JP5499686B2 - 難燃性ポリブチレンテレフタレート系樹脂組成物 - Google Patents
難燃性ポリブチレンテレフタレート系樹脂組成物 Download PDFInfo
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- JP5499686B2 JP5499686B2 JP2009288632A JP2009288632A JP5499686B2 JP 5499686 B2 JP5499686 B2 JP 5499686B2 JP 2009288632 A JP2009288632 A JP 2009288632A JP 2009288632 A JP2009288632 A JP 2009288632A JP 5499686 B2 JP5499686 B2 JP 5499686B2
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- flame retardant
- polybutylene terephthalate
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- -1 polybutylene terephthalate Polymers 0.000 title claims description 183
- 229920001707 polybutylene terephthalate Polymers 0.000 title claims description 158
- 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 description 83
- 239000003063 flame retardant Substances 0.000 title claims description 78
- 239000011342 resin composition Substances 0.000 title claims description 61
- 229920005989 resin Polymers 0.000 claims description 173
- 239000011347 resin Substances 0.000 claims description 173
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 claims description 126
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 claims description 58
- 239000002253 acid Substances 0.000 claims description 56
- WOZVHXUHUFLZGK-UHFFFAOYSA-N dimethyl terephthalate Chemical compound COC(=O)C1=CC=C(C(=O)OC)C=C1 WOZVHXUHUFLZGK-UHFFFAOYSA-N 0.000 claims description 38
- 229920000728 polyester Polymers 0.000 claims description 35
- 239000000539 dimer Substances 0.000 claims description 32
- 239000000203 mixture Substances 0.000 claims description 32
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 claims description 31
- 150000003839 salts Chemical class 0.000 claims description 31
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 29
- 150000002148 esters Chemical class 0.000 claims description 26
- 125000003277 amino group Chemical group 0.000 claims description 21
- 229910052751 metal Inorganic materials 0.000 claims description 20
- 239000002184 metal Substances 0.000 claims description 20
- 229920001577 copolymer Polymers 0.000 claims description 18
- 239000012796 inorganic flame retardant Substances 0.000 claims description 17
- 239000011256 inorganic filler Substances 0.000 claims description 16
- 229910003475 inorganic filler Inorganic materials 0.000 claims description 16
- 229920000909 polytetrahydrofuran Polymers 0.000 claims description 16
- 150000002009 diols Chemical class 0.000 claims description 14
- 150000003918 triazines Chemical class 0.000 claims description 13
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 12
- 229910052698 phosphorus Inorganic materials 0.000 claims description 11
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims description 10
- 150000001463 antimony compounds Chemical class 0.000 claims description 10
- 238000007334 copolymerization reaction Methods 0.000 claims description 10
- 239000011574 phosphorus Substances 0.000 claims description 10
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 7
- 229910052794 bromium Inorganic materials 0.000 claims description 7
- VNGOYPQMJFJDLV-UHFFFAOYSA-N dimethyl benzene-1,3-dicarboxylate Chemical group COC(=O)C1=CC=CC(C(=O)OC)=C1 VNGOYPQMJFJDLV-UHFFFAOYSA-N 0.000 claims description 7
- 238000001746 injection moulding Methods 0.000 claims description 6
- BTBUEUYNUDRHOZ-UHFFFAOYSA-N Borate Chemical compound [O-]B([O-])[O-] BTBUEUYNUDRHOZ-UHFFFAOYSA-N 0.000 claims description 5
- 229920001748 polybutylene Polymers 0.000 claims 4
- 238000006068 polycondensation reaction Methods 0.000 description 41
- 238000000034 method Methods 0.000 description 35
- 239000000047 product Substances 0.000 description 31
- 150000001875 compounds Chemical class 0.000 description 24
- 238000005809 transesterification reaction Methods 0.000 description 24
