EP3697846A1 - Flammwidrige polycarbonat-zusammensetzung mit geringem bisphenol-a gehalt - Google Patents
Flammwidrige polycarbonat-zusammensetzung mit geringem bisphenol-a gehaltInfo
- Publication number
- EP3697846A1 EP3697846A1 EP18731478.6A EP18731478A EP3697846A1 EP 3697846 A1 EP3697846 A1 EP 3697846A1 EP 18731478 A EP18731478 A EP 18731478A EP 3697846 A1 EP3697846 A1 EP 3697846A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- component
- polymer
- weight
- composition according
- styrene
- 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.)
- Withdrawn
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 146
- 239000004417 polycarbonate Substances 0.000 title claims abstract description 67
- 229920000515 polycarbonate Polymers 0.000 title claims abstract description 64
- 229940106691 bisphenol a Drugs 0.000 title description 15
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims abstract description 126
- 239000000178 monomer Substances 0.000 claims abstract description 66
- 229920002554 vinyl polymer Polymers 0.000 claims abstract description 58
- 229920000642 polymer Polymers 0.000 claims abstract description 57
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims abstract description 49
- 238000000465 moulding Methods 0.000 claims abstract description 46
- 125000003118 aryl group Chemical group 0.000 claims abstract description 44
- 229920000578 graft copolymer Polymers 0.000 claims abstract description 35
- 229920000728 polyester Polymers 0.000 claims abstract description 31
- 239000003063 flame retardant Substances 0.000 claims abstract description 22
- 238000004519 manufacturing process Methods 0.000 claims abstract description 17
- 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 claims abstract description 16
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 claims abstract description 15
- 150000001875 compounds Chemical class 0.000 claims abstract description 15
- 229910052698 phosphorus Inorganic materials 0.000 claims abstract description 14
- 239000011574 phosphorus Substances 0.000 claims abstract description 14
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims abstract description 13
- 229920006163 vinyl copolymer Polymers 0.000 claims abstract description 13
- 238000009757 thermoplastic moulding Methods 0.000 claims abstract description 11
- 125000003700 epoxy group Chemical group 0.000 claims abstract description 8
- 150000002118 epoxides Chemical group 0.000 claims description 43
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims description 21
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 claims description 20
- 239000000654 additive Substances 0.000 claims description 20
- 239000000945 filler Substances 0.000 claims description 20
- 238000000034 method Methods 0.000 claims description 16
- VOZRXNHHFUQHIL-UHFFFAOYSA-N glycidyl methacrylate Chemical compound CC(=C)C(=O)OCC1CO1 VOZRXNHHFUQHIL-UHFFFAOYSA-N 0.000 claims description 15
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 14
- 238000007720 emulsion polymerization reaction Methods 0.000 claims description 13
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 13
- 239000003381 stabilizer Substances 0.000 claims description 13
- 125000000217 alkyl group Chemical group 0.000 claims description 10
- 239000000470 constituent Substances 0.000 claims description 9
- 239000006082 mold release agent Substances 0.000 claims description 9
- 125000004432 carbon atom Chemical group C* 0.000 claims description 8
- 239000003795 chemical substances by application Substances 0.000 claims description 8
- 239000004593 Epoxy Substances 0.000 claims description 6
- 229910052736 halogen Inorganic materials 0.000 claims description 4
- 150000002367 halogens Chemical group 0.000 claims description 4
- GWCJNVUIVCCXER-UHFFFAOYSA-N 2-(1-phenylprop-2-enoxymethyl)oxirane Chemical compound C=1C=CC=CC=1C(C=C)OCC1CO1 GWCJNVUIVCCXER-UHFFFAOYSA-N 0.000 claims description 3
- STMDPCBYJCIZOD-UHFFFAOYSA-N 2-(2,4-dinitroanilino)-4-methylpentanoic acid Chemical compound CC(C)CC(C(O)=O)NC1=CC=C([N+]([O-])=O)C=C1[N+]([O-])=O STMDPCBYJCIZOD-UHFFFAOYSA-N 0.000 claims description 3
- JJRUAPNVLBABCN-UHFFFAOYSA-N 2-(ethenoxymethyl)oxirane Chemical compound C=COCC1CO1 JJRUAPNVLBABCN-UHFFFAOYSA-N 0.000 claims description 3
- QXONIHMUSQFKJU-UHFFFAOYSA-N 2-(prop-1-enoxymethyl)oxirane Chemical compound CC=COCC1CO1 QXONIHMUSQFKJU-UHFFFAOYSA-N 0.000 claims description 3
- NMSZFQAFWHFSPE-UHFFFAOYSA-N 3-(oxiran-2-ylmethoxycarbonyl)but-3-enoic acid Chemical compound OC(=O)CC(=C)C(=O)OCC1CO1 NMSZFQAFWHFSPE-UHFFFAOYSA-N 0.000 claims description 3
- 229910052799 carbon Inorganic materials 0.000 claims description 3
- RPQRDASANLAFCM-UHFFFAOYSA-N oxiran-2-ylmethyl prop-2-enoate Chemical compound C=CC(=O)OCC1CO1 RPQRDASANLAFCM-UHFFFAOYSA-N 0.000 claims description 3
- 239000000463 material Substances 0.000 abstract description 3
- 239000000839 emulsion Substances 0.000 abstract description 2
- 239000000206 moulding compound Substances 0.000 abstract 3
- 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 37
- -1 aromatic dicarboxylic acids Chemical class 0.000 description 33
- 229920001577 copolymer Polymers 0.000 description 16
- 238000002360 preparation method Methods 0.000 description 15
- 239000002245 particle Substances 0.000 description 12
- 229920000098 polyolefin Polymers 0.000 description 12
- 239000002253 acid Substances 0.000 description 11
- 238000012545 processing Methods 0.000 description 11
- 229920001283 Polyalkylene terephthalate Polymers 0.000 description 10
- 229920000122 acrylonitrile butadiene styrene Polymers 0.000 description 10
- 229920001971 elastomer Polymers 0.000 description 10
- 235000013824 polyphenols Nutrition 0.000 description 10
- 239000005060 rubber Substances 0.000 description 10
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 9
- 239000004609 Impact Modifier Substances 0.000 description 9
- 239000004676 acrylonitrile butadiene styrene Substances 0.000 description 9
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 8
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 8
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 8
- XECAHXYUAAWDEL-UHFFFAOYSA-N acrylonitrile butadiene styrene Chemical compound C=CC=C.C=CC#N.C=CC1=CC=CC=C1 XECAHXYUAAWDEL-UHFFFAOYSA-N 0.000 description 8
- 150000001735 carboxylic acids Chemical class 0.000 description 8
- 229920001343 polytetrafluoroethylene Polymers 0.000 description 8
- 239000004810 polytetrafluoroethylene Substances 0.000 description 8
- 238000001746 injection moulding Methods 0.000 description 7
- 229920000058 polyacrylate Polymers 0.000 description 7
- 229920000193 polymethacrylate Polymers 0.000 description 7
- 150000003254 radicals Chemical class 0.000 description 7
- 239000000126 substance Substances 0.000 description 7
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 6
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- 238000012662 bulk polymerization Methods 0.000 description 6
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 6
- 238000010528 free radical solution polymerization reaction Methods 0.000 description 6
- 238000005227 gel permeation chromatography Methods 0.000 description 6
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 6
- 238000006116 polymerization reaction Methods 0.000 description 6
- 229920001169 thermoplastic Polymers 0.000 description 6
- 239000004416 thermosoftening plastic Substances 0.000 description 6
- 239000004793 Polystyrene Substances 0.000 description 5
- 239000006085 branching agent Substances 0.000 description 5
- 238000006243 chemical reaction Methods 0.000 description 5
- 150000002148 esters Chemical class 0.000 description 5
- 230000007062 hydrolysis Effects 0.000 description 5
- 238000006460 hydrolysis reaction Methods 0.000 description 5
- 125000004464 hydroxyphenyl group Chemical group 0.000 description 5
- 150000002989 phenols Chemical class 0.000 description 5
- 239000000243 solution Substances 0.000 description 5
- 238000010557 suspension polymerization reaction Methods 0.000 description 5
- UMPGNGRIGSEMTC-UHFFFAOYSA-N 4-[1-(4-hydroxyphenyl)-3,3,5-trimethylcyclohexyl]phenol Chemical compound C1C(C)CC(C)(C)CC1(C=1C=CC(O)=CC=1)C1=CC=C(O)C=C1 UMPGNGRIGSEMTC-UHFFFAOYSA-N 0.000 description 4
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 4
- JKIJEFPNVSHHEI-UHFFFAOYSA-N Phenol, 2,4-bis(1,1-dimethylethyl)-, phosphite (3:1) Chemical compound CC(C)(C)C1=CC(C(C)(C)C)=CC=C1OP(OC=1C(=CC(=CC=1)C(C)(C)C)C(C)(C)C)OC1=CC=C(C(C)(C)C)C=C1C(C)(C)C JKIJEFPNVSHHEI-UHFFFAOYSA-N 0.000 description 4
- OCKWAZCWKSMKNC-UHFFFAOYSA-N [3-octadecanoyloxy-2,2-bis(octadecanoyloxymethyl)propyl] octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(COC(=O)CCCCCCCCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCC)COC(=O)CCCCCCCCCCCCCCCCC OCKWAZCWKSMKNC-UHFFFAOYSA-N 0.000 description 4
- 150000008360 acrylonitriles Chemical class 0.000 description 4
- QMKYBPDZANOJGF-UHFFFAOYSA-N benzene-1,3,5-tricarboxylic acid Chemical compound OC(=O)C1=CC(C(O)=O)=CC(C(O)=O)=C1 QMKYBPDZANOJGF-UHFFFAOYSA-N 0.000 description 4
- 230000015572 biosynthetic process Effects 0.000 description 4
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 4
- 239000003054 catalyst Substances 0.000 description 4
- 150000001805 chlorine compounds Chemical class 0.000 description 4
- 239000000314 lubricant Substances 0.000 description 4
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 4
- SSDSCDGVMJFTEQ-UHFFFAOYSA-N octadecyl 3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoate Chemical compound CCCCCCCCCCCCCCCCCCOC(=O)CCC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 SSDSCDGVMJFTEQ-UHFFFAOYSA-N 0.000 description 4
- 150000003014 phosphoric acid esters Chemical class 0.000 description 4
- 229920002223 polystyrene Polymers 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- 229920000638 styrene acrylonitrile Polymers 0.000 description 4
