TWI481641B - 具重排結構、環狀及線性寡聚物和改良的流動特性之聚碳酸酯 - Google Patents
具重排結構、環狀及線性寡聚物和改良的流動特性之聚碳酸酯 Download PDFInfo
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- TWI481641B TWI481641B TW098112728A TW98112728A TWI481641B TW I481641 B TWI481641 B TW I481641B TW 098112728 A TW098112728 A TW 098112728A TW 98112728 A TW98112728 A TW 98112728A TW I481641 B TWI481641 B TW I481641B
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- 239000004417 polycarbonate Substances 0.000 title claims description 66
- 229920000515 polycarbonate Polymers 0.000 title claims description 58
- 125000004122 cyclic group Chemical group 0.000 title claims description 13
- 230000008707 rearrangement Effects 0.000 title description 14
- 239000000203 mixture Substances 0.000 claims description 46
- 150000001875 compounds Chemical class 0.000 claims description 36
- 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 claims description 16
- 238000002360 preparation method Methods 0.000 claims description 15
- 229910052739 hydrogen Inorganic materials 0.000 claims description 13
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 10
- 229910052799 carbon Inorganic materials 0.000 claims description 8
- 229910052736 halogen Inorganic materials 0.000 claims description 4
- 150000002367 halogens Chemical class 0.000 claims description 4
- 238000004519 manufacturing process Methods 0.000 claims description 4
- 125000000217 alkyl group Chemical group 0.000 claims description 3
- VCCBEIPGXKNHFW-UHFFFAOYSA-N biphenyl-4,4'-diol Chemical group C1=CC(O)=CC=C1C1=CC=C(O)C=C1 VCCBEIPGXKNHFW-UHFFFAOYSA-N 0.000 claims description 3
- 125000000654 isopropylidene group Chemical group C(C)(C)=* 0.000 claims description 2
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 1
- 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 claims 1
- 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 claims 1
- -1 cyclic aromatic carbonates Chemical class 0.000 description 57
- 238000000034 method Methods 0.000 description 35
- 239000002253 acid Substances 0.000 description 22
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 21
- 239000003054 catalyst Substances 0.000 description 20
- 230000008569 process Effects 0.000 description 17
- 239000000155 melt Substances 0.000 description 16
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 15
- 239000000654 additive Substances 0.000 description 15
- 239000000047 product Substances 0.000 description 15
- 238000006243 chemical reaction Methods 0.000 description 14
- 150000002148 esters Chemical class 0.000 description 14
- 229920000642 polymer Polymers 0.000 description 11
- 239000000178 monomer Substances 0.000 description 10
- 239000000126 substance Substances 0.000 description 10
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 10
- 239000000463 material Substances 0.000 description 9
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 8
- 239000001257 hydrogen Substances 0.000 description 8
- 239000003112 inhibitor Substances 0.000 description 8
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 8
- 125000003118 aryl group Chemical group 0.000 description 7
- 238000009826 distribution Methods 0.000 description 7
- 239000002994 raw material Substances 0.000 description 7
- 238000005809 transesterification reaction Methods 0.000 description 7
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- 229940092714 benzenesulfonic acid Drugs 0.000 description 6
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 6
- 239000000243 solution Substances 0.000 description 6
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 5
