ES2424165T3 - Método para la producción de copolicarbonato/fosfonatos de bloques y composiciones de los mismos - Google Patents
Método para la producción de copolicarbonato/fosfonatos de bloques y composiciones de los mismos Download PDFInfo
- Publication number
- ES2424165T3 ES2424165T3 ES06840049T ES06840049T ES2424165T3 ES 2424165 T3 ES2424165 T3 ES 2424165T3 ES 06840049 T ES06840049 T ES 06840049T ES 06840049 T ES06840049 T ES 06840049T ES 2424165 T3 ES2424165 T3 ES 2424165T3
- Authority
- ES
- Spain
- Prior art keywords
- phenol
- stage
- phosphonate
- predominantly
- oligocarbonate
- 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.)
- Active
Links
- 238000000034 method Methods 0.000 title claims abstract description 78
- ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical class OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 title claims abstract description 38
- 239000000203 mixture Substances 0.000 title claims description 74
- 238000004519 manufacturing process Methods 0.000 title description 6
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 claims abstract description 85
- -1 alkyl phosphonic acid diaryl ester Chemical class 0.000 claims abstract description 73
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims abstract description 65
- UEZVMMHDMIWARA-UHFFFAOYSA-M phosphonate Chemical compound [O-]P(=O)=O UEZVMMHDMIWARA-UHFFFAOYSA-M 0.000 claims abstract description 59
- 229930185605 Bisphenol Natural products 0.000 claims abstract description 52
- 229920000515 polycarbonate Polymers 0.000 claims description 60
- 239000004417 polycarbonate Substances 0.000 claims description 57
- 239000003054 catalyst Substances 0.000 claims description 53
- 229920000642 polymer Polymers 0.000 claims description 51
- 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 claims description 41
- 239000002253 acid Substances 0.000 claims description 39
- 150000002989 phenols Chemical class 0.000 claims description 25
- 238000005809 transesterification reaction Methods 0.000 claims description 25
- ROORDVPLFPIABK-UHFFFAOYSA-N diphenyl carbonate Chemical compound C=1C=CC=CC=1OC(=O)OC1=CC=CC=C1 ROORDVPLFPIABK-UHFFFAOYSA-N 0.000 claims description 23
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims description 13
- 229910052698 phosphorus Inorganic materials 0.000 claims description 13
- 239000011574 phosphorus Substances 0.000 claims description 13
- NESLWCLHZZISNB-UHFFFAOYSA-M sodium phenolate Chemical compound [Na+].[O-]C1=CC=CC=C1 NESLWCLHZZISNB-UHFFFAOYSA-M 0.000 claims description 13
- 239000004793 Polystyrene Substances 0.000 claims description 5
- 238000010438 heat treatment Methods 0.000 claims description 5
- YCWSUKQGVSGXJO-NTUHNPAUSA-N nifuroxazide Chemical group C1=CC(O)=CC=C1C(=O)N\N=C\C1=CC=C([N+]([O-])=O)O1 YCWSUKQGVSGXJO-NTUHNPAUSA-N 0.000 claims description 5
- 229920002223 polystyrene Polymers 0.000 claims description 5
- 150000002148 esters Chemical class 0.000 claims description 4
- 229920002635 polyurethane Polymers 0.000 claims description 4
- 239000004814 polyurethane Substances 0.000 claims description 4
- 229920000106 Liquid crystal polymer Polymers 0.000 claims description 3
- 239000004952 Polyamide Substances 0.000 claims description 3
- 229920002732 Polyanhydride Polymers 0.000 claims description 3
- 239000004698 Polyethylene Substances 0.000 claims description 3
- 239000004743 Polypropylene Substances 0.000 claims description 3
- 229920002396 Polyurea Polymers 0.000 claims description 3
- XECAHXYUAAWDEL-UHFFFAOYSA-N acrylonitrile butadiene styrene Chemical class C=CC=C.C=CC#N.C=CC1=CC=CC=C1 XECAHXYUAAWDEL-UHFFFAOYSA-N 0.000 claims description 3
- 229920000122 acrylonitrile butadiene styrene Polymers 0.000 claims description 3
- 229920002678 cellulose Polymers 0.000 claims description 3
- 239000001913 cellulose Substances 0.000 claims description 3
- 229920000058 polyacrylate Polymers 0.000 claims description 3
- 229920002239 polyacrylonitrile Polymers 0.000 claims description 3
- 229920002647 polyamide Polymers 0.000 claims description 3
- 229920001230 polyarylate Polymers 0.000 claims description 3
- 229920000573 polyethylene Polymers 0.000 claims description 3
- 229920001155 polypropylene Polymers 0.000 claims description 3
