JPH03185021A - Resin composition for gel coat and production of gel coat - Google Patents
Resin composition for gel coat and production of gel coatInfo
- Publication number
- JPH03185021A JPH03185021A JP32435889A JP32435889A JPH03185021A JP H03185021 A JPH03185021 A JP H03185021A JP 32435889 A JP32435889 A JP 32435889A JP 32435889 A JP32435889 A JP 32435889A JP H03185021 A JPH03185021 A JP H03185021A
- Authority
- JP
- Japan
- Prior art keywords
- parts
- pts
- weight
- gel coat
- resin composition
- 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 16
- 238000004519 manufacturing process Methods 0.000 title claims description 4
- 229920006305 unsaturated polyester Polymers 0.000 claims abstract description 19
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical group C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims abstract description 14
- 239000000178 monomer Substances 0.000 claims abstract description 13
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims abstract description 9
- 239000012948 isocyanate Substances 0.000 claims abstract description 6
- -1 isocyanate compound Chemical class 0.000 claims abstract description 5
- 125000005395 methacrylic acid group Chemical group 0.000 claims abstract description 4
- 239000000203 mixture Substances 0.000 abstract description 12
- 238000002156 mixing Methods 0.000 abstract description 6
- 239000002928 artificial marble Substances 0.000 abstract description 5
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 13
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 12
- 239000002253 acid Substances 0.000 description 11
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 7
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 6
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 6
- 150000007519 polyprotic acids Polymers 0.000 description 6
- 229920006337 unsaturated polyester resin Polymers 0.000 description 6
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 5
- 238000001723 curing Methods 0.000 description 5
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 4
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 4
- 239000011248 coating agent Substances 0.000 description 4
- 239000010410 layer Substances 0.000 description 4
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- TXBCBTDQIULDIA-UHFFFAOYSA-N 2-[[3-hydroxy-2,2-bis(hydroxymethyl)propoxy]methyl]-2-(hydroxymethyl)propane-1,3-diol Chemical compound OCC(CO)(CO)COCC(CO)(CO)CO TXBCBTDQIULDIA-UHFFFAOYSA-N 0.000 description 3
- 150000001298 alcohols Chemical class 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 238000001816 cooling Methods 0.000 description 3
- 239000000843 powder Substances 0.000 description 3
- 238000003786 synthesis reaction 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
- 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 2
- 229910002012 Aerosil® Inorganic materials 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- GUUVPOWQJOLRAS-UHFFFAOYSA-N Diphenyl disulfide Chemical compound C=1C=CC=CC=1SSC1=CC=CC=C1 GUUVPOWQJOLRAS-UHFFFAOYSA-N 0.000 description 2
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 2
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 2
- YRKCREAYFQTBPV-UHFFFAOYSA-N acetylacetone Chemical compound CC(=O)CC(C)=O YRKCREAYFQTBPV-UHFFFAOYSA-N 0.000 description 2
- 150000008065 acid anhydrides Chemical class 0.000 description 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
- ISAOCJYIOMOJEB-UHFFFAOYSA-N benzoin Chemical compound C=1C=CC=CC=1C(O)C(=O)C1=CC=CC=C1 ISAOCJYIOMOJEB-UHFFFAOYSA-N 0.000 description 2
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- YCIMNLLNPGFGHC-UHFFFAOYSA-N catechol Chemical compound OC1=CC=CC=C1O YCIMNLLNPGFGHC-UHFFFAOYSA-N 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 238000000576 coating method Methods 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 229910001873 dinitrogen Inorganic materials 0.000 description 2
- 239000000945 filler Substances 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 239000003999 initiator Substances 0.000 description 2
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 229910052751 metal Inorganic materials 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
- BDJRBEYXGGNYIS-UHFFFAOYSA-N nonanedioic acid Chemical compound OC(=O)CCCCCCCC(O)=O BDJRBEYXGGNYIS-UHFFFAOYSA-N 0.000 description 2
- 150000001451 organic peroxides Chemical class 0.000 description 2
- 239000003973 paint Substances 0.000 description 2
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 2
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 2
- 230000000704 physical effect Effects 0.000 description 2
- 239000000377 silicon dioxide Substances 0.000 description 2
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 2
- ARCGXLSVLAOJQL-UHFFFAOYSA-N trimellitic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C(C(O)=O)=C1 ARCGXLSVLAOJQL-UHFFFAOYSA-N 0.000 description 2
- MUTGBJKUEZFXGO-OLQVQODUSA-N (3as,7ar)-3a,4,5,6,7,7a-hexahydro-2-benzofuran-1,3-dione Chemical compound C1CCC[C@@H]2C(=O)OC(=O)[C@@H]21 MUTGBJKUEZFXGO-OLQVQODUSA-N 0.000 description 1
