JPS62285947A - Polyester resin composition - Google Patents
Polyester resin compositionInfo
- Publication number
- JPS62285947A JPS62285947A JP12822586A JP12822586A JPS62285947A JP S62285947 A JPS62285947 A JP S62285947A JP 12822586 A JP12822586 A JP 12822586A JP 12822586 A JP12822586 A JP 12822586A JP S62285947 A JPS62285947 A JP S62285947A
- Authority
- JP
- Japan
- Prior art keywords
- copolymer
- weight
- acid
- vinyl
- epoxy
- 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
- 239000000203 mixture Substances 0.000 title claims description 18
- 229920001225 polyester resin Polymers 0.000 title claims description 7
- 239000004645 polyester resin Substances 0.000 title claims description 7
- 229920001577 copolymer Polymers 0.000 claims abstract description 43
- 125000003700 epoxy group Chemical group 0.000 claims abstract description 26
- 229920000728 polyester Polymers 0.000 claims abstract description 24
- 239000000178 monomer Substances 0.000 claims abstract description 22
- 229920000578 graft copolymer Polymers 0.000 claims abstract description 12
- 125000003118 aryl group Chemical group 0.000 claims description 24
- 239000004593 Epoxy Substances 0.000 claims description 10
- -1 polybutylene terephthalate Polymers 0.000 abstract description 46
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 abstract description 10
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 abstract description 9
- 229920002554 vinyl polymer Polymers 0.000 abstract description 9
- 238000001816 cooling Methods 0.000 abstract description 8
- 239000005062 Polybutadiene Substances 0.000 abstract description 7
- 229920002857 polybutadiene Polymers 0.000 abstract description 7
- 229920001707 polybutylene terephthalate Polymers 0.000 abstract description 5
- 150000001336 alkenes Chemical class 0.000 abstract description 3
- 230000009477 glass transition Effects 0.000 abstract description 2
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 abstract description 2
- ISPYQTSUDJAMAB-UHFFFAOYSA-N 2-chlorophenol Chemical compound OC1=CC=CC=C1Cl ISPYQTSUDJAMAB-UHFFFAOYSA-N 0.000 abstract 1
- 125000001183 hydrocarbyl group Chemical group 0.000 abstract 1
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 23
- 150000001875 compounds Chemical class 0.000 description 19
- 239000003822 epoxy resin Substances 0.000 description 12
- 229920000647 polyepoxide Polymers 0.000 description 12
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 9
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 9
- 125000004432 carbon atom Chemical group C* 0.000 description 9
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 8
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 8
- 239000002253 acid Substances 0.000 description 7
- 239000000853 adhesive Substances 0.000 description 7
- 230000001070 adhesive effect Effects 0.000 description 7
- 150000002148 esters Chemical class 0.000 description 7
- 239000000835 fiber Substances 0.000 description 7
- 239000003365 glass fiber Substances 0.000 description 7
- VOZRXNHHFUQHIL-UHFFFAOYSA-N glycidyl methacrylate Chemical compound CC(=C)C(=O)OCC1CO1 VOZRXNHHFUQHIL-UHFFFAOYSA-N 0.000 description 7
- 238000010438 heat treatment Methods 0.000 description 7
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Natural products CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 5
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 description 5
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 5
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 5
- 229920000642 polymer Polymers 0.000 description 5
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 4
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- 239000012744 reinforcing agent Substances 0.000 description 4
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 3
- KUDUQBURMYMBIJ-UHFFFAOYSA-N 2-prop-2-enoyloxyethyl prop-2-enoate Chemical compound C=CC(=O)OCCOC(=O)C=C KUDUQBURMYMBIJ-UHFFFAOYSA-N 0.000 description 3
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 3
- 150000008360 acrylonitriles Chemical class 0.000 description 3
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 3
- 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 3
- IAQRGUVFOMOMEM-UHFFFAOYSA-N butene Natural products CC=CC IAQRGUVFOMOMEM-UHFFFAOYSA-N 0.000 description 3
- GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical class C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 description 3
- 150000002009 diols Chemical class 0.000 description 3
- STVZJERGLQHEKB-UHFFFAOYSA-N ethylene glycol dimethacrylate Chemical compound CC(=C)C(=O)OCCOC(=O)C(C)=C STVZJERGLQHEKB-UHFFFAOYSA-N 0.000 description 3
- 238000009863 impact test Methods 0.000 description 3
- 229920005989 resin Polymers 0.000 description 3
- 239000011347 resin Substances 0.000 description 3
- KKEYFWRCBNTPAC-UHFFFAOYSA-L terephthalate(2-) Chemical compound [O-]C(=O)C1=CC=C(C([O-])=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-L 0.000 description 3
- KOMNUTZXSVSERR-UHFFFAOYSA-N 1,3,5-tris(prop-2-enyl)-1,3,5-triazinane-2,4,6-trione Chemical compound C=CCN1C(=O)N(CC=C)C(=O)N(CC=C)C1=O KOMNUTZXSVSERR-UHFFFAOYSA-N 0.000 description 2
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 2
- SVTBMSDMJJWYQN-UHFFFAOYSA-N 2-methylpentane-2,4-diol Chemical compound CC(O)CC(C)(C)O SVTBMSDMJJWYQN-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-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
- 239000004641 Diallyl-phthalate Substances 0.000 description 2
- QOSSAOTZNIDXMA-UHFFFAOYSA-N Dicylcohexylcarbodiimide Chemical compound C1CCCCC1N=C=NC1CCCCC1 QOSSAOTZNIDXMA-UHFFFAOYSA-N 0.000 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 2
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
- 239000004743 Polypropylene Substances 0.000 description 2
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- 239000010425 asbestos Substances 0.000 description 2
- TZCXTZWJZNENPQ-UHFFFAOYSA-L barium sulfate Chemical compound [Ba+2].[O-]S([O-])(=O)=O TZCXTZWJZNENPQ-UHFFFAOYSA-L 0.000 description 2
- XFUOBHWPTSIEOV-UHFFFAOYSA-N bis(oxiran-2-ylmethyl) cyclohexane-1,2-dicarboxylate Chemical compound C1CCCC(C(=O)OCC2OC2)C1C(=O)OCC1CO1 XFUOBHWPTSIEOV-UHFFFAOYSA-N 0.000 description 2
- QUDWYFHPNIMBFC-UHFFFAOYSA-N bis(prop-2-enyl) benzene-1,2-dicarboxylate Chemical compound C=CCOC(=O)C1=CC=CC=C1C(=O)OCC=C QUDWYFHPNIMBFC-UHFFFAOYSA-N 0.000 description 2
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 2
- OSGAYBCDTDRGGQ-UHFFFAOYSA-L calcium sulfate Chemical compound [Ca+2].[O-]S([O-])(=O)=O OSGAYBCDTDRGGQ-UHFFFAOYSA-L 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 238000006482 condensation reaction Methods 0.000 description 2
- ZSWFCLXCOIISFI-UHFFFAOYSA-N cyclopentadiene Chemical compound C1C=CC=C1 ZSWFCLXCOIISFI-UHFFFAOYSA-N 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 description 2
- 150000002391 heterocyclic compounds Chemical class 0.000 description 2
- 150000002430 hydrocarbons Chemical group 0.000 description 2
- 238000001746 injection moulding Methods 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
- 239000002655 kraft paper Substances 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- MDBAAYRCFODAFZ-UHFFFAOYSA-N n'-phenylmethanediimine Chemical compound N=C=NC1=CC=CC=C1 MDBAAYRCFODAFZ-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
- RPQRDASANLAFCM-UHFFFAOYSA-N oxiran-2-ylmethyl prop-2-enoate Chemical compound C=CC(=O)OCC1CO1 RPQRDASANLAFCM-UHFFFAOYSA-N 0.000 description 2
- 239000008188 pellet Substances 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
- 229920000515 polycarbonate Polymers 0.000 description 2
- 239000004417 polycarbonate Substances 0.000 description 2
- 229920000139 polyethylene terephthalate Polymers 0.000 description 2
- 239000005020 polyethylene terephthalate Substances 0.000 description 2
- 229920001155 polypropylene Polymers 0.000 description 2
- 229910052895 riebeckite Inorganic materials 0.000 description 2
- 229920006395 saturated elastomer Polymers 0.000 description 2
- HBMJWWWQQXIZIP-UHFFFAOYSA-N silicon carbide Chemical compound [Si+]#[C-] HBMJWWWQQXIZIP-UHFFFAOYSA-N 0.000 description 2
- 229910010271 silicon carbide Inorganic materials 0.000 description 2
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 1
- WVAFEFUPWRPQSY-UHFFFAOYSA-N 1,2,3-tris(ethenyl)benzene Chemical compound C=CC1=CC=CC(C=C)=C1C=C WVAFEFUPWRPQSY-UHFFFAOYSA-N 0.000 description 1
- 150000005207 1,3-dihydroxybenzenes Chemical class 0.000 description 1
- BDNKZNFMNDZQMI-UHFFFAOYSA-N 1,3-diisopropylcarbodiimide Chemical compound CC(C)N=C=NC(C)C BDNKZNFMNDZQMI-UHFFFAOYSA-N 0.000 description 1
- QFGCFKJIPBRJGM-UHFFFAOYSA-N 12-[(2-methylpropan-2-yl)oxy]-12-oxododecanoic acid Chemical compound CC(C)(C)OC(=O)CCCCCCCCCCC(O)=O QFGCFKJIPBRJGM-UHFFFAOYSA-N 0.000 description 1
- RNFJDJUURJAICM-UHFFFAOYSA-N 2,2,4,4,6,6-hexaphenoxy-1,3,5-triaza-2$l^{5},4$l^{5},6$l^{5}-triphosphacyclohexa-1,3,5-triene Chemical compound N=1P(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP=1(OC=1C=CC=CC=1)OC1=CC=CC=C1 RNFJDJUURJAICM-UHFFFAOYSA-N 0.000 description 1
- JJRUAPNVLBABCN-UHFFFAOYSA-N 2-(ethenoxymethyl)oxirane Chemical compound C=COCC1CO1 JJRUAPNVLBABCN-UHFFFAOYSA-N 0.000 description 1
- CRQSAKXMWFFXJG-UHFFFAOYSA-N 2-[(4-ethenylphenyl)methyl]oxirane Chemical compound C1=CC(C=C)=CC=C1CC1OC1 CRQSAKXMWFFXJG-UHFFFAOYSA-N 0.000 description 1
- QWGRWMMWNDWRQN-UHFFFAOYSA-N 2-methylpropane-1,3-diol Chemical compound OCC(C)CO QWGRWMMWNDWRQN-UHFFFAOYSA-N 0.000 description 1
