JP5438275B2 - Sealant composition - Google Patents
Sealant composition Download PDFInfo
- Publication number
- JP5438275B2 JP5438275B2 JP2008042699A JP2008042699A JP5438275B2 JP 5438275 B2 JP5438275 B2 JP 5438275B2 JP 2008042699 A JP2008042699 A JP 2008042699A JP 2008042699 A JP2008042699 A JP 2008042699A JP 5438275 B2 JP5438275 B2 JP 5438275B2
- Authority
- JP
- Japan
- Prior art keywords
- sealing material
- polymer
- group
- material composition
- glass
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
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- 239000000203 mixture Substances 0.000 title claims description 42
- 239000000565 sealant Substances 0.000 title claims description 11
- 239000003566 sealing material Substances 0.000 claims description 54
- -1 amine compound Chemical class 0.000 claims description 45
- 239000011521 glass Substances 0.000 claims description 33
- 229920000642 polymer Polymers 0.000 claims description 30
- 239000004014 plasticizer Substances 0.000 claims description 24
- 125000003808 silyl group Chemical group [H][Si]([H])([H])[*] 0.000 claims description 23
- 125000005370 alkoxysilyl group Chemical group 0.000 claims description 12
- 229920000058 polyacrylate Polymers 0.000 claims description 12
- 229920005573 silicon-containing polymer Polymers 0.000 claims description 9
- 125000000217 alkyl group Chemical group 0.000 claims description 8
- 125000004432 carbon atom Chemical group C* 0.000 claims description 8
- 150000001875 compounds Chemical class 0.000 claims description 8
- 229920001296 polysiloxane Polymers 0.000 claims description 7
- 229920002367 Polyisobutene Polymers 0.000 claims description 5
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 12
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 10
- 239000004590 silicone sealant Substances 0.000 description 10
- 239000007788 liquid Substances 0.000 description 8
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 7
- 239000003054 catalyst Substances 0.000 description 7
- 239000004611 light stabiliser Substances 0.000 description 7
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- 229910000019 calcium carbonate Inorganic materials 0.000 description 6
- 238000000034 method Methods 0.000 description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 5
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical group CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 description 5
- 150000001412 amines Chemical class 0.000 description 5
- 230000000052 comparative effect Effects 0.000 description 5
- 125000000524 functional group Chemical group 0.000 description 5
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 5
- 238000010998 test method Methods 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
- 241000178435 Eliokarmos dubius Species 0.000 description 4
- 238000012662 bulk polymerization Methods 0.000 description 4
- 239000003795 chemical substances by application Substances 0.000 description 4
- 239000000835 fiber Substances 0.000 description 4
- 239000000178 monomer Substances 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- 229910052719 titanium Inorganic materials 0.000 description 4
- 239000010936 titanium Substances 0.000 description 4
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 3
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 3
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical class [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 3
- 239000004359 castor oil Substances 0.000 description 3
- 235000019438 castor oil Nutrition 0.000 description 3
- 239000002131 composite material Substances 0.000 description 3
- AYOHIQLKSOJJQH-UHFFFAOYSA-N dibutyltin Chemical compound CCCC[Sn]CCCC AYOHIQLKSOJJQH-UHFFFAOYSA-N 0.000 description 3
- 235000014113 dietary fatty acids Nutrition 0.000 description 3
- HBGGXOJOCNVPFY-UHFFFAOYSA-N diisononyl phthalate Chemical compound CC(C)CCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCC(C)C HBGGXOJOCNVPFY-UHFFFAOYSA-N 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 239000000194 fatty acid Substances 0.000 description 3
- 229930195729 fatty acid Natural products 0.000 description 3
- 150000004665 fatty acids Chemical class 0.000 description 3
- 239000000945 filler Substances 0.000 description 3
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- XNGIFLGASWRNHJ-UHFFFAOYSA-N o-dicarboxybenzene Natural products OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 3
- 229920003023 plastic Polymers 0.000 description 3
- 239000004033 plastic Substances 0.000 description 3
- 229920001281 polyalkylene Polymers 0.000 description 3
- 238000007789 sealing Methods 0.000 description 3
- 239000000377 silicon dioxide Substances 0.000 description 3
- 229920002554 vinyl polymer Polymers 0.000 description 3
- GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical compound CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-UHFFFAOYSA-N 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 2
- 229910000838 Al alloy Inorganic materials 0.000 description 2
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 description 2
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 2
- 241000272194 Ciconiiformes Species 0.000 description 2
- 239000004593 Epoxy Substances 0.000 description 2
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 2
- KEJOCWOXCDWNID-UHFFFAOYSA-N Nitrilooxonium Chemical compound [O+]#N KEJOCWOXCDWNID-UHFFFAOYSA-N 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 2
- QYKIQEUNHZKYBP-UHFFFAOYSA-N Vinyl ether Chemical class C=COC=C QYKIQEUNHZKYBP-UHFFFAOYSA-N 0.000 description 2
- BGYHLZZASRKEJE-UHFFFAOYSA-N [3-[3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoyloxy]-2,2-bis[3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoyloxymethyl]propyl] 3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoate Chemical compound CC(C)(C)C1=C(O)C(C(C)(C)C)=CC(CCC(=O)OCC(COC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)(COC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)COC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)=C1 BGYHLZZASRKEJE-UHFFFAOYSA-N 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 239000000853 adhesive Substances 0.000 description 2
- 230000001070 adhesive effect Effects 0.000 description 2
- 150000001336 alkenes Chemical class 0.000 description 2
- 239000003963 antioxidant agent Substances 0.000 description 2
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 2
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 2
- 239000006229 carbon black Substances 0.000 description 2
- 239000012986 chain transfer agent Substances 0.000 description 2
- 239000003086 colorant Substances 0.000 description 2
- JRBPAEWTRLWTQC-UHFFFAOYSA-N dodecylamine Chemical compound CCCCCCCCCCCCN JRBPAEWTRLWTQC-UHFFFAOYSA-N 0.000 description 2
- 239000003822 epoxy resin Substances 0.000 description 2
- 239000005329 float glass Substances 0.000 description 2
- 125000005843 halogen group Chemical group 0.000 description 2
- 239000003999 initiator Substances 0.000 description 2
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 2
- 150000002989 phenols Chemical class 0.000 description 2
- 230000000704 physical effect Effects 0.000 description 2
- 229920000647 polyepoxide Polymers 0.000 description 2
- 239000010734 process oil Substances 0.000 description 2
- PNXMTCDJUBJHQJ-UHFFFAOYSA-N propyl prop-2-enoate Chemical compound CCCOC(=O)C=C PNXMTCDJUBJHQJ-UHFFFAOYSA-N 0.000 description 2
- 229940116351 sebacate Drugs 0.000 description 2
- CXMXRPHRNRROMY-UHFFFAOYSA-L sebacate(2-) Chemical compound [O-]C(=O)CCCCCCCCC([O-])=O CXMXRPHRNRROMY-UHFFFAOYSA-L 0.000 description 2
- 239000013008 thixotropic agent Substances 0.000 description 2
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 2
- UKRDPEFKFJNXQM-UHFFFAOYSA-N vinylsilane Chemical class [SiH3]C=C UKRDPEFKFJNXQM-UHFFFAOYSA-N 0.000 description 2
- NPNPZTNLOVBDOC-UHFFFAOYSA-N 1,1-difluoroethane Chemical compound CC(F)F NPNPZTNLOVBDOC-UHFFFAOYSA-N 0.000 description 1
- NBVYGHXHMALASC-UHFFFAOYSA-N 1-(1-diethoxysilylbutyldisulfanyl)butyl-diethoxysilane Chemical compound C(CC)C([SiH](OCC)OCC)SSC([SiH](OCC)OCC)CCC NBVYGHXHMALASC-UHFFFAOYSA-N 0.000 description 1
- RWNAEOBVQSVNKP-UHFFFAOYSA-N 1-(1-diethoxysilylethyldisulfanyl)ethyl-diethoxysilane Chemical compound CC([SiH](OCC)OCC)SSC([SiH](OCC)OCC)C RWNAEOBVQSVNKP-UHFFFAOYSA-N 0.000 description 1
