JPH03281658A - Polyphenylene ether resin composition - Google Patents
Polyphenylene ether resin compositionInfo
- Publication number
- JPH03281658A JPH03281658A JP8103290A JP8103290A JPH03281658A JP H03281658 A JPH03281658 A JP H03281658A JP 8103290 A JP8103290 A JP 8103290A JP 8103290 A JP8103290 A JP 8103290A JP H03281658 A JPH03281658 A JP H03281658A
- Authority
- JP
- Japan
- Prior art keywords
- weight
- resin
- polyphenylene ether
- pts
- parts
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- 229920001955 polyphenylene ether Polymers 0.000 title claims abstract description 38
- 239000011342 resin composition Substances 0.000 title claims description 14
- 229920005989 resin Polymers 0.000 claims abstract description 29
- 239000011347 resin Substances 0.000 claims abstract description 29
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 claims abstract description 15
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims abstract description 10
- 229920000578 graft copolymer Polymers 0.000 claims abstract description 10
- 229920002554 vinyl polymer Polymers 0.000 claims abstract description 8
- 239000012046 mixed solvent Substances 0.000 claims abstract description 5
- -1 aromatic vinyl compound Chemical class 0.000 claims description 43
- 229920001971 elastomer Polymers 0.000 claims description 5
- 229920005990 polystyrene resin Polymers 0.000 claims description 3
- 229920000642 polymer Polymers 0.000 abstract description 13
- 125000000217 alkyl group Chemical group 0.000 abstract description 8
- 239000000178 monomer Substances 0.000 abstract description 5
- 150000002825 nitriles Chemical class 0.000 abstract description 4
- 229910052760 oxygen Inorganic materials 0.000 abstract description 3
- 229910052717 sulfur Inorganic materials 0.000 abstract description 3
- 229910052736 halogen Inorganic materials 0.000 abstract description 2
- 150000002367 halogens Chemical class 0.000 abstract description 2
- 150000002148 esters Chemical class 0.000 abstract 2
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 abstract 2
- 238000013329 compounding Methods 0.000 abstract 1
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 26
- 229920001577 copolymer Polymers 0.000 description 20
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 16
- 239000004793 Polystyrene Substances 0.000 description 14
- 229920013636 polyphenyl ether polymer Polymers 0.000 description 14
- 239000000203 mixture Substances 0.000 description 13
- 229920002223 polystyrene Polymers 0.000 description 10
- 238000002156 mixing Methods 0.000 description 9
- NXXYKOUNUYWIHA-UHFFFAOYSA-N 2,6-Dimethylphenol Chemical compound CC1=CC=CC(C)=C1O NXXYKOUNUYWIHA-UHFFFAOYSA-N 0.000 description 8
- 239000003054 catalyst Substances 0.000 description 8
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 6
- 238000000034 method Methods 0.000 description 6
- 239000005062 Polybutadiene Substances 0.000 description 5
- 125000004432 carbon atom Chemical group C* 0.000 description 5
- 229920003244 diene elastomer Polymers 0.000 description 5
- 229920005669 high impact polystyrene Polymers 0.000 description 5
- 239000004797 high-impact polystyrene Substances 0.000 description 5
- 125000000962 organic group Chemical group 0.000 description 5
- 239000008188 pellet Substances 0.000 description 5
- 229920002857 polybutadiene Polymers 0.000 description 5
- QQOMQLYQAXGHSU-UHFFFAOYSA-N 2,3,6-Trimethylphenol Chemical compound CC1=CC=C(C)C(O)=C1C QQOMQLYQAXGHSU-UHFFFAOYSA-N 0.000 description 4
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 4
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- 125000001424 substituent group Chemical group 0.000 description 4
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 3
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 3
- 239000005977 Ethylene Substances 0.000 description 3
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical group COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 3
- 229920000122 acrylonitrile butadiene styrene Polymers 0.000 description 3
- 125000003118 aryl group Chemical group 0.000 description 3
- 229920001400 block copolymer Polymers 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 229920001519 homopolymer Polymers 0.000 description 3
- 238000001746 injection moulding Methods 0.000 description 3
- 238000006116 polymerization reaction Methods 0.000 description 3
- 229920001155 polypropylene Polymers 0.000 description 3
- 229920003048 styrene butadiene rubber Polymers 0.000 description 3
- QWBBPBRQALCEIZ-UHFFFAOYSA-N 2,3-dimethylphenol Chemical compound CC1=CC=CC(O)=C1C QWBBPBRQALCEIZ-UHFFFAOYSA-N 0.000 description 2
- METWAQRCMRWDAW-UHFFFAOYSA-N 2,6-diethylphenol Chemical compound CCC1=CC=CC(CC)=C1O METWAQRCMRWDAW-UHFFFAOYSA-N 0.000 description 2
- NAILKKRDWBJCNH-UHFFFAOYSA-N 2,6-dipropylphenol Chemical compound CCCC1=CC=CC(CCC)=C1O NAILKKRDWBJCNH-UHFFFAOYSA-N 0.000 description 2
- SBYMUDUGTIKLCR-UHFFFAOYSA-N 2-chloroethenylbenzene Chemical compound ClC=CC1=CC=CC=C1 SBYMUDUGTIKLCR-UHFFFAOYSA-N 0.000 description 2
- JLBJTVDPSNHSKJ-UHFFFAOYSA-N 4-Methylstyrene Chemical compound CC1=CC=C(C=C)C=C1 JLBJTVDPSNHSKJ-UHFFFAOYSA-N 0.000 description 2
- CIRRFAQIWQFQSS-UHFFFAOYSA-N 6-ethyl-o-cresol Chemical compound CCC1=CC=CC(C)=C1O CIRRFAQIWQFQSS-UHFFFAOYSA-N 0.000 description 2
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- 229910021591 Copper(I) chloride Inorganic materials 0.000 description 2
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 2
- 244000043261 Hevea brasiliensis Species 0.000 description 2
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 2
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 2
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 2
- 229920000459 Nitrile rubber Polymers 0.000 description 2
- 229910019142 PO4 Inorganic materials 0.000 description 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
- 239000004743 Polypropylene Substances 0.000 description 2
- 239000002174 Styrene-butadiene Substances 0.000 description 2
- 125000003545 alkoxy group Chemical group 0.000 description 2
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
- 238000012662 bulk polymerization Methods 0.000 description 2
- FACXGONDLDSNOE-UHFFFAOYSA-N buta-1,3-diene;styrene Chemical compound C=CC=C.C=CC1=CC=CC=C1.C=CC1=CC=CC=C1 FACXGONDLDSNOE-UHFFFAOYSA-N 0.000 description 2
- MTAZNLWOLGHBHU-UHFFFAOYSA-N butadiene-styrene rubber Chemical compound C=CC=C.C=CC1=CC=CC=C1 MTAZNLWOLGHBHU-UHFFFAOYSA-N 0.000 description 2
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- OXBLHERUFWYNTN-UHFFFAOYSA-M copper(I) chloride Chemical compound [Cu]Cl OXBLHERUFWYNTN-UHFFFAOYSA-M 0.000 description 2
- 229940045803 cuprous chloride Drugs 0.000 description 2
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- 238000007720 emulsion polymerization reaction Methods 0.000 description 2
- 239000005038 ethylene vinyl acetate Substances 0.000 description 2
- 238000011156 evaluation Methods 0.000 description 2
- 238000001125 extrusion Methods 0.000 description 2
- 238000010528 free radical solution polymerization reaction Methods 0.000 description 2
- 150000002696 manganese Chemical class 0.000 description 2
- 125000002950 monocyclic group Chemical group 0.000 description 2
- 229920003052 natural elastomer Polymers 0.000 description 2