- KHZYMPDILLAIQY-UHFFFAOYSA-N 3-(3-carboxyphenyl)benzoic acid Chemical compound OC(=O)C1=CC=CC(C=2C=C(C=CC=2)C(O)=O)=C1 KHZYMPDILLAIQY-UHFFFAOYSA-N 0.000 description 1
- NMSZFQAFWHFSPE-UHFFFAOYSA-N 3-(oxiran-2-ylmethoxycarbonyl)but-3-enoic acid Chemical compound OC(=O)CC(=C)C(=O)OCC1CO1 NMSZFQAFWHFSPE-UHFFFAOYSA-N 0.000 description 1
- WUPHOULIZUERAE-UHFFFAOYSA-N 3-(oxolan-2-yl)propanoic acid Chemical compound OC(=O)CCC1CCCO1 WUPHOULIZUERAE-UHFFFAOYSA-N 0.000 description 1
- SLJFKNONPLNAPF-UHFFFAOYSA-N 3-Vinyl-7-oxabicyclo[4.1.0]heptane Chemical compound C1C(C=C)CCC2OC21 SLJFKNONPLNAPF-UHFFFAOYSA-N 0.000 description 1
- XOJWAAUYNWGQAU-UHFFFAOYSA-N 4-(2-methylprop-2-enoyloxy)butyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCCCOC(=O)C(C)=C XOJWAAUYNWGQAU-UHFFFAOYSA-N 0.000 description 1
- NEQFBGHQPUXOFH-UHFFFAOYSA-N 4-(4-carboxyphenyl)benzoic acid Chemical compound C1=CC(C(=O)O)=CC=C1C1=CC=C(C(O)=O)C=C1 NEQFBGHQPUXOFH-UHFFFAOYSA-N 0.000 description 1
- JHWGFJBTMHEZME-UHFFFAOYSA-N 4-prop-2-enoyloxybutyl prop-2-enoate Chemical compound C=CC(=O)OCCCCOC(=O)C=C JHWGFJBTMHEZME-UHFFFAOYSA-N 0.000 description 1
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 1
- 229920000178 Acrylic resin Polymers 0.000 description 1
- 239000004925 Acrylic resin Substances 0.000 description 1
- 239000005995 Aluminium silicate Substances 0.000 description 1
- 229920003319 Araldite® Polymers 0.000 description 1
- 229910052582 BN Inorganic materials 0.000 description 1
- 229930185605 Bisphenol Natural products 0.000 description 1
- PZNSFCLAULLKQX-UHFFFAOYSA-N Boron nitride Chemical compound N#B PZNSFCLAULLKQX-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 229920000049 Carbon (fiber) Polymers 0.000 description 1
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 1
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- 241000238557 Decapoda Species 0.000 description 1
- GXBYFVGCMPJVJX-UHFFFAOYSA-N Epoxybutene Chemical compound C=CC1CO1 GXBYFVGCMPJVJX-UHFFFAOYSA-N 0.000 description 1
- OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- OWYWGLHRNBIFJP-UHFFFAOYSA-N Ipazine Chemical compound CCN(CC)C1=NC(Cl)=NC(NC(C)C)=N1 OWYWGLHRNBIFJP-UHFFFAOYSA-N 0.000 description 1
- 229920000877 Melamine resin Polymers 0.000 description 1
- BPQQTUXANYXVAA-UHFFFAOYSA-N Orthosilicate Chemical compound [O-][Si]([O-])([O-])[O-] BPQQTUXANYXVAA-UHFFFAOYSA-N 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
- 235000010582 Pisum sativum Nutrition 0.000 description 1
- 240000004713 Pisum sativum Species 0.000 description 1
- 229930182556 Polyacetal Natural products 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- 239000004793 Polystyrene Substances 0.000 description 1
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 1
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 1
- 239000006087 Silane Coupling Agent Substances 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 1
- 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 1
- QYKIQEUNHZKYBP-UHFFFAOYSA-N Vinyl ether Chemical class C=COC=C QYKIQEUNHZKYBP-UHFFFAOYSA-N 0.000 description 1
- 239000006096 absorbing agent Substances 0.000 description 1
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 1
- 229920006222 acrylic ester polymer Polymers 0.000 description 1
- 229920000122 acrylonitrile butadiene styrene Polymers 0.000 description 1
- 239000001361 adipic acid Substances 0.000 description 1
- 235000011037 adipic acid Nutrition 0.000 description 1
- 230000001476 alcoholic effect Effects 0.000 description 1
- 150000001334 alicyclic compounds Chemical class 0.000 description 1
- 125000002723 alicyclic group Chemical group 0.000 description 1
- 150000007824 aliphatic compounds Chemical class 0.000 description 1
- 125000005907 alkyl ester group Chemical group 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- NBZANZVJRKXVBH-GYDPHNCVSA-N alpha-Cryptoxanthin Natural products O[C@H]1CC(C)(C)C(/C=C/C(=C\C=C\C(=C/C=C/C=C(\C=C\C=C(/C=C/[C@H]2C(C)=CCCC2(C)C)\C)/C)\C)/C)=C(C)C1 NBZANZVJRKXVBH-GYDPHNCVSA-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
- 235000012211 aluminium silicate Nutrition 0.000 description 1
- FNGGVJIEWDRLFV-UHFFFAOYSA-N anthracene-1,2-dicarboxylic acid Chemical compound C1=CC=CC2=CC3=C(C(O)=O)C(C(=O)O)=CC=C3C=C21 FNGGVJIEWDRLFV-UHFFFAOYSA-N 0.000 description 1
- XAAYMWLCUICVSL-UHFFFAOYSA-N anthracene-2,6-dicarboxylic acid Chemical compound C1=C(C(O)=O)C=CC2=CC3=CC(C(=O)O)=CC=C3C=C21 XAAYMWLCUICVSL-UHFFFAOYSA-N 0.000 description 1
- 229910000410 antimony oxide Inorganic materials 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 239000002216 antistatic agent Substances 0.000 description 1
- 239000000440 bentonite Substances 0.000 description 1
- 229910000278 bentonite Inorganic materials 0.000 description 1
- SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 description 1
- 150000001558 benzoic acid derivatives Chemical class 0.000 description 1
- 239000012965 benzophenone Substances 0.000 description 1
- 150000008366 benzophenones Chemical class 0.000 description 1
- 150000001565 benzotriazoles Chemical class 0.000 description 1
- 239000004305 biphenyl Substances 0.000 description 1
- MRDNMQDAPCZRNE-UHFFFAOYSA-N bis(oxiran-2-ylmethyl) 2-heptadecylpropanedioate Chemical compound C1OC1COC(=O)C(CCCCCCCCCCCCCCCCC)C(=O)OCC1CO1 MRDNMQDAPCZRNE-UHFFFAOYSA-N 0.000 description 1
- JRPRCOLKIYRSNH-UHFFFAOYSA-N bis(oxiran-2-ylmethyl) benzene-1,2-dicarboxylate Chemical compound C=1C=CC=C(C(=O)OCC2OC2)C=1C(=O)OCC1CO1 JRPRCOLKIYRSNH-UHFFFAOYSA-N 0.000 description 1
- ZXOATMQSUNJNNG-UHFFFAOYSA-N bis(oxiran-2-ylmethyl) benzene-1,3-dicarboxylate Chemical compound C=1C=CC(C(=O)OCC2OC2)=CC=1C(=O)OCC1CO1 ZXOATMQSUNJNNG-UHFFFAOYSA-N 0.000 description 1
- NEPKLUNSRVEBIX-UHFFFAOYSA-N bis(oxiran-2-ylmethyl) benzene-1,4-dicarboxylate Chemical compound C=1C=C(C(=O)OCC2OC2)C=CC=1C(=O)OCC1CO1 NEPKLUNSRVEBIX-UHFFFAOYSA-N 0.000 description 1
- KIKYOFDZBWIHTF-UHFFFAOYSA-N bis(oxiran-2-ylmethyl) cyclohex-3-ene-1,2-dicarboxylate Chemical compound C1CC=CC(C(=O)OCC2OC2)C1C(=O)OCC1CO1 KIKYOFDZBWIHTF-UHFFFAOYSA-N 0.000 description 1
- ZPOLOEWJWXZUSP-WAYWQWQTSA-N bis(prop-2-enyl) (z)-but-2-enedioate Chemical compound C=CCOC(=O)\C=C/C(=O)OCC=C ZPOLOEWJWXZUSP-WAYWQWQTSA-N 0.000 description 1
- 229920001400 block copolymer Polymers 0.000 description 1
- MTAZNLWOLGHBHU-UHFFFAOYSA-N butadiene-styrene rubber Chemical class C=CC=C.C=CC1=CC=CC=C1 MTAZNLWOLGHBHU-UHFFFAOYSA-N 0.000 description 1
- CDQSJQSWAWPGKG-UHFFFAOYSA-N butane-1,1-diol Chemical compound CCCC(O)O CDQSJQSWAWPGKG-UHFFFAOYSA-N 0.000 description 1
- 229910052980 cadmium sulfide Inorganic materials 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- VPKDCDLSJZCGKE-UHFFFAOYSA-N carbodiimide group Chemical group N=C=N VPKDCDLSJZCGKE-UHFFFAOYSA-N 0.000 description 1
- 150000001718 carbodiimides Chemical class 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000006229 carbon black Substances 0.000 description 1
- 239000004917 carbon fiber Substances 0.000 description 1
- 229910002091 carbon monoxide Inorganic materials 0.000 description 1
- 229910002090 carbon oxide Inorganic materials 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 1
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 239000000919 ceramic Substances 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 229910052570 clay Inorganic materials 0.000 description 1
- 238000004581 coalescence Methods 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 230000006835 compression Effects 0.000 description 1
- 238000007906 compression Methods 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 238000005336 cracking Methods 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- WHHGLZMJPXIBIX-UHFFFAOYSA-N decabromodiphenyl ether Chemical compound BrC1=C(Br)C(Br)=C(Br)C(Br)=C1OC1=C(Br)C(Br)=C(Br)C(Br)=C1Br WHHGLZMJPXIBIX-UHFFFAOYSA-N 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 229920003244 diene elastomer Polymers 0.000 description 1
- 150000001993 dienes Chemical class 0.000 description 1
- 150000005690 diesters Chemical class 0.000 description 1
- BGRWYRAHAFMIBJ-UHFFFAOYSA-N diisopropylcarbodiimide Natural products CC(C)NC(=O)NC(C)C BGRWYRAHAFMIBJ-UHFFFAOYSA-N 0.000 description 1
- GVGUFUZHNYFZLC-UHFFFAOYSA-N dodecyl benzenesulfonate;sodium Chemical compound [Na].CCCCCCCCCCCCOS(=O)(=O)C1=CC=CC=C1 GVGUFUZHNYFZLC-UHFFFAOYSA-N 0.000 description 1
- 239000010459 dolomite Substances 0.000 description 1
- 229910000514 dolomite Inorganic materials 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- 239000000806 elastomer Substances 0.000 description 1
- HQQADJVZYDDRJT-UHFFFAOYSA-N ethene;prop-1-ene Chemical group C=C.CC=C HQQADJVZYDDRJT-UHFFFAOYSA-N 0.000 description 1
- UIWXSTHGICQLQT-UHFFFAOYSA-N ethenyl propanoate Chemical compound CCC(=O)OC=C UIWXSTHGICQLQT-UHFFFAOYSA-N 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 238000001125 extrusion Methods 0.000 description 1
- 238000010101 extrusion blow moulding Methods 0.000 description 1
- 239000003063 flame retardant Substances 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- 239000010440 gypsum Substances 0.000 description 1
- 229910052602 gypsum Inorganic materials 0.000 description 1
- 239000012760 heat stabilizer Substances 0.000 description 1
- AHAREKHAZNPPMI-UHFFFAOYSA-N hexa-1,3-diene Chemical compound CCC=CC=C AHAREKHAZNPPMI-UHFFFAOYSA-N 0.000 description 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 229940051250 hexylene glycol Drugs 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 239000012784 inorganic fiber Substances 0.000 description 1