- 238000003786 synthesis reaction Methods 0.000 description 4
- ISXSCDLOGDJUNJ-UHFFFAOYSA-N tert-butyl prop-2-enoate Chemical compound CC(C)(C)OC(=O)C=C ISXSCDLOGDJUNJ-UHFFFAOYSA-N 0.000 description 4
- 238000012360 testing method Methods 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- KTZVZZJJVJQZHV-UHFFFAOYSA-N 1-chloro-4-ethenylbenzene Chemical compound ClC1=CC=C(C=C)C=C1 KTZVZZJJVJQZHV-UHFFFAOYSA-N 0.000 description 3
- HIDBROSJWZYGSZ-UHFFFAOYSA-N 1-phenylpyrrole-2,5-dione Chemical compound O=C1C=CC(=O)N1C1=CC=CC=C1 HIDBROSJWZYGSZ-UHFFFAOYSA-N 0.000 description 3
- JLBJTVDPSNHSKJ-UHFFFAOYSA-N 4-Methylstyrene Chemical compound CC1=CC=C(C=C)C=C1 JLBJTVDPSNHSKJ-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- GYCMBHHDWRMZGG-UHFFFAOYSA-N Methylacrylonitrile Chemical compound CC(=C)C#N GYCMBHHDWRMZGG-UHFFFAOYSA-N 0.000 description 3
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 description 3
- 230000000996 additive effect Effects 0.000 description 3
- 125000001931 aliphatic group Chemical group 0.000 description 3
- 150000008064 anhydrides Chemical class 0.000 description 3
- 238000013329 compounding Methods 0.000 description 3
- 238000007334 copolymerization reaction Methods 0.000 description 3
- 150000001991 dicarboxylic acids Chemical class 0.000 description 3
- 229920003244 diene elastomer Polymers 0.000 description 3
- 239000000975 dye Substances 0.000 description 3
- 238000001125 extrusion Methods 0.000 description 3
- 239000012765 fibrous filler Substances 0.000 description 3
- 230000009477 glass transition Effects 0.000 description 3
- 239000008187 granular material Substances 0.000 description 3
- 238000004128 high performance liquid chromatography Methods 0.000 description 3
- 229910052739 hydrogen Inorganic materials 0.000 description 3
- 239000001257 hydrogen Substances 0.000 description 3
- 238000005259 measurement Methods 0.000 description 3
- 239000000155 melt Substances 0.000 description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- 239000012778 molding material Substances 0.000 description 3
- 150000002825 nitriles Chemical class 0.000 description 3
- 229920002842 oligophosphate Polymers 0.000 description 3
- 239000012071 phase Substances 0.000 description 3
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 3
- 239000000049 pigment Substances 0.000 description 3
- 239000000843 powder Substances 0.000 description 3
- 238000010526 radical polymerization reaction Methods 0.000 description 3
- 239000011347 resin Substances 0.000 description 3
- 229920005989 resin Polymers 0.000 description 3
- 230000035882 stress Effects 0.000 description 3
- BFKJFAAPBSQJPD-UHFFFAOYSA-N tetrafluoroethene Chemical group FC(F)=C(F)F BFKJFAAPBSQJPD-UHFFFAOYSA-N 0.000 description 3
- UNXRWKVEANCORM-UHFFFAOYSA-N triphosphoric acid Polymers OP(O)(=O)OP(O)(=O)OP(O)(O)=O UNXRWKVEANCORM-UHFFFAOYSA-N 0.000 description 3
- 238000010626 work up procedure Methods 0.000 description 3
- RFFLAFLAYFXFSW-UHFFFAOYSA-N 1,2-dichlorobenzene Chemical compound ClC1=CC=CC=C1Cl RFFLAFLAYFXFSW-UHFFFAOYSA-N 0.000 description 2
- YIYBRXKMQFDHSM-UHFFFAOYSA-N 2,2'-Dihydroxybenzophenone Chemical class OC1=CC=CC=C1C(=O)C1=CC=CC=C1O YIYBRXKMQFDHSM-UHFFFAOYSA-N 0.000 description 2
- UIAFKZKHHVMJGS-UHFFFAOYSA-N 2,4-dihydroxybenzoic acid Chemical compound OC(=O)C1=CC=C(O)C=C1O UIAFKZKHHVMJGS-UHFFFAOYSA-N 0.000 description 2
- VXHYVVAUHMGCEX-UHFFFAOYSA-N 2-(2-hydroxyphenoxy)phenol Chemical class OC1=CC=CC=C1OC1=CC=CC=C1O VXHYVVAUHMGCEX-UHFFFAOYSA-N 0.000 description 2
- BLDLRWQLBOJPEB-UHFFFAOYSA-N 2-(2-hydroxyphenyl)sulfanylphenol Chemical class OC1=CC=CC=C1SC1=CC=CC=C1O BLDLRWQLBOJPEB-UHFFFAOYSA-N 0.000 description 2
- XSVZEASGNTZBRQ-UHFFFAOYSA-N 2-(2-hydroxyphenyl)sulfinylphenol Chemical class OC1=CC=CC=C1S(=O)C1=CC=CC=C1O XSVZEASGNTZBRQ-UHFFFAOYSA-N 0.000 description 2
- QUWAJPZDCZDTJS-UHFFFAOYSA-N 2-(2-hydroxyphenyl)sulfonylphenol Chemical class OC1=CC=CC=C1S(=O)(=O)C1=CC=CC=C1O QUWAJPZDCZDTJS-UHFFFAOYSA-N 0.000 description 2
- KYGLCUAXJICESS-UHFFFAOYSA-N 2-[2,3-di(propan-2-yl)phenyl]phenol Chemical class CC(C)C1=CC=CC(C=2C(=CC=CC=2)O)=C1C(C)C KYGLCUAXJICESS-UHFFFAOYSA-N 0.000 description 2
- GJYCVCVHRSWLNY-UHFFFAOYSA-N 2-butylphenol Chemical compound CCCCC1=CC=CC=C1O GJYCVCVHRSWLNY-UHFFFAOYSA-N 0.000 description 2
- ZEKCYPANSOJWDH-UHFFFAOYSA-N 3,3-bis(4-hydroxy-3-methylphenyl)-1H-indol-2-one Chemical compound C1=C(O)C(C)=CC(C2(C3=CC=CC=C3NC2=O)C=2C=C(C)C(O)=CC=2)=C1 ZEKCYPANSOJWDH-UHFFFAOYSA-N 0.000 description 2
- XHASMJXNUHCHBL-UHFFFAOYSA-N 4-(1-phenylethyl)phenol Chemical compound C=1C=C(O)C=CC=1C(C)C1=CC=CC=C1 XHASMJXNUHCHBL-UHFFFAOYSA-N 0.000 description 2
- NEQFBGHQPUXOFH-UHFFFAOYSA-N 4-(4-carboxyphenyl)benzoic acid Chemical compound C1=CC(C(=O)O)=CC=C1C1=CC=C(C(O)=O)C=C1 NEQFBGHQPUXOFH-UHFFFAOYSA-N 0.000 description 2
- BRPSWMCDEYMRPE-UHFFFAOYSA-N 4-[1,1-bis(4-hydroxyphenyl)ethyl]phenol Chemical compound C=1C=C(O)C=CC=1C(C=1C=CC(O)=CC=1)(C)C1=CC=C(O)C=C1 BRPSWMCDEYMRPE-UHFFFAOYSA-N 0.000 description 2
- ODJUOZPKKHIEOZ-UHFFFAOYSA-N 4-[2-(4-hydroxy-3,5-dimethylphenyl)propan-2-yl]-2,6-dimethylphenol Chemical compound CC1=C(O)C(C)=CC(C(C)(C)C=2C=C(C)C(O)=C(C)C=2)=C1 ODJUOZPKKHIEOZ-UHFFFAOYSA-N 0.000 description 2
- PVFQHGDIOXNKIC-UHFFFAOYSA-N 4-[2-[3-[2-(4-hydroxyphenyl)propan-2-yl]phenyl]propan-2-yl]phenol Chemical compound C=1C=CC(C(C)(C)C=2C=CC(O)=CC=2)=CC=1C(C)(C)C1=CC=C(O)C=C1 PVFQHGDIOXNKIC-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 2
- YNQLUTRBYVCPMQ-UHFFFAOYSA-N Ethylbenzene Chemical compound CCC1=CC=CC=C1 YNQLUTRBYVCPMQ-UHFFFAOYSA-N 0.000 description 2
- 239000005977 Ethylene Substances 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 2
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 2
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- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- 229920001890 Novodur Polymers 0.000 description 2
- 229910019142 PO4 Inorganic materials 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
- 150000001335 aliphatic alkanes Chemical class 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- 239000002216 antistatic agent Substances 0.000 description 2
- VCCBEIPGXKNHFW-UHFFFAOYSA-N biphenyl-4,4'-diol Chemical group C1=CC(O)=CC=C1C1=CC=C(O)C=C1 VCCBEIPGXKNHFW-UHFFFAOYSA-N 0.000 description 2
- 229920001400 block copolymer Polymers 0.000 description 2
- 238000000071 blow moulding Methods 0.000 description 2
- 229910052794 bromium Inorganic materials 0.000 description 2
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 2
- 125000005587 carbonate group Chemical group 0.000 description 2
- 230000015556 catabolic process Effects 0.000 description 2
- 239000000919 ceramic Substances 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 239000000460 chlorine Substances 0.000 description 2
- 229910052801 chlorine Inorganic materials 0.000 description 2
- 239000011258 core-shell material Substances 0.000 description 2
- 125000000853 cresyl group Chemical group C1(=CC=C(C=C1)C)* 0.000 description 2
- 238000006731 degradation reaction Methods 0.000 description 2
- 230000006866 deterioration Effects 0.000 description 2
- 125000005028 dihydroxyaryl group Chemical group 0.000 description 2
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 150000002009 diols Chemical class 0.000 description 2
- 239000000835 fiber Substances 0.000 description 2
- 229910052731 fluorine Inorganic materials 0.000 description 2
- 125000000524 functional group Chemical group 0.000 description 2
- 125000005842 heteroatom Chemical group 0.000 description 2
- 229930195733 hydrocarbon Natural products 0.000 description 2
- 150000002430 hydrocarbons Chemical class 0.000 description 2
- 150000003949 imides Chemical class 0.000 description 2
- 238000010348 incorporation Methods 0.000 description 2
- 239000003112 inhibitor Substances 0.000 description 2
- 239000011159 matrix material Substances 0.000 description 2
- 239000012764 mineral filler Substances 0.000 description 2
- BDJRBEYXGGNYIS-UHFFFAOYSA-N nonanedioic acid Chemical compound OC(=O)CCCCCCCC(O)=O BDJRBEYXGGNYIS-UHFFFAOYSA-N 0.000 description 2
- 238000005191 phase separation Methods 0.000 description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
- 235000021317 phosphate Nutrition 0.000 description 2
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Classifications
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L69/00—Compositions of polycarbonates; Compositions of derivatives of polycarbonates
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F2/00—Processes of polymerisation
- C08F2/12—Polymerisation in non-solvents
- C08F2/16—Aqueous medium
- C08F2/22—Emulsion polymerisation
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/18—Oxygen-containing compounds, e.g. metal carbonyls
- C08K3/20—Oxides; Hydroxides
- C08K3/22—Oxides; Hydroxides of metals
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/49—Phosphorus-containing compounds
- C08K5/51—Phosphorus bound to oxygen
- C08K5/52—Phosphorus bound to oxygen only
- C08K5/521—Esters of phosphoric acids, e.g. of H3PO4
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L25/00—Compositions of, homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an aromatic carbocyclic ring; Compositions of derivatives of such polymers
- C08L25/02—Homopolymers or copolymers of hydrocarbons
- C08L25/04—Homopolymers or copolymers of styrene
- C08L25/08—Copolymers of styrene
- C08L25/12—Copolymers of styrene with unsaturated nitriles
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L27/00—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen; Compositions of derivatives of such polymers
- C08L27/02—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen; Compositions of derivatives of such polymers not modified by chemical after-treatment
