AR247401A1 - Cloracion mejorada de 6-ester de sacarosa - Google Patents
Cloracion mejorada de 6-ester de sacarosaInfo
- Publication number
- AR247401A1 AR247401A1 AR90317395A AR31739590A AR247401A1 AR 247401 A1 AR247401 A1 AR 247401A1 AR 90317395 A AR90317395 A AR 90317395A AR 31739590 A AR31739590 A AR 31739590A AR 247401 A1 AR247401 A1 AR 247401A1
- Authority
- AR
- Argentina
- Prior art keywords
- ester
- sacarosa
- produce
- reaction mixture
- product
- Prior art date
Links
- 238000005660 chlorination reaction Methods 0.000 title abstract 2
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 abstract 5
- 229930006000 Sucrose Natural products 0.000 abstract 4
- 239000011541 reaction mixture Substances 0.000 abstract 3
- NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical compound CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 abstract 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 abstract 1
- 150000003841 chloride salts Chemical class 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 150000003839 salts Chemical group 0.000 abstract 1
- 239000005720 sucrose Substances 0.000 abstract 1
- 150000003511 tertiary amides Chemical class 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H5/00—Compounds containing saccharide radicals in which the hetero bonds to oxygen have been replaced by the same number of hetero bonds to halogen, nitrogen, sulfur, selenium, or tellurium
- C07H5/02—Compounds containing saccharide radicals in which the hetero bonds to oxygen have been replaced by the same number of hetero bonds to halogen, nitrogen, sulfur, selenium, or tellurium to halogen
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H13/00—Compounds containing saccharide radicals esterified by carbonic acid or derivatives thereof, or by organic acids, e.g. phosphonic acids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H13/00—Compounds containing saccharide radicals esterified by carbonic acid or derivatives thereof, or by organic acids, e.g. phosphonic acids
- C07H13/02—Compounds containing saccharide radicals esterified by carbonic acid or derivatives thereof, or by organic acids, e.g. phosphonic acids by carboxylic acids
- C07H13/04—Compounds containing saccharide radicals esterified by carbonic acid or derivatives thereof, or by organic acids, e.g. phosphonic acids by carboxylic acids having the esterifying carboxyl radicals attached to acyclic carbon atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Health & Medical Sciences (AREA)
- Biochemistry (AREA)
- Biotechnology (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Molecular Biology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Saccharide Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US07/382,147 US4980463A (en) | 1989-07-18 | 1989-07-18 | Sucrose-6-ester chlorination |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AR247401A1 true AR247401A1 (es) | 1994-12-29 |
Family
ID=23507711
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AR90317395A AR247401A1 (es) | 1989-07-18 | 1990-07-17 | Cloracion mejorada de 6-ester de sacarosa |
Country Status (26)
| Country | Link |
|---|---|
| US (1) | US4980463A (enExample) |
| EP (1) | EP0409549B1 (enExample) |