- 229920001194 natural rubber Polymers 0.000 description 2
- 238000005691 oxidative coupling reaction Methods 0.000 description 2
- 230000001590 oxidative effect Effects 0.000 description 2
- 239000001301 oxygen Substances 0.000 description 2
- 125000004430 oxygen atom Chemical group O* 0.000 description 2
- 238000005453 pelletization Methods 0.000 description 2
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 2
- 239000010452 phosphate Substances 0.000 description 2
- 229920001200 poly(ethylene-vinyl acetate) Polymers 0.000 description 2
- 229920002285 poly(styrene-co-acrylonitrile) Polymers 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 229920005604 random copolymer Polymers 0.000 description 2
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 2
- 239000011115 styrene butadiene Substances 0.000 description 2
- 229920000468 styrene butadiene styrene block copolymer Polymers 0.000 description 2
- 125000004434 sulfur atom Chemical group 0.000 description 2
- 238000010557 suspension polymerization reaction Methods 0.000 description 2
- 150000003512 tertiary amines Chemical class 0.000 description 2
- 229920005992 thermoplastic resin Polymers 0.000 description 2
- XZZNDPSIHUTMOC-UHFFFAOYSA-N triphenyl phosphate Chemical compound C=1C=CC=CC=1OP(OC=1C=CC=CC=1)(=O)OC1=CC=CC=C1 XZZNDPSIHUTMOC-UHFFFAOYSA-N 0.000 description 2
- 239000001226 triphosphate Substances 0.000 description 2
- 235000011178 triphosphate Nutrition 0.000 description 2
- UNXRWKVEANCORM-UHFFFAOYSA-N triphosphoric acid Chemical compound OP(O)(=O)OP(O)(=O)OP(O)(O)=O UNXRWKVEANCORM-UHFFFAOYSA-N 0.000 description 2
- GBZVNKQWXLVYNG-UHFFFAOYSA-N (3-phosphonooxyphenyl) dihydrogen phosphate Chemical compound OP(O)(=O)OC1=CC=CC(OP(O)(O)=O)=C1 GBZVNKQWXLVYNG-UHFFFAOYSA-N 0.000 description 1
- YAOMHRRYSRRRKP-UHFFFAOYSA-N 1,2-dichloropropyl 2,3-dichloropropyl 3,3-dichloropropyl phosphate Chemical compound ClC(Cl)CCOP(=O)(OC(Cl)C(Cl)C)OCC(Cl)CCl YAOMHRRYSRRRKP-UHFFFAOYSA-N 0.000 description 1
- WAEOXIOXMKNFLQ-UHFFFAOYSA-N 1-methyl-4-prop-2-enylbenzene Chemical group CC1=CC=C(CC=C)C=C1 WAEOXIOXMKNFLQ-UHFFFAOYSA-N 0.000 description 1
- QEDJMOONZLUIMC-UHFFFAOYSA-N 1-tert-butyl-4-ethenylbenzene Chemical compound CC(C)(C)C1=CC=C(C=C)C=C1 QEDJMOONZLUIMC-UHFFFAOYSA-N 0.000 description 1
- IGGDKDTUCAWDAN-UHFFFAOYSA-N 1-vinylnaphthalene Chemical compound C1=CC=C2C(C=C)=CC=CC2=C1 IGGDKDTUCAWDAN-UHFFFAOYSA-N 0.000 description 1
- CISIJYCKDJSTMX-UHFFFAOYSA-N 2,2-dichloroethenylbenzene Chemical compound ClC(Cl)=CC1=CC=CC=C1 CISIJYCKDJSTMX-UHFFFAOYSA-N 0.000 description 1
- RLEWTHFVGOXXTN-UHFFFAOYSA-N 2,3-diethylphenol Chemical compound CCC1=CC=CC(O)=C1CC RLEWTHFVGOXXTN-UHFFFAOYSA-N 0.000 description 1
- HRQPPTDGMMGDKC-UHFFFAOYSA-N 2,3-dipropylphenol Chemical compound CCCC1=CC=CC(O)=C1CCC HRQPPTDGMMGDKC-UHFFFAOYSA-N 0.000 description 1
- HJPICRYOHOZPSA-UHFFFAOYSA-N 2,6-dimethyl-3-propylphenol Chemical compound CCCC1=CC=C(C)C(O)=C1C HJPICRYOHOZPSA-UHFFFAOYSA-N 0.000 description 1
- YEVQZPWSVWZAOB-UHFFFAOYSA-N 2-(bromomethyl)-1-iodo-4-(trifluoromethyl)benzene Chemical compound FC(F)(F)C1=CC=C(I)C(CBr)=C1 YEVQZPWSVWZAOB-UHFFFAOYSA-N 0.000 description 1
- GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical compound CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-UHFFFAOYSA-N 0.000 description 1
- YMOONIIMQBGTDU-UHFFFAOYSA-N 2-bromoethenylbenzene Chemical compound BrC=CC1=CC=CC=C1 YMOONIIMQBGTDU-UHFFFAOYSA-N 0.000 description 1
- OCKYMBMCPOAFLL-UHFFFAOYSA-N 2-ethyl-3-methylphenol Chemical compound CCC1=C(C)C=CC=C1O OCKYMBMCPOAFLL-UHFFFAOYSA-N 0.000 description 1
- XRSWLVYCXFHDDB-UHFFFAOYSA-N 2-ethyl-3-propylphenol Chemical compound CCCC1=CC=CC(O)=C1CC XRSWLVYCXFHDDB-UHFFFAOYSA-N 0.000 description 1
- AKZFZHNJLYDHKN-UHFFFAOYSA-N 2-ethyl-6-propylphenol Chemical compound CCCC1=CC=CC(CC)=C1O AKZFZHNJLYDHKN-UHFFFAOYSA-N 0.000 description 1
- LIAWCKFOFPPVGF-UHFFFAOYSA-N 2-ethyladamantane Chemical compound C1C(C2)CC3CC1C(CC)C2C3 LIAWCKFOFPPVGF-UHFFFAOYSA-N 0.000 description 1
- WDQMWEYDKDCEHT-UHFFFAOYSA-N 2-ethylhexyl 2-methylprop-2-enoate Chemical compound CCCCC(CC)COC(=O)C(C)=C WDQMWEYDKDCEHT-UHFFFAOYSA-N 0.000 description 1
- KBKNKFIRGXQLDB-UHFFFAOYSA-N 2-fluoroethenylbenzene Chemical compound FC=CC1=CC=CC=C1 KBKNKFIRGXQLDB-UHFFFAOYSA-N 0.000 description 1
- XNCTZUPZTWUFNW-UHFFFAOYSA-N 2-methyl-3-propylphenol Chemical compound CCCC1=CC=CC(O)=C1C XNCTZUPZTWUFNW-UHFFFAOYSA-N 0.000 description 1
- NXSQQKKFGJHACS-UHFFFAOYSA-N 2-methyl-6-propylphenol Chemical compound CCCC1=CC=CC(C)=C1O NXSQQKKFGJHACS-UHFFFAOYSA-N 0.000 description 1
- DRNBTKBRWOSYSD-UHFFFAOYSA-N 3-ethyl-2,6-dimethylphenol Chemical compound CCC1=CC=C(C)C(O)=C1C DRNBTKBRWOSYSD-UHFFFAOYSA-N 0.000 description 1
- IVFJPARIJHUGPZ-UHFFFAOYSA-N 3-ethyl-2-methylphenol Chemical compound CCC1=CC=CC(O)=C1C IVFJPARIJHUGPZ-UHFFFAOYSA-N 0.000 description 1
- JFAMOKKVRCODIC-UHFFFAOYSA-N 3-ethyl-2-propylphenol Chemical compound CCCC1=C(O)C=CC=C1CC JFAMOKKVRCODIC-UHFFFAOYSA-N 0.000 description 1
- FCUBUGPGVCEURB-UHFFFAOYSA-N 3-methyl-2-propylphenol Chemical compound CCCC1=C(C)C=CC=C1O FCUBUGPGVCEURB-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
- OFNISBHGPNMTMS-UHFFFAOYSA-N 3-methylideneoxolane-2,5-dione Chemical compound C=C1CC(=O)OC1=O OFNISBHGPNMTMS-UHFFFAOYSA-N 0.000 description 1
- VPWNQTHUCYMVMZ-UHFFFAOYSA-N 4,4'-sulfonyldiphenol Chemical class C1=CC(O)=CC=C1S(=O)(=O)C1=CC=C(O)C=C1 VPWNQTHUCYMVMZ-UHFFFAOYSA-N 0.000 description 1
- 229930185605 Bisphenol Natural products 0.000 description 1
- IISBACLAFKSPIT-UHFFFAOYSA-N Bisphenol A Natural products C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 1
- 239000004604 Blowing Agent Substances 0.000 description 1
- XJXZDCCEALYMJL-UHFFFAOYSA-L C(O)CN.[Cl-].[Mn+2].[Cl-] Chemical compound C(O)CN.[Cl-].[Mn+2].[Cl-] XJXZDCCEALYMJL-UHFFFAOYSA-L 0.000 description 1
- NTRIQRLOJPGSBX-UHFFFAOYSA-L C1(=CC=CC=C1)[O-].[Na+].[Cl-].[Mn+2] Chemical compound C1(=CC=CC=C1)[O-].[Na+].[Cl-].[Mn+2] NTRIQRLOJPGSBX-UHFFFAOYSA-L 0.000 description 1
- GPDLYQNVRPKOHT-UHFFFAOYSA-M C1=CC=NC=C1.[OH-].Cl.[K+] Chemical compound C1=CC=NC=C1.[OH-].Cl.[K+] GPDLYQNVRPKOHT-UHFFFAOYSA-M 0.000 description 1
- 239000004709 Chlorinated polyethylene Substances 0.000 description 1
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 1
- 229920002943 EPDM rubber Polymers 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- KDXKERNSBIXSRK-UHFFFAOYSA-N Lysine Natural products NCCCCC(N)C(O)=O KDXKERNSBIXSRK-UHFFFAOYSA-N 0.000 description 1
- 239000004472 Lysine Substances 0.000 description 1
- PWHULOQIROXLJO-UHFFFAOYSA-N Manganese Chemical compound [Mn] PWHULOQIROXLJO-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
- GYCMBHHDWRMZGG-UHFFFAOYSA-N Methylacrylonitrile Chemical compound CC(=C)C#N GYCMBHHDWRMZGG-UHFFFAOYSA-N 0.000 description 1
- 239000007977 PBT buffer Substances 0.000 description 1
- 239000002033 PVDF binder Substances 0.000 description 1
- 229930182556 Polyacetal Natural products 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 239000004734 Polyphenylene sulfide Substances 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N Propene Chemical compound CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- YSMRWXYRXBRSND-UHFFFAOYSA-N TOTP Chemical compound CC1=CC=CC=C1OP(=O)(OC=1C(=CC=CC=1)C)OC1=CC=CC=C1C YSMRWXYRXBRSND-UHFFFAOYSA-N 0.000 description 1
