JPH02209938A - Resin composition - Google Patents
Resin compositionInfo
- Publication number
- JPH02209938A JPH02209938A JP1029680A JP2968089A JPH02209938A JP H02209938 A JPH02209938 A JP H02209938A JP 1029680 A JP1029680 A JP 1029680A JP 2968089 A JP2968089 A JP 2968089A JP H02209938 A JPH02209938 A JP H02209938A
- Authority
- JP
- Japan
- Prior art keywords
- weight
- styrene
- group
- copolymerized
- acid
- 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.)
- Granted
Links
- 239000011342 resin composition Substances 0.000 title claims description 13
- -1 vinyl compound Chemical class 0.000 claims abstract description 64
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Natural products C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims abstract description 52
- 229920000642 polymer Polymers 0.000 claims abstract description 32
- 239000000203 mixture Substances 0.000 claims abstract description 29
- 229920001577 copolymer Polymers 0.000 claims abstract description 23
- 125000003700 epoxy group Chemical group 0.000 claims abstract description 17
- 229920002554 vinyl polymer Polymers 0.000 claims abstract description 15
- 229920005992 thermoplastic resin Polymers 0.000 claims abstract description 11
- 150000007934 α,β-unsaturated carboxylic acids Chemical class 0.000 claims abstract description 10
- 125000003277 amino group Chemical group 0.000 claims abstract description 4
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims abstract description 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 4
- 229920002959 polymer blend Polymers 0.000 claims abstract description 3
- 229920006249 styrenic copolymer Polymers 0.000 claims description 11
- 238000007334 copolymerization reaction Methods 0.000 claims description 9
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 238000013329 compounding Methods 0.000 abstract 1
- 125000000816 ethylene group Chemical group [H]C([H])([*:1])C([H])([H])[*:2] 0.000 abstract 1
- 229920001971 elastomer Polymers 0.000 description 18
- 239000000047 product Substances 0.000 description 12
- 238000002156 mixing Methods 0.000 description 11
- 239000000178 monomer Substances 0.000 description 11
- 239000004793 Polystyrene Substances 0.000 description 10
- 230000000694 effects Effects 0.000 description 9
- 229920002223 polystyrene Polymers 0.000 description 9
- 239000005060 rubber Substances 0.000 description 9
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 8
- 239000004677 Nylon Substances 0.000 description 7
- 239000002253 acid Substances 0.000 description 7
- 229920001778 nylon Polymers 0.000 description 7
- 229920001707 polybutylene terephthalate Polymers 0.000 description 7
- 229920002292 Nylon 6 Polymers 0.000 description 6
- 125000005250 alkyl acrylate group Chemical group 0.000 description 6
- 229920001400 block copolymer Polymers 0.000 description 6
- 125000004432 carbon atom Chemical group C* 0.000 description 6
- 239000000806 elastomer Substances 0.000 description 6
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 6
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 6
- VOZRXNHHFUQHIL-UHFFFAOYSA-N glycidyl methacrylate Chemical compound CC(=C)C(=O)OCC1CO1 VOZRXNHHFUQHIL-UHFFFAOYSA-N 0.000 description 5
- 238000004898 kneading Methods 0.000 description 5
- 238000000034 method Methods 0.000 description 5
- 239000003607 modifier Substances 0.000 description 5
- 229920005989 resin Polymers 0.000 description 5
- 239000011347 resin Substances 0.000 description 5
- 239000002904 solvent Substances 0.000 description 5
- 229920003048 styrene butadiene rubber Polymers 0.000 description 5
- 125000003011 styrenyl group Polymers [H]\C(*)=C(/[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 5
- PYSRRFNXTXNWCD-UHFFFAOYSA-N 3-(2-phenylethenyl)furan-2,5-dione Chemical compound O=C1OC(=O)C(C=CC=2C=CC=CC=2)=C1 PYSRRFNXTXNWCD-UHFFFAOYSA-N 0.000 description 4
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 4
- 239000004952 Polyamide Substances 0.000 description 4
- 229920000147 Styrene maleic anhydride Polymers 0.000 description 4
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 4
- 239000003963 antioxidant agent Substances 0.000 description 4
- 150000001244 carboxylic acid anhydrides Chemical class 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 4
- 239000011256 inorganic filler Substances 0.000 description 4
- 229910003475 inorganic filler Inorganic materials 0.000 description 4
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 4
- 229910052751 metal Inorganic materials 0.000 description 4
- 239000002184 metal Substances 0.000 description 4
- 238000012986 modification Methods 0.000 description 4
- 230000004048 modification Effects 0.000 description 4
- 150000002903 organophosphorus compounds Chemical class 0.000 description 4
- 229920002647 polyamide Polymers 0.000 description 4
- 229920000728 polyester Polymers 0.000 description 4
- 229920000139 polyethylene terephthalate Polymers 0.000 description 4
- 239000005020 polyethylene terephthalate Substances 0.000 description 4
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 4
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 3
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 125000000217 alkyl group Chemical group 0.000 description 3
- 125000003118 aryl group Chemical group 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
- 229910052799 carbon Inorganic materials 0.000 description 3
- 239000003054 catalyst Substances 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical class C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 description 3
- 239000000835 fiber Substances 0.000 description 3
- 229920000126 latex Polymers 0.000 description 3
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 150000007524 organic acids Chemical class 0.000 description 3
- 238000005191 phase separation Methods 0.000 description 3
- 230000000704 physical effect Effects 0.000 description 3
- 238000006116 polymerization reaction Methods 0.000 description 3
- 230000000379 polymerizing effect Effects 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 238000001644 13C nuclear magnetic resonance spectroscopy Methods 0.000 description 2
- UOBYKYZJUGYBDK-UHFFFAOYSA-N 2-naphthoic acid Chemical compound C1=CC=CC2=CC(C(=O)O)=CC=C21 UOBYKYZJUGYBDK-UHFFFAOYSA-N 0.000 description 2
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-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
- AEMRFAOFKBGASW-UHFFFAOYSA-N Glycolic acid Chemical compound OCC(O)=O AEMRFAOFKBGASW-UHFFFAOYSA-N 0.000 description 2
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 2
- 238000005481 NMR spectroscopy Methods 0.000 description 2
- 239000005062 Polybutadiene Substances 0.000 description 2
- 229920006121 Polyxylylene adipamide Polymers 0.000 description 2
- 229920000297 Rayon Polymers 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-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
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- 239000007983 Tris buffer Substances 0.000 description 2
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 239000001361 adipic acid Substances 0.000 description 2
- 235000011037 adipic acid Nutrition 0.000 description 2
- AZDRQVAHHNSJOQ-UHFFFAOYSA-N alumane Chemical class [AlH3] AZDRQVAHHNSJOQ-UHFFFAOYSA-N 0.000 description 2
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 2
- AYJRCSIUFZENHW-UHFFFAOYSA-L barium carbonate Chemical compound [Ba+2].[O-]C([O-])=O AYJRCSIUFZENHW-UHFFFAOYSA-L 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
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 238000012662 bulk polymerization Methods 0.000 description 2
- 239000001273 butane 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
- 238000006243 chemical reaction Methods 0.000 description 2
- 229920006026 co-polymeric resin Polymers 0.000 description 2
- 239000000470 constituent Substances 0.000 description 2
- 238000007796 conventional method Methods 0.000 description 2
- 239000003431 cross linking reagent Substances 0.000 description 2
- 239000003484 crystal nucleating agent Substances 0.000 description 2
- NZNMSOFKMUBTKW-UHFFFAOYSA-N cyclohexanecarboxylic acid Chemical compound OC(=O)C1CCCCC1 NZNMSOFKMUBTKW-UHFFFAOYSA-N 0.000 description 2
- 230000006866 deterioration Effects 0.000 description 2
- ZJIPHXXDPROMEF-UHFFFAOYSA-N dihydroxyphosphanyl dihydrogen phosphite Chemical class OP(O)OP(O)O ZJIPHXXDPROMEF-UHFFFAOYSA-N 0.000 description 2
- 239000000539 dimer Substances 0.000 description 2
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 2
- 238000007720 emulsion polymerization reaction Methods 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 238000010528 free radical solution polymerization reaction Methods 0.000 description 2
- WOLATMHLPFJRGC-UHFFFAOYSA-N furan-2,5-dione;styrene Chemical compound O=C1OC(=O)C=C1.C=CC1=CC=CC=C1 WOLATMHLPFJRGC-UHFFFAOYSA-N 0.000 description 2
- 238000005227 gel permeation chromatography Methods 0.000 description 2
- 238000001879 gelation Methods 0.000 description 2
- 239000003365 glass fiber Substances 0.000 description 2
- 229920000578 graft copolymer Polymers 0.000 description 2
- 238000010559 graft polymerization reaction Methods 0.000 description 2
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 2
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 2
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 2
- FGKJLKRYENPLQH-UHFFFAOYSA-N isocaproic acid Chemical compound CC(C)CCC(O)=O FGKJLKRYENPLQH-UHFFFAOYSA-N 0.000 description 2
- TWBYWOBDOCUKOW-UHFFFAOYSA-N isonicotinic acid Chemical compound OC(=O)C1=CC=NC=C1 TWBYWOBDOCUKOW-UHFFFAOYSA-N 0.000 description 2
- 230000000155 isotopic effect Effects 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 235000005985 organic acids Nutrition 0.000 description 2
- 239000008188 pellet Substances 0.000 description 2