- 229920000915 polyvinyl chloride Polymers 0.000 claims description 3
- 239000004800 polyvinyl chloride Substances 0.000 claims description 3
- 229920006395 saturated elastomer Polymers 0.000 claims description 3
- 229920006305 unsaturated polyester Polymers 0.000 claims description 3
- XQUPVDVFXZDTLT-UHFFFAOYSA-N 1-[4-[[4-(2,5-dioxopyrrol-1-yl)phenyl]methyl]phenyl]pyrrole-2,5-dione Chemical compound O=C1C=CC(=O)N1C(C=C1)=CC=C1CC1=CC=C(N2C(C=CC2=O)=O)C=C1 XQUPVDVFXZDTLT-UHFFFAOYSA-N 0.000 claims description 2
- 239000004642 Polyimide Substances 0.000 claims description 2
- 229920003192 poly(bis maleimide) Polymers 0.000 claims description 2
- 229920000570 polyether Polymers 0.000 claims description 2
- 229920001721 polyimide Polymers 0.000 claims description 2
- OMIHGPLIXGGMJB-UHFFFAOYSA-N 7-oxabicyclo[4.1.0]hepta-1,3,5-triene Chemical class C1=CC=C2OC2=C1 OMIHGPLIXGGMJB-UHFFFAOYSA-N 0.000 claims 1
- ODPYDILFQYARBK-UHFFFAOYSA-N 7-thiabicyclo[4.1.0]hepta-1,3,5-triene Chemical class C1=CC=C2SC2=C1 ODPYDILFQYARBK-UHFFFAOYSA-N 0.000 claims 1
- 229920000647 polyepoxide Polymers 0.000 claims 1
- 229920001567 vinyl ester resin Polymers 0.000 claims 1
- 238000006243 chemical reaction Methods 0.000 description 41
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 27
- 206010061218 Inflammation Diseases 0.000 description 26
- 230000004054 inflammatory process Effects 0.000 description 26
- 239000011541 reaction mixture Substances 0.000 description 26
- 125000003118 aryl group Chemical group 0.000 description 24
- 238000004821 distillation Methods 0.000 description 21
- 230000015572 biosynthetic process Effects 0.000 description 17
- 238000003786 synthesis reaction Methods 0.000 description 17
- 239000000126 substance Substances 0.000 description 15
- 239000000463 material Substances 0.000 description 14
- 239000004305 biphenyl Chemical group 0.000 description 12
- 235000010290 biphenyl Nutrition 0.000 description 12
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Chemical group C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 12
- YACKEPLHDIMKIO-UHFFFAOYSA-N methylphosphonic acid Chemical compound CP(O)(O)=O YACKEPLHDIMKIO-UHFFFAOYSA-N 0.000 description 10
- 238000000926 separation method Methods 0.000 description 10
- 239000002904 solvent Substances 0.000 description 9
- 125000000217 alkyl group Chemical group 0.000 description 8
- 239000006085 branching agent Substances 0.000 description 8
- 239000000243 solution Substances 0.000 description 8
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 7
- 125000004432 carbon atom Chemical group C* 0.000 description 7
- 238000012733 comparative method Methods 0.000 description 7
- 229920001577 copolymer Polymers 0.000 description 7
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- 150000001875 compounds Chemical class 0.000 description 6
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 6
- 238000002360 preparation method Methods 0.000 description 6
- 125000003837 (C1-C20) alkyl group Chemical group 0.000 description 5
- 150000004820 halides Chemical class 0.000 description 5
- 238000010992 reflux Methods 0.000 description 5
- WVDDGKGOMKODPV-UHFFFAOYSA-N Benzyl alcohol Chemical compound OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 description 4
- 239000004425 Makrolon Substances 0.000 description 4
- 150000008378 aryl ethers Chemical class 0.000 description 4
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 4
- 125000004093 cyano group Chemical group *C#N 0.000 description 4
- 239000000155 melt Substances 0.000 description 4
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 4
- 125000005496 phosphonium group Chemical group 0.000 description 4
- 125000001424 substituent group Chemical group 0.000 description 4
- VPWNQTHUCYMVMZ-UHFFFAOYSA-N 4,4'-sulfonyldiphenol Chemical class C1=CC(O)=CC=C1S(=O)(=O)C1=CC=C(O)C=C1 VPWNQTHUCYMVMZ-UHFFFAOYSA-N 0.000 description 3
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 3
- HPUPGAFDTWIMBR-UHFFFAOYSA-N [methyl(phenoxy)phosphoryl]oxybenzene Chemical compound C=1C=CC=CC=1OP(=O)(C)OC1=CC=CC=C1 HPUPGAFDTWIMBR-UHFFFAOYSA-N 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- MHDVGSVTJDSBDK-UHFFFAOYSA-N dibenzyl ether Chemical compound C=1C=CC=CC=1COCC1=CC=CC=C1 MHDVGSVTJDSBDK-UHFFFAOYSA-N 0.000 description 3
