DD264695A1 - Verfahren zur herstellung von hochreinen cyclischen estern - Google Patents
Verfahren zur herstellung von hochreinen cyclischen estern Download PDFInfo
- Publication number
- DD264695A1 DD264695A1 DD87308357A DD30835787A DD264695A1 DD 264695 A1 DD264695 A1 DD 264695A1 DD 87308357 A DD87308357 A DD 87308357A DD 30835787 A DD30835787 A DD 30835787A DD 264695 A1 DD264695 A1 DD 264695A1
- Authority
- DD
- German Democratic Republic
- Prior art keywords
- process according
- polyether
- thermally stable
- ester
- core
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims abstract description 34
- 150000002148 esters Chemical class 0.000 title claims abstract description 14
- 238000004519 manufacturing process Methods 0.000 title description 6
- 239000004721 Polyphenylene oxide Substances 0.000 claims abstract description 29
- 229920000570 polyether Polymers 0.000 claims abstract description 29
- 229940061720 alpha hydroxy acid Drugs 0.000 claims abstract description 8
- 150000001280 alpha hydroxy acids Chemical class 0.000 claims abstract description 8
- AEMRFAOFKBGASW-UHFFFAOYSA-N Glycolic acid Chemical compound OCC(O)=O AEMRFAOFKBGASW-UHFFFAOYSA-N 0.000 claims description 22
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims description 15
- -1 cyclic ester Chemical class 0.000 claims description 12
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 10
- 230000015572 biosynthetic process Effects 0.000 claims description 9
- 239000002904 solvent Substances 0.000 claims description 7
- 125000001931 aliphatic group Chemical group 0.000 claims description 6
- 229910052739 hydrogen Inorganic materials 0.000 claims description 6
- 125000004432 carbon atom Chemical group C* 0.000 claims description 5
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims description 5
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 4
- 125000003118 aryl group Chemical group 0.000 claims description 4
- LZCLXQDLBQLTDK-UHFFFAOYSA-N ethyl 2-hydroxypropanoate Chemical compound CCOC(=O)C(C)O LZCLXQDLBQLTDK-UHFFFAOYSA-N 0.000 claims description 4
- 239000001257 hydrogen Substances 0.000 claims description 4
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 claims description 4
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 claims description 4
- 229910052753 mercury Inorganic materials 0.000 claims description 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 4
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 claims description 3
- 229920001400 block copolymer Polymers 0.000 claims description 3
- LPEKGGXMPWTOCB-UHFFFAOYSA-N 8beta-(2,3-epoxy-2-methylbutyryloxy)-14-acetoxytithifolin Natural products COC(=O)C(C)O LPEKGGXMPWTOCB-UHFFFAOYSA-N 0.000 claims description 2
- 229940116333 ethyl lactate Drugs 0.000 claims description 2
- 235000014655 lactic acid Nutrition 0.000 claims description 2
- 239000004310 lactic acid Substances 0.000 claims description 2
- 229940057867 methyl lactate Drugs 0.000 claims description 2
- 238000001953 recrystallisation Methods 0.000 claims description 2
- JVTAAEKCZFNVCJ-UHFFFAOYSA-M Lactate Chemical compound CC(O)C([O-])=O JVTAAEKCZFNVCJ-UHFFFAOYSA-M 0.000 claims 1
- 230000015556 catabolic process Effects 0.000 claims 1
- 238000006731 degradation reaction Methods 0.000 claims 1
- USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical group C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 claims 1
- 238000004090 dissolution Methods 0.000 claims 1
- 238000004064 recycling Methods 0.000 claims 1
- 229920001577 copolymer Polymers 0.000 abstract description 5
- 125000004122 cyclic group Chemical group 0.000 abstract description 5
- 238000010438 heat treatment Methods 0.000 abstract description 4
- RKDVKSZUMVYZHH-UHFFFAOYSA-N 1,4-dioxane-2,5-dione Chemical compound O=C1COC(=O)CO1 RKDVKSZUMVYZHH-UHFFFAOYSA-N 0.000 description 14
- 229960004275 glycolic acid Drugs 0.000 description 11
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 10