- 229910019142 PO4 Inorganic materials 0.000 description 5
- ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical compound OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 description 5
- 238000009835 boiling Methods 0.000 description 5
- 230000000052 comparative effect Effects 0.000 description 5
- 125000005028 dihydroxyaryl group Chemical group 0.000 description 5
- ROORDVPLFPIABK-UHFFFAOYSA-N diphenyl carbonate Chemical compound C=1C=CC=CC=1OC(=O)OC1=CC=CC=C1 ROORDVPLFPIABK-UHFFFAOYSA-N 0.000 description 5
- OVBPIULPVIDEAO-LBPRGKRZSA-N folic acid Chemical compound C=1N=C2NC(N)=NC(=O)C2=NC=1CNC1=CC=C(C(=O)N[C@@H](CCC(O)=O)C(O)=O)C=C1 OVBPIULPVIDEAO-LBPRGKRZSA-N 0.000 description 5
- 235000021317 phosphate Nutrition 0.000 description 5
- 239000007787 solid Substances 0.000 description 5
- 239000002904 solvent Substances 0.000 description 5
- ZLLNYWQSSYUXJM-UHFFFAOYSA-M tetraphenylphosphanium;phenoxide Chemical compound [O-]C1=CC=CC=C1.C1=CC=CC=C1[P+](C=1C=CC=CC=1)(C=1C=CC=CC=1)C1=CC=CC=C1 ZLLNYWQSSYUXJM-UHFFFAOYSA-M 0.000 description 5
- XKZQKPRCPNGNFR-UHFFFAOYSA-N 2-(3-hydroxyphenyl)phenol Chemical compound OC1=CC=CC(C=2C(=CC=CC=2)O)=C1 XKZQKPRCPNGNFR-UHFFFAOYSA-N 0.000 description 4
- LBLYYCQCTBFVLH-UHFFFAOYSA-N 2-Methylbenzenesulfonic acid Chemical compound CC1=CC=CC=C1S(O)(=O)=O LBLYYCQCTBFVLH-UHFFFAOYSA-N 0.000 description 4
- WBIQQQGBSDOWNP-UHFFFAOYSA-N 2-dodecylbenzenesulfonic acid Chemical compound CCCCCCCCCCCCC1=CC=CC=C1S(O)(=O)=O WBIQQQGBSDOWNP-UHFFFAOYSA-N 0.000 description 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 4
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical class [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 4
- SRSXLGNVWSONIS-UHFFFAOYSA-N benzenesulfonic acid Chemical compound OS(=O)(=O)C1=CC=CC=C1 SRSXLGNVWSONIS-UHFFFAOYSA-N 0.000 description 4
- 150000008107 benzenesulfonic acids Chemical class 0.000 description 4
- 230000015572 biosynthetic process Effects 0.000 description 4
- XPPKVPWEQAFLFU-UHFFFAOYSA-N diphosphoric acid Chemical compound OP(O)(=O)OP(O)(O)=O XPPKVPWEQAFLFU-UHFFFAOYSA-N 0.000 description 4
- 229940060296 dodecylbenzenesulfonic acid Drugs 0.000 description 4
- 150000002431 hydrogen Chemical class 0.000 description 4
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 4
- 239000010452 phosphate Substances 0.000 description 4
- 235000011007 phosphoric acid Nutrition 0.000 description 4
- 229940005657 pyrophosphoric acid Drugs 0.000 description 4
- 239000011541 reaction mixture Substances 0.000 description 4
- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 4
- 150000003839 salts Chemical class 0.000 description 4
- 238000003786 synthesis reaction Methods 0.000 description 4
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
- 239000005711 Benzoic acid Substances 0.000 description 3
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 3
- QLZHNIAADXEJJP-UHFFFAOYSA-N Phenylphosphonic acid Chemical compound OP(O)(=O)C1=CC=CC=C1 QLZHNIAADXEJJP-UHFFFAOYSA-N 0.000 description 3
- 150000007513 acids Chemical class 0.000 description 3
- 229910052783 alkali metal Inorganic materials 0.000 description 3
- 150000001340 alkali metals Chemical class 0.000 description 3
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 3
- 150000001342 alkaline earth metals Chemical class 0.000 description 3
- 150000001450 anions Chemical class 0.000 description 3
- 235000010233 benzoic acid Nutrition 0.000 description 3
- 150000001768 cations Chemical class 0.000 description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
- 238000001514 detection method Methods 0.000 description 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 3