- 229920006351 engineering plastic Polymers 0.000 description 3
- 229910052731 fluorine Inorganic materials 0.000 description 3
- 229910052739 hydrogen Inorganic materials 0.000 description 3
- 239000001257 hydrogen Substances 0.000 description 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 3
- 230000003301 hydrolyzing effect Effects 0.000 description 3
- 239000000178 monomer Substances 0.000 description 3
- 229940031826 phenolate Drugs 0.000 description 3
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 3
- 230000009467 reduction Effects 0.000 description 3
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 3
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 description 2
- KBPLFHHGFOOTCA-UHFFFAOYSA-N 1-Octanol Chemical compound CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 description 2
- 125000004203 4-hydroxyphenyl group Chemical group [H]OC1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 2
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 2
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 description 2
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
- DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 description 2
- 239000004676 acrylonitrile butadiene styrene Substances 0.000 description 2
- 150000001450 anions Chemical class 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 125000000753 cycloalkyl group Chemical group 0.000 description 2
- 230000003247 decreasing effect Effects 0.000 description 2
- 238000009826 distribution Methods 0.000 description 2
- 239000000975 dye Substances 0.000 description 2
- 230000002349 favourable effect Effects 0.000 description 2
- 239000011737 fluorine Substances 0.000 description 2
- 238000005227 gel permeation chromatography Methods 0.000 description 2
- 230000009477 glass transition Effects 0.000 description 2
- ZSIAUFGUXNUGDI-UHFFFAOYSA-N hexan-1-ol Chemical compound CCCCCCO ZSIAUFGUXNUGDI-UHFFFAOYSA-N 0.000 description 2
- 229930195733 hydrocarbon Natural products 0.000 description 2
- 150000002430 hydrocarbons Chemical class 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 2
- LVLZXBIWQHFREA-UHFFFAOYSA-N phenol;phosphane Chemical class [PH4+].[O-]C1=CC=CC=C1 LVLZXBIWQHFREA-UHFFFAOYSA-N 0.000 description 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-M phenolate Chemical compound [O-]C1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-M 0.000 description 2
- 229920001290 polyvinyl ester Polymers 0.000 description 2
- 230000035484 reaction time Effects 0.000 description 2
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 2
- 230000000717 retained effect Effects 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- CQOZJDNCADWEKH-UHFFFAOYSA-N 2-[3,3-bis(2-hydroxyphenyl)propyl]phenol Chemical compound OC1=CC=CC=C1CCC(C=1C(=CC=CC=1)O)C1=CC=CC=C1O CQOZJDNCADWEKH-UHFFFAOYSA-N 0.000 description 1
- VZQSBJKDSWXLKX-UHFFFAOYSA-N 3-(3-hydroxyphenyl)phenol Chemical compound OC1=CC=CC(C=2C=C(O)C=CC=2)=C1 VZQSBJKDSWXLKX-UHFFFAOYSA-N 0.000 description 1
- DXADWKPCWTXPOY-UHFFFAOYSA-N 3-[(3-hydroxyphenyl)methyl]phenol Chemical compound OC1=CC=CC(CC=2C=C(O)C=CC=2)=C1 DXADWKPCWTXPOY-UHFFFAOYSA-N 0.000 description 1
- RXNYJUSEXLAVNQ-UHFFFAOYSA-N 4,4'-Dihydroxybenzophenone Chemical compound C1=CC(O)=CC=C1C(=O)C1=CC=C(O)C=C1 RXNYJUSEXLAVNQ-UHFFFAOYSA-N 0.000 description 1
- 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 1
- ZVCDIDHRGYCQDA-UHFFFAOYSA-N 4-[1-[6,6-bis(4-hydroxyphenyl)cyclohexa-2,4-dien-1-yl]-2,2,2-trifluoro-1-(4-hydroxyphenyl)ethyl]-3-(1,1,1,3,3,3-hexafluoropropan-2-ylidene)cyclohexa-1,5-dien-1-ol Chemical compound OC1=CC=C(C=C1)C1(C(C=CC=C1)C(C(F)(F)F)(C1C(C=C(C=C1)O)=C(C(F)(F)F)C(F)(F)F)C1=CC=C(C=C1)O)C1=CC=C(C=C1)O ZVCDIDHRGYCQDA-UHFFFAOYSA-N 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical class C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 1
- 238000012696 Interfacial polycondensation Methods 0.000 description 1
- 229920004142 LEXAN™ Polymers 0.000 description 1
- 239000004418 Lexan Substances 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- 239000004419 Panlite Substances 0.000 description 1
- 229920000265 Polyparaphenylene Polymers 0.000 description 1
- 239000004734 Polyphenylene sulfide Substances 0.000 description 1
- UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 description 1
- 239000004423 Trirex Substances 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 238000013019 agitation Methods 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 125000003342 alkenyl group Chemical group 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 125000003282 alkyl amino group Chemical group 0.000 description 1
- 150000005215 alkyl ethers Chemical class 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- 125000006267 biphenyl group Chemical group 0.000 description 1
- VCCBEIPGXKNHFW-UHFFFAOYSA-N biphenyl-4,4'-diol Chemical compound C1=CC(O)=CC=C1C1=CC=C(O)C=C1 VCCBEIPGXKNHFW-UHFFFAOYSA-N 0.000 description 1
- 229920001400 block copolymer Polymers 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- ULSJTMWWIWWXIW-UHFFFAOYSA-N carbonic acid;phenol Chemical compound OC(O)=O.OC1=CC=CC=C1.OC1=CC=CC=C1 ULSJTMWWIWWXIW-UHFFFAOYSA-N 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 238000006482 condensation reaction Methods 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 239000007822 coupling agent Substances 0.000 description 1
- 239000003431 cross linking reagent Substances 0.000 description 1
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 1
- 125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000004663 dialkyl amino group Chemical group 0.000 description 1
- ASMQGLCHMVWBQR-UHFFFAOYSA-M diphenyl phosphate Chemical compound C=1C=CC=CC=1OP(=O)([O-])OC1=CC=CC=C1 ASMQGLCHMVWBQR-UHFFFAOYSA-M 0.000 description 1
- CZZYITDELCSZES-UHFFFAOYSA-N diphenylmethane Chemical compound C=1C=CC=CC=1CC1=CC=CC=C1 CZZYITDELCSZES-UHFFFAOYSA-N 0.000 description 1
- OASFYFTVWALXTH-UHFFFAOYSA-L disodium;diphenoxide Chemical compound [Na+].[Na+].[O-]C1=CC=CC=C1.[O-]C1=CC=CC=C1 OASFYFTVWALXTH-UHFFFAOYSA-L 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 238000001125 extrusion Methods 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 239000003733 fiber-reinforced composite Substances 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 239000012634 fragment Substances 0.000 description 1
- 230000004927 fusion Effects 0.000 description 1
- 125000000623 heterocyclic group Chemical group 0.000 description 1
- 125000004356 hydroxy functional group Chemical group O* 0.000 description 1
- 239000000976 ink Substances 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 125000002463 lignoceryl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 238000010907 mechanical stirring Methods 0.000 description 1
- 239000012803 melt mixture Substances 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 125000001421 myristyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001624 naphthyl group Chemical group 0.000 description 1
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 229920002842 oligophosphate Polymers 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 150000004707 phenolate Chemical class 0.000 description 1
- 235000021317 phosphate Nutrition 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920000090 poly(aryl ether) Polymers 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920005596 polymer binder Polymers 0.000 description 1
- 239000002491 polymer binding agent Substances 0.000 description 1
- 229920002959 polymer blend Polymers 0.000 description 1
- 229920000069 polyphenylene sulfide Polymers 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- 229920005604 random copolymer Polymers 0.000 description 1
- 238000005204 segregation Methods 0.000 description 1
- 239000000779 smoke Substances 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 238000010189 synthetic method Methods 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 229920001169 thermoplastic Polymers 0.000 description 1
- 239000004416 thermosoftening plastic Substances 0.000 description 1
- XZZNDPSIHUTMOC-UHFFFAOYSA-N triphenyl phosphate Chemical compound C=1C=CC=CC=1OP(OC=1C=CC=CC=1)(=O)OC1=CC=CC=C1 XZZNDPSIHUTMOC-UHFFFAOYSA-N 0.000 description 1
- UNXRWKVEANCORM-UHFFFAOYSA-N triphosphoric acid Polymers OP(O)(=O)OP(O)(=O)OP(O)(O)=O UNXRWKVEANCORM-UHFFFAOYSA-N 0.000 description 1
- 238000004148 unit process Methods 0.000 description 1
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