- KMOUUZVZFBCRAM-OLQVQODUSA-N (3as,7ar)-3a,4,7,7a-tetrahydro-2-benzofuran-1,3-dione Chemical compound C1C=CC[C@@H]2C(=O)OC(=O)[C@@H]21 KMOUUZVZFBCRAM-OLQVQODUSA-N 0.000 description 1
- MSAHTMIQULFMRG-UHFFFAOYSA-N 1,2-diphenyl-2-propan-2-yloxyethanone Chemical compound C=1C=CC=CC=1C(OC(C)C)C(=O)C1=CC=CC=C1 MSAHTMIQULFMRG-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
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 description 1
- SFRDXVJWXWOTEW-UHFFFAOYSA-N 2-(hydroxymethyl)propane-1,3-diol Chemical compound OCC(CO)CO SFRDXVJWXWOTEW-UHFFFAOYSA-N 0.000 description 1
- SBYMUDUGTIKLCR-UHFFFAOYSA-N 2-chloroethenylbenzene Chemical compound ClC=CC1=CC=CC=C1 SBYMUDUGTIKLCR-UHFFFAOYSA-N 0.000 description 1
- CIMHWOQDOOMOEV-UHFFFAOYSA-N 2-cyclohexyloxy-1,2-diphenylethanone Chemical compound C=1C=CC=CC=1C(=O)C(C=1C=CC=CC=1)OC1CCCCC1 CIMHWOQDOOMOEV-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
- 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
- JQVCWTVKYXRRDG-UHFFFAOYSA-N 2-pentan-2-yloxy-1,2-diphenylethanone Chemical compound CC(CCC)OC(C(C1=CC=CC=C1)=O)C1=CC=CC=C1 JQVCWTVKYXRRDG-UHFFFAOYSA-N 0.000 description 1
- XIRDTMSOGDWMOX-UHFFFAOYSA-N 3,4,5,6-tetrabromophthalic acid Chemical compound OC(=O)C1=C(Br)C(Br)=C(Br)C(Br)=C1C(O)=O XIRDTMSOGDWMOX-UHFFFAOYSA-N 0.000 description 1
- WZHHYIOUKQNLQM-UHFFFAOYSA-N 3,4,5,6-tetrachlorophthalic acid Chemical compound OC(=O)C1=C(Cl)C(Cl)=C(Cl)C(Cl)=C1C(O)=O WZHHYIOUKQNLQM-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
- HRBVVYGEHUSYEV-UHFFFAOYSA-N 3-anthracen-1-ylfuran-2,5-dione Chemical class O=C1OC(=O)C(C=2C3=CC4=CC=CC=C4C=C3C=CC=2)=C1 HRBVVYGEHUSYEV-UHFFFAOYSA-N 0.000 description 1
- UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 description 1
- KNDQHSIWLOJIGP-UHFFFAOYSA-N 826-62-0 Chemical compound C1C2C3C(=O)OC(=O)C3C1C=C2 KNDQHSIWLOJIGP-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
- NLZUEZXRPGMBCV-UHFFFAOYSA-N Butylhydroxytoluene Chemical compound CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 NLZUEZXRPGMBCV-UHFFFAOYSA-N 0.000 description 1
- 239000005057 Hexamethylene diisocyanate Substances 0.000 description 1
- 239000005058 Isophorone 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
- JLTDJTHDQAWBAV-UHFFFAOYSA-N N,N-dimethylaniline Chemical compound CN(C)C1=CC=CC=C1 JLTDJTHDQAWBAV-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
- 241001234572 Polycera Species 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- 235000000126 Styrax benzoin Nutrition 0.000 description 1
- 244000028419 Styrax benzoin Species 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 1
- 235000008411 Sumatra benzointree Nutrition 0.000 description 1
- QHWKHLYUUZGSCW-UHFFFAOYSA-N Tetrabromophthalic anhydride Chemical compound BrC1=C(Br)C(Br)=C2C(=O)OC(=O)C2=C1Br QHWKHLYUUZGSCW-UHFFFAOYSA-N 0.000 description 1
- 235000010724 Wisteria floribunda Nutrition 0.000 description 1
- NBICYCZLCAMSBG-UHFFFAOYSA-L [Co+2].CCCCCC=CC([O-])=O.CCCCCC=CC([O-])=O Chemical compound [Co+2].CCCCCC=CC([O-])=O.CCCCCC=CC([O-])=O NBICYCZLCAMSBG-UHFFFAOYSA-L 0.000 description 1
- 239000006096 absorbing agent Substances 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 239000001361 adipic acid Substances 0.000 description 1
- 235000011037 adipic acid Nutrition 0.000 description 1
- ZOJBYZNEUISWFT-UHFFFAOYSA-N allyl isothiocyanate Chemical class C=CCN=C=S ZOJBYZNEUISWFT-UHFFFAOYSA-N 0.000 description 1
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 150000008064 anhydrides Chemical class 0.000 description 1
- 239000002518 antifoaming agent Substances 0.000 description 1
- 239000010425 asbestos Substances 0.000 description 1
- 229960002130 benzoin Drugs 0.000 description 1
- 235000019400 benzoyl peroxide Nutrition 0.000 description 1
- CADWTSSKOVRVJC-UHFFFAOYSA-N benzyl(dimethyl)azanium;chloride Chemical compound [Cl-].C[NH+](C)CC1=CC=CC=C1 CADWTSSKOVRVJC-UHFFFAOYSA-N 0.000 description 1
- OWBTYPJTUOEWEK-UHFFFAOYSA-N butane-2,3-diol Chemical compound CC(O)C(C)O OWBTYPJTUOEWEK-UHFFFAOYSA-N 0.000 description 1
- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 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
- HNEGQIOMVPPMNR-IHWYPQMZSA-N citraconic acid Chemical compound OC(=O)C(/C)=C\C(O)=O HNEGQIOMVPPMNR-IHWYPQMZSA-N 0.000 description 1
- 229940018557 citraconic acid Drugs 0.000 description 1
- 238000006482 condensation reaction Methods 0.000 description 1
- IFDVQVHZEKPUSC-UHFFFAOYSA-N cyclohex-3-ene-1,2-dicarboxylic acid Chemical compound OC(=O)C1CCC=CC1C(O)=O IFDVQVHZEKPUSC-UHFFFAOYSA-N 0.000 description 1
- QSAWQNUELGIYBC-UHFFFAOYSA-N cyclohexane-1,2-dicarboxylic acid Chemical compound OC(=O)C1CCCCC1C(O)=O QSAWQNUELGIYBC-UHFFFAOYSA-N 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 238000006297 dehydration reaction Methods 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 125000005442 diisocyanate group Chemical group 0.000 description 1
- 125000006182 dimethyl benzyl group Chemical group 0.000 description 1
- 150000002009 diols Chemical class 0.000 description 1
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000001227 electron beam curing Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 239000011152 fibreglass Substances 0.000 description 1
