CA2151057A1 - Production of polyesters and polyester articles having good clarity - Google Patents
Production of polyesters and polyester articles having good clarityInfo
- Publication number
- CA2151057A1 CA2151057A1 CA002151057A CA2151057A CA2151057A1 CA 2151057 A1 CA2151057 A1 CA 2151057A1 CA 002151057 A CA002151057 A CA 002151057A CA 2151057 A CA2151057 A CA 2151057A CA 2151057 A1 CA2151057 A1 CA 2151057A1
- Authority
- CA
- Canada
- Prior art keywords
- polyester
- particles
- process according
- vapor
- inert gas
- 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.)
- Abandoned
Links
- 229920000728 polyester Polymers 0.000 title claims abstract description 58
- 238000004519 manufacturing process Methods 0.000 title description 3
- 238000000034 method Methods 0.000 claims abstract description 40
- 239000002245 particle Substances 0.000 claims abstract description 39
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 23
- 239000007787 solid Substances 0.000 claims abstract description 22
- 239000002243 precursor Substances 0.000 claims abstract description 19
- 150000002894 organic compounds Chemical class 0.000 claims abstract description 15
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 12
- 238000002844 melting Methods 0.000 claims abstract description 10
- 230000008018 melting Effects 0.000 claims abstract description 10
- 239000011261 inert gas Substances 0.000 claims description 36
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 33
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 27
- 238000006116 polymerization reaction Methods 0.000 claims description 22
- 239000008188 pellet Substances 0.000 claims description 16
- 229910052757 nitrogen Inorganic materials 0.000 claims description 14
- 239000000203 mixture Substances 0.000 claims description 9
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 claims description 8
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 claims description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 6
- 239000000155 melt Substances 0.000 claims description 6
- 238000000465 moulding Methods 0.000 claims description 6
- 150000002148 esters Chemical class 0.000 claims description 5
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims description 5
- 125000004432 carbon atom Chemical group C* 0.000 claims description 4
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 3
- 229910052786 argon Inorganic materials 0.000 claims description 3
- 239000001307 helium Substances 0.000 claims description 3
- 229910052734 helium Inorganic materials 0.000 claims description 3
- SWQJXJOGLNCZEY-UHFFFAOYSA-N helium atom Chemical compound [He] SWQJXJOGLNCZEY-UHFFFAOYSA-N 0.000 claims description 3
- 239000003570 air Substances 0.000 claims description 2
- 239000003054 catalyst Substances 0.000 claims description 2
- 238000010438 heat treatment Methods 0.000 claims description 2
- 239000001257 hydrogen Substances 0.000 claims description 2
- 229910052739 hydrogen Inorganic materials 0.000 claims description 2
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims description 2
- OJURWUUOVGOHJZ-UHFFFAOYSA-N methyl 2-[(2-acetyloxyphenyl)methyl-[2-[(2-acetyloxyphenyl)methyl-(2-methoxy-2-oxoethyl)amino]ethyl]amino]acetate Chemical compound C=1C=CC=C(OC(C)=O)C=1CN(CC(=O)OC)CCN(CC(=O)OC)CC1=CC=CC=C1OC(C)=O OJURWUUOVGOHJZ-UHFFFAOYSA-N 0.000 claims description 2
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical class CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 claims description 2
- 230000000379 polymerizing effect Effects 0.000 claims 2
- IKHGUXGNUITLKF-UHFFFAOYSA-N Acetaldehyde Chemical compound CC=O IKHGUXGNUITLKF-UHFFFAOYSA-N 0.000 description 12
- 229920000642 polymer Polymers 0.000 description 10
- 239000000499 gel Substances 0.000 description 7
- 239000007789 gas Substances 0.000 description 6
- 229920000139 polyethylene terephthalate Polymers 0.000 description 6
- -1 polyethylene terephthalate Polymers 0.000 description 5
- 239000005020 polyethylene terephthalate Substances 0.000 description 5
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 4
- 238000002425 crystallisation Methods 0.000 description 4
- 230000008025 crystallization Effects 0.000 description 4
- 150000002334 glycols Chemical class 0.000 description 4
- 229920001634 Copolyester Polymers 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- 150000007513 acids Chemical class 0.000 description 3
