RU2496801C9 - Поликарбонаты с улучшенной текучестью, содержащие перегруппированные структуры, циклические и линейные олигомеры - Google Patents
Поликарбонаты с улучшенной текучестью, содержащие перегруппированные структуры, циклические и линейные олигомерыInfo
- Publication number
- RU2496801C9 RU2496801C9 RU2010146694/04A RU2010146694A RU2496801C9 RU 2496801 C9 RU2496801 C9 RU 2496801C9 RU 2010146694/04 A RU2010146694/04 A RU 2010146694/04A RU 2010146694 A RU2010146694 A RU 2010146694A RU 2496801 C9 RU2496801 C9 RU 2496801C9
- Authority
- RU
- Russia
- Prior art keywords
- polycarbonate
- mol
- heterogeneity
- molecular weight
- carbon atoms
- Prior art date
Links
- 229920000515 polycarbonate Polymers 0.000 title claims abstract description 89
- 239000004417 polycarbonate Substances 0.000 title claims abstract description 89
- 125000004122 cyclic group Chemical group 0.000 title claims abstract description 13
- 239000001257 hydrogen Substances 0.000 claims abstract description 15
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 15
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract description 11
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 10
- 229910052736 halogen Inorganic materials 0.000 claims abstract description 5
- 150000002367 halogens Chemical group 0.000 claims abstract description 5
- -1 3,3,5-trimethylcyclohexyl Chemical group 0.000 claims description 59
- 125000004432 carbon atom Chemical group C* 0.000 claims description 42
- 150000001875 compounds Chemical class 0.000 claims description 37
- 239000000203 mixture Substances 0.000 claims description 34
- 125000000217 alkyl group Chemical group 0.000 claims description 21
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical class C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 claims description 13
- 125000002947 alkylene group Chemical group 0.000 claims description 3
- 125000001118 alkylidene group Chemical group 0.000 claims description 3
- 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 description 2
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims 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 claims description 2
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 2
- 229910052794 bromium Inorganic materials 0.000 claims description 2
- 229910052799 carbon Inorganic materials 0.000 claims description 2
- 239000000460 chlorine Substances 0.000 claims description 2
- 229910052801 chlorine Inorganic materials 0.000 claims description 2
- 125000000654 isopropylidene group Chemical group C(C)(C)=* 0.000 claims description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 1
- 125000004429 atom Chemical group 0.000 claims 1
- 239000000126 substance Substances 0.000 abstract description 9
- 230000000694 effects Effects 0.000 abstract description 2
- 125000004209 (C1-C8) alkyl group Chemical group 0.000 abstract 2
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 abstract 1
- 125000003161 (C1-C6) alkylene group Chemical group 0.000 abstract 1
- 239000000155 melt Substances 0.000 description 25
- 150000002148 esters Chemical class 0.000 description 24
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 22
- 239000000047 product Substances 0.000 description 22
- 239000002253 acid Substances 0.000 description 20
- 239000003054 catalyst Substances 0.000 description 17
- 239000000654 additive Substances 0.000 description 16
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 14
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 14
- 230000015572 biosynthetic process Effects 0.000 description 14
- 229920000642 polymer Polymers 0.000 description 14
- 125000005028 dihydroxyaryl group Chemical group 0.000 description 13
- 238000003786 synthesis reaction Methods 0.000 description 13
- 125000003118 aryl group Chemical group 0.000 description 11
- 238000006243 chemical reaction Methods 0.000 description 11
- 238000000034 method Methods 0.000 description 11
- 239000003153 chemical reaction reagent Substances 0.000 description 10