- WOURXYYHORRGQO-UHFFFAOYSA-N Tri(3-chloropropyl) phosphate Chemical compound ClCCCOP(=O)(OCCCCl)OCCCCl WOURXYYHORRGQO-UHFFFAOYSA-N 0.000 description 1
- PQYJRMFWJJONBO-UHFFFAOYSA-N Tris(2,3-dibromopropyl) phosphate Chemical compound BrCC(Br)COP(=O)(OCC(Br)CBr)OCC(Br)CBr PQYJRMFWJJONBO-UHFFFAOYSA-N 0.000 description 1
- YMOONIIMQBGTDU-VOTSOKGWSA-N [(e)-2-bromoethenyl]benzene Chemical compound Br\C=C\C1=CC=CC=C1 YMOONIIMQBGTDU-VOTSOKGWSA-N 0.000 description 1
- YFTIRLAWDTWKKG-UHFFFAOYSA-K [Na+].[Cl-].[Mn+2].[Cl-].[Cl-] Chemical compound [Na+].[Cl-].[Mn+2].[Cl-].[Cl-] YFTIRLAWDTWKKG-UHFFFAOYSA-K 0.000 description 1
- 239000006096 absorbing agent Substances 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000008065 acid anhydrides Chemical class 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 229920000800 acrylic rubber Polymers 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 125000005907 alkyl ester group Chemical group 0.000 description 1
- 125000004414 alkyl thio group Chemical group 0.000 description 1
- 125000002947 alkylene group Chemical group 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 239000002216 antistatic agent Substances 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 125000005127 aryl alkoxy alkyl group Chemical group 0.000 description 1
- 125000005110 aryl thio group Chemical group 0.000 description 1
- 125000004104 aryloxy group Chemical group 0.000 description 1
- PWAYUHFEKDQEMK-UHFFFAOYSA-N benzene-1,4-diol;phosphoric acid Chemical compound OP(O)(O)=O.OP(O)(O)=O.OC1=CC=C(O)C=C1 PWAYUHFEKDQEMK-UHFFFAOYSA-N 0.000 description 1
- AOJOEFVRHOZDFN-UHFFFAOYSA-N benzyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC1=CC=CC=C1 AOJOEFVRHOZDFN-UHFFFAOYSA-N 0.000 description 1
- GCTPMLUUWLLESL-UHFFFAOYSA-N benzyl prop-2-enoate Chemical compound C=CC(=O)OCC1=CC=CC=C1 GCTPMLUUWLLESL-UHFFFAOYSA-N 0.000 description 1
- RAYIMXZLSRHMTK-UHFFFAOYSA-N bis(2,3-dibromopropyl) 2,3-dichloropropyl phosphate Chemical compound ClCC(Cl)COP(=O)(OCC(Br)CBr)OCC(Br)CBr RAYIMXZLSRHMTK-UHFFFAOYSA-N 0.000 description 1
- GPZPNAVMOODHSK-UHFFFAOYSA-N bis(3-chloropropyl) octyl phosphate Chemical compound CCCCCCCCOP(=O)(OCCCCl)OCCCCl GPZPNAVMOODHSK-UHFFFAOYSA-N 0.000 description 1
- 125000005340 bisphosphate group Chemical group 0.000 description 1
- WXCZUWHSJWOTRV-UHFFFAOYSA-N but-1-ene;ethene Chemical compound C=C.CCC=C WXCZUWHSJWOTRV-UHFFFAOYSA-N 0.000 description 1
- MPMBRWOOISTHJV-UHFFFAOYSA-N but-1-enylbenzene Chemical compound CCC=CC1=CC=CC=C1 MPMBRWOOISTHJV-UHFFFAOYSA-N 0.000 description 1
- DQXBYHZEEUGOBF-UHFFFAOYSA-N but-3-enoic acid;ethene Chemical compound C=C.OC(=O)CC=C DQXBYHZEEUGOBF-UHFFFAOYSA-N 0.000 description 1
- NTXGQCSETZTARF-UHFFFAOYSA-N buta-1,3-diene;prop-2-enenitrile Chemical compound C=CC=C.C=CC#N NTXGQCSETZTARF-UHFFFAOYSA-N 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 150000004651 carbonic acid esters Chemical class 0.000 description 1
- 229920005556 chlorobutyl Polymers 0.000 description 1
- 238000004581 coalescence Methods 0.000 description 1
- 150000001868 cobalt Chemical class 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 125000000753 cycloalkyl group Chemical group 0.000 description 1
- OIWOHHBRDFKZNC-UHFFFAOYSA-N cyclohexyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC1CCCCC1 OIWOHHBRDFKZNC-UHFFFAOYSA-N 0.000 description 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 238000002845 discoloration Methods 0.000 description 1
- GMSCBRSQMRDRCD-UHFFFAOYSA-N dodecyl 2-methylprop-2-enoate Chemical compound CCCCCCCCCCCCOC(=O)C(C)=C GMSCBRSQMRDRCD-UHFFFAOYSA-N 0.000 description 1
- 239000003822 epoxy resin Substances 0.000 description 1
- HQQADJVZYDDRJT-UHFFFAOYSA-N ethene;prop-1-ene Chemical group C=C.CC=C HQQADJVZYDDRJT-UHFFFAOYSA-N 0.000 description 1
- SUPCQIBBMFXVTL-UHFFFAOYSA-N ethyl 2-methylprop-2-enoate Chemical compound CCOC(=O)C(C)=C SUPCQIBBMFXVTL-UHFFFAOYSA-N 0.000 description 1
- 229920006244 ethylene-ethyl acrylate Polymers 0.000 description 1
- 239000005042 ethylene-ethyl acrylate Substances 0.000 description 1
- 229920005676 ethylene-propylene block copolymer Polymers 0.000 description 1
- 229920005674 ethylene-propylene random copolymer Polymers 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 238000010097 foam moulding Methods 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 238000001879 gelation Methods 0.000 description 1
- 125000005843 halogen group Chemical group 0.000 description 1
- 229920006015 heat resistant resin Polymers 0.000 description 1
- LNCPIMCVTKXXOY-UHFFFAOYSA-N hexyl 2-methylprop-2-enoate Chemical compound CCCCCCOC(=O)C(C)=C LNCPIMCVTKXXOY-UHFFFAOYSA-N 0.000 description 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- LNMQRPPRQDGUDR-UHFFFAOYSA-N hexyl prop-2-enoate Chemical compound CCCCCCOC(=O)C=C LNMQRPPRQDGUDR-UHFFFAOYSA-N 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 239000011256 inorganic filler Substances 0.000 description 1
- 229910003475 inorganic filler Inorganic materials 0.000 description 1
- 238000004898 kneading Methods 0.000 description 1
- 239000002655 kraft paper Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 1
- 229910052748 manganese Inorganic materials 0.000 description 1
- 239000011572 manganese Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- HMZGPNHSPWNGEP-UHFFFAOYSA-N octadecyl 2-methylprop-2-enoate Chemical compound CCCCCCCCCCCCCCCCCCOC(=O)C(C)=C HMZGPNHSPWNGEP-UHFFFAOYSA-N 0.000 description 1
- NZIDBRBFGPQCRY-UHFFFAOYSA-N octyl 2-methylprop-2-enoate Chemical compound CCCCCCCCOC(=O)C(C)=C NZIDBRBFGPQCRY-UHFFFAOYSA-N 0.000 description 1
- 229940065472 octyl acrylate Drugs 0.000 description 1
- YAFOVCNAQTZDQB-UHFFFAOYSA-N octyl diphenyl phosphate Chemical compound C=1C=CC=CC=1OP(=O)(OCCCCCCCC)OC1=CC=CC=C1 YAFOVCNAQTZDQB-UHFFFAOYSA-N 0.000 description 1
- ANISOHQJBAQUQP-UHFFFAOYSA-N octyl prop-2-enoate Chemical compound CCCCCCCCOC(=O)C=C ANISOHQJBAQUQP-UHFFFAOYSA-N 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- MMSLOZQEMPDGPI-UHFFFAOYSA-N p-Mentha-1,3,5,8-tetraene Chemical compound CC(=C)C1=CC=C(C)C=C1 MMSLOZQEMPDGPI-UHFFFAOYSA-N 0.000 description 1
- GYDSPAVLTMAXHT-UHFFFAOYSA-N pentyl 2-methylprop-2-enoate Chemical compound CCCCCOC(=O)C(C)=C GYDSPAVLTMAXHT-UHFFFAOYSA-N 0.000 description 1
- ULDDEWDFUNBUCM-UHFFFAOYSA-N pentyl prop-2-enoate Chemical compound CCCCCOC(=O)C=C ULDDEWDFUNBUCM-UHFFFAOYSA-N 0.000 description 1
- 150000004707 phenolate Chemical class 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- QIWKUEJZZCOPFV-UHFFFAOYSA-N phenyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC1=CC=CC=C1 QIWKUEJZZCOPFV-UHFFFAOYSA-N 0.000 description 1
- CMPQUABWPXYYSH-UHFFFAOYSA-N phenyl phosphate Chemical compound OP(O)(=O)OC1=CC=CC=C1 CMPQUABWPXYYSH-UHFFFAOYSA-N 0.000 description 1
- WRAQQYDMVSCOTE-UHFFFAOYSA-N phenyl prop-2-enoate Chemical compound C=CC(=O)OC1=CC=CC=C1 WRAQQYDMVSCOTE-UHFFFAOYSA-N 0.000 description 1
- OJMIONKXNSYLSR-UHFFFAOYSA-N phosphorous acid Chemical compound OP(O)O OJMIONKXNSYLSR-UHFFFAOYSA-N 0.000 description 1
- 229920002492 poly(sulfone) Polymers 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229920001707 polybutylene terephthalate Polymers 0.000 description 1
- 229920000515 polycarbonate Polymers 0.000 description 1
- 239000004417 polycarbonate Substances 0.000 description 1
- 238000006068 polycondensation reaction Methods 0.000 description 1
