JP5300149B2 - Polycarbonate resin composition having antistatic performance - Google Patents
Polycarbonate resin composition having antistatic performance Download PDFInfo
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- JP5300149B2 JP5300149B2 JP2009280117A JP2009280117A JP5300149B2 JP 5300149 B2 JP5300149 B2 JP 5300149B2 JP 2009280117 A JP2009280117 A JP 2009280117A JP 2009280117 A JP2009280117 A JP 2009280117A JP 5300149 B2 JP5300149 B2 JP 5300149B2
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- JP
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- Prior art keywords
- polycarbonate resin
- mass
- group
- parts
- butyl
- 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.)
- Expired - Fee Related
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- 229920005668 polycarbonate resin Polymers 0.000 title claims abstract description 64
- 239000004431 polycarbonate resin Substances 0.000 title claims abstract description 62
- 239000000203 mixture Substances 0.000 title claims abstract description 23
- -1 phosphite compound Chemical class 0.000 claims abstract description 71
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 22
- 150000001875 compounds Chemical class 0.000 claims abstract description 22
- 125000004432 carbon atom Chemical group C* 0.000 claims description 18
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 10
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 9
- 229910052799 carbon Inorganic materials 0.000 claims description 2
- 238000004040 coloring Methods 0.000 abstract description 7
- 230000000694 effects Effects 0.000 abstract description 5
- 230000002459 sustained effect Effects 0.000 abstract 1
- 239000003063 flame retardant Substances 0.000 description 16
- 229920005989 resin Polymers 0.000 description 16
- 239000011347 resin Substances 0.000 description 16
- 238000002156 mixing Methods 0.000 description 15
- 239000004417 polycarbonate Substances 0.000 description 15
- 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 13
- 229920000515 polycarbonate Polymers 0.000 description 13
- 239000002216 antistatic agent Substances 0.000 description 12
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 12
- 229910019142 PO4 Inorganic materials 0.000 description 11
- 239000010452 phosphate Substances 0.000 description 11
- 229920000642 polymer Polymers 0.000 description 11
- 239000003963 antioxidant agent Substances 0.000 description 10
- 239000000314 lubricant Substances 0.000 description 9
- 238000000034 method Methods 0.000 description 9
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 9
- 239000000843 powder Substances 0.000 description 9
- 238000012360 testing method Methods 0.000 description 9
- 239000006096 absorbing agent Substances 0.000 description 8
- 239000004611 light stabiliser Substances 0.000 description 7
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 description 7
- 229920003002 synthetic resin Polymers 0.000 description 7
- 239000000057 synthetic resin Substances 0.000 description 7
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 6
- 150000002148 esters Chemical class 0.000 description 6
- 125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 6
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 6
- 229910052698 phosphorus Inorganic materials 0.000 description 6
- 239000011574 phosphorus Substances 0.000 description 6
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 5
- 229920006361 Polyflon Polymers 0.000 description 5
- 239000007983 Tris buffer Substances 0.000 description 5
- 238000011156 evaluation Methods 0.000 description 5
- 239000000945 filler Substances 0.000 description 5
- 229910052736 halogen Inorganic materials 0.000 description 5
- 150000002367 halogens Chemical class 0.000 description 5
- 238000004898 kneading Methods 0.000 description 5
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 5
- 125000002889 tridecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 5
- 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 description 4
- VPWNQTHUCYMVMZ-UHFFFAOYSA-N 4,4'-sulfonyldiphenol Chemical class C1=CC(O)=CC=C1S(=O)(=O)C1=CC=C(O)C=C1 VPWNQTHUCYMVMZ-UHFFFAOYSA-N 0.000 description 4
- 0 CC(CC(*=C=C)C=C1C)=C1OC Chemical compound CC(CC(*=C=C)C=C1C)=C1OC 0.000 description 4
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 4
- 239000000956 alloy Substances 0.000 description 4
- 229910045601 alloy Inorganic materials 0.000 description 4
- 230000003078 antioxidant effect Effects 0.000 description 4
- 239000012964 benzotriazole Substances 0.000 description 4
- 239000000969 carrier Substances 0.000 description 4
- 230000000052 comparative effect Effects 0.000 description 4
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 4
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 4
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 4
- 229910052757 nitrogen Inorganic materials 0.000 description 4
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 4
- 229920001343 polytetrafluoroethylene Polymers 0.000 description 4
- 239000004810 polytetrafluoroethylene Substances 0.000 description 4
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 4
- 125000003229 2-methylhexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- 229930185605 Bisphenol Natural products 0.000 description 3
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 3
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
- QRUDEWIWKLJBPS-UHFFFAOYSA-N benzotriazole Chemical compound C1=CC=C2N[N][N]C2=C1 QRUDEWIWKLJBPS-UHFFFAOYSA-N 0.000 description 3
- 125000000853 cresyl group Chemical group C1(=CC=C(C=C1)C)* 0.000 description 3
- 125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 3
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 3
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 3
- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical compound OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 description 3
- 125000001972 isopentyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 description 3
- 125000002960 margaryl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 3
- 238000005259 measurement Methods 0.000 description 3
- 125000001421 myristyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 3
- 125000001400 nonyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 3
- 125000000913 palmityl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 3
- 125000002958 pentadecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 3
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 3
- 230000000704 physical effect Effects 0.000 description 3
- 239000000377 silicon dioxide Substances 0.000 description 3
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 3
- 125000002948 undecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 3
- VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 description 2
- ULQISTXYYBZJSJ-UHFFFAOYSA-N 12-hydroxyoctadecanoic acid Chemical compound CCCCCCC(O)CCCCCCCCCCC(O)=O ULQISTXYYBZJSJ-UHFFFAOYSA-N 0.000 description 2
- BGCSUUSPRCDKBQ-UHFFFAOYSA-N 2,4,8,10-tetraoxaspiro[5.5]undecane Chemical compound C1OCOCC21COCOC2 BGCSUUSPRCDKBQ-UHFFFAOYSA-N 0.000 description 2
- DKCPKDPYUFEZCP-UHFFFAOYSA-N 2,6-di-tert-butylphenol Chemical compound CC(C)(C)C1=CC=CC(C(C)(C)C)=C1O DKCPKDPYUFEZCP-UHFFFAOYSA-N 0.000 description 2
- 125000004203 4-hydroxyphenyl group Chemical group [H]OC1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 description 2
- GHKOFFNLGXMVNJ-UHFFFAOYSA-N Didodecyl thiobispropanoate Chemical compound CCCCCCCCCCCCOC(=O)CCSCCC(=O)OCCCCCCCCCCCC GHKOFFNLGXMVNJ-UHFFFAOYSA-N 0.000 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- ZRALSGWEFCBTJO-UHFFFAOYSA-N Guanidine Chemical compound NC(N)=N ZRALSGWEFCBTJO-UHFFFAOYSA-N 0.000 description 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 2
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 2
- BQPNUOYXSVUVMY-UHFFFAOYSA-N [4-[2-(4-diphenoxyphosphoryloxyphenyl)propan-2-yl]phenyl] diphenyl phosphate Chemical compound C=1C=C(OP(=O)(OC=2C=CC=CC=2)OC=2C=CC=CC=2)C=CC=1C(C)(C)C(C=C1)=CC=C1OP(=O)(OC=1C=CC=CC=1)OC1=CC=CC=C1 BQPNUOYXSVUVMY-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 229920000122 acrylonitrile butadiene styrene Polymers 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 2
- ADCOVFLJGNWWNZ-UHFFFAOYSA-N antimony trioxide Chemical compound O=[Sb]O[Sb]=O ADCOVFLJGNWWNZ-UHFFFAOYSA-N 0.000 description 2
- 125000001204 arachidyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- 125000000732 arylene group Chemical group 0.000 description 2
- AGXUVMPSUKZYDT-UHFFFAOYSA-L barium(2+);octadecanoate Chemical compound [Ba+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O AGXUVMPSUKZYDT-UHFFFAOYSA-L 0.000 description 2
- 125000002511 behenyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 description 2
- 239000012965 benzophenone Substances 0.000 description 2
- PXKLMJQFEQBVLD-UHFFFAOYSA-N bisphenol F Chemical compound C1=CC(O)=CC=C1CC1=CC=C(O)C=C1 PXKLMJQFEQBVLD-UHFFFAOYSA-N 0.000 description 2
- 239000000378 calcium silicate Substances 0.000 description 2
- 229910052918 calcium silicate Inorganic materials 0.000 description 2
- CJZGTCYPCWQAJB-UHFFFAOYSA-L calcium stearate Chemical compound [Ca+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O CJZGTCYPCWQAJB-UHFFFAOYSA-L 0.000 description 2
- 239000008116 calcium stearate Substances 0.000 description 2
- 235000013539 calcium stearate Nutrition 0.000 description 2
- OYACROKNLOSFPA-UHFFFAOYSA-N calcium;dioxido(oxo)silane Chemical compound [Ca+2].[O-][Si]([O-])=O OYACROKNLOSFPA-UHFFFAOYSA-N 0.000 description 2
