CH656871A5 - Procede de preparation d'ethylene glycol. - Google Patents
Procede de preparation d'ethylene glycol. Download PDFInfo
- Publication number
- CH656871A5 CH656871A5 CH3167/83A CH316783A CH656871A5 CH 656871 A5 CH656871 A5 CH 656871A5 CH 3167/83 A CH3167/83 A CH 3167/83A CH 316783 A CH316783 A CH 316783A CH 656871 A5 CH656871 A5 CH 656871A5
- Authority
- CH
- Switzerland
- Prior art keywords
- carbon dioxide
- ethylene oxide
- ethylene
- catalyst
- products
- Prior art date
Links
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 title claims description 72
- 238000000034 method Methods 0.000 title claims description 27
- 238000002360 preparation method Methods 0.000 title claims description 3
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 claims description 124
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims description 62
- 229910002092 carbon dioxide Inorganic materials 0.000 claims description 59
- 239000001569 carbon dioxide Substances 0.000 claims description 59
- 239000003054 catalyst Substances 0.000 claims description 41
- KMTRUDSVKNLOMY-UHFFFAOYSA-N Ethylene carbonate Chemical compound O=C1OCCO1 KMTRUDSVKNLOMY-UHFFFAOYSA-N 0.000 claims description 31
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 claims description 31
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 27
- 239000006227 byproduct Substances 0.000 claims description 24
- 238000006243 chemical reaction Methods 0.000 claims description 21
- 238000006460 hydrolysis reaction Methods 0.000 claims description 21
- 239000000047 product Substances 0.000 claims description 21
- 230000007062 hydrolysis Effects 0.000 claims description 17
- 238000000926 separation method Methods 0.000 claims description 13
- 239000007864 aqueous solution Substances 0.000 claims description 11
- -1 quaternary ammonium halides Chemical class 0.000 claims description 11
- 238000000605 extraction Methods 0.000 claims description 10
- 238000004064 recycling Methods 0.000 claims description 9
- 150000002334 glycols Chemical class 0.000 claims description 6
- 238000000194 supercritical-fluid extraction Methods 0.000 claims description 6
- 230000015572 biosynthetic process Effects 0.000 claims description 5
- 238000001704 evaporation Methods 0.000 claims description 5
- 239000007788 liquid Substances 0.000 claims description 5
- 239000000243 solution Substances 0.000 claims description 5
- 229910052799 carbon Inorganic materials 0.000 claims description 4
- 229910052787 antimony Inorganic materials 0.000 claims description 3
- JYYOBHFYCIDXHH-UHFFFAOYSA-N carbonic acid;hydrate Chemical compound O.OC(O)=O JYYOBHFYCIDXHH-UHFFFAOYSA-N 0.000 claims description 2
- 150000001875 compounds Chemical class 0.000 claims description 2
- 238000011084 recovery Methods 0.000 claims description 2
- 239000012071 phase Substances 0.000 claims 5
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 1
- 239000008346 aqueous phase Substances 0.000 claims 1
- 239000007792 gaseous phase Substances 0.000 claims 1
- 238000009834 vaporization Methods 0.000 claims 1
- 230000008016 vaporization Effects 0.000 claims 1
- 229940117927 ethylene oxide Drugs 0.000 description 52
- 238000004821 distillation Methods 0.000 description 10
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 9