- LVPMIMZXDYBCDF-UHFFFAOYSA-N isocinchomeronic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)N=C1 LVPMIMZXDYBCDF-UHFFFAOYSA-N 0.000 description 1
- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical compound OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 description 1
- QQVIHTHCMHWDBS-UHFFFAOYSA-L isophthalate(2-) Chemical compound [O-]C(=O)C1=CC=CC(C([O-])=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-L 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
- 239000000314 lubricant Substances 0.000 description 1
- 239000000395 magnesium oxide Substances 0.000 description 1
- CPLXHLVBOLITMK-UHFFFAOYSA-N magnesium oxide Inorganic materials [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 description 1
- AXZKOIWUVFPNLO-UHFFFAOYSA-N magnesium;oxygen(2-) Chemical compound [O-2].[Mg+2] AXZKOIWUVFPNLO-UHFFFAOYSA-N 0.000 description 1
- 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
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 229910044991 metal oxide Inorganic materials 0.000 description 1
- 150000004706 metal oxides Chemical class 0.000 description 1
- 125000005395 methacrylic acid group Chemical group 0.000 description 1
- 239000010445 mica Substances 0.000 description 1
- 229910052618 mica group Inorganic materials 0.000 description 1
- 239000006082 mold release agent Substances 0.000 description 1
- 150000002762 monocarboxylic acid derivatives Chemical class 0.000 description 1
- 238000000465 moulding Methods 0.000 description 1
- ZMCAZPFMRNNEPX-UHFFFAOYSA-N n'-(9-octyloctadecan-9-yl)methanediimine Chemical compound CCCCCCCCCC(CCCCCCCC)(CCCCCCCC)N=C=N ZMCAZPFMRNNEPX-UHFFFAOYSA-N 0.000 description 1
- CMESPBFFDMPSIY-UHFFFAOYSA-N n,n'-diphenylmethanediimine Chemical compound C1=CC=CC=C1N=C=NC1=CC=CC=C1 CMESPBFFDMPSIY-UHFFFAOYSA-N 0.000 description 1
- RXOHFPCZGPKIRD-UHFFFAOYSA-N naphthalene-2,6-dicarboxylic acid Chemical compound C1=C(C(O)=O)C=CC2=CC(C(=O)O)=CC=C21 RXOHFPCZGPKIRD-UHFFFAOYSA-N 0.000 description 1
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 1
- 229920003986 novolac Polymers 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- NOWVDELPZQQGIG-UHFFFAOYSA-N oxiran-2-ylmethyl 4-tert-butylbenzoate Chemical compound C1=CC(C(C)(C)C)=CC=C1C(=O)OCC1OC1 NOWVDELPZQQGIG-UHFFFAOYSA-N 0.000 description 1
- XRQKARZTFMEBBY-UHFFFAOYSA-N oxiran-2-ylmethyl benzoate Chemical compound C=1C=CC=CC=1C(=O)OCC1CO1 XRQKARZTFMEBBY-UHFFFAOYSA-N 0.000 description 1
- VTRUBDSFZJNXHI-UHFFFAOYSA-N oxoantimony Chemical compound [Sb]=O VTRUBDSFZJNXHI-UHFFFAOYSA-N 0.000 description 1
- RVTZCBVAJQQJTK-UHFFFAOYSA-N oxygen(2-);zirconium(4+) Chemical compound [O-2].[O-2].[Zr+4] RVTZCBVAJQQJTK-UHFFFAOYSA-N 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- AQSJGOWTSHOLKH-UHFFFAOYSA-N phosphite(3-) Chemical class [O-]P([O-])[O-] AQSJGOWTSHOLKH-UHFFFAOYSA-N 0.000 description 1
- 150000003014 phosphoric acid esters Chemical class 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- IEQIEDJGQAUEQZ-UHFFFAOYSA-N phthalocyanine Chemical compound N1C(N=C2C3=CC=CC=C3C(N=C3C4=CC=CC=C4C(=N4)N3)=N2)=C(C=CC=C2)C2=C1N=C1C2=CC=CC=C2C4=N1 IEQIEDJGQAUEQZ-UHFFFAOYSA-N 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 229920003207 poly(ethylene-2,6-naphthalate) Polymers 0.000 description 1
- 229920002492 poly(sulfone) Polymers 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 229920001515 polyalkylene glycol Polymers 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 239000011112 polyethylene naphthalate Substances 0.000 description 1
- 239000004848 polyfunctional curative Substances 0.000 description 1
- 229920005862 polyol Polymers 0.000 description 1
- 150000003077 polyols Chemical class 0.000 description 1
- 229920006324 polyoxymethylene Polymers 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- FBCQUCJYYPMKRO-UHFFFAOYSA-N prop-2-enyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC=C FBCQUCJYYPMKRO-UHFFFAOYSA-N 0.000 description 1
- QTECDUFMBMSHKR-UHFFFAOYSA-N prop-2-enyl prop-2-enoate Chemical compound C=CCOC(=O)C=C QTECDUFMBMSHKR-UHFFFAOYSA-N 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 238000010125 resin casting Methods 0.000 description 1
- 239000011342 resin composition Substances 0.000 description 1
- 150000003873 salicylate salts Chemical class 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- FZHAPNGMFPVSLP-UHFFFAOYSA-N silanamine Chemical compound [SiH3]N FZHAPNGMFPVSLP-UHFFFAOYSA-N 0.000 description 1
- 229910000077 silane Inorganic materials 0.000 description 1
- 150000004760 silicates Chemical class 0.000 description 1
- 229910052814 silicon oxide Inorganic materials 0.000 description 1
- 229940080264 sodium dodecylbenzenesulfonate Drugs 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 238000009864 tensile test Methods 0.000 description 1
- 229920005992 thermoplastic resin Polymers 0.000 description 1
- 150000003568 thioethers Chemical class 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- XZZNDPSIHUTMOC-UHFFFAOYSA-N triphenyl phosphate Chemical compound C=1C=CC=CC=1OP(OC=1C=CC=CC=1)(=O)OC1=CC=CC=C1 XZZNDPSIHUTMOC-UHFFFAOYSA-N 0.000 description 1
- KOZCZZVUFDCZGG-UHFFFAOYSA-N vinyl benzoate Chemical compound C=COC(=O)C1=CC=CC=C1 KOZCZZVUFDCZGG-UHFFFAOYSA-N 0.000 description 1
- 229920001567 vinyl ester resin Polymers 0.000 description 1
- 230000004580 weight loss Effects 0.000 description 1
- 229910001928 zirconium oxide Inorganic materials 0.000 description 1
- 239000004711 α-olefin Substances 0.000 description 1
Landscapes
- Compositions Of Macromolecular Compounds (AREA)
Abstract
Description
【発明の詳細な説明】
3、発明の詳細な説明
〈産業上の利用分野〉
本発明はエポキシ樹脂との接着性が良好であり、かつ機
械的性質、特に加熱−冷却を繰返した際の耐衝撃性e!
−優れたポリエステル樹脂組成物に関するものである。Detailed Description of the Invention 3. Detailed Description of the Invention <Industrial Field of Application> The present invention has good adhesion to epoxy resin and good mechanical properties, especially resistance to repeated heating and cooling. Impact e!
- Concerning an excellent polyester resin composition.
〈従来の技術〉
ポリエチレンテレフタレートやポリプチンンテレフタレ
ー2こ代表される芳香族ポリエステルはその擾れた特性
から電気および電子機器部品、自動車部品などの広い分
野で使用されている。<Prior Art> Aromatic polyesters such as polyethylene terephthalate and polybutylene terephthalate are used in a wide range of fields such as electrical and electronic equipment parts and automobile parts due to their unique characteristics.
上記の各種の用途の中ンこは例えばエポキシ樹脂注型容
器として使用する場合のように芳香族ポリエステルとエ
ポキシ樹脂との間に高い接着性を要求される場合がある
。しかるに、芳香族ポリエステルとエポキシ樹脂との接
着性は良好ではなく、初期接着力が不足していたり、あ
るいは初期接着力は青くても長期間使用したり、加熱−
冷却を繰返すことによって接着力が低下することがあっ
た。このため、特開昭 57−100154号公報など
には芳香族ポリエステルに対してビニル系重合体とグリ
7ジル基含有共重合体を併用する方法が提案されている
。The cores for the various uses described above may be required to have high adhesiveness between the aromatic polyester and the epoxy resin, for example when used as epoxy resin casting containers. However, the adhesion between aromatic polyester and epoxy resin is not good, and the initial adhesive strength may be insufficient, or even if the initial adhesive strength is blue, it may be difficult to use it for a long time, or when it is heated.
Adhesion strength sometimes decreased with repeated cooling. For this reason, JP-A-57-100154 and other publications propose a method of using a vinyl polymer and a glycidyl group-containing copolymer in combination with an aromatic polyester.
〈発明が解決しようとする問題点〉
しかしながら上記方法を適用した場合には、確かにエポ
キシ樹脂との密着性は比較的向上するものの耐衝gA性
が低く、特に加熱−冷却を繰返した時に割れたりする問
題があるなど、満足できるレベルのポリエステル樹脂は
得られていなかった。<Problems to be Solved by the Invention> However, when the above method is applied, although the adhesion with the epoxy resin is relatively improved, the impact resistance gA is low, and cracking occurs especially when heating and cooling are repeated. Polyester resins of a satisfactory level have not been obtained due to problems such as
く問題点を解決するための手段〉
そこで本発明者らは上記の問題点を解決するため鋭意検
討した結果、芳香族ポリエステルに対して特定のグリシ
ジル基含有共重合体およびゴム状グラフト重合体を特定
量含有せしめることにより、エポキシ樹脂との密着性が
優れると共に機掘的性質、持tこ加熱−冷却を繰返した
際の耐衝撃性が大ぎく改良されることを見い出し本発明
に到達した。Means for Solving the Problems The inventors of the present invention conducted extensive studies to solve the above problems, and found that a specific glycidyl group-containing copolymer and rubber-like graft polymer were added to the aromatic polyester. The present inventors have discovered that by containing a specific amount, the adhesion to the epoxy resin is excellent, and the mechanical properties and impact resistance when repeated heating and cooling are greatly improved.
すなわち本発明は、
囚 芳香族ポリエステル100重敗部(こ対しての)
エポキン基含有不飽和単量体とエポキン基を含有しない
不飽和単量体から構成されるエポキシ基含有共重合体1
〜80重量部および(Q ゴム状グラフzt合体1〜8
0重量部を含有せしめてなるポリエステル樹脂組成物を
提供するものである。That is, the present invention is based on the aromatic polyester 100 weight loss section.
Epoxy group-containing copolymer 1 composed of an unsaturated monomer containing an epoxy group and an unsaturated monomer containing no epoxy group
~80 parts by weight and (Q rubbery graph zt coalescence 1-8
The object of the present invention is to provide a polyester resin composition containing 0 parts by weight.
本発明で用いる(ト)芳香族ポリエステルとは芳香環を
重合体の連鎖単位に有するポリエステルで、芳香族ジカ
ルボン酸(あるいは、そのエステル形成性誘導体)とジ
オール(あるいはそのエステル形成性誘導体)とを主成
分とする縮合反応により得られる重合体ないしは共重合
体である。(g) The aromatic polyester used in the present invention is a polyester having an aromatic ring in the chain unit of the polymer, and is composed of an aromatic dicarboxylic acid (or its ester-forming derivative) and a diol (or its ester-forming derivative). It is a polymer or copolymer obtained by a condensation reaction in which the main component is a condensation reaction.
