WO2018181664A1 - 封止用の組成物 - Google Patents
封止用の組成物 Download PDFInfo
- Publication number
- WO2018181664A1 WO2018181664A1 PCT/JP2018/013117 JP2018013117W WO2018181664A1 WO 2018181664 A1 WO2018181664 A1 WO 2018181664A1 JP 2018013117 W JP2018013117 W JP 2018013117W WO 2018181664 A1 WO2018181664 A1 WO 2018181664A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- ethylenically unsaturated
- composition
- acrylate
- mass
- compound
- Prior art date
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- 239000000203 mixture Substances 0.000 title claims abstract description 138
- 238000007789 sealing Methods 0.000 title claims abstract description 44
- 150000001875 compounds Chemical class 0.000 claims abstract description 92
- 229960001545 hydrotalcite Drugs 0.000 claims abstract description 85
- 229910001701 hydrotalcite Inorganic materials 0.000 claims abstract description 85
- 239000007870 radical polymerization initiator Substances 0.000 claims abstract description 37
- GDVKFRBCXAPAQJ-UHFFFAOYSA-A dialuminum;hexamagnesium;carbonate;hexadecahydroxide Chemical compound [OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Al+3].[Al+3].[O-]C([O-])=O GDVKFRBCXAPAQJ-UHFFFAOYSA-A 0.000 claims abstract 3
- 239000006087 Silane Coupling Agent Substances 0.000 claims description 30
- 125000003647 acryloyl group Chemical group O=C([*])C([H])=C([H])[H] 0.000 claims description 26
- 239000003085 diluting agent Substances 0.000 claims description 23
- 125000002723 alicyclic group Chemical group 0.000 claims description 22
- 239000007788 liquid Substances 0.000 claims description 15
- 238000002834 transmittance Methods 0.000 claims description 11
- PWZFXELTLAQOKC-UHFFFAOYSA-A dialuminum;hexamagnesium;carbonate;hexadecahydroxide;tetrahydrate Chemical compound O.O.O.O.[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Al+3].[Al+3].[O-]C([O-])=O PWZFXELTLAQOKC-UHFFFAOYSA-A 0.000 description 83
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 66
- -1 isobornane ring Chemical group 0.000 description 65
- 239000003822 epoxy resin Substances 0.000 description 59
- 229920000647 polyepoxide Polymers 0.000 description 59
- 150000002148 esters Chemical class 0.000 description 40
- 239000010410 layer Substances 0.000 description 38
- 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 21
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 18
- 125000003700 epoxy group Chemical group 0.000 description 17
- 239000000126 substance Substances 0.000 description 17
- 238000010521 absorption reaction Methods 0.000 description 15
- 230000001588 bifunctional effect Effects 0.000 description 13
- 239000002245 particle Substances 0.000 description 13
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 12
- 230000004888 barrier function Effects 0.000 description 12
- LWNGJAHMBMVCJR-UHFFFAOYSA-N (2,3,4,5,6-pentafluorophenoxy)boronic acid Chemical compound OB(O)OC1=C(F)C(F)=C(F)C(F)=C1F LWNGJAHMBMVCJR-UHFFFAOYSA-N 0.000 description 11
- 125000004386 diacrylate group Chemical group 0.000 description 11
- NFHFRUOZVGFOOS-UHFFFAOYSA-N palladium;triphenylphosphane Chemical compound [Pd].C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 NFHFRUOZVGFOOS-UHFFFAOYSA-N 0.000 description 11
- 239000011521 glass Substances 0.000 description 10
- 229920006395 saturated elastomer Polymers 0.000 description 10
- 239000004593 Epoxy Substances 0.000 description 9
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 8
- 230000000052 comparative effect Effects 0.000 description 8
- 229940105570 ornex Drugs 0.000 description 8
- UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 description 7
- ZQMHJBXHRFJKOT-UHFFFAOYSA-N methyl 2-[(1-methoxy-2-methyl-1-oxopropan-2-yl)diazenyl]-2-methylpropanoate Chemical compound COC(=O)C(C)(C)N=NC(C)(C)C(=O)OC ZQMHJBXHRFJKOT-UHFFFAOYSA-N 0.000 description 7
- XFCMNSHQOZQILR-UHFFFAOYSA-N 2-[2-(2-methylprop-2-enoyloxy)ethoxy]ethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCOCCOC(=O)C(C)=C XFCMNSHQOZQILR-UHFFFAOYSA-N 0.000 description 6
- FIHBHSQYSYVZQE-UHFFFAOYSA-N 6-prop-2-enoyloxyhexyl prop-2-enoate Chemical compound C=CC(=O)OCCCCCCOC(=O)C=C FIHBHSQYSYVZQE-UHFFFAOYSA-N 0.000 description 6
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 6
- IAXXETNIOYFMLW-GYSYKLTISA-N [(1r,3r,4r)-4,7,7-trimethyl-3-bicyclo[2.2.1]heptanyl] 2-methylprop-2-enoate Chemical compound C1C[C@@]2(C)[C@H](OC(=O)C(=C)C)C[C@@H]1C2(C)C IAXXETNIOYFMLW-GYSYKLTISA-N 0.000 description 6
- 125000001931 aliphatic group Chemical group 0.000 description 6
- 230000000694 effects Effects 0.000 description 6
- LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 description 6
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 description 6
- 239000003112 inhibitor Substances 0.000 description 6
- 239000003999 initiator Substances 0.000 description 6
- 239000011777 magnesium Substances 0.000 description 6
- 239000000463 material Substances 0.000 description 6
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 6
- 239000003505 polymerization initiator Substances 0.000 description 6
- 238000006116 polymerization reaction Methods 0.000 description 6
- 238000000634 powder X-ray diffraction Methods 0.000 description 6
- 239000012756 surface treatment agent Substances 0.000 description 6
- 230000004580 weight loss Effects 0.000 description 6
- UCBQKJQXUPVHFJ-UHFFFAOYSA-N 1-cyclopenta-2,4-dien-1-yl-2-propan-2-ylbenzene Chemical compound CC(C)C1=CC=CC=C1C1C=CC=C1 UCBQKJQXUPVHFJ-UHFFFAOYSA-N 0.000 description 5
- XDLMVUHYZWKMMD-UHFFFAOYSA-N 3-trimethoxysilylpropyl 2-methylprop-2-enoate Chemical compound CO[Si](OC)(OC)CCCOC(=O)C(C)=C XDLMVUHYZWKMMD-UHFFFAOYSA-N 0.000 description 5
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 5
- 239000002202 Polyethylene glycol Substances 0.000 description 5
- PSGCQDPCAWOCSH-BREBYQMCSA-N [(1r,3r,4r)-4,7,7-trimethyl-3-bicyclo[2.2.1]heptanyl] prop-2-enoate Chemical compound C1C[C@@]2(C)[C@H](OC(=O)C=C)C[C@@H]1C2(C)C PSGCQDPCAWOCSH-BREBYQMCSA-N 0.000 description 5
- 230000007423 decrease Effects 0.000 description 5
- 235000014113 dietary fatty acids Nutrition 0.000 description 5
- 239000000194 fatty acid Substances 0.000 description 5
- 229930195729 fatty acid Natural products 0.000 description 5
- 150000004665 fatty acids Chemical class 0.000 description 5
- 229910052731 fluorine Inorganic materials 0.000 description 5
- 239000011737 fluorine Substances 0.000 description 5
- 238000010438 heat treatment Methods 0.000 description 5
- 238000005259 measurement Methods 0.000 description 5
- 238000000034 method Methods 0.000 description 5
- 229920001223 polyethylene glycol Polymers 0.000 description 5
- 229920005989 resin Polymers 0.000 description 5
- 239000011347 resin Substances 0.000 description 5
- 239000000758 substrate Substances 0.000 description 5
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 4
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 4
- HVVWZTWDBSEWIH-UHFFFAOYSA-N [2-(hydroxymethyl)-3-prop-2-enoyloxy-2-(prop-2-enoyloxymethyl)propyl] prop-2-enoate Chemical compound C=CC(=O)OCC(CO)(COC(=O)C=C)COC(=O)C=C HVVWZTWDBSEWIH-UHFFFAOYSA-N 0.000 description 4
- 239000003513 alkali Substances 0.000 description 4
- 125000000217 alkyl group Chemical group 0.000 description 4
- 150000001343 alkyl silanes Chemical class 0.000 description 4
- 125000003118 aryl group Chemical group 0.000 description 4
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical compound C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 4
- 239000011229 interlayer Substances 0.000 description 4
- 229940119545 isobornyl methacrylate Drugs 0.000 description 4
- 229920003986 novolac Polymers 0.000 description 4
- 229910000077 silane Inorganic materials 0.000 description 4
- 238000003860 storage Methods 0.000 description 4
- 239000013585 weight reducing agent Substances 0.000 description 4
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 3
- AOBIOSPNXBMOAT-UHFFFAOYSA-N 2-[2-(oxiran-2-ylmethoxy)ethoxymethyl]oxirane Chemical compound C1OC1COCCOCC1CO1 AOBIOSPNXBMOAT-UHFFFAOYSA-N 0.000 description 3
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 3
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- BGNXCDMCOKJUMV-UHFFFAOYSA-N Tert-Butylhydroquinone Chemical compound CC(C)(C)C1=CC(O)=CC=C1O BGNXCDMCOKJUMV-UHFFFAOYSA-N 0.000 description 3
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 3
- DAKWPKUUDNSNPN-UHFFFAOYSA-N Trimethylolpropane triacrylate Chemical compound C=CC(=O)OCC(CC)(COC(=O)C=C)COC(=O)C=C DAKWPKUUDNSNPN-UHFFFAOYSA-N 0.000 description 3
- 239000007877 V-601 Substances 0.000 description 3
- ULQMPOIOSDXIGC-UHFFFAOYSA-N [2,2-dimethyl-3-(2-methylprop-2-enoyloxy)propyl] 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC(C)(C)COC(=O)C(C)=C ULQMPOIOSDXIGC-UHFFFAOYSA-N 0.000 description 3
- VCFFZAQQHCLMNH-UHFFFAOYSA-N [3-(6-prop-2-enoyloxyhexanoyloxy)-2-[[3-(6-prop-2-enoyloxyhexanoyloxy)-2,2-bis(6-prop-2-enoyloxyhexanoyloxymethyl)propoxy]methyl]-2-(6-prop-2-enoyloxyhexanoyloxymethyl)propyl] 6-prop-2-enoyloxyhexanoate Chemical compound C=CC(=O)OCCCCCC(=O)OCC(COC(=O)CCCCCOC(=O)C=C)(COC(=O)CCCCCOC(=O)C=C)COCC(COC(=O)CCCCCOC(=O)C=C)(COC(=O)CCCCCOC(=O)C=C)COC(=O)CCCCCOC(=O)C=C VCFFZAQQHCLMNH-UHFFFAOYSA-N 0.000 description 3
- PFHLXMMCWCWAMA-UHFFFAOYSA-N [4-(4-diphenylsulfoniophenyl)sulfanylphenyl]-diphenylsulfanium Chemical compound C=1C=C([S+](C=2C=CC=CC=2)C=2C=CC=CC=2)C=CC=1SC(C=C1)=CC=C1[S+](C=1C=CC=CC=1)C1=CC=CC=C1 PFHLXMMCWCWAMA-UHFFFAOYSA-N 0.000 description 3
- FHLPGTXWCFQMIU-UHFFFAOYSA-N [4-[2-(4-prop-2-enoyloxyphenyl)propan-2-yl]phenyl] prop-2-enoate Chemical class C=1C=C(OC(=O)C=C)C=CC=1C(C)(C)C1=CC=C(OC(=O)C=C)C=C1 FHLPGTXWCFQMIU-UHFFFAOYSA-N 0.000 description 3
- KYIKRXIYLAGAKQ-UHFFFAOYSA-N abcn Chemical compound C1CCCCC1(C#N)N=NC1(C#N)CCCCC1 KYIKRXIYLAGAKQ-UHFFFAOYSA-N 0.000 description 3
- 239000004844 aliphatic epoxy resin Substances 0.000 description 3
- 239000012298 atmosphere Substances 0.000 description 3
- 239000004305 biphenyl Substances 0.000 description 3
- 235000010290 biphenyl Nutrition 0.000 description 3
- PXKLMJQFEQBVLD-UHFFFAOYSA-N bisphenol F Chemical class C1=CC(O)=CC=C1CC1=CC=C(O)C=C1 PXKLMJQFEQBVLD-UHFFFAOYSA-N 0.000 description 3
- 125000004122 cyclic group Chemical group 0.000 description 3
- 239000011353 cycloaliphatic epoxy resin Substances 0.000 description 3
- FWLDHHJLVGRRHD-UHFFFAOYSA-N decyl prop-2-enoate Chemical compound CCCCCCCCCCOC(=O)C=C FWLDHHJLVGRRHD-UHFFFAOYSA-N 0.000 description 3
- VFHVQBAGLAREND-UHFFFAOYSA-N diphenylphosphoryl-(2,4,6-trimethylphenyl)methanone Chemical compound CC1=CC(C)=CC(C)=C1C(=O)P(=O)(C=1C=CC=CC=1)C1=CC=CC=C1 VFHVQBAGLAREND-UHFFFAOYSA-N 0.000 description 3
- 238000009826 distribution Methods 0.000 description 3
