JP2001288230A - Curable resin composition for producing gel coat sheet - Google Patents
Curable resin composition for producing gel coat sheetInfo
- Publication number
- JP2001288230A JP2001288230A JP2000103881A JP2000103881A JP2001288230A JP 2001288230 A JP2001288230 A JP 2001288230A JP 2000103881 A JP2000103881 A JP 2000103881A JP 2000103881 A JP2000103881 A JP 2000103881A JP 2001288230 A JP2001288230 A JP 2001288230A
- Authority
- JP
- Japan
- Prior art keywords
- gel coat
- resin composition
- meth
- parts
- curable resin
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- 239000011342 resin composition Substances 0.000 title claims abstract description 36
- -1 acrylate compound Chemical class 0.000 claims abstract description 32
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 claims abstract description 18
- 239000000178 monomer Substances 0.000 claims abstract description 13
- 150000001875 compounds Chemical class 0.000 claims abstract description 12
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 11
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 10
- 238000006482 condensation reaction Methods 0.000 claims abstract description 3
- 239000012948 isocyanate Substances 0.000 claims description 13
- 150000002513 isocyanates Chemical class 0.000 claims description 6
- 238000002156 mixing Methods 0.000 claims description 3
- 238000003825 pressing Methods 0.000 abstract description 6
- 239000005056 polyisocyanate Substances 0.000 abstract description 5
- 229920001228 polyisocyanate Polymers 0.000 abstract description 5
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 abstract description 4
- 125000001931 aliphatic group Chemical group 0.000 abstract description 2
- 125000002723 alicyclic group Chemical group 0.000 abstract 1
- 239000010410 layer Substances 0.000 description 24
- 230000015572 biosynthetic process Effects 0.000 description 22
- 238000001723 curing Methods 0.000 description 22
- 238000003786 synthesis reaction Methods 0.000 description 22
- 239000011521 glass Substances 0.000 description 16
- 229920005989 resin Polymers 0.000 description 12
- 239000011347 resin Substances 0.000 description 12
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 10
- MHCLJIVVJQQNKQ-UHFFFAOYSA-N ethyl carbamate;2-methylprop-2-enoic acid Chemical compound CCOC(N)=O.CC(=C)C(O)=O MHCLJIVVJQQNKQ-UHFFFAOYSA-N 0.000 description 10
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 9
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 8
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 8
- 239000012463 white pigment Substances 0.000 description 8
- 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 7
- 238000010438 heat treatment Methods 0.000 description 7
- 238000007731 hot pressing Methods 0.000 description 7
- GEMHFKXPOCTAIP-UHFFFAOYSA-N n,n-dimethyl-n'-phenylcarbamimidoyl chloride Chemical compound CN(C)C(Cl)=NC1=CC=CC=C1 GEMHFKXPOCTAIP-UHFFFAOYSA-N 0.000 description 7
- 150000002009 diols Chemical class 0.000 description 6
- 239000003999 initiator Substances 0.000 description 6
- 238000004519 manufacturing process Methods 0.000 description 6
- 229910052751 metal Inorganic materials 0.000 description 6
- 239000002184 metal Substances 0.000 description 6
- 238000000034 method Methods 0.000 description 5
- 238000006116 polymerization reaction Methods 0.000 description 5
- 239000000843 powder Substances 0.000 description 5
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicon dioxide Inorganic materials O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 5
- VVBLNCFGVYUYGU-UHFFFAOYSA-N 4,4'-Bis(dimethylamino)benzophenone Chemical compound C1=CC(N(C)C)=CC=C1C(=O)C1=CC=C(N(C)C)C=C1 VVBLNCFGVYUYGU-UHFFFAOYSA-N 0.000 description 4
- 239000012778 molding material Substances 0.000 description 4
- 239000002344 surface layer Substances 0.000 description 4
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 description 3
- 239000005058 Isophorone diisocyanate Substances 0.000 description 3
- ISAOCJYIOMOJEB-UHFFFAOYSA-N benzoin Chemical class C=1C=CC=CC=1C(O)C(=O)C1=CC=CC=C1 ISAOCJYIOMOJEB-UHFFFAOYSA-N 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 description 3
- CDOSHBSSFJOMGT-UHFFFAOYSA-N linalool Chemical compound CC(C)=CCCC(C)(O)C=C CDOSHBSSFJOMGT-UHFFFAOYSA-N 0.000 description 3
- 150000002739 metals Chemical class 0.000 description 3
- 238000000465 moulding Methods 0.000 description 3
- 150000001451 organic peroxides Chemical class 0.000 description 3
- 229920000515 polycarbonate Chemical class 0.000 description 3
- 239000004417 polycarbonate Chemical class 0.000 description 3
- 229920005862 polyol Polymers 0.000 description 3
- 150000003077 polyols Chemical class 0.000 description 3
- 238000003860 storage Methods 0.000 description 3
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 description 2
- YIKSHDNOAYSSPX-UHFFFAOYSA-N 1-propan-2-ylthioxanthen-9-one Chemical compound S1C2=CC=CC=C2C(=O)C2=C1C=CC=C2C(C)C YIKSHDNOAYSSPX-UHFFFAOYSA-N 0.000 description 2
- LEJBBGNFPAFPKQ-UHFFFAOYSA-N 2-(2-prop-2-enoyloxyethoxy)ethyl prop-2-enoate Chemical compound C=CC(=O)OCCOCCOC(=O)C=C LEJBBGNFPAFPKQ-UHFFFAOYSA-N 0.000 description 2
- 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 2
- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 description 2
- NJWGQARXZDRHCD-UHFFFAOYSA-N 2-methylanthraquinone Chemical compound C1=CC=C2C(=O)C3=CC(C)=CC=C3C(=O)C2=C1 NJWGQARXZDRHCD-UHFFFAOYSA-N 0.000 description 2
- MYISVPVWAQRUTL-UHFFFAOYSA-N 2-methylthioxanthen-9-one Chemical compound C1=CC=C2C(=O)C3=CC(C)=CC=C3SC2=C1 MYISVPVWAQRUTL-UHFFFAOYSA-N 0.000 description 2
- DBCAQXHNJOFNGC-UHFFFAOYSA-N 4-bromo-1,1,1-trifluorobutane Chemical compound FC(F)(F)CCCBr DBCAQXHNJOFNGC-UHFFFAOYSA-N 0.000 description 2
- KWOLFJPFCHCOCG-UHFFFAOYSA-N Acetophenone Chemical compound CC(=O)C1=CC=CC=C1 KWOLFJPFCHCOCG-UHFFFAOYSA-N 0.000 description 2
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 2
- 229910002012 Aerosil® Inorganic materials 0.000 description 2
- 229910002016 Aerosil® 200 Inorganic materials 0.000 description 2
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 description 2
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 2
- GYCMBHHDWRMZGG-UHFFFAOYSA-N Methylacrylonitrile Chemical compound CC(=C)C#N GYCMBHHDWRMZGG-UHFFFAOYSA-N 0.000 description 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- OKKRPWIIYQTPQF-UHFFFAOYSA-N Trimethylolpropane trimethacrylate Chemical compound CC(=C)C(=O)OCC(CC)(COC(=O)C(C)=C)COC(=O)C(C)=C OKKRPWIIYQTPQF-UHFFFAOYSA-N 0.000 description 2
- YRKCREAYFQTBPV-UHFFFAOYSA-N acetylacetone Chemical compound CC(=O)CC(C)=O YRKCREAYFQTBPV-UHFFFAOYSA-N 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- LSXWFXONGKSEMY-UHFFFAOYSA-N di-tert-butyl peroxide Chemical compound CC(C)(C)OOC(C)(C)C LSXWFXONGKSEMY-UHFFFAOYSA-N 0.000 description 2
- 239000003822 epoxy resin Substances 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- UHESRSKEBRADOO-UHFFFAOYSA-N ethyl carbamate;prop-2-enoic acid Chemical compound OC(=O)C=C.CCOC(N)=O UHESRSKEBRADOO-UHFFFAOYSA-N 0.000 description 2
- STVZJERGLQHEKB-UHFFFAOYSA-N ethylene glycol dimethacrylate Substances CC(=C)C(=O)OCCOC(=O)C(C)=C STVZJERGLQHEKB-UHFFFAOYSA-N 0.000 description 2
- 239000004744 fabric Substances 0.000 description 2
- 229910021485 fumed silica Inorganic materials 0.000 description 2
- 230000007774 longterm Effects 0.000 description 2
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 2
- 229910052753 mercury Inorganic materials 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 239000012299 nitrogen atmosphere Substances 0.000 description 2
- 229920000647 polyepoxide Polymers 0.000 description 2
- 229920000728 polyester Polymers 0.000 description 2
- 229920001225 polyester resin Polymers 0.000 description 2
- 239000004645 polyester resin Substances 0.000 description 2
- 239000003505 polymerization initiator Substances 0.000 description 2
- 239000007870 radical polymerization initiator Substances 0.000 description 2
- 230000002787 reinforcement Effects 0.000 description 2
- 239000007921 spray Substances 0.000 description 2
- 150000005846 sugar alcohols Polymers 0.000 description 2
- YRHRIQCWCFGUEQ-UHFFFAOYSA-N thioxanthen-9-one Chemical compound C1=CC=C2C(=O)C3=CC=CC=C3SC2=C1 YRHRIQCWCFGUEQ-UHFFFAOYSA-N 0.000 description 2
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 description 2
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 2
- 229920002554 vinyl polymer Polymers 0.000 description 2
- JNELGWHKGNBSMD-UHFFFAOYSA-N xanthone Chemical compound C1=CC=C2C(=O)C3=CC=CC=C3OC2=C1 JNELGWHKGNBSMD-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 1
- PSGCQDPCAWOCSH-UHFFFAOYSA-N (4,7,7-trimethyl-3-bicyclo[2.2.1]heptanyl) prop-2-enoate Chemical compound C1CC2(C)C(OC(=O)C=C)CC1C2(C)C PSGCQDPCAWOCSH-UHFFFAOYSA-N 0.000 description 1
- KFJJYOKMAAQFHC-UHFFFAOYSA-N (4-methoxy-5,5-dimethylcyclohexa-1,3-dien-1-yl)-phenylmethanone Chemical compound C1C(C)(C)C(OC)=CC=C1C(=O)C1=CC=CC=C1 KFJJYOKMAAQFHC-UHFFFAOYSA-N 0.000 description 1
- 229920002818 (Hydroxyethyl)methacrylate Polymers 0.000 description 1