ここでいう芳香族ジカルボン酸としてはテレフタル酸、
イソフタル酸、オルトフタル酸、■。The aromatic dicarboxylic acids mentioned here include terephthalic acid,
Isophthalic acid, orthophthalic acid, ■.
5−ナフタレンジカルボン酸、2.5−す7タレン2カ
ルボン酸、2.6−ナフタレン2カルボン酸、4,4′
−ビフェニルジカルボン酸、3,3′−ビフェニルジカ
ルボン酸、4.4’−ジフェニルエーテルジカルボン酸
、4.4’−ジフェニルメタンジカルボン酸、4.4’
−ジフェニルスルホンジカルボンm、4.4’−ジフェ
ニルイソプロピリデンジカルボン酸、1.2−ビス(フ
ェノキン)エタン−4,4′−ジカルボン酸、2,5−
アントラセンジカルボン酸、2,6−アントラセンジカ
ルボンid、4.4’−p−ターフェニレンジカルボン
W、2.5−ピリジンジカルボン酸などを挙げることが
でき、テレフタル鵠が好ましく使用できる。5-naphthalene dicarboxylic acid, 2,5-su7talene dicarboxylic acid, 2,6-naphthalene dicarboxylic acid, 4,4'
-Biphenyldicarboxylic acid, 3,3'-biphenyldicarboxylic acid, 4.4'-diphenyl etherdicarboxylic acid, 4.4'-diphenylmethanedicarboxylic acid, 4.4'
-diphenylsulfone dicarboxylic m, 4,4'-diphenylisopropylidene dicarboxylic acid, 1,2-bis(phenoquine)ethane-4,4'-dicarboxylic acid, 2,5-
Examples include anthracenedicarboxylic acid, 2,6-anthracenedicarboxylic acid, 4,4'-p-terphenylenedicarboxylic acid, 2,5-pyridinedicarboxylic acid, and terephthalic acid is preferably used.
これらの芳香族ジカルボン酸は二種以上を混合して使用
してもよい。なお少量であれば、これらの芳香族ジカル
ボン酸とともにアジピン酸、アゼライン酸、セバンン酸
、ドデカンジオン酸などの脂肪族ジカルボン酸、ンクロ
ヘキサンジ力ルボン酸などの脂環族ジカルボン酸を一種
以上混合使用することができる。Two or more of these aromatic dicarboxylic acids may be used in combination. If the amount is small, one or more types of aliphatic dicarboxylic acids such as adipic acid, azelaic acid, sebanic acid, and dodecanedioic acid, and alicyclic dicarboxylic acids such as nclohexane dicarboxylic acid may be used in combination with these aromatic dicarboxylic acids. Can be done.
また、ジオール成分としては、エチレングリコール、フ
ロピレンゲリコール、フチレンクリコール、ヘキシレン
グリコール、ネオペンチルグリコール、2−メチル−1
,3−プロパンジオール、ジエチレンクリコール、トリ
エチレングリコールなどの脂肪族ジオール、1,4−シ
クロヘキサンジメタツールなどの脂環族ジオ−/Li
fxど、およびそれらの混合物などが好ましく挙げられ
る。なお、少量であれば、分子31400〜6.000
の長鎖ジオール、すなわちポリエチレングリコール、ポ
リ−1,3−フロピレンゲリコール、ポリテトラメチレ
ングリコールなどを一望以上共重合せしめてもよい。In addition, as diol components, ethylene glycol, propylene gelicol, ethylene glycol, hexylene glycol, neopentyl glycol, 2-methyl-1
, 3-propanediol, diethylene glycol, aliphatic diol such as triethylene glycol, alicyclic diol such as 1,4-cyclohexane dimetatool, etc.
Preferred examples include fx, etc., and mixtures thereof. In addition, if it is a small amount, molecules 31,400 to 6,000
Long-chain diols such as polyethylene glycol, poly-1,3-propylene gelylcol, polytetramethylene glycol, etc. may be copolymerized as desired.
具体的な好ましい芳香族ポリエステルとしては、ポリエ
チレンテレフタレート、ポリプロビレ/テレフタレート
、ポリブチレンテレフタレート、ポリヘキシレンテレフ
タレート、ポリエチレンナフタレート、ポリブチレンナ
フタレート、ホl)エチレン−1,2−ビス(フェノキ
ン)エタン−4,4′−ジカルボキンレートなどのほか
、ポリエチレンイソフタレート/テレフタレート、ポリ
ブチン/テレフタレート/イソフタレート、ポリブチレ
ンテレフタレート/デカンジカルボキシレートなどのよ
うな共重合ポリエステルが挙げられる。これらのうち機
械的性質、成形性などのバランスのとれたポリブチレン
テレフタレートが特に好ましく使用できる。Specific preferred aromatic polyesters include polyethylene terephthalate, polypropylene/terephthalate, polybutylene terephthalate, polyhexylene terephthalate, polyethylene naphthalate, polybutylene naphthalate, and ethylene-1,2-bis(phenoquine)ethane. In addition to 4,4'-dicarboxylate, copolymerized polyesters such as polyethylene isophthalate/terephthalate, polybutyne/terephthalate/isophthalate, polybutylene terephthalate/decanedicarboxylate, etc. may be mentioned. Among these, polybutylene terephthalate, which has well-balanced mechanical properties and moldability, can be particularly preferably used.
本発明において使用する芳香族ポリエステルは0.5%
の0−クロルフェノール溶液を25℃で測定した相対粘
度が1.15〜2.01とくに1.3〜L85のものが
好ましい。The aromatic polyester used in the present invention is 0.5%
The relative viscosity of the 0-chlorophenol solution measured at 25°C is 1.15 to 2.01, particularly preferably 1.3 to L85.
次に本発明において使用する03)エポキシ基含有共重
合体とは、エポキン基含有単量体1〜50(好ましくは
2〜20)直ffi%とエポキシ基を含有しない単量体
99〜50(好ましくは98〜80)重量%とから構成
されるエポキシ基含有オレフィン系および/またはビニ
ル系共重合体類である。Next, the 03) epoxy group-containing copolymer used in the present invention includes 1 to 50 (preferably 2 to 20) epoxy group-containing monomers and 99 to 50 (99 to 50%) monomers not containing epoxy groups. Preferably, it is an epoxy group-containing olefin-based and/or vinyl-based copolymer composed of 98 to 80% by weight.
ここでいうエポキシ基含有単量体とは、一般式
%式%(2
(Rはエチレン系不飽和結合を1個有する炭化水素基、
Xは−C)1.−1−Q−または −Q−0−1R′は
水素、またはメチル基である)で表わされるようなエポ
キシ基含有不飽和単量体であり、具体的にはアクリル酸
グリシジル、メタクリル酸グリシジル、イタコン酸モノ
グリシジルエステル、ブテントリカルボン酸グリシジル
エステル、ブテントリカルボ/トリグリシジルエステル
、2−メチルアリルグリシジルエーテル、ビニルグリシ
ジルエーテル、3.4−エポキシブテン、3,4−エポ
キシ−3−メチル−1−ブテン、ビニルシクロヘキサン
モノオキシド、p−グリシジルスチレンなどが挙げられ
る。これらのエポキシ基を有する不飽和単量体は2種以
上を組合せて使用することもできる。The epoxy group-containing monomer here refers to the general formula % formula % (2 (R is a hydrocarbon group having one ethylenically unsaturated bond,
X is -C)1. -1-Q- or -Q-0-1R' is hydrogen or a methyl group), and specifically, glycidyl acrylate, glycidyl methacrylate, Itaconic acid monoglycidyl ester, butene tricarboxylic acid glycidyl ester, butene tricarbo/triglycidyl ester, 2-methylallyl glycidyl ether, vinyl glycidyl ether, 3,4-epoxybutene, 3,4-epoxy-3-methyl-1- Examples include butene, vinylcyclohexane monoxide, p-glycidylstyrene, and the like. Two or more of these epoxy group-containing unsaturated monomers can also be used in combination.
また、上記エポキシ基を有する不飽和単量体と共重合さ
れるエポキシ基を含有しない不飽和単量体とは、エチレ
ン、プロピレン、ブテン−1、デセン−11オクタセン
−11スチレンなどのオレフィン類:酢酸ビニル、プロ
ピオン酸ビニル、安息香酸ビニルなどの飽和カルボン酸
成分に2〜6個の炭素原子を含むビニルエステル類ニア
クリル酸およびメタクリル酸のアルキルエステル類(ア
ルキル基の炭素数1−18個):マレイン酸無水物:飽
和アルコール成分tこ1〜18個の炭素原子を含むマレ
イン酸のモノ−およびジ−エステル:アクリロニトリル
:ビニルエーテル類:およびアクリル酸アミド系化合物
などが挙げられ、これらは2種以上組合せて使用するこ
ともできる。なお上記のなかではエチレン、酢酸ビニル
、アクリル酸エステル類、メタクリル酸エステル類、ス
チレン、α−メチルスチレン、アクリロニトリルが好ま
しく、とくeこエチレンが好ましい。また少量であれば
、ブタジェン、ヘキサジエンなどのジエン系モノマや一
酸化炭素などを共重合してもよい。Further, the unsaturated monomers not containing an epoxy group that are copolymerized with the unsaturated monomer having an epoxy group mentioned above include olefins such as ethylene, propylene, butene-1, decene-11-octacene-11-styrene, etc. Vinyl esters containing 2 to 6 carbon atoms in the saturated carboxylic acid component such as vinyl acetate, vinyl propionate, vinyl benzoate, etc. Alkyl esters of acrylic acid and methacrylic acid (alkyl group has 1 to 18 carbon atoms): Maleic anhydride: Saturated alcohol component Mono- and di-esters of maleic acid containing 1 to 18 carbon atoms: Acrylonitrile: Vinyl ethers: and acrylamide-based compounds, etc., of which two or more types are included. They can also be used in combination. Among the above, ethylene, vinyl acetate, acrylic esters, methacrylic esters, styrene, α-methylstyrene, and acrylonitrile are preferred, and ethylene is particularly preferred. If the amount is small, diene monomers such as butadiene and hexadiene, carbon monoxide, etc. may be copolymerized.