- HIXDQWDOVZUNNA-UHFFFAOYSA-N 2-(3,4-dimethoxyphenyl)-5-hydroxy-7-methoxychromen-4-one Chemical compound C=1C(OC)=CC(O)=C(C(C=2)=O)C=1OC=2C1=CC=C(OC)C(OC)=C1 HIXDQWDOVZUNNA-UHFFFAOYSA-N 0.000 description 22
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 22
- 238000002156 mixing Methods 0.000 description 22
- 238000005886 esterification reaction Methods 0.000 description 20
- GKTNLYAAZKKMTQ-UHFFFAOYSA-N n-[bis(dimethylamino)phosphinimyl]-n-methylmethanamine Chemical class CN(C)P(=N)(N(C)C)N(C)C GKTNLYAAZKKMTQ-UHFFFAOYSA-N 0.000 description 20
- 238000006243 chemical reaction Methods 0.000 description 19
- 125000004432 carbon atom Chemical group C* 0.000 description 18
- 230000000694 effects Effects 0.000 description 18
- 238000003756 stirring Methods 0.000 description 18
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 17
- 229920000642 polymer Polymers 0.000 description 17
- 229920001519 homopolymer Polymers 0.000 description 16
- 125000004122 cyclic group Chemical group 0.000 description 15
- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical compound OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 description 15
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 14
- 125000000217 alkyl group Chemical group 0.000 description 14
- 239000000178 monomer Substances 0.000 description 14
- 239000007789 gas Substances 0.000 description 13
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 13
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 12
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 12
- LJCFOYOSGPHIOO-UHFFFAOYSA-N antimony pentoxide Chemical compound O=[Sb](=O)O[Sb](=O)=O LJCFOYOSGPHIOO-UHFFFAOYSA-N 0.000 description 12
- 238000002844 melting Methods 0.000 description 12
- 230000008018 melting Effects 0.000 description 12
- 239000008188 pellet Substances 0.000 description 12
- GHKOFFNLGXMVNJ-UHFFFAOYSA-N Didodecyl thiobispropanoate Chemical compound CCCCCCCCCCCCOC(=O)CCSCCC(=O)OCCCCCCCCCCCC GHKOFFNLGXMVNJ-UHFFFAOYSA-N 0.000 description 11
- 229920000877 Melamine resin Polymers 0.000 description 11
- YHWCPXVTRSHPNY-UHFFFAOYSA-N butan-1-olate;titanium(4+) Chemical compound [Ti+4].CCCC[O-].CCCC[O-].CCCC[O-].CCCC[O-] YHWCPXVTRSHPNY-UHFFFAOYSA-N 0.000 description 11
- 238000011156 evaluation Methods 0.000 description 11
- 238000004519 manufacturing process Methods 0.000 description 11
- 229920001225 polyester resin Polymers 0.000 description 11
- 239000004645 polyester resin Substances 0.000 description 11
- 238000006116 polymerization reaction Methods 0.000 description 11
- 239000007790 solid phase Substances 0.000 description 11
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 10
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 10
- 230000007062 hydrolysis Effects 0.000 description 10
- 238000006460 hydrolysis reaction Methods 0.000 description 10
- 239000000463 material Substances 0.000 description 10
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 description 10
- 125000001424 substituent group Chemical group 0.000 description 10
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 9
- 239000004593 Epoxy Substances 0.000 description 9
- 239000007809 chemical reaction catalyst Substances 0.000 description 9
- 230000006872 improvement Effects 0.000 description 9
- 238000000465 moulding Methods 0.000 description 9
- JYEUMXHLPRZUAT-UHFFFAOYSA-N 1,2,3-triazine Chemical compound C1=CN=NN=C1 JYEUMXHLPRZUAT-UHFFFAOYSA-N 0.000 description 8
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 8
- 229910019142 PO4 Inorganic materials 0.000 description 8
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 8
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 8
- ADCOVFLJGNWWNZ-UHFFFAOYSA-N antimony trioxide Chemical compound O=[Sb]O[Sb]=O ADCOVFLJGNWWNZ-UHFFFAOYSA-N 0.000 description 8
