JP2005501945A - ポリカーボネートの製造方法 - Google Patents
ポリカーボネートの製造方法 Download PDFInfo
- Publication number
- JP2005501945A JP2005501945A JP2003525061A JP2003525061A JP2005501945A JP 2005501945 A JP2005501945 A JP 2005501945A JP 2003525061 A JP2003525061 A JP 2003525061A JP 2003525061 A JP2003525061 A JP 2003525061A JP 2005501945 A JP2005501945 A JP 2005501945A
- Authority
- JP
- Japan
- Prior art keywords
- polycarbonate
- catalyst
- deactivator
- amount
- sulfonate
- 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.)
- Pending
Links
- 229920000515 polycarbonate Polymers 0.000 title claims abstract description 57
- 239000004417 polycarbonate Substances 0.000 title claims abstract description 57
- 238000004519 manufacturing process Methods 0.000 title claims abstract description 7
- 239000003054 catalyst Substances 0.000 claims abstract description 37
- 238000000034 method Methods 0.000 claims abstract description 32
- 150000001875 compounds Chemical class 0.000 claims abstract description 13
- 238000006068 polycondensation reaction Methods 0.000 claims abstract description 13
- 238000001125 extrusion Methods 0.000 claims abstract description 10
- QPTUMKXXAAHOOE-UHFFFAOYSA-M cesium;hydron;phosphate Chemical compound [Cs+].OP(O)([O-])=O QPTUMKXXAAHOOE-UHFFFAOYSA-M 0.000 claims abstract description 9
- KIMPPGSMONZDMN-UHFFFAOYSA-N sodium;dihydrogen phosphite Chemical compound [Na+].OP(O)[O-] KIMPPGSMONZDMN-UHFFFAOYSA-N 0.000 claims abstract description 9
- AWNVVAMWLMUZOZ-UHFFFAOYSA-J magnesium;disodium;2-[2-[bis(carboxylatomethyl)amino]ethyl-(carboxylatomethyl)amino]acetate Chemical compound [Na+].[Na+].[Mg+2].[O-]C(=O)CN(CC([O-])=O)CCN(CC([O-])=O)CC([O-])=O AWNVVAMWLMUZOZ-UHFFFAOYSA-J 0.000 claims abstract description 6
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 claims abstract description 6
- 150000003459 sulfonic acid esters Chemical class 0.000 claims abstract description 5
- 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 29
- -1 diester carbonate Chemical class 0.000 claims description 21
- 239000000203 mixture Substances 0.000 claims description 19
- 125000003118 aryl group Chemical group 0.000 claims description 14
- 230000008569 process Effects 0.000 claims description 10
- QYJXDIUNDMRLAO-UHFFFAOYSA-N butyl 4-methylbenzenesulfonate Chemical compound CCCCOS(=O)(=O)C1=CC=C(C)C=C1 QYJXDIUNDMRLAO-UHFFFAOYSA-N 0.000 claims description 8
- ROORDVPLFPIABK-UHFFFAOYSA-N diphenyl carbonate Chemical compound C=1C=CC=CC=1OC(=O)OC1=CC=CC=C1 ROORDVPLFPIABK-UHFFFAOYSA-N 0.000 claims description 7
- 238000009835 boiling Methods 0.000 claims description 6
- 230000008859 change Effects 0.000 claims description 6
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims description 5
- 125000002877 alkyl aryl group Chemical group 0.000 claims description 4
- 125000000217 alkyl group Chemical group 0.000 claims description 4
- 229910052739 hydrogen Inorganic materials 0.000 claims description 4
- 239000001257 hydrogen Substances 0.000 claims description 4
- 125000003703 phosphorus containing inorganic group Chemical group 0.000 claims description 4
- XKPMDXAYDXOODD-UHFFFAOYSA-N [Na].[Na].[Mg].OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O Chemical compound [Na].[Na].[Mg].OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O XKPMDXAYDXOODD-UHFFFAOYSA-N 0.000 claims description 2
- 229910052783 alkali metal Inorganic materials 0.000 claims description 2
- 150000001340 alkali metals Chemical class 0.000 claims description 2
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims description 2
- 150000001342 alkaline earth metals Chemical class 0.000 claims description 2
- 238000002156 mixing Methods 0.000 claims description 2
- 239000000155 melt Substances 0.000 abstract description 10
- 230000009849 deactivation Effects 0.000 abstract 1
- 150000005690 diesters Chemical class 0.000 abstract 1
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 12