本発明におけるエポキシ基含有共重合体の好ましい例と
しては、スチレン/メタクリル酸グリンジル共重合体、
スチレン/アクリロニトリル/メタクリル酸グリンジル
共厘合体、スチレン/メタクリル酸メチル/アクリル酸
ブチル/メタクリル酸グリシジル共重合体、スチレン/
メタクリル酸メチル/メタクリル酸グリ7ジル共重合体
、メタクリル酸之チ゛ル/メタクリル酸グリシジル共重
合体、メタクリル酸メチル/アクリロニトリル/メタク
リル酸グリシジル共重合体、エチレン/メタクリル酸グ
リシジル共重合体、エチレン/酢酸ビニル/メタクリル
酸グリシンル共屯合体、エチレン/−酸化炭素/メタク
リル酸グリシジル共重合体、エチレン/アクリル酸グリ
ンンル共重合体、エチレン/アクリル酸グリンジル/酢
酸ビニル共重せ体、エチレン/アリルグリシジルエーテ
ル共重合体およびアクリル酸ブチル/アクリル酸グリシ
ジル共重合体などが挙げられ、これらは2種以上を併用
することもできる。なお、上記の中ではとく1こエチレ
ン/メタクリル酸グリシジル共重合体が好ましい。Preferred examples of the epoxy group-containing copolymer in the present invention include styrene/grindyl methacrylate copolymer,
Styrene/acrylonitrile/grindyl methacrylate copolymer, styrene/methyl methacrylate/butyl acrylate/glycidyl methacrylate copolymer, styrene/
Methyl methacrylate/glycidyl methacrylate copolymer, methyl methacrylate/glycidyl methacrylate copolymer, methyl methacrylate/acrylonitrile/glycidyl methacrylate copolymer, ethylene/glycidyl methacrylate copolymer, ethylene/acetic acid Vinyl/glycidyl methacrylate copolymer, ethylene/carbon oxide/glycidyl methacrylate copolymer, ethylene/glycidyl acrylate copolymer, ethylene/glycidyl acrylate/vinyl acetate copolymer, ethylene/allyl glycidyl ether copolymer Examples include polymers and butyl acrylate/glycidyl acrylate copolymers, and two or more of these can also be used in combination. Among the above, monoethylene/glycidyl methacrylate copolymer is particularly preferred.
前記エポキシ基含有共重合体のメルトフローレー)(M
FR)は多すぎても少なすぎても耐衝撃性の改良効果が
小さくなる傾向があるため、0.1−100の範囲にあ
ることが好ましく、より好ましくは0.5〜30の範囲
である。ここでIVIFRはASTM D−1238(
190℃で測定)に従って測定した値であり、単位は1
710分である。Melt flow rate of the epoxy group-containing copolymer) (M
FR) is preferably in the range of 0.1-100, more preferably in the range of 0.5-30, since the effect of improving impact resistance tends to decrease if it is too large or too small. . Here IVIFR is ASTM D-1238 (
(measured at 190℃), the unit is 1
It is 710 minutes.
本発明におけるエポキシ基含有共重合体の添加量は芳香
族ポリエステル100重量部をこ対して1〜80重量部
、好ましくは2〜50重量部、より好ましくは3〜30
重量部である。添加量が1重量部未満ではエポキシ樹脂
との密着性の改良が十分てなく、80重量部を遥えた場
合には耐熱性が低下するためいずれも好ましくない。The amount of the epoxy group-containing copolymer added in the present invention is 1 to 80 parts by weight, preferably 2 to 50 parts by weight, more preferably 3 to 30 parts by weight, based on 100 parts by weight of the aromatic polyester.
Parts by weight. If the amount added is less than 1 part by weight, the adhesion to the epoxy resin will not be sufficiently improved, and if it exceeds 80 parts by weight, the heat resistance will decrease, which is not preferable.
さらに本発明において使用する0ゴム状グラフト重合体
とはポリブタジェン系またはポリアクリル酸エステル系
のグラフトベースに対して芳香族モノビニル化合物、シ
アン化ビニル化合物および(メタ)アクリル酸エステル
化合物からなる群から選択されるビニル単量体の1種以
上をグラフトせしめたものであり、ガラス転移温度が一
20℃以下のものが好ましい。Furthermore, the rubbery graft polymer used in the present invention is selected from the group consisting of aromatic monovinyl compounds, vinyl cyanide compounds, and (meth)acrylic ester compounds for polybutadiene-based or polyacrylic ester-based graft bases. The glass transition temperature is preferably 120° C. or lower.
ポリブタジェン系のグラフトベースはブタジェン単位を
50重量%以上、好ましくは60重量%以上含有するも
のであり、ポリブタジェンの他にブタジェンとスチレン
、アクリロニトリル、メタクリル酸メチル、アクリル酸
メチルなどの一種以上の共重合体く例えばブタジェン/
スチレン共重合体、ブタジェン/アクリロニトリル共重
合体など)が挙げられる。The polybutadiene-based graft base contains 50% by weight or more, preferably 60% by weight or more of butadiene units, and in addition to polybutadiene, it contains one or more copolymers of butadiene and styrene, acrylonitrile, methyl methacrylate, methyl acrylate, etc. For example, butadiene/
(styrene copolymer, butadiene/acrylonitrile copolymer, etc.).
ポリブタジェン系のクラフトベースに対してグラフトせ
しめるビニル単量体としては、芳香族モノビニル化合物
、シアン化ビニル化合物および(メタ)アクリル酸エス
テル化合物から選択される1種または2種以上である。The vinyl monomer grafted onto the polybutadiene kraft base is one or more selected from aromatic monovinyl compounds, vinyl cyanide compounds, and (meth)acrylic acid ester compounds.
2種以上のビニル単量体を使用する例としては、少なく
とも1種の(メタ)アクリル酸エステルおよび/または
アクリロニトリル/スチレンの混合物で、その重量比が
10/90〜35/65、好ましくは20/80〜35
/65のものを挙げることができる。Examples of using two or more vinyl monomers include at least one (meth)acrylic acid ester and/or a mixture of acrylonitrile/styrene in a weight ratio of 10/90 to 35/65, preferably 20 /80~35
/65 can be mentioned.
ビニル単量体の好ましい(共)重合量は、グラフト生成
物を基準にして10〜40重量%である。The preferred (co)polymerized amount of vinyl monomer is 10 to 40% by weight, based on the grafted product.
ポリブタジェン系のゴム状グラフト重合体のグラフト率
は芳香族ポリエステルの耐衝撃性を効果的に改良するた
めeこは、アセトン溶媒で測定したグラフト率が15〜
150%、特に20〜100%であることが好ましい。In order to effectively improve the impact resistance of aromatic polyester, the grafting ratio of the polybutadiene-based rubbery graft polymer is 15 to 15% as measured in an acetone solvent.
It is preferably 150%, particularly 20 to 100%.
ポリアクリル酸エステル系のクラフトベースとしては、
ジエン系ゴム核含有もしくは不含のアクリル酸エステル
重合体類および共道台体類等が挙げられ、アクリル酸エ
ステルを好ましくは40重量%以上、より好ましくは6
0重量%以上を含有するものである。アクリル酸エステ
ルとしては、アクリル酸と炭素数1〜8の1価のアルコ
ールとのエステルが好ましく、具体的にはメチル、エチ
ル、プロピル、ヘキシル、2−エチルヘキシル、オクチ
ルなどのエステルが挙げられる。As a polyacrylic ester based craft base,
Examples thereof include acrylic ester polymers containing or not containing a diene rubber core, and homopathic bodies, and the acrylic ester is preferably 40% by weight or more, more preferably 6% by weight.
It contains 0% by weight or more. The acrylic ester is preferably an ester of acrylic acid and a monohydric alcohol having 1 to 8 carbon atoms, and specific examples include esters such as methyl, ethyl, propyl, hexyl, 2-ethylhexyl, and octyl.
グラフトベースは架橋性単量体が共砿合されていてもよ
く、このような架橋性単量体としては、炭素数が3〜8
の不飽和モノカルボン酸と2〜4個の氷蔵基および2〜
20個の炭素原子を含有する飽和ポリオールのエステル
(例えばエチレンジメタクリレート、エチレンジアクリ
レート、ブチレンジメタクリレート、ブチレンジアクリ
レート、トリメチロールプロパントリメタクリレートな
ど)、炭素数が3〜8の不飽和カルボン酸と炭素数が3
〜12の不飽和1価アルコールのエステル(例えばアリ
ルツタクリレート、アリルアクリレート、ジアリルマレ
ートなど)、複数の不飽和基を有する複素環式化合物(
例えばトリアリルンアヌレート、トリアリルイソシアヌ
レート、トリス−アクリロイル−S −) IJアジン
など)、多官能性ビニル化合物(例えばジーおよびトリ
ービニルベンゼンなど)、+リアリルホスフエート、ジ
アリルフタレートなどが挙げられ、アリルメタクリレー
ト、エチレンジメタクリレート、ジアリルフタレート、
トリアリルイソシアヌレート、トリアリル/アメレート
、トリアクリロイルへキサヒドロ−3−)リアジンおよ
びトリアリルベンゼンが好ましい。架橋性単量体の1は
グラフトベース当り、0.02〜5重量%、特に0.0
5〜2重量%が好ましい。さらtこ3官能以上の架橋性
単量体の量はグラフトベース当り1重量%以下にするの
が好ましい。The graft base may be co-bonded with a crosslinkable monomer, and such a crosslinkable monomer has 3 to 8 carbon atoms.
of unsaturated monocarboxylic acid with 2 to 4 ice groups and 2 to
Esters of saturated polyols containing 20 carbon atoms (e.g. ethylene dimethacrylate, ethylene diacrylate, butylene dimethacrylate, butylene diacrylate, trimethylolpropane trimethacrylate, etc.), unsaturated carboxylic acids containing 3 to 8 carbon atoms; Number of carbons is 3
Esters of ~12 unsaturated monohydric alcohols (e.g. allylbutacrylate, allyl acrylate, diallyl maleate, etc.), heterocyclic compounds with multiple unsaturated groups (
Examples include triallyl anurate, triallyl isocyanurate, tris-acryloyl-S-)IJ azine, etc.), polyfunctional vinyl compounds (such as di- and trivinylbenzene), +lylyl phosphate, diallyl phthalate, etc. , allyl methacrylate, ethylene dimethacrylate, diallyl phthalate,
Triallylisocyanurate, triallyl/amelate, triacryloylhexahydro-3-)lyazine and triallylbenzene are preferred. The crosslinkable monomer 1 is 0.02 to 5% by weight, especially 0.0% by weight, based on the graft base.
5 to 2% by weight is preferred. Furthermore, the amount of the trifunctional or higher functional crosslinking monomer is preferably 1% by weight or less based on the graft base.
ポリアクリル酸エステル系クラフトベースに対してグラ
フトせしめるビニル単量体としては芳香族ビニル化合物
、シアン化ビニル化合物および(メタ)アクリル酸エス
テル化合物から選択される1種以上であり、好ましくは
α−メチルスチレン、スチレン、アクリロニトリル、メ
タクリル酸メチルおよびこれらの混せ物である。The vinyl monomer to be grafted onto the polyacrylate kraft base is one or more selected from aromatic vinyl compounds, vinyl cyanide compounds, and (meth)acrylate compounds, preferably α-methyl. Styrene, styrene, acrylonitrile, methyl methacrylate, and mixtures thereof.
これらのうち、スチレン/アクリロニトリルの重量比で
90/ 10〜50150の混合物が特に好ましい。Among these, a mixture of styrene/acrylonitrile in a weight ratio of 90/10 to 50,150 is particularly preferred.
上記のゴム状グラフト共重合体としては、″アクリロイ
ド″(ロームφアンドーノ・−ス社製の製品)、パカネ
エース″(鐘淵化学(,14I)製)、゛°プレンデイ
ノクス″′(ボルグーワーナー社製)、(・BTA”
、”)LIA” (県別化学(株)製)などの商品名
で市販されているものも使用可能である。Examples of the above-mentioned rubbery graft copolymers include "acryloid" (manufactured by Rohm & No. (manufactured by), (・BTA”
, ")LIA" (manufactured by Kenbetsu Kagaku Co., Ltd.) and other commercially available products can also be used.