- ADCOVFLJGNWWNZ-UHFFFAOYSA-N antimony trioxide Chemical compound O=[Sb]O[Sb]=O ADCOVFLJGNWWNZ-UHFFFAOYSA-N 0.000 description 8
- 239000000047 product Substances 0.000 description 7
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- 238000006243 chemical reaction Methods 0.000 description 4
- 238000002360 preparation method Methods 0.000 description 4
- 239000000843 powder Substances 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- 239000002253 acid Substances 0.000 description 2
- 239000012043 crude product Substances 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 238000004227 thermal cracking Methods 0.000 description 2
- OMIHGPLIXGGMJB-UHFFFAOYSA-N 7-oxabicyclo[4.1.0]hepta-1,3,5-triene Chemical group C1=CC=C2OC2=C1 OMIHGPLIXGGMJB-UHFFFAOYSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 238000013494 PH determination Methods 0.000 description 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
- 229920000954 Polyglycolide Polymers 0.000 description 1
- 229910000287 alkaline earth metal oxide Inorganic materials 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 238000001311 chemical methods and process Methods 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000010924 continuous production Methods 0.000 description 1
- 238000013270 controlled release Methods 0.000 description 1
- 238000005336 cracking Methods 0.000 description 1
- ZANNOFHADGWOLI-UHFFFAOYSA-N ethyl 2-hydroxyacetate Chemical compound CCOC(=O)CO ZANNOFHADGWOLI-UHFFFAOYSA-N 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- 150000001261 hydroxy acids Chemical class 0.000 description 1
- 239000007943 implant Substances 0.000 description 1
- 238000002329 infrared spectrum Methods 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 125000000896 monocarboxylic acid group Chemical group 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 230000000399 orthopedic effect Effects 0.000 description 1
- 239000000546 pharmaceutical excipient Substances 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004633 polyglycolic acid Substances 0.000 description 1
- 239000002685 polymerization catalyst Substances 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000006798 ring closing metathesis reaction Methods 0.000 description 1
- 238000000859 sublimation Methods 0.000 description 1
- 230000008022 sublimation Effects 0.000 description 1
- 238000005979 thermal decomposition reaction Methods 0.000 description 1
- 238000002411 thermogravimetry Methods 0.000 description 1
- 238000005292 vacuum distillation Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D309/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings
- C07D309/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
- C07D309/08—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having no double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D309/10—Oxygen atoms
- C07D309/12—Oxygen atoms only hydrogen atoms and one oxygen atom directly attached to ring carbon atoms, e.g. tetrahydropyranyl ethers
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D319/00—Heterocyclic compounds containing six-membered rings having two oxygen atoms as the only ring hetero atoms
- C07D319/10—1,4-Dioxanes; Hydrogenated 1,4-dioxanes
- C07D319/12—1,4-Dioxanes; Hydrogenated 1,4-dioxanes not condensed with other rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Polyesters Or Polycarbonates (AREA)
- Heterocyclic Compounds That Contain Two Or More Ring Oxygen Atoms (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Polyethers (AREA)
- Separation, Recovery Or Treatment Of Waste Materials Containing Plastics (AREA)
- Medicinal Preparation (AREA)
- Materials For Medical Uses (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US75390785A | 1985-07-11 | 1985-07-11 | |
| US06/925,484 US4727163A (en) | 1985-07-11 | 1986-10-29 | Process for preparing highly pure cyclic esters |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DD264695A1 true DD264695A1 (de) | 1989-02-08 |