- 238000006243 chemical reaction Methods 0.000 description 8
- 239000000654 additive Substances 0.000 description 6
- 239000000047 product Substances 0.000 description 5
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 4
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 description 4
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 4
- 125000001931 aliphatic group Chemical group 0.000 description 4
- 125000004429 atom Chemical group 0.000 description 4
- 239000003795 chemical substances by application Substances 0.000 description 4
- 150000002430 hydrocarbons Chemical group 0.000 description 4
- 238000002844 melting Methods 0.000 description 4
- 230000008018 melting Effects 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- 230000015556 catabolic process Effects 0.000 description 3
- 238000006731 degradation reaction Methods 0.000 description 3
- 238000007429 general method Methods 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 238000006116 polymerization reaction Methods 0.000 description 3
- 0 *c(cc1)ccc1O Chemical compound *c(cc1)ccc1O 0.000 description 2
- PXKLMJQFEQBVLD-UHFFFAOYSA-N Bisphenol F Natural products C1=CC(O)=CC=C1CC1=CC=C(O)C=C1 PXKLMJQFEQBVLD-UHFFFAOYSA-N 0.000 description 2
- YNQLUTRBYVCPMQ-UHFFFAOYSA-N Ethylbenzene Chemical compound CCC1=CC=CC=C1 YNQLUTRBYVCPMQ-UHFFFAOYSA-N 0.000 description 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
- RDOXTESZEPMUJZ-UHFFFAOYSA-N anisole Chemical compound COC1=CC=CC=C1 RDOXTESZEPMUJZ-UHFFFAOYSA-N 0.000 description 2
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 2
- 229920001577 copolymer Polymers 0.000 description 2
- TVIDDXQYHWJXFK-UHFFFAOYSA-N dodecanedioic acid Chemical compound OC(=O)CCCCCCCCCCC(O)=O TVIDDXQYHWJXFK-UHFFFAOYSA-N 0.000 description 2
- 125000005027 hydroxyaryl group Chemical group 0.000 description 2
- 125000000654 isopropylidene group Chemical group C(C)(C)=* 0.000 description 2
- 125000000962 organic group Chemical group 0.000 description 2
- 150000002989 phenols Chemical class 0.000 description 2
- 239000001294 propane Substances 0.000 description 2
- 238000010791 quenching Methods 0.000 description 2
- 230000000171 quenching effect Effects 0.000 description 2
- 239000011347 resin Substances 0.000 description 2
- 229920005989 resin Polymers 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 231100000331 toxic Toxicity 0.000 description 2
- 230000002588 toxic effect Effects 0.000 description 2
- HCNHNBLSNVSJTJ-UHFFFAOYSA-N 1,1-Bis(4-hydroxyphenyl)ethane Chemical compound C=1C=C(O)C=CC=1C(C)C1=CC=C(O)C=C1 HCNHNBLSNVSJTJ-UHFFFAOYSA-N 0.000 description 1
- YKPAABNCNAGAAJ-UHFFFAOYSA-N 1,1-Bis(4-hydroxyphenyl)propane Chemical compound C=1C=C(O)C=CC=1C(CC)C1=CC=C(O)C=C1 YKPAABNCNAGAAJ-UHFFFAOYSA-N 0.000 description 1
- 125000001140 1,4-phenylene group Chemical group [H]C1=C([H])C([*:2])=C([H])C([H])=C1[*:1] 0.000 description 1
- YNNMNWHCQGBNFH-UHFFFAOYSA-N 3-tert-butyl-4-[1-(2-tert-butyl-4-hydroxyphenyl)propyl]phenol Chemical compound C=1C=C(O)C=C(C(C)(C)C)C=1C(CC)C1=CC=C(O)C=C1C(C)(C)C YNNMNWHCQGBNFH-UHFFFAOYSA-N 0.000 description 1
- GXDIDDARPBFKNG-UHFFFAOYSA-N 4,4'-(Butane-1,1-diyl)diphenol Chemical compound C=1C=C(O)C=CC=1C(CCC)C1=CC=C(O)C=C1 GXDIDDARPBFKNG-UHFFFAOYSA-N 0.000 description 1
- RSSGMIIGVQRGDS-UHFFFAOYSA-N 4-[(4-hydroxyphenyl)-phenylmethyl]phenol Chemical compound C1=CC(O)=CC=C1C(C=1C=CC(O)=CC=1)C1=CC=CC=C1 RSSGMIIGVQRGDS-UHFFFAOYSA-N 0.000 description 1
- OVVCSFQRAXVPGT-UHFFFAOYSA-N 4-[1-(4-hydroxyphenyl)cyclopentyl]phenol Chemical compound C1=CC(O)=CC=C1C1(C=2C=CC(O)=CC=2)CCCC1 OVVCSFQRAXVPGT-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
- HTVITOHKHWFJKO-UHFFFAOYSA-N Bisphenol B Chemical compound C=1C=C(O)C=CC=1C(C)(CC)C1=CC=C(O)C=C1 HTVITOHKHWFJKO-UHFFFAOYSA-N 0.000 description 1
- SDDLEVPIDBLVHC-UHFFFAOYSA-N Bisphenol Z Chemical compound C1=CC(O)=CC=C1C1(C=2C=CC(O)=CC=2)CCCCC1 SDDLEVPIDBLVHC-UHFFFAOYSA-N 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- BXAVKNRWVKUTLY-UHFFFAOYSA-N Oc(cc1)ccc1S Chemical compound Oc(cc1)ccc1S BXAVKNRWVKUTLY-UHFFFAOYSA-N 0.000 description 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