本発明における(Qゴム状グラフト重合体の添加tは芳
香族ポリエステル100重量部に対して、1〜80重合
部、好ましくは2〜5031i量部、より好ましくは3
〜30重盆部である。添加量が1重量部未満では耐衝撃
性の改良が不十分であり、80重量部を越えた場合には
芳香族ポリエステルの耐熱性が低下するため好ましくな
い。In the present invention, the addition t of the rubber-like graft polymer (Q) is 1 to 80 parts by weight, preferably 2 to 5031 parts by weight, more preferably 3 parts by weight, based on 100 parts by weight of the aromatic polyester.
~30 Jubon section. If the amount added is less than 1 part by weight, the impact resistance will be insufficiently improved, and if it exceeds 80 parts by weight, the heat resistance of the aromatic polyester will decrease, which is not preferable.
本発明組成物に対して繊維状および/または粒状の強化
剤を併用することは剛性を向上させる上で好ましい方法
である。これらのうち繊維状の強化剤としてはガラス繊
維、ンラスガラスm維、アルミナ諧維、炭化ケイ素繊維
、セラミック繊維、アスベストa維、石こう繊維、金属
繊維(例えばステンレス繊維など)などの無機質繊維お
よび炭素繊維などが挙げられる。また粒状の強化剤とし
ては、ワラステナイト、セリサイト、カオリン、マイカ
、クレー、ベントナイト、アスベスト、タルク、アルミ
ナンリケートなどのケイ酸塩、アルミナ、酸化ケイ素、
酸化マグネシウム、酸化ジルコニウム、酸化チタンなど
の金属酸化物、炭酸カルシウム、炭酸マー 〆ネシクム
、ドロマイトなどの炭酸塩、硫酸カルシウム、硫酸バリ
ウムなどの硫酸塩、ガラスピーズ、窒化ホウ素、炭化ケ
イ素、サイアロンなどが挙げられ、これらは中空であっ
てもよい(例えば、中空ガラス繊維、ガラスマイクロバ
ルーン、7ラスバルーン、カーボンバルーンなど)。こ
れらのうち好ましいものはガラス繊維であり、通常の強
化樹脂用の直径5〜15μ径のチョツプドストランドタ
イプのガラス繊維が挙げられる。ガラス繊維はまたエポ
キシシラン、アミノシランなどのシラン系カップリング
剤で処理したものが好ましく、さらにエポキシ樹脂など
で表面処理したものがより好ましい。The use of fibrous and/or particulate reinforcing agents in the composition of the present invention is a preferred method for improving rigidity. Among these, fibrous reinforcing agents include inorganic fibers such as glass fibers, glass fibers, alumina fibers, silicon carbide fibers, ceramic fibers, asbestos A fibers, gypsum fibers, metal fibers (such as stainless steel fibers), and carbon fibers. Examples include. Particulate reinforcing agents include wollastenite, sericite, kaolin, mica, clay, bentonite, asbestos, talc, silicates such as alumina silicate, alumina, silicon oxide,
Metal oxides such as magnesium oxide, zirconium oxide, and titanium oxide, carbonates such as calcium carbonate, nesicum carbonate, and dolomite, sulfates such as calcium sulfate and barium sulfate, glass peas, boron nitride, silicon carbide, and sialon. These may be hollow (eg, hollow glass fibers, glass microballoons, 7 lath balloons, carbon balloons, etc.). Among these, glass fibers are preferred, and examples include chopped strand type glass fibers with a diameter of 5 to 15 μm for ordinary reinforced resins. The glass fibers are preferably treated with a silane coupling agent such as epoxy silane or aminosilane, and more preferably are surface treated with an epoxy resin or the like.
本発明において強化剤を使用する場合の量は、芳香族ポ
リエステル100重量部に対して100重皿部以下、特
に70重屋部以下が好ましい。In the present invention, the amount of reinforcing agent used is preferably 100 parts by weight or less, particularly 70 parts by weight or less, per 100 parts by weight of the aromatic polyester.
本発明組成物に対してさらにエボキン化合物および/ま
たはカルボジイミド化合物を併用することによって加熱
−冷却を繰返した時の耐衝撃性をさらに向上させること
が可能である。このようなエポキシ化曾物とは、分子内
に少なくとも1個のエポキシ基を有する化合物であり、
例えばビスフェノールとエビクロルヒト177 トを各
種の割合で反応させて得られるビスフェノール型エポキ
シ化合物、モノフェノールとエピクロルヒドリンより得
られるグリシジルエーテル類、ノボラック樹脂とエピク
ロルヒドリンより得られるノボラック型エポキシ化合物
、モノカルボ/酸またはポリカルボン酸とエピクロルヒ
ドリンより得られるグリシジルエステ?し類、脂環化合
物(劉えば、シフクロペンタジェン)から得ちれる脂環
化合物型エポキシ化合物、アルコール性水酸基を有する
脂肪族化合物(例えば、ブタンジオール、グリセリンな
ど)とエピクロルヒドリンより得られるグリシジルエー
テル類、ヒドロキシカルボン酸とエピクロルヒドリンよ
り得られるグリシジルエーテルエステル類、エポキシ化
ポリブタジェン、エポキシ基で置換された複素環化合物
(例えばトリスーエボキシグロビルーイソシアヌレート
など)などがあげられ、これらは21以上を併用するこ
ともできる。これらのエポキシ化合物のなかでもとくに
下記一般式で示されるビスフェノールA型エポキシ化合
物
qV)
(ただし、nはO〜20の数である)
およびグリシジルエステル化合物
R’ +C0CH−2C85Hz )mα)
(ただし、R′は炭素数6〜40の炭化水素基であり、
mは1〜3の整数である)
が好ましく挙げられる。グリシジルエステル化合物の好
ましい具体例としてはフタル酸ジグリシジル、テレフタ
ル酸ジグリシジル、イソフタル酸ジグリシジル、ヘキサ
ヒドロフタル酸ジグリシジル、テトラヒドロフタル酸ジ
グリシジル、オクタデカンジカルボン酸ジグリシジル、
ダイマー酸ジグリシジル、p−tert−ブチル安息香
酸グリシジル、安息香酸グリシジルおよび゛カーシェラ
E″ (商品名、油化シェル(味)製)などである。By further adding an evoquin compound and/or a carbodiimide compound to the composition of the present invention, it is possible to further improve the impact resistance upon repeated heating and cooling. Such an epoxidized compound is a compound having at least one epoxy group in the molecule,
For example, bisphenol-type epoxy compounds obtained by reacting bisphenol and shrimp chloride in various proportions, glycidyl ethers obtained from monophenol and epichlorohydrin, novolac-type epoxy compounds obtained from novolak resin and epichlorohydrin, monocarbo/acid or polycarboxylic acid. Glycidyl ester obtained from acid and epichlorohydrin? alicyclic compound-type epoxy compounds obtained from alicyclic compounds (for example, cyclopentadiene), glycidyl ethers obtained from aliphatic compounds having an alcoholic hydroxyl group (e.g., butanediol, glycerin, etc.) and epichlorohydrin. , glycidyl ether esters obtained from hydroxycarboxylic acid and epichlorohydrin, epoxidized polybutadiene, heterocyclic compounds substituted with epoxy groups (for example, tris-epoxygloby-isocyanurate, etc.), and these are used in combination of 21 or more. You can also do that. Among these epoxy compounds, bisphenol A type epoxy compounds qV) (where n is a number from O to 20) and glycidyl ester compounds R' +C0CH-2C85Hz)mα) (wherein R ' is a hydrocarbon group having 6 to 40 carbon atoms,
m is an integer of 1 to 3). Preferred specific examples of glycidyl ester compounds include diglycidyl phthalate, diglycidyl terephthalate, diglycidyl isophthalate, diglycidyl hexahydrophthalate, diglycidyl tetrahydrophthalate, diglycidyl octadecanedicarboxylate,
These include diglycidyl dimerate, glycidyl p-tert-butylbenzoate, glycidyl benzoate, and Karshera E'' (trade name, manufactured by Yuka Shell (Aji)).
またカルボジイミド化合物とは分子中に(−N=C=N
−)なるカルボジイミド基を有する化合物であり、具体
的にはジイソプロピルカルボジイミド、ジシクロへキシ
ルカルボジイミド、ジー0−)リイルカルボジイミド、
ジフェニルカルボジイミド、ジオクチルデシルカルボジ
イミド、ジー2.6−ジメチルフェニルカルボジイミド
、N−ト’)イルーN’−シクロヘキシルカルボジイミ
ド、N−)リイルーN′−フェニルカルボジイミド、ジ
ーP−)リイルカルボンイミド、ジーP−クロルフェニ
ルカルボジイミド、ジーP−メトキンフェニルカルボジ
イミド、P−フェニレン−ビス−シンクロへキシルカル
ボジイミド、ヘキサメチレン−ビス−ジシクロへキシル
カルボジイミド、エチレン−ビス−ジシクロへキシルカ
ルボジイミド、エチレン−ビス−ジフェニルカルボンイ
ミド等のモノ又はジカルボジイミド化合物及びポリ(A
,4’−ジフェニルメタンカルボジイミド)、ポリ (
3,3’−ジメチル−4,4′−ビフェニルメタンカル
ボジイミ゛ ド)、ポリ (トリカルボシイ ミ ド
)、ポリ (P−フェニレンカルボジイミド)、ポリ
(m−フェニレンカルボジイミド)、ポリ (1,6−
ヘキ、サメチレ7カルポジイミド)、ポリ (A,4’
−メチン/ビスシクロへキシルカルボジイミド)、ホU
(1,3及ヒl、 4−シクロヘキンレンカルボジイ
ミド)、ポリ (1,3−ジイソプロピルフェニレンカ
ルポジイミド)、ポリ (l−メチル−3,5−ジイソ
プロピルフェニレンカルボシイミド)およびポリ (ト
リイソプロピルフェニレンカルボジイミド)などのポリ
カルボジイミド化合物が挙げられ、これらは2糎以上併
用することもできる。これらのなかでも特にジシクロへ
キシルカルボジイミド、ジー2,6・−ジメチルフェニ
ルカルボジイミド、ポリ (A,4’−ジフェニルメタ
ンカルボジイミド)、ポリ (トリルカルボジイミド)
、ポリ (フェニレンカルボジイミド)およびポリ (
トリイソプロピルフェニレンカルボジイミド)が好適に
使用される。In addition, carbodiimide compounds are (-N=C=N
-) is a compound having a carbodiimide group, specifically diisopropylcarbodiimide, dicyclohexylcarbodiimide, di0-)lylcarbodiimide,
Diphenylcarbodiimide, dioctyldecylcarbodiimide, di-2,6-dimethylphenylcarbodiimide, N-t')yl-N'-cyclohexylcarbodiimide, N-)lyl-N'-phenylcarbodiimide, di-P-)lylcarbonimide, di-P-chlor phenylcarbodiimide, di-P-methkin phenylcarbodiimide, P-phenylene-bis-synchrohexylcarbodiimide, hexamethylene-bis-dicyclohexylcarbodiimide, ethylene-bis-dicyclohexylcarbodiimide, ethylene-bis-diphenylcarbonimide, etc. Mono- or dicarbodiimide compounds and poly(A
, 4'-diphenylmethanecarbodiimide), poly(
3,3'-dimethyl-4,4'-biphenylmethanecarbodiimide), poly(tricarbosiimide), poly(P-phenylenecarbodiimide), poly
(m-phenylenecarbodiimide), poly(1,6-
heki, sametile 7 carposiimide), poly (A, 4'
-methine/biscyclohexylcarbodiimide),
(1,3 and 4-cyclohekylenecarbodiimide), poly(1,3-diisopropylphenylenecarbodiimide), poly(l-methyl-3,5-diisopropylphenylenecarbodiimide) and poly(triisopropylphenylenecarbodiimide) Polycarbodiimide compounds such as carbodiimide) can be used, and two or more of these can be used in combination. Among these, dicyclohexylcarbodiimide, di-2,6-dimethylphenylcarbodiimide, poly(A,4'-diphenylmethanecarbodiimide), poly(tolylcarbodiimide)
, poly (phenylene carbodiimide) and poly (
Triisopropylphenylenecarbodiimide) is preferably used.