- 239000005977 Ethylene Substances 0.000 description 8
- 239000007789 gas Substances 0.000 description 5
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 description 4
- 238000010586 diagram Methods 0.000 description 4
- 230000008020 evaporation Effects 0.000 description 4
- 239000012535 impurity Substances 0.000 description 4
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 description 3
- 229910001882 dioxygen Inorganic materials 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 238000010926 purge Methods 0.000 description 3
- 229910052709 silver Inorganic materials 0.000 description 3
- 239000004332 silver Substances 0.000 description 3
- 239000006096 absorbing agent Substances 0.000 description 2
- 230000008030 elimination Effects 0.000 description 2
- 238000003379 elimination reaction Methods 0.000 description 2
- 238000009434 installation Methods 0.000 description 2
- JNMIXMFEVJHFNY-UHFFFAOYSA-M methyl(triphenyl)phosphanium;iodide Chemical compound [I-].C=1C=CC=CC=1[P+](C=1C=CC=CC=1)(C)C1=CC=CC=C1 JNMIXMFEVJHFNY-UHFFFAOYSA-M 0.000 description 2
- 230000003647 oxidation Effects 0.000 description 2
- 238000007254 oxidation reaction Methods 0.000 description 2
- 238000000746 purification Methods 0.000 description 2
- 239000012808 vapor phase Substances 0.000 description 2
- SXXGBDASYFEMSO-UHFFFAOYSA-N 1,3-dioxolan-2-one;ethane-1,2-diol Chemical class OCCO.O=C1OCCO1 SXXGBDASYFEMSO-UHFFFAOYSA-N 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
- 238000013019 agitation Methods 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 230000006835 compression Effects 0.000 description 1
- 238000007906 compression Methods 0.000 description 1
- 238000009792 diffusion process Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 125000002485 formyl group Chemical class [H]C(*)=O 0.000 description 1
- 150000004820 halides Chemical class 0.000 description 1
- 230000003301 hydrolyzing effect Effects 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 239000012263 liquid product Substances 0.000 description 1
- 229910052753 mercury Inorganic materials 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 125000005496 phosphonium group Chemical group 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 238000004088 simulation Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000011885 synergistic combination Substances 0.000 description 1
- 230000009466 transformation Effects 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C31/00—Saturated compounds having hydroxy or O-metal groups bound to acyclic carbon atoms
- C07C31/18—Polyhydroxylic acyclic alcohols
- C07C31/20—Dihydroxylic alcohols
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D301/00—Preparation of oxiranes
- C07D301/32—Separation; Purification
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
- C07C29/09—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by hydrolysis
- C07C29/10—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by hydrolysis of ethers, including cyclic ethers, e.g. oxiranes
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
- C07C29/09—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by hydrolysis
- C07C29/12—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by hydrolysis of esters of mineral acids