- NXQVQUSBOCRCQU-UHFFFAOYSA-N 1-(1-dimethoxysilylbutyldisulfanyl)butyl-dimethoxysilane Chemical compound C(CC)C([SiH](OC)OC)SSC([SiH](OC)OC)CCC NXQVQUSBOCRCQU-UHFFFAOYSA-N 0.000 description 1
- BUHIYKABNYWFBN-UHFFFAOYSA-N 1-(1-dimethoxysilylethyldisulfanyl)ethyl-dimethoxysilane Chemical compound CC([SiH](OC)OC)SSC([SiH](OC)OC)C BUHIYKABNYWFBN-UHFFFAOYSA-N 0.000 description 1
- OTCWVYFQGYOYJO-UHFFFAOYSA-N 1-o-methyl 10-o-(1,2,2,6,6-pentamethylpiperidin-4-yl) decanedioate Chemical compound COC(=O)CCCCCCCCC(=O)OC1CC(C)(C)N(C)C(C)(C)C1 OTCWVYFQGYOYJO-UHFFFAOYSA-N 0.000 description 1
- OEPOKWHJYJXUGD-UHFFFAOYSA-N 2-(3-phenylmethoxyphenyl)-1,3-thiazole-4-carbaldehyde Chemical compound O=CC1=CSC(C=2C=C(OCC=3C=CC=CC=3)C=CC=2)=N1 OEPOKWHJYJXUGD-UHFFFAOYSA-N 0.000 description 1
- WDQMWEYDKDCEHT-UHFFFAOYSA-N 2-ethylhexyl 2-methylprop-2-enoate Chemical compound CCCCC(CC)COC(=O)C(C)=C WDQMWEYDKDCEHT-UHFFFAOYSA-N 0.000 description 1
- WFUGQJXVXHBTEM-UHFFFAOYSA-N 2-hydroperoxy-2-(2-hydroperoxybutan-2-ylperoxy)butane Chemical compound CCC(C)(OO)OOC(C)(CC)OO WFUGQJXVXHBTEM-UHFFFAOYSA-N 0.000 description 1
- CFVWNXQPGQOHRJ-UHFFFAOYSA-N 2-methylpropyl prop-2-enoate Chemical compound CC(C)COC(=O)C=C CFVWNXQPGQOHRJ-UHFFFAOYSA-N 0.000 description 1
- IKYAJDOSWUATPI-UHFFFAOYSA-N 3-[dimethoxy(methyl)silyl]propane-1-thiol Chemical compound CO[Si](C)(OC)CCCS IKYAJDOSWUATPI-UHFFFAOYSA-N 0.000 description 1
- LZMNXXQIQIHFGC-UHFFFAOYSA-N 3-[dimethoxy(methyl)silyl]propyl 2-methylprop-2-enoate Chemical compound CO[Si](C)(OC)CCCOC(=O)C(C)=C LZMNXXQIQIHFGC-UHFFFAOYSA-N 0.000 description 1
- IWTYTFSSTWXZFU-UHFFFAOYSA-N 3-chloroprop-1-enylbenzene Chemical compound ClCC=CC1=CC=CC=C1 IWTYTFSSTWXZFU-UHFFFAOYSA-N 0.000 description 1
- UUEWCQRISZBELL-UHFFFAOYSA-N 3-trimethoxysilylpropane-1-thiol Chemical compound CO[Si](OC)(OC)CCCS UUEWCQRISZBELL-UHFFFAOYSA-N 0.000 description 1
- 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 1
- JTHZUSWLNCPZLX-UHFFFAOYSA-N 6-fluoro-3-methyl-2h-indazole Chemical compound FC1=CC=C2C(C)=NNC2=C1 JTHZUSWLNCPZLX-UHFFFAOYSA-N 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 1
- 239000004342 Benzoyl peroxide Substances 0.000 description 1
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- MQIUGAXCHLFZKX-UHFFFAOYSA-N Di-n-octyl phthalate Natural products CCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCC MQIUGAXCHLFZKX-UHFFFAOYSA-N 0.000 description 1
- BWGNESOTFCXPMA-UHFFFAOYSA-N Dihydrogen disulfide Chemical compound SS BWGNESOTFCXPMA-UHFFFAOYSA-N 0.000 description 1
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical class S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 1
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Natural products OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 1
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 1
- DFPAKSUCGFBDDF-UHFFFAOYSA-N Nicotinamide Chemical group NC(=O)C1=CC=CN=C1 DFPAKSUCGFBDDF-UHFFFAOYSA-N 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 239000004743 Polypropylene Substances 0.000 description 1
- 229910052581 Si3N4 Inorganic materials 0.000 description 1
- 239000006087 Silane Coupling Agent Substances 0.000 description 1
- RYYWUUFWQRZTIU-UHFFFAOYSA-N Thiophosphoric acid Chemical class OP(O)(S)=O RYYWUUFWQRZTIU-UHFFFAOYSA-N 0.000 description 1
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 1
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 1
- ISKQADXMHQSTHK-UHFFFAOYSA-N [4-(aminomethyl)phenyl]methanamine Chemical compound NCC1=CC=C(CN)C=C1 ISKQADXMHQSTHK-UHFFFAOYSA-N 0.000 description 1
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 description 1
- 239000006096 absorbing agent Substances 0.000 description 1
- WDJHALXBUFZDSR-UHFFFAOYSA-M acetoacetate Chemical compound CC(=O)CC([O-])=O WDJHALXBUFZDSR-UHFFFAOYSA-M 0.000 description 1
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 1
- 125000004423 acyloxy group Chemical group 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 125000003302 alkenyloxy group Chemical group 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 150000004996 alkyl benzenes Chemical class 0.000 description 1
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 description 1
- OJMOMXZKOWKUTA-UHFFFAOYSA-N aluminum;borate Chemical compound [Al+3].[O-]B([O-])[O-] OJMOMXZKOWKUTA-UHFFFAOYSA-N 0.000 description 1
- 125000003368 amide group Chemical group 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- 125000002344 aminooxy group Chemical group [H]N([H])O[*] 0.000 description 1
- 230000003712 anti-aging effect Effects 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 239000011324 bead Substances 0.000 description 1
- 239000000440 bentonite Substances 0.000 description 1
- 229910000278 bentonite Inorganic materials 0.000 description 1
- SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 description 1
- 235000019400 benzoyl peroxide Nutrition 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
- RSOILICUEWXSLA-UHFFFAOYSA-N bis(1,2,2,6,6-pentamethylpiperidin-4-yl) decanedioate Chemical compound C1C(C)(C)N(C)C(C)(C)CC1OC(=O)CCCCCCCCC(=O)OC1CC(C)(C)N(C)C(C)(C)C1 RSOILICUEWXSLA-UHFFFAOYSA-N 0.000 description 1
- LOKNJPVGAPAWRN-UHFFFAOYSA-N bis(1-butoxy-2,2,6,6-tetramethylpiperidin-4-yl) carbonate Chemical compound C1C(C)(C)N(OCCCC)C(C)(C)CC1OC(=O)OC1CC(C)(C)N(OCCCC)C(C)(C)C1 LOKNJPVGAPAWRN-UHFFFAOYSA-N 0.000 description 1
- OSIVCXJNIBEGCL-UHFFFAOYSA-N bis(2,2,6,6-tetramethyl-1-octoxypiperidin-4-yl) decanedioate Chemical compound C1C(C)(C)N(OCCCCCCCC)C(C)(C)CC1OC(=O)CCCCCCCCC(=O)OC1CC(C)(C)N(OCCCCCCCC)C(C)(C)C1 OSIVCXJNIBEGCL-UHFFFAOYSA-N 0.000 description 1
- XITRBUPOXXBIJN-UHFFFAOYSA-N bis(2,2,6,6-tetramethylpiperidin-4-yl) decanedioate Chemical compound C1C(C)(C)NC(C)(C)CC1OC(=O)CCCCCCCCC(=O)OC1CC(C)(C)NC(C)(C)C1 XITRBUPOXXBIJN-UHFFFAOYSA-N 0.000 description 1
- BJQHLKABXJIVAM-UHFFFAOYSA-N bis(2-ethylhexyl) phthalate Chemical compound CCCCC(CC)COC(=O)C1=CC=CC=C1C(=O)OCC(CC)CCCC BJQHLKABXJIVAM-UHFFFAOYSA-N 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- OCWYEMOEOGEQAN-UHFFFAOYSA-N bumetrizole Chemical compound CC(C)(C)C1=CC(C)=CC(N2N=C3C=C(Cl)C=CC3=N2)=C1O OCWYEMOEOGEQAN-UHFFFAOYSA-N 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 238000010538 cationic polymerization reaction Methods 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 125000001309 chloro group Chemical group Cl* 0.000 description 1
- 229910052620 chrysotile Inorganic materials 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 229910052570 clay Inorganic materials 0.000 description 1
- 239000008119 colloidal silica Substances 0.000 description 1
- 238000010276 construction Methods 0.000 description 1
- 238000007334 copolymerization reaction Methods 0.000 description 1
- 125000006165 cyclic alkyl group Chemical group 0.000 description 1
- QKEIHNZGXPRKJV-UHFFFAOYSA-N cyclohexyl 2-methylprop-2-enoate;2-methylprop-2-enoic acid Chemical class CC(=C)C(O)=O.CC(=C)C(=O)OC1CCCCC1 QKEIHNZGXPRKJV-UHFFFAOYSA-N 0.000 description 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
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- 125000000640 cyclooctyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C([H])([H])C1([H])[H] 0.000 description 1
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 1
- JBSLOWBPDRZSMB-BQYQJAHWSA-N dibutyl (e)-but-2-enedioate Chemical compound CCCCOC(=O)\C=C\C(=O)OCCCC JBSLOWBPDRZSMB-BQYQJAHWSA-N 0.000 description 1
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- JFHKCZFPXJVELF-UHFFFAOYSA-L dibutyltin(2+);2,2-diethylhexanoate Chemical compound CCCC[Sn+2]CCCC.CCCCC(CC)(CC)C([O-])=O.CCCCC(CC)(CC)C([O-])=O JFHKCZFPXJVELF-UHFFFAOYSA-L 0.000 description 1
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- 238000001035 drying Methods 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
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- 239000002184 metal Substances 0.000 description 1
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Images
Description
本発明は、シーリング材組成物、詳細には、加水分解性シリル基含有ポリマーを主成分とするシーリング材組成物およびその用途に関する。 The present invention relates to a sealing material composition, and more particularly, to a sealing material composition containing a hydrolyzable silyl group-containing polymer as a main component and its use.