- C08G64/08—Aromatic polycarbonates not containing aliphatic unsaturation containing atoms other than carbon, hydrogen or oxygen
- C08G64/083—Aromatic polycarbonates not containing aliphatic unsaturation containing atoms other than carbon, hydrogen or oxygen containing phosphorus
-
- 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
-
- 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
- C08G64/18—Block or graft polymers
-
- 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
-
- 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
- C08G64/42—Chemical after-treatment
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Polyesters Or Polycarbonates (AREA)
- Polymers With Sulfur, Phosphorus Or Metals In The Main Chain (AREA)
Applications Claiming Priority (7)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US563941 | 1983-12-20 | ||
| US74112405P | 2005-12-01 | 2005-12-01 | |
| US741124P | 2005-12-01 | ||
| US74938905P | 2005-12-12 | 2005-12-12 | |
| US749389P | 2005-12-12 | ||
| US11/563,941 US7838604B2 (en) | 2005-12-01 | 2006-11-28 | Method for the production of block copolycarbonate/phosphonates and compositions therefrom |
| PCT/US2006/061318 WO2007065094A2 (en) | 2005-12-01 | 2006-11-29 | Method for the production of block copolycarbonate/phosphonates and compositions therefrom |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES2424165T3 true ES2424165T3 (es) | 2013-09-27 |
Family
ID=38093377
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES06840049T Active ES2424165T3 (es) | 2005-12-01 | 2006-11-29 | Método para la producción de copolicarbonato/fosfonatos de bloques y composiciones de los mismos |
Country Status (7)
| Country | Link |
|---|---|
| US (2) | US7838604B2 (cg-RX-API-DMAC10.html) |
| EP (1) | EP1979395B1 (cg-RX-API-DMAC10.html) |
| JP (3) | JP5714800B2 (cg-RX-API-DMAC10.html) |
| KR (2) | KR101415630B1 (cg-RX-API-DMAC10.html) |
| CN (2) | CN101321804B (cg-RX-API-DMAC10.html) |
| ES (1) | ES2424165T3 (cg-RX-API-DMAC10.html) |
| WO (1) | WO2007065094A2 (cg-RX-API-DMAC10.html) |
Families Citing this family (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7838604B2 (en) * | 2005-12-01 | 2010-11-23 | Frx Polymers, Inc. | Method for the production of block copolycarbonate/phosphonates and compositions therefrom |
| WO2009012286A1 (en) * | 2007-07-16 | 2009-01-22 | Frx Polymers, Inc. | Flame retardant engineering polymer compositions |
| US8389664B2 (en) | 2010-09-16 | 2013-03-05 | Frx Polymers, Inc. | High molecular weight, random, bisphenol based copoly(phosphonate carbonate)s |
| WO2012068264A2 (en) | 2010-11-17 | 2012-05-24 | Frx Polymers, Inc. | Phosphonate polymers, copolymers, and their respective oligomers as flame retardants for polyester fibers |
| WO2012088406A2 (en) | 2010-12-22 | 2012-06-28 | Frx Polymers, Inc. | Oligomeric phosphonates and compositions including the same |
| CN103619959A (zh) * | 2011-04-14 | 2014-03-05 | Frx聚合物股份有限公司 | 聚膦酸酯和共聚膦酸酯添加剂混合物 |
| TWI638005B (zh) | 2011-08-19 | 2018-10-11 | 法克斯聚合物股份有限公司 | 具優越耐火性之熱塑性聚胺基甲酸酯 |
| KR101437140B1 (ko) | 2011-09-21 | 2014-09-02 | 제일모직주식회사 | 폴리카보네이트 및 그 제조방법 |
| KR101489956B1 (ko) * | 2011-12-30 | 2015-02-06 | 제일모직주식회사 | 난연성 열가소성 수지 조성물 |
| JP2013166839A (ja) * | 2012-02-15 | 2013-08-29 | Mitsubishi Engineering Plastics Corp | 炭素繊維強化ポリカーボネート樹脂組成物 |
| WO2013175452A1 (en) | 2012-05-24 | 2013-11-28 | Sabic Innovative Plastics Ip B.V. | Improved flame retardant polymer compositions |
| US10167377B2 (en) | 2013-01-22 | 2019-01-01 | Frx Polymers, Inc. | Phosphorus containing epoxy compounds and compositions therefrom |
| WO2015057717A1 (en) | 2013-10-14 | 2015-04-23 | Frx Polymers, Inc. | Flame retardant thermoplastic elastomers for extrusion or injection molding |
| JP6234198B2 (ja) | 2013-12-04 | 2017-11-22 | 三菱重工業株式会社 | ターボチャージャ装置 |
| EP3114170A4 (en) | 2014-03-04 | 2017-11-01 | FRX Polymers, Inc. | Epoxy compositions |
| KR102668113B1 (ko) | 2017-01-05 | 2024-05-23 | 에프알엑스 폴리머스, 인코포레이티드 | 포스포네이트 올리고머를 갖는 에폭시 수지의 경화 |
| WO2019141624A1 (en) | 2018-01-16 | 2019-07-25 | Evonik Degussa Gmbh | Nanoparticle containing compositions |
| WO2020079565A1 (en) | 2018-10-16 | 2020-04-23 | Sabic Global Technologies B.V. | Continuous fiber reinforced composite prepreg formed of flame retardant polyester |