- YCIMNLLNPGFGHC-UHFFFAOYSA-N catechol Chemical compound OC1=CC=CC=C1O YCIMNLLNPGFGHC-UHFFFAOYSA-N 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 239000011248 coating agent Substances 0.000 description 2
- 238000000576 coating method Methods 0.000 description 2
- 239000003086 colorant Substances 0.000 description 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- 125000004177 diethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- FPAFDBFIGPHWGO-UHFFFAOYSA-N dioxosilane;oxomagnesium;hydrate Chemical compound O.[Mg]=O.[Mg]=O.[Mg]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O FPAFDBFIGPHWGO-UHFFFAOYSA-N 0.000 description 2
- ASMQGLCHMVWBQR-UHFFFAOYSA-M diphenyl phosphate Chemical compound C=1C=CC=CC=1OP(=O)([O-])OC1=CC=CC=C1 ASMQGLCHMVWBQR-UHFFFAOYSA-M 0.000 description 2
- 239000000194 fatty acid Substances 0.000 description 2
- 229930195729 fatty acid Natural products 0.000 description 2
- 238000001746 injection moulding Methods 0.000 description 2
- HQKMJHAJHXVSDF-UHFFFAOYSA-L magnesium stearate Chemical compound [Mg+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O HQKMJHAJHXVSDF-UHFFFAOYSA-L 0.000 description 2
- 238000002844 melting Methods 0.000 description 2
- 230000008018 melting Effects 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 238000000465 moulding Methods 0.000 description 2
- 125000001196 nonadecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 2
- LYRFLYHAGKPMFH-UHFFFAOYSA-N octadecanamide Chemical compound CCCCCCCCCCCCCCCCCC(N)=O LYRFLYHAGKPMFH-UHFFFAOYSA-N 0.000 description 2
- 230000003287 optical effect Effects 0.000 description 2
- 235000006408 oxalic acid Nutrition 0.000 description 2
- IWDCLRJOBJJRNH-UHFFFAOYSA-N p-cresol Chemical compound CC1=CC=C(O)C=C1 IWDCLRJOBJJRNH-UHFFFAOYSA-N 0.000 description 2
- 239000012188 paraffin wax Substances 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- 239000008188 pellet Substances 0.000 description 2
- 150000002989 phenols Chemical class 0.000 description 2
- ZQBAKBUEJOMQEX-UHFFFAOYSA-N phenyl salicylate Chemical compound OC1=CC=CC=C1C(=O)OC1=CC=CC=C1 ZQBAKBUEJOMQEX-UHFFFAOYSA-N 0.000 description 2
- 239000004033 plastic Substances 0.000 description 2
- 229920003023 plastic Polymers 0.000 description 2
- 239000004014 plasticizer Substances 0.000 description 2
- 238000012545 processing Methods 0.000 description 2
- 239000000344 soap Substances 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 239000011593 sulfur Substances 0.000 description 2
- 229910052717 sulfur Inorganic materials 0.000 description 2
- BFKJFAAPBSQJPD-UHFFFAOYSA-N tetrafluoroethene Chemical group FC(F)=C(F)F BFKJFAAPBSQJPD-UHFFFAOYSA-N 0.000 description 2
- 125000002469 tricosyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 239000006097 ultraviolet radiation absorber Substances 0.000 description 2
- XOOUIPVCVHRTMJ-UHFFFAOYSA-L zinc stearate Chemical compound [Zn+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O XOOUIPVCVHRTMJ-UHFFFAOYSA-L 0.000 description 2
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- AUHHYELHRWCWEZ-UHFFFAOYSA-N tetrachlorophthalic anhydride Chemical compound ClC1=C(Cl)C(Cl)=C2C(=O)OC(=O)C2=C1Cl AUHHYELHRWCWEZ-UHFFFAOYSA-N 0.000 description 1
- LVEOKSIILWWVEO-UHFFFAOYSA-N tetradecyl 3-(3-oxo-3-tetradecoxypropyl)sulfanylpropanoate Chemical compound CCCCCCCCCCCCCCOC(=O)CCSCCC(=O)OCCCCCCCCCCCCCC LVEOKSIILWWVEO-UHFFFAOYSA-N 0.000 description 1
- WUPCFMITFBVJMS-UHFFFAOYSA-N tetrakis(1,2,2,6,6-pentamethylpiperidin-4-yl) butane-1,2,3,4-tetracarboxylate Chemical compound C1C(C)(C)N(C)C(C)(C)CC1OC(=O)CC(C(=O)OC1CC(C)(C)N(C)C(C)(C)C1)C(C(=O)OC1CC(C)(C)N(C)C(C)(C)C1)CC(=O)OC1CC(C)(C)N(C)C(C)(C)C1 WUPCFMITFBVJMS-UHFFFAOYSA-N 0.000 description 1
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- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
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- HQUQLFOMPYWACS-UHFFFAOYSA-N tris(2-chloroethyl) phosphate Chemical compound ClCCOP(=O)(OCCCl)OCCCl HQUQLFOMPYWACS-UHFFFAOYSA-N 0.000 description 1
- 125000002221 trityl group Chemical group [H]C1=C([H])C([H])=C([H])C([H])=C1C([*])(C1=C(C(=C(C(=C1[H])[H])[H])[H])[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 1
- 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 1
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- 239000010457 zeolite Substances 0.000 description 1
- BOXSVZNGTQTENJ-UHFFFAOYSA-L zinc dibutyldithiocarbamate Chemical compound [Zn+2].CCCCN(C([S-])=S)CCCC.CCCCN(C([S-])=S)CCCC BOXSVZNGTQTENJ-UHFFFAOYSA-L 0.000 description 1
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Landscapes
- Compositions Of Macromolecular Compounds (AREA)
Abstract
Description
本発明は、帯電防止性と耐着色性に優れたポリカーボネート樹脂組成物に関する。 The present invention relates to a polycarbonate resin composition having excellent antistatic properties and coloring resistance.
ポリカーボネート樹脂は耐熱性、成形性、機械特性等に優れていることから、電気電子用部材、医療用部材、光学用部材、その他各種成形品として幅広く使用されている。しかしながら、他のプラスチック同様、ポリカーボネートも電気絶縁性が高いために、帯電した静電気が散逸しにくく、製品へのほこりの付着、作業者への電撃、計器類やICチップ類の誤動作といった問題が生じるという問題点がある。
そのため、ポリカーボネートを含め、これまで各種のプラスチックに添加する帯電防止剤の研究がなされてきた。
Polycarbonate resins are widely used as electrical and electronic members, medical members, optical members, and other various molded products because they are excellent in heat resistance, moldability, mechanical properties, and the like. However, like other plastics, polycarbonate has high electrical insulation, so it is difficult to dissipate charged static electricity, causing problems such as dust adhering to products, electric shock to workers, and malfunctions of instruments and IC chips. There is a problem.
For this reason, research has been conducted on antistatic agents to be added to various plastics including polycarbonate.
帯電防止剤には、練り込み型と塗布型があるが、塗布型は持続性に劣り、更に表面に大量の有機物が塗布されるため、触れたものが汚染されるという問題があることから、従来、主に練り込み型の帯電防止剤が検討されてきた（特許文献１〜３）。 Antistatic agents include a kneading type and a coating type, but the coating type is inferior in sustainability, and since a large amount of organic matter is applied to the surface, there is a problem that the things touched are contaminated, Conventionally, a kneading-type antistatic agent has been mainly studied (Patent Documents 1 to 3).
しかしながら、ポリカーボネート樹脂は透明性が高く、その透明性を生かした製品が多いのであるが、従来の練り込み型の帯電防止剤をポリカーボネート樹脂に添加すると、樹脂の透明性が低下するために、製品の価値が下がるという問題が生じた。
一方、ポリカーボネート樹脂は融点が高いために、熱を加えて成形する工程で帯電防止剤が熱によって分解するという問題があることから、耐熱性に優れた帯電防止剤として、スルホネート・ホスホニウム塩を主成分とする合成樹脂用帯電防止剤が提案されている（特許文献４）。しかしながら、この帯電防止剤を練り込み型帯電防止剤としてポリカーボネート樹脂に使用した場合、ポリカーボネート樹脂成形品が黄変する等、着色され、製品価値が著しく下がるという問題があった。
However, polycarbonate resin is highly transparent, and there are many products that take advantage of its transparency. However, adding a conventional kneading-type antistatic agent to the polycarbonate resin reduces the transparency of the resin. The problem that the value of was reduced.
On the other hand, since polycarbonate resin has a high melting point, there is a problem that the antistatic agent is decomposed by heat in the molding process by applying heat. Therefore, sulfonate phosphonium salt is mainly used as an antistatic agent having excellent heat resistance. An antistatic agent for synthetic resin as a component has been proposed (Patent Document 4). However, when this antistatic agent is used as a kneading type antistatic agent in a polycarbonate resin, there is a problem that the polycarbonate resin molded product is colored such as yellowing and the product value is remarkably lowered.
従って、本発明の目的は、持続的な帯電防止効果を有すると供に、透明性と耐着色性に優れた成形品を得ることができるポリカーボネート樹脂組成物を提供することにある。 Accordingly, an object of the present invention is to provide a polycarbonate resin composition capable of obtaining a molded article excellent in transparency and color resistance as well as having a continuous antistatic effect.
本発明者らは、上記目的を解決すべく鋭意検討した結果、得られる成形品の透明性と耐着色性が良好である上、優れた帯電防止性能を有するポリカーボネート樹脂組成物を見出し、本発明を完成するに至った。
即ち本発明は、ポリカーボネート樹脂100質量部に対して、（A）下記一般式（1）で表される化合物を0.01〜20質量部、及び、（B）下記一般式（2）〜（4）で表される化合物から選択される、少なくとも一種の有機ホスファイト化合物を0.001〜１５質量部配合してなることを特徴とするポリカーボネート樹脂組成物である。
但し、式（1）中のR1及びR2は各々独立に、炭素原子数1〜30のアルキル基であり、R3、R4、Ｒ５及びＲ６は各々独立に、炭素原子数1〜18のアルキル基である。
As a result of intensive studies to solve the above-mentioned object, the present inventors have found a polycarbonate resin composition having excellent antistatic performance in addition to good transparency and coloring resistance of the obtained molded product. It came to complete.
That is, the present invention relates to (A) 0.01 to 20 parts by mass of a compound represented by the following general formula (1) and (B) the following general formulas (2) to (4) with respect to 100 parts by mass of the polycarbonate resin. A polycarbonate resin composition comprising 0.001 to 15 parts by mass of at least one organic phosphite compound selected from the compounds represented by:
However, R 1 and R 2 in formula (1) are each independently an alkyl group having 1 to 30 carbon atoms, and R 3 , R 4 , R 5 and R 6 are each independently 1 ˜18 alkyl groups.
本発明によって、帯電防止性能の持続性に優れる上、透明性と耐着色性も有するポリカーボネート樹脂組成物が得られる。 According to the present invention, a polycarbonate resin composition having excellent antistatic performance and transparency and color resistance can be obtained.
以下本発明について詳述する。
本発明で使用されるポリカーボネート樹脂とは、ポリカーボネートが100%の樹脂ばかりでなく、ポリカーボネートと他の樹脂とを混合した、いわゆるポリマーアロイも含まれる。
本発明で使用することができるポリマーアロイとしては、例えば、ポリカーボネート／ABS樹脂、ポリカーボネート／AS樹脂、ポリカーボネート／ゴム系高分子化合物、ポリカーボネート／ABS樹脂／ゴム系高分子化合物、ポリカーボネート／ポリエチレンテレフタレート、ポリカーボネート／ポリブチレンテレフタレート、ポリカーボネート／ASA樹脂、ポリカーボネート／AES樹脂等が挙げられる。これらのポリマーアロイに含有されるポリカーボネートの割合は、ポリマーアロイ中の50〜98質量%であることが好ましい。
The present invention is described in detail below.
The polycarbonate resin used in the present invention includes not only a resin having 100% polycarbonate but also a so-called polymer alloy in which a polycarbonate and another resin are mixed.