- 239000003112 inhibitor Substances 0.000 description 10
- 239000000178 monomer Substances 0.000 description 10
- 239000002904 solvent Substances 0.000 description 10
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 10
- 238000004519 manufacturing process Methods 0.000 description 9
- 238000005809 transesterification reaction Methods 0.000 description 9
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 8
- 239000000243 solution Substances 0.000 description 8
- 150000007513 acids Chemical class 0.000 description 7
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 7
- 238000009835 boiling Methods 0.000 description 7
- ROORDVPLFPIABK-UHFFFAOYSA-N diphenyl carbonate Chemical compound C=1C=CC=CC=1OC(=O)OC1=CC=CC=C1 ROORDVPLFPIABK-UHFFFAOYSA-N 0.000 description 7
- 238000009826 distribution Methods 0.000 description 7
- 238000001704 evaporation Methods 0.000 description 7
- 230000008020 evaporation Effects 0.000 description 7
- 235000011007 phosphoric acid Nutrition 0.000 description 7
- 230000008569 process Effects 0.000 description 7
- LBLYYCQCTBFVLH-UHFFFAOYSA-N 2-Methylbenzenesulfonic acid Chemical compound CC1=CC=CC=C1S(O)(=O)=O LBLYYCQCTBFVLH-UHFFFAOYSA-N 0.000 description 6
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- 230000002378 acidificating effect Effects 0.000 description 6
- 150000001450 anions Chemical class 0.000 description 6
- 230000000052 comparative effect Effects 0.000 description 6
- 238000005516 engineering process Methods 0.000 description 6
- 230000001965 increasing effect Effects 0.000 description 6
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 5
- 125000005157 alkyl carboxy group Chemical group 0.000 description 5
- 238000006068 polycondensation reaction Methods 0.000 description 5
- 238000012545 processing Methods 0.000 description 5
- 150000003839 salts Chemical class 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
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical class [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 4
- 230000009471 action Effects 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
- 229940092714 benzenesulfonic acid Drugs 0.000 description 4
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 4
- 229940106691 bisphenol a Drugs 0.000 description 4
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 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
- 150000002431 hydrogen Chemical class 0.000 description 4
- 239000000546 pharmaceutical excipient Substances 0.000 description 4
- 150000004714 phosphonium salts Chemical class 0.000 description 4
- 229940005657 pyrophosphoric acid Drugs 0.000 description 4
- 239000011541 reaction mixture Substances 0.000 description 4
- 239000007787 solid Substances 0.000 description 4
- 239000007858 starting material Substances 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 3
- 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
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 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
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-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
- 239000003513 alkali Substances 0.000 description 3
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 3
- 150000008107 benzenesulfonic acids Chemical class 0.000 description 3
- 239000004305 biphenyl Substances 0.000 description 3
- 150000001768 cations Chemical class 0.000 description 3
- 150000001805 chlorine compounds 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
- 238000007872 degassing Methods 0.000 description 3
- 238000004821 distillation Methods 0.000 description 3
- 229940060296 dodecylbenzenesulfonic acid Drugs 0.000 description 3
- 239000000945 filler Substances 0.000 description 3
- 239000011521 glass Substances 0.000 description 3
- 239000003365 glass fiber Substances 0.000 description 3
- 238000004128 high performance liquid chromatography Methods 0.000 description 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 3
- 238000001746 injection moulding Methods 0.000 description 3
