JPH0524177B2 - - Google Patents
Info
- Publication number
- JPH0524177B2 JPH0524177B2 JP57175210A JP17521082A JPH0524177B2 JP H0524177 B2 JPH0524177 B2 JP H0524177B2 JP 57175210 A JP57175210 A JP 57175210A JP 17521082 A JP17521082 A JP 17521082A JP H0524177 B2 JPH0524177 B2 JP H0524177B2
- Authority
- JP
- Japan
- Prior art keywords
- acid
- weight
- pps
- parts
- polyester
- 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.)
- Expired - Lifetime
Links
- 239000004734 Polyphenylene sulfide Substances 0.000 claims description 28
- 229920000069 polyphenylene sulfide Polymers 0.000 claims description 28
- 229920000728 polyester Polymers 0.000 claims description 25
- 239000003822 epoxy resin Substances 0.000 claims description 23
- 229920000647 polyepoxide Polymers 0.000 claims description 23
- 229920003986 novolac Polymers 0.000 claims description 14
- 125000005843 halogen group Chemical group 0.000 claims description 4
- 229920001169 thermoplastic Polymers 0.000 claims description 2
- 239000004416 thermosoftening plastic Substances 0.000 claims description 2
- 239000000203 mixture Substances 0.000 description 22
- -1 polybutylene terephthalate Polymers 0.000 description 21
- 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 9
- 238000000034 method Methods 0.000 description 9
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 238000004132 cross linking Methods 0.000 description 6
- 230000007062 hydrolysis Effects 0.000 description 6
- 238000006460 hydrolysis reaction Methods 0.000 description 6
- 229920001707 polybutylene terephthalate Polymers 0.000 description 6
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 5
- 229920000642 polymer Polymers 0.000 description 5
- 229920013632 Ryton Polymers 0.000 description 4
- 239000004736 Ryton® Substances 0.000 description 4
- ADCOVFLJGNWWNZ-UHFFFAOYSA-N antimony trioxide Chemical compound O=[Sb]O[Sb]=O ADCOVFLJGNWWNZ-UHFFFAOYSA-N 0.000 description 4
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical compound C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 4
- 239000003365 glass fiber Substances 0.000 description 4
- 239000008188 pellet Substances 0.000 description 4
- 239000012744 reinforcing agent Substances 0.000 description 4
- 239000012763 reinforcing filler Substances 0.000 description 4
- 239000007977 PBT buffer Substances 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- 238000005452 bending Methods 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 229920001577 copolymer Polymers 0.000 description 3
- 239000011521 glass Substances 0.000 description 3
- 239000000155 melt Substances 0.000 description 3
- 238000006116 polymerization reaction Methods 0.000 description 3
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 3
- QPFMBZIOSGYJDE-UHFFFAOYSA-N 1,1,2,2-tetrachloroethane Chemical compound ClC(Cl)C(Cl)Cl QPFMBZIOSGYJDE-UHFFFAOYSA-N 0.000 description 2
- OCJBOOLMMGQPQU-UHFFFAOYSA-N 1,4-dichlorobenzene Chemical compound ClC1=CC=C(Cl)C=C1 OCJBOOLMMGQPQU-UHFFFAOYSA-N 0.000 description 2
- 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 2
- VEORPZCZECFIRK-UHFFFAOYSA-N 3,3',5,5'-tetrabromobisphenol A Chemical compound C=1C(Br)=C(O)C(Br)=CC=1C(C)(C)C1=CC(Br)=C(O)C(Br)=C1 VEORPZCZECFIRK-UHFFFAOYSA-N 0.000 description 2
- YEJRWHAVMIAJKC-UHFFFAOYSA-N 4-Butyrolactone Chemical compound O=C1CCCO1 YEJRWHAVMIAJKC-UHFFFAOYSA-N 0.000 description 2
- OZJPLYNZGCXSJM-UHFFFAOYSA-N 5-valerolactone Chemical compound O=C1CCCCO1 OZJPLYNZGCXSJM-UHFFFAOYSA-N 0.000 description 2
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-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
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- AEMRFAOFKBGASW-UHFFFAOYSA-N Glycolic acid Chemical compound OCC(O)=O AEMRFAOFKBGASW-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
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 2
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-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
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
- 239000003513 alkali Substances 0.000 description 2
- 150000001491 aromatic compounds Chemical class 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
- QMKYBPDZANOJGF-UHFFFAOYSA-N benzene-1,3,5-tricarboxylic acid Chemical compound OC(=O)C1=CC(C(O)=O)=CC(C(O)=O)=C1 QMKYBPDZANOJGF-UHFFFAOYSA-N 0.000 description 2
- 235000010290 biphenyl Nutrition 0.000 description 2
- 239000004305 biphenyl Substances 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
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 238000006482 condensation reaction Methods 0.000 description 2
- 238000007334 copolymerization reaction Methods 0.000 description 2
- 239000007822 coupling agent Substances 0.000 description 2
- 230000006866 deterioration Effects 0.000 description 2
- GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical compound C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 description 2
- USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical compound C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 description 2
- PXJJSXABGXMUSU-UHFFFAOYSA-N disulfur dichloride Chemical compound ClSSCl PXJJSXABGXMUSU-UHFFFAOYSA-N 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 239000000835 fiber Substances 0.000 description 2
- 239000003063 flame retardant Substances 0.000 description 2
- 150000002366 halogen compounds Chemical class 0.000 description 2
- 229920001519 homopolymer Polymers 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
- 238000004898 kneading Methods 0.000 description 2
- IWYDHOAUDWTVEP-UHFFFAOYSA-N mandelic acid Chemical compound OC(=O)C(O)C1=CC=CC=C1 IWYDHOAUDWTVEP-UHFFFAOYSA-N 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 239000010445 mica Substances 0.000 description 2
- 229910052618 mica group Inorganic materials 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- BDJRBEYXGGNYIS-UHFFFAOYSA-N nonanedioic acid Chemical compound OC(=O)CCCCCCCC(O)=O BDJRBEYXGGNYIS-UHFFFAOYSA-N 0.000 description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