- 229920000647 polyepoxide Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920000139 polyethylene terephthalate Polymers 0.000 description 1
- 239000005020 polyethylene terephthalate Substances 0.000 description 1
- 229920001195 polyisoprene Polymers 0.000 description 1
- 229920006324 polyoxymethylene Polymers 0.000 description 1
- 229920000915 polyvinyl chloride Polymers 0.000 description 1
- 239000004800 polyvinyl chloride Substances 0.000 description 1
- 229920002981 polyvinylidene fluoride Polymers 0.000 description 1
- 150000003141 primary amines Chemical class 0.000 description 1
- 125000002572 propoxy group Chemical group [*]OC([H])([H])C(C([H])([H])[H])([H])[H] 0.000 description 1
- NHARPDSAXCBDDR-UHFFFAOYSA-N propyl 2-methylprop-2-enoate Chemical compound CCCOC(=O)C(C)=C NHARPDSAXCBDDR-UHFFFAOYSA-N 0.000 description 1
- PNXMTCDJUBJHQJ-UHFFFAOYSA-N propyl prop-2-enoate Chemical compound CCCOC(=O)C=C PNXMTCDJUBJHQJ-UHFFFAOYSA-N 0.000 description 1
- 239000005060 rubber Substances 0.000 description 1
- WQDUMFSSJAZKTM-UHFFFAOYSA-N sodium methoxide Substances [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 229920001897 terpolymer Polymers 0.000 description 1
- AYEKOFBPNLCAJY-UHFFFAOYSA-O thiamine pyrophosphate Chemical compound CC1=C(CCOP(O)(=O)OP(O)(O)=O)SC=[N+]1CC1=CN=C(C)N=C1N AYEKOFBPNLCAJY-UHFFFAOYSA-O 0.000 description 1
- DQWPFSLDHJDLRL-UHFFFAOYSA-N triethyl phosphate Chemical compound CCOP(=O)(OCC)OCC DQWPFSLDHJDLRL-UHFFFAOYSA-N 0.000 description 1
- ILWRPSCZWQJDMK-UHFFFAOYSA-N triethylazanium;chloride Chemical compound Cl.CCN(CC)CC ILWRPSCZWQJDMK-UHFFFAOYSA-N 0.000 description 1
- WVLBCYQITXONBZ-UHFFFAOYSA-N trimethyl phosphate Chemical compound COP(=O)(OC)OC WVLBCYQITXONBZ-UHFFFAOYSA-N 0.000 description 1
- WTLBZVNBAKMVDP-UHFFFAOYSA-N tris(2-butoxyethyl) phosphate Chemical compound CCCCOCCOP(=O)(OCCOCCCC)OCCOCCCC WTLBZVNBAKMVDP-UHFFFAOYSA-N 0.000 description 1
- HQUQLFOMPYWACS-UHFFFAOYSA-N tris(2-chloroethyl) phosphate Chemical compound ClCCOP(=O)(OCCCl)OCCCl HQUQLFOMPYWACS-UHFFFAOYSA-N 0.000 description 1
- 238000007666 vacuum forming Methods 0.000 description 1
Abstract
Description
【発明の詳細な説明】
〔産業上の利用分野〕
本発明は、ポリフェニレンエーテル(以下、PPEとい
うことかある)系樹脂組成物に関する。DETAILED DESCRIPTION OF THE INVENTION [Industrial Field of Application] The present invention relates to a polyphenylene ether (hereinafter also referred to as PPE) resin composition.
さらに詳しくは、PPE系樹脂、ポリスチレン(以下、
PSということがある)系樹脂、ゴム質重合体−芳香族
ビニルー不飽和ニトリル系のクラフト共重合体およびリ
ン酸エステル系化合物を含む、耐衝撃性、耐熱性、およ
び光沢性に優れたPPE系樹脂組成物に関する。For more details, please refer to PPE resin, polystyrene (hereinafter referred to as
A PPE system with excellent impact resistance, heat resistance, and gloss, containing PS (sometimes referred to as PS) type resin, rubbery polymer-aromatic vinyl-unsaturated nitrile type kraft copolymer, and phosphate ester type compound. The present invention relates to a resin composition.
〔従来の技術および発明が解決しようとする課題〕ポリ
フェニレンエーテルは耐熱性、機械的性質および電気的
性質に優れた樹脂として広く知られている。ところがこ
のポリフェニレンエーテルは耐衝撃性か低く、加工性、
耐薬品性が劣り、高温で熱変色しゲル化が起る等の欠点
を有しているため、単独では殆ど使用されておらず、通
常はポリスチレン、ゴム変性ポリスチレン(HIPS)
との組成物からなる変性ポリフェニレンエーテル樹脂と
して使用されている。この変性ポリフェニレンエーテル
樹脂は優れた機械的性質、電気的性質ならびに加工性等
を有するために、自動車部品、事務機器、電気器具部品
等に幅広く使用されている。[Prior Art and Problems to be Solved by the Invention] Polyphenylene ether is widely known as a resin with excellent heat resistance, mechanical properties, and electrical properties. However, this polyphenylene ether has low impact resistance, poor processability,
Because it has disadvantages such as poor chemical resistance, thermal discoloration and gelation at high temperatures, it is rarely used alone, and is usually made of polystyrene or rubber-modified polystyrene (HIPS).
It is used as a modified polyphenylene ether resin consisting of a composition of This modified polyphenylene ether resin has excellent mechanical properties, electrical properties, processability, etc., and is therefore widely used in automobile parts, office equipment, electrical appliance parts, and the like.
ところが、ポリスチレン、ゴム変性ポリスチレン等の配
合により加工性は改善されるが、ポリフェニレンエーテ
ル系樹脂の特徴であった耐熱性および耐衝撃性が著しく
低下するといった問題を有している。However, although processability is improved by blending polystyrene, rubber-modified polystyrene, etc., there is a problem in that the heat resistance and impact resistance, which are characteristics of polyphenylene ether resins, are significantly reduced.
そこで、ポリスチレン、ゴム変性ポリスチレン等の芳香
族ビニル系樹脂と単独で比較すると、不飽和ニトリルお
よびジエンゴムが導入されている故に耐衝撃性および耐
溶剤性に優れた不飽和ニトリル−芳香族ビニル−ジエン
ゴム樹脂(ABS樹脂)をPPEに配合する試みがなさ
れている。Therefore, when compared with aromatic vinyl resins such as polystyrene and rubber-modified polystyrene, unsaturated nitrile-aromatic vinyl-diene rubber has excellent impact resistance and solvent resistance because it incorporates unsaturated nitrile and diene rubber. Attempts have been made to blend resin (ABS resin) into PPE.
しかしながら、ABS樹脂はポリフェニレンエーテル系
樹脂との相溶性が悪いため、それら両者からなる樹脂組
成物は、ポリスチレンを用いた場合同様に加工性は改善
されるものの耐衝撃性等の機械的特性が著しく損なわれ
る。However, since ABS resin has poor compatibility with polyphenylene ether resin, resin compositions made of both of them have improved processability in the same way as when polystyrene is used, but mechanical properties such as impact resistance are significantly deteriorated. be damaged.
そこで、上述した変性ポリフェニレンエーテル樹脂の欠
点を解消する手段が種々提案されている。Therefore, various means have been proposed to eliminate the drawbacks of the above-mentioned modified polyphenylene ether resins.
例えば特公昭57−8139号公報にはABS樹脂をメ
タクリル酸メチルを用いて変性した樹脂とポリフェニレ
ンエーテル樹脂とをブレンドした組成物が報告されてい
る。ところがこの組成物は熱安定性に劣る。またメタク
リル酸メチルが高価なために組成物自体もコスト高とな
り工業的に不利である。また耐衝撃性の改良効果が不充
分である。また特公昭48−40046号公報にはアク
リロニトリル含率が通常品よりも少ないスチレン−アク
リロニトリル共重合体とポリフェニレンエーテルとを混
合してなる耐熱性樹脂組成物が報告されている。ところ
が、この混合物は、耐熱性差ひに耐衝撃性の改良が未だ
不充分なものであった。しかもこれら2件の公報に開示
された組成物および混合物は、成形品表面光沢や塗装性
の面で不充分であった。For example, Japanese Patent Publication No. 57-8139 reports a composition obtained by blending an ABS resin modified with methyl methacrylate and a polyphenylene ether resin. However, this composition has poor thermal stability. Furthermore, since methyl methacrylate is expensive, the composition itself becomes expensive, which is industrially disadvantageous. Furthermore, the effect of improving impact resistance is insufficient. Furthermore, Japanese Patent Publication No. 48-40046 reports a heat-resistant resin composition prepared by mixing a styrene-acrylonitrile copolymer with a polyphenylene ether and a styrene-acrylonitrile copolymer having a lower acrylonitrile content than ordinary products. However, this mixture still had insufficient improvement in heat resistance and impact resistance. Furthermore, the compositions and mixtures disclosed in these two publications were insufficient in terms of surface gloss and paintability of molded articles.
また、ビニルシアン化合物含量の多いスチレン系樹脂に
対し少量のビニルシアン化合物を含有するスチレン系樹
脂を特定量添加しこれらとポリフェニレンエーテルを混
合した組成物が提案されているが、この組成物において
も塗装性、熱安定性が劣る。In addition, a composition has been proposed in which a specific amount of styrene resin containing a small amount of vinyl cyanide compound is added to a styrene resin containing a large amount of vinyl cyanide compound, and these are mixed with polyphenylene ether. Poor paintability and thermal stability.
そこで本発明は、耐衝撃性、耐熱性および光沢性が共に
優れたPPE系樹脂組成物を提供することを目的とする
。Therefore, an object of the present invention is to provide a PPE resin composition that has excellent impact resistance, heat resistance, and gloss.