| JP (1) | JP3183506B2 (enExample) |
| KR (1) | KR0144344B1 (enExample) |
| AR (1) | AR247401A1 (enExample) |
| AT (1) | ATE133175T1 (enExample) |
| AU (1) | AU625908B2 (enExample) |
| CA (1) | CA2021632C (enExample) |
| DE (1) | DE69024868T2 (enExample) |
| DK (1) | DK0409549T3 (enExample) |
| ES (1) | ES2088973T3 (enExample) |
| FI (1) | FI95802C (enExample) |
| GR (1) | GR1002037B (enExample) |
| IE (1) | IE69961B1 (enExample) |
| IL (1) | IL94994A (enExample) |
| MX (1) | MX164442B (enExample) |
| NO (1) | NO175532C (enExample) |
| NZ (1) | NZ234468A (enExample) |
| PE (1) | PE21591A1 (enExample) |
| PH (1) | PH26799A (enExample) |
| PT (1) | PT94719B (enExample) |
| RU (1) | RU1836377C (enExample) |
| TR (1) | TR28705A (enExample) |
| TW (1) | TW219939B (enExample) |
| YU (1) | YU47948B (enExample) |
| ZA (1) | ZA905615B (enExample) |
Families Citing this family (90)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5136031A (en) * | 1990-07-09 | 1992-08-04 | Tate & Lyle Public Limited Company | Chlorination of sugars |
| US5470969A (en) * | 1990-08-27 | 1995-11-28 | Mcneil-Ppc, Inc. | Catalyzed sucrose-6-ester process |
| GB9110931D0 (en) * | 1991-05-21 | 1991-07-10 | Tate & Lyle Plc | Process for the preparation of sucrose 6-esters |
| US5298611A (en) * | 1993-03-12 | 1994-03-29 | Mcneil-Ppc, Inc. | Sucralose pentaester production |
| WO1996001832A1 (en) | 1994-07-11 | 1996-01-25 | The United States Of America, Represented By The Secretary Of The Department Of Agriculture | Chemically synthesized sugar esters for the control of soft-bodied arthropods |
| US6608039B1 (en) | 1994-07-11 | 2003-08-19 | The United States Of America As Represented By The Secretary Of Agriculture | Chemically synthesized sugar esters for the control of soft-bodied arthropods |
| US5498709A (en) * | 1994-10-17 | 1996-03-12 | Mcneil-Ppc, Inc. | Production of sucralose without intermediate isolation of crystalline sucralose-6-ester |
| ZA958724B (en) * | 1994-10-17 | 1997-04-16 | Mcnell Ppc Inc | Production of sucralose without intermediate isolation of crystalline sucralose-6-ester |
| KR100405203B1 (ko) * | 1996-05-23 | 2004-02-14 | 비앤티엔지니어링(주) | 암거배수로관 |
| ES2231964T3 (es) * | 1997-02-13 | 2005-05-16 | TATE & LYLE PUBLIC LIMITED COMPANY | Purificacion cromatografica de sucrosa clorada. |
| AU1864899A (en) * | 1998-05-15 | 1999-12-06 | Tamara E. Kolosova | Method of preparation 4,1,6-trichloro-4,1,6-trideoxygalactosucrose |
| DE19924770A1 (de) * | 1999-05-29 | 2000-12-21 | Buna Sow Leuna Olefinverb Gmbh | Verfahren zur Herstellung von Polyetherpolyolen aus Polysacchariden und deren Verwendung für die Herstellung von PUR-Schäumen |
| US6500973B2 (en) | 2000-06-02 | 2002-12-31 | Eastman Chemical Company | Extractive solution crystallization of chemical compounds |
| US6667397B2 (en) * | 2000-08-25 | 2003-12-23 | Eastman Chemical Company | Methods of preparing disaccharide and trisaccharide C6-C12 fatty acid esters with high alpha content and materials therefrom |
| DE60133011T2 (de) * | 2000-08-25 | 2009-03-19 | Eastman Chemical Co., Kingsport | Verfahren zur herstellung von disaccharid und trisaccharid c6-c12 fettsäure-estern mit hohem alpha gehalt und materialien davon |