Family Cites Families (75)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2534242A (en) | 1950-12-19 | B-haloxanthine salts of z-alkyl-z | ||
| US2435252A (en) | 1944-01-01 | 1948-02-03 | Victor Chemical Works | Aryl phosphorus containing resins and the method of preparing the same |
| US2716101A (en) | 1952-09-10 | 1955-08-23 | Eastman Kodak Co | Polymeric organo-phosphonates containing phosphato groups |
| US2682522A (en) | 1952-09-10 | 1954-06-29 | Eastman Kodak Co | Process for preparing polymeric organo-phosphonates |
| US2891915A (en) | 1954-07-02 | 1959-06-23 | Du Pont | Organophosphorus polymers |
| US3153008A (en) | 1955-07-05 | 1964-10-13 | Gen Electric | Aromatic carbonate resins and preparation thereof |
| US3271329A (en) | 1958-09-19 | 1966-09-06 | Eastman Kodak Co | Method for producing polymers derived from phosphites and glycols |
| US3326852A (en) | 1964-08-10 | 1967-06-20 | Owens Illinois Inc | Resinous polymeric phosphonates |
| DE1274578B (de) | 1965-01-21 | 1968-08-08 | Bayer Ag | Verfahren zur Herstellung von Cycloalkylaminverbindungen |
| US3932351A (en) | 1971-04-08 | 1976-01-13 | Monsanto Company | Method of preparing phosphorus-bromine containing fire retardant polyester fibers |
| US4033927A (en) | 1971-11-01 | 1977-07-05 | General Electric Company | Flame retardant polyester resin compositions |
| JPS5046794A (cg-RX-API-DMAC10.html) * | 1973-08-27 | 1975-04-25 | ||
| NL90598C (cg-RX-API-DMAC10.html) | 1973-11-14 | |||
| US3932566A (en) | 1974-09-16 | 1976-01-13 | Celanese Corporation | Phosphonate polymers |
| GB1514511A (en) | 1975-05-21 | 1978-06-14 | Texaco Belgium Nv Sa | Polyureas |
| US4152373A (en) | 1975-09-22 | 1979-05-01 | Stauffer Chemical Company | Process for preparing diaryl methylphosphonate and derivatives thereof |
| US4078016A (en) | 1976-05-17 | 1978-03-07 | Celanese Corporation | Halogenated aromatic polymer/metal phosphinate polymer flame retardant composition |
| US4064107A (en) | 1976-08-12 | 1977-12-20 | Celanese Corporation | High temperature polyurea resins |
| US4093582A (en) * | 1976-12-08 | 1978-06-06 | General Electric Company | Organo phosphorus ester plasticized polycarbonate composition |
| US4223104A (en) * | 1978-08-11 | 1980-09-16 | Stauffer Chemical Company | Copoly (carbonate/phosphonate) compositions |
| US4205162A (en) * | 1978-11-03 | 1980-05-27 | Stauffer Chemical Company | Polymer recovery process |
| GB2043083A (en) | 1979-03-06 | 1980-10-01 | Gen Electric | Flame retardant polyphenylene ether compositions |
| US4254177A (en) | 1979-05-07 | 1981-03-03 | W. R. Grace & Co. | Fire-retardant product and method of making |
| DE2925208A1 (de) | 1979-06-22 | 1981-01-29 | Bayer Ag | Verfahren zur herstellung von aromatischen thermoplastischen polyphosphonatocarbonaten |
| DE2925207A1 (de) | 1979-06-22 | 1981-01-29 | Bayer Ag | Thermoplastische, verzweigte, aromatische polyphosphonate, ihre verwendung und ein verfahren zu ihrer herstellung |
| DE2935317A1 (de) | 1979-08-31 | 1981-03-26 | Bayer Ag, 51373 Leverkusen | Hochmolekulare, segmentierte, thermoplastisch verarbeitbare, aromatische polycarbonate mit einkondensierten dimerfettsaeureestern, ihre herstellung und ihre verwendung |
| DE2944093A1 (de) | 1979-10-31 | 1981-05-14 | Bayer Ag, 5090 Leverkusen | Verfahren zur herstellung von thermoplastischen aromatischen polyphosphonaten verbesserter thermischer alterungsbestaendigkeit und deren verwendung |
| DE3001863A1 (de) * | 1980-01-19 | 1981-07-23 | Bayer Ag, 5090 Leverkusen | Verfahren zur herstellung von thermoplastischen aromatischen polyphosphonatocarbonaten verbesserter thermischer alterungsbestaendigkeit und deren verwendung |
| DE3001895A1 (de) | 1980-01-19 | 1981-07-23 | Bayer Ag, 5090 Leverkusen | Verfahren zur herstellung von alkanphosphonsaeurediarylester und alkanphosphinsaeurearylestern |
| DE3002550A1 (de) | 1980-01-25 | 1981-07-30 | Bayer Ag, 5090 Leverkusen | Halogenfreie schwerbrennbare folien |
| DE3002792A1 (de) | 1980-01-26 | 1981-07-30 | Bayer Ag, 5090 Leverkusen | Flammhemmende zusammensetzung aus polyphenylenether, polystyrolharz und polyphosphonat |
| US4381390A (en) * | 1981-10-15 | 1983-04-26 | Mobay Chemical Corporation | Thermoplastic polyphosphonatophenyl ester carbonate from aryloxycarbonyloxy-benzoic acid aryl ester and preparation thereof |
