KR950702873A - 촉매 혼합물로부터 올리고머 물질을 분리하는 방법(process for the separation of oligomeric materials from a catalyst mixture) - Google Patents
촉매 혼합물로부터 올리고머 물질을 분리하는 방법(process for the separation of oligomeric materials from a catalyst mixture) Download PDFInfo
- Publication number
- KR950702873A KR950702873A KR1019950700502A KR19950700502A KR950702873A KR 950702873 A KR950702873 A KR 950702873A KR 1019950700502 A KR1019950700502 A KR 1019950700502A KR 19950700502 A KR19950700502 A KR 19950700502A KR 950702873 A KR950702873 A KR 950702873A
- Authority
- KR
- South Korea
- Prior art keywords
- iodide
- mixture
- catalyst system
- alkyl
- substituents
- Prior art date
Links
- 239000000203 mixture Substances 0.000 title claims abstract 18
- 239000003054 catalyst Substances 0.000 title claims abstract 13
- 238000000034 method Methods 0.000 title claims abstract 11
- 239000000463 material Substances 0.000 title abstract 3
- 238000000926 separation method Methods 0.000 title 1
- -1 amide compounds Chemical class 0.000 claims abstract 17
- 238000000605 extraction Methods 0.000 claims abstract 5
- 239000002904 solvent Substances 0.000 claims abstract 5
- 229930195733 hydrocarbon Natural products 0.000 claims abstract 2
- 150000002430 hydrocarbons Chemical class 0.000 claims abstract 2
- 150000004694 iodide salts Chemical class 0.000 claims 8
- 125000000217 alkyl group Chemical group 0.000 claims 6
- 125000001424 substituent group Chemical group 0.000 claims 6
- 125000004432 carbon atom Chemical group C* 0.000 claims 3
- GXBYFVGCMPJVJX-UHFFFAOYSA-N Epoxybutene Chemical group C=CC1CO1 GXBYFVGCMPJVJX-UHFFFAOYSA-N 0.000 claims 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 2
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 claims 2
- 125000001072 heteroaryl group Chemical group 0.000 claims 2
- 229910052739 hydrogen Inorganic materials 0.000 claims 2
- 239000001257 hydrogen Substances 0.000 claims 2
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 claims 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 2
- ZBJJDYGJCNTNTH-UHFFFAOYSA-N Betahistine mesilate Chemical group CS(O)(=O)=O.CS(O)(=O)=O.CNCCC1=CC=CC=N1 ZBJJDYGJCNTNTH-UHFFFAOYSA-N 0.000 claims 1
- 239000004593 Epoxy Substances 0.000 claims 1
- 150000001335 aliphatic alkanes Chemical class 0.000 claims 1
- 125000003545 alkoxy group Chemical group 0.000 claims 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 1
- 229910052799 carbon Inorganic materials 0.000 claims 1
- 150000008280 chlorinated hydrocarbons Chemical class 0.000 claims 1
- 125000000753 cycloalkyl group Chemical group 0.000 claims 1
- DIOQZVSQGTUSAI-NJFSPNSNSA-N decane Chemical compound CCCCCCCCC[14CH3] DIOQZVSQGTUSAI-NJFSPNSNSA-N 0.000 claims 1
- 229910052736 halogen Inorganic materials 0.000 claims 1
- 150000002367 halogens Chemical class 0.000 claims 1
- KJSACGHPPNXZFT-UHFFFAOYSA-M iodo(triphenyl)stannane Chemical compound C=1C=CC=CC=1[Sn](C=1C=CC=CC=1)(I)C1=CC=CC=C1 KJSACGHPPNXZFT-UHFFFAOYSA-M 0.000 claims 1
- DIOQZVSQGTUSAI-UHFFFAOYSA-N n-butylhexane Natural products CCCCCCCCCC DIOQZVSQGTUSAI-UHFFFAOYSA-N 0.000 claims 1
- ZCYXXKJEDCHMGH-UHFFFAOYSA-N nonane Chemical compound CCCC[CH]CCCC ZCYXXKJEDCHMGH-UHFFFAOYSA-N 0.000 claims 1
