSA-N 0.000 description 2
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 229920000193 polymethacrylate Polymers 0.000 description 2
- QNODIIQQMGDSEF-UHFFFAOYSA-N (1-hydroxycyclohexyl)-phenylmethanone Chemical compound C=1C=CC=CC=1C(=O)C1(O)CCCCC1 QNODIIQQMGDSEF-UHFFFAOYSA-N 0.000 description 1
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical group C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 description 1
- ROLAGNYPWIVYTG-UHFFFAOYSA-N 1,2-bis(4-methoxyphenyl)ethanamine;hydrochloride Chemical compound Cl.C1=CC(OC)=CC=C1CC(N)C1=CC=C(OC)C=C1 ROLAGNYPWIVYTG-UHFFFAOYSA-N 0.000 description 1
- YJTKZCDBKVTVBY-UHFFFAOYSA-N 1,3-Diphenylbenzene Chemical class C1=CC=CC=C1C1=CC=CC(C=2C=CC=CC=2)=C1 YJTKZCDBKVTVBY-UHFFFAOYSA-N 0.000 description 1
- 229940058015 1,3-butylene glycol Drugs 0.000 description 1
- UKDKWYQGLUUPBF-UHFFFAOYSA-N 1-ethenoxyhexadecane Chemical compound CCCCCCCCCCCCCCCCOC=C UKDKWYQGLUUPBF-UHFFFAOYSA-N 0.000 description 1
- 239000012956 1-hydroxycyclohexylphenyl-ketone Substances 0.000 description 1
- YIKSHDNOAYSSPX-UHFFFAOYSA-N 1-propan-2-ylthioxanthen-9-one Chemical compound S1C2=CC=CC=C2C(=O)C2=C1C=CC=C2C(C)C YIKSHDNOAYSSPX-UHFFFAOYSA-N 0.000 description 1
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- CCJAYIGMMRQRAO-UHFFFAOYSA-N 2-[4-[(2-hydroxyphenyl)methylideneamino]butyliminomethyl]phenol Chemical compound OC1=CC=CC=C1C=NCCCCN=CC1=CC=CC=C1O CCJAYIGMMRQRAO-UHFFFAOYSA-N 0.000 description 1
- TXBCBTDQIULDIA-UHFFFAOYSA-N 2-[[3-hydroxy-2,2-bis(hydroxymethyl)propoxy]methyl]-2-(hydroxymethyl)propane-1,3-diol Chemical compound OCC(CO)(CO)COCC(CO)(CO)CO TXBCBTDQIULDIA-UHFFFAOYSA-N 0.000 description 1
- SBYMUDUGTIKLCR-UHFFFAOYSA-N 2-chloroethenylbenzene Chemical compound ClC=CC1=CC=CC=C1 SBYMUDUGTIKLCR-UHFFFAOYSA-N 0.000 description 1
- XMLYCEVDHLAQEL-UHFFFAOYSA-N 2-hydroxy-2-methyl-1-phenylpropan-1-one Chemical compound CC(C)(O)C(=O)C1=CC=CC=C1 XMLYCEVDHLAQEL-UHFFFAOYSA-N 0.000 description 1
- LWRBVKNFOYUCNP-UHFFFAOYSA-N 2-methyl-1-(4-methylsulfanylphenyl)-2-morpholin-4-ylpropan-1-one Chemical compound C1=CC(SC)=CC=C1C(=O)C(C)(C)N1CCOCC1 LWRBVKNFOYUCNP-UHFFFAOYSA-N 0.000 description 1
- RIWRBSMFKVOJMN-UHFFFAOYSA-N 2-methyl-1-phenylpropan-2-ol Chemical compound CC(C)(O)CC1=CC=CC=C1 RIWRBSMFKVOJMN-UHFFFAOYSA-N 0.000 description 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 1
- KGIGUEBEKRSTEW-UHFFFAOYSA-N 2-vinylpyridine Chemical compound C=CC1=CC=CC=N1 KGIGUEBEKRSTEW-UHFFFAOYSA-N 0.000 description 1
- DPZYLEIWHTWHCU-UHFFFAOYSA-N 3-ethenylpyridine Chemical compound C=CC1=CC=CN=C1 DPZYLEIWHTWHCU-UHFFFAOYSA-N 0.000 description 1
- KFDVPJUYSDEJTH-UHFFFAOYSA-N 4-ethenylpyridine Chemical compound C=CC1=CC=NC=C1 KFDVPJUYSDEJTH-UHFFFAOYSA-N 0.000 description 1
- XESZUVZBAMCAEJ-UHFFFAOYSA-N 4-tert-butylcatechol Chemical compound CC(C)(C)C1=CC=C(O)C(O)=C1 XESZUVZBAMCAEJ-UHFFFAOYSA-N 0.000 description 1
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 1
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 1
- 239000004641 Diallyl-phthalate Substances 0.000 description 1
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- BGNXCDMCOKJUMV-UHFFFAOYSA-N Tert-Butylhydroquinone Chemical compound CC(C)(C)C1=CC(O)=CC=C1O BGNXCDMCOKJUMV-UHFFFAOYSA-N 0.000 description 1
- XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical compound ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 description 1
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 1
- MZVQCMJNVPIDEA-UHFFFAOYSA-N [CH2]CN(CC)CC Chemical group [CH2]CN(CC)CC MZVQCMJNVPIDEA-UHFFFAOYSA-N 0.000 description 1
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 description 1
- PYKYMHQGRFAEBM-UHFFFAOYSA-N anthraquinone Natural products CCC(=O)c1c(O)c2C(=O)C3C(C=CC=C3O)C(=O)c2cc1CC(=O)OC PYKYMHQGRFAEBM-UHFFFAOYSA-N 0.000 description 1
- 150000004056 anthraquinones Chemical class 0.000 description 1
- 238000000149 argon plasma sintering Methods 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- QUDWYFHPNIMBFC-UHFFFAOYSA-N bis(prop-2-enyl) benzene-1,2-dicarboxylate Chemical compound C=CCOC(=O)C1=CC=CC=C1C(=O)OCC=C QUDWYFHPNIMBFC-UHFFFAOYSA-N 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
- 235000019437 butane-1,3-diol Nutrition 0.000 description 1