| CA1207487A (en) | 1981-10-19 | 1986-07-08 | Manfred Schmidt | Polysulfone-polyphosphonate molding compositions |
| US4408033A (en) | 1981-12-14 | 1983-10-04 | The Dow Chemical Company | Polyurethanes prepared from polyisocyanate, polyol and phosphonopolyester oligomers |
| US4481350A (en) | 1982-03-22 | 1984-11-06 | Bayer Aktiengesellschaft | Process for the preparation of thermoplastic aromatic polyphosphonates containing small proportions of carbonate structures and product thereof |
| US4474937A (en) | 1983-10-03 | 1984-10-02 | The Dow Chemical Company | Phosphorus-modified polyestercarbonate resins |
| US4594404A (en) | 1984-03-20 | 1986-06-10 | Union Carbide Corporation | Polycarbonates having improved hydrolytic stability |
| DE3517271A1 (de) | 1985-05-14 | 1986-11-20 | Bayer Ag, 5090 Leverkusen | Verfahren zur herstellung von copolyphosphonaten mit hoher kerbschlagzaehigkeit |
| DE3520296A1 (de) | 1985-06-07 | 1986-12-11 | Bayer Ag, 5090 Leverkusen | Verfahren zur herstellung von copolyphosphonaten mit hoher zaehigkeit |
| JPH0649753B2 (ja) * | 1986-01-22 | 1994-06-29 | ダイセル化学工業株式会社 | 溶融法によるポリカ−ボネ−トの製造方法 |
| US4788259A (en) | 1986-04-22 | 1988-11-29 | Bayer Aktiengesellschaft | Flame-proof polyamides |
| JP2577900B2 (ja) | 1987-02-18 | 1997-02-05 | イハラケミカル工業 株式会社 | ポリ尿素樹脂の製造方法 |
| DE3730204A1 (de) | 1987-09-09 | 1989-03-30 | Bayer Ag | Brandschutzmittel |
| JPH0641512B2 (ja) | 1989-01-18 | 1994-06-01 | 日本エステル株式会社 | 耐炎性ポリエステルの製造法 |
| DE3933548A1 (de) | 1989-10-07 | 1991-04-11 | Bayer Ag | Hochverzweigte polyphosphonate |
| DE4113157A1 (de) | 1990-09-06 | 1992-03-12 | Bayer Ag | Hochverzweigte polyphosphonate auf melamin-basis |
| US5319058A (en) | 1991-10-22 | 1994-06-07 | Ihara Chemical Industry Co., Ltd. | Method for the preparation of a polyurea resin |
| DE4238123C2 (de) * | 1992-11-12 | 2000-03-09 | Bayer Ag | Verfahren zur Herstellung von thermoplastischen Polycarbonaten |
| AU669409B2 (en) | 1992-11-20 | 1996-06-06 | Dow Chemical Company, The | Polyurea polymers having improved high temperature stability and method of making same |
| DE4240314A1 (de) * | 1992-12-01 | 1994-06-09 | Bayer Ag | Verfahren zur Herstellung von thermoplastischen Polycarbonaten |
| DE4410378A1 (de) | 1994-03-25 | 1995-09-28 | Hoechst Ag | Halogenfreier und füllstoffhaltiger, schwerentflammbarer Polyharnstoff-Schaum, Verfahren zu seiner Herstellung und seine Verwendung |
| DE4421701A1 (de) * | 1994-06-21 | 1996-01-04 | Bayer Ag | Verfahren zum chemischen Recycling von Polycarbonaten |
| DE19512470A1 (de) | 1995-04-04 | 1996-10-10 | Bayer Ag | Verfahren zur Herstellung von besonders vorteilhaften flammwidrigen, halogenfreien Polyurethan-Polyharnstoffen |
| CN1125135C (zh) | 1995-12-28 | 2003-10-22 | 东丽株式会社 | 环氧树脂组合物 |
| US6066700A (en) * | 1997-03-12 | 2000-05-23 | Bayer Aktiengesellschaft | Process for the production of polysiloxane/polycarbonate block co-condensation products |
| DE19710081A1 (de) * | 1997-03-12 | 1998-09-17 | Bayer Ag | Verfahren zur Herstellung von Polysiloxan-Polysiloxan-Polycarbonat-Blockcokondensaten |
| US6642322B2 (en) * | 1998-01-21 | 2003-11-04 | The University Of North Carolina At Chapel Hill | Methods of making telechelic oligomers, methods of making block copolymers, and novel block copolymers |
| DE19810745C2 (de) | 1998-03-12 | 2000-05-04 | Bayer Ag | Flüssige Katalysatorformulierung aus Tetraphenylphosphoniumphenolat und Phenol und deren Verwendung |
| US6419709B1 (en) * | 1998-10-02 | 2002-07-16 | Guilford Pharmaceuticals, Inc. | Biodegradable terephthalate polyester-poly(Phosphite) compositions, articles, and methods of using the same |
| US6153212A (en) * | 1998-10-02 | 2000-11-28 | Guilford Pharmaceuticals Inc. | Biodegradable terephthalate polyester-poly (phosphonate) compositions, articles, and methods of using the same |
| JP2000219745A (ja) | 1999-02-02 | 2000-08-08 | Johoku Kagaku Kogyo Kk | 難燃性化合物、その製造方法および難燃化有機高分子材料 |
| US6288210B1 (en) | 1999-11-12 | 2001-09-11 | Virginia Tech. Intellectual Properties, Inc. | High refractive index thermoplastic polyphosphonates |
| US6458304B1 (en) * | 2000-03-22 | 2002-10-01 | E. I. Du Pont De Nemours And Company | Flash spinning process and solutions of polyester |
| JP4778601B2 (ja) * | 2000-03-27 | 2011-09-21 | 出光興産株式会社 | 難燃性ポリカーボネート樹脂組成物および成形品 |