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 8
- 239000003054 catalyst Substances 0.000 description 8
- 239000000835 fiber Substances 0.000 description 8
- 239000002245 particle Substances 0.000 description 8
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 description 8
- 239000010452 phosphate Substances 0.000 description 8
- 239000002994 raw material Substances 0.000 description 8
- 239000000243 solution Substances 0.000 description 8
- YZEZMSPGIPTEBA-UHFFFAOYSA-N 2-n-(4,6-diamino-1,3,5-triazin-2-yl)-1,3,5-triazine-2,4,6-triamine Chemical compound NC1=NC(N)=NC(NC=2N=C(N)N=C(N)N=2)=N1 YZEZMSPGIPTEBA-UHFFFAOYSA-N 0.000 description 7
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 7
- 229910052783 alkali metal Inorganic materials 0.000 description 7
- 239000003365 glass fiber Substances 0.000 description 7
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 7
- 239000000155 melt Substances 0.000 description 7
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 125000003118 aryl group Chemical group 0.000 description 6
- 238000013329 compounding Methods 0.000 description 6
- 239000002270 dispersing agent Substances 0.000 description 6
- 230000032050 esterification Effects 0.000 description 6
- YSRVJVDFHZYRPA-UHFFFAOYSA-N melem Chemical compound NC1=NC(N23)=NC(N)=NC2=NC(N)=NC3=N1 YSRVJVDFHZYRPA-UHFFFAOYSA-N 0.000 description 6
- 239000000843 powder Substances 0.000 description 6
- 239000007787 solid Substances 0.000 description 6
- 239000000126 substance Substances 0.000 description 6
- 229910052719 titanium Inorganic materials 0.000 description 6
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 5
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 description 5
- 235000010338 boric acid Nutrition 0.000 description 5
- 229960002645 boric acid Drugs 0.000 description 5
- 125000004093 cyano group Chemical group *C#N 0.000 description 5
- 238000010438 heat treatment Methods 0.000 description 5
- 238000009413 insulation Methods 0.000 description 5
- 229910052749 magnesium Inorganic materials 0.000 description 5
- 239000011777 magnesium Substances 0.000 description 5
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 5
- ACVYVLVWPXVTIT-UHFFFAOYSA-N phosphinic acid Chemical compound O[PH2]=O ACVYVLVWPXVTIT-UHFFFAOYSA-N 0.000 description 5
- 239000011734 sodium Substances 0.000 description 5
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 5
- 229920005992 thermoplastic resin Polymers 0.000 description 5
- GRKDVZMVHOLESV-UHFFFAOYSA-N (2,3,4,5,6-pentabromophenyl)methyl prop-2-enoate Chemical compound BrC1=C(Br)C(Br)=C(COC(=O)C=C)C(Br)=C1Br GRKDVZMVHOLESV-UHFFFAOYSA-N 0.000 description 4
- QPFMBZIOSGYJDE-UHFFFAOYSA-N 1,1,2,2-tetrachloroethane Chemical compound ClC(Cl)C(Cl)Cl QPFMBZIOSGYJDE-UHFFFAOYSA-N 0.000 description 4
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 4
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 4
- 239000004721 Polyphenylene oxide Substances 0.000 description 4
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 4
- 125000003545 alkoxy group Chemical group 0.000 description 4
- 239000011230 binding agent Substances 0.000 description 4
- 239000004327 boric acid Substances 0.000 description 4
- 229910052791 calcium Inorganic materials 0.000 description 4
- 239000011575 calcium Substances 0.000 description 4
- 239000003795 chemical substances by application Substances 0.000 description 4
- DIOQZVSQGTUSAI-UHFFFAOYSA-N decane Chemical compound CCCCCCCCCC DIOQZVSQGTUSAI-UHFFFAOYSA-N 0.000 description 4
- 239000000945 filler Substances 0.000 description 4
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 4
- 239000011810 insulating material Substances 0.000 description 4