- 238000010923 batch production Methods 0.000 description 3
- 238000010924 continuous production Methods 0.000 description 3
- 229920001577 copolymer Polymers 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- QPFMBZIOSGYJDE-UHFFFAOYSA-N 1,1,2,2-tetrachloroethane Chemical compound ClC(Cl)C(Cl)Cl QPFMBZIOSGYJDE-UHFFFAOYSA-N 0.000 description 2
- YIMQCDZDWXUDCA-UHFFFAOYSA-N [4-(hydroxymethyl)cyclohexyl]methanol Chemical compound OCC1CCC(CO)CC1 YIMQCDZDWXUDCA-UHFFFAOYSA-N 0.000 description 2
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 2
- 229910002092 carbon dioxide Inorganic materials 0.000 description 2
- 239000001569 carbon dioxide Substances 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- WOZVHXUHUFLZGK-UHFFFAOYSA-N dimethyl terephthalate Chemical compound COC(=O)C1=CC=C(C(=O)OC)C=C1 WOZVHXUHUFLZGK-UHFFFAOYSA-N 0.000 description 2
- 230000032050 esterification Effects 0.000 description 2
- 238000005886 esterification reaction Methods 0.000 description 2
- 229920001519 homopolymer Polymers 0.000 description 2
- 150000002500 ions Chemical class 0.000 description 2
- 230000001788 irregular Effects 0.000 description 2
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 150000003504 terephthalic acids Chemical class 0.000 description 2
- 238000011179 visual inspection Methods 0.000 description 2
- QURLONWWPWCPIC-UHFFFAOYSA-N 2-(2-aminoethoxy)ethanol;3,6-dichloro-2-methoxybenzoic acid Chemical compound NCCOCCO.COC1=C(Cl)C=CC(Cl)=C1C(O)=O QURLONWWPWCPIC-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 125000002947 alkylene group Chemical group 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- 235000013361 beverage Nutrition 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000000071 blow moulding Methods 0.000 description 1
- 239000001273 butane Substances 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 238000005266 casting Methods 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 230000003750 conditioning effect Effects 0.000 description 1
- 150000001991 dicarboxylic acids Chemical class 0.000 description 1
- 238000007598 dipping method Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 238000001125 extrusion Methods 0.000 description 1
- 238000010101 extrusion blow moulding Methods 0.000 description 1
- 125000002485 formyl group Chemical class [H]C(*)=O 0.000 description 1
- 230000014509 gene expression Effects 0.000 description 1
- 238000001746 injection moulding Methods 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- VUZPPFZMUPKLLV-UHFFFAOYSA-N methane;hydrate Chemical compound C.O VUZPPFZMUPKLLV-UHFFFAOYSA-N 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- RXOHFPCZGPKIRD-UHFFFAOYSA-N naphthalene-2,6-dicarboxylic acid Chemical class C1=C(C(O)=O)C=CC2=CC(C(=O)O)=CC=C21 RXOHFPCZGPKIRD-UHFFFAOYSA-N 0.000 description 1
- 150000002829 nitrogen Chemical class 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 238000006068 polycondensation reaction Methods 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 230000002040 relaxant effect Effects 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 230000001360 synchronised effect Effects 0.000 description 1
- KKEYFWRCBNTPAC-UHFFFAOYSA-L terephthalate(2-) Chemical compound [O-]C(=O)C1=CC=C(C([O-])=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-L 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
- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
- C08G63/78—Preparation processes
- C08G63/80—Solid-state polycondensation
-
- 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
- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
- C08G63/02—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds
- C08G63/12—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds derived from polycarboxylic acids and polyhydroxy compounds
- C08G63/16—Dicarboxylic acids and dihydroxy compounds
- C08G63/18—Dicarboxylic acids and dihydroxy compounds the acids or hydroxy compounds containing carbocyclic rings
- C08G63/181—Acids containing aromatic rings
- C08G63/183—Terephthalic acids
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 |
|---|---|---|---|
| US08/000,316 US5393871A (en) | 1993-01-04 | 1993-01-04 | Production of polyesters and polyester articles having good clarity |
| US08/000,316 | 1993-01-04 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA2151057A1 true CA2151057A1 (en) | 1994-07-21 |