- C08L27/12—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen; Compositions of derivatives of such polymers not modified by chemical after-treatment containing fluorine atoms
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L51/00—Compositions of graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers
- C08L51/04—Compositions of graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers grafted on to rubbers
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L67/00—Compositions of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Compositions of derivatives of such polymers
- C08L67/02—Polyesters derived from dicarboxylic acids and dihydroxy compounds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L69/00—Compositions of polycarbonates; Compositions of derivatives of polycarbonates
- C08L69/005—Polyester-carbonates
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L85/00—Compositions of macromolecular compounds obtained by reactions forming a linkage in the main chain of the macromolecule containing atoms other than silicon, sulfur, nitrogen, oxygen and carbon; Compositions of derivatives of such polymers
- C08L85/02—Compositions of macromolecular compounds obtained by reactions forming a linkage in the main chain of the macromolecule containing atoms other than silicon, sulfur, nitrogen, oxygen and carbon; Compositions of derivatives of such polymers containing phosphorus
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L87/00—Compositions of unspecified macromolecular compounds, obtained otherwise than by polymerisation reactions only involving unsaturated carbon-to-carbon bonds
- C08L87/005—Block or graft polymers not provided for in groups C08L1/00 - C08L85/04
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2201/00—Properties
- C08L2201/02—Flame or fire retardant/resistant
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2205/00—Polymer mixtures characterised by other features
- C08L2205/03—Polymer mixtures characterised by other features containing three or more polymers in a blend
- C08L2205/035—Polymer mixtures characterised by other features containing three or more polymers in a blend containing four or more polymers in a blend
Definitions
- the invention relates to a polycarbonate-containing composition for producing a thermoplastic molding composition, the use of the composition and a method for producing such a molding composition and the molding composition itself.
- the invention also relates to a molding of the aforementioned molding composition.
- Polycarbonate compositions have been known for a long time. Moldings are produced from these materials for a variety of applications, for example in the automotive sector, for rail vehicles, for the construction sector, in the electrical / electronics sector and in household appliances. By varying the amount and nature of the formulation components, the compositions and thus also the molded articles produced can be adapted in a wide range with respect to their thermal, theological and mechanical properties to the requirements of the respective application.
- thermoplastic molding compositions used for this purpose have a good melt flowability in order to enable processing into thin-walled components at a low melt temperature.
- phase compatibilizers for example in the form of copolymers with special functional groups, are often used in order to improve the mechanical properties of moldings produced from the thermoplastic molding compositions.
- phase compatibilizers can change the surface properties and lead to a low degree of gloss, which is partly undesirable.
- EP 1 854 842 B1 discloses styrenic resin compositions containing polycarbonate, a styrene-based resin, for example ABS, a modified styrene-based polymer with vinyl-based monomer units.
- the styrene-based polymer is provided with a functional group selected from carboxyl groups, hydroxyl groups, epoxy groups, amonino groups and oxazine groups.
- the styrenic resin and the polycarbonate have a dispersed structure with a phase separation of 0.001 to 1 pm.
- the compositions are suitable for injection molding, have excellent mechanical properties, flowability, chemical resistance and galvanizability, and are easily rendered flame retardant.
- EP 1 069 156 Bl discloses flame-retardant thermoplastic compositions comprising polycarbonate, styrene graft polymer, styrene copolymer, SAN-grafted polycarbonate or polycarbonate-grafted SAN and phosphoric acid ester.
- the compositions have improved flame resistance and improved mechanical properties and are suitable for electrical and electronic equipment housings.
- JP 2011153294 A describes compositions comprising styrene resin, polycarbonate, polycarbonate-grafted SAN copolymer and fillers in which styrene resin and polycarbonate have a dispersed structure with a phase separation of 0.001 to 1 ⁇ m
- CN 104004333 A, CN 104004331 A and CN 102719077 A disclose PC-ABS compositions comprising a polycarbonate, an acrylonitrile-butadiene-styrene polymer, an impact modifier and a compatibilizer.
- CN 102516734 A discloses flame-retardant PC + ABS compositions with improved surface impact resistance comprising polycarbonate, acrylonitrile-butadiene-styrene polymer, impact modifier, a compatibilizer and a phosphoric acid ester as flame retardant.
- JP 3603839 B2 and JP 3969006 B2 disclose PC + ABS compositions with good injection molding performance and good heat and impact resistance.
- the compositions contain polycarbonate, ABS resin and a graft polymer grafted onto polycarbonate with polystyrene segments.
- it can lead to increased degradation phenomena in the polycarbonate under these processing conditions, which manifests itself in an increased content of phenols, in particular of bisphenol A, in the product.
- the object of the invention was therefore to provide a polycarbonate-containing composition for producing a thermoplastic, flame-retardant molding composition which exhibits improved mechanical properties during processing and, moreover, a lower content of phenols formed by degradation phenomena of the polycarbonate after processing, in particular to bisphenol A, has.
- the moldings obtainable by processing the thermoplastic molding composition according to the invention are characterized by improved Bindenahtcontent, a higher elongation at break, a higher resistance to hydrolysis, an improved Flame retardancy and / or improved chemical resistance.
- the flow behavior of the molding compositions should not be significantly deteriorated.
- compositions for producing a thermoplastic molding composition wherein the composition contains or consists of at least the following constituents:
- component C) 0 to 10.0 wt .-% of one or more fillers, wherein the component C) has a weight ratio of styrene to on epoxy group-containing vinyl monomers resulting structural elements of 100: 1 to 1: 1.
- molding compositions of such compositions have good mechanical properties, such as the fracture behavior and the modulus of elasticity. They also have a good processability and show after processing under shear a lower content of phenols, especially bisphenol A (BPA), which are caused by deterioration of the polycarbonate during processing to the molding material. If the content of component C is chosen too high, this can lead to an undesirable deterioration of the flow behavior, which can have a negative effect on the suitability of the molding compositions for injection molding applications.
- BPA bisphenol A
- composition according to the invention contains or consists of the following components: A) 51.0 to 85.0% by weight, in particular 52.0 to 75.0% by weight, of aromatic polycarbonate and / or aromatic polyester carbonate,
- composition according to the invention contains or consists of the following components:
- Polycarbonates in the context of the present invention are both homopolycarbonates and copolycarbonates and / or polyestercarbonates;
- the polycarbonates may be linear or branched in a known manner. According to the invention, it is also possible to use mixtures of polycarbonates.
- the thermoplastic polycarbonates including the thermoplastic aromatic polyester carbonates have average molecular weights M w determined by GPC (gel permeation chromatography in methylene chloride with polycarbonate based on bisphenol A as a standard) of from 20,000 g / mol to 50,000 g / mol, preferably from 23,000 g / mol to 40,000 g / mol, in particular from 26,000 g / mol to 35,000 g / mol.
- a part, up to 80 mol%, preferably from 20 mol% up to 50 mol%, of the carbonate groups in the polycarbonates used according to the invention may be replaced by aromatic dicarboxylic acid ester groups.
- aromatic polyester carbonates Such polycarbonates, which contain both acid residues of carbonic acid and acid residues of aromatic dicarboxylic acids incorporated into the molecular chain, are referred to as aromatic polyester carbonates. They are subsumed in the context of the present invention under the generic term of the thermoplastic, aromatic polycarbonates.
- the preparation of the polycarbonates is carried out in a known manner from diphenols, carbonic acid derivatives, optionally chain terminators and optionally branching agents, wherein for the production of polyester carbonates, a part of the carbonic acid derivatives is replaced by aromatic dicarboxylic acids or derivatives of dicarboxylic acids, depending on the extent to be replaced in the aromatic polycarbonates Carbonate structural units by aromatic dicarboxylic ester structural units.
- Dihydroxyaryl compounds suitable for the preparation of polycarbonates are those of the formula (I)
- Z is an aromatic radical having 6 to 30 carbon atoms, which may contain one or more aromatic nuclei, may be substituted and may contain aliphatic or cycloaliphatic radicals or alkylaryls or heteroatoms as bridge members.