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- 150000002500 ions Chemical class 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- 230000003287 optical effect Effects 0.000 description 3
- 150000004714 phosphonium salts Chemical class 0.000 description 3
- 239000004033 plastic Substances 0.000 description 3
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- 238000006068 polycondensation reaction Methods 0.000 description 3
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- 238000012545 processing Methods 0.000 description 3
- 239000011734 sodium Substances 0.000 description 3
- 235000011121 sodium hydroxide Nutrition 0.000 description 3
- FSLSJTZWDATVTK-UHFFFAOYSA-N tris(6-methylheptyl) phosphate Chemical compound CC(C)CCCCCOP(=O)(OCCCCCC(C)C)OCCCCCC(C)C FSLSJTZWDATVTK-UHFFFAOYSA-N 0.000 description 3
- VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 description 2
- MXVMRHIWTSFDPU-UHFFFAOYSA-N 2-chlorobenzenecarboximidamide Chemical compound NC(=N)C1=CC=CC=C1Cl MXVMRHIWTSFDPU-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- BTBUEUYNUDRHOZ-UHFFFAOYSA-N Borate Chemical compound [O-]B([O-])[O-] BTBUEUYNUDRHOZ-UHFFFAOYSA-N 0.000 description 2
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 2
- 239000004594 Masterbatch (MB) Substances 0.000 description 2
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- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 2
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 description 2
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- MCMNRKCIXSYSNV-UHFFFAOYSA-N Zirconium dioxide Chemical compound O=[Zr]=O MCMNRKCIXSYSNV-UHFFFAOYSA-N 0.000 description 2
- 230000000996 additive effect Effects 0.000 description 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
- 125000001931 aliphatic group Chemical group 0.000 description 2
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- 239000002585 base Substances 0.000 description 2
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- 230000008859 change Effects 0.000 description 2
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- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 2
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- 230000007062 hydrolysis Effects 0.000 description 2
- 238000006460 hydrolysis reaction Methods 0.000 description 2
- TVZISJTYELEYPI-UHFFFAOYSA-N hypodiphosphoric acid Chemical compound OP(O)(=O)P(O)(O)=O TVZISJTYELEYPI-UHFFFAOYSA-N 0.000 description 2
- 239000012535 impurity Substances 0.000 description 2
- 238000001746 injection moulding Methods 0.000 description 2
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- RLSSMJSEOOYNOY-UHFFFAOYSA-N m-methyl-PhOH Natural products CC1=CC=CC(O)=C1 RLSSMJSEOOYNOY-UHFFFAOYSA-N 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- 238000002844 melting Methods 0.000 description 2
- 230000008018 melting Effects 0.000 description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
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- 229910000403 monosodium phosphate Inorganic materials 0.000 description 2
- 235000019799 monosodium phosphate Nutrition 0.000 description 2
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 2
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- 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 2
- 150000007524 organic acids Chemical class 0.000 description 2
- 235000005985 organic acids Nutrition 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- 239000001301 oxygen Substances 0.000 description 2