- 150000002500 ions Chemical class 0.000 description 3
- 238000002844 melting Methods 0.000 description 3
- 230000008018 melting Effects 0.000 description 3
- 229910052759 nickel Inorganic materials 0.000 description 3
- 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 3
- 239000004033 plastic Substances 0.000 description 3
- 229920003023 plastic Polymers 0.000 description 3
- 229920000137 polyphosphoric acid Polymers 0.000 description 3
- RUOJZAUFBMNUDX-UHFFFAOYSA-N propylene carbonate Chemical compound CC1COC(=O)O1 RUOJZAUFBMNUDX-UHFFFAOYSA-N 0.000 description 3
- 239000002994 raw material Substances 0.000 description 3
- 239000011734 sodium Substances 0.000 description 3
- 229910052708 sodium Inorganic materials 0.000 description 3
- 235000011121 sodium hydroxide Nutrition 0.000 description 3
- 239000000758 substrate Substances 0.000 description 3
- 238000005406 washing Methods 0.000 description 3
- VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 239000005711 Benzoic acid Substances 0.000 description 2
- KMTRUDSVKNLOMY-UHFFFAOYSA-N Ethylene carbonate Chemical compound O=C1OCCO1 KMTRUDSVKNLOMY-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
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- 229910019142 PO4 Inorganic materials 0.000 description 2
- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 2
- 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 2
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 2
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical class OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 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
- MCMNRKCIXSYSNV-UHFFFAOYSA-N Zirconium dioxide Chemical compound O=[Zr]=O MCMNRKCIXSYSNV-UHFFFAOYSA-N 0.000 description 2
- 238000010521 absorption reaction Methods 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
- 125000001931 aliphatic group Chemical group 0.000 description 2
- 150000001342 alkaline earth metals Chemical class 0.000 description 2
- 150000004703 alkoxides Chemical class 0.000 description 2
- 125000002877 alkyl aryl group Chemical group 0.000 description 2
- 229910045601 alloy Inorganic materials 0.000 description 2
- 239000000956 alloy Substances 0.000 description 2
- 238000000149 argon plasma sintering Methods 0.000 description 2
- 125000003710 aryl alkyl group Chemical group 0.000 description 2
- TZCXTZWJZNENPQ-UHFFFAOYSA-L barium sulfate Chemical compound [Ba+2].[O-]S([O-])(=O)=O TZCXTZWJZNENPQ-UHFFFAOYSA-L 0.000 description 2
- 239000002585 base Substances 0.000 description 2
- 235000010233 benzoic acid Nutrition 0.000 description 2
- 235000010290 biphenyl Nutrition 0.000 description 2
- 125000006267 biphenyl group Chemical group 0.000 description 2
- 239000004327 boric acid Substances 0.000 description 2
- 230000008859 change Effects 0.000 description 2
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 2
- 238000003776 cleavage reaction Methods 0.000 description 2
- 238000009833 condensation Methods 0.000 description 2
- 230000005494 condensation Effects 0.000 description 2
- 239000013078 crystal Substances 0.000 description 2
- 150000001924 cycloalkanes Chemical class 0.000 description 2
- 125000000753 cycloalkyl group Chemical group 0.000 description 2
- 230000009849 deactivation Effects 0.000 description 2
- 238000013461 design Methods 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 229940093915 gynecological organic acid Drugs 0.000 description 2
- 239000012760 heat stabilizer Substances 0.000 description 2
- 125000004464 hydroxyphenyl group Chemical group 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
- 229910052500 inorganic mineral Inorganic materials 0.000 description 2
- 238000002955 isolation Methods 0.000 description 2
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical class OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- RLSSMJSEOOYNOY-UHFFFAOYSA-N m-cresol Chemical compound CC1=CC=CC(O)=C1 RLSSMJSEOOYNOY-UHFFFAOYSA-N 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
- 239000011707 mineral Substances 0.000 description 2