各種ポリマー材料をベースとしたシーリング材は、土木、建築または電機等、多岐の用途にわたり使用されている。例えば、各種のシリコーン系ポリマーをベースとしたシーリング材は、建築物のガラス廻り複合目地やガラス廻り打ち継ぎ目地において、ガラス面側に適用されるシーリング材として広く使用されている。 Sealing materials based on various polymer materials are used in a wide variety of applications such as civil engineering, construction, and electrical machinery. For example, sealing materials based on various silicone polymers are widely used as sealing materials applied to the glass surface side in composite joints around glass and joints around glass in buildings.
このようなシリコーン系シーリング材をガラス廻り複合目地やガラス廻り打ち継ぎ目地に使用する場合、当該シリコーン系シーリング材やそれに打ち継ぐシーリング材(例えば、ポリイソブチレン系シーリング材および変成シリコーン系シーリング材)に配合されるヒンダードアミン系光安定剤(HALS)のうち、一部の化合物(例えば、ビス(1−メチル−2,2,6,6−テトラメチル−4−ピペリジル)セバケート等の>N−CH3型HALS)が、同じくシーリング材に配合される可塑剤等の液体成分と共にガラス界面付近にまで移行し、ガラスごしに照射される紫外線の影響を受けてHALSニトロソニウムイオン(強酸化剤)に変化し、このHALSニトロソニウムイオンが当該シリコーン系シーリング材のガラス界面のシロキサン結合を解離させ、ガラス接着面での剥離現象を引き起こすという問題があった。
本発明は、ガラス廻り複合目地やガラス廻り打ち継ぎ目地におけるシーリング材のガラス接着面での剥離現象を防止することができるシーリング材組成物を提供することを課題とする。 An object of the present invention is to provide a sealing material composition capable of preventing a peeling phenomenon on a glass bonding surface of a sealing material at a glass-around composite joint or a glass-around joint joint.
本発明者らは、加水分解性シリル基含有ポリマーを主成分とするシーリング材組成物において、光安定剤として、塩基性が低く、ニトロソニウムイオンに変化しにくい下記一般式(I): In the sealing material composition containing a hydrolyzable silyl group-containing polymer as a main component, the present inventors have the following general formula (I) as a light stabilizer, which is low in basicity and hardly changes to a nitrosonium ion:
〔式中、Rは、炭素数1〜20のアルキル基を示す〕
で示される基を有するヒンダードアミン化合物を配合し、さらに加水分解性シリル基を含有する反応性可塑剤を配合することで、ガラス廻り複合目地やガラス廻り打ち継ぎ目地におけるシーリング材のガラス接着面での剥離現象を防止できることを見出し、本発明を完成するに至った。
すなわち、本発明には、以下のものが含まれる。
〔1〕(a)加水分解性シリル基を含有するポリマーと、
(b)下記一般式(I):
[Wherein R represents an alkyl group having 1 to 20 carbon atoms]
By blending a hindered amine compound having a group represented by the following formula and further adding a reactive plasticizer containing a hydrolyzable silyl group, the glass adhesive surface of the sealing material at the joint joint around the glass or joint joint around the glass The present inventors have found that the peeling phenomenon can be prevented and have completed the present invention.
That is, the present invention includes the following.
[1] (a) a polymer containing a hydrolyzable silyl group;
(B) The following general formula (I):
〔式中、Rは、炭素数1〜20のアルキル基を示す〕
で示される基を有するヒンダードアミン化合物
を含んでなる、シーリング材組成物。
〔2〕前記ヒンダードアミン化合物を、組成物全量に対して、0.001重量%〜10重量%含んでなる、上記〔1〕に記載のシーリング材組成物。
〔3〕前記ヒンダードアミン化合物は、以下の式(1)〜(5)で示される化合物からなる群から選択される、上記〔1〕または〔2〕に記載のシーリング材組成物。
[Wherein R represents an alkyl group having 1 to 20 carbon atoms]
A sealant composition comprising a hindered amine compound having a group represented by:
[2] The sealing material composition according to the above [1], comprising the hindered amine compound in an amount of 0.001 to 10% by weight based on the total amount of the composition.
[3] The sealing material composition according to [1] or [2], wherein the hindered amine compound is selected from the group consisting of compounds represented by the following formulas (1) to (5).
〔4〕(c)加水分解性シリル基を含有する反応性可塑剤をさらに含んでなる、上記〔1〕〜〔3〕のいずれかに記載のシーリング材組成物。
〔5〕ポリマー(a)は、分子中に平均して1.2以上の加水分解性シリル基を含有する数平均分子量2,000以上のポリマーであり、反応性可塑剤(c)は、分子中に平均して0.5以上1.2未満の加水分解性シリル基を含有する数平均分子量300以上8,000未満の反応性可塑剤である、上記〔4〕に記載のシーリング材組成物。
〔6〕光透過性部材を被着体とする、または光透過性部材を被着体とするシリコーン系シーリング材と打ち継ぐための、上記〔1〕〜〔5〕のいずれかに記載のシーリング材組成物。
〔7〕光透過性部材はガラスである、上記〔6〕に記載のシーリング材組成物。
[4] The sealing material composition according to any one of [1] to [3], further comprising (c) a reactive plasticizer containing a hydrolyzable silyl group.
[5] The polymer (a) is a polymer having a number average molecular weight of 2,000 or more containing 1.2 or more hydrolyzable silyl groups on average in the molecule, and the reactive plasticizer (c) is a molecule The sealing material composition according to the above [4], which is a reactive plasticizer having a number average molecular weight of 300 or more and less than 8,000 containing a hydrolyzable silyl group having an average value of 0.5 or more and less than 1.2. .
[6] The sealing according to any one of [1] to [5] above, wherein the sealing member is used as an adherend or a silicone sealing material having the light transmitting member as an adherend. Material composition.
[7] The sealing material composition according to [6], wherein the light transmissive member is glass.
本発明のシーリング材組成物は、ガラス廻り複合目地やガラス廻り打ち継ぎ目地におけるシーリング材のガラス接着面での剥離現象を防止することができる。したがって、本発明のシーリング材組成物は、光透過性部材(特にガラス)を被着体とする、または光透過性部材(特にガラス)を被着体とするシーリング材と打ち継ぐためのシーリング材組成物として好適に使用することができる。 The sealing material composition of the present invention can prevent the peeling phenomenon on the glass bonding surface of the sealing material at the glass-around composite joint or the glass-around joint joint. Therefore, the sealing material composition of the present invention has a light-transmitting member (especially glass) as an adherend, or a sealing material for passing over a sealing material having a light-transmitting member (especially glass) as an adherend. It can be suitably used as a composition.
以下、本発明の実施の形態を説明する。
本発明のシーリング材組成物は、主成分として、(a)加水分解性シリル基を含有するポリマーを含む。なかでも、主鎖がポリアルキレンエーテルであるものが好ましい。
前記ポリマー(a)の数平均分子量は、好適には2,000以上、より好適には3,000以上、さらに好適には8,000以上100,000以下、特に好適には10,000以上60,000以下である。数平均分子量が2,000未満の場合、硬化物の伸びが低くなる虞がある。一方、数平均分子量の上限は、特に限定されないが、60,000を超える場合、高粘度のために作業性が悪化するため好ましくない。
また、前記ポリマー(a)の加水分解性シリル基の数は、分子中に平均して好適には1.2以上、より好適には1.2以上8以下、特に好適には1.5以上4以下である。
Embodiments of the present invention will be described below.
The sealing material composition of the present invention includes (a) a polymer containing a hydrolyzable silyl group as a main component. Among these, those whose main chain is a polyalkylene ether are preferable.
The number average molecular weight of the polymer (a) is preferably 2,000 or more, more preferably 3,000 or more, further preferably 8,000 or more and 100,000 or less, particularly preferably 10,000 or more and 60. , 000 or less. When the number average molecular weight is less than 2,000, the elongation of the cured product may be low. On the other hand, the upper limit of the number average molecular weight is not particularly limited, but when it exceeds 60,000, workability deteriorates due to high viscosity, which is not preferable.