| AU2002226918B2 (en) | 2000-11-17 | 2006-05-25 | Tate & Lyle Technology Limited | Improved sucralose composition and process for the crystallization thereof |
| US6998480B2 (en) | 2002-03-08 | 2006-02-14 | Tate & Lyle Public Limited Company | Process for improving sucralose purity and yield |
| US7049435B2 (en) | 2002-03-08 | 2006-05-23 | Tate & Lyle Public Limited Company | Extractive methods for purifying sucralose |
| US20040170735A2 (en) * | 2002-04-05 | 2004-09-02 | Mcneil-Ppc, Inc. | Methods and compositions for altering the sweetness delivery profile of sucralose |
| US6890581B2 (en) * | 2002-04-05 | 2005-05-10 | Tate & Lyle Public Limited Company | Methods for buffer stabilized aqueous deacylation |
| US20040086605A1 (en) * | 2002-10-30 | 2004-05-06 | Sox Thomas E. | Composition for delivering a high intensity sweetener |
| US6943248B2 (en) * | 2003-04-30 | 2005-09-13 | Tate & Lyle Public Limited Company | Crystalline form of sucralose, and method for producing it |
| CN1176094C (zh) * | 2003-05-23 | 2004-11-17 | 广东省食品工业研究所 | 一种三氯蔗糖的合成方法 |
| WO2005087020A1 (en) * | 2004-03-05 | 2005-09-22 | Richmond Chemical Corporation | High-intensity sweetener-polyol compositions |
| JP2007529505A (ja) * | 2004-03-19 | 2007-10-25 | ファームド メディケア プライベート リミティッド | 塩素化スクロース製造の改良された方法 |
| US20050214425A1 (en) * | 2004-03-23 | 2005-09-29 | Roma Vazirani | Sugar substitute prepared with nutritive and high-intensity sweeteners |
| CN101098971B (zh) * | 2004-12-10 | 2010-04-21 | V.B.医疗保险私人有限公司 | 有助于从含水反应混合物中选择性萃取4,1',6'三氯半乳蔗糖的盐 |
| WO2006061854A2 (en) * | 2004-12-10 | 2006-06-15 | Pharmed Medicare Private Limited | CONTROL OF pH BY DIRECT ADDITION OF CARBONATES AND BICARBONATES DURING CONCENTRATION OF ORGANIC SOLVENT EXTRACTS OF 6- ACETYL- 4,1 ‘, 6' TRICHLOROGALACTOSUCROSE AND 4,1 ‘, 6' TRICHLOROGALACTOSUCROSE |
| WO2006061856A2 (en) * | 2004-12-10 | 2006-06-15 | Pharmed Medicare Private Limited | Improved process for purificaton of 6 acetyl 4,1’,6’ trichlorogalactosucrose and 4,1’,6’ trichlorogalactosucrose by chromatography on silanized silica gel |
| WO2006072965A2 (en) * | 2005-01-03 | 2006-07-13 | Pharmed Medicare Private Limited | Sucrose-6-ester chlorination by co-addition of chlorination reagent. |
| US20060188629A1 (en) * | 2005-01-21 | 2006-08-24 | Greg Liesen | Method for the purification of sucralose |
| US20080163867A1 (en) * | 2005-02-22 | 2008-07-10 | Molecular Separation Process in Various Steps of Process for Production of Chlorinated Sugars, Their Precursors and Derivatives | |
| US20060205936A1 (en) * | 2005-03-14 | 2006-09-14 | Sl Laboratories, Llc | Chlorination of Sucrose-6-esters |
| US20060247180A1 (en) * | 2005-04-29 | 2006-11-02 | Bergey James L | Purgative composition and uses thereof |
| MX2007013689A (es) * | 2005-05-04 | 2009-02-17 | Pharmed Medicare Pvt Ltd | Generacion de oxicloruro de fosforo como subproducto de pentacloruro de fosforo y dmf y su uso en una reaccion de cloracion al convertirse en reactivo vilsmeier-haack. |
| KR20080004575A (ko) * | 2005-05-04 | 2008-01-09 | 팜드 메디케어 프리베이트 리미티드 | 염소화 반응을 위한 디(트리클로로메틸)카보네이트 유래의빌스마이어 헥크 시약의 합성 |
| US20060276639A1 (en) * | 2005-06-01 | 2006-12-07 | Healthy Brands, Llc | Conversion of sucralose-6-ester to sucralose |