- VZVNPHQRMOLXML-SNAWJCMRSA-N (z)-2-tert-butylbut-2-enedioic acid Chemical compound CC(C)(C)C(\C(O)=O)=C\C(O)=O VZVNPHQRMOLXML-SNAWJCMRSA-N 0.000 description 1
- NNNLYDWXTKOQQX-UHFFFAOYSA-N 1,1-di(prop-2-enoyloxy)propyl prop-2-enoate Chemical compound C=CC(=O)OC(CC)(OC(=O)C=C)OC(=O)C=C NNNLYDWXTKOQQX-UHFFFAOYSA-N 0.000 description 1
- BWZAUXRKSMJLMH-UHFFFAOYSA-N 1,1-diethoxyethylbenzene Chemical compound CCOC(C)(OCC)C1=CC=CC=C1 BWZAUXRKSMJLMH-UHFFFAOYSA-N 0.000 description 1
- UYEDESPZQLZMCL-UHFFFAOYSA-N 1,2-dimethylthioxanthen-9-one Chemical compound C1=CC=C2C(=O)C3=C(C)C(C)=CC=C3SC2=C1 UYEDESPZQLZMCL-UHFFFAOYSA-N 0.000 description 1
- BJPLCSRJHOVLHQ-UHFFFAOYSA-N 1,2-diphenyl-2-(2-phenylethoxy)ethanone Chemical compound C=1C=CC=CC=1C(=O)C(C=1C=CC=CC=1)OCCC1=CC=CC=C1 BJPLCSRJHOVLHQ-UHFFFAOYSA-N 0.000 description 1
- QWQFVUQPHUKAMY-UHFFFAOYSA-N 1,2-diphenyl-2-propoxyethanone Chemical compound C=1C=CC=CC=1C(OCCC)C(=O)C1=CC=CC=C1 QWQFVUQPHUKAMY-UHFFFAOYSA-N 0.000 description 1
- PYCIQRMBOVDILY-UHFFFAOYSA-N 1,2-diphenylanthracene-9,10-dione Chemical compound O=C1C2=CC=CC=C2C(=O)C(C=2C=3C=CC=CC=3)=C1C=CC=2C1=CC=CC=C1 PYCIQRMBOVDILY-UHFFFAOYSA-N 0.000 description 1
- DVFAVJDEPNXAME-UHFFFAOYSA-N 1,4-dimethylanthracene-9,10-dione Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C(C)=CC=C2C DVFAVJDEPNXAME-UHFFFAOYSA-N 0.000 description 1
- VNQXSTWCDUXYEZ-UHFFFAOYSA-N 1,7,7-trimethylbicyclo[2.2.1]heptane-2,3-dione Chemical compound C1CC2(C)C(=O)C(=O)C1C2(C)C VNQXSTWCDUXYEZ-UHFFFAOYSA-N 0.000 description 1
- FPZQYYXSOJSITC-UHFFFAOYSA-N 1-(4-chlorophenyl)pyrrole-2,5-dione Chemical compound C1=CC(Cl)=CC=C1N1C(=O)C=CC1=O FPZQYYXSOJSITC-UHFFFAOYSA-N 0.000 description 1
- BOCJQSFSGAZAPQ-UHFFFAOYSA-N 1-chloroanthracene-9,10-dione Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C=CC=C2Cl BOCJQSFSGAZAPQ-UHFFFAOYSA-N 0.000 description 1
- 239000012956 1-hydroxycyclohexylphenyl-ketone Substances 0.000 description 1
- NROOHYGFTHTDFF-UHFFFAOYSA-N 1-phenylpentane-2,4-dione Chemical compound CC(=O)CC(=O)CC1=CC=CC=C1 NROOHYGFTHTDFF-UHFFFAOYSA-N 0.000 description 1
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2,2'-azo-bis-isobutyronitrile Substances N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 1
- KIJPZYXCIHZVGP-UHFFFAOYSA-N 2,3-dimethylanthracene-9,10-dione Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C=C(C)C(C)=C2 KIJPZYXCIHZVGP-UHFFFAOYSA-N 0.000 description 1
- UXCIJKOCUAQMKD-UHFFFAOYSA-N 2,4-dichlorothioxanthen-9-one Chemical compound C1=CC=C2C(=O)C3=CC(Cl)=CC(Cl)=C3SC2=C1 UXCIJKOCUAQMKD-UHFFFAOYSA-N 0.000 description 1
- LCHAFMWSFCONOO-UHFFFAOYSA-N 2,4-dimethylthioxanthen-9-one Chemical compound C1=CC=C2C(=O)C3=CC(C)=CC(C)=C3SC2=C1 LCHAFMWSFCONOO-UHFFFAOYSA-N 0.000 description 1
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- XMNIXWIUMCBBBL-UHFFFAOYSA-N 2-(2-phenylpropan-2-ylperoxy)propan-2-ylbenzene Chemical compound C=1C=CC=CC=1C(C)(C)OOC(C)(C)C1=CC=CC=C1 XMNIXWIUMCBBBL-UHFFFAOYSA-N 0.000 description 1
- DIOZVWSHACHNRT-UHFFFAOYSA-N 2-(2-prop-2-enoxyethoxy)ethanol Chemical compound OCCOCCOCC=C DIOZVWSHACHNRT-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
- JKNCOURZONDCGV-UHFFFAOYSA-N 2-(dimethylamino)ethyl 2-methylprop-2-enoate Chemical compound CN(C)CCOC(=O)C(C)=C JKNCOURZONDCGV-UHFFFAOYSA-N 0.000 description 1
- DPBJAVGHACCNRL-UHFFFAOYSA-N 2-(dimethylamino)ethyl prop-2-enoate Chemical compound CN(C)CCOC(=O)C=C DPBJAVGHACCNRL-UHFFFAOYSA-N 0.000 description 1
- KZUIKPMQAIEBOE-UHFFFAOYSA-N 2-(ethylamino)ethyl 2-methylprop-2-enoate Chemical compound CCNCCOC(=O)C(C)=C KZUIKPMQAIEBOE-UHFFFAOYSA-N 0.000 description 1
- BDKSYBXVYUGXIG-UHFFFAOYSA-N 2-(ethylamino)ethyl prop-2-enoate Chemical compound CCNCCOC(=O)C=C BDKSYBXVYUGXIG-UHFFFAOYSA-N 0.000 description 1
- UCJMHYXRQZYNNL-UHFFFAOYSA-N 2-Ethyl-1-hexanethiol Chemical compound CCCCC(CC)CS UCJMHYXRQZYNNL-UHFFFAOYSA-N 0.000 description 1
- GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical compound CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-UHFFFAOYSA-N 0.000 description 1
- WYGWHHGCAGTUCH-UHFFFAOYSA-N 2-[(2-cyano-4-methylpentan-2-yl)diazenyl]-2,4-dimethylpentanenitrile Chemical compound CC(C)CC(C)(C#N)N=NC(C)(C#N)CC(C)C WYGWHHGCAGTUCH-UHFFFAOYSA-N 0.000 description 1
- LTHJXDSHSVNJKG-UHFFFAOYSA-N 2-[2-[2-[2-(2-methylprop-2-enoyloxy)ethoxy]ethoxy]ethoxy]ethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCOCCOCCOCCOC(=O)C(C)=C LTHJXDSHSVNJKG-UHFFFAOYSA-N 0.000 description 1
- YQZHOBBQNFBTJE-UHFFFAOYSA-N 2-chloro-3-methylanthracene-9,10-dione Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C=C(C)C(Cl)=C2 YQZHOBBQNFBTJE-UHFFFAOYSA-N 0.000 description 1
- FPKCTSIVDAWGFA-UHFFFAOYSA-N 2-chloroanthracene-9,10-dione Chemical compound C1=CC=C2C(=O)C3=CC(Cl)=CC=C3C(=O)C2=C1 FPKCTSIVDAWGFA-UHFFFAOYSA-N 0.000 description 1
- ZCDADJXRUCOCJE-UHFFFAOYSA-N 2-chlorothioxanthen-9-one Chemical compound C1=CC=C2C(=O)C3=CC(Cl)=CC=C3SC2=C1 ZCDADJXRUCOCJE-UHFFFAOYSA-N 0.000 description 1
- KMNCBSZOIQAUFX-UHFFFAOYSA-N 2-ethoxy-1,2-diphenylethanone Chemical compound C=1C=CC=CC=1C(OCC)C(=O)C1=CC=CC=C1 KMNCBSZOIQAUFX-UHFFFAOYSA-N 0.000 description 1
- SJEBAWHUJDUKQK-UHFFFAOYSA-N 2-ethylanthraquinone Chemical compound C1=CC=C2C(=O)C3=CC(CC)=CC=C3C(=O)C2=C1 SJEBAWHUJDUKQK-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
- XMLYCEVDHLAQEL-UHFFFAOYSA-N 2-hydroxy-2-methyl-1-phenylpropan-1-one Chemical compound CC(C)(O)C(=O)C1=CC=CC=C1 XMLYCEVDHLAQEL-UHFFFAOYSA-N 0.000 description 1
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 description 1
- BQZJOQXSCSZQPS-UHFFFAOYSA-N 2-methoxy-1,2-diphenylethanone Chemical compound C=1C=CC=CC=1C(OC)C(=O)C1=CC=CC=C1 BQZJOQXSCSZQPS-UHFFFAOYSA-N 0.000 description 1
- LWRBVKNFOYUCNP-UHFFFAOYSA-N 2-methyl-1-(4-methylsulfanylphenyl)-2-morpholin-4-ylpropan-1-one Chemical compound C1=CC(SC)=CC=C1C(=O)C(C)(C)N1CCOCC1 LWRBVKNFOYUCNP-UHFFFAOYSA-N 0.000 description 1
- NTZCFGZBDDCNHI-UHFFFAOYSA-N 2-phenylanthracene-9,10-dione Chemical compound C=1C=C2C(=O)C3=CC=CC=C3C(=O)C2=CC=1C1=CC=CC=C1 NTZCFGZBDDCNHI-UHFFFAOYSA-N 0.000 description 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 1
- ZPQUFYIADDJOEF-UHFFFAOYSA-N 2-propylanthracene-9,10-dione Chemical compound C1=CC=C2C(=O)C3=CC(CCC)=CC=C3C(=O)C2=C1 ZPQUFYIADDJOEF-UHFFFAOYSA-N 0.000 description 1
- YTPSFXZMJKMUJE-UHFFFAOYSA-N 2-tert-butylanthracene-9,10-dione Chemical compound C1=CC=C2C(=O)C3=CC(C(C)(C)C)=CC=C3C(=O)C2=C1 YTPSFXZMJKMUJE-UHFFFAOYSA-N 0.000 description 1
- BIISIZOQPWZPPS-UHFFFAOYSA-N 2-tert-butylperoxypropan-2-ylbenzene Chemical compound CC(C)(C)OOC(C)(C)C1=CC=CC=C1 BIISIZOQPWZPPS-UHFFFAOYSA-N 0.000 description 1
- 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 1
- HNNQYHFROJDYHQ-UHFFFAOYSA-N 3-(4-ethylcyclohexyl)propanoic acid 3-(3-ethylcyclopentyl)propanoic acid Chemical compound CCC1CCC(CCC(O)=O)C1.CCC1CCC(CCC(O)=O)CC1 HNNQYHFROJDYHQ-UHFFFAOYSA-N 0.000 description 1
- GNSFRPWPOGYVLO-UHFFFAOYSA-N 3-hydroxypropyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCCO GNSFRPWPOGYVLO-UHFFFAOYSA-N 0.000 description 1
- MKTOIPPVFPJEQO-UHFFFAOYSA-N 4-(3-carboxypropanoylperoxy)-4-oxobutanoic acid Chemical compound OC(=O)CCC(=O)OOC(=O)CCC(O)=O MKTOIPPVFPJEQO-UHFFFAOYSA-N 0.000 description 1
- UGVRJVHOJNYEHR-UHFFFAOYSA-N 4-chlorobenzophenone Chemical compound C1=CC(Cl)=CC=C1C(=O)C1=CC=CC=C1 UGVRJVHOJNYEHR-UHFFFAOYSA-N 0.000 description 1
- YYVYAPXYZVYDHN-UHFFFAOYSA-N 9,10-phenanthroquinone Chemical compound C1=CC=C2C(=O)C(=O)C3=CC=CC=C3C2=C1 YYVYAPXYZVYDHN-UHFFFAOYSA-N 0.000 description 1
- 239000004925 Acrylic resin Substances 0.000 description 1
- 229920000178 Acrylic resin Polymers 0.000 description 1
- 239000005995 Aluminium silicate Substances 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
- RDLTWXYPUNILOG-UHFFFAOYSA-N C(=O)(C=C)C(C(C1=CC=CC=C1)=O)(O)C1=CC=CC=C1 Chemical compound C(=O)(C=C)C(C(C1=CC=CC=C1)=O)(O)C1=CC=CC=C1 RDLTWXYPUNILOG-UHFFFAOYSA-N 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical class S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 1
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 1
- 101100321669 Fagopyrum esculentum FA02 gene Proteins 0.000 description 1
- 229920002430 Fibre-reinforced plastic Polymers 0.000 description 1
- 239000005057 Hexamethylene diisocyanate Substances 0.000 description 1
- YIVJZNGAASQVEM-UHFFFAOYSA-N Lauroyl peroxide Chemical compound CCCCCCCCCCCC(=O)OOC(=O)CCCCCCCCCCC YIVJZNGAASQVEM-UHFFFAOYSA-N 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 1
- KFFQABQEJATQAT-UHFFFAOYSA-N N,N'-dibutylthiourea Chemical compound CCCCNC(=S)NCCCC KFFQABQEJATQAT-UHFFFAOYSA-N 0.000 description 1
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 1
- 101100219325 Phaseolus vulgaris BA13 gene Proteins 0.000 description 1
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 1
- 239000005062 Polybutadiene Substances 0.000 description 1
- 244000028419 Styrax benzoin Species 0.000 description 1
- 235000000126 Styrax benzoin Nutrition 0.000 description 1
- 235000008411 Sumatra benzointree Nutrition 0.000 description 1
- MNOILHPDHOHILI-UHFFFAOYSA-N Tetramethylthiourea Chemical compound CN(C)C(=S)N(C)C MNOILHPDHOHILI-UHFFFAOYSA-N 0.000 description 1
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 1
