JPH03131655A - Flame retardant resin composition - Google Patents
Flame retardant resin compositionInfo
- Publication number
- JPH03131655A JPH03131655A JP26799589A JP26799589A JPH03131655A JP H03131655 A JPH03131655 A JP H03131655A JP 26799589 A JP26799589 A JP 26799589A JP 26799589 A JP26799589 A JP 26799589A JP H03131655 A JPH03131655 A JP H03131655A
- Authority
- JP
- Japan
- Prior art keywords
- resin
- acid
- nylon
- compound
- flame retardant
- 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
- RNFJDJUURJAICM-UHFFFAOYSA-N 2,2,4,4,6,6-hexaphenoxy-1,3,5-triaza-2$l^{5},4$l^{5},6$l^{5}-triphosphacyclohexa-1,3,5-triene Chemical compound N=1P(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP=1(OC=1C=CC=CC=1)OC1=CC=CC=C1 RNFJDJUURJAICM-UHFFFAOYSA-N 0.000 title claims abstract description 31
- 239000003063 flame retardant Substances 0.000 title claims abstract description 31
- 239000011342 resin composition Substances 0.000 title claims abstract description 12
- 229920005989 resin Polymers 0.000 claims abstract description 91
- 239000011347 resin Substances 0.000 claims abstract description 91
- 229920003189 Nylon 4,6 Polymers 0.000 claims abstract description 45
- 150000001875 compounds Chemical class 0.000 claims abstract description 45
- 229920001955 polyphenylene ether Polymers 0.000 claims abstract description 42
- -1 halogenated flame retardant compound Chemical class 0.000 claims abstract description 21
- 239000004793 Polystyrene Substances 0.000 claims abstract description 13
- 229920002223 polystyrene Polymers 0.000 claims abstract description 13
- 229910052751 metal Inorganic materials 0.000 claims abstract description 8
- 239000002184 metal Substances 0.000 claims abstract description 8
- 239000011203 carbon fibre reinforced carbon Substances 0.000 claims abstract description 7
- 125000002843 carboxylic acid group Chemical group 0.000 claims abstract description 6
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims abstract description 5
- 150000001244 carboxylic acid anhydrides Chemical group 0.000 claims description 5
- 125000005462 imide group Chemical group 0.000 claims description 5
- 125000003262 carboxylic acid ester group Chemical group [H]C([H])([*:2])OC(=O)C([H])([H])[*:1] 0.000 claims description 3
- 239000000203 mixture Substances 0.000 abstract description 21
- 238000002156 mixing Methods 0.000 abstract description 10
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 5
- WRXCBRHBHGNNQA-UHFFFAOYSA-N (2,4-dichlorobenzoyl) 2,4-dichlorobenzenecarboperoxoate Chemical compound ClC1=CC(Cl)=CC=C1C(=O)OOC(=O)C1=CC=C(Cl)C=C1Cl WRXCBRHBHGNNQA-UHFFFAOYSA-N 0.000 abstract description 2
- 150000003839 salts Chemical group 0.000 abstract 1
- 238000000465 moulding Methods 0.000 description 17
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 16
- 238000000034 method Methods 0.000 description 15
- 239000000047 product Substances 0.000 description 11
- NXXYKOUNUYWIHA-UHFFFAOYSA-N 2,6-Dimethylphenol Chemical compound CC1=CC=CC(C)=C1O NXXYKOUNUYWIHA-UHFFFAOYSA-N 0.000 description 10
- 239000002253 acid Substances 0.000 description 10
- ADCOVFLJGNWWNZ-UHFFFAOYSA-N antimony trioxide Chemical compound O=[Sb]O[Sb]=O ADCOVFLJGNWWNZ-UHFFFAOYSA-N 0.000 description 10
- 230000000052 comparative effect Effects 0.000 description 9
- 238000005259 measurement Methods 0.000 description 9
- 229920000642 polymer Polymers 0.000 description 9
- 239000004593 Epoxy Substances 0.000 description 8
- 229920001577 copolymer Polymers 0.000 description 8
- 230000000694 effects Effects 0.000 description 8
- 239000008188 pellet Substances 0.000 description 7
- 229920002292 Nylon 6 Polymers 0.000 description 6
- 229920002302 Nylon 6,6 Polymers 0.000 description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- 238000002347 injection Methods 0.000 description 6
- 239000007924 injection Substances 0.000 description 6
- 238000006116 polymerization reaction Methods 0.000 description 6
- HGTUJZTUQFXBIH-UHFFFAOYSA-N (2,3-dimethyl-3-phenylbutan-2-yl)benzene Chemical compound C=1C=CC=CC=1C(C)(C)C(C)(C)C1=CC=CC=C1 HGTUJZTUQFXBIH-UHFFFAOYSA-N 0.000 description 5
- 238000006243 chemical reaction Methods 0.000 description 5
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 5
- 230000004048 modification Effects 0.000 description 5
- 238000012986 modification Methods 0.000 description 5
- 238000010521 absorption reaction Methods 0.000 description 4
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 4
- 239000012298 atmosphere Substances 0.000 description 4
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical class C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 4
- RLSSMJSEOOYNOY-UHFFFAOYSA-N m-cresol Chemical compound CC1=CC=CC(O)=C1 RLSSMJSEOOYNOY-UHFFFAOYSA-N 0.000 description 4
- KIDHWZJUCRJVML-UHFFFAOYSA-N putrescine Chemical compound NCCCCN KIDHWZJUCRJVML-UHFFFAOYSA-N 0.000 description 4
- 150000003254 radicals Chemical class 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 230000008901 benefit Effects 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
- 230000001143 conditioned effect Effects 0.000 description 3
- 238000001816 cooling Methods 0.000 description 3
- 230000001771 impaired effect Effects 0.000 description 3
- 238000001746 injection moulding Methods 0.000 description 3
- 150000002978 peroxides Chemical class 0.000 description 3
- 150000002989 phenols Chemical class 0.000 description 3
- 229920002647 polyamide Polymers 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- ULNRTPCFRBIMKL-GHVJWSGMSA-N (e)-2-tetracosenoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCC\C=C\C(O)=O ULNRTPCFRBIMKL-GHVJWSGMSA-N 0.000 description 2
- QWBBPBRQALCEIZ-UHFFFAOYSA-N 2,3-dimethylphenol Chemical compound CC1=CC=CC(O)=C1C QWBBPBRQALCEIZ-UHFFFAOYSA-N 0.000 description 2
- WSWCOQWTEOXDQX-UHFFFAOYSA-N 2,4-Hexadienoic acid Chemical compound CC=CC=CC(O)=O WSWCOQWTEOXDQX-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
- CIRRFAQIWQFQSS-UHFFFAOYSA-N 6-ethyl-o-cresol Chemical compound CCC1=CC=CC(C)=C1O CIRRFAQIWQFQSS-UHFFFAOYSA-N 0.000 description 2
- DPUOLQHDNGRHBS-UHFFFAOYSA-N Brassidinsaeure Natural products CCCCCCCCC=CCCCCCCCCCCCC(O)=O DPUOLQHDNGRHBS-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
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 2
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 description 2
- URXZXNYJPAJJOQ-UHFFFAOYSA-N Erucic acid Natural products CCCCCCC=CCCCCCCCCCCCC(O)=O URXZXNYJPAJJOQ-UHFFFAOYSA-N 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
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 2
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 2
- 239000004952 Polyamide Substances 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 2
- 239000001361 adipic acid Substances 0.000 description 2
- 235000011037 adipic acid Nutrition 0.000 description 2
- YIYBQIKDCADOSF-UHFFFAOYSA-N alpha-Butylen-alpha-carbonsaeure Natural products CCC=CC(O)=O YIYBQIKDCADOSF-UHFFFAOYSA-N 0.000 description 2
- 229910052787 antimony Inorganic materials 0.000 description 2
- WATWJIUSRGPENY-UHFFFAOYSA-N antimony atom Chemical compound [Sb] WATWJIUSRGPENY-UHFFFAOYSA-N 0.000 description 2
- LJCFOYOSGPHIOO-UHFFFAOYSA-N antimony pentoxide Chemical compound O=[Sb](=O)O[Sb](=O)=O LJCFOYOSGPHIOO-UHFFFAOYSA-N 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- TZCXTZWJZNENPQ-UHFFFAOYSA-L barium sulfate Chemical compound [Ba+2].[O-]S([O-])(=O)=O TZCXTZWJZNENPQ-UHFFFAOYSA-L 0.000 description 2
- 150000001733 carboxylic acid esters Chemical group 0.000 description 2
- 239000000460 chlorine Substances 0.000 description 2
- GWHCXVQVJPWHRF-UHFFFAOYSA-N cis-tetracosenoic acid Natural products CCCCCCCCC=CCCCCCCCCCCCCCC(O)=O GWHCXVQVJPWHRF-UHFFFAOYSA-N 0.000 description 2
- 238000013329 compounding Methods 0.000 description 2
- LDHQCZJRKDOVOX-NSCUHMNNSA-N crotonic acid Chemical compound C\C=C\C(O)=O LDHQCZJRKDOVOX-NSCUHMNNSA-N 0.000 description 2
- RWGFKTVRMDUZSP-UHFFFAOYSA-N cumene Chemical compound CC(C)C1=CC=CC=C1 RWGFKTVRMDUZSP-UHFFFAOYSA-N 0.000 description 2
- 230000006866 deterioration Effects 0.000 description 2
- 150000004985 diamines Chemical class 0.000 description 2
- JQVDAXLFBXTEQA-UHFFFAOYSA-N dibutylamine Chemical compound CCCCNCCCC JQVDAXLFBXTEQA-UHFFFAOYSA-N 0.000 description 2
- 229920001971 elastomer Polymers 0.000 description 2
- 239000000806 elastomer Substances 0.000 description 2
- DPUOLQHDNGRHBS-KTKRTIGZSA-N erucic acid Chemical compound CCCCCCCC\C=C/CCCCCCCCCCCC(O)=O DPUOLQHDNGRHBS-KTKRTIGZSA-N 0.000 description 2
- 238000001125 extrusion Methods 0.000 description 2
- 239000000835 fiber Substances 0.000 description 2
- 239000000945 filler Substances 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- XMHIUKTWLZUKEX-UHFFFAOYSA-N hexacosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCCCCCC(O)=O XMHIUKTWLZUKEX-UHFFFAOYSA-N 0.000 description 2
- 238000004898 kneading Methods 0.000 description 2
- 238000002844 melting Methods 0.000 description 2
- 230000008018 melting Effects 0.000 description 2
- 150000002739 metals Chemical class 0.000 description 2
- UTOPWMOLSKOLTQ-UHFFFAOYSA-N octacosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCCCCCCCC(O)=O UTOPWMOLSKOLTQ-UHFFFAOYSA-N 0.000 description 2
- 239000003921 oil Substances 0.000 description 2
- 235000019198 oils Nutrition 0.000 description 2
- 238000005453 pelletization Methods 0.000 description 2
- 230000000737 periodic effect Effects 0.000 description 2
- XOKSLPVRUOBDEW-UHFFFAOYSA-N pinane Chemical compound CC1CCC2C(C)(C)C1C2 XOKSLPVRUOBDEW-UHFFFAOYSA-N 0.000 description 2
- 229920006122 polyamide resin Polymers 0.000 description 2
- 238000012643 polycondensation polymerization Methods 0.000 description 2
- 230000000379 polymerizing effect Effects 0.000 description 2
- 230000008569 process Effects 0.000 description 2
- 230000009467 reduction Effects 0.000 description 2
- 238000009864 tensile test Methods 0.000 description 2
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 2
- YIYBQIKDCADOSF-ONEGZZNKSA-N trans-pent-2-enoic acid Chemical compound CC\C=C\C(O)=O YIYBQIKDCADOSF-ONEGZZNKSA-N 0.000 description 2
- BITHHVVYSMSWAG-KTKRTIGZSA-N (11Z)-icos-11-enoic acid Chemical compound CCCCCCCC\C=C/CCCCCCCCCC(O)=O BITHHVVYSMSWAG-KTKRTIGZSA-N 0.000 description 1
- XSXIVVZCUAHUJO-HZJYTTRNSA-N (11Z,14Z)-icosadienoic acid Chemical compound CCCCC\C=C/C\C=C/CCCCCCCCCC(O)=O XSXIVVZCUAHUJO-HZJYTTRNSA-N 0.000 description 1
- WBBQTNCISCKUMU-PDBXOOCHSA-N (13Z,16Z,19Z)-docosatrienoic acid Chemical compound CC\C=C/C\C=C/C\C=C/CCCCCCCCCCCC(O)=O WBBQTNCISCKUMU-PDBXOOCHSA-N 0.000 description 1