| CN102124017A (zh) * | 2005-06-01 | 2011-07-13 | V.B.医疗保险私人有限公司 | 利用溶剂萃取法纯化氯化蔗糖衍生物的方法 |
| CA2623071A1 (en) * | 2005-09-22 | 2007-05-24 | Pharmed Medicare Pvt. Ltd. | Novel preparation of 6-o-acyl chlorosucrose from anhydrous chlorinated reaction mass |
| US20070100139A1 (en) * | 2005-10-31 | 2007-05-03 | Healthy Brands, Llc | Methods for chlorinating sucrose-6-ester |
| US7741477B2 (en) * | 2006-01-10 | 2010-06-22 | Alembic Limited | Process for purification of sucralose |
| WO2007099557A2 (en) * | 2006-02-28 | 2007-09-07 | V. B. Medicare Pvt. Ltd. | Process for the production of a chlorinating reagent and its use in the preparation of chlorinated sugars |
| CN100418976C (zh) * | 2006-04-03 | 2008-09-17 | 广州科宏食品添加物有限公司 | 一种三氯蔗糖的制备方法 |
| CN100402541C (zh) * | 2006-06-15 | 2008-07-16 | 浙江工业大学 | 一种三氯蔗糖-6-乙酯的合成方法 |
| CN101092438A (zh) * | 2006-06-22 | 2007-12-26 | 南京莱因医药科技有限公司 | 6-o-苯甲酰三氯半乳型蔗糖四乙酯的制备方法 |
| EP2046805A1 (en) * | 2006-07-06 | 2009-04-15 | Alembic Limited | An improved process for the preparation of sucralose of high purity |
| CN100420697C (zh) * | 2006-08-30 | 2008-09-24 | 河北苏科瑞科技有限公司 | 一种制备蔗糖-6-有机酸酯的方法 |
| US8258291B2 (en) * | 2006-10-25 | 2012-09-04 | Mamtek International Limited | Process for the preparation of sucralose by the chlorination of sugar with triphosgene (BTC) |
| US20080103295A1 (en) * | 2006-10-25 | 2008-05-01 | David Losan Ho | Process for the preparation of sucrose-6-ester by esterification in the presence of solid superacid catalyst |
| US20080227971A1 (en) * | 2007-01-19 | 2008-09-18 | Leinhos Duane A | Deacylation of sucralose-6-acylates |
| GB0702857D0 (en) * | 2007-01-19 | 2007-03-28 | Tate & Lyle Plc | Improved sucralose production method |
| CN101260127B (zh) * | 2007-03-06 | 2011-04-20 | 盐城捷康三氯蔗糖制造有限公司 | 由三氯蔗糖-6-乙酯脱乙酰基合成三氯蔗糖的方法 |
| US20080300392A1 (en) * | 2007-06-04 | 2008-12-04 | Polymed Therapeutics, Inc. | Novel chlorination process for preparing sucralose |
| US20080300401A1 (en) * | 2007-06-04 | 2008-12-04 | Polymed Therapeutics, Inc. | Novel chlorination process for preparing sucralose |
| US8436156B2 (en) * | 2008-01-04 | 2013-05-07 | Tate & Lyle Technology Limited | Method for the production of sucralose |
| US7932380B2 (en) * | 2008-03-06 | 2011-04-26 | Wanhe International (Group) Co. Ltd. | Process for the preparation of sucralose |
| US8557976B2 (en) * | 2008-03-13 | 2013-10-15 | Tate & Lyle Technology Limited | Microbial consortia and methods for their use |
| EP2254677A1 (en) * | 2008-03-20 | 2010-12-01 | Tate & Lyle Technology Limited | Removal of acids from tertiary amide solvents |
| US8436157B2 (en) * | 2008-03-26 | 2013-05-07 | Tate & Lyle Technology Limited | Method for the production of sucralose |
| AR071134A1 (es) * | 2008-04-03 | 2010-05-26 | Tate & Lyle Technology Ltd | Cristalizacion de sucralosa a partir de chorros que contienen sucralosa |
| WO2009124113A1 (en) * | 2008-04-03 | 2009-10-08 | Tate & Lyle Technology Ltd. | Extraction of less polar impurities from sucralose containing aqueous feed streams |
| US20090299055A1 (en) * | 2008-04-03 | 2009-12-03 | Tate & Lyle Technology Limited | Purification of Sucralose Containing Feed Streams for Sucralose Crystallization |
