KR900011697A - 올레핀의 수소화포밀 반응방법 - Google Patents
올레핀의 수소화포밀 반응방법 Download PDFInfo
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- KR900011697A KR900011697A KR1019900000520A KR900000520A KR900011697A KR 900011697 A KR900011697 A KR 900011697A KR 1019900000520 A KR1019900000520 A KR 1019900000520A KR 900000520 A KR900000520 A KR 900000520A KR 900011697 A KR900011697 A KR 900011697A
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- South Korea
- Prior art keywords
- reaction
- surfactant
- phosphine
- hydrogenated
- phase
- Prior art date
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- 238000000034 method Methods 0.000 title claims 17
- 238000006243 chemical reaction Methods 0.000 title claims 13
- 150000001336 alkenes Chemical class 0.000 title claims 8
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 title claims 5
- XYFCBTPGUUZFHI-UHFFFAOYSA-N Phosphine Chemical compound P XYFCBTPGUUZFHI-UHFFFAOYSA-N 0.000 claims 12
- 239000004094 surface-active agent Substances 0.000 claims 11
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 claims 8
- 239000003054 catalyst Substances 0.000 claims 7
- -1 tuthenium Chemical compound 0.000 claims 7
- 239000008346 aqueous phase Substances 0.000 claims 6
- 229910052751 metal Inorganic materials 0.000 claims 6
- 239000002184 metal Substances 0.000 claims 6
- 229910000073 phosphorus hydride Inorganic materials 0.000 claims 6
- 239000004530 micro-emulsion Substances 0.000 claims 5
- 239000012071 phase Substances 0.000 claims 5
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 claims 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 3
- 125000004432 carbon atom Chemical group C* 0.000 claims 3
- 229910002091 carbon monoxide Inorganic materials 0.000 claims 3
- 229910052739 hydrogen Inorganic materials 0.000 claims 3
- 239000001257 hydrogen Substances 0.000 claims 3
- 239000003921 oil Substances 0.000 claims 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 claims 2
- AMQJEAYHLZJPGS-UHFFFAOYSA-N N-Pentanol Chemical compound CCCCCO AMQJEAYHLZJPGS-UHFFFAOYSA-N 0.000 claims 2
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 claims 2
- 239000003945 anionic surfactant Substances 0.000 claims 2
- 239000003925 fat Substances 0.000 claims 2
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 claims 2
- 229910052703 rhodium Inorganic materials 0.000 claims 2
- 239000010948 rhodium Substances 0.000 claims 2
- MHOVAHRLVXNVSD-UHFFFAOYSA-N rhodium atom Chemical compound [Rh] MHOVAHRLVXNVSD-UHFFFAOYSA-N 0.000 claims 2
- 150000003871 sulfonates Chemical class 0.000 claims 2
- 239000004711 α-olefin Substances 0.000 claims 2
- ZBMZOFSLQIPSPW-UHFFFAOYSA-N 3-bis(3-sulfophenyl)phosphanylbenzenesulfonic acid Chemical compound OS(=O)(=O)C1=CC=CC(P(C=2C=C(C=CC=2)S(O)(=O)=O)C=2C=C(C=CC=2)S(O)(=O)=O)=C1 ZBMZOFSLQIPSPW-UHFFFAOYSA-N 0.000 claims 1
- 229920001732 Lignosulfonate Polymers 0.000 claims 1
- 229920003171 Poly (ethylene oxide) Chemical class 0.000 claims 1
- 239000002253 acid Substances 0.000 claims 1
- 150000007513 acids Chemical class 0.000 claims 1
- 125000002947 alkylene group Chemical group 0.000 claims 1
- 150000001408 amides Chemical class 0.000 claims 1
- 125000000129 anionic group Chemical group 0.000 claims 1
- 229920001400 block copolymer Polymers 0.000 claims 1
- 239000007809 chemical reaction catalyst Substances 0.000 claims 1
- 239000007795 chemical reaction product Substances 0.000 claims 1
- 229910017052 cobalt Inorganic materials 0.000 claims 1
- 239000010941 cobalt Substances 0.000 claims 1
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 claims 1
- 239000002131 composite material Substances 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 claims 1
- 235000014113 dietary fatty acids Nutrition 0.000 claims 1
- GVGUFUZHNYFZLC-UHFFFAOYSA-N dodecyl benzenesulfonate;sodium Chemical group [Na].CCCCCCCCCCCCOS(=O)(=O)C1=CC=CC=C1 GVGUFUZHNYFZLC-UHFFFAOYSA-N 0.000 claims 1
- 150000002148 esters Chemical class 0.000 claims 1