Family
ID=25451798
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DD87308357A DD264695A1 (de) | 1985-07-11 | 1987-10-28 | Verfahren zur herstellung von hochreinen cyclischen estern |
Country Status (17)
| Country | Link |
|---|---|
| US (1) | US4727163A (fr) |
| EP (1) | EP0266143B1 (fr) |
| JP (1) | JPS63152375A (fr) |
| KR (1) | KR880005116A (fr) |
| CN (1) | CN1015986B (fr) |
| AR (1) | AR243879A1 (fr) |
| AT (1) | ATE102617T1 (fr) |
| AU (1) | AU591432B2 (fr) |
| BR (1) | BR8705758A (fr) |
| CA (1) | CA1277672C (fr) |
| DD (1) | DD264695A1 (fr) |
| DE (1) | DE3789274D1 (fr) |
| IE (1) | IE872885L (fr) |
| IL (1) | IL84303A (fr) |
| MX (1) | MX165197B (fr) |
| PT (1) | PT86017B (fr) |
| ZA (1) | ZA878121B (fr) |
Families Citing this family (54)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0264926B1 (fr) * | 1986-10-24 | 1992-04-08 | Boehringer Ingelheim Kg | Procédé de préparation et de purification de composés thermolabiles |
| DE3781133T2 (de) * | 1986-12-19 | 1993-06-24 | Akzo Nv | Herstellung von polymilchsaeure und copolymeren daraus. |
| US4835293A (en) * | 1987-02-24 | 1989-05-30 | E. I. Du Pont De Nemours And Company | Atmospheric pressure process for preparing pure cyclic esters |
| US5214159A (en) * | 1987-06-16 | 1993-05-25 | Boehringer Ingelheim Gmbh | Meso-lactide |
| US5023349A (en) * | 1990-05-08 | 1991-06-11 | E. I. Du Pont De Nemours And Company | Continuous process for rapid conversion of oligomers to cyclic esters |
| US5091544A (en) * | 1990-05-08 | 1992-02-25 | E. I. Du Pont De Nemours And Company | Process for rapid conversion of oligomers to cyclic esters |
| DE69127284D1 (de) * | 1990-05-03 | 1997-09-18 | Du Pont | Verfahren zur schnellen herstellung cyclischer ester |
| US5138074A (en) * | 1990-06-28 | 1992-08-11 | E. I. Du Pont De Nemours And Company | Continuous catalyzed vapor phase dimeric cyclic ester process |
| WO1992000974A1 (fr) * | 1990-07-13 | 1992-01-23 | E.I. Du Pont De Nemours And Company | Procede de recyclage a haut rendement d'un lactide |
| US5076983A (en) * | 1990-07-16 | 1991-12-31 | E. I. Du Pont De Nemours And Company | Polyhydroxy acid films |
| US5332839A (en) * | 1990-09-18 | 1994-07-26 | Biopak Technology, Ltd. | Catalytic production of lactide directly from lactic acid |
| US5117008A (en) * | 1990-10-23 | 1992-05-26 | E. I. Du Pont De Nemours And Company | Solvent scrubbing recovery of lactide and other dimeric cyclic esters |
| US5266706A (en) * | 1990-10-23 | 1993-11-30 | E. I. Du Pont De Nemours & Company | Solvent scrubbing recovery of lactide and other dimeric cyclic esters |
| US5089632A (en) * | 1991-01-30 | 1992-02-18 | E. I. Du Pont De Nemours And Company | Process for preparing cyclic esters using a fluorocarbon |
| US5326887A (en) * | 1991-02-27 | 1994-07-05 | E. I. Du Pont De Nemours And Company | Process for the preparation of 1,4-dioxane-2,5-diones |
| US5196551A (en) * | 1991-06-24 | 1993-03-23 | E. I. Du Pont De Nemours And Company | Co-vaporization process for preparing lactide |
| US5264617A (en) * | 1991-11-22 | 1993-11-23 | E. I. Du Pont De Nemours And Company | Preparation of alkyl esters by depolymerization |
| US5229528A (en) * | 1991-11-22 | 1993-07-20 | E. I. Du Pont De Nemours And Company | Rapid depolymerization of polyhydroxy acids |
| US5268507A (en) * | 1991-11-22 | 1993-12-07 | E. I. Du Pont De Nemours And Company | Preparation of amide derivatives of hydroxy acids |
| US5264626A (en) * | 1991-11-22 | 1993-11-23 | E. I. Du Pont De Nemours And Company | Rapid depolymerization of polyhydroxy acids |
| US5264614A (en) * | 1991-11-22 | 1993-11-23 | E. I. Du Pont De Nemours And Company | Recovery of polyhydroxy acids |
| US5142023A (en) * | 1992-01-24 | 1992-08-25 | Cargill, Incorporated | Continuous process for manufacture of lactide polymers with controlled optical purity |
| US6326458B1 (en) | 1992-01-24 | 2001-12-04 | Cargill, Inc. | Continuous process for the manufacture of lactide and lactide polymers |