- 239000002530 phenolic antioxidant Substances 0.000 description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
- OJMIONKXNSYLSR-UHFFFAOYSA-N phosphorous acid Chemical compound OP(O)O OJMIONKXNSYLSR-UHFFFAOYSA-N 0.000 description 2
- 239000011574 phosphorus Substances 0.000 description 2
- 229910052698 phosphorus Inorganic materials 0.000 description 2
- 229920001620 poly(3-methyl styrene) Polymers 0.000 description 2
- 229920001230 polyarylate Polymers 0.000 description 2
- 229920002857 polybutadiene Polymers 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 238000010526 radical polymerization reaction Methods 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 239000002964 rayon Substances 0.000 description 2
- 159000000000 sodium salts Chemical class 0.000 description 2
- 150000003440 styrenes Polymers 0.000 description 2
- 238000010557 suspension polymerization reaction Methods 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- WQXYSVHBMXNXTJ-UHFFFAOYSA-N (3-tert-butyl-4-hydroxyphenyl) butanoate Chemical compound CCCC(=O)OC1=CC=C(O)C(C(C)(C)C)=C1 WQXYSVHBMXNXTJ-UHFFFAOYSA-N 0.000 description 1
- KMOUUZVZFBCRAM-OLQVQODUSA-N (3as,7ar)-3a,4,7,7a-tetrahydro-2-benzofuran-1,3-dione Chemical compound C1C=CC[C@@H]2C(=O)OC(=O)[C@@H]21 KMOUUZVZFBCRAM-OLQVQODUSA-N 0.000 description 1
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 1
- SYJPAKDNFZLSMV-HYXAFXHYSA-N (Z)-2-methylpropanal oxime Chemical compound CC(C)\C=N/O SYJPAKDNFZLSMV-HYXAFXHYSA-N 0.000 description 1
- WBYWAXJHAXSJNI-VOTSOKGWSA-M .beta-Phenylacrylic acid Natural products [O-]C(=O)\C=C\C1=CC=CC=C1 WBYWAXJHAXSJNI-VOTSOKGWSA-M 0.000 description 1
- RGASRBUYZODJTG-UHFFFAOYSA-N 1,1-bis(2,4-ditert-butylphenyl)-2,2-bis(hydroxymethyl)propane-1,3-diol dihydroxyphosphanyl dihydrogen phosphite Chemical compound OP(O)OP(O)O.C(C)(C)(C)C1=C(C=CC(=C1)C(C)(C)C)C(O)(C(CO)(CO)CO)C1=C(C=C(C=C1)C(C)(C)C)C(C)(C)C RGASRBUYZODJTG-UHFFFAOYSA-N 0.000 description 1
- ZAHBNGOLTBLVHO-UHFFFAOYSA-N 1,1-bis(2,6-dibutyl-4-methylphenyl)-2,2-bis(hydroxymethyl)propane-1,3-diol dihydroxyphosphanyl dihydrogen phosphite Chemical compound OP(O)OP(O)O.C(CCC)C1=C(C(=CC(=C1)C)CCCC)C(O)(C(CO)(CO)CO)C1=C(C=C(C=C1CCCC)C)CCCC ZAHBNGOLTBLVHO-UHFFFAOYSA-N 0.000 description 1
- YLQPPAFWBWFABJ-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;2-(2-methylprop-2-enoyloxy)ethyl 2-methylprop-2-enoate Chemical compound C=CC1=CC=CC=C1C=C.CC(=C)C(=O)OCCOC(=O)C(C)=C YLQPPAFWBWFABJ-UHFFFAOYSA-N 0.000 description 1
- 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 1
- RTBFRGCFXZNCOE-UHFFFAOYSA-N 1-methylsulfonylpiperidin-4-one Chemical compound CS(=O)(=O)N1CCC(=O)CC1 RTBFRGCFXZNCOE-UHFFFAOYSA-N 0.000 description 1
- KGRVJHAUYBGFFP-UHFFFAOYSA-N 2,2'-Methylenebis(4-methyl-6-tert-butylphenol) Chemical compound CC(C)(C)C1=CC(C)=CC(CC=2C(=C(C=C(C)C=2)C(C)(C)C)O)=C1O KGRVJHAUYBGFFP-UHFFFAOYSA-N 0.000 description 1
- WAOPGHCXGUXHKF-UHFFFAOYSA-N 2,2-bis(hydroxymethyl)-1,1-diphenylpropane-1,3-diol dihydroxyphosphanyl dihydrogen phosphite Chemical compound OP(O)OP(O)O.C1(=CC=CC=C1)C(O)(C(CO)(CO)CO)C1=CC=CC=C1 WAOPGHCXGUXHKF-UHFFFAOYSA-N 0.000 description 1
- YJGUVTBNQCVSQB-UHFFFAOYSA-N 2,2-diphenylpropanedioic acid Chemical compound C=1C=CC=CC=1C(C(O)=O)(C(=O)O)C1=CC=CC=C1 YJGUVTBNQCVSQB-UHFFFAOYSA-N 0.000 description 1
- BJELTSYBAHKXRW-UHFFFAOYSA-N 2,4,6-triallyloxy-1,3,5-triazine Chemical compound C=CCOC1=NC(OCC=C)=NC(OCC=C)=N1 BJELTSYBAHKXRW-UHFFFAOYSA-N 0.000 description 1
- LZFZQYNTEZSWCP-UHFFFAOYSA-N 2,6-dibutyl-4-methylphenol Chemical compound CCCCC1=CC(C)=CC(CCCC)=C1O LZFZQYNTEZSWCP-UHFFFAOYSA-N 0.000 description 1
- JJRUAPNVLBABCN-UHFFFAOYSA-N 2-(ethenoxymethyl)oxirane Chemical compound C=COCC1CO1 JJRUAPNVLBABCN-UHFFFAOYSA-N 0.000 description 1
- BHIIOLWIZLICII-UHFFFAOYSA-N 2-butyl-5-methylphenol Chemical compound CCCCC1=CC=C(C)C=C1O BHIIOLWIZLICII-UHFFFAOYSA-N 0.000 description 1
- AKNMPWVTPUHKCG-UHFFFAOYSA-N 2-cyclohexyl-6-[(3-cyclohexyl-2-hydroxy-5-methylphenyl)methyl]-4-methylphenol Chemical compound OC=1C(C2CCCCC2)=CC(C)=CC=1CC(C=1O)=CC(C)=CC=1C1CCCCC1 AKNMPWVTPUHKCG-UHFFFAOYSA-N 0.000 description 1
- WBJWXIQDBDZMAW-UHFFFAOYSA-N 2-hydroxynaphthalene-1-carbonyl chloride Chemical compound C1=CC=CC2=C(C(Cl)=O)C(O)=CC=C21 WBJWXIQDBDZMAW-UHFFFAOYSA-N 0.000 description 1
- WLJVXDMOQOGPHL-PPJXEINESA-N 2-phenylacetic acid Chemical compound O[14C](=O)CC1=CC=CC=C1 WLJVXDMOQOGPHL-PPJXEINESA-N 0.000 description 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 1
- PFANXOISJYKQRP-UHFFFAOYSA-N 2-tert-butyl-4-[1-(5-tert-butyl-4-hydroxy-2-methylphenyl)butyl]-5-methylphenol Chemical compound C=1C(C(C)(C)C)=C(O)C=C(C)C=1C(CCC)C1=CC(C(C)(C)C)=C(O)C=C1C PFANXOISJYKQRP-UHFFFAOYSA-N 0.000 description 1
- IKEHOXWJQXIQAG-UHFFFAOYSA-N 2-tert-butyl-4-methylphenol Chemical compound CC1=CC=C(O)C(C(C)(C)C)=C1 IKEHOXWJQXIQAG-UHFFFAOYSA-N 0.000 description 1
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 1
- DXIJHCSGLOHNES-UHFFFAOYSA-N 3,3-dimethylbut-1-enylbenzene Chemical compound CC(C)(C)C=CC1=CC=CC=C1 DXIJHCSGLOHNES-UHFFFAOYSA-N 0.000 description 1
- MMINFSMURORWKH-UHFFFAOYSA-N 3,6-dioxabicyclo[6.2.2]dodeca-1(10),8,11-triene-2,7-dione Chemical compound O=C1OCCOC(=O)C2=CC=C1C=C2 MMINFSMURORWKH-UHFFFAOYSA-N 0.000 description 1
- PZRWFKGUFWPFID-UHFFFAOYSA-N 3,9-dioctadecoxy-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane Chemical compound C1OP(OCCCCCCCCCCCCCCCCCC)OCC21COP(OCCCCCCCCCCCCCCCCCC)OC2 PZRWFKGUFWPFID-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
- CXJAFLQWMOMYOW-UHFFFAOYSA-N 3-chlorofuran-2,5-dione Chemical compound ClC1=CC(=O)OC1=O CXJAFLQWMOMYOW-UHFFFAOYSA-N 0.000 description 1
- AYKYXWQEBUNJCN-UHFFFAOYSA-N 3-methylfuran-2,5-dione Chemical compound CC1=CC(=O)OC1=O AYKYXWQEBUNJCN-UHFFFAOYSA-N 0.000 description 1
- JLBJTVDPSNHSKJ-UHFFFAOYSA-N 4-Methylstyrene Chemical compound CC1=CC=C(C=C)C=C1 JLBJTVDPSNHSKJ-UHFFFAOYSA-N 0.000 description 1
- ALYNCZNDIQEVRV-UHFFFAOYSA-N 4-aminobenzoic acid Chemical compound NC1=CC=C(C(O)=O)C=C1 ALYNCZNDIQEVRV-UHFFFAOYSA-N 0.000 description 1
- SQWMFGXXTYTJKY-UHFFFAOYSA-N 4-methoxy-2,6-diphenylphenol Chemical compound C=1C(OC)=CC(C=2C=CC=CC=2)=C(O)C=1C1=CC=CC=C1 SQWMFGXXTYTJKY-UHFFFAOYSA-N 0.000 description 1
- KDVYCTOWXSLNNI-UHFFFAOYSA-N 4-t-Butylbenzoic acid Chemical compound CC(C)(C)C1=CC=C(C(O)=O)C=C1 KDVYCTOWXSLNNI-UHFFFAOYSA-N 0.000 description 1
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 1
- 239000005995 Aluminium silicate Substances 0.000 description 1
- 239000005711 Benzoic acid Substances 0.000 description 1
- 229920000049 Carbon (fiber) Polymers 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- WBYWAXJHAXSJNI-SREVYHEPSA-N Cinnamic acid Chemical compound OC(=O)\C=C/C1=CC=CC=C1 WBYWAXJHAXSJNI-SREVYHEPSA-N 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- 244000043261 Hevea brasiliensis Species 0.000 description 1
- 101001094537 Homo sapiens Retrotransposon Gag-like protein 3 Proteins 0.000 description 1
- 229920002633 Kraton (polymer) Polymers 0.000 description 1
- 239000005639 Lauric acid Substances 0.000 description 1
- 229920001890 Novodur Polymers 0.000 description 1
- 229920000572 Nylon 6/12 Polymers 0.000 description 1
- GFLIYGDOQWRMTI-UHFFFAOYSA-N OP(O)OP(O)O.C(CCCCCCC)C(O)(C(CO)(CO)CO)CCCCCCCC Chemical compound OP(O)OP(O)O.C(CCCCCCC)C(O)(C(CO)(CO)CO)CCCCCCCC GFLIYGDOQWRMTI-UHFFFAOYSA-N 0.000 description 1
- NTQJRZWGBUJHKP-UHFFFAOYSA-N OP(O)OP(O)O.C1(CCCCC1)C(O)(C(CO)(CO)CO)C1CCCCC1 Chemical compound OP(O)OP(O)O.C1(CCCCC1)C(O)(C(CO)(CO)CO)C1CCCCC1 NTQJRZWGBUJHKP-UHFFFAOYSA-N 0.000 description 1
- 239000005642 Oleic acid Substances 0.000 description 1
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 1
- 101150084935 PTER gene Proteins 0.000 description 1
- 235000021314 Palmitic acid Nutrition 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 229920002614 Polyether block amide Polymers 0.000 description 1
- 229920002367 Polyisobutene Polymers 0.000 description 1
- 239000004721 Polyphenylene oxide Substances 0.000 description 1
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 description 1
- 102100029131 Retrotransposon Gag-like protein 4 Human genes 0.000 description 1
- 238000000944 Soxhlet extraction Methods 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- 239000002174 Styrene-butadiene Substances 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 1
- 229920006311 Urethane elastomer Polymers 0.000 description 1
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 1
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- 238000010521 absorption reaction Methods 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 229920000800 acrylic rubber Polymers 0.000 description 1
- 229920000122 acrylonitrile butadiene styrene Polymers 0.000 description 1
- XECAHXYUAAWDEL-UHFFFAOYSA-N acrylonitrile butadiene styrene Chemical compound C=CC=C.C=CC#N.C=CC1=CC=CC=C1 XECAHXYUAAWDEL-UHFFFAOYSA-N 0.000 description 1
- 239000004676 acrylonitrile butadiene styrene Substances 0.000 description 1
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- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical group [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 235000012211 aluminium silicate Nutrition 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 229960004050 aminobenzoic acid Drugs 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- JFCQEDHGNNZCLN-UHFFFAOYSA-N anhydrous glutaric acid Natural products OC(=O)CCCC(O)=O JFCQEDHGNNZCLN-UHFFFAOYSA-N 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- SRSXLGNVWSONIS-UHFFFAOYSA-N benzenesulfonic acid Chemical compound OS(=O)(=O)C1=CC=CC=C1 SRSXLGNVWSONIS-UHFFFAOYSA-N 0.000 description 1
- 229940092714 benzenesulfonic acid Drugs 0.000 description 1
- 235000010233 benzoic acid Nutrition 0.000 description 1
- MTAZNLWOLGHBHU-UHFFFAOYSA-N butadiene-styrene rubber Chemical compound C=CC=C.C=CC1=CC=CC=C1 MTAZNLWOLGHBHU-UHFFFAOYSA-N 0.000 description 1
- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- 159000000007 calcium salts Chemical class 0.000 description 1
- 239000006229 carbon black Substances 0.000 description 1
- 239000004917 carbon fiber Substances 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- KRVSOGSZCMJSLX-UHFFFAOYSA-L chromic acid Substances O[Cr](O)(=O)=O KRVSOGSZCMJSLX-UHFFFAOYSA-L 0.000 description 1
- 235000013985 cinnamic acid Nutrition 0.000 description 1
- 229930016911 cinnamic acid Natural products 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 239000013256 coordination polymer Substances 0.000 description 1
- 229920006147 copolyamide elastomer Polymers 0.000 description 1
- 125000000753 cycloalkyl group Chemical group 0.000 description 1
- VZFUCHSFHOYXIS-UHFFFAOYSA-N cycloheptane carboxylic acid Natural products OC(=O)C1CCCCCC1 VZFUCHSFHOYXIS-UHFFFAOYSA-N 0.000 description 1
- GMVARPAQVYKXMQ-UHFFFAOYSA-N cyclohexanecarboxylic acid Chemical compound OC(=O)C1CCCCC1.OC(=O)C1CCCCC1 GMVARPAQVYKXMQ-UHFFFAOYSA-N 0.000 description 1
- 230000032798 delamination Effects 0.000 description 1
- 150000001993 dienes Chemical class 0.000 description 1
- MJPRWNNXQTWWLY-UHFFFAOYSA-N dioctadecyl 2,2-bis[(3,5-ditert-butyl-4-hydroxyphenyl)methyl]propanedioate Chemical compound C=1C(C(C)(C)C)=C(O)C(C(C)(C)C)=CC=1CC(C(=O)OCCCCCCCCCCCCCCCCCC)(C(=O)OCCCCCCCCCCCCCCCCCC)CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 MJPRWNNXQTWWLY-UHFFFAOYSA-N 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- ZMUCVNSKULGPQG-UHFFFAOYSA-N dodecanedioic acid;hexane-1,6-diamine Chemical compound NCCCCCCN.OC(=O)CCCCCCCCCCC(O)=O ZMUCVNSKULGPQG-UHFFFAOYSA-N 0.000 description 1
- 239000013013 elastic material Substances 0.000 description 1
- 229920006351 engineering plastic Polymers 0.000 description 1
- 229920005558 epichlorohydrin rubber Polymers 0.000 description 1
- 125000000219 ethylidene group Chemical group [H]C(=[*])C([H])([H])[H] 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 239000003925 fat Substances 0.000 description 1
- 239000011152 fibreglass Substances 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- AWJWCTOOIBYHON-UHFFFAOYSA-N furo[3,4-b]pyrazine-5,7-dione Chemical compound C1=CN=C2C(=O)OC(=O)C2=N1 AWJWCTOOIBYHON-UHFFFAOYSA-N 0.000 description 1
- 239000010439 graphite Substances 0.000 description 1
- 229910002804 graphite Inorganic materials 0.000 description 1
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- BHEPBYXIRTUNPN-UHFFFAOYSA-N hydridophosphorus(.) (triplet) Chemical compound [PH] BHEPBYXIRTUNPN-UHFFFAOYSA-N 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 125000002768 hydroxyalkyl group Chemical group 0.000 description 1
- 238000009776 industrial production Methods 0.000 description 1
- 238000001746 injection moulding Methods 0.000 description 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
- 125000000654 isopropylidene group Chemical group C(C)(C)=* 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
- 239000007788 liquid Substances 0.000 description 1
- 239000011344 liquid material Substances 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 239000011777 magnesium 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
- 159000000003 magnesium salts Chemical class 0.000 description 1
- 229910052943 magnesium sulfate Inorganic materials 0.000 description 1
- 235000019341 magnesium sulphate Nutrition 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- WBYWAXJHAXSJNI-UHFFFAOYSA-N methyl p-hydroxycinnamate Natural products OC(=O)C=CC1=CC=CC=C1 WBYWAXJHAXSJNI-UHFFFAOYSA-N 0.000 description 1
- CPOFMOWDMVWCLF-UHFFFAOYSA-N methyl(oxo)alumane Chemical compound C[Al]=O CPOFMOWDMVWCLF-UHFFFAOYSA-N 0.000 description 1
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 description 1
- 239000010445 mica Substances 0.000 description 1
- 229910052618 mica group Inorganic materials 0.000 description 1
- 238000000465 moulding Methods 0.000 description 1
- WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 description 1
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 1
- OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 1
- 229920003052 natural elastomer Polymers 0.000 description 1
- 229920001194 natural rubber Polymers 0.000 description 1
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 1
- 239000002667 nucleating agent Substances 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
- 229940065472 octyl acrylate Drugs 0.000 description 1
- ANISOHQJBAQUQP-UHFFFAOYSA-N octyl prop-2-enoate Chemical compound CCCCCCCCOC(=O)C=C ANISOHQJBAQUQP-UHFFFAOYSA-N 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- RPQRDASANLAFCM-UHFFFAOYSA-N oxiran-2-ylmethyl prop-2-enoate Chemical compound C=CC(=O)OCC1CO1 RPQRDASANLAFCM-UHFFFAOYSA-N 0.000 description 1
- 229920001596 poly (chlorostyrenes) Polymers 0.000 description 1
- 229920003197 poly( p-chlorostyrene) Polymers 0.000 description 1
- 229920001627 poly(4-methyl styrene) Polymers 0.000 description 1
- 229920001084 poly(chloroprene) Polymers 0.000 description 1
- 229920003207 poly(ethylene-2,6-naphthalate) Polymers 0.000 description 1
- 229920006111 poly(hexamethylene terephthalamide) Polymers 0.000 description 1
- 229920001608 poly(methyl styrenes) Polymers 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 229920001515 polyalkylene glycol Polymers 0.000 description 1
- 229920006149 polyester-amide block copolymer Polymers 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 229920006146 polyetheresteramide block copolymer Polymers 0.000 description 1
- 239000011112 polyethylene naphthalate Substances 0.000 description 1
- 229920001195 polyisoprene Polymers 0.000 description 1
- 239000003505 polymerization initiator Substances 0.000 description 1
- 229920005990 polystyrene resin Polymers 0.000 description 1
- 239000005077 polysulfide Substances 0.000 description 1
- 229920001021 polysulfide Polymers 0.000 description 1
- 150000008117 polysulfides Polymers 0.000 description 1
- 229910010271 silicon carbide Inorganic materials 0.000 description 1
- HBMJWWWQQXIZIP-UHFFFAOYSA-N silicon carbide Chemical compound [Si+]#[C-] HBMJWWWQQXIZIP-UHFFFAOYSA-N 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 229920002379 silicone rubber Polymers 0.000 description 1
- 239000004945 silicone rubber Substances 0.000 description 1
- WXMKPNITSTVMEF-UHFFFAOYSA-M sodium benzoate Chemical compound [Na+].[O-]C(=O)C1=CC=CC=C1 WXMKPNITSTVMEF-UHFFFAOYSA-M 0.000 description 1
- GRONZTPUWOOUFQ-UHFFFAOYSA-M sodium;methanol;hydroxide Chemical compound [OH-].[Na+].OC GRONZTPUWOOUFQ-UHFFFAOYSA-M 0.000 description 1
- 239000000243 solution 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
- 229940014800 succinic anhydride Drugs 0.000 description 1
- 239000002344 surface layer Substances 0.000 description 1
- 229920001576 syndiotactic polymer Polymers 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- DJZKNOVUNYPPEE-UHFFFAOYSA-N tetradecane-1,4,11,14-tetracarboxamide Chemical compound NC(=O)CCCC(C(N)=O)CCCCCCC(C(N)=O)CCCC(N)=O DJZKNOVUNYPPEE-UHFFFAOYSA-N 0.000 description 1
- TUNFSRHWOTWDNC-HKGQFRNVSA-N tetradecanoic acid Chemical compound CCCCCCCCCCCCC[14C](O)=O TUNFSRHWOTWDNC-HKGQFRNVSA-N 0.000 description 1
- 150000003573 thiols Chemical class 0.000 description 1
- XOLBLPGZBRYERU-UHFFFAOYSA-N tin dioxide Chemical compound O=[Sn]=O XOLBLPGZBRYERU-UHFFFAOYSA-N 0.000 description 1
- 229910001887 tin oxide Inorganic materials 0.000 description 1
- 150000003609 titanium compounds Chemical class 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- CENHPXAQKISCGD-UHFFFAOYSA-N trioxathietane 4,4-dioxide Chemical compound O=S1(=O)OOO1 CENHPXAQKISCGD-UHFFFAOYSA-N 0.000 description 1
- LENZDBCJOHFCAS-UHFFFAOYSA-N tris Chemical compound OCC(N)(CO)CO LENZDBCJOHFCAS-UHFFFAOYSA-N 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Epoxy Resins (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Abstract
Description
【発明の詳細な説明】 〔産業上の利用分野〕 本発明は樹脂組成物に関し、詳しくは自動車。[Detailed description of the invention] [Industrial application field] TECHNICAL FIELD The present invention relates to a resin composition, and specifically to automobiles.
家電品、電気電子機器などにおける耐熱部品や産業用耐
熱構造材に有用なスチレン系樹脂組成物に関する。The present invention relates to styrenic resin compositions useful for heat-resistant parts in home appliances, electrical and electronic equipment, and industrial heat-resistant structural materials.
〔従来の技術及び発明が解決しようとする課題〕近年、
シンジオタクテイシテイ−の高いスチレン系重合体が、
アタクチック構造のスチレン系重合体に比べて機械的強
度、耐熱性、耐溶剤性、電気特性などにおいて優れてい
ることから、熱可塑性樹脂の耐熱性や耐溶剤性の改良を
目的として、シンジオタクチック構造を有するスチレン
系重合体を配合することが種々検討されている。例えば
、特開昭62−257950号公報には、熱可塑性樹脂
の耐熱性の改良を目的として、シンジオタクチック構造
を有するポリスチレンを配合することが開示されている
。この配合によれば、熱可塑性樹脂の耐熱性は確かに向
上するものの、ポリスチレンとの親和性に乏しい樹脂と
の組成物においては、引張強度、伸び等が大幅に低下し
、用途によっては、このような力学物性の低下のために
、好ましくない場合もあった。さらに、これらの力学物
性の低下のみならず、成形物の表面層の剥離など外観上
の問題点もあった。[Problems to be solved by conventional techniques and inventions] In recent years,
A styrenic polymer with high syndiotacticity,
Syndiotactic polymers are superior in mechanical strength, heat resistance, solvent resistance, and electrical properties compared to styrene-based polymers with an atactic structure. Various studies have been made to incorporate styrenic polymers having a structure. For example, JP-A No. 62-257950 discloses blending polystyrene having a syndiotactic structure for the purpose of improving the heat resistance of a thermoplastic resin. Although this formulation certainly improves the heat resistance of thermoplastic resins, in compositions with resins that have poor affinity with polystyrene, tensile strength, elongation, etc. are significantly reduced, and depending on the application, this In some cases, this is undesirable due to the deterioration of mechanical properties. Furthermore, in addition to the deterioration of these mechanical properties, there were also problems in appearance, such as peeling of the surface layer of the molded product.