- NIONDZDPPYHYKY-SNAWJCMRSA-N (2E)-hexenoic acid Chemical compound CCC\C=C\C(O)=O NIONDZDPPYHYKY-SNAWJCMRSA-N 0.000 description 1
- CWMPPVPFLSZGCY-VOTSOKGWSA-N (2E)-oct-2-enoic acid Chemical compound CCCCC\C=C\C(O)=O CWMPPVPFLSZGCY-VOTSOKGWSA-N 0.000 description 1
- SZQQHKQCCBDXCG-BAHYSTIISA-N (2e,4e,6e)-hexadeca-2,4,6-trienoic acid Chemical compound CCCCCCCCC\C=C\C=C\C=C\C(O)=O SZQQHKQCCBDXCG-BAHYSTIISA-N 0.000 description 1
- ZUUFLXSNVWQOJW-MBIXAETLSA-N (2e,4e,6e)-octadeca-2,4,6-trienoic acid Chemical compound CCCCCCCCCCC\C=C\C=C\C=C\C(O)=O ZUUFLXSNVWQOJW-MBIXAETLSA-N 0.000 description 1
- FPRKGXIOSIUDSE-SYACGTDESA-N (2z,4z,6z,8z)-docosa-2,4,6,8-tetraenoic acid Chemical compound CCCCCCCCCCCCC\C=C/C=C\C=C/C=C\C(O)=O FPRKGXIOSIUDSE-SYACGTDESA-N 0.000 description 1
- WQJUBZMZVKITBU-UHFFFAOYSA-N (3,4-dimethyl-4-phenylhexan-3-yl)benzene Chemical compound C=1C=CC=CC=1C(C)(CC)C(C)(CC)C1=CC=CC=C1 WQJUBZMZVKITBU-UHFFFAOYSA-N 0.000 description 1
- YUFFSWGQGVEMMI-JLNKQSITSA-N (7Z,10Z,13Z,16Z,19Z)-docosapentaenoic acid Chemical compound CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CCCCCC(O)=O YUFFSWGQGVEMMI-JLNKQSITSA-N 0.000 description 1
- YWWVWXASSLXJHU-AATRIKPKSA-N (9E)-tetradecenoic acid Chemical compound CCCC\C=C\CCCCCCCC(O)=O YWWVWXASSLXJHU-AATRIKPKSA-N 0.000 description 1
- OYHQOLUKZRVURQ-NTGFUMLPSA-N (9Z,12Z)-9,10,12,13-tetratritiooctadeca-9,12-dienoic acid Chemical compound C(CCCCCCC\C(=C(/C\C(=C(/CCCCC)\[3H])\[3H])\[3H])\[3H])(=O)O OYHQOLUKZRVURQ-NTGFUMLPSA-N 0.000 description 1
- 239000001373 (E)-2-methylpent-2-enoic acid Substances 0.000 description 1
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 1
- HVGRZDASOHMCSK-UHFFFAOYSA-N (Z,Z)-13,16-docosadienoic acid Natural products CCCCCC=CCC=CCCCCCCCCCCCC(O)=O HVGRZDASOHMCSK-UHFFFAOYSA-N 0.000 description 1
- KFSQJVOLYQRELE-HWKANZROSA-N (e)-2-ethylbut-2-enoic acid Chemical compound CC\C(=C/C)C(O)=O KFSQJVOLYQRELE-HWKANZROSA-N 0.000 description 1
- XKZKQTCECFWKBN-VOTSOKGWSA-N (e)-dec-4-enoic acid Chemical compound CCCCC\C=C\CCC(O)=O XKZKQTCECFWKBN-VOTSOKGWSA-N 0.000 description 1
- PHCKFVVLVZFFLU-VQHVLOKHSA-N (e)-dodec-4-ene Chemical compound CCCCCCC\C=C\CCC PHCKFVVLVZFFLU-VQHVLOKHSA-N 0.000 description 1
- IJBFSOLHRKELLR-BQYQJAHWSA-N (e)-dodec-5-enoic acid Chemical compound CCCCCC\C=C\CCCC(O)=O IJBFSOLHRKELLR-BQYQJAHWSA-N 0.000 description 1
- SJZUAPDAKBPNQS-JSMKFMQKSA-N (e,4s,6s)-2,4,6-trimethyltetracos-2-enoic acid Chemical compound CCCCCCCCCCCCCCCCCC[C@H](C)C[C@H](C)\C=C(/C)C(O)=O SJZUAPDAKBPNQS-JSMKFMQKSA-N 0.000 description 1
- AYMDJPGTQFHDSA-UHFFFAOYSA-N 1-(2-ethenoxyethoxy)-2-ethoxyethane Chemical compound CCOCCOCCOC=C AYMDJPGTQFHDSA-UHFFFAOYSA-N 0.000 description 1
- DGZQEAKNZXNTNL-UHFFFAOYSA-N 1-bromo-4-butan-2-ylbenzene Chemical class CCC(C)C1=CC=C(Br)C=C1 DGZQEAKNZXNTNL-UHFFFAOYSA-N 0.000 description 1
- FRPZMMHWLSIFAZ-UHFFFAOYSA-N 10-undecenoic acid Chemical compound OC(=O)CCCCCCCCC=C FRPZMMHWLSIFAZ-UHFFFAOYSA-N 0.000 description 1
- SCFWAOWWAANBPY-UHFFFAOYSA-N 2,2-dimethyl-3-butenoic acid Chemical compound C=CC(C)(C)C(O)=O SCFWAOWWAANBPY-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
- NAILKKRDWBJCNH-UHFFFAOYSA-N 2,6-dipropylphenol Chemical compound CCCC1=CC=CC(CCC)=C1O NAILKKRDWBJCNH-UHFFFAOYSA-N 0.000 description 1
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- XMNIXWIUMCBBBL-UHFFFAOYSA-N 2-(2-phenylpropan-2-ylperoxy)propan-2-ylbenzene Chemical compound C=1C=CC=CC=1C(C)(C)OOC(C)(C)C1=CC=CC=C1 XMNIXWIUMCBBBL-UHFFFAOYSA-N 0.000 description 1
- JJYWRQLLQAKNAD-UHFFFAOYSA-N 2-Methyl-2-pentenoic acid Natural products CCC=C(C)C(O)=O JJYWRQLLQAKNAD-UHFFFAOYSA-N 0.000 description 1
- CWMPPVPFLSZGCY-UHFFFAOYSA-N 2-Octenoic Acid Natural products CCCCCC=CC(O)=O CWMPPVPFLSZGCY-UHFFFAOYSA-N 0.000 description 1
- IMSODMZESSGVBE-UHFFFAOYSA-N 2-Oxazoline Chemical compound C1CN=CO1 IMSODMZESSGVBE-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- HMOZDINWBHMBSQ-UHFFFAOYSA-N 2-[3-(4,5-dihydro-1,3-oxazol-2-yl)phenyl]-4,5-dihydro-1,3-oxazole Chemical compound O1CCN=C1C1=CC=CC(C=2OCCN=2)=C1 HMOZDINWBHMBSQ-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
- WROUWQQRXUBECT-UHFFFAOYSA-N 2-ethylacrylic acid Chemical compound CCC(=C)C(O)=O WROUWQQRXUBECT-UHFFFAOYSA-N 0.000 description 1
- OZTWDFWAMMUDHQ-UHFFFAOYSA-N 2-hydroperoxy-4-methyl-1-propan-2-ylcyclohexane Chemical compound CC(C)C1CCC(C)CC1OO OZTWDFWAMMUDHQ-UHFFFAOYSA-N 0.000 description 1
- JJYWRQLLQAKNAD-PLNGDYQASA-N 2-methyl-2-pentenoic acid Chemical compound CC\C=C(\C)C(O)=O JJYWRQLLQAKNAD-PLNGDYQASA-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
- QTWJRLJHJPIABL-UHFFFAOYSA-N 2-methylphenol;3-methylphenol;4-methylphenol Chemical compound CC1=CC=C(O)C=C1.CC1=CC=CC(O)=C1.CC1=CC=CC=C1O QTWJRLJHJPIABL-UHFFFAOYSA-N 0.000 description 1
- OKJQSUPURXTNME-UHFFFAOYSA-N 2-prop-2-enylpent-4-enoic acid Chemical compound C=CCC(C(=O)O)CC=C OKJQSUPURXTNME-UHFFFAOYSA-N 0.000 description 1
- LCHYEKKJCUJAKN-UHFFFAOYSA-N 2-propylphenol Chemical compound CCCC1=CC=CC=C1O LCHYEKKJCUJAKN-UHFFFAOYSA-N 0.000 description 1
- BIISIZOQPWZPPS-UHFFFAOYSA-N 2-tert-butylperoxypropan-2-ylbenzene Chemical compound CC(C)(C)OOC(C)(C)C1=CC=CC=C1 BIISIZOQPWZPPS-UHFFFAOYSA-N 0.000 description 1
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 1
- BODRLKRKPXBDBN-UHFFFAOYSA-N 3,5,5-Trimethyl-1-hexanol Chemical compound OCCC(C)CC(C)(C)C BODRLKRKPXBDBN-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
- YYPNJNDODFVZLE-UHFFFAOYSA-N 3-methylbut-2-enoic acid Chemical compound CC(C)=CC(O)=O YYPNJNDODFVZLE-UHFFFAOYSA-N 0.000 description 1
- FPAQLJHSZVFKES-UHFFFAOYSA-N 5-Eicosenoic acid Natural products CCCCCCCCCCCCCCC=CCCCC(O)=O FPAQLJHSZVFKES-UHFFFAOYSA-N 0.000 description 1
- OYHQOLUKZRVURQ-UHFFFAOYSA-N 9,12-Octadecadienoic Acid Chemical compound CCCCCC=CCC=CCCCCCCCC(O)=O OYHQOLUKZRVURQ-UHFFFAOYSA-N 0.000 description 1
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 1
- YWWVWXASSLXJHU-UHFFFAOYSA-N 9E-tetradecenoic acid Natural products CCCCC=CCCCCCCCC(O)=O YWWVWXASSLXJHU-UHFFFAOYSA-N 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- 229920000178 Acrylic resin Polymers 0.000 description 1
- 239000004925 Acrylic resin Substances 0.000 description 1
- 239000005995 Aluminium silicate Substances 0.000 description 1
- UIERETOOQGIECD-UHFFFAOYSA-N Angelic acid Natural products CC=C(C)C(O)=O UIERETOOQGIECD-UHFFFAOYSA-N 0.000 description 1
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 1
- 229930185605 Bisphenol Natural products 0.000 description 1
- LCFVJGUPQDGYKZ-UHFFFAOYSA-N Bisphenol A diglycidyl ether Chemical class C=1C=C(OCC2OC2)C=CC=1C(C)(C)C(C=C1)=CC=C1OCC1CO1 LCFVJGUPQDGYKZ-UHFFFAOYSA-N 0.000 description 1
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- 229920000049 Carbon (fiber) Polymers 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- 239000005749 Copper compound Substances 0.000 description 1
- 229910021591 Copper(I) chloride Inorganic materials 0.000 description 1
- 235000021294 Docosapentaenoic acid Nutrition 0.000 description 1
- 235000021292 Docosatetraenoic acid Nutrition 0.000 description 1
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 1
- YIVJZNGAASQVEM-UHFFFAOYSA-N Lauroyl peroxide Chemical compound CCCCCCCCCCCC(=O)OOC(=O)CCCCCCCCCCC YIVJZNGAASQVEM-UHFFFAOYSA-N 0.000 description 1
- 229920006065 Leona® Polymers 0.000 description 1
- BGRDGMRNKXEXQD-UHFFFAOYSA-N Maleic hydrazide Chemical compound OC1=CC=C(O)N=N1 BGRDGMRNKXEXQD-UHFFFAOYSA-N 0.000 description 1
- 239000005983 Maleic hydrazide Substances 0.000 description 1
- PEEHTFAAVSWFBL-UHFFFAOYSA-N Maleimide Chemical compound O=C1NC(=O)C=C1 PEEHTFAAVSWFBL-UHFFFAOYSA-N 0.000 description 1
- 229920000877 Melamine resin Polymers 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 1
- 239000005642 Oleic acid Substances 0.000 description 1
- 235000019483 Peanut oil Nutrition 0.000 description 1
- 240000004713 Pisum sativum Species 0.000 description 1
- 235000010582 Pisum sativum Nutrition 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 229920000265 Polyparaphenylene Polymers 0.000 description 1
- 239000004734 Polyphenylene sulfide Substances 0.000 description 1
- 239000004743 Polypropylene Substances 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- 235000019484 Rapeseed oil Nutrition 0.000 description 1
- 241001125046 Sardina pilchardus Species 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- CUVLOCDGQCUQSI-KHPPLWFESA-N Tsuzuic acid Chemical compound CCCCCCCCC\C=C/CCC(O)=O CUVLOCDGQCUQSI-KHPPLWFESA-N 0.000 description 1
- CUVLOCDGQCUQSI-UHFFFAOYSA-N Tsuzusaeure Natural products CCCCCCCCCC=CCCC(O)=O CUVLOCDGQCUQSI-UHFFFAOYSA-N 0.000 description 1
- NIONDZDPPYHYKY-UHFFFAOYSA-N Z-hexenoic acid Natural products CCCC=CC(O)=O NIONDZDPPYHYKY-UHFFFAOYSA-N 0.000 description 1
- KZNMRPQBBZBTSW-UHFFFAOYSA-N [Au]=O Chemical compound [Au]=O KZNMRPQBBZBTSW-UHFFFAOYSA-N 0.000 description 1
- 239000006096 absorbing agent Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 229920006243 acrylic copolymer Polymers 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 150000001334 alicyclic compounds Chemical class 0.000 description 1
- 150000007933 aliphatic carboxylic acids Chemical class 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- AHANXAKGNAKFSK-PDBXOOCHSA-N all-cis-icosa-11,14,17-trienoic acid Chemical compound CC\C=C/C\C=C/C\C=C/CCCCCCCCCC(O)=O AHANXAKGNAKFSK-PDBXOOCHSA-N 0.000 description 1
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 description 1
- 235000012211 aluminium silicate Nutrition 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- UIERETOOQGIECD-ARJAWSKDSA-N angelic acid Chemical compound C\C=C(\C)C(O)=O UIERETOOQGIECD-ARJAWSKDSA-N 0.000 description 1
- 150000008064 anhydrides Chemical class 0.000 description 1
- 150000001463 antimony compounds Chemical class 0.000 description 1
- GHPGOEFPKIHBNM-UHFFFAOYSA-N antimony(3+);oxygen(2-) Chemical compound [O-2].[O-2].[O-2].[Sb+3].[Sb+3] GHPGOEFPKIHBNM-UHFFFAOYSA-N 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 239000002216 antistatic agent Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 239000004760 aramid Substances 0.000 description 1
- 229920006231 aramid fiber Polymers 0.000 description 1
- 239000010425 asbestos Substances 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 238000005452 bending Methods 0.000 description 1
- 235000019400 benzoyl peroxide Nutrition 0.000 description 1
- ZCILODAAHLISPY-UHFFFAOYSA-N biphenyl ether Natural products C1=C(CC=C)C(O)=CC(OC=2C(=CC(CC=C)=CC=2)O)=C1 ZCILODAAHLISPY-UHFFFAOYSA-N 0.000 description 1