- 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 1
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 1
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 1
- QYKIQEUNHZKYBP-UHFFFAOYSA-N Vinyl ether Chemical class C=COC=C QYKIQEUNHZKYBP-UHFFFAOYSA-N 0.000 description 1
- FQKWAYNTRKLICQ-UHFFFAOYSA-N [4-(diethylamino)phenyl]-(4-methoxyphenyl)methanone Chemical compound C1=CC(N(CC)CC)=CC=C1C(=O)C1=CC=C(OC)C=C1 FQKWAYNTRKLICQ-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
- 238000010521 absorption reaction Methods 0.000 description 1
- 238000000862 absorption spectrum Methods 0.000 description 1
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 1
- 229920000180 alkyd Polymers 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- WNROFYMDJYEPJX-UHFFFAOYSA-K aluminium hydroxide Chemical compound [OH-].[OH-].[OH-].[Al+3] WNROFYMDJYEPJX-UHFFFAOYSA-K 0.000 description 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
- 235000012211 aluminium silicate Nutrition 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 229910052787 antimony Inorganic materials 0.000 description 1
- WATWJIUSRGPENY-UHFFFAOYSA-N antimony atom Chemical compound [Sb] WATWJIUSRGPENY-UHFFFAOYSA-N 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 229960002130 benzoin Drugs 0.000 description 1
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 description 1
- 239000012965 benzophenone Substances 0.000 description 1
- 235000019400 benzoyl peroxide Nutrition 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- ZLSMCQSGRWNEGX-UHFFFAOYSA-N bis(4-aminophenyl)methanone Chemical compound C1=CC(N)=CC=C1C(=O)C1=CC=C(N)C=C1 ZLSMCQSGRWNEGX-UHFFFAOYSA-N 0.000 description 1
- MQDJYUACMFCOFT-UHFFFAOYSA-N bis[2-(1-hydroxycyclohexyl)phenyl]methanone Chemical compound C=1C=CC=C(C(=O)C=2C(=CC=CC=2)C2(O)CCCCC2)C=1C1(O)CCCCC1 MQDJYUACMFCOFT-UHFFFAOYSA-N 0.000 description 1
- 229930006711 bornane-2,3-dione Natural products 0.000 description 1
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 1
- UTOVMEACOLCUCK-PLNGDYQASA-N butyl maleate Chemical compound CCCCOC(=O)\C=C/C(O)=O UTOVMEACOLCUCK-PLNGDYQASA-N 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- 239000000378 calcium silicate Substances 0.000 description 1
- 229910052918 calcium silicate Inorganic materials 0.000 description 1
- OYACROKNLOSFPA-UHFFFAOYSA-N calcium;dioxido(oxo)silane Chemical compound [Ca+2].[O-][Si]([O-])=O OYACROKNLOSFPA-UHFFFAOYSA-N 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 239000006229 carbon black Substances 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 239000010941 cobalt Substances 0.000 description 1
- 229910017052 cobalt Inorganic materials 0.000 description 1
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 238000013329 compounding Methods 0.000 description 1
- 238000010276 construction Methods 0.000 description 1
- 229920001577 copolymer Chemical class 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- XCJYREBRNVKWGJ-UHFFFAOYSA-N copper(II) phthalocyanine Chemical compound [Cu+2].C12=CC=CC=C2C(N=C2[N-]C(C3=CC=CC=C32)=N2)=NC1=NC([C]1C=CC=CC1=1)=NC=1N=C1[C]3C=CC=CC3=C2[N-]1 XCJYREBRNVKWGJ-UHFFFAOYSA-N 0.000 description 1
- 239000007822 coupling agent Substances 0.000 description 1
- OIWOHHBRDFKZNC-UHFFFAOYSA-N cyclohexyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC1CCCCC1 OIWOHHBRDFKZNC-UHFFFAOYSA-N 0.000 description 1
- 238000005034 decoration Methods 0.000 description 1
- 230000002542 deteriorative effect Effects 0.000 description 1
- 239000012933 diacyl peroxide Substances 0.000 description 1
- 239000012975 dibutyltin dilaurate Substances 0.000 description 1
- ZFTFAPZRGNKQPU-UHFFFAOYSA-N dicarbonic acid Chemical compound OC(=O)OC(O)=O ZFTFAPZRGNKQPU-UHFFFAOYSA-N 0.000 description 1
- KORSJDCBLAPZEQ-UHFFFAOYSA-N dicyclohexylmethane-4,4'-diisocyanate Chemical compound C1CC(N=C=O)CCC1CC1CCC(N=C=O)CC1 KORSJDCBLAPZEQ-UHFFFAOYSA-N 0.000 description 1
- 125000005442 diisocyanate group Chemical group 0.000 description 1
- 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 1
- KGGOIDKBHYYNIC-UHFFFAOYSA-N ditert-butyl 4-[3,4-bis(tert-butylperoxycarbonyl)benzoyl]benzene-1,2-dicarboperoxoate Chemical compound C1=C(C(=O)OOC(C)(C)C)C(C(=O)OOC(C)(C)C)=CC=C1C(=O)C1=CC=C(C(=O)OOC(C)(C)C)C(C(=O)OOC(C)(C)C)=C1 KGGOIDKBHYYNIC-UHFFFAOYSA-N 0.000 description 1
- WNAHIZMDSQCWRP-UHFFFAOYSA-N dodecane-1-thiol Chemical compound CCCCCCCCCCCCS WNAHIZMDSQCWRP-UHFFFAOYSA-N 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
- 239000000975 dye Substances 0.000 description 1
- 238000010894 electron beam technology Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- SUPCQIBBMFXVTL-UHFFFAOYSA-N ethyl 2-methylprop-2-enoate Chemical compound CCOC(=O)C(C)=C SUPCQIBBMFXVTL-UHFFFAOYSA-N 0.000 description 1
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 239000011151 fibre-reinforced plastic Substances 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 239000005357 flat glass Substances 0.000 description 1
- 239000011888 foil Substances 0.000 description 1
- 150000002237 fumaric acid derivatives Chemical class 0.000 description 1
- LHGVFZTZFXWLCP-UHFFFAOYSA-N guaiacol Chemical compound COC1=CC=CC=C1O LHGVFZTZFXWLCP-UHFFFAOYSA-N 0.000 description 1
- 235000019382 gum benzoic Nutrition 0.000 description 1
- 239000012760 heat stabilizer Substances 0.000 description 1
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 230000001771 impaired effect Effects 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
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 1
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 1
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 1
- MOUPNEIJQCETIW-UHFFFAOYSA-N lead chromate Chemical compound [Pb+2].[O-][Cr]([O-])(=O)=O MOUPNEIJQCETIW-UHFFFAOYSA-N 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- VTHJTEIRLNZDEV-UHFFFAOYSA-L magnesium dihydroxide Chemical compound [OH-].[OH-].[Mg+2] VTHJTEIRLNZDEV-UHFFFAOYSA-L 0.000 description 1
- 239000000347 magnesium hydroxide Substances 0.000 description 1
- 229910001862 magnesium hydroxide Inorganic materials 0.000 description 1
- 150000002688 maleic acid derivatives Chemical class 0.000 description 1
- 125000005395 methacrylic acid group Chemical group 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- 239000004745 nonwoven fabric Substances 0.000 description 1
- KZCOBXFFBQJQHH-UHFFFAOYSA-N octane-1-thiol Chemical compound CCCCCCCCS KZCOBXFFBQJQHH-UHFFFAOYSA-N 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 125000002524 organometallic group Chemical group 0.000 description 1
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- AQSJGOWTSHOLKH-UHFFFAOYSA-N phosphite(3-) Chemical class [O-]P([O-])[O-] AQSJGOWTSHOLKH-UHFFFAOYSA-N 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 229920002857 polybutadiene Polymers 0.000 description 1
- 229920005906 polyester polyol Polymers 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 230000001737 promoting effect Effects 0.000 description 1
- HJWLCRVIBGQPNF-UHFFFAOYSA-N prop-2-enylbenzene Chemical compound C=CCC1=CC=CC=C1 HJWLCRVIBGQPNF-UHFFFAOYSA-N 0.000 description 1
- NHARPDSAXCBDDR-UHFFFAOYSA-N propyl 2-methylprop-2-enoate Chemical compound CCCOC(=O)C(C)=C NHARPDSAXCBDDR-UHFFFAOYSA-N 0.000 description 1
- PNXMTCDJUBJHQJ-UHFFFAOYSA-N propyl prop-2-enoate Chemical compound CCCOC(=O)C=C PNXMTCDJUBJHQJ-UHFFFAOYSA-N 0.000 description 1
- 239000011241 protective layer Substances 0.000 description 1
- 239000010453 quartz Substances 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 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
- CIHOLLKRGTVIJN-UHFFFAOYSA-N tert‐butyl hydroperoxide Chemical compound CC(C)(C)OO CIHOLLKRGTVIJN-UHFFFAOYSA-N 0.000 description 1
- 229920005992 thermoplastic resin Polymers 0.000 description 1
- 229920001187 thermosetting polymer Polymers 0.000 description 1
- 229910052718 tin Inorganic materials 0.000 description 1
- 239000011135 tin Substances 0.000 description 1
- 150000003606 tin compounds Chemical class 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- XTTGYFREQJCEML-UHFFFAOYSA-N tributyl phosphite Chemical compound CCCCOP(OCCCC)OCCCC XTTGYFREQJCEML-UHFFFAOYSA-N 0.000 description 1
- CYTQBVOFDCPGCX-UHFFFAOYSA-N trimethyl phosphite Chemical compound COP(OC)OC CYTQBVOFDCPGCX-UHFFFAOYSA-N 0.000 description 1
- 229920006337 unsaturated polyester resin Polymers 0.000 description 1
- 229920001567 vinyl ester resin Polymers 0.000 description 1
- 238000004383 yellowing Methods 0.000 description 1
- PAPBSGBWRJIAAV-UHFFFAOYSA-N ε-Caprolactone Chemical compound O=C1CCCCCO1 PAPBSGBWRJIAAV-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Reinforced Plastic Materials (AREA)
- Polyurethanes Or Polyureas (AREA)
- Macromonomer-Based Addition Polymer (AREA)
Abstract
Description
【0001】[0001]
【産業上の利用分野】本発明は、プラスチック成形体表
面の保護及び加飾に用いる硬化性樹脂組成物に関する。
詳しくは、建設機械、住宅用機器、船舶、舟艇、自動
車、車輌、タンク、容器類などに使用される繊維強化プ
ラスチックス及びレジンコンクリート等の加熱プレス成
形品の表面保護及び加飾を目的とした硬化樹脂層を形成
するためのゲルコートシート製造用硬化性樹脂組成物に
関する。The present invention relates to a curable resin composition used for protecting and decorating the surface of a plastic molded product.