- Z in formula (I) preferably represents a radical of the formula (II)
- R 6 and R 7 are independently H, cis to cis-alkyl, cis to cis-alkoxy, halogen as
- aryl or aralkyl preferably for H or Ci to Ci 2 alkyl, particularly prefers for H or Ci to Cs alkyl and completely particularly prefer for H or methyl stand
- X represents a single bond, -SO 2 -, -CO-, -O-, -S-, C 1 -C 6 -alkylene, C 2 - to C 5 -alkylidene or C 5 - to C 6 -cycloalkylidene which is substituted by C 1 -C 6 -cycloalkylidene;
- Alkyl, preferably methyl or ethyl may be substituted, further for C ⁇ - to Ci2-arylene, which may optionally be condensed with further heteroatom-containing aromatic rings is.
- X represents a single bond, C - C 5 alkylene, C - to C 5 alkylidene, C 5 - to C 6 cloalkyliden -Cy-, -O-, -SO-, -CO-, -S-, -SO 2 - or for a radical of the formula (IIa)
- dihydroxyaryl compounds examples include dihydroxybenzenes, dihydroxydiphenyls, bis (hydroxyphenyl) alkanes, bis (hydroxyphenyl) -cycloalkanes, bis (hydroxyphenyl) -aryls, bis (hydroxyphenyl) ethers, bis (hydroxyphenyl ) -ketones, bis (hydroxyphenyl) sulfides, bis (hydroxyphenyl) sulfones, bis (hydroxyphenyl) sulfoxides, l, l-bis (hydroxyphenyl) -diisopropylbenzenes and their ring-alkylated and ring-halogenated compounds.
- Diphenols suitable for the preparation of the polycarbonates to be used according to the invention are, for example, hydroquinone, resorcinol, dihydroxydiphenyl, bis (hydroxyphenyl) alkanes, bis (hydroxyphenyl) cycloalkanes, bis (hydroxyphenyl) sulfides, bis (hydroxyphenyl) ethers, bis - (hydroxyphenyl) ketones, bis (hydroxyphenyl) sulfones, bis (hydroxyphenyl) sulfoxides, ⁇ , ⁇ '-bis (hydroxyphenyl) diisopropylbenzenes and their alkylated, nuclear-alkylated and ring-halogenated compounds.
- Preferred diphenols are 4,4'-dihydroxydiphenyl, 2,2-bis (4-hydroxyphenyl) -1-phenylpropane, 1,1-bis (4-hydroxyphenyl) phenylethane, 2,2-bis (4-hydroxyphenyl ) propane, 2,4-bis- (4-hydroxyphenyl) -2-methylbutane, 1,3-bis- [2- (4-hydroxyphenyl) -2-propyl] benzene (bisphenol M), 2,2-bis- (3-methyl-4-hydroxyphenyl) -propane, bis (3,5-dimethyl-4-hydroxyphenyl) -methane, 2,2-bis (3,5-dimethyl-4-hydroxyphenyl) -propane, bis- (3,5-dimethyl-4-hydroxyphenyl) sulfone, 2,4-bis- (3,5-dimethyl-4-hydroxyphenyl) -2-methylbutane, 1,3-bis- [2- (3,5-) dimethyl-4-hydroxyphenyl)
- diphenols are 4,4'-dihydroxydiphenyl, 1,1-bis (4-hydroxyphenyl) -phenyl-ethane, 2,2-bis (4-hydroxyphenyl) -propane (bisphenol A), 2,2-bis (3,5-dimethyl-4-hydroxyphenyl) propane, 1,1-bis (4-hydroxyphenyl) cyclohexane and 1,1-bis (4-hydroxyphenyl) -3,3,5- trimethylcyclohexane (bisphenol TMC).
- bisphenol-A 2,2-bis (4-hydroxyphenyl) propane
- the monofunctional chain terminators required to control the molecular weight such as phenols or alkylphenols, in particular phenol, p-tert. Butylphenol, iso-octylphenol, cumylphenol, their chlorocarbonic acid esters or acid chlorides of monocarboxylic acids or mixtures of these chain terminators are either added to the bisphenolate or the bisphenolates of the reaction or added at any time during the synthesis, as long as phosgene or Chlorkohlenquipreend phenomenon in the reaction mixture are present, or in the case of acid chlorides and chloroformate as a chain terminator, as long as enough phenolic end groups of the forming polymer are available.
- the chain terminator (s) are added after phosgenation at one point or at a time when phosgene is no longer present but the catalyst has not yet been metered or are added in front of the catalyst, together with the catalyst or in parallel.
- any branching or debranching compounds to be used are added to the synthesis, but usually before the chain terminators.
- trisphenols, quarterphenols or acid chlorides of tri- or tetracarboxylic acids are used or mixtures of polyphenols or acid chlorides.
- branching compounds having three or more than three phenolic hydroxyl groups include, for example, phloroglucinol, 4,6-dimethyl-2,4,6-tri- (4-hydroxyphenyl) -heptene-2, 4,6-dimethyl-2, 4,6-tris (4-hydroxyphenyl) heptane, 1,3,5-tris (4-hydroxyphenyl) benzene, 1,1,1-tris (4-hydroxyphenyl) ethane, tris (4 -hydroxyphenyl) -phenylmethane, 2,2-bis [4,4-bis (4-hydroxyphenyl) -cyclohexyl] -propane, 2,4-bis (4-hydroxyphenyl-isopropyl) -phenol, tetra- (4 hydroxyphenyl) methane.
- Some of the other trifunctional compounds are 2,4-dihydroxybenzoic acid, trimesic acid, cyanuric chloride and 3,3-bis (3-methyl-4-hydroxyphenyl) -2-oxo-2,3-dihydroindole.
- Preferred branching agents are 3,3-bis (3-methyl-4-hydroxyphenyl) -2-oxo-2,3-dihydroindole and 1,1,1-tri- (4-hydroxyphenyl) -ethane.
- the amount of optionally used branching agent is 0.05 mol% to 2 mol%, based in turn on moles of diphenols used in each case.
- the branching agents may either be initially charged with the diphenols and the chain terminators in the aqueous alkaline phase or may be added dissolved in an organic solvent prior to phosgenation. All these measures for the preparation of the polycarbonates are familiar to the expert.
- Aromatic dicarboxylic acids which are suitable for the preparation of the polyester carbonates are, for example, orthophthalic acid, terephthalic acid, isophthalic acid, tert-butylisophthalic acid, 3,3'-diphenyldicarboxylic acid, 4,4'-diphenyldicarboxylic acid, 4,4-benzophenone dicarboxylic acid, 3,4'-benzophenone dicarboxylic acid , 4,4'-diphenyl ether dicarboxylic acid, 4,4'-diphenylsulfonedicarboxylic acid, 2,2-bis (4-carboxyphenyl) -propane, trimethyl-3-phenylindane-4,5'-dicarboxylic acid.
- aromatic dicarboxylic acids terephthalic acid and / or isophthalic acid are particularly preferably used.
- dicarboxylic acids are the dicarboxylic acid dihalides and the dicarboxylic acid dialkyl esters, in particular the dicarboxylic acid dichlorides and the dimethyl dicarboxylates.
- Substitution of the carbonate groups by the aromatic dicarboxylic ester groups is essentially stoichiometric and also quantitative, so that the molar ratio of the reactants is also found in the finished polyester carbonate.
- the incorporation of the aromatic dicarboxylic acid ester groups can be carried out both statistically and in blocks.
- Preferred methods of preparation of the polycarbonates to be used according to the invention, including the polyestercarbonates, are the known interfacial process and the known melt transesterification process (cf., for example, WO 2004/063249 A1, WO 2001/05866 A1, WO 2000/105867, US Pat. No. 5,340,905 A, US Pat. No. 5,097,002 A, US-A 5,717,057 A).
- the acid derivatives used are preferably phosgene and optionally dicarboxylic acid dichlorides, in the latter case preferably diphenyl carbonate and optionally dicarboxylic acid diester. Catalysts, solvents, work-up, reaction conditions, etc. for the production of polycarbonate or production of polyester carbonate are adequately described and known in both cases.
- the polycarbonates suitable as component A according to the invention have an OH end group concentration of 50 to 2000 ppm, preferably 80 to 1000 ppm, particularly preferably 100 to 700 ppm.
- Component A preferably has phenolic OH groups and the stoichiometric ratio of the epoxide groups of component C) to the phenolic OH groups component A is at least 1: 1, in particular at least 1.1: 1, preferably at least 1.2: 1 wherein component A preferably has a weight fraction of phenolic OH groups of 50 to 2000 ppm, preferably 80 to 1000 ppm, particularly preferably 100 to 700 ppm.
- OH end group concentration is carried out photometrically according to Horbach, A .; Veiel, U .; Wunderlich, H., Macromolecular Chemistry 1965, Vol. 88, pp. 215-231.
- Eligible polyesters are aromatic in a preferred embodiment, more preferably polyalkylene terephthalates.
- these are reaction products of aromatic dicarboxylic acids or their reactive derivatives, such as dimethyl esters or anhydrides, and aliphatic, cycloaliphatic or aliphatic diols and mixtures of these reaction products.
- Particularly preferred aromatic polyalkylene terephthalates contain at least 80% by weight, preferably at least 90% by weight, based on the dicarboxylic acid component of terephthalic acid residues and at least 80% by weight, preferably at least 90% by weight, based on the diol component of ethylene glycol and / or butanediol -l, 4-residues.
- the preferred aromatic polyalkylene terephthalates may contain up to 20 mol%, preferably up to 10 mol%, of other aromatic or cycloaliphatic dicarboxylic acids having 8 to 14 carbon atoms or aliphatic dicarboxylic acids having 4 to 12 carbon atoms, for example radicals of Phthalic acid, isophthalic acid, naphthalene-2,6-dicarboxylic acid, 4,4'-diphenyldi-carboxylic acid, succinic acid, adipic acid, sebacic acid, azelaic acid, cyclohexanediacetic acid.
- the preferred aromatic polyalkylene terephthalates in addition to ethylene glycol or butane-idiol-l, 4-radicals up to 20 mol%, preferably up to 10 mol%, other aliphatic diols having 3 to 12 C atoms or cycloaliphatic diols having 6 to 21 C.