- CYIDZMCFTVVTJO-UHFFFAOYSA-N pyromellitic acid Chemical compound OC(=O)C1=CC(C(O)=O)=C(C(O)=O)C=C1C(O)=O CYIDZMCFTVVTJO-UHFFFAOYSA-N 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 229920005989 resin Polymers 0.000 description 2
- 239000011347 resin Substances 0.000 description 2
- 229910052979 sodium sulfide Inorganic materials 0.000 description 2
- GRVFOGOEDUUMBP-UHFFFAOYSA-N sodium sulfide (anhydrous) Chemical compound [Na+].[Na+].[S-2] GRVFOGOEDUUMBP-UHFFFAOYSA-N 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 239000003381 stabilizer Substances 0.000 description 2
- HXJUTPCZVOIRIF-UHFFFAOYSA-N sulfolane Chemical compound O=S1(=O)CCCC1 HXJUTPCZVOIRIF-UHFFFAOYSA-N 0.000 description 2
- 229920005992 thermoplastic resin Polymers 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
- WYTZZXDRDKSJID-UHFFFAOYSA-N (3-aminopropyl)triethoxysilane Chemical compound CCO[Si](OCC)(OCC)CCCN WYTZZXDRDKSJID-UHFFFAOYSA-N 0.000 description 1
- PNXPXUDJXYVOFM-UHFFFAOYSA-N 2,3,5,6-tetrabromoterephthalic acid Chemical compound OC(=O)C1=C(Br)C(Br)=C(C(O)=O)C(Br)=C1Br PNXPXUDJXYVOFM-UHFFFAOYSA-N 0.000 description 1
- UNQWKAVGUZNMJZ-UHFFFAOYSA-N 2,3-dibromoterephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C(Br)=C1Br UNQWKAVGUZNMJZ-UHFFFAOYSA-N 0.000 description 1
- NAQNEMNLLODUCG-UHFFFAOYSA-N 2,3-dichloroterephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C(Cl)=C1Cl NAQNEMNLLODUCG-UHFFFAOYSA-N 0.000 description 1
- HIXDQWDOVZUNNA-UHFFFAOYSA-N 2-(3,4-dimethoxyphenyl)-5-hydroxy-7-methoxychromen-4-one Chemical compound C=1C(OC)=CC(O)=C(C(C=2)=O)C=1OC=2C1=CC=C(OC)C(OC)=C1 HIXDQWDOVZUNNA-UHFFFAOYSA-N 0.000 description 1
- BZUILZIKDIMXBK-UHFFFAOYSA-N 2-(oxiran-2-ylmethoxycarbonyl)benzoic acid Chemical compound OC(=O)C1=CC=CC=C1C(=O)OCC1OC1 BZUILZIKDIMXBK-UHFFFAOYSA-N 0.000 description 1
- HPILSDOMLLYBQF-UHFFFAOYSA-N 2-[1-(oxiran-2-ylmethoxy)butoxymethyl]oxirane Chemical compound C1OC1COC(CCC)OCC1CO1 HPILSDOMLLYBQF-UHFFFAOYSA-N 0.000 description 1
- PIXSWZGTVOTRKL-UHFFFAOYSA-N 2-[2,3,4,5-tetrabromo-6-[2-[2,3,4,5-tetrabromo-6-(2-hydroxyethoxy)phenyl]propan-2-yl]phenoxy]ethanol Chemical compound BrC=1C(Br)=C(Br)C(Br)=C(OCCO)C=1C(C)(C)C1=C(Br)C(Br)=C(Br)C(Br)=C1OCCO PIXSWZGTVOTRKL-UHFFFAOYSA-N 0.000 description 1
- WMRCTEPOPAZMMN-UHFFFAOYSA-N 2-undecylpropanedioic acid Chemical compound CCCCCCCCCCCC(C(O)=O)C(O)=O WMRCTEPOPAZMMN-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
- 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
- VZXOZSQDJJNBRC-UHFFFAOYSA-N 4-chlorobenzenethiol Chemical compound SC1=CC=C(Cl)C=C1 VZXOZSQDJJNBRC-UHFFFAOYSA-N 0.000 description 1
- FJKROLUGYXJWQN-UHFFFAOYSA-M 4-hydroxybenzoate Chemical compound OC1=CC=C(C([O-])=O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-M 0.000 description 1
- SJZRECIVHVDYJC-UHFFFAOYSA-N 4-hydroxybutyric acid Chemical compound OCCCC(O)=O SJZRECIVHVDYJC-UHFFFAOYSA-N 0.000 description 1
- OECTYKWYRCHAKR-UHFFFAOYSA-N 4-vinylcyclohexene dioxide Chemical compound C1OC1C1CC2OC2CC1 OECTYKWYRCHAKR-UHFFFAOYSA-N 0.000 description 1
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 1
- 239000005995 Aluminium silicate Substances 0.000 description 1
- UUAGPGQUHZVJBQ-UHFFFAOYSA-N Bisphenol A bis(2-hydroxyethyl)ether Chemical compound C=1C=C(OCCO)C=CC=1C(C)(C)C1=CC=C(OCCO)C=C1 UUAGPGQUHZVJBQ-UHFFFAOYSA-N 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-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
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- KZCBXHSWMMIEQU-UHFFFAOYSA-N Chlorthal Chemical compound OC(=O)C1=C(Cl)C(Cl)=C(C(O)=O)C(Cl)=C1Cl KZCBXHSWMMIEQU-UHFFFAOYSA-N 0.000 description 1
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical compound S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 1
- OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 1
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 description 1
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 239000004696 Poly ether ether ketone Substances 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- 239000004962 Polyamide-imide Substances 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 239000004642 Polyimide Substances 0.000 description 1
- 239000004721 Polyphenylene oxide Substances 0.000 description 1
- 229910052581 Si3N4 Inorganic materials 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 description 1
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 1
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 1
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 1
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 1
- 229910021536 Zeolite Inorganic materials 0.000 description 1
- ORLQHILJRHBSAY-UHFFFAOYSA-N [1-(hydroxymethyl)cyclohexyl]methanol Chemical compound OCC1(CO)CCCCC1 ORLQHILJRHBSAY-UHFFFAOYSA-N 0.000 description 1
- QICFLGKMRBXARD-UHFFFAOYSA-N [2,3,4,5-tetrabromo-6-(hydroxymethyl)phenyl]methanol Chemical compound OCC1=C(Br)C(Br)=C(Br)C(Br)=C1CO QICFLGKMRBXARD-UHFFFAOYSA-N 0.000 description 1
- XMUZQOKACOLCSS-UHFFFAOYSA-N [2-(hydroxymethyl)phenyl]methanol Chemical compound OCC1=CC=CC=C1CO XMUZQOKACOLCSS-UHFFFAOYSA-N 0.000 description 1
- 150000008065 acid anhydrides Chemical class 0.000 description 1
- 239000001361 adipic acid Substances 0.000 description 1
- 235000011037 adipic acid Nutrition 0.000 description 1
- 229920003232 aliphatic polyester Polymers 0.000 description 1
- 229910001854 alkali hydroxide Inorganic materials 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000008044 alkali metal hydroxides Chemical class 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 125000000217 alkyl group Chemical group 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
- 150000001408 amides Chemical class 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 239000004760 aramid Substances 0.000 description 1