Further, the number of hydrolyzable silyl groups in the polymer (a) is preferably 1.2 or more, more preferably 1.2 or more and 8 or less, and particularly preferably 1.5 or more, in the molecule. 4 or less.
前記ポリマー(a)としては、例えば、変成シリコーンポリマー、アルコキシシリル基を有するアクリル系ポリマー、アルコキシシリル基を含有するポリイソブチレンポリマーが挙げられ、これらの1種または2種以上を使用に供してよい。前記加水分解性シリル基含有ポリマーとして、変成シリコーンポリマーおよび/またはアクリル系ポリマーを使用すると、低モジュラス、高伸長の物性に調整でき、しかも耐候性に優れた、シーリング材に適したものが得られるため好ましい。 Examples of the polymer (a) include a modified silicone polymer, an acrylic polymer having an alkoxysilyl group, and a polyisobutylene polymer containing an alkoxysilyl group, and one or more of these may be used. . When a modified silicone polymer and / or an acrylic polymer is used as the hydrolyzable silyl group-containing polymer, it is possible to adjust the physical properties to low modulus and high elongation, and to have excellent weather resistance and suitable for a sealing material. Therefore, it is preferable.
前記変成シリコーンポリマーとは、ポリオキシアルキレンエーテルを主鎖骨格とし、かつ末端もしくは側鎖に加水分解性基(例えば水素原子、ハロゲン原子、アルコキシ基、アシルオキシ基、ケトキシメート基、アミノ基、アミド基、酸アミド基、アミノオキシ基、メルカプト基、アルケニルオキシ基など)を有するシリル基をもつ液状ポリマーを指称する。なかでも、ポリアルキレンエーテル(例えば、ポリオキシプロピレンエーテル)を主鎖とする、数平均分子量が8,000〜25,000のものが好ましい。
変成シリコーンポリマーの代表的市販品としては、例えば(株)カネカ製のMSポリマーシリーズ(例えば、「MSポリマーS810」、「MSポリマーS−203」等)や旭硝子(株)製「エクセスター」(登録商標)シリーズ(ES−S2410、ES−W2521など)がある。
The modified silicone polymer has a polyoxyalkylene ether as a main chain skeleton, and a hydrolyzable group (for example, a hydrogen atom, a halogen atom, an alkoxy group, an acyloxy group, a ketoximate group, an amino group, an amide group, a terminal or a side chain, A liquid polymer having a silyl group having an acid amide group, an aminooxy group, a mercapto group, an alkenyloxy group or the like is designated. Among these, those having a polyalkylene ether (for example, polyoxypropylene ether) as the main chain and having a number average molecular weight of 8,000 to 25,000 are preferable.
Typical commercial products of the modified silicone polymer include, for example, MS polymer series (for example, “MS polymer S810”, “MS polymer S-203”, etc.) manufactured by Kaneka Co., Ltd., and “Exester” manufactured by Asahi Glass Co., Ltd. ( Registered trademark) series (ES-S2410, ES-W2521, etc.).
また、アルコキシシリル基を有するアクリル系ポリマーとは、主鎖骨格が少なくとも(メタ)アクリル酸エステル単位で構成され[要すれば、(メタ)アクリル酸エステル単位以外に、(メタ)アクリル酸エステルと共重合しうる単量体(例えば炭素数4〜12のオレフィン、ビニルエーテル、芳香族ビニル化合物、ビニルシラン類、アリルシラン類など)の単位が含まれていてもよい]、分子中にアルコキシシリル基を含有するポリマーであり、例えば、
(i)特公平3−80829号公報に開示の、(a)アクリル酸アルキルエステル(アルキル炭素数は好適には2〜4)(例えばエチルアクリレート、プロピルアクリレート、n−ブチルアクリレート、イソブチルアクリレート、アミルアクリレート、ヘキシルアクリレート、2−エチルヘキシルアクリレート、シクロヘキシルアクリレート、n−オクチルアクリレート等)と、(b)ビニルアルコキシシラン(例えばビニルトリメトキシシラン、ビニルメチルジメトキシシラン、ビニルトリエトキシシラン、ビニルジメチルメトキシシラン等)および(メタ)アクリロキシアルコキシシラン(例えばγ−メタクリロキシプロピルトリメトキシシラン、γ−メタクリロキシプロピルメチルジメトキシシラン等)の群から選ばれる1種または2種以上の混合物とを、連鎖移動剤としてメルカプトアルコキシラン(c)(例えばγ−メルカプトプロピルメチルジメトキシシラン、γ−メルカプトプロピルトリメトキシシラン等)の存在下で、ラジカル共重合[通常、α,α’−アゾビスイソブチロニトリル(AIBN)、α,α’−アゾビスイソバレロニトリル、過酸化ベンゾイル、メチルエチルケトンパーオキシドなど重合開始剤を用いて公知の塊状重合、溶液重合などの手法;あるいはレドックス触媒、例えば、遷移金属塩、アミン等と過酸化物系開始剤を組合せたレドックス重合法により]させることによって製造されるもの(通常、数平均分子量3,000〜100,000、1分子中の平均アルコキシシリル基数1.2〜3個);および
(ii)特公平4−69667号公報に開示の、ビニル系モノマー[例えばエチルアクリレート、ブチルアクリレート、2−エチルヘキシルアクリレート、プロピルアクリレート、ペンチルアクリレート、ステアリルアクリレートなどのアクリレート;メチルメタクリレート、エチルメタクリレート、ブチルメタクリレート、2−エチルヘキシルメタクリレート、ラウリルメタクリレート、ベンジルメタクリレート、シクロヘキシルメタクリレートなどのメタクリレート;スチレンもしくはその誘導体(α−メチルスチレン、クロルメチルスチレンなど);ジエチルフマレート、ジブチルフマレート、ジプロピルフマレートなどのフマル酸ジエステル;塩化ビニル、塩化ビニリデン、フッ化エチレン、フッ化ビニリデン、フッ化ビニレンなどのハロゲン化ビニル類等]100部(重量部、以下同様)に、アルコキシシリル基含有ジスルフィド化合物[例えばビス(トリメトキシシリルメチル)ジスルフィド、ビス(トリエトキシシリルメチル)ジスルフィド、ビス(トリメトキシシリルプロピル)ジスルフィド、ビス(トリエトキシシリルプロピル)ジスルフィド、ビス(メチルジメトキシシリルメチル)ジスルフィド、ビス(メチルジエトキシシリルメチル)ジスルフィド、ビス(プロピルジメトキシシリルメチル)ジスルフィド、ビス(プロピルジエトキシシリルメチル)ジスルフィド、ビス(ジメチルメトキシシリルプロピル)ジスルフィド、ビス(ジメチルエトキシシリルプロピル)ジスルフィド等]0.05〜50部を加え、必要に応じて有機溶媒(トルエン、キシレン、ヘキサン、酢酸エチル、ジオクチルフタレートなど)中で光重合(常温乃至50〜60℃で、4〜30時間の光照射)に付すことによって製造されるものが挙げられる。
The acrylic polymer having an alkoxysilyl group is composed of at least a (meth) acrylic acid ester unit in the main chain skeleton [if necessary, in addition to the (meth) acrylic acid ester unit, (meth) acrylic acid ester and Units of monomers that can be copolymerized (for example, olefins having 4 to 12 carbon atoms, vinyl ethers, aromatic vinyl compounds, vinyl silanes, allyl silanes, etc.)], containing alkoxysilyl groups in the molecule For example,
(I) disclosed in JP-B-3-80829, (a) an alkyl acrylate ester (the alkyl carbon number is preferably 2 to 4) (for example, ethyl acrylate, propyl acrylate, n-butyl acrylate, isobutyl acrylate, amyl) Acrylate, hexyl acrylate, 2-ethylhexyl acrylate, cyclohexyl acrylate, n-octyl acrylate, etc.) and (b) vinyl alkoxysilane (eg, vinyltrimethoxysilane, vinylmethyldimethoxysilane, vinyltriethoxysilane, vinyldimethylmethoxysilane, etc.) And (meth) acryloxyalkoxysilane (for example, γ-methacryloxypropyltrimethoxysilane, γ-methacryloxypropylmethyldimethoxysilane, etc.) The above mixture is subjected to radical copolymerization [usually α, α ′ in the presence of mercaptoalkoxylane (c) (for example, γ-mercaptopropylmethyldimethoxysilane, γ-mercaptopropyltrimethoxysilane, etc.) as a chain transfer agent. -Known bulk polymerization and solution polymerization methods using polymerization initiators such as azobisisobutyronitrile (AIBN), α, α'-azobisisovaleronitrile, benzoyl peroxide, methyl ethyl ketone peroxide; or redox catalyst , For example, by a redox polymerization method in which a transition metal salt, an amine or the like and a peroxide-based initiator are combined] (usually a number average molecular weight of 3,000 to 100,000, average in one molecule And (ii) disclosed in Japanese Patent Publication No. 4-69667. Vinyl monomers [for example, acrylates such as ethyl acrylate, butyl acrylate, 2-ethylhexyl acrylate, propyl acrylate, pentyl acrylate, stearyl acrylate; methyl methacrylate, ethyl methacrylate, butyl methacrylate, 2-ethylhexyl methacrylate, lauryl methacrylate, benzyl methacrylate, cyclohexyl methacrylate Methacrylates such as; styrene or derivatives thereof (α-methylstyrene, chloromethylstyrene, etc.); fumaric acid diesters such as diethyl fumarate, dibutyl fumarate, dipropyl fumarate; vinyl chloride, vinylidene chloride, ethylene fluoride, fluoride Vinyl halides such as vinylidene and vinylene fluoride] 100 parts (parts by weight Similarly, an alkoxysilyl group-containing disulfide compound [for example, bis (trimethoxysilylmethyl) disulfide, bis (triethoxysilylmethyl) disulfide, bis (trimethoxysilylpropyl) disulfide, bis (triethoxysilylpropyl) disulfide, bis ( Methyldimethoxysilylmethyl) disulfide, bis (methyldiethoxysilylmethyl) disulfide, bis (propyldimethoxysilylmethyl) disulfide, bis (propyldiethoxysilylmethyl) disulfide, bis (dimethylmethoxysilylpropyl) disulfide, bis (dimethylethoxysilyl) Propyl) disulfide etc.] is added in an amount of 0.05 to 50 parts, and an organic solvent (toluene, xylene, hexane, ethyl acetate, dioctyl phthalate as required) Etc.) by photopolymerization (room temperature to 50-60 ° C. in include those prepared by subjecting the light irradiation) of 4 to 30 hours.