- Contain atoms for example residues of 1,3-propanediol, 2-ethylpropanediol-1,3-neopentyl glycol, pentanediol-1,5, 1,6-hexanediol, cyclohexanedimethanol-1,4, 3-ethylpentanediol-2,4, 2-methylpentanediol-2,4, 2,2,4-trimethylpentanediol-1,3,3-ethylhexanediol-1,3,2,2-diethylpropanediol-1,3-hexanediol-2,5,1,4-diol ( ⁇ -hydroxyethoxy) benzene, 2,2-bis (4-hydroxycyclohexyl) propane, 2,4-dihydroxy-1,1,3,3-tetramethylcyclobutane, 2,2-bis (4- ⁇ - hydroxyethoxy-phenyl) -propane
- the aromatic polyalkylene terephthalates may be prepared by incorporation of relatively small amounts of trihydric or tetrahydric alcohols or 3- or 4-basic carboxylic acids, e.g. in accordance with DE-A 1 900 270 and US Pat. No. 3,692,744.
- preferred branching agents are trimesic acid, trimellitic acid, trimethylolethane and -propane and pentaerythritol.
- aromatic polyalkylene terephthalates prepared from terephthalic acid alone and their reactive derivatives (e.g., their dialkyl esters) and ethylene glycol and / or butane-1,4-diol, and mixtures of these polyalkylene terephthalates.
- Preferred mixtures of aromatic polyalkylene terephthalates contain from 1 to 50% by weight, preferably from 1 to 30% by weight, of polyethylene terephthalate and from 50 to 99% by weight, preferably from 70 to 99% by weight, of polybutylene terephthalate.
- the aromatic polyalkylene terephthalates preferably used have a viscosity number of 0.4 to 1.5 dl / g, preferably 0.5 to 1.2 dl / g, measured in phenol / o-dichlorobenzene (1: 1 parts by weight) in a concentration of 0 , 05g / ml according to ISO 307 at 25 ° C in the Ubbelohde viscometer.
- the aromatic polyalkylene terephthalates can be prepared by known methods (see, for example, Kunststoff-Handbuch, Volume VIII, page 695 et seq., Carl Hanser Verlag, Kunststoff 1973).
- Aromatic polycarbonate based on bisphenol A is most preferably used as component A.
- Component B Aromatic polycarbonate based on bisphenol A is most preferably used as component A.
- Component B consists of Bl and optionally B2. If component B consists of Bl and B2, the proportion of Bl in component B is preferably at least 20% by weight, particularly preferably at least 40% by weight. Both component B1 and component B2 are included no epoxide groups. Component B) preferably contains from 40 to 90% by weight of component B 1), more preferably from 50 to 80% by weight, in each case based on component B)
- the component Bl is rubber-containing graft polymers prepared in the emulsion polymerization process, in a preferred embodiment,
- B l. l 5 to 95 wt .-%, preferably 10 to 70 wt .-%, particularly preferably 20 to 60 wt .-%, based on the component B l, of a mixture of
- B l .1.1 65 to 85 wt .-%, preferably 70 to 80 wt .-%, based on Bl. l, at least one monomer selected from the group of vinylaromatics (such as styrene, OC-methylstyrene), ring-substituted vinylaromatics (such as p-methylstyrene, p-chlorostyrene) and methacrylic acid (C 1 -C 8) -alkyl esters (such as methyl methacrylate , Ethyl methacrylate) and
- B l. l.2) 15 to 35 wt .-%, preferably 20 to 30 wt .-%, based on B l. l, at least one monomer selected from the group of vinyl cyanides (such as unsaturated nitriles such as acrylonitrile and methacrylonitrile), (meth) acrylic acid (C 1 -C 8) -alkyl esters (such as methyl methacrylate, n-butyl acrylate, tert-butyl acrylate) and derivatives (Such as anhydrides and imides) of unsaturated carboxylic acids (for example, maleic anhydride and N-phenyl-maleimide) on
- B 1.2 95 to 5 wt .-%, preferably 90 to 30 wt .-%, particularly preferably 80 to 40 wt .-%, based on the component B l, at least one elastomeric graft base.
- the graft base preferably has a glass transition temperature ⁇ 0 ° C., more preferably ⁇ -20 ° C., particularly preferably ⁇ -60 ° C.
- the glass transition temperature is determined for all components by means of differential scanning calorimetry (DSC) according to DIN EN 61006 (version of 1994) at a heating rate of 10 K / min with determination of the Tg as center temperature (tangent method) ,
- the graft particles in the component Bl preferably have an average particle size (d.sub.50 value) of from 0.05 to 5 .mu.m, preferably from 0.1 to 1.0 .mu.m, more preferably from 0.2 to 0.5 .mu.m.
- the average particle size dso is the diameter, above and below which each 50 wt .-% of the particles are. Unless explicitly stated otherwise in the present application, it is determined by ultracentrifuge measurement (W. Scholtan, H. Lange, Kolloid, Z. and Z. Polymere 250 (1972), 782-1796).
- Preferred monomers B 1.1.1 are selected from at least one of the monomers styrene, 0C-methylstyrene and methyl methacrylate
- preferred monomers B l.1.2 are selected from at least one of the monomers acrylonitrile, maleic anhydride and methyl methacrylate.
- Particularly preferred monomers are B 1.1.1 styrene and Bl .1.2 acrylonitrile.
- Suitable graft bases B 1.2 for the graft polymers B 1 are diene rubbers, diene-vinyl block copolymer rubbers, EP (D) M rubbers, ie those based on ethylene / propylene and optionally diene, polyurethane, silicone, chloroprene and ethylene / Vinyl acetate rubbers and mixtures of such rubbers or silicone-acrylate composite rubbers in which the silicone and acrylate components are chemically linked to one another (eg by grafting).
- diene rubbers diene-vinyl block copolymer rubbers
- EP (D) M rubbers ie those based on ethylene / propylene and optionally diene
- polyurethane silicone, chloroprene and ethylene / Vinyl acetate rubbers and mixtures of such rubbers or silicone-acrylate composite rubbers in which the silicone and acrylate components are chemically linked to one another (eg by grafting).
- Preferred graft bases B 1.2 are diene rubbers (for example based on butadiene or isoprene), diene-vinyl block copolymer rubbers (for example based on butadiene and styrene blocks), copolymers of diene rubbers with further copolymerizable monomers (for example according to B 1.1.1 and B l .1.2) and mixtures of the abovementioned types of rubber.
- Especially preferred are pure polybutadiene rubber and styrene-butadiene (block) copolymer rubber.
- the gel fraction of the graft polymers is at least 40% by weight, preferably at least 60% by weight, particularly preferably at least 75% by weight (measured in acetone).
- the gel content of the graft polymers unless otherwise stated in the present invention, determined at 25 ° C as insoluble in acetone as a solvent insoluble fraction (M. Hoffmann, H. Krömer, R. Kuhn, polymer analysis I and II, Georg Thieme Verlag, Stuttgart 1977).
- the graft polymers B 1 are prepared by free-radical polymerization.
- the graft polymers Bl include optional additives contained by production and / or process aids, such as emulsifiers, precipitants, stabilizers and Mattersinitatoren, which are not completely removed in the work-up described above. These may be Brönsted-basic or Brönsted-sour nature.
- the graft polymer Bl comprises production reasons generally also free, ie not chemically bound to the rubber base copolymer of B 1.1.1 and Bl.1.2, which is characterized in that it can be dissolved in suitable solvents (eg acetone).
- Component Bl preferably contains a free copolymer of B 1.1.1 and Bl.1.2 which has a weight-average molecular weight (Mw), determined by gel permeation chromatography using polystyrene as standard, of preferably 30,000 to 150,000 g / mol, particularly preferably 40,000 to 120,000 g / mol.
- Mw weight-average molecular weight
- the composition may optionally contain, as further component B2, rubber-free vinyl (co) polymers, preferably of at least one monomer from the group of vinylaromatics, vinyl cyanides (unsaturated nitriles), (meth) acrylic acid (C 1 to C 8) alkyl esters, unsaturated carboxylic acids, and Derivatives (such as anhydrides and imides) of unsaturated carboxylic acids.
- rubber-free vinyl (co) polymers preferably of at least one monomer from the group of vinylaromatics, vinyl cyanides (unsaturated nitriles), (meth) acrylic acid (C 1 to C 8) alkyl esters, unsaturated carboxylic acids, and Derivatives (such as anhydrides and imides) of unsaturated carboxylic acids.
- component B2 are (co) polymers
- vinyl aromatics such as styrene , OC-methylstyrene
- ring-substituted vinylaromatics such as p-methylstyrene, p-chlorostyrene
- acrylic acid (C 1 -C 8) -alkyl esters such
- These (co) polymers B2 are resinous, thermoplastic and rubber-free.
- the copolymer of B2.1 styrene and B2.2 acrylonitrile is particularly preferred.
- Such (co) polymers B2 are known and can be prepared by free-radical polymerization, in particular by emulsion, suspension, solution or bulk polymerization.
- the (co) polymers B2 have a weight-average molecular weight (Mw), determined by gel permeation chromatography using polystyrene as standard, of preferably 50,000 to 250,000 g / mol, more preferably 70,000 to 200,000 g / mol, particularly preferably 80,000 to 170,000 g / mol ,
- the composition contains as component C at least one polymer containing structural units derived from styrene and structural units derived from a vinyl monomer containing epoxide groups.
- an epoxide group is understood to mean the following structural unit _
- Rl, R2 and R3 are independently hydrogen or methyl. At least two of the radicals R 1, R 2 and R 3 are preferably hydrogen, and more preferably all radicals R 1, R 2 and R 3 are hydrogen.
- Such vinyl monomers containing epoxide groups to be used for the preparation of component C are, for example, glycidyl acrylate, glycidyl methacrylate, glycidyl methacrylate, glycidyl itaconate, allyl glycidyl ether, vinyl glycidyl ether, vinyl benzyl glycidyl ether or propenyl glycidyl ether. Particularly preferred is glycidyl methacrylate.
- component C comprises a polymer prepared by copolymerization of styrene and at least one vinyl monomer copolymerizable with styrene copolymerizable epoxide groups.
- component C in the preparation of these polymers according to component C, in addition to styrene and the vinyl monomer containing epoxide groups, at least one further epoxy monomer-free vinyl monomer copolymerizable with these monomers is used.