- ZQKXQUJXLSSJCH-UHFFFAOYSA-N melamine cyanurate Chemical compound NC1=NC(N)=NC(N)=N1.O=C1NC(=O)NC(=O)N1 ZQKXQUJXLSSJCH-UHFFFAOYSA-N 0.000 description 4
- 229910044991 metal oxide Inorganic materials 0.000 description 4
- 150000004706 metal oxides Chemical class 0.000 description 4
- 150000002739 metals Chemical class 0.000 description 4
- 229910052757 nitrogen Inorganic materials 0.000 description 4
- 235000011007 phosphoric acid Nutrition 0.000 description 4
- 230000000704 physical effect Effects 0.000 description 4
- 239000002002 slurry Substances 0.000 description 4
- 239000003381 stabilizer Substances 0.000 description 4
- HVLLSGMXQDNUAL-UHFFFAOYSA-N triphenyl phosphite Chemical compound C=1C=CC=CC=1OP(OC=1C=CC=CC=1)OC1=CC=CC=C1 HVLLSGMXQDNUAL-UHFFFAOYSA-N 0.000 description 4
- 239000001993 wax Substances 0.000 description 4
- VEORPZCZECFIRK-UHFFFAOYSA-N 3,3',5,5'-tetrabromobisphenol A Chemical compound C=1C(Br)=C(O)C(Br)=CC=1C(C)(C)C1=CC(Br)=C(O)C(Br)=C1 VEORPZCZECFIRK-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- WVDDGKGOMKODPV-UHFFFAOYSA-N Benzyl alcohol Chemical compound OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 description 3
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
- LGRFSURHDFAFJT-UHFFFAOYSA-N Phthalic anhydride Natural products C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 description 3
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 description 3
- 239000000654 additive Substances 0.000 description 3
- 150000001340 alkali metals Chemical class 0.000 description 3
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 3
- XSAOTYCWGCRGCP-UHFFFAOYSA-K aluminum;diethylphosphinate Chemical compound [Al+3].CCP([O-])(=O)CC.CCP([O-])(=O)CC.CCP([O-])(=O)CC XSAOTYCWGCRGCP-UHFFFAOYSA-K 0.000 description 3
- 239000003963 antioxidant agent Substances 0.000 description 3
- 125000004429 atom Chemical group 0.000 description 3
- AOJOEFVRHOZDFN-UHFFFAOYSA-N benzyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC1=CC=CC=C1 AOJOEFVRHOZDFN-UHFFFAOYSA-N 0.000 description 3
- GCTPMLUUWLLESL-UHFFFAOYSA-N benzyl prop-2-enoate Chemical compound C=CC(=O)OCC1=CC=CC=C1 GCTPMLUUWLLESL-UHFFFAOYSA-N 0.000 description 3
- CDQSJQSWAWPGKG-UHFFFAOYSA-N butane-1,1-diol Chemical compound CCCC(O)O CDQSJQSWAWPGKG-UHFFFAOYSA-N 0.000 description 3
- JHIWVOJDXOSYLW-UHFFFAOYSA-N butyl 2,2-difluorocyclopropane-1-carboxylate Chemical compound CCCCOC(=O)C1CC1(F)F JHIWVOJDXOSYLW-UHFFFAOYSA-N 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 238000009833 condensation Methods 0.000 description 3
- 238000000354 decomposition reaction Methods 0.000 description 3
- 230000007423 decrease Effects 0.000 description 3
- 150000001991 dicarboxylic acids Chemical class 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- 238000004821 distillation Methods 0.000 description 3
- 238000010292 electrical insulation Methods 0.000 description 3
- 229910052731 fluorine Inorganic materials 0.000 description 3
- 239000011521 glass Substances 0.000 description 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 3
- 150000007522 mineralic acids Chemical class 0.000 description 3
- 239000004417 polycarbonate Substances 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 229920006395 saturated elastomer Polymers 0.000 description 3
- 239000000377 silicon dioxide Substances 0.000 description 3
- 238000010998 test method Methods 0.000 description 3
- BFKJFAAPBSQJPD-UHFFFAOYSA-N tetrafluoroethene Chemical group FC(F)=C(F)F BFKJFAAPBSQJPD-UHFFFAOYSA-N 0.000 description 3
- 239000010936 titanium Substances 0.000 description 3
- 150000003609 titanium compounds Chemical class 0.000 description 3
- 239000013638 trimer Substances 0.000 description 3
- BIKXLKXABVUSMH-UHFFFAOYSA-N trizinc;diborate Chemical compound [Zn+2].[Zn+2].[Zn+2].[O-]B([O-])[O-].[O-]B([O-])[O-] BIKXLKXABVUSMH-UHFFFAOYSA-N 0.000 description 3