これらの問題点を解決するために、特願昭63−384
4号明細書において、本発明者らの研究グループは、シ
ンジオタクチック構造を有するスチレン系重合体と、親
和性に乏しい熱可塑性樹脂をブレンドする際に、特定の
ブロック共重合体を親和性及び分散性の改良剤として加
えるという技術を提案した。例えば、ポリアミドとのブ
レンドに当たっては、ポリスチレン−ポリアミドのブロ
ック共重合体を加え、また、ポリブチレンテレフタレー
トとのブレンドに当たっては、ポリスチレン−ポリブチ
レンテレフタレートのブロック共重合体を加える技術で
ある。すなわち、この技術は、実質的にポリスチレンと
ブレンドする相手樹脂とのブロック共重合体を改質剤と
して加えるものであり、前記特開昭62−257950
号公報に記載した技術に比べて、ある程度の改質効果を
達成され、特に力学物性が大きく向上している。In order to solve these problems, patent application No. 63-384
In Specification No. 4, the research group of the present inventors discovered that when blending a styrenic polymer with a syndiotactic structure and a thermoplastic resin with poor affinity, a specific block copolymer was We proposed a technique in which it is added as a dispersibility improver. For example, when blending with polyamide, a polystyrene-polyamide block copolymer is added, and when blending with polybutylene terephthalate, a polystyrene-polybutylene terephthalate block copolymer is added. That is, this technique essentially involves adding a block copolymer of polystyrene and a partner resin to be blended as a modifier;
Compared to the technology described in the publication, a certain degree of modification effect has been achieved, and in particular, the mechanical properties have been greatly improved.
しかし、この技術では、ブレンド物を調製するに当たり
、ブロック共重合体を予め調製しておく必要があり、工
業的に生産するうえで複雑な工程を要し、不利な障害と
なる可能性があった。However, with this technology, it is necessary to prepare the block copolymer in advance to prepare the blend, which requires a complicated process and may be a disadvantageous hindrance to industrial production. Ta.
そこで、本発明者らは、シンジオタクチック構造を有す
るスチレン系重合体と、親和性に乏しい熱可塑性樹脂を
ブレンドするに当たり、工業的に大量生産しうる改質剤
、あるいは大量製産されている特定の改質剤を配合する
ことによって、熱可塑性樹脂の親和性及び分散性を改善
すべく、鋭意研究を重ねた。Therefore, in blending a styrenic polymer having a syndiotactic structure and a thermoplastic resin with poor affinity, the present inventors have developed a modifier that can be industrially mass-produced or a modifier that can be mass-produced. We have conducted extensive research to improve the affinity and dispersibility of thermoplastic resins by incorporating specific modifiers.
その結果、エポキシ基を有するビニル化合物あるいはα
、β−不飽和カルボン酸無水物を共重合したスチレン系
共重合体が上記の課題を達成する改質剤であることを見
出した。本発明は、かかる知見に基いて完成したもので
ある。As a result, vinyl compounds with epoxy groups or α
It was discovered that a styrenic copolymer copolymerized with a β-unsaturated carboxylic acid anhydride is a modifier that achieves the above-mentioned problems. The present invention was completed based on this knowledge.
すなわち、本発明は(a)主としてシンジオタクチック
構造を有するスチレン系重合体5〜95重量%と(b)
末端にカルボキシル基、水酸基及びアミノ基から選ばれ
た極性基を少なくとも一種含有する熱可塑性樹脂95〜
5重量%からなる重合体混合物100重量部に対して(
c)エポキシ基を含有するビニル化合物を共重合したス
チレン系共重合体又はα5 β−不飽和カルボン酸無水
物を共重合したスチレン系共重合体を0.01〜15重
量部配合してなる樹脂組成物を提供するものである。That is, the present invention comprises (a) 5 to 95% by weight of a styrenic polymer mainly having a syndiotactic structure; and (b)
Thermoplastic resin containing at least one polar group selected from carboxyl group, hydroxyl group and amino group at the terminal 95~
For 100 parts by weight of a polymer mixture consisting of 5% by weight (
c) A resin containing 0.01 to 15 parts by weight of a styrene copolymer copolymerized with a vinyl compound containing an epoxy group or a styrene copolymer copolymerized with an α5 β-unsaturated carboxylic acid anhydride. A composition is provided.
本発明の樹脂組成物は、上述したように(a)成分、(
b)成分及び(c)成分を主成分とするものである。こ
こで、(a)成分は主としてシンジオタクチック構造を
存するスチレン系重合体であるが、このスチレン系重合
体の主としてシンジオタクチック構造とは、立体化学構
造が主としてシンジオタクチック構造、即ち炭素−炭素
結合から形成される主鎖に対して側鎖であるフェニル基
や置換フェニル基が交互に反対方向に位置する立体構造
を有するものであり、そのタフティシティ−は同位体炭
素による核磁気共鳴法(”C−NMR法)により定量さ
れる。13C−NMR法により測定されるタフティシテ
ィ−は、連続する複数個の構成単位の存在割合、例えば
2個の場合はダイアツド、3個の場合はトリアット、5
個の場合はペンタッドによって示すことができるが、本
発明に言う主としてシンジオタクチック構造を有するス
チレン系重合体とは、通常はダイアツドで75%以上、
好ましくは85%以上、若しくはペンタッド(ラセミペ
ンタッド)で30%以上、好ましくは50%以上のシン
ジオタクテイシテイ−を有するポリスチレン、ポリ(ア
ルキルスチレン)。As mentioned above, the resin composition of the present invention comprises component (a), (
The main components are component b) and component (c). Here, component (a) is a styrenic polymer that mainly has a syndiotactic structure. It has a three-dimensional structure in which phenyl groups and substituted phenyl groups, which are side chains, are located alternately in opposite directions to the main chain formed from carbon bonds, and its toughness is determined by nuclear magnetic resonance due to isotopic carbon. The toughness measured by the 13C-NMR method is determined by the proportion of consecutive constituent units, e.g. 2 in the case of diats, 3 in the case of 3. is triat, 5
However, in the present invention, the styrenic polymer mainly having a syndiotactic structure is usually 75% or more diad,
Polystyrene, poly(alkylstyrene) having a syndiotacticity of preferably 85% or more, or 30% or more in terms of pentads (racemic pentads), preferably 50% or more.
ポリ(ハロゲン化スチレン)、ポリ(アルコキシスチレ
ン)、ポリ(ビニル安息香酸エステル)オよびこれらの
混合物、あるいはこれらを主成分とする共重合体を指称
する。なお、ここでポリ(アルキルスチレン)としては
、ポリ(メチルスチレン)、ポリ(エチルスチレン)、
ポリ(イソプロピルスチレン)、ポリ(ter t−ブ
チルスチレン)すどがあり、ポリ(ハロゲン化スチレン
)としては、ポリ(クロロスチレン)、ポリ(ブロモス
チレン)。Refers to poly(halogenated styrene), poly(alkoxystyrene), poly(vinylbenzoic acid ester), mixtures thereof, or copolymers having these as main components. Note that poly(alkylstyrene) here includes poly(methylstyrene), poly(ethylstyrene),
There are poly(isopropylstyrene) and poly(tert-butylstyrene), and examples of poly(halogenated styrene) include poly(chlorostyrene) and poly(bromostyrene).
ポリ(フルオロスチレン)などがある。また、ポリ(ア
ルコキシスチレン)としては、ポリ(メトキシスチレン
)、ポリ(エトキシスチレン)などがある。これらのう
ち特に好ましいスチレン系重合体としては、ポリスチレ
ン、ポリ(p−メチルスチレン)、ポリ(m−メチルス
チレン)、ポリ(pter t−ブチルスチレン)、ポ
リ(p−クロロスチレン)、ポリ (m−クロロスチレ
ン)、ポリ(p −フルオロスチレン)、更にはスチレ
ンとp−メチルスチレンとの共重合体をあげることがで
きる。Examples include poly(fluorostyrene). Furthermore, examples of poly(alkoxystyrene) include poly(methoxystyrene) and poly(ethoxystyrene). Among these, particularly preferred styrenic polymers include polystyrene, poly(p-methylstyrene), poly(m-methylstyrene), poly(pter t-butylstyrene), poly(p-chlorostyrene), poly(m-methylstyrene), -chlorostyrene), poly(p-fluorostyrene), and copolymers of styrene and p-methylstyrene.
また、本発明に用いる上記(a)成分であるスチレン系
重合体は、分子量については制限はないが、重量平均分
子量が10.000以上のものが好ましく、とりわけ5
0,000以上のものが最適である。さらに、分子量分
布についてもその広狭は制約がなく、様々なものを充当
することが可能である。このような主としてシンジオタ
クチック構造を有するスチレン系重合体は、例えば不活
性炭化水素溶媒中または溶媒の不存在下に、チタン化合
物、及び水とトリアルキルアルミニウムの縮合生成物を
触媒として、スチレン系単量体(上記スチレン系重合体
に対応する単量体)を重合することにより製造すること
ができる(特開昭62−187708号公報)。Furthermore, the molecular weight of the styrenic polymer used in the present invention as the component (a) is not limited, but it preferably has a weight average molecular weight of 10.000 or more, particularly 5.
A value of 0,000 or more is optimal. Further, there is no restriction on the width or narrowness of the molecular weight distribution, and various types can be used. Such styrenic polymers having a mainly syndiotactic structure can be produced by using a titanium compound and a condensation product of water and trialkylaluminum as catalysts, for example, in an inert hydrocarbon solvent or in the absence of a solvent. It can be produced by polymerizing monomers (monomers corresponding to the above-mentioned styrene polymers) (Japanese Unexamined Patent Publication No. 187708/1983).
一方、本発明の(b)成分は、前述のように、末端にカ
ルボキシル基、水酸基及びアミノ基から選ばれた極性基
を少な(とも一種含有する熱可塑性樹脂である。このよ
うな熱可塑性樹脂としては、例えば、ポリエチレンテレ
フタレートポリプロピレンテレフタレートポリプチレン
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、ポリオキシエトキシベンゾエート、ポリエチ
レンナフタレート、また上記ポリエステル構成成分と他
の酸成分及び/又はグリコール成分、例えばイソフタル
酸、p−オキシ安息香酸、アジピン酸、セバシン酸、ゲ
ルタール酸、ジフェニルメタンジカルボン酸、ダイマー
酸のような酸成分、ヘキサメチレングリコール、ジエチ
レングリコール、ネオペンチルグリコール、ビスフェノ
ールA。On the other hand, as mentioned above, component (b) of the present invention is a thermoplastic resin containing a small number (all one kind) of a polar group selected from a carboxyl group, a hydroxyl group, and an amino group at the terminal. Examples include polyethylene terephthalate, polypropylene terephthalate, polybutylene terephthalate, polycyclohexane dimethylene terephthalate, polyoxyethoxybenzoate, polyethylene naphthalate, and the above polyester components and other acid components and/or glycol components, such as isophthalic acid, p- Acid components such as oxybenzoic acid, adipic acid, sebacic acid, geltaric acid, diphenylmethanedicarboxylic acid, dimer acid, hexamethylene glycol, diethylene glycol, neopentyl glycol, bisphenol A.
ネオペンチルグリコールアルキレンオキシド付加体のよ
うなグリコール成分を共重合したポリエステル、芳香族
ポリエステル−ポリエーテルブロック共重合体、芳香族
ポリエステル−ポリラクトンブロック共重合体、ボリア
リレート等の広義のポリエステル、ナイロン6、ナイロ
ン6・6.ナイロン6・9.ナイロン5・10.ナイロ
ン6・12、ナイロン6/6・6.ポリキシリレンアジ
パミド、ポリへキサメチレンテレフタラミド、ポリフェ
ニレンフタラミド、ポリキシリレンアジパミド/ヘキサ
メチレンアジパミド、ポリエステルアミドエラストマー
、ポリエーテルアミドエラストマー、ポリエーテルエス
テルアミドエラストマ、ダイマー酸共重合アミドのよう
なポリアミドが挙げられる。これらのうち、特に好まし
いものは、ポリエステルとしては、ポリエチレンテレフ
タレート(PET)、 ポリブチレンチレフタレ−)
(PBT)であり、ボリアリレートとしては、ビスフェ
ノールAとテレフタル酸を構成成分とする通称U−ポリ
マーとして知られているボリアリレートであり1.ポリ
アミドとしては、ナイロン6゜ナイロン6・6である。Polyester copolymerized with a glycol component such as neopentyl glycol alkylene oxide adduct, aromatic polyester-polyether block copolymer, aromatic polyester-polylactone block copolymer, polyester in a broad sense such as polyarylate, nylon 6 , nylon 6.6. Nylon 6/9. Nylon 5/10. Nylon 6/12, nylon 6/6/6. Polyxylylene adipamide, polyhexamethylene terephthalamide, polyphenylene phthalamide, polyxylylene adipamide/hexamethylene adipamide, polyester amide elastomer, polyether amide elastomer, polyether ester amide elastomer, dimer acid co- Mention may be made of polyamides such as polymeric amides. Among these, particularly preferred polyesters include polyethylene terephthalate (PET) and polybutylene terephthalate (polybutylene terephthalate).