| US8497367B2 (en) * | 2008-04-03 | 2013-07-30 | Tate & Lyle Technology Limited | Sucralose purification process |
| KR20100127875A (ko) * | 2008-04-03 | 2010-12-06 | 테이트 앤드 라일 테크놀러지 리미티드 | 수크랄로오스 추출 효율에 대한 탄수화물 농도의 효과 |
| US7862744B2 (en) * | 2008-07-23 | 2011-01-04 | Mamtek International Limited | Methods and systems for preparing materials for sucralose production |
| US20100022765A1 (en) * | 2008-07-23 | 2010-01-28 | David Losan Ho | Methods for extracting and purifying sucralose intermediate |
| GB2468936B (en) | 2009-03-27 | 2011-09-07 | Mohamad Rami Radwan Jaber | Chlorination of sucrose-6-esters |
| GB2469157B (en) | 2009-03-30 | 2011-07-06 | John Kerr | Process for removing dimethylamine during sucralose production |
| GB2469158B (en) | 2009-03-31 | 2011-09-28 | Peter J Seaberg | Base-assisted formation of tin-sucrose adducts |
| GB2471348B (en) * | 2009-06-22 | 2011-12-14 | Tate & Lyle Technology Ltd | A method for producing sucralose-6-acylate |
| GB2474311B (en) * | 2009-10-12 | 2012-10-17 | Tate & Lyle Technology Ltd | Low temperature, single solvent process for the production of sucrose-6-ester |
| GB2474310B (en) | 2009-10-12 | 2012-02-29 | Tate & Lyle Technology Ltd | Process for the production of sucrose-6-ester |
| PL2609120T3 (pl) * | 2010-08-25 | 2016-03-31 | Davuluri Ramamohan Rao | Ulepszony sposób wytwarzania sugammadeksu |
| EP2643338B1 (en) | 2010-11-23 | 2016-04-06 | Lexington Pharmaceuticals Laboratories, LLC | Low temperature chlorination of carbohydrates |
| GB201110520D0 (en) | 2011-05-10 | 2011-08-03 | Tate & Lyle Technology Ltd | Extraction of carboxylic acids with tin compounds |
| JP5679447B2 (ja) * | 2011-06-20 | 2015-03-04 | 第一工業製薬株式会社 | ショ糖ベンゾエート組成物の製造方法 |
| US8884004B2 (en) | 2011-09-02 | 2014-11-11 | Divi's Laboratories, Ltd. | Process for the preparation of sucralose |
| WO2013056128A1 (en) * | 2011-10-14 | 2013-04-18 | Lexington Pharmaceuticals Laboratories, Llc | Chlorination of carbohydrates and carbohydrate derivatives |
| CN102964396B (zh) * | 2012-10-26 | 2015-11-18 | 溧阳维信生物科技有限公司 | 一种三氯蔗糖-6-乙酯重结晶的方法 |
| JP6109531B2 (ja) * | 2012-11-02 | 2017-04-05 | 第一工業製薬株式会社 | 溶媒の除去方法 |
| CN103145772A (zh) * | 2013-03-26 | 2013-06-12 | 山东金城柯瑞化学有限公司 | 三氯蔗糖的制备方法 |
| US10227367B2 (en) | 2013-12-16 | 2019-03-12 | Tate & Lyle Technology Limited | Chlorination of sucrose-6-esters |
| WO2016020635A1 (en) | 2014-08-08 | 2016-02-11 | Tate & Lyle Technology Limited | Chlorination of sucrose-6-esters |
| CN104387427A (zh) * | 2014-10-30 | 2015-03-04 | 安徽金禾实业股份有限公司 | 一种三氯蔗糖的生产方法 |
| GB2536480B (en) | 2015-03-17 | 2019-09-04 | Tate & Lyle Tech Ltd | DMF Distillation |
| CN105131050B (zh) * | 2015-07-22 | 2018-07-31 | 青岛科技大学 | 一种氯化剂的制备方法及其制备三氯蔗糖的方法 |
| CN105859802B (zh) * | 2016-05-14 | 2019-02-12 | 广西科技大学 | 一种三氯蔗糖的结晶和纯化方法 |
| GB2551591B (en) | 2016-06-23 | 2019-08-07 | Tate & Lyle Tech Ltd | Liquid-liquid extraction of DMF |
| WO2022067621A1 (zh) | 2020-09-30 | 2022-04-07 | 安徽金禾实业股份有限公司 | 三氯蔗糖的纯化方法 |
| CN113699196A (zh) * | 2021-08-17 | 2021-11-26 | 安徽金禾实业股份有限公司 | 一种蔗糖-6-乙酸酯的无水酶法催化合成方法 |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4435440A (en) * | 1976-01-08 | 1984-03-06 | Tate & Lyle Limited | Sweeteners |