本発明者は、上記課題を解決すべく鋭意検討した結果、
PPE系樹脂と共に、ポリスチレン系樹脂S特定のゴム
質重合体−芳香族ビニルー不飽和ニトリル系グラフト共
重合体およびリン酸エステル系化合物を組合せて使用す
ると、上記の優れた特性を有するPPE系樹脂組成物が
得られることを見出し、本発明に到達した。As a result of intensive study to solve the above problems, the inventor has found that
When PPE resin is used in combination with polystyrene resin S specific rubbery polymer-aromatic vinyl-unsaturated nitrile graft copolymer and phosphate ester compound, a PPE resin composition having the above-mentioned excellent properties can be obtained. The inventors have discovered that a product can be obtained, and have arrived at the present invention.
すなわち、本発明は、
(A> ポリフェニレンエーテル系樹脂10〜100
重1部、
(B) ポリスチレン系樹脂90−0重量部、(C)
(ア)ゴム質重合体、(イ)芳香族ビニル化合物お
よび(つ)不飽和二I・リル化合物から誘導されるグラ
フト共重合体であって、メチルエチルケトン/アセトン
容量比が1/1の混合溶媒に不溶のゲル相を50重量%
以上含み、かつ前記(つ)不飽和ニトリル化合物の含有
量が5〜30重量%であるグラフト共重合体を、(A>
および(B)の合計100重量部に対して3〜.20重
1部、
および
(D) リン酸エステル系化合物を、(A )および
(B)の合計100重量部に対して3〜20重量部
を含むポリフェニレンエーテル系樹脂組成物を提供する
ものである。That is, the present invention provides (A> polyphenylene ether resin 10 to 100
1 part by weight, (B) 90-0 parts by weight of polystyrene resin, (C)
A graft copolymer derived from (a) a rubbery polymer, (b) an aromatic vinyl compound, and (an) an unsaturated di-I-lyl compound, the mixed solvent having a methyl ethyl ketone/acetone volume ratio of 1/1. 50% by weight of gel phase insoluble in
(A>
and (B) in a total of 3 to 100 parts by weight. 20 parts by weight, and (D) a phosphoric acid ester compound, 3 to 20 parts by weight based on a total of 100 parts by weight of (A) and (B). .
本発明のポリフェニレンエーテル系樹脂組成物につき、
さらに詳細に説明する。Regarding the polyphenylene ether resin composition of the present invention,
This will be explained in more detail.
まず、成分(A)のPPE系樹脂について述べる。First, the PPE resin as component (A) will be described.
本発明において用いられるPPEとは、下記−般式で示
される単環式フェノールの一種以上を酸化カップリング
触媒ならびに酸素または酸素含有ガスの存在下で酸化重
合して得られる重合体である。The PPE used in the present invention is a polymer obtained by oxidative polymerization of one or more monocyclic phenols represented by the following general formula in the presence of an oxidative coupling catalyst and oxygen or an oxygen-containing gas.
H
(式中、R1は炭素数1〜3の低級アルキル基、Rおよ
びR3は水素原子または炭素数1〜3の低級アルキル基
である。)
なお、PPEは上記一般式で示される単環式フェノール
の単独重合体であっても、また共重合体であってもよい
。H (In the formula, R1 is a lower alkyl group having 1 to 3 carbon atoms, and R and R3 are a hydrogen atom or a lower alkyl group having 1 to 3 carbon atoms.) Note that PPE is a monocyclic group represented by the above general formula. It may be a phenol homopolymer or a copolymer.
上記一般式で示される単環式フェノールとしては、例え
ば2,6−ジメチルフェノール、2,6−ジエチルフェ
ノール、2,6−ジプロピルフェノール、2−メチル−
6−エチルフェノール、2−メチル−6−プロピルフェ
ノール、2−エチル−6−プロピルフェノール、m−ク
レゾーノv、2,3−ジメチルフェノール、2,3−ジ
エチルフェノール、2.3−ジプロピルフェノール、2
−メチル−3−エチルフェノール、2−メチル−3−プ
ロピルフェノール、2−エチル−3−メチルフェノール
、2−エチル−3−プロピルフェノール、2−プロピル
−3−メチルフェノール、2−プロピル3−エチルフェ
ノール、2,3.6− トリメチルフェノール、2,3
.6− )−ジエチルフェノール、23.611プロピ
ルフエノール、2,6−シメチルー3−エチルフェノー
ル、2,6−ジメチル3−プロピルフェノール等が挙げ
られる。Examples of the monocyclic phenol represented by the above general formula include 2,6-dimethylphenol, 2,6-diethylphenol, 2,6-dipropylphenol, 2-methyl-
6-ethylphenol, 2-methyl-6-propylphenol, 2-ethyl-6-propylphenol, m-cresonov, 2,3-dimethylphenol, 2,3-diethylphenol, 2,3-dipropylphenol, 2
-Methyl-3-ethylphenol, 2-methyl-3-propylphenol, 2-ethyl-3-methylphenol, 2-ethyl-3-propylphenol, 2-propyl-3-methylphenol, 2-propyl-3-ethyl Phenol, 2,3.6-trimethylphenol, 2,3
.. Examples thereof include 6-)-diethylphenol, 23.611propylphenol, 2,6-dimethyl-3-ethylphenol, and 2,6-dimethyl-3-propylphenol.
フェノール化合物を酸化重合する際に用いられる酸化カ
ップリング触媒は、特に限定されるものではなく、重合
能を有するいかなる触媒でも使用し得る。例えば、その
代表的なものとしては、塩化第1銅−トリエチルアミン
、塩化第1銅−とリジンなど第1銅塩と第3級アミン類
よりなる触媒、塩化第2銅−ピリジン−水酸化カリウム
などの第2銅塩−アミン−アルカリ金属水酸化物よりな
る触媒、塩化マンガン−エタノールアミン、酢酸マンガ
ン−エチレンシアミンなどのマンガン塩類と第1級アミ
ン類よりなる触媒、塩化マンガン−ナトリウムメチラー
ト、塩化マンガン−ナトリウムフェノラートなどのマン
ガン塩類とアルコラードあるいはフェノラートからなる
触媒、コバルト塩類と第3級アミン類との組合せよりな
る触媒が挙げられる。The oxidative coupling catalyst used in oxidative polymerization of the phenol compound is not particularly limited, and any catalyst having polymerization ability can be used. For example, representative examples include cuprous chloride-triethylamine, catalysts consisting of cuprous chloride and tertiary amines such as cuprous chloride and lysine, cupric chloride-pyridine-potassium hydroxide, etc. Catalyst consisting of cupric salt-amine-alkali metal hydroxide, catalyst consisting of manganese salts and primary amines such as manganese chloride-ethanolamine, manganese acetate-ethylenecyamine, manganese chloride-sodium methylate, Examples include catalysts consisting of manganese salts such as manganese chloride-sodium phenolate and alcoholades or phenolates, and catalysts consisting of a combination of cobalt salts and tertiary amines.
単環式フェノールの一種以上の重縮合により得られるポ
リフェニレンエーテルとしては、例えば、ポリ(2,6
−シメチルー1,4−フェニレン)エーテル、ポリ(2
,6−ジニチルー1,4−フェニレン)エーテル、ポリ
(2,6−ジプロビルー1,4−フェニレン)エーテル
、ポリ(2−メチル−6−エチル−1,4−フエニレン
)エーテル、ポリ(2−メチル−6−ブロビルー1,4
−フェニレン)エーテル、ポリ(2−エチル−6−ブロ
ビルー1,4フエニレン)エーテル、2,6−シメチル
フエノール/2,3.6−トリメチルフェノール共重合
体、2.6−シメチルフエノール/2,3.6− )−
ジエチルフェノール共重合体、2.6−ジエチルフェノ
ール、/2,3.6− トリメチルフェノール共重合体
、2.6−ジプロビルフエノール/2,3.6− トリ
メチルフェノール共重合体等が挙げられる。特に、ポリ
(2,6−シメチルー1,4−フェニレン)エーテル、
2.6−シメチルフエノール/2,3.6− トリメチ
ルフェノール共重合体か好ましい。Examples of polyphenylene ether obtained by polycondensation of one or more monocyclic phenols include poly(2,6
-Simethyl-1,4-phenylene)ether, poly(2
, 6-dinithyl-1,4-phenylene) ether, poly(2,6-diprobyl-1,4-phenylene) ether, poly(2-methyl-6-ethyl-1,4-phenylene) ether, poly(2-methyl -6-broby-1,4
-phenylene) ether, poly(2-ethyl-6-broby-1,4 phenylene) ether, 2,6-dimethylphenol/2,3.6-trimethylphenol copolymer, 2,6-dimethylphenol/2 , 3.6-)-
Examples thereof include diethylphenol copolymer, 2,6-diethylphenol/2,3,6-trimethylphenol copolymer, and 2,6-dipropylphenol/2,3,6-trimethylphenol copolymer. In particular, poly(2,6-dimethyl-1,4-phenylene) ether,
2,6-dimethylphenol/2,3,6-trimethylphenol copolymer is preferred.