- 229940106691 bisphenol a Drugs 0.000 description 1
- 238000007664 blowing Methods 0.000 description 1
- 229910052796 boron Inorganic materials 0.000 description 1
- 229910052810 boron oxide Inorganic materials 0.000 description 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
- 229910052794 bromium Inorganic materials 0.000 description 1
- PVEOYINWKBTPIZ-UHFFFAOYSA-N but-3-enoic acid Chemical compound OC(=O)CC=C PVEOYINWKBTPIZ-UHFFFAOYSA-N 0.000 description 1
- HAISMSJTPGJFIP-UHFFFAOYSA-N butyl 4-tert-butyl-4,5,5-trimethylhexaneperoxoate Chemical compound CCCCOOC(=O)CCC(C)(C(C)(C)C)C(C)(C)C HAISMSJTPGJFIP-UHFFFAOYSA-N 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- 239000010495 camellia oil Substances 0.000 description 1
- KHAVLLBUVKBTBG-UHFFFAOYSA-N caproleic acid Natural products OC(=O)CCCCCCCC=C KHAVLLBUVKBTBG-UHFFFAOYSA-N 0.000 description 1
- 239000004917 carbon fiber Substances 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 239000000919 ceramic Substances 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- QDRSJFZQMOOSAF-IHWYPQMZSA-N cis-9-undecenoic acid Chemical compound C\C=C/CCCCCCCC(O)=O QDRSJFZQMOOSAF-IHWYPQMZSA-N 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 229910052570 clay Inorganic materials 0.000 description 1
- 239000003240 coconut oil Substances 0.000 description 1
- 235000019864 coconut oil Nutrition 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 238000006482 condensation reaction Methods 0.000 description 1
- 238000007334 copolymerization reaction Methods 0.000 description 1
- 150000001880 copper compounds Chemical class 0.000 description 1
- OXBLHERUFWYNTN-UHFFFAOYSA-M copper(I) chloride Chemical compound [Cu]Cl OXBLHERUFWYNTN-UHFFFAOYSA-M 0.000 description 1
- GBRBMTNGQBKBQE-UHFFFAOYSA-L copper;diiodide Chemical compound I[Cu]I GBRBMTNGQBKBQE-UHFFFAOYSA-L 0.000 description 1
- 229930003836 cresol Natural products 0.000 description 1
- 229940045803 cuprous chloride Drugs 0.000 description 1
- XJOBOFWTZOKMOH-UHFFFAOYSA-N decanoyl decaneperoxoate Chemical compound CCCCCCCCCC(=O)OOC(=O)CCCCCCCCC XJOBOFWTZOKMOH-UHFFFAOYSA-N 0.000 description 1
- 238000004925 denaturation Methods 0.000 description 1
- 230000036425 denaturation Effects 0.000 description 1
- LSXWFXONGKSEMY-UHFFFAOYSA-N di-tert-butyl peroxide Chemical compound CC(C)(C)OOC(C)(C)C LSXWFXONGKSEMY-UHFFFAOYSA-N 0.000 description 1
- JKWMSGQKBLHBQQ-UHFFFAOYSA-N diboron trioxide Chemical compound O=BOB=O JKWMSGQKBLHBQQ-UHFFFAOYSA-N 0.000 description 1
- 239000000539 dimer Substances 0.000 description 1
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical group C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 1
- NJLLQSBAHIKGKF-UHFFFAOYSA-N dipotassium dioxido(oxo)titanium Chemical compound [K+].[K+].[O-][Ti]([O-])=O NJLLQSBAHIKGKF-UHFFFAOYSA-N 0.000 description 1
- CVCXSNONTRFSEH-UHFFFAOYSA-N docosa-2,4-dienoic acid Chemical compound CCCCCCCCCCCCCCCCCC=CC=CC(O)=O CVCXSNONTRFSEH-UHFFFAOYSA-N 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- ZQPPMHVWECSIRJ-MDZDMXLPSA-N elaidic acid Chemical compound CCCCCCCC\C=C\CCCCCCCC(O)=O ZQPPMHVWECSIRJ-MDZDMXLPSA-N 0.000 description 1
- 229920006351 engineering plastic Polymers 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 239000002657 fibrous material Substances 0.000 description 1
- 239000001530 fumaric acid Substances 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- ZHYZQXUYZJNEHD-VQHVLOKHSA-N geranic acid Chemical compound CC(C)=CCC\C(C)=C\C(O)=O ZHYZQXUYZJNEHD-VQHVLOKHSA-N 0.000 description 1
- 229930008392 geranic acid Natural products 0.000 description 1
- 239000003365 glass fiber Substances 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- 229910001922 gold oxide Inorganic materials 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 125000005843 halogen group Chemical group 0.000 description 1
- 230000026030 halogenation Effects 0.000 description 1
- 238000005658 halogenation reaction Methods 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 239000012760 heat stabilizer Substances 0.000 description 1
- 238000000265 homogenisation Methods 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- IQLUYYHUNSSHIY-UHFFFAOYSA-N icosa-2,4,6,8-tetraenoic acid Chemical compound CCCCCCCCCCCC=CC=CC=CC=CC(O)=O IQLUYYHUNSSHIY-UHFFFAOYSA-N 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 239000011256 inorganic filler Substances 0.000 description 1
- 229910003475 inorganic filler Inorganic materials 0.000 description 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 1
- OYHQOLUKZRVURQ-IXWMQOLASA-N linoleic acid Natural products CCCCC\C=C/C\C=C\CCCCCCCC(O)=O OYHQOLUKZRVURQ-IXWMQOLASA-N 0.000 description 1
- KQQKGWQCNNTQJW-UHFFFAOYSA-N linolenic acid Natural products CC=CCCC=CCC=CCCCCCCCC(O)=O KQQKGWQCNNTQJW-UHFFFAOYSA-N 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- FSQQTNAZHBEJLS-UPHRSURJSA-N maleamic acid Chemical compound NC(=O)\C=C/C(O)=O FSQQTNAZHBEJLS-UPHRSURJSA-N 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 229910044991 metal oxide Inorganic materials 0.000 description 1
- 150000004706 metal oxides Chemical class 0.000 description 1
- 239000010445 mica Substances 0.000 description 1
- 229910052618 mica group Inorganic materials 0.000 description 1
- 239000011259 mixed solution Substances 0.000 description 1
- 239000003607 modifier Substances 0.000 description 1
- CPHCIYGRSFZNRD-UHFFFAOYSA-N n-methyl-1-(4,5,6,7-tetrahydro-1h-indazol-3-yl)methanamine Chemical compound C1CCCC2=C1NN=C2CNC CPHCIYGRSFZNRD-UHFFFAOYSA-N 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 239000004006 olive oil Substances 0.000 description 1
- 235000008390 olive oil Nutrition 0.000 description 1
- 150000002903 organophosphorus compounds Chemical class 0.000 description 1
- 150000002918 oxazolines Chemical class 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- RVTZCBVAJQQJTK-UHFFFAOYSA-N oxygen(2-);zirconium(4+) Chemical compound [O-2].[O-2].[Zr+4] RVTZCBVAJQQJTK-UHFFFAOYSA-N 0.000 description 1
- 239000000312 peanut oil Substances 0.000 description 1
- HVAMZGADVCBITI-UHFFFAOYSA-N pent-4-enoic acid Chemical compound OC(=O)CCC=C HVAMZGADVCBITI-UHFFFAOYSA-N 0.000 description 1
- 239000005011 phenolic resin Substances 0.000 description 1
- 229920006287 phenoxy resin Polymers 0.000 description 1
- 239000013034 phenoxy resin Substances 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229930006728 pinane Natural products 0.000 description 1
- 239000004417 polycarbonate Substances 0.000 description 1
- 229920000515 polycarbonate Polymers 0.000 description 1
- 229920005668 polycarbonate resin Polymers 0.000 description 1
- 239000004431 polycarbonate resin Substances 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920001225 polyester resin Polymers 0.000 description 1
- 239000004645 polyester resin Substances 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920000069 polyphenylene sulfide Polymers 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 238000004064 recycling Methods 0.000 description 1
- 239000012779 reinforcing material Substances 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- WBHHMMIMDMUBKC-XLNAKTSKSA-N ricinelaidic acid Chemical compound CCCCCC[C@@H](O)C\C=C\CCCCCCCC(O)=O WBHHMMIMDMUBKC-XLNAKTSKSA-N 0.000 description 1
- 229960003656 ricinoleic acid Drugs 0.000 description 1
- FEUQNCSVHBHROZ-UHFFFAOYSA-N ricinoleic acid Natural products CCCCCCC(O[Si](C)(C)C)CC=CCCCCCCCC(=O)OC FEUQNCSVHBHROZ-UHFFFAOYSA-N 0.000 description 1
- 229910052895 riebeckite Inorganic materials 0.000 description 1
- 235000019512 sardine Nutrition 0.000 description 1
- 239000008159 sesame oil Substances 0.000 description 1
- 235000011803 sesame oil Nutrition 0.000 description 1
- 229920002050 silicone resin Polymers 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 235000010199 sorbic acid Nutrition 0.000 description 1
- 239000003549 soybean oil Substances 0.000 description 1
- 235000012424 soybean oil Nutrition 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 150000003440 styrenes Chemical class 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 150000003464 sulfur compounds Chemical class 0.000 description 1
- 230000002195 synergetic effect Effects 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- CIHOLLKRGTVIJN-UHFFFAOYSA-N tert‐butyl hydroperoxide Chemical compound CC(C)(C)OO CIHOLLKRGTVIJN-UHFFFAOYSA-N 0.000 description 1
- 238000005979 thermal decomposition reaction Methods 0.000 description 1
- 229920005992 thermoplastic resin Polymers 0.000 description 1
- 229920001187 thermosetting polymer Polymers 0.000 description 1
- HMFPLNNQWZGXAH-OCOZRVBESA-N trans-2-hexacosenoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCCC\C=C\C(O)=O HMFPLNNQWZGXAH-OCOZRVBESA-N 0.000 description 1
- XKZKQTCECFWKBN-UHFFFAOYSA-N trans-4-decenoic acid Natural products CCCCCC=CCCC(O)=O XKZKQTCECFWKBN-UHFFFAOYSA-N 0.000 description 1
- LDHQCZJRKDOVOX-UHFFFAOYSA-N trans-crotonic acid Natural products CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 description 1
- ZHYZQXUYZJNEHD-UHFFFAOYSA-N trans-geranic acid Natural products CC(C)=CCCC(C)=CC(O)=O ZHYZQXUYZJNEHD-UHFFFAOYSA-N 0.000 description 1
- LKOVPWSSZFDYPG-WUKNDPDISA-N trans-octadec-2-enoic acid Chemical compound CCCCCCCCCCCCCCC\C=C\C(O)=O LKOVPWSSZFDYPG-WUKNDPDISA-N 0.000 description 1
- UIUWNILCHFBLEQ-NSCUHMNNSA-N trans-pent-3-enoic acid Chemical compound C\C=C\CC(O)=O UIUWNILCHFBLEQ-NSCUHMNNSA-N 0.000 description 1
- NSBGJRFJIJFMGW-UHFFFAOYSA-N trisodium;stiborate Chemical compound [Na+].[Na+].[Na+].[O-][Sb]([O-])([O-])=O NSBGJRFJIJFMGW-UHFFFAOYSA-N 0.000 description 1
- 229960002703 undecylenic acid Drugs 0.000 description 1
- 229920006337 unsaturated polyester resin Polymers 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 239000010456 wollastonite Substances 0.000 description 1
- 229910052882 wollastonite Inorganic materials 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 1
- 229910001928 zirconium oxide Inorganic materials 0.000 description 1
Landscapes
- Compositions Of Macromolecular Compounds (AREA)
- Polyethers (AREA)
Abstract
Description
【発明の詳細な説明】
[産業上の利用分野]
本発明は難燃性樹脂組成物に関し、さらに詳しくは優れ
た耐熱性、機械特性、吸水特性及びウェルド特性を示す
難燃化されたポリテトラメチレンアジパミド〈ナイロン
46)樹脂に関する。Detailed Description of the Invention [Field of Industrial Application] The present invention relates to a flame-retardant resin composition, and more particularly to a flame-retardant polytetra resin composition that exhibits excellent heat resistance, mechanical properties, water absorption properties, and weld properties. Regarding methylene adipamide (nylon 46) resin.