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 3
- 229920002554 vinyl polymer Polymers 0.000 description 3
- CFQZKFWQLAHGSL-FNTYJUCDSA-N (3e,5e,7e,9e,11e,13e,15e,17e)-18-[(3e,5e,7e,9e,11e,13e,15e,17e)-18-[(3e,5e,7e,9e,11e,13e,15e)-octadeca-3,5,7,9,11,13,15,17-octaenoyl]oxyoctadeca-3,5,7,9,11,13,15,17-octaenoyl]oxyoctadeca-3,5,7,9,11,13,15,17-octaenoic acid Chemical compound OC(=O)C\C=C\C=C\C=C\C=C\C=C\C=C\C=C\C=C\OC(=O)C\C=C\C=C\C=C\C=C\C=C\C=C\C=C\C=C\OC(=O)C\C=C\C=C\C=C\C=C\C=C\C=C\C=C\C=C CFQZKFWQLAHGSL-FNTYJUCDSA-N 0.000 description 2
- XKTHNXOWFFIVIF-UHFFFAOYSA-N 1,2,3,4,5,6,7,8-octahydro-1,3,5,7,9,2,4,6,8,10-pentazapentaphosphecine Chemical compound n1p[nH][pH][nH][pH][nH][pH][nH][pH]1 XKTHNXOWFFIVIF-UHFFFAOYSA-N 0.000 description 2
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 description 2
- DZKXDEWNLDOXQH-UHFFFAOYSA-N 1,3,5,2,4,6-triazatriphosphinine Chemical compound N1=PN=PN=P1 DZKXDEWNLDOXQH-UHFFFAOYSA-N 0.000 description 2
- VZXTWGWHSMCWGA-UHFFFAOYSA-N 1,3,5-triazine-2,4-diamine Chemical compound NC1=NC=NC(N)=N1 VZXTWGWHSMCWGA-UHFFFAOYSA-N 0.000 description 2
- 125000001989 1,3-phenylene group Chemical group [H]C1=C([H])C([*:1])=C([H])C([*:2])=C1[H] 0.000 description 2
- 125000001140 1,4-phenylene group Chemical group [H]C1=C([H])C([*:2])=C([H])C([H])=C1[*:1] 0.000 description 2
- LBLYYCQCTBFVLH-UHFFFAOYSA-N 2-Methylbenzenesulfonic acid Chemical compound CC1=CC=CC=C1S(O)(=O)=O LBLYYCQCTBFVLH-UHFFFAOYSA-N 0.000 description 2
- FJKROLUGYXJWQN-UHFFFAOYSA-N 4-hydroxybenzoic acid Chemical compound OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 2
- GZVHEAJQGPRDLQ-UHFFFAOYSA-N 6-phenyl-1,3,5-triazine-2,4-diamine Chemical compound NC1=NC(N)=NC(C=2C=CC=CC=2)=N1 GZVHEAJQGPRDLQ-UHFFFAOYSA-N 0.000 description 2
- 229910052582 BN Inorganic materials 0.000 description 2
- PZNSFCLAULLKQX-UHFFFAOYSA-N Boron nitride Chemical compound N#B PZNSFCLAULLKQX-UHFFFAOYSA-N 0.000 description 2
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 description 2
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
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- 125000003396 thiol group Chemical group [H]S* 0.000 description 1
- 150000003606 tin compounds Chemical class 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- DPNUIZVZBWBCPB-UHFFFAOYSA-J titanium(4+);tetraphenoxide Chemical compound [Ti+4].[O-]C1=CC=CC=C1.[O-]C1=CC=CC=C1.[O-]C1=CC=CC=C1.[O-]C1=CC=CC=C1 DPNUIZVZBWBCPB-UHFFFAOYSA-J 0.000 description 1
- 238000004448 titration Methods 0.000 description 1
- KIZLWILRIVDPIS-UHFFFAOYSA-N toluene 1,3,5-triazine-2,4,6-triamine Chemical compound C1(=CC=CC=C1)C.N1=C(N)N=C(N)N=C1N KIZLWILRIVDPIS-UHFFFAOYSA-N 0.000 description 1
- STCOOQWBFONSKY-UHFFFAOYSA-N tributyl phosphate Chemical compound CCCCOP(=O)(OCCCC)OCCCC STCOOQWBFONSKY-UHFFFAOYSA-N 0.000 description 1
- VLCLHFYFMCKBRP-UHFFFAOYSA-N tricalcium;diborate Chemical compound [Ca+2].[Ca+2].[Ca+2].[O-]B([O-])[O-].[O-]B([O-])[O-] VLCLHFYFMCKBRP-UHFFFAOYSA-N 0.000 description 1
- LOAWHQCNQSFKDK-UHFFFAOYSA-N triethyltin Chemical compound CC[Sn](CC)CC.CC[Sn](CC)CC LOAWHQCNQSFKDK-UHFFFAOYSA-N 0.000 description 1
- OLBXOAKEHMWSOV-UHFFFAOYSA-N triethyltin;hydrate Chemical compound O.CC[Sn](CC)CC OLBXOAKEHMWSOV-UHFFFAOYSA-N 0.000 description 1
- WVLBCYQITXONBZ-UHFFFAOYSA-N trimethyl phosphate Chemical compound COP(=O)(OC)OC WVLBCYQITXONBZ-UHFFFAOYSA-N 0.000 description 1
- CYTQBVOFDCPGCX-UHFFFAOYSA-N trimethyl phosphite Chemical compound COP(OC)OC CYTQBVOFDCPGCX-UHFFFAOYSA-N 0.000 description 1
- QXJQHYBHAIHNGG-UHFFFAOYSA-N trimethylolethane Chemical compound OCC(C)(CO)CO QXJQHYBHAIHNGG-UHFFFAOYSA-N 0.000 description 1
- QOQNJVLFFRMJTQ-UHFFFAOYSA-N trioctyl phosphite Chemical compound CCCCCCCCOP(OCCCCCCCC)OCCCCCCCC QOQNJVLFFRMJTQ-UHFFFAOYSA-N 0.000 description 1