- 125000006226 butoxyethyl group Chemical group 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
- 239000007795 chemical reaction product Substances 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 125000004093 cyano group Chemical group *C#N 0.000 description 1
- GCFAUZGWPDYAJN-UHFFFAOYSA-N cyclohexyl 3-phenylprop-2-enoate Chemical class C=1C=CC=CC=1C=CC(=O)OC1CCCCC1 GCFAUZGWPDYAJN-UHFFFAOYSA-N 0.000 description 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- MEGHWIAOTJPCHQ-UHFFFAOYSA-N ethenyl butanoate Chemical compound CCCC(=O)OC=C MEGHWIAOTJPCHQ-UHFFFAOYSA-N 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- VZCYOOQTPOCHFL-OWOJBTEDSA-L fumarate(2-) Chemical class [O-]C(=O)\C=C\C([O-])=O VZCYOOQTPOCHFL-OWOJBTEDSA-L 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- 125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 description 1
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 description 1
- 229940087305 limonene Drugs 0.000 description 1
- 235000001510 limonene Nutrition 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 150000002734 metacrylic acid derivatives Chemical class 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- FQPSGWSUVKBHSU-UHFFFAOYSA-N methacrylamide Chemical compound CC(=C)C(N)=O FQPSGWSUVKBHSU-UHFFFAOYSA-N 0.000 description 1
- 125000005394 methallyl group Chemical group 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- BSCJIBOZTKGXQP-UHFFFAOYSA-N n-(2-hydroxyethyl)-2-methylprop-2-enamide Chemical compound CC(=C)C(=O)NCCO BSCJIBOZTKGXQP-UHFFFAOYSA-N 0.000 description 1
- HNHVTXYLRVGMHD-UHFFFAOYSA-N n-butyl isocyanate Chemical compound CCCCN=C=O HNHVTXYLRVGMHD-UHFFFAOYSA-N 0.000 description 1
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001400 nonyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- NWVVVBRKAWDGAB-UHFFFAOYSA-N p-methoxyphenol Chemical compound COC1=CC=C(O)C=C1 NWVVVBRKAWDGAB-UHFFFAOYSA-N 0.000 description 1
- 125000000913 palmityl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
- YKGCCFHSXQHWIG-UHFFFAOYSA-N phenothiazin-3-one Chemical compound C1=CC=C2SC3=CC(=O)C=CC3=NC2=C1 YKGCCFHSXQHWIG-UHFFFAOYSA-N 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- DGTNSSLYPYDJGL-UHFFFAOYSA-N phenyl isocyanate Chemical compound O=C=NC1=CC=CC=C1 DGTNSSLYPYDJGL-UHFFFAOYSA-N 0.000 description 1
- 239000002985 plastic film Substances 0.000 description 1
- 229920006255 plastic film Polymers 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 239000003505 polymerization initiator Substances 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 150000003230 pyrimidines Chemical class 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 125000006850 spacer group Chemical group 0.000 description 1
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000000057 synthetic resin Substances 0.000 description 1
- 229920003002 synthetic resin Polymers 0.000 description 1
- 230000007704 transition Effects 0.000 description 1
- KOZCZZVUFDCZGG-UHFFFAOYSA-N vinyl benzoate Chemical compound C=COC(=O)C1=CC=CC=C1 KOZCZZVUFDCZGG-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Liquid Crystal (AREA)
Abstract
Description
【０００１】0001
【産業上の利用分野】本発明は、大面積になし得る液晶
デバイスの製造方法に関し、更に詳しくは、視野の遮断
、開放及び明かりもしくは照明光の透過制限、遮断、透
過を電気的に操作し得るものであって、建物の窓やショ
ーウィンドウで視野遮断のスクリーンや、採光コントロ
ールのカーテンに利用されると共に、文字や図形を表示
し、高速応答性を以って電気的にその表示を切り換える
ことによって、ＯＡ機器のディスプレイ等のハイインフ
ォメーション表示体や広告板、案内板、装飾表示板等の
表示用デバイスとして利用される液晶デバイスの製造方
法に関する。[Industrial Application Field] The present invention relates to a method for manufacturing a liquid crystal device that can be manufactured in a large area, and more specifically, the present invention relates to a method for manufacturing a liquid crystal device that can be manufactured in a large area. It is used as a screen to block the view in the windows and show windows of buildings, and as curtains to control daylight, as well as to display characters and figures, and to switch the display electrically with high-speed response. In particular, the present invention relates to a method of manufacturing a liquid crystal device used as a display device such as a high information display body such as a display of office automation equipment, an advertising board, a guide board, a decorative display board, etc.