また、アルコキシシリル基含有ポリイソブチレン系ポリマーとは、主鎖骨格が少なくともイソブチレン単位で構成され[要すれば、イソブチレン単位以外に、イソブチレンと共重合しうる単量体(例えば炭素数4〜12のオレフィン、ビニルエーテル、芳香族ビニル化合物、ビニルシラン類、アリルシラン類など)の単位が含まれていてもよい]、分子両末端にアルコキシシリル基を含有し、好適には数平均分子量1,000〜40,000で常温ワックス状ないし高粘度液状のものを指称し、一般に、イニファー法と呼ばれるカチオン重合法で得られる全末端官能型イソブチレン系ポリマーを用いることにより製造することができる(特開平8−231758号公報参照)。 Further, the alkoxysilyl group-containing polyisobutylene-based polymer has a main chain skeleton composed of at least isobutylene units [if necessary, in addition to the isobutylene unit, a monomer that can be copolymerized with isobutylene (for example, having 4 to 12 carbon atoms) Olefins, vinyl ethers, aromatic vinyl compounds, vinyl silanes, allyl silanes, etc. units)], alkoxy silyl groups at both ends of the molecule, and preferably a number average molecular weight of 1,000 to 40, A normal temperature waxy or highly viscous liquid is designated as 000, and can be produced by using an all-terminal functional isobutylene polymer generally obtained by a cationic polymerization method called an inifer method (JP-A-8-231758). See the official gazette).
の化学構造を有する、(株)カネカ製の「エピオン」(登録商標)シリーズ(例えば、「エピオン(登録商標)EP−505S」等)が例示される。
The “Epion” (registered trademark) series (for example, “Epion (registered trademark) EP-505S”, etc.) manufactured by Kaneka Corporation, which has the following chemical structure, is exemplified.
本発明においては、かかる加水分解性シリル基含有ポリマーに加えて、高温・高圧で連続塊状重合によって得られる、常温液状の官能基を有さない無溶剤型アクリル系ポリマーを配合するのが好ましい。このような無溶剤型アクリル系ポリマーを使用することにより、低モジュラス、高伸長の物性に調整でき、作業性にも優れる。前記常温液状の官能基を有さない無溶剤型アクリル系ポリマーは、官能基を有しないアクリル系モノマー[例えば前記のアルコキシシリル基含有アクリル系ポリマーの重合法(ii)で用いるようなアクリレートやメタクリレート]を用い、例えば400℃付近の高温・高圧で連続塊状重合(開始剤は極少量もしくは不要、連鎖移動剤は不要)により、極めて短い反応時間(5分程度)で製造することができ、100%ポリマーおよび低Tgの常温液状を呈し、かつ変成シリコーン系ポリマーとの相溶性が良好で(∵組成分布・分子量分布が狭い)、シーリング材の粘度粘性を調整して作業性を良好にし、更に、優れた耐候性を向上させる。市販品として例えば東亞合成(株)製「ARUFON(登録商標)UP−1000」等がある。
また、前記アクリル系ポリマーが、変成シリコーンポリマー中で重合されたアルコキシシリル基含有アクリル系ポリマーと、高温・高圧で連続塊状重合により得られる常温液状の官能基を有さない無溶剤型アクリル系ポリマーとの併用であると好ましい。常温液状の官能基を有さない無溶剤型アクリル系ポリマーは、可塑剤代替効果があり、硬化したシーリング材は低モジュラス、高伸長の物性を奏し、又、作業性と耐候性の向上に寄与する。
In the present invention, in addition to the hydrolyzable silyl group-containing polymer, it is preferable to blend a solventless acrylic polymer having no room temperature liquid functional group obtained by continuous bulk polymerization at high temperature and high pressure. By using such a solventless acrylic polymer, the physical properties can be adjusted to low modulus and high elongation, and the workability is excellent. The solventless acrylic polymer having no functional group in the liquid state at room temperature is an acrylic monomer having no functional group [for example, acrylate or methacrylate used in the polymerization method (ii) of the above-mentioned alkoxysilyl group-containing acrylic polymer. Can be produced in a very short reaction time (about 5 minutes) by continuous bulk polymerization (very little or no initiator, no chain transfer agent) at a high temperature and high pressure around 400 ° C., for example. % Polymer and low Tg room temperature liquid, good compatibility with modified silicone polymer (narrow composition distribution and narrow molecular weight distribution), adjust viscosity and viscosity of sealing material to improve workability, , Improve the weather resistance, excellent. Examples of commercially available products include “ARUFON (registered trademark) UP-1000” manufactured by Toagosei Co., Ltd.
In addition, the acrylic polymer is an alkoxysilyl group-containing acrylic polymer polymerized in a modified silicone polymer, and a solvent-free acrylic polymer having no room temperature liquid functional group obtained by continuous bulk polymerization at high temperature and high pressure. Is preferably used in combination. Solvent-free acrylic polymers that do not have liquid functional groups at room temperature have a plasticizer replacement effect, and the cured sealant has low modulus and high elongation properties, and contributes to improved workability and weather resistance. To do.
本発明のシーリング材組成物における前記ポリマー(a)の使用量は、組成物全量に対して、好適には10重量%〜70重量%、より好適には20重量%〜40重量%である。 The amount of the polymer (a) used in the sealing material composition of the present invention is preferably 10% by weight to 70% by weight, more preferably 20% by weight to 40% by weight, based on the total amount of the composition.
本発明のシーリング材組成物は、光安定剤として、(b)下記一般式(I): The sealing material composition of the present invention has (b) the following general formula (I) as a light stabilizer:
〔式中、Rは、炭素数1〜20のアルキル基を示す〕
で示される基を有するヒンダードアミン化合物を含んでなる。当該ヒンダードアミン化合物は、塩基性が低く、ニトロソニウムイオンに変化しにくいため、シリコーン系シーリング材のガラス界面のシロキサン結合の解離およびガラス接着面での剥離現象を生じさせない。
[Wherein R represents an alkyl group having 1 to 20 carbon atoms]
A hindered amine compound having a group represented by the formula: Since the hindered amine compound is low in basicity and hardly changes to nitrosonium ions, it does not cause dissociation of siloxane bonds at the glass interface of the silicone-based sealing material and peeling phenomenon on the glass adhesion surface.
前記Rにおける炭素数1〜20のアルキル基としては、例えば、メチル、エチル、n−プロピル、イソプロピル、n−ブチル、イソブチル、sec−ブチル、tert−ブチル、n−ペンチル、n−ヘキシル、n−オクチル、n−ノニル、n−デシル、シクロペンチル、シクロヘキシル、シクロオクチル基等の直鎖状、分岐鎖状または環状のアルキル基が挙げられる。なかでも、炭素数1〜17のアルキル基が好ましい。特に炭素数4〜18のアルキル基がこのましい。また、これらのアルキル基は、ハロゲン原子(例えば、フッ素原子、塩素原子、臭素原子等)、ヒドロキシル基等で置換されていてもよい。 Examples of the alkyl group having 1 to 20 carbon atoms in R include methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, n-hexyl, n- Examples include linear, branched or cyclic alkyl groups such as octyl, n-nonyl, n-decyl, cyclopentyl, cyclohexyl and cyclooctyl groups. Especially, a C1-C17 alkyl group is preferable. Particularly preferred is an alkyl group having 4 to 18 carbon atoms. In addition, these alkyl groups may be substituted with a halogen atom (for example, a fluorine atom, a chlorine atom, a bromine atom, etc.), a hydroxyl group, or the like.