これらエポキシ化合物および/またはカルボジイミド化
合物の添加量は芳香族ポリエステル100重量部に対し
て0.01〜10重量部、特に0.05〜3重嵐部が好
ましい。The amount of these epoxy compounds and/or carbodiimide compounds added is preferably 0.01 to 10 parts by weight, particularly 0.05 to 3 parts by weight, per 100 parts by weight of the aromatic polyester.
なお本発明組成物eこ対して、本発明の目的を損なわな
い範囲で酸化防止剤および熱安定剤(例エバヒンダード
フェノール、ヒドロキノン、チオエーテル、ホスファイ
ト類およびこれらの置換体およびその組合せを含む)、
紫外線吸収剤111えば種々のレゾルシノール、サリシ
レート、ベンゾトリアゾール、ベンゾフェノンなど)、
滑剤および離型剤(例えばステアリン酸およびその塩、
モンタン酸およびその塩、ハーフェステル、エステルな
ど)、染料および顔料(例えば硫化カドミウム、フタロ
シアニン、カーボンブラックなど)を含む着色剤、離燃
剤(例えばデカブロモジフェニルエーテル、臭素化ポリ
カーボネートのよ5なノ・ロゲン系、メラミンあるいは
シアヌル酸系、リン系など)、難燃助剤(例えば酸化ア
ンチモンなど)、帯電防止剤(例工ばドデシルベンゼン
スルホン酸ナトリウム、ポリアルキレングリコールなど
)、可塑剤(例えばリン酸トリフェニルなどのリン酸エ
ステル、フタル酸エステル、安息香酸エステルなど)、
結晶化促進剤などの通常の添加剤を一孤以上添加するこ
とができる。また他の熱可塑性樹脂(例えばポリエチレ
ン、ポリプロピレン、ポリスチレン、ABS樹脂、アク
リル樹脂、フッ素樹脂、ポリアミド、ポリアセタール、
ポリカーボネート、ポリスルホン、ポリエステルエラス
トマー、エチレン/プロピレン共重合体、エチンン/ブ
テンーI共重合体などのようなエチレンと炭素数3〜I
Oのα−オレフィンからなる共重合体、エチレン/プロ
ピレン/非共役ジエン共重合体、水添スチレン/ブタジ
ェンブロック共重合体など)を−1以上添加してもよい
。In contrast, the composition of the present invention may contain antioxidants and heat stabilizers (e.g., evahindered phenol, hydroquinone, thioether, phosphites, substitutes thereof, and combinations thereof) within a range that does not impair the object of the present invention. ),
UV absorbers 111 (e.g. various resorcinols, salicylates, benzotriazoles, benzophenones, etc.),
Lubricants and mold release agents (e.g. stearic acid and its salts,
colorants including dyes and pigments (e.g. cadmium sulfide, phthalocyanine, carbon black, etc.); flame release agents (e.g. decabromodiphenyl ether, brominated polycarbonates, etc.); , melamine or cyanuric acid, phosphorus, etc.), flame retardant aids (e.g., antimony oxide, etc.), antistatic agents (e.g., sodium dodecylbenzenesulfonate, polyalkylene glycol, etc.), plasticizers (e.g., triphenyl phosphate, etc.) phosphate esters, phthalate esters, benzoate esters, etc.),
One or more conventional additives such as crystallization promoters can be added. In addition, other thermoplastic resins (e.g. polyethylene, polypropylene, polystyrene, ABS resin, acrylic resin, fluororesin, polyamide, polyacetal,
Ethylene and 3 to I carbon atoms such as polycarbonate, polysulfone, polyester elastomer, ethylene/propylene copolymer, ethylene/butene-I copolymer, etc.
A copolymer consisting of an α-olefin of O, an ethylene/propylene/non-conjugated diene copolymer, a hydrogenated styrene/butadiene block copolymer, etc.) may be added in an amount of −1 or more.
なお本発明組成物の製造方法は特に限定されないが、好
ましくは芳香族ポリエステル、エポキシ基含有共重合体
、ゴム状グラフト共重合体および必要に応じて他の添加
剤をトライブレンド後、スクリュー押出機を使用して芳
香族ポリエステルの融点以上で溶融混合する方法が挙げ
られる。Although the method for producing the composition of the present invention is not particularly limited, it is preferable that the aromatic polyester, the epoxy group-containing copolymer, the rubbery graft copolymer, and other additives as necessary be triblended, and then processed using a screw extruder. An example of this method is to melt and mix the aromatic polyester at a temperature higher than the melting point of the aromatic polyester.
本発明の樹脂組成物から成形品を得る場合、射出成形、
押出成形、ブロー成形などの通常の方法が適用可能であ
り、得られた成形品は良好な性能を発揮する。When obtaining a molded article from the resin composition of the present invention, injection molding,
Conventional methods such as extrusion molding and blow molding can be applied, and the obtained molded product exhibits good performance.
〈実施例〉
以下実施例によって本発明を詳述する。なお実施例中の
「部」は重量部を示す。<Examples> The present invention will be explained in detail below using examples. Note that "parts" in the examples indicate parts by weight.
実施例1〜io、比較例1−11
相対粘度L55のポリブチレンテレフタレート100部
に対して、ガラス繊維(チョツプドストランドタイプ、
エポキシ樹脂表面処理品)、下記のエポキシ基含有共重
合体およびゴム状グラフト共重合体の表1記載量をトラ
イブレンド後、250℃に設定した40flφスクリ工
−押出機を用いて溶融混合−ペレット化した。得られた
ベレットをシリンダ一温度250℃、金型温度80℃に
設定した5オンスの射出能力を有するスクリューインラ
イン型射出成形機を用いて成形し、ASTiVi 1
号ダンベルおよびl/2′幅のアイゾツト衝撃試験片を
得た。これらの試験片を使用してASTM D638に
従い引張試験を、ASTM D256に従い衝撃試験を
行い、引張強さおよびアイゾツト衝撃強さを求めた。結
果を表1に示す。Examples 1 to io, Comparative Example 1-11 Glass fiber (chopped strand type,
After tri-blending the amounts listed in Table 1 of the following epoxy group-containing copolymers and rubber-like graft copolymers (epoxy resin surface treated products), melt-mix pellets using a 40flφ screen extruder set at 250°C. It became. The resulting pellet was molded using a screw in-line injection molding machine with a 5 oz injection capacity set at a cylinder temperature of 250°C and a mold temperature of 80°C to obtain ASTiVi 1.
No. 1 dumbbell and 1/2' wide Izotz impact test specimens were obtained. Using these test pieces, a tensile test was conducted in accordance with ASTM D638, and an impact test was conducted in accordance with ASTM D256 to determine the tensile strength and Izot impact strength. The results are shown in Table 1.
また、上記のアイゾツト衝撃試験片をエポキシ樹脂(エ
ポキシ−アラルダイトCY2O5,100重量部、硬化
剤ハードナーf(Y2O2,100重量部、促進剤DY
O61、1重量部の混廿物、いずれもチバガイギー社製
)にて接着した。ただし、エポキシ樹脂は互い違いにt
o ffの長さで重ね合せた同厘の試験片の間に塗付し
、130℃で5時間加熱し硬化させた。この接着した試
験片に対して圧縮せん断試験を行い、せん断接着力を求
めた。また、160℃2時間/−40℃2時間を1サイ
クルとするヒートサイクル試験を200サイクル行なっ
た後、引張強さ、アイゾツト衝撃強さおよびせん断接着
力を求めた。これらの結果を表1に示す。In addition, the above Izot impact test piece was treated with epoxy resin (epoxy-Araldite CY2O5, 100 parts by weight, curing agent hardener f (Y2O2, 100 parts by weight, accelerator DY
Adhesion was made using a mixture of O61 and 1 part by weight (all manufactured by Ciba Geigy). However, the epoxy resin is
It was applied between test pieces of the same size stacked one on top of the other at a length of off, and was cured by heating at 130° C. for 5 hours. A compression shear test was performed on this bonded test piece to determine the shear adhesive strength. Further, after 200 cycles of a heat cycle test in which one cycle was 160 DEG C. for 2 hours/-40 DEG C. for 2 hours, the tensile strength, Izot impact strength and shear adhesive strength were determined. These results are shown in Table 1.
(エポキシ基含有共重合体)
A : ET/GMA (90/10重量比)共重合体
、MFR= 7 (190℃、2710分)。(Epoxy group-containing copolymer) A: ET/GMA (90/10 weight ratio) copolymer, MFR=7 (190°C, 2710 minutes).
B : ET/GMA/VA (85/1015 M
m比)共重合体、MFR= 5 (190℃、1710
分)。B: ET/GMA/VA (85/1015 M
m ratio) copolymer, MFR=5 (190°C, 1710
minutes).
C: ST/GMA (90/10重量比)共重合体、
MFR= 2.0 (125℃、1710分)。C: ST/GMA (90/10 weight ratio) copolymer,
MFR=2.0 (125°C, 1710 minutes).
D : ST/BA/GMA (60/20/20重量
比)共重合体、MFR= 4.5 (125℃、171
0分)。D: ST/BA/GMA (60/20/20 weight ratio) copolymer, MFR=4.5 (125°C, 171
0 minutes).
E : ST/AN/MMA/GMA (55/15/
15/15重量比)共重合体、IVIFR= 9.5
(125℃、1710分)。E: ST/AN/MMA/GMA (55/15/
15/15 weight ratio) copolymer, IVIFR=9.5
(125°C, 1710 minutes).
(ゴム状グラフト共重合体)
F : ”BTA” INX 、 県別化学(株
)製。(Rubber-like graft copolymer) F: "BTA" INX, manufactured by Kenbetsu Kagaku Co., Ltd.
G:”HIA“′ 15 、 県別化学(株)製。G: "HIA"' 15, manufactured by Kenbetsu Kagaku Co., Ltd.
H:パカネエース==FM、 鐘淵化学(株)製。H: Pakane Ace==FM, manufactured by Kanebuchi Chemical Co., Ltd.
I: ゛アクリロイト”’ KM330 、 ロー
ム拳アンド・ハース社製。I: ``Acryloite'' KM330, manufactured by Rohm Ken & Haas.
(その低重合体) J : ST/AN (70/30重量比)共重合体。(The low polymer) J: ST/AN (70/30 weight ratio) copolymer.