- BKIMMITUMNQMOS-UHFFFAOYSA-N normal nonane Natural products CCCCCCCCC BKIMMITUMNQMOS-UHFFFAOYSA-N 0.000 claims 1
- FGFQVQFAYBUSHZ-UHFFFAOYSA-M octadecyl(trioctyl)phosphanium;iodide Chemical compound [I-].CCCCCCCCCCCCCCCCCC[P+](CCCCCCCC)(CCCCCCCC)CCCCCCCC FGFQVQFAYBUSHZ-UHFFFAOYSA-M 0.000 claims 1
- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 claims 1
- LSMAIBOZUPTNBR-UHFFFAOYSA-N phosphanium;iodide Chemical compound [PH4+].[I-] LSMAIBOZUPTNBR-UHFFFAOYSA-N 0.000 claims 1
- 125000000547 substituted alkyl group Chemical group 0.000 claims 1
- 125000005346 substituted cycloalkyl group Chemical group 0.000 claims 1
- GBXQPDCOMJJCMJ-UHFFFAOYSA-M trimethyl-[6-(trimethylazaniumyl)hexyl]azanium;bromide Chemical compound [Br-].C[N+](C)(C)CCCCCC[N+](C)(C)C GBXQPDCOMJJCMJ-UHFFFAOYSA-M 0.000 claims 1
- SMAVBLSQIQGWLU-UHFFFAOYSA-M trioctylstannanylium;iodide Chemical compound CCCCCCCC[Sn](I)(CCCCCCCC)CCCCCCCC SMAVBLSQIQGWLU-UHFFFAOYSA-M 0.000 claims 1
- ARGCQEVBJHPOGB-UHFFFAOYSA-N 2,5-dihydrofuran Chemical compound C1OCC=C1 ARGCQEVBJHPOGB-UHFFFAOYSA-N 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 239000004215 Carbon black (E152) Substances 0.000 abstract 1
- NEHMKBQYUWJMIP-UHFFFAOYSA-N chloromethane Chemical compound ClC NEHMKBQYUWJMIP-UHFFFAOYSA-N 0.000 abstract 1
- 238000006317 isomerization reaction Methods 0.000 abstract 1
- 238000002360 preparation method Methods 0.000 abstract 1
Classifications
-
- 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
- B01J31/40—Regeneration or reactivation
-
- 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
- B01J31/0234—Nitrogen-, phosphorus-, arsenic- or antimony-containing compounds
- B01J31/0255—Phosphorus containing compounds
- B01J31/0267—Phosphines or phosphonium compounds, i.e. phosphorus bonded to at least one carbon atom, including e.g. sp2-hybridised phosphorus compounds such as phosphabenzene, the other atoms bonded to phosphorus being either carbon or hydrogen
- B01J31/0268—Phosphonium compounds, i.e. phosphine with an additional hydrogen or carbon atom bonded to phosphorous so as to result in a formal positive charge on phosphorous
-
- 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
- B01J31/0234—Nitrogen-, phosphorus-, arsenic- or antimony-containing compounds
- B01J31/0235—Nitrogen containing compounds
- B01J31/0239—Quaternary ammonium compounds
-
- 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
- B01J31/12—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing organo-metallic compounds or metal hydrides
- B01J31/122—Metal aryl or alkyl compounds
-
- 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
- B01J31/40—Regeneration or reactivation
- B01J31/4015—Regeneration or reactivation of catalysts containing metals
-
- 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
- B01J31/40—Regeneration or reactivation
- B01J31/4015—Regeneration or reactivation of catalysts containing metals
- B01J31/4053—Regeneration or reactivation of catalysts containing metals with recovery of phosphorous catalyst system constituents
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/26—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D307/28—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
-
- 