Family
ID=21690951
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002151057A Abandoned CA2151057A1 (en) | 1993-01-04 | 1994-01-03 | Production of polyesters and polyester articles having good clarity |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US5393871A (https=) |
| EP (1) | EP0677079B1 (https=) |
| JP (1) | JPH08505421A (https=) |
| KR (1) | KR960700291A (https=) |
| AT (1) | ATE178919T1 (https=) |
| CA (1) | CA2151057A1 (https=) |
| DE (1) | DE69417871T2 (https=) |
| ES (1) | ES2129628T3 (https=) |
| MX (1) | MX9400008A (https=) |
| TW (1) | TW315378B (https=) |
| WO (1) | WO1994015991A1 (https=) |
Families Citing this family (33)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6495656B1 (en) | 1990-11-30 | 2002-12-17 | Eastman Chemical Company | Copolyesters and fibrous materials formed therefrom |
| JP3470304B2 (ja) | 1994-10-20 | 2003-11-25 | 東洋紡績株式会社 | ポリエステルの製造方法 |
| JP3465764B2 (ja) | 1995-01-25 | 2003-11-10 | 東洋紡績株式会社 | ポリエステルおよびその製造方法 |
| DE19519898B4 (de) * | 1995-05-31 | 2006-01-26 | Zimmer Ag | Verfahren zur Verbesserung der Streckfähigkeit von Polyester |
| US6066713A (en) * | 1995-12-21 | 2000-05-23 | Lurgi Zimmer Aktiengesellschaft | Process for improving the drawing ability of polyester |
| US6103774A (en) * | 1997-04-02 | 2000-08-15 | The Coca-Cola Company | Process for removing contaminants from polyesters and controlling polymer molecular weight |
| DE69836223T2 (de) * | 1997-08-28 | 2007-08-30 | Eastman Chemical Co., Kingsport | Verbesserte copolymerbinderfasern |
| US6231976B1 (en) | 1997-08-28 | 2001-05-15 | Eastman Chemical Company | Copolyester binder fibers |
| ATE247183T1 (de) * | 1997-11-06 | 2003-08-15 | Eastman Chem Co | Copolyester-binderfasern |
| US6180756B1 (en) * | 1999-02-17 | 2001-01-30 | E. I. Du Pont De Nemours And Company | Addition of treatment agents to solid phase polymerization process |
| US7329723B2 (en) * | 2003-09-18 | 2008-02-12 | Eastman Chemical Company | Thermal crystallization of polyester pellets in liquid |
| US7150371B1 (en) * | 2003-10-02 | 2006-12-19 | Plastipak Packaging, Inc. | Extrusion blow molded container, apparatus and method |
| CA2482056A1 (en) * | 2003-10-10 | 2005-04-10 | Eastman Chemical Company | Thermal crystallization of a molten polyester polymer in a fluid |
| DE102004010680A1 (de) | 2004-03-04 | 2005-10-06 | Zimmer Ag | Verfahren zur Herstellung von hochkondensierten Polyestern in der festen Phase |
| FR2872731A1 (fr) * | 2004-07-07 | 2006-01-13 | Air Liquide | Procede et dispositif de production de preformes en polyethylene teraphtalate |
| US20060047102A1 (en) * | 2004-09-02 | 2006-03-02 | Stephen Weinhold | Spheroidal polyester polymer particles |
| DE602005007573D1 (de) * | 2005-03-24 | 2008-07-31 | Giuliano Cavaglia | Verfahren der Anwendung einer reaktiven Atmosphäre zur kontinuerlichen oder diskontinuerlichen Festphasenpolymerization von Polyestern |
| US8557950B2 (en) | 2005-06-16 | 2013-10-15 | Grupo Petrotemex, S.A. De C.V. | High intrinsic viscosity melt phase polyester polymers with acceptable acetaldehyde generation rates |
| US20060287471A1 (en) * | 2005-06-16 | 2006-12-21 | Schreiber Benjamin R | Accelerated acetaldehyde testing of polymers |
| US7838596B2 (en) * | 2005-09-16 | 2010-11-23 | Eastman Chemical Company | Late addition to effect compositional modifications in condensation polymers |
| US8431202B2 (en) * | 2005-09-16 | 2013-04-30 | Grupo Petrotemex, S.A. De C.V. | Aluminum/alkaline or alkali/titanium containing polyesters having improved reheat, color and clarity |
| US9267007B2 (en) * | 2005-09-16 | 2016-02-23 | Grupo Petrotemex, S.A. De C.V. | Method for addition of additives into a polymer melt |
| US7932345B2 (en) | 2005-09-16 | 2011-04-26 | Grupo Petrotemex, S.A. De C.V. | Aluminum containing polyester polymers having low acetaldehyde generation rates |
| US7655746B2 (en) * | 2005-09-16 | 2010-02-02 | Eastman Chemical Company | Phosphorus containing compounds for reducing acetaldehyde in polyesters polymers |
| US7875184B2 (en) * | 2005-09-22 | 2011-01-25 | Eastman Chemical Company | Crystallized pellet/liquid separator |
| DE102006012587B4 (de) | 2006-03-16 | 2015-10-29 | Lurgi Zimmer Gmbh | Verfahren und Vorrichtung zur Kristallisation von Polyestermaterial |
| US7709595B2 (en) * | 2006-07-28 | 2010-05-04 | Eastman Chemical Company | Non-precipitating alkali/alkaline earth metal and aluminum solutions made with polyhydroxyl ether solvents |
