JPH0480248A - Thermoplastic resin composition - Google Patents
Thermoplastic resin compositionInfo
- Publication number
- JPH0480248A JPH0480248A JP19066790A JP19066790A JPH0480248A JP H0480248 A JPH0480248 A JP H0480248A JP 19066790 A JP19066790 A JP 19066790A JP 19066790 A JP19066790 A JP 19066790A JP H0480248 A JPH0480248 A JP H0480248A
- Authority
- JP
- Japan
- Prior art keywords
- weight
- unsaturated dicarboxylic
- monomer
- unsaturated
- composition
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- 239000011342 resin composition Substances 0.000 title claims abstract description 7
- 229920005992 thermoplastic resin Polymers 0.000 title claims abstract description 5
- 229920001577 copolymer Polymers 0.000 claims abstract description 18
- 239000000178 monomer Substances 0.000 claims abstract description 18
- 229920006122 polyamide resin Polymers 0.000 claims abstract description 15
- 229920000098 polyolefin Polymers 0.000 claims abstract description 15
- -1 unsaturated dicarboxylic acid imide Chemical class 0.000 claims abstract description 14
- 125000000524 functional group Chemical group 0.000 claims abstract description 10
- 229920002554 vinyl polymer Polymers 0.000 claims abstract description 9
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims abstract description 8
- 229910052751 metal Inorganic materials 0.000 claims abstract description 4
- 239000002184 metal Substances 0.000 claims abstract description 4
- 125000003277 amino group Chemical group 0.000 claims description 7
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 6
- 125000004018 acid anhydride group Chemical group 0.000 claims description 4
- 150000008064 anhydrides Chemical class 0.000 claims description 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 4
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims description 3
- 125000003700 epoxy group Chemical group 0.000 claims description 3
- 239000000203 mixture Substances 0.000 abstract description 14
- 150000001991 dicarboxylic acids Chemical class 0.000 abstract description 10
- 239000000126 substance Substances 0.000 abstract description 7
- 125000003118 aryl group Chemical group 0.000 abstract description 6
- 125000001931 aliphatic group Chemical group 0.000 abstract description 4
- 238000004898 kneading Methods 0.000 abstract description 4
- 150000008065 acid anhydrides Chemical class 0.000 abstract description 2
- 239000004566 building material Substances 0.000 abstract description 2
- 125000000896 monocarboxylic acid group Chemical group 0.000 abstract 2
- 239000004593 Epoxy Substances 0.000 abstract 1
- 150000001412 amines Chemical class 0.000 abstract 1
- 150000007942 carboxylates Chemical class 0.000 abstract 1
- 230000001105 regulatory effect Effects 0.000 abstract 1
- 239000004952 Polyamide Substances 0.000 description 13
- 229920002647 polyamide Polymers 0.000 description 13
- 238000000034 method Methods 0.000 description 8
- 230000000694 effects Effects 0.000 description 6
- 238000004519 manufacturing process Methods 0.000 description 6
- 229920005989 resin Polymers 0.000 description 5
- 239000011347 resin Substances 0.000 description 5
- REYJJPSVUYRZGE-UHFFFAOYSA-N Octadecylamine Chemical compound CCCCCCCCCCCCCCCCCCN REYJJPSVUYRZGE-UHFFFAOYSA-N 0.000 description 4
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 4
- JBKVHLHDHHXQEQ-UHFFFAOYSA-N epsilon-caprolactam Chemical compound O=C1CCCCCN1 JBKVHLHDHHXQEQ-UHFFFAOYSA-N 0.000 description 4
- 229920000642 polymer Polymers 0.000 description 4
- HIDBROSJWZYGSZ-UHFFFAOYSA-N 1-phenylpyrrole-2,5-dione Chemical compound O=C1C=CC(=O)N1C1=CC=CC=C1 HIDBROSJWZYGSZ-UHFFFAOYSA-N 0.000 description 3
- PEOHNOWDCJWHSD-UHFFFAOYSA-N 2-n-[3-[4-(3-aminopropylamino)butylamino]propyl]-4-n,3,3-trimethyl-4-n-phenyl-4h-quinoline-2,4-diamine Chemical compound C12=CC=CC=C2N=C(NCCCNCCCCNCCCN)C(C)(C)C1N(C)C1=CC=CC=C1 PEOHNOWDCJWHSD-UHFFFAOYSA-N 0.000 description 3
- 229920002292 Nylon 6 Polymers 0.000 description 3
- 238000010521 absorption reaction Methods 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 238000007334 copolymerization reaction Methods 0.000 description 3
- 230000007423 decrease Effects 0.000 description 3
- 229920001971 elastomer Polymers 0.000 description 3
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 2
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 2
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 2
- VVJKKWFAADXIJK-UHFFFAOYSA-N Allylamine Chemical compound NCC=C VVJKKWFAADXIJK-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-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
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
- PEEHTFAAVSWFBL-UHFFFAOYSA-N Maleimide Chemical compound O=C1NC(=O)C=C1 PEEHTFAAVSWFBL-UHFFFAOYSA-N 0.000 description 2
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 2
- 239000004677 Nylon Substances 0.000 description 2
- 229920001007 Nylon 4 Polymers 0.000 description 2
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-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
- FDLQZKYLHJJBHD-UHFFFAOYSA-N [3-(aminomethyl)phenyl]methanamine Chemical compound NCC1=CC=CC(CN)=C1 FDLQZKYLHJJBHD-UHFFFAOYSA-N 0.000 description 2
- 150000001336 alkenes Chemical class 0.000 description 2