- 235000010755 mineral Nutrition 0.000 description 2
- 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
- WTBAHSZERDXKKZ-UHFFFAOYSA-N octadecanoyl chloride Chemical compound CCCCCCCCCCCCCCCCCC(Cl)=O WTBAHSZERDXKKZ-UHFFFAOYSA-N 0.000 description 2
- 150000007524 organic acids Chemical class 0.000 description 2
- 235000005985 organic acids Nutrition 0.000 description 2
- IWDCLRJOBJJRNH-UHFFFAOYSA-N p-cresol Chemical compound CC1=CC=C(O)C=C1 IWDCLRJOBJJRNH-UHFFFAOYSA-N 0.000 description 2
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 2
- 235000021317 phosphate Nutrition 0.000 description 2
- 229910052698 phosphorus Inorganic materials 0.000 description 2
- 239000011574 phosphorus Substances 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 230000001681 protective effect Effects 0.000 description 2
- 239000000376 reactant Substances 0.000 description 2
- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 2
- 230000007017 scission Effects 0.000 description 2
- AJPJDKMHJJGVTQ-UHFFFAOYSA-M sodium dihydrogen phosphate Chemical compound [Na+].OP(O)([O-])=O AJPJDKMHJJGVTQ-UHFFFAOYSA-M 0.000 description 2
- 239000003381 stabilizer Substances 0.000 description 2
- 229910001220 stainless steel Inorganic materials 0.000 description 2
- 150000003613 toluenes Chemical class 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
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 description 1
- RZVXQGKUWOWXNA-UHFFFAOYSA-N 1-hydroxypropyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OC(O)CC RZVXQGKUWOWXNA-UHFFFAOYSA-N 0.000 description 1
- 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 1
- KZCKHXBSKVTKSU-UHFFFAOYSA-N 2-hydroxybenzoic acid oxalic acid Chemical compound OC(=O)C(O)=O.OC(=O)c1ccccc1O KZCKHXBSKVTKSU-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
- KSYGTCNPCHQRKM-UHFFFAOYSA-N 4-[2-(4-hydroxyphenyl)propan-2-yl]phenol Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1.C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 KSYGTCNPCHQRKM-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical class [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
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- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
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- AQSJGOWTSHOLKH-UHFFFAOYSA-N phosphite(3-) Chemical class [O-]P([O-])[O-] AQSJGOWTSHOLKH-UHFFFAOYSA-N 0.000 description 1
- 150000003008 phosphonic acid esters Chemical class 0.000 description 1
- XYFCBTPGUUZFHI-UHFFFAOYSA-O phosphonium Chemical class [PH4+] XYFCBTPGUUZFHI-UHFFFAOYSA-O 0.000 description 1
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- 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 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- XVHQFGPOVXTXPD-UHFFFAOYSA-M tetraphenylphosphanium;hydroxide Chemical compound [OH-].C1=CC=CC=C1[P+](C=1C=CC=CC=1)(C=1C=CC=CC=1)C1=CC=CC=C1 XVHQFGPOVXTXPD-UHFFFAOYSA-M 0.000 description 1
- WAGFXJQAIZNSEQ-UHFFFAOYSA-M tetraphenylphosphonium chloride Chemical compound [Cl-].C1=CC=CC=C1[P+](C=1C=CC=CC=1)(C=1C=CC=CC=1)C1=CC=CC=C1 WAGFXJQAIZNSEQ-UHFFFAOYSA-M 0.000 description 1
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Classifications
-
- 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 (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE102008019503A DE102008019503A1 (de) | 2008-04-18 | 2008-04-18 | Polycarbonate mit Umlagerungsstrukturen, cyclischen und linearen Oligomeren sowie verbessertem Fließverhalten |
| DE102008019503.0 | 2008-04-18 | ||
| PCT/EP2009/002662 WO2009127366A1 (de) | 2008-04-18 | 2009-04-09 | Polycarbonate mit umlagerungsstrukturen, cyclischen und linearen oligomeren sowie verbessertem fliessverhalten |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| RU2010146694A RU2010146694A (ru) | 2012-05-27 |
| RU2496801C2 RU2496801C2 (ru) | 2013-10-27 |
| RU2496801C9 true RU2496801C9 (ru) | 2014-07-10 |
Family
ID=40765591