【０００２】0002
【従来の技術】電極層を有する少なくとも一方が透明な
２枚の基板より形成されるセル中に、液晶材料、光重合
性組成物及び光重合開始剤を含有する調光層形成材料を
介在させ、紫外線を照射することによって前記光重合性
組成物を重合させることにより、液晶材料の連続層中に
透明性固体物質による３次元ネットワーク構造を形成し
てなる調光層を有する液晶デバイスの製造方法、又は、
ポリマー中に液晶が球状となって分散している調光層を
有する液晶デバイスの製造方法において、前記２枚の基
板間の注入孔を除く外周部をシールし、真空下でセルの
注入孔を調光層形成材料中に漬け、その状態で復圧し、
セルに注入する真空注入法を用いて調光層形成材料を注
入した後、紫外線を照射して調光層を形成させ、次いで
、光硬化性封孔剤を注入孔に塗布し、更に紫外線を照射
することによって封孔する方法が採られていた。[Prior Art] A light control layer forming material containing a liquid crystal material, a photopolymerizable composition, and a photopolymerization initiator is interposed in a cell formed of two substrates each having an electrode layer and at least one of which is transparent. A method for producing a liquid crystal device having a light control layer formed by polymerizing the photopolymerizable composition by irradiating it with ultraviolet rays to form a three-dimensional network structure of a transparent solid substance in a continuous layer of liquid crystal material. , or
In a method for manufacturing a liquid crystal device having a light control layer in which liquid crystal is dispersed in a polymer in a spherical form, the outer periphery between the two substrates except for the injection hole is sealed, and the injection hole of the cell is sealed under vacuum. Immerse it in the light control layer forming material and restore the pressure in that state,
After injecting the photochromic layer forming material into the cell using a vacuum injection method, a photochromic layer is formed by irradiating it with ultraviolet rays, then a photocurable sealant is applied to the injection hole, and then ultraviolet rays are irradiated to form the photochromic layer. A method of sealing the holes by irradiation was used.
【０００３】0003
【発明が解決しようとする課題】しかしながら、従来の
技術による真空注入法では、基板間に調光層形成材料を
注入し、紫外線照射により調光層を形成させた後に、注
入孔に紫外線硬化性封孔剤を塗布し、更に紫外線を照射
することによって封孔を行っているが、この方法では製
造工程が煩雑であるうえ、調光層形成と封孔のために２
回の紫外線照射を行わなければならず、これは液晶材料
の光劣化による液晶デバイスの抵抗値及び電圧保持率の
低下を引き起こし、消費電力の増大、寿命の低下、画面
のちらつき等の原因となり、液晶デバイスの性能が劣化
するといった問題があった。[Problems to be Solved by the Invention] However, in the conventional vacuum injection method, after injecting a photochromic layer forming material between the substrates and forming a photochromic layer by irradiating ultraviolet rays, the injection hole is filled with ultraviolet curable material. The pores are sealed by applying a pore sealing agent and then irradiating them with ultraviolet rays, but this method requires a complicated manufacturing process and requires two steps to form the light control layer and seal the pores.
UV irradiation must be performed twice, which causes a decrease in the resistance value and voltage holding rate of the liquid crystal device due to photodeterioration of the liquid crystal material, which causes increased power consumption, shortened lifespan, screen flickering, etc. There was a problem that the performance of the liquid crystal device deteriorated.
【０００４】本発明が解決しようとする課題は、紫外線
照射による液晶デバイスの劣化を抑え、製造工程を簡略
化した真空注入法による液晶デバイスの製造方法を提供
することにある。An object of the present invention is to provide a method for manufacturing a liquid crystal device using a vacuum injection method, which suppresses deterioration of the liquid crystal device due to ultraviolet irradiation and simplifies the manufacturing process.
【０００５】[0005]
【課題を解決するための手段】本発明者らは、製造工程
を簡略化した真空注入法による液晶デバイスの製造方法
に関して鋭意研究を進めた結果、本発明に到達した。[Means for Solving the Problems] The present inventors have conducted intensive research on a method for manufacturing a liquid crystal device using a vacuum injection method that simplifies the manufacturing process, and as a result, has arrived at the present invention.
【０００６】即ち、本発明は上記課題を解決するために
、電極層を有する少なくとも一方が透明な２枚の基板よ
り形成されるセル中に液晶材料、光重合性組成物及び光
重合開始剤を含有する調光層形成材料を介在させ、紫外
線を照射して前記光重合性組成物を重合させることによ
って、液晶材料と透明性固体物質から成る調光層を有す
る液晶デバイスの製造方法において、前記２枚の基板間
の注入孔を除く外周部をシールした後、前記調光層形成
材料を注入し、更に、注入孔に光硬化性封孔剤を注入し
た後、紫外線照射を行うことを特徴とする液晶デバイス
の製造方法を提供する。That is, in order to solve the above-mentioned problems, the present invention includes a liquid crystal material, a photopolymerizable composition, and a photopolymerization initiator in a cell formed from two substrates each having an electrode layer and at least one of which is transparent. In the method for manufacturing a liquid crystal device having a light control layer made of a liquid crystal material and a transparent solid substance, the photopolymerizable composition is polymerized by irradiating the photopolymerizable composition with a light control layer forming material contained therein, After sealing the outer periphery between the two substrates except for the injection hole, the light control layer forming material is injected, and after further injecting a photocurable sealant into the injection hole, ultraviolet ray irradiation is performed. A method for manufacturing a liquid crystal device is provided.
【０００７】本発明の液晶デバイスの製造方法は、調光
層形成材料を注入した後に、注入孔に光硬化性封孔剤を
注入し、１回の紫外線照射により、調光層形成と封孔を
同時に行うことできるので、製造工程が少なく、光劣化
を抑えた液晶デバイスを製造することができる。In the method for manufacturing a liquid crystal device of the present invention, after injecting the material for forming a light control layer, a photocurable sealant is injected into the injection hole, and the light control layer is formed and the hole is sealed by one UV irradiation. Since these steps can be performed simultaneously, it is possible to manufacture a liquid crystal device with fewer manufacturing steps and with suppressed photodeterioration.
【０００８】本発明において、調光層形成材料をセル中
に真空注入する際には、真空注入装置を完全に遮光する
等、紫外線に暴露されない条件下で注入する必要があり
、これは均一でむらのない調光層を有する液晶デバイス
を得るために有効である。In the present invention, when injecting the photochromic layer-forming material into the cell under vacuum, it is necessary to inject it under conditions that will not expose it to ultraviolet light, such as by completely shielding the vacuum injector from light, and this will ensure uniform injection. This is effective for obtaining a liquid crystal device having an even light control layer.