- 229920006231 aramid fiber Polymers 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 239000010425 asbestos Substances 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 239000011324 bead Substances 0.000 description 1
- 239000000440 bentonite Substances 0.000 description 1
- 229910000278 bentonite Inorganic materials 0.000 description 1
- SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 description 1
- VEZXCJBBBCKRPI-UHFFFAOYSA-N beta-propiolactone Chemical compound O=C1CCO1 VEZXCJBBBCKRPI-UHFFFAOYSA-N 0.000 description 1
- 230000000740 bleeding effect Effects 0.000 description 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
- 229910052794 bromium Inorganic materials 0.000 description 1
- CDQSJQSWAWPGKG-UHFFFAOYSA-N butane-1,1-diol Chemical compound CCCC(O)O CDQSJQSWAWPGKG-UHFFFAOYSA-N 0.000 description 1
- 229930188620 butyrolactone Natural products 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- 239000000378 calcium silicate Substances 0.000 description 1
- 229910052918 calcium silicate Inorganic materials 0.000 description 1
- OYACROKNLOSFPA-UHFFFAOYSA-N calcium;dioxido(oxo)silane Chemical compound [Ca+2].[O-][Si]([O-])=O OYACROKNLOSFPA-UHFFFAOYSA-N 0.000 description 1
- 239000004917 carbon fiber Substances 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical class OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 1
- 125000002843 carboxylic acid group Chemical group 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 239000000919 ceramic Substances 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- YACLQRRMGMJLJV-UHFFFAOYSA-N chloroprene Chemical compound ClC(=C)C=C YACLQRRMGMJLJV-UHFFFAOYSA-N 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 150000001879 copper Chemical class 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- QYQADNCHXSEGJT-UHFFFAOYSA-N cyclohexane-1,1-dicarboxylate;hydron Chemical compound OC(=O)C1(C(O)=O)CCCCC1 QYQADNCHXSEGJT-UHFFFAOYSA-N 0.000 description 1
- INSRQEMEVAMETL-UHFFFAOYSA-N decane-1,1-diol Chemical compound CCCCCCCCCC(O)O INSRQEMEVAMETL-UHFFFAOYSA-N 0.000 description 1
- 150000001991 dicarboxylic acids Chemical class 0.000 description 1
- BQQUFAMSJAKLNB-UHFFFAOYSA-N dicyclopentadiene diepoxide Chemical compound C12C(C3OC33)CC3C2CC2C1O2 BQQUFAMSJAKLNB-UHFFFAOYSA-N 0.000 description 1
- 239000000539 dimer Substances 0.000 description 1
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 description 1
- NJLLQSBAHIKGKF-UHFFFAOYSA-N dipotassium dioxido(oxo)titanium Chemical compound [K+].[K+].[O-][Ti]([O-])=O NJLLQSBAHIKGKF-UHFFFAOYSA-N 0.000 description 1
- 229910000514 dolomite Inorganic materials 0.000 description 1
- 239000010459 dolomite Substances 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- 239000000806 elastomer Substances 0.000 description 1
- 229920006351 engineering plastic Polymers 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 125000003700 epoxy group Chemical group 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 239000004088 foaming agent Substances 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- 125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- 229920000578 graft copolymer Polymers 0.000 description 1
- 239000010439 graphite Substances 0.000 description 1
- 229910002804 graphite Inorganic materials 0.000 description 1
- 239000010440 gypsum Substances 0.000 description 1
- 229910052602 gypsum Inorganic materials 0.000 description 1
- LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 description 1
- ACCCMOQWYVYDOT-UHFFFAOYSA-N hexane-1,1-diol Chemical compound CCCCCC(O)O ACCCMOQWYVYDOT-UHFFFAOYSA-N 0.000 description 1
- 229910000037 hydrogen sulfide Inorganic materials 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
- 230000001771 impaired effect Effects 0.000 description 1
- 238000001746 injection moulding Methods 0.000 description 1
- 229910010272 inorganic material Inorganic materials 0.000 description 1
- 239000011147 inorganic material Substances 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
- 239000011968 lewis acid catalyst Substances 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 239000002932 luster Substances 0.000 description 1
- ZLNQQNXFFQJAID-UHFFFAOYSA-L magnesium carbonate Chemical compound [Mg+2].[O-]C([O-])=O ZLNQQNXFFQJAID-UHFFFAOYSA-L 0.000 description 1
- 239000001095 magnesium carbonate Substances 0.000 description 1
- 229910000021 magnesium carbonate Inorganic materials 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
- 230000014759 maintenance of location Effects 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 1
- 239000002557 mineral fiber Substances 0.000 description 1
- 239000012046 mixed solvent Substances 0.000 description 1
- 239000006082 mold release agent Substances 0.000 description 1
- CWQXQMHSOZUFJS-UHFFFAOYSA-N molybdenum disulfide Chemical compound S=[Mo]=S CWQXQMHSOZUFJS-UHFFFAOYSA-N 0.000 description 1
- 229910052982 molybdenum disulfide Inorganic materials 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 238000000465 moulding Methods 0.000 description 1
- IHYNKGRWCDKNEG-UHFFFAOYSA-N n-(4-bromophenyl)-2,6-dihydroxybenzamide Chemical compound OC1=CC=CC(O)=C1C(=O)NC1=CC=C(Br)C=C1 IHYNKGRWCDKNEG-UHFFFAOYSA-N 0.000 description 1
- KYTZHLUVELPASH-UHFFFAOYSA-N naphthalene-1,2-dicarboxylic acid Chemical compound C1=CC=CC2=C(C(O)=O)C(C(=O)O)=CC=C21 KYTZHLUVELPASH-UHFFFAOYSA-N 0.000 description 1
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 1
- OEIJHBUUFURJLI-UHFFFAOYSA-N octane-1,8-diol Chemical compound OCCCCCCCCO OEIJHBUUFURJLI-UHFFFAOYSA-N 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- AFEQENGXSMURHA-UHFFFAOYSA-N oxiran-2-ylmethanamine Chemical compound NCC1CO1 AFEQENGXSMURHA-UHFFFAOYSA-N 0.000 description 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
- UWJJYHHHVWZFEP-UHFFFAOYSA-N pentane-1,1-diol Chemical compound CCCCC(O)O UWJJYHHHVWZFEP-UHFFFAOYSA-N 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 239000013034 phenoxy resin Substances 0.000 description 1