| US5247059A (en) * | 1992-01-24 | 1993-09-21 | Cargill, Incorporated | Continuous process for the manufacture of a purified lactide from esters of lactic acid |
| US6005067A (en) | 1992-01-24 | 1999-12-21 | Cargill Incorporated | Continuous process for manufacture of lactide polymers with controlled optical purity |
| US5247058A (en) * | 1992-01-24 | 1993-09-21 | Cargill, Incorporated | Continuous process for manufacture of lactide polymers with controlled optical purity |
| US5258488A (en) * | 1992-01-24 | 1993-11-02 | Cargill, Incorporated | Continuous process for manufacture of lactide polymers with controlled optical purity |
| US5420304A (en) * | 1992-03-19 | 1995-05-30 | Biopak Technology, Ltd. | Method to produce cyclic esters |
| US5686630A (en) * | 1993-09-29 | 1997-11-11 | Chronopol, Inc. | Purifying cyclic esters by aqueous solvent extraction |
| US5675021A (en) * | 1992-03-19 | 1997-10-07 | Chronopol, Inc. | Method to produce and purify cyclic esters |
| US5278256A (en) * | 1992-09-16 | 1994-01-11 | E. I. Du Pont De Nemours And Company | Rapidly degradable poly (hydroxyacid) compositions |
| BR9305661A (pt) * | 1992-10-02 | 1996-11-26 | Cargill Inc | Pano de polímero de lactideo estável em fusao e processo para a sua fabricaçao |
| US5338822A (en) * | 1992-10-02 | 1994-08-16 | Cargill, Incorporated | Melt-stable lactide polymer composition and process for manufacture thereof |
| US6005068A (en) * | 1992-10-02 | 1999-12-21 | Cargill Incorporated | Melt-stable amorphous lactide polymer film and process for manufacture thereof |
| WO1994008090A1 (fr) * | 1992-10-02 | 1994-04-14 | Cargill, Incorporated | Papier pourvu d'un couchage en polymere de lactide stable a la fusion et procede de fabrication |
| US5342969A (en) * | 1993-03-03 | 1994-08-30 | E. I. Du Pont De Nemours And Company | Recovery of hydroxycarboxylic acid values from poly(hydroxycarboxylic acids) |
| ATE212062T1 (de) | 1996-02-08 | 2002-02-15 | Oekologische Technologie Und S | Verfahren zur herstellung von organischen aminiumlactaten und deren verwendung zur herstellung von dilactid |
| US5830991A (en) * | 1996-02-09 | 1998-11-03 | Kureha Kagaku Kagyo Kk | Preparation process and purification process of dimeric cyclic ester of hydroxycarboxylic acid |
| JP4565208B2 (ja) | 2000-03-31 | 2010-10-20 | 株式会社クレハ | グリコリドの精製方法 |
| KR100818950B1 (ko) * | 2000-08-11 | 2008-04-04 | 가부시끼가이샤 구레하 | 환상 에스테르의 제조방법 및 정제방법 |
| US6891048B2 (en) * | 2001-03-06 | 2005-05-10 | Kureha Kagaku Kogyo Kk | Glycolide production process, and glycolic acid composition |
| DE60201342T2 (de) * | 2001-04-12 | 2005-11-17 | Kureha Chemical Industry Co., Ltd. | Glycolide Erzeugungsverfahren und Glycolsäureoligomer für glycolide Erzeugung |
| WO2006129736A1 (fr) * | 2005-06-01 | 2006-12-07 | Mitsui Chemicals, Inc. | Procédé pour produire un ester cyclique |
| CA2784995C (fr) * | 2009-12-21 | 2018-07-03 | Evonik Degussa Corporation | Procede de preparation d'esters cycliques comprenant des groupes fonctionnels insatures et polyesters prepares a partir de ceux-ci |
| US20120245322A1 (en) | 2011-03-25 | 2012-09-27 | Hyundai Motor Company | Manufacturing lactide from lactic acid |
| US20120245321A1 (en) | 2011-03-25 | 2012-09-27 | Hyundai Motor Company | Manufacturing lactide from lactic acid |
| KR101326521B1 (ko) | 2011-05-26 | 2013-11-07 | 현대자동차주식회사 | 유산으로부터 락타이드의 제조 방법 |
| PL2812372T3 (pl) | 2012-02-09 | 2018-12-31 | Novus International Inc. | Cykliczne dimery zawierające heteroatom |
| CA2878617A1 (fr) | 2012-07-12 | 2014-01-16 | Houston Stephen Smith | Compositions de matrice et de couche pour la protection de composes bioactifs |
| WO2014080876A1 (fr) | 2012-11-22 | 2014-05-30 | 株式会社クレハ | Procédé de production de glycolide, doté d'une étape de rectification au moyen d'un contact gaz-liquide à contre-courant et procédé de purification de glycolide brut |
| US10584306B2 (en) | 2017-08-11 | 2020-03-10 | Board Of Regents Of The University Of Oklahoma | Surfactant microemulsions |