【０００９】また、光硬化性封孔剤を注入する方法とし
ては、■調光層形成材料を真空注入した後、注入孔付近
を更に高い温度にした状態で光硬化性封孔剤を塗布し、
これを冷却することにより注入孔内に吸引注入させる方
法。■調光層形成材料を真空注入した後、注入孔付近に
一定の圧力を加えた状態で光硬化性封孔剤を塗布し、常
圧に戻すことにより注入孔内に吸引注入させる方法。な
どが挙げられる。[0009] In addition, as a method for injecting the photocurable sealant, (1) after injecting the light control layer forming material in a vacuum, apply the photocurable sealant while raising the temperature near the injection hole. ,
A method of cooling this and injecting it into the injection hole by suction. ■After injecting the photochromic layer forming material under vacuum, a photocurable sealant is applied while applying a certain pressure near the injection hole, and the pressure is returned to normal and suction is injected into the injection hole. Examples include.
【００１０】本発明で使用する基板は、堅固な材料、例
えば、ガラス、金属等であっても良く、柔軟性を有する
材料、例えば、プラスチックフィルムの如きものであっ
ても良い。そして、基板は、２枚が対向して適当な間隔
を隔て得るものである。また、その少なくとも一方は、
透明性を有し、その２枚の間に挟持される液晶層及び透
明性固体物質を有する層から成る調光層を外界から視覚
させるものでなければならない。但し、完全な透明性を
必須とするものではない。もし、この液晶デバイスが、
デバイスの一方の側から他方の側へ通過する光に対して
作用させるために使用される場合は、２枚の基板は、共
に適宜な透明性が与えられる。この基板には、目的に応
じて透明、不透明の適宜な電極が、その全面又は部分的
に配置されても良い。The substrate used in the present invention may be made of a rigid material, such as glass or metal, or may be made of a flexible material, such as a plastic film. Two substrates can be placed facing each other with an appropriate distance between them. Also, at least one of them is
The light control layer, which is transparent and consists of a liquid crystal layer and a layer containing a transparent solid material sandwiched between the two layers, must be visible from the outside world. However, complete transparency is not required. If this liquid crystal device
When used to act on light passing from one side of the device to the other, both substrates are provided with suitable transparency. Appropriate transparent or opaque electrodes may be disposed on the entire surface or part of the substrate depending on the purpose.
【００１１】尚、２枚の基板間には、通常、周知の液晶
デバイスと同様、間隔保持用のスペーサーを介在させる
こともできる。また、注入孔を除いた基板の周囲は、周
知のシール剤を用いて固定化される。[0011] Incidentally, a spacer for maintaining the distance between the two substrates can be interposed between the two substrates, as in the case of a well-known liquid crystal device. Further, the periphery of the substrate except for the injection hole is fixed using a well-known sealant.
【００１２】本発明で使用する液晶材料は、単一の液晶
性化合物であることを要しないのは勿論で、２種以上の
液晶化合物や液晶化合物以外の物質も含んだ混合物であ
っても良く、通常この技術分野で液晶材料として認識さ
れるものであれば良く、そのうちの正の誘電率異方性を
有するものが好ましい。用いられる液晶としては、ネマ
チック液晶、スメクチック液晶、コレステリック液晶が
好ましく、ネマチック液晶が特に好ましい。その性能を
改善するために、コレステリック液晶、カイラルネマチ
ック液晶、カイラルスメクチック液晶等やカイラル化合
物が適宜含まれていてもよい。The liquid crystal material used in the present invention need not be a single liquid crystal compound, but may be a mixture containing two or more types of liquid crystal compounds or substances other than liquid crystal compounds. Any material that is generally recognized as a liquid crystal material in this technical field may be used, and among these materials, those having positive dielectric anisotropy are preferred. The liquid crystal used is preferably nematic liquid crystal, smectic liquid crystal, or cholesteric liquid crystal, and nematic liquid crystal is particularly preferable. In order to improve its performance, a cholesteric liquid crystal, a chiral nematic liquid crystal, a chiral smectic liquid crystal, or a chiral compound may be included as appropriate.
【００１３】本発明で使用する液晶材料は、以下に示し
た化合物群から選ばれた１種以上の化合物から成る配合
組成物が好ましく、液晶材料の特性、即ち、等方性液体
と液晶の相転移温度、融点、粘度、屈折率異方性（Δｎ
）、誘電率異方性（Δε）及び重合性組成物等との溶解
性等を改善することを目的として適宜選択、配合して用
いることができる。[0013] The liquid crystal material used in the present invention is preferably a blended composition consisting of one or more compounds selected from the compound group shown below. Transition temperature, melting point, viscosity, refractive index anisotropy (Δn
), dielectric constant anisotropy (Δε), solubility with the polymerizable composition, etc., can be appropriately selected and blended for use.
【００１４】液晶材料としては、例えば、４−置換安息
香酸４’−置換フェニルエステル、４−置換シクロヘキ
サンカルボン酸４’−置換フェニルエステル、４−置換
シクロヘキサンカルボン酸４’−置換ビフェニルエステ
ル、４−（４−置換シクロヘキサンカルボニルオキシ）
安息香酸４’−置換フェニルエステル、４−（４−置換
シクロヘキシル）安息香酸４’−置換フェニルエステル
、４−（４−置換シクロヘキシル）安息香酸４’−置換
シクロヘキシルエステル、４−置換４’−置換ビフェニ
ル、４−置換フェニル４’−置換シクロヘキサン、４−
置換４”−置換ターフェニル、４−置換ビフェニル４’
−置換シクロヘキサン、２−（４−置換フェニル）５−
置換ピリミジン等を挙げることができ、これらの化合物
の中でも、少なくとも分子の一方の末端にシアノ基を有
する化合物が特に好ましい。Examples of liquid crystal materials include 4-substituted benzoic acid 4'-substituted phenyl ester, 4-substituted cyclohexanecarboxylic acid 4'-substituted phenyl ester, 4-substituted cyclohexanecarboxylic acid 4'-substituted biphenyl ester, and 4-substituted cyclohexanecarboxylic acid 4'-substituted phenyl ester. (4-substituted cyclohexanecarbonyloxy)
Benzoic acid 4'-substituted phenyl ester, 4-(4-substituted cyclohexyl)benzoic acid 4'-substituted phenyl ester, 4-(4-substituted cyclohexyl)benzoic acid 4'-substituted cyclohexyl ester, 4-substituted 4'-substituted biphenyl, 4-substituted phenyl 4'-substituted cyclohexane, 4-
Substituted 4''-substituted terphenyl, 4-substituted biphenyl 4'
-substituted cyclohexane, 2-(4-substituted phenyl)5-
Examples include substituted pyrimidines, and among these compounds, compounds having a cyano group at least at one end of the molecule are particularly preferred.