- vinyl monomers are selected from the group consisting of vinylaromatics (such as OC-methylstyrene), ring-substituted vinylaromatics (such as p-methylstyrene, p-chlorostyrene), (meth) acrylic acid (C 1 -C 8) -alkyl esters (such as methyl methacrylate, n-butyl acrylate, tert-butyl acrylate), vinyl cyanides (such as acrylonitrile and methacrylonitrile), unsaturated carboxylic acids (eg, maleic acid and N-phenyl-maleic acid), and derivatives of unsaturated carboxylic acids (eg, maleic anhydride and N-phenyl-maleimide). Particularly preferred is acrylonitrile used as another copolymerizable vinyl monomer.
- vinylaromatics such as OC-methylstyrene
- ring-substituted vinylaromatics such as p-methyl
- the component C comprises at least one polymer containing structural units derived from styrene, acrylonitrile and glycidyl methacrylate, in a particularly preferred embodiment a polymer consisting of structural units derived from styrene, acrylonitrile and glycidyl methacrylate.
- the weight ratio between the styrene-derived structural units and that of the other vinyl monomer derived structural units in the range of 99: 1 to 50:50, preferably in the range of 85: 15 to 60:40.
- the component C comprises structural units derived from styrene, acrylonitrile and glycidyl methacrylate, wherein the weight ratio of the styrene-derived structural units to acrylonitrile-derived structural units is in particular 99: 1 to 50:50, preferably 85: 15 to 60:40.
- component C comprises a polymer prepared by copolymerization of styrene, acrylonitrile and glycidyl methacrylate, wherein the weight ratio of styrene to acrylonitrile is 99: 1 to 50:50, preferably 85: 15 to 60:40.
- the preparation of the polymers of component C from styrene and at least one copolymerizable with styrene vinyl monomers containing epoxide groups is preferably carried out by free-radically initiated polymerization, for example by the known solution polymerization in organic hydrocarbons. Such conditions are preferably to be adhered to that hydrolysis of the epoxide groups is at least largely avoided. Suitable and preferred conditions for example, low levels of polar solvents such as water, alcohol, acids or bases and work in solvents from the group of organic hydrocarbons which are inert to epoxide groups, such as toluene, ethylbenzene, xylene, high-boiling aliphatic, ester or ether.
- polar solvents such as water, alcohol, acids or bases
- An alternative preparation method is the likewise known thermally or free-radically initiated, preferably continuous bulk polymerization at temperatures of preferably 40 to 150 ° C, particularly preferably 80 to 130 ° C and optionally with only partial monomer conversion, so that the polymer obtained is obtained as a solution in the monomer system.
- component C it is also possible to use a block or graft polymer which contains structural units derived from styrene and at least one vinyl monomer containing epoxide groups.
- block or graft polymers are prepared, for example, by free-radically initiated polymerization of styrene and optionally further copolymerizable vinyl monomers in the presence of a polymer selected from the group consisting of polycarbonate, polyester, polyestercarbonate, polyolefin, polyacrylate and polymethacrylate.
- block or graft polymers of this type are prepared by free-radically initiated polymerization of styrene, a vinyl monomer containing epoxide groups and optionally further copolymerizable epoxide-free vinyl monomers in the presence of a polymer selected from the group consisting of polycarbonate, polyester, polyestercarbonate, polyolefin, polyacrylate and polymethacrylate. These polymers may also contain epoxide groups, which in the case of the polyolefins, polyacrylates and polymethacrylates are preferably obtained by copolymerization with epoxide-group-containing vinyl monomers.
- vinyl monomers containing epoxide groups and as further copolymerizable epoxy-free vinyl monomers are used in such block or graft polymers.
- a block or graft polymer is prepared by free-radically initiated polymerization of styrene, glycidyl methacrylate and acrylonitrile in the presence of a polycarbonate using styrene and acrylonitrile in a weight ratio of 85:15 to 60:40.
- Such block or graft polymers are obtained, for example, by the above-mentioned polymer selected from the group consisting of polycarbonate, polyester, polyester carbonate, polyolefin, polyacrylate and polymethacrylate in the monomer mixture of styrene and optionally with Styrene copolymerizable vinyl monomers, including optionally and preferably also epoxide-containing vinyl monomer is swollen or dissolved, optionally for this purpose, a preferably non-aqueous Coendingstoff can be used, and with an organic peroxide as an initiator for a radical polymerization by increasing the temperature and subsequent melt compounding Reaction is brought.
- component C may be a block or graft polymer prepared by reacting a polymer containing structural units derived from styrene and from an epoxide group-containing vinyl monomer with an OH group-containing polymer selected from the group consisting of polycarbonate, polyester and polyestercarbonate ,
- block or graft polymers In the preparation of the block or graft polymers, it is possible that not all polymer chains selected from the group consisting of polycarbonate, polyester, polyester carbonate, polyolefin, polyacrylate and polymethacrylate with styrene and the optionally further vinyl monomers form block or graft polymers.
- component C is also understood as meaning those polymer mixtures which are obtained by the described preparation methods and in which homopolymers are also selected from polycarbonate, polyester, polyestercarbonate, polyolefin, polyacrylate and polymethacrylate and the vinyl monomers copolymerizable with styrene and optionally further with styrene obtained styrene (co) polymers present.
- Component C may also be a mixture of several of the components described above.
- Component C has a weight ratio of styrene to epoxide group-containing vinyl monomer-derived structural elements of from 100: 1 to 1: 1, preferably from 10: 1 to 1: 1, more preferably from 5: 1 to 1: 1, most preferably from 3: 1 to 1: 1.
- Component C has an epoxide content measured in accordance with ASTM D 1652-11 (version 2011) in dichloromethane of 0.1 to 5 wt.%, Preferably 0.3 to 3 wt.%, Particularly preferably 1 to 3 wt. on.
- graft or block polymers which may be used as component C include Modiper TM CL430-G, Modiper TM A 4100 and Modiper TM A 4400 (each NOF Corporation, Japan). Preference is given to using Modiper TM CL430-G.
- Component D Phosphorus-containing flame retardants D in the sense of the invention are selected from the groups of mono- and oligomeric phosphoric and phosphonic acid esters, phosphonatoamines and phosphazenes, it also being possible to use mixtures of a plurality of components selected from one or more of these groups as flame retardants.
- R 1 , R 2 , R 3 and R 4 independently of one another are each optionally halogenated C 1 to C 5 -alkyl, each optionally substituted by alkyl Cs to C 6 -cycloalkyl, C to C 20 or C 7 to C 12 aralkyl radical, n independently 0 or 1, q an integer value from 1 to 30, as well
- X is a polynuclear aromatic radical having 12 to 30 carbon atoms, which is optionally substituted by halo and / or alkyl groups.
- R 1 , R 2 , R 3 and R 4 independently of one another are C 1 - to C 4 -alkyl, phenyl, naphthyl or phenyl-C 1 -C 4 -alkyl.
- the aromatic groups R 1 , R 2 , R 3 and R 4 may in turn be substituted by halogen and / or alkyl groups, preferably chlorine, bromine and / or C 1 to C 4 alkyl.
- Particularly preferred aryl radicals are cresyl, phenyl, xylenyl, propylphenyl or butylphenyl and the corresponding brominated and chlorinated derivatives thereof.
- X in the formula (II) is preferably a polynuclear aromatic radical having 12 to 30 carbon atoms. This is preferably derived from diphenols.
- n in the formula (II) can be independently 0 or 1, preferably n is equal to 1.
- q stands for integer values of 0 to 30, preferably 0 to 20, particularly preferably 0 to 10, in the case of mixtures for average values of 0.8 to 5.0, preferably 1.0 to 3.0, more preferably 1.05 to 2.00, and more preferably from 1.08 to 1.60.
- X is derived from bisphenol A or diphenylphenol.
- X is particularly preferably derived from bisphenol A.
- Phosphorus compounds of the formula (II) are, in particular, tributyl phosphate, triphenyl phosphate, tricresyl phosphate, diphenyl cresyl phosphate, diphenyl octyl phosphate, diphenyl 2-ethyl cresyl phosphate, tri (isopropylphenyl) phosphate, and bisphenol A bridged oligophosphate.
- oligomeric phosphoric esters of the formula (II) derived from bisphenol A is particularly preferred.
- component D is bisphenol A-based oligophosphate according to formula (V):
- the phosphorus compounds according to component D are known (cf., for example, EP-A 0 363 608, EP-A 0 640 655) or can be prepared by known methods in an analogous manner (eg Ullmanns Enzyklopadie der ischen Chemie, Vol ff. 1979; Houben-Weyl, Methods of Organic Chemistry, Vol. 12/1, p. 43; Beilstein, Vol. 6, p. 177).
- component D according to the invention it is also possible to use mixtures of phosphates having a different chemical structure and / or having the same chemical structure and different molecular weight. Preference is given to using mixtures having the same structure and different chain length, the stated q value being the mean q value.
- the mean q value is determined by determining the composition of the phosphorus compound (molecular weight distribution) by means of high pressure liquid chromatography (HPLC) at 40 ° C. in a mixture of acetonitrile and water (50:50) and from this the mean values for q are calculated ,
- phosphonatamines and phosphazenes as described in WO 00/00541 and WO 01/18105, can be used as flame retardants.
- the flame retardants can be used alone or in any mixture with each other or in mixture with other flame retardants.
- the composition contains as component E 0.1 to 10.0 wt .-% of one or more additives, preferably selected from the group consisting of Antidrippingstoffn, Flammtiksynergisten, lubricants and mold release agents (for example pentaerythritol tetrastearate), nucleating agents, antistatic agents, conductivity additives, stabilizers ( eg hydrolysis, heat aging and UV stabilizers as well as transesterification inhibitors and acid / base quenchers), flowability promoters, compatibilizers, other impact modifiers different from component Bl (both with and without core-shell structure), further polymeric constituents (for example functional blend partners) , other reinforcing materials other than component F, as well as dyes and pigments (for example, titanium dioxide or iron oxide).
- additives preferably selected from the group consisting of Antidrippingstoffn, Flammtiksynergisten, lubricants and mold release agents (for example pentaerythritol tetrastearate
- Component E may contain various impact modifiers of component Bl.
- Impact impact modifiers are preferably prepared by mass, solution or suspension polymerization, more preferably of the ABS type.
- impact modifiers prepared by mass, solution, or suspension polymerization, are containing, their proportion is at most 20 wt .-%, preferably at most 10 wt .-%, each based on the sum of the impact modifiers prepared by mass, solution -, or suspension polymerization and component Bl.