- 238000011156 evaluation Methods 0.000 description 3
- 125000000524 functional group Chemical group 0.000 description 3
- 230000001965 increasing effect Effects 0.000 description 3
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 3
- 229910052753 mercury Inorganic materials 0.000 description 3
- 229910021645 metal ion Inorganic materials 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- SFLRURCEBYIKSS-UHFFFAOYSA-N n-butyl-2-[[1-(butylamino)-2-methyl-1-oxopropan-2-yl]diazenyl]-2-methylpropanamide Chemical compound CCCCNC(=O)C(C)(C)N=NC(C)(C)C(=O)NCCCC SFLRURCEBYIKSS-UHFFFAOYSA-N 0.000 description 3
- 150000004767 nitrides Chemical class 0.000 description 3
- 229920001451 polypropylene glycol Polymers 0.000 description 3
- 229920001296 polysiloxane Polymers 0.000 description 3
- KCTAWXVAICEBSD-UHFFFAOYSA-N prop-2-enoyloxy prop-2-eneperoxoate Chemical compound C=CC(=O)OOOC(=O)C=C KCTAWXVAICEBSD-UHFFFAOYSA-N 0.000 description 3
- 150000003254 radicals Chemical class 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- 238000004381 surface treatment Methods 0.000 description 3
- CIHOLLKRGTVIJN-UHFFFAOYSA-N tert‐butyl hydroperoxide Chemical compound CC(C)(C)OO CIHOLLKRGTVIJN-UHFFFAOYSA-N 0.000 description 3
- 238000002411 thermogravimetry Methods 0.000 description 3
- BPSIOYPQMFLKFR-UHFFFAOYSA-N trimethoxy-[3-(oxiran-2-ylmethoxy)propyl]silane Chemical compound CO[Si](OC)(OC)CCCOCC1CO1 BPSIOYPQMFLKFR-UHFFFAOYSA-N 0.000 description 3
- MXFQRSUWYYSPOC-UHFFFAOYSA-N (2,2-dimethyl-3-prop-2-enoyloxypropyl) prop-2-enoate Chemical class C=CC(=O)OCC(C)(C)COC(=O)C=C MXFQRSUWYYSPOC-UHFFFAOYSA-N 0.000 description 2
- VWDXBRMLFUFNSX-UHFFFAOYSA-N (2-hydroxy-5-methyl-4-oxohex-5-enyl) prop-2-enoate Chemical compound CC(=C)C(=O)CC(O)COC(=O)C=C VWDXBRMLFUFNSX-UHFFFAOYSA-N 0.000 description 2
- QEQBMZQFDDDTPN-UHFFFAOYSA-N (2-methylpropan-2-yl)oxy benzenecarboperoxoate Chemical compound CC(C)(C)OOOC(=O)C1=CC=CC=C1 QEQBMZQFDDDTPN-UHFFFAOYSA-N 0.000 description 2
- ZMTBGVBNTHTBEC-UHFFFAOYSA-N (3,3,5-trimethylcyclohexyl) prop-2-enoate Chemical compound CC1CC(OC(=O)C=C)CC(C)(C)C1 ZMTBGVBNTHTBEC-UHFFFAOYSA-N 0.000 description 2
- WYTZZXDRDKSJID-UHFFFAOYSA-N (3-aminopropyl)triethoxysilane Chemical compound CCO[Si](OCC)(OCC)CCCN WYTZZXDRDKSJID-UHFFFAOYSA-N 0.000 description 2
- QKAIFCSOWIMRJG-UHFFFAOYSA-N (4-methylphenyl)-(4-propan-2-ylphenyl)iodanium Chemical compound C1=CC(C(C)C)=CC=C1[I+]C1=CC=C(C)C=C1 QKAIFCSOWIMRJG-UHFFFAOYSA-N 0.000 description 2
- MYWOJODOMFBVCB-UHFFFAOYSA-N 1,2,6-trimethylphenanthrene Chemical compound CC1=CC=C2C3=CC(C)=CC=C3C=CC2=C1C MYWOJODOMFBVCB-UHFFFAOYSA-N 0.000 description 2
- VDYWHVQKENANGY-UHFFFAOYSA-N 1,3-Butyleneglycol dimethacrylate Chemical compound CC(=C)C(=O)OC(C)CCOC(=O)C(C)=C VDYWHVQKENANGY-UHFFFAOYSA-N 0.000 description 2
- AZQWKYJCGOJGHM-UHFFFAOYSA-N 1,4-benzoquinone Chemical compound O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 description 2
- 239000012956 1-hydroxycyclohexylphenyl-ketone Substances 0.000 description 2
- VOBUAPTXJKMNCT-UHFFFAOYSA-N 1-prop-2-enoyloxyhexyl prop-2-enoate Chemical compound CCCCCC(OC(=O)C=C)OC(=O)C=C VOBUAPTXJKMNCT-UHFFFAOYSA-N 0.000 description 2
- PUGOMSLRUSTQGV-UHFFFAOYSA-N 2,3-di(prop-2-enoyloxy)propyl prop-2-enoate Chemical class C=CC(=O)OCC(OC(=O)C=C)COC(=O)C=C PUGOMSLRUSTQGV-UHFFFAOYSA-N 0.000 description 2
- AVTLBBWTUPQRAY-UHFFFAOYSA-N 2-(2-cyanobutan-2-yldiazenyl)-2-methylbutanenitrile Chemical compound CCC(C)(C#N)N=NC(C)(CC)C#N AVTLBBWTUPQRAY-UHFFFAOYSA-N 0.000 description 2
- URQQDYIVGXOEDA-UHFFFAOYSA-N 2-(2-ethenoxyethoxy)ethyl prop-2-enoate Chemical compound C=COCCOCCOC(=O)C=C URQQDYIVGXOEDA-UHFFFAOYSA-N 0.000 description 2
- FTALTLPZDVFJSS-UHFFFAOYSA-N 2-(2-ethoxyethoxy)ethyl prop-2-enoate Chemical compound CCOCCOCCOC(=O)C=C FTALTLPZDVFJSS-UHFFFAOYSA-N 0.000 description 2
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 2
- DABQKEQFLJIRHU-UHFFFAOYSA-N 2-Propenoic acid, 2-methyl-, 3,3,5-trimethylcyclohexyl ester Chemical compound CC1CC(OC(=O)C(C)=C)CC(C)(C)C1 DABQKEQFLJIRHU-UHFFFAOYSA-N 0.000 description 2
- YIJYFLXQHDOQGW-UHFFFAOYSA-N 2-[2,4,6-trioxo-3,5-bis(2-prop-2-enoyloxyethyl)-1,3,5-triazinan-1-yl]ethyl prop-2-enoate Chemical compound C=CC(=O)OCCN1C(=O)N(CCOC(=O)C=C)C(=O)N(CCOC(=O)C=C)C1=O YIJYFLXQHDOQGW-UHFFFAOYSA-N 0.000 description 2
- OWDBMKZHFCSOOL-UHFFFAOYSA-N 2-[2-[2-(2-methylprop-2-enoyloxy)propoxy]propoxy]propyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC(C)COC(C)COC(C)COC(=O)C(C)=C OWDBMKZHFCSOOL-UHFFFAOYSA-N 0.000 description 2
- 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 2
- GWZMWHWAWHPNHN-UHFFFAOYSA-N 2-hydroxypropyl prop-2-enoate Chemical compound CC(O)COC(=O)C=C GWZMWHWAWHPNHN-UHFFFAOYSA-N 0.000 description 2
- RZVINYQDSSQUKO-UHFFFAOYSA-N 2-phenoxyethyl prop-2-enoate Chemical compound C=CC(=O)OCCOC1=CC=CC=C1 RZVINYQDSSQUKO-UHFFFAOYSA-N 0.000 description 2
- FRIBMENBGGCKPD-UHFFFAOYSA-N 3-(2,3-dimethoxyphenyl)prop-2-enal Chemical compound COC1=CC=CC(C=CC=O)=C1OC FRIBMENBGGCKPD-UHFFFAOYSA-N 0.000 description 2
- ZYAASQNKCWTPKI-UHFFFAOYSA-N 3-[dimethoxy(methyl)silyl]propan-1-amine Chemical compound CO[Si](C)(OC)CCCN ZYAASQNKCWTPKI-UHFFFAOYSA-N 0.000 description 2
- IKYAJDOSWUATPI-UHFFFAOYSA-N 3-[dimethoxy(methyl)silyl]propane-1-thiol Chemical compound CO[Si](C)(OC)CCCS IKYAJDOSWUATPI-UHFFFAOYSA-N 0.000 description 2
- DCQBZYNUSLHVJC-UHFFFAOYSA-N 3-triethoxysilylpropane-1-thiol Chemical compound CCO[Si](OCC)(OCC)CCCS DCQBZYNUSLHVJC-UHFFFAOYSA-N 0.000 description 2
- LVNLBBGBASVLLI-UHFFFAOYSA-N 3-triethoxysilylpropylurea Chemical compound CCO[Si](OCC)(OCC)CCCNC(N)=O LVNLBBGBASVLLI-UHFFFAOYSA-N 0.000 description 2
- UUEWCQRISZBELL-UHFFFAOYSA-N 3-trimethoxysilylpropane-1-thiol Chemical compound CO[Si](OC)(OC)CCCS UUEWCQRISZBELL-UHFFFAOYSA-N 0.000 description 2
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- 230000002411 adverse Effects 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 125000003342 alkenyl group Chemical group 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 150000005215 alkyl ethers Chemical group 0.000 description 1
- 125000002947 alkylene group Chemical group 0.000 description 1
- 238000010539 anionic addition polymerization reaction Methods 0.000 description 1
- NJVHCUNZAMFQNA-UHFFFAOYSA-N azane;n-hydroxy-n-phenylnitrous amide Chemical compound N.O=NN(O)C1=CC=CC=C1 NJVHCUNZAMFQNA-UHFFFAOYSA-N 0.000 description 1
- CIZVQWNPBGYCGK-UHFFFAOYSA-N benzenediazonium Chemical compound N#[N+]C1=CC=CC=C1 CIZVQWNPBGYCGK-UHFFFAOYSA-N 0.000 description 1
- 229960002130 benzoin Drugs 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
- GCTPMLUUWLLESL-UHFFFAOYSA-N benzyl prop-2-enoate Chemical compound C=CC(=O)OCC1=CC=CC=C1 GCTPMLUUWLLESL-UHFFFAOYSA-N 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 125000006267 biphenyl group Chemical group 0.000 description 1
- AENNXXRRACDJAY-UHFFFAOYSA-N bis(2-dodecylphenyl)iodanium Chemical compound CCCCCCCCCCCCC1=CC=CC=C1[I+]C1=CC=CC=C1CCCCCCCCCCCC AENNXXRRACDJAY-UHFFFAOYSA-N 0.000 description 1
- SAOKZLXYCUGLFA-UHFFFAOYSA-N bis(2-ethylhexyl) adipate Chemical compound CCCCC(CC)COC(=O)CCCCC(=O)OCC(CC)CCCC SAOKZLXYCUGLFA-UHFFFAOYSA-N 0.000 description 1
- KAKZBPTYRLMSJV-UHFFFAOYSA-N butadiene group Chemical group C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 1
- IKBVWGOHCLVYTA-UHFFFAOYSA-N butan-2-yl butan-2-yloxy carbonate Chemical compound CCC(C)OOC(=O)OC(C)CC IKBVWGOHCLVYTA-UHFFFAOYSA-N 0.000 description 1
- 238000001354 calcination Methods 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 229930003836 cresol Natural products 0.000 description 1
- RWGFKTVRMDUZSP-UHFFFAOYSA-N cumene Chemical compound CC(C)C1=CC=CC=C1 RWGFKTVRMDUZSP-UHFFFAOYSA-N 0.000 description 1
- 150000001924 cycloalkanes Chemical group 0.000 description 1
- LMGZGXSXHCMSAA-UHFFFAOYSA-N cyclodecane Chemical group C1CCCCCCCCC1 LMGZGXSXHCMSAA-UHFFFAOYSA-N 0.000 description 1
- NLUNLVTVUDIHFE-UHFFFAOYSA-N cyclooctylcyclooctane Chemical group C1CCCCCCC1C1CCCCCCC1 NLUNLVTVUDIHFE-UHFFFAOYSA-N 0.000 description 1
- PMUZAKLAMBVQOY-UHFFFAOYSA-N cyclopenta-1,3-diene;2-methylprop-2-enoic acid Chemical compound C1C=CC=C1.C1C=CC=C1.CC(=C)C(O)=O PMUZAKLAMBVQOY-UHFFFAOYSA-N 0.000 description 1
- GHVNFZFCNZKVNT-UHFFFAOYSA-N decanoic acid Chemical compound CCCCCCCCCC(O)=O GHVNFZFCNZKVNT-UHFFFAOYSA-N 0.000 description 1
- KQAHMVLQCSALSX-UHFFFAOYSA-N decyl(trimethoxy)silane Chemical compound CCCCCCCCCC[Si](OC)(OC)OC KQAHMVLQCSALSX-UHFFFAOYSA-N 0.000 description 1
- 230000002950 deficient Effects 0.000 description 1
- 230000018044 dehydration Effects 0.000 description 1
- 238000006297 dehydration reaction Methods 0.000 description 1
- 239000000412 dendrimer Substances 0.000 description 1
- 229920000736 dendritic polymer Polymers 0.000 description 1
- LSXWFXONGKSEMY-UHFFFAOYSA-N di-tert-butyl peroxide Chemical compound CC(C)(C)OOC(C)(C)C LSXWFXONGKSEMY-UHFFFAOYSA-N 0.000 description 1
- FVCOIAYSJZGECG-UHFFFAOYSA-N diethylhydroxylamine Chemical compound CCN(O)CC FVCOIAYSJZGECG-UHFFFAOYSA-N 0.000 description 1
- GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical compound C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 description 1
- JJQZDUKDJDQPMQ-UHFFFAOYSA-N dimethoxy(dimethyl)silane Chemical compound CO[Si](C)(C)OC JJQZDUKDJDQPMQ-UHFFFAOYSA-N 0.000 description 1
- DEJRLAVWNDPXGZ-UHFFFAOYSA-N dimethyl(3-trimethoxysilylpropyl)azanium;chloride Chemical compound Cl.CO[Si](OC)(OC)CCCN(C)C DEJRLAVWNDPXGZ-UHFFFAOYSA-N 0.000 description 1
- 150000002009 diols Chemical class 0.000 description 1
- OZLBDYMWFAHSOQ-UHFFFAOYSA-N diphenyliodanium Chemical compound C=1C=CC=CC=1[I+]C1=CC=CC=C1 OZLBDYMWFAHSOQ-UHFFFAOYSA-N 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- GMSCBRSQMRDRCD-UHFFFAOYSA-N dodecyl 2-methylprop-2-enoate Chemical compound CCCCCCCCCCCCOC(=O)C(C)=C GMSCBRSQMRDRCD-UHFFFAOYSA-N 0.000 description 1
- 238000005401 electroluminescence Methods 0.000 description 1
- 230000002708 enhancing effect Effects 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- SBRXLTRZCJVAPH-UHFFFAOYSA-N ethyl(trimethoxy)silane Chemical compound CC[Si](OC)(OC)OC SBRXLTRZCJVAPH-UHFFFAOYSA-N 0.000 description 1
- STVZJERGLQHEKB-UHFFFAOYSA-N ethylene glycol dimethacrylate Substances CC(=C)C(=O)OCCOC(=O)C(C)=C STVZJERGLQHEKB-UHFFFAOYSA-N 0.000 description 1
- 238000010304 firing Methods 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- 235000019382 gum benzoic Nutrition 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- DMEGYFMYUHOHGS-UHFFFAOYSA-N heptamethylene Natural products C1CCCCCC1 DMEGYFMYUHOHGS-UHFFFAOYSA-N 0.000 description 1
- 125000005842 heteroatom Chemical group 0.000 description 1