[従来技術]
テト・ラメチレンジアミンまたはその機能誘導体とアジ
ビ〉・酸またはその機能誘導体とから得られるナイロン
46樹脂は知られている。[Prior Art] Nylon 46 resins obtained from tetra-ramethylene diamine or a functional derivative thereof and ajibi acid or a functional derivative thereof are known.
このナイロン46樹脂は耐熱性に優れ、また引張強度、
曲げ強度などの機械特性や摺動特性等にも優れるため有
用なエンジニアリングプラスチックスとしてその利用上
の価値が大きいと考えられている。This nylon 46 resin has excellent heat resistance, tensile strength,
It is considered to have great value as a useful engineering plastic because it has excellent mechanical properties such as bending strength and sliding properties.
このナイロン46樹脂の耐熱性が生かせる分野の具体的
な例として電気電子部品分野があり、また臭素化ポリス
チレンや臭素化ポリフェニレンエーチル等のハロゲン化
化合物と金罵酸化物とにより難燃性を付与させた組成物
によってもこれらの部品への利用が広まりつつある(特
開昭61−188463゜61−188872.63−
51456.63−118368.63−128073
63−139942.63−161056.63−19
5907.63−195909゜63−223060.
63−317552.64−11158号公報等)。A specific example of a field where the heat resistance of nylon 46 resin can be utilized is the electrical and electronic parts field, and flame retardancy is imparted by halogenated compounds such as brominated polystyrene and brominated polyphenylene ethyl and gold oxide. The use of such compositions in these parts is becoming widespread (Japanese Patent Application Laid-open No. 1884-61-188872.63-
51456.63-118368.63-128073
63-139942.63-161056.63-19
5907.63-195909゜63-223060.
63-317552, 64-11158, etc.).
しかし、このナイロン46樹脂は、ナイロン6樹脂、ナ
イロン66樹脂等の通常のポリアミド樹脂に比べて融点
が高いという特徴を有しているものの、このことは成形
加工温度もそれだけ高温度にせざるを得ないことになる
。即ちす・イロン46樹脂の融点が約290℃であるた
め、押出や成形加工には300℃以上という条件が必要
となり、ナイロン46樹脂に対して添加する各種配合剤
にはその条件下においても分解や劣化を起こさずにその
性能を発揮することが当然に望まれる。ナイロン46樹
脂の難燃化の目的で用いられる先述のハロゲン化化合物
についても同様であり、これらのハロゲン化化合物は難
燃性において優れた特性を与えるものの、300℃以上
という高温において成形加工した場合に耐熱性が不十分
であるために分解を起こし、ナイロン46樹脂の機械的
強度、中でもウェルド部分の強度の著しい低下の原因と
なる。電気電子部品分野ではこのウェルド部分の強度は
非常に大きな意味をもっており、例えばコネクター等で
は成形品の穴にピン等を打ち込む際にビン穴の周辺にワ
レが発生する原因となるものである。先述のハロゲン化
化合物により難燃化されたナイロン46樹脂を用いたコ
ネクターは、特開昭61−188872号公報にも記述
があるとおり優れた耐熱性を有しているものの、ウェル
ド部分における強度が低いことがその利用上障碍となっ
ている。However, although this nylon 46 resin has a higher melting point than ordinary polyamide resins such as nylon 6 resin and nylon 66 resin, this means that the molding temperature must be correspondingly high. There will be no. In other words, since the melting point of Nylon 46 resin is approximately 290°C, conditions of 300°C or higher are required for extrusion and molding, and various compounding agents added to Nylon 46 resin do not decompose even under these conditions. It is naturally desired that the performance be exhibited without causing any deterioration or deterioration. The same applies to the aforementioned halogenated compounds used for the purpose of flame retardant nylon 46 resin, and although these halogenated compounds provide excellent flame retardant properties, they do not react well when molded at high temperatures of 300°C or higher. Due to its insufficient heat resistance, it decomposes, causing a significant decrease in the mechanical strength of the nylon 46 resin, especially the strength of the weld portion. In the field of electrical and electronic components, the strength of this weld part is of great significance; for example, in connectors, etc., when a pin or the like is driven into a hole in a molded product, it causes cracks to occur around the hole in the bottle. Connectors using the aforementioned nylon 46 resin made flame-retardant with a halogenated compound have excellent heat resistance as described in JP-A-61-188872, but the strength at the weld portion is poor. The low level is an obstacle to its use.
また、ナイロン6やナイロン66に代表される通常のポ
リアミド樹脂については、臭素化ポリスチレンや臭素化
ポリフェニレンエーテル等のハロゲン化化合物により難
燃化することは公知であり、その際の成形加工温度は分
解を起こす温度よりも低く、ナイロン46樹脂単独に比
べて成形加工温度を広く遷択できる。また成形加工にお
いて熱分解が実H的に起こへないことから、成形品のウ
ェルド部分における強度低下は問題とならない。In addition, it is known that ordinary polyamide resins such as nylon 6 and nylon 66 can be made flame retardant by using halogenated compounds such as brominated polystyrene and brominated polyphenylene ether, and the molding temperature at that time is It is lower than the temperature that causes nylon 46 resin, allowing a wider range of molding temperatures to be selected than when using nylon 46 resin alone. Furthermore, since thermal decomposition does not actually occur during the molding process, a decrease in strength at the weld portion of the molded product does not pose a problem.
[発明の目的]
本発明は上述の事情を背景としてなされたものであり、
その目的は難燃化されたナイロン46樹脂のもつ優れた
耐熱性、機械特性を保持しながらそのウェルド特性を改
良した樹脂組成物を得る点にある。[Object of the invention] The present invention was made against the background of the above-mentioned circumstances, and
The purpose is to obtain a resin composition that maintains the excellent heat resistance and mechanical properties of flame-retardant nylon 46 resin while improving its weld properties.
「発明の構成コ
本発明者らは、難燃イヒされたナイロン46樹脂のウェ
ルド特性を改良すべく鋭意研究した結果、ナイロン46
樹脂をハロゲン化難燃性化合物と難燃助剤とにより難燃
化し、た組成物に特定のポリマーを特定量配合した組成
物が上述の目的に合致することを見いだし本発明に到達
した。``Structure of the Invention: As a result of intensive research to improve the weld properties of flame-retardant nylon 46 resin, the present inventors discovered that nylon 46
The present invention has been achieved by discovering that a composition in which a resin is made flame retardant with a halogenated flame retardant compound and a flame retardant aid, and a specific amount of a specific polymer is blended into the composition satisfies the above-mentioned objectives.
即ち、本発明の樹脂組成物は、
(A)ナイロン46樹脂100重量部当り(B)カルボ
ン酸基、カルボン酸金属塩基、カルボン酸エステル基、
カルボン酸無水物基及びイミド基よりなる基のうちの少
なくとも1つの基を有しかつ炭素−炭素二重結合を併せ
もつ化合物とラジカル発生性化合物とにより編成された
ポリフェニレンエーテル樹脂5〜100重量部、(Cl
ハロゲン化難燃性化合物2〜50重量部、<Dl難燃助
剤1〜20重量部、
を配合してなる難燃性樹脂組成物である。That is, the resin composition of the present invention comprises (A) per 100 parts by weight of nylon 46 resin, (B) a carboxylic acid group, a carboxylic acid metal base, a carboxylic acid ester group,
5 to 100 parts by weight of a polyphenylene ether resin composed of a compound having at least one group consisting of a carboxylic acid anhydride group and an imide group and also having a carbon-carbon double bond and a radical-generating compound , (Cl
A flame retardant resin composition containing 2 to 50 parts by weight of a halogenated flame retardant compound and 1 to 20 parts by weight of a Dl flame retardant aid.
本発明を説明する。The present invention will be explained.
本発明において用いられる(A+酸成分ナイロン46樹
脂には、酸成分としてアジピン酸またはその機能誘導体
を用い、アミン成分としてテトラメチレンジアミンまた
はその機能誘導体を用いて縮合反応により得られるポリ
アミドを主たる対象とし、そのアジピン酸成分またはテ
トラメチレンジアミン成分の一部を他の共重合成分で置
き換えたものも含む。The main object of the (A+ acid component nylon 46 resin used in the present invention) is a polyamide obtained by a condensation reaction using adipic acid or its functional derivative as the acid component and tetramethylene diamine or its functional derivative as the amine component. , also includes those in which a part of the adipic acid component or tetramethylene diamine component is replaced with other copolymer components.
ナイロン46樹脂の好ましい態様は特開昭56−149
430号公報および特開昭56−149431号公報に
記載されている。A preferred embodiment of the nylon 46 resin is disclosed in JP-A-56-149.
430 and JP-A-56-149431.
本発明で用いられるナイロン46樹脂の極限粘度は、m
−クレゾールを用い35°Cで測定したとき、0.90
〜1.90、好ましくは1.10〜1.50の範囲であ
るつ1.90を超える極限粘度のナイロン46樹脂を用
いる場合には、組成物の溶融状態における流動性が悪く
(低く)、得られる成形品の外観の光沢が失われるのみ
ならず、その機械特性、熱特性のバラツキが大きくなる
ため好ましくない。The intrinsic viscosity of the nylon 46 resin used in the present invention is m
-0.90 when measured at 35°C using cresol
~1.90, preferably in the range of 1.10 to 1.50, and when using a nylon 46 resin with an intrinsic viscosity exceeding 1.90, the fluidity of the composition in the molten state is poor (low); This is undesirable because not only does the resulting molded product lose its glossy appearance, but also the variations in its mechanical properties and thermal properties become large.
一方0.90よりも低い極限粘度では、組成物の機械的
強度が小さくなる欠点を生ずる。On the other hand, if the intrinsic viscosity is lower than 0.90, the mechanical strength of the composition becomes low.
本発明で用いられる(B)成分のポリフェニレンエーテ
ル樹脂とは下記−数式(1)で表わされる重合体であり
、
類を縮重合して得られ、単独重合であっても上記単環フ
ェノール類の2種以上を用いて得られる共重合であって
もよい。The polyphenylene ether resin as the component (B) used in the present invention is a polymer represented by the following formula (1), and is obtained by condensation polymerization of the above monocyclic phenols. Copolymerization obtained by using two or more types may also be used.