| RU2660652C1 (ru) * | 2017-12-29 | 2018-07-09 | Федеральное государственное автономное образовательное учреждение высшего образования "Национальный исследовательский Томский государственный университет" (ТГУ, НИ ТГУ) | Способ получения гликолида из модифицированных олигомеров гликолевой кислоты |
| CN109970702B (zh) * | 2019-03-28 | 2020-06-26 | 杭州华惟生物医药有限公司 | 一种高纯度医用乙交酯的工业化生产方法 |
| CN117903105A (zh) | 2022-10-12 | 2024-04-19 | 中国石油化工股份有限公司 | 一种乙交酯的提纯方法、乙交酯及应用 |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2163268A (en) * | 1933-12-12 | 1939-06-20 | Du Pont | Method for making cyclic esters |
| US2163109A (en) * | 1936-04-03 | 1939-06-20 | Du Pont | Chemical process and products therefrom |
| US2668162A (en) * | 1952-03-20 | 1954-02-02 | Du Pont | Preparation of high molecular weight polyhydroxyacetic ester |
| FR1485302A (fr) * | 1966-07-01 | 1967-06-16 | Wolfen Filmfab Veb | Procédé pour l'obtention d'esters-anhydrides cycliques d'acides alpha-hydroxy-carboxyliques |
| US3442871A (en) * | 1966-05-04 | 1969-05-06 | American Cyanamid Co | Process for polymerizing a glycolide |
| GB1108720A (en) * | 1966-10-10 | 1968-04-03 | Wolfen Filmfab Veb | Process for the manufacture of cyclic ester anhydrides of ª-hydroxy-carboxylic acids |
| US3457280A (en) * | 1967-06-12 | 1969-07-22 | American Cyanamid Co | Alpha-glycolide and methods for the isolation thereof |
| US3435008A (en) * | 1967-08-22 | 1969-03-25 | American Cyanamid Co | Method for preparation of isomerically pure beta-glycolide and polymerization method for glycolide compositions employing partial hydrolyzate of said beta-glycolide |
| US3597350A (en) * | 1968-11-12 | 1971-08-03 | Pharmacia Fine Chemicals Ab | Gel filtration process |
| US3763190A (en) * | 1972-04-19 | 1973-10-02 | Stanford Research Inst | Preparation of pure glycolide |
-
1986
- 1986-10-29 US US06/925,484 patent/US4727163A/en not_active Expired - Fee Related
-
1987
- 1987-10-22 CA CA000549976A patent/CA1277672C/fr not_active Expired - Lifetime
- 1987-10-26 AT AT87309416T patent/ATE102617T1/de not_active IP Right Cessation
- 1987-10-26 EP EP87309416A patent/EP0266143B1/fr not_active Expired - Lifetime
- 1987-10-26 DE DE87309416T patent/DE3789274D1/de not_active Expired - Lifetime
- 1987-10-28 AR AR87309150A patent/AR243879A1/es active
- 1987-10-28 JP JP62272900A patent/JPS63152375A/ja active Pending
- 1987-10-28 AU AU80417/87A patent/AU591432B2/en not_active Ceased
- 1987-10-28 PT PT86017A patent/PT86017B/pt not_active IP Right Cessation
- 1987-10-28 IL IL84303A patent/IL84303A/xx not_active IP Right Cessation
- 1987-10-28 KR KR870011957A patent/KR880005116A/ko not_active Ceased
- 1987-10-28 DD DD87308357A patent/DD264695A1/de not_active IP Right Cessation
- 1987-10-28 CN CN87107549A patent/CN1015986B/zh not_active Expired
- 1987-10-28 MX MX9002A patent/MX165197B/es unknown
- 1987-10-28 BR BR8705758A patent/BR8705758A/pt unknown
- 1987-10-28 IE IE872885A patent/IE872885L/xx unknown
- 1987-10-29 ZA ZA878121A patent/ZA878121B/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| AU591432B2 (en) | 1989-11-30 |
| AU8041787A (en) | 1988-05-05 |
| ZA878121B (en) | 1989-07-26 |
| US4727163A (en) | 1988-02-23 |
| EP0266143B1 (fr) | 1994-03-09 |
| MX165197B (es) | 1992-10-30 |
| EP0266143A3 (en) | 1990-03-07 |
| AR243879A1 (es) | 1993-09-30 |
| EP0266143A2 (fr) | 1988-05-04 |
| CA1277672C (fr) | 1990-12-11 |
| IL84303A (en) | 1993-01-14 |
| BR8705758A (pt) | 1988-05-31 |
| PT86017B (pt) | 1990-07-31 |
| KR880005116A (ko) | 1988-06-28 |
| ATE102617T1 (de) | 1994-03-15 |
| DE3789274D1 (de) | 1994-04-14 |
| PT86017A (en) | 1987-11-01 |
| CN87107549A (zh) | 1988-05-11 |
| JPS63152375A (ja) | 1988-06-24 |
| IE872885L (en) | 1988-04-29 |
| IL84303A0 (en) | 1988-03-31 |
| CN1015986B (zh) | 1992-03-25 |
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| Publication | Publication Date | Title |
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