Examples of polymer alloys that can be used in the present invention include polycarbonate / ABS resin, polycarbonate / AS resin, polycarbonate / rubber polymer compound, polycarbonate / ABS resin / rubber polymer compound, polycarbonate / polyethylene terephthalate, and polycarbonate. / Polybutylene terephthalate, polycarbonate / ASA resin, polycarbonate / AES resin and the like. The proportion of the polycarbonate contained in these polymer alloys is preferably 50 to 98% by mass in the polymer alloy.
本発明に使用することができるポリカーボネート100%の樹脂は、通常市販されているものでよく、例えば、少なくとも１種のビスフェノール類と、ホスゲン又は炭酸ジエステルとを反応させたポリカーボネート樹脂、少なくとも１種のビスフェノール類とジフェニルカーボネート類とを、エステル交換法によって反応させたポリカーボネート樹脂等が挙げられる。 The 100% polycarbonate resin that can be used in the present invention may be a commercially available resin, for example, a polycarbonate resin obtained by reacting at least one bisphenol with phosgene or a carbonic acid diester, and at least one resin. Examples thereof include polycarbonate resins obtained by reacting bisphenols and diphenyl carbonates by a transesterification method.
ビスフェノール類としては、例えば、ハイドロキノン、4,4-ジヒドロキシフェニル、ビス-(4-ヒドロキシフェニル)-アルカン、ビス-(4-ヒドロキシフェニル)-シクロアルカン、ビス-(4-ヒドロキシフェニル)-スルフィド、ビス-(4-ヒドロキシフェニル)-エーテル、ビス-(4-ヒドロキシフェニル)-ケトン、ビス-(4-ヒドロキシフェニル)-スルホン、ビスフェノールフルオレン或いはこれらのアルキル置換体、アリール置換体、ハロゲン置換体等が挙げられ、本発明においてはこれらを１種又は２種以上組み合わせて用いる。 Examples of bisphenols include hydroquinone, 4,4-dihydroxyphenyl, bis- (4-hydroxyphenyl) -alkane, bis- (4-hydroxyphenyl) -cycloalkane, bis- (4-hydroxyphenyl) -sulfide, Bis- (4-hydroxyphenyl) -ether, bis- (4-hydroxyphenyl) -ketone, bis- (4-hydroxyphenyl) -sulfone, bisphenolfluorene or their alkyl-substituted, aryl-substituted, halogen-substituted, etc. In the present invention, these are used alone or in combination of two or more.
これらのポリカーボネートの内、市場で容易に入手できるという観点から、本発明においては2,2-ビス-(4-ヒドロキシフェニル)プロパン（いわゆるビスフェノールA）を原料としたビスフェノールA系ポリカーボネートを使用することが好ましい。
また、これらのポリカーボネート樹脂の粘度平均分子量は、10,000〜100,000であることが好ましく、10,000〜50,000であることがより好ましい。
Among these polycarbonates, from the viewpoint that they can be easily obtained in the market, in the present invention, bisphenol A-based polycarbonates made from 2,2-bis- (4-hydroxyphenyl) propane (so-called bisphenol A) are used. Is preferred.
Further, the viscosity average molecular weight of these polycarbonate resins is preferably 10,000 to 100,000, and more preferably 10,000 to 50,000.
本発明のポリカーボネート樹脂組成物には、下記一般式（1）で表される化合物（A）が配合される。
上記一般式（１）におけるR1及びR2で表される炭素原子数1〜30のアルキル基としては、例えば、メチル、エチル、プロピル、イソプロピル、ブチル、第二級ブチル、第三級ブチル、イソブチル、アミル、イソアミル、第三級アミル、ペンチル、ヘキシル、へプチル、2-ヘプチル、イソヘプチル、第三級ヘプチル、n-オクチル、イソオクチル、第三級オクチル、2-エチルヘキシル、ノニル、イソノニル、デシル、ウンデシル、ドデシル、トリデシル、テトラデシル、ペンタデシル、ヘキサデシル、ヘプタデシル、オクタデシル、ノナデシル、エイコシル、ベヘニル、トリコシル等の直鎖型又は分岐型のアルキル基が挙げられる。
R1及びR2は、ポリカーボネート樹脂の帯電防止性と透明性の観点から、炭素原子数が4〜24であることが好ましく、6〜18であることがより好ましい。
Examples of the alkyl group having 1 to 30 carbon atoms represented by R 1 and R 2 in the general formula (1) include methyl, ethyl, propyl, isopropyl, butyl, secondary butyl, tertiary butyl, Isobutyl, amyl, isoamyl, tertiary amyl, pentyl, hexyl, heptyl, 2-heptyl, isoheptyl, tertiary heptyl, n-octyl, isooctyl, tertiary octyl, 2-ethylhexyl, nonyl, isononyl, decyl, Examples include linear or branched alkyl groups such as undecyl, dodecyl, tridecyl, tetradecyl, pentadecyl, hexadecyl, heptadecyl, octadecyl, nonadecyl, eicosyl, behenyl, tricosyl and the like.
R 1 and R 2 preferably have 4 to 24 carbon atoms, and more preferably 6 to 18 carbon atoms from the viewpoint of antistatic properties and transparency of the polycarbonate resin.
上記一般式（1）におけるR3、R4、R5及びR6で表される炭素原子数が1〜18のアルキル基としては、例えば、メチル、エチル、プロピル、イソプロピル、ブチル、第二級ブチル、第三級ブチル、イソブチル、アミル、イソアミル、第三級アミル、ペンチル、ヘキシル、へプチル、2-ヘプチル、イソヘプチル、第三級ヘプチル、n-オクチル、イソオクチル、第三級オクチル、2-エチルヘキシル、ノニル、イソノニル、デシル、ウンデシル、ドデシル、トリデシル、テトラデシル、ペンタデシル、ヘキサデシル、ヘプタデシル、オクタデシル等の直鎖型又は分岐型のアルキル基が挙げられる。
R3、R4、R5及びR6は、ポリカーボネート樹脂の帯電防止性と透明性の点から、炭素原子数が２〜８であることが好ましい。
Examples of the alkyl group having 1 to 18 carbon atoms represented by R 3 , R 4 , R 5 and R 6 in the general formula (1) include, for example, methyl, ethyl, propyl, isopropyl, butyl, secondary Butyl, tertiary butyl, isobutyl, amyl, isoamyl, tertiary amyl, pentyl, hexyl, heptyl, 2-heptyl, isoheptyl, tertiary heptyl, n-octyl, isooctyl, tertiary octyl, 2-ethylhexyl And linear or branched alkyl groups such as nonyl, isononyl, decyl, undecyl, dodecyl, tridecyl, tetradecyl, pentadecyl, hexadecyl, heptadecyl, octadecyl and the like.
R 3 , R 4 , R 5 and R 6 preferably have 2 to 8 carbon atoms from the viewpoint of antistatic properties and transparency of the polycarbonate resin.
前記（A）成分の化合物は特に限定されるものではなが、具体例としては、下記の化合物No.1〜No.8が挙げられる。
本発明における前記（A）成分の配合量は、ポリカーボネート樹脂100質量部に対して0.01〜20質量部であることが必要であり、0.1〜10質量部であることがより好ましく、0.5〜5質量部であることが最も好ましい。前記（A）成分の配合量が、ポリカーボネート樹脂100質量部に対して20質量部を超えると、ポリカーボネート樹脂の機械的強度等の物性が低下したり、透明性や耐着色性に悪影響を及ぼしたりする場合があり、また、0.01質量部より少ないと帯電防止効果が不十分となる。 The blending amount of the component (A) in the present invention is required to be 0.01 to 20 parts by weight, more preferably 0.1 to 10 parts by weight, and 0.5 to 5 parts by weight with respect to 100 parts by weight of the polycarbonate resin. Most preferably. When the blending amount of the component (A) exceeds 20 parts by mass with respect to 100 parts by mass of the polycarbonate resin, the physical properties such as the mechanical strength of the polycarbonate resin are deteriorated, or the transparency and coloring resistance are adversely affected. In addition, if the amount is less than 0.01 parts by mass, the antistatic effect is insufficient.
（Ｂ）成分の有機ホスファイト化合物としては、ポリカーボネート樹脂の透明性と、耐着色性の点から、下記一般式（2）〜（4）の化合物を使用する。特に、これらの化合物を使用することにより、耐着色性に優れたポリカーボネート樹脂が得られる。
上記一般式（４）におけるR9で表される炭素原子数1〜30のアルキル基としては、例えば、メチル、エチル、プロピル、イソプロピル、ブチル、第二級ブチル、第三級ブチル、イソブチル、アミル、イソアミル、第三級アミル、ペンチル、ヘキシル、へプチル、2-ヘプチル、イソヘプチル、第三級ヘプチル、n-オクチル、イソオクチル、第三級オクチル、2-エチルヘキシル、ノニル、イソノニル、デシル、ウンデシル、ドデシル、トリデシル、テトラデシル、ペンタデシル、ヘキサデシル、ヘプタデシル、オクタデシル、ノナデシル、エイコシル、ベヘニル、トリコシル等の直鎖型又は分岐型のアルキル基が挙げられる。
また、上記一般式（4）におけるR10で表される炭素原子数1〜4のアルキル基としては、例えば、メチル、エチル、プロピル、イソプロピル、ブチル、第二級ブチル、第三級ブチル、イソブチル等の直鎖型又は分岐型のアルキル基が挙げられる。
Examples of the alkyl group having 1 to 30 carbon atoms represented by R 9 in the general formula (4) include methyl, ethyl, propyl, isopropyl, butyl, secondary butyl, tertiary butyl, isobutyl, and amyl. , Isoamyl, tertiary amyl, pentyl, hexyl, heptyl, 2-heptyl, isoheptyl, tertiary heptyl, n-octyl, isooctyl, tertiary octyl, 2-ethylhexyl, nonyl, isononyl, decyl, undecyl, dodecyl And linear or branched alkyl groups such as tridecyl, tetradecyl, pentadecyl, hexadecyl, heptadecyl, octadecyl, nonadecyl, eicosyl, behenyl, and tricosyl.