More specifically, it is intended to protect and decorate the surface of hot-pressed products such as fiber reinforced plastics and resin concrete used for construction machinery, housing equipment, ships, boats, automobiles, vehicles, tanks, containers, etc. The present invention relates to a curable resin composition for producing a gel coat sheet for forming a cured resin layer.
【0002】[0002]
【従来の技術】従来、ゲルコートシートと成形材料とを
型内に同時に挿入し熱プレスによって成形品の表面の保
護及び加飾を目的とした硬化樹脂層を形成する方法は公
知である。例えば特開平5-318468号公報及び特開平8-17
4782号公報には半硬化した硬化性樹脂組成物によりゲル
コートシートを製造し、得られたゲルコートシートと成
形材料とを型内に同時に挿入し熱プレスによって硬化樹
脂層を形成する方法が記載されている。この方法に使用
されるゲルコートシートは半硬化状態であるために、例
えば柄又は模様付きのゲルコートシートを使用した場合
熱プレス時に柄が溶出する。また、ゲルコートシートの
硬化が進行すると、熱プレス時にクラックが発生しやす
くなるため深絞り形状には使用できない。さらには、上
記理由から長期保管及び輸送に不適である等の欠点を有
していた。2. Description of the Related Art Conventionally, there is known a method of simultaneously inserting a gel coat sheet and a molding material into a mold and forming a cured resin layer for the purpose of protecting and decorating the surface of the molded product by hot pressing. For example, JP-A-5-318468 and JP-A-8-17
No. 4782 discloses a method for producing a gel coat sheet from a semi-cured curable resin composition, forming the cured resin layer by hot pressing simultaneously with the obtained gel coat sheet and a molding material in a mold. I have. Since the gel coat sheet used in this method is in a semi-cured state, when a gel coat sheet having a pattern or a pattern, for example, the pattern elutes during hot pressing. Further, as the curing of the gel coat sheet progresses, cracks are likely to occur during hot pressing, so that it cannot be used for deep drawing. Furthermore, it has drawbacks such as being unsuitable for long-term storage and transportation for the above reasons.
【0003】[0003]
【発明が解決しようとする課題】本発明は、上述した従
来技術の問題点を解決するためになされたものである。
発明者らは、熱プレス時に柄の溶出がなく、深絞り形状
にも使用可能で、しかも長期保管及び輸送可能なゲルコ
ートシートの提供を目的として鋭意検討を行った結果、
特定のアクリル基またはメタアクリル基(以下、(メ
タ)アクリル基と表示する)を含有する化合物と硬化剤
とからなる硬化性樹脂組成物が、前述の諸性能を満足さ
せることができることを見出だし本発明を完成するに至
ったものである。SUMMARY OF THE INVENTION The present invention has been made to solve the above-mentioned problems of the prior art.
The inventors did not elute the handle at the time of hot pressing, can be used for deep drawing shape, and as a result of intensive study for the purpose of providing a gel coat sheet that can be stored and transported for a long time,
It has been found that a curable resin composition comprising a compound containing a specific acrylic group or a methacrylic group (hereinafter, referred to as (meth) acrylic group) and a curing agent can satisfy the above-mentioned various properties. The present invention has been completed.
【0004】[0004]
【問題を解決するための手段】上記した目的は、加熱プ
レス成形において型内に成形材と同時に挿入し成形体表
面の保護・加飾を目的とした硬化樹脂層を形成するゲル
コートシートを以下に示される成分(イ)、(ロ)、
(ハ)を必須成分とすることを特徴とする硬化性樹脂組
成物によって製造することによって達成される。The object of the present invention is to provide a gel coat sheet which is inserted into a mold simultaneously with a molding material in hot press molding to form a cured resin layer for the purpose of protecting and decorating the surface of the molded body. Ingredients shown (a), (b),
This is achieved by producing a curable resin composition comprising (c) as an essential component.
【0005】(イ)同一分子中に少なくとも2つの水酸
基を有する化合物と、多価イソシアネート及び同一分子
中に少なくとも1つの(メタ)アクリル基及び少なくと
も1つの水酸基を有するヒドロキシ(メタ)アクリレー
ト化合物との縮合反応により得られるウレタン(メタ)
アクリレート化合物において、前述の多価イソシアネー
トが脂肪族イソシアネート及び脂環式イソシアネートの
少なくとも一方であるウレタン(メタ)アクリレート化
合物。 (ロ)成分(イ)と共重合可能な他の単量体 (ハ)硬化剤。(A) A compound having at least two hydroxyl groups in the same molecule, a polyvalent isocyanate and a hydroxy (meth) acrylate compound having at least one (meth) acryl group and at least one hydroxyl group in the same molecule Urethane (meth) obtained by condensation reaction
A urethane (meth) acrylate compound in which the polyvalent isocyanate is at least one of an aliphatic isocyanate and an alicyclic isocyanate. (B) Other monomers copolymerizable with component (a). (C) Curing agent.
【0006】以下本発明を詳細に説明する。本発明に使
用される成分(イ)の同一分子中に少なくとも2つの水
酸基を有する化合物としては、ポリ(エチレンオキサイ
ド)ジオール、ポリ(プロピレンオキサイド)ジオー
ル、コポリ(テトラメチレン)オキサイドジオール、ポ
リエステルポリオール、(水添)ポリブタジエンポリオ
ール、カプロラクトン変成ジオール、ポリカーボネート
ジオ−ル等の多価アルコール類や不飽和ポリエステル樹
脂、アルキッド樹脂、エポキシ樹脂等の熱硬化性樹脂
類、さらに飽和ポリエステル樹脂等の熱可塑性樹脂等が
例示されるが特に限定されるものではない。また、多価
脂肪族イソシアネ−トとしては、ヘキサメチレンジイソ
シアネート、トリメチルジイソシアネート等が例示さ
れ、脂環式ジイソシアネートとしては、イソホロンジイ
ソシアネート、メチレンビス(4−シクロヘキシルイソ
シアネート)等が例示される。本発明の成分(イ)の多
価イソシアネート化合物として、脂肪族イソシアネート
及び脂環式イソシアネートとし、トリレンジイソシアネ
ート等の芳香族多価イソシアネートを使用しなかったの
は、これら芳香族多価イソシアネートを使用したウレタ
ン(メタ)アクリレート化合物から構成される硬化性樹
脂組成物は、経時により黄変し、外観を損なうばかりで
なく成形物の保護層としての性能劣化を引き起こすから
である。Hereinafter, the present invention will be described in detail. Examples of the compound having at least two hydroxyl groups in the same molecule of the component (a) used in the present invention include poly (ethylene oxide) diol, poly (propylene oxide) diol, copoly (tetramethylene) oxide diol, polyester polyol, (Hydrogenated) Polyhydric alcohols such as polybutadiene polyol, caprolactone modified diol, polycarbonate diol and the like, thermosetting resins such as unsaturated polyester resin, alkyd resin and epoxy resin, and thermoplastic resin such as saturated polyester resin Is exemplified, but is not particularly limited. Examples of the polyvalent aliphatic isocyanate include hexamethylene diisocyanate and trimethyl diisocyanate, and examples of the alicyclic diisocyanate include isophorone diisocyanate and methylene bis (4-cyclohexyl isocyanate). As the polyisocyanate compound of the component (a) of the present invention, aliphatic isocyanates and alicyclic isocyanates were used, and aromatic polyisocyanates such as tolylene diisocyanate were not used. This is because the curable resin composition composed of the urethane (meth) acrylate compound yellows with time, not only impairing the appearance, but also deteriorating the performance as a protective layer of the molded product.
【0007】また、ヒドロキシアクリレート化合物とし
ては、2−ヒドロキシエチル(メタ)アクリレート、2
−ヒドロキシプロピル(メタ)アクリレート等が例示さ
れる。これまで述べてきた、諸原料からのウレタン(メ
タ)アクリレート化合物の合成方法の概略について説明
する。先ず多価アルコールと多価イソシアネ−トとを−
OH又は−NCOのモル比が1以下の割合で混合し、ア
ミン類や錫化合物の触媒の存在下に反応させ、両末端イ
ソシアネートプレポリマーを生成させ、次にヒドロキシ
(メタ)アクリレート化合物を−OH又は−NCOのモ
ル比が1以上となる割合で加えて反応させウレタン(メ
タ)アクリレート化合物とする。この方法は反応率を高
くすることができるため、本発明の硬化性樹脂組成物を
得るために好適である。しかしながら本発明のウレタン
(メタ)アクリレートの製造法はこれら方法に限定され
るものではない。さらに、本発明に使用される成分
(イ)のウレタン(メタ)アクリレート化合物として
は、前記構造を有する市販のウレタン(メタ)アクリレ
ート化合物を使用することもできる。ウレタン(メタ)
アクリレート化合物は、単独でも、または、2種以上を
混合しても使用することができる。As the hydroxy acrylate compound, 2-hydroxyethyl (meth) acrylate,
-Hydroxypropyl (meth) acrylate and the like. The outline of the method of synthesizing the urethane (meth) acrylate compound from various raw materials described above will be described. First, a polyhydric alcohol and a polyhydric isocyanate
OH or -NCO is mixed at a molar ratio of 1 or less, and reacted in the presence of an amine or tin compound catalyst to form an isocyanate prepolymer at both ends, and then the hydroxy (meth) acrylate compound is converted to -OH Alternatively, they are added and reacted at a molar ratio of -NCO of 1 or more to obtain a urethane (meth) acrylate compound. Since this method can increase the reaction rate, it is suitable for obtaining the curable resin composition of the present invention. However, the method for producing the urethane (meth) acrylate of the present invention is not limited to these methods. Further, as the urethane (meth) acrylate compound of the component (a) used in the present invention, a commercially available urethane (meth) acrylate compound having the above structure can also be used. Urethane (meta)
The acrylate compounds can be used alone or in combination of two or more.