- compositions are free of such impact modifiers made by bulk, solution, or suspension polymerization. More preferably, they contain no impact modifiers other than component Bl.
- the composition contains at least one polymer additive selected from the group consisting of anti-drip agents and smoke inhibitors.
- PTFE polytetrafluoroethylene
- PTFE-containing compositions such as masterbatches of PTFE with polymers or copolymers containing styrene or methylmethacrylate, as a powder or as a coagulated mixture, e.g. with component B, used.
- the fluorinated polyolefins used as Antidrippingstoff are high molecular weight and have glass transition temperatures of above -30 ° C, usually of about 100 ° C, fluorine contents, preferably from 65 to 76, in particular from 70 to 76 wt .-%, average particle diameter d5Q of 0 , 05 to 1000, preferably 0.08 to 20 ⁇ .
- the fluorinated polyolefins have a density of
- fluorinated polyolefins are polytetrafluoroethylene, polyvinylidene fluoride, tetrafluoroethylene / hexafluoropropylene and ethylene / tetrafluoroethylene copolymers.
- the fluorinated polyolefins are known (see “Vinyl and Related Polymers” by Schildknecht, John Wiley & Sons, Inc., New York, 1962, pages 484-494; "Fluoropolymers” by Wall, Wiley-Interscience, John Wiley & Sons, Inc., New York, Volume 13, 1970, pages 623-654; "Modern Plastics Encyclopedia", 1970-1971, Volume 47, No. 10A, October 1970, McGraw-Hill, Inc., New York, pages 134 and 774; "Modern Plastics Encyclopedia", 1975-1976, October 1975, Vol. 52, No. 10A, McGraw-Hill, Inc., New York, pages 27, 28 and 472, and U.S.
- Suitable fluorinated polyolefins which can be used in powder form are tetrafluoroethylene polymers having a mean particle diameter of from 100 to 1000 ⁇ m and densities of from 2.0 g / cm to 2.3 g / cn.
- Suitable tetrafluoroethylene polymer powders are commercial products and are obtained, for example, from DuPont Trade name Teflon® offered.
- the composition contains at least one polymer additive selected from the group consisting of lubricants and mold release agents, stabilizers, flowability promoters, compatibilizers, dyes and pigments.
- the composition contains at least one polymer additive selected from the group consisting of lubricants / mold release agents and stabilizers.
- the composition contains pentaerythritol tetrastearate as a mold release agent.
- the composition contains as stabilizer at least one member selected from the group consisting of sterically hindered phenols, organic phosphites, sulfur-based co-stabilizers and organic and inorganic Bronsted acids.
- the composition contains as stabilizer at least one member selected from the group consisting of octadecyl 3- (3,5-di-tert-butyl-4-hydroxyphenyl) propionate and tris (2,4-di-tert-butylphenyl) phosphite.
- the composition contains as stabilizer a combination of octadecyl 3- (3,5-di-tert-butyl-4-hydroxyphenyl) propionate and tris (2,4-di-tert-butylphenyl) phosphite.
- compositions contain pentaerythritol tetrastearate as the mold release agent, and as stabilizer a combination of octadecyl 3- (3,5-di-tert-butyl-4-hydroxyphenyl) propionate and tris (2,4-di-tert-butylphenyl) phosphite.
- the component E) contains 0.05 to 2.0 wt .-% of antidripping agents, 0.05 to 2.0 wt .-% of mold release agents and 0.05 to 2.0 wt .-% of Stabilizers, in each case based on the sum of the components A) -F).
- Component F contains 0.05 to 2.0 wt .-% of antidripping agents, 0.05 to 2.0 wt .-% of mold release agents and 0.05 to 2.0 wt .-% of Stabilizers, in each case based on the sum of the components A) -F).
- Component F contains 0.05 to 2.0 wt .-% of antidripping agents, 0.05 to 2.0 wt .-% of mold release agents and 0.05 to 2.0 wt .-% of Stabilizers, in each case based on the sum of the components A) -F).
- Component F contains 0.05 to 2.0 wt .-% of antidripping agents, 0.05 to 2.0 wt .-% of mold
- the composition contains as component F 0.0 to 10.0 wt .-% of one or more fillers.
- the filler may, for example, be selected from particulate fillers, fibrous fillers or mixtures thereof, for example talc, kaolin, mica, CaCO 3, wollastonite, polymer or glass hollow spheres, ceramic hollow spheres, glass fibers, polymer fibers, carbon fibers, ceramic fibers or mixtures of these.
- particulate fillers these may, for example, have an average particle size d.sub.50 of 0.1 to 20 .mu.m, preferably 0.2 to 10 .mu.m, more preferably 0.5 to 5 .mu.m, even more preferably 0.7 to 2.5 .mu.m, and particularly preferably 1.0 to 2.0 ⁇ .
- the mineral fillers to be used according to the invention can furthermore have an upper particle or particle size dgs of less than 10 ⁇ m, preferably less than 7 ⁇ m, particularly preferably less than 6 ⁇ m and particularly preferably less than 4.5 ⁇ m.
- the d95 and dso values of the fillers are determined by sedimentation analysis with SEDIGRAPH D 5 000 according to ISO 13317-3.
- the mineral fillers may optionally be surface treated to provide better coupling to the polymer matrix.
- they can be equipped with a primer system based on functionalized silanes.
- the average aspect ratio (diameter to thickness) of the particulate fillers is preferably in the range 1 to 100, more preferably 2 to 25 and especially 5 to 25, determined from electron micrographs of ultrathin sections of the finished products and measurement of a representative amount ( approx. 50) of filler particles.
- the particulate fillers may have a lower dgs or dso value than the fillers originally used as a result of processing into the molding compound or to shaped articles in the molding compound or in the molding.
- fibrous fillers for example, they have a diameter of 5 to 25 ⁇ m and a length of 1 to 20 mm, preferably a diameter of 6 to 20 ⁇ m and a length of 2 to 10 mm.
- Used fibrous fillers may be provided with a surface coating, also called sizing.
- Thermoplastic molding compositions can be prepared from the compositions according to the invention.
- the thermoplastic molding compositions according to the invention can be prepared, for example, by mixing the respective constituents of the compositions at temperatures of 200 ° C to 320 ° C, preferably at 240 to 320 ° C, particularly preferably at 260 to 300 ° C with each other.
- the invention also provides a corresponding process for the preparation of the molding compositions of the invention.
- the mixing can be done in conventional units, such as in internal kneaders, extruders and twin-screw.
- the compositions are melt compounded or melt extruded into molding compositions. This process is referred to in this application generally as compounding.
- Under molding material is that is, the product that is obtained when the ingredients of the composition are melt compounded and melt extruded.
- the mixing of the individual constituents of the compositions can be carried out in a known manner both successively and simultaneously, both at about 20 ° C. (room temperature) and at a higher temperature. This means that, for example, some of the components can be metered via the main intake of an extruder and the remaining components can be fed later via a side extruder in the compounding process.
- the molding compositions of the invention can be used for the production of moldings of any kind. These can be produced for example by injection molding, extrusion and blow molding. Another form of processing is the production of moldings by deep drawing from previously prepared plates or films.
- the novel molding compositions are particularly suitable for processing in extrusion, blow molding and deep-drawing processes.
- Another object of the present invention thus relates to the use of a composition according to the invention or a molding composition according to the invention for the production of moldings, as well as also a molding which is obtainable from a composition of the invention from a molding composition according to the invention.
- Such shaped articles which can be produced from the compositions and molding compositions according to the invention are films, profiles, housing parts of any kind, eg for household appliances such as juice presses, coffee machines, mixers; for office machines such as monitors, flat screens, notebooks, printers, copiers; Panels, pipes, electrical installation ducts, windows, doors and other profiles for the building sector (interior and exterior applications) and electrical and electronic parts such as switches, plugs and sockets and components for commercial vehicles, in particular for the automotive sector.
- household appliances such as juice presses, coffee machines, mixers
- office machines such as monitors, flat screens, notebooks, printers, copiers
- Panels, pipes, electrical installation ducts, windows, doors and other profiles for the building sector (interior and exterior applications) and electrical and electronic parts such as switches, plugs and sockets and components for commercial vehicles, in particular for the automotive sector.
- compositions and molding compositions according to the invention are also suitable for the production of the following moldings or moldings: interior components for rail vehicles, ships, aircraft, buses and other motor vehicles, body parts for motor vehicles, electrical appliances containing small transformers, housings for information processing and transmission equipment, housings and paneling of medical equipment, massage apparatus and housings therefor, toy vehicles for children, panel wall elements, enclosures for safety devices, heat-insulated transport containers, fittings for plumbing and bathing equipment, grilles for ventilation openings and housings for garden tools.
- the invention particularly relates to the following embodiments:
- the invention relates to a composition for producing a thermoplastic molding composition, wherein the composition contains or consists of at least the following constituents:
- component C has a weight ratio of styrene to on epoxy group-containing vinyl monomers resulting structural elements of 100: 1 to 1: 1.
- the invention relates to a composition according to embodiment 1, characterized in that the component C structural units derived from at least one further copolymerizable with styrene copolymerizable epoxy group-free vinyl monomers.
- the invention relates to a composition according to embodiment 1 or 2, characterized in that the weight ratio of structural units derived from styrene to styrene-copolymerizable epoxy group-free vinyl monomers in component C is in the range of 85:15 to 60:40 ,
- the invention relates to a composition according to one of the preceding embodiments, characterized in that component C contains structural units derived from acrylonitrile.
- the invention relates to a composition according to one of the preceding embodiments, characterized in that the epoxide-containing vinyl monomer used to produce the component C glycidyl acrylate, glycidyl methacrylate, glycidyl methacrylate, glycidyl itaconate, allyl glycidyl ether, vinyl glycidyl ether, vinyl benzyl glycidyl ether and / or propenyl glycidyl ether, in particular glycidyl methacrylate is.
- the invention relates to a composition according to one of the preceding embodiments, characterized in that the component C has an epoxide content measured according to ASTM D 1652-11 in dichloromethane of 0.1 to 5 wt .-%.
- the invention relates to a composition according to one of the preceding embodiments, characterized in that as component C, a block or graft polymer is used which contains structural units derived from styrene and at least one epoxide group-containing vinyl monomers.