- CZWLNMOIEMTDJY-UHFFFAOYSA-N hexyl(trimethoxy)silane Chemical compound CCCCCC[Si](OC)(OC)OC CZWLNMOIEMTDJY-UHFFFAOYSA-N 0.000 description 1
- 238000005984 hydrogenation reaction Methods 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 230000001771 impaired effect Effects 0.000 description 1
- AMGQUBHHOARCQH-UHFFFAOYSA-N indium;oxotin Chemical compound [In].[Sn]=O AMGQUBHHOARCQH-UHFFFAOYSA-N 0.000 description 1
- 239000011261 inert gas Substances 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 239000011256 inorganic filler Substances 0.000 description 1
- 229910003475 inorganic filler Inorganic materials 0.000 description 1
- 238000004898 kneading Methods 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
- 238000004519 manufacturing process Methods 0.000 description 1
- 229910001507 metal halide Inorganic materials 0.000 description 1
- 150000005309 metal halides Chemical class 0.000 description 1
- 229910044991 metal oxide Inorganic materials 0.000 description 1
- 150000004706 metal oxides Chemical class 0.000 description 1
- YLHXLHGIAMFFBU-UHFFFAOYSA-N methyl phenylglyoxalate Chemical compound COC(=O)C(=O)C1=CC=CC=C1 YLHXLHGIAMFFBU-UHFFFAOYSA-N 0.000 description 1
- 125000002816 methylsulfanyl group Chemical group [H]C([H])([H])S[*] 0.000 description 1
- BFXIKLCIZHOAAZ-UHFFFAOYSA-N methyltrimethoxysilane Chemical compound CO[Si](C)(OC)OC BFXIKLCIZHOAAZ-UHFFFAOYSA-N 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- JAYXSROKFZAHRQ-UHFFFAOYSA-N n,n-bis(oxiran-2-ylmethyl)aniline Chemical compound C1OC1CN(C=1C=CC=CC=1)CC1CO1 JAYXSROKFZAHRQ-UHFFFAOYSA-N 0.000 description 1
- WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- GZAROOOHRGKEPC-UHFFFAOYSA-N n-butyl-2-methylpropanamide Chemical compound CCCCNC(=O)C(C)C GZAROOOHRGKEPC-UHFFFAOYSA-N 0.000 description 1
- NXPPAOGUKPJVDI-UHFFFAOYSA-N naphthalene-1,2-diol Chemical compound C1=CC=CC2=C(O)C(O)=CC=C21 NXPPAOGUKPJVDI-UHFFFAOYSA-N 0.000 description 1
- UMRZSTCPUPJPOJ-KNVOCYPGSA-N norbornane Chemical group C1C[C@H]2CC[C@@H]1C2 UMRZSTCPUPJPOJ-KNVOCYPGSA-N 0.000 description 1
- SLYCYWCVSGPDFR-UHFFFAOYSA-N octadecyltrimethoxysilane Chemical compound CCCCCCCCCCCCCCCCCC[Si](OC)(OC)OC SLYCYWCVSGPDFR-UHFFFAOYSA-N 0.000 description 1
- OTLDLKLSNZMTTA-UHFFFAOYSA-N octahydro-1h-4,7-methanoindene-1,5-diyldimethanol Chemical compound C1C2C3C(CO)CCC3C1C(CO)C2 OTLDLKLSNZMTTA-UHFFFAOYSA-N 0.000 description 1
- 229940065472 octyl acrylate Drugs 0.000 description 1
- ANISOHQJBAQUQP-UHFFFAOYSA-N octyl prop-2-enoate Chemical compound CCCCCCCCOC(=O)C=C ANISOHQJBAQUQP-UHFFFAOYSA-N 0.000 description 1
- MSRJTTSHWYDFIU-UHFFFAOYSA-N octyltriethoxysilane Chemical compound CCCCCCCC[Si](OCC)(OCC)OCC MSRJTTSHWYDFIU-UHFFFAOYSA-N 0.000 description 1
- 229960003493 octyltriethoxysilane Drugs 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- AHHWIHXENZJRFG-UHFFFAOYSA-N oxetane Chemical group C1COC1 AHHWIHXENZJRFG-UHFFFAOYSA-N 0.000 description 1
- AFEQENGXSMURHA-UHFFFAOYSA-N oxiran-2-ylmethanamine Chemical compound NCC1CO1 AFEQENGXSMURHA-UHFFFAOYSA-N 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- XZUHEZIGAZNGJR-UHFFFAOYSA-N phenol;prop-2-enoic acid Chemical compound OC(=O)C=C.OC1=CC=CC=C1.OC1=CC=CC=C1 XZUHEZIGAZNGJR-UHFFFAOYSA-N 0.000 description 1
- WRAQQYDMVSCOTE-UHFFFAOYSA-N phenyl prop-2-enoate Chemical class C=CC(=O)OC1=CC=CC=C1 WRAQQYDMVSCOTE-UHFFFAOYSA-N 0.000 description 1
- IGALFTFNPPBUDN-UHFFFAOYSA-N phenyl-[2,3,4,5-tetrakis(oxiran-2-ylmethyl)phenyl]methanediamine Chemical compound C=1C(CC2OC2)=C(CC2OC2)C(CC2OC2)=C(CC2OC2)C=1C(N)(N)C1=CC=CC=C1 IGALFTFNPPBUDN-UHFFFAOYSA-N 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920005906 polyester polyol Polymers 0.000 description 1
- 229920000223 polyglycerol Polymers 0.000 description 1
- 229920005650 polypropylene glycol diacrylate Polymers 0.000 description 1
- 229920005651 polypropylene glycol dimethacrylate Polymers 0.000 description 1
- UFUASNAHBMBJIX-UHFFFAOYSA-N propan-1-one Chemical compound CC[C]=O UFUASNAHBMBJIX-UHFFFAOYSA-N 0.000 description 1
- BWJUFXUULUEGMA-UHFFFAOYSA-N propan-2-yl propan-2-yloxycarbonyloxy carbonate Chemical compound CC(C)OC(=O)OOC(=O)OC(C)C BWJUFXUULUEGMA-UHFFFAOYSA-N 0.000 description 1
- YXTWPSHEGIZWEU-UHFFFAOYSA-N propoxy propyl carbonate Chemical compound CCCOOC(=O)OCCC YXTWPSHEGIZWEU-UHFFFAOYSA-N 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 239000011342 resin composition Substances 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 230000001629 suppression Effects 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
- 239000004250 tert-Butylhydroquinone Substances 0.000 description 1
- OPQYOFWUFGEMRZ-UHFFFAOYSA-N tert-butyl 2,2-dimethylpropaneperoxoate Chemical compound CC(C)(C)OOC(=O)C(C)(C)C OPQYOFWUFGEMRZ-UHFFFAOYSA-N 0.000 description 1
- SJMYWORNLPSJQO-UHFFFAOYSA-N tert-butyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC(C)(C)C SJMYWORNLPSJQO-UHFFFAOYSA-N 0.000 description 1
- NMOALOSNPWTWRH-UHFFFAOYSA-N tert-butyl 7,7-dimethyloctaneperoxoate Chemical compound CC(C)(C)CCCCCC(=O)OOC(C)(C)C NMOALOSNPWTWRH-UHFFFAOYSA-N 0.000 description 1
- SWAXTRYEYUTSAP-UHFFFAOYSA-N tert-butyl ethaneperoxoate Chemical compound CC(=O)OOC(C)(C)C SWAXTRYEYUTSAP-UHFFFAOYSA-N 0.000 description 1
- 235000019281 tert-butylhydroquinone Nutrition 0.000 description 1
- TUNFSRHWOTWDNC-HKGQFRNVSA-N tetradecanoic acid Chemical compound CCCCCCCCCCCCC[14C](O)=O TUNFSRHWOTWDNC-HKGQFRNVSA-N 0.000 description 1
- YRHRIQCWCFGUEQ-UHFFFAOYSA-N thioxanthen-9-one Chemical compound C1=CC=C2C(=O)C3=CC=CC=C3SC2=C1 YRHRIQCWCFGUEQ-UHFFFAOYSA-N 0.000 description 1
- NMEPHPOFYLLFTK-UHFFFAOYSA-N trimethoxy(octyl)silane Chemical compound CCCCCCCC[Si](OC)(OC)OC NMEPHPOFYLLFTK-UHFFFAOYSA-N 0.000 description 1
- WLOQLWBIJZDHET-UHFFFAOYSA-N triphenylsulfonium Chemical compound C1=CC=CC=C1[S+](C=1C=CC=CC=1)C1=CC=CC=C1 WLOQLWBIJZDHET-UHFFFAOYSA-N 0.000 description 1
- 239000012953 triphenylsulfonium Substances 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/10—Esters
- C08F220/12—Esters of monohydric alcohols or phenols
- C08F220/16—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms
- C08F220/18—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms with acrylic or methacrylic acids
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F2/00—Processes of polymerisation
- C08F2/44—Polymerisation in the presence of compounding ingredients, e.g. plasticisers, dyestuffs, fillers
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F2/00—Processes of polymerisation
- C08F2/46—Polymerisation initiated by wave energy or particle radiation
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/18—Oxygen-containing compounds, e.g. metal carbonyls
- C08K3/24—Acids; Salts thereof
- C08K3/26—Carbonates; Bicarbonates
-
- 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
-
- H—ELECTRICITY
- H05—ELECTRIC TECHNIQUES NOT OTHERWISE PROVIDED FOR
- H05B—ELECTRIC HEATING; ELECTRIC LIGHT SOURCES NOT OTHERWISE PROVIDED FOR; CIRCUIT ARRANGEMENTS FOR ELECTRIC LIGHT SOURCES, IN GENERAL
- H05B33/00—Electroluminescent light sources
- H05B33/02—Details
- H05B33/04—Sealing arrangements, e.g. against humidity
-
- H—ELECTRICITY
- H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
- H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
- H10K50/00—Organic light-emitting devices
- H10K50/80—Constructional details
- H10K50/84—Passivation; Containers; Encapsulations
- H10K50/842—Containers
- H10K50/8426—Peripheral sealing arrangements, e.g. adhesives, sealants
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02E—REDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
- Y02E10/00—Energy generation through renewable energy sources
- Y02E10/50—Photovoltaic [PV] energy
Definitions
- the present invention relates to a sealing composition, and more particularly to a sealing composition suitable for sealing a light emitting element such as an organic EL (Electroluminescence) element or a light receiving element such as a solar cell.
- a light emitting element such as an organic EL (Electroluminescence) element
- a light receiving element such as a solar cell.
- An organic EL element is a light emitting element using an organic substance as a light emitting material, and has recently attracted attention because it can emit light with high luminance at a low voltage.
- organic EL elements are extremely vulnerable to moisture, and the light emitting material (light emitting layer) is altered by moisture, resulting in a decrease in luminance, no light emission, or peeling of the interface between the electrode and the light emitting layer due to moisture.
- the metal is oxidized to increase the resistance.
- a sealing layer is formed with a composition so as to cover the entire surface of the light emitting layer formed on the substrate, thereby sealing the organic EL device. Is done.
- the sealing layer of such an organic EL element is required to have a high moisture barrier property. Furthermore, in the case of a structure for extracting light from a sealing surface or a transmissive structure for applications such as a display, a touch panel, and lighting, the sealing layer is also required to have high transparency. Thus, there is a need for a composition that can form a sealing layer having both high moisture barrier properties and transparency.
- Patent Document 1 describes an adhesive encapsulating composition containing a hydrogenated cyclic olefin polymer and a polyisobutylene resin. Patent Document 1 describes that a photocurable resin and a photopolymerization initiator are further added to the composition. Patent Document 2 discloses a curable compound, a polymerization initiator, a first hygroscopic agent having a water absorption rate of 30% by weight or more, and a second moisture absorption rate of 5% by weight or more and less than 30% by weight. A curable composition containing a hygroscopic agent is described. However, neither of Patent Documents 1 and 2 describes a sealing layer that achieves both high moisture barrier properties and transparency.
- An object of the present invention is to provide a sealing composition capable of forming a sealing layer (cured material layer) excellent in both moisture barrier properties and transparency.
- the inventors of the present invention include a composition containing a compound having two or more ethylenically unsaturated groups in one molecule, semi-calcined hydrotalcite, and a radical polymerization initiator.
- the sealing layer hardened
- the present invention based on such knowledge is as follows.
- the composition according to [1], wherein the compound having 2 or more ethylenically unsaturated groups in one molecule includes a compound having 3 or more ethylenically unsaturated groups in one molecule.