Examples of the alkyl group having 1 to 4 carbon atoms represented by R 10 in the general formula (4) include methyl, ethyl, propyl, isopropyl, butyl, secondary butyl, tertiary butyl, and isobutyl. And linear or branched alkyl groups such as
前記一般式（2）で表されるホスファイト化合物の具体例としては、下記の化合物No.9が挙げられる。
前記一般式（3）で表されるホスファイト化合物の具体例としては、下記の化合物No.10が挙げられる。
前記一般式（4）で表されるホスファイト化合物の具体例としては、下記の化合物No.11が挙げられる。
前記（B）成分の配合量は、ポリカーボネート樹脂100質量部に対して、0.001〜15質量部であることが必要であり、0.005〜10質量部であることがより好ましく、0.01〜5質量部であることが最も好ましい。前記（B）成分の配合量がポリカーボネート樹脂100質量部に対して15質量部を超えると、ポリカーボネート樹脂の機械的強度等の物性が低下する場合があり、また、0.001質量部より少ないと耐着色性に劣り、成形品が黄変する。 The blending amount of the component (B) is required to be 0.001 to 15 parts by mass with respect to 100 parts by mass of the polycarbonate resin, more preferably 0.005 to 10 parts by mass, and 0.01 to 5 parts by mass. Most preferably it is. When the blending amount of the component (B) exceeds 15 parts by mass with respect to 100 parts by mass of the polycarbonate resin, physical properties such as mechanical strength of the polycarbonate resin may be deteriorated. Inferior in properties and the molded product turns yellow.
前記（A）成分、（B）成分、及び後述する任意成分を、ポリカーボネート樹脂に配合する方法は特に限定されず、例えば、ロール混練り、バンパー混練り、押し出し機、ニーダー等を用いて混合、練り込みして配合する等、通常使用されている任意の方法を用いることができる。 The method of blending the component (A), the component (B), and the optional component described below into the polycarbonate resin is not particularly limited, and for example, roll kneading, bumper kneading, mixing using an extruder, a kneader, Any commonly used method such as kneading and blending can be used.
また、前記（A）成分は、そのままポリカーボネート樹脂に添加しても良いが、必要に応じて担体に含浸させてから添加しても良い。例えば、添加する成分が常温で液体である場合、ポリカーボネート樹脂に均一に混合することが困難になる場合があるので、担体に含浸させてからポリカーボネート樹脂に添加することが好ましい。
担体に含浸させる方法は、担体と（A）成分とをそのまま加熱混合する方法でも、（A）成分を有機溶媒で希釈してから担体に含浸させ、その後溶媒を除去する方法でもよい。
The component (A) may be added to the polycarbonate resin as it is, or may be added after impregnating the carrier as necessary. For example, when the component to be added is a liquid at normal temperature, it may be difficult to uniformly mix with the polycarbonate resin. Therefore, it is preferable to impregnate the carrier before adding the polycarbonate resin.
The method of impregnating the carrier may be a method of heating and mixing the carrier and the component (A) as they are, or a method of diluting the component (A) with an organic solvent, impregnating the carrier, and then removing the solvent.
担体としては、合成樹脂のフィラーや充填剤として知られているもの、あるいは常温で固体の難燃剤や光安定剤が使用できる。このような担体の具体例としては、ケイ酸カルシウム粉、シリカ粉、タルク粉、アルミナ粉、酸化チタン粉、あるいはこれら担体の表面を化学修飾したもの、後述する難燃剤や酸化防止剤の中で固体のもの等が挙げられる。これらの担体の中でも、担体の表面を化学修飾したものが好ましく、シリカ粉の表面をシランカップリング剤等によって化学修飾したものがより好ましい。
これらの担体は、平均粒径が0.1〜100μmのものであることが好ましく、平均粒径が0.5〜50μmのものであることがより好ましい。
As the carrier, those known as synthetic resin fillers and fillers, or flame retardants and light stabilizers that are solid at room temperature can be used. Specific examples of such carriers include calcium silicate powder, silica powder, talc powder, alumina powder, titanium oxide powder, or those obtained by chemically modifying the surface of these carriers, among flame retardants and antioxidants described later. A solid thing etc. are mentioned. Among these carriers, those obtained by chemically modifying the surface of the carrier are preferred, and those obtained by chemically modifying the surface of the silica powder with a silane coupling agent or the like are more preferred.
These carriers preferably have an average particle size of 0.1 to 100 μm, and more preferably have an average particle size of 0.5 to 50 μm.
本発明のポリカーボネート樹脂組成物には、前記（A）成分及び（B）成分と供に難燃剤を添加・配合することが、ポリカーボネート樹脂組成物の物性を向上させる上で好ましい。併用することができる難燃剤としては、例えば、テトラブロモビスフェノールA、ヘキサブロモベンゼン、トリス(2,3-ジブロモプロピル)イソシアヌレート、2,2-ビス(4-ヒドロキシエトキシ-3,5-ジブロモフェニル)プロパン、デカブロモジフェニルオキサイド、ヘキサブロモシクロデカン、テトラブロモ無水フタル酸、塩素化ポリエチレン、塩素化パラフィン、パークロロシクロペンタデカン、クロレンド酸、テトラクロロ無水フタル酸等のハロゲン系難燃剤；リン酸アンモニウム、トリクレジルフォスフェート、トリエチルフォスフェート、トリス(β-クロロエチル)フォスフェート、トリスクロロエチルフォスフェート、トリスジクロロプロピルフォスフェート、クレジルジフェニルフォスフェート、キシレニルジフェニルフォスフェート、フェニレンビス(ジフェニルフォスフェート)、フェニレンビス(フェニルクレジルフォスフェート)、フェニレンビス(ジクレジルフォスフェート)、フェニレンビス(ジキシレニルフォスフェート)、ビスフェノールAビス(ジフェニルフォスフェート)、ビスフェノールAビス(ジクレジルフォスフェート)等のリン系難燃剤；赤燐、酸化スズ、三酸化アンチモン、水酸化ジルコニウム、メタホウ酸バリウム、ホウ酸亜鉛、水酸化アルミニウム、水酸化マグネシウム、窒素化グアニジン等の無機系難燃剤が挙げられる。 In order to improve the physical properties of the polycarbonate resin composition, it is preferable to add and blend a flame retardant with the component (A) and the component (B) in the polycarbonate resin composition of the present invention. Examples of the flame retardant that can be used in combination include tetrabromobisphenol A, hexabromobenzene, tris (2,3-dibromopropyl) isocyanurate, 2,2-bis (4-hydroxyethoxy-3,5-dibromophenyl). ) Halogen flame retardants such as propane, decabromodiphenyl oxide, hexabromocyclodecane, tetrabromophthalic anhydride, chlorinated polyethylene, chlorinated paraffin, perchlorocyclopentadecane, chlorendic acid, tetrachlorophthalic anhydride; ammonium phosphate, Tricresyl phosphate, triethyl phosphate, tris (β-chloroethyl) phosphate, trischloroethyl phosphate, trisdichloropropyl phosphate, cresyl diphenyl phosphate, xylenyl diphenyl phosphate, phenyl Renbis (diphenyl phosphate), phenylene bis (phenyl cresyl phosphate), phenylene bis (dicresyl phosphate), phenylene bis (dixylenyl phosphate), bisphenol A bis (diphenyl phosphate), bisphenol A bis (dicrete) Phosphorus flame retardants such as Zylphosphate; Inorganic flame retardants such as red phosphorus, tin oxide, antimony trioxide, zirconium hydroxide, barium metaborate, zinc borate, aluminum hydroxide, magnesium hydroxide, and nitrogenated guanidine Is mentioned.
これらの難燃剤のなかでも、ハロゲン系難燃剤や含ハロゲンリン系難燃剤等のハロゲンを含有する難燃剤を配合した合成樹脂が、燃焼時にダイオキシン類が発生する恐れがあることから、近年では、ハロゲンを含有する難燃剤は敬遠される傾向にある。また難燃剤の中には、本発明の帯電防止性組成物と併用すると、合成樹脂基材によっては、熱により合成樹脂が着色したり、耐熱性が低下したりするものもある。こうした恐れのない難燃剤として、本発明においては、下記の一般式（6）で表わされるリン系化合物を使用することが好ましい。
上記一般式（6）中のR12〜R15はアリール基であり、それぞれ同一であっても異なっていても良い。アリール基としては、例えば、フェニル基、トリル基、ベンジル基、キシリル基、フェネチル基、スチリル基、トリメチルフェニル基、クメニル基、クミル基、ヒドロシンナミル基、シンナミル基、テトラメチルフェニル基、チミル基、カルバクリル基、クミニル基、ネオフィル基、キセニル基、ベンズヒドリル基、トリフェニルメチル基、エチルフェニル基、プロピルフェニル基、ブチルフェニル基、ペンチルフェニル基、ヘキシルフェニル基、ヘプチルフェニル基、オクチルフェニル基、ノニルフェニル基、デシルフェニル基、ウンデシルフェニル基、ドデシルフェニル基、ナフチル基等が挙げられる。本発明においては、特に、フェニル基、クレジル基、キシレニル基であることが好ましい。 R 12 to R 15 in the general formula (6) are aryl groups, which may be the same or different. As the aryl group, for example, phenyl group, tolyl group, benzyl group, xylyl group, phenethyl group, styryl group, trimethylphenyl group, cumenyl group, cumyl group, hydrocinnamyl group, cinnamyl group, tetramethylphenyl group, thymyl group, carbacrylyl Group, cuminyl group, neophyll group, xenyl group, benzhydryl group, triphenylmethyl group, ethylphenyl group, propylphenyl group, butylphenyl group, pentylphenyl group, hexylphenyl group, heptylphenyl group, octylphenyl group, nonylphenyl group Decylphenyl group, undecylphenyl group, dodecylphenyl group, naphthyl group and the like. In the present invention, a phenyl group, a cresyl group, and a xylenyl group are particularly preferable.
また、Yはアリーレン基を表わす。アリーレン基は2価のフェノール類から水酸基を除いた残基である。こうした2価フェノール類としては、例えば、レゾルシン、カテコール、ハイドロキノン、ビスフェノールA、ビスフェノールF、ビスフェノールS、ビフェノール等が挙げられる。
a〜dは0又は1の数であり、それぞれ同一であっても異なっていても良い。sは繰り返し単位の平均値であり、1〜5の数である。
Y represents an arylene group. An arylene group is a residue obtained by removing a hydroxyl group from divalent phenols. Examples of such dihydric phenols include resorcin, catechol, hydroquinone, bisphenol A, bisphenol F, bisphenol S, and biphenol.
a to d are numbers of 0 or 1, and may be the same or different. s is the average value of repeating units and is a number from 1 to 5.