- 239000001530 fumaric acid Substances 0.000 description 1
- 238000012812 general test Methods 0.000 description 1
- 239000003365 glass fiber Substances 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- 235000019382 gum benzoic Nutrition 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 1
- VLKZOEOYAKHREP-UHFFFAOYSA-N hexane Substances CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 150000002513 isocyanates Chemical class 0.000 description 1
- 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 1
- 239000007788 liquid Substances 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 1
- 239000011259 mixed solution Substances 0.000 description 1
- 238000012821 model calculation Methods 0.000 description 1
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 1
- 238000000016 photochemical curing Methods 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 239000005056 polyisocyanate Substances 0.000 description 1
- 229920001228 polyisocyanate Polymers 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- HJWLCRVIBGQPNF-UHFFFAOYSA-N prop-2-enylbenzene Chemical compound C=CCC1=CC=CC=C1 HJWLCRVIBGQPNF-UHFFFAOYSA-N 0.000 description 1
- 239000011241 protective layer Substances 0.000 description 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 1
- 229910052895 riebeckite Inorganic materials 0.000 description 1
- 230000035939 shock Effects 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 238000007592 spray painting technique Methods 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- AUHHYELHRWCWEZ-UHFFFAOYSA-N tetrachlorophthalic anhydride Chemical compound ClC1=C(Cl)C(Cl)=C2C(=O)OC(=O)C2=C1Cl AUHHYELHRWCWEZ-UHFFFAOYSA-N 0.000 description 1
- UFDHBDMSHIXOKF-UHFFFAOYSA-N tetrahydrophthalic acid Natural products OC(=O)C1=C(C(O)=O)CCCC1 UFDHBDMSHIXOKF-UHFFFAOYSA-N 0.000 description 1
- 239000013008 thixotropic agent Substances 0.000 description 1
- 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 1
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
- SRPWOOOHEPICQU-UHFFFAOYSA-N trimellitic anhydride Chemical compound OC(=O)C1=CC=C2C(=O)OC(=O)C2=C1 SRPWOOOHEPICQU-UHFFFAOYSA-N 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Polyurethanes Or Polyureas (AREA)
- Paints Or Removers (AREA)
Abstract
Description
【発明の詳細な説明】
〔産業上の利用分野〕
本発明はゲルコート用樹脂組成物に関し、さらに詳しく
は得られる硬化物が硬質で、かつ耐クラツク性に優れた
ゲルコート用樹脂組成物およびこれを用いたゲルコート
の製造法に関する。DETAILED DESCRIPTION OF THE INVENTION [Field of Industrial Application] The present invention relates to a resin composition for gel coats, and more particularly, to a resin composition for gel coats in which the obtained cured product is hard and has excellent crack resistance, and The present invention relates to a method for producing the gel coat used.
従来、ゲルコートは、不飽和ポリエステル樹脂とガラス
繊維からなる成形物（以下、ＦＲＰと略す）や不飽和ポ
リエステル様樹脂組成物と各種充填剤からなる人造大理
石などの装飾性を高め、保護、美観等を向上させる目的
で幅広く使用されている。通常、成形型の表面にゲルコ
ート用樹脂組成物を０．１〜０．５ ａａ程度の厚さに
塗装、硬化してゲルコートを得、その上に前述したＦＲ
Ｐや人造大理石を積層または注型し、硬化した後、脱型
して成形品を得る。こうして得られた成形品は、大きい
ものでは船舶、ボートなど、住宅機器では浴槽、浴室ユ
ニット、壁材など、厨房機器ではキッチンカウンタ、洗
面台などに用いられている。Conventionally, gel coats have been used to enhance the decorativeness of molded products made of unsaturated polyester resin and glass fiber (hereinafter abbreviated as FRP) and artificial marble made of unsaturated polyester-like resin compositions and various fillers, and to provide protection, aesthetics, etc. It is widely used to improve Usually, a gel coat resin composition is coated on the surface of a mold to a thickness of about 0.1 to 0.5 aa and cured to obtain a gel coat, and then the above-mentioned FR
P or artificial marble is laminated or cast, and after hardening, the mold is removed to obtain a molded product. The molded products obtained in this way are used for large items such as ships and boats, for residential equipment such as bathtubs, bathroom units, and wall materials, and for kitchen equipment such as kitchen counters and washstands.
しかしながら、これらの成形品は、取扱い時や使用時に
発生するすり傷、欠けなどによって美観を損なうとその
商品価値が半減するため、その対策としてゲルコート表
面の硬度を上げる手段がとられている。例えば、表面硬
度の必要な成形品にはハードコート剤と呼ばれるアクリ
ル系、シリコン系等の塗料を塗布して硬化し、耐擦傷性
の向上が図られている。しかし、ハードコート剤の硬化
は紫外線または電子線硬化によらなければならず、これ
ら活性エネルギー線の照射装置が高価であること、ハー
ドコート剤が０．１ｍｍ以下の膜厚で塗布されるため、
異物やゴミの存在をきらい作業場全体をクリーンルーム
化する必要があること、作業工程が１工程増加すること
などの理由から広く利用されていないのが現状である。However, if these molded products lose their aesthetic appearance due to scratches or chips that occur during handling or use, their commercial value will be halved, so as a countermeasure, measures have been taken to increase the hardness of the gel coat surface. For example, molded products that require surface hardness are coated with acrylic, silicone, or other paints called hard coat agents and cured to improve scratch resistance. However, the hard coating agent must be cured by ultraviolet rays or electron beam curing, and the irradiation equipment for these active energy rays is expensive, and the hard coating agent is applied with a film thickness of 0.1 mm or less.
Currently, this method is not widely used because of the need to turn the entire workplace into a clean room due to the presence of foreign objects and dirt, and because it adds one additional work step.