- 150000004984 aromatic diamines Chemical class 0.000 description 2
- WGQKYBSKWIADBV-UHFFFAOYSA-N benzylamine Chemical compound NCC1=CC=CC=C1 WGQKYBSKWIADBV-UHFFFAOYSA-N 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- 150000001735 carboxylic acids Chemical class 0.000 description 2
- 150000004985 diamines Chemical class 0.000 description 2
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 2
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 2
- 239000011976 maleic acid Substances 0.000 description 2
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 2
- 229920001778 nylon Polymers 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- WGYKZJWCGVVSQN-UHFFFAOYSA-N propylamine Chemical compound CCCN WGYKZJWCGVVSQN-UHFFFAOYSA-N 0.000 description 2
- 238000011191 terminal modification Methods 0.000 description 2
- JPZYXGPCHFZBHO-UHFFFAOYSA-N 1-aminopentadecane Chemical compound CCCCCCCCCCCCCCCN JPZYXGPCHFZBHO-UHFFFAOYSA-N 0.000 description 1
- JNPCNDJVEUEFBO-UHFFFAOYSA-N 1-butylpyrrole-2,5-dione Chemical compound CCCCN1C(=O)C=CC1=O JNPCNDJVEUEFBO-UHFFFAOYSA-N 0.000 description 1
- SXTILEHINBCKSS-UHFFFAOYSA-N 1-chloro-3-phenylpyrrole-2,5-dione Chemical compound O=C1N(Cl)C(=O)C=C1C1=CC=CC=C1 SXTILEHINBCKSS-UHFFFAOYSA-N 0.000 description 1
- BQTPKSBXMONSJI-UHFFFAOYSA-N 1-cyclohexylpyrrole-2,5-dione Chemical compound O=C1C=CC(=O)N1C1CCCCC1 BQTPKSBXMONSJI-UHFFFAOYSA-N 0.000 description 1
- BMVXCPBXGZKUPN-UHFFFAOYSA-N 1-hexanamine Chemical compound CCCCCCN BMVXCPBXGZKUPN-UHFFFAOYSA-N 0.000 description 1
- HHVCCCZZVQMAMT-UHFFFAOYSA-N 1-hydroxy-3-phenylpyrrole-2,5-dione Chemical compound O=C1N(O)C(=O)C=C1C1=CC=CC=C1 HHVCCCZZVQMAMT-UHFFFAOYSA-N 0.000 description 1
- QSWFISOPXPJUCT-UHFFFAOYSA-N 1-methyl-3-methylidenepyrrolidine-2,5-dione Chemical compound CN1C(=O)CC(=C)C1=O QSWFISOPXPJUCT-UHFFFAOYSA-N 0.000 description 1
- IYBPIDAYDPNCTP-UHFFFAOYSA-N 1-methyl-3-phenylpyrrole-2,5-dione Chemical compound O=C1N(C)C(=O)C=C1C1=CC=CC=C1 IYBPIDAYDPNCTP-UHFFFAOYSA-N 0.000 description 1
- RUFPHBVGCFYCNW-UHFFFAOYSA-N 1-naphthylamine Chemical compound C1=CC=C2C(N)=CC=CC2=C1 RUFPHBVGCFYCNW-UHFFFAOYSA-N 0.000 description 1
- PSKLSRMDQQEEGQ-UHFFFAOYSA-N 1-nitro-3-phenylpyrrole-2,5-dione Chemical compound O=C1N([N+](=O)[O-])C(=O)C=C1C1=CC=CC=C1 PSKLSRMDQQEEGQ-UHFFFAOYSA-N 0.000 description 1
- NQDOCLXQTQYUDH-UHFFFAOYSA-N 1-propan-2-ylpyrrole-2,5-dione Chemical compound CC(C)N1C(=O)C=CC1=O NQDOCLXQTQYUDH-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
- YMOONIIMQBGTDU-UHFFFAOYSA-N 2-bromoethenylbenzene Chemical compound BrC=CC1=CC=CC=C1 YMOONIIMQBGTDU-UHFFFAOYSA-N 0.000 description 1
- SBYMUDUGTIKLCR-UHFFFAOYSA-N 2-chloroethenylbenzene Chemical compound ClC=CC1=CC=CC=C1 SBYMUDUGTIKLCR-UHFFFAOYSA-N 0.000 description 1
- BTOVVHWKPVSLBI-UHFFFAOYSA-N 2-methylprop-1-enylbenzene Chemical compound CC(C)=CC1=CC=CC=C1 BTOVVHWKPVSLBI-UHFFFAOYSA-N 0.000 description 1
- UWRZIZXBOLBCON-UHFFFAOYSA-N 2-phenylethenamine Chemical compound NC=CC1=CC=CC=C1 UWRZIZXBOLBCON-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
- CEBRPXLXYCFYGU-UHFFFAOYSA-N 3-methylbut-1-enylbenzene Chemical compound CC(C)C=CC1=CC=CC=C1 CEBRPXLXYCFYGU-UHFFFAOYSA-N 0.000 description 1
- JLLCBHHFPWVBQP-UHFFFAOYSA-N 3-methylidene-1-phenylpyrrolidine-2,5-dione Chemical compound O=C1C(=C)CC(=O)N1C1=CC=CC=C1 JLLCBHHFPWVBQP-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
- WSSSPWUEQFSQQG-UHFFFAOYSA-N 4-methyl-1-pentene Chemical compound CC(C)CC=C WSSSPWUEQFSQQG-UHFFFAOYSA-N 0.000 description 1
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical group NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 1
- 239000004953 Aliphatic polyamide Substances 0.000 description 1
- KXDHJXZQYSOELW-UHFFFAOYSA-N Carbamic acid Chemical class NC(O)=O KXDHJXZQYSOELW-UHFFFAOYSA-N 0.000 description 1
- 229920000049 Carbon (fiber) Polymers 0.000 description 1
- MHZGKXUYDGKKIU-UHFFFAOYSA-N Decylamine Chemical compound CCCCCCCCCCN MHZGKXUYDGKKIU-UHFFFAOYSA-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
- 229920000181 Ethylene propylene rubber Polymers 0.000 description 1
- 239000004716 Ethylene/acrylic acid copolymer Substances 0.000 description 1
- JHWNWJKBPDFINM-UHFFFAOYSA-N Laurolactam Chemical compound O=C1CCCCCCCCCCCN1 JHWNWJKBPDFINM-UHFFFAOYSA-N 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 1
- GYCMBHHDWRMZGG-UHFFFAOYSA-N Methylacrylonitrile Chemical compound CC(=C)C#N GYCMBHHDWRMZGG-UHFFFAOYSA-N 0.000 description 1
- GHAZCVNUKKZTLG-UHFFFAOYSA-N N-ethyl-succinimide Natural products CCN1C(=O)CCC1=O GHAZCVNUKKZTLG-UHFFFAOYSA-N 0.000 description 1
- HDFGOPSGAURCEO-UHFFFAOYSA-N N-ethylmaleimide Chemical compound CCN1C(=O)C=CC1=O HDFGOPSGAURCEO-UHFFFAOYSA-N 0.000 description 1
- 229920000571 Nylon 11 Polymers 0.000 description 1
- 229920000299 Nylon 12 Polymers 0.000 description 1
- 229920003189 Nylon 4,6 Polymers 0.000 description 1
- PLZVEHJLHYMBBY-UHFFFAOYSA-N Tetradecylamine Chemical compound CCCCCCCCCCCCCCN PLZVEHJLHYMBBY-UHFFFAOYSA-N 0.000 description 1
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 1
- QYKIQEUNHZKYBP-UHFFFAOYSA-N Vinyl ether Chemical class C=COC=C QYKIQEUNHZKYBP-UHFFFAOYSA-N 0.000 description 1