【0008】本発明に使用される成分(ロ)である、成
分(イ)と共重合可能な他の単量体としては、アクリル
酸及びメタクリル酸と炭素数1〜18個の脂肪族、又は
芳香族アルコールとのエステル類、例えば、メチルメタ
クリレート、エチルメタクリレート、プロピルメタクリ
レート、ブチルメタクリレート、ラウリルメタクリレー
ト、シクロヘキシルメタクリレート、2−エチルヘキシ
ルメタクリレート、メチルアクリレート、エチルアクリ
レート、プロピルアクリレート、ブチルアクリレート、
2−エチルへキシルアクリレート、エチレングリコール
ジメタクリレート、ジエチレングリコールジメタクリレ
ート、テトラエチレングリコールジメタクリレート、ト
リメチロールプロパントリメタクリレート、トリメチロ
ールプロパントリアクリレート、ペンタエリスリトール
テトラメタクリレート、ペンタエリスリトールテトラメ
タクリレート、ヒドロキシプロピルメタクリレート、ヒ
ドロキシプロピルアクリレート、ヒドロキシエチルメタ
クリレート、ヒドロキシエチルアクリレート、ジメチル
アミノエチルメタクリレート、ジメチルアミノエチルア
クリレート、エチルアミノエチルメタクリレート、及び
エチルアミノエチルアクリレート等の単量体;スチレ
ン、ビニルトルエン及びジビニルベンゼンの如きビニル
芳香族化合物;並びにこれらの化合物とクロロフェニル
マレイミド及びモノブチルマレートの如きマレイン酸又
はフマル酸誘導体との混合物;アリルジグリコールジカ
ーボネートの如きアリルエーテル類及びエステル類;並
びにアクリロニトリル、メタクリロニトリル等のアクリ
ルニトリル又はメタアクリルニトリル類;酢酸ビニルの
如きビニルエステル類;ビニルエーテル類;塩化ビニ
ル、塩化ビニリデン及びビニルピロリドン等のビニル単
量体;及びその他の単量体であるエチレングリコールジ
メタクリレート、トリメチロールプロパントリメタクリ
レート、トリメチロールプロパントリアクリレート、ペ
ンタエリスリトールテトラメタクリレート等の分子中に
二個以上の反応性を有する基を持つ単量体等が例示され
る。しかしながら成分(ロ)の単量体はこれらに限定さ
れるものではない。The other monomer copolymerizable with the component (a), which is the component (b) used in the present invention, includes acrylic acid and methacrylic acid and an aliphatic having 1 to 18 carbon atoms, or Esters with aromatic alcohols, for example, methyl methacrylate, ethyl methacrylate, propyl methacrylate, butyl methacrylate, lauryl methacrylate, cyclohexyl methacrylate, 2-ethylhexyl methacrylate, methyl acrylate, ethyl acrylate, propyl acrylate, butyl acrylate,
2-ethylhexyl acrylate, ethylene glycol dimethacrylate, diethylene glycol dimethacrylate, tetraethylene glycol dimethacrylate, trimethylolpropane trimethacrylate, trimethylolpropane triacrylate, pentaerythritol tetramethacrylate, pentaerythritol tetramethacrylate, hydroxypropyl methacrylate, hydroxypropyl Monomers such as acrylate, hydroxyethyl methacrylate, hydroxyethyl acrylate, dimethylaminoethyl methacrylate, dimethylaminoethyl acrylate, ethylaminoethyl methacrylate, and ethylaminoethyl acrylate; vinyl aromatic compounds such as styrene, vinyltoluene and divinylbenzene; Line Mixtures of these compounds with maleic or fumaric acid derivatives such as chlorophenylmaleimide and monobutyl maleate; allyl ethers and esters such as allyl diglycol dicarbonate; and acrylonitrile and methacrylonitrile such as acrylonitrile and methacrylonitrile. Nitriles; vinyl esters such as vinyl acetate; vinyl ethers; vinyl monomers such as vinyl chloride, vinylidene chloride and vinyl pyrrolidone; and other monomers such as ethylene glycol dimethacrylate, trimethylolpropane trimethacrylate, and trimethylol. Monomers having two or more reactive groups in the molecule such as propane triacrylate and pentaerythritol tetramethacrylate are exemplified. However, the monomer of component (b) is not limited to these.
【0009】本発明の硬化性樹脂組成物におけるこれら
単量体(ロ)の配合量は、要求されるゲルコート層の硬
度、耐環境性能、さらにはゲルコートシート製造工程に
おける粘度等の特性から種類、配合量を決定すれば良
い。限定する目的ではないが、本発明樹脂組成物の塗工
性及び硬化収縮によるゲルコートシート製造時の寸法安
定性の点から、好ましくは成分(イ)のウレタン(メ
タ)アクリレ−ト化合物と成分(ロ)の単量体との重量混
合比(イ):(ロ)は20:80から80:20、更に好ま
しくは40:60から60:40である。また、上記単
量体は、単独でも、または、2種以上を混合しても使用
することができる。The amount of the monomer (b) in the curable resin composition of the present invention depends on the required properties such as the required hardness of the gel coat layer, environmental resistance, and the viscosity in the gel coat sheet manufacturing process. What is necessary is just to determine the compounding quantity. Although not intended to be limiting, the urethane (meth) acrylate compound of the component (a) and the component (a) are preferably used in view of the coatability of the resin composition of the present invention and the dimensional stability during the production of a gel coat sheet due to curing shrinkage. The weight mixing ratio (b) to the monomer of (b): (b) is from 20:80 to 80:20, more preferably from 40:60 to 60:40. The above monomers can be used alone or in combination of two or more.
【0010】本発明の樹脂組成物の成分(ハ)の硬化剤
は、所望する硬化方法、硬化速度、硬化温度等により適
宜選択すれば良い。特に限定されるものではないが、有
機過酸化物、アゾ化合物等のラジカル重合開始剤及び光
重合開始剤が有用であり入手容易である。これらの重合
開始剤の具体例としては、ベンゾイルパーオキサイド、
ラウロイルパーオキサイド、サクシニックパーオキサイ
ド等のジアシルパーオキサイド;ジ−t−ブチルパーオ
キサイド、t−ブチルクミルパーオキサイド、ジクミル
パーオキサイド等のジアルキルパーオキサイド;t−ブ
チルパーオキシアセテート、t−ブチルパーオキシピバ
レート、t−ブチルパーオキシベンゾエート、t−ブチ
ルマレイン酸ヘミパーエステル等のパーオキシエステ
ル;t−ブチルハイドロパーオキサイド、クメンハイド
ロパーオキサイド等のケトンパーオキサイドで代表され
る有機過酸化物、あるいはまた2,2−アゾビスイソプ
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)等のアゾ系化合物などが例示される。ま
た、これら重合開始剤は単独でも、または、二種類以上
を混合しても硬化剤として使用することができる。な
お、上記成分(ハ)の硬化剤の添加量は、所望する硬化
速度、硬化温度、硬化物の機械的強度等によって決定す
ればよく、特に限定されるものではないが、本発明樹脂
組成物100重量部に対して通常0.01〜5.0重量
%好ましくは0.1〜5.0重量%である。上記ラジカ
ル重合開始剤と共に、重合促進剤及び/または重合促進
助剤等を添加してもよい。これら重合促進剤及び重合促
進助剤の具体例としては、重合促進剤として、ラウリル
メルカプタン、オクチルメルカプタン、2−エチルヘキ
シルメルカプタン、グリコールジメチルカプトプロピオ
ネート等のメルカプタン類;ジブチルチオ尿素、テトラ
メチルチオ尿素、等のチオ尿素類;トリメチルフォスフ
ァイト、トリ−n−ブチルホスファイト等の亜リン酸エ
ステル類等があげられる。また重合促進助剤としては、
鉄、銅、コバルト、ニッケル、スズ、アルミニウム、ア
ンチモン、から選ばれた金属のナフテン酸のような有機
酸の塩、またはこれら金属とアセチルアセトン、フェニ
ルアセチルアセトン等との有機金属錯体、これら金属の
アリル化合物が例示される。The curing agent of the component (c) of the resin composition of the present invention may be appropriately selected depending on the desired curing method, curing speed, curing temperature and the like. Although not particularly limited, radical polymerization initiators such as organic peroxides and azo compounds and photopolymerization initiators are useful and easily available. Specific examples of these polymerization initiators include benzoyl peroxide,
Diacyl peroxides such as lauroyl peroxide and succinic peroxide; dialkyl peroxides such as di-t-butyl peroxide, t-butylcumyl peroxide and dicumyl peroxide; t-butylperoxyacetate and t-butylperoxide Peroxyesters such as oxypivalate, t-butylperoxybenzoate, and hemiperester t-butylmaleate; organic peroxides represented by ketone peroxides such as t-butyl hydroperoxide and cumene hydroperoxide; Alternatively, azo compounds such as 2,2-azobisisobutyronitrile and 2,2-azobis (2,4-dimethylvaleronitrile) are exemplified. These polymerization initiators can be used alone or as a curing agent even if two or more kinds are mixed. The amount of the curing agent (C) to be added may be determined according to the desired curing speed, curing temperature, mechanical strength of the cured product, etc., and is not particularly limited. It is usually 0.01 to 5.0% by weight, preferably 0.1 to 5.0% by weight, based on 100 parts by weight. A polymerization accelerator and / or a polymerization promotion auxiliary may be added together with the radical polymerization initiator. Specific examples of these polymerization accelerators and polymerization accelerators include mercaptans such as lauryl mercaptan, octyl mercaptan, 2-ethylhexyl mercaptan, and glycol dimethyl captopropionate; dibutyl thiourea, tetramethyl thiourea, etc. And phosphites such as trimethyl phosphite and tri-n-butyl phosphite. In addition, as a polymerization promoting auxiliary,
Salts of organic acids such as naphthenic acid of metals selected from iron, copper, cobalt, nickel, tin, aluminum and antimony, or organometallic complexes of these metals with acetylacetone, phenylacetylacetone, etc., allyl compounds of these metals Is exemplified.
