JPH0588883B2 - - Google Patents

Info

Publication number

JPH0588883B2

JPH0588883B2 JP8147388A JP8147388A JPH0588883B2 JP H0588883 B2 JPH0588883 B2 JP H0588883B2 JP 8147388 A JP8147388 A JP 8147388A JP 8147388 A JP8147388 A JP 8147388A JP H0588883 B2 JPH0588883 B2 JP H0588883B2

Authority

JP

Japan

Prior art keywords

curing

resin

radical

accelerating

resins

Prior art date

1988-04-01

Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)

Expired - Lifetime

Links

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• 229920005989 resin Polymers 0.000 claims description 26
• 239000011347 resin Substances 0.000 claims description 26
• 229920001567 vinyl ester resin Polymers 0.000 claims description 10
• 238000000034 method Methods 0.000 claims description 8
• GCPWJFKTWGFEHH-UHFFFAOYSA-N acetoacetamide Chemical compound CC(=O)CC(N)=O GCPWJFKTWGFEHH-UHFFFAOYSA-N 0.000 claims description 7
• 229920006337 unsaturated polyester resin Polymers 0.000 claims description 6
• CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 4
• 125000003118 aryl group Chemical group 0.000 claims description 4
• 239000003822 epoxy resin Substances 0.000 claims description 4
• IQYZGBSHBFRNED-UHFFFAOYSA-N n-methyl-3-oxo-n-phenylbutanamide Chemical compound CC(=O)CC(=O)N(C)C1=CC=CC=C1 IQYZGBSHBFRNED-UHFFFAOYSA-N 0.000 claims description 4
• 229920000647 polyepoxide Polymers 0.000 claims description 4
• HCFLZCNIGIOSHP-UHFFFAOYSA-N 2-[n-(3-oxobutanoyl)anilino]ethyl 3-oxobutanoate Chemical compound CC(=O)CC(=O)OCCN(C(=O)CC(C)=O)C1=CC=CC=C1 HCFLZCNIGIOSHP-UHFFFAOYSA-N 0.000 claims description 2
• -1 cobalt organic acid salts Chemical class 0.000 description 11
• PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 10
• 150000003254 radicals Chemical class 0.000 description 9
• IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
• WASQWSOJHCZDFK-UHFFFAOYSA-N diketene Chemical compound C=C1CC(=O)O1 WASQWSOJHCZDFK-UHFFFAOYSA-N 0.000 description 5
• QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 4
• AFBPFSWMIHJQDM-UHFFFAOYSA-N N-methylaniline Chemical compound CNC1=CC=CC=C1 AFBPFSWMIHJQDM-UHFFFAOYSA-N 0.000 description 4
• 230000015572 biosynthetic process Effects 0.000 description 4
• 230000000694 effects Effects 0.000 description 4
• 239000003973 paint Substances 0.000 description 4
• 238000003786 synthesis reaction Methods 0.000 description 4
• NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 3
• DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
• 238000005266 casting Methods 0.000 description 3
• 239000003795 chemical substances by application Substances 0.000 description 3
• 230000006866 deterioration Effects 0.000 description 3
• 239000000203 mixture Substances 0.000 description 3
• 229910052757 nitrogen Inorganic materials 0.000 description 3
• 230000000704 physical effect Effects 0.000 description 3
• 229920000728 polyester Polymers 0.000 description 3
• 150000007519 polyprotic acids Polymers 0.000 description 3
• 229920006395 saturated elastomer Polymers 0.000 description 3
• 150000005846 sugar alcohols Polymers 0.000 description 3
• JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 2
• 230000001133 acceleration Effects 0.000 description 2
• YRKCREAYFQTBPV-UHFFFAOYSA-N acetylacetone Chemical compound CC(=O)CC(C)=O YRKCREAYFQTBPV-UHFFFAOYSA-N 0.000 description 2
• 239000002253 acid Substances 0.000 description 2
• 229920000180 alkyd Polymers 0.000 description 2
• 229910017052 cobalt Inorganic materials 0.000 description 2
• 239000010941 cobalt Substances 0.000 description 2
• 229910001873 dinitrogen Inorganic materials 0.000 description 2
• 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
• 229910052751 metal Inorganic materials 0.000 description 2
• 239000002184 metal Substances 0.000 description 2
• 239000000178 monomer Substances 0.000 description 2
• 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 2
• 239000012779 reinforcing material Substances 0.000 description 2
• KDYFGRWQOYBRFD-UHFFFAOYSA-N succinic acid Chemical compound OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 2
• 238000004383 yellowing Methods 0.000 description 2
• 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
• 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
• OGIQUQKNJJTLSZ-UHFFFAOYSA-N 4-butylaniline Chemical compound CCCCC1=CC=C(N)C=C1 OGIQUQKNJJTLSZ-UHFFFAOYSA-N 0.000 description 1
• 229930185605 Bisphenol Natural products 0.000 description 1
• RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
• OJGMBLNIHDZDGS-UHFFFAOYSA-N N-Ethylaniline Chemical compound CCNC1=CC=CC=C1 OJGMBLNIHDZDGS-UHFFFAOYSA-N 0.000 description 1