次に、成分(B)として任意に使用できるポリス千しン
系樹脂はそれ自体公知であり、一般式(式中R′は水素
原子または炭素原子数1〜4のアルキル基であり、Zは
ハロゲン原子または炭素原子数1〜4のアルキル基であ
る置換基を表し、mは1〜5の整数である)で示される
芳香族ビニル化合物から誘導された繰返し構造単位を、
その重合体中に少くとも25重量%以上有するものでな
ければならない。かかるスチレン系重合体としては、ス
チレンもしくはその誘導体例えばp−メチルスチレン、
α−メチルスチレン、α−メチル−P−メチルスチレン
、クロロスチレン、ブロモスチレン等の単独重合体およ
び共重合体が挙げられる。また、上記した芳香族ビニル
化合物を70〜99重量%と、ジエンシム1〜30重量
%とからなるゴム変性ポリスチレン(HIPS)を使用
することができる。HIPSを構成するジエンゴムとし
ては、ブタジェン、インプレン、クロロブレン等の共役
ジエン系化合物の単独重合体、共役ジエン系化合物と不
飽和ニトリル化合物または芳香族ビニル化合物との共重
合体さらには天然ゴムなどが挙げられ、1種または2種
以上用いることができる。特にポリブタジェン、ブタジ
ェン−スチレン共重合体が好ましい。Next, the polysene-based resin that can be optionally used as component (B) is known per se, and has the general formula (wherein R' is a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, and Z is A repeating structural unit derived from an aromatic vinyl compound represented by (representing a substituent that is a halogen atom or an alkyl group having 1 to 4 carbon atoms, and m is an integer of 1 to 5),
The polymer must contain at least 25% by weight. Such styrenic polymers include styrene or its derivatives such as p-methylstyrene,
Examples include homopolymers and copolymers of α-methylstyrene, α-methyl-P-methylstyrene, chlorostyrene, bromostyrene, and the like. Furthermore, rubber-modified polystyrene (HIPS) comprising 70 to 99% by weight of the above-mentioned aromatic vinyl compound and 1 to 30% by weight of dienchim can be used. Examples of the diene rubber constituting HIPS include homopolymers of conjugated diene compounds such as butadiene, imprene, and chlorobrene, copolymers of conjugated diene compounds and unsaturated nitrile compounds or aromatic vinyl compounds, and natural rubber. One type or two or more types can be used. Particularly preferred are polybutadiene and butadiene-styrene copolymers.
HIPSは、乳化重合、懸濁重合、塊状重合、溶液重合
またはそれらの組合せの方法により得られる。HIPS can be obtained by emulsion polymerization, suspension polymerization, bulk polymerization, solution polymerization or a combination thereof.
PPE系樹脂に対するPS系樹脂の配合比率は、PPE
系樹脂10〜100重量部に対してPS系樹脂90〜0
重量部である。The blending ratio of PS resin to PPE resin is
PS resin 90-0 for 10-100 parts by weight of system resin
Parts by weight.
次に、成分(C)について述べる。成分(C)は前記し
た(ア)、(イ)および(つ)から誘導されるグラフト
共重合体である。まず、本発明で使用する(ア)ゴム質
重合体には、ポリエチレン、ポリプロピレン等のポリα
−オレフィン、エチレン−プロピレンのランタム共重合
体およびブロック共重合体、エチレン−ブテンのランダ
ム共重合体およびブロック共重合体等のエチレンとα−
オレフィンの共重合体、エチレン−メチルメタクリレー
ト、エチレン−ブチルアクリレ−1〜等のエチレンと不
飽和カルホン酸エステルの共重合体、エチレン−酢酸ビ
ニル等のエチレンと脂肪酸ビニルの共重合体、アクリル
酸のエチル、ブチル、ヘキシル、2−エチルヘキシル、
ラウリルエステル等のアクリル酸アルキルエステルの重
合体、エチレン−プロピレン−エチリデンノルボルネン
共重合体、エチレン−プロピレン−ヘキサジエン共重合
体等のエチレン−プロピレン−非共役ジェンターポリマ
ー、ポリブタジェン、スチレン−ブタジェンのランダム
共重合体およびブロック共重合体、アクリロニトリル−
ブタジェン共重合体、ブタジェン−イソプレン共重合体
等のジエン系ゴム、ブチレン−イソプレン共重合体、ス
チレン等の芳香族炭化水素とブタジェン、イソプレン等
の脂肪族ジエン系炭化水素とのブロック共重合体の水素
添加物等があり、これらは1種または2種以上で使用さ
れる。好ましいゴム質重合体は前記エチレン−プロピレ
ン−非共役ジェンターポリマーまたは前記ジエン系ゴム
であり、さらに好ましくはポリブタジェン、スチレン−
ブタジェン共重合体であり、スチレン−ブタジェン共重
合体中のスチレン含有率は50重量%以下が好ましい。Next, component (C) will be described. Component (C) is a graft copolymer derived from the above-mentioned (a), (b) and (t). First, (a) the rubbery polymer used in the present invention includes poly(alpha) polymers such as polyethylene and polypropylene.
-Olefins, ethylene-propylene random copolymers and block copolymers, ethylene-butene random copolymers and block copolymers, etc. with ethylene and α-
Copolymers of olefins, copolymers of ethylene and unsaturated carbonic acid esters such as ethylene-methyl methacrylate and ethylene-butyl acrylate-1, copolymers of ethylene and vinyl fatty acids such as ethylene-vinyl acetate, and ethyl acrylate. , butyl, hexyl, 2-ethylhexyl,
Polymers of acrylic acid alkyl esters such as lauryl esters, ethylene-propylene-nonconjugated genter polymers such as ethylene-propylene-ethylidene norbornene copolymers, ethylene-propylene-hexadiene copolymers, polybutadiene, and random copolymers of styrene-butadiene. Coalescence and block copolymers, acrylonitrile-
Diene rubbers such as butadiene copolymers, butadiene-isoprene copolymers, butylene-isoprene copolymers, block copolymers of aromatic hydrocarbons such as styrene and aliphatic diene hydrocarbons such as butadiene and isoprene, etc. There are hydrogen additives, etc., and these are used alone or in combination of two or more. Preferred rubbery polymers are the ethylene-propylene-nonconjugated terpolymers or the diene rubbers, more preferably polybutadiene and styrene-based polymers.
It is a butadiene copolymer, and the styrene content in the styrene-butadiene copolymer is preferably 50% by weight or less.
また、(イ)芳香族ビニル化合物としては、例えばスチ
レン、α−メチルスチレン、メチルスチレン、ビニルキ
シレン、モノクロロスチレン、ジクロロスチレン、モノ
ブロモスチレン、ジプロモスチレン、フルオロスチレン
、p−ターシャリ−ブチルスチレン、エチルスチレン、
ビニルナフタレン等が挙げられ、これらは1種または2
種以上で使用される。好ましい芳香族ビニル化合物はス
チレンまたはスチレンを50重量%以上含んだものであ
る。Further, (a) aromatic vinyl compounds include, for example, styrene, α-methylstyrene, methylstyrene, vinylxylene, monochlorostyrene, dichlorostyrene, monobromostyrene, dipromostyrene, fluorostyrene, p-tert-butylstyrene, ethylstyrene,
Vinylnaphthalene, etc. may be mentioned, and these may be one or two types.
Used by more than one species. Preferred aromatic vinyl compounds are styrene or those containing 50% by weight or more of styrene.
(つ)不飽和ニトリル化合物としては、例えばアクリロ
ニトリル、メタクリロニトリル等が挙げられ、これらは
1種または2種以上で使用される。(1) Examples of the unsaturated nitrile compound include acrylonitrile, methacrylonitrile, etc., and these may be used alone or in combination of two or more.
本発明においては、上記(つ)不飽和ニトリル化合物は
成分(C)全重量の5〜30重量%含有される。(つ)
不飽和ニトリル化合物の含有量か5重量%未満ては耐熱
性、成形品表面光沢、耐溶剤性、塗装性か劣る。また3
0M量%を超えると耐衝撃性、耐熱性、成形品表面光沢
が劣る。In the present invention, the unsaturated nitrile compound mentioned above is contained in an amount of 5 to 30% by weight based on the total weight of component (C). (tsu)
If the content of the unsaturated nitrile compound is less than 5% by weight, the heat resistance, surface gloss of the molded product, solvent resistance, and paintability will be poor. Also 3
If the amount exceeds 0M%, impact resistance, heat resistance, and surface gloss of the molded product will be poor.
成分(C)にはまた、上記(ア)、(イ)および(つ)
の他に、これらと共重合可能な他の単量体成分を含むこ
とができる。Ingredient (C) also includes the above (a), (b) and (t).
In addition, other monomer components copolymerizable with these may be included.
そのような他の単量体としては、メチルアクリレート、
エチルアクリレート、プロピルアクリし一ト、ブチルア
クリレ−1・、アミルアクリレート、ヘキシルアクリレ
ート、オクチルアクリレート、2−エチルへキシルアク
リレート、シクロへキシルアクリレ−1へ、ドデシルア
クリレ−1・、オフタデシルアクリレ−I〜、フェニル
アクリレート、ベンジルアクリレート等のアクリル酸の
アルキルエステル;メチルメタクリレート、エチルメタ
クリレート、プロピルメタクリレート、ブチルメタクリ
レート、アミルメタクリレート、ヘキシルメタクリレー
ト、オクチルメタクリレート、2−エチルへキシルメタ
クリレート、シクロへキシルメタクリレート、ドデシル
メタクリレート、オクタデシルメタクツレート、フェニ
ルメタクリレート、ベンジルメタクリレート等のメタク
リル酸アルキルエステル;無水マレイン酸、無水イタコ
ン酸、無水シトラコン酸等の不飽和酸無水物;アクリル
酸、メタクリル酸等の不飽和酸等が挙げられ、これらは
1種または2種以上で使用される。上記の共重合可能な
他の単量体は全単量体混合物中好ましくは50重量%以
下、さらに好ましくは30重1%以下の量で含有される
。Other such monomers include methyl acrylate,
Ethyl acrylate, propyl acrylate, butyl acrylate-1, amyl acrylate, hexyl acrylate, octyl acrylate, 2-ethylhexyl acrylate, cyclohexyl acrylate-1, dodecyl acrylate-1, ophtadecyl acrylate-I ~, alkyl esters of acrylic acid such as phenyl acrylate and benzyl acrylate; methyl methacrylate, ethyl methacrylate, propyl methacrylate, butyl methacrylate, amyl methacrylate, hexyl methacrylate, octyl methacrylate, 2-ethylhexyl methacrylate, cyclohexyl methacrylate, dodecyl methacrylate , methacrylic acid alkyl esters such as octadecyl methacrylate, phenyl methacrylate, and benzyl methacrylate; unsaturated acid anhydrides such as maleic anhydride, itaconic anhydride, and citraconic anhydride; unsaturated acids such as acrylic acid and methacrylic acid, etc. These can be used alone or in combination of two or more. The above-mentioned other copolymerizable monomers are contained in an amount of preferably 50% by weight or less, more preferably 30% by weight or less, in the total monomer mixture.