一般式（6）で表わされるリン系化合物は、例えば、特開昭59-202240号公報に開示された方法等の、公知の方法により製造することができる。このようなリン系化合物の具体例としては、例えばフェニレンビス(ジフェニルフォスフェート)、フェニレンビス(フェニルクレジルフォスフェート)、フェニレンビス(ジクレジルフォスフェート)、フェニレンビス(ジキシレニルフォスフェート)、ビスフェノールAビス(ジフェニルフォスフェート)、ビスフェノールAビス(ジクレジルフォスフェート)等が挙げられる。
これらの難燃剤の配合量は、ポリカーボネート樹脂の種類及び用途によって変化するため、一概には言えないが、概ねポリカーボネート樹脂100質量部に対して0.5〜30質量部であることが好ましく、1〜25質量部であるがより好ましく、5〜20質量部であることが最も好ましい。
The phosphorus compound represented by the general formula (6) can be produced by a known method such as the method disclosed in JP-A-59-202240. Specific examples of such phosphorus compounds include, for example, phenylene bis (diphenyl phosphate), phenylene bis (phenyl cresyl phosphate), phenylene bis (dicresyl phosphate), phenylene bis (dixylenyl phosphate), Examples thereof include bisphenol A bis (diphenyl phosphate), bisphenol A bis (dicresyl phosphate), and the like.
Since the blending amount of these flame retardants varies depending on the type and use of the polycarbonate resin, it cannot generally be said, but is generally preferably 0.5 to 30 parts by mass with respect to 100 parts by mass of the polycarbonate resin, 1 to 25 Although it is a mass part, it is more preferable, and it is most preferable that it is 5-20 mass parts.
この他に、本発明のポリカーボネート樹脂組成物は、本発明の効果を妨げない範囲で、公知の酸化防止剤、光安定剤、紫外線吸収剤、フルオロオレフィン樹脂、その他の帯電防止剤、防曇剤、滑剤、可塑剤、着色剤、リン系以外の難燃剤、難燃助剤、防黴剤、結晶核剤、相溶剤、アンチブロッキング剤、発泡剤、無機電解質、フィラー、充填剤、顔料、香料、シリコーンオイル、カップリング剤等のその他の合成樹脂添加剤と併用することができ、又、カーボン繊維やステンレス繊維等の導電性物質を配合してもよい。これらの中でも、酸化防止剤、フルオロオレフィン樹脂又は滑剤を併用することが好ましい。 In addition, the polycarbonate resin composition of the present invention is a known antioxidant, light stabilizer, ultraviolet absorber, fluoroolefin resin, other antistatic agent, and antifogging agent as long as the effects of the present invention are not hindered. , Lubricants, plasticizers, colorants, non-phosphorous flame retardants, flame retardant aids, antifungal agents, crystal nucleating agents, compatibilizers, antiblocking agents, foaming agents, inorganic electrolytes, fillers, fillers, pigments, fragrances Further, it can be used in combination with other synthetic resin additives such as silicone oil and coupling agents, and a conductive substance such as carbon fiber or stainless fiber may be blended. Among these, it is preferable to use an antioxidant, a fluoroolefin resin, or a lubricant in combination.
前記酸化防止剤としては、フェノール系酸化防止剤、リン系酸化防止剤、硫黄系酸化防止剤が挙げられる。フェノール系酸化防止剤としては、例えば、2,6-ジ-tert.-ブチルフェノール（以下「tert.-ブチル」を「t-ブチル」と略記する。）、2,6-ジ-t-ブチル-4-メチルフェノール、2,6-ジ-t-ブチル-4-エチルフェノール、2,4-ジメチル-6-t-ブチルフェノール、4,4'-メチレンビス(2,6-ジ-t-ブチルフェノール)、4,4'-ビス(2,6-ジ-t-ブチルフェノール)、4,4'-ビス(2-メチル-6-t-ブチルフェノール)、2,2'-メチレンビス(4-メチル-6-t-ブチルフェノール)、2,2'-メチレンビス(4-エチル-6-t-ブチルフェノール)、4,4'-ブチリデンビス(3-メチル-6-t-ブチルフェノール)、4,4'-イソプロピレデンビス(2,6-ジ-t-ブチルフェノール)、2,2'-メチレンビス(4-メチル-6-シクロヘキシルフェノール）、2,2'-メチレンビス(4-メチル-6-ノニルフェノール)、2,2'-イソブチリデンビス(4,6-ジメチルフェノール)、2,6-ビス(2'-ヒドロキシ-3'-t-ブチル−5'-メチルベンジル)4-メチルフェノール、3-t-ブチル-4-ヒドロキシアニソール、2-t-ブチル-4-ヒドロキシアニソール、3-(4-ヒドロキシ-3,5-ジ-t-ブチルフェニル)プロピオン酸ステアリル、3-(4-ヒドロキシ-3,5-ジ-t-ブチルフェニル)プロピオン酸オレイル、3-(4-ヒドロキシ-3,5-ジ-t-ブチルフェニル)プロピオン酸ドデシル、3-(4-ヒドロキシ-3,5-ジ-t-ブチルフェニル)プロピオン酸オクチル、テトラキス{3-(4-ヒドロキシ-3,5-ジ-t-ブチルフェニル)プロピオニルオキシメチル}メタン、3-(4-ヒドロキシ-3,5-ジ-t-ブチルフェニル)プロピオン酸グリセリンモノエステル、3-(4-ヒドロキシ-3,5-ジ-t-ブチルフェニル)プロピオン酸とグリセリンモノオレイルエーテルとのエステル、3-(4-ヒドロキシ-3,5-ジ-t-ブチルフェニル)プロピオン酸ブチレングリコールエステル、3-(4-ヒドロキシ-3,5-ジ-t-ブチルフェニル)プロピオン酸チオジグリコールエステル、4,4'-チオビス(3-メチル-6-t-ブチルフェノール)、4,4'-チオビス(2-メチル-6-t-ブチルフェノール)、2,2'-チオビス(4-メチル-6-t-ブチルフェノール)、2,6-ジ-t-ブチル-α-ジメチルアミノ-p-クレゾール、2,6-ジ-t-ブチル-4(N,N'-ジメチルアミノメチルフェノール)、ビス(3,5-ジ-t-ブチル-4-ヒドロキシベンジル)サルファイド、トリス{(3,5-ジ-t-ブチル-4-ヒドロキシフェニル)プロピオニル−オキシエチル}イソシアヌルレート、トリス(3,5-ジ-t-ブチル-4-ヒドロキシフェニル)イソシアヌレート、1,3,5-トリス(3',5'-ジ-t-ブチル-4-ヒドロキシベンゾイル)イソシアヌレート、ビス{2-メチル-4-(3-n-アルキルチオプロピオニルオキシ)-5-t-ブチルフェニル}サルファイド、1,3,5-トリス(4-ジ-t-ブチル-3-ヒドロキシ-2,6-ジメチルベンジル)イソシアヌレート、テトラフタロイル−ジ(2,6-ジメチル-4-t-ブチル-3-ヒドロキシベンジルサルファイド)、6-(4-ヒドロキシ-3,5-ジ-t-ブチルアニリノ)-2,4-ビス(オクチルチオ)-1,3,5-トリアジン、2,2-チオ-{ジエチル-ビス-3-(3,5-ジ-t-ブチル-4-ヒドロキシフェニル)}プロピオネート、N,N'-ヘキサメチレンビス(3,5-ジ-t-ブチル-4-ヒドロキシ−ヒドロシナミド)、3,5-ジ-t-ブチル-4-ヒドロキシ−ベンジル−リン酸ジエステル、ビス（３−メチル−４−ヒドロキシ−５−ｔ−ブチルベンジル）サルファイド、3,9-ビス[1,1-ジメチル-2-{β-(3-t-ブチル-4-ヒドロキシ-5-メチルフェニル)プロピオニルオキシ}エチル]-2,4,8,10-テトラオキサスピロ[5,5]ウンデカン、1,1,3-トリス(2-メチル-4-ヒドロキシ-5-t-ブチルフェニル)ブタン、1,3,5-トリメチル-2,4,6-トリス(3,5-ジ-t-ブチル-4-ヒドロキシベンジル)ベンゼン、ビス{3,3'-ビス-(4'-ヒドロキシ-3'-t-ブチルフェニル)ブチリックアシッド}グリコールエステル等が挙げられる。 Examples of the antioxidant include phenol-based antioxidants, phosphorus-based antioxidants, and sulfur-based antioxidants. Examples of phenolic antioxidants include 2,6-di-tert.-butylphenol (hereinafter “tert.-butyl” is abbreviated as “t-butyl”), 2,6-di-t-butyl- 4-methylphenol, 2,6-di-t-butyl-4-ethylphenol, 2,4-dimethyl-6-t-butylphenol, 4,4'-methylenebis (2,6-di-t-butylphenol), 4,4'-bis (2,6-di-t-butylphenol), 4,4'-bis (2-methyl-6-t-butylphenol), 2,2'-methylenebis (4-methyl-6-t -Butylphenol), 2,2'-methylenebis (4-ethyl-6-t-butylphenol), 4,4'-butylidenebis (3-methyl-6-t-butylphenol), 4,4'-isopropylidenebis (2 , 6-di-t-butylphenol), 2,2'-methylenebis (4-methyl-6-cyclohexylphenol), 2,2'-methylenebis (4-methyl-6-nonylphenol), 2,2'-isobuty Redenbis (4,6-dimethylphenol), 2,6-bis (2'- Roxy-3'-t-butyl-5'-methylbenzyl) 4-methylphenol, 3-t-butyl-4-hydroxyanisole, 2-t-butyl-4-hydroxyanisole, 3- (4-hydroxy-3 , 5-di-t-butylphenyl) stearyl propionate, oleyl 3- (4-hydroxy-3,5-di-t-butylphenyl) propionate, 3- (4-hydroxy-3,5-di-t -Butylphenyl) dodecyl propionate, octyl 3- (4-hydroxy-3,5-di-t-butylphenyl) propionate, tetrakis {3- (4-hydroxy-3,5-di-t-butylphenyl) Propionyloxymethyl} methane, 3- (4-hydroxy-3,5-di-t-butylphenyl) propionic acid glycerin monoester, 3- (4-hydroxy-3,5-di-t-butylphenyl) propionic acid Ester of glycerin monooleyl ether with 3- (4-hydroxy-3,5-di-t-butylphenyl) propionic acid butylene glycol ester 3- (4-hydroxy-3,5-di-t-butylphenyl) propionic acid thiodiglycol ester, 4,4'-thiobis (3-methyl-6-t-butylphenol), 4,4'-thiobis (2-methyl-6-t-butylphenol), 2,2'-thiobis (4-methyl-6-t-butylphenol), 2,6-di-t-butyl-α-dimethylamino-p-cresol, 2 , 6-Di-t-butyl-4 (N, N'-dimethylaminomethylphenol), bis (3,5-di-t-butyl-4-hydroxybenzyl) sulfide, tris {(3,5-di- t-butyl-4-hydroxyphenyl) propionyl-oxyethyl} isocyanurate, tris (3,5-di-t-butyl-4-hydroxyphenyl) isocyanurate, 1,3,5-tris (3 ′, 5′- Di-t-butyl-4-hydroxybenzoyl) isocyanurate, bis {2-methyl-4- (3-n-alkylthiopropionyloxy) -5-t-butylphenyl} sulfide, 1,3,5-tris (4 -Di-t-butyl-3-hydride Xyl-2,6-dimethylbenzyl) isocyanurate, tetraphthaloyl-di (2,6-dimethyl-4-t-butyl-3-hydroxybenzylsulfide), 6- (4-hydroxy-3,5-di-) t-Butylanilino) -2,4-bis (octylthio) -1,3,5-triazine, 2,2-thio- {diethyl-bis-3- (3,5-di-t-butyl-4-hydroxyphenyl) )} Propionate, N, N′-hexamethylenebis (3,5-di-t-butyl-4-hydroxy-hydrocinnamide), 3,5-di-t-butyl-4-hydroxy-benzyl-phosphate diester, Bis (3-methyl-4-hydroxy-5-t-butylbenzyl) sulfide, 3,9-bis [1,1-dimethyl-2- {β- (3-t-butyl-4-hydroxy-5-methyl) Phenyl) propionyloxy} ethyl] -2,4,8,10-tetraoxaspiro [5,5] undecane, 1,1,3-tris (2-methyl-4-hydroxy-5-t-butylphenyl) butane 1,3,5-trimethyl-2,4,6-tris (3,5- -t- butyl-4-hydroxybenzyl) benzene, bis {3,3'-bis - (4'-hydroxy-3'-t-butylphenyl) butyric acid} glycol ester and the like.