【００１５】調光層形成材料中の液晶材料の含有量は、
６０重量％以上が好ましく、７０〜９０重量％の範囲が
特に好ましい。前記調光層中に形成される透明性固体物
質は、ポリマー中に液晶材料が球状となって分散するも
のでもよいが、三次元網目状構造を有するものがより好
ましい。The content of liquid crystal material in the light control layer forming material is:
It is preferably 60% by weight or more, and particularly preferably in the range of 70 to 90% by weight. The transparent solid material formed in the light control layer may be one in which the liquid crystal material is dispersed in a polymer in the form of spheres, but it is more preferable to have a three-dimensional network structure.
【００１６】この透明性固体物質の三次元網目状部分に
は、液晶材料が充填され、かつ、液晶材料が連続層を形
成することが好ましく、液晶材料の無秩序な状態を形成
することにより、光学的境界面を形成し、光の散乱を発
現させる上で必須である。It is preferable that the three-dimensional network portion of the transparent solid material is filled with a liquid crystal material and that the liquid crystal material forms a continuous layer.By forming a disordered state of the liquid crystal material, optical It is essential to form a boundary surface and cause light scattering to occur.
【００１７】これらの透明性固体物質としては、合成樹
脂が好適である。三次元網目状構造を与えるものとして
は、高分子形成性モノマー若しくはオリゴマーを重合さ
せて得られる光硬化型樹脂が好ましい。[0017] As these transparent solid substances, synthetic resins are suitable. A photocurable resin obtained by polymerizing a polymer-forming monomer or oligomer is preferred as a material that provides a three-dimensional network structure.
【００１８】基板間に形成される透明性固体物質が三次
元網目状構造を形成する方法としては、セル中に封入さ
れた調光層形成材料中の液晶材料を等方性液体状態に保
持しながら、紫外線を照射し、光重合性組成物を重合さ
せる方法が挙げられる。A method for forming a three-dimensional network structure in the transparent solid material formed between the substrates is to maintain the liquid crystal material in the light control layer forming material sealed in the cell in an isotropic liquid state. However, a method of irradiating the photopolymerizable composition with ultraviolet rays and polymerizing the photopolymerizable composition can be mentioned.
【００１９】透明性固体物質を形成する高分子形成性モ
ノマーとしては、例えば、スチレン、クロロスチレン、
α−メチルスチレン、ジビニルベンゼン：置換基として
、メチル、エチル、プロピル、ブチル、アミル、２−エ
チルヘキシル、オクチル、ノニル、ドデシル、ヘキサデ
シル、オクタデシル、シクロヘキシル、ベンジル、メト
キシエチル、ブトキシエチル、フェノキシエチル、アル
リル、メタリル、グリシジル、２−ヒドロキシエチル、
２−ヒドロキシプロピル、３−クロロ−２−ヒドロキシ
プロピル、ジメチルアミノエチル、ジエチルアミノエチ
ル等の如き基を有するアクリレート、メタクリレート又
はフマレート；エチレングリコール、ポリエチレングリ
コール、プロピレングリコール、ポリプロピレングリコ
ール、１，３ −ブチレングリコール、テトラメチレン
グリコール、ヘキサメチレングリコール、ネオペンチル
グリコール、トリメチロールプロパン、グリセリン及び
ペンタエリスリトール等のモノ（メタ）アクリレート又
はポリ（メタ）アクリレート；酢酸ビニル、酪酸ビニル
又は安息香酸ビニル、アクリロニトリル、セチルビニル
エーテル、リモネン、シクロヘキセン、ジアリルフタレ
ート、ジアリルイソフタレート、２−、３− 又は４
−ビニルピリジン、アクリル酸、メタクリル酸、アクリ
ルアミド、メタクリルアミド、Ｎ−ヒドロキシメチルア
クリルアミド又はＮ−ヒドロキシエチルメタクリルアミ
ド及びそれらのアルキルエーテル化合物；ネオペンチル
グリコール１モルに２モル以上のエチレンオキサイド若
しくはプロピレンオキサイドを付加して得たジオールの
ジ（メタ）アクリレート；トリメチロールプロパン１モ
ルに３モル以上のエチレンオキサイド若しくはプロピレ
ンオキサイドを付加して得たトリオールのジ又はトリ（
メタ）アクリレート；ビスフェノールＡ１モルに２モル
以上のエチレンオキサイド若しくはプロピレンオキサイ
ドを付加して得たジオールのジ（メタ）アクリレート；
２−ヒドロキシエチル（メタ）アクリレート１モルとフ
ェニルイソシアネート若しくはｎ−ブチルイソシアネー
ト１モルとの反応生成物；ジペンタエリスリトールのポ
リ（メタ）アクリレート等を挙げることができる。Examples of polymer-forming monomers that form transparent solid substances include styrene, chlorostyrene,
α-Methylstyrene, divinylbenzene: Substituents include methyl, ethyl, propyl, butyl, amyl, 2-ethylhexyl, octyl, nonyl, dodecyl, hexadecyl, octadecyl, cyclohexyl, benzyl, methoxyethyl, butoxyethyl, phenoxyethyl, allyl , methallyl, glycidyl, 2-hydroxyethyl,
Acrylates, methacrylates or fumarates with groups such as 2-hydroxypropyl, 3-chloro-2-hydroxypropyl, dimethylaminoethyl, diethylaminoethyl, etc.; ethylene glycol, polyethylene glycol, propylene glycol, polypropylene glycol, 1,3-butylene glycol , mono(meth)acrylates or poly(meth)acrylates such as tetramethylene glycol, hexamethylene glycol, neopentyl glycol, trimethylolpropane, glycerin and pentaerythritol; vinyl acetate, vinyl butyrate or vinyl benzoate, acrylonitrile, cetyl vinyl ether, Limonene, cyclohexene, diallyl phthalate, diallyl isophthalate, 2-, 3- or 4
- Vinylpyridine, acrylic acid, methacrylic acid, acrylamide, methacrylamide, N-hydroxymethylacrylamide or N-hydroxyethylmethacrylamide and their alkyl ether compounds; 2 or more moles of ethylene oxide or propylene oxide per mole of neopentyl glycol. Di(meth)acrylate of diol obtained by addition; Di(meth)acrylate of triol obtained by adding 3 moles or more of ethylene oxide or propylene oxide to 1 mole of trimethylolpropane
Meth)acrylate; Diol di(meth)acrylate obtained by adding 2 moles or more of ethylene oxide or propylene oxide to 1 mole of bisphenol A;
Examples include a reaction product of 1 mol of 2-hydroxyethyl (meth)acrylate and 1 mol of phenyl isocyanate or n-butyl isocyanate; poly(meth)acrylate of dipentaerythritol, and the like.