【0011】本発明樹脂組成物の硬化剤として、熱エネ
ルギーのみではなく活性エネルギー線、すなわち電子
線、紫外線、可視光線等のエネルギー線により励起され
る光重合開始剤を使用することも出来る。光重合開始剤
は使用する活性エネルギー線の波長、所望する硬化速
度、保存安定性を考慮し適宜選択すれば良く特に限定さ
れるものではないが、たとえば、ベンゾフェノン、4,
4' −ビス(ジメチルアミノ)ベンゾフエノン、4−メ
トキシ−4′−ジエチルアミノベンゾフェノン、アセト
フェノン、3,3−ジメチル−4−メトキシベンゾフェ
ノン、4−クロロベンゾフェノン、4,4' −ジアミノ
ベンゾフェノン、3,3',4,4' −テトラ(t−ブチル
パーオキシカルボニル)ベンゾフェノン、1−ヒドロキ
シシクロヘキシルフェニルケトン、2−ヒドロキシ−2
−メチル−1−フェニルプロパン−1−オン、1−(4
−ドデシルフェニル)−2−ヒドロキシ−2−メチルプ
ロパン−1−オン、2−メチル−1−〔4−(メチルチ
オ)フェニル〕−2−モルホリノプロパン−1−オン等
の芳香族ケトン系化合物;チオキサンソン、2−クロロ
チオキサンソン、2−メチルチオキサンソン、2,4−
ジメチルチオキサンソン、イソプロピルチオキサンソ
ン、2−メチルチオキサンソン、2,4−ジメチルチオ
キサンソン、イソプロピルチオキサンソン、2,4−ジ
クロロチオキサンソン等の置換及び非置換のチオキサン
ソン系化合物;ベンジル、カンファーキノン、α−ナフ
チルアセチフテン、p,p´−ジメトキシベンジル、
p,p´−ジクロロベンジル等のα−ジケトン系化合
物;ベンゾイン、ベンゾインメチルエーテル、ベンゾイ
ンエチルエーテル、ベンゾインフェニルエチルエーテ
ル、ベンゾインプロピルエーテル、ベンジルジメチルケ
タール、α−アクリルベンゾイン等のベンゾイン化合
物;2−メチルアントラキノン、2−エチルアントラキ
ノン、2プロピルアントラキノン、2−tert−ブチ
ルアントラキノン、オクチルメチルアントラキノン、
1,4−ジメチルアントラキノン、2,3−ジメチルア
ントラキノン、2−フェニルアントラキノン、2,3−
ジフェニルアントラキノン、1−クロロアントラキノ
ン、2−クロロアントラキノン、3−クロロ−2−メチ
ルアントラキノン、9,10−フエナントラキノン等の
キノン化合物;2,4,6−トリメチルベンゾイルジフ
ェニルホスフインオキサイド、2,6−ジメチルベンゾ
イルジフェニルホスフインオキサイド等のアシルホスフ
インオキサイド化合物;キサントン、ミヒラーケトン、
アセトフェノンジエチルケタールなどが例示されるが、
これらの化合物以外にも工業用として公知・市販の化合
物を使用できる。まな、これら光重合開始剤は単独で
も、または、二種類以上を混合しても使用することがで
きる。なお、光重合開始剤の配合割合は目的とする硬化
速度、硬化深度及び硬化物の機械的強度等によって決定
すれば良く、特に限定されるものではないが、それぞれ
本発明光硬化性樹脂組成物の光重合性樹脂100重量部
中に通常0.01〜5.0重量部、さらに好ましくは
0.1〜5.0重量部の範囲である。また、本発明の光
硬化性樹脂組成物の硬化速度をさらに高める目的で、チ
オール化合物や有機過酸化物等を添加しても良い。As a curing agent for the resin composition of the present invention, not only heat energy but also an active energy ray, that is, a photopolymerization initiator excited by an energy ray such as an electron beam, an ultraviolet ray or a visible light ray can be used. The photopolymerization initiator is not particularly limited as long as it is appropriately selected in consideration of the wavelength of the active energy ray to be used, a desired curing rate, and storage stability. For example, benzophenone, 4,
4'-bis (dimethylamino) benzophenone, 4-methoxy-4'-diethylaminobenzophenone, acetophenone, 3,3-dimethyl-4-methoxybenzophenone, 4-chlorobenzophenone, 4,4'-diaminobenzophenone, 3,3 ' , 4,4'-tetra (t-butylperoxycarbonyl) benzophenone, 1-hydroxycyclohexylphenyl ketone, 2-hydroxy-2
-Methyl-1-phenylpropan-1-one, 1- (4
Aromatic ketone compounds such as -dodecylphenyl) -2-hydroxy-2-methylpropan-1-one and 2-methyl-1- [4- (methylthio) phenyl] -2-morpholinopropan-1-one; thioxanthone , 2-chlorothioxanthone, 2-methylthioxanthone, 2,4-
Substituted and unsubstituted thioxanthone compounds such as dimethylthioxanthone, isopropylthioxanthone, 2-methylthioxanthone, 2,4-dimethylthioxanthone, isopropylthioxanthone and 2,4-dichlorothioxanthone; benzyl , Camphorquinone, α-naphthylacetylifene, p, p'-dimethoxybenzyl,
α-diketone compounds such as p, p′-dichlorobenzyl; benzoin compounds such as benzoin, benzoin methyl ether, benzoin ethyl ether, benzoin phenylethyl ether, benzoin propyl ether, benzyl dimethyl ketal, α-acryl benzoin; 2-methyl Anthraquinone, 2-ethylanthraquinone, 2-propylanthraquinone, 2-tert-butylanthraquinone, octylmethylanthraquinone,
1,4-dimethylanthraquinone, 2,3-dimethylanthraquinone, 2-phenylanthraquinone, 2,3-
Quinone compounds such as diphenylanthraquinone, 1-chloroanthraquinone, 2-chloroanthraquinone, 3-chloro-2-methylanthraquinone and 9,10-phenanthraquinone; 2,4,6-trimethylbenzoyldiphenylphosphine oxide; Acylphosphine oxide compounds such as 6-dimethylbenzoyldiphenylphosphine oxide; xanthone, Michler's ketone,
Examples include acetophenone diethyl ketal,
In addition to these compounds, known and commercially available compounds for industrial use can be used. These photopolymerization initiators can be used alone or in combination of two or more. The blending ratio of the photopolymerization initiator may be determined according to the desired curing speed, curing depth, mechanical strength of the cured product, etc., and is not particularly limited. Is usually in the range of 0.01 to 5.0 parts by weight, more preferably 0.1 to 5.0 parts by weight, per 100 parts by weight of the photopolymerizable resin. Further, a thiol compound, an organic peroxide, or the like may be added for the purpose of further increasing the curing speed of the photocurable resin composition of the present invention.
【0012】また、本発明の硬化性樹脂組成物には、本
発明樹脂組成物の特性を損なわない範囲において必要に
応じて他の公知の添加剤を適量配合して良い。他の添加
剤としては、ガラス、石英、水酸化アルミニウム、アル
ミナ、カオリン、タルク、炭酸カルシウム、珪酸カルシ
ウム、水酸化マグネシウム等の無機充填剤、アクリル樹
脂粉、エポキシ樹脂粉、ポリエステル樹脂粉等の有機充
填剤、カーボンブラック、ベンガラ、フタロシアニンブ
ルー、クロ−ムイエロー、二酸化チタン等の顔料・染料
に代表される着色剤、着色フィルム破砕物、着色天然鉱
物粉、金属粉、金属箔破砕物、繊維質強化剤、紫外線吸
収剤、熱安定剤、滑剤、離型剤、界面活性剤、カップリ
ング剤等が挙げられるが、これらに限定されるものでは
ない。The curable resin composition of the present invention may optionally contain other known additives in an appropriate amount as long as the properties of the resin composition of the present invention are not impaired. Other additives include inorganic fillers such as glass, quartz, aluminum hydroxide, alumina, kaolin, talc, calcium carbonate, calcium silicate, and magnesium hydroxide, and organic resins such as acrylic resin powder, epoxy resin powder, and polyester resin powder. Fillers, coloring agents such as pigments and dyes such as carbon black, red iron oxide, phthalocyanine blue, chrome yellow, and titanium dioxide, crushed colored films, colored natural mineral powders, metal powders, crushed metal foils, and fiber reinforcement Agents, ultraviolet absorbers, heat stabilizers, lubricants, release agents, surfactants, coupling agents, and the like, but are not limited thereto.
【0013】本発明樹脂組成物からなるゲルコートシー
トは例えば離型処理した平らなガラス板、金属板、フィ
ルム等に本発明樹脂組成をスプレー、刷毛、ブレードな
どで塗布し硬化後剥離させることにより製造することが
できる。また、このとき補強・加飾の目的のため必要に
応じてガラスクロス、和紙などの無機・有機織物などを
併用し製造することも出来るがこれら製造法に限定され
るものではない。A gel coat sheet comprising the resin composition of the present invention is produced, for example, by applying the resin composition of the present invention to a release-treated flat glass plate, metal plate, film, or the like using a spray, a brush, a blade, or the like, and peeling after curing. can do. In addition, at this time, for the purpose of reinforcement and decoration, if necessary, glass cloth, inorganic or organic fabric such as Japanese paper, etc. can be used in combination, but it is not limited to these manufacturing methods.
【0014】[0014]
【実施例】以下、実施例をあげて本発明の代表的な例を
更に詳細に説明する。しかしながら、本発明は、以下の
実施例によって限定されるものではない。なお、例中
「部」とあるのは「重量部」を表す。 合成例1:ウレタン(メタ)アクリレートの合成 温度計、攪拌装置、コンデンサ−を装備した500ml
の4口フラスコに分子量800のポリカ−ボネ−トジオ
−ル(ダイセル化学工業株式会社製、商品名「PLAC
CEL CD−208PL」)80g(0.1モル)、
脂環式ジイソシアネ−トであるイソホロンジイソシアネ
−ト44.4g(0.2モル)、ジブチルスズジラウレ
−ト0.03gを入れ、窒素雰囲気下50℃で4時間反
応させた。次いで、メトキシフェノ−ル0.06gを加
え、2−ヒドロキシエチルメタアクリレ−ト26.3g
(0.202モル)を滴下し、さらに窒素雰囲気下80
℃で4時間反応させウレタンメタアクリレ−トを得た。
尚、反応後、生成物の赤外吸収スペクトルを測定し、2
270cm-1のイソシアネ−ト基の吸収が無いことを確
認した。 合成例2:芳香族ジイソシアネートを用いるウレタン
(メタ)アクリレートの合成 合成例1におけるイソホロンジイソシアネ−トの代わり
に、芳香族ジイソシアネ−トである2、4−トリレンジ
イソシアネ−ト34.8g(0.2モル)を用い、他は
合成例1と同様にしてウレタンメタアクリレ−トを得
た。 合成例3:ウレタン(メタ)アクリレートの合成 合成例1におけるポリカ−ボネ−トジオ−ルの代わり
に、分子量3000のポリエステルジオ−ル(株式会社
クラレ製、商品名「クラレポリオールP‐3010」3
00g(0.1モル)を用い、他は合成例1と同様にし
てウレタンメタアクリレ−トを得た。 合成例4:ウレタン(メタ)アクリレートの合成 合成例1におけるポリカ−ボネ−トジオ−ルの代わり
に、分子量3000のポリエステルジオ−ル(株式会社
クラレ製、商品名「クラレポリオールP‐3010」3
00g(0.1モル)及び2−ヒドロキシエチルメタア
クリレートの代わりに2−ヒドロキシエチルアクリレー
ト23.4g(0.202モル)を用い、他は合成例1
と同様にしてウレタンアクリレ−トを得た。 実施例1 合成例1で得られたウレタンメタクリレ−ト60部、メ
チルメタクリレート40部に酸化チタン白色顔料5.0
部を高速攪拌装置で混合し、さらに6%ナフテン酸コバ
ルト0.2部、メチルエチルケトンパーオキサイド0.5
部を混合し硬化性樹脂組成物を得た。本硬化性樹脂組成
物を離型処理したガラス板上に厚さおよそ500μmと
なるようにワイヤーバーを使用し塗布した。次いで60
℃のオーブンで30分加熱硬化させた後ガラス板から剥
がし、ゲルコートシートを得た。このゲルコートシート
をエンボス加工を施した平板成形用金型(下型)に置
き、その上にSMCシートを重ね、140℃、6MPa
の圧力で10分間加熱プレス後脱型し表層に白色ゲルコ
ート層を有する成形品を得た。本ゲルコート層は金型の
表面状態を正確に写し取っていた。さらに本成形品の白
色ゲルコート表面に高圧水銀灯を用い50000mJ/
cm2量の紫外線を照射した。照射後の表面を目視で観
察したが色の変化は見られなかった。 実施例2 実施例1でゲルコートシートを室温で60日保管後、実
施例1と同様にエンボス加工を施した平板成形用金型
(下型)に置き、その上にSMCシートを重ね、140
℃、6MPaの圧力で10分間加熱プレス後脱型し表層
に白色ゲルコート層を有する成形品を得た。本ゲルコー
ト層は実施例1と同様に金型の表面状態を正確に写し取
っていた。 実施例3 合成例1で得られたウレタンメタクリレ−ト60部、メ
チルメタクリレート40部に酸化チタン白色顔料5.0
部を攪拌混合し、さらに6%ナフテン酸コバルト0.2
部、メチルエチルケトンパーオキサイド0.5部を混合
し硬化性樹脂組成物を得た。本硬化性樹脂組成物を離型
処理したガラス板上に厚さおよそ500μmとなるよう
にワイヤーバーを使用し塗布した。次いで60℃のオー
ブンで30分加熱硬化させた。さらに合成例1で得られ
たウレタンメタクリレ−ト60部、メチルメタクリレー
ト40部に酸化チタン白色顔料5.0部 ヒュームドシリ
カ(日本アエロジル株式会社製「アエロジル200」3.