また特開昭６３−１０８０５５号公報などに示されるよ
うに、不飽和ポリエステル、スチレンモノマおよび多官
能アクリル系化合物を組合わせたゲルコート層の硬質化
が検討されている。しかし、これらの方法では硬さの向
上は図れるが、住宅機器、厨房用品では不可欠の冷熱サ
イクルおよび経時によるクラックの発生が見られる。ク
ランクの発生は、上記成形品においては致命的欠陥とな
り商品価値が全くなくなるため、クランク防止のために
硬度を犠牲にして実質的な大幅な硬度アップが図られて
いないのが現状である。Furthermore, as shown in Japanese Patent Application Laid-Open No. 63-108055, studies have been made to harden gel coat layers that combine unsaturated polyesters, styrene monomers, and polyfunctional acrylic compounds. However, although these methods can improve hardness, cracks occur due to the heating and cooling cycles that are essential for housing equipment and kitchen appliances and over time. The occurrence of cranks becomes a fatal defect in the above-mentioned molded products, and the commercial value is completely lost, so at present no efforts have been made to substantially increase the hardness at the cost of sacrificing hardness in order to prevent cranks.
本発明の目的は、前記従来技術の問題点を解決し、成形
品の表面硬度を高め、かつ硬化物の耐クラツク性に優れ
たゲルコート樹脂組成物を提供することにある。An object of the present invention is to provide a gel coat resin composition that solves the problems of the prior art, increases the surface hardness of molded articles, and exhibits excellent crack resistance of the cured product.
本発明は、（＾）不飽和基当量１５０〜３５０の不飽和
ポリエステルを１０〜４０重量部、（Ｂ）スチレンモノ
マおよび／またはその誘導体を１０〜４０重量部、（Ｃ
）アクリルモノマおよび／またはメタアクリルモノマを
２０〜８０重量部［（Ａ）、（Ｂ）および（Ｃ）はこの
重量部の範囲内で総量が１００重量部となる量で用いら
れる）ならびに（Ｄ）イソシアネート化合物を（Ａ）
、（Ｂ）および（Ｃ）の総量１００重量部に対して０．
５〜２０重量部含んでなるゲルコート用樹脂組成物およ
びこの組成物を用いたゲルコートの製造法に関する。The present invention comprises (^) 10 to 40 parts by weight of an unsaturated polyester having an unsaturated group equivalent of 150 to 350, (B) 10 to 40 parts by weight of a styrene monomer and/or its derivative, (C
) 20 to 80 parts by weight of acrylic monomer and/or methacrylic monomer [(A), (B) and (C) are used in an amount within this weight part range for a total amount of 100 parts by weight) and (D ) isocyanate compound (A)
, (B) and (C) per 100 parts by weight.
The present invention relates to a gel coat resin composition containing 5 to 20 parts by weight, and a method for producing a gel coat using this composition.
本発明に用いられる不飽和ポリエステル（Ａ）は、不飽
和基当１１５０〜３５０、好ましくは１６０〜３３０の
範囲のものであり、不飽和二塩基酸および／またはその
酸無水物と必要に応じて用いられるその他の多塩基酸と
を含む酸成分と、アルコール成分とを公知の方法で合成
して得られる。The unsaturated polyester (A) used in the present invention has an unsaturated group weight of 1150 to 350, preferably 160 to 330, and is optionally combined with an unsaturated dibasic acid and/or an acid anhydride thereof. It is obtained by synthesizing an acid component containing the other polybasic acid to be used and an alcohol component by a known method.
不飽和二塩基酸および／またはその酸無水物としては、
マレイン酸、フマール酸、イタコン酸、シトラコン酸、
無水マレイン酸などが挙げられる。As the unsaturated dibasic acid and/or its acid anhydride,
maleic acid, fumaric acid, itaconic acid, citraconic acid,
Examples include maleic anhydride.
これらは２種以上を併用してもよい。Two or more of these may be used in combination.
必要に応じて用いられるその他の多塩基酸としては、フ
タル酸、無水フタル酸、イソフタル酸、テレフタル酸、
トリメリット酸、無水トリメリ・ント酸、こはく酸、ア
ゼライン酸、アジピン酸、テトラヒドロフタル酸、テト
ラヒドロ無水フタル酸、ヘキサヒドロフタル酸、ヘキサ
ヒドロ無水フタル酸、エンドメチレンテトラヒドロ無水
フタル酸、アントラセン−無水マレイン酸付加物、ロジ
ン−無水マレイン酸付加物、ヘット酸、無水へ・ント酸
、テトラクロロフタル酸、テトラクロロ無水フタル酸等
の塩素化多塩基酸、テトラブロモフタル酸、テトラブロ
モ無水フタル酸等のハロゲン化多塩基酸などが挙げられ
る。これらは２種以上併用してもよい。Other polybasic acids that may be used as necessary include phthalic acid, phthalic anhydride, isophthalic acid, terephthalic acid,
Trimellitic acid, trimellitic anhydride, succinic acid, azelaic acid, adipic acid, tetrahydrophthalic acid, tetrahydrophthalic anhydride, hexahydrophthalic acid, hexahydrophthalic anhydride, endomethylenetetrahydrophthalic anhydride, anthracene-maleic anhydride Adducts, rosin-maleic anhydride adducts, chlorinated polybasic acids such as rosin-maleic anhydride, het-acid, hematic anhydride, tetrachlorophthalic acid, tetrachlorophthalic anhydride, halogens such as tetrabromophthalic acid, tetrabromophthalic anhydride, etc. Examples include polybasic acids. Two or more of these may be used in combination.