グラフト共重合体の製造法には何ら制限はなく、乳化重
合、懸濁重合、塊状重合、溶液重合ならびにそれらの組
合せによる方法が挙げられる。There are no restrictions on the method for producing the graft copolymer, and examples thereof include emulsion polymerization, suspension polymerization, bulk polymerization, solution polymerization, and combinations thereof.
本発明において成分(C)グラフト共重合体は、ゲル相
(メチルエチルケトン/アセトン=50150容量%の
混合溶媒不溶部)を50重1%以上、好ましくは60重
量%を超えて含むものである。In the present invention, the component (C) graft copolymer contains a gel phase (insoluble part in a mixed solvent of methyl ethyl ketone/acetone = 50150% by volume) in an amount of 50% by weight or more, preferably more than 60% by weight.
ゲル含有量が50重量%より下では耐衝撃性の改良効果
が得られない。If the gel content is less than 50% by weight, no effect of improving impact resistance can be obtained.
上記した成分(C>は、成分(A)および(B)の合計
100重量部に対して3〜20重量部、好ましくは5〜
15重量部配合される。配合量が上記の範囲を超えると
耐熱性が低下し、また、上記の範囲より少ないと耐衝撃
性の改良効果がみられず、塗装性、成形品表面光沢、耐
溶剤性が低下する。The above-mentioned component (C>) is 3 to 20 parts by weight, preferably 5 to 20 parts by weight, based on the total of 100 parts by weight of components (A) and (B).
It is blended in an amount of 15 parts by weight. If the blending amount exceeds the above range, heat resistance will decrease, and if it is less than the above range, no impact resistance improvement effect will be observed, and paintability, molded product surface gloss, and solvent resistance will decrease.
次に、成分(D>のリン酸エステル系化合物としては、
例えば次式:
%式%
ぞれ独立して、水素原子または有機基を表すが、R1=
R2=R3=R4=Hの場合を除く。Xは酸素原子また
はイオウ原子を表し、Yは2価以上の有機基を表し、p
は0まなは1であり、qは1以上、例えば30以下の整
数、rは0以上の整数を表す。)
で示されるリン酸エステル系化合物が挙げられる。Next, as the phosphoric acid ester compound of component (D>),
For example, the following formula: %Formula% Each independently represents a hydrogen atom or an organic group, but R1=
Except for the case where R2=R3=R4=H. X represents an oxygen atom or a sulfur atom, Y represents a divalent or higher organic group, p
is 0 or 1, q is an integer greater than or equal to 1, for example less than or equal to 30, and r is an integer greater than or equal to 0. ) Examples include phosphoric acid ester compounds represented by the following.
しかし、これ等に限定されるものではない。However, it is not limited to these.
上記式において、有機基とは例えば、置換されていても
いなくてもよいアルキル基、シクロアルキル基、アリー
ル基等が挙げられる。また、置換されている場合、置換
基としては例えばアルキル基、アルコキシ基、アルキル
チオ基、ハロゲン、アリール基、アリールオキシ基、ア
リールチオ基、ハロゲン化アリール基等が挙げられ、ま
たこれ等の置換基を組合せた基(例えばアリールアルコ
キシアルキル基等)またはこれ等の置換基を酸素原子、
イオウ原子、窒素原子等により結合して組合せた基(例
えば、アリールスルホニルアリール基等)を置換基とし
て用いてもよい。また、2価以上の有機基とは上記した
有機基から、炭素原子に結合している水素原子の1個以
上を除いてできる2価以上の基を意味する。例えばアル
キレン基、および好ましくは(置換)フェニレン基、多
核フェノール類例えばビスフェノール類から誘導される
ものが挙げられ、2以上の遊離原子価の相対的位置は任
意である。特に好ましいものとして、ヒドロキノン、レ
ゾルシノール、ジフェニロールメタン、ジフェニロール
ジメチルメタン、ジヒドロキシジフェニル、p、p”−
ジヒドロキシジフェニルスルホン、シしl〜ロキシナフ
タレン等が挙げられる。In the above formula, examples of the organic group include an alkyl group that may or may not be substituted, a cycloalkyl group, and an aryl group. In addition, when substituted, examples of the substituent include an alkyl group, an alkoxy group, an alkylthio group, a halogen, an aryl group, an aryloxy group, an arylthio group, and a halogenated aryl group. The combined group (e.g. arylalkoxyalkyl group, etc.) or a substituent thereof is an oxygen atom,
A combined group (eg, an arylsulfonylaryl group) bonded through a sulfur atom, a nitrogen atom, etc. may be used as a substituent. Furthermore, the term "divalent or higher valence organic group" means a divalent or higher valence group formed by removing one or more hydrogen atoms bonded to a carbon atom from the above-mentioned organic group. Examples include alkylene groups, and preferably (substituted) phenylene groups, those derived from polynuclear phenols such as bisphenols, the relative positions of the two or more free valences being arbitrary. Particularly preferred are hydroquinone, resorcinol, diphenylolmethane, diphenyloldimethylmethane, dihydroxydiphenyl, p, p”-
Examples include dihydroxydiphenylsulfone and dihydroxydiphenylsulfone.
具体的なリン酸エステル系化合物の例としては、トリメ
チルホスフェート、トリエチルホスフェート、トリブチ
ルホスフェ−1−、トリオクチルホスフェート、トリブ
トキシエチルホスフェート、トリフェニルホスフェート
、トリクレジルホスフェート、クレジルジフェニルホス
フェート、トリクレジルジフェニルホスフェート、オク
チルジフェニルホスフェート、ジイソプロピルフェニル
ホスフェ−1〜、トリス(クロロエチル)ホスフエ−ト
、トリス(ジクロロプロピル)ホスフェート、トリス(
クロロプロピル)ホスフェート、ビス(2,3〜ジブロ
モプロピル)−2,3−ジクロロプロピルホスフェート
、トリス(2,3−ジブロモプロピル)ホスフェートお
よびビス(クロロプロピル)モノオクチルホスフェート
、R1−R4がアルコキシ例えばメトキシ、エトキシお
よびプロポキシ、または好ましくは(置換)フェノキシ
例えばフェノキシ、メチル(置換)フェノキシであると
ころのビスフェノールAビスホスフェート、ヒドロキノ
ンビスホスフェート、レゾルシンビスホスフェート、ト
リオキシベンゼントリホスフェート等が挙げられ、好ま
しくはトリフェニルホスフェートおよび各種ビスホスフ
ェートである。また、亜リン酸エステル系の化合物を使
用することもできる。Specific examples of phosphoric acid ester compounds include trimethyl phosphate, triethyl phosphate, tributyl phosphate-1-, trioctyl phosphate, tributoxyethyl phosphate, triphenyl phosphate, tricresyl phosphate, cresyl diphenyl phosphate, tri- Cresyl diphenyl phosphate, octyldiphenyl phosphate, diisopropylphenyl phosphate-1~, tris(chloroethyl) phosphate, tris(dichloropropyl) phosphate, tris(
chloropropyl) phosphate, bis(2,3-dibromopropyl)-2,3-dichloropropyl phosphate, tris(2,3-dibromopropyl) phosphate and bis(chloropropyl) monooctyl phosphate, where R1-R4 are alkoxy e.g. methoxy , ethoxy and propoxy, or preferably (substituted) phenoxy such as phenoxy, methyl (substituted) phenoxy, bisphenol A bisphosphate, hydroquinone bisphosphate, resorcinol bisphosphate, trioxybenzene triphosphate, etc., preferably trioxybenzene triphosphate, etc. phenyl phosphate and various bisphosphates. Moreover, phosphite-based compounds can also be used.
本発明においては、上記のリン酸エステル系化合物(D
)を、成分(A)および(B)の合計100量部に対し
て3〜20重量部、好ましくは5〜15重量部配合する
。In the present invention, the above phosphoric ester compound (D
) is added in an amount of 3 to 20 parts by weight, preferably 5 to 15 parts by weight, based on a total of 100 parts of components (A) and (B).
本発明のポリフェニレンエーテル系樹脂組成物を得る方
法としては、
■各成分を有機溶媒に溶解、膨潤させて混合する方法;
■各成分をミキサー等で混合した後、押出機を用いて溶
融混合後ペレット化する方法;■■を非溶媒を使用して
回収した粉体温合物を押出機を用いて溶融混合後ペレッ
ト化する方法■■をさらに熱可塑性樹脂、スチレン系樹
脂、ポリフェニレンエーテル等をミキサー等で混合した
後、押出機を用いて溶融混合し、ペレット化する方法;
■および■〜■のペレットまたは各成分の粉体またはペ
レットを混合液射出成形機を用いて成形品を得る方法等
がある。The method for obtaining the polyphenylene ether resin composition of the present invention is as follows: (1) A method in which each component is dissolved in an organic solvent, swollen, and mixed; (2) After each component is mixed in a mixer, etc., and then melt-mixed in an extruder. Pelletizing method: Method of melt-mixing the powder mixture recovered using a non-solvent using an extruder and pelletizing ■■, and then adding thermoplastic resin, styrene resin, polyphenylene ether, etc. to a mixer. etc., and then melt-mixing using an extruder to form pellets; A method for obtaining molded products using a mixed liquid injection molding machine for pellets of (1) and (2) to (3) or powders or pellets of each component, etc. There is.