| ATE732T1 (de) * | 1978-10-18 | 1982-03-15 | Tate & Lyle Patent Holdings Limited | Verfahren zur herstellung von 2-chlor-2-deoxy-sacchariden und einige 2-chlor-2-deoxy-saccharide. |
| CA1138443A (en) * | 1979-03-09 | 1982-12-28 | Tate & Lyle Patent Holdings Limited | Process for the preparation of chloro-deoxysugars |
| DE3062467D1 (en) * | 1979-12-20 | 1983-04-28 | Tate & Lyle Plc | Process for the preparation of 4,1',6'-trichloro-4,1',6'-trideoxy-galactosucrose |
| US4345933A (en) * | 1980-01-28 | 1982-08-24 | Velsicol Chemical Corporation | Sucrose ester of 2-methoxy-3,6-dichlorobenzoic acid |
| US4291158A (en) * | 1980-01-28 | 1981-09-22 | Velsicol Chemical Corporation | Sucrose ester of 2-methoxy-3,6-dichlorobenzoic acid |
| ATE9355T1 (de) * | 1980-07-08 | 1984-09-15 | Tate & Lyle Public Limited Company | Verfahren zur herstellung von 4,1',6'-trichlor4,1',6'-trideoxygalactosucrose (tgs). |
| DK160315C (da) * | 1982-09-13 | 1991-07-29 | Tate & Lyle Plc | Saccharosederivater, en fremgangsmaade til soedning af et spiseligt produkt af ikke-naeringsmiddelmaessig art eller et oralt praeparat samt et soedepraeparat |
| GB8316790D0 (en) * | 1983-06-21 | 1983-07-27 | Tate & Lyle Plc | Chemical process |
| GB8622345D0 (en) * | 1986-09-17 | 1986-10-22 | Tate & Lyle Plc | Sucrose derivatives |
-
1989
- 1989-07-18 US US07/382,147 patent/US4980463A/en not_active Expired - Lifetime
-
1990
- 1990-07-06 PH PH40800A patent/PH26799A/en unknown
- 1990-07-06 IL IL9499490A patent/IL94994A/en unknown
- 1990-07-11 NZ NZ234468A patent/NZ234468A/en unknown
- 1990-07-12 GR GR900100537A patent/GR1002037B/el not_active IP Right Cessation
- 1990-07-16 CA CA002021632A patent/CA2021632C/en not_active Expired - Lifetime
- 1990-07-16 PE PE1990172224A patent/PE21591A1/es not_active Application Discontinuation
- 1990-07-17 RU SU4830726A patent/RU1836377C/ru active
- 1990-07-17 ZA ZA905615A patent/ZA905615B/xx unknown
- 1990-07-17 IE IE260390A patent/IE69961B1/en not_active IP Right Cessation
- 1990-07-17 JP JP18732890A patent/JP3183506B2/ja not_active Expired - Fee Related
- 1990-07-17 EP EP90307784A patent/EP0409549B1/en not_active Expired - Lifetime
- 1990-07-17 NO NO903190A patent/NO175532C/no not_active IP Right Cessation
- 1990-07-17 PT PT94719A patent/PT94719B/pt not_active IP Right Cessation
- 1990-07-17 AT AT90307784T patent/ATE133175T1/de not_active IP Right Cessation
- 1990-07-17 AU AU59069/90A patent/AU625908B2/en not_active Expired
- 1990-07-17 AR AR90317395A patent/AR247401A1/es active
- 1990-07-17 DK DK90307784.0T patent/DK0409549T3/da active
- 1990-07-17 DE DE69024868T patent/DE69024868T2/de not_active Expired - Lifetime
- 1990-07-17 ES ES90307784T patent/ES2088973T3/es not_active Expired - Lifetime
- 1990-07-17 FI FI903603A patent/FI95802C/fi not_active IP Right Cessation
- 1990-07-18 TR TR00678/90A patent/TR28705A/xx unknown
- 1990-07-18 YU YU141190A patent/YU47948B/sh unknown
- 1990-07-18 KR KR1019900010857A patent/KR0144344B1/ko not_active Expired - Fee Related
- 1990-07-18 MX MX21634A patent/MX164442B/es unknown
- 1990-07-26 TW TW079106171A patent/TW219939B/zh active
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