- 229930195729 fatty acid Natural products 0.000 claims 1
- 239000000194 fatty acid Substances 0.000 claims 1
- 150000002314 glycerols Chemical class 0.000 claims 1
- 238000005984 hydrogenation reaction Methods 0.000 claims 1
- 239000008384 inner phase Substances 0.000 claims 1
- 229910052741 iridium Inorganic materials 0.000 claims 1
- GKOZUEZYRPOHIO-UHFFFAOYSA-N iridium atom Chemical compound [Ir] GKOZUEZYRPOHIO-UHFFFAOYSA-N 0.000 claims 1
- 239000004816 latex Substances 0.000 claims 1
- 229920000126 latex Polymers 0.000 claims 1
- 239000007788 liquid Substances 0.000 claims 1
- 150000002736 metal compounds Chemical class 0.000 claims 1
- PSZYNBSKGUBXEH-UHFFFAOYSA-N naphthalene-1-sulfonic acid Chemical class C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 PSZYNBSKGUBXEH-UHFFFAOYSA-N 0.000 claims 1
- 239000002736 nonionic surfactant Substances 0.000 claims 1
- 235000014593 oils and fats Nutrition 0.000 claims 1
- 150000007524 organic acids Chemical class 0.000 claims 1
- 239000012430 organic reaction media Substances 0.000 claims 1
- 229910052762 osmium Inorganic materials 0.000 claims 1
- SYQBFIAQOQZEGI-UHFFFAOYSA-N osmium atom Chemical compound [Os] SYQBFIAQOQZEGI-UHFFFAOYSA-N 0.000 claims 1
- 239000008385 outer phase Substances 0.000 claims 1
- 229910052763 palladium Inorganic materials 0.000 claims 1
- 239000003208 petroleum Substances 0.000 claims 1
- 150000003003 phosphines Chemical group 0.000 claims 1
- 229910052697 platinum Inorganic materials 0.000 claims 1
- 239000000047 product Substances 0.000 claims 1
- 238000004064 recycling Methods 0.000 claims 1
- 239000000344 soap Substances 0.000 claims 1
- 229960005480 sodium caprylate Drugs 0.000 claims 1
- 229940080264 sodium dodecylbenzenesulfonate Drugs 0.000 claims 1
- 229940045845 sodium myristate Drugs 0.000 claims 1
- BYKRNSHANADUFY-UHFFFAOYSA-M sodium octanoate Chemical compound [Na+].CCCCCCCC([O-])=O BYKRNSHANADUFY-UHFFFAOYSA-M 0.000 claims 1
- JUQGWKYSEXPRGL-UHFFFAOYSA-M sodium;tetradecanoate Chemical compound [Na+].CCCCCCCCCCCCCC([O-])=O JUQGWKYSEXPRGL-UHFFFAOYSA-M 0.000 claims 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 claims 1
- HRXKRNGNAMMEHJ-UHFFFAOYSA-K trisodium citrate Chemical compound [Na+].[Na+].[Na+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O HRXKRNGNAMMEHJ-UHFFFAOYSA-K 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 1
- 239000001993 wax Substances 0.000 claims 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C47/00—Compounds having —CHO groups
- C07C47/02—Saturated compounds having —CHO groups bound to acyclic carbon atoms or to hydrogen
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/49—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reaction with carbon monoxide
- C07C45/50—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reaction with carbon monoxide by oxo-reactions
-
- 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
- C07C29/68—Preparation of metal alcoholates
- C07C29/70—Preparation of metal alcoholates by converting hydroxy groups to O-metal groups
-
- 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
- C07C29/74—Separation; Purification; Use of additives, e.g. for stabilisation
- C07C29/76—Separation; Purification; Use of additives, e.g. for stabilisation by physical treatment
- C07C29/80—Separation; Purification; Use of additives, e.g. for stabilisation by physical treatment by distillation
-
- 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
- C07C31/28—Metal alcoholates
- C07C31/30—Alkali metal or alkaline earth metal alcoholates
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Catalysts (AREA)
Abstract
내용 없음
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (18)
- 수소화 포밀반응에 대하여 활성적인 금속을 포함하는 수용성 복합촉매의 존재하에 액체인 수성-유기반응 매질에서 작용하여 실행되고 또한, 여기의 수성-유기매질이 적어도 수소화 포밀 반응시간동안 유성상, 수성상, 계면활성제 및 공동-계면활성제가 함유된 마이크로에멀젼 형태로 되며 한편 이 유성상은 마이크로에멀젼의 외상을 구성하고 수성상은 내상을 구성하여된 것을 특징으로 하는 올레핀과 수소 및 일산화탄소의 반응에 의한 올레핀의 촉매 수소화 포밀 반응방법.