- 229920006287 phenoxy resin Polymers 0.000 description 1
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 1
- 239000002798 polar solvent Substances 0.000 description 1
- 229920000090 poly(aryl ether) Polymers 0.000 description 1
- 229920002492 poly(sulfone) Polymers 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229920002312 polyamide-imide Polymers 0.000 description 1
- 229920001230 polyarylate Polymers 0.000 description 1
- 229920000515 polycarbonate Polymers 0.000 description 1
- 239000004417 polycarbonate Substances 0.000 description 1
- 229920006393 polyether sulfone Polymers 0.000 description 1
- 229920002530 polyetherether ketone Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920001721 polyimide Polymers 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 229920000098 polyolefin Polymers 0.000 description 1
- 229920006324 polyoxymethylene Polymers 0.000 description 1
- 229920006380 polyphenylene oxide Polymers 0.000 description 1
- 229920001021 polysulfide Polymers 0.000 description 1
- 239000005077 polysulfide Substances 0.000 description 1
- 150000008117 polysulfides Polymers 0.000 description 1
- 229920000909 polytetrahydrofuran Polymers 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 229960000380 propiolactone Drugs 0.000 description 1
- 230000003014 reinforcing effect Effects 0.000 description 1
- 239000011342 resin composition Substances 0.000 description 1
- 229910052895 riebeckite Inorganic materials 0.000 description 1
- FZHAPNGMFPVSLP-UHFFFAOYSA-N silanamine Chemical compound [SiH3]N FZHAPNGMFPVSLP-UHFFFAOYSA-N 0.000 description 1
- HBMJWWWQQXIZIP-UHFFFAOYSA-N silicon carbide Chemical compound [Si+]#[C-] HBMJWWWQQXIZIP-UHFFFAOYSA-N 0.000 description 1
- 229910010271 silicon carbide Inorganic materials 0.000 description 1
- HQVNEWCFYHHQES-UHFFFAOYSA-N silicon nitride Chemical compound N12[Si]34N5[Si]62N3[Si]51N64 HQVNEWCFYHHQES-UHFFFAOYSA-N 0.000 description 1
- 229920002050 silicone resin Polymers 0.000 description 1
- 235000012424 soybean oil Nutrition 0.000 description 1
- 239000003549 soybean oil Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 150000003457 sulfones Chemical class 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- KKEYFWRCBNTPAC-UHFFFAOYSA-L terephthalate(2-) Chemical compound [O-]C(=O)C1=CC=C(C([O-])=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-L 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 229920006230 thermoplastic polyester resin Polymers 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- BPSIOYPQMFLKFR-UHFFFAOYSA-N trimethoxy-[3-(oxiran-2-ylmethoxy)propyl]silane Chemical compound CO[Si](OC)(OC)CCCOCC1CO1 BPSIOYPQMFLKFR-UHFFFAOYSA-N 0.000 description 1
- QXJQHYBHAIHNGG-UHFFFAOYSA-N trimethylolethane Chemical compound OCC(C)(CO)CO QXJQHYBHAIHNGG-UHFFFAOYSA-N 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 230000000007 visual effect Effects 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 239000010456 wollastonite Substances 0.000 description 1
- 229910052882 wollastonite Inorganic materials 0.000 description 1
- 239000010457 zeolite Substances 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 1
- 229910000859 α-Fe Inorganic materials 0.000 description 1
- PAPBSGBWRJIAAV-UHFFFAOYSA-N ε-Caprolactone Chemical compound O=C1CCCCCO1 PAPBSGBWRJIAAV-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Compositions Of Macromolecular Compounds (AREA)
- Epoxy Resins (AREA)
Description
本発明は熱可塑性ポリエステル(以後ポリエス
テルと略す)、ポリフエニレンスルフイド(以後
PPSと略す)及び『分子中にハロゲン原子を含有
しない非ノボラツク型エポキシ樹脂』からなる樹
脂組成物に関するものである。
ポリブチレンテレフタレート(以後PBTと略
す)等に代表されるポリエステルは耐熱性、耐薬
品性、電気的性質に優れ、エンジニアリングプラ
スチツクスとして各種用途に使用されている。し
かしながら、ポリエステルは加水分解し易く熱水
か水蒸気に接する部品には使用出来ない。又ポリ
エステルは単独では熱変形温度が低く、ガラス繊
維等の強化剤で強化してはじめて高い熱変形温度
を与えるが、長期耐熱性は充分とは云えないし強
化剤を用いた場合には成形品にソリが発生した
り、組成物の成形流動性が低下して成形品の外観
が荒れた状態になる等の欠点を有している。上記
欠点を改良する方法としてPPSをブレンドする方
法が知られている。しかしこれらの組成物のほと
んどが相溶性が不十分であり、耐加水分解性が向
上せず機械的強度の大巾な低下、成形品の外観の
劣化等の問題点を有している。
本発明者らは鋭意検討の結果、ポリエステル、
PPS及び分子中にハロゲン原子を含有しない非ノ
ボラツク型(以下単に非ノボラツク型エポキシ樹
脂という)から成る組成物が機械的強度の低下が
少なく、相溶性に優れ、かつポリエステルの耐加
水分解性や耐熱性を大巾に改善すると共に成形加
工性が優れる等実用性の高いものであることを見
出し本発明に到達した。
即ち、本発明は(A)ポリエステル99〜60重量部、
(B)PPS1〜40重量部、(C)非ノボラツク型エポキシ
樹脂0.1〜20重量部((A)と(B)の合計100重量部に対
して)及び(D)繊維状強化剤0〜300重量部((A)と
(B)の合計100重量部に対して)を含んでなること
を特徴とする熱可塑性樹脂組成物を提供するもの
である。
本発明で用いられるポリエステルとしてはテレ
フタル酸、イソフタル酸、オルソフタル酸、ナフ
タレンジカルボン酸、4,4′−ジフエニルジカル
ボン酸、ジフエニルエーテルジカルボン酸、α,
β−ビス(4−カルボキシフエノキシ)エタン、
アジピン酸、セバチン酸、アゼライン酸、デカン
ジカルボン酸、ドデカンジカルボン酸、シクロヘ
キサンジカルボン酸、ダイマー酸等のジカルボン
酸又はそのエステル形成性誘導体とエチレングリ
コール、プロピレングリコール、ブタンジオー
ル、ペンタンジオール、ネオペンチルグリコー
ル、ヘキサンジオール、オクタンジオール、デカ
ンジオール、シクロヘキサンジメタノール、ハイ
ドロキノン、ビスフエノールA、2,2−ビス
(4−ヒドロキシエトキシフエニル)プロパン、
キシリレングリコール、ポリエチレンエーテルグ
リコール、ポリテトラメチレンエーテルグリコー
ル、両末端が水酸基である脂肪族ポリエステルオ
リゴマー等のグリコール類とから得られるポリエ
ステルのことであり、通常はフエノールと四塩化
エタンとの6対4なる重量比の混合溶媒中、30℃
で測定した固有粘度〔η〕が0.3〜1.5dl/gなる
範囲のものが用いられる。
また、コモノマー成分として、グリコール酸、
ヒドロキシ酪酸、ヒドロキシ安息香酸、ヒドロキ
シフエニル酢酸、ナフチルグリコール酸のような
ヒドロキシカルボン酸、プロピオラクトン、ブチ
ロラクトン、バレロラクトン、カプロラクトンの
ようなラクトン化合物あるいは熱可塑性を保持し
うる範囲内でトリメチロールプロパン、トリメチ
ロールエタン、グリセリン、ペンタエリスリトー
ル、トリメリツト酸、トリメシン酸、ピロメリツ
ト酸のような多官能性エステル形成性成分を含ん
でいてもよい。
また、ジブロモテレフタル酸、テトラブロモテ
レフタル酸、テトラブロモフタル酸、ジクロロテ
レフタル酸、テトラクロロテレフタル酸、1,4
−ジメチロールテトラブロモベンゼン、テトラブ
ロモビスフエノールA、テトラブロモビスフエノ
ールAのエチレンオキサイド付加物のような芳香
族核に塩素や臭素の如きハロゲン化合物を置換基
として有し、且つエステル形成性基を有するハロ
ゲン化合物を共重合した熱可塑性ポリエステル樹
脂も含まれる。
特に好ましいポリエステルとしては、ポリブチ
レンテレフタレート、ポリヘキサメチレンテレフ
タレート、ポリ(エチレン・ブチレンテレフタレ
ート)、ポリ(シクロヘキサンジメチレンテレフ
タレート)、ポリ(ブチレン・テトラメチレン・
テレフタレート)、2,2−ビス(β−ヒドロキ
シエトキシテトラブロモフエニル)プロパン共重
合ポリブチレンテレフタレート等が挙げられる。
又、本発明に使用するPPSは一般式
The present invention is based on thermoplastic polyester (hereinafter referred to as polyester), polyphenylene sulfide (hereinafter referred to as polyester), and polyphenylene sulfide (hereinafter referred to as