- 230000002159 abnormal effect Effects 0.000 description 1
- 239000006096 absorbing agent Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 229920003231 aliphatic polyamide Polymers 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 239000002216 antistatic agent Substances 0.000 description 1
- 229920003235 aromatic polyamide Polymers 0.000 description 1
- SIIVGPQREKVCOP-UHFFFAOYSA-N but-1-en-1-ol Chemical compound CCC=CO SIIVGPQREKVCOP-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
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- 239000004917 carbon fiber Substances 0.000 description 1
- HNEGQIOMVPPMNR-IHWYPQMZSA-N citraconic acid Chemical compound OC(=O)C(/C)=C\C(O)=O HNEGQIOMVPPMNR-IHWYPQMZSA-N 0.000 description 1
- 229940018557 citraconic acid Drugs 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- YPHMISFOHDHNIV-FSZOTQKASA-N cycloheximide Chemical compound C1[C@@H](C)C[C@H](C)C(=O)[C@@H]1[C@H](O)CC1CC(=O)NC(=O)C1 YPHMISFOHDHNIV-FSZOTQKASA-N 0.000 description 1
- YWJUZWOHLHBWQY-UHFFFAOYSA-N decanedioic acid;hexane-1,6-diamine Chemical compound NCCCCCCN.OC(=O)CCCCCCCCC(O)=O YWJUZWOHLHBWQY-UHFFFAOYSA-N 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- JRBPAEWTRLWTQC-UHFFFAOYSA-N dodecylamine Chemical compound CCCCCCCCCCCCN JRBPAEWTRLWTQC-UHFFFAOYSA-N 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- UIWXSTHGICQLQT-UHFFFAOYSA-N ethenyl propanoate Chemical compound CCC(=O)OC=C UIWXSTHGICQLQT-UHFFFAOYSA-N 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 238000001125 extrusion Methods 0.000 description 1
- 239000003063 flame retardant Substances 0.000 description 1
- 239000001530 fumaric acid Substances 0.000 description 1
- 239000003365 glass fiber Substances 0.000 description 1
- VOZRXNHHFUQHIL-UHFFFAOYSA-N glycidyl methacrylate Chemical compound CC(=C)C(=O)OCC1CO1 VOZRXNHHFUQHIL-UHFFFAOYSA-N 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- KAJZYANLDWUIES-UHFFFAOYSA-N heptadecan-1-amine Chemical compound CCCCCCCCCCCCCCCCCN KAJZYANLDWUIES-UHFFFAOYSA-N 0.000 description 1
- BUHXFUSLEBPCEB-UHFFFAOYSA-N icosan-1-amine Chemical compound CCCCCCCCCCCCCCCCCCCCN BUHXFUSLEBPCEB-UHFFFAOYSA-N 0.000 description 1
- 230000001771 impaired effect Effects 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 150000003951 lactams Chemical class 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 125000005397 methacrylic acid ester group Chemical group 0.000 description 1
- 150000002763 monocarboxylic acids Chemical class 0.000 description 1
- SEEYREPSKCQBBF-UHFFFAOYSA-N n-methylmaleimide Chemical compound CN1C(=O)C=CC1=O SEEYREPSKCQBBF-UHFFFAOYSA-N 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- INAMEDPXUAWNKL-UHFFFAOYSA-N nonadecan-1-amine Chemical compound CCCCCCCCCCCCCCCCCCCN INAMEDPXUAWNKL-UHFFFAOYSA-N 0.000 description 1
- FJDUDHYHRVPMJZ-UHFFFAOYSA-N nonan-1-amine Chemical compound CCCCCCCCCN FJDUDHYHRVPMJZ-UHFFFAOYSA-N 0.000 description 1
- IOQPZZOEVPZRBK-UHFFFAOYSA-N octan-1-amine Chemical compound CCCCCCCCN IOQPZZOEVPZRBK-UHFFFAOYSA-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
- 239000004014 plasticizer Substances 0.000 description 1
- 150000003141 primary amines Chemical class 0.000 description 1
- DOKHEARVIDLSFF-UHFFFAOYSA-N prop-1-en-1-ol Chemical compound CC=CO DOKHEARVIDLSFF-UHFFFAOYSA-N 0.000 description 1
- 239000005060 rubber Substances 0.000 description 1
- 229920006012 semi-aromatic polyamide Polymers 0.000 description 1
- 229920003051 synthetic elastomer Polymers 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 229920001169 thermoplastic Polymers 0.000 description 1
- 239000004416 thermosoftening plastic Substances 0.000 description 1
- 150000004992 toluidines Chemical class 0.000 description 1
- ABVVEAHYODGCLZ-UHFFFAOYSA-N tridecan-1-amine Chemical compound CCCCCCCCCCCCCN ABVVEAHYODGCLZ-UHFFFAOYSA-N 0.000 description 1
- QFKMMXYLAPZKIB-UHFFFAOYSA-N undecan-1-amine Chemical compound CCCCCCCCCCCN QFKMMXYLAPZKIB-UHFFFAOYSA-N 0.000 description 1
- 238000001291 vacuum drying Methods 0.000 description 1
- 229920001567 vinyl ester resin Polymers 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 150000003751 zinc Chemical class 0.000 description 1
Landscapes
- Compositions Of Macromolecular Compounds (AREA)
Abstract
Description
【発明の詳細な説明】
〈産業上の利用分野〉
本発明は強靭で耐熱性、耐薬品性及び成形加工性に優れ
た熱可塑性樹脂組成物に関する。更に詳しくは、ポリア
ミド樹脂の靭性、吸水性、及び耐薬品性に劣るイミド化
共重合体の耐薬品性の両方を改善することを目的とする
。すなわち、特定のイミド化共重合体と、モノアミンを
用いて末端基が特定の濃度比になるように変性したポリ
アミド樹脂、及び特定の官能基で変性されたポリオレフ
ィンとを溶融混練してなる熱可塑性樹脂組成物に関する
。DETAILED DESCRIPTION OF THE INVENTION <Industrial Application Field> The present invention relates to a thermoplastic resin composition that is tough and has excellent heat resistance, chemical resistance, and moldability. More specifically, the purpose is to improve both the toughness and water absorption of polyamide resins, and the chemical resistance of imidized copolymers, which are inferior in chemical resistance. In other words, a thermoplastic product made by melt-kneading a specific imidized copolymer, a polyamide resin modified using a monoamine so that the terminal groups have a specific concentration ratio, and a polyolefin modified with a specific functional group. The present invention relates to a resin composition.