0部を高速攪拌装置で混合し、6%ナフテン酸コバルト
0.2部、メチルエチルケトンパーオキサイド0.5部を
混合し、先に硬化させた透明樹脂の上にスプレーガンを
用い直径2mm程度の白色の水玉模様となるように塗布
し、次いで60℃のオーブンで30分加熱硬化させた後
ガラス板から剥がし、ゲルコートシートを得た。このゲ
ルコートシートをエンボス加工を施した平板成形用金型
(下型)に置き、その上にSMCシートを重ね、140
℃、6MPaの圧力で10分間加熱プレス後脱型したと
ころ白色水玉模様ゲルコート層を有する成形品を得た。
本ゲルコート層は金型の表面状態を正確に写し取ってお
り、さらに、水玉模様に亀裂・欠けなどは見られなかっ
た。 実施例4 合成例3で得られたウレタンメタクリレ−ト60部、メ
チルメタクリレート40部に酸化チタン白色顔料5.0
部を高速攪拌装置で混合し、さらに6%ナフテン酸コバ
ルト0.2部、メチルエチルケトンパーオキサイド0.5
部を混合し硬化性樹脂組成物を得た。本硬化性樹脂組成
物を離型処理したガラス板上に厚さおよそ500μmと
なるようにワイヤーバーを使用し塗布した。次いで60
℃のオーブンで30分加熱硬化させた後ガラス板から剥
がし、ゲルコートシートを得た。このゲルコートシート
を直径がおよそ200mmの半球状の成形用金型(下
型)に置き、その上にSMCシートを重ね、140℃、
6MPaの圧力で10分間加熱プレス後脱型し表層に白
色ゲルコート層を有する成形品を得た。本ゲルコート層
は金型の表面状態を正確に写し取っており、さらにゲル
コート層には亀裂・欠けなどは見られなかった。 実施例5 合成例4で得られたウレタンアクリレ−ト60部、イソ
ボルニルアクリレート20部、ジエチレングリコールジ
アクリレート20部に酸化チタン白色顔料2.0部を高
速攪拌装置で混合し、さらに光重合開始剤としてDar
ocur1173(MERK株式会社製)1部を混合し
硬化性樹脂組成物を得た。本硬化性樹脂組成物を離型処
理したガラス板上に厚さおよそ500μmとなるように
ワイヤーバーを使用し塗布した。次いで高圧水銀灯を用
い3000mJ/cm2量の紫外線を照射し硬化させた
後ガラス板から剥がし、ゲルコートシートを得た。この
ゲルコートシートを直径がおよそ200mmの半球状の
成形用金型(下型)に置き、その上にSMCシートを重
ね、140℃、6MPaの圧力で10分間加熱プレス後
脱型し表層に白色ゲルコート層を有する成形品を得た。
本ゲルコート層は金型の表面状態を正確に写し取ってお
り、さらにゲルコート層には亀裂・欠けなどは見られな
かった。 実施例6 合成例3で得られたウレタンメタクリレ−ト60部、メ
チルメタクリレート40部に酸化チタン白色顔料5.0
部を高速攪拌装置で混合し、さらに6%ナフテン酸コバ
ルト0.2部、メチルエチルケトンパーオキサイド0.5
部を混合し硬化性樹脂組成物を得た。本硬化性樹脂組成
物を離型処理したガラス板上置いたポリエステル不織布
に含浸させ厚さおよそ500μmとなるようにワイヤー
バーを使用し塗布した。次いで60℃のオーブンで30
分加熱硬化させた後ガラス板から剥がし、ゲルコートシ
ートを得た。このゲルコートシートを直径がおよそ20
0mmの半球状の成形用金型(下型)に置き、その上に
SMCシートを重ね、140℃、6MPaの圧力で10
分間加熱プレス後脱型し表層に白色ゲルコート層を有す
る成形品を得た。本ゲルコート層は金型の表面状態を正
確に写し取っており、さらにゲルコート層には亀裂・欠
けなどは見られなかった。 比較例1 合成例2で得られたウレタンメタクリレ−ト60部、メ
チルメタクリレート40部に酸化チタン白色顔料5.0
部を高速攪拌装置で混合し、6%ナフテン酸コバルト
0.2部、メチルエチルケトンパーオキサイド0.5部を
混合し硬化性樹脂組成物を得た。本硬化性樹脂組成物を
離型処理したガラス板上に厚さおよそ500μmとなる
ようにワイヤーバーを使用し塗布した。次いで60℃の
オーブンで30分加熱硬化させた後ガラス板から剥が
し、ゲルコートシートを得た。このゲルコートシートを
エンボス加工を施した平板成形用金型(下型)に置き、
その上にSMCシートを重ね、140℃、6MPaの圧
力で10分間加熱プレス後脱型し表層に白色ゲルコート
層を有する成形品を得た。本ゲルコート層は金型の表面
状態を正確に写し取っていた。さらに本成形品の白色ゲ
ルコート表面に高圧水銀灯を用い50000mJ/cm
2量の紫外線を照射した。照射後の表面を目視で観察し
たところ顕著な黄変が見られた。 比較例2 合成例1で得られたウレタンメタクリレ−ト15部、メ
チルメタクリレート85部に酸化チタン白色顔料5.0
部、ヒュームドシリカ(日本アエロジル株式会社製「ア
エロジル200」5.0部を高速攪拌装置で混合し、さら
に6%ナフテン酸コバルト0.2部、メチルエチルケト
ンパーオキサイド0.5部を混合し硬化性樹脂組成物を
得た。本硬化性樹脂組成物を離型処理したガラス板上に
厚さおよそ500μmとなるようにワイヤーバーを使用
し塗布した。次いで60℃のオーブンで30分加熱硬化
させたところガラス板上硬化物には多数の亀裂が発生し
た。本硬化物はゲルコートシートとしては不適であっ
た。EXAMPLES Hereinafter, typical examples of the present invention will be described in more detail with reference to examples. However, the present invention is not limited by the following examples. In the examples, “parts” means “parts by weight”. Synthesis Example 1: Synthesis of urethane (meth) acrylate 500 ml equipped with a thermometer, a stirrer, and a condenser
Polycarbonate todiol having a molecular weight of 800 (trade name "PLAC" manufactured by Daicel Chemical Industries, Ltd.)
CEL CD-208PL ") 80 g (0.1 mol),
44.4 g (0.2 mol) of isophorone diisocyanate, which is an alicyclic diisocyanate, and 0.03 g of dibutyltin dilaurate were added and reacted at 50 ° C. for 4 hours under a nitrogen atmosphere. Then, 0.06 g of methoxyphenol was added, and 26.3 g of 2-hydroxyethyl methacrylate was added.
(0.202 mol) was added dropwise, and further under a nitrogen atmosphere.
The reaction was performed at 4 ° C. for 4 hours to obtain urethane methacrylate.
After the reaction, the infrared absorption spectrum of the product was measured and 2
It was confirmed that there was no absorption of an isocyanate group at 270 cm -1 . Synthesis Example 2: Synthesis of urethane (meth) acrylate using aromatic diisocyanate Instead of isophorone diisocyanate in Synthesis Example 1, 34.8 g of 2,4-tolylene diisocyanate which is an aromatic diisocyanate. (0.2 mol), and urethane methacrylate was obtained in the same manner as in Synthesis Example 1 except for the above. Synthesis Example 3: Synthesis of urethane (meth) acrylate Instead of polycarbonate-diol in Synthesis Example 1, a polyester diol having a molecular weight of 3000 (Kuraray Co., Ltd., trade name “Kuraray polyol P-3010” 3)
A urethane methacrylate was obtained in the same manner as in Synthesis Example 1 except for using 00 g (0.1 mol). Synthesis Example 4: Synthesis of urethane (meth) acrylate Polycarbonate diol having a molecular weight of 3000 (Kuraray Co., Ltd., trade name “Kuraray polyol P-3010” 3) was used instead of polycarbonate-diol in Synthesis Example 1.
Synthesis Example 1 was replaced by 23.4 g (0.202 mol) of 2-hydroxyethyl acrylate instead of 00 g (0.1 mol) and 2-hydroxyethyl methacrylate.
A urethane acrylate was obtained in the same manner as described above. Example 1 60 parts of urethane methacrylate and 40 parts of methyl methacrylate obtained in Synthesis Example 1 were mixed with 5.0 parts of titanium oxide white pigment.
Parts were mixed with a high-speed stirrer, and 0.2 parts of 6% cobalt naphthenate and 0.5 parts of methyl ethyl ketone peroxide were further added.
The parts were mixed to obtain a curable resin composition. The curable resin composition was applied to a release-treated glass plate using a wire bar so as to have a thickness of about 500 μm. Then 60
After heating and curing in an oven at a temperature of 30 ° C. for 30 minutes, it was peeled off from the glass plate to obtain a gel coat sheet. This gel coat sheet is placed on an embossed flat plate forming mold (lower mold), and an SMC sheet is stacked thereon, and the temperature is 140 ° C. and 6 MPa.
After pressing under heat for 10 minutes at a pressure of 3 mm, the mold was removed to obtain a molded article having a white gel coat layer on the surface layer. This gel coat layer accurately copied the surface condition of the mold. Furthermore, a 50,000 mJ /
Irradiated with UV light in an amount of cm 2 . The surface after irradiation was visually observed, but no color change was observed. Example 2 After storing the gel coat sheet in Example 1 at room temperature for 60 days, the gel coat sheet was placed in an embossed flat plate forming die (lower die) in the same manner as in Example 1, and the SMC sheet was stacked thereon.
After hot pressing for 10 minutes at a temperature of 6 ° C. and a pressure of 6 MPa, the molded product was demolded to obtain a molded product having a white gel coat layer on the surface. This gel coat layer accurately copied the surface condition of the mold as in Example 1. Example 3 60 parts of urethane methacrylate and 40 parts of methyl methacrylate obtained in Synthesis Example 1 were mixed with 5.0 parts of titanium oxide white pigment.
Parts were stirred and mixed, and further 6% cobalt naphthenate 0.2 was added.
And 0.5 parts of methyl ethyl ketone peroxide, to obtain a curable resin composition. The curable resin composition was applied to a release-treated glass plate using a wire bar so as to have a thickness of about 500 μm. Then, it was cured by heating in an oven at 60 ° C. for 30 minutes. Further, 60 parts of urethane methacrylate and 40 parts of methyl methacrylate obtained in Synthesis Example 1 were mixed with 5.0 parts of titanium oxide white pigment fumed silica ("Aerosil 200" manufactured by Nippon Aerosil Co., Ltd.).
0 parts were mixed with a high-speed stirrer, 0.2 parts of 6% cobalt naphthenate and 0.5 parts of methyl ethyl ketone peroxide were mixed, and a white resin having a diameter of about 2 mm was sprayed on the previously cured transparent resin using a spray gun. And then cured by heating in an oven at 60 ° C. for 30 minutes, and then peeled off from the glass plate to obtain a gel coat sheet. This gel coat sheet was placed on an embossed flat plate forming mold (lower mold), and an SMC sheet was stacked thereon,
After heat-pressing at a temperature of 6 ° C. and a pressure of 6 MPa for 10 minutes, the molded product was demolded to obtain a molded product having a white polka dot gel coat layer.