前記ヒンダードアミン化合物(b)としては、N−アルコキシヒンダードアミン系光安定剤(>N−OR型HALS)として既知の化合物、例えば、国際公開WO2005/082852に記載の>N−OR型HALS化合物等が挙げられ、好適には(i)下式(1)で示されるビス(1−ブトキシ−2,2,6,6−テトラメチル−4−ピペリジル)カーボネート、(ii)下式(2)で示されるビス(1−オクトキシ−2,2,6,6−テトラメチル−4−ピペリジル)セバケート(TINUVIN(登録商標)123)、(iii)下式(3)で示されるビス(1−ウンデシロキシ−2,2,6,6−テトラメチル−4−ピペリジル)カーボネート、(iv)下式(4)で示される化合物、(v)下式(5)で示されるビス(1−ステアロキシ−2,2,6,6−テトラメチル−4−ピペリジル)カーボネート等が挙げられる。 Examples of the hindered amine compound (b) include compounds known as N-alkoxy hindered amine light stabilizers (> N-OR type HALS), for example,> N-OR type HALS compounds described in International Publication WO2005 / 082852. (I) bis (1-butoxy-2,2,6,6-tetramethyl-4-piperidyl) carbonate represented by the following formula (1), (ii) represented by the following formula (2) Bis (1-octoxy-2,2,6,6-tetramethyl-4-piperidyl) sebacate (TINUVIN® 123), (iii) Bis (1-undecyloxy-2, represented by the following formula (3) 2,6,6-tetramethyl-4-piperidyl) carbonate, (iv) a compound represented by the following formula (4), and (v) a bis (1-steryl) represented by the following formula (5). Proxy-2,2,6,6-tetramethyl-4-piperidyl) carbonate.
>N−OR型HALSの市販品の例としては、チバ・スペシャルティ・ケミカルズ(株)製の「TINUVIN(登録商標)123」等が挙げられる。 Examples of commercially available products of> N-OR type HALS include “TINUVIN (registered trademark) 123” manufactured by Ciba Specialty Chemicals Co., Ltd.
本発明のシーリング材組成物において、前記ヒンダードアミン化合物(b)は、単独で用いても2種以上を併用してもよい。また、本発明のシーリング材組成物における前記ヒンダードアミン化合物(b)の使用量は、組成物全量に対して、好適には0.001重量%〜10重量%、より好適には0.01重量%〜5重量%含む。 In the sealing material composition of the present invention, the hindered amine compound (b) may be used alone or in combination of two or more. In addition, the amount of the hindered amine compound (b) used in the sealing material composition of the present invention is preferably 0.001 wt% to 10 wt%, more preferably 0.01 wt%, based on the total amount of the composition. Contains ~ 5% by weight.
本発明のシーリング材組成物は、好ましくは、(c)加水分解性シリル基を含有する反応性可塑剤をさらに含む。なかでも、主鎖がポリアルキレンエーテルであるポリマーが好ましい。
前記反応性可塑剤(c)の加水分解性シリル基の数は、分子中に平均して好適には0.5以上1.2未満であり、より好適には0.5以上1.0以下である。加水分解性シリル基の数が分子中に平均して0.5未満の場合、反応性可塑剤が、ヒンダードアミン化合物を伴い、光透過性部材を被着体とするシリコーン系シーリング材へ移行するおそれがあり、一方、1.2以上の場合、可塑剤としての効果が低くなるおそれがある。
また、前記反応性可塑剤(c)の数平均分子量は、好適には300以上8,000未満であり、より好適には2,000以上8,000未満、特に好適には3,000以上6,000以下である。数平均分子量が300未満の場合、8,000を超える場合、いずれにおいても可塑剤としての効果が低くなるおそれがある。
The sealing material composition of the present invention preferably further comprises (c) a reactive plasticizer containing a hydrolyzable silyl group. Among these, a polymer whose main chain is a polyalkylene ether is preferable.
The number of hydrolyzable silyl groups in the reactive plasticizer (c) is preferably 0.5 or more and less than 1.2 on average in the molecule, and more preferably 0.5 or more and 1.0 or less. It is. When the average number of hydrolyzable silyl groups is less than 0.5 in the molecule, the reactive plasticizer may be transferred to a silicone-based sealing material with a hindered amine compound and having a light-transmitting member as an adherend. On the other hand, when the ratio is 1.2 or more, the effect as a plasticizer may be lowered.
The number average molecular weight of the reactive plasticizer (c) is preferably 300 or more and less than 8,000, more preferably 2,000 or more and less than 8,000, particularly preferably 3,000 or more and 6 or less. , 000 or less. When the number average molecular weight is less than 300 or more than 8,000, the effect as a plasticizer may be lowered in any case.
前記反応性可塑剤(c)としては、例えば、特開平5−59267号公報に開示されている化合物等が挙げられ、具体的には、旭硝子ウレタン(株)製「S−1000」等が挙げられる。 Examples of the reactive plasticizer (c) include compounds disclosed in JP-A-5-59267, specifically, “S-1000” manufactured by Asahi Glass Urethane Co., Ltd. It is done.
本発明のシーリング材組成物において、前記反応性可塑剤(c)は、単独で用いても2種以上を併用してもよい。また、本発明のシーリング材組成物における前記反応性可塑剤(c)の使用量は、組成物全量に対して、好適には5重量%〜90重量%、より好適には5重量%〜50重量%である。 In the sealing material composition of the present invention, the reactive plasticizer (c) may be used alone or in combination of two or more. The amount of the reactive plasticizer (c) used in the sealing material composition of the present invention is preferably 5% by weight to 90% by weight, more preferably 5% by weight to 50%, based on the total amount of the composition. % By weight.
本発明のシーリング材組成物に用い得る他の成分としては、前記成分以外の各種充填剤、可塑剤、硬化触媒、およびその他添加剤などを挙げることができる。
充填剤としては、例えば重質炭酸カルシウム、脂肪酸処理炭酸カルシウム、ヒュームシリカ、沈降性シリカ、カーボンブラック、タルク、マイカ、クレー、ガラスビーズ、シラスバルーン,ガラスバルーン,シリカバルーン,プラスチックバルーンなどのバルーン、ガラス繊維,金属繊維などの無機繊維、ポリエチレン繊維、ポリプロピレン繊維などの有機繊維、ホウ酸アルミニウム、炭化ケイ素、窒化ケイ素、チタン酸カリウム、グラファイト、針状結晶性炭酸カルシウム、ホウ酸マグネシウム、二ホウ化チタン、クリソタイル、ワラストナイト等の針状結晶性フィラー、などが使用できる。
可塑剤としては、例えばフタル酸ジエステル類(ジイソノニルフタレートなど)、エポキシ化ヘキサヒドロフタル酸ジエステル類、アルキレンジカルボン酸ジエステル類、アルキルベンゼン類が使用できる。
硬化触媒としては、例えば、ジオクチル酸スズ、ジブチルスズジラウレート、ジブチルスズビスアセチルアセトナート、ジブチルスズジアセテート、ジブチルスズジエチルヘキサノエート、ジブチルスズジオクテート、ジブチルスズオキサイド、ジブチルスズビスエトキシシリケート、ジオクチルスズオキサイドなどのスズ系触媒、テトライソプロピルチタネート、テトラn−ブチルチタネートおよびこれらの部分加水分解縮合物、チタンジイソプロピルビスアセチルアセテート、チタンジイソプロピルビスエチルアセトアセテートなどのチタン系触媒、ラウリルアミンなどの有機アミン系触媒等が使用できる。
Examples of other components that can be used in the sealing material composition of the present invention include various fillers, plasticizers, curing catalysts, and other additives other than the above components.
Examples of the filler include heavy calcium carbonate, fatty acid-treated calcium carbonate, fume silica, precipitated silica, carbon black, talc, mica, clay, glass beads, shirasu balloon, glass balloon, silica balloon, balloon such as plastic balloon, Glass fiber, inorganic fiber such as metal fiber, organic fiber such as polyethylene fiber and polypropylene fiber, aluminum borate, silicon carbide, silicon nitride, potassium titanate, graphite, acicular crystalline calcium carbonate, magnesium borate, diboride Needle-like crystalline fillers such as titanium, chrysotile and wollastonite can be used.
Examples of the plasticizer include phthalic acid diesters (such as diisononyl phthalate), epoxidized hexahydrophthalic acid diesters, alkylene dicarboxylic acid diesters, and alkylbenzenes.