- the above [1] or [3], wherein the compound having two or more ethylenically unsaturated groups in one molecule includes a compound having two or more ethylenically unsaturated groups and an alicyclic structure in one molecule. 2].
- diluent is a compound having one ethylenically unsaturated group in one molecule.
- ethylenically unsaturated group is a (meth) acryloyl group.
- composition according to any one of [1] to [7], wherein the amount of the semi-calcined hydrotalcite is 10 to 70% by mass based on the entire composition.
- the radical polymerization initiator is a photo radical polymerization initiator and / or a thermal radical polymerization initiator.
- Composition [11] The composition according to any one of [1] to [10], further including a silane coupling agent.
- a sealing layer excellent in both moisture barrier properties and transparency can be formed from the composition of the present invention.
- composition of the present invention contains a compound having two or more ethylenically unsaturated groups in one molecule, semi-calcined hydrotalcite, and a radical polymerization initiator.
- ethylenically unsaturated group means a functional group having an ethylenic double bond.
- the composition of this invention can be manufactured by mixing the said component and other components as needed using a kneading roller, a rotary mixer, etc.
- the composition of the present invention is used, for example, for encapsulating electronic components such as semiconductors, solar cells, high-brightness LEDs, LCDs and EL elements, preferably optical semiconductors such as organic EL elements and solar cells.
- the composition of the present invention is particularly suitably used for sealing an organic EL device.
- the composition of the present invention can be used in order to protect the light emitting part of the organic EL element from the outside by applying to the upper part and / or the periphery (side part) of the light emitting part of the organic EL element.
- the composition of the present invention is preferably a liquid sealing composition.
- the “liquid sealing composition” means a sealing composition having fluidity at normal temperature (25 ° C.) and normal pressure (1 atm).
- a sealing composition containing an inorganic filler corresponds to the liquid sealing composition in the present invention as long as it has fluidity at normal temperature and normal pressure.
- a liquid sealing material (sealing composition) generally has a embeddability of a light-emitting element surface having a circuit, suppression of voids when the sealing surface has a large area, In many cases, it is advantageous in terms of easy adjustment of the thickness of the sealing layer and high alignment accuracy achieved by forming and aligning a dam before sealing.
- composition of the present invention does not contain a volatile component such as a solvent.
- standard of the quantity of each component does not include volatile matters, such as a solvent. That is, when the composition of the present invention contains volatile components, “per composition”, which is the standard for the amount of each component, means “per nonvolatile content of the composition”.
- the composition of the present invention contains a compound having two or more ethylenically unsaturated groups in one molecule (hereinafter sometimes abbreviated as “polyfunctional ethylenically unsaturated compound”).
- a polyfunctional ethylenically unsaturated compound may be used individually by 1 type, and may use 2 or more types together.
- the polyfunctional ethylenically unsaturated compound may contain other functional groups such as an epoxy group as long as the effects of the present invention are exhibited.
- the polyfunctional ethylenically unsaturated compound containing an epoxy group is classified into a polyfunctional ethylenically unsaturated compound instead of an epoxy resin in the present invention.
- the polyfunctional ethylenically unsaturated compound is preferably in a liquid state in order to make the sealing composition of the present invention into a liquid state.
- “liquid” is a state of a polyfunctional ethylenically unsaturated compound at normal temperature (25 ° C.) and normal pressure (1 atm).
- the polyfunctional ethylenically unsaturated compound is a mixture of two or more compounds, it is preferable that these mixtures are liquid.
- the mixture of these compounds is liquid.
- the polyfunctional ethylenically unsaturated compound is preferably a compound having three or more ethylenically unsaturated groups in one molecule, more preferably from the viewpoint of forming a high-density cross-linked structure and exhibiting high moisture barrier properties.
- the upper limit of the number of ethylenically unsaturated groups contained in one molecule is not particularly limited, but the number is preferably 15 or less, more preferably 12 or less, and still more preferably 10 or less. It is.
- the amount thereof is preferably 2% by mass or more, more preferably from the viewpoint of exhibiting a high water barrier property, more preferably It is 3% by mass or more, more preferably 4% by mass or more, preferably 70% by mass or less, more preferably 65% by mass or less, and further preferably 60% by mass or less.
- the polyfunctional ethylenically unsaturated compound is preferably a compound having two or more ethylenically unsaturated groups and an alicyclic structure in one molecule, more preferably two in one molecule, from the viewpoint of enhancing moisture barrier properties. And a compound having an ethylenically unsaturated group and an alicyclic structure.
- the alicyclic structure include a structure having an alicyclic hydrocarbon ring having 5 to 12 carbon atoms.
- Examples of the alicyclic hydrocarbon ring include tricyclo [5.2.1.0 2,6 ] decane ring, bornane ring, isobornane ring, cyclohexane ring, bicyclooctane ring, norbornane ring, cyclodecane ring, adamantane ring, and cyclopentane. A ring etc. are mentioned.
- the alicyclic structure may have a hetero atom.
- a substituent such as an alkyl group, an alkoxy group, or an alkylene group may be bonded.
- the amount is preferably 5% by mass or more, more preferably 10% by mass or more, further preferably 15% by mass or more, preferably 75% by mass or less, more preferably 70% by mass or less, based on the whole composition. Preferably it is 65 mass% or less.
- a (meth) acryloyl group is preferable. That is, the compound having an ethylenically unsaturated group is preferably a (meth) acrylate having a (meth) acryloyl group.
- “(meth) acryloyl group” means “acryloyl group and / or methacryloyl group”
- “(meth) acrylate” means “acrylate and / or methacrylate”.
- (meth) acrylate having two or more (meth) acryloyl groups in one molecule may be abbreviated as “polyfunctional (meth) acrylate” hereinafter.
- a (meth) acrylate having two (meth) acryloyl groups in one molecule may be abbreviated as “bifunctional (meth) acrylate”.
- an oligomer may be used as the polyfunctional (meth) acrylate.
- the oligomer include a polyester oligomer synthesized by a reaction between a polyester polyol and acrylic acid, a urethane oligomer having a urethane bond, an epoxy oligomer synthesized by a reaction between a glycidyl ether and acrylic acid or an acrylate having a carboxy group. Can be mentioned.
- bifunctional (meth) acrylate examples include “DPGDA” (dipropylene glycol diacrylate), “HDDA” (1,6-hexanediol diacrylate), “TPGDA” (tripropylene glycol diacrylate) manufactured by Daicel Ornex.
- EBECRYL145 PO-modified neopentyl glycol diacrylate
- EBECRYL150 modified bisphenol A diacrylate
- IRR214-K tricyclodecane dimethanol diacrylate
- EBECRYL11 PEG600 diacrylate
- HPNDA Neopentyl glycol hydroxypivalate ester diacrylate
- Eye ester EG ethylene glycol dimeta manufactured by Kyoeisha Chemical Co., Ltd.
- Examples of the (meth) acrylate having 3 or more (meth) acryloyl groups in one molecule include “light ester TMP” (trimethylolpropane trimethacrylate), light acrylate PE-3A ”(pentaerythritol) manufactured by Kyoeisha Chemical Co., Ltd.
- Triacrylate Triacrylate
- “light acrylate PE-4A” penentaerythritol tetraacrylate
- “light acrylate DGE-4A” EO adduct-modified diglycerin tetraacrylate
- PETIA pentaerythritol (tri / Tetra) acrylate
- TMPTA trimethylolpropane triacrylate
- TMPEOTA trimethylolpropane ethoxy triacrylate
- “EBECRYL135” trimethyl) Propanepropoxy triacrylate
- PETA pentaerythritol (tri / tetra) acrylate
- “DPHA” dipentaerythritol hexaacrylate
- “NK Ester A-TMPT” trimethylolpropane) manufactured by Shin-Nakamura Chemical Co., Ltd.
- NK ester A-TMPT-3PO propoxylated trimethylolpropane triacrylate
- NK ester A-GLY-6E ethoxylated glycerin triacrylate
- NK ester A-GLY-6P Propoxylated glycerol triacrylate
- NK ester A-9300 tris- (2-acryloxyethyl) isocyanurate
- NK ester A-9200 bis / tris- (2-acryloxyethyl) i Socyanurate
- NK ester A-9300-1CL caprolactone-modified tris- (2-acryloxyethyl) isocyanurate
- NK ester ATM-4EL ethoxylated pentaerythritol (tri / tetra) acrylate
- Nippon Kayaku KAYARAD DPCA-20” (6-functional acrylate
- KAYARAD DPCA-60 (6-functional acrylate
- T-1420 T
- a “CN989NS” (aliphatic urethane oligomer having three acryloyl groups in one molecule)
- “CN9039” (aliphatic urethane oligomer having six acryloyl groups in one molecule) manufactured by Kema, “Negami Kogyo Co., Ltd.”
- "UN-3320HA”, “UN-3320HC”, “UN-906S” (aliphatic urethane oligomer having six acryloyl groups in one molecule)
- DIDLITE UE-8740 (three in one molecule) Phenol novolac epoxy acrylate having an acryloyl group).
- Pentaerythritol (tri / tetra) acrylate means a mixture of pentaerythritol triacrylate and pentaerythritol tetraacrylate.
- Other “(tri / tetra)” and the like have the same meaning.
- polyfunctional (meth) acrylate having an alicyclic structure for example, “IRR214-K” (tricyclode) having a tricyclo [5.2.1.0 2,6 ] decane ring structure, manufactured by Daicel Ornex Corporation.
- Candimethanol diacrylate and 1,3-adamantanediol diacrylate manufactured by Mitsubishi Gas Chemical Company.
- the amount of the polyfunctional ethylenically unsaturated compound is preferably 20 to 78% by mass, more preferably 25 to 75% by mass, and further preferably 30 to 70% by mass based on the entire composition.
- the sealing composition of the present invention may contain a compound having one ethylenically unsaturated group in one molecule (hereinafter sometimes abbreviated as “monofunctional ethylenically unsaturated compound”). .
- the “monofunctional ethylenically unsaturated compound” may be contained in the sealing composition of the present invention as a diluent.
- the monofunctional ethylenically unsaturated compound may contain other functional groups such as an epoxy group as long as the effects of the present invention are exhibited. Examples of such compounds include compounds having one or more epoxy groups and one ethylenically unsaturated group in one molecule.
- the monofunctional ethylenically unsaturated compound containing an epoxy group is classified into a monofunctional ethylenically unsaturated compound instead of an epoxy resin in the present invention.
- Examples of commercially available compounds having an epoxy group and one ethylenically unsaturated group per molecule include “Cyclomer M100” (3,4-epoxycyclohexylmethyl methacrylate), “UVACURE 1561” (manufactured by Daicel Ornex) Epoxy group and a compound having one acryloyl group in one molecule (content: 78 to 82% by mass) and a bisphenol A type epoxy resin (content: 18 to 22% by mass)), manufactured by Nippon Kasei Co., Ltd. “4HBAGE” (4-hydroxybutyl acrylate glycidyl ether) and the like.
- the amount thereof is preferably 0.5% by mass or more, more preferably 1% by mass or more, further preferably 1 per total composition. 0.5% by mass or more, preferably 55% by mass or less, more preferably 50% by mass or less, and further preferably 40% by mass or less.
- Compound having an ethylenically unsaturated group The above-mentioned “polyfunctional ethylenically unsaturated compound” and “monofunctional ethylenically unsaturated compound” are collectively referred to as “compound having an ethylenically unsaturated group”.
- the amount of the compound having an ethylenically unsaturated group is preferably 30 to 80% by mass, more preferably 35 to 80% by mass, and further preferably 40 to 80% by mass based on the entire composition.
- the sealing composition of the present invention may contain a diluent for achieving an appropriate viscosity as the liquid sealing composition.
- the viscosity of the diluent measured with a B-type viscometer at 25 ° C. is preferably 0.1 to 5000 mPa ⁇ s, more preferably 0.1 to 2500 mPa ⁇ s, and still more preferably 0.1 to 1000 mPa ⁇ s. s.
- a reactive diluent is preferable.
- a compound having one ethylenically unsaturated group in one molecule hereinafter sometimes abbreviated as “monofunctional ethylenically unsaturated compound” is preferable.
- a compound having two ethylenically unsaturated groups in one molecule classified as “polyfunctional ethylenically unsaturated compound” (hereinafter sometimes referred to as “bifunctional ethylenically unsaturated compound”). ) May function as a reactive diluent as long as it is in the above viscosity range.
- bifunctional ethylenically unsaturated compound that also functions as a reactive diluent is blended, the blending amount can be reduced by that amount even when the diluent is not blended or blended.
- bifunctional ethylenically unsaturated compound that also functions as a diluent examples include “DPGDA” (dipropylene glycol diacrylate), “HDDA” (1,6-hexanediol diacrylate), and “TPGDA” (tripropylene glycol).
- Diacrylate examples include “DPGDA” (dipropylene glycol diacrylate), “HDDA” (1,6-hexanediol diacrylate), and “TPGDA” (tripropylene glycol).
- Diacrylate examples include “DPGDA” (dipropylene glycol diacrylate), “HDDA” (1,6-hexanediol diacrylate), and “TPGDA” (tripropylene glycol).
- Diacrylate examples include “DPGDA” (dipropylene glycol diacrylate), “HDDA” (1,6-hexanediol diacrylate), and “TPGDA” (tripropylene glycol).
- Light ester EG (ethylene glycol dimethacrylate), “Light ester 2EG” (diethylene glycol dimethacrylate), “Light ester 1.6HX” (1,6-hexa Diol dimethacrylate), “Light ester 1.9ND” (1,9-nonanediol dimethacrylate), “Light acrylate NP-A” (neopentyl glycol diacrylate), “Light acrylate 1.9ND-A” (1, 9-nonanediol diacrylate), “NK ester 701A” (2-hydroxy-3-methacrylpropyl acrylate), “NK ester A-200” (polyethylene glycol # 200 diacrylate), “NK ester” manufactured by Shin-Nakamura Chemical Co., Ltd.