- 239000012963 UV stabilizer Substances 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- DCBMHXCACVDWJZ-UHFFFAOYSA-N adamantylidene Chemical group C1C(C2)CC3[C]C1CC2C3 DCBMHXCACVDWJZ-UHFFFAOYSA-N 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 125000002723 alicyclic group Chemical group 0.000 description 1
- 150000001335 aliphatic alkanes Chemical class 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 239000002216 antistatic agent Substances 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 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
- 239000006227 byproduct Substances 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 229910002091 carbon monoxide Inorganic materials 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 238000006482 condensation reaction Methods 0.000 description 1
- 238000011109 contamination Methods 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 150000001924 cycloalkanes Chemical class 0.000 description 1
- 125000000753 cycloalkyl group Chemical group 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 239000004088 foaming agent Substances 0.000 description 1
- 125000005843 halogen group Chemical group 0.000 description 1
- 239000012760 heat stabilizer Substances 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- 150000001261 hydroxy acids Chemical class 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 238000009776 industrial production Methods 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 239000004611 light stabiliser Substances 0.000 description 1
- UZKWTJUDCOPSNM-UHFFFAOYSA-N methoxybenzene Substances CCCCOC=C UZKWTJUDCOPSNM-UHFFFAOYSA-N 0.000 description 1
- 239000006082 mold release agent Substances 0.000 description 1
- 125000002950 monocyclic group Chemical group 0.000 description 1
- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 229920001230 polyarylate Polymers 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- RUOJZAUFBMNUDX-UHFFFAOYSA-N propylene carbonate Chemical compound CC1COC(=O)O1 RUOJZAUFBMNUDX-UHFFFAOYSA-N 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 230000002787 reinforcement Effects 0.000 description 1
- 239000011342 resin composition Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 229930195734 saturated hydrocarbon Chemical group 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 238000005979 thermal decomposition reaction Methods 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Images
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
- C08G64/40—Post-polymerisation treatment
- C08G64/406—Purifying; Drying
-
- 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)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US09/682,412 US6495654B1 (en) | 2001-08-30 | 2001-08-30 | Process for preparing polycarbonate |
| PCT/US2002/025108 WO2003020794A1 (en) | 2001-08-30 | 2002-08-05 | Process for preparing polycarbonate |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2005501945A true JP2005501945A (ja) | 2005-01-20 |
| JP2005501945A5 JP2005501945A5 (cg-RX-API-DMAC7.html) | 2006-01-05 |
Family
ID=24739570
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2003525061A Pending JP2005501945A (ja) | 2001-08-30 | 2002-08-05 | ポリカーボネートの製造方法 |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US6495654B1 (cg-RX-API-DMAC7.html) |
| EP (1) | EP1425332B1 (cg-RX-API-DMAC7.html) |
| JP (1) | JP2005501945A (cg-RX-API-DMAC7.html) |
| CN (1) | CN1252127C (cg-RX-API-DMAC7.html) |
| AT (1) | ATE409716T1 (cg-RX-API-DMAC7.html) |
| DE (1) | DE60229148D1 (cg-RX-API-DMAC7.html) |
| TW (1) | TW570939B (cg-RX-API-DMAC7.html) |