アルコール成分としては、エチレングリコール、ジエチ
レングリコール、プロピレングリコール、ジプロピレン
グリコール、１，３−ブタンジオール、１，４−ブタン
ジオール、２．３−ブタンジオール、１．５−ベンタン
ジオール、１．６−ヘキサンジオール、トリエチレング
リコール、ネオペンチルグリコール等の二価アルコール
、グリセリン、トリメチロールプロパン等の三価アルコ
ール、ヘンタエリスリトール等の四価アルコールなどを
使用することができる。Alcohol components include ethylene glycol, diethylene glycol, propylene glycol, dipropylene glycol, 1,3-butanediol, 1,4-butanediol, 2.3-butanediol, 1.5-bentanediol, 1.6-hexane. Diols, dihydric alcohols such as triethylene glycol and neopentyl glycol, trihydric alcohols such as glycerin and trimethylolpropane, and tetrahydric alcohols such as hentaerythritol can be used.
上記の酸成分とアルコール成分の反応は、主に縮合反応
を進めることにより行われ、両成分が反応する際に生ず
る水などの低分子を系外へ脱離させることにより進行す
る。The reaction between the acid component and the alcohol component described above is mainly carried out by proceeding with a condensation reaction, and proceeds by eliminating low molecules such as water produced when both components react to the outside of the system.
不飽和ポリエステルの不飽和基当量は、使用する材料の
配合比により調整することができる。本発明における不
飽和基当量とは、不飽和ポリエステル合成において用い
られる酸成分およびアルコール成分の仕込モル組成から
計算される値であり、仕込んだ酸成分とアルコール成分
との全重量から、酸成分とアルコール成分とが１＝１の
モル比で反応し、それに相当する水が脱離するとして減
じた値を、不飽和ポリエステル中に含まれる不飽和基の
数（用いた不飽和多塩基酸のモル数）で除して得られる
。この値は、通常行われる過剰に仕込まれた酸成分やア
ルコール成分に関する脱水反応を無視したモデル計算値
である。例えば、無水マレイン酸１．０モル、プロピレ
ングリコール１．１０モルのアルコール０．１モル過剰
で反応させて得られる不飽和ポリエステルの不飽和基当
量は、（（９８，１ｘｌ、Ｏ）＋（７６，１ｘ１．１０
）−１８，０）÷１．０ ＝１６３．８として計算され
る。The unsaturated group equivalent of the unsaturated polyester can be adjusted by adjusting the blending ratio of the materials used. The unsaturated group equivalent in the present invention is a value calculated from the charged molar composition of the acid component and alcohol component used in unsaturated polyester synthesis, and is calculated from the total weight of the charged acid component and alcohol component. The number of unsaturated groups contained in the unsaturated polyester (the number of unsaturated groups in the unsaturated polybasic acid used) is calculated based on the number of unsaturated groups contained in the unsaturated polyester (moles of the unsaturated polybasic acid used). number). This value is a model calculation value that ignores the dehydration reaction related to the acid component and alcohol component that are normally carried out in excess. For example, the unsaturated group equivalent of an unsaturated polyester obtained by reacting 1.0 mol of maleic anhydride and 1.10 mol of propylene glycol with a 0.1 mol excess of alcohol is ((98,1xl, O) + (76 ,1x1.10
)−18,0)÷1.0=163.8.
不飽和ポリエステル（Ａ）に後述する（Ｂ）成分および
（Ｃ）成分を添加することによって不飽和ポリエステル
樹脂組成物が得られる。不飽和ポリエステル（Ａ）の配
合量は、１０〜４０重量部、好ましくは１０〜３０！！
１部の範囲である。この量が１０重量部未満では、組成
物の硬化性および造膜性が低下し、また４０重量部を超
えると得られるゲルコートの硬度が低下する。An unsaturated polyester resin composition can be obtained by adding components (B) and (C) described later to unsaturated polyester (A). The blending amount of the unsaturated polyester (A) is 10 to 40 parts by weight, preferably 10 to 30 parts by weight! !
The range is 1 part. If this amount is less than 10 parts by weight, the curability and film-forming properties of the composition will decrease, and if it exceeds 40 parts by weight, the hardness of the gel coat obtained will decrease.
本発明に用いられるスチレンおよび／またはその誘導体
（Ｂ）としては、スチレン、ビニルトルエン、α−メチ
ルスチレン、クロルスチレン、ジビニルベンゼンなどが
挙げられる。該スチレンおよび／またはその誘導体の配
合量は、１０〜４０重量部、好ましくは２０〜４０重量
部の範囲である。Examples of styrene and/or its derivative (B) used in the present invention include styrene, vinyltoluene, α-methylstyrene, chlorostyrene, divinylbenzene, and the like. The amount of styrene and/or its derivatives is in the range of 10 to 40 parts by weight, preferably 20 to 40 parts by weight.
この量が１０重量部未満では組成物の粘度が高くなりす
ぎ、また硬化性および耐薬品性が低下する。If this amount is less than 10 parts by weight, the viscosity of the composition will become too high and the curability and chemical resistance will decrease.
また４０重量部を超えると高硬度の膜が得られない。Moreover, if it exceeds 40 parts by weight, a highly hard film cannot be obtained.
本発明に用いられるアクリルモノマおよび／またはメタ
アクリルモノマ（これらを（メタ）アクリルモノマと略
称する、以下同じ）（Ｃ）としては、トリメチロールプ
ロパントリ （メタ）アクリレート、ペンタエリスリト
ールトリ（メタ）アクリレート、トリメチロールメタン
トリ （メタ）アクリレート、ペンタエリスリトールテ
トラ（メタ）アクリレート、ジペンタエリスリトールテ
トラ（メタ）アクリレート、ジペンタエリスリトールペ
ンタ（メタ）アクリレート、ジペンタエリスリトールヘ
キサ（メタ）アクリレート、エチレングリコールジ（メ
タ）アクリレート、プロピレングリコールジ（メタ）ア
クリレート、１．６−ヘキサンシオールジ（メタ）アク
リレート、ｌ、３−ブタンジオールジ（メタ）アクリレ
ート、ジエチレングリコールジ（メタ）アクリレートな
どが挙げられる。これらは組合わせて使用してもよい。The acrylic monomer and/or methacrylic monomer (hereinafter referred to as (meth)acrylic monomer) used in the present invention (C) includes trimethylolpropane tri(meth)acrylate, pentaerythritol tri(meth)acrylate , trimethylolmethane tri(meth)acrylate, pentaerythritol tetra(meth)acrylate, dipentaerythritol tetra(meth)acrylate, dipentaerythritol penta(meth)acrylate, dipentaerythritol hexa(meth)acrylate, ethylene glycol di(meth)acrylate ) acrylate, propylene glycol di(meth)acrylate, 1,6-hexanethiol di(meth)acrylate, 1,3-butanediol di(meth)acrylate, diethylene glycol di(meth)acrylate, and the like. These may be used in combination.