として、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−クレゾール、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−エチルフェノール、2,3.6−)−
ジメチルフェノール、2.3.6〜トリエチルフエノー
ル、2j、6−)ジプロピルフェノール、2.6−シメ
チルー3−エチルフェノール、2.6−シメチルー3−
プロピルフェノール等が挙げられる。これらの単環式フ
ェノール類を縮重合して得られるポリフェニレンエーテ
ルとしては、ポリ(2,6−シメチルー1.4−フェニ
レン)エーテル、ポリ〈26−ジエチル−1,4−フエ
ニレン)エーテル、ポリ(2,6−ジプロビルー1+’
i−ジフェニレン)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、ポリく2−メ
チル−6プロビルー1,4−フェニl/ン)エーテル、
ポリ(2−エチル−6−ブロビルー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
−ドリメチルフエノール共重合体、2,6−シメチルフ
エノール/2.3.6−ドリエチルフエノール共重合体
、2,6−ジエチルフェノール/2.3.6−ドリメチ
ルフエノール共重合体、2,6−ジプロビルフエノール
/2.3.6−ドリメチルフエノール共重合体等を例示
的に挙げることができるが、ポリ(26−シメチルー1
.4−フェニレン)エーテルが好ましい。For example, 2,6-dimethylphenol, 2,6-
diethylphenol, 2,6-dipropylphenol,
2-methyl-6-ethylphenol, 2-methyl-6-
Propylphenol, 2-ethyl-6-propylphenol, m-cresol, 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-ethylphenol, 2,3.6-)-
Dimethylphenol, 2.3.6-triethylphenol, 2j,6-)dipropylphenol, 2.6-dimethyl-3-ethylphenol, 2.6-dimethyl-3-
Examples include propylphenol. Polyphenylene ethers obtained by condensation polymerization of these monocyclic phenols include poly(2,6-dimethyl-1,4-phenylene) ether, poly(26-diethyl-1,4-phenylene) ether, and poly(2,6-dimethyl-1,4-phenylene) ether. 2,6-diprobyl-1+'
i-diphenylene)ether, poly(2-methyl-6-
Ethyl-1,4-phenylene) ether, poly(2-methyl-6probyl-1,4-phenylene) ether,
Poly(2-ethyl-6-broby-1,4-phenylene)ether, 2,6-dimethylphenol/2,3.6
-Dolimethylphenol copolymer, 2,6-dimethylphenol/2.3.6-doriethylphenol copolymer, 2,6-diethylphenol/2.3.6-dolimethylphenol copolymer, 2 , 6-diprobylphenol/2.3.6-dimethylphenol copolymer, etc., but poly(26-dimethyl-1
.. 4-phenylene) ether is preferred.
このポリフェニレンエーテル樹脂の重合度は50以上で
ある。これより小さい重合度のとき得られる組成物は十
分な機械的特性を示さない。The degree of polymerization of this polyphenylene ether resin is 50 or more. The compositions obtained with a degree of polymerization lower than this do not exhibit sufficient mechanical properties.
(B)成分のポリフェニレンエーテル樹脂は、カルボン
酸基、カルボン成金2塩基、カルボン酸エステル基、カ
ルボン酸無水物基及びイミド基の中の少なくとも1つと
炭素−炭素二重結合とを併せもつ化合物とラジカル発生
性化合物とにより変性されたものである。The polyphenylene ether resin of component (B) is a compound having at least one of a carboxylic acid group, a carboxylic dibase, a carboxylic ester group, a carboxylic acid anhydride group, and an imide group, and a carbon-carbon double bond. It is modified with a radical-generating compound.
前者の例としては、無水マレイン酸、マレイン酸、フマ
ル酸、マレイミド、マレイン酸ヒドラジド、無水マレイ
ン酸とジアミンとの反応物、マレイン酸アミド、大豆油
、ゴマ油、菜種油、落花生油、椿油、オリーブ油、ヤシ
油、イワシ油、などの天然油指頭、アクリル酸、クロト
ン酸、ブテン酸、ビニル酢酸、メタクリル酸、ペンテン
酸、アンゲリカ酸、チプリン酸、2−ペンテン酸、3−
ペンテン酸、α−エチルアクリル酸、β−メチルクロト
ン酸、4−ペンテン酸、2−ヘキセン酸、2−メチル−
2−ペンテン酸、α−エチルクロトン酸、2.2−ジメ
チル−3−ブテン酸、2−ヘプテン酸、2−オクテン酸
、4−デセン酸、9−ウンデセン酸、10−ウンデセン
酸、4−ドデセン酸、5−ドデセン酸、4−テトラデセ
ン酸、9−テトラデセン酸、9−へキサデセン酸、2−
オクタデセン酸、9−オクタデセン酸、アイコセン酸、
トコセン酸、エルカ酸、テトラコセン酸、マイコリペン
酸、2.4−ペンタジェン酸、2,4−へキサジエン酸
、ジアリル酢酸、ゲラニウム酸、2.4−デカジエン酸
、2.4−ドデカジエン酸、9.12−ヘキサデカジエ
ン酸、9,12−オクタデカジエン酸、ヘキサデカトリ
エン酸、リノール酸、リルン酸、オクタデカトリエン酸
、アイコサジエン酸、アイコサトリエン酸、アイコサテ
トラエン酸、リシノール酸、エレオステアリン酸、オレ
イン酸、アイコサペンクエン酸、エルシン酸、ドコサジ
エン酸、ドコサトリエン酸、ドコサテトラエン酸、ドコ
サペンタエン酸、テトラコセン酸、ヘキサコサン酸、ヘ
キサコシエン酸、オクタコサン酸、トラアコンテン酸等
の不飽和カルボン酸、及びそれらのエステル、酸アミド
、無水物等が挙げられる。また、これらの化合物は上述
の官能基及び/または炭素−炭素二重結合を2つ以上含
んだものであってもよく、更に2種以上の化合物を同時
に用いてもよい。Examples of the former include maleic anhydride, maleic acid, fumaric acid, maleimide, maleic hydrazide, reaction product of maleic anhydride and diamine, maleic acid amide, soybean oil, sesame oil, rapeseed oil, peanut oil, camellia oil, olive oil, Natural oils such as coconut oil, sardine oil, acrylic acid, crotonic acid, butenoic acid, vinyl acetic acid, methacrylic acid, pentenoic acid, angelic acid, cypric acid, 2-pentenoic acid, 3-
Pentenoic acid, α-ethylacrylic acid, β-methylcrotonic acid, 4-pentenoic acid, 2-hexenoic acid, 2-methyl-
2-pentenoic acid, α-ethylcrotonic acid, 2,2-dimethyl-3-butenoic acid, 2-heptenoic acid, 2-octenoic acid, 4-decenoic acid, 9-undecenoic acid, 10-undecenoic acid, 4-dodecene acid, 5-dodecenoic acid, 4-tetradecenoic acid, 9-tetradecenoic acid, 9-hexadenoic acid, 2-
Octadecenoic acid, 9-octadecenoic acid, icosenoic acid,
Tocosenoic acid, erucic acid, tetracosenoic acid, mycolipenic acid, 2.4-pentadienoic acid, 2,4-hexadienoic acid, diallylacetic acid, geranic acid, 2.4-decadienoic acid, 2.4-dodecadienoic acid, 9.12 -Hexadecadienoic acid, 9,12-octadecadienoic acid, hexadecatrienoic acid, linoleic acid, lylunic acid, octadecatrienoic acid, icosadienoic acid, icosatrienoic acid, icosatetraenoic acid, ricinoleic acid, eleo Unsaturated carboxylic acids such as stearic acid, oleic acid, icosapen citric acid, erucic acid, docosadienoic acid, docosatrienoic acid, docosatetraenoic acid, docosapentaenoic acid, tetracosenoic acid, hexacosanoic acid, hexacosenoic acid, octacosanoic acid, and traaconthenic acid. Examples include acids, their esters, acid amides, anhydrides, and the like. Moreover, these compounds may contain two or more of the above-mentioned functional groups and/or carbon-carbon double bonds, and two or more kinds of compounds may be used simultaneously.
後者のラジカル発生性化合物又はラジカル発生剤として
はラジカル種を生成させるために用いられる公知の化合
物を使用することができる。その際、ポリフェニレンエ
ーテル樹脂が溶融するまでにラジカル発生性化合物が有
効量残存するのに十分を半減期が必要である。ラジカル
発生性化合物の例として過酸化物や下記−数式(3)%
式%
で表わされる化合物を挙げることができる。過酸化物と
しては、ジ(2,4−ジクロルベンゾイル)パーオキサ
イド、t−ブチルパーオキサイド、ジ(3,5,5−ト
リメチルヘキサノール〉パーオキサイド、ジラウロイル
パーオキサイド、ジデカノイルバーオキサイド、ジベン
ゾイルパーオキサイド2t−プチルバーオギシー2−エ
チルヘキソエート、t−ブチルパーオキシジエチルアセ
テート、tブチルパーオキシイソブチレート、1,1−
ジ−t−ブチルパーオキシ−3,3,5−トリメチルシ
クロヘキサン、t−ブチルパーオキシイソプロポルカー
ボネート、t−ブチルパーオキシ−3,3,5−トリメ
チルへキソエー1−5t−ブチルパーアセテート、t−
ブチルパーベンゾエート、4,4−ジーtブチルパーオ
キシバレリアン酸ブチルエステル、2.2−ジ−t−ブ
チルパーオキシブタン、ジクミルパーオキサイド、t−
ブチルクミルパーオキサイド、1,3−ジ(t〜ブ千ル
バーオキシイソプロピル)ペンゾール、ジイソプロピル
ベンゾ−ルーモノヒドロバーオキサイド、クモールヒド
ロノ(−オキサイド、t−ブチルヒドロパーオキサイド
、p−メンチルヒドロパーオキサイド、ピナンヒドロパ
ーオキサイド等が例示でき、上記−i式(3)で表わさ
れる化合物としては、2,3−ジメチル−2,3−ジフ
ェニルブタン、3.4−ジメチル−3,4−ジフェニル
ヘキサン、2.2,3.3−テトラフェニルブタン等が
例示できるが、200°C以」ニという比較的高温で反
応を開始するため変性の効率が高いこと、ポリマーへの
過度な攻撃が少ないため架橋、ゲル化などを引き起こさ
ないこと等から、2,3−ジメチル−2,3−ジフェニ
ルブタンが好ましい。As the latter radical generating compound or radical generating agent, known compounds used for generating radical species can be used. In this case, a sufficient half-life is required for the radical-generating compound to remain in an effective amount before the polyphenylene ether resin melts. Examples of radical-generating compounds include peroxide and the following formula (3)%
Compounds represented by the formula % can be mentioned. Examples of peroxides include di(2,4-dichlorobenzoyl) peroxide, t-butyl peroxide, di(3,5,5-trimethylhexanol) peroxide, dilauroyl peroxide, didecanoyl peroxide, Dibenzoyl peroxide 2t-butylbaroxy 2-ethylhexoate, t-butylperoxydiethyl acetate, t-butylperoxyisobutyrate, 1,1-
Di-t-butylperoxy-3,3,5-trimethylcyclohexane, t-butylperoxyisopropol carbonate, t-butylperoxy-3,3,5-trimethylhexoether 1-5t-butyl peracetate, t-butylperoxy-3,3,5-trimethylhexoether, t-butylperoxyisopropol carbonate −
Butyl perbenzoate, 4,4-di-t-butylperoxyvaleric acid butyl ester, 2,2-di-t-butylperoxybutane, dicumyl peroxide, t-
Butylcumyl peroxide, 1,3-di(t-butylbaroxyisopropyl)penzole, diisopropylbenzo-rumonohydroperoxide, cumol hydrono(-oxide, t-butylhydroperoxide, p-menthylhydroperoxide, pinane) Examples of the compound represented by the above formula (3) include hydroperoxide, 2,3-dimethyl-2,3-diphenylbutane, 3,4-dimethyl-3,4-diphenylhexane, 2. Examples include 2,3,3-tetraphenylbutane, but since the reaction starts at a relatively high temperature of 200°C or higher, the modification efficiency is high, and there is little excessive attack on the polymer, so it is difficult to crosslink and gel. 2,3-dimethyl-2,3-diphenylbutane is preferred because it does not cause chemical reaction.