〈従来の技術及び問題点〉
ポリアミド樹脂は、優れた機械的性質、耐薬品性及び成
形加工性を有していることから、広く一般に使用されで
いる。しかしながら、ポリアミド樹脂は吸湿性が大きく
、吸湿によって寸法変化、機械的強度の低下が起こるこ
とから実用上問題があった。<Prior Art and Problems> Polyamide resins are widely used because they have excellent mechanical properties, chemical resistance, and moldability. However, polyamide resins are highly hygroscopic, and moisture absorption causes dimensional changes and decreases in mechanical strength, which poses practical problems.
これらの問題を解決するために特開昭５７−５７７１９
号公報、特開昭５８〜７１９５２号公報、特開昭６０−
８６１６２号公報、特開昭６０−１９５１５７号公報、
特開昭６４−７９２４３号公報及び特開平１−２１０４
４４号公報には、ポリアミドに、吸湿性の小さい芳香族
ビニル系の重合体を混合する方法が記載されている。こ
の場合、相溶性を付加するために芳香族ビニル化合物に
不飽和ジカルボン酸無水物や不飽和ジカルボン酸イミド
−゛誘導体を共重合する方法がとられている。In order to solve these problems, Japanese Patent Application Publication No. 57-57719
No. 1, JP-A-58-71952, JP-A-60-
No. 86162, JP-A-60-195157,
JP-A-64-79243 and JP-A-1-2104
No. 44 describes a method of mixing an aromatic vinyl polymer with low hygroscopicity into polyamide. In this case, in order to add compatibility, a method is used in which an unsaturated dicarboxylic acid anhydride or an unsaturated dicarboxylic acid imide derivative is copolymerized with the aromatic vinyl compound.
しかしながら、これらの方法では、何れも、得られる樹
脂組成物の靭性が低く、実用上問題があった。However, in all of these methods, the toughness of the resulting resin composition is low, which poses a practical problem.
また、特開昭６２−５９６４７号公報及び特開昭６３−
１０５０５１号公報には、イミド化共重合体とポリアミ
ドの混合物に特定のゴム状重合体を添加して衝撃性を改
良した組成物も知られている。Also, JP-A-62-59647 and JP-A-63-
No. 105051 also discloses a composition in which a specific rubbery polymer is added to a mixture of an imidized copolymer and a polyamide to improve impact properties.
しかし、これらの組成物でもそれぞれの成分の相溶性が
まだ充分ではなく、得られる混合物の機械的性質、特に
引っ張り伸度が小さいという問題があった。However, even in these compositions, the compatibility of the respective components is still insufficient, and the mechanical properties of the resulting mixture, particularly the tensile elongation, are low.
く問題を解決しようとする手段〉
゛本発明は、ポリアミド樹脂成分にモノアミンを用いて
末端基濃度の比が特定の値になるように変成したポリア
ミド樹脂を用いることにより、引っ張り伸度の大きい樹
脂組成物が得られることを見出した。Means for Solving Problems〉 〛The present invention uses a polyamide resin that has been modified by using a monoamine in the polyamide resin component so that the ratio of the terminal group concentration becomes a specific value, thereby producing a resin with high tensile elongation. It has been found that a composition can be obtained.
すなわち、本発明は、
Ａ成分：芳香族ビニル単量体３０〜７０重量％、不飽和
ジカルボン酸イ、ミド誘導体０〜６０重量％、不飽和ジ
カルボン酸無水物単量体１〜１０重量％、及びそれらと
共重合可能な他の不飽和ビニル誘導体０〜４０重量％と
からなるイミド化共重合体１０〜８０重量％と、
Ｂ成分：モノマー１モルに対して１／１００〜１７１０
００モルの炭素数３〜２０の脂肪族第１級モノアミンま
たは芳香族第１級モノアミンを用いて末端アミノ基濃度
と末端カルボキシル基濃度の比（−ＮＨ２〕／ Ｃ−Ｃ
０ＯＨ’Ｊを１． １〜１０になるように調整したポリ
アミド樹脂２０〜９０重量％及び、
Ｃ成分：カルボキシル基、酸無水物基、エポキシ基、カ
ルボン酸金属塩基、ヒドロキシル基及びアミノ基から選
ばれる少なくとも１種の官能基で変性されたポリオレフ
ィン１〜３０重量％とからなる熱可塑性樹脂組成物に関
する。That is, the present invention comprises: Component A: 30 to 70% by weight of aromatic vinyl monomer, 0 to 60% by weight of unsaturated dicarboxylic acid and mido derivatives, 1 to 10% by weight of unsaturated dicarboxylic acid anhydride monomer, and 10 to 80% by weight of an imidized copolymer consisting of 0 to 40% by weight of other unsaturated vinyl derivatives copolymerizable with them, and component B: 1/100 to 1710 per mole of monomer.
Using 00 moles of aliphatic primary monoamine or aromatic primary monoamine having 3 to 20 carbon atoms, the ratio of terminal amino group concentration to terminal carboxyl group concentration (-NH2]/C-C
0OH'J to 1. 20 to 90% by weight of a polyamide resin adjusted to have a concentration of 1 to 10, and component C: at least one functional group selected from a carboxyl group, an acid anhydride group, an epoxy group, a carboxylic acid metal base, a hydroxyl group, and an amino group. 1 to 30% by weight of a polyolefin modified with a group.
本発明Ａ成分のイミド化共重合体の製造方法として一例
を挙げると、芳香族ビニル単量体、不飽和ジカルボン酸
イミド誘導体、不飽和ジカルボン酸無水物単量体及び必
要ならばそれらと共重合可能な他の不飽和ビニル誘導体
を公知の方法で共重合させて得ることができる。One example of the method for producing the imidized copolymer of component A of the present invention is to copolymerize aromatic vinyl monomers, unsaturated dicarboxylic acid imide derivatives, unsaturated dicarboxylic acid anhydride monomers, and if necessary, copolymerization thereof. Possible other unsaturated vinyl derivatives can be obtained by copolymerization using known methods.
芳香族ビニル単量体としては、スチレン、メチルスチレ
ン、ジメチルスチレン、モノクロルスチレン、ジクロル
スチレン、モノブロムスチレン、ジブロムスチレン、イ
ソプロピルスチレン、ｔブチルスチレン、エチルスチレ
ン、ビニルナフタレン等があり、スチレンが好ましい。Examples of aromatic vinyl monomers include styrene, methylstyrene, dimethylstyrene, monochlorostyrene, dichlorostyrene, monobromstyrene, dibromstyrene, isopropylstyrene, t-butylstyrene, ethylstyrene, vinylnaphthalene, etc. preferable.
これら芳香族ビニル単量体は、単独または２種以上併用
して用い、それらの使用量は、３０〜７０重量％、好ま
しくは４０〜６０重量％である。These aromatic vinyl monomers are used alone or in combination of two or more, and the amount used is 30 to 70% by weight, preferably 40 to 60% by weight.