【００２０】透明性固体物質を形成する高分子形成性オ
リゴマーとしては、例えば、カプロラクトン変性ヒドロ
キシピバリン酸エステルネオペンチルグリコールジアク
リレート等が挙げられる。Examples of the polymer-forming oligomer that forms the transparent solid substance include caprolactone-modified hydroxypivalic acid ester neopentyl glycol diacrylate.
【００２１】重合開始剤としては、例えば、２−ヒドロ
キシ−２−メチル−１−フェニルプロパン−１−オン（
メルク社製「ダロキュア１１７３」） 、１−ヒドロキ
シシクロヘキシルフェニルケトン（チバ・ガイギー社製
「イルガキュア１８４」）、１−（４−イソプロピルフ
ェニル）−２−ヒドロキシ−２−メチルプロパン−１−
オン（メルク社製「ダロキュア１１１６」）、ベンジル
ジメチルケタール（チバ・ガイギー社製「イルガキュア
６５１」）、２−メチル−１−〔４−（メチルチオ）フ
ェニル〕−２−モルホリノプロパノン−１（チバ・ガイ
ギー社製「イルガキュア９０７」）、２，４ −ジエチ
ルチオキサントン（日本化薬社製「カヤキュアＤＥＴＸ
」）とｐ−ジメチルアミノ安息香酸エチル（日本化薬社
製「カヤキュア−ＥＰＡ」）との混合物、イソプロピル
チオキサントン（ワードプレキンソップ社製「カンタキ
ュアＩＴＸ」）とｐ−ジメチルアミノ安息香酸エチルと
の混合物等が挙げられる。Examples of the polymerization initiator include 2-hydroxy-2-methyl-1-phenylpropan-1-one (
"Darocur 1173" manufactured by Merck & Co.), 1-hydroxycyclohexylphenyl ketone ("Irgacure 184" manufactured by Ciba Geigy), 1-(4-isopropylphenyl)-2-hydroxy-2-methylpropane-1-
(Merck & Co., Ltd. "Darocur 1116"), benzyl dimethyl ketal (Ciba Geigy Co., Ltd. "Irgacure 651"), 2-methyl-1-[4-(methylthio)phenyl]-2-morpholinopropanone-1 (Ciba-Geigy Co., Ltd. "Irgacure 651"),・Geigy Co., Ltd. "Irgacure 907"), 2,4-diethylthioxanthone (Nippon Kayaku Co., Ltd. "Kayacure DETX")
) and ethyl p-dimethylaminobenzoate (Kayacure-EPA, manufactured by Nippon Kayaku Co., Ltd.); a mixture of isopropylthioxanthone (Cantacure ITX, manufactured by Ward Prekinsop) and ethyl p-dimethylaminobenzoate; Examples include mixtures.
【００２２】重合禁止剤としては、例えば、ハイドロキ
ノンモノメチルエ−テル（メトキノン）、ハイドロキノ
ン、ｐ−ベンゾキノン、フェノチアゾン、モノ−ｔ−ブ
チルハイドロキノン、カテコ−ル、ｐ−ｔ−ブチルカテ
コ−ル、ベンゾキノン、２．５−ジ−ｔ−ブチルハイド
ロキノン、アンスラキノン、２．６−ジ−ｔ−ブチルヒ
ドロキシトルエン等を挙げられる。Examples of the polymerization inhibitor include hydroquinone monomethyl ether (methoquinone), hydroquinone, p-benzoquinone, phenothiazone, mono-t-butylhydroquinone, catechol, p-t-butylcatechol, benzoquinone, Examples include .5-di-t-butylhydroquinone, anthraquinone, and 2.6-di-t-butylhydroxytoluene.
【００２３】この重合禁止剤は、市販の感光性材料に対
しては既に添加されているのが一般的であるが、真空注
入法に用いる感光性組成物については、更に１００〜５
００ｐｐｍの範囲で追加して使用することが好ましく、
必要に応じ増減することもできる。[0023] This polymerization inhibitor is generally already added to commercially available photosensitive materials, but for photosensitive compositions used in the vacuum injection method, it is added
It is preferable to add and use it in the range of 00 ppm,
It can also be increased or decreased as necessary.