(PBT), and the polyarylate is commonly known as U-polymer whose constituent components are bisphenol A and terephthalic acid.1. The polyamide is nylon 6° or nylon 6.6.
本発明の組成物は、さらに(c)成分として、エポキシ
基を含有するビニル化合物を共重合したスチレン系共重
合体又はα、β−不飽和カルボン酸無水物を共重合した
スチレン系共重合体を含む。The composition of the present invention further includes, as component (c), a styrenic copolymer copolymerized with a vinyl compound containing an epoxy group or a styrenic copolymer copolymerized with an α,β-unsaturated carboxylic acid anhydride. including.
これらのスチレン系共重合体としては、重量平均分子量
が10,000〜800,000のもの、好ましくは5
0.000〜500,000のものを使用する。この重
量平均分子量が10,000未満であると、分散性を改
良する効果が小さく、逆に、力学物性を低下させる。ま
た、重量平均分子量がsoo、oooを超えると、組成
物の粘度を上昇させ、成形性を低下させたり、組成物中
で独立相を形成して、実質上、親和性1分散性の改質効
果を失うことがある。These styrenic copolymers have a weight average molecular weight of 10,000 to 800,000, preferably 5
0.000 to 500,000 is used. When the weight average molecular weight is less than 10,000, the effect of improving dispersibility is small, and on the contrary, the mechanical properties are deteriorated. In addition, if the weight average molecular weight exceeds soo or ooo, the viscosity of the composition will increase, the moldability will decrease, or an independent phase will be formed in the composition, resulting in a modification of the affinity and dispersibility. It may lose its effectiveness.
エポキシ基を含有するビニル化合物を共重合したlチレ
ン系共重合体を製造するに当たり、スチレン系化合物に
共重合させるエポキシ基を含有するビニル化合物として
は、グリシジルメタクリレート、グリシジルアクリレー
ト、ビニルグリシジルエーテル、アリルグリシジルエー
テル、ヒドロキシアルキル(メタ)アクリレートなどの
グリシジルエーテル、ポリアルキレングリコール(メタ
)アクリレートなどのグリシジルエーテル、グリシジル
イタコネートのようなエポキシ基含有共重合性不飽和単
量体が挙げられる。このようなエポキシ基含有共重合性
不飽和単量体を共重合したスチレン系重合体は、ラジカ
ル重合を利用する通常の塊状重合、溶液重合、懸濁重合
又は乳化重合により製造することができる。In producing a styrene-based copolymer obtained by copolymerizing a vinyl compound containing an epoxy group, examples of the vinyl compound containing an epoxy group to be copolymerized with a styrene-based compound include glycidyl methacrylate, glycidyl acrylate, vinyl glycidyl ether, allyl Examples include glycidyl ethers such as glycidyl ethers and hydroxyalkyl (meth)acrylates, glycidyl ethers such as polyalkylene glycol (meth)acrylates, and epoxy group-containing copolymerizable unsaturated monomers such as glycidyl itaconate. A styrenic polymer copolymerized with such an epoxy group-containing copolymerizable unsaturated monomer can be produced by conventional bulk polymerization, solution polymerization, suspension polymerization, or emulsion polymerization using radical polymerization.
エポキシ基を含有するビニル化合物は、スチレン系重合
体における共重合組成が0.01〜30モル%、好まし
くは0.1〜20モル%となるような割合で共重合させ
る。エポキシ基を含有するとニル化合物の共重合組成が
0.01モル%未満であると、分散性を改良する効果が
小さく、相剥離が起こることがあり、30モル%を超え
ると、独立相を形成して実質上、親和性2分散性の改質
効果を失う。また、エポキシ基の反応の結果と思われる
ゲル化が起こる。The vinyl compound containing an epoxy group is copolymerized in such a proportion that the copolymerization composition in the styrenic polymer is 0.01 to 30 mol%, preferably 0.1 to 20 mol%. If the copolymerization composition of the nyl compound containing an epoxy group is less than 0.01 mol%, the effect of improving dispersibility will be small and phase separation may occur, and if it exceeds 30 mol%, an independent phase will be formed. As a result, the affinity-bidispersity modification effect is substantially lost. Also, gelation occurs, which appears to be a result of the reaction of the epoxy groups.
上記のようなエポキシ基含有ビニル化合物を共重合した
スチレン系共重合体のうち、特にグリシジルメタクリレ
ートとスチレンとの共重合体が好ましい。この共重合体
は、例えば日本油脂■からブレンマーCPシリーズとし
て市販されているものを充当すればよい。Among the styrene copolymers copolymerized with the above-mentioned epoxy group-containing vinyl compounds, copolymers of glycidyl methacrylate and styrene are particularly preferred. This copolymer may be one commercially available from Nippon Oil & Fats Corporation as the Blenmar CP series.
本発明の組成物は、(c)成分としてα、β不飽和カル
ボン酸無水物を共重合したスチレン系共重合体を含んで
いてもよい。ここで、α、β不飽和カルボン酸無水物は
、スチレン系化合物と共重合しうる単量体であればよく
、無水マレイン酸、クロロ無水マレイン酸、無水シトラ
コン酸。The composition of the present invention may contain, as component (c), a styrenic copolymer copolymerized with an α,β unsaturated carboxylic acid anhydride. Here, the α,β unsaturated carboxylic acid anhydride may be any monomer that can be copolymerized with a styrene compound, such as maleic anhydride, chloromaleic anhydride, and citraconic anhydride.
ブテニル無水コハク酸、テトラヒドロ無水フタル酸など
である。これらの不飽和カルボン酸無水物を共重合した
スチレン系重合体は、ラジカル重合を利用する通常の塊
状重合、溶液重合、懸濁重合又は乳化重合により製造す
ることができる。These include butenyl succinic anhydride and tetrahydrophthalic anhydride. Styrenic polymers copolymerized with these unsaturated carboxylic acid anhydrides can be produced by conventional bulk polymerization, solution polymerization, suspension polymerization, or emulsion polymerization using radical polymerization.
α、β−不飽和カルボン酸無水物は、スチレン系共重合
体において、その共重合組成が0.01〜5モル%、好
ましくは0.1〜3モル%となるような割合で共重合さ
せる。α、β−不飽和カルボン酸無水物の共重合組成が
0.01モル%未満であると、分散性を改良する効果が
小さく、相剥離が起こることがあり、5モル%を超える
と、独立相を形成して実質上、親和性9分散性の改質効
果を失う。The α,β-unsaturated carboxylic acid anhydride is copolymerized in the styrenic copolymer in such a proportion that the copolymerization composition is 0.01 to 5 mol%, preferably 0.1 to 3 mol%. . If the copolymerization composition of α,β-unsaturated carboxylic acid anhydride is less than 0.01 mol%, the effect of improving dispersibility will be small and phase separation may occur; if it exceeds 5 mol%, independent This forms a phase and essentially loses the affinity-9 dispersibility modification effect.
上記のようなα、β−不飽和カルボン酸無水物を共重合
したスチレン系共重合体のうち、特に、無水マレイン酸
とスチレンとの共重合体が好ましい、このような共重合
体は、例えば出光石油化学■からモアマックスシリーズ
として市販されているものを充当すればよい。Among the above-mentioned styrenic copolymers copolymerized with α,β-unsaturated carboxylic acid anhydride, copolymers of maleic anhydride and styrene are particularly preferred.Such copolymers include, for example, What is commercially available as the Moremax series from Idemitsu Petrochemical ■ may be used.
本発明の樹脂組成物においては、上述の(a)成分であ
るシンジオタクチック構造のスチレン系重合体を5〜9
5重量%、好ましくは10〜90重量%、(b)成分で
ある熱可塑性樹脂を95〜5重量%、好ましくは90〜
10重量%の割合で配合する。ここで熱可塑性樹脂の配
合割合が95重重量を超えると、得られる組成物の耐熱
性、剛性、耐薬品性が低下し、また5重量%未満では機
械的特性が低下する。In the resin composition of the present invention, the styrenic polymer having a syndiotactic structure, which is the above-mentioned component (a), is contained in an amount of 5 to 9
5% by weight, preferably 10 to 90% by weight, and 95 to 5% by weight, preferably 90 to 90% by weight of the thermoplastic resin as component (b).
It is blended in a proportion of 10% by weight. If the blending ratio of the thermoplastic resin exceeds 95% by weight, the heat resistance, rigidity, and chemical resistance of the resulting composition will decrease, and if it is less than 5% by weight, the mechanical properties will decrease.
本発明の樹脂組成物は、(a)成分と(b)成分を上記
のような割合で含む混合物100重量部に対して、(c
)成分を0.01〜15重量部、好ましくは0.1〜1
0重量部配置部たものである。The resin composition of the present invention contains (c) per 100 parts by weight of a mixture containing components (a) and (b) in the above ratio
) component from 0.01 to 15 parts by weight, preferably from 0.1 to 1 part by weight.
0 parts by weight.
(c)成分の量が0.01重量部未満であると、分散性
を改良する効果が小さく、相剥離を起こすことがある。If the amount of component (c) is less than 0.01 parts by weight, the effect of improving dispersibility will be small and phase separation may occur.
また、15重量部を超えると、必要以上に過剰であり、
ゲル化を起こしたり、耐熱性を損なう等の不都合を生じ
る。Moreover, if it exceeds 15 parts by weight, it is excessive than necessary;
This causes inconveniences such as gelation and loss of heat resistance.
本発明の樹脂組成物は、基本的には上記(a)〜(c)
成分からなるものであるが、さらに本発明の目的を阻害
しない限り、各種のゴム状重合体及び/又は無機質充填
剤あるいはその他の酸化防止剤、核剤、滑剤等の各種の
添加剤を必要に応じて配合することができる。ここで、
ゴム状重合体としては、様々なものが使用可能であるが
、最も好適なものはスチレン系化合物をその一成分とし
て含むゴム状共重合体で、例えば、スチレン−ブタジェ
ンブロック共重合体ゴム、スチレン−ブタジェンブロッ
ク共重合体のブタジェン部分を一部あるいは完全に水素
化したゴム、スチレン−ブタジェン共重合体ゴム、アク
リル酸メチル−ブタジェン−スチレン共重合体ゴム、ア
クリロニトリル−ブタジェン−スチレン共重合体ゴム、
アクリル酸メチル−アクリル酸−2−エチルヘキシル−
スチレン共重合体ゴムなどが挙げられ、これらはいずれ
もスチレン単位を有するため、(a)成分である主とし
てシンジオタクチック構造を有するスチレン系重合体に
対する分散性が良好であり、その結果、物性の改善効果
が著しい。The resin composition of the present invention basically comprises the above (a) to (c).