- XZZNDPSIHUTMOC-UHFFFAOYSA-N triphenyl phosphate Chemical compound C=1C=CC=CC=1OP(OC=1C=CC=CC=1)(=O)OC1=CC=CC=C1 XZZNDPSIHUTMOC-UHFFFAOYSA-N 0.000 description 1
- WTLBZVNBAKMVDP-UHFFFAOYSA-N tris(2-butoxyethyl) phosphate Chemical compound CCCCOCCOP(=O)(OCCOCCCC)OCCOCCCC WTLBZVNBAKMVDP-UHFFFAOYSA-N 0.000 description 1
- DOOPOMANTWCTIB-UHFFFAOYSA-M tris(2-methylpropyl)stannanylium;acetate Chemical compound CC([O-])=O.CC(C)C[Sn+](CC(C)C)CC(C)C DOOPOMANTWCTIB-UHFFFAOYSA-M 0.000 description 1
- WGKLOLBTFWFKOD-UHFFFAOYSA-N tris(2-nonylphenyl) phosphite Chemical compound CCCCCCCCCC1=CC=CC=C1OP(OC=1C(=CC=CC=1)CCCCCCCCC)OC1=CC=CC=C1CCCCCCCCC WGKLOLBTFWFKOD-UHFFFAOYSA-N 0.000 description 1
- GTOWTBKGCUDSNY-UHFFFAOYSA-K tris[[ethyl(methyl)phosphoryl]oxy]alumane Chemical compound [Al+3].CCP(C)([O-])=O.CCP(C)([O-])=O.CCP(C)([O-])=O GTOWTBKGCUDSNY-UHFFFAOYSA-K 0.000 description 1
- CMPGARWFYBADJI-UHFFFAOYSA-L tungstic acid Chemical compound O[W](O)(=O)=O CMPGARWFYBADJI-UHFFFAOYSA-L 0.000 description 1
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 1
- 150000004670 unsaturated fatty acids Chemical class 0.000 description 1
- 229940116269 uric acid Drugs 0.000 description 1
- 238000005292 vacuum distillation Methods 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 229910052882 wollastonite Inorganic materials 0.000 description 1
- 239000010456 wollastonite Substances 0.000 description 1
- 229910052727 yttrium Inorganic materials 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 1
- MXMCTPBQIJWVBA-UHFFFAOYSA-L zinc;dimethylphosphinate Chemical compound [Zn+2].CP(C)([O-])=O.CP(C)([O-])=O MXMCTPBQIJWVBA-UHFFFAOYSA-L 0.000 description 1
- PJEUXMXPJGWZOZ-UHFFFAOYSA-L zinc;diphenylphosphinate Chemical compound [Zn+2].C=1C=CC=CC=1P(=O)([O-])C1=CC=CC=C1.C=1C=CC=CC=1P(=O)([O-])C1=CC=CC=C1 PJEUXMXPJGWZOZ-UHFFFAOYSA-L 0.000 description 1
- GLDFMLDAWXHNQU-UHFFFAOYSA-L zinc;methyl(propyl)phosphinate Chemical compound [Zn+2].CCCP(C)([O-])=O.CCCP(C)([O-])=O GLDFMLDAWXHNQU-UHFFFAOYSA-L 0.000 description 1
Landscapes
- Compositions Of Macromolecular Compounds (AREA)
Description
本発明の第二の要旨は、(A)270℃、10分間処理した際に生ずる1,4−ブタンジオール成分量が40ppm以下であるポリブチレンテレフタレート系樹脂100質量部に対して、以下の(B)〜(E)を配合してなるポリブチレンテレフタレート系樹脂組成物であって、該(A)ポリブチレンテレフタレート系樹脂が、テレフタル酸及び/またはそのエステル誘導体からなるジカルボン酸成分と、1,4−ブタンジオールからなるジオール成分と、更に他の共重合成分とからなるポリエステル共重合体であり、該テレフタル酸及び/またはそのエステル誘導体からなるジカルボン酸成分が、テレフタル酸ジメチルであり、該共重合成分が、ダイマー酸であり、テレフタル酸ジメチルとダイマー酸との合計におけるダイマー酸の割合が1〜30モル%であることを特徴とする難燃性ポリブチレンテレフタレート系樹脂組成物に関する。
本発明の第三の要旨は、(A)270℃、10分間処理した際に生ずる1,4−ブタンジオール成分量が40ppm以下であるポリブチレンテレフタレート系樹脂100質量部に対して、以下の(B)〜(E)を配合してなるポリブチレンテレフタレート系樹脂組成物であって、該(A)ポリブチレンテレフタレート系樹脂が、テレフタル酸及び/またはそのエステル誘導体からなるジカルボン酸成分と、1,4−ブタンジオールからなるジオール成分と、更に他の共重合成分とからなるポリエステル共重合体であり、該テレフタル酸及び/またはそのエステル誘導体からなるジカルボン酸成分が、テレフタル酸ジメチルであり、該共重合成分が、イソフタル酸及び/又はイソフタル酸ジメチルであり、テレフタル酸ジメチルとイソフタル酸及び/又はイソフタル酸ジメチルとの合計におけるイソフタル酸及び/又はイソフタル酸ジメチルの割合が1〜30モル%であることを特徴とする難燃性ポリブチレンテレフタレート系樹脂組成物に関する。
(B)臭素系難燃剤10〜50質量部
(C)アミノ基含有トリアジン類の塩10〜60質量部
(D)無機系難燃助剤5〜20質量部
(E)無機充填材40〜200質量部
本発明における(A)ポリブチレンテレフタレート系樹脂(PBT系樹脂)とは、テレフタル酸単位及び1,4−ブタンジオール単位がエステル結合した構造を有する高分子を示す。即ち、ポリブチレンテレフタレート樹脂(ホモポリマー)の他に、テレフタル酸単位及び1,4−ブタンジオール単位以外の、他の共重合成分を含むポリブチレンテレフタレート共重合体や、ホモポリマーと当該共重合体との混合物を含む。
攪拌装置は公知のものが使用でき、動力部および軸受、軸、攪拌翼からなる通常のタイプの他、タービンステーター型高速回転式攪拌機、ディスクミル型攪拌機、ローターミル型攪拌機等の高速回転するタイプも用いることができる。
攪拌翼の種類も公知のものが選択でき、具体的にはプロペラ翼、スクリュー翼、タービン翼、ファンタービン翼、デイスクタービン翼、ファウドラー翼、フルゾーン翼、マックスブレンド翼等が挙げられる。
テレフタル酸、1,4−ブタンジオール及びポリアルキレングリコールを共重合した、PBT共重合体
テレフタル酸、1,4−ブタンジオール及びダイマー酸を共重合したPBT共重合体
テレフタル酸、1,4−ブタンジオール、及びイソフタル酸を共重合したPBT共重合体
ポリエステルエーテル樹脂は、テレフタル酸またはそのエステル誘導体を主成分とするジカルボン酸成分と、1,4−ブタンジオールおよびポリテトラメチレンエーテルグリコールを主成分とするジオール成分を重合してなる、ポリエステルエーテル樹脂である。
ダイマー酸共重合ポリエステル樹脂は、酸成分は主としてテレフタル酸、ダイマー酸からなり、グリコール成分は1,4−ブタンジオールからなるポリエステル共重合体である。尚、本発明におけるダイマー酸とは、ダイマー酸の他、トリマー酸やモノマー酸等の、ダイマー酸製造過程における不純物をも含むものであることを示す。