- IWDCLRJOBJJRNH-UHFFFAOYSA-N p-cresol Chemical compound CC1=CC=C(O)C=C1 IWDCLRJOBJJRNH-UHFFFAOYSA-N 0.000 description 2
- FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 2
- 150000002989 phenols Chemical class 0.000 description 2
- AHWALFGBDFAJAI-UHFFFAOYSA-N phenyl carbonochloridate Chemical compound ClC(=O)OC1=CC=CC=C1 AHWALFGBDFAJAI-UHFFFAOYSA-N 0.000 description 2
- UEZVMMHDMIWARA-UHFFFAOYSA-M phosphonate Chemical compound [O-]P(=O)=O UEZVMMHDMIWARA-UHFFFAOYSA-M 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- FOWDZVNRQHPXDO-UHFFFAOYSA-N propyl hydrogen carbonate Chemical compound CCCOC(O)=O FOWDZVNRQHPXDO-UHFFFAOYSA-N 0.000 description 2
- 239000000376 reactant Substances 0.000 description 2
- 229960004889 salicylic acid Drugs 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- AJPJDKMHJJGVTQ-UHFFFAOYSA-M sodium dihydrogen phosphate Chemical compound [Na+].OP(O)([O-])=O AJPJDKMHJJGVTQ-UHFFFAOYSA-M 0.000 description 2
- 229910001220 stainless steel Inorganic materials 0.000 description 2
- ISIJQEHRDSCQIU-UHFFFAOYSA-N tert-butyl 2,7-diazaspiro[4.5]decane-7-carboxylate Chemical compound C1N(C(=O)OC(C)(C)C)CCCC11CNCC1 ISIJQEHRDSCQIU-UHFFFAOYSA-N 0.000 description 2
- XDLNRRRJZOJTRW-UHFFFAOYSA-N thiohypochlorous acid Chemical class ClS XDLNRRRJZOJTRW-UHFFFAOYSA-N 0.000 description 2
- RIOQSEWOXXDEQQ-UHFFFAOYSA-N triphenylphosphine Chemical compound C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 RIOQSEWOXXDEQQ-UHFFFAOYSA-N 0.000 description 2
- 238000000825 ultraviolet detection Methods 0.000 description 2
- RZUVLSPXCZYMIM-UHFFFAOYSA-N (4-tert-butylphenyl) hydrogen carbonate Chemical compound CC(C)(C)C1=CC=C(OC(O)=O)C=C1 RZUVLSPXCZYMIM-UHFFFAOYSA-N 0.000 description 1
- WBYWAXJHAXSJNI-VOTSOKGWSA-M .beta-Phenylacrylic acid Natural products [O-]C(=O)\C=C\C1=CC=CC=C1 WBYWAXJHAXSJNI-VOTSOKGWSA-M 0.000 description 1
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 description 1
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- VHMICKWLTGFITH-UHFFFAOYSA-N 2H-isoindole Chemical compound C1=CC=CC2=CNC=C21 VHMICKWLTGFITH-UHFFFAOYSA-N 0.000 description 1
- SSADPHQCUURWSW-UHFFFAOYSA-N 3,9-bis(2,6-ditert-butyl-4-methylphenoxy)-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane Chemical compound CC(C)(C)C1=CC(C)=CC(C(C)(C)C)=C1OP1OCC2(COP(OC=3C(=CC(C)=CC=3C(C)(C)C)C(C)(C)C)OC2)CO1 SSADPHQCUURWSW-UHFFFAOYSA-N 0.000 description 1
- WBWXVCMXGYSMQA-UHFFFAOYSA-N 3,9-bis[2,4-bis(2-phenylpropan-2-yl)phenoxy]-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane Chemical compound C=1C=C(OP2OCC3(CO2)COP(OC=2C(=CC(=CC=2)C(C)(C)C=2C=CC=CC=2)C(C)(C)C=2C=CC=CC=2)OC3)C(C(C)(C)C=2C=CC=CC=2)=CC=1C(C)(C)C1=CC=CC=C1 WBWXVCMXGYSMQA-UHFFFAOYSA-N 0.000 description 1
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 1
- 125000004203 4-hydroxyphenyl group Chemical group [H]OC1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 1
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Natural products OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical compound OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 description 1
- 229930185605 Bisphenol Natural products 0.000 description 1
- 125000005915 C6-C14 aryl group Chemical group 0.000 description 1
- 229920000049 Carbon (fiber) Polymers 0.000 description 1
- 150000000703 Cerium Chemical class 0.000 description 1
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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
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G64/00—Macromolecular compounds obtained by reactions forming a carbonic ester link in the main chain of the macromolecule
- C08G64/04—Aromatic polycarbonates