リン系酸化防止剤としては、例えば、テトラキス(2,4-ジ-t-ブチルフェニル)-4,4-ビフェニレン−ジホスホナイト、9,10-ジヒドロ-9-オキサ-10-ホスファフェナントレン-10-オキサイド、10-(3,5-ジ-t-ブチル-4-ヒドロキシベンジル)-9,10-ジヒドロ-9-オキサ-10-ホスファフェナントレン-10-オキサイド、10-デシルオキシ-9,10-ジヒドロ-9-オキサ-10-ホスファフェナントレン等が挙げられる。 Examples of phosphorus antioxidants include tetrakis (2,4-di-t-butylphenyl) -4,4-biphenylene-diphosphonite, 9,10-dihydro-9-oxa-10-phosphaphenanthrene-10- Oxide, 10- (3,5-di-t-butyl-4-hydroxybenzyl) -9,10-dihydro-9-oxa-10-phosphaphenanthrene-10-oxide, 10-decyloxy-9,10-dihydro -9-oxa-10-phosphaphenanthrene and the like.
硫黄系酸化防止剤としては、例えば、ジオクチルチオジプロピオネート、ジデシルチオジプロピオネート、ジラウリルチオジプロピオネート、ジミリスチルチオジプロピオネート、ジステアリルチオジプロピオネート、ラウリルステアリルチオジプロピオネート、ジステアリル-β,β'-チオジブチレート、(3-オクチルチオプロピオン酸)ペンタエリスリトールテトラエステル、(3-デシルチオプロピオン酸)ペンタエリスリトールテトラエステル、(3-ラウリルチオプロピオン酸)ペンタエリスリトールテトラエステル、(3-ステアリルチオプロピオン酸)ペンタエリスリトールテトラエステル、(3-オレイルチオプロピオン酸)ペンタエリスリトールテトラエステル、(3-ラウリルチオプロピオン酸)-4,4'-チオジ(3-メチル-5-t-ブチル-4-フェノール)エステル、2-メルカプトベンズイミダゾール、2-メルカプトメチルベンズイミダゾール、2-ベンズイミダゾールジスルフィド、ジラウリルサルファイド、アミルチオグリコール等が挙げられる。 Examples of the sulfur-based antioxidant include dioctyl thiodipropionate, didecyl thiodipropionate, dilauryl thiodipropionate, dimyristyl thiodipropionate, distearyl thiodipropionate, lauryl stearyl thiodipropionate. , Distearyl-β, β'-thiodibutyrate, (3-octylthiopropionic acid) pentaerythritol tetraester, (3-decylthiopropionic acid) pentaerythritol tetraester, (3-laurylthiopropionic acid) pentaerythritol tetra Ester, (3-stearylthiopropionic acid) pentaerythritol tetraester, (3-oleylthiopropionic acid) pentaerythritol tetraester, (3-laurylthiopropionic acid) -4,4'-thiodi (3-methyl-5- t-Butyl-4-phenol) ester, 2-mer Examples include captobenzimidazole, 2-mercaptomethylbenzimidazole, 2-benzimidazole disulfide, dilauryl sulfide, and amylthioglycol.
これらの酸化防止剤の配合量は、ポリカーボネート樹脂の種類及び用途によって変化するため、一概には言えないが、ポリカーボネート樹脂100質量部に対して0.001〜15質量部であることが好ましく、0.005〜10質量部であることがより好ましく、0.01〜5質量部であることが最も好ましい。 Since the blending amount of these antioxidants varies depending on the type and use of the polycarbonate resin, it cannot be generally stated, but is preferably 0.001 to 15 parts by mass with respect to 100 parts by mass of the polycarbonate resin, 0.005 to 10 It is more preferably part by mass, and most preferably 0.01 to 5 parts by mass.
本発明のポリカーボネート樹脂組成物は、フルオロオレフィン樹脂を含有することが好ましい。フルオロオレフィン樹脂を配合した合成樹脂組成物は、溶融時に滴下し難くなるので、火災が発生した場合に着火又は燃焼し難くなる。ここでいうフルオロオレフィン樹脂とは、フルオロエチレン構造を含む重合体であり、例えば、ジフルオロエチレン重合体、テトラフルオロエチレン重合体、テトラフルオロエチレン−ヘキサフルオロプロピレン重合体、テトラフルオロエチレンとフッ素を含まないエチレン系モノマーとの共重合体等が挙げられる。
これらの中でも、ポリテトラフルオロエチレン（PTFE）を使用することが好ましい。更に、PTFEの平均分子量は50万以上であることが好ましく、50万〜1000万であることが特に好ましい。
The polycarbonate resin composition of the present invention preferably contains a fluoroolefin resin. Since the synthetic resin composition containing the fluoroolefin resin is difficult to be dripped at the time of melting, it is difficult to ignite or burn when a fire occurs. The fluoroolefin resin here is a polymer containing a fluoroethylene structure, for example, a difluoroethylene polymer, a tetrafluoroethylene polymer, a tetrafluoroethylene-hexafluoropropylene polymer, and does not contain tetrafluoroethylene and fluorine. Examples thereof include a copolymer with an ethylene monomer.
Among these, it is preferable to use polytetrafluoroethylene (PTFE). Furthermore, the average molecular weight of PTFE is preferably 500,000 or more, particularly preferably 500,000 to 10,000,000.
PTFEの具体例としては、例えばテフロン（登録商標）、6-J（三井・デュポンフロロケミカル社製）、ポリフロンD-1、ポリフロンFA-100、ポリフロンF-103、ポリフロンF-201、ポリフロンMPA（ダイキン工業社製）、CD076（旭アイシーアイフロロポリマーズ社製）、アルゴフロンF5（モンテフルオス社製）等が挙げられる。
フルオロオレフィン樹脂の配合量は、ポリカーボネート樹脂の種類及び用途によって変化するため、一概には言えないが、概ねポリカーボネート樹脂100質量部に対して0.05〜5質量部であることが好ましく、0.1〜2質量部であることがより好ましく、0.5〜1.5質量部であることが最も好ましい。
Specific examples of PTFE include, for example, Teflon (registered trademark), 6-J (Mitsui / Dupont Fluoro Chemical Co., Ltd.), Polyflon D-1, Polyflon FA-100, Polyflon F-103, Polyflon F-201, Polyflon MPA ( Daikin Industries, Ltd.), CD076 (Asahi ICC fluoropolymers), Argoflon F5 (Montefluos), etc.
Since the blending amount of the fluoroolefin resin varies depending on the type and use of the polycarbonate resin, it cannot generally be said, but it is preferably 0.05 to 5 parts by mass, generally 0.1 to 2 parts by mass with respect to 100 parts by mass of the polycarbonate resin. Part is more preferable, and 0.5 to 1.5 parts by mass is most preferable.
本発明に使用できる滑剤としては、例えば、流動パラフィン、パラフィンワックス、ポリエチレンワックス等の炭化水素系滑剤；ステアリルアルコール、ステアリン酸、12-ヒドロキシステアリン酸等の脂肪族系滑剤；ステアリン酸アミド、オレイン酸アミド、エルカ酸アミド、メチレンビスステアリン酸アミド、エチレンステアリン酸アミド等のアミド系滑剤；ステアリン酸カルシウム、ステアリン酸亜鉛、ステアリン酸マグネシウム、ステアリン酸鉛、ステアリン酸アルミニウム、ステアリン酸バリウム、ステアリン酸バリウム／ステアリン酸亜鉛複合体、ステアリン酸亜鉛／ステアリン酸カルシウム複合体等の金属石鹸系滑剤；硬化油脂、グリセリンモノステアレート、ステアリン酸ブチル、ペンタエリスリトールステアレート、ステアリン酸ステアリル等のエステル系滑剤が挙げられる。
これらの滑剤の配合量は、ポリカーボネート樹脂の種類及び用途によって変化するため、一概には言えないが、概ねポリカーボネート樹脂100質量部に対して0.001〜15質量部であることが好ましく、0.005〜10質量部であることがより好ましく、0.01〜5質量部であることが最も好ましい。
Examples of lubricants that can be used in the present invention include hydrocarbon lubricants such as liquid paraffin, paraffin wax, and polyethylene wax; aliphatic lubricants such as stearyl alcohol, stearic acid, and 12-hydroxystearic acid; stearamide, oleic acid Amide lubricants such as amide, erucic acid amide, methylenebis stearic acid amide, ethylene stearic acid amide; calcium stearate, zinc stearate, magnesium stearate, lead stearate, aluminum stearate, barium stearate, barium stearate / stearin Metal soap lubricants such as zinc oxide complex, zinc stearate / calcium stearate complex; hardened oil, glycerin monostearate, butyl stearate, pentaerythritol stearate, stear Ester lubricant such as phosphate stearyl and the like.
Since the blending amount of these lubricants varies depending on the type and use of the polycarbonate resin, it cannot be generally stated, but is generally preferably 0.001 to 15 parts by mass, and 0.005 to 10 parts by mass with respect to 100 parts by mass of the polycarbonate resin. More preferably, it is 0.01-5 mass parts.