This gel coat layer accurately copied the surface condition of the mold, and further, no cracks or chips were found in the polka dot pattern. Example 4 60 parts of urethane methacrylate and 40 parts of methyl methacrylate obtained in Synthesis Example 3 were mixed with 5.0 parts of titanium oxide white pigment.
Parts were mixed with a high-speed stirrer, and 0.2 parts of 6% cobalt naphthenate and 0.5 parts of methyl ethyl ketone peroxide were further added.
The parts were mixed to obtain a curable resin composition. The curable resin composition was applied to a release-treated glass plate using a wire bar so as to have a thickness of about 500 μm. Then 60
After heating and curing in an oven at a temperature of 30 ° C. for 30 minutes, it was peeled off from the glass plate to obtain a gel coat sheet. This gel coat sheet was placed in a hemispherical molding die (lower die) having a diameter of about 200 mm, and an SMC sheet was stacked thereon,
After heat-pressing at a pressure of 6 MPa for 10 minutes, the mold was removed, and a molded product having a white gel coat layer on the surface layer was obtained. The gel coat layer accurately copied the surface condition of the mold, and no cracks or chips were found in the gel coat layer. Example 5 2.0 parts of a titanium oxide white pigment was mixed with 60 parts of the urethane acrylate, 20 parts of isobornyl acrylate, and 20 parts of diethylene glycol diacrylate obtained in Synthesis Example 4 using a high-speed stirrer, followed by photopolymerization. Dar as initiator
One part of Ocur1173 (manufactured by MERK Co., Ltd.) was mixed to obtain a curable resin composition. The curable resin composition was applied to a release-treated glass plate using a wire bar so as to have a thickness of about 500 μm. Then, the coating was irradiated with ultraviolet rays of 3000 mJ / cm 2 using a high-pressure mercury lamp and cured, and then peeled off from the glass plate to obtain a gel coat sheet. This gel coat sheet was placed in a hemispherical mold (lower mold) having a diameter of about 200 mm, an SMC sheet was placed thereon, and heated and pressed at 140 ° C. and a pressure of 6 MPa for 10 minutes. A molded article having a layer was obtained.
The gel coat layer accurately copied the surface condition of the mold, and no cracks or chips were found in the gel coat layer. Example 6 A titanium oxide white pigment 5.0 parts was added to 60 parts of the urethane methacrylate obtained in Synthesis Example 3 and 40 parts of methyl methacrylate.
Parts were mixed with a high-speed stirrer, and 0.2 parts of 6% cobalt naphthenate and 0.5 parts of methyl ethyl ketone peroxide were further added.
The parts were mixed to obtain a curable resin composition. The curable resin composition was impregnated into a polyester nonwoven fabric placed on a release-treated glass plate, and was applied using a wire bar to a thickness of about 500 μm. Then in an oven at 60 ° C for 30
After heating and curing for minutes, it was peeled off from the glass plate to obtain a gel coat sheet. The gel coat sheet having a diameter of about 20
It is placed on a 0 mm hemispherical molding die (lower die), an SMC sheet is placed on it, and 10 mm at 140 ° C. and 6 MPa pressure.
After heat pressing for one minute, the mold was removed to obtain a molded article having a white gel coat layer on the surface layer. The gel coat layer accurately copied the surface condition of the mold, and no cracks or chips were found in the gel coat layer. Comparative Example 1 Titanium oxide white pigment 5.0 parts was added to 60 parts of urethane methacrylate and 40 parts of methyl methacrylate obtained in Synthesis Example 2.
Were mixed with a high-speed stirrer, and 0.2 part of 6% cobalt naphthenate and 0.5 part of methyl ethyl ketone peroxide were mixed to obtain a curable resin composition. The curable resin composition was applied to a release-treated glass plate using a wire bar so as to have a thickness of about 500 μm. Next, the mixture was cured by heating in an oven at 60 ° C. for 30 minutes, and then peeled off from the glass plate to obtain a gel coat sheet. This gel coat sheet is placed on an embossed flat plate forming die (lower die),
An SMC sheet was superimposed thereon, heated and pressed at 140 ° C. and a pressure of 6 MPa for 10 minutes, and then demolded to obtain a molded article having a white gel coat layer on a surface layer. This gel coat layer accurately copied the surface condition of the mold. Furthermore, a 50,000 mJ / cm was applied to the surface of the white gel coat of this molded product using a high pressure mercury lamp.
Two doses of UV light were applied. When the surface after irradiation was visually observed, remarkable yellowing was observed. Comparative Example 2 Titanium oxide white pigment 5.0 parts was added to 15 parts of urethane methacrylate obtained in Synthesis Example 1 and 85 parts of methyl methacrylate.
Parts, fumed silica (5.0 parts of "Aerosil 200" manufactured by Nippon Aerosil Co., Ltd. are mixed with a high-speed stirrer, and further 0.2 parts of 6% cobalt naphthenate and 0.5 parts of methyl ethyl ketone peroxide are mixed and cured. The curable resin composition was applied to a release-treated glass plate using a wire bar so as to have a thickness of about 500 μm, and then cured by heating in a 60 ° C. oven for 30 minutes. However, a large number of cracks occurred in the cured product on the glass plate, and this cured product was not suitable as a gel coat sheet.
【0015】[0015]
【発明の効果】以上の説明で明らかな様に、本発明の硬
化性樹脂組成物により得られたゲルコートシートは、十
分に硬化が進行しているため熱プレス時に柄が溶出せ
ず、また熱プレス時のクラックが発生にくく深絞り形状
にも使用できる。さらには長期保管及び輸送も可能であ
る。従って、本発明の硬化性樹脂組成物は型内に成形材
と同時に挿入し成形体表面の保護・加飾を目的とした硬
化樹脂層を形成するゲルコートシートの製造に好適であ
る。As is clear from the above description, the gel coat sheet obtained from the curable resin composition of the present invention does not elute during hot pressing because the curing is sufficiently advanced. Cracks during pressing hardly occur and can be used for deep drawing shapes. Furthermore, long-term storage and transportation are possible. Therefore, the curable resin composition of the present invention is suitable for the production of a gel coat sheet in which a curable resin layer is formed in a mold simultaneously with the molding material to form a cured resin layer for the purpose of protecting and decorating the surface of the molded body.
フロントページの続き Fターム(参考) 4F072 AB09 AB28 AB31 AD43 AL02 AL06 AL07 AL17 4J027 AG03 AG04 AG05 AG07 AG09 AG24 AG27 BA04 BA05 BA07 BA08 BA13 BA15 BA19 BA20 BA26 BA28 CB03 CB04 CB09 CB10 CC02 CC03 CD08 4J034 BA08 CA02 CA03 CB01 CB02 DA01 DB03 DB04 DF01 DF02 DF12 DF14 DF29 DG03 DG04 DG06 DK01 DP19 FA02 FB01 FC01 FC02 HC03 HC22 HC46 HC61 HC64 RA07 Continued on the front page F term (reference) 4F072 AB09 AB28 AB31 AD43 AL02 AL06 AL07 AL17 4J027 AG03 AG04 AG05 AG07 AG09 AG24 AG27 BA04 BA05 BA07 BA08 BA13 BA15 BA19 BA20 BA26 BA28 CB03 CB04 CB09 CB10 CC02 CC03 CD08 4J034 BA08 CA02 CA03 CB04 DB03 DB04 DF01 DF02 DF12 DF14 DF29 DG03 DG04 DG06 DK01 DP19 FA02 FB01 FC01 FC02 HC03 HC22 HC46 HC61 HC64 RA07
Claims (2)
(ハ)を含有することを特徴とするゲルコートシート製
造用硬化性樹脂組成物。 (イ)同一分子中に少なくとも2つの水酸基を有する化
合物と、多価イソシアネート及び同一分子中に少なくと
も1つの(メタ)アクリル基及び少なくとも1つの水酸
基を有するヒドロキシ(メタ)アクリレート化合物の縮
合反応により得られるウレタン(メタ)アクリレート化
合物において、前述の多価イソシアネートが脂肪族イソ
シアネート及び脂環式イソシアネートの少なくとも一方
であるウレタン(メタ)アクリレート化合物、(ロ)成
分(イ)と共重合可能な他の単量体、及び(ハ)硬化
剤。(1) The following components (a), (b),
A curable resin composition for producing a gel coat sheet, characterized by containing (c). (A) Obtained by a condensation reaction of a compound having at least two hydroxyl groups in the same molecule with a polyvalent isocyanate and a hydroxy (meth) acrylate compound having at least one (meth) acryl group and at least one hydroxyl group in the same molecule. Urethane (meth) acrylate compound, the above-mentioned polyvalent isocyanate is at least one of an aliphatic isocyanate and an alicyclic isocyanate, a urethane (meth) acrylate compound, and (b) another monomer copolymerizable with the component (a). And (c) a curing agent.
レート化合物と成分(ロ)単量体との重量混合比が20:
80から80:20であることを特徴とする請求項1記
載のゲルコートシート製造用硬化性樹脂組成物。2. The weight mixing ratio of the urethane (meth) acrylate compound of component (a) and the monomer of component (b) is 20:
The curable resin composition for producing a gel coat sheet according to claim 1, wherein the ratio is from 80 to 80:20.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2000103881A JP2001288230A (en) | 2000-04-05 | 2000-04-05 | Curable resin composition for producing gel coat sheet |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2000103881A JP2001288230A (en) | 2000-04-05 | 2000-04-05 | Curable resin composition for producing gel coat sheet |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JP2001288230A true JP2001288230A (en) | 2001-10-16 |
Family
ID=18617514
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2000103881A Pending JP2001288230A (en) | 2000-04-05 | 2000-04-05 | Curable resin composition for producing gel coat sheet |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP2001288230A (en) |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2008056823A (en) * | 2006-08-31 | 2008-03-13 | Dh Material Kk | Radically polymerizable unsaturated resin composition, and molded article using the same |
| JP2009091586A (en) * | 2008-11-27 | 2009-04-30 | Mitsubishi Chemicals Corp | Active energy ray curable resin sheet |
| JP2012180444A (en) * | 2011-03-01 | 2012-09-20 | Dic Corp | Radical curable resin composition, and method for curing the same |
| JP2019065245A (en) * | 2017-10-05 | 2019-04-25 | 中国塗料株式会社 | Photocurable resin composition, substrate with coated film and method for producing the same |
| CN109810241A (en) * | 2018-12-28 | 2019-05-28 | 郑州轻工业学院 | A kind of flexible polyurethane type amine curing agent and preparation method thereof |
-
2000
- 2000-04-05 JP JP2000103881A patent/JP2001288230A/en active Pending
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2008056823A (en) * | 2006-08-31 | 2008-03-13 | Dh Material Kk | Radically polymerizable unsaturated resin composition, and molded article using the same |
| JP2009091586A (en) * | 2008-11-27 | 2009-04-30 | Mitsubishi Chemicals Corp | Active energy ray curable resin sheet |
| JP2012180444A (en) * | 2011-03-01 | 2012-09-20 | Dic Corp | Radical curable resin composition, and method for curing the same |
| JP2019065245A (en) * | 2017-10-05 | 2019-04-25 | 中国塗料株式会社 | Photocurable resin composition, substrate with coated film and method for producing the same |
| JP7197972B2 (en) | 2017-10-05 | 2022-12-28 | 中国塗料株式会社 | PHOTOCURABLE RESIN COMPOSITION, SUBSTRATE WITH COATING AND METHOD FOR MANUFACTURING SAME |
| CN109810241A (en) * | 2018-12-28 | 2019-05-28 | 郑州轻工业学院 | A kind of flexible polyurethane type amine curing agent and preparation method thereof |
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