- APG-400 polypropylene glycol # 400 diacrylate
- NK ester BG (1,3-butanediol dimethacrylate
- NK ester 701 (2-hydroxy-1,3-dimethacryloxypropane)
- N Ester 3PG (tripropylene glycol dimethacrylate)
- Biscoat # 195 "(1,4-butanediol diacrylate)
- Arkema SR562 "(alkoxylated hexanediol diacrylate), etc. It is done.
- the ethylenically unsaturated group is preferably a (meth) acryloyl group, and the reactive diluent is particularly preferably a (meth) acrylate having one (meth) acryloyl group in one molecule (hereinafter referred to as “monofunctional (meth)”. Acrylate "may be abbreviated).
- Examples of the monofunctional (meth) acrylate used as the diluent include “ODA-N” (octyl / decyl acrylate, ie, monofunctional acrylate having a long-chain alkyl group), “EBECRYL 110”, manufactured by Daicel Ornex. , “EBECRYL1114” (ethoxylated phenyl acrylate), “Light Ester E” (ethyl methacrylate), “Light Ester NB” (n-butyl methacrylate), “Light Ester IB” (isobutyl methacrylate), “Light Ester” manufactured by Kyoeisha Chemical Co., Ltd.
- ODA-N octyl / decyl acrylate, ie, monofunctional acrylate having a long-chain alkyl group
- EBECRYL 110 manufactured by Daicel Ornex.
- EBECRYL1114 ethoxylated phenyl
- SR217NS (4-tert-butylcyclohexanol acrylate), “SR420NS” (3,3,5-trimethylcyclohexanol acrylate), “SR531” (cyclic trimethylolpropane formal acrylate) manufactured by Arkema, “CD421” (3,3,5-trimethylcyclohexanol methacrylate), “CD535” (dicyclopentadienyl methacrylate), “VEEA” (2- (2-vinyloxyethoxy) ethyl acrylate) manufactured by Nippon Shokubai Co., Ltd., “VEEM” (2- (2-vinyloxyethoxy) ethyl methacrylate) and the like.
- octyl / decyl acrylate means a mixture of octyl acrylate and decyl acrylate.
- monofunctional (meth) acrylate used as the diluent monofunctional methacrylate having an alicyclic structure is particularly preferable.
- the alicyclic structure has the same meaning as described above.
- Examples of commercially available monofunctional (meth) acrylates having an alicyclic structure include “Light Ester IB-X” (isobornyl methacrylate) and “Light Acrylate IB-XA” (Kyoeisha Chemical Co., Ltd.) having a bornane ring structure ( Isobornyl methacrylate), “Light Ester CH” (cyclohexyl methacrylate) manufactured by Kyoeisha Chemical Co., Ltd.
- CD535 dicyclopentadienyl methacrylate
- VEEA (2- (2-vinyloxyethoxy) ethyl acrylate
- VEEM (2- (2-methacrylic acid)
- the amount thereof (including the amount of “bifunctional ethylenically unsaturated compound” that functions as a diluent) is preferably 2% by mass or more, more preferably, based on the entire composition. Is 5% by mass or more, more preferably 10% by mass or more, preferably 60% by mass or less, more preferably 55% by mass or less, and further preferably 50% by mass or less.
- composition of the present invention comprises semi-calcined hydrotalcite. Only one type of semi-calcined hydrotalcite may be used, or two or more types may be used.
- Hydrotalcite can be classified into unfired hydrotalcite, semi-fired hydrotalcite, and fired hydrotalcite.
- Uncalcined hydrotalcite is a metal hydroxide having a layered crystal structure typified by natural hydrotalcite (Mg 6 Al 2 (OH) 16 CO 3 .4H 2 O), for example, It consists of a layer [Mg 1-X Al X (OH) 2 ] X + and a middle layer [(CO 3 ) X / 2 ⁇ mH 2 O] X— which are the basic skeleton.
- the uncalcined hydrotalcite in the present invention is a concept including a hydrotalcite-like compound such as synthetic hydrotalcite. Examples of the hydrotalcite-like compound include those represented by the following formula (I) and the following formula (II).
- M 2+ is Mg 2+, a divalent metal ion such as Zn 2+, M 3+ represents a trivalent metal ion such as Al 3+, Fe 3+, A n- is CO 3 2-, Cl Represents an n-valent anion such as ⁇ and NO 3 — , 0 ⁇ x ⁇ 1, 0 ⁇ m ⁇ 1, and n is a positive number.
- M 2+ is preferably Mg 2+
- M 3+ is preferably Al 3+
- a n- is preferably CO 3 2-.
- M 2+ represents a divalent metal ion such as Mg 2+ or Zn 2+
- a n ⁇ represents an n-valent anion such as CO 3 2 ⁇ , Cl ⁇ , NO 3 ⁇
- x is 2 or more.
- Z is a positive number of 2 or less
- m is a positive number
- n is a positive number.
- M 2+ is preferably Mg 2+, A n-is preferably CO 3 2-.
- Semi-fired hydrotalcite refers to a metal hydroxide having a layered crystal structure in which the amount of interlayer water is reduced or eliminated, obtained by firing unfired hydrotalcite.
- the “interlayer water” refers to “H 2 O” described in the composition formula of the unfired natural hydrotalcite and hydrotalcite-like compound described above using a composition formula.
- the present invention is characterized by using this semi-calcined hydrotalcite.
- calcined hydrotalcite refers to a metal oxide having an amorphous structure obtained by calcining uncalcined hydrotalcite or semi-calcined hydrotalcite, and not only interlayer water but also hydroxyl groups disappeared by condensation dehydration.
- Unfired hydrotalcite, semi-fired hydrotalcite and fired hydrotalcite can be distinguished by saturated water absorption.
- the saturated water absorption of the semi-calcined hydrotalcite is 1% by mass or more and less than 20% by mass.
- the saturated water absorption rate of the unfired hydrotalcite is less than 1% by mass, and the saturated water absorption rate of the fired hydrotalcite is 20% by mass or more.
- the saturated water absorption rate of the semi-fired hydrotalcite is preferably 3% by mass or more and less than 20% by mass, more preferably 5% by mass or more and less than 20% by mass.
- unfired hydrotalcite, semi-fired hydrotalcite and fired hydrotalcite can be distinguished by the thermogravimetric reduction rate measured by thermogravimetric analysis.
- the thermal weight loss rate at 280 ° C. of the semi-calcined hydrotalcite is less than 15% by mass, and the thermal weight reduction rate at 380 ° C. is 12% by mass or more.
- the thermal weight reduction rate at 280 ° C. of the unfired hydrotalcite is 15% by mass or more, and the thermal weight reduction rate at 380 ° C. of the sintered hydrotalcite is less than 12% by mass.
- Thermogravimetric analysis was performed using Hitachi High-Tech Science TG / DTA EXSTAR6300, weighing 5 mg of hydrotalcite into an aluminum sample pan, and without opening the lid, in an atmosphere with a nitrogen flow rate of 200 mL / min.
- the temperature can be increased from 30 ° C. to 550 ° C. at a temperature increase rate of 10 ° C./min.
- unfired hydrotalcite, semi-fired hydrotalcite and fired hydrotalcite can be distinguished by the peak and relative intensity ratio measured by powder X-ray diffraction.
- Semi-calcined hydrotalcite shows a peak that is split into two around 8 to 18 ° by powder X-ray diffraction, or a peak having a shoulder due to the synthesis of two peaks.
- the uncalcined hydrotalcite has only one peak at around 8 to 18 °, or the relative intensity ratio of the diffraction intensity of the peak or shoulder appearing on the low angle side and the peak or shoulder appearing on the high angle side is in the above range. Get out.
- the calcined hydrotalcite does not have a characteristic peak in the region of 8 ° to 18 °, but has a characteristic peak at 43 °.
- Powder X-ray diffraction measurement was performed using a powder X-ray diffractometer (Empyrean, manufactured by PANalytical), counter-cathode CuK ⁇ (1.5405 mm), voltage: 45 V, current: 40 mA, sampling width: 0.0260 °, scanning speed: 0 0.0657 ° / s, diffraction angle range (2 ⁇ ): 5.0131 to 79.9711 °.
- the peak search uses the peak search function of the software attached to the diffractometer. “Minimum significance: 0.50, minimum peak tip: 0.01 °, maximum peak tip: 1.00 °, peak base width: 2 0.000, method: minimum value of second derivative ”.
- BET specific surface area of the semi-sintered hydrotalcite is preferably 1 ⁇ 250m 2 / g, more preferably 5 ⁇ 200m 2 / g.
- the BET specific surface area of semi-calcined hydrotalcite should be calculated using the BET multipoint method by adsorbing nitrogen gas to the sample surface using a specific surface area measuring device (Macsorb HM Model 1210 Mountec) according to the BET method. Can do.
- the average particle size of the semi-fired hydrotalcite is preferably 1 to 1,000 nm, and more preferably 10 to 800 nm.
- the average particle size of the semi-calcined hydrotalcite is the median size of the particle size distribution when the particle size distribution is prepared on a volume basis by laser diffraction scattering type particle size distribution measurement (JIS Z 8825).
- Semi-baked hydrotalcite can be surface-treated with a surface treatment agent.
- a surface treatment agent used for the surface treatment for example, higher fatty acids, alkylsilanes, silane coupling agents and the like can be used, and among these, higher fatty acids and alkylsilanes are preferable.
- One or more surface treatment agents can be used.
- higher fatty acid examples include higher fatty acids having 18 or more carbon atoms such as stearic acid, montanic acid, myristic acid, and palmitic acid, among which stearic acid is preferable. These can use 1 type (s) or 2 or more types.
- alkylsilanes include methyltrimethoxysilane, ethyltrimethoxysilane, hexyltrimethoxysilane, octyltrimethoxysilane, decyltrimethoxysilane, octadecyltrimethoxysilane, dimethyldimethoxysilane, octyltriethoxysilane, and n-octadecyl. Examples thereof include dimethyl (3- (trimethoxysilyl) propyl) ammonium chloride. These 1 type (s) or 2 or more types can be used.
- silane coupling agent examples include 3-glycidyloxypropyltrimethoxysilane, 3-glycidyloxypropyltriethoxysilane, 3-glycidyloxypropyl (dimethoxy) methylsilane, and 2- (3,4-epoxycyclohexyl) ethyltrimethoxy.
- Epoxy silane coupling agents such as silane; mercapto silane coupling agents such as 3-mercaptopropyltrimethoxysilane, 3-mercaptopropyltriethoxysilane, 3-mercaptopropylmethyldimethoxysilane and 11-mercaptoundecyltrimethoxysilane 3-aminopropyltrimethoxysilane, 3-aminopropyltriethoxysilane, 3-aminopropyldimethoxymethylsilane, N-phenyl-3-aminopropylto Amino silanes such as methoxysilane, N-methylaminopropyltrimethoxysilane, N- (2-aminoethyl) -3-aminopropyltrimethoxysilane and N- (2-aminoethyl) -3-aminopropyldimethoxymethylsilane Coupling agents; Ureido silane coupling agents such as 3-
- the surface treatment of the semi-fired hydrotalcite is performed, for example, by adding and spraying the surface treatment agent and stirring for 5 to 60 minutes while stirring and dispersing the untreated semi-fired hydrotalcite at room temperature with a mixer.
- a mixer a well-known mixer can be used, for example, blenders, such as V blender, a ribbon blender, and a bubble cone blender, mixers, such as a Henschel mixer and a concrete mixer, a ball mill, a cutter mill, etc. are mentioned.
- the semi-fired hydrotalcite is pulverized with a ball mill or the like, the above-mentioned higher fatty acid, alkylsilanes or silane coupling agent can be added to carry out surface treatment.
- the amount of the surface treatment agent used varies depending on the type of the semi-fired hydrotalcite or the type of the surface treatment agent, but is preferably 1 to 10 parts by mass with respect to 100 parts by mass of the semi-fired hydrotalcite that has not been surface-treated. .
- the surface-treated semi-calcined hydrotalcite is also included in the “semi-calcined hydrotalcite” in the present invention.
- the amount of the semi-calcined hydrotalcite in the composition of the present invention is not particularly limited as long as the effect of the present invention is exhibited, but is preferably 10 to 70% by mass, and preferably 25 to 60% based on the entire composition. More preferably, it is more preferably 30 to 50% by weight. Since semi-calcined hydrotalcite is excellent in moisture absorption performance, if the amount thereof is increased, the moisture barrier property of the obtained cured product is improved. However, when the amount exceeds 70% by mass, the viscosity of the composition increases, the adhesion between the substrate to be sealed and the composition decreases due to the decrease in wettability, and the strength of the cured product decreases. Tend to cause problems such as brittleness.
- the amount of water in the sealing layer increases due to the interlayer water of the semi-fired hydrotalcite, for example, in the manufacture of an organic EL device, a light emitting material (light emission) due to moisture in the sealing layer
- a light emitting material due to moisture in the sealing layer
- the composition of the present invention may contain unfired hydrotalcite as long as the effects of the present invention are not impaired.
- the amount is preferably 0 to 20% by mass, more preferably 0, based on the entire composition. That is, the composition of the present invention is most preferably free from unfired hydrotalcite.
- the uncalcined hydrotalcite does not affect the transmittance of the cured product of the composition, since the moisture content is large, a decrease in moisture shielding properties is observed by increasing the amount. If it exceeds, there is a concern that the occurrence of dark spots in the initial stage increases as in the case of semi-calcined hydrotalcite.
- the mass ratio of semi-fired hydrotalcite: unfired hydrotalcite is preferably 70:30 to 100: 0.
- Examples of the semi-calcined hydrotalcite include “DHT-4C” (manufactured by Kyowa Chemical Industry Co., Ltd., average particle size: 400 nm), “DHT-4A-2” (manufactured by Kyowa Chemical Industry Co., Ltd., average particle size: 400 nm), and the like. Can be mentioned.