該使用量が３０重量％未満では、寸法安定性が損なわれ
、７０重量％を越えると耐熱性が低下する。If the amount used is less than 30% by weight, dimensional stability will be impaired, and if it exceeds 70% by weight, heat resistance will be decreased.
不飽和ジカルボン酸イミド誘導体としては、マレイミド
、Ｎ−メチルマレイミド、Ｎ−エチルマレイミド、Ｎ−
ブチルマレイミド、Ｎ−シクロへキシルマレイミド、Ｎ
−フェニルマレイミド４．Ｎメチルフェニルマレイミド
、Ｎ−ヒドロキシフェニルマレイミド、Ｎ−メトキンフ
ェニルマレイミド、Ｎ−クロルフェニルマレイミド、Ｎ
−ニトロフェニルマレイミド、Ｎ−ヘンシルマレイミド
”、Ｎ−イソプロピルマレイミド、Ｎ−メチルイタコン
酸イミド、Ｎ−フェニルイタコン酸イミド等が挙げられ
、これらの中でＮ−フェニルマレイミドが好ましく用い
られる。Examples of unsaturated dicarboxylic acid imide derivatives include maleimide, N-methylmaleimide, N-ethylmaleimide, N-
Butylmaleimide, N-cyclohexylmaleimide, N
-Phenylmaleimide4. N-methylphenylmaleimide, N-hydroxyphenylmaleimide, N-methquinphenylmaleimide, N-chlorophenylmaleimide, N
-nitrophenylmaleimide, N-hensylmaleimide, N-isopropylmaleimide, N-methylitaconimide, N-phenylitaconimide, etc. Among these, N-phenylmaleimide is preferably used.
これらの不飽和ジカルボン酸イミド誘導体は、単独また
は２種以上併用して使用され、その使用量は、３０〜６
０重量％、好ましくは４０〜５５重量％である。These unsaturated dicarboxylic acid imide derivatives are used alone or in combination of two or more, and the amount used is 30 to 6
0% by weight, preferably 40-55% by weight.
該使用量が３０重量％未満では、耐熱性向上に顕著な効
果が発揮できず、６０重量％を越えると樹脂が脆くなる
。If the amount used is less than 30% by weight, no significant effect on improving heat resistance can be exhibited, and if it exceeds 60% by weight, the resin becomes brittle.
不飽和ジカルボン酸無水物としては、マレイン酸、イタ
コン酸、シトラコン酸等の無水物が挙げられ、これらは
単独または２種以上併用して用いられるが、無水マレイ
ン酸が特に好ましい。これら不飽和ジカルボン酸無水物
の使用量は１〜１０重量％、好ましくは２〜６重量％で
あり、該使用量が１重量％未満ではポリアミドとの相溶
性が劣り、１０重量％を越えると熱安定性が低下したり
、溶融混練時に異常に熔融粘度が上昇するなどの問題が
ある。Examples of the unsaturated dicarboxylic anhydride include anhydrides such as maleic acid, itaconic acid, and citraconic acid, which may be used alone or in combination of two or more, with maleic anhydride being particularly preferred. The amount of these unsaturated dicarboxylic acid anhydrides used is 1 to 10% by weight, preferably 2 to 6% by weight. If the amount used is less than 1% by weight, the compatibility with polyamide is poor, and if it exceeds 10% by weight, There are problems such as a decrease in thermal stability and an abnormal increase in melt viscosity during melt-kneading.
それらと共重合可能な他の不飽和ビニル誘導体としては
、アクリロニトリル、メタクリロニトリル等のシアン化
ビニル単量体、アクリル酸、メタクリル酸等の不飽和カ
ルボン酸、メタクリル酸エステル等の不飽和カルボン酸
エステル類等が挙げられる
これらの使用量は、０〜４０重量％であり、好ましくは
０〜３０重量％であり、該使用量が４０重量％を越える
と耐熱性及び熱安定性が低下する。Other unsaturated vinyl derivatives that can be copolymerized with them include vinyl cyanide monomers such as acrylonitrile and methacrylonitrile, unsaturated carboxylic acids such as acrylic acid and methacrylic acid, and unsaturated carboxylic acids such as methacrylic acid esters. The amount used of these materials, including esters, is 0 to 40% by weight, preferably 0 to 30% by weight. If the amount used exceeds 40% by weight, heat resistance and thermal stability will decrease.
これらの単量体成分を共重合させて得られる重合物と同
し組成を持つものならば、製造方法は問わず、芳香族ビ
ニル単量体、不飽和ジカルボン酸無水物、及び必要なら
ば、それらと共重合可能な他の不飽和ビニル誘導体を共
重合させた後、アンモニアまたは第一級アミンを用いて
酸無水物基をイミド化して得られる重合物も好ましく使
用できる。Regardless of the manufacturing method, as long as it has the same composition as the polymer obtained by copolymerizing these monomer components, an aromatic vinyl monomer, an unsaturated dicarboxylic acid anhydride, and if necessary, A polymer obtained by copolymerizing other unsaturated vinyl derivatives copolymerizable with them and then imidizing the acid anhydride group using ammonia or a primary amine can also be preferably used.
また、本発明Ｂ成分の末端変性ポリアミド樹脂の種類に
特に制限はなく、ジカルボン酸とジアミンから得られる
ポリアミド、アミノカルボン酸あるいはラクタム類から
得られるポリアミドを用いることができる。具体例を挙
げるとナイロン６、ナイロン６・６、ナイロン６・９、
ナイロン４・６、ナイロン６・１０、ナイロン６・】２
、ナイロン１１、ナイロン１２等の脂肪族ポリアミドあ
るいはテレフタル酸、イソフタル酸等の芳香族ジカルボ
ン酸とメタキシリレンジアミン等の芳香族ジアミンまた
は脂肪族ジアミンから得られる芳香族、半芳香族ポリア
ミド、メタキシリレンジアミン等の芳香族ジアミンと脂
肪族ジカルボン酸から得られるポリアミドおよびそれら
の共重合体や混合物が使用できる。Furthermore, there is no particular restriction on the type of terminal-modified polyamide resin used as component B of the present invention, and polyamides obtained from dicarboxylic acids and diamines, polyamides obtained from aminocarboxylic acids, or lactams can be used. Specific examples include nylon 6, nylon 6.6, nylon 6.9,
Nylon 4/6, Nylon 6/10, Nylon 6/】2
, aliphatic polyamides such as nylon 11 and nylon 12, or aromatic or semi-aromatic polyamides obtained from aromatic dicarboxylic acids such as terephthalic acid and isophthalic acid, and aromatic diamines or aliphatic diamines such as metaxylylene diamine, metaxylylene diamine, etc. Polyamides obtained from aromatic diamines such as diamine and aliphatic dicarboxylic acids, and copolymers and mixtures thereof can be used.