【００２４】光硬化性封孔剤は、紫外線を照射すること
によって硬化するモノマーであればよく、液晶材料と混
合しにくいものや、硬化した後に基板との密着性に優れ
るものがよく、エポキシ系のアクリレート等が好ましい
。[0024] The photocurable sealant may be any monomer that is cured by irradiation with ultraviolet rays, and is preferably one that is difficult to mix with the liquid crystal material or one that has excellent adhesion to the substrate after curing. acrylates and the like are preferred.
【００２５】[0025]
【実施例】以下に、本発明の実施例を示し、本発明を更
に具体的に説明する。しかしながら、本発明はこれらの
実施例に限定されるものではない。[Examples] The present invention will be explained in more detail below by showing examples of the present invention. However, the present invention is not limited to these examples.
【００２６】なお、実施例中、「％」は『重量％』を表
わす。
（実施例１）ＩＴＯ電極を形成した２枚の透明基板間の
注入孔を除く外周部を封止剤ＤＳＡ−００１（ロディッ
ク社製）でシ−ルし、１０ｃｍ×１０ｃｍ角、セル厚１
０．０μｍの空セルを作製した。[0026] In the examples, "%" represents "% by weight". (Example 1) The outer periphery between two transparent substrates on which ITO electrodes were formed, excluding the injection hole, was sealed with a sealant DSA-001 (manufactured by Roddick).
An empty cell of 0.0 μm was prepared.
【００２７】次に、Next,
【００２８】[0028]
【化１】[Chemical formula 1]
【００２９】から成る液晶組成物（Ａ）を調製した。こ
の液晶組成物（Ａ）の諸特性は以下の通りであった。
この液晶組成物（Ａ）８０％、光重合性組成物とし
て「カヤラッドＨＸ６２０」（日本化薬社製カプロラク
トン変性ヒドロキシピバリン酸エステルネオペンチルグ
リコールジアクリレート）２０％及び光重合開始剤とし
て「イルガキュア６５１」（チバガイギー社製ベンジル
ジメチルケタ−ル）０．１％から成る調光層形成材料を
調製し、４５℃に保ちながら空セル中に真空注入法を用
いて注入した。次に、セル注入孔付近に光硬化性封孔剤
「ＴＢ３０５１」（スリ−ボンド社製）を塗布した後、
基板の温度を２３℃まで冷却し、そのまま５分間放置し
た。A liquid crystal composition (A) was prepared. The properties of this liquid crystal composition (A) were as follows. 80% of this liquid crystal composition (A), 20% of "Kayarad HX620" (caprolactone-modified hydroxypivalic acid ester neopentyl glycol diacrylate manufactured by Nippon Kayaku Co., Ltd., manufactured by Nippon Kayaku Co., Ltd.) as a photopolymerizable composition, and "Irgacure 651" as a photopolymerization initiator. A light control layer forming material containing 0.1% (benzyl dimethyl ketal manufactured by Ciba Geigy) was prepared and injected into an empty cell using a vacuum injection method while maintaining the temperature at 45°C. Next, after applying a photocurable sealant "TB3051" (manufactured by Three Bond) near the cell injection hole,
The temperature of the substrate was cooled to 23° C. and left as it was for 5 minutes.
【００３０】尚、このときの液晶デバイスの主要構成を
第１図に示した。第１図において、１は透明電極を形成
した透明基板、２はシール剤、３は調光層形成材料、４
は光硬化性封孔剤である。第２図は第１図のＡ−Ａ′に
おける断面図を示したものである。The main structure of the liquid crystal device at this time is shown in FIG. In FIG. 1, 1 is a transparent substrate on which a transparent electrode is formed, 2 is a sealant, 3 is a light control layer forming material, and 4 is a transparent substrate on which a transparent electrode is formed.
is a photocurable sealant. FIG. 2 shows a sectional view taken along line A-A' in FIG.
【００３１】このようにして調光層形成材料及び封孔剤
を注入したセルを、２３℃に保ちながら３０ｍＷ／ｃｍ
２の紫外線を６０秒間照射したところ、調光層を完全に
セル内に密封した液晶デバイスが得られた。このときの
液晶デバイスの比抵抗値は６．０×１０９Ω・ｃｍであ
った。
（実施例２）実施例１と同様にして、調光層形成材料を
真空注入した後、注入孔付近をパネル加圧治具により一
定の圧力で加圧し、実施例１と同様の光硬化性封孔剤を
塗布した。次に加圧治具を外し加圧を解除した後、紫外
線照射を行うことによって調光層を完全密封した液晶デ
バイスを得た。
（比較例）実施例１と同様にして、調光層形成材料を真
空注入した後、３０ｍＷ／ｃｍ２の紫外線を６０秒間照
射し、調光層を有する液晶デバイスを得た。次いで、光
硬化性封孔剤「ＴＢ３０５１」（スリーボンド社製）を
注入孔に塗布し、再度３０ｍＷ／ｃｍ２の紫外線を６０
秒間照射した。The cell into which the light control layer forming material and sealant were injected in this way was heated to 30 mW/cm while being kept at 23°C.
When UV rays of No. 2 were irradiated for 60 seconds, a liquid crystal device in which the light control layer was completely sealed within the cell was obtained. The specific resistance value of the liquid crystal device at this time was 6.0×10 9 Ω·cm. (Example 2) After vacuum injecting the light control layer forming material in the same manner as in Example 1, the vicinity of the injection hole was pressurized with a constant pressure using a panel pressurizing jig, resulting in the same photocurable properties as in Example 1. A sealant was applied. Next, the pressure jig was removed and the pressure was released, and then ultraviolet rays were irradiated to obtain a liquid crystal device with the light control layer completely sealed. (Comparative Example) In the same manner as in Example 1, a material for forming a light control layer was injected under vacuum, and then ultraviolet rays of 30 mW/cm 2 were irradiated for 60 seconds to obtain a liquid crystal device having a light control layer. Next, a photocurable sealant "TB3051" (manufactured by Three Bond) was applied to the injection hole, and ultraviolet rays of 30 mW/cm2 were again applied to the injection hole at 60 mW/cm2.