As the curing catalyst, for example, tin series such as tin dioctylate, dibutyltin dilaurate, dibutyltin bisacetylacetonate, dibutyltin diacetate, dibutyltin diethylhexanoate, dibutyltin dioctate, dibutyltin oxide, dibutyltin bisethoxysilicate, dioctyltin oxide Catalysts, tetraisopropyl titanate, tetra n-butyl titanate and partial hydrolysis condensates thereof, titanium based catalysts such as titanium diisopropyl bisacetyl acetate and titanium diisopropyl bisethyl acetoacetate, organic amine based catalysts such as laurylamine, etc. can be used. .
その他の添加剤としては、着色剤(ベンガラ、酸化チタン、カーボンブラック、他の着色顔料、染料など)、有機溶剤(メタノール、エタノール、イソプロピルアルコール、ブタノール、アセトン、メチルエチルケトン、リグロイン、酢酸エチル、テトラヒドロフラン、n−ヘキサン、ヘプタンや、イソパラフィン系高沸点溶剤など)、安定剤(メタノール、エタノールなど)、密着剤(アミノシラン、メルカプトシラン、エポキシシランなどのシランカップリング剤、エポキシ化合物など)、老化防止剤(ヒンダードフェノール類、メルカプタン類、スルフィド類、ジチオカルボン酸塩類、チオウレア類、チオホスフェイト類、チオアルデヒド類など)、水分保給剤(水、無機塩類の水和物など)、紫外線吸収剤・光安定剤(ベンゾトリアゾール類、前記ヒンダードアミン化合物(b)以外のヒンダードアミン類など)、酸化防止剤(ヒンダードフェノール類など)、揺変剤(コロイダルシリカ、有機ベントナイト、脂肪酸アマイド、水添ひまし油など)等を適量範囲で使用できる。 Other additives include colorants (Bengara, titanium oxide, carbon black, other colored pigments, dyes, etc.), organic solvents (methanol, ethanol, isopropyl alcohol, butanol, acetone, methyl ethyl ketone, ligroin, ethyl acetate, tetrahydrofuran, n-hexane, heptane, isoparaffinic high-boiling solvents, etc.), stabilizers (methanol, ethanol, etc.), adhesives (silane coupling agents such as aminosilane, mercaptosilane, epoxysilane, epoxy compounds, etc.), anti-aging agents ( Hindered phenols, mercaptans, sulfides, dithiocarboxylates, thioureas, thiophosphates, thioaldehydes, etc.), water retention agents (water, hydrates of inorganic salts, etc.), UV absorbers Light stabilizer (benzotria Suitable amount range of alcohols, hindered amines other than the hindered amine compound (b), antioxidants (hindered phenols, etc.), thixotropic agents (colloidal silica, organic bentonite, fatty acid amide, hydrogenated castor oil, etc.) Can be used in
かかる構成から成る本発明のシーリング材組成物は、前記配合成分を一括混合した一液型、あるいは前記加水分解性シリル基含有ポリマーを含有する基剤と、硬化触媒を含有する硬化剤の二液型、またはさらに着色剤と可塑剤等からなるトナーを別の一成分とした三液型として使用し得る。 The sealing material composition of the present invention having such a structure is a one-pack type in which the above-mentioned blending components are mixed together, or a two-part solution comprising a base containing the hydrolyzable silyl group-containing polymer and a curing agent containing a curing catalyst. It can be used as a three-component type, or a toner composed of a colorant and a plasticizer.
本発明のシーリング材組成物は、光透過性部材を被着体とする、または光透過性部材を被着体とするシーリング材と打ち継ぐための、シーリング材として好適に使用することができる。
ここで光透過性部材としては、例えば、ガラス(各種表面処理ガラスも含む)、アクリル、ポリカーボネート等が挙げられ、好適にはガラス(各種表面処理ガラスも含む)が挙げられる。
また、光透過性部材を被着体とするシーリング材としては、光透過性部材(例えばガラス)に接着可能なシーリング材であれば特に限定されないが、例えば、1成分形シリコーン系シーリング材、2成分形シリコーン系シーリング材等が挙げられる。
The sealing material composition of the present invention can be suitably used as a sealing material for using a light-transmitting member as an adherend or for joining with a sealing material having a light-transmitting member as an adherend.
Here, examples of the light transmissive member include glass (including various surface-treated glass), acrylic, polycarbonate, and the like, and preferably glass (including various surface-treated glass).
Further, the sealing material using the light transmissive member as an adherend is not particularly limited as long as it is a sealing material that can be bonded to the light transmissive member (for example, glass). For example, a one-component silicone sealing material, 2 Ingredient type silicone-based sealant and the like can be mentioned.
以下、実施例および比較例を参照して本発明をより詳細に説明するが、これらは単なる例示に過ぎず、本発明はこれらに限定されるものではない。 EXAMPLES Hereinafter, although this invention is demonstrated in detail with reference to an Example and a comparative example, these are only a mere illustration and this invention is not limited to these.
〔実施例1〜9および比較例1〜12〕
下記表1および2に示す各成分(重量部)を配合して、各シーリング材を調製した。調製した各シーリング材を用いて、以下のように引張接着性および耐候性試験を行った。その結果を表1および2に示す。
[Examples 1 to 9 and Comparative Examples 1 to 12]
Each sealing material was prepared by blending each component (parts by weight) shown in Tables 1 and 2 below. Using each prepared sealing material, tensile adhesion and weather resistance tests were performed as follows. The results are shown in Tables 1 and 2.
〔引張接着性および耐候性試験方法〕
[試験体の作成]
アルミ合金(5052系;長さ50mm×幅50mm×厚さ5mm)表面をトルエンにて清掃後、専用プライマー〔実施例1〜4および比較例1〜6;プライマーSS−2(サンスター技研(株)製)、実施例5〜9および比較例7〜12;プライマーUM−2(サンスター技研(株)製)〕を塗布し、2時間乾燥させた。試験シーリング材(実施例および比較例)の基剤/硬化剤を重量比10/1で混合し、先打ちシーリング材として図1のように厚さ5mmで平滑に打設し、23℃×7日間養生した。次に、プライマーSD−2(サンスター技研(株)製)をフロートガラス((株)エンジニアリングテストサービス製;長さ50mm×幅50mm×厚さ5mm)およびそれぞれの先打ちシーリング材に塗布し、2時間乾燥させた後、ペンギンシール2520(サンスター技研(株)製;2成分形シリコーン系シーリング材)を、図1のようにスペーサーを用いて長さ50mm×幅12mm×厚さ12mmで打設し、23℃×7日間、次いで50℃×7日間養生した。
[Tensile adhesion and weather resistance test methods]
[Create specimen]
Aluminum alloy (5052 series; length 50 mm × width 50 mm × thickness 5 mm) surface was cleaned with toluene, and then a dedicated primer [Examples 1-4 and Comparative Examples 1-6; Primer SS-2 (Sunstar Giken Co., Ltd.) )), Examples 5 to 9 and Comparative Examples 7 to 12; Primer UM-2 (manufactured by Sunstar Giken Co., Ltd.)] was applied and dried for 2 hours. The base / curing agent of the test sealant (Examples and Comparative Examples) was mixed at a weight ratio of 10/1, and it was cast smoothly as a pre-sealant with a thickness of 5 mm as shown in FIG. Cured for days. Next, primer SD-2 (manufactured by Sunstar Giken Co., Ltd.) was applied to float glass (manufactured by Engineering Test Service Co., Ltd .; length 50 mm × width 50 mm × thickness 5 mm) and each pre-sealing sealant, After drying for 2 hours, a penguin seal 2520 (manufactured by Sunstar Giken Co., Ltd .; two-component silicone sealant) is punched with a spacer as shown in FIG. 1 in a length of 50 mm × width of 12 mm × thickness of 12 mm. And cured at 23 ° C. for 7 days and then at 50 ° C. for 7 days.
[2成分形シリコーン系シーリング材のガラスまわり目地接着性(打ち継ぎH形引張り接着性)試験方法]
このH形試験体をガラス面からサンシャインウェザーメーター(SWOM)にて所定時間促進暴露後、「JIS A 1439の引張接着性試験方法」の手順に従い、シーリング材破断、剥離等で上下の被着体の繋がりがなくなるまで伸長させ、ペンギンシール2520のガラス界面接着性、破壊状態を確認した。ガラス面での2成分形シリコーン系シーリング材凝集破壊(良好)を○、ガラス界面での2成分形シリコーン系シーリング材界面剥離(不良)を×と評価した。
[Test method for adhesion of joints around glass of 2-component silicone sealant (joint H-shaped tensile adhesion)]
This H-shaped specimen is exposed for a predetermined time with a sunshine weather meter (SWOM) from the glass surface, and then adheres to the upper and lower adherends by breaking or peeling the sealing material according to the procedure of “Test method for tensile adhesion of JIS A 1439”. It was extended until there was no connection, and the glass interface adhesion property and the fracture state of the penguin seal 2520 were confirmed. The two-component silicone sealant cohesive failure (good) on the glass surface was evaluated as “good”, and the two-component silicone sealant interface peeling (bad) at the glass interface was evaluated as “poor”.