ポリフェニレンエーテル樹脂を、カルボン・酸基、カル
ボン酸金属塩基、カルボン酸エステル基、カルボン酸無
水物基及びイミド基の中の少なくとも1つの基を備えか
つ炭素−炭素二重結合を併せもつ化合物とラジカル発生
性化合物とにより変性すル方法は、スーパーミキサー
ヘンシェルミキサー等により均一混合しナイロン46樹
脂との混練に供する方法、または押出機等により溶融混
練し予めペレット化する方法など任意の方法をとること
ができるが、押出機により予めペレット化する方法がポ
リフェニレンエーテル樹脂の変性の均一性から有効であ
る。A polyphenylene ether resin is combined with a compound having at least one group among a carboxylic acid group, a carboxylic acid metal base, a carboxylic ester group, a carboxylic acid anhydride group, and an imide group and also having a carbon-carbon double bond and a radical. The method of denaturation by generating compounds is the Super Mixer
Any method can be used, such as a method of uniformly mixing with a Henschel mixer etc. and kneading with nylon 46 resin, or a method of melt-kneading with an extruder etc. and pre-pelletizing, but a method of pre-pelletizing with an extruder etc. This method is effective because of the uniformity of modification of polyphenylene ether resin.
ポリフェニレンエーテル樹脂の変性に用いられるカルボ
ン酸基、カルボン酸金属塩基、カルボン酸エステル基、
カルボン酸無水物基及びイミド基の中の少なくとも1つ
の基を有し炭素−炭素二重結合を併せもつ化合物と、ラ
ジカル発生性化合物との配合量は、ポリフェニレンエー
テル樹脂100重量部当り、前者が0.05〜10重量
部、後者が0.005〜2重量部である。前者の化合物
は配合量が0.05重量部未満のときは変性による効果
の発現は小さく、また10重量部を超えるときにはポリ
フェニレンエーテル樹脂、ナイロン46樹脂含めてポリ
マーの分子量の低下をもならすため好ましくない。また
ラジカル発生性化合物の配合量が0.005重量部未満
のときは変性が充分になされず、2重量部を超えるとき
には配合量の増加による効果の促進がもはや起こらなく
なるばかりでなく、ポリマーへの過度の反応が大きくな
ってくるため好ましくない。Carboxylic acid groups, carboxylic acid metal bases, carboxylic acid ester groups used for modifying polyphenylene ether resins,
The amount of the compound containing at least one group among a carboxylic acid anhydride group and an imide group and having a carbon-carbon double bond and the radical-generating compound is 100 parts by weight of the polyphenylene ether resin. 0.05 to 10 parts by weight, and 0.005 to 2 parts by weight of the latter. The former compound is preferable because when the amount is less than 0.05 parts by weight, the effect of modification is small, and when it is more than 10 parts by weight, the molecular weight of the polymer including polyphenylene ether resin and nylon 46 resin is reduced. do not have. Furthermore, when the amount of the radical-generating compound blended is less than 0.005 parts by weight, sufficient modification is not achieved, and when it exceeds 2 parts by weight, not only is the effect no longer promoted by increasing the blended amount, but also the polymer is damaged. This is not preferable because it increases the excessive reaction.
本発明に用いられる(C)成分のハロゲン化(難燃性)
化合物は一蝦に難燃剤として用いられているものであり
、ナイロン46樹脂を難燃化する目的で配合され、ハロ
ゲンとしては臭素及び塩素が好ましい。このハロゲン化
化合物の具体的な例としては、例えば臭素化ポリスチレ
ン、臭素化ポリフェニレンエーテル、臭素化エポキシ、
臭素化ビスフェノール−A−ジグリシジルエーテル及び
そのオリゴマー、臭素化ビスフェノールAを原料として
製造される臭素化ポリカーボネートオリゴマー臭素化ビ
フェニルエーテル、臭素化シフタルイミド化合物、塩素
化ヘキサベンタジエ、ンの2量体等が代表的なものとし
て例示できる。これらのうち臭素化ポリスチレン及び臭
素化ポリフェニレンエーテルが特に好ましい。Halogenation of component (C) used in the present invention (flame retardancy)
The compound is commonly used as a flame retardant, and is blended for the purpose of making nylon 46 resin flame retardant, and the halogens are preferably bromine and chlorine. Specific examples of this halogenated compound include brominated polystyrene, brominated polyphenylene ether, brominated epoxy,
Typical examples include brominated bisphenol-A-diglycidyl ether and its oligomer, brominated polycarbonate oligomer produced from brominated bisphenol A, brominated biphenyl ether, brominated cyphthalimide compound, chlorinated hexabentadiene dimer, etc. This can be given as an example. Among these, brominated polystyrene and brominated polyphenylene ether are particularly preferred.
臭素化ポリスチレンは臭素化スチレンを重合するか、ま
たはポリスチレンを臭素化することによって製造される
。また臭素化ポリスチレンには他のビニル系化合物が共
重合されていても使用可能である。この場合のビニル化
合物としてはスチレン、α−メチルスチレン等が挙げら
れる。この臭素化ポリスチレンの重合度に特に制限はな
いが、重量平均分子量で10000〜1ooo000の
ものが好ましく用いられる。Brominated polystyrene is produced by polymerizing brominated styrene or by brominating polystyrene. Further, brominated polystyrene can be used even if other vinyl compounds are copolymerized therewith. Examples of the vinyl compound in this case include styrene, α-methylstyrene, and the like. Although there is no particular restriction on the degree of polymerization of this brominated polystyrene, those having a weight average molecular weight of 10,000 to 1ooo000 are preferably used.
臭素化ポリフェニレンエーテルも臭素化フェノールを重
合するか、またはポリフェニレンエーテルを臭素化する
ことによって製造される。勿論、臭素化ポリフェニレン
エーテルには他のフェノール系化合物が共重合されてい
ても使用可能である、この臭素化ポリフェニレンエーテ
ルの重合度に特に制限はないが、重量平均分子量で10
00以上のものが好ましく使用できる。Brominated polyphenylene ethers are also made by polymerizing brominated phenols or by brominating polyphenylene ethers. Of course, the brominated polyphenylene ether can be used even if it is copolymerized with other phenolic compounds.There is no particular restriction on the degree of polymerization of this brominated polyphenylene ether, but the weight average molecular weight is 10.
00 or more can be preferably used.
ハロゲン化化合物の配合量は、ナイロン46樹脂100
重1部当り2〜50重1部である。配合量が2重量部以
下ではナイロン46樹脂の難燃化効果が十分でなく、5
0重量部以上ではナイロン46樹脂の特徴である機械的
性買、熱的性質が損なわれるため好ましくない。The blending amount of the halogenated compound is 100% of nylon 46 resin.
It is 2 to 50 parts by weight per part by weight. If the blending amount is less than 2 parts by weight, the flame retardant effect of the nylon 46 resin will not be sufficient;
If it exceeds 0 parts by weight, the mechanical properties and thermal properties characteristic of nylon 46 resin will be impaired, which is not preferable.
本発明において用いられる(D)成分の難燃助剤は(C
1成分のハロゲン化化合物との相乗効果によりナイロン
46樹脂の難燃性を高める働きをするものである。その
ような化合物としては周期律表第Va族の金属の化合物
や酸化ホウ素、酸化ジルコニウム、酸化鉄、酸化亜鉛等
の金属酸化物が挙げられ、特に周期律表第Va族の金属
の化合物としてアンチモン化合物が好ましい。アンチモ
ン化合物としては三酸化アンチモン、五酸化アンチモン
1、アンチモン酸ナトリウム等が挙げられるが、特に三
酸化アンチモンが好ましく用いられる。また、これらの
難燃助剤は1種のみの配合であっても2種以上の化合物
の併用であってもよい。The flame retardant aid of component (D) used in the present invention is (C
It functions to enhance the flame retardancy of nylon 46 resin through a synergistic effect with one component of the halogenated compound. Examples of such compounds include compounds of metals in group Va of the periodic table and metal oxides such as boron oxide, zirconium oxide, iron oxide, and zinc oxide.In particular, compounds of metals in group Va of the periodic table include antimony. Compounds are preferred. Examples of the antimony compound include antimony trioxide, antimony pentoxide 1, sodium antimonate, and antimony trioxide is particularly preferably used. Further, these flame retardant aids may be used alone or in combination of two or more types.
これらの難燃助剤の配合量は(C)成分のハロゲン化化
合物のハロゲン原子2〜5に対しアンチモン等の金属原
子1の割合にあるときが適当である。The appropriate amount of these flame retardant aids to be blended is a ratio of 1 metal atom such as antimony to 2 to 5 halogen atoms in the halogenated compound (C).
これらハロゲン化化合物及び難燃助剤を配合したナイロ
ン46樹脂は難燃性において優れた特性を示すものの、
ウェルド部分の強度が低いという欠点がある。しかし、
これに更に先述の変性されたボリフェニ[/ンエーテル
樹脂を配合するとウェルド部分の強度低下がなくなると
いう構成単位からはおよそ予期せざる結果が得られ、そ
のうえ組成物の吸水率も低減できるという二重の利点が
発現する。これらの効果によって、電気電子部品分野に
おいてナイロン46樹脂の特性を生かせる組成物を得る
ことができる。Although nylon 46 resin containing these halogenated compounds and flame retardant aids exhibits excellent flame retardant properties,
The disadvantage is that the strength of the weld portion is low. but,
When the above-mentioned modified polyphenylene ether resin is further added to this, an unexpected result is obtained from the structural unit that the strength reduction in the weld part is eliminated, and in addition, the water absorption rate of the composition can be reduced. Benefits emerge. These effects make it possible to obtain a composition that can take advantage of the characteristics of nylon 46 resin in the field of electrical and electronic components.
上述の変性がなされていないポリフェニレンエーテル樹
脂をナイロン46樹脂に配合したときには、それらのポ
リマーの相溶性が基本的に劣るなめ得られる組成物の機
械的強度は著しく低く、ナイロン46樹脂の優れた特性
が生かされなくな・つてしまつ。When the unmodified polyphenylene ether resin mentioned above is blended with nylon 46 resin, the mechanical strength of the resulting composition is extremely low because the compatibility of these polymers is basically poor, and the excellent properties of nylon 46 resin are is no longer being utilized.
変性されたポリフェニレンエーテル樹脂の配合量は、ナ
イロン46樹脂100重1部当り5〜100重量部であ
る。配合量が5重量部より少ないときには難燃化された
ナイロン46樹脂のウェルド特性の改良効果が十分でな
く、また配合量が100重量部より多いと難燃化された
ナイロン46樹脂を有する優れた耐熱性や機械的強度が
損なわれてしまうため実用的でない。The amount of the modified polyphenylene ether resin blended is 5 to 100 parts by weight per 100 parts by weight of nylon 46 resin. When the amount is less than 5 parts by weight, the effect of improving the weld properties of the flame-retardant nylon 46 resin is insufficient, and when the amount is more than 100 parts by weight, the flame-retardant nylon 46 resin has an excellent effect. It is not practical because heat resistance and mechanical strength are impaired.
本発明の樹脂組成物には、必要に応じて顔料その他の配
合剤をその発現量添加してもよい。このような配合剤と
しては充填剤、例えばガラス繊維、アラミド繊維、炭素
繊維、スチール繊維、アスベスト、セラミック繊維、チ
タン酸カリウムウィスカー、ボロンウィスカー等の繊維
状物、カオリン、クレー、ウオラストナイト、タルク、
マイカ、炭酸カルシウム、硫酸バリウム、ガラスピーズ
、ガラスピ−クス等の粉末状、粒状あるいは板状の無機
充填剤が例示できる。Pigments and other compounding agents may be added to the resin composition of the present invention in the desired amount. Such additives include fillers such as glass fibers, aramid fibers, carbon fibers, steel fibers, asbestos, ceramic fibers, fibrous materials such as potassium titanate whiskers and boron whiskers, kaolin, clay, wollastonite, and talc. ,
Examples include powdered, granular, or plate-like inorganic fillers such as mica, calcium carbonate, barium sulfate, glass peas, and glass peaks.
これらの充填材は通常補強材、表面改質材として、ある
いは電気的、熱的特性等の改質を目的として配合される
が、配合による効果発現の最小量と過剰配合による組成
物本来の優れた特性、成形上の利点を損失しない範囲で
配合されるべきである。These fillers are usually blended as reinforcing materials, surface modifiers, or for the purpose of modifying electrical and thermal properties. It should be blended within a range that does not impair the properties and molding advantages.