The present invention relates to a resin composition consisting of a non-volatile epoxy resin (abbreviated as PPS) and a ``non-novolagic epoxy resin containing no halogen atoms in the molecule''. Polyesters, such as polybutylene terephthalate (hereinafter abbreviated as PBT), have excellent heat resistance, chemical resistance, and electrical properties, and are used in various applications as engineering plastics. However, polyester is easily hydrolyzed and cannot be used in parts that come into contact with hot water or steam. In addition, polyester has a low heat distortion temperature when used alone, and a high heat distortion temperature can be achieved only when reinforced with a reinforcing agent such as glass fiber, but its long-term heat resistance is not sufficient, and when a reinforcing agent is used, the molded product may It has disadvantages such as warping and a decrease in the molding fluidity of the composition, resulting in a rough appearance of the molded product. A method of blending PPS is known as a method to improve the above drawbacks. However, most of these compositions have insufficient compatibility, resulting in problems such as no improvement in hydrolysis resistance, a significant decrease in mechanical strength, and deterioration in the appearance of molded products. As a result of intensive study, the present inventors found that polyester,
A composition consisting of PPS and a non-novolac type epoxy resin that does not contain halogen atoms in the molecule (hereinafter simply referred to as non-novolac type epoxy resin) has little decrease in mechanical strength, has excellent compatibility, and has excellent hydrolysis resistance and heat resistance of polyester. The inventors have discovered that this material has high practicality, such as greatly improved properties and excellent moldability, and has thus arrived at the present invention. That is, the present invention contains (A) 99 to 60 parts by weight of polyester;
(B) 1 to 40 parts by weight of PPS, (C) 0.1 to 20 parts by weight of non-novolagic epoxy resin (total of 100 parts by weight of (A) and (B)), and (D) 0 to 300 parts by weight of fibrous reinforcing agent. Parts by weight ((A) and
(B) based on a total of 100 parts by weight). Polyesters used in the present invention include terephthalic acid, isophthalic acid, orthophthalic acid, naphthalene dicarboxylic acid, 4,4'-diphenyl dicarboxylic acid, diphenyl ether dicarboxylic acid, α,
β-bis(4-carboxyphenoxy)ethane,
Dicarboxylic acids such as adipic acid, sebacic acid, azelaic acid, decanedicarboxylic acid, dodecanedicarboxylic acid, cyclohexanedicarboxylic acid, and dimer acid, or their ester-forming derivatives, and ethylene glycol, propylene glycol, butanediol, pentanediol, neopentyl glycol, Hexanediol, octanediol, decanediol, cyclohexanedimethanol, hydroquinone, bisphenol A, 2,2-bis(4-hydroxyethoxyphenyl)propane,
It is a polyester obtained from glycols such as xylylene glycol, polyethylene ether glycol, polytetramethylene ether glycol, and aliphatic polyester oligomers having hydroxyl groups at both ends, and is usually a 6:4 mixture of phenol and tetrachloroethane. At 30℃ in a mixed solvent with a weight ratio of
The one having an intrinsic viscosity [η] of 0.3 to 1.5 dl/g as measured by . In addition, as a comonomer component, glycolic acid,
Hydroxycarboxylic acids such as hydroxybutyric acid, hydroxybenzoic acid, hydroxyphenylacetic acid, and naphthylglycolic acid, lactone compounds such as propiolactone, butyrolactone, valerolactone, and caprolactone, or trimethylolpropane within a range that can maintain thermoplasticity. , trimethylolethane, glycerin, pentaerythritol, trimellitic acid, trimesic acid, and pyromellitic acid. Also, dibromoterephthalic acid, tetrabromoterephthalic acid, tetrabromophthalic acid, dichloroterephthalic acid, tetrachloroterephthalic acid, 1,4
- An aromatic nucleus such as dimethyloltetrabromobenzene, tetrabromobisphenol A, or an ethylene oxide adduct of tetrabromobisphenol A has a halogen compound such as chlorine or bromine as a substituent, and an ester-forming group. Also included is a thermoplastic polyester resin copolymerized with a halogen compound. Particularly preferred polyesters include polybutylene terephthalate, polyhexamethylene terephthalate, poly(ethylene butylene terephthalate), poly(cyclohexane dimethylene terephthalate), poly(butylene tetramethylene terephthalate), and poly(butylene tetramethylene terephthalate).
terephthalate), 2,2-bis(β-hydroxyethoxytetrabromophenyl)propane copolymerized polybutylene terephthalate, and the like. In addition, the PPS used in the present invention has the general formula
【式】で示される構成単位を70モル
%以上含むものが好ましく、その量が70モル%未
満ではすぐれた特性の組成物は得難い。このポリ
マーの重合方法としては、p−ジクロルベンゼン
を硫黄と炭酸ソーダの存在下で重合させる方法、
極性溶媒中で硫化ナトリウムあるいは水硫化ナト
リウムと水酸化ナトリウム又は硫化水素と水酸化
ナトリウムの存在下で重合させる方法、p−クロ
ルチオフエノールの自己縮合などがあげられる
が、N−メチルピロリドン、ジメチルアセトアミ
ドなどのアミド系溶媒やスルホラン等のスルホン
系溶媒中で硫化ナトリウムとp−ジクロルベンゼ
ンを反応させる方法が適当である。この際に重合
度を調節るためにカルボン酸やスルホン酸のアル
カリ金属塩を添加したり、水酸化アルカリを添加
することは好ましい方法である。共重合成分とし
て30モル%未満であればメタ結合
It is preferable that the composition contains 70 mol% or more of the structural unit represented by the formula; if the amount is less than 70 mol%, it is difficult to obtain a composition with excellent properties. The polymerization method for this polymer includes a method of polymerizing p-dichlorobenzene in the presence of sulfur and soda carbonate;
Methods include polymerization in the presence of sodium sulfide or sodium bisulfide and sodium hydroxide or hydrogen sulfide and sodium hydroxide in a polar solvent, self-condensation of p-chlorothiophenol, etc. N-methylpyrrolidone, dimethylacetamide, etc. A suitable method is to react sodium sulfide with p-dichlorobenzene in an amide solvent such as sulfolane or a sulfone solvent such as sulfolane. At this time, in order to adjust the degree of polymerization, it is a preferable method to add an alkali metal salt of carboxylic acid or sulfonic acid, or to add alkali hydroxide. If it is less than 30 mol% as a copolymer component, it is a meta bond.