| DE10114808A1 (de) * | 2001-03-26 | 2002-10-10 | Bayer Ag | Verfahren zur Herstellung von Oligocarbonaten |
| WO2003029258A1 (en) | 2001-10-04 | 2003-04-10 | Akzo Nobel N.V. | Oligomeric, hydroxy-terminated phosphonates |
| JP4155068B2 (ja) * | 2002-03-20 | 2008-09-24 | 東レ株式会社 | 樹脂およびその製造方法、並びにそれを用いた成型体 |
| US20040197301A1 (en) * | 2003-02-18 | 2004-10-07 | Zhong Zhao | Hybrid polymers and methods of making the same |
| US20040167283A1 (en) | 2003-02-24 | 2004-08-26 | Michael Vinciguerra | Linear polyphosphonates that exhibit an advantageous combination of properties, and methods related thereto |
| US6861499B2 (en) * | 2003-02-24 | 2005-03-01 | Triton Systems, Inc. | Branched polyphosphonates that exhibit an advantageous combination of properties, and methods related thereto |
| US7560525B2 (en) | 2004-04-02 | 2009-07-14 | Frx Polymers, Llc | Crystalline polyphosphonates and methods related thereto |
| WO2005121220A2 (en) | 2004-06-04 | 2005-12-22 | Triton Systems, Inc. | Preparation of polyphosphonates via transesterification without a catalyst |
| US7645850B2 (en) * | 2005-08-11 | 2010-01-12 | Frx Polymers, Inc. | Poly(block-phosphonato-ester) and poly(block-phosphonato-carbonate) and methods of making same |
| JP2007122031A (ja) * | 2005-09-28 | 2007-05-17 | Toray Ind Inc | 樹脂、その樹脂からなる成形体、フィルム、光学レンズおよび位相差フィルム |
| US7838604B2 (en) * | 2005-12-01 | 2010-11-23 | Frx Polymers, Inc. | Method for the production of block copolycarbonate/phosphonates and compositions therefrom |
-
2006
- 2006-11-28 US US11/563,941 patent/US7838604B2/en not_active Expired - Fee Related
- 2006-11-29 WO PCT/US2006/061318 patent/WO2007065094A2/en not_active Ceased
- 2006-11-29 CN CN2006800452638A patent/CN101321804B/zh not_active Expired - Fee Related
- 2006-11-29 CN CN2011103293392A patent/CN102443258A/zh active Pending
- 2006-11-29 ES ES06840049T patent/ES2424165T3/es active Active
- 2006-11-29 JP JP2008543569A patent/JP5714800B2/ja not_active Expired - Fee Related
- 2006-11-29 KR KR1020127000646A patent/KR101415630B1/ko not_active Expired - Fee Related
- 2006-11-29 KR KR1020087015924A patent/KR101165280B1/ko not_active Expired - Fee Related
- 2006-11-29 EP EP06840049.8A patent/EP1979395B1/en active Active
-
2010
- 2010-10-26 US US12/911,818 patent/US8415438B2/en not_active Expired - Fee Related
-
2014
- 2014-06-04 JP JP2014115669A patent/JP6023123B2/ja not_active Expired - Fee Related
- 2014-12-18 JP JP2014256229A patent/JP2015120912A/ja active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| KR101415630B1 (ko) | 2014-07-09 |
| CN101321804B (zh) | 2011-12-28 |
| JP2015120912A (ja) | 2015-07-02 |
| KR20120007091A (ko) | 2012-01-19 |
| JP2014208824A (ja) | 2014-11-06 |
| WO2007065094A3 (en) | 2007-12-27 |
| US20100130703A1 (en) | 2010-05-27 |
| JP2009518468A (ja) | 2009-05-07 |
| WO2007065094A2 (en) | 2007-06-07 |
| CN102443258A (zh) | 2012-05-09 |
| CN101321804A (zh) | 2008-12-10 |
| JP6023123B2 (ja) | 2016-11-09 |
| EP1979395A4 (en) | 2010-06-16 |
| US20110039987A1 (en) | 2011-02-17 |
| JP5714800B2 (ja) | 2015-05-07 |
| KR101165280B1 (ko) | 2012-07-19 |
| KR20080104261A (ko) | 2008-12-02 |
| US8415438B2 (en) | 2013-04-09 |
| US7838604B2 (en) | 2010-11-23 |
| EP1979395B1 (en) | 2013-05-01 |
| EP1979395A2 (en) | 2008-10-15 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US8415438B2 (en) | Method for the production of block copolycarbonate/phosphonates and compositions therefrom | |
| ES2452717T3 (es) | Poli(bloque de fosfonato-éster) y poli(bloque de fosfonato-carbonato) y métodos de prepararlos | |
| ES2625289T3 (es) | Fosfonatos oligoméricos hiper-ramificados y composiciones que incluyen los mismos | |
| ES2399224T3 (es) | Método de preparación de polifosfonatos ramificados | |
| ES2549732T3 (es) | Polifosfonatos insolubles y ramificados y métodos relacionados con los mismos | |
| CN106604949A (zh) | 烷氧基聚碳酸酯、双酚单体及其制备和使用方法 | |
| US8389664B2 (en) | High molecular weight, random, bisphenol based copoly(phosphonate carbonate)s | |
| US20060020104A1 (en) | Preparation of polyphosonates via transesterification without a catalyst | |
| US5194564A (en) | Phosphine oxide substituted polycarbonate | |
| JPH02219819A (ja) | 樹脂の架橋方法 | |
| JPH0267317A (ja) | 熱可塑性分枝状ポリカーボネート及びその製法 | |
| JP2025082020A (ja) | ポリカーボネート樹脂およびそれからなる成形品 |