- examples of the calcined hydrotalcite include “KW-2200” (manufactured by Kyowa Chemical Industry Co., Ltd., average particle size: 400 nm).
- Examples of the uncalcined hydrotalcite include “DHT-4A” (Kyowa Chemical). Manufactured by Kogyo Co., Ltd., average particle size: 400 nm).
- the composition of the present invention contains a radical polymerization initiator. Only one type of radical polymerization initiator may be used, or two or more types may be used.
- the radical polymerization initiator may be a photo radical polymerization initiator or a thermal radical polymerization initiator. That is, the radical polymerization initiator is a photo radical polymerization initiator and / or a thermal radical polymerization initiator.
- the radical polymerization initiator is preferably a photo radical polymerization initiator or a thermal radical polymerization initiator.
- Each of the radical photopolymerization initiator and the thermal radical polymerization initiator may be only one type or two or more types.
- photo radical polymerization initiator examples include acetophenone, diethoxyacetophenone, 2- [4- (methylthio) methyl-1-phenyl] -2-morpholinopropanone, benzoin, benzoin ethyl ether, benzylmethyl ketal, benzophenone, 2 -Ethylanthraquinone, thioxanthone, diethylthioxanthone, 2,4,6-trimethylbenzoyldiphenylphosphine oxide, 2,4,6-trimethylbenzoyldiphenylethoxyphosphine oxide, bis (2,4,6-trimethylbenzoyl) phenylphosphine oxide, 2 -Hydroxy-2-methyl-1-phenylpropan-1-one, 4- (2-hydroxyethoxy) phenyl (2-hydroxy-2-propyl) ketone, 1-hydroxycyclohexyl Phenyl ketone, 1- (4-isopropylphenyl)
- Examples of commercially available products of photo radical polymerization initiators include “Omnirad 651”, “Omnirad 184”, “Omnirad 1173”, “Omnirad 500”, “Omnirad 2959”, “Omnirad127”, “Omnirad7536” manufactured by IGM Resins. ”,“ Omnirad 379 ”,“ Omnirad 819 ”,“ Omnirad TPO ”,“ Omnirad 784 ”,“ Irgacure OXE-01 ”,“ Irgacure OXE-02 ”manufactured by BASF, and the like.
- thermal radical polymerization initiator examples include azo compounds and organic peroxides.
- examples of the azo compound include 2,2′-azobis (isobutyronitrile), 2,2′-azobis (2,4-dimethylvaleronitrile), and 2,2′-azobis (2-methylbutyronitrile).
- organic peroxide examples include benzoyl peroxide, tert-butyl hydroperoxide, cumene hydroperoxide, di-tert-butyl peroxide, methyl ethyl ketone peroxide, 1,1-di (t-hexylperoxy) cyclohexane.
- thermal radical polymerization initiators examples include “AIBN” (2,2′-azobis (isobutyronitrile)), “V-40” (1,1′-azobis ( Cyclohexane-1-carbonitrile), “VAm-110” (2,2′-azobis (N-butyl-2-methylpropionamide), “V-601” (dimethyl 2,2′-azobis (isobutyrate)), Examples thereof include “OTAZO-15” (1,1′-azobis (1-acetoxy-1-phenylethane), “MAIB” (dimethyl 2,2′-azobisisobutyrate) and the like manufactured by Otsuka Chemical Co., Ltd.
- the amount of the radical polymerization initiator is preferably 0.5 to 10 parts by mass, more preferably 0.5 to 8 parts by mass, and still more preferably 0 to 100 parts by mass of the “compound having an ethylenically unsaturated group”. .5 to 6 parts by mass.
- the “compound having an ethylenically unsaturated group” includes a “polyfunctional ethylenically unsaturated compound” and a “monofunctional ethylenically unsaturated compound” as described above.
- the amount thereof is preferably 0.5 to 10 parts by mass, more preferably 0.5 to 8 parts by mass with respect to 100 parts by mass of the “compound having an ethylenically unsaturated group”. Part, more preferably 0.5 to 6 parts by weight.
- the amount thereof is preferably 0.5 to 10 parts by mass, more preferably 0.5 to 8 parts by mass with respect to 100 parts by mass of the “compound having an ethylenically unsaturated group”. Part, more preferably 0.5 to 6 parts by weight.
- composition of this invention may contain the other component different from the above-mentioned component in the range which does not impair the effect.
- the composition of the present invention may contain an epoxy resin for the purpose of suppressing shrinkage of the cured product. Only one type of epoxy resin may be used, or two or more types may be used. An epoxy resin having one epoxy group in one molecule may be abbreviated as “monofunctional epoxy resin”, and an epoxy resin having two epoxy groups in one molecule may be abbreviated as “bifunctional epoxy resin”. Similarly, an epoxy resin having three or more epoxy groups in one molecule may be abbreviated.
- a compound having one or more epoxy groups and two or more ethylenically unsaturated groups in one molecule can function as a polyfunctional ethylenically unsaturated compound in the present invention. It is classified into the above-mentioned polyfunctional ethylenically unsaturated compounds. Further, as described above, compounds having one or more epoxy groups and one ethylenically unsaturated group in one molecule are classified as monofunctional ethylenically unsaturated compounds in the present invention.
- epoxy resin examples include hydrogenated epoxy resins (hydrogenated bisphenol A type epoxy resin, hydrogenated bisphenol F type epoxy resin, etc.), fluorine-containing epoxy resins, chain aliphatic type epoxy resins, cyclic aliphatic type epoxy resins, Bisphenol A type epoxy resin, biphenyl type epoxy resin, biphenyl aralkyl type epoxy resin, naphthol type epoxy resin, naphthalene type epoxy resin, bisphenol F type epoxy resin, phosphorus-containing epoxy resin, bisphenol S type epoxy resin, aromatic glycidylamine type epoxy Resin (for example, tetraglycidyldiaminodiphenylmethane, triglycidyl-p-aminophenol, diglycidyltoluidine, diglycidylaniline, etc.), alicyclic epoxy resin, phenol novolac type epoxy resin , Cresol novolak type epoxy resin, bisphenol A novolak type epoxy resin, epoxy resin having butadiene structure, diglycidyl
- the epoxy equivalent of the epoxy resin is preferably 50 to 1,000, more preferably 50 to 750, still more preferably 100 to 750, and particularly preferably 100 to 500 from the viewpoint of reactivity and the like.
- the “epoxy equivalent” is the number of grams (g / eq) of a resin containing 1 gram equivalent of an epoxy group, and is measured according to the method defined in JIS K 7236.
- the epoxy resin is preferably at least one selected from a hydrogenated epoxy resin, a fluorine-containing epoxy resin, a chain aliphatic epoxy resin, and a cyclic aliphatic epoxy resin, and more preferably a hydrogenated epoxy resin and a fluorine-containing epoxy resin
- a hydrogenated epoxy resin is preferably an epoxy resin obtained by hydrogenating an aromatic ring-containing epoxy resin.
- the hydrogenation rate of the hydrogenated epoxy resin is preferably 50% or more, more preferably 70% or more.
- “Chain aliphatic type epoxy resin” means an epoxy resin having a linear or branched alkyl chain or alkyl ether chain
- “Cyclic aliphatic type epoxy resin” means a cyclic aliphatic in the molecule. It means an epoxy resin having a family skeleton, for example, a cycloalkane skeleton.
- hydrogenated bisphenol A type epoxy resin examples include liquid hydrogenated bisphenol A type epoxy resin (for example, “YX8000” (manufactured by Mitsubishi Chemical Corporation, epoxy equivalent: about 205), “Denacol EX-252” (Nagase ChemteX Corporation). Manufactured, epoxy equivalent: about 213)) and solid hydrogenated bisphenol A type epoxy resin (for example, “YX8040” (manufactured by Mitsubishi Chemical Corporation, epoxy equivalent: about 1000)).
- liquid hydrogenated bisphenol A type epoxy resin for example, “YX8000” (manufactured by Mitsubishi Chemical Corporation, epoxy equivalent: about 205), “Denacol EX-252” (Nagase ChemteX Corporation). Manufactured, epoxy equivalent: about 213)
- solid hydrogenated bisphenol A type epoxy resin for example, “YX8040” (manufactured by Mitsubishi Chemical Corporation, epoxy equivalent: about 1000)
- fluorine-containing epoxy resin for example, a fluorine-containing epoxy resin described in WO2011 / 0899947 can be used.
- chain aliphatic epoxy resin examples include polyglycerol polyglycidyl ether (for example, “Denacol EX-512”, “Denacol EX-521”, manufactured by Nagase ChemteX Corporation), pentaerythritol polyglycidyl ether (for example, “ Denacol EX-411 ", manufactured by Nagase ChemteX Corporation), diglycerol polyglycidyl ether (for example,” Denacol EX-421 “, manufactured by Nagase ChemteX Corporation), glycerol polyglycidyl ether (for example,” Denacol EX-313 ",” Denacol EX-314 "(manufactured by Nagase ChemteX), trimethylolpropane polyglycidyl ether (for example,” Denacol EX-321 ", manufactured by Nagase ChemteX), neopentyl glycol diglycidyl ether (for example, Dena
- cycloaliphatic epoxy resin examples include “EHPE-3150” manufactured by Daicel Chemical Industries, Ltd.
- the amount thereof is preferably 5 to 40% by mass, more preferably 5 to 35% by mass, and further preferably 5 to 30% by mass based on the entire composition.
- composition of the present invention may contain a photocationic polymerization initiator. Only one type of photocationic polymerization initiator may be used, or two or more types may be used.
- Examples of the cationic photopolymerization initiator include aromatic sulfonium salts, aromatic iodonium salts, aromatic diazonium salts, aromatic ammonium salts, and (2,4-cyclopentadien-1-yl) ((1-methylethyl) benzene. ) -Fe salt and the like.
- aromatic sulfonium salts include bis (4- (diphenylsulfonio) phenyl) sulfide bishexafluorophosphate, bis (4- (diphenylsulfonio) phenyl) sulfide bishexafluoroantimonate, and bis (4- (diphenyl).
- aromatic iodonium salt examples include diphenyliodonium hexafluorophosphate, diphenyliodonium hexafluoroantimonate, diphenyliodonium tetrafluoroborate, diphenyliodonium tetrakis (pentafluorophenyl) borate, bis (dodecylphenyl) iodonium hexafluorophosphate, bis ( Dodecylphenyl) iodonium hexafluoroantimonate, bis (dodecylphenyl) iodonium tetrafluoroborate, bis (dodecylphenyl) iodonium tetrakis (pentafluorophenyl) borate, 4-methylphenyl-4- (1-methylethyl) phenyliodonium hexafluoro Phosphate, 4-methylphenyl-4- (1-methyl
- aromatic diazonium salt examples include phenyldiazonium hexafluorophosphate, phenyldiazonium hexafluoroantimonate, phenyldiazonium tetrafluoroborate, and phenyldiazonium tetrakis (pentafluorophenyl) borate.
- aromatic ammonium salt examples include 1-benzyl-2-cyanopyridinium hexafluorophosphate, 1-benzyl-2-cyanopyridinium hexafluoroantimonate, 1-benzyl-2-cyanopyridinium tetrafluoroborate, 1-benzyl- 2-cyanopyridinium tetrakis (pentafluorophenyl) borate, 1- (naphthylmethyl) -2-cyanopyridinium hexafluorophosphate, 1- (naphthylmethyl) -2-cyanopyridinium hexafluoroantimonate, 1- (naphthylmethyl)- Examples include 2-cyanopyridinium tetrafluoroborate and 1- (naphthylmethyl) -2-cyanopyridinium tetrakis (pentafluorophenyl) borate.
- Examples of (2,4-cyclopentadien-1-yl) ((1-methylethyl) benzene) -Fe salts include (2,4-cyclopentadien-1-yl) ((1-methylethyl) benzene).
- photocationic polymerization initiators examples include “SP-150”, “SP-170”, “SP-082”, “SP-103” manufactured by ADEKA, “CPI-100P”, “San-Apro”, “ CPI-101A ”,“ CPI-200K ”,“ Omnirad 270 ”,“ Omnirad 290 ”manufactured by IGM Resins, and the like.
- the amount thereof is preferably 0.5 with respect to 100 parts by mass of the total of compounds having an epoxy group (for example, the total of (meth) acrylate having an epoxy group and an epoxy resin). It is ⁇ 10 parts by mass, more preferably 1.0 to 8 parts by mass, still more preferably 2.0 to 6 parts by mass.
- composition of the present invention may contain a silane coupling agent.
- the silane coupling agent may be only one type or two or more types.
- silane coupling agent examples include 3-glycidyloxypropyltrimethoxysilane, 3-glycidyloxypropyltriethoxysilane, 3-glycidyloxypropyl (dimethoxy) methylsilane, and 2- (3,4-epoxycyclohexyl) ethyltrimethoxy.
- Epoxy silane coupling agents such as silane; mercapto silane coupling agents such as 3-mercaptopropyltrimethoxysilane, 3-mercaptopropyltriethoxysilane, 3-mercaptopropylmethyldimethoxysilane and 11-mercaptoundecyltrimethoxysilane 3-aminopropyltrimethoxysilane, 3-aminopropyltriethoxysilane, 3-aminopropyldimethoxymethylsilane, N-phenyl-3-aminopropylto Amino silanes such as methoxysilane, N-methylaminopropyltrimethoxysilane, N- (2-aminoethyl) -3-aminopropyltrimethoxysilane and N- (2-aminoethyl) -3-aminopropyldimethoxymethylsilane Coupling agents; ureido silane coupling agents such as 3-
- silane coupling agents examples include “KBM-502”, “KBM-503”, “KBE-502”, “KBE-503”, “KBM-5103”, and “KBM-5803” manufactured by Shin-Etsu Chemical Co., Ltd. Or the like.
- the amount is preferably 0.10 to 5.00% by mass, more preferably 0.25 to 3.00% by mass, and still more preferably 0.30 to It is 2.00 mass%.
- composition of the present invention may contain a polymerization inhibitor. Only one polymerization inhibitor may be used, or two or more polymerization inhibitors may be used.