- 제1항에 있어서, 유성상이 알파-올레핀이나 5 내지 24탄소원자의 내부올레핀 그룹중에서 선택한 직쇄혹은 측쇄 올레핀인 것을 특징으로 하는 방법.
- 제2항에 있어서, 올레핀에 9 내지 20탄소원자가 들어있는 것을 특징으로 하는 방법.
- 제 1항에 있어서, 수용성 포스핀과 금속으로된 수용성 복합촉매, 수용성 화합물 또는 수소화 포밀반응에서 활성인 금속의 수용성 복합물이 수성상에 용해되어 있는 것을 특징으로 하는 방법.
- 제4항에 있어서, 수용성 포스핀이 술폰화 포스핀이고, 바람직하게는 술폰화 트리아릴 포스핀인 것을 특징으로 하는 방법.
- 제 5항에 있어서, 술폰화 트리아릴 포스핀이 트리-(m-술포페닐)-포스핀의 트리소듐염인 것을 특징으로 하는 방법.
- 제4항에 있어서, 수소화 포밀반응에서 활성인 금속을 코발트, 투테늄, 로듐, 팔라듐, 오스뮴, 이리듐과 또한 플라티늄 중에서 선택하고 또한 바람직하게는 로듐을 선택한 것을 특징으로 하는 방법.
- 제 4항에 있어서, 수소화 포밀반응에서 활성인 금속 1몰이나 혹은 이 금속화합물 또는 복합물 1몰에 대하여 1몰에서 100몰까지의 포스핀 또한 바람직하게는 2몰에서 10몰까지의 포스핀이 복합촉매의 포함되는 것을 특징으로 하는 방법.
- 제7항에 있어서, 수성상에 있는 복합촉매의 농도는 1 내지 10g/리터의 범위이고 또한 바람직하게는 3 내지 7g/리터의 범위인 것을 특징으로 하는 방법.
- 제1항에 있어서, 계면활성제가 음이온 및 비-이온성 계면활성제 중에서 선택한 지용성 계면-활성제인것을 특징으로 하는 방법.
- 제10항에 있어서, 상기의 음이온 계면활성제를 금속 비누, 알킬벤젠술포네이트, 알킬아렌 술포네이트 리그닌-술포네이트, 나프탈렌 술포네이트, 술폰화알파-올레핀, 석유 술포네이트, 황산알코올, 황산알코올 에톡실레이트, 황산알킬페놀 에톡실레이트, 황산에스테르, 산 또한 아미드, 천연 황산오일 및 지방, 알코올에톡실레이트, 알킬페놀 에톡실레이트, 유기산 에스테르, 글리세롤 에스테르, 폴리옥시에틸렌 에스테르, 천연지방, 오일 및 왁스 에톡실레이트, 지방산 글리콜 에스테르, 유기산 아미드 또한 산화 알킬렌의 블럭 공중합체중에서 선택하는 것을 특징으로 하는 방법.
- 제 11항에 있어서, 계면활성제를 도데실벤젠술폰산나트륨, 비스-(2-에틸헥실)-술포-숙신산나트륨, 카프릴산 나트륨, 소듐 미리스테이트 또한 폴리에톡시 알코올 카르복실레이트중에서 선택하는 것을 특징으로 하는 방법.