(上記重合体の略記号内容)
ET:エチレン、GIVIA :メタクリル虚グリシジ
ル、VA : 酢酸に’ 二#、ST:スチレン、BA
ニアクリル酸ブチル、MMA :メタクリル酸メチル、
AN:アクリロニトリル
表1から明らかなように芳香族ポリエステルに対して特
定のエポキシ基含有共重合体およびゴム状グラフト共重
合体の両者を含有せしめた本発明組成物はエボキン樹脂
との接着力が良好であると共に、加熱−冷却をくり返し
た後にも優れた接着力および引張強さ、耐衝撃性などの
機械物性を有する。(Abbreviations for the above polymers) ET: ethylene, GIVIA: glycidyl methacrylate, VA: acetic acid, ST: styrene, BA
Butyl diacrylate, MMA: Methyl methacrylate,
AN: Acrylonitrile As is clear from Table 1, the composition of the present invention, which contains both a specific epoxy group-containing copolymer and a rubbery graft copolymer to an aromatic polyester, has good adhesive strength with Evoquin resin. It also has excellent mechanical properties such as adhesive strength, tensile strength, and impact resistance even after repeated heating and cooling.
実施例11〜17、比較例12〜16
実施例2および6に対して下記のエポキシ化合物および
/またはカルボジイミド化合物を添加するほかは、実施
例2および6と同様?こして゛溶融混合、成形、物性評
価を行なった。これらの結果を表2に示す。Examples 11 to 17, Comparative Examples 12 to 16 Same as Examples 2 and 6 except that the following epoxy compounds and/or carbodiimide compounds were added to Examples 2 and 6? Then, melt mixing, molding, and physical property evaluation were performed. These results are shown in Table 2.
(エポキシ化合物)
K:へキサヒドロフタル酸ジグリシジルエステル
L:0−フェニルフェノール
lvl : ”エピコート“’ 819 (、商品名、
油化ンエル(株)製)
N:ボlJ (トリイソグロビルフエニレンカルボジ
イミ ド)
表2の結果から明らかなように本発明組成物に対してエ
ボキン化合物および/またはカルボジイミド化合物をさ
らに添加することにより、加熱−冷却を繰返した後の接
着力および機械物性が一層向上することがわかる。(Epoxy compound) K: Hexahydrophthalic acid diglycidyl ester L: 0-phenylphenol lvl: "Epicote"' 819 (, trade name,
(manufactured by Yuka NEL Co., Ltd.) N: BolJ (triisoglobilphenylenecarbodiimide) As is clear from the results in Table 2, an Evoquin compound and/or a carbodiimide compound was further added to the composition of the present invention. It can be seen that by doing so, the adhesive strength and mechanical properties after repeated heating and cooling are further improved.
〈発明の効果〉
本発明のポリエステル樹脂組成物からの成形品はエポキ
シ樹脂との接着性が良好であり、かつ機械的性質、特許
こ加熱−冷却を繰返した際の耐衝撃性に優れるため、電
気・電子機器、自動車などの材料として有用である。<Effects of the Invention> Molded products made from the polyester resin composition of the present invention have good adhesion to epoxy resin, and have excellent mechanical properties and impact resistance when repeatedly heated and cooled. It is useful as a material for electrical/electronic equipment, automobiles, etc.
特許出願大東し株式会社Patent application Daitoshi Co., Ltd.
Claims (1)
エポキシ基含有不飽和単量体とエポキシ基を含有しない
不飽和単量体から構成されるエポキシ基含有共重合体1
〜80重量部および(C)ゴム状グラフト重合体1〜8
0重量部を含有せしめてなるポリエステル樹脂組成物。(A) (B) based on 100 parts by weight of aromatic polyester
Epoxy group-containing copolymer 1 composed of an epoxy group-containing unsaturated monomer and an epoxy group-free unsaturated monomer
~80 parts by weight and (C) rubbery graft polymer 1-8
A polyester resin composition containing 0 parts by weight.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP12822586A JPS62285947A (en) | 1986-06-04 | 1986-06-04 | Polyester resin composition |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP12822586A JPS62285947A (en) | 1986-06-04 | 1986-06-04 | Polyester resin composition |
Publications (1)
Publication Number | Publication Date |
---|---|
JPS62285947A true JPS62285947A (en) | 1987-12-11 |
Family
ID=14979587
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP12822586A Pending JPS62285947A (en) | 1986-06-04 | 1986-06-04 | Polyester resin composition |
Country Status (1)
Country | Link |
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JP (1) | JPS62285947A (en) |
Cited By (17)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH01185348A (en) * | 1988-01-20 | 1989-07-24 | Nippon Petrochem Co Ltd | Thermoplastic resin composition and its production |
JPH01193351A (en) * | 1988-01-29 | 1989-08-03 | Agency Of Ind Science & Technol | Aromatic polyester composition |
EP0337208A2 (en) * | 1988-04-12 | 1989-10-18 | Bayer Ag | Thermoplastic moulding compositions |
JPH01263149A (en) * | 1988-04-15 | 1989-10-19 | Ube Ind Ltd | Resin composition |
WO1990015103A1 (en) * | 1989-05-29 | 1990-12-13 | Sumitomo Naugatuck Co., Ltd. | Thermoplastic resin composition |
JPH0388842A (en) * | 1989-05-29 | 1991-04-15 | Sumitomo Naugatuck Co Ltd | Thermoplastic resin composition |
US5248725A (en) * | 1990-06-29 | 1993-09-28 | Sumitomo Chemical Company, Limited | Thermoplastic resin composition |
US5367020A (en) * | 1991-06-12 | 1994-11-22 | Tonen Corporation | Thermoplastic resin composition |
JP2001181485A (en) * | 1999-11-26 | 2001-07-03 | Atofina | Thermoplastic polyester composition having improved impact resistance |
JP2002294049A (en) * | 2001-03-29 | 2002-10-09 | Toray Ind Inc | Flame-retardant polybutylene terephthalate resin composition and molding |
US6809151B1 (en) * | 1999-11-26 | 2004-10-26 | Atofina | Thermoplastic polyester compositions having improved impact properties |
JP2006104363A (en) * | 2004-10-07 | 2006-04-20 | Wintech Polymer Ltd | Polybutylene terephthalate resin composition |
JP2006143955A (en) * | 2004-11-24 | 2006-06-08 | Toray Ind Inc | Polyester-based resin composition and electric and electronic part molding comprising the same |
JPWO2009119467A1 (en) * | 2008-03-25 | 2011-07-21 | 東レ株式会社 | Epoxy resin composition, fiber-reinforced composite material, and method for producing the same |
WO2013129547A1 (en) * | 2012-02-29 | 2013-09-06 | 東レ株式会社 | Thermoplastic resin composition and molded article of same |
JP2016135831A (en) * | 2015-01-23 | 2016-07-28 | 東洋紡株式会社 | Polyester resin composition |
CN110121517A (en) * | 2016-11-30 | 2019-08-13 | 沙特基础工业全球技术公司 | The impact property of dynamic crosslinking network is improved by using reactive impact modifying agent |
Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS6173762A (en) * | 1984-09-17 | 1986-04-15 | モベイ・コ−ポレ−ション | Thermoplastic resin blend and its production |
JPS62236871A (en) * | 1986-04-08 | 1987-10-16 | Toray Ind Inc | Thermoplastic polyester composition for powder coating |
-
1986
- 1986-06-04 JP JP12822586A patent/JPS62285947A/en active Pending
Patent Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS6173762A (en) * | 1984-09-17 | 1986-04-15 | モベイ・コ−ポレ−ション | Thermoplastic resin blend and its production |
JPS62236871A (en) * | 1986-04-08 | 1987-10-16 | Toray Ind Inc | Thermoplastic polyester composition for powder coating |
Cited By (25)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH01185348A (en) * | 1988-01-20 | 1989-07-24 | Nippon Petrochem Co Ltd | Thermoplastic resin composition and its production |
JPH0618973B2 (en) * | 1988-01-20 | 1994-03-16 | 日本石油化学株式会社 | Thermoplastic resin composition and method for producing the same |
JPH01193351A (en) * | 1988-01-29 | 1989-08-03 | Agency Of Ind Science & Technol | Aromatic polyester composition |
JPH0557303B2 (en) * | 1988-01-29 | 1993-08-23 | Kogyo Gijutsuin | |
EP0337208A2 (en) * | 1988-04-12 | 1989-10-18 | Bayer Ag | Thermoplastic moulding compositions |
JPH01306460A (en) * | 1988-04-12 | 1989-12-11 | Bayer Ag | Thermoplastic molding compound |
EP0337208A3 (en) * | 1988-04-12 | 1990-08-16 | Bayer Ag | Thermoplastic moulding compositions |
JPH01263149A (en) * | 1988-04-15 | 1989-10-19 | Ube Ind Ltd | Resin composition |
WO1990015103A1 (en) * | 1989-05-29 | 1990-12-13 | Sumitomo Naugatuck Co., Ltd. | Thermoplastic resin composition |
JPH0388842A (en) * | 1989-05-29 | 1991-04-15 | Sumitomo Naugatuck Co Ltd | Thermoplastic resin composition |
AU624249B2 (en) * | 1989-05-29 | 1992-06-04 | Sumitomo Dow Limited | Thermoplastic resin composition |
US5248725A (en) * | 1990-06-29 | 1993-09-28 | Sumitomo Chemical Company, Limited | Thermoplastic resin composition |
US5367020A (en) * | 1991-06-12 | 1994-11-22 | Tonen Corporation | Thermoplastic resin composition |
JP2001181485A (en) * | 1999-11-26 | 2001-07-03 | Atofina | Thermoplastic polyester composition having improved impact resistance |
US6809151B1 (en) * | 1999-11-26 | 2004-10-26 | Atofina | Thermoplastic polyester compositions having improved impact properties |
US7119152B1 (en) * | 1999-11-26 | 2006-10-10 | Atofina | Thermoplastic polyester compositions having improved impact properties |
JP2002294049A (en) * | 2001-03-29 | 2002-10-09 | Toray Ind Inc | Flame-retardant polybutylene terephthalate resin composition and molding |
JP2006104363A (en) * | 2004-10-07 | 2006-04-20 | Wintech Polymer Ltd | Polybutylene terephthalate resin composition |
JP2006143955A (en) * | 2004-11-24 | 2006-06-08 | Toray Ind Inc | Polyester-based resin composition and electric and electronic part molding comprising the same |
JPWO2009119467A1 (en) * | 2008-03-25 | 2011-07-21 | 東レ株式会社 | Epoxy resin composition, fiber-reinforced composite material, and method for producing the same |
JP5454138B2 (en) * | 2008-03-25 | 2014-03-26 | 東レ株式会社 | Epoxy resin composition, fiber-reinforced composite material, and method for producing the same |
WO2013129547A1 (en) * | 2012-02-29 | 2013-09-06 | 東レ株式会社 | Thermoplastic resin composition and molded article of same |
JP5565523B2 (en) * | 2012-02-29 | 2014-08-06 | 東レ株式会社 | Thermoplastic resin composition and molded article thereof |
JP2016135831A (en) * | 2015-01-23 | 2016-07-28 | 東洋紡株式会社 | Polyester resin composition |
CN110121517A (en) * | 2016-11-30 | 2019-08-13 | 沙特基础工业全球技术公司 | The impact property of dynamic crosslinking network is improved by using reactive impact modifying agent |
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