In addition, various rubber-like polymers and/or inorganic fillers or other additives such as antioxidants, nucleating agents, lubricants, etc. may be added as long as they do not impede the purpose of the present invention. It can be blended accordingly. here,
Various rubbery polymers can be used, but the most preferred are rubbery copolymers containing a styrene compound as one component, such as styrene-butadiene block copolymer rubber, Rubber in which the butadiene portion of a styrene-butadiene block copolymer is partially or completely hydrogenated, styrene-butadiene copolymer rubber, methyl acrylate-butadiene-styrene copolymer rubber, acrylonitrile-butadiene-styrene copolymer rubber,
Methyl acrylate-2-ethylhexyl acrylate-
Examples include styrene copolymer rubber, and since all of these have styrene units, they have good dispersibility in the styrenic polymer, which is component (a), which mainly has a syndiotactic structure, and as a result, their physical properties improve. The improvement effect is significant.
さらに、ゴム状重合体としては、天然ゴム、ポリブタジ
ェン、ポリイソプレン、ポリイソブチレン、ネオプレン
、エチレン−プロピレン共重合体ゴム、ポリスルフィド
ゴム、チオコールゴム、アクリルゴム、ウレタンゴム、
シリコーンゴム、エピクロルヒドリンゴム、などが挙げ
られる。Further, as rubber-like polymers, natural rubber, polybutadiene, polyisoprene, polyisobutylene, neoprene, ethylene-propylene copolymer rubber, polysulfide rubber, thiol rubber, acrylic rubber, urethane rubber,
Examples include silicone rubber, epichlorohydrin rubber, and the like.
また、ゴム状重合体として、下記の■〜■のものを用い
ることもできる。即ち、まず■アルキルアクリレート及
び/又はアルキルメタクリレート(アルキルアクリレー
ト類)を主体とするゴム状重合体の存在下に、ビニル系
単量体の一種もしくは二種以上を重合させて得られる樹
脂重合体がある。ここで、アルキルアクリレート類を主
体とするゴム状重合体とは、該アルキルアクリレート類
70重量%以上とこれと共重合可能な他のビニル系単量
体、たとえばメチルメタクリレート、アクリロニトリル
、酢酸ビニル、スチレン等3(lift%以下とを反応
させて得られる重合体を意味する。Further, as the rubbery polymer, the following compounds (1) to (4) can also be used. That is, first, a resin polymer obtained by polymerizing one or more vinyl monomers in the presence of a rubber-like polymer mainly composed of alkyl acrylate and/or alkyl methacrylate (alkyl acrylates) is prepared. be. Here, the rubber-like polymer mainly composed of alkyl acrylates refers to 70% by weight or more of the alkyl acrylates and other vinyl monomers copolymerizable therewith, such as methyl methacrylate, acrylonitrile, vinyl acetate, and styrene. 3 (lift% or less).
なお、この場合、ジビニルベンゼン1エチレンジメタク
リレート トリアリルシアヌレート、トリアリルイソシ
アヌレート等の多官能性単量体を架橋剤として、適宜添
加して反応させて得られる重合体も包含される。上記■
に属するゴム状重合体の具体例としては、MAS弾性体
(メタクリル酸メチルとブチルアクリレートとを共重合
させて得られるゴムラテックスに、スチレンを添加して
グラフト重合したもの(市販品としてローム&ハース社
製、商品名EXL−2330あるいは鐘淵化学工業■製
、商品名M−101))を挙げることができる。In this case, a polymer obtained by appropriately adding and reacting a polyfunctional monomer such as divinylbenzene 1 ethylene dimethacrylate triallyl cyanurate or triallyl isocyanurate as a crosslinking agent is also included. Above■
Specific examples of rubber-like polymers belonging to Examples include EXL-2330, manufactured by Kaneka Corporation, and product name M-101) manufactured by Kanekabuchi Kagaku Kogyo.
また、■アルキルアクリレートおよび/またはアルキル
メタクリレートと、共役ジエン型二重結合を持つ多官能
性重合性単量体とを共重合させて得られる共重合体に、
ビニル系単量体の一種もしくは二種以上を重合させて得
られる樹脂重合体がある。なお、この共重合体を得るに
際し、前記■の場合と同様にビニル系単量体、架橋剤を
添加することもできる。上記■に属するゴム状重合体の
具体例としては、オクチルアクリレートとブタジェンを
前者:後者=7:3の配合で用い、共電゛合させて得ら
れるゴムラテックスに、スチレン、メタクリル酸メチル
を添加し、グラフト重合させて得られるグラフト共重合
体などのMAR3弾性体、あるいはメタクリル酸メチル
とブタジェンとを共重合させて得られるゴムラテックス
に、スチレンを添加しグラフト重合させて得られるグラ
フト共重合体などのMBS弾性体(市販品として三菱レ
ーヨン■製、商品名メタブレンC−223)を挙げるこ
とができる。In addition, a copolymer obtained by copolymerizing alkyl acrylate and/or alkyl methacrylate and a polyfunctional polymerizable monomer having a conjugated diene type double bond,
There are resin polymers obtained by polymerizing one or more vinyl monomers. Incidentally, when obtaining this copolymer, a vinyl monomer and a crosslinking agent can also be added as in the case of (2) above. A specific example of a rubbery polymer belonging to the above item (■) is to use octyl acrylate and butadiene in a ratio of 7:3 (former: latter), and add styrene and methyl methacrylate to the rubber latex obtained by co-electrification. MAR3 elastomer such as a graft copolymer obtained by graft polymerization, or a graft copolymer obtained by graft polymerization by adding styrene to rubber latex obtained by copolymerizing methyl methacrylate and butadiene. MBS elastic bodies such as (commercially available product manufactured by Mitsubishi Rayon ■, trade name Metablane C-223) can be mentioned.
さらに■その他の弾性体として、AABS弾性体(ブタ
ジェンとアルキルアクリレートとを共重合させて得られ
るゴムラテックスに、アクリロニトリルとスチレンを添
加してグラフト重合したもの)あるいはSBR弾性体(
ポリブタジェンにスチレンをグラフト重合したもの)な
どを挙げることができる。In addition, other elastic materials include AABS elastomer (a rubber latex obtained by copolymerizing butadiene and alkyl acrylate, graft polymerized by adding acrylonitrile and styrene) and SBR elastomer (
(polybutadiene graft polymerized with styrene), etc.
また、無機質充填剤としては、繊維状のものであると、
粒状、粉状のものであるとを問わない。In addition, the inorganic filler is fibrous,
It does not matter whether it is in granular or powder form.
繊維状無機充填剤としてはガラス繊維、炭素繊維。Glass fiber and carbon fiber are used as fibrous inorganic fillers.
アルミナ繊維等が挙げられる。一方、粒状、粉状無機充
填材としてはタルク、カーボンブラック。Examples include alumina fiber. On the other hand, talc and carbon black are used as granular and powdery inorganic fillers.
グラファイト、二酸化チタン、シリカ、マイカ。Graphite, titanium dioxide, silica, mica.
炭酸カルシウム、硫酸カルシウム、炭酸バリウム。Calcium carbonate, calcium sulfate, barium carbonate.
炭酸マグネシウム、硫酸マグネシウム、硫酸バリウム、
オキシサルフェート、酸化スズ、アルミナ。Magnesium carbonate, magnesium sulfate, barium sulfate,
Oxysulfate, tin oxide, alumina.
カオリン、炭化ケイ素、金属粉末等が挙げられる。Examples include kaolin, silicon carbide, metal powder, and the like.
酸化防止剤としては様々なものがあるが、特にトリス(
2,4−ジーし一ブチルフェニル)ホスファイト、トリ
ス(モノおよびジ−ノニルフェニル)ホスファイト等の
モノホスファイトやジホスファイト等のリン系酸化防止
剤およびフェノール系酸化防止剤が好ましい。ジホスフ
ァイトとしては、一般式
〔式中、Rt、Rzはそれぞれ炭素数1〜20のアルキ
ル基、炭素数3〜20のシクロアルキル基あるいは炭素
数6〜20のアリール基を示す。〕で表わされるリン系
化合物を用いることが好ましい。There are various antioxidants, but Tris (
Phosphorous antioxidants and phenolic antioxidants such as monophosphites and diphosphites such as 2,4-di-butylphenyl) phosphite and tris(mono- and di-nonylphenyl) phosphite are preferred. The diphosphite has the general formula [where Rt and Rz each represent an alkyl group having 1 to 20 carbon atoms, a cycloalkyl group having 3 to 20 carbon atoms, or an aryl group having 6 to 20 carbon atoms. ] It is preferable to use a phosphorus compound represented by the following.
上記一般式で表わされるリン系化合物の具体例としては
、ジステアリルペンタエリスリトールジホスファイト;
ジオクチルペンタエリスリトールジホスファイト;ジフ
ェニルペンタエリスリトールジホスファイト;ビス(2
,4−ジ−t−ブチルフェニル)ペンタエリスリトール
ジホスファイト;ビス(2,6−ジーも一ブチルー4−
メチルフェニル)ペンタエリスリトールジホスファイト
;ジシクロへキシルペンタエリスリトールジホスファイ
トなどが挙げられる。Specific examples of the phosphorus compound represented by the above general formula include distearyl pentaerythritol diphosphite;
Dioctylpentaerythritol diphosphite; diphenylpentaerythritol diphosphite; bis(2
,4-di-t-butylphenyl)pentaerythritol diphosphite; bis(2,6-di-butyl-4-
Methylphenyl) pentaerythritol diphosphite; dicyclohexyl pentaerythritol diphosphite, and the like.
また、フェノール系酸化防止剤としては既知のものを使
用することができ、その具体例としては、2.6−ジー
も一ブチルー4−メチルフェノール;2.6−ジフェニ
ル−4−メトキシフェノール;2.2゛−メチレンビス
(6−t−ブチル−4−メチルフェノール);2,2’
−メチレンビス(6−t−ブチル−4−メチルフェノー
ル):2゜2°−メチレンビス〔4−メチル−6−(α
−メチルシクロヘキシル)フェノール);1.1−ビス
(5−t−ブチル−4−ヒドロキシ−2−メチルフェニ
ル)ブタン;2,2’−メチレンビス(4−メチル−6
−シクロヘキジルフエノール);2.2゛−メチレンビ
ス−(4−メチル−6−ノニルフエノール);1.t、
3−)リス−(5−t−フチルー4−ヒドロキシ−2−
メチルフェニル)ブタン;2,2−ビス−(5−む−ブ
チル−4−ヒドロキシ−2−メチルフェニル) −4−
nドデシルメ2レカブトブタン;エチレングリコール−
ビス〔3,3−ビス(3−t−ブチル−4−ヒドロキシ
フェニル)ブチレート);1−1−ビス(3,5−ジメ
チル−2−ヒドロキシフェニル)−3−(n−ドデシル
チオ)−ブタン、4.4’−チオビス(6−L−ブチル
−3−メチルフェノール);1.3.5−)リス(3,
5−ジー側ブチル−4−ヒドロキシベンジル)−2,4
,6−ドリメチルベンゼン;2,2−ビス(3,5−ジ
−t−ブチル−4−ヒドロキシベンジル)マロン酸ジオ
クタデシルエステル;n−オクタデシル−3−(4−ヒ
ドロキシ−3,5−ジ−t−ブチルフェニル)プロピオ
ネート;テトラキス〔メチレン(3,5−ジ−t−ブチ
ル−4−ヒドロキシハイドロシンナメート)〕メタンな
どが挙げられる。In addition, known phenolic antioxidants can be used, and specific examples thereof include 2,6-di-butyl-4-methylphenol; 2,6-diphenyl-4-methoxyphenol; .2'-methylenebis(6-t-butyl-4-methylphenol);2,2'
-Methylenebis(6-t-butyl-4-methylphenol): 2°2°-Methylenebis[4-methyl-6-(α
-methylcyclohexyl)phenol); 1,1-bis(5-t-butyl-4-hydroxy-2-methylphenyl)butane; 2,2'-methylenebis(4-methyl-6
-cyclohexylphenol); 2.2'-methylenebis-(4-methyl-6-nonylphenol); 1. t,
3-) Lis-(5-t-phthyl-4-hydroxy-2-
methylphenyl)butane; 2,2-bis-(5-butyl-4-hydroxy-2-methylphenyl) -4-
ndodecyl me2recabutane; ethylene glycol-
Bis[3,3-bis(3-t-butyl-4-hydroxyphenyl)butyrate); 1-1-bis(3,5-dimethyl-2-hydroxyphenyl)-3-(n-dodecylthio)-butane, 4.4'-thiobis(6-L-butyl-3-methylphenol); 1.3.5-)lis(3,
5-di-butyl-4-hydroxybenzyl)-2,4
,6-drimethylbenzene; 2,2-bis(3,5-di-t-butyl-4-hydroxybenzyl)malonic acid dioctadecyl ester; n-octadecyl-3-(4-hydroxy-3,5-dimethylbenzene); -t-butylphenyl)propionate; tetrakis[methylene(3,5-di-t-butyl-4-hydroxyhydrocinnamate)]methane, and the like.