- C08G64/06—Aromatic polycarbonates not containing aliphatic unsaturation
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G64/00—Macromolecular compounds obtained by reactions forming a carbonic ester link in the main chain of the macromolecule
- C08G64/20—General preparatory processes
- C08G64/30—General preparatory processes using carbonates
- C08G64/307—General preparatory processes using carbonates and phenols
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Polyesters Or Polycarbonates (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Applications Claiming Priority (1)
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|---|---|---|---|
| DE102008019503A DE102008019503A1 (de) | 2008-04-18 | 2008-04-18 | Polycarbonate mit Umlagerungsstrukturen, cyclischen und linearen Oligomeren sowie verbessertem Fließverhalten |
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| TW201004999A TW201004999A (en) | 2010-02-01 |
| TWI481641B true TWI481641B (zh) | 2015-04-21 |
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| EP (1) | EP2268706B1 (enExample) |
| JP (1) | JP5620367B2 (enExample) |
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| CN (1) | CN102007161B (enExample) |
| DE (1) | DE102008019503A1 (enExample) |
| ES (1) | ES2394418T3 (enExample) |
| PL (1) | PL2268706T3 (enExample) |
| RU (1) | RU2496801C9 (enExample) |
| TW (1) | TWI481641B (enExample) |
| WO (1) | WO2009127366A1 (enExample) |
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| RU2015123120A (ru) | 2012-11-17 | 2017-01-10 | Мицубиси Гэс Кемикал Компани, Инк. | Композиция ароматической поликарбонатной смолы |
| JP6212854B2 (ja) * | 2012-11-17 | 2017-10-18 | 三菱瓦斯化学株式会社 | ポリカーボネート共重合体 |
| WO2014077350A1 (ja) * | 2012-11-17 | 2014-05-22 | 三菱瓦斯化学株式会社 | 高分子量化された芳香族ポリカーボネート樹脂の製造方法 |
| CN104837890B (zh) * | 2012-11-17 | 2016-08-17 | 三菱瓦斯化学株式会社 | 经高分子量化的芳香族聚碳酸酯树脂的制造方法 |
| ES2638216T3 (es) * | 2013-10-08 | 2017-10-19 | Covestro Deutschland Ag | Procedimiento de preparación de co-condensados de bloques de polisiloxano-policarbonato |
| CN105637012B (zh) * | 2013-10-08 | 2019-03-08 | 科思创德国股份有限公司 | 聚硅氧烷-聚碳酸酯嵌段共缩合物 |
| WO2015052106A2 (en) | 2013-10-08 | 2015-04-16 | Bayer Materialscience Ag | Process for preparing polysiloxane-polycarbonate block cocondensates using a salt of a weak acid |
| EP3055341B1 (en) | 2013-10-08 | 2019-10-02 | Covestro Deutschland AG | Preparation of siloxane-containing block copolycarbonates by means of reactive extrusion |
| WO2015113916A1 (en) | 2014-01-30 | 2015-08-06 | Bayer Materialscience Ag | Polysiloxane-polycarbonate block cocondensates with improved rheological properties |
| EP2918388A1 (en) * | 2014-03-10 | 2015-09-16 | Sulzer Chemtech AG | A process to recycle expandable plastic materials and an expandable or expanded plastic material obtainable thereby |
| JP6314600B2 (ja) * | 2014-03-28 | 2018-04-25 | 三菱瓦斯化学株式会社 | 芳香族ポリカーボネート樹脂組成物 |
| JP6314601B2 (ja) * | 2014-03-28 | 2018-04-25 | 三菱瓦斯化学株式会社 | 芳香族ポリカーボネート樹脂組成物 |
| EP3174934B1 (de) * | 2014-08-01 | 2023-06-14 | Covestro Intellectual Property GmbH & Co. KG | Copolycarbonat-zusammensetzungen mit cyclischen und linearen oligomeren und verbesserten rheologischen eigenschaften |
| JP6701169B2 (ja) * | 2014-08-01 | 2020-05-27 | コベストロ、ドイチュラント、アクチエンゲゼルシャフトＣｏｖｅｓｔｒｏ Ｄｅｕｔｓｃｈｌａｎｄ Ａｇ | 分岐構造および直鎖状オリゴマーならびに改善したレオロジー特性を有するコポリカーボネート組成物 |
| WO2016016424A1 (de) * | 2014-08-01 | 2016-02-04 | Covestro Deutschland Ag | Copolycarbonat-zusammensetzungen mit cyclischen und linearen oligomeren und verbesserten optischen eigenschaften |
| CN106536629A (zh) * | 2014-08-01 | 2017-03-22 | 科思创德国股份有限公司 | 具有支化结构和环状低聚物以及改进的流变性质的共聚碳酸酯组合物 |