該モノマ（Ｃ）の配合量は、２０〜８０重量部、好まし
くは３０〜７０重量部の範囲である。この量が２０重量
部未満では高硬度の膜が得られず、また８０重量部を超
えると作業性が劣る。The blending amount of the monomer (C) is in the range of 20 to 80 parts by weight, preferably 30 to 70 parts by weight. If this amount is less than 20 parts by weight, a highly hard film cannot be obtained, and if it exceeds 80 parts by weight, workability will be poor.
本発明に用いられるイソシアネート化合物（Ｄ）は、ク
ランクを防止する目的で用いられ、トリレンジイソシア
ネート、ジフェニルメタンジイソシアネート、イソフォ
ロンジイソシアネート、ヘキサメチレンジイソシアネー
トなどのジイソシアネート、日本ポリウレタン社製商品
名コロネートし、コロネート）（Ｌ、コロネート２０３
０等、旭化戒工業社製商品名デュラネー）２４Ａ−１０
０等のポリイソシアネートなどが用いられる。これらは
組合わせて使用してもよい。イソシアネート（Ｄ〉の配
合量は、前記（Ａ） 、（Ｂ）および（Ｃ）の総量１０
０重量部に対して０．５〜２０重量部、好ましくは２〜
１５重量部の範囲である。この量が０．５重量部未満で
はクラックの防止が図れず、また２０重量部を超えると
着色性および作業性が低下する。The isocyanate compound (D) used in the present invention is used for the purpose of preventing cranking, and is diisocyanate such as tolylene diisocyanate, diphenylmethane diisocyanate, isophorone diisocyanate, hexamethylene diisocyanate, and the product name Coronate manufactured by Nippon Polyurethane Co., Ltd. (Coronate). (L, Coronate 203
0th grade, manufactured by Asahi Kakai Kogyo Co., Ltd. (trade name: Dulane) 24A-10
Polyisocyanate such as No. 0 is used. These may be used in combination. The blending amount of isocyanate (D) is the total amount of (A), (B) and (C) above 10
0.5 to 20 parts by weight, preferably 2 to 0 parts by weight
The range is 15 parts by weight. If this amount is less than 0.5 parts by weight, cracks cannot be prevented, and if it exceeds 20 parts by weight, colorability and workability will deteriorate.
本発明のゲルコート用樹脂組成物には、必要に応じハイ
ドロキノン、ピロカテコール、２．６−ジ−ターシャリ
−ブチルパラクレゾール等の重合禁止剤が加えられ、メ
チルエチルケトンパーオキサイド、ベンゾイルパーオキ
サイド、クメンハイドロパーオキサイド、ラウロイルパ
ーオキサイド等の有機過酸化物触媒などによって硬化さ
れる。Polymerization inhibitors such as hydroquinone, pyrocatechol, and 2,6-di-tert-butyl para-cresol are added to the gel coat resin composition of the present invention, and methyl ethyl ketone peroxide, benzoyl peroxide, and cumene hydroperoxide are added to the gel coat resin composition of the present invention. Cured by organic peroxide catalysts such as oxide and lauroyl peroxide.
この際には、ナフテン酸コバルト、オクテン酸コバルト
等の金属石けん類、ジメチルベンジルアンモニウムクロ
ライド等の第四級アンモニウム塩、アセチルアセトン等
のβ−ジケトン類、ジメチルアニリン、Ｎ−エチル−メ
タトルイジン、トリエタノ−ルアξン等のアミン類など
の硬化促進剤を併用して用いることができる。In this case, metal soaps such as cobalt naphthenate and cobalt octenoate, quaternary ammonium salts such as dimethylbenzylammonium chloride, β-diketones such as acetylacetone, dimethylaniline, N-ethyl-meth-toluidine, triethanolate, etc. A curing accelerator such as amines such as luane can be used in combination.
また本発明の組成物は、光重合開始剤、例えばジフェニ
ルジスルフィド、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−ｎ−プロ
ピルエーテル、ベンゾインイソプロピルエーテル、ベン
ゾイン−３ｅｃ−ブチルエーテル、ベンゾイン−２−ペ
ンチルエーテル、ベンゾインシクロヘキシルエーテル、
ジメチルベンジルケタール等を使用して光硬化させるこ
ともできる。これらの光重合開始剤と前記有機過酸化物
とを併用してもよい。The composition of the present invention can also be used as a photopolymerization initiator, such as diphenyl disulfide, benzoin, benzoin methyl ether, benzoin ethyl ether, benzoin-n-propyl ether, benzoin isopropyl ether, benzoin-3ec-butyl ether, benzoin-2-pentyl ether. , benzoin cyclohexyl ether,
Photocuring can also be carried out using dimethylbenzyl ketal or the like. These photopolymerization initiators and the organic peroxide may be used in combination.
また本発明の組成物には、必要に応じて染料、可塑剤、
紫外線吸収剤、シリカ粉、アスベスト粉、水素化しマシ
油、脂肪酸アマイド等の公知の揺変剤、充填剤、安定剤
、消泡剤、レベリング剤等の各種添加剤を配合してもよ
い。The composition of the present invention may also contain dyes, plasticizers,
Various additives such as ultraviolet absorbers, silica powder, asbestos powder, hydrogenated mustard oil, known thixotropic agents such as fatty acid amide, fillers, stabilizers, antifoaming agents, and leveling agents may be blended.