| WO (1) | WO2003020794A1 (cg-RX-API-DMAC7.html) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP4979690B2 (ja) * | 2006-04-28 | 2012-07-18 | 一般財団法人化学及血清療法研究所 | 神経毒素の定量方法 |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7309755B2 (en) * | 2005-08-24 | 2007-12-18 | General Electric Company | Method of producing polycarbonate articles by rotation molding and rotation molded articles made by the method |
| CN101125918B (zh) * | 2007-08-06 | 2011-07-20 | 天津大学 | 芳族二羟基化合物与碳酸二酯制备聚碳酸酯用催化剂中和处理方法及所使用的中和剂 |
| DE102009021388A1 (de) | 2009-05-14 | 2010-11-18 | Nano-X Gmbh | Phenolatesterverbindungen |
| EP3092261A1 (en) * | 2014-01-06 | 2016-11-16 | Saudi Basic Industries Corporation | Modified release agent for improved polycarbonate stability |
| EP3122819B1 (en) | 2014-03-27 | 2023-07-19 | SABIC Global Technologies B.V. | Melt polymerization polycarbonate quenching technical field |
| WO2016132256A1 (en) * | 2015-02-17 | 2016-08-25 | Sabic Global Technologies B.V. | A method of quenching a melt polycarbonate |
Family Cites Families (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4217438A (en) | 1978-12-15 | 1980-08-12 | General Electric Company | Polycarbonate transesterification process |
| US4401804A (en) | 1982-05-24 | 1983-08-30 | Eastman Kodak Company | Deactivation of polyester catalyst residues |
| US4532290A (en) | 1984-05-02 | 1985-07-30 | General Electric Company | Stabilized polycarbonate-polyester compositions |
| JPH0692529B2 (ja) | 1989-12-28 | 1994-11-16 | 日本ジーイープラスチックス株式会社 | 芳香族系ポリカーボネートの製造方法 |
| EP0461274B1 (en) | 1989-12-28 | 1994-06-15 | Asahi Kasei Kogyo Kabushiki Kaisha | Process for continuously producing aromatic carbonate |
| JP2924985B2 (ja) | 1991-06-28 | 1999-07-26 | 日本ジーイープラスチックス株式会社 | ポリカーボネートの製造方法 |
| US5922816A (en) | 1992-06-02 | 1999-07-13 | General Electric Company | Polyester-polycarbonate compositions stabilized against ester-carbonate interchange |
| US5319066A (en) | 1993-05-27 | 1994-06-07 | General Electric Company | Method for making polycarbonates |
| US5354791A (en) | 1993-10-19 | 1994-10-11 | General Electric Company | Epoxy-functional polyester, polycarbonate with metal phosphate |
| EP0683200B1 (en) | 1994-05-19 | 2001-09-26 | General Electric Company | Stabilizer composition |
| US5717057A (en) | 1994-12-28 | 1998-02-10 | General Electric Company | Method of manufacturing polycarbonate |
| JP3200338B2 (ja) | 1995-08-30 | 2001-08-20 | 帝人株式会社 | 芳香族ポリカーボネートの製造方法 |
| JP3613355B2 (ja) | 1995-09-19 | 2005-01-26 | 出光興産株式会社 | ポリカーボネート及びその製造方法 |
| SG54571A1 (en) | 1996-09-27 | 1998-11-16 | Ube Industries | Process for producing diaryl carbonate |
| US6177536B1 (en) | 1999-02-22 | 2001-01-23 | General Electric Company | Method for quenching of catalyst in the production of low molecular weight polycarbonates |
| US6228973B1 (en) * | 2000-06-02 | 2001-05-08 | General Electric Company | Method for preparing high molecular weight polycarbonate |
-
2001
- 2001-08-30 US US09/682,412 patent/US6495654B1/en not_active Expired - Lifetime
-
2002
- 2002-08-05 WO PCT/US2002/025108 patent/WO2003020794A1/en not_active Ceased
- 2002-08-05 AT AT02752735T patent/ATE409716T1/de not_active IP Right Cessation
- 2002-08-05 EP EP02752735A patent/EP1425332B1/en not_active Expired - Lifetime
- 2002-08-05 CN CN02817061.XA patent/CN1252127C/zh not_active Expired - Fee Related
- 2002-08-05 JP JP2003525061A patent/JP2005501945A/ja active Pending
- 2002-08-05 DE DE60229148T patent/DE60229148D1/de not_active Expired - Lifetime
- 2002-08-19 TW TW091118698A patent/TW570939B/zh not_active IP Right Cessation
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP4979690B2 (ja) * | 2006-04-28 | 2012-07-18 | 一般財団法人化学及血清療法研究所 | 神経毒素の定量方法 |
Also Published As
| Publication number | Publication date |
|---|---|
| CN1549839A (zh) | 2004-11-24 |
| WO2003020794A1 (en) | 2003-03-13 |
| CN1252127C (zh) | 2006-04-19 |
| ATE409716T1 (de) | 2008-10-15 |
| DE60229148D1 (de) | 2008-11-13 |
| US6495654B1 (en) | 2002-12-17 |
| TW570939B (en) | 2004-01-11 |
| EP1425332A1 (en) | 2004-06-09 |
| EP1425332B1 (en) | 2008-10-01 |
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