- the invention relates to a composition according to one of the preceding embodiments, characterized in that as component C, a block or graft polymer is used, prepared by free-radically initiated polymerization of styrene and an epoxy group-containing vinyl monomers and optionally other copolymerizable epoxy groups-free Vinyl monomers in the presence of a polymer selected from the group consisting of polycarbonate, polyester, polyestercarbonate, polyolefin, polyacrylate and polymethacrylate.
- a polymer selected from the group consisting of polycarbonate, polyester, polyestercarbonate, polyolefin, polyacrylate and polymethacrylate.
- the invention relates to a composition according to one of embodiments 1 to 7, characterized in that as component C, a block or graft polymer is used, prepared by reaction of an epoxide group-containing styrene polymer with an OH-containing polymers selected from the Group consisting of polycarbonate, polyester or polyestercarbonate.
- component C a block or graft polymer is used, prepared by reaction of an epoxide group-containing styrene polymer with an OH-containing polymers selected from the Group consisting of polycarbonate, polyester or polyestercarbonate.
- the invention relates to a composition according to one of the preceding embodiments, characterized in that component C does not contain a graft polymer having a core-shell structure and a rubber-elastic graft base.
- the invention relates to a composition according to one of the preceding embodiments, wherein component B contains from 40 to 90% by weight of component B1, preferably from 50 to 80% by weight, based in each case on component B.
- component D comprises at least one phosphorus-containing flame retardant of the general formula (IV)
- R 1 , R 2 , R 3 and R 4 independently of one another are each optionally halogenated C 1 - to C 6 -alkyl-, in each case optionally substituted by alkyl C 5 to C 6 -cycloalkyl, C 1 to C 2 o-aryl or C 7 to C 12 - Aralkyl radical, now depending on each other 0 or 1, q is an integer value of 1 to 30, and
- X is a polynuclear aromatic radical having 12 to 30 carbon atoms, which is optionally substituted by halogen and / or alkyl groups.
- the invention relates to a composition according to embodiment 12, characterized in that component D is a compound according to the following formula (V)
- the invention relates to a composition according to one of the preceding embodiments, characterized in that component A has phenolic OH groups and the stoichiometric ratio of the epoxide groups of component C) to the phenolic OH groups, the component A is at least 1: 1, in particular at least 1.1: 1, preferably at least 1.2: 1.
- the invention relates to a composition according to embodiment 14, characterized in that component A has a weight fraction of phenolic OH groups of 50 to 2000 ppm, preferably 80 to 1000 ppm, particularly preferably 100 to 700 ppm.
- the invention relates to a composition according to one of the preceding embodiments, characterized in that as component E one or more additives are used from the group consisting of flame retardant synergists, anti-dripping agents, lubricants and mold release agents, flowability aids, antistatic agents, conductivity additives, stabilizers, antibacterial additives, scratch resistance-improving additives, IR absorbents, optical brighteners, fluorescent additives, dyes, pigments and Bronsted acidic compounds.
- one or more additives are used from the group consisting of flame retardant synergists, anti-dripping agents, lubricants and mold release agents, flowability aids, antistatic agents, conductivity additives, stabilizers, antibacterial additives, scratch resistance-improving additives, IR absorbents, optical brighteners, fluorescent additives, dyes, pigments and Bronsted acidic compounds.
- the invention relates to a composition according to one of the preceding embodiments, characterized in that the component E) contains 0.05 to 2.0 wt .-% of antidripping agents, 0.05 to 2.0 wt. % of mold release agents and 0.05 to 2.0 wt .-% of stabilizers, each based on the sum of the components A) -F).
- the invention relates to a composition according to one of the preceding embodiments, comprising or consisting of:
- composition according to the invention contains or consists of the following components:
- the invention relates to a process for the preparation of a molding composition, characterized in that the constituents of a composition according to one of embodiments 1 to 19 are mixed together at a temperature of 200 to 320 ° C, in particular at 240 to 320 ° C, preferably at 260 to 300 ° C.
- the invention relates to a molding compound which is obtained or obtainable by a method according to embodiment 20.
- the invention relates to a use of a composition according to one of the embodiments 1 to 19 or a molding compound according to embodiment 21 for the production of moldings.
- the invention relates to a shaped body obtainable from a composition according to one of the embodiments 1 to 19 or from a molding compound according to embodiment 21.
- Component A is a compound having Component A:
- Linear polycarbonate based on bisphenol A having a weight-average molecular weight Mw of 26,900 g / mol (determined by GPC in methylene chloride with polycarbonate based on bisphenol A as standard) and a weight fraction of phenolic OH groups of 135 ppm.
- Graft polymer of 43 parts by weight of a copolymer of styrene and acrylonitrile in a ratio of 73:27 to 57 parts by weight of a particulate crosslinked polybutadiene rubber (particle diameter of dso 350 nm) prepared by emulsion polymerization.
- SAN copolymer having an acrylonitrile content of 23% by weight and a weight-average molecular weight of about 130,000 g / mol (determined by GPC in tetrahydrofuran with polystyrene as standard).
- Modiper TM CL430-G Polymer containing blocks of polycarbonate and blocks of glycidyl methacrylate-styrene-acrylonitrile terpolymer obtained by peroxide-initiated radical graft polymerization of 30% by weight of a monomer mixture of styrene, acrylonitrile and glycidyl methacrylate in the ratio 15: 6: 9 wt .-% in the presence of 70 wt .-% of linear polycarbonate based on bisphenol A.
- the epoxide content of the component C measured according to ASTM D 1652-1 1 in dichloromethane is 2.4 wt .-%.
- Cycolac INP 449 Polytetrafluoroethylene (PTFE) preparation from Sabic consisting of 50 wt% PTFE contained in a SAN copolymer matrix.
- Irganox B 900 (blend of 80% Irgafos TM 168 (tris (2,4-di-tert-butylphenyl) phosphite) and 20% Irganox TM 1076 (2,6-di-tert-butyl-4- (octadecanoxycarbonylethyl ) -phenol); BASF (Ludwigshafen, Germany)
- Pural 200 aluminum oxide hydroxide, average particle size about 50 nm, (manufacturer: Condea Hamburg)
- the components were mixed on a twin-screw extruder ZSK-25 from Werner & Pfleiderer at a melt temperature of 260.degree.
- the moldings were produced at a melt temperature of 240 ° C and a mold temperature of 80 ° C on an injection molding machine type Arburg 270 E.
- the MVR is determined according to ISO 1133 (version of 2012) at 240 ° C using a 5 kg punch load. This value is referred to as the "MVR value of the starting sample” in Table 1. As a measure of the resistance to hydrolysis, the change in the MVR during storage of the granules for 5 days at 95 ° C and 100% relative humidity.
- the impact resistance (weld line strength) is determined at 23 ° C. according to ISO 179 / leU (version from 2010) on test specimens measuring 80 mm ⁇ 10 mm ⁇ 4 mm.
- the melt viscosity is determined according to ISO 11443 (version of 2014) at a temperature of 260 ° C and a shear rate of 1000 s "1 .
- the elongation at break is determined according to ISO 527 (version of 1996) at room temperature.
- the flame resistance is assessed according to UL94V on bars measuring 127 x 12.7 x 1.5 mm.
- As a measure of chemical resistance is the stress cracking (ESC) resistance in toluene / isopropanol (60/40 parts by volume) at room temperature. The time is determined until the stress crack-induced fracture failure of a test specimen sprayed off at 260 ° C. melt temperature of 80 mm ⁇ 10 mm ⁇ 4 mm, which is subjected to an external marginal fiber strain of 2.4% by means of a clamping template and completely submerged in the medium. The measurement is based on ISO 22088 (version of 2006).
- the content of free bisphenol A monomer was determined by means of high-performance liquid chromatography (HPLC) with diode array (DAD) detector on granules produced by twin-screw extruder.
- HPLC high-performance liquid chromatography
- DAD diode array
- the granules were first dissolved in dichloromethane and then the polycarbonate was reprecipitated with acetone / methanol.
- the precipitated polycarbonate and all insoluble in the Umsocilungsstoff portions of the compositions were filtered off and the filtrates are then concentrated on a rotary evaporator to near dryness.
- the residues were analyzed by HPLC-DAD at room temperature (gradient: acetonitrile / water, stationary phase C-18).
- a particularly favorable profile of properties is achieved when the proportion of component C is in the range from 3.0 to 6.0% by weight. The above properties are most improved and the increase in melt viscosity is still within acceptable limits.
Abstract
Description
Claims
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
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EP17196680 | 2017-10-16 | ||
PCT/EP2018/066720 WO2019076494A1 (de) | 2017-10-16 | 2018-06-22 | Flammwidrige polycarbonat-zusammensetzung mit geringem bisphenol-a gehalt |
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Publication Number | Publication Date |
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EP3697846A1 true EP3697846A1 (de) | 2020-08-26 |
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ID=60268169
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
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EP18731478.6A Withdrawn EP3697846A1 (de) | 2017-10-16 | 2018-06-22 | Flammwidrige polycarbonat-zusammensetzung mit geringem bisphenol-a gehalt |
Country Status (6)
Country | Link |
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US (1) | US20210403705A1 (de) |
EP (1) | EP3697846A1 (de) |
KR (1) | KR20200059242A (de) |
CN (1) | CN111183181A (de) |
TW (1) | TW201922902A (de) |
WO (1) | WO2019076494A1 (de) |
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-
2018
- 2018-06-22 US US16/755,770 patent/US20210403705A1/en not_active Abandoned
- 2018-06-22 EP EP18731478.6A patent/EP3697846A1/de not_active Withdrawn
- 2018-06-22 WO PCT/EP2018/066720 patent/WO2019076494A1/de unknown
- 2018-06-22 CN CN201880067002.9A patent/CN111183181A/zh active Pending
- 2018-06-22 KR KR1020207010528A patent/KR20200059242A/ko not_active Application Discontinuation
- 2018-06-25 TW TW107121648A patent/TW201922902A/zh unknown
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WO2019076494A1 (de) | 2019-04-25 |
KR20200059242A (ko) | 2020-05-28 |
US20210403705A1 (en) | 2021-12-30 |
TW201922902A (zh) | 2019-06-16 |
CN111183181A (zh) | 2020-05-19 |
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