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/52—Improvements relating to the production of bulk chemicals using catalysts, e.g. selective catalysts
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/584—Recycling of catalysts
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicinal Preparation (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US06/388,395 US4400559A (en) | 1982-06-14 | 1982-06-14 | Process for preparing ethylene glycol |
Publications (1)
Publication Number | Publication Date |
---|---|
CH656871A5 true CH656871A5 (fr) | 1986-07-31 |
Family
ID=23533945
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CH3167/83A CH656871A5 (fr) | 1982-06-14 | 1983-06-09 | Procede de preparation d'ethylene glycol. |
Country Status (25)
Country | Link |
---|---|
US (1) | US4400559A (en, 2012) |
JP (1) | JPS5921634A (en, 2012) |
KR (1) | KR870000542B1 (en, 2012) |
AR (1) | AR241527A1 (en, 2012) |
AU (1) | AU556132B2 (en, 2012) |
BE (1) | BE897039A (en, 2012) |
BR (1) | BR8303125A (en, 2012) |
CA (1) | CA1219602A (en, 2012) |
CH (1) | CH656871A5 (en, 2012) |
DD (1) | DD210026A5 (en, 2012) |
DE (1) | DE3321448A1 (en, 2012) |
EG (1) | EG16051A (en, 2012) |
ES (1) | ES523213A0 (en, 2012) |
FR (1) | FR2528417B1 (en, 2012) |
GB (1) | GB2122614B (en, 2012) |
IN (1) | IN159399B (en, 2012) |
IT (1) | IT1169063B (en, 2012) |
MX (1) | MX157512A (en, 2012) |
NL (1) | NL8302020A (en, 2012) |
NO (1) | NO159164C (en, 2012) |
RO (1) | RO88641A (en, 2012) |
SE (1) | SE459089B (en, 2012) |
SU (1) | SU1572414A3 (en, 2012) |
YU (1) | YU44436B (en, 2012) |
ZA (1) | ZA834364B (en, 2012) |
Families Citing this family (45)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4508927A (en) * | 1983-08-02 | 1985-04-02 | The Halcon Sd Group, Inc. | Preparation of glycols from ethylene oxide |
US4519875A (en) * | 1984-05-09 | 1985-05-28 | The Halcon Sd Group, Inc. | Purification of ethylene glycol derived from ethylene carbonate |
EP0385631A1 (en) * | 1989-02-21 | 1990-09-05 | ARCO Chemical Technology, L.P. | Oxidation process |
US5240603A (en) * | 1990-03-02 | 1993-08-31 | Hewlett-Packard Company | Decoupled flow and pressure setpoints in an extraction instrument using compressible fluids |
US5094741A (en) * | 1990-03-02 | 1992-03-10 | Hewlett-Packard Company | Decoupled flow and pressure setpoints in an extraction instrument using compressible fluids |
US5133859A (en) * | 1990-03-02 | 1992-07-28 | Hewlett-Packard Company | Decoupled flow and pressure setpoints in an extraction instrument using compressible fluids |
US5322626A (en) * | 1990-03-02 | 1994-06-21 | Hewlett-Packard Company | Decoupled flow and pressure setpoints in an extraction instrument using compressible fluids |
GB9005814D0 (en) * | 1990-03-15 | 1990-05-09 | Shell Int Research | A two-step monoethylene glycol preparation process |
JPH04301463A (ja) * | 1991-03-29 | 1992-10-26 | Sharp Corp | 印字装置 |
JPH0539952U (ja) * | 1991-10-29 | 1993-05-28 | 三洋電機株式会社 | プリンター装置 |
US5932101A (en) * | 1996-08-29 | 1999-08-03 | Eastman Chemical Company | Process for fluid/dense gas extraction under enhanced solubility conditions |
US6080897A (en) * | 1998-03-19 | 2000-06-27 | Mitsubishi Chemical Corporation | Method for producing monoethylene glycol |