本発明になるゲルコート用樹脂組成物を成形型の表面に
塗布、硬化してゲルコートが得られる。A gel coat is obtained by applying the resin composition for gel coat according to the present invention to the surface of a mold and curing it.
この上にＦＲＰ、人造大理石を積層または注型し、硬化
後、脱型してゲルコートを有する成形品が得られる。On top of this, FRP or artificial marble is laminated or cast, and after curing, the mold is removed to obtain a molded product having a gel coat.
以下、本発明を実施例により詳しく説明する。 Hereinafter, the present invention will be explained in detail with reference to Examples.
なお、下記例中、部とあるのは重量部を意味する。In addition, in the following examples, parts mean parts by weight.
（１）不飽和ポリエステル（１）の合成撹拌機、コンデ
ンサ、窒素ガス導入管、温度計を取付けた２１の４つロ
フラスコに無水マレイン酸９８１部およびプロピレング
リコール８３７部を仕込み、窒素ガスをゆっくり流しな
がらマントルヒータを用いて１時間で１５０°Ｃに昇温
し、さらに４時間かけて２００″Ｃに昇温した。その温
度に約７時間保温して酸価３５で不飽和基当量１６３．
８の不飽和ポリエステル（１）を得た。(1) Synthesis of unsaturated polyester (1) 981 parts of maleic anhydride and 837 parts of propylene glycol were charged into a 4-bottle flask (No. 21) equipped with a stirrer, a condenser, a nitrogen gas inlet tube, and a thermometer, and nitrogen gas was slowly introduced into the flask. Using a mantle heater, the temperature was raised to 150°C in 1 hour, and then to 200°C over 4 hours.The temperature was maintained at that temperature for about 7 hours, and the acid value was 35 and the unsaturated group equivalent was 163.
8 unsaturated polyester (1) was obtained.
（２）不飽和ポリエステル（Ｉ［）の合成撹拌機、コン
デンサ、窒素ガス導入管、温度計を取付けた２１４つロ
フラスコにイソフタル酸４９８部およびプロピレングリ
コール７９８部を仕込み、窒素ガスをゆっくり流しなが
らマントルヒータを用いて１時間で１５０°Ｃに昇温し
、さらに６時間かけて２１０°Ｃに昇温した。その温度
で約６時間保温した。酸価は９．５であった。次いでフ
ラスコ内温度を１００″Ｃに冷却した後、無水マレイン
酸６８６部を仕込み、マントルヒータで１５０″Ｃに昇
温し、さらに３時間をかけて２１０°Ｃに昇温した。そ
の温度に約７時間保温して酸価２２で不飽和基当量２５
０の不飽和ポリエステル（■）を得た。(2) Synthesis of unsaturated polyester (I The temperature was raised to 150°C in 1 hour using a heater, and then to 210°C over 6 hours. It was kept at that temperature for about 6 hours. The acid value was 9.5. Next, after cooling the temperature inside the flask to 100''C, 686 parts of maleic anhydride was charged, and the temperature was raised to 150''C using a mantle heater, and further to 210°C over 3 hours. When kept at that temperature for about 7 hours, the acid value is 22 and the unsaturated group equivalent is 25.
0 unsaturated polyester (■) was obtained.
実施例■〜４および比較例１〜３
第１表に示す配合量の不飽和ポリエステル（Ｉ）または
不飽和ポリエステル（Ｕ）を、それぞれ第１表に示す量
のスチレンおよび（メタ）アクリルモノマの混合液に溶
解し、不飽和ポリエステル樹脂組成物を得た。次いでこ
の不飽和ポリエステル樹脂組放物１００部に対し、ヒド
ロキノン０゜００５部、アエロジル＃２００（シリカ粉
、日本アエロジル社製）２．５部およびナフテン酸コバ
ルト（金属分６重量％）０．１部を加え、さらにこれに
第１表に示したインシアネートおよび硬化触媒としてバ
ーメックＮ（５５重量％メチルエチルケトンパーオキサ
イド、日本油脂社製）１．０部を加えて混合し、ゲルコ
ート用樹脂組成物を調製した。Examples ■ to 4 and Comparative Examples 1 to 3 Unsaturated polyester (I) or unsaturated polyester (U) in the amounts shown in Table 1 was mixed with styrene and (meth)acrylic monomers in the amounts shown in Table 1, respectively. It was dissolved in the mixed solution to obtain an unsaturated polyester resin composition. Next, to 100 parts of this unsaturated polyester resin composition, 0.005 parts of hydroquinone, 2.5 parts of Aerosil #200 (silica powder, manufactured by Nippon Aerosil Co., Ltd.) and 0.1 parts of cobalt naphthenate (metal content: 6% by weight) were added. 1.0 parts of incyanate shown in Table 1 and 1.0 part of Vermec N (55% by weight methyl ethyl ketone peroxide, manufactured by NOF Corporation) as a curing catalyst were added and mixed to form a gel coat resin composition. Prepared.
この組成物をガラス板に口径３Ｍのスプレーガンを用い
て空気圧４ＫＧ／ｃ＋ｊで、膜厚０．２〜０．３ ｍｔ
ｓになるよう塗布した。これを６０°Ｃで２時間硬化し
た後、室温に放冷した。This composition was applied to a glass plate using a spray gun with a diameter of 3M at an air pressure of 4KG/c+j to a film thickness of 0.2 to 0.3 mt.
It was applied so that it became s. After curing this at 60°C for 2 hours, it was allowed to cool to room temperature.