本発明に使用できる紫外線吸収剤としては、ベンゾトリアゾール系紫外線吸収剤、ベンゾフェノン系紫外線吸収剤、その他の紫外線吸収剤が挙げられる。
ベンゾトリアゾール系紫外線吸収剤としては、例えば、2-(2'-ヒドロキシ-5'-メチルフェニル)ベンゾトリアゾール、2-(2'-ヒドロキシ-5'-t-ブチルフェニル)ベンゾトリアゾール、2-(2'−ヒドロキシ-3',5'-ジ-t-ブチルフェニル)ベンゾトリアゾール、2-(2'-ヒドロキシ-3'-t-ブチル-5'-メチルフェニル)ベンゾトリアゾール、2-{2'-ヒドロキシ-3',5'-ビス(α,α-ジメチルベンジル)フェニル}ベンゾトリアゾール、2-(2'-ヒドロキシ-3'-t-ブチル-5'-メチルフェニル)-5-クロロベンゾトリアゾール、2-(2'-ヒドロキシ-3',5'-ジ-t-ブチルフェニル)-5-クロロベンゾトリアゾール、2-(2'-ヒドロキシ-3',5'-ジ-t-アミルフェニル)ベンゾトリアゾール、2-(2'-ヒドロキシ-5'-t-オクルフェニル)ベンゾトリアゾール、2-{2'-ヒドロキシ-3'-(３'',４'',5'',6''-テトラヒドロフタルイミドメチル)-5'-メチルフェニル}ベンゾトリアゾール、2,2-メチレンビス{4-(1,1,3,3-テトラメチルブチル)-6-(2H-ベンゾトリアゾール-2-イル)フェノール}、2-(2'-ヒドロキシ-5'-メタクリロキシフェニル)-2H-ベンゾトリアゾール等が挙げられる。
Examples of ultraviolet absorbers that can be used in the present invention include benzotriazole-based ultraviolet absorbers, benzophenone-based ultraviolet absorbers, and other ultraviolet absorbers.
Examples of the benzotriazole ultraviolet absorber include 2- (2′-hydroxy-5′-methylphenyl) benzotriazole, 2- (2′-hydroxy-5′-t-butylphenyl) benzotriazole, 2- ( 2'-hydroxy-3 ', 5'-di-t-butylphenyl) benzotriazole, 2- (2'-hydroxy-3'-t-butyl-5'-methylphenyl) benzotriazole, 2- {2' -Hydroxy-3 ', 5'-bis (α, α-dimethylbenzyl) phenyl} benzotriazole, 2- (2'-hydroxy-3'-t-butyl-5'-methylphenyl) -5-chlorobenzotriazole 2- (2'-hydroxy-3 ', 5'-di-t-butylphenyl) -5-chlorobenzotriazole, 2- (2'-hydroxy-3', 5'-di-t-amylphenyl) Benzotriazole, 2- (2'-hydroxy-5'-t-ocylphenyl) benzotriazole, 2- {2'-hydroxy-3 '-(3'',4'',5'',6''- (Tetrahydrophthalimidomethyl) -5'-methylphen } Benzotriazole, 2,2-methylenebis {4- (1,1,3,3-tetramethylbutyl) -6- (2H-benzotriazol-2-yl) phenol}, 2- (2′-hydroxy- And 5'-methacryloxyphenyl) -2H-benzotriazole.
ベンゾフェノン系紫外線吸収剤としては、例えば、2,4-ジヒドロキシベンゾフェノン、2-ヒドロキシ-4-メトキシベンゾフェノン、2-ヒドロキシ-4-オクトキシベンゾフェノン、2-ヒドロキシ-4-ドデシルオキシベンゾフェノン、2,2'-ジヒドロキシ-4-メトキシベンゾフェノン、2,2'-ジヒドロキシ-4,4'-メトキシベンゾフェノン、2-ヒドロキシ-4-メトキシ-5-スルホベンゾフェノン、ビス(5-ベンゾイル-4-ヒドロキシ-2-メトキシフェニルメタン)等が挙げられる。 Examples of benzophenone-based ultraviolet absorbers include 2,4-dihydroxybenzophenone, 2-hydroxy-4-methoxybenzophenone, 2-hydroxy-4-octoxybenzophenone, 2-hydroxy-4-dodecyloxybenzophenone, 2,2 ′ -Dihydroxy-4-methoxybenzophenone, 2,2'-dihydroxy-4,4'-methoxybenzophenone, 2-hydroxy-4-methoxy-5-sulfobenzophenone, bis (5-benzoyl-4-hydroxy-2-methoxyphenyl) Methane) and the like.
その他の紫外線吸収剤としては、例えば、フェニルサリシレート、4-t-ブチルフェニルサリシレート、4-オクチルフェニルサリシレート等のサリシレート系；エチル-2-シアノ-3,3-ジフェニルアクリレート、2-エチルヘキシル-2-シアノ-3,3-ジフェニルアクリレート等のシアノアクリレート系；2-エトキシ-2'-エチルオキザリックアシッドビスアニリド等のオキザリックアシッド系等の紫外線吸収剤が挙げられる。 Examples of other ultraviolet absorbers include salicylates such as phenyl salicylate, 4-t-butylphenyl salicylate, and 4-octylphenyl salicylate; ethyl-2-cyano-3,3-diphenyl acrylate, 2-ethylhexyl-2- Examples include ultraviolet absorbers such as cyanoacrylates such as cyano-3,3-diphenyl acrylate; oxalic acids such as 2-ethoxy-2′-ethyl oxalic acid bisanilide.
これらの紫外線吸収剤の配合量は、ポリカーボネート樹脂の種類及び用途によって変化するため、一概には言えないが、概ねポリカーボネート樹脂100質量部に対して0.001〜15質量部であることが好ましく、0.005〜10質量部であることがより好ましく、0.01〜5質量部であることが最も好ましい。 Since the blending amount of these ultraviolet absorbers varies depending on the type and use of the polycarbonate resin, it cannot generally be said, but is generally preferably 0.001 to 15 parts by mass with respect to 100 parts by mass of the polycarbonate resin, 0.005 to It is more preferably 10 parts by mass, and most preferably 0.01 to 5 parts by mass.
本発明に使用できる光安定剤としては、例えば、ビス(2,2,6,6-テトラメチル-4-ピペリジル)セバケート、ビス(N-メチル-2,2,6,6-テトラメチル-4-ピペリジル)セバケート、ビス(1,2,2,6,6-ペンタメチル-4-ピペリジル)-2-(3,5-ジ-t-ブチル-4-ヒドロキシベンジル)-2-n-ブチルマロネート、テトラキス(2,2,6,6-テトラメチル-4-ピペリジル)-1,2,3,4-ブタンテトラカルボキシレート、テトラキス(1,2,2,6,6-ペンタメチル-4-ピペリジル)-1,2,3,4-ブタンテトラカルボキシレート、(ミックスト-2,2,6,6-テトラメチル-4-ピペリジル／トリデシル)-1,2,3,4-ブタンテトラカルボキシレート、(ミックスト-1,2,2,6,6-ペンタメチル-4-ピペリジル／トリデシル)-1,2,3,4-ブタンテトラカルボキシレート、ミックスト-{2,2,6,6-テトラメチル-4-ピペリジル/β,β,β’,β’-テトラメチル-3,9-(2,4,8,10-テトラオキサスピロ[5,5]ウンデカン)ジエチル}-1,2,3,4-ブタンテトラカルボキシレート、ミックスト-{1,2,2,6,6-ペンタメチル-4-ピペリジル/β,β,β',β'-テトラメチル-3,9-(2,4,8,10-テトラオキサスピロ[5,5]ウンデカン)ジエチル}-1,2,3,4-ブタンテトラカルボキシレート、ポリ{6-(1,1,3,3,-テトラメチルブチル)イミノ-1,3,5-トリアジン-2,4-ジイル}{(2,2,6,6-テトラメチル-4-ピペリジル)イミノ}ヘキサメチレン{(2,2,6,6-テトラメチル-4-ピペリジル)イミノ},ジメチルサクシネート／4-ヒドロキシ-2,2,6,6-テトラメチル-1-ピペリジンエタノール重合体、2,2,6,6-テトラメチル-4-ピペリジルメタクリレート、1,2,2,6,6-ペンタメチル-4-ピペリジルメタクリレート、エチレンビス(2,2,6,6-テトラメチル-3-オキサ-4-ピペリジン)等のヒンダードアミン系光安定剤が挙げられる。 Examples of the light stabilizer that can be used in the present invention include bis (2,2,6,6-tetramethyl-4-piperidyl) sebacate and bis (N-methyl-2,2,6,6-tetramethyl-4). -Piperidyl) sebacate, bis (1,2,2,6,6-pentamethyl-4-piperidyl) -2- (3,5-di-t-butyl-4-hydroxybenzyl) -2-n-butylmalonate Tetrakis (2,2,6,6-tetramethyl-4-piperidyl) -1,2,3,4-butanetetracarboxylate, tetrakis (1,2,2,6,6-pentamethyl-4-piperidyl) -1,2,3,4-butanetetracarboxylate, (mixed-2,2,6,6-tetramethyl-4-piperidyl / tridecyl) -1,2,3,4-butanetetracarboxylate, ( Mixed-1,2,2,6,6-pentamethyl-4-piperidyl / tridecyl) -1,2,3,4-butanetetracarboxylate, mixed- {2,2,6,6-tetramethyl- 4-piperidyl / β, β, β ', β'-tetramethyl-3,9- (2,4,8,10-tetraoxaspiro [5,5] undecane) diethyl} -1,2,3,4-butanetetracarboxylate, mixed- {1,2,2,6,6-pentamethyl-4-piperidyl / β, β, β ′, β'-tetramethyl-3,9- (2,4,8,10-tetraoxaspiro [5,5] undecane) diethyl} -1,2,3,4-butanetetracarboxylate, poly {6- ( 1,1,3,3, -tetramethylbutyl) imino-1,3,5-triazine-2,4-diyl} {(2,2,6,6-tetramethyl-4-piperidyl) imino} hexamethylene {(2,2,6,6-tetramethyl-4-piperidyl) imino}, dimethyl succinate / 4-hydroxy-2,2,6,6-tetramethyl-1-piperidineethanol polymer, 2,2, 6,6-tetramethyl-4-piperidyl methacrylate, 1,2,2,6,6-pentamethyl-4-piperidyl methacrylate, ethylenebis (2,2,6,6-tetramethyl-3-oxa-4-piperidine Hindered amine light stabilizers such as
本発明に使用できるその他の光安定剤としては、例えば、{2,2'-チオビス(4-t-オクチルフェノレート)}-2-エチルヘキシルアミンニッケル(II)、ニッケルジブチルジチオカルバメート、{2,2'-チオビス(4-t-オクチルフェノレート)}-2-ブチルアミンニッケル（II）、ニッケルビス(オクチルフェニル）サルファイド、3,5-ジ-t-ブチル-4-ヒドロキシベンジルリン酸モノエチレートニッケル錯体等のニッケル系光安定剤；2,4-ジ-t-ブチルフェニル-3,5'-ジ-t-ブチル-4'-ヒドロキシベンゾエート等が挙げられる。 Other light stabilizers that can be used in the present invention include, for example, {2,2′-thiobis (4-t-octylphenolate)}-2-ethylhexylamine nickel (II), nickel dibutyldithiocarbamate, {2, 2'-thiobis (4-t-octylphenolate)}-2-butylamine nickel (II), nickel bis (octylphenyl) sulfide, 3,5-di-t-butyl-4-hydroxybenzyl phosphate monoethylate Nickel light stabilizers such as nickel complexes; 2,4-di-t-butylphenyl-3,5′-di-t-butyl-4′-hydroxybenzoate and the like.