| US7709593B2 (en) * | 2006-07-28 | 2010-05-04 | Eastman Chemical Company | Multiple feeds of catalyst metals to a polyester production process |
| US7745368B2 (en) * | 2006-07-28 | 2010-06-29 | Eastman Chemical Company | Non-precipitating alkali/alkaline earth metal and aluminum compositions made with organic hydroxyacids |
| US20080027207A1 (en) * | 2006-07-28 | 2008-01-31 | Jason Christopher Jenkins | Non-precipitating alkali/alkaline earth metal and aluminum compositions made with mono-ol ether solvents |
| US8563677B2 (en) * | 2006-12-08 | 2013-10-22 | Grupo Petrotemex, S.A. De C.V. | Non-precipitating alkali/alkaline earth metal and aluminum solutions made with diols having at least two primary hydroxyl groups |
| US20110256331A1 (en) | 2010-04-14 | 2011-10-20 | Dak Americas Llc | Ultra-high iv polyester for extrusion blow molding and method for its production |
| AU2012298664B2 (en) * | 2011-08-25 | 2017-07-20 | Plastipak Packaging, Inc. | Extruded PET parison, container, and method |
Family Cites Families (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3453240A (en) * | 1964-09-24 | 1969-07-01 | Goodyear Tire & Rubber | Polyester resin treatment with ethylene glycol |
| UST887005I4 (en) * | 1970-04-02 | 1971-06-01 | Defensive publication | |
| US3953404A (en) * | 1974-02-07 | 1976-04-27 | General Electric Company | Solid state polymerization of poly(1,4-butylene terephthalate) |
| US4069278A (en) * | 1975-04-01 | 1978-01-17 | General Electric Company | Process of making a high melt viscosity block co-polyester |
| DE2559290B2 (de) * | 1975-12-31 | 1979-08-02 | Davy International Ag, 6000 Frankfurt | Verfahren zur kontinuierlichen Herstellung von hochmolekularem PoIyäthylenterephthalat |
| JPS5513715A (en) * | 1978-07-14 | 1980-01-30 | Nippon Ester Co Ltd | Preparation of polyester pellet |
| CH655938A5 (en) * | 1982-08-25 | 1986-05-30 | Inventa Ag | Process for the preparation of high-molecular-weight polyesters |
| US4591629A (en) * | 1983-04-21 | 1986-05-27 | Ems-Inventa Ag | Process for the purification of high molecular weight polyesters |
| JPS59219328A (ja) * | 1983-05-28 | 1984-12-10 | Toyobo Co Ltd | 高重合度ポリエステルの製造方法 |
| US4532319A (en) * | 1984-09-13 | 1985-07-30 | The Goodyear Tire & Rubber Company | Solid state polymerization of polyester |
| US5149485A (en) * | 1988-08-23 | 1992-09-22 | Sabel Plastechs, Inc. | Method and apparatus for extrusion blow molding polyethylene terephthalate articles |
| US5049647A (en) * | 1988-12-27 | 1991-09-17 | Cobarr S.P.A. | Method for the reduction of impurities in polyester resins |
| CA2012577C (en) * | 1989-03-31 | 1995-12-12 | Shigemi Shiraki | Process for treatment of polyethylene terephthalate, polyethylene terephthalate for molding purposes and process for preparation thereof |
| US5145742A (en) * | 1990-08-03 | 1992-09-08 | Eastman Kodak Company | Polymer pellet configuration for solid-state polymerization |
-
1993
- 1993-01-04 US US08/000,316 patent/US5393871A/en not_active Expired - Fee Related
-
1994
- 1994-01-03 KR KR1019950702733A patent/KR960700291A/ko not_active Withdrawn
- 1994-01-03 MX MX9400008A patent/MX9400008A/es not_active IP Right Cessation
- 1994-01-03 ES ES94905990T patent/ES2129628T3/es not_active Expired - Lifetime
- 1994-01-03 EP EP94905990A patent/EP0677079B1/en not_active Expired - Lifetime
- 1994-01-03 WO PCT/US1994/000027 patent/WO1994015991A1/en not_active Ceased
- 1994-01-03 CA CA002151057A patent/CA2151057A1/en not_active Abandoned
- 1994-01-03 AT AT94905990T patent/ATE178919T1/de not_active IP Right Cessation
- 1994-01-03 DE DE69417871T patent/DE69417871T2/de not_active Expired - Fee Related
- 1994-01-03 JP JP6516128A patent/JPH08505421A/ja active Pending
- 1994-01-05 TW TW083100065A patent/TW315378B/zh active
Also Published As
| Publication number | Publication date |
|---|---|
| ES2129628T3 (es) | 1999-06-16 |
| EP0677079B1 (en) | 1999-04-14 |
| JPH08505421A (ja) | 1996-06-11 |
| MX9400008A (es) | 1994-07-29 |
| US5393871A (en) | 1995-02-28 |
| KR960700291A (ko) | 1996-01-19 |
| EP0677079A1 (en) | 1995-10-18 |
| WO1994015991A1 (en) | 1994-07-21 |
| DE69417871T2 (de) | 1999-08-26 |
| TW315378B (https=) | 1997-09-11 |
| DE69417871D1 (de) | 1999-05-20 |
| ATE178919T1 (de) | 1999-04-15 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EEER | Examination request | ||
| FZDE | Discontinued |