【式】オルソ結合[Formula] Ortho bond
【式】エーテル結合[Formula] Ether bond
【式】スルホン結合[Formula] Sulfone bond
【式】ビフエニル 結合[Formula] biphenyl join
【式】置換フエニ ルスルフイド結合[Formula] Substituted Feni Rusulfide bond
【式】ここでRは
アルキル基、ニトロ基、フエニル基、アルコキシ
基、カルボン酸基またはカルボン酸の金属塩基を
示す)、3官能結合[Formula] where R represents an alkyl group, a nitro group, a phenyl group, an alkoxy group, a carboxylic acid group or a metal base of a carboxylic acid), trifunctional bond
【式】などを
含有していてもポリマーの結晶性に大きく影響し
ない範囲でかまわないが好ましくは共重合成分は
10モル%以下がよい。特に3官能性以上のフエニ
ル、ビフエニル、ナフチルスルフイド結合などを
共重合に選ぶ場合は3モル%以下、さらに好まし
くは1モル%以下がよい。
かかるPPSの具体的な製造法としては、例えば
(1)ハロゲン置換芳香族化合物と硫化アルカリとの
反応(米国特許第2513188号明細書、特公昭44−
27671号および特公昭45−3368号参照)(2)チオフ
エノール類のアルカリ触媒又は銅塩等の共存下に
おける縮合反応(米国特許第3274165号、英国特
許第1160660号参照)(3)芳香族化合物を塩化硫黄
とのルイス酸触媒共存下に於ける縮合反応(特公
昭46−27255号、ベルギー特許第29437号参照)等
が挙げられる。
本発明の主たる目的である組成物の相溶性をよ
り容易にするためには、配合樹脂が互いに同度の
粘度で、かつ架橋構造の少ない場合が好ましい。
PPSは現在フイリツプスペトロリーム社から、ラ
イトンPPSとして市場に供せられている。ライト
ンPPSにはその架橋密度および粘度に応じてV−
1、P−2、P−3、P−4、R−6の各グレー
ドがある。従来の技術ではライトンV−1は架橋
度は低いが、低粘度すぎ、ライトンR−6、P−
4は粘度は高いが架橋度が高すぎて良好なブレン
ド相溶性が得られなかつたのである。
本発明においては非ノボラツク型エポキシ樹脂
はPPSの高分子量化に効果があり、かつポリエス
テルとも反応すると考えられ、従来は低粘度のた
め使用できなかつた酸化架橋工程を省略した、着
色の度合のすくないPPSが好適に使用できる。
PPSの架橋の程度はポリマーの溶融粘度と非ニユ
ートニアン係数(N)との関係により表わすことがで
き、一般にNが大きいほど架橋度が高い。すなわ
ち、本発明に用いるPPSは粘度測定時に得られる
せん断速度とせん断応力のそれぞれの対数値をプ
ロツトし、300℃でせん断速度200(1/秒)の点
における接線の傾きを非ニユートニアン係数Nと
定義た場合、Nが0.8と1.33+0.000047×(溶融粘
度)の間にあることが特に好ましい。
更に本発明においては特開昭50−84698、特開
昭51−144495により公知である架橋度の少ない高
分子量PPSも好適に使用できる。
PPSとポリエステルとの相溶性を改良するため
に必須成分である非ノボラツク型エポキシ樹脂と
しては、分子中にハロゲン原子を含有せず、しか
も構成成分がノボラツクでないエポキシ樹脂であ
つて、エポキシ基を2個以上有するものであり、
例えば、ビスフエノールAのジグリシジルエーテ
ル、ビスフエノールAの代りにハロゲン化ビスフ
エノール、ブタンジオールのジグリシジルエーテ
ル等のグリシジルエーテル系、フタル酸グリシジ
ルエステル等のグリシジルエステル系、N−ジグ
リシジルアニリン等のグリシジルアミン系等々の
グリシジルエポキシ樹脂、エポキシ化ポリオレフ
イン、エポキシ化大豆油等の線状系及びビニルシ
クロヘキセンジオキサイド、ジシクロペンタジエ
ン・ジオキサイド等の環状系の非グリシジルエポ
キシ樹脂が例示される。それら非ノボラツク型エ
ポキシ樹脂は単独及び/又は2種以上の混合物と
して使用してもよい。又、非ノボラツク型エポキ
シ樹脂は一般のアミン類、酸無水物、フエノール
類、多硫化物等の硫化剤と併用しても良い。
かかる硬化剤の使用量は通常の使用目的の場合
よりも少な目が好ましく、多く使用すると本発明
組成物の溶融流動性が著しく低下する場合があ
る。尚、硬化剤との併用効果としては非ノボラツ
ク型エポエシ樹脂添加によるブリード性や熱的性
質等の低下を防止すること等が期待できる。
非ノボラツク型エポエシ樹脂の添加は、本発明
の組成物を構成する他の原料(PPSおよびポリエ
ステル)と共に同時に混合して使用しても良い
が、非ノボラツク型エポエシ樹脂とPPS又はポリ
エステルを予め混練し、さらにポリエステル又は
PPSを混合混練するのが非ノボラツク型エポエシ
樹脂とPPS及び/又はポリエステルとの反応の可
能性を考慮した場合好ましい。又、PPSとポリエ
ステルとを予め混練した後に非ノボラツク型エポ
エシ樹脂を添加しても良い。
ポリエステルとPPSの混合割合はポリエステル
99〜6重量部に対してPPS1〜40重量部であり、
好ましくはポリエステル95〜60重量部に対して
PPS5〜40重量部である。又、非ノボラツク型エ
ポキシ樹脂の添加量はPPS及びポリエステルの合
計100重量部に対して0.1〜20重量部、好ましくは
1〜10重量部である。かかる量が0.1重量部未満
ではその効果が少なく、又20重量部を超えると機
械的特性が失われたり、添加するによつては成形
品表面へのブリードや組成物溶融流動性を著しく
低下させたりするので好ましくない。
本発明の組成物としては以上の各成分の他に、
さらに下記の如き強化充填剤をも含めてもよい。
かかる強化充填剤としては、ガラス繊維、炭素繊
維、チタン酸カリウム、アスベスト、炭化ケイ
素、セラミツク繊維、金属繊維、窒化ケイ素など
の繊維状強化剤;硫酸バリウム、硫酸カルシウ
ム、カオリン、クレー、パイロフイライト、ベン
トナイト、セリサイト、ゼオライト、マイカ、雲
母、ネフエリンシナイト、タルク、アタルパルジ
ヤイト、ウオラストナイト、プロセスドミネラル
フアイバー(PMF)、フエライト、硅酸カルシウ
ム、炭酸カルシウム、炭酸マグネシウム、ドロマ
イト、三酸化アンチモン、酸化亜鉛、酸化チタ
ン、酸化マグネシウム、酸化鉄、二硫化モリブデ
ン、黒鉛、石コウ、ガラスパウダー、ガラスビー
ズ、ガラスバルーン、石英ガラスなどの無機系、
アラミド繊維などの有機系の強化充填剤を挙げる
ことができる。これらのうち経済性、補強効果等
からガラス繊維が好ましい。これら充填剤にγ−
アミノプロピルトリエトキシシランに代表される
アミノシランやγ−グリシドキシプロピルトリメ
トキシシランに代表されるエポキシシランのよう
なカツプリング剤を併用するとより効果的であ
る。強化充填剤の添加量は樹脂成分(PPS、ポリ
エステルおよび(非ノボラツク型エポキシ樹脂の
合計)100重量部に対して、通常1〜300重量部で
あり、好ましくは5〜200重量部である。かかる
添加量が300重量部を超えると組成物の溶融流動
性が悪くなり成形品の外観が損なわれる等の問題
がある。
本発明組成物には、本発明の目的を逸脱しない
範囲で下記の如き熱可塑性樹脂を混合して使用で
きる。その熱可塑性樹脂としては、エチレン、プ
ロピレン、ブチレン、ペンテン、ブタジエン、イ
ソプレン、クロロプレン、スチレン、α−メチル
スチレン、酢酸ビニル、塩化ビニル、アクリル酸
エステル、メタクリル酸エステル、(メタ)アク
リロニトリルなどのビニル単量体の単独重合体又
は共重合体、ポリウレタン系高分子、ポリアミド
系高分子、ポリエステルエラストマー、ポリカー
ボネート、ポリアセタール、ポリサルホン、ポリ
アリールサルホン、ポリエーテルサルホン、ポリ
アリレート、ポリフエニレンオキサイド、ポリエ
ーテルエーテルケトン、ポリイミド、ポリアミド
イミド、シリコーン樹脂、フエノキシ樹脂、フツ
素樹脂、ポリアリールエーテル等の単独重合体、
共重合体、又はブロツク及びグラフト重合体を挙
げることができる。他に少量の離型剤、カツプリ
ング剤、着色剤、滑剤、耐熱安定剤、耐候性安定
剤、発泡剤、難燃剤、三酸化アンチモン等の難燃
助剤等を添加してもよい。
本発明において前記発明の組成物の調製は種々
の公知の方法で可能である。例えば、原料を予め
タンブラー又はヘンシエルミキサーのようの混合
機で均一に混合した後、一軸又は二軸の押出機等
に供給して溶融混練し後、ペレツトとて調製する
方法がある。
以下に、本発明を実施例により具体的に説明す
るが、本発明はこれらの実施例のみに限定される
ものではない。
実施例1〜8、比較例1〜5
表−1に示した配合組成に於いて、予めPPSと
エポキシ樹脂(エピクロン7050、大日本インキ化
学工業(株)製、ビスフエノールA型エポキシ樹脂を
30m/m2軸押出機を用いて280℃で混練してペレ
ツト、PBT及びガラス繊維を表−1の配合組
成に従つて混合し40m/m単軸押出機を用いて
280℃で混練し、ペレツトを得た。このペレツ
トを用いて3オンス射出成形機(シリンダー温
度270゜、金型温度80℃)によりテストピースを作
成して曲げ強度及び熱変形温度を測定した。更に
下記試験方法に基づき耐加水分解性及び成形品外
観状態の評価を行なつた。それらの結果を表−1
にまとめて示す。
(成形品外観状態)
Γ相溶性評価;目視判定
〇……相溶性に優れ、外観良好
×……相溶性悪く、パール状光沢を呈して外観
不良
(耐加水分解性(PCT試験))
曲げ強度測定用のテストピースを123℃の加圧
水蒸気中に50時間放置した後曲げ強度の保持率を
測定する。[Formula] etc. may be contained as long as it does not significantly affect the crystallinity of the polymer, but preferably the copolymerization component is
It is preferably 10 mol% or less. In particular, when trifunctional or more functional phenyl, biphenyl, naphthyl sulfide bonds, etc. are selected for copolymerization, the amount is preferably 3 mol% or less, more preferably 1 mol% or less. As a specific method for producing such PPS, for example,
(1) Reaction of halogen-substituted aromatic compound with alkali sulfide (U.S. Patent No. 2513188, Japanese Patent Publication No. 1973-
27671 and Japanese Patent Publication No. 45-3368) (2) Condensation reaction of thiophenols in the presence of an alkali catalyst or copper salt, etc. (see US Pat. No. 3,274,165, British Patent No. 1,160,660) (3) Aromatic compounds Condensation reaction of sulfur chloride with sulfur chloride in the presence of a Lewis acid catalyst (see Japanese Patent Publication No. 46-27255 and Belgian Patent No. 29437). In order to facilitate the compatibility of the compositions, which is the main objective of the present invention, it is preferable that the blended resins have the same viscosity and have a small amount of crosslinked structure.