[試験シーリング材耐候性試験方法]
このH形試験体をサンシャインウェザーメーター(SWOM)にて所定時間促進暴露後、目視にて表面亀裂の有無を確認した。表面亀裂なし(良好)を○、表面亀裂発生(不良)を×と評価した。
[Test sealing material weather resistance test method]
The H-shaped test specimen was subjected to accelerated exposure with a sunshine weather meter (SWOM) for a predetermined time, and then visually checked for surface cracks. No surface crack (good) was evaluated as ○, and surface crack occurrence (bad) was evaluated as ×.
1)イソブチレン系ポリマー:エピオンEP−505S((株)カネカ製;アルコキシシリル末端ポリイソブチレン;数平均分子量:16,000、加水分解性シリル基の数:1分子当たりの平均1.3)
2)エポキシ樹脂:エピコート828(JER(株)製;ビスフェノールA型エポキシ樹脂)
3)紫外線吸収剤:TINUVIN(登録商標)326(チバ・スペシャルティ・ケミカルズ(株)製;2−[5−クロロ(2H)−ベンゾトリアゾール−2−イル]−4−メチル−6−(tert−ブチル)フェノール)
4)光安定剤(HALS:>N−CH3型):サノール(登録商標)LS−765(三共ライフテック(株)製;ビス(1,2,2,6,6−ペンタメチル−4−ピペリジル)セバケート70重量%およびメチル(1,2,2,6,6−ペンタメチル−4−ピペリジル)セバケート30重量%の混合物)
5)光安定剤(HALS:>N−OR型):TINUVIN(登録商標)123(チバ・スペシャルティ・ケミカルズ(株)製;主成分ビス(1−オクトキシ−2,2,6,6−テトラメチル−4−ピペリジル)セバケート)
6)酸化防止剤:イルガノックス1010(チバ・スペシャリティー・ケミカルズ(株)製;ペンタエリスリトールテトラキス[3−(3,5−ジ−tert−ブチル−4−ヒドロキシフェニル)プロピオネート)
7)脂肪酸処理炭酸カルシウム:ビスコライトOS(白石工業(株)製)
8)重質炭酸カルシウム:ホワイトンSB(備北粉化工業(株)製)
9)プラスチックバルーン:MFL−100SCA(松本油脂製薬(株)製;アクリロ二トリル系プラスチックバルーン20重量%と炭酸カルシウム80重量%の混合物)
10)シリル架橋型反応性可塑剤:S−1000(旭硝子ウレタン(株)製;数平均分子量:5,000、加水分解性シリル基の数:1分子当たりの平均0.8)
11)パラフィン系プロセスオイル:ダイアナプロセスオイルPS−32(出光興産(株)製;石油系炭化水素)
12)カルボン酸スズ塩:ネオスタンU28(日東化成(株)製;ジオクチル酸スズ)
13)アミン化合物:アミンBB(日本油脂(株)製;ラウリルアミン)
14)変成シリコーンポリマー:MSポリマーS810((株)カネカ製;アルコキシシリル基を有するポリオキシアルキレン系重合体;数平均分子量:18,000、加水分解性シリル基の数:1分子当たりの平均2.4)
15)エポキシ系可塑剤:EPS(新日本理化(株)製;エポキシヘキサヒドロフタル酸ジ2−エチルへキシル)
16)フタル酸系可塑剤:ジイソノニルフタレート(DINP)(新日本理化(株))
18)ヒマシ油系揺変剤:ディスパロン308(楠本化成(株)製;水添ひまし油)
1) Isobutylene polymer: Epion EP-505S (manufactured by Kaneka Corporation; alkoxysilyl-terminated polyisobutylene; number average molecular weight: 16,000, number of hydrolyzable silyl groups: average 1.3 per molecule)
2) Epoxy resin: Epicoat 828 (manufactured by JER Corporation; bisphenol A type epoxy resin)
3) Ultraviolet absorber: TINUVIN (registered trademark) 326 (manufactured by Ciba Specialty Chemicals); 2- [5-chloro (2H) -benzotriazol-2-yl] -4-methyl-6- (tert- Butyl) phenol)
4) Light stabilizer (HALS:> N—CH 3 type): SANOL (registered trademark) LS-765 (manufactured by Sankyo Lifetech Co., Ltd.); bis (1,2,2,6,6-pentamethyl-4-piperidyl) ) Mixture of 70% by weight sebacate and 30% by weight methyl (1,2,2,6,6-pentamethyl-4-piperidyl) sebacate)
5) Light stabilizer (HALS:> N-OR type): TINUVIN (registered trademark) 123 (manufactured by Ciba Specialty Chemicals); main component bis (1-octoxy-2,2,6,6-tetramethyl) -4-piperidyl) sebacate)
6) Antioxidant: Irganox 1010 (manufactured by Ciba Specialty Chemicals); pentaerythritol tetrakis [3- (3,5-di-tert-butyl-4-hydroxyphenyl) propionate)
7) Fatty acid-treated calcium carbonate: Viscolite OS (manufactured by Shiroishi Kogyo Co., Ltd.)
8) Heavy calcium carbonate: White SB (manufactured by Bihoku Powder Chemical Co., Ltd.)
9) Plastic balloon: MFL-100SCA (manufactured by Matsumoto Yushi Seiyaku Co., Ltd .; mixture of 20% by weight of acrylonitrile plastic balloon and 80% by weight of calcium carbonate)
10) Silyl crosslinkable reactive plasticizer: S-1000 (Asahi Glass Urethane Co., Ltd .; number average molecular weight: 5,000, number of hydrolyzable silyl groups: average 0.8 per molecule)
11) Paraffinic process oil: Diana process oil PS-32 (manufactured by Idemitsu Kosan Co., Ltd .; petroleum hydrocarbon)
12) Tin carboxylate: Neostan U28 (manufactured by Nitto Kasei Co., Ltd .; tin dioctylate)
13) Amine compound: Amine BB (manufactured by NOF Corporation; Laurylamine)
14) Modified silicone polymer: MS polymer S810 (manufactured by Kaneka Corporation); polyoxyalkylene polymer having alkoxysilyl groups; number average molecular weight: 18,000, number of hydrolyzable silyl groups: average 2 per molecule .4)
15) Epoxy plasticizer: EPS (manufactured by Shin-Nihon Rika Co., Ltd .; di-2-ethylhexyl epoxyhexahydrophthalate)
16) Phthalic acid plasticizer: Diisononyl phthalate (DINP) (Shin Nihon Rika Co., Ltd.)
18) Castor oil-based thixotropic agent: Disparon 308 (manufactured by Enomoto Kasei Co., Ltd .; hydrogenated castor oil)
前記表1および2に示されるように、本発明におけるシーリング材においては、打ち継いだ2成分形シリコーン系シーリング材がガラス界面剥離にいたることなく、なおかつ良好な耐候性を示すことが認められた。 As shown in Tables 1 and 2 above, in the sealing material of the present invention, it was recognized that the inherited two-component silicone sealing material did not lead to peeling at the glass interface and still had good weather resistance. .
1 フロートガラス
2 試験シーリング材
3 アルミ合金
4 2成分形シリコーン系シーリング材
1
Claims (7)
(b)下記一般式(I):
で示される基を有するヒンダードアミン化合物
を含んでなる、光透過性部材を被着体とする、または光透過性部材を被着体とするシリコーン系シーリング材と打ち継ぐための、シーリング材組成物。 (A) a polymer containing a hydrolyzable silyl group;
(B) The following general formula (I):
A sealing material composition comprising a hindered amine compound having a group represented by formula (1), a light-transmitting member as an adherend, or a silicone-based sealing material having a light-transmitting member as an adherend .
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JP2003313386A (en) * | 2002-04-22 | 2003-11-06 | Jsr Corp | Aqueous dispersion |
JP2004244492A (en) * | 2003-02-13 | 2004-09-02 | Auto Kagaku Kogyo Kk | Curable composition and sealant composition |
JP4777604B2 (en) * | 2003-02-14 | 2011-09-21 | 株式会社カネカ | Curable composition |
JP5288520B2 (en) * | 2003-10-10 | 2013-09-11 | セメダイン株式会社 | Curable composition with excellent weather resistance |
JP4277679B2 (en) * | 2003-12-22 | 2009-06-10 | 東亞合成株式会社 | Sealant composition |
JP4587488B2 (en) * | 2004-03-02 | 2010-11-24 | 株式会社Adeka | A synthetic resin composition containing a low basic hindered amine compound having a carbonate skeleton and a coating composition containing the same. |
JP2005338343A (en) * | 2004-05-26 | 2005-12-08 | Sumitomo Chemical Co Ltd | Polarizing plate and adhesive for polarizing plate |
JP2006348209A (en) * | 2005-06-17 | 2006-12-28 | Kaneka Corp | Curable composition |
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