| US10717871B2 (en) | 2015-01-20 | 2020-07-21 | Covestro Deutschland Ag | Flame-retardant, glass fiber-containing molding compounds containing siloxane-containing polycarbonate block co-condensate |
| CN107207863B (zh) | 2015-01-20 | 2021-02-19 | 科思创德国股份有限公司 | 包含含硅氧烷的聚碳酸酯嵌段共缩合物的阻燃模制组合物 |
| JP2018510953A (ja) | 2015-04-07 | 2018-04-19 | コベストロ、ドイチュラント、アクチエンゲゼルシャフトＣｏｖｅｓｔｒｏ Ｄｅｕｔｓｃｈｌａｎｄ Ａｇ | ポリシロキサンおよびジヒドロキシジフェニルシクロアルカン（コ）ポリカーボネートのブロック共縮合物 |
| WO2017170186A1 (ja) * | 2016-03-30 | 2017-10-05 | 三菱瓦斯化学株式会社 | 芳香族ポリカーボネート樹脂組成物及び芳香族ポリカーボネート樹脂の製造方法 |
| KR20190014544A (ko) | 2016-06-03 | 2019-02-12 | 코베스트로 도이칠란트 아게 | 특정한 코폴리카르보네이트를 매트릭스 재료로서 함유하는 다층 복합 재료 |
| KR20190042578A (ko) | 2016-08-24 | 2019-04-24 | 코베스트로 도이칠란트 아게 | 활석을 포함하는 폴리카르보네이트 조성물 |
| KR102454155B1 (ko) | 2016-12-19 | 2022-10-14 | 코베스트로 도이칠란트 아게 | 상용화제를 사용한 실록산-함유 블록 코폴리카르보네이트의 제조 |
| EP3581605A1 (de) | 2018-06-14 | 2019-12-18 | Covestro Deutschland AG | Schmelzeumesterungsverfahren zur gleichzeitigen herstellung mindestens zweier verschiedenartiger polycarbonate in einer produktionsanlage |
| EP3719077B1 (de) | 2019-04-02 | 2022-09-21 | Covestro Deutschland AG | Siloxan-haltige blockcopolycarbonate mit geringer domänengrösse |
| WO2023222443A1 (de) | 2022-05-17 | 2023-11-23 | Covestro Deutschland Ag | Polysiloxan-polycarbonat-blockcokondesate aus speziell terminierten siloxanblöcken |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| TWI225869B (en) * | 2001-03-26 | 2005-01-01 | Bayer Ag | Polycarbonate having a low shear thinning behavior |
Family Cites Families (34)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3022272A (en) | 1962-02-20 | Process for the production of high | ||
| DE1031512B (de) | 1955-12-21 | 1958-06-04 | Bayer Ag | Verfahren zur Herstellung von hochmolekularen faser- und filmbildenden Polycarbonaten |
| NL256449A (enExample) | 1959-10-01 | 1900-01-01 | ||
| DE2701173C2 (de) | 1977-01-13 | 1983-02-10 | Bayer Ag, 5090 Leverkusen | Verwendung von Polycarbonaten zur Herstellung von Linsen für Photo- und Filmkameras |
| JPS58179224A (ja) | 1982-03-18 | 1983-10-20 | Konishiroku Photo Ind Co Ltd | 光学用樹脂組成物および光学用素子 |
| CA1337104C (en) | 1986-11-18 | 1995-09-26 | William James Work | Light-scattering thermoplastic polymers |
| DE4118232A1 (de) * | 1991-06-04 | 1992-12-10 | Bayer Ag | Kontinuierliche herstellung von polycarbonaten |
| DE4238123C2 (de) | 1992-11-12 | 2000-03-09 | Bayer Ag | Verfahren zur Herstellung von thermoplastischen Polycarbonaten |
| DE4312390A1 (de) | 1993-04-16 | 1994-10-20 | Bayer Ag | Zweistufen-Verfahren zur Herstellung von thermoplastischem Polycarbonat |
| GB9314604D0 (en) | 1993-07-14 | 1993-08-25 | Dow Deutschland Inc | Light diffuser composition |
| DE59505196D1 (de) * | 1994-12-30 | 1999-04-08 | Fischer Karl Ind Gmbh | Reaktorvorrichtung für fliessfähige und höherviskose Medien |
| DE4447422C2 (de) | 1994-12-30 | 1996-10-31 | Fischer Karl Ind Gmbh | Reaktorvorrichtung für fließfähige Medien |
| JPH11158262A (ja) | 1997-11-28 | 1999-06-15 | Hitachi Ltd | ポリカーボネートの製造方法 |
| ES2227973T3 (es) | 1998-04-28 | 2005-04-01 | Teijin Limited | Composicion de policarbonato con fluidez mejorada. |
| ATE395373T1 (de) * | 1998-12-18 | 2008-05-15 | Gen Electric | Optischer datenträger enthaltend polycarbonat mit verringertem fries gehalt |
| US6248859B1 (en) * | 1999-07-06 | 2001-06-19 | General Electric Company | Polycarbonates suitable for use in optical article |
| DE19954787A1 (de) * | 1999-11-15 | 2001-05-17 | Bayer Ag | Verfahren zur Herstellung von Polycarbonat |