(式中、Rはアルキル基を示し、Rm、Rn、Rp及びRqの炭素数の和は31である。)この様な鎖状ダイマー酸が10質量%以上の場合、共重合ポリエステル樹脂自体の引張伸度が良好となるので、本発明の難燃性PBT系樹脂組成物の引張伸度も良好となる。
イソフタル酸共重合ポリエステル樹脂は、酸成分として主としてテレフタル酸、イソフタル酸を用い、グリコール成分として1,4−ブタンジオールからなるポリエステル共重合体である。
上述(1)から(3)のポリエステル共重合体と、PBT樹脂ホモポリマーを、100:0〜10:90の質量比率で混合したものも、本発明において用いることが出来る。これらのポリエステル共重合体は、PBT樹脂ホモポリマーと、従来公知の任意の溶融混練方法にて製造すればよいが、ポリエステル共重合体とPBTホモポリマーとの溶融粘度を合わせることが好ましい。尚、ポリエステル共重合体とPBTホモポリマーの混合比率(質量比)は、溶融混連に使用する混練機の性能により適宜選択して決定すればよいが、通常、100:0〜20:80が好ましく、中でも100:0〜30:70であることが好ましい。
本発明で用いられる(B)臭素系難燃剤としては、従来公知の任意の、熱可塑性樹脂に使用される臭素系難燃剤を用いることが出来る。この様な臭素系難燃性としては、芳香族系化合物が挙げられ、具体的には例えばテトラブロモビスフェノールAのエポキシオリゴマー等のブロム化エポキシ化合物、ポリ(ペンタブロモベンジルアクリレート)等のポリブロム化ベンジル(メタ)アクリレート、ポリブロモフェニルエーテル、ブロム化ポリスチレン、テトラブロモビスフェノールAのエポキシオリゴマー等のブロム化エポキシ化合物、N,N’−エチレンビス(テトラブロモフタルイミド)(EBTPI)等のブロム化イミド化合物、ブロム化ポリカーボネート等が挙げられる。
本発明に用いる(C)アミノ基含有トリアジン類の塩において、アミノ基含有トリアジン類(アミノ基を有するトリアジン類)としては、通常、アミノ基含有1,3,5−トリアジン類が使用され、例えば、メラミン、置換メラミン(2−メチルメラミン、グアニルメラミンなど)、メラミン縮合物(メラム、メレム、メロンなど)、メラミンの共縮合樹脂(メラミン−ホルムアルデヒド樹脂など)、シアヌル酸アミド類(アンメリン、アンメリドなど)、グアナミン又はその誘導体(グアナミン、メチルグアナミン、アセトグアナミン、ベンゾグアナミン、サクシノグアナミン、アジポグアナミン、フタログアナミン、CTU−グアナミンなど)などが挙げられる。
本発明では(D)無機系難燃助を用いる。中でも、(D)無機系難燃剤が(D−1)アンチモン化合物及び/または(D−2)硼酸金属塩であることが好ましい。
(式中、Xは1価のアルカリ金属元素、Yは2価のアルカリ土類金属元素、nは0〜1.5、mは0〜4を示す。mおよびnは化学式(2)及び化学式(3)においてそれぞれ独立して決定される)
n(Na2O)・Sb2O5 ・・・・・(4)
(式中、nは0.65〜1.5を示す。)
本発明に用いる(E)無機充填材は、本発明の樹脂組成物における機械的強度、耐熱性、寸法安定性(耐変形、そりの抑制)、そして電気的性質等の性能を、更に優れたものとする。(E)無機充填材としては、従来公知の任意の、各種の形状、具体的には例えば繊維状、粉粒状、板状の無機充填材を用いることが出来る。
本発明においては、更に(F)燐系難燃剤を、(A)PBT系樹脂100質量部に対して0.1〜8質量部配合してもよい。(F)燐系難燃剤としては、ホスファゼン化合物、リン酸エステル化合物、ホスフィン酸塩等が挙げられ、これらは単独で又は2種以上を任意の割合で併用してもよい。
本発明に用いるホスファゼン化合物としては特に制限はなく、従来公知の任意のものを使用できる。具体的には例えば、特開2002−114981号公報に記載のホスファゼン系難燃剤に関する3種類に分類されたものが挙げられる。
先ず、環状ホスファゼンおよび/または直鎖状ホスファゼン(上記難燃剤B)いついて説明する。環状ホスファゼン化合物は下記式(5)で示され、鎖状ホスファゼン化合物は下記式(6)で示される。
本発明に用いる、シアノ置換フェノキシ基含有環状ホスファゼンおよび/または直鎖状ホスファゼン(難燃剤C)としては、上記式(6)のY1〜Y5の一部がシアノ基で置換されたホスファゼン化合物(以下において、シアノ基含有ホスファゼン化合物と略記することがある。)であることが好ましく、中でも下記式(8)、式(9)の構造を有することが好ましい。
本発明に用いる架橋フェノキシホスファゼン(難燃剤A)としては、具体的には例えば、国際公開番号WO00/09518号パンフレットに開示されている技術により、上記環状ホスファゼンおよび/または直鎖状ホスファゼンをフェニレン基、ビフェニレン基および下記式(10)で示した基からなる群より選ばれた架橋基によって架橋されたものである。
本発明に使用されるリン酸エステル化合物としては、従来公知の任意のリン酸エステルを用いることが出来る。具体的には例えば、トリメチルホスフェート、トリエチルホスフェート、トリブチルホスフェート、トリオクチルホスフェート、トリブトキシエチルホスフェート、トリフェニルホスフェート、トリクレジルホスフェート、クレジルジフェニルホスフェート、オクチルジフェニルホスフェート等が挙げられるが、中でも下記式(12)で表される化合物が好ましい。
(式中、R1〜R8は、それぞれ、水素原子または炭素数1〜6のアルキル基を示し、mは0または1〜4の整数である。R9は、p−フェニレン基、m−フェニレン基、4,4’−ビフェニレン基または以下の式(13)から選ばれる2価の基である。)。
本発明に用いるホスフィン酸塩とは、下記式(16)で表されるホスフィン酸塩および/または式(13)で表されるジホスフィン酸塩であり、ホスフィン酸と金属炭酸塩、金属水酸化物または金属酸化物を用いて水溶液中で製造され、本質的にモノマー性化合物であるが、反応条件に依存して、環境によっては縮合度が1〜3のポリマー性ホスフィン酸塩も含まれる。
撹拌機、温度計、ガス置換口、蒸留塔を備えた反応器にテレフタル酸ジメチル801質量部、1,4−ブタンジオール435質量部、数平均分子量約1000のポリテトラメチレンエーテルグリコール100質量部に触媒としてテトラブチルチタネート0.023質量部を仕込み、窒素置換後150℃から230℃まで3時間かけて昇温し、エステル交換反応(第1工程)を行った。
(A−1)と同様にして、テレフタル酸ジメチル360質量部、1,4−ブタンジオール190質量部および数平均分子量約1000のポリテトラメチレンエーテルグリコール100質量部を用いポリエステルエーテル樹脂を得た。得られたポリエステルエーテル樹脂におけるポリテトラメチレンエーテルグリコールセグメントの含有量は20質量%であり、固有粘度は1.28dL/g、末端カルボキシル基19eq/t、融点は216℃であった。
(A−1)と同様にして、テレフタル酸ジメチル360質量部、1,4−ブタンジオール190質量部および数平均分子量約1000のポリテトラメチレンエーテルグリコール100質量部を用い、固相重縮合せずにポリエステルエーテル樹脂を得た。得られたポリエステルエーテル樹脂におけるポリテトラメチレンエーテルグリコールセグメントの含有量は20質量%であり、固有粘度は1.03dL/g、末端カルボキシル基23eq/t、融点は219℃であった。
テレフタル酸ジメチル69.6部、1,4−ブタンジオール49.9部、分子量1000のポリテトラメチレンエーテルグリコール78.0部にテトラブチルチタネート0.107部(100ppmTi/ホ゜リマー)を加え、150℃から230℃まで3時間かけて昇温し、エステル交換反応(第1工程)を行った。
(A−5)PBT系樹脂:
1,4−ブタンジオール223部、エステル交換触媒としてテトラブチルチタネート0.38部及びテレフタル酸ジメチル293部をエステル交換槽に仕込み、1時間当たり40℃の昇温速度で210℃まで加熱し、生成するメタノールを系外に留去し、エステル交換反応を行った。メタノール留去がほぼ完了してから、エステル化触媒としてテトラブチルチタネート0.38部及びダイマー酸(PRIPOL1009、ユニケマ社製)100部を添加し、1時間当たり20℃の昇温速度230℃まで加熱し、エステル化反応を行った。
テレフタル酸ジメチル192.8質量部、イソフタル酸ジメチル27.5質量部(全酸成分に対し12.5モル%)、1,4−ブタンジオール 149.3質量部、4−(2−ヒドロキシエトキシ)−ベンゼンスルホン酸ナトリウム0.1モル%、及びテトラブチルチタネート0.1質量部を攪拌機及び留出塔を備えた反応器に仕込み、十分に窒素置換した後、常圧下で160 ℃まで温度を上げ、攪拌を開始した。