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RU2010146694/04A RU2496801C9 (ru) | 2008-04-18 | 2009-04-09 | Поликарбонаты с улучшенной текучестью, содержащие перегруппированные структуры, циклические и линейные олигомеры |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US8158745B2 (https=) |
| EP (1) | EP2268706B1 (https=) |
| JP (1) | JP5620367B2 (https=) |
| KR (1) | KR101669684B1 (https=) |
| CN (1) | CN102007161B (https=) |
| DE (1) | DE102008019503A1 (https=) |
| ES (1) | ES2394418T3 (https=) |
| PL (1) | PL2268706T3 (https=) |
| RU (1) | RU2496801C9 (https=) |
| TW (1) | TWI481641B (https=) |
| WO (1) | WO2009127366A1 (https=) |
Families Citing this family (26)
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|---|---|---|---|---|
| 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 |
| KR102159520B1 (ko) * | 2012-11-17 | 2020-09-24 | 미츠비시 가스 가가쿠 가부시키가이샤 | 고분자량화된 방향족 폴리카보네이트 수지의 제조 방법 |
| HK1211969A1 (en) | 2012-11-17 | 2016-06-03 | 三菱瓦斯化学株式会社 | Aromatic polycarbonate resin composition |
| WO2014077342A1 (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 |
| CN105658698B (zh) * | 2013-10-08 | 2018-09-18 | 科思创德国股份有限公司 | 制备聚硅氧烷-聚碳酸酯嵌段共缩合物的方法 |
| ES2751459T3 (es) | 2013-10-08 | 2020-03-31 | Covestro Deutschland Ag | Preparación de copolicarbonatos de bloques que contienen siloxano por medio de extrusión reactiva |
| EP3055342B1 (en) | 2013-10-08 | 2026-03-04 | Covestro Deutschland AG | Process for preparing polysiloxane-polycarbonate block cocondensates using a salt of a weak acid |
| KR102257689B1 (ko) * | 2013-10-08 | 2021-05-31 | 코베스트로 도이칠란트 아게 | 폴리실록산-폴리카보네이트 블록 공축합물 |
| EP3099731B1 (en) | 2014-01-30 | 2017-11-22 | Covestro Deutschland 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 |
| JP6615865B2 (ja) * | 2014-08-01 | 2019-12-04 | コベストロ、ドイチュラント、アクチエンゲゼルシャフト | 環状および直鎖状オリゴマーならびに改善した光学特性を有するコポリカーボネート組成物 |
| WO2016016418A1 (de) * | 2014-08-01 | 2016-02-04 | Covestro Deutschland Ag | Copolycarbonat-zusammensetzungen mit verzweigungsstrukturen und cyclischen oligomeren und verbesserten rheologischen eigenschaften |
| WO2016016422A1 (de) * | 2014-08-01 | 2016-02-04 | Covestro Deutschland Ag | 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 |
| TWI687485B (zh) * | 2015-01-20 | 2020-03-11 | 德商科思創德意志股份有限公司 | 包含玻璃纖維與含矽氧烷之聚碳酸酯嵌段共聚物的阻燃模塑組成物 |
| EP3247742B1 (de) * | 2015-01-20 | 2020-12-16 | Covestro Intellectual Property GmbH & Co. KG | Flammgeschützte formmassen enthaltend siloxan-haltiges polycarbonat-blockcokondensat |
| KR20170134408A (ko) | 2015-04-07 | 2017-12-06 | 코베스트로 도이칠란트 아게 | 폴리실록산과 디히드록시디페닐시클로알칸-기반 (코)폴리카르보네이트의 블록 공축합물 |
| US20190085123A1 (en) * | 2016-03-30 | 2019-03-21 | Mitsubishi Gas Chemical Company, Inc. | Aromatic polycarbonate resin composition and aromatic polycarbonate resin manufacturing method |
| EP3464471B1 (de) | 2016-06-03 | 2021-10-06 | Covestro Intellectual Property GmbH & Co. KG | Mehrschichtverbundwerkstoff enthaltend spezielle copolycarbonate als matrixmaterial |
| EP3504272B1 (de) | 2016-08-24 | 2020-09-23 | Covestro Intellectual Property GmbH & Co. KG | Polycarbonatzusammensetzung umfassend talk |
| JP2020502342A (ja) | 2016-12-19 | 2020-01-23 | 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 | 相溶化剤を用いたシロキサン含有ブロックコポリカーボネートの製造 |
| EP3581605A1 (de) | 2018-06-14 | 2019-12-18 | Covestro Deutschland AG | Schmelzeumesterungsverfahren zur gleichzeitigen herstellung mindestens zweier verschiedenartiger polycarbonate in einer produktionsanlage |
| ES2933516T3 (es) | 2019-04-02 | 2023-02-09 | Covestro Deutschland Ag | Co-policarbonatos en bloque que contienen siloxano con un tamaño de dominio pequeño |
| EP4526369B1 (de) | 2022-05-17 | 2026-03-04 | Covestro Deutschland AG | Polysiloxan-polycarbonat-blockcokondesate aus speziell terminierten siloxanblöcken |
Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2000037531A1 (en) * | 1998-12-18 | 2000-06-29 | General Electric Company | Method for the preparation of bisphenol-a polycarbonate with reduced levels of fries |
| US6228973B1 (en) * | 2000-06-02 | 2001-05-08 | General Electric Company | Method for preparing high molecular weight polycarbonate |