上記の酸化防止剤は、前記の主としてシンジオタクチッ
ク構造を有するスチレン系重合体100重量部に対し、
0.0001〜2重量部、好ましくは0.001〜1重
量部の割合で配合される。The above antioxidant is based on 100 parts by weight of the styrenic polymer mainly having a syndiotactic structure.
It is blended in a proportion of 0.0001 to 2 parts by weight, preferably 0.001 to 1 part by weight.
さらに、結晶核剤として、有機酸の金属塩及び/又は有
機リン化合物を添加することができる。Furthermore, a metal salt of an organic acid and/or an organic phosphorus compound can be added as a crystal nucleating agent.
これらの化合物としては各種のものがあり、有機酸の金
属塩としては、例えば安息香酸、 p −(tert
−ブチル)安息香酸、シクロヘキサンカルボン酸(ヘキ
サヒドロ安息香酸)、アミノ安息香酸、β−ナフトエ酸
、シクロペンクンカルボン酸、コハク酸、ジフェニル酢
酸、グルタル酸、イソニコチン酸、アジピン酸、セバシ
ン酸、フタール酸、イソフタール酸、ベンゼンスルホン
酸、グリコール酸。There are various types of these compounds, and examples of metal salts of organic acids include benzoic acid, p-(tert
-butyl)benzoic acid, cyclohexanecarboxylic acid (hexahydrobenzoic acid), aminobenzoic acid, β-naphthoic acid, cyclopencune carboxylic acid, succinic acid, diphenylacetic acid, glutaric acid, isonicotinic acid, adipic acid, sebacic acid, phthal acids, isophthalic acid, benzenesulfonic acid, glycolic acid.
カプロン酸、イソカプロン酸、フェニル酢酸、桂皮酸、
ラウリン酸、ミリスチン酸、パルミチン酸。caproic acid, isocaproic acid, phenylacetic acid, cinnamic acid,
Lauric acid, myristic acid, palmitic acid.
ステアリン酸、オレイン酸等の有機酸のナトリウム塩、
カルシウム塩、アルミニウム塩、マグネシウム塩等の金
属塩があげられる。これらのうち特にp−(tert−
ブチル)安息香酸のアルミニウム塩、シクロヘキサンカ
ルボン酸のナトリウム塩。Sodium salts of organic acids such as stearic acid and oleic acid,
Examples include metal salts such as calcium salts, aluminum salts, and magnesium salts. Among these, p-(tert-
butyl) aluminum salt of benzoic acid, sodium salt of cyclohexanecarboxylic acid.
β−ナフトエ酸のナトリウム塩などが好ましい。Preferred is the sodium salt of β-naphthoic acid.
また、有機リン化合物としては、例えば次の一般式
(式中、R3は水素原子あるいは炭素数1〜18のアル
キル基を示し、R4は炭素数1〜18のアまた、MはN
a、に、Mg、CaあるいはA1.を示し、aはMの原
子価を示す。)
で表わされる有機リン化合物(bl)あるいは(式中、
Rはメチレン基、エチリデン基、プロピリデン基あるい
はイソプロピリデン基を示し、R’IR6はそれぞれ水
素原子あるいは炭素数1〜6のアルキル基を示す、また
、M、aは前記と同じである。)
で表わされる有機リン化合物(b2)をあげることがで
きる。In addition, as an organic phosphorus compound, for example, the following general formula (wherein R3 represents a hydrogen atom or an alkyl group having 1 to 18 carbon atoms, R4 represents an atom having 1 to 18 carbon atoms, and M is N
a, Mg, Ca or A1. and a represents the valence of M. ) or (in the formula,
R represents a methylene group, ethylidene group, propylidene group or isopropylidene group, R'IR6 represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms, and M and a are the same as above. ) The organic phosphorus compound (b2) represented by:
上記の結晶核剤のさらに詳細な具体例は、特願昭63−
23745号明細書に記載されている。More detailed examples of the above-mentioned crystal nucleating agent can be found in Japanese Patent Application No. 1983-
No. 23745.
その配合割合は、(a)成分と(b)成分の合計100
重量部に対して0.01〜15重量部、好ましくは0.
05〜5重量部である。The blending ratio is the total of component (a) and component (b): 100
0.01 to 15 parts by weight, preferably 0.01 to 15 parts by weight.
05 to 5 parts by weight.
本発明の樹脂組成物は上記の(a)〜(c)成分、さら
に必要により各種の所望成分を配合し、適宜温度、例え
ば270〜320°Cで混練することにより得ることが
できる。この際の配合、混練は通常の方法によればよい
。具体的にはニーダ−ミキシングロール、押出機、バン
バリーミキサ−ヘンシェルミキサーや混練ロールによる
溶融混練法あるいは溶液ブレンド法等によればよい。The resin composition of the present invention can be obtained by blending the above components (a) to (c) and, if necessary, various desired components, and kneading at an appropriate temperature, for example, 270 to 320°C. The blending and kneading at this time may be carried out by conventional methods. Specifically, a melt-kneading method using a kneader-mixing roll, an extruder, a Banbury mixer-Henschel mixer, a kneading roll, or a solution blending method may be used.
次に、本発明を実施例および比較例によりさらに詳しく
説明する。Next, the present invention will be explained in more detail with reference to Examples and Comparative Examples.
参考例1 (主としてシンジオタクチック構造を有する
ポリスチレンの製造)
合成容器に、溶媒としてトルエン322と、触媒成分で
あるメチルアルミノキサンをアルミニウム原子として1
335ミリモル及びテトラエ、トキシチタンを13.4
ミリモル加え、次いでスチレン15kgを加えた。Reference Example 1 (Manufacture of polystyrene mainly having a syndiotactic structure) In a synthesis container, 322 toluene as a solvent and 1 methylaluminoxane as a catalyst component as an aluminum atom were placed in a synthesis container.
335 mmol and tetrae, 13.4 mmol of toxytitanium
mmol was added, followed by 15 kg of styrene.
次いで、55°Cに昇温して2時間重合反応を行った。Next, the temperature was raised to 55°C and a polymerization reaction was carried out for 2 hours.
反応終了後、得られた生成物を水酸化ナトリウム−メタ
ノール混合液で洗浄し、触媒成分を分解除去した。次い
で乾燥して重合体2.1kgを得た。After the reaction was completed, the obtained product was washed with a sodium hydroxide-methanol mixture to decompose and remove the catalyst component. Then, it was dried to obtain 2.1 kg of polymer.
更に、この重合体をメチルエチルケトンを溶媒としてソ
ックスレー抽出し、抽出残分95重量%を得た。この重
合体は重量平均分子量が40万であり、融点は270°
Cであり、さらに同位体炭素の核磁気共鳴(”C−NM
R)による分析からシンジオタクチック構造に基因する
145.35ppmに吸収が認められ、そのピーク面積
から算出したラセミペンタッドでのシンジオタクテイシ
テイ−は98%のものであった。Furthermore, this polymer was subjected to Soxhlet extraction using methyl ethyl ketone as a solvent to obtain an extraction residue of 95% by weight. This polymer has a weight average molecular weight of 400,000 and a melting point of 270°.
C, and isotopic carbon nuclear magnetic resonance ("C-NM
Analysis by R) showed absorption at 145.35 ppm due to the syndiotactic structure, and the syndiotacticity for racemic pentads calculated from the peak area was 98%.
参考例2(スチレン−無水マレイン酸共重合体の製造)
スチレンモノマー10kg、1m水マレイン酸0、35
kgに重合開始剤として1.1−ビス(tertブチ
ルペルオキシ)3,3.5−)リメチルシクロヘキサン
3.68 gを添加し、攪拌し、−昼夜室温で放置した
後、濾紙で濾過し、重合用原料混合物とした。容量21
のステンレス製オートクレーブ内をスチレンモノマーで
置換した後、100°Cに昇温し、上記重合用原料混合
物を8m/分の速度でオートクレーブ内に導き、オート
クレーブから42の液状物を留出させた。この留出の後
に留出してくる粘ちょうな液状物を大量のヘキサン中に
導入し、スチレン−無水マレイン酸共重合樹脂を沈殿さ
せた。ヘキサンを除去した後、その共重合樹脂の組成を
13C−NMRにより解析したところ、スチレン/無水
マレイン酸=99/1モル%であった。また、ゲルパー
ミェーションクロマトグラフィー(GPC)により、重
量平均分子量を測定したところ、20万であった。Reference Example 2 (Manufacture of styrene-maleic anhydride copolymer) Styrene monomer 10 kg, 1 m maleic anhydride 0,35
3.68 g of 1.1-bis(tertbutylperoxy)3,3.5-)limethylcyclohexane as a polymerization initiator was added to the mixture, stirred, and left at room temperature day and night, then filtered through a filter paper. This was used as a raw material mixture for polymerization. Capacity 21
After replacing the inside of the stainless steel autoclave with styrene monomer, the temperature was raised to 100°C, and the polymerization raw material mixture was introduced into the autoclave at a speed of 8 m/min, and 42 liquids were distilled from the autoclave. After this distillation, the viscous liquid material distilled out was introduced into a large amount of hexane to precipitate a styrene-maleic anhydride copolymer resin. After hexane was removed, the composition of the copolymer resin was analyzed by 13C-NMR and found to be styrene/maleic anhydride=99/1 mol%. Moreover, when the weight average molecular weight was measured by gel permeation chromatography (GPC), it was 200,000.
実施例1
参考例1で得た主としてシンジオタクチック構造を有す
るポリスチレン70重量%とポリアミドとしてナイロン
6(宇部興産■製、宇部ナイロン1013B)30重量
%との合計100重量部に対して、重量平均分子量が1
0万で、スチレンとグリシジルメタクリレートの共重合
組成が、スチレン/グリシジルメタクリレ−)=951
5モル%であるスチレン−グリシジルメタクリレート共
重合体1重量部を加え、直径20■で、L/D=20の
ダルメージ型スクリューを有する単軸混練押出機を用い
て、280℃、50rpm+で溶融混練後、造粒した。Example 1 Weight average based on a total of 100 parts by weight of 70% by weight of polystyrene mainly having a syndiotactic structure obtained in Reference Example 1 and 30% by weight of nylon 6 (manufactured by Ube Industries, Ltd., Ube Nylon 1013B) as polyamide. molecular weight is 1
00,000, the copolymerization composition of styrene and glycidyl methacrylate is styrene/glycidyl methacrylate) = 951
Add 1 part by weight of 5 mol% styrene-glycidyl methacrylate copolymer and melt-knead at 280°C and 50 rpm+ using a single-screw kneading extruder with a diameter of 20 cm and a Dalmage screw with L/D = 20. After that, it was granulated.