末端基調整剤としては炭素数３〜２０の脂肪族モノアミ
ンまたは芳香族モノアミンが用いられ、具体例としては
プロピルアミン、ヘキシルアミン、オクチルアミン、ノ
ニルアミン、デシルアミン、ウンデシルアミン、ドデシ
ルアミン、トリデシルアミン、テトラデシルアミン、ペ
ンタデシルアミン、セシルアミン、ヘプタデシルアミン
、オクタデシルアミン、ノナデシルアミン、エイコシル
アミン等の脂肪族第一級モノアミン、アニリン、トルイ
ジン、ベンジルアミン、ナフチルアミン等の芳香族第一
級モノアミン等が挙げられる。 これらモノアミンは単
独または２種以上併用して用いられ、その添加量は千ツ
マー１モルに対して１／１００〜１／１０００モル、好
ましくは１／１５０〜１／８００モルである。該添加量
が１／１００モルを越えるとポリアミドの重合に長時間
を要し、１／１０００モル未満では末端変性の効果が少
ない。末端変性ポリアミドのアミノ基濃度とカルボキシ
ル基濃度の比［−１’！Ｈ２〕／ Ｃ−Ｃ０ＯＨ］は１
．１〜１０であり、１．１未満では末端変性の効果が少
なく、１０を越えるものはポリマーの分子量が低いため
実用的でない。As the terminal group regulator, an aliphatic monoamine or an aromatic monoamine having 3 to 20 carbon atoms is used, and specific examples include propylamine, hexylamine, octylamine, nonylamine, decylamine, undecylamine, dodecylamine, and tridecylamine. , aliphatic primary monoamines such as tetradecylamine, pentadecylamine, cecylamine, heptadecylamine, octadecylamine, nonadecylamine, eicosylamine, aromatic primary monoamines such as aniline, toluidine, benzylamine, naphthylamine, etc. Can be mentioned. These monoamines may be used alone or in combination of two or more, and the amount added is 1/100 to 1/1000 mol, preferably 1/150 to 1/800 mol, per 1 mol of monoamine. When the amount added exceeds 1/100 mole, it takes a long time to polymerize the polyamide, and when it is less than 1/1000 mole, the effect of terminal modification is small. Ratio of amino group concentration to carboxyl group concentration of terminal-modified polyamide [-1'! H2]/C-C0OH] is 1
．． If it is less than 1.1, the effect of terminal modification is small, and if it is more than 10, it is not practical because the molecular weight of the polymer is low.
Ｃ成分のカルボキシル基、酸無水物基、エポキシ基、カ
ルボン酸金属塩基、酸無水物がイミド化された官能基、
ヒドロキシル基及びアミン基から選ばれる少なくとも１
種の官能基で変性されたポリオレフィンの製造方法は特
に制限はないが、オレフィンとこれらの官能基を有する
不飽和単量体を共重合する方法、ポリオレフィンにこれ
らの官能基を持つ単量体をグラフトする方法等が挙げら
れる。ここで使用されるオレフィンとしては、エチレン
、プロピレン、ブテン−１，４−メチルペンテン−１等
が挙げられ、酢酸ビニル、プロピオン酸ビニル等のビニ
ルエステル類、ビニルエーテル類等を共重合成分として
含んでも良い。またこれらと共重合あるいはグラフトさ
れる官能基を持った単量体としてはアクリル酸、メタク
リル酸等の不飽和モノカルボン酸、マレイン酸、フマル
酸、イタコン酸等の不飽和ジカルボン酸およびそれらの
無水物、アクリル酸グリシジル、メタクリル酸グリシジ
ル等の不飽和カルボン酸グリシジルエステル等がある。Carboxyl group, acid anhydride group, epoxy group, carboxylic acid metal base, functional group imidized with acid anhydride of component C,
At least one selected from hydroxyl group and amine group
There are no particular restrictions on the method for producing polyolefins modified with functional groups, but methods include copolymerizing olefins with unsaturated monomers having these functional groups, and adding monomers having these functional groups to polyolefins. Examples include a method of grafting. The olefins used here include ethylene, propylene, butene-1,4-methylpentene-1, etc., and may also contain vinyl esters such as vinyl acetate and vinyl propionate, vinyl ethers, etc. as copolymerization components. good. Monomers with functional groups that can be copolymerized or grafted with these include unsaturated monocarboxylic acids such as acrylic acid and methacrylic acid, unsaturated dicarboxylic acids such as maleic acid, fumaric acid, and itaconic acid, and their anhydrides. There are unsaturated carboxylic acid glycidyl esters such as glycidyl acrylate and glycidyl methacrylate.
またマレイミド、Ｎ−フェニルマレイミド等の不飽和ジ
カルボン酸のイミド′化物、ヒドロキシプロペン、ヒド
ロキシブテン等の不飽和アルコール等ヒドロキシル基と
２重結合を有する化合物、メタクリル酸アミツユチル、
アクリルアミドアリルアミン、アミノスチレン等のよう
にアミノ基を有するビニル系化合物等も好ましく用いら
れる。またこのようにして得られた重合体をアイオノマ
ー化したものも好ましく使用できる。In addition, imidized products of unsaturated dicarboxylic acids such as maleimide and N-phenylmaleimide, compounds having a hydroxyl group and a double bond such as unsaturated alcohols such as hydroxypropene and hydroxybutene, amityutil methacrylate,
Vinyl compounds having amino groups such as acrylamide allylamine and aminostyrene are also preferably used. In addition, ionomerized polymers obtained in this manner can also be preferably used.
Ａ成分のイミド化共重合体とＢ成分のポリアミド樹脂及
びＣ成分の変性ポリオレフィンの混合割合はイミド化共
重合体１０〜８０重量％、ポリアミド樹脂２０〜９０重
量％、変性ポリオレフィン１〜３０重量％であり、イミ
ド化共重合体が１０重量％未満では吸湿性改良に顕著な
効果を発揮できず、８０重量％を越えると機械的強度に
欠ける材料となる。The mixing ratio of the imidized copolymer as component A, the polyamide resin as component B, and the modified polyolefin as component C is 10 to 80% by weight of imidized copolymer, 20 to 90% by weight of polyamide resin, and 1 to 30% by weight of modified polyolefin. If the amount of the imidized copolymer is less than 10% by weight, it will not be able to exhibit a significant effect in improving moisture absorption, and if it exceeds 80% by weight, the material will lack mechanical strength.