- 제 1항에 있어서, 공동-계면활성제를 3 내지 7탄소원자가 들어있는 모노히드록시 지방족 알코올중에서 선택하고 또한 바람직하게는 n-부탄올이나 n-펜탄올인 것을 특징으로 하는 방법.
- 제 1항에 있어서, 마이크로에멀젼에 -20 내지 80wt.% 올레핀, -5 내지 30wt.% 촉매수성액, -5 내지 30wt.% 계면활성제, 또한 -10 내지 50wt.% 공동-계면활성제가 포함된 것을 특징으로 하는 방법.
- 제14항에 있어서, 마이크로에멀젼에 -50 내지 70wt.% 올레핀, -5 내지 10wt.% 촉매수성액, -5 내지 10wt.% 계면활성제, 또한 -15 내지 30wt.% 공동-계면활성제가 포함된 것을 특징으로 하는 방법.
- 제 1항에 있어서, 70 내지 150℃범위의 온도, 3 내지 100바아(bar)범위의 압력과 또한 제공된 일산화탄소에 대한 수소의 상호비율이 1:1내지 5:1인 조건에서 실행되는 수소화 포밀 반응을 특징으로 하는 방법.
- 제16항에 있어서, 반응온도가 75 내지 90℃이고 반응 압력이 10 내지 40바아이며 또한 일산화탄소에 대한 수소의 몰비율이 1:1인 것을 특징으로 하는 방법.
- 제 1항에 있어서, 마이크로에멀젼이 파괴될때까지 수소화 포밀 반응을 실행하고, 유성상에 수소화포밀 반응생성물이 포함되며 또한 수성상에는 수소화포밀 반응촉매가 들어있고 한편 이 유성상으로 수소화포밀 반응 생성물을 회수처리하며 수성상을 수소화포밀 반응으로 재순환하는 것을 특징으로 하는 방법.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
IT19225A/89 | 1989-01-27 | ||
IT8919225A IT1229512B (it) | 1989-01-27 | 1989-01-27 | Procedimento per la idroformilazione catalitica di.olefine |
Publications (2)
Publication Number | Publication Date |
---|---|
KR900011697A true KR900011697A (ko) | 1990-08-01 |
KR920004716B1 KR920004716B1 (ko) | 1992-06-15 |
Family
ID=11155929
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
KR1019900000520A KR920004716B1 (ko) | 1989-01-27 | 1990-01-17 | 올레핀의 수소화 포밀반응 방법 |
Country Status (12)
Country | Link |
---|---|
US (1) | US4996366A (ko) |
EP (1) | EP0380154B1 (ko) |
JP (1) | JPH02233628A (ko) |
KR (1) | KR920004716B1 (ko) |
CN (1) | CN1021320C (ko) |
AT (1) | ATE102597T1 (ko) |
CA (1) | CA2007452A1 (ko) |
DE (1) | DE69007133T2 (ko) |
DK (1) | DK0380154T3 (ko) |
ES (1) | ES2050351T3 (ko) |
IT (1) | IT1229512B (ko) |
ZA (1) | ZA90202B (ko) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
KR101127730B1 (ko) * | 2009-12-10 | 2012-03-22 | 호남석유화학 주식회사 | 계면활성제를 이용한 1,3-프로판디올 제조방법 |
Families Citing this family (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5360938A (en) * | 1991-08-21 | 1994-11-01 | Union Carbide Chemicals & Plastics Technology Corporation | Asymmetric syntheses |
US5233093A (en) * | 1992-07-20 | 1993-08-03 | Arco Chemical Technology, L.P. | Hydroformylation process and bimetallic catalyst therefor |
AU688770B2 (en) * | 1993-06-01 | 1998-03-19 | Ineos Usa Llc | Invert drilling fluids |
DE4330489A1 (de) * | 1993-09-09 | 1995-03-16 | Hoechst Ag | Verfahren zur Hydroformylierung von Butadien-1,3 |
DK0701593T3 (da) * | 1994-02-02 | 2000-08-07 | Chevron Chem Co | Borefluid, der hovedsageligt indeholder lineære olefiner |
DE19822968A1 (de) * | 1998-05-25 | 1999-12-02 | Rwe Dea Ag | Verfahren zur katalytischen Hydroformylierung von Olefinen |
US7002044B2 (en) * | 2002-08-15 | 2006-02-21 | The University Of Connecticut | Catalysis by water-soluble organometallic complexes in water-in-densified fluid microemulsions |