これらの光安定剤の配合量は、ポリカーボネート樹脂の種類及び用途によって変化するため、一概には言えないが、概ねポリカーボネート樹脂100質量部に対して0.001〜15質量部であることが好ましく、0.005〜10質量部であることがより好ましく、0.01〜5質量部であることが最も好ましい。 Since the blending amount of these light stabilizers varies depending on the type and use of the polycarbonate resin, it cannot generally be said, but is generally preferably 0.001 to 15 parts by mass with respect to 100 parts by mass of the polycarbonate resin, 0.005 to It is more preferably 10 parts by mass, and most preferably 0.01 to 5 parts by mass.
本発明に使用できるその他の帯電防止剤としては、例えば、グリセリンモノ脂肪酸エステル、ポリグリセリン脂肪酸エステル、ジエタノールアミン脂肪酸アミド、ポリアルキレングリコールアルキルエーテル、N-アルキルアンモニウムクロライド、アルキルベンゼンスルホン酸ホスホニウム塩等が挙げられる。これらの帯電防止剤は耐熱性に劣ることから、できるだけ使用量を少なくすることが好ましく、使用を避けることが最も好ましい。 Examples of other antistatic agents that can be used in the present invention include glycerin monofatty acid ester, polyglycerin fatty acid ester, diethanolamine fatty acid amide, polyalkylene glycol alkyl ether, N-alkyl ammonium chloride, and alkylbenzene sulfonic acid phosphonium salt. . Since these antistatic agents are inferior in heat resistance, it is preferable to reduce the use amount as much as possible, and it is most preferable to avoid use.
本発明に使用できるその他の添加剤としては、例えば、ジベンジリデンソルビトール、ビス(p-メチルベンジリデン)ソルビトール、ビス(p-エチルベンジリデン)ソルビトール、ヒドロキシ-ジ(t-ブチル安息香酸)アルミニウム、リン酸ビス(4-t-ブチルフェニル)ナトリウム、リン酸2,2-メチレンビス(4,6-ジ-t-ブチルフェニル)ナトリウム塩等の造核剤；フタル酸エステル、二塩基酸エステル、塩素化パラフィン、ポリエステル、エポキシ化エステル、リン酸エステル、トリメリット酸エステル等の可塑剤；金属石鹸、有機スズ、有機鉛、ホスファイト、エポキシド、β-ジケトン、ポリオール、過塩素酸塩、ハイドロタルサイト、ゼオライト化等の安定剤、チタン化合物等の着色剤、ケイ酸カルシウム粉、シリカ粉、タルク粉、マイカ粉、アルミナ粉、酸化チタン粉、ガラスフレーク等の充填剤等が挙げられる。 Other additives that can be used in the present invention include, for example, dibenzylidene sorbitol, bis (p-methylbenzylidene) sorbitol, bis (p-ethylbenzylidene) sorbitol, hydroxy-di (t-butylbenzoic acid) aluminum, phosphoric acid Nucleating agents such as sodium bis (4-t-butylphenyl), 2,2-methylenebis (4,6-di-t-butylphenyl) phosphate; phthalates, dibasic esters, chlorinated paraffins Plasticizers such as polyester, epoxidized ester, phosphate ester, trimellitic acid ester; metal soap, organic tin, organic lead, phosphite, epoxide, β-diketone, polyol, perchlorate, hydrotalcite, zeolite Stabilizers, colorants such as titanium compounds, calcium silicate powder, silica powder, talc powder, mica powder, alumina powder, acid Titanium powder, fillers such as glass flakes and the like.
以下、実施例により本発明を詳細に説明する。但し、本発明はこれらの実施例等によりなんら制限を受けるものではない。
〔実施例１〜４、参考例１、比較例１〜３〕
（A）成分として前記化合物No.1、化合物No.3、化合物No.7を、（B）成分として前記化合物No.9〜No.11を用いて、また、参考例１においては、（B）成分として下記化合物No.12を用いて、下記の条件で試験片を作製し、下記の条件で性能評価を行った。
[Examples 1 to 4, Reference Example 1 , Comparative Examples 1 to 3]
The compound No. 1, compound No. 3, and compound No. 7 are used as the component (A), the compounds No. 9 to No. 11 are used as the component (B) , and in Reference Example 1, (B ) Using the following compound No. 12 as a component , a test piece was prepared under the following conditions, and performance evaluation was performed under the following conditions.
１．試験片作製
＜加工条件＞
110℃で6時間乾燥したポリカーボネート樹脂（ユーピロンS-3000：三菱エンジニアリングプラスチックス（株）製の商品名）100質量部に対して、表１に記載された本発明の化合物（１１０℃で６時間乾燥したもの）を加え、充分に混合し、ポリカーボネート樹脂組成物を得た。
得られたポリカーボネート樹脂組成物を、単軸押出機（ラボプラストミルμ2D25W：（株）東洋精機製作所製の商品名）を用い、下記の条件で溶融混練し、ペレットを得た。
スクリュー：単軸
樹脂温度：２６０℃
1. Test piece preparation <Processing conditions>
The compound of the present invention described in Table 1 (6 hours at 110 ° C.) with respect to 100 parts by mass of polycarbonate resin (Iupilon S-3000: trade name manufactured by Mitsubishi Engineering Plastics) dried at 110 ° C. for 6 hours Dried) and mixed well to obtain a polycarbonate resin composition.
The obtained polycarbonate resin composition was melt-kneaded under the following conditions using a single screw extruder (Laboplast Mill μ2D25W: trade name, manufactured by Toyo Seiki Seisakusho Co., Ltd.) to obtain pellets.
Screw: Uniaxial resin temperature: 260 ° C
＜射出成形加工による試験片作成＞
前記ペレットを、縦型射出成形機（SA-60-52-CP：山城精機製作所の商品名）を用いて、以下の加工条件で成形を行い、試験片（100mm×100mm×3mm）を得た。
樹脂温度：２７５℃
金型温度：８０℃
<Creating specimens by injection molding>
The pellet was molded using a vertical injection molding machine (SA-60-52-CP: trade name of Yamashiro Seiki Seisakusho) under the following processing conditions to obtain a test piece (100 mm x 100 mm x 3 mm). .
Resin temperature: 275 ° C
Mold temperature: 80 ℃
２．評価方法
＜表面固有抵抗値（SR値）＞
成形加工して得られた試験片を、直ちに25℃で湿度60%の条件下に保存し、1日後に、同じ雰囲気下で、R8340抵抗計（アドバンテスト社製の商品名）を用いて、印加電圧500V、印加時間1分の条件で、表面固有抵抗値（Ω／□）を測定した。測定は試験片上の5点について行い、その平均値を求めた。
2. Evaluation Method <Surface Specific Resistance Value (SR Value)>
Specimens obtained by molding are immediately stored at 25 ° C and 60% humidity, and applied one day later using the R8340 resistance meter (trade name, manufactured by Advantest) under the same atmosphere. The surface resistivity (Ω / □) was measured under the conditions of a voltage of 500 V and an application time of 1 minute. The measurement was performed on five points on the test piece, and the average value was obtained.
＜透明性評価＞
上記で得られた試験片のヘイズ値を測定した。
測定は、ヘイズ・ガードII（（株）東洋精機製作所製の商品名）を用いて、試験片上の5点について行い、その平均値を求めた。
<Transparency evaluation>
The haze value of the test piece obtained above was measured.
The measurement was performed on five points on the test piece using Haze Guard II (trade name, manufactured by Toyo Seiki Seisakusho Co., Ltd.), and the average value was obtained.
＜耐着色性評価＞
上記で得られた試験片の黄色度（YI）を測定した。
測定は、色差計SC-P（スガ試験機（株）製の商品名）を用いて、試験片上の5点について行い、その平均値を求めた。
<Evaluation of coloring resistance>
The test piece obtained above was measured for yellowness (YI).
Measurement was performed on five points on the test piece using a color difference meter SC-P (trade name, manufactured by Suga Test Instruments Co., Ltd.), and an average value thereof was obtained.
各実施例及び比較例の成分の配合量及び評価結果を表１に示す。
表１の結果から、比較例１の、（A）成分及び（B）成分の何れも添加されていないポリカーボネート樹脂は、表面固有抵抗が高いので、帯電防止性が低いことが確認された。
また、比較例２及び３の、（B）成分が添加されていないポリカーボネート樹脂は、表面固有抵抗は下がり、帯電防止性は向上するものの、黄色度が高いので耐着色性に劣るものであることが確認された。
これらの結果に対し、本発明のポリカーボネート樹脂組成物は、帯電防止性、透明性及び耐着色性全てに優れることが確認された。
From the results in Table 1, it was confirmed that the polycarbonate resin to which neither the component (A) nor the component (B) of Comparative Example 1 was added had a high surface specific resistance, and therefore the antistatic property was low.
In addition, the polycarbonate resins to which the component (B) is not added in Comparative Examples 2 and 3 have a low surface resistivity and an improved antistatic property, but are inferior in coloration resistance due to high yellowness. Was confirmed.
With respect to these results, it was confirmed that the polycarbonate resin composition of the present invention was excellent in all of antistatic properties, transparency and coloration resistance.
本発明のポリカーボネート樹脂組成物は、持続的な帯電防止効果と透明性と耐着色性に優れており、電気電子用部材、医療用部材、光学用部材、その他各種成形品として幅広い分野で有用である。 The polycarbonate resin composition of the present invention has a long-lasting antistatic effect, transparency and coloration resistance, and is useful in a wide range of fields as an electric and electronic member, a medical member, an optical member, and other various molded products. is there.
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