ポリアミド樹脂が２０重量％未満では得られる樹脂が脆
くなり、９０重量％を越えると吸湿性および耐熱性に劣
る。変性ポリオレフィンが１重量％未満では耐衝撃性に
効果がない。３０重量％を越えると耐熱性が大幅に低下
し好ましくない。If the polyamide resin content is less than 20% by weight, the resin obtained will be brittle, and if it exceeds 90% by weight, the hygroscopicity and heat resistance will be poor. If the modified polyolefin is less than 1% by weight, it has no effect on impact resistance. If it exceeds 30% by weight, the heat resistance will be significantly lowered, which is not preferable.
イミド化共重合体とポリアミド樹脂及び変性ポリオレフ
ィンとの溶融混線の方法には制限はなく、ニーダ−１単
軸または２軸以上の押出機等、公知のものが使用できる
。There are no restrictions on the method of melt-mixing the imidized copolymer, polyamide resin, and modified polyolefin, and known methods such as a kneader 1 single-screw extruder or an extruder with two or more screws can be used.
また、本発明の熱可塑性樹脂に、酸化防止剤、難燃剤、
帯電防止剤、紫外線吸収剤、着色剤、可塑剤、滑剤、ガ
ラス繊維、カーボン繊維、炭酸カルシウム、タルク等を
添加することもできる。Further, the thermoplastic resin of the present invention may include antioxidants, flame retardants,
Antistatic agents, ultraviolet absorbers, colorants, plasticizers, lubricants, glass fibers, carbon fibers, calcium carbonate, talc, etc. can also be added.
〈実施例〉 以下、実施例によって本発明を説明する。<Example> The present invention will be explained below with reference to Examples.
製造例１
ε−カプロラクタム１００重蓋部と水２０重量部および
オクタデシルアミン１．２０重量部（εカプロラクタム
の１１５００ｍｏｌ）をオートクレーブ中に入れ密封し
、２４０°Ｃに加熱した。Production Example 1 100 parts by weight of ε-caprolactam, 20 parts by weight of water, and 1.20 parts by weight of octadecylamine (11,500 mol of ε-caprolactam) were placed in an autoclave, the autoclave was sealed, and the autoclave was heated to 240°C.
圧力が一定（約１７． ５ Ｋ ｇ／ ｃ ｍ２〕ニな
った後、２時間加熱を続け、放圧しながら、温度を２６
０°Ｃに上げた後、窒素気流下でさらに３時間重合を行
った。得られたポリアミドを熱水で洗浄した後、１１０
”Ｃで真空乾燥した。これをモノアミン変性ポリアミド
ＰＡ−１とした。ＰＡ−１の分析値を第１表に示す。After the pressure became constant (approximately 17.5 K g/cm2), heating was continued for 2 hours, and while the pressure was released, the temperature was lowered to 26 kg.
After raising the temperature to 0°C, polymerization was further carried out for 3 hours under a nitrogen stream. After washing the obtained polyamide with hot water, 110
This was designated as monoamine-modified polyamide PA-1. The analytical values of PA-1 are shown in Table 1.
製造例２〜４
オクタデシルアミンの添加量を表１のように変え、製造
例１と同様に重合し、それぞれ、ＰＡ２〜ＰＡ−４とし
た。ＰＡ−２〜４の分析値を第１表に示す。Production Examples 2 to 4 Polymerization was carried out in the same manner as in Production Example 1, changing the amount of octadecylamine added as shown in Table 1, resulting in PA2 to PA-4, respectively. The analytical values of PA-2 to PA-4 are shown in Table 1.
第
表
（オクタデシルアミンＵ［ｌｉり
卿υ文は９８艷殺した
実施例１
モノアミン変性ポリアミドＰＡ−１とスチレン、Ｎ−フ
ェニルマレイミド、無水マレイン酸を、それぞれ、４３
．６重量％、５２．６重量％、３゜７重量％を含むイミ
ド化共重合体（電気化学工業製ＭＳ−Ｌ）および無水マ
レイン酸変性エチレン・プロピレンゴム（日本合成ゴム
社製Ｔ７７６１Ｐ）を重量比５２：３３：１５で混合し
２軸押用機（東洋精機製作断裂２Ｄ２５−５）を用いて
２９０°Ｃで溶融混練した。Table 1 (Example 1 in which octadecylamine U was killed at 98%) Monoamine-modified polyamide PA-1, styrene, N-phenylmaleimide, and maleic anhydride were each mixed at 43%
．． An imidized copolymer (MS-L manufactured by Denki Kagaku Kogyo Co., Ltd.) containing 6% by weight, 52.6% by weight, and 3.7% by weight and maleic anhydride modified ethylene propylene rubber (T7761P manufactured by Nippon Gosei Rubber Co., Ltd.) by weight. The mixtures were mixed at a ratio of 52:33:15 and melt-kneaded at 290°C using a twin-screw extruder (Toyo Seiki Seisaku Kaken 2D25-5).
溶融した樹脂をストランド状に押し出し、そのストラン
ドをペレタイザーにてカッティングして、目的とする樹
脂を得た。得られた樹脂組成物を１１０°Ｃで真空乾燥
した後、２７０°Ｃで射出成形を行いＡＳＴＭＩ号ダン
ヘルの試験片を作成した。The molten resin was extruded into a strand, and the strand was cut with a pelletizer to obtain the desired resin. The obtained resin composition was vacuum dried at 110°C, and then injection molded at 270°C to prepare a test piece of ASTMI No. Danher.
このダンヘル片をＡＳＴＭ規格Ｄ−６３８に従って引っ
張り伸度を測定した。結果を表２に示す。The tensile elongation of this Danher piece was measured according to ASTM standard D-638. The results are shown in Table 2.
実施例 ２〜４
モノアミン変性ポリアミドをＰＡ−２、ＰＡ−３及びＰ
Ａ−４に変えて、実施例１と同様の操作を行った。Examples 2-4 Monoamine-modified polyamides PA-2, PA-3 and P
The same operation as in Example 1 was performed except for using A-4.
実施例５
変性ポリオレフィンをエチレン・アクリル酸共重合体亜
鉛塩（三井・デュポンポリケミ−カル社製ハイミラン１
８５５）に変え、実施例１と同様の操作を行った。Example 5 Modified polyolefin was treated with ethylene/acrylic acid copolymer zinc salt (Himilan 1 manufactured by DuPont Mitsui Polychemical Co., Ltd.).
855), and the same operation as in Example 1 was performed.
実施例６
変性ポリオレフィンをエチレン・グリシジルメタクリレ
ート共重合体（住友化学工業製ボンドファーストＥ）に
変え、実施例１と同様の操作を行った。Example 6 The same operation as in Example 1 was performed except that the modified polyolefin was replaced with an ethylene/glycidyl methacrylate copolymer (Bond Fast E manufactured by Sumitomo Chemical Industries).