また、耐熱性向上を目的としてヨウ化銅等の銅化合物、
ヒンダードフェノール化合物、芳香族アミン化合物、有
機リン化合物、硫黄化合物等の酸化防止剤あるいは熱安
定剤を添加することもできる。また溶融粘度安定性、耐
加水分解性の改良等の目的には、各種のエポキシ化合物
、オキサゾリン化合物等を添加してもよい。エポキシ化
合物としては、例えばビスフェノール−Aとエピクロル
ヒドリンを反応させて得られるビスフェノールA型エポ
キシ化合物、各種グリコールやグリセロールとエピクロ
ールヒドリンとの反応から得られる脂肪族グリシジルエ
ーテル、ノボラック型エポキシ化合物、芳香族または脂
肪族カルボン酸型エポキシ化合物、脂環化合物型エポキ
シ化合物などが好ましく、オキサゾリン化合物としては
芳香族または脂肪族ビスオキサゾリン、特に2.2′−
ビス(2−オキサゾリン) 、 2.2’−m−フェニ
レンビス(2−オキサゾリン)が好ましい。In addition, for the purpose of improving heat resistance, copper compounds such as copper iodide,
Antioxidants or heat stabilizers such as hindered phenol compounds, aromatic amine compounds, organic phosphorus compounds, and sulfur compounds may also be added. Furthermore, various epoxy compounds, oxazoline compounds, etc. may be added for the purpose of improving melt viscosity stability and hydrolysis resistance. Examples of epoxy compounds include bisphenol A-type epoxy compounds obtained by reacting bisphenol-A and epichlorohydrin, aliphatic glycidyl ethers obtained by reacting various glycols or glycerol with epichlorohydrin, novolac-type epoxy compounds, and aromatic epoxy compounds. Alternatively, aliphatic carboxylic acid type epoxy compounds, alicyclic compound type epoxy compounds, etc. are preferable, and as the oxazoline compound, aromatic or aliphatic bisoxazolines, especially 2.2'-
Bis(2-oxazoline) and 2,2'-m-phenylenebis(2-oxazoline) are preferred.
その低安定剤、着色剤、滑剤、紫外線吸収剤、帯電防止
剤の添加もできる。It is also possible to add low stabilizers, colorants, lubricants, ultraviolet absorbers, and antistatic agents.
更にまた、少量の割合で他の熱可塑性樹脂、例えば他の
ポリアミド樹脂、ポリエステル樹脂、ポリフェニレンサ
ルファイド樹脂、ポリカーボネート樹脂、フェノキシ樹
脂、ポリエチレン及びその共重合体、ポリプロピレン及
びその共重合体、ポリスチレン及びその共重合体、アク
リル樹脂及びアクリル系共重合体、ポリアミドエラスト
マー、ポリエステルエラストマー等;熱硬化性樹脂、例
えばフェノール樹脂、メラミン樹脂、不飽和ポリエステ
ル樹脂、シリコーン樹脂等を配合してもよい。Furthermore, in small proportions other thermoplastic resins such as other polyamide resins, polyester resins, polyphenylene sulfide resins, polycarbonate resins, phenoxy resins, polyethylene and its copolymers, polypropylene and its copolymers, polystyrene and its copolymers, etc. Polymers, acrylic resins and acrylic copolymers, polyamide elastomers, polyester elastomers, etc.; thermosetting resins such as phenol resins, melamine resins, unsaturated polyester resins, silicone resins, etc. may be blended.
本発明の樹脂組成物を得るには任意の配合方法を用いる
ことができる。Any blending method can be used to obtain the resin composition of the present invention.
通常これらの配合成分はより均一に分散させることが好
ましく、その全部もしくは一部を同時にあるいは別々に
例えばブレンダー、ニーダ−、ロール、押出機等の混合
機で混合し均質化させる方法や、混合部分の一部を同時
にあるいは別々に例えばブレンダー、ニーダ−、ロール
、押出機等で混合し、更に残りの成分をこれらの混合機
あるいは押出機で混合し均質化させる方法を用いること
ができる。更に予めトライブレンドされた組成物を加熱
した押出機で溶融混練して均質化したあ2針金状に押出
し、次いで所望の長さに切断して狛状化する方法がある
。Generally, it is preferable to disperse these ingredients more uniformly, and there are methods in which all or part of them are mixed simultaneously or separately in a mixing machine such as a blender, kneader, roll, or extruder for homogenization, or in a mixing part. A method can be used in which a part of the components are mixed simultaneously or separately using, for example, a blender, kneader, roll, extruder, etc., and then the remaining components are mixed and homogenized using these mixers or extruders. Furthermore, there is a method in which a pre-triblended composition is melt-kneaded in a heated extruder, extruded into a homogenized wire shape, and then cut into a desired length to form a rod shape.
このようにして遣られた成形用組成物は、通告十分乾燥
された状態に保たれて成形機ホッパーVに投入され成形
に供される。更にまた、組成物σ構成原料をトライブレ
ンドして直接成形機ホラノー内に投入し成形機中で溶融
混練することも回付である。The molding composition thus dispensed is kept in a sufficiently dry state and then put into the molding machine hopper V and subjected to molding. Furthermore, it is also a recycling process to tri-blend the raw materials constituting the composition σ, directly introduce the mixture into a molding machine, and melt-knead the mixture in the molding machine.
[実施例]
以下実施例により本発明を詳述する。なお、り施例中の
各種特性の測定は以下の方法によった。[Examples] The present invention will be explained in detail below using Examples. In addition, various characteristics in the examples were measured by the following methods.
(1)機械的強度: 引張試験・・・・・・ASTM D638に準拠。(1) Mechanical strength: Tensile test: Based on ASTM D638.
状態調節・・・・・・JIS K7100に準拠。Condition adjustment: Conforms to JIS K7100.
(2)ウェルド特性:
両端から流れてきた樹脂が中央部で合流すイ引張試験片
にて測定した。(2) Weld properties: Measured using a tensile test piece in which resin flowing from both ends merges in the center.
(3)熱変形温度:
ASTM D648に準拠。(荷重18.6Kg/cd
>(4)吸水特性:
80°C5相対湿度95%雰囲気中に8時間放置した後
の重量増加より算出。(成形品厚さL 5mm1(5)
燃焼性:
米国アンダーライターラボラトリ−社の定める方法(U
L94)により評価。(厚さ3.2mm)(6)極限粘
度:
溶媒としてm−クレゾールを用い、オストワルド粘度管
により35℃にて測定した。(3) Heat distortion temperature: Based on ASTM D648. (Load: 18.6Kg/cd
>(4) Water absorption properties: Calculated from the weight increase after being left in an atmosphere of 80°C, 95% relative humidity for 8 hours. (Molded product thickness L 5mm1 (5)
Flammability: Method specified by Underwriter Laboratory, Inc. (U.S.
Evaluated by L94). (Thickness: 3.2 mm) (6) Intrinsic viscosity: Measured at 35°C using an Ostwald viscosity tube using m-cresol as a solvent.
ポリフェニレンエーテル樹脂
無水塩化第一銅3.8gとジ−n−ブチルアミン54.
5gを溶かしたトルエン溶液500 mlを仕込んだ重
合槽に55重量%2,6−キシレノールのトルエン溶液
2fJを加え、30℃に保たれたこの混合溶液に酸素を
吹き込みながら攪拌することにより酸化重合を行った。3.8 g of polyphenylene ether resin anhydrous cuprous chloride and 54 g of di-n-butylamine.
2 fJ of a toluene solution of 55% by weight 2,6-xylenol was added to a polymerization tank containing 500 ml of a toluene solution in which 5 g of 2,6-xylenol was dissolved, and oxidative polymerization was carried out by stirring while blowing oxygen into this mixed solution kept at 30 °C. went.
重合組酢酸水溶液を加えて触媒を失活させ反応を停止し
な。この反応溶液を濃縮し、メタノールを加えることに
よりポリマーを析出させた。析出したポリマーを濾過、
洗浄後乾燥させることによってポリフェニレンエーテル
樹脂を製造した。固有粘度は0.49であった。Add an aqueous solution of polymerized acetic acid to deactivate the catalyst and stop the reaction. This reaction solution was concentrated and methanol was added to precipitate the polymer. Filter the precipitated polymer,
A polyphenylene ether resin was produced by washing and drying. The intrinsic viscosity was 0.49.
変性ポリフェニレンエーテル樹脂■
130℃にて5時間乾燥した上記ポリフェニレンエーテ
ル樹脂100重量部、無水マレイン酸016重量部及び
2,3−ジメチル−2,3−ジフェニルブタン0.1重
量部をスクリュー径各44mmのベント付き二軸押出機
を用いて280℃にて溶融混練した後ペレット化しな。Modified polyphenylene ether resin■ 100 parts by weight of the above polyphenylene ether resin dried at 130°C for 5 hours, 016 parts by weight of maleic anhydride, and 0.1 part by weight of 2,3-dimethyl-2,3-diphenylbutane were mixed into screw diameters of 44 mm each. The mixture was melt-kneaded at 280°C using a vented twin-screw extruder and then pelletized.
性ポリフェニレンエーテル樹脂■
130℃にて5時間乾燥した上記ポリフェニレンエーテ
ル樹脂100重量部、無水マレイン酸0.01重量部及
び2,3−ジメチル−2,3−ジフェニルブタン0.0
01重量部をスクリュー径各44mmのベント付き二軸
押出機を用いて280°Cにて溶融混練した後ペレット
化しな。Polyphenylene ether resin ■ 100 parts by weight of the above polyphenylene ether resin dried at 130°C for 5 hours, 0.01 part by weight of maleic anhydride, and 0.0 part by weight of 2,3-dimethyl-2,3-diphenylbutane.
01 parts by weight were melt-kneaded at 280°C using a vented twin-screw extruder with a screw diameter of 44 mm, and then pelletized.
変性ポリフェニレンエーテル樹脂■
130℃にて5時間乾燥した上記ポリフェニレンエーテ
ル樹脂100重量部、無水マレイン酸15重量部及゛び
2,3−ジメチル−2,3−ジフェニルブタン0.1重
量部をスクリュー径各44mmのベント付き二軸押出機
を用いて280℃にて溶融混練した後ペレット化した。Modified polyphenylene ether resin ■ 100 parts by weight of the above polyphenylene ether resin dried at 130°C for 5 hours, 15 parts by weight of maleic anhydride, and 0.1 part by weight of 2,3-dimethyl-2,3-diphenylbutane were added to the screw diameter. The mixture was melt-kneaded at 280° C. using a 44 mm vented twin-screw extruder, and then pelletized.
実施例1〜2.比較例1〜3
110℃、 lQ Torrの減圧下で12時間乾燥し
た極限粘度1.42のナイロン46閏脂(rSTANY
LJオランダ国DSM社製〉と未変性または上記方法に
より変性した変性ポリフェニレンエーテル樹脂■または
■、臭素化ポリスチレン(「パイロチエツク68−PB
J日産フェロ有機化学四社製)及び三酸化アンチモン
(「バトックスC」日本精鉱■社製)を表−1に示す1
割合にて、予めタンブラ−で均一に混合した後スクリュ
ー径各44mmのベント付き二軸押出機を用いて真空に
引きながらシリンダー温度320℃、スクリュー回転数
150rpm、吐出t40Kg/hにて溶融混練し、ダ
イスから吐出するスレッドを冷却切断して成形用ベレッ
トを得な。但し変性ポリフェニレンエーテル樹脂■につ
いては押出時の操業性が悪く、良好な変性ポリフェニレ
ンエーテル樹脂のペレットを得ることができなかった。Examples 1-2. Comparative Examples 1 to 3 Nylon 46 resin with an intrinsic viscosity of 1.42 (rSTANY
LJ (manufactured by DSM in the Netherlands), unmodified or modified polyphenylene ether resin ■ or ■, brominated polystyrene (Pyrocheck 68-PB)
1 shown in Table 1.
After uniformly mixing in a tumbler in advance, the mixture was melt-kneaded using a vented twin-screw extruder with screw diameters of 44 mm under vacuum at a cylinder temperature of 320°C, a screw rotation speed of 150 rpm, and a discharge rate of 40 kg/h. Then, the thread discharged from the die is cooled and cut to obtain a pellet for forming. However, modified polyphenylene ether resin (1) had poor operability during extrusion, and good pellets of modified polyphenylene ether resin could not be obtained.
次いでこのペレットを用いて射出容量5オンスの射出成
形機にてシリンダー温度300℃、金型温度120℃、
射出圧力800 Kg/−5冷却時間15秒、及び全成
形サイクル40秒の条件で各特性測定用の成形品を成形
した。Next, using this pellet, the cylinder temperature was 300°C, the mold temperature was 120°C, and an injection molding machine with an injection capacity of 5 ounces was used.
Molded articles for each characteristic measurement were molded under the conditions of an injection pressure of 800 Kg/-5, a cooling time of 15 seconds, and a total molding cycle of 40 seconds.