- polymerization inhibitor examples include t-butylhydroquinone, p-benzoquinone, hydroquinone, p-methoxyphenol, N, N-diethylhydroxylamine, N-nitroso-N-phenylhydroxylamine ammonium salt, and the like.
- polymerization inhibitors examples include “Q-1301”, “TBHQ”, “PBQ2”, “DEHA”, “MEHQ” manufactured by Wako Pure Chemical Industries, Ltd., “QS-10” manufactured by Kawasaki Kasei Kogyo Co., Ltd. Is mentioned.
- the amount thereof is preferably 10 to 200 ppm, more preferably 50 to 100 ppm, based on 100 parts by mass of the “compound having an ethylenically unsaturated group”.
- the “ppm” is based on mass.
- the “compound having an ethylenically unsaturated group” includes a “polyfunctional ethylenically unsaturated compound” and a “monofunctional ethylenically unsaturated compound” as described above.
- the total light transmittance of D65 light of the cured product layer (thickness: 20 ⁇ m) of the composition of the present invention is preferably 85% or more, more preferably 88% or more, and still more preferably 90% or more.
- the total light transmittance of D65 light of the cured product layer is calculated by forming a laminate in which the cured product of the composition is sandwiched between glass plates and using air as a reference, as described in the examples described later. Is done.
- the above-mentioned value of total light transmittance with D65 light is a measured value of a cured product layer having a thickness of 20 ⁇ m, and the thickness of the cured product layer is generally 3 to 200 ⁇ m.
- the haze of the cured product layer (thickness: 20 ⁇ m) of the composition of the present invention is preferably less than 3.0%.
- the haze of the cured product layer is calculated by forming a laminate in which the cured product of the composition is sandwiched between glass plates and using air as a reference, as described in the examples described later.
- the haze value described above is a measured value of a cured product layer having a thickness of 20 ⁇ m, but the thickness of the cured product layer is generally 3 to 200 ⁇ m.
- a cured product layer having a total light transmittance of 85% or more and a haze of less than 3.0% can be recognized as being visually transparent.
- Organic EL device In the organic EL device in which the organic EL element is sealed with the cured product of the composition of the present invention, for example, the composition of the present invention is applied from above the organic EL element on the substrate, and then the composition is cured. Can be manufactured by.
- the composition of the present invention contains a radical photopolymerization initiator
- curing can be performed by irradiating the composition with ultraviolet rays.
- the apparatus for ultraviolet irradiation include a high pressure mercury lamp, an ultra high pressure mercury lamp, a metal halide lamp, and a high power metal such as a ride lamp, a low pressure mercury lamp, and an LED light source.
- the temperature of the composition at the time of ultraviolet irradiation is preferably 20 to 120 ° C, more preferably 25 to 110 ° C.
- Integrated irradiation dose of ultraviolet rays is preferably 500 ⁇ 4000mJ / cm 2, more preferably 1000 ⁇ 3500mJ / cm 2.
- composition of the present invention contains a thermal radical polymerization initiator
- curing can be performed by heating the composition using a dryer or the like.
- the heating temperature is preferably 80 to 120 ° C., more preferably 100 to 110 ° C.
- the heating time is preferably 15 to 120 minutes, more preferably 30 to 90 minutes. This heating may be performed in an air atmosphere or an inert gas (for example, nitrogen gas) atmosphere.
- the viscosity of a monofunctional acrylate (“Light Acrylate IB-XA” manufactured by Kyoeisha Chemical Co., Ltd.) used as a diluent in the following Examples and Comparative Examples was measured with a B-type viscometer under a temperature condition of 25 ° C. As a result, the viscosity was 10 mPa ⁇ s.
- Example 1 20 parts of hexafunctional acrylate (“KAYARAD DPCA-60” manufactured by Nippon Kayaku Co., Ltd.), 100 parts of bifunctional acrylate having an alicyclic skeleton (“IRR214-K” manufactured by Daicel Ornex Co., Ltd.), and bifunctional acrylate (bisphenol) Type A epoxy acrylate, 50 parts by Daicel Ornex "EBECRYL600", 2 parts silane coupling agent ("KBM-5103" by Shin-Etsu Silicone), commercially available semi-calcined hydrotalcite (BET specific surface area: 15 m) 2 / g, average particle diameter: 400 nm) was kneaded with 96 parts, and then dispersed with a three-roll mill to obtain a mixture.
- KAYARAD DPCA-60 manufactured by Nippon Kayaku Co., Ltd.
- bifunctional acrylate bisphenol
- Type A epoxy acrylate 50 parts by Daicel Ornex "EBECRYL600”
- Example 2 A composition was obtained in the same manner as in Example 1 except that the amount of the semi-fired hydrotalcite was changed to 170 parts.
- Example 3 20 parts of hexafunctional acrylate (“KAYARAD DPCA-60” manufactured by Nippon Kayaku Co., Ltd.), 80 parts of bifunctional acrylate having an alicyclic skeleton (“IRR214-K” manufactured by Daicel Ornex), and UVACURE 1561 (Daicel Ornex) 20 parts of an epoxy group and a compound having an epoxy group and one acryloyl group in one molecule (content: 78-82%) and a bisphenol A type epoxy resin (content: 18-22%)), 30 parts of liquid hydrogenated bisphenol A type epoxy resin (“YX8000” manufactured by Mitsubishi Chemical Corporation), 2 parts of silane coupling agent (“KBM-5103” manufactured by Shin-Etsu Silicone), and commercially available semi-calcined hydrotalcite (BET ratio) surface area: 15 m 2 / g, average particle size: 400 nm) was kneaded with 150 parts of the dispersion at a three-roll mill Carried out, to obtain a mixture.
- Example 4 Example except that the amount of the semi-calcined hydrotalcite was changed to 96 parts and that 2 parts of the thermal radical polymerization initiator was changed to 2 parts of a photo radical polymerization initiator ("Omnirad OXE-01" manufactured by BASF) In the same manner as in 3, a composition was obtained.
- Example 5 A composition was obtained in the same manner as in Example 4 except that 2 parts of a cationic photopolymerization initiator (“SP-152” manufactured by ADEKA) was further added.
- SP-152 a cationic photopolymerization initiator manufactured by ADEKA
- Example 1 A composition was obtained in the same manner as in Example 1 except that 96 parts of semi-fired hydrotalcite was changed to 96 parts of magnesium oxide (BET specific surface area: 8.9 m 2 / g, average particle diameter: 500 nm).
- ⁇ Comparative example 2 100 parts of bifunctional epoxy resin having an alicyclic skeleton (“EP4088SS” manufactured by Adeka), 20 parts of tetrafunctional epoxy resin (“jER604” manufactured by Mitsubishi Chemical Corporation), and bifunctional epoxy resin (manufactured by Nippon Steel & Sumikin Chemical Co., Ltd.) ZX-1059 ”) 100 parts, 2 parts of a silane coupling agent (" KBM-403 "manufactured by Shin-Etsu Silicone), and commercially available semi-calcined hydrotalcite (BET specific surface area: 15 m 2 / g, average particle diameter: 400 nm) ) 96 parts were kneaded and dispersed by a three roll mill to obtain a mixture.
- ⁇ Total light transmittance and haze of cured product layer of composition> After dropping the compositions prepared in Examples and Comparative Examples onto an alkali-free glass plate (length 50 mm, width 50 mm, thickness 700 ⁇ m, OA-10G manufactured by Nippon Electric Glass Co., Ltd.), the same-size alkali-free glass plates are stacked. Thus, a laminate (non-alkali glass plate / resin composition layer / non-alkali glass plate) was prepared. Next, in Examples 1 to 3 and Comparative Examples 1 and 2, the laminate was heated at 100 ° C. for 30 minutes to cure the composition, thereby preparing an evaluation sample (thickness of the cured product: 20 ⁇ m).
- the laminate was irradiated with ultraviolet rays at room temperature using a UV-LED (manufactured by Ushio Co., Ltd., wavelength 365 nm) until the integrated dose reached 3,000 mJ / cm 2 .
- a UV-LED manufactured by Ushio Co., Ltd., wavelength 365 nm
- the sealing property of the composition was evaluated using an organic EL device. Specifically, first, an organic EL element (the thickness of the organic film: 110 nm, the thickness of the Al cathode: 100 nm) is formed on a glass substrate with indium tin oxide (ITO) (manufactured by Geomat Co., Ltd.) so as to have a light emitting area of 4 mm 2. did. Next, a nitride film (thickness: 500 nm) was formed on the organic EL element by chemical vapor deposition (CVD).
- ITO indium tin oxide
- CVD chemical vapor deposition
- the composition prepared in Examples 2 to 5 was dropped on the organic EL device with a nitride film, and then a non-alkali glass plate was stacked thereon to form a laminate (non-alkali glass plate / composition layer / nitride film). Attached organic EL element / ITO-attached glass substrate).
- the laminate was heated at 100 ° C. for 30 minutes to cure the composition, thereby producing a laminate having the organic EL element sealed (thickness of the cured product: 100 ⁇ m).
- the laminate is cured by irradiating the laminate with ultraviolet rays at room temperature using a UV-LED (USHIO Co., 365 nm) until the integrated dose reaches 3,000 mJ / cm 2.
- the laminated body which sealed the organic EL element was manufactured by this (thickness of hardened
- thermo-hygrostat A voltage was applied to the sealed organic EL element, and the initial light emission area before storage in a thermo-hygrostat was measured. Subsequently, the laminated body which sealed the organic EL element was stored in a thermo-hygrostat set to a temperature of 85 ° C. and a humidity of 85% RH. 1000 hours after storage, the laminate was taken out from the thermo-hygrostat, a voltage was applied to the organic EL element, and the light emitting area after storage was measured.
- Residual light emission area ratio (%) 100 ⁇ (light emission area after storage) / (initial light emission area) And was evaluated according to the following criteria. The results are shown in Table 2.
- Residual light emission area ratio standard Very good ( ⁇ ): 95% or more good ( ⁇ ): 85% or more and less than 95% possible ( ⁇ ): 75% or more and less than 85% Defect (x): less than 75%
- the sealing composition of the present invention it is possible to form a sealing layer that is excellent in both moisture barrier properties and transparency. For this reason, the sealing composition of the present invention can be suitably used for sealing elements that are sensitive to moisture, such as organic EL elements.