PPS is currently available on the market as Ryton PPS from Phillips Petroleum. Ryton PPS has V-
There are grades 1, P-2, P-3, P-4, and R-6. With conventional technology, Ryton V-1 has a low degree of crosslinking, but its viscosity is too low, and Ryton R-6, P-
Although No. 4 had a high viscosity, the degree of crosslinking was too high and good blend compatibility could not be obtained. In the present invention, the non-novolac type epoxy resin is effective in increasing the molecular weight of PPS and is thought to react with polyester, and it is possible to omit the oxidative crosslinking step, which could not be used due to its low viscosity, and to reduce the degree of coloring. PPS can be suitably used.
The degree of crosslinking of PPS can be expressed by the relationship between the melt viscosity of the polymer and the non-Newtonian coefficient (N), and generally, the larger N is, the higher the degree of crosslinking is. In other words, the PPS used in the present invention plots the respective logarithms of the shear rate and shear stress obtained during viscosity measurement, and calculates the slope of the tangent at a shear rate of 200 (1/sec) at 300°C as the non-Newtonian coefficient N. When defined, it is particularly preferred that N is between 0.8 and 1.33 + 0.000047 x (melt viscosity). Furthermore, in the present invention, high molecular weight PPS with a low degree of crosslinking, which is known from JP-A-50-84698 and JP-A-51-144495, can also be suitably used. The non-novolac type epoxy resin, which is an essential component to improve the compatibility between PPS and polyester, is an epoxy resin that does not contain halogen atoms in the molecule and whose constituent components are not novolacic, and which has two epoxy groups. or more,
For example, diglycidyl ether of bisphenol A, halogenated bisphenol instead of bisphenol A, glycidyl ethers such as butanediol diglycidyl ether, glycidyl esters such as phthalic acid glycidyl ester, N-diglycidylaniline, etc. Examples include glycidyl epoxy resins such as glycidyl amine type, linear type non-glycidyl epoxy resins such as epoxidized polyolefin and epoxidized soybean oil, and cyclic type non-glycidyl epoxy resins such as vinyl cyclohexene dioxide and dicyclopentadiene dioxide. These non-novolac type epoxy resins may be used alone and/or as a mixture of two or more. Further, the non-novolac type epoxy resin may be used in combination with a sulfurizing agent such as general amines, acid anhydrides, phenols, polysulfides, and the like. It is preferable that the amount of such curing agent used is smaller than that for ordinary purposes; if it is used in a large amount, the melt flowability of the composition of the present invention may be significantly reduced. In addition, as an effect of combined use with a curing agent, it can be expected that deterioration in bleedability, thermal properties, etc. due to the addition of a non-novolac type epoxy resin can be prevented. The non-novolac type epoxy resin may be added simultaneously with the other raw materials (PPS and polyester) constituting the composition of the present invention. , further polyester or
It is preferable to mix and knead PPS in consideration of the possibility of reaction between the non-novolac type epoxy resin and PPS and/or polyester. Alternatively, the non-novolac type epoxy resin may be added after PPS and polyester are kneaded in advance. The mixing ratio of polyester and PPS is polyester
99 to 6 parts by weight and 1 to 40 parts by weight of PPS,
Preferably for 95-60 parts by weight of polyester
PPS is 5 to 40 parts by weight. The amount of non-novolac type epoxy resin added is 0.1 to 20 parts by weight, preferably 1 to 10 parts by weight, based on 100 parts by weight of PPS and polyester. If the amount is less than 0.1 part by weight, the effect will be small, and if it exceeds 20 parts by weight, the mechanical properties may be lost, and if added, it may cause bleeding to the surface of the molded product or significantly reduce the melt flowability of the composition. This is not desirable because it causes In addition to the above-mentioned components, the composition of the present invention includes:
Additionally, reinforcing fillers such as those described below may also be included.
Such reinforcing fillers include fibrous reinforcing agents such as glass fiber, carbon fiber, potassium titanate, asbestos, silicon carbide, ceramic fiber, metal fiber, and silicon nitride; barium sulfate, calcium sulfate, kaolin, clay, and pyrofluorite. , bentonite, sericite, zeolite, mica, mica, nephelinsinite, talc, attalpalgite, wollastonite, processed mineral fiber (PMF), ferrite, calcium silicate, calcium carbonate, magnesium carbonate, dolomite, Inorganic materials such as antimony trioxide, zinc oxide, titanium oxide, magnesium oxide, iron oxide, molybdenum disulfide, graphite, gypsum, glass powder, glass beads, glass balloons, quartz glass, etc.