| US6548623B2 (en) * | 2001-07-24 | 2003-04-15 | General Electric Company | Method of polycarbonate preparation |
| WO2003095521A1 (en) * | 2002-05-08 | 2003-11-20 | General Electric Company | Multiwall polycarbonate sheet and method for its production |
| RU2009106856A (ru) * | 2007-07-31 | 2010-09-10 | Мицубиси Кемикал Корпорейшн (Jp) | Поликарбонатные смолы и способы их получения |
Family Cites Families (30)
| 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 (https=) | 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 |
| DE4447422C2 (de) | 1994-12-30 | 1996-10-31 | Fischer Karl Ind Gmbh | Reaktorvorrichtung für fließfähige Medien |
| DE59505196D1 (de) | 1994-12-30 | 1999-04-08 | Fischer Karl Ind Gmbh | Reaktorvorrichtung für fliessfähige und höherviskose Medien |
| JPH11158262A (ja) | 1997-11-28 | 1999-06-15 | Hitachi Ltd | ポリカーボネートの製造方法 |
| EP0953605B1 (en) | 1998-04-28 | 2004-09-15 | Teijin Limited | Flow improved polycarbonate composition |
| 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 |
| 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 |
| DE10122496A1 (de) * | 2001-03-26 | 2002-10-10 | Bayer Ag | Polycarbonat mit geringem Scherentzähungsverhalten |
| DE10119851A1 (de) | 2001-04-24 | 2002-10-31 | Bayer Ag | Verfahren zur kontinuierlichen Herstellung von Polycarbonaten nach dem Schmelzumesterungsverfahren |
| 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 |
| 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 |
| EP1609818B1 (de) | 2004-06-24 | 2010-03-10 | Bayer MaterialScience AG | Thermostabilisierte Polycarbonat-Zusammensetzungen |
| EP1612231B1 (de) * | 2004-07-01 | 2010-03-24 | 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 |
-
2008
- 2008-04-18 DE DE102008019503A patent/DE102008019503A1/de not_active Withdrawn
-
2009
- 2009-04-09 WO PCT/EP2009/002662 patent/WO2009127366A1/de not_active Ceased
- 2009-04-09 KR KR1020107023078A patent/KR101669684B1/ko not_active Expired - Fee Related
- 2009-04-09 PL PL09733376T patent/PL2268706T3/pl unknown
- 2009-04-09 EP EP09733376A patent/EP2268706B1/de active Active
- 2009-04-09 ES ES09733376T patent/ES2394418T3/es active Active
- 2009-04-09 CN CN2009801136222A patent/CN102007161B/zh active Active
- 2009-04-09 RU RU2010146694/04A patent/RU2496801C9/ru not_active IP Right Cessation
- 2009-04-09 JP JP2011504358A patent/JP5620367B2/ja not_active Expired - Fee Related
- 2009-04-09 US US12/988,456 patent/US8158745B2/en active Active
- 2009-04-17 TW TW098112728A patent/TWI481641B/zh not_active IP Right Cessation
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2000037531A1 (en) * | 1998-12-18 | 2000-06-29 | General Electric Company | Method for the preparation of bisphenol-a polycarbonate with reduced levels of fries |
| US6228973B1 (en) * | 2000-06-02 | 2001-05-08 | General Electric Company | Method for preparing high molecular weight polycarbonate |
| US6548623B2 (en) * | 2001-07-24 | 2003-04-15 | General Electric Company | Method of polycarbonate preparation |
| WO2003095521A1 (en) * | 2002-05-08 | 2003-11-20 | General Electric Company | Multiwall polycarbonate sheet and method for its production |
| RU2009106856A (ru) * | 2007-07-31 | 2010-09-10 | Мицубиси Кемикал Корпорейшн (Jp) | Поликарбонатные смолы и способы их получения |
Also Published As
| Publication number | Publication date |
|---|---|
| ES2394418T3 (es) | 2013-01-31 |
| JP5620367B2 (ja) | 2014-11-05 |
| KR101669684B1 (ko) | 2016-10-27 |
| US20110040066A1 (en) | 2011-02-17 |
| DE102008019503A1 (de) | 2009-10-22 |
| RU2496801C2 (ru) | 2013-10-27 |
| TWI481641B (zh) | 2015-04-21 |
| CN102007161B (zh) | 2013-02-06 |
| CN102007161A (zh) | 2011-04-06 |
| PL2268706T3 (pl) | 2013-02-28 |
| US8158745B2 (en) | 2012-04-17 |
| EP2268706B1 (de) | 2012-10-03 |
| EP2268706A1 (de) | 2011-01-05 |
| JP2011516700A (ja) | 2011-05-26 |
| RU2010146694A (ru) | 2012-05-27 |
| WO2009127366A1 (de) | 2009-10-22 |
| KR20100133436A (ko) | 2010-12-21 |
| TW201004999A (en) | 2010-02-01 |
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