CN108503595B (zh) * | 2017-02-24 | 2021-04-20 | 中国科学院大连化学物理研究所 | 一种制备喹唑啉酮类化合物的方法 |
Family Cites Families (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4159999A (en) * | 1974-11-22 | 1979-07-03 | Celanese Corporation | Hydroformylation of olefins |
US4248802A (en) * | 1975-06-20 | 1981-02-03 | Rhone-Poulenc Industries | Catalytic hydroformylation of olefins |
GB2000124B (en) * | 1977-06-21 | 1982-03-24 | Johnson Matthey Co Ltd | Catalysts |
IL59647A (en) * | 1980-03-14 | 1984-01-31 | Yeda Res & Dev | Organo-metallic catalytic system |
GB2085874B (en) * | 1980-09-04 | 1984-08-08 | Johnson Matthey Plc | Hydroformylation of olefins |
FR2550202B1 (fr) * | 1983-08-03 | 1986-03-21 | Rhone Poulenc Rech | Procede de preparation de tri(m-sulfophenyl) phosphine |
DE3412335A1 (de) * | 1984-04-03 | 1985-10-10 | Ruhrchemie Ag, 4200 Oberhausen | Verfahren zur herstellung von aldehyden |
US4808756A (en) * | 1986-04-07 | 1989-02-28 | Kuraray Co., Ltd. | Method for production of α,ω-dialdehydes |
-
1989
- 1989-01-27 IT IT8919225A patent/IT1229512B/it active
-
1990
- 1990-01-10 CA CA002007452A patent/CA2007452A1/en not_active Abandoned
- 1990-01-11 ES ES90200075T patent/ES2050351T3/es not_active Expired - Lifetime
- 1990-01-11 DE DE69007133T patent/DE69007133T2/de not_active Expired - Fee Related
- 1990-01-11 DK DK90200075.1T patent/DK0380154T3/da active
- 1990-01-11 AT AT90200075T patent/ATE102597T1/de not_active IP Right Cessation
- 1990-01-11 EP EP90200075A patent/EP0380154B1/en not_active Expired - Lifetime
- 1990-01-11 ZA ZA90202A patent/ZA90202B/xx unknown
- 1990-01-17 KR KR1019900000520A patent/KR920004716B1/ko not_active IP Right Cessation
- 1990-01-23 US US07/468,855 patent/US4996366A/en not_active Expired - Fee Related
- 1990-01-25 CN CN90100405A patent/CN1021320C/zh not_active Expired - Fee Related
- 1990-01-26 JP JP2015138A patent/JPH02233628A/ja active Pending
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
KR101127730B1 (ko) * | 2009-12-10 | 2012-03-22 | 호남석유화학 주식회사 | 계면활성제를 이용한 1,3-프로판디올 제조방법 |
Also Published As
Publication number | Publication date |
---|---|
EP0380154A3 (en) | 1991-07-17 |
CA2007452A1 (en) | 1990-07-27 |
CN1044453A (zh) | 1990-08-08 |
EP0380154B1 (en) | 1994-03-09 |
DE69007133T2 (de) | 1994-06-16 |
US4996366A (en) | 1991-02-26 |
ES2050351T3 (es) | 1994-05-16 |
IT8919225A0 (it) | 1989-01-27 |
DE69007133D1 (de) | 1994-04-14 |
IT1229512B (it) | 1991-09-03 |
CN1021320C (zh) | 1993-06-23 |
EP0380154A2 (en) | 1990-08-01 |
JPH02233628A (ja) | 1990-09-17 |
ATE102597T1 (de) | 1994-03-15 |
ZA90202B (en) | 1990-10-31 |
KR920004716B1 (ko) | 1992-06-15 |
DK0380154T3 (da) | 1994-05-24 |
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