• LGRFSURHDFAFJT-UHFFFAOYSA-N Phthalic anhydride Natural products C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 description 1
• 239000004721 Polyphenylene oxide Substances 0.000 description 1
• ACIAHEMYLLBZOI-ZZXKWVIFSA-N Unsaturated alcohol Chemical compound CC\C(CO)=C/C ACIAHEMYLLBZOI-ZZXKWVIFSA-N 0.000 description 1
• DYRDKSSFIWVSNM-UHFFFAOYSA-N acetoacetanilide Chemical compound CC(=O)CC(=O)NC1=CC=CC=C1 DYRDKSSFIWVSNM-UHFFFAOYSA-N 0.000 description 1
• 150000008065 acid anhydrides Chemical class 0.000 description 1
• 150000001252 acrylic acid derivatives Chemical class 0.000 description 1
• 125000003647 acryloyl group Chemical group O=C([*])C([H])=C([H])[H] 0.000 description 1
• 230000001476 alcoholic effect Effects 0.000 description 1
• KXHPPCXNWTUNSB-UHFFFAOYSA-M benzyl(trimethyl)azanium;chloride Chemical compound [Cl-].C[N+](C)(C)CC1=CC=CC=C1 KXHPPCXNWTUNSB-UHFFFAOYSA-M 0.000 description 1
• 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 1
• 238000009835 boiling Methods 0.000 description 1
• JHIWVOJDXOSYLW-UHFFFAOYSA-N butyl 2,2-difluorocyclopropane-1-carboxylate Chemical compound CCCCOC(=O)C1CC1(F)F JHIWVOJDXOSYLW-UHFFFAOYSA-N 0.000 description 1
• 238000006243 chemical reaction Methods 0.000 description 1
• 150000001868 cobalt Chemical class 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
• 229910052802 copper Inorganic materials 0.000 description 1
• 239000010949 copper Substances 0.000 description 1
• 229940120693 copper naphthenate Drugs 0.000 description 1
• SEVNKWFHTNVOLD-UHFFFAOYSA-L copper;3-(4-ethylcyclohexyl)propanoate;3-(3-ethylcyclopentyl)propanoate Chemical compound [Cu+2].CCC1CCC(CCC([O-])=O)C1.CCC1CCC(CCC([O-])=O)CC1 SEVNKWFHTNVOLD-UHFFFAOYSA-L 0.000 description 1
• 230000007797 corrosion Effects 0.000 description 1
• 238000005260 corrosion Methods 0.000 description 1
• 239000013078 crystal Substances 0.000 description 1
• 125000005442 diisocyanate group Chemical group 0.000 description 1
• 238000002845 discoloration Methods 0.000 description 1
• 230000032050 esterification Effects 0.000 description 1
• 238000005886 esterification reaction Methods 0.000 description 1
• 239000000945 filler Substances 0.000 description 1
• 239000007789 gas Substances 0.000 description 1
• 239000003365 glass fiber Substances 0.000 description 1
• LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 description 1
• FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 1
• WPBNNNQJVZRUHP-UHFFFAOYSA-L manganese(2+);methyl n-[[2-(methoxycarbonylcarbamothioylamino)phenyl]carbamothioyl]carbamate;n-[2-(sulfidocarbothioylamino)ethyl]carbamodithioate Chemical compound [Mn+2].[S-]C(=S)NCCNC([S-])=S.COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC WPBNNNQJVZRUHP-UHFFFAOYSA-L 0.000 description 1
• 238000004519 manufacturing process Methods 0.000 description 1
• 150000002739 metals Chemical class 0.000 description 1
• 239000006082 mold release agent Substances 0.000 description 1
• GTWJETSWSUWSEJ-UHFFFAOYSA-N n-benzylaniline Chemical compound C=1C=CC=CC=1CNC1=CC=CC=C1 GTWJETSWSUWSEJ-UHFFFAOYSA-N 0.000 description 1
• AKEYUWUEAXIBTF-UHFFFAOYSA-N n-methylnaphthalen-1-amine Chemical class C1=CC=C2C(NC)=CC=CC2=C1 AKEYUWUEAXIBTF-UHFFFAOYSA-N 0.000 description 1
• 125000004433 nitrogen atom Chemical group N* 0.000 description 1
• 229920003986 novolac Polymers 0.000 description 1
• MLPVBIWIRCKMJV-UHFFFAOYSA-N o-aminoethylbenzene Natural products CCC1=CC=CC=C1N MLPVBIWIRCKMJV-UHFFFAOYSA-N 0.000 description 1
• WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 description 1
• 150000001451 organic peroxides Chemical class 0.000 description 1
• 150000002978 peroxides Chemical class 0.000 description 1
• 229920001225 polyester resin Polymers 0.000 description 1
• 239000004645 polyester resin Substances 0.000 description 1
• 229920000570 polyether Polymers 0.000 description 1
• 229920000642 polymer Polymers 0.000 description 1
• 238000010926 purge Methods 0.000 description 1
• 239000002994 raw material Substances 0.000 description 1
• 238000010992 reflux Methods 0.000 description 1
• 239000002990 reinforced plastic Substances 0.000 description 1
• 230000000630 rising effect Effects 0.000 description 1
• 150000003839 salts Chemical class 0.000 description 1
• 238000003756 stirring Methods 0.000 description 1
• 239000000126 substance Substances 0.000 description 1
• 239000001384 succinic acid Substances 0.000 description 1
• 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
• 229920002554 vinyl polymer Polymers 0.000 description 1