テレフタル酸ジメチルと1,4−ブタンジオールを主原料とし、回分重縮合法によりポリブチレンテレフタレート樹脂ホモポリマーを製造した。テレフタル酸ジメチル1.0モルに対して1,4−ブタンジオール1.8モルの割合で、合計2,976質量部をエステル交換反応槽に供給し、テトラブチルチタネート3.14質量部を添加し、温度210℃、圧力101kPaで、3時間エステル交換反応させてオリゴマーを得た。
得られたペレットを脱湿エアー80℃で水分率100ppm以下に乾燥後、不活性ガス雰囲気下、200℃で熱処理し(固相重縮合)、ポリブチレンテレフタレート樹脂ホモポリマーを得た。得られたポリブチレンテレフタレートの固有粘度は0.85dL/gであり、末端カルボキシル基量は21eq/t、融点は224℃であった。
テレフタル酸と1,4−ブタンジオールを主原料とし、連続重縮合法によりポリブチレンテレフタレート樹脂ホモポリマーを製造した。テレフタル酸1.0モルに対して1,4−ブタンジオール1.8モルの割合で両原料をスラリー調製槽に供給し、攪拌装置で混合して調製したスラリー2,976質量部(テレフタル酸9.06モル部、1,4−ブタンジオール16.31モル部)を、連続的にギヤポンプにより、温度230℃、圧力101kPaに調整した第一エステル化反応槽に移送するとともに、テトラブチルチタネート3.14質量部を供給し、攪拌下に滞留時間2時間でエステル化反応させてオリゴマーとした。
(A−1)〜(A−8)のPBT系樹脂について以下の方法にて行った。PBT系樹脂を0.02g秤量し、サンプル管に入れ、島津製作所社製のTD−20、カラムUA1701を使用し、ヘリウム30ml/minの気流下、270℃で10分間熱処理し、−20℃に冷却したクライオトラップで発生ガス総量を捕集した。
(B−1)ポリペンタブロモベンジルアクリレート ブロモケム・ファーイースト社製 PBBPA−FR1025
(C−1)シアヌル酸メラミン サンケミカル社製 MCA、平均粒径5μm
(C’−1)メロン 日本カーバイド社製 P−9501、平均粒径1.2μm
(D−1)アンチモン化合物 鈴祐化学社製 三酸化アンチモン AT−3CN(商品名)、Sb含有量83.5%、平均粒径:0.9μm
(E−1)ガラス繊維 オーエンスコーニング社製 チョップドストランド 03JA−FT592 10.5μm径
(F−1)ジエチルホスフィン酸アルミニウム クラリアント社製 OP1240
溶融混練時のストランドの安定性:
表2に示す配合量にてPBT系樹脂と各種添加剤(ガラス繊維以外)をブレンド後、L/D=42の2軸押出機(日本製鋼所社製、TEX30XCT)のホッパーより供給し、ガラス繊維は途中のサイドフィーダーより供給を行い、260℃の設定温度で溶融混合して、PBT系樹脂組成物のストランドを押出し、ペレットを得た。
溶融粘度を測定して、流動性を評価した。溶融粘度は、東洋精器製キャピログラフを使用し、樹脂温度270℃、キャピラリー径1mm、キャピラリー長30mmにて、剪断速度912[1/sec]の時の溶融粘度を測定した。
各組成物について、厚みの異なる(0.75mm、1.5mm、3mmの3種類の厚みの)平板試験片(60□)について、IEC60695−2−13に定める試験法に従って行った。具体的には、所定形状の赤熱棒(外形4mmのニッケル/クロム(80/20)線をループ形状にしたもの)を30秒間試験片に接触させ、着火しない先端の最高温度より25℃高い温度が赤熱棒着火温度と、当該試験法にて定義されている。この温度を測定した。3種全ての試験片に於いて、このGWITが775℃以上が求められている。
厚み:0.3mmUL試験片を用いて、UL−94規格垂直燃焼試験を実施した。難燃性レベルは該規格に従い、V−0、V−1、V−2、及びHBの順で評価した。
試験片(厚み3mmの平板:60□)について、国際規格 IEC60112に定める試験法によりPTIを決定した。このPTIは、25V刻みの保証電圧の数値である。PTIは固体電気絶縁材料の表面に電界が加わった状態で湿潤汚染されたとき、600Vから100Vの間の電圧におけるトラッキングに対する対抗性を示すものである。
ISO引張試験片(ISO3167)を用い、ISO178に準拠して測定した。
ISO179−2に準拠してノッチ付シャルピー衝撃強さを測定した。
ISO75−1またはISO75−2に準拠して熱変形温度(1.80MPa荷重時)を測定した。
各配合の樹脂組成物ペレットを、射出成型機(住友重機械社製、型式SH−100)を用い、シリンダ温度265℃、金型温度80℃の条件で、上述の各種試験片を製造し、評価した。評価結果を表2に示す。
Claims (6)
- (A)270℃、10分間処理した際に生ずる1,4−ブタンジオール成分量が40ppm以下であるポリブチレンテレフタレート系樹脂100質量部に対して、以下の(B)〜(E)を配合してなるポリブチレンテレフタレート系樹脂組成物であって、
該(A)ポリブチレンテレフタレート系樹脂が、テレフタル酸及び/またはそのエステル誘導体からなるジカルボン酸成分と、1,4−ブタンジオールからなるジオール成分と、更に他の共重合成分とからなるポリエステル共重合体であり、
該テレフタル酸及び/またはそのエステル誘導体からなるジカルボン酸成分が、テレフタル酸ジメチルであり、
該共重合成分が、ポリテトラメチレンエーテルグリコールであり、当該ポリエステル共重合体100質量%に対する当該共重合成分由来の構造単位の割合が10〜50質量%であることを特徴とする難燃性ポリブチレンテレフタレート系樹脂組成物。
(B)臭素系難燃剤10〜50質量部
(C)アミノ基含有トリアジン類の塩10〜60質量部
(D)無機系難燃助剤5〜20質量部
(E)無機充填材40〜200質量部 - (A)270℃、10分間処理した際に生ずる1,4−ブタンジオール成分量が40ppm以下であるポリブチレンテレフタレート系樹脂100質量部に対して、以下の(B)〜(E)を配合してなるポリブチレンテレフタレート系樹脂組成物であって、
該(A)ポリブチレンテレフタレート系樹脂が、テレフタル酸及び/またはそのエステル誘導体からなるジカルボン酸成分と、1,4−ブタンジオールからなるジオール成分と、更に他の共重合成分とからなるポリエステル共重合体であり、
該テレフタル酸及び/またはそのエステル誘導体からなるジカルボン酸成分が、テレフタル酸ジメチルであり、
該共重合成分が、ダイマー酸であり、テレフタル酸ジメチルとダイマー酸との合計におけるダイマー酸の割合が1〜30モル%であることを特徴とする難燃性ポリブチレンテレフタレート系樹脂組成物。
(B)臭素系難燃剤10〜50質量部
(C)アミノ基含有トリアジン類の塩10〜60質量部
(D)無機系難燃助剤5〜20質量部
(E)無機充填材40〜200質量部 - (A)270℃、10分間処理した際に生ずる1,4−ブタンジオール成分量が40ppm以下であるポリブチレンテレフタレート系樹脂100質量部に対して、以下の(B)〜(E)を配合してなるポリブチレンテレフタレート系樹脂組成物であって、
該(A)ポリブチレンテレフタレート系樹脂が、テレフタル酸及び/またはそのエステル誘導体からなるジカルボン酸成分と、1,4−ブタンジオールからなるジオール成分と、更に他の共重合成分とからなるポリエステル共重合体であり、
該テレフタル酸及び/またはそのエステル誘導体からなるジカルボン酸成分が、テレフタル酸ジメチルであり、
該共重合成分が、イソフタル酸及び/又はイソフタル酸ジメチルであり、テレフタル酸ジメチルとイソフタル酸及び/又はイソフタル酸ジメチルとの合計におけるイソフタル酸及び/又はイソフタル酸ジメチルの割合が1〜30モル%であることを特徴とする難燃性ポリブチレンテレフタレート系樹脂組成物。
(B)臭素系難燃剤10〜50質量部
(C)アミノ基含有トリアジン類の塩10〜60質量部
(D)無機系難燃助剤5〜20質量部
(E)無機充填材40〜200質量部 - (D)無機系難燃助剤が、(D−1)アンチモン化合物、及び/または(D−2)硼酸金属塩であることを特徴とする請求項1乃至3の何れかに記載の難燃性ポリブチレンテレフタレート系樹脂組成物。
- 更に(F)燐系難燃剤を、(A)ポリブチレンテレフタレート系樹脂100質量部に対して0.1〜8質量部配合することを特徴とする、請求項1乃至4の何れかに記載の難燃性ポリブチレンテレフタレート系樹脂組成物。
- 請求項1乃至5のいずれかに記載の難燃性ポリブチレンテレフタレート系樹脂組成物を射出成形してなる難燃性ポリブチレンテレフタレート系樹脂成形品。
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