RU2137748C1 (ru) * | 1998-11-16 | 1999-09-20 | Открытое акционерное общество "Нижнекамскнефтехим" | Способ получения концентрированного водного раствора моноэтиленгликоля |
US6372925B1 (en) | 2000-06-09 | 2002-04-16 | Shell Oil Company | Process for operating the epoxidation of ethylene |
BR0312244B1 (pt) * | 2002-06-28 | 2013-06-25 | mÉtodo para melhorar a seletividade de um catalisador e um processo para a epoxidaÇço de uma olefina | |
JP4333153B2 (ja) * | 2003-02-07 | 2009-09-16 | 三菱化学株式会社 | アルキレングリコールの製造方法 |
KR100880135B1 (ko) | 2003-02-07 | 2009-01-23 | 미쓰비시 가가꾸 가부시키가이샤 | 알킬렌 유도체의 제조 방법 및 알킬렌 유도체 제조용촉매의 재생 방법 |
US20040220433A1 (en) * | 2003-03-28 | 2004-11-04 | Evert Van Der Heide | Process for the preparation of propylene glycol |
US7348444B2 (en) * | 2003-04-07 | 2008-03-25 | Shell Oil Company | Process for the production of an olefin oxide |
JP2006522774A (ja) * | 2003-04-09 | 2006-10-05 | シエル・インターナシヨナル・リサーチ・マートスハツペイ・ベー・ヴエー | アルカンジオールの調製方法 |
US8148555B2 (en) * | 2003-06-26 | 2012-04-03 | Shell Oil Company | Method for improving the selectivity of a catalyst and a process for the epoxidation of an olefin |
CN100415733C (zh) * | 2003-06-30 | 2008-09-03 | 国际壳牌研究有限公司 | 碳酸亚丙酯的制备方法 |
US7378540B2 (en) * | 2005-10-21 | 2008-05-27 | Catalytic Distillation Technologies | Process for producing organic carbonates |
KR20080102155A (ko) * | 2006-02-03 | 2008-11-24 | 셀 인터나쵸나아레 레사아치 마아츠샤피 비이부이 | 촉매의 처리 방법, 처리된 촉매, 및 이 촉매의 용도 |
TWI387584B (zh) * | 2006-03-13 | 2013-03-01 | Shell Int Research | 碳酸伸烷酯之生產方法及由此生產之碳酸伸烷酯於烷二醇及碳酸二烷酯之製造中之用途 |
EP2035359B1 (en) * | 2006-06-13 | 2010-02-24 | Shell Internationale Research Maatschappij B.V. | Glycol separation and purification |
CN100586913C (zh) * | 2006-08-10 | 2010-02-03 | 中国石化扬子石油化工有限公司 | 催化水合法制备乙二醇的方法 |
CN103599798B (zh) | 2007-05-09 | 2015-11-18 | 国际壳牌研究有限公司 | 环氧化催化剂及其制备方法和生产环氧烷、1,2-二醇、1,2-二醇醚、1,2-碳酸酯或烷醇胺的方法 |
CN101815694B (zh) * | 2007-08-14 | 2013-07-24 | 国际壳牌研究有限公司 | 制备亚烷基二醇的方法 |
EP2291343B1 (en) * | 2008-04-09 | 2015-01-14 | Shell Internationale Research Maatschappij B.V. | Process for the preparation of alkylene glycol |
CN102036940B (zh) * | 2008-04-10 | 2013-11-13 | 国际壳牌研究有限公司 | 制备亚烷基二醇的方法 |
BRPI0912381A2 (pt) * | 2008-05-07 | 2017-07-04 | Shell Int Research | processo para a partida de um processo de epoxidação, processo para a produção de óxido de etileno, 1,2-diol, 1, 2-diol éter, 1, 2-carbonato, ou uma alcanolamina |
WO2009137431A2 (en) * | 2008-05-07 | 2009-11-12 | Shell Oil Company | A process for the production of an olefin oxide, a 1,2-diol, a 1,2-diol ether, a 1,2-carbonate, or an alkanolamine |
WO2009140318A1 (en) * | 2008-05-15 | 2009-11-19 | Shell Oil Company | Process for the preparation of an alkylene carbonate and an alkylene glycol |
KR101635652B1 (ko) | 2008-05-15 | 2016-07-01 | 셀 인터나쵸나아레 레사아치 마아츠샤피 비이부이 | 알킬렌 카보네이트 및/또는 알킬렌 글리콜의 제조방법 |
JP5511979B2 (ja) * | 2010-06-07 | 2014-06-04 | 中国科学院過程工程研究所 | イオン液体触媒によるエチレングリコールの製造方法 |
US8802900B2 (en) | 2010-11-29 | 2014-08-12 | Shell Oil Company | Process for the preparation of ethylene glycol |
WO2012149098A1 (en) * | 2011-04-29 | 2012-11-01 | Shell Oil Company | Process for improving the selectivity of an eo catalyst |
WO2013028039A2 (ko) * | 2011-08-24 | 2013-02-28 | 롯데케미칼 주식회사 | 알킬렌 카보네이트 및/또는 알킬렌 글리콜 합성용 촉매의 재생 방법 및 알킬렌 카보네이트 및/또는 알킬렌 글리콜의 제조 방법 |