Irradiated for seconds.
【００３２】このときの液晶デバイスの比抵抗値は３．
０×１０８Ω・ｃｍであり、実施例１と比較して、光劣
化によって比抵抗値が低下していた。The specific resistance value of the liquid crystal device at this time is 3.
The specific resistance value was 0×10 8 Ω·cm, and as compared to Example 1, the specific resistance value was decreased due to photodeterioration.
【００３３】[0033]
【発明の効果】本発明の液晶デバイスの製造方法によれ
ば、製造工程が少なく、光による比抵抗値の劣化を抑え
た液晶デバイスを提供することができる。According to the method of manufacturing a liquid crystal device of the present invention, it is possible to provide a liquid crystal device with fewer manufacturing steps and with suppressed deterioration of specific resistance value due to light.
【００３４】従って、視野遮断のスクリーン、採光調整
のカーテン、コンピューター端末、プロジェクション等
に用いる液晶デバイスを効率的に製造することができる
。[0034] Therefore, liquid crystal devices for use in viewing-blocking screens, lighting adjustment curtains, computer terminals, projections, etc. can be efficiently produced.
【図１】本発明に係わる紫外線照射前の液晶デバイスの
平面図である。FIG. 1 is a plan view of a liquid crystal device before irradiation with ultraviolet rays according to the present invention.
【図２】第１図のＡ−Ａ′における断面図である。FIG. 2 is a sectional view taken along line AA' in FIG. 1;
１ 透明基板 ２ シール剤 ３ 調光層形成材料 ４ 光硬化性封孔剤 1 Transparent substrate 2 Sealant 3 Light control layer forming material 4 Photocurable sealant
Claims (6)
な２枚の基板より形成されるセル中に、液晶材料、光重
合性組成物及び光重合開始剤を含有する調光層形成材料
を介在させ、紫外線を照射して前記光重合性組成物を重
合させることによって、液晶材料と透明性固体物質から
成る調光層を有する液晶デバイスの製造方法において、
前記２枚の基板間の注入孔を除く外周部をシールした後
、前記調光層形成材料を注入し、更に、注入孔に光硬化
性封孔剤を塗布した後、紫外線照射を行うことを特徴と
する液晶デバイスの製造方法。Claim 1: A light control layer forming material containing a liquid crystal material, a photopolymerizable composition, and a photopolymerization initiator is interposed in a cell formed from two substrates each having an electrode layer and at least one of which is transparent. , a method for manufacturing a liquid crystal device having a light control layer made of a liquid crystal material and a transparent solid substance by irradiating the photopolymerizable composition with ultraviolet rays,
After sealing the outer periphery except for the injection hole between the two substrates, the light control layer forming material is injected, and after applying a photocurable sealant to the injection hole, UV irradiation is performed. A manufacturing method for a characteristic liquid crystal device.
ネットワーク構造を形成して成る透明性固体物質を有す
ることを特徴とする請求項１記載の液晶デバイスの製造
方法。2. The method of manufacturing a liquid crystal device according to claim 1, wherein the light control layer comprises a transparent solid material formed in a three-dimensional network structure in a continuous layer of liquid crystal material.
することを特徴とする請求項１又は２記載の液晶デバイ
スの製造方法。3. The method for manufacturing a liquid crystal device according to claim 1, wherein the light control layer forming material contains a polymerization inhibitor.
付近を加温した状態で光硬化性封孔剤を塗布した後、基
板を冷却することによって、封孔剤を注入孔内に注入す
ることを特徴とする請求項１、２又は３記載の液晶デバ
イスの製造方法。4. After vacuum injecting the light control layer forming material and applying a photocurable sealant while heating the vicinity of the injection hole, the substrate is cooled to inject the sealant into the injection hole. 4. The method of manufacturing a liquid crystal device according to claim 1, wherein the method comprises injection.
付近に一定の圧力を加えた状態で注入孔に光硬化性封孔
剤を塗布した後、常圧に戻すことによって、封孔剤を注
入孔内に注入することを特徴とする請求項１、２又は３
記載の液晶デバイスの製造方法。5. The light control layer forming material is injected in a vacuum, a photocurable sealant is applied to the injection hole while a certain pressure is applied near the injection hole, and the pressure is returned to normal pressure to seal the hole. Claim 1, 2 or 3, characterized in that the agent is injected into the injection hole.
A method of manufacturing the described liquid crystal device.
遮光下で注入することを特徴とする請求項１、２、３、
４又は５記載の液晶デバイスの製造方法。6. Claims 1, 2, 3, characterized in that the light control layer forming material and the photocurable sealant are injected under light shielding.
5. The method for manufacturing a liquid crystal device according to 4 or 5.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP3123700A JP3055208B2 (en) | 1991-05-28 | 1991-05-28 | Liquid crystal device manufacturing method |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP3123700A JP3055208B2 (en) | 1991-05-28 | 1991-05-28 | Liquid crystal device manufacturing method |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH04350622A true JPH04350622A (en) | 1992-12-04 |
| JP3055208B2 JP3055208B2 (en) | 2000-06-26 |
Family
ID=14867180
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP3123700A Expired - Fee Related JP3055208B2 (en) | 1991-05-28 | 1991-05-28 | Liquid crystal device manufacturing method |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP3055208B2 (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH06308469A (en) * | 1993-04-26 | 1994-11-04 | Nec Corp | Production of polymer dispersed liquid crystal optical element |
-
1991
- 1991-05-28 JP JP3123700A patent/JP3055208B2/en not_active Expired - Fee Related
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH06308469A (en) * | 1993-04-26 | 1994-11-04 | Nec Corp | Production of polymer dispersed liquid crystal optical element |
Also Published As
| Publication number | Publication date |
|---|---|
| JP3055208B2 (en) | 2000-06-26 |
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