このペレットを射出成形した後、各種の物性を測定した
。結果を第2表に示す、また、このペレットをプレス成
形機を用いて直径15cm、厚さ4mの円板状の無配向
成形品を作製した。この成形品から、超ミクロトームを
用いて鏡面状に面出しした後、クロム酸でエツチングし
、走査型電子顕微鏡で分散状態の観察を行った。結果を
第2表に示す。また、ブレンド組成を第1表に示す。After injection molding this pellet, various physical properties were measured. The results are shown in Table 2. A non-oriented disk-shaped product with a diameter of 15 cm and a thickness of 4 m was produced from the pellets using a press molding machine. This molded product was polished to a mirror surface using an ultramicrotome, etched with chromic acid, and the dispersion state was observed using a scanning electron microscope. The results are shown in Table 2. Further, the blend composition is shown in Table 1.
実施例2〜14及び比較例1〜8
第1表に示すブレンド組成を用いた以外は、実施例1と
同様にして成形品を製造し、その物性を第2表に示す。Examples 2 to 14 and Comparative Examples 1 to 8 Molded articles were produced in the same manner as in Example 1, except that the blend compositions shown in Table 1 were used, and their physical properties are shown in Table 2.
なお、実施例及び比較例に使用した物質は、下記のとお
りである。The substances used in the Examples and Comparative Examples are as follows.
(a)成分
PS
参考例1で得られた主としてシンジオタクチック構造を
有するポリスチレン
(b)成分
ナイロン6
宇部興産■製、商品名:宇部ナイロン1013 Bナイ
ロン6・6
宇部興産■製、商品名:宇部ナイロン2013ボリアリ
レート
デュポン■製
ET
三菱レイヨン■製ポリエチレンテレフタレート、商品名
:ダイヤナイトMA−523
BT
エンジニアリングプラスチック■製ポリブチレンテレフ
タレート、商品名:バロックス310(c)成分
T−GMA
日本油脂■製スチレンーグリシジルメタクリレート共重
合体、重量平均分子量10万、スチレン/グリシジルメ
タクリレート=9515モル%共重合比、商品名:ブレ
ンマ−CP1005SMAI
参考例2で製造したスチレン−無水マレイン酸共重合体
3MA2
出光石油化学■製スチレンー無水マレイン酸共重合体、
重量平均分子量28万、スチレン/無水マレイン酸=8
6/14モル%共重合比、商品名:モアマックスUG8
30
S
出光石油化学■製スチレン単独重合体(エポキシ基やカ
ルボン酸無水物基を含まない)、重量平均分子量30万
、商品名:出光ポリスチレンその他の添加剤
F
旭ファイバーガラス■製ガラスファイバー、チョツプド
ストランド、平均繊維径13μm、平均繊維長3mm
BS
シェル化学■製スチレンーブタジェンブロック共重合ゴ
ム状弾性体、スチレン/ブタジェン=30/70重量%
、分子量10万、商品名:クレイトンDIIOI
〔発明の効果〕
本発明によれば、親和性及び分散性が改良された結果、
層状剥離がなく、外観に優れ、また、力学強度の向上し
たポリスチレン系樹脂組成物が、複雑な工程を経ること
なく得られる。(a) Component PS Polystyrene mainly having a syndiotactic structure obtained in Reference Example 1 (b) Component Nylon 6 Manufactured by Ube Industries ■, trade name: Ube Nylon 1013 B Nylon 6.6 Manufactured by Ube Industries ■, trade name: Ube Nylon 2013 Bolyarylate ET made by DuPont ■ Polyethylene terephthalate made by Mitsubishi Rayon ■ Product name: Dyanite MA-523 BT Polybutylene terephthalate made by Engineering Plastic ■ Product name: Valox 310 (c) component T-GMA Styrene made by NOF ■ -glycidyl methacrylate copolymer, weight average molecular weight 100,000, styrene/glycidyl methacrylate = 9515 mol% copolymerization ratio, product name: Blemmer-CP1005SMAI Styrene-maleic anhydride copolymer 3MA2 produced in Reference Example 2 Idemitsu Petrochemical ■ styrene-maleic anhydride copolymer,
Weight average molecular weight 280,000, styrene/maleic anhydride = 8
6/14 mol% copolymerization ratio, product name: Moremax UG8
30 S Styrene homopolymer manufactured by Idemitsu Petrochemical ■ (does not contain epoxy groups or carboxylic acid anhydride groups), weight average molecular weight 300,000, product name: Idemitsu polystyrene and other additives F Glass fiber manufactured by Asahi Fiber Glass ■, short Pudostrand, average fiber diameter 13 μm, average fiber length 3 mm Styrene-butadiene block copolymer rubber-like elastic body manufactured by BS Shell Chemical ■, styrene/butadiene = 30/70% by weight
, molecular weight 100,000, trade name: Kraton DIIOI [Effects of the invention] According to the present invention, as a result of improved affinity and dispersibility,
A polystyrene resin composition with no delamination, excellent appearance, and improved mechanical strength can be obtained without going through complicated steps.
したがって、本発明の樹脂組成物は、自動車。Therefore, the resin composition of the present invention can be used in automobiles.
家電品、電気電子機器などにおける耐熱部品や産業用耐
熱構造材の製造に有効に利用され、高品質の成形品を提
供するものである。It is effectively used in the production of heat-resistant parts for home appliances, electrical and electronic equipment, and heat-resistant structural materials for industrial use, and provides high-quality molded products.
手続補正書Procedural amendment
Claims (3)
スチレン系重合体5〜95重量%と(b)末端にカルボ
キシル基、水酸基及びアミノ基から選ばれた極性基を少
なくとも一種含有する熱可塑性樹脂95〜5重量%から
なる重合体混合物100重量部に対して(c)エポキシ
基を含有するビニル化合物を共重合したスチレン系共重
合体又はα,β−不飽和カルボン酸無水物を共重合した
スチレン系共重合体を0.01〜15重量部配合してな
る樹脂組成物。(1) Thermoplastic resin 95 containing (a) 5 to 95% by weight of a styrene polymer mainly having a syndiotactic structure and (b) at least one polar group selected from a carboxyl group, a hydroxyl group, and an amino group at the end (c) Styrenic copolymer copolymerized with a vinyl compound containing an epoxy group or styrene copolymerized with α,β-unsaturated carboxylic acid anhydride based on 100 parts by weight of a polymer mixture consisting of ~5% by weight A resin composition containing 0.01 to 15 parts by weight of a copolymer.
スチレン系共重合体が、エポキシ基を含有するビニル化
合物の共重合組成0.01〜30モル%で、重量平均分
子量10,000〜800,000のスチレン系共重合
体である請求項1記載の樹脂組成物。(2) A styrenic copolymer copolymerized with a vinyl compound containing an epoxy group has a copolymerization composition of 0.01 to 30 mol% of a vinyl compound containing an epoxy group, a weight average molecular weight of 10,000 to 800, 2. The resin composition according to claim 1, which is a styrenic copolymer of 0.000.
チレン系共重合体が、α,β−不飽和カルボン酸無水物
の共重合組成0.01〜5モル%で、重量平均分子量1
0,000〜800,000のスチレン系共重合体であ
る請求項1記載の樹脂組成物。(3) The styrenic copolymer copolymerized with α,β-unsaturated carboxylic acid anhydride has a copolymerization composition of 0.01 to 5 mol% of α,β-unsaturated carboxylic acid anhydride, and has a weight average molecular weight 1
The resin composition according to claim 1, which is a styrene copolymer having a molecular weight of 0,000 to 800,000.
Priority Applications (15)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP1029680A JP2945404B2 (en) | 1989-02-10 | 1989-02-10 | Resin composition |
AU48710/90A AU621184B2 (en) | 1989-02-10 | 1990-01-23 | Resin composition |
CA002008663A CA2008663A1 (en) | 1989-02-10 | 1990-01-26 | Resin composition |
DE69032472T DE69032472T2 (en) | 1989-02-10 | 1990-02-06 | Resin composition based on polystyrene |
DE69012370T DE69012370T2 (en) | 1989-02-10 | 1990-02-06 | Resin composition. |
AT93102300T ATE168126T1 (en) | 1989-02-10 | 1990-02-06 | POLYSTYRENE-BASED RESIN COMPOSITION |
EP90102290A EP0384208B1 (en) | 1989-02-10 | 1990-02-06 | Resin composition |
EP93102300A EP0557836B1 (en) | 1989-02-10 | 1990-02-06 | Polystyrene-based Resin composition |
AT90102290T ATE111497T1 (en) | 1989-02-10 | 1990-02-06 | RESIN COMPOSITION. |
FI900652A FI900652A0 (en) | 1989-02-10 | 1990-02-09 | RESINKOMPOSITION. |
KR1019900001707A KR960001621B1 (en) | 1989-02-10 | 1990-02-10 | Resin composition |
US07/782,746 US5270353A (en) | 1989-02-10 | 1991-10-18 | Resin composition |
AU88191/91A AU634677B2 (en) | 1989-02-10 | 1991-11-27 | Resin composition |
KR1019950046622A KR960001622B1 (en) | 1989-02-10 | 1995-11-30 | Resin composition |
FI970010A FI970010A0 (en) | 1989-02-10 | 1997-01-02 | resin composition |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP1029680A JP2945404B2 (en) | 1989-02-10 | 1989-02-10 | Resin composition |
Publications (2)
Publication Number | Publication Date |
---|---|
JPH02209938A true JPH02209938A (en) | 1990-08-21 |
JP2945404B2 JP2945404B2 (en) | 1999-09-06 |
Family
ID=12282831
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP1029680A Expired - Fee Related JP2945404B2 (en) | 1989-02-10 | 1989-02-10 | Resin composition |
Country Status (1)
Country | Link |
---|---|
JP (1) | JP2945404B2 (en) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH05295029A (en) * | 1992-04-17 | 1993-11-09 | Idemitsu Kosan Co Ltd | Styrenic resin composition and its production |
JP2015199836A (en) * | 2014-04-08 | 2015-11-12 | 昭和シェル石油株式会社 | modified asphalt composition |
JP2017171742A (en) * | 2016-03-22 | 2017-09-28 | 富士ゼロックス株式会社 | Resin composition, resin molding, and method for producing resin composition |
Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3966839A (en) * | 1975-01-30 | 1976-06-29 | Foster Grant Co., Inc. | Homogeneous blends of polyamides with vinyl aromatic resins |
JPS61204270A (en) * | 1985-03-07 | 1986-09-10 | Toyobo Co Ltd | Thermoplastic resin composition |
JPS62257950A (en) * | 1986-05-06 | 1987-11-10 | Idemitsu Kosan Co Ltd | Thermoplastic resin composition |
-
1989
- 1989-02-10 JP JP1029680A patent/JP2945404B2/en not_active Expired - Fee Related
Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3966839A (en) * | 1975-01-30 | 1976-06-29 | Foster Grant Co., Inc. | Homogeneous blends of polyamides with vinyl aromatic resins |
JPS61204270A (en) * | 1985-03-07 | 1986-09-10 | Toyobo Co Ltd | Thermoplastic resin composition |
JPS62257950A (en) * | 1986-05-06 | 1987-11-10 | Idemitsu Kosan Co Ltd | Thermoplastic resin composition |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH05295029A (en) * | 1992-04-17 | 1993-11-09 | Idemitsu Kosan Co Ltd | Styrenic resin composition and its production |
JP2015199836A (en) * | 2014-04-08 | 2015-11-12 | 昭和シェル石油株式会社 | modified asphalt composition |
JP2017171742A (en) * | 2016-03-22 | 2017-09-28 | 富士ゼロックス株式会社 | Resin composition, resin molding, and method for producing resin composition |
Also Published As
Publication number | Publication date |
---|---|
JP2945404B2 (en) | 1999-09-06 |
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