得られた被膜上に不飽和ポリエステル樹脂（ポリセラ）
５５９５ＡＰＴ、日立化成工業社製）とチョツプドスト
ランドマット（ＭＣ−４５０、富士ファイバグラス社製
）を用いてガラス繊維強化プラスチツク層を成形して硬
化した後、ガラス板から脱型し、ゲルコート層を有する
成形品を得た。Unsaturated polyester resin (Polycera) is applied on the resulting film.
5595APT, manufactured by Hitachi Chemical Co., Ltd.) and chopped strand mat (MC-450, manufactured by Fuji Fiberglass Co., Ltd.) and cured, a glass fiber reinforced plastic layer was molded and cured, and then removed from the glass plate and a gel coat layer was formed. A molded article having the following properties was obtained.
この成形品のゲルコート層の塗膜物性および１００℃で
２ｈおよび一２０°Ｃで２ｈを１サイクルとした冷熱サ
イクルを４サイクル行い、クラック発生の有無を調べ、
その結果を第１表に示した。The physical properties of the gel coat layer of this molded article and the presence or absence of cracks were examined by performing 4 cycles of cooling and heating, each cycle consisting of 2 hours at 100°C and 2 hours at 20°C.
The results are shown in Table 1.
なお塗膜物性は下記のようにして調べた。The physical properties of the coating film were investigated as follows.
（１）造膜性ニ スプレー塗装時の外観（ハジキ）の有無を見た。(1) Film forming property The appearance (repellency) during spray painting was checked.
（２）粘度、揺変度およびゲルタイム：ＪＩＳ Ｋ
６９０１液状不飽和ポリエステル樹脂試験法に準じた
。(2) Viscosity, thixotropy and gel time: JIS K
According to 6901 Liquid Unsaturated Polyester Resin Test Method.
（３）鉛筆硬さ： ＪＴＳ Ｋ ５４００塗料一般試験方法に準じた。(3) Pencil hardness: According to JTS K 5400 paint general test method.
（４）引っかき硬さ：
日本農林規格（農林省告示第１３７３号）に単筒１表か
ら、本実施例は比較例に比べ耐クラツク性に優れること
が示される。(4) Scratch hardness: Table 1 for single cylinders in the Japanese Agricultural Standards (Ministry of Agriculture and Forestry Notification No. 1373) shows that this example has better crack resistance than the comparative example.
本発明のゲルコート用樹脂組成物によれば、塗装作業性
および造膜性に優れ、また表面硬度および熱衝撃による
耐クラツク性に優れた成形品を得ることができる。本発
明の組成物は人造大理石カウンタ、ＦＲＰ威形底形どの
表面保護層の形成に特に有用である。According to the gel coat resin composition of the present invention, it is possible to obtain a molded article that has excellent coating workability and film-forming properties, as well as excellent surface hardness and crack resistance due to thermal shock. The composition of the present invention is particularly useful for forming a surface protective layer on artificial marble counters, FRP fancy bottom shapes, etc.
Claims (1)
ステルを１０〜４０重量部、 （Ｂ）スチレンモノマおよび／またはその誘導体を１０
〜４０重量部、 （Ｃ）アクリルモノマおよび／またはメタアクリルモノ
マを２０〜８０重量部〔（Ａ）、（Ｂ）および（Ｃ）は
この重量部の範囲内で総量が１００重量となる量で用い
られる〕ならびに （Ｄ）イソシアネート化合物を（Ａ）、（Ｂ）および（
Ｃ）の総量１００重量部に対して０．５〜２０重量部含
んでなるゲルコート用樹脂組成物。 ２、請求項１記載のゲルコート用樹脂組成物を成形型の
表面に塗布、硬化するゲルコートの製造法。[Claims] 1. (A) 10 to 40 parts by weight of an unsaturated polyester having an unsaturated group equivalent of 150 to 350, (B) 10 to 40 parts by weight of a styrene monomer and/or a derivative thereof.
~40 parts by weight, (C) 20 to 80 parts by weight of acrylic monomer and/or methacrylic monomer [(A), (B) and (C) are amounts within this range of parts such that the total amount is 100 parts by weight. used] and (D) isocyanate compounds (A), (B) and (
A gel coat resin composition comprising 0.5 to 20 parts by weight of C) based on 100 parts by weight of the total amount. 2. A method for producing a gel coat, which comprises applying the gel coat resin composition according to claim 1 onto the surface of a mold and curing it.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP32435889A JPH03185021A (en) | 1989-12-14 | 1989-12-14 | Resin composition for gel coat and production of gel coat |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP32435889A JPH03185021A (en) | 1989-12-14 | 1989-12-14 | Resin composition for gel coat and production of gel coat |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPH03185021A true JPH03185021A (en) | 1991-08-13 |
Family
ID=18164894
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP32435889A Pending JPH03185021A (en) | 1989-12-14 | 1989-12-14 | Resin composition for gel coat and production of gel coat |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH03185021A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0685310A3 (en) * | 1994-06-01 | 1997-02-05 | Atohaas Holding Cv | Process for preparing colour contrasts on articles obtained by molding from polymerizable compositions. |
| JP2009506146A (en) * | 2005-08-23 | 2009-02-12 | クック・コンポジッツ・アンド・ポリマーズ・カンパニー | Composition for molding polyester-polyurethane hybrid resin containing polyurethane having units derived from aliphatic isocyanate |
-
1989
- 1989-12-14 JP JP32435889A patent/JPH03185021A/en active Pending
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0685310A3 (en) * | 1994-06-01 | 1997-02-05 | Atohaas Holding Cv | Process for preparing colour contrasts on articles obtained by molding from polymerizable compositions. |
| JP2009506146A (en) * | 2005-08-23 | 2009-02-12 | クック・コンポジッツ・アンド・ポリマーズ・カンパニー | Composition for molding polyester-polyurethane hybrid resin containing polyurethane having units derived from aliphatic isocyanate |
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