これらの成形品を用いて各特性を測定した。なお成形品
は測定前にJIS K7100に従い、23℃、相対湿
度50%の雰囲気中で88時間状憇調節を行った。Each characteristic was measured using these molded products. The molded product was conditioned for 88 hours in an atmosphere of 23° C. and 50% relative humidity in accordance with JIS K7100 before measurement.
各測定の結果を表−1に示す。ナイロン46樹脂単独で
はウェルド部分における強度はそれ以外の部分に比べて
も特に変りがないが(比較例1)、臭素化ポリスチレン
と三酸化アンチモンにより難燃化されたナイロン46樹
脂ではウェルド部分での強度低下は非常に大きいく比較
例2)。しかし、変性されたポリフェニレンエーテル樹
脂を配合したものでは、難燃化ナイロン46樹脂の熱変
形温度を保ったままウェルド部分の強度が高まり、更に
組成物の吸水率も低下させることができる〈実施例1,
2)。変性されたポリフェニレンエーテル樹脂の配合量
が小さいとこのウェルド部分の強度の改良効果は十分で
なく(比較例3)、またポリフェニレンエーテル樹脂が
変性されていな0とき、または変性量が不十分なときに
はナイロン46樹脂と配合した組成物の機械的特性すな
わち引張伸度が低く、ナイロン46樹脂のもつ優れた特
性が損なわれてしまう(比較例4,5)。The results of each measurement are shown in Table-1. When using nylon 46 resin alone, there is no particular difference in strength at the weld area compared to other areas (comparative example 1), but when using nylon 46 resin made flame retardant with brominated polystyrene and antimony trioxide, the strength at the weld area is The strength reduction was very large (Comparative Example 2). However, when a modified polyphenylene ether resin is blended, the strength of the weld part increases while maintaining the heat distortion temperature of the flame-retardant nylon 46 resin, and the water absorption rate of the composition can also be lowered. 1,
2). If the blended amount of the modified polyphenylene ether resin is small, the strength improvement effect of this weld part will not be sufficient (Comparative Example 3), and if the polyphenylene ether resin is not modified or the amount of modification is insufficient, The mechanical properties, ie, tensile elongation, of the composition blended with nylon 46 resin are low, and the excellent properties of nylon 46 resin are impaired (Comparative Examples 4 and 5).
実施例3.比較例6
110℃、10 Torrの減圧下で12時間乾燥した
極限粘度1,42のナイロン46樹脂(’5TANYL
Jオランダ国DSM社製)と上記方法により変性した変
性ポリフェニレンエーテル樹脂■、臭素化ポリフェニレ
ンエーテル(r PO−64PJグレ一トレイク社製)
及び三酸化アンチモン(「パト・ンクスC」日本精鉱■
社製)を表−1に示す量割合にて、予めタンブラ−で均
一に混合した後スクリュー径各44mmのベント付き二
軸押出機を用いて真空に引きな力くらシリンダー温度3
20℃、スクリュー回転数15Orpm、吐出!40K
g/hにて溶融混練し、ダイス力)ら吐出1−るスレッ
ドを冷却切断して成形用ペレ・ントを9斗な。Example 3. Comparative Example 6 Nylon 46 resin ('5TANYL) with an intrinsic viscosity of 1.42 was dried at 110° C. for 12 hours under reduced pressure of 10 Torr.
J manufactured by DSM, Netherlands), modified polyphenylene ether resin ■ modified by the above method, brominated polyphenylene ether (r PO-64PJ manufactured by Greitreik)
and antimony trioxide (“Pato Nkusu C” Japanese concentrate)
Co., Ltd.) in the proportions shown in Table 1 in advance in a tumbler, and then evacuated using a vented twin-screw extruder with screw diameters of 44 mm at a cylinder temperature of 3.
20℃, screw rotation speed 15Orpm, discharge! 40K
The thread was melt-kneaded at a rate of 1-g/h and discharged from a die (1-g/h), and the thread was cooled and cut to form pellets for molding.
次いでこのペレットを用いて射出容量5オンスの射出成
形機にてシリンダー温度300℃、金型温度120°C
1射出圧力800 Kg/co?、冷却時間15秒、及
び全成形サイクル40秒の条件で各特性測定用の成形品
を成形した。The pellets were then used in an injection molding machine with an injection capacity of 5 ounces, at a cylinder temperature of 300°C and a mold temperature of 120°C.
1 injection pressure 800 Kg/co? Molded articles for each characteristic measurement were molded under the following conditions: cooling time 15 seconds, and total molding cycle 40 seconds.
これらの成形品を用いて各特性を測定した。なお成形品
は測定前にJIS K7100に従い、23℃、相対湿
度50%の雰囲気中で88時間状態調節を行った。Each characteristic was measured using these molded products. Note that the molded product was conditioned for 88 hours in an atmosphere of 23° C. and 50% relative humidity in accordance with JIS K7100 before measurement.
各測定の結果を表−1に示す。臭素化ボリスチ1、z
:、’を使用したときと同様、変性ポリフェニレンエー
テル樹脂を配合することによるウェルド特性の改良効果
が認められた(実施例3.比較例6)。The results of each measurement are shown in Table-1. Brominated Boristi 1,z
Similar to the case of using : and ', the effect of improving the weld properties by blending the modified polyphenylene ether resin was observed (Example 3, Comparative Example 6).
比較例7〜8
110℃、10 Torrの減圧下で12時間乾燥した
ナイロン66樹脂(「レオナ1300S J旭化成工業
■社製)またはナイロン6樹脂(帝人■社製)と臭素化
ポリスチレン(「(「パイロチエツク68−PB J日
産フェロ有機化学(11社製)及び三酸化アンチモン(
「パトックスC」日本精鉱■社製)を表−1に示す量割
合にて、予めタンブラ−で均一に混合した後スクリュー
径各44mmのベント付き二軸押出機を用いて真空に引
きながらシリンダー温度をナイロン66樹脂の時は28
0’C、ナイロン6樹脂の時は250℃、スクリュー回
転数150rpm、吐出140Kg/’hにて溶融混練
し、ダイスから吐出するスレッドを冷却切断して成形用
ペレットを得た。Comparative Examples 7 to 8 Nylon 66 resin ("Leona 1300S J" manufactured by Asahi Kasei Kogyo Ltd.) or nylon 6 resin (manufactured by Teijin Ltd.) and brominated polystyrene ("(" Pyrocheck 68-PB J Nissan Ferro Organic Chemicals (manufactured by 11 companies) and antimony trioxide (
"Patox C" (manufactured by Nippon Seiko Co., Ltd.) was mixed uniformly in advance in a tumbler in the proportions shown in Table 1, and then a cylinder was evacuated using a vented twin-screw extruder with a screw diameter of 44 mm. The temperature is 28 when using nylon 66 resin.
0'C, nylon 6 resin was melted and kneaded at 250°C, screw rotation speed 150 rpm, and discharge rate 140 kg/'h, and the thread discharged from the die was cooled and cut to obtain molding pellets.
次いでこのペレットを用いて射出容量5オンスの射出成
形機にてシリンダー温度をナイロン66樹脂の時は28
0℃、ナイロン6樹脂の時は250℃、金型温度80℃
、射出圧力800 Kg/co!、冷却時間18秒間、
および全成形サイクル45秒間の条件で各特性測定用の
成形品を成形した。Next, the pellets were used in an injection molding machine with an injection capacity of 5 ounces, and the cylinder temperature was adjusted to 28°C for nylon 66 resin.
0℃, 250℃ for nylon 6 resin, mold temperature 80℃
, injection pressure 800 Kg/co! , cooling time 18 seconds,
Molded articles for each characteristic measurement were molded under conditions of a total molding cycle of 45 seconds.
これらの成形品を用いて各特性を測定した。なお成形品
は測定前にJIS K7100に従い、23℃、相対湿
度50%の雰囲気中で88時間状態調節を行った。Each characteristic was measured using these molded products. Note that the molded product was conditioned for 88 hours in an atmosphere of 23° C. and 50% relative humidity in accordance with JIS K7100 before measurement.
各測定の結果を表−1に示す。ナイロン66樹脂やナイ
ロン6樹脂では成形加工温度がナイロン46樹脂のとき
に較べ低いため、難燃化したことによる成形品のウェル
ド部分の@械的強度低下は実舅的に間悪とはならない(
比較例7゜
8)。The results of each measurement are shown in Table-1. Since the molding temperature for nylon 66 resin and nylon 6 resin is lower than that for nylon 46 resin, the decrease in mechanical strength of the welded part of the molded product due to flame retardation is not actually a bad thing (
Comparative example 7゜8).
Claims (1)
ルボン酸基、カルボン酸金属塩基、カルボン酸エステル
基、カルボン酸無水物基及びイミド基よりなる基のうち
の少なくとも1つの基を有しかつ炭素−炭素二重結合を
併せもつ化合物とラジカル発生性化合物とにより変性さ
れたポリフェニレンエーテル樹脂5〜100重量部、 (C)ハロゲン化難燃性化合物2〜50重量部、(D)
難燃助剤1〜20重量部、 を配合してなる難燃性樹脂組成物。 2、(C)成分のハロゲン化難燃性化合物が臭素化ポリ
スチレンである請求項1に記載の難燃性樹脂組成物。 3、(C)成分のハロゲン化難燃性化合物が臭素化ポリ
フェニレンエーテルである請求項1に記載の難燃性樹脂
組成物。[Scope of Claims] 1. (A) per 100 parts by weight of nylon 46 resin (B) at least a group consisting of a carboxylic acid group, a carboxylic acid metal base, a carboxylic acid ester group, a carboxylic acid anhydride group, and an imide group; 5 to 100 parts by weight of a polyphenylene ether resin modified with a compound having one group and a carbon-carbon double bond and a radical-generating compound, (C) 2 to 50 parts by weight of a halogenated flame retardant compound ,(D)
A flame retardant resin composition comprising 1 to 20 parts by weight of a flame retardant aid. 2. The flame-retardant resin composition according to claim 1, wherein the halogenated flame-retardant compound as component (C) is brominated polystyrene. 3. The flame-retardant resin composition according to claim 1, wherein the halogenated flame-retardant compound as component (C) is a brominated polyphenylene ether.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP26799589A JPH03131655A (en) | 1989-10-17 | 1989-10-17 | Flame retardant resin composition |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP26799589A JPH03131655A (en) | 1989-10-17 | 1989-10-17 | Flame retardant resin composition |
Publications (1)
Publication Number | Publication Date |
---|---|
JPH03131655A true JPH03131655A (en) | 1991-06-05 |
Family
ID=17452450
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP26799589A Pending JPH03131655A (en) | 1989-10-17 | 1989-10-17 | Flame retardant resin composition |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPH03131655A (en) |
-
1989
- 1989-10-17 JP JP26799589A patent/JPH03131655A/en active Pending
Similar Documents
Publication | Publication Date | Title |
---|---|---|
EP0618267B1 (en) | Thermoplastic resin composition | |
EP0262901B1 (en) | Thermoplastic resin composition | |
JP2607883B2 (en) | Thermoplastic resin composition | |
JP2514051B2 (en) | Thermoplastic resin composition | |
JPS62223217A (en) | Thermoplastic resin composition | |
WO2001096477A2 (en) | High performance thermoplastic compositions with improved melt flow properties | |
JPH0251558A (en) | Polyphenylene ether resin and its composition which have reduced odor, and method for reducing odor of said resin and composition | |
JPH02276860A (en) | Resin composition | |
JPH0751649B2 (en) | Thermoplastic resin composition | |
JP3077948B2 (en) | Resin composition | |
US6166137A (en) | Poly(arylene ether)/polyetherimide blends and methods of making the same | |
JP2604601B2 (en) | Thermoplastic resin composition | |
JPH05105810A (en) | Polyphenylene ether resin composition | |
US5227429A (en) | Poly(arylene sulfide) resin composition | |
JP3504342B2 (en) | Heat resistant resin composition | |
JPH05306365A (en) | Resin composition improved in recycling property | |
JP3306935B2 (en) | Thermoplastic resin composition | |
JPH03131655A (en) | Flame retardant resin composition | |
US5449721A (en) | Thermoplastic resin compositions comprising polyphenylene ether, polyamide and fluorocarbon resins | |
EP0398533B1 (en) | Poly(arylene sulfide) resin composition | |
JP3090961B2 (en) | Resin composition and connector comprising the same | |
JP2990814B2 (en) | Resin composition | |
JPS62240354A (en) | Resin and filler composition | |
JPH02202947A (en) | Resin composition | |
JPH0694535B2 (en) | Method for producing resin composition |