CN107915577B (zh) * | 2016-10-08 | 2020-12-29 | 中国石油化工股份有限公司 | 碳酸乙烯酯水解合成乙二醇的方法 |
WO2018102377A1 (en) | 2016-12-02 | 2018-06-07 | Shell Oil Company | Methods for conditioning an ethylene epoxidation catalyst and associated methods for the production of ethylene oxide |
CN110621646B (zh) * | 2017-05-19 | 2022-08-05 | 国际壳牌研究有限公司 | 在碳酸亚乙酯和乙二醇制备方法中的热集成 |
KR102796531B1 (ko) | 2018-12-10 | 2025-04-18 | 쉘 인터내셔날 리써취 마트샤피지 비.브이. | 에틸렌 글리콜의 제조 방법 |
US20230032856A1 (en) * | 2020-01-09 | 2023-02-02 | Shell Usa, Inc. | Process for the preparation of ethylene glycol |
WO2024137896A1 (en) * | 2022-12-21 | 2024-06-27 | Renewco2 Inc. | Liquid electrolyzer for single-conversion-step electrocatalytic reduction of co2 to ethylene glycol |
Family Cites Families (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4117250A (en) * | 1977-12-22 | 1978-09-26 | Union Carbide Corporation | Continuous process for producing alkylene glycols from alkylene carbonates |
US4237324A (en) * | 1979-01-22 | 1980-12-02 | The Dow Chemical Company | Production of monoglycols from alkylene carbonates |
CA1121389A (en) * | 1979-05-24 | 1982-04-06 | Hiroshi Odanaka | Process for the production of alkylene glycols |
US4233221A (en) * | 1979-10-24 | 1980-11-11 | The Dow Chemical Company | Ethylene carbonate process |
US4437939A (en) * | 1981-07-17 | 1984-03-20 | The Halcon Sd Group, Inc. | Process for separating ethylene oxide from aqueous solutions |
AU558415B2 (en) * | 1981-12-02 | 1987-01-29 | Scientific Design Company, Inc. | Preparation of alkylene carbonates |
-
1982
- 1982-06-14 US US06/388,395 patent/US4400559A/en not_active Expired - Fee Related
-
1983
- 1983-06-07 RO RO83111198A patent/RO88641A/ro unknown
- 1983-06-07 NL NL8302020A patent/NL8302020A/nl not_active Application Discontinuation
- 1983-06-07 IN IN386/DEL/83A patent/IN159399B/en unknown
- 1983-06-09 CH CH3167/83A patent/CH656871A5/fr not_active IP Right Cessation
- 1983-06-09 AU AU15640/83A patent/AU556132B2/en not_active Ceased
- 1983-06-10 YU YU1294/83A patent/YU44436B/xx unknown
- 1983-06-13 IT IT48494/83A patent/IT1169063B/it active
- 1983-06-13 SU SU833605804A patent/SU1572414A3/ru active
- 1983-06-13 BE BE0/210992A patent/BE897039A/fr not_active IP Right Cessation
- 1983-06-13 ES ES523213A patent/ES523213A0/es active Granted
- 1983-06-13 SE SE8303324A patent/SE459089B/sv not_active IP Right Cessation
- 1983-06-13 FR FR8309765A patent/FR2528417B1/fr not_active Expired
- 1983-06-13 NO NO832140A patent/NO159164C/no unknown
- 1983-06-13 KR KR1019830002621A patent/KR870000542B1/ko not_active Expired
- 1983-06-13 CA CA000430257A patent/CA1219602A/en not_active Expired
- 1983-06-13 BR BR8303125A patent/BR8303125A/pt not_active IP Right Cessation
- 1983-06-14 MX MX197652A patent/MX157512A/es unknown
- 1983-06-14 AR AR83293330A patent/AR241527A1/es active
- 1983-06-14 DD DD83252010A patent/DD210026A5/de not_active IP Right Cessation
- 1983-06-14 GB GB08316153A patent/GB2122614B/en not_active Expired
- 1983-06-14 DE DE3321448A patent/DE3321448A1/de active Granted
- 1983-06-14 JP JP58106570A patent/JPS5921634A/ja active Granted
- 1983-06-14 ZA ZA834364A patent/ZA834364B/xx unknown
- 1983-06-14 EG EG359/83A patent/EG16051A/xx active
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