また上記方法にバンバリー、ニーダ−等の公知の混合機
器を使用することも可能である。また上記ペレットにさ
らに熱可塑性樹脂、スチレン系樹脂、ポリフェニレンエ
ーテルまたは他の重合体を添加混合し、押出機で溶融混
合して組成物を得てもよい。It is also possible to use known mixing equipment such as Banbury and kneader in the above method. Alternatively, a thermoplastic resin, styrene resin, polyphenylene ether, or other polymer may be further added and mixed to the above pellets, and the composition may be obtained by melt-mixing in an extruder.
本発明のポリフェニレンエーテル系樹脂組成物は射出成
形、シート押出、真空成形、異形押出、発泡成形等によ
って各種成形品を得ることができる。Various molded products can be obtained from the polyphenylene ether resin composition of the present invention by injection molding, sheet extrusion, vacuum forming, profile extrusion, foam molding, and the like.
また本発明のポリフェニレンエーテル系樹脂組成物の使
用に際して、通常使用される公知の酸化防止剤、紫外線
吸収剤、滑剤、帯電防止剤、発泡剤、無機フィラー、等
を配合することができる。Further, when using the polyphenylene ether resin composition of the present invention, commonly used antioxidants, ultraviolet absorbers, lubricants, antistatic agents, blowing agents, inorganic fillers, etc. can be added.
さらに、要求される性能に応じて他の既知の重合体、例
えばポリブタジェン、ブタジェン−スチレン共重合体、
アクリルゴム、エチレン−プロピレン重合体、EPDM
、スチレン−ブタジェンブロック重合体、スチレン−ブ
タジェン−スチレンブロック重合体、スチレン−ブタジ
ェン−スチレンラジアルテレブロック重合体、ポリプロ
ピレン、ブタジェン−アクリロニトリル共重合体、ポリ
塩化ビニル、ポリカーボネート、PET、PBT、ポリ
アセタール、ポリアミド、エポキシ樹脂、ポリフッ化ビ
ニリデン、ポリスルホン、エチレン−酢酸ビニル共重合
体、ポリイソプレン、天然ゴム、塩素化ブチルゴム、塩
素化ポリエチレン、PPS樹脂、ポリエーテルゲトン等
と適宜ブレンドして用いてもよい。Furthermore, depending on the required performance, other known polymers such as polybutadiene, butadiene-styrene copolymers,
Acrylic rubber, ethylene-propylene polymer, EPDM
, styrene-butadiene block polymer, styrene-butadiene-styrene block polymer, styrene-butadiene-styrene radial teleblock polymer, polypropylene, butadiene-acrylonitrile copolymer, polyvinyl chloride, polycarbonate, PET, PBT, polyacetal, It may be used in an appropriate blend with polyamide, epoxy resin, polyvinylidene fluoride, polysulfone, ethylene-vinyl acetate copolymer, polyisoprene, natural rubber, chlorinated butyl rubber, chlorinated polyethylene, PPS resin, polyethergeton, etc.
以下の実施例により本発明を説明するが、本発明はこれ
に限定されるものではない。The present invention will be explained by the following examples, but the present invention is not limited thereto.
実施例においては各成分として以下のものを使用し、た
。In the examples, the following components were used.
成分(A)
PPE ・・・極限粘度〔η〕 (クロロホルム中
。Component (A) PPE...Intrinsic viscosity [η] (in chloroform.
30℃)が0.46のポリ(2,6−シメチルー1,4
−フェニレン)エーテル
成分(B):
HIPS ・・・ゴム強化ポリスチレン(商標;HT
644.三菱モンサント■製)
成分(C):
ABS−1・・・ポリブタン1フフ0重景%、スチレン
22重量%およびアクリコニ1〜
リル8重量%よりなるグラフト共
重合体(商標+ Blendex 33B 、ゼネラル
エレクトリック社製、メチ
ルエチルケトン/アセトン=171
(容量比)の混合溶媒中での不溶
分くゲル相)91.4重量%)
ABS−2・・・ポリブタジェン50重量%、スチレン
37重量%およびアクリロニト
リル13重1%よりなるグラフト共
重合体(商標: Blendex 360 、ゼネラル
エレクトリック社製、メチ
ルエチルケトン/アセトン=171
(容量比)の混合溶媒中での不溶
分(ゲル相)76.6重量%)
成分(D):
TPP ・・・トリフェニルホスフェートまた、成
形品の評価は以下のようにして行なった。Poly(2,6-cymethyl-1,4) with a temperature of 0.46 (30°C)
-phenylene) ether component (B): HIPS...Rubber reinforced polystyrene (trademark; HT
644. (manufactured by Mitsubishi Monsanto ■) Component (C): ABS-1...Graft copolymer consisting of 1% polybutane, 0% polybutane, 22% by weight styrene, and 1% to 8% by weight Acrylic acid (trademark + Blendex 33B, General Electric) ABS-2: 50% by weight of polybutadiene, 37% by weight of styrene, 13% by weight of acrylonitrile and 1% by weight of acrylonitrile. % (trademark: Blendex 360, manufactured by General Electric Company, insoluble content (gel phase) in a mixed solvent of methyl ethyl ketone/acetone = 171 (volume ratio) 76.6% by weight) Component (D): TPP: triphenyl phosphate In addition, the molded products were evaluated as follows.
(1)アイゾツト衝撃強度
AST)I O256に従って、厚み1/8インチ、ノ
ツチ付で測定した。(1) Izot impact strength AST) Measured according to IO256 with a thickness of 1/8 inch and a notch.
(2)熱変形温度(HDT)
ASTH[) 648に従って、厚み1/4インチ、2
64psiで測定した。(2) Heat distortion temperature (HDT) 1/4 inch thick, 2
Measured at 64psi.
(3)成形品表面光沢
厚み3.0mの平板を射出成形し、デジタル変角光沢針
(UGV−40,スガ試験機■製)を用いて60℃で測
定した。(3) Molded product surface gloss A flat plate with a thickness of 3.0 m was injection molded, and the gloss was measured at 60°C using a digital variable angle gloss needle (UGV-40, manufactured by Suga Test Instruments ■).
実施例1〜2および比較例1〜2
表の組成割合に従って各成分を混合し、二軸混練押出機
を用いて240℃〜260℃の温度で押出ペレット化し
た後充分乾燥し、射出成形機着用いてシリンダー温度2
80℃、金型温度50℃で耐衝撃性、耐熱性、成形品表
面光沢、熱安定性、評価用試験片を成形した。各評価に
ついての結果を表に示した。Examples 1-2 and Comparative Examples 1-2 The components were mixed according to the composition ratios shown in the table, extruded into pellets at a temperature of 240°C to 260°C using a twin-screw kneading extruder, thoroughly dried, and then molded using an injection molding machine. Wearing cylinder temperature 2
Test pieces for evaluation of impact resistance, heat resistance, molded product surface gloss, and thermal stability were molded at 80°C and mold temperature of 50°C. The results for each evaluation are shown in the table.
本発明により、耐衝撃性、耐熱性および光沢性に優れた
PPE系樹脂組成物を提供することができた。従って、
本発明のPPE系樹脂組成物は、用途が広く、その有用
性は大きい。ADVANTAGE OF THE INVENTION According to the present invention, it was possible to provide a PPE resin composition having excellent impact resistance, heat resistance, and gloss. Therefore,
The PPE resin composition of the present invention has a wide range of uses and is highly useful.
Claims (1)
部、 (B)ポリスチレン系樹脂90〜0重量部、(C)(ア
)ゴム質重合体、(イ)芳香族ビニル化合物および(ウ
)不飽和ニトリル化合物から誘導されるグラフト共重合
体であつて、 メチルエチルケトン/アセトン容量比が1/1の混合溶
媒に不溶のゲル相を50重量%以上含み、かつ前記(ウ
)不飽和ニトリル化合物の含有量が5〜30重量%であ
るグラフト共重合体を、(A)および(B)の合計10
0重量部に対して3〜20重量部、 および (D)リン酸エステル系化合物を、(A)および(B)
の合計100重量部に対して3〜20重量部を含むポリ
フェニレンエーテル系樹脂組成物。[Scope of Claims] (A) 10 to 100 parts by weight of polyphenylene ether resin, (B) 90 to 0 parts by weight of polystyrene resin, (C) (a) rubbery polymer, (i) aromatic vinyl compound, and (c) A graft copolymer derived from an unsaturated nitrile compound, which contains 50% by weight or more of a gel phase that is insoluble in a mixed solvent with a methyl ethyl ketone/acetone volume ratio of 1/1, and the above (c) unsaturated A graft copolymer having a nitrile compound content of 5 to 30% by weight was added to a total of 10% of (A) and (B).
3 to 20 parts by weight based on 0 parts by weight, and (D) a phosphoric acid ester compound, (A) and (B)
A polyphenylene ether resin composition containing 3 to 20 parts by weight based on a total of 100 parts by weight.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP8103290A JPH03281658A (en) | 1990-03-30 | 1990-03-30 | Polyphenylene ether resin composition |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP8103290A JPH03281658A (en) | 1990-03-30 | 1990-03-30 | Polyphenylene ether resin composition |
Publications (1)
Publication Number | Publication Date |
---|---|
JPH03281658A true JPH03281658A (en) | 1991-12-12 |
Family
ID=13735123
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP8103290A Pending JPH03281658A (en) | 1990-03-30 | 1990-03-30 | Polyphenylene ether resin composition |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPH03281658A (en) |
-
1990
- 1990-03-30 JP JP8103290A patent/JPH03281658A/en active Pending
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