| US6228973B1 (en) * | 2000-06-02 | 2001-05-08 | General Electric Company | Method for preparing high molecular weight polycarbonate |
| US8099122B1 (en) | 2000-06-05 | 2012-01-17 | Qualcomm Incorporated | Method and apparatus for improved forward link power control while in soft handoff |
| DE10100404A1 (de) | 2001-01-05 | 2002-07-11 | Bayer Ag | Verfahren zur Herstellung von Polycarbonat |
| DE10119851A1 (de) * | 2001-04-24 | 2002-10-31 | Bayer Ag | Verfahren zur kontinuierlichen Herstellung von Polycarbonaten nach dem Schmelzumesterungsverfahren |
| US6548623B2 (en) * | 2001-07-24 | 2003-04-15 | General Electric Company | Method of polycarbonate preparation |
| US6608164B2 (en) * | 2001-10-25 | 2003-08-19 | General Electric Company | Salts of heterocyclic diols as catalysts for melt polycarbonate |
| US6569986B1 (en) * | 2001-10-25 | 2003-05-27 | General Electric Company | Salts of organic polyacids as polymerization catalysts |
| US20030214070A1 (en) * | 2002-05-08 | 2003-11-20 | General Electric Company | Multiwall polycarbonate sheet and method for its production |
| US6639043B1 (en) * | 2002-06-27 | 2003-10-28 | General Electric Company | Azonaphthalene sulfonates as polymerization catalysts |
| US6833422B2 (en) * | 2002-08-16 | 2004-12-21 | General Electric Company | Method of preparing transparent silicone-containing copolycarbonates |
| DE10328665A1 (de) * | 2003-06-26 | 2005-01-13 | Bayer Materialscience Ag | Polycarbonatformmassen mit verbesserter Schmelzefließfähigkeit und Chemikalienbeständigkeit |
| DE10357161A1 (de) * | 2003-12-06 | 2005-06-30 | Bayer Materialscience Ag | Verfahren zur Herstellung von Polycarbonaten mit geringem Gehalt an flüchtigen Verbindungen nach dem Umesterungsverfahren |
| DE102004022673A1 (de) * | 2004-05-07 | 2005-11-24 | Bayer Materialscience Ag | Copolycarbonate mit verbesserter Fließfähigkeit |
| DE502005009170D1 (de) | 2004-06-24 | 2010-04-22 | Bayer Materialscience Ag | Thermostabilisierte Polycarbonat-Zusammensetzungen |
| DE502005009267D1 (de) * | 2004-07-01 | 2010-05-06 | Bayer Materialscience Ag | Inhibierung von katalytisch aktiven Verunreinigungen in Polycarbonat nach dem Schmelzeumesterungsverfahren |
| DE102004061713A1 (de) | 2004-12-22 | 2006-07-20 | Bayer Materialscience Ag | Polycarbonate mit guter Benetzbarkeit |
| CN102731763B (zh) * | 2007-07-31 | 2014-11-05 | 三菱化学株式会社 | 聚碳酸酯树脂及其制备方法 |
-
2008
- 2008-04-18 DE DE102008019503A patent/DE102008019503A1/de not_active Withdrawn
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- 2009-04-09 KR KR1020107023078A patent/KR101669684B1/ko not_active Expired - Fee Related
- 2009-04-09 EP EP09733376A patent/EP2268706B1/de active Active
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Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| TWI225869B (en) * | 2001-03-26 | 2005-01-01 | Bayer Ag | Polycarbonate having a low shear thinning behavior |
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|---|---|
| CN102007161A (zh) | 2011-04-06 |
| TW201004999A (en) | 2010-02-01 |
| JP5620367B2 (ja) | 2014-11-05 |
| CN102007161B (zh) | 2013-02-06 |
| KR101669684B1 (ko) | 2016-10-27 |
| US20110040066A1 (en) | 2011-02-17 |
| RU2496801C9 (ru) | 2014-07-10 |
| WO2009127366A1 (de) | 2009-10-22 |
| JP2011516700A (ja) | 2011-05-26 |
| DE102008019503A1 (de) | 2009-10-22 |
| RU2496801C2 (ru) | 2013-10-27 |
| KR20100133436A (ko) | 2010-12-21 |
| PL2268706T3 (pl) | 2013-02-28 |
| ES2394418T3 (es) | 2013-01-31 |
| EP2268706A1 (de) | 2011-01-05 |
| US8158745B2 (en) | 2012-04-17 |
| EP2268706B1 (de) | 2012-10-03 |
| RU2010146694A (ru) | 2012-05-27 |
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