比較例１
未変性ポリアミド６（宇部興産製１０１３Ｂ）、実施例
１で使用したイミド化共重合体（電気化学工業製ＭＳ−
Ｌ）および無水マレイン酸変性エチレン・プロピレンゴ
ム（日本合成ゴム社製Ｔ７７６１Ｐ）を重量比５２：３
３：１５で混合し２軸押用機（東洋精機製作断裂２Ｄ２
５−３）を用いて２９０°Ｃで熔融混練した。得られた
組成物を１１０°Ｃで真空乾燥した後、実施例１と同様
の評価を行った。Comparative Example 1 Unmodified polyamide 6 (1013B manufactured by Ube Industries), imidized copolymer used in Example 1 (MS- manufactured by Denki Kagaku Kogyo)
L) and maleic anhydride modified ethylene/propylene rubber (T7761P manufactured by Japan Synthetic Rubber Co., Ltd.) at a weight ratio of 52:3.
Mix at 3:15 and use a twin-screw extrusion machine (Toyo Seiki rupture 2D2).
5-3) at 290°C. After vacuum drying the obtained composition at 110°C, the same evaluation as in Example 1 was performed.
比較例２
変性ポリオレフィンをエチレン・グリシジルメタクリレ
ート共重合体（住友化学工業製ポンドファーストＥ）に
変え、比較例工と同様の操作を行った。Comparative Example 2 The same operation as in Comparative Example was carried out except that the modified polyolefin was replaced with an ethylene glycidyl methacrylate copolymer (Pondfast E manufactured by Sumitomo Chemical Industries).
これらの結果を、第２表に示す。These results are shown in Table 2.
第
表
〈発明の効果〉
前述の通り、本発明で開示された特定のモノアミンを用
いて末端調整したポリアミドと特定のマレイミド系共重
合体、及び特定の官能基で変性されたポリオレフィンを
熔融混練することにより、＠楯的特性特に引張り伸びに
優れた組成物を得ることができた。この組成物は自動車
部品、電気部品、その他建材雑貨部品等の用途に好適に
使用することができる。Table 1 <Effects of the Invention> As mentioned above, a polyamide terminal-adjusted using a specific monoamine disclosed in the present invention, a specific maleimide copolymer, and a polyolefin modified with a specific functional group are melt-kneaded. As a result, it was possible to obtain a composition with excellent shield properties, especially tensile elongation. This composition can be suitably used for applications such as automobile parts, electrical parts, and other building materials and miscellaneous parts.
特許比、願人 宇部興産株式会社Patent ratio, applicant Ube Industries Co., Ltd.
Claims (1)
不飽和ジカルボン酸イミド誘導体０〜６０重量％、不飽
和ジカルボン酸無水物単量体１〜１０重量％、及びそれ
らと共重合可能な他の不飽和ビニル誘導体０〜４０重量
％とからなるイミド化共重合体１０〜７９重量％と、 Ｂ成分：モノマー１モルに対して１／１００〜１／１０
００モルの炭素数３〜２０の脂肪族第１級モノアミンま
たは芳香族第１級モノアミンを用いて末端アミノ基濃度
と末端カルボキシル基濃度の比〔−ＮＨ＿２〕／〔−Ｃ
ＯＯＨ〕を１．１〜１０になるように調整したポリアミ
ド樹脂２０〜９０重量％及び、 Ｃ成分：カルボキシル基、酸無水物基、エポキシ基、カ
ルボン酸金属塩基、ヒドロキシル基及びアミノ基から選
ばれる少なくとも１種の官能基で変性されたポリオレフ
ィン１〜３０重量％とからなることを特徴とする熱可塑
性樹脂組成物。(1) Component A: 30 to 70% by weight of aromatic vinyl monomer,
Imidization consisting of 0 to 60% by weight of an unsaturated dicarboxylic acid imide derivative, 1 to 10% by weight of an unsaturated dicarboxylic anhydride monomer, and 0 to 40% by weight of another unsaturated vinyl derivative copolymerizable with them. 10 to 79% by weight of copolymer, component B: 1/100 to 1/10 per mole of monomer
The ratio of terminal amino group concentration to terminal carboxyl group concentration [-NH_2]/[-C
20 to 90% by weight of a polyamide resin adjusted to have an OOH] of 1.1 to 10, and component C: selected from carboxyl groups, acid anhydride groups, epoxy groups, carboxylic acid metal bases, hydroxyl groups, and amino groups. 1. A thermoplastic resin composition comprising 1 to 30% by weight of a polyolefin modified with at least one functional group.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP19066790A JPH0480248A (en) | 1990-07-20 | 1990-07-20 | Thermoplastic resin composition |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP19066790A JPH0480248A (en) | 1990-07-20 | 1990-07-20 | Thermoplastic resin composition |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPH0480248A true JPH0480248A (en) | 1992-03-13 |
Family
ID=16261896
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP19066790A Pending JPH0480248A (en) | 1990-07-20 | 1990-07-20 | Thermoplastic resin composition |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH0480248A (en) |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5962948A (en) * | 1993-06-28 | 1999-10-05 | Kone Oy | Elevator motor with flat construction |
| US6822032B2 (en) * | 2003-02-06 | 2004-11-23 | General Electric Company | Impact modified compositions of polyimide and polyamide resins |
| USRE39416E1 (en) | 1999-01-08 | 2006-12-05 | Lg Electronics Inc. | Structure of rotor for outer rotor type brushless motor |
| JP2007104820A (en) * | 2005-10-05 | 2007-04-19 | Nissan Motor Co Ltd | Rotating electric machine |
| JP2008086115A (en) * | 2006-09-27 | 2008-04-10 | Daikin Ind Ltd | Core, armature, axial-gap motor, compressor, manufacturing method for the core, and manufacturing method for the armature |
-
1990
- 1990-07-20 JP JP19066790A patent/JPH0480248A/en active Pending
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5962948A (en) * | 1993-06-28 | 1999-10-05 | Kone Oy | Elevator motor with flat construction |
| USRE39416E1 (en) | 1999-01-08 | 2006-12-05 | Lg Electronics Inc. | Structure of rotor for outer rotor type brushless motor |
| US6822032B2 (en) * | 2003-02-06 | 2004-11-23 | General Electric Company | Impact modified compositions of polyimide and polyamide resins |
| JP2007104820A (en) * | 2005-10-05 | 2007-04-19 | Nissan Motor Co Ltd | Rotating electric machine |
| JP2008086115A (en) * | 2006-09-27 | 2008-04-10 | Daikin Ind Ltd | Core, armature, axial-gap motor, compressor, manufacturing method for the core, and manufacturing method for the armature |
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