Examples include organic reinforcing fillers such as aramid fibers. Among these, glass fiber is preferred from the viewpoint of economy, reinforcing effect, etc. These fillers have γ-
It is more effective to use a coupling agent such as an aminosilane such as aminopropyltriethoxysilane or an epoxysilane such as γ-glycidoxypropyltrimethoxysilane. The amount of the reinforcing filler added is usually 1 to 300 parts by weight, preferably 5 to 200 parts by weight, based on 100 parts by weight of the resin components (PPS, polyester, and non-novolac type epoxy resin). If the amount added exceeds 300 parts by weight, there are problems such as poor melt flowability of the composition and impaired appearance of molded products. A mixture of thermoplastic resins can be used.The thermoplastic resins include ethylene, propylene, butylene, pentene, butadiene, isoprene, chloroprene, styrene, α-methylstyrene, vinyl acetate, vinyl chloride, acrylic ester, and methacrylic acid. Homopolymers or copolymers of vinyl monomers such as esters and (meth)acrylonitrile, polyurethane polymers, polyamide polymers, polyester elastomers, polycarbonates, polyacetals, polysulfones, polyarylsulfones, polyethersulfones, Homopolymers such as polyarylate, polyphenylene oxide, polyether ether ketone, polyimide, polyamideimide, silicone resin, phenoxy resin, fluororesin, polyaryl ether,
Mention may be made of copolymers or block and graft polymers. In addition, a small amount of a mold release agent, a coupling agent, a coloring agent, a lubricant, a heat-resistant stabilizer, a weather-resistant stabilizer, a foaming agent, a flame retardant, a flame retardant aid such as antimony trioxide, etc. may be added. In the present invention, the composition of the invention can be prepared by various known methods. For example, there is a method in which the raw materials are uniformly mixed in advance in a mixer such as a tumbler or a Henschel mixer, and then fed into a single-screw or twin-screw extruder for melt-kneading and then pellets are prepared. EXAMPLES The present invention will be specifically explained below with reference to Examples, but the present invention is not limited to these Examples. Examples 1 to 8, Comparative Examples 1 to 5 In the formulation shown in Table 1, PPS and epoxy resin (Epicron 7050, manufactured by Dainippon Ink and Chemicals Co., Ltd., bisphenol A type epoxy resin) were mixed in advance.
Mix the pellets, PBT and glass fibers according to the composition shown in Table 1 by kneading them at 280℃ using a 30m/m twin-screw extruder, and then mix them using a 40m/m single-screw extruder.
The mixture was kneaded at 280°C to obtain pellets. Using this pellet, a test piece was made using a 3-ounce injection molding machine (cylinder temperature: 270°C, mold temperature: 80°C), and the bending strength and heat distortion temperature were measured. Furthermore, the hydrolysis resistance and appearance of the molded product were evaluated based on the following test methods. Table 1 shows the results.
are summarized in (Appearance condition of molded product) Γ Compatibility evaluation; Visual judgment 〇...Excellent compatibility, good appearance ×...Poor compatibility, exhibits pearly luster and poor appearance (hydrolysis resistance (PCT test)) Bending strength The test piece for measurement is left in pressurized steam at 123°C for 50 hours, and then the retention of bending strength is measured.
【表】【table】
【表】
表−1に示された結果から明らかなように、本
発明によつて得られた組成物は機械的強度の低下
が少なく相溶性が良くて、優れた外観を呈し、か
つPBTの耐加水分解性や熱変形温度を大巾に改
善することが確認された。
一方非ノボラツク型エポキシ樹脂を添加しなか
つた比較例に於いては相溶性が悪くて実用性がな
く、機械強度の低下も大きいと共に耐加水分解性
の改善がほとんど無かつた。[Table] As is clear from the results shown in Table 1, the composition obtained according to the present invention has good compatibility with little decrease in mechanical strength, exhibits an excellent appearance, and is superior to PBT. It was confirmed that hydrolysis resistance and heat distortion temperature were significantly improved. On the other hand, in a comparative example in which a non-novolac type epoxy resin was not added, the compatibility was poor and it was not practical, the mechanical strength was greatly reduced, and there was almost no improvement in hydrolysis resistance.
Claims (1)
フエニレンスルフイド1〜40重量部、及び(C)分子
中にハロゲン原子を含有しない非ノボラツク型エ
ポキシ樹脂0.1〜20重量部((A)及び(B)の合計100重
量部に対して)を含んで成ることを特徴とする熱
可塑性ポリエステル樹脂組成物。1 99 to 60 parts by weight of thermoplastic polyester, (B) 1 to 40 parts by weight of polyphenylene sulfide, and (C) 0.1 to 20 parts by weight of non-novolac type epoxy resin containing no halogen atoms in the molecule ((A) and (B), based on a total of 100 parts by weight).
Priority Applications (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP17521082A JPS5964655A (en) | 1982-10-05 | 1982-10-05 | Thermoplastic resin composition |
US06/531,697 US4528346A (en) | 1982-09-17 | 1983-09-13 | Resin composition |
EP83109077A EP0104543B1 (en) | 1982-09-17 | 1983-09-14 | Resin composition |
DE8383109077T DE3371090D1 (en) | 1982-09-17 | 1983-09-14 | Resin composition |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP17521082A JPS5964655A (en) | 1982-10-05 | 1982-10-05 | Thermoplastic resin composition |
Publications (2)
Publication Number | Publication Date |
---|---|
JPS5964655A JPS5964655A (en) | 1984-04-12 |
JPH0524177B2 true JPH0524177B2 (en) | 1993-04-07 |
Family
ID=15992214
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP17521082A Granted JPS5964655A (en) | 1982-09-17 | 1982-10-05 | Thermoplastic resin composition |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPS5964655A (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1998047962A1 (en) * | 1997-04-21 | 1998-10-29 | Teijin Limited | Resin composition |
Families Citing this family (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS59182841A (en) * | 1983-04-01 | 1984-10-17 | Toyobo Co Ltd | Polyester composition |
JPS6136333A (en) * | 1984-07-27 | 1986-02-21 | Kubota Ltd | Synthetic resin composition |
JPH0635543B2 (en) * | 1984-08-22 | 1994-05-11 | 大日本インキ化学工業株式会社 | Polyphenylene sulfide resin composition |
EP0384191A3 (en) * | 1989-02-07 | 1991-09-18 | Mitsubishi Rayon Company, Ltd. | Polyarylene sulfide resin composition |
JPH02215855A (en) * | 1989-02-17 | 1990-08-28 | Mitsubishi Rayon Co Ltd | Polyarylene sulfide resin composition |
Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5111844A (en) * | 1974-07-22 | 1976-01-30 | Mitsui Petrochemical Ind | |
JPS55137154A (en) * | 1979-03-30 | 1980-10-25 | Toray Ind Inc | Polyester composition |
JPS5792044A (en) * | 1980-11-28 | 1982-06-08 | Toray Ind Inc | Thermoplastic polyester composition |
JPS57137346A (en) * | 1981-02-18 | 1982-08-24 | Toray Ind Inc | Thermoplastic polyester resin |
JPS58118850A (en) * | 1982-01-09 | 1983-07-15 | Kanegafuchi Chem Ind Co Ltd | Flame-retardant, arc-resistant resin composition |
-
1982
- 1982-10-05 JP JP17521082A patent/JPS5964655A/en active Granted
Patent Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5111844A (en) * | 1974-07-22 | 1976-01-30 | Mitsui Petrochemical Ind | |
JPS55137154A (en) * | 1979-03-30 | 1980-10-25 | Toray Ind Inc | Polyester composition |
JPS5792044A (en) * | 1980-11-28 | 1982-06-08 | Toray Ind Inc | Thermoplastic polyester composition |
JPS57137346A (en) * | 1981-02-18 | 1982-08-24 | Toray Ind Inc | Thermoplastic polyester resin |
JPS58118850A (en) * | 1982-01-09 | 1983-07-15 | Kanegafuchi Chem Ind Co Ltd | Flame-retardant, arc-resistant resin composition |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1998047962A1 (en) * | 1997-04-21 | 1998-10-29 | Teijin Limited | Resin composition |
Also Published As
Publication number | Publication date |
---|---|
JPS5964655A (en) | 1984-04-12 |
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