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Abstract
Description
[2] 1分子中に2個以上のエチレン性不飽和基を有する化合物が、1分子中に3個以上のエチレン性不飽和基を有する化合物を含む前記[1]に記載の組成物。
[3] 1分子中に2個以上のエチレン性不飽和基を有する化合物が、1分子中に2個以上のエチレン性不飽和基および脂環式構造を有する化合物を含む前記[1]または[2]に記載の組成物。
[4] さらに希釈剤を含む前記[1]~[3]のいずれか一つに記載の組成物。
[5] 希釈剤が、1分子中に1個のエチレン性不飽和基を有する化合物である前記[4]に記載の組成物。
[6] エチレン性不飽和基が(メタ)アクリロイル基である前記[1]~[5]のいずれか一つに記載の組成物。
[7] 1分子中に2個以上のエチレン性不飽和基を有する化合物の量が、組成物全体あたり、20~78質量%である前記[1]~[6]のいずれか一つに記載の組成物。
[8] 半焼成ハイドロタルサイトの量が、組成物全体あたり、10~70質量%である前記[1]~[7]のいずれか一つに記載の組成物。
[9] ラジカル重合開始剤が、光ラジカル重合開始剤および/または熱ラジカル重合開始剤である前記[1]~[8]のいずれか一つに記載の組成物。
[10] ラジカル重合開始剤の量が、エチレン性不飽和基を有する化合物100質量部に対して、0.5~10質量部である前記[1]~[9]のいずれか一つに記載の組成物。
[11] さらにシランカップリング剤を含む前記[1]~[10]のいずれか一つに記載の組成物。
[12] 厚さが20μmである組成物の硬化物層のD65光での全光線透過率が、85%以上である前記[1]~[11]のいずれか一つに記載の組成物。
[13] 厚さが20μmである組成物の硬化物層のヘーズが、3.0%未満である前記[1]~[12]のいずれか一つに記載の組成物。
[14] 液状である前記[1]~[13]のいずれか一つに記載の組成物。
[15] 有機EL素子の封止用である前記[1]~[14]のいずれか一つに記載の組成物。
[16] 前記[1]~[15]のいずれか一つに記載の組成物の硬化物で有機EL素子が封止された有機ELデバイス。
本発明の組成物は、1分子中に2個以上のエチレン性不飽和基を有する化合物、半焼成ハイドロタルサイト、およびラジカル重合開始剤を含む。ここで「エチレン性不飽和基」とは、エチレン性二重結合を有する官能基を意味する。本発明の組成物は、上記成分、および必要に応じて他の成分を混練ローラーや回転ミキサーなどを用いて混合することによって製造することができる。
本発明の組成物は、1分子中に2個以上のエチレン性不飽和基を有する化合物(以下「多官能エチレン性不飽和化合物」と略称することがある)を含む。多官能エチレン性不飽和化合物は、1種のみを単独で用いてもよく、2種以上を併用してもよい。多官能エチレン性不飽和化合物は本発明の効果が発揮される範囲で、エポキシ基等の他の官能基を含んでいてもよい。なお、エポキシ基を含む多官能エチレン性不飽和化合物は、本発明では、エポキシ樹脂ではなく、多官能エチレン性不飽和化合物に分類される。
本発明の封止用組成物は、1分子中に1個のエチレン性不飽和基を有する化合物(以下「単官能エチレン性不飽和化合物」と略称する場合がある)を含有していてもよい。「単官能エチレン性不飽和化合物」は、後述するように、希釈剤として本発明の封止用組成物に含まれる場合がある。単官能エチレン性不飽和化合物は、本発明の効果が発揮される範囲で、エポキシ基等の他の官能基を含んでいてもよい。このような化合物としては、例えば、1分子中に1個以上のエポキシ基および1個のエチレン性不飽和基を有する化合物が挙げられる。なお、エポキシ基を含む単官能エチレン性不飽和化合物は、本発明では、エポキシ樹脂ではなく、単官能エチレン性不飽和化合物に分類される。
上述の「多官能エチレン性不飽和化合物」および「単官能エチレン性不飽和化合物」をまとめて「エチレン性不飽和基を有する化合物」と記載する。このエチレン性不飽和基を有する化合物の量は、組成物全体あたり、好ましくは30~80質量%、より好ましくは35~80質量%、さらに好ましくは40~80質量%である。
本発明の封止用組成物は、液状封止用組成物として適当な粘度を達成する上で希釈剤を含有していてもよい。B型粘度計で25℃の温度条件下で測定した希釈剤の粘度は、好ましくは0.1~5000mPa・s、より好ましくは0.1~2500mPa・s、さらに好ましくは0.1~1000mPa・sである。
本発明の組成物は、半焼成ハイドロタルサイトを含む。半焼成ハイドロタルサイトは、1種のみでもよく、2種以上でもよい。
(式中、M2+はMg2+、Zn2+などの2価の金属イオンを表し、M3+はAl3+、Fe3+などの3価の金属イオンを表し、An-はCO3 2-、Cl-、NO3 -などのn価のアニオンを表し、0<x<1であり、0≦m<1であり、nは正の数である。)
式(I)中、M2+は、好ましくはMg2+であり、M3+は、好ましくはAl3+であり、An-は、好ましくはCO3 2-である。
(式中、M2+はMg2+、Zn2+などの2価の金属イオンを表し、An-はCO3 2-、Cl-、NO3-などのn価のアニオンを表し、xは2以上の正の数であり、zは2以下の正の数であり、mは正の数であり、nは正の数である。)
式(II)中、M2+は、好ましくはMg2+であり、An-は、好ましくはCO3 2-である。
飽和吸水率(質量%)
=100×(吸湿後の質量-初期質量)/初期質量 (i)
で求めることができる。
熱重量減少率(質量%)
=100×(加熱前の質量-所定温度に達した時の質量)/加熱前の質量 (ii)
で求めることができる。
本発明の組成物は、ラジカル重合開始剤を含む。ラジカル重合開始剤は、1種のみでもよく、2種以上でもよい。ラジカル重合開始剤は、光ラジカル重合開始剤でもよく、熱ラジカル重合開始剤でもよい。即ち、ラジカル重合開始剤は、光ラジカル重合開始剤および/または熱ラジカル重合開始剤である。ラジカル重合開始剤は、好ましくは光ラジカル重合開始剤または熱ラジカル重合開始剤である。光ラジカル重合開始剤および熱ラジカル重合開始剤は、いずれも、1種のみでもよく、2種以上でもよい。
アゾ化合物としては、例えば、2,2’-アゾビス(イソブチロニトリル)、2,2’-アゾビス(2,4-ジメチルバレロニトリル)、2,2’-アゾビス(2-メチルブチロニトリル)、4,4’-アゾビス(4-シアノ吉草酸)、2,2’-アゾビス(2-メチル)二塩酸塩、1,1’-アゾビス(1-アセトキシ-1-フェニルエタン、1,1’-アゾビス(シクロヘキサン-1-カルボニトリル)、ジメチル2,2’-アゾビス(イソブチレート)、2,2’-アゾビス(4-メトキシ-2,4-ジメチルバレロニトリル)、2,2’-アゾビス(2-メチルプロピオニトリル)、2,2’-アゾビス(2-メチルブチロニトリル)、1-[(1-シアノ-1-メチルエチル)アゾ]ホルムアミド、2-フェニルアゾ-4-メトキシ-2,4-ジメチルバレロニトリル、ジメチル 2,2’-アゾビス(2-メチルプロピオネート)、2,2’-アゾビス(N-ブチル-2-メチルプロピオンアミド等が挙げられる。
本発明の組成物は、その効果を損なわない範囲で、上述の成分とは異なる他の成分を含有してもよい。
本発明の組成物の硬化物層(厚さ:20μm)のD65光での全光線透過率は、好ましくは85%以上、より好ましくは88%以上、さらに好ましくは90%以上である。
本発明の組成物の硬化物層(厚さ:20μm)のヘーズは、好ましくは3.0%未満である。
本発明の組成物の硬化物で有機EL素子が封止された有機ELデバイスは、例えば、基板上の有機EL素子の上から本発明の組成物を塗布した後、該組成物を硬化させることによって製造することができる。
なお、以下に記載の量における「部」、並びに飽和吸水率および熱重量減少率における「%」は、特段の記載が無い限り、それぞれ「質量部」および「質量%」を意味する。また、「室温」とは、20~30℃を意味する。
6官能アクリレート(日本化薬社製「KAYARAD DPCA-60」)20部と、脂環式骨格を有する2官能アクリレート(ダイセル・オルネクス社製「IRR214-K」)100部と、2官能アクリレート(ビスフェノールA型エポキシアクリレート、ダイセル・オルネクス社製「EBECRYL600」)50部と、シランカップリング剤(信越シリコーン社製「KBM-5103」)2部と、市販の半焼成ハイドロタルサイト(BET比表面積:15m2/g、平均粒子径:400nm)96部とを混練した後、3本ロールミルにて分散を行い、混合物を得た。次いで得られた混合物に、脂環式骨格を有する単官能アクリレート(協栄社化学社製「ライトアクリレートIB-XA」)(希釈剤)50部と2官能アクリレート(共栄社化学社製「ライトアクリレートNP-A」)(希釈剤としても機能する)50部と熱ラジカル重合開始剤(和光純薬工業社製「V-601」)2部とを配合し、高速回転ミキサーで均一に分散して、組成物を得た。
半焼成ハイドロタルサイトの量を170部に変更したこと以外は実施例1と同様にして、組成物を得た。
6官能アクリレート(日本化薬社製「KAYARAD DPCA-60」)20部と、脂環式骨格を有する2官能アクリレート(ダイセル・オルネクス社製「IRR214-K」)80部と、UVACURE1561(ダイセル・オルネクス社製、エポキシ基および1分子中に1個のアクリロイル基を有する化合物(含有量:78~82%)とビスフェノールA型エポキシ樹脂(含有量:18~22%)との混合物)20部と、液状水添ビスフェノールA型エポキシ樹脂(三菱化学社製「YX8000」)30部と、シランカップリング剤(信越シリコーン社製「KBM-5103」)2部と、市販の半焼成ハイドロタルサイト(BET比表面積:15m2/g、平均粒子径:400nm)150部とを混練した後、3本ロールミルにて分散を行い、混合物を得た。次いで、得られた混合物に、脂環式骨格を有する単官能アクリレート(共栄社化学社製「ライトアクリレートIB-XA」)100部と、熱ラジカル重合開始剤(和光純薬工業社製「V-601」)とを配合し、高速回転ミキサーで均一に分散して、組成物を得た。
半焼成ハイドロタルサイトの量を96部に変更したことと、熱ラジカル重合開始剤2部を光ラジカル重合開始剤(BASF社製「Omnirad OXE-01」)2部に変更したこと以外は実施例3と同様にして、組成物を得た。
光カチオン重合開始剤(ADEKA社製「SP-152」)2部をさらに添加したこと以外は実施例4と同様にして、組成物を得た。
半焼成ハイドロタルサイト96部を酸化マグネシウム(BET比表面積:8.9m2/g、平均粒子径:500nm)96部に変更したこと以外は実施例1と同様にして、組成物を得た。
脂環式骨格を有する2官能エポキシ樹脂(アデカ社製「EP4088SS」)100部と、4官能エポキシ樹脂(三菱化学社製「jER604」)20部と、2官能エポキシ樹脂(新日鉄住金化学社製「ZX-1059」)100部と、シランカップリング剤(信越シリコーン社製「KBM-403」)2部と、市販の半焼成ハイドロタルサイト(BET比表面積:15m2/g、平均粒子径:400nm)96部とを混練した後、3本ロールミルにて分散を行い、混合物を得た。次いで、得られた混合物に、単官能エポキシ樹脂(ナガセケムテックス社製「EX-121」)50部と、熱アニオン重合開始剤(北興化学工業社製「TBPDA」)2部とを配合し、高速回転ミキサーで均一に分散して、組成物を得た。
実施例および比較例で用いたハイドロタルサイトを天秤にて1.5g量りとり、初期質量を測定した。大気圧下、60℃、90%RH(相対湿度)に設定した小型環境試験器(エスペック社製 SH-222)に200時間静置して、吸湿後の質量を測定し、上記式(i)を用いて飽和吸水率を求めた。結果を表1に示す。
日立ハイテクサイエンス社製TG/DTA EXSTAR6300を用いて、実施例および比較例で用いたハイドロタルサイトの熱重量分析を行った。アルミニウム製のサンプルパンにハイドロタルサイトを10mg秤量し、蓋をせずオープンの状態で、窒素流量200mL/分の雰囲気下で、30℃から550℃まで10℃/分で昇温した。上記式(ii)を用いて、280℃および380℃における熱重量減少率を求めた。結果を表1に表す。
粉末X線回折の測定は、粉末X線回折装置(PANalytical社製,Empyrean)により、対陰極CuKα(1.5405Å)、電圧:45V、電流:40mA、サンプリング幅:0.0260°、走査速度:0.0657°/s、測定回折角範囲(2θ):5.0131~79.9711°の条件で行った。ピークサーチは、回折装置付属のソフトウエアのピークサーチ機能を利用し、「最小有意度:0.50、最小ピークチップ:0.01°、最大ピークチップ:1.00°、ピークベース幅:2.00°、方法:2次微分の最小値」の条件で行った。2θが8~18°の範囲内で現れたスプリットした二つのピーク、または二つのピークの合成によりショルダーを有するピークを検出し、低角側に現れたピークまたはショルダーの回折強度(=低角側回折強度)と、高角側に現れるピークまたはショルダーの回折強度(=高角側回折強度)を測定し、相対強度比(=低角側回折強度/高角側回折強度)を算出した。結果を表1に表す。
実施例および比較例で作製した組成物を無アルカリガラス板(長さ50mm、幅50mm、厚さ700μm、日本電気硝子社製OA-10G)に滴下した後、同サイズの無アルカリガラス板を重ねて積層体(無アルカリガラス板/樹脂組成物層/無アルカリガラス板)を調製した。次いで実施例1~3並びに比較例1および2では、該積層体を100℃30分間加熱することで組成物を硬化させることによって、評価用サンプル(硬化物の厚さ:20μm)を作製した。また、実施例4および5では、室温で、UV-LED(ウシオ社製、波長365nm)を用いて積算照射量が3,000mJ/cm2になるまで紫外線を該積層体に照射して組成物を硬化させることによって、評価用サンプル(硬化物の厚さ:20μm)を作製した。
(全光線透過率の基準)
良好(○):90%以上
可(△):90%未満、85%以上
不良(×):85%未満
(ヘーズの基準)
良好(○):2.5%未満
可(△):2.5%以上、3.0%未満
不良(×):3.0%以上
有機EL素子を用いて、組成物の封止性を評価した。詳しくは、まず酸化インジウムスズ(ITO)付ガラス基板(ジオマテック社製)に発光面積が4mm2となるように有機EL素子(有機膜の厚さ:110nm、Al陰極の厚さ:100nm)を形成した。次に有機EL素子上に化学気相成長法(CVD法)を用いて窒化膜(厚さ:500nm)を形成した。
残存発光面積率(%)=100×(保管後の発光面積)/(初期発光面積)
から算出し、以下の基準で評価した。結果を表2に示す。
(残存発光面積率の基準)
非常に良好(◎):95%以上
良好(○):85%以上95%未満
可(△):75%以上85%未満
不良(×):75%未満
Claims (16)
- 1分子中に2個以上のエチレン性不飽和基を有する化合物、半焼成ハイドロタルサイトおよびラジカル重合開始剤を含む封止用の組成物。
- 1分子中に2個以上のエチレン性不飽和基を有する化合物が、1分子中に3個以上のエチレン性不飽和基を有する化合物を含む請求項1に記載の組成物。
- 1分子中に2個以上のエチレン性不飽和基を有する化合物が、1分子中に2個以上のエチレン性不飽和基および脂環式構造を有する化合物を含む請求項1または2に記載の組成物。
- さらに希釈剤を含む請求項1~3のいずれか一項に記載の組成物。
- 希釈剤が、1分子中に1個のエチレン性不飽和基を有する化合物である請求項4に記載の組成物。
- エチレン性不飽和基が(メタ)アクリロイル基である請求項1~5のいずれか一項に記載の組成物。
- 1分子中に2個以上のエチレン性不飽和基を有する化合物の量が、組成物全体あたり、20~78質量%である請求項1~6のいずれか一項に記載の組成物。
- 半焼成ハイドロタルサイトの量が、組成物全体あたり、10~70質量%である請求項1~7のいずれか一項に記載の組成物。
- ラジカル重合開始剤が、光ラジカル重合開始剤および/または熱ラジカル重合開始剤である請求項1~8のいずれか一項に記載の組成物。
- ラジカル重合開始剤の量が、エチレン性不飽和基を有する化合物100質量部に対して、0.5~10質量部である請求項1~9のいずれか一項に記載の組成物。
- さらにシランカップリング剤を含む請求項1~10のいずれか一項に記載の組成物。
- 厚さが20μmである組成物の硬化物層のD65光での全光線透過率が、85%以上である請求項1~11のいずれか一項に記載の組成物。
- 厚さが20μmである組成物の硬化物層のヘーズが、3.0%未満である請求項1~12のいずれか一項に記載の組成物。
- 液状である請求項1~13のいずれか一項に記載の組成物。
- 有機EL素子の封止用である請求項1~14のいずれか一項に記載の組成物。
- 請求項1~15のいずれか一項に記載の組成物の硬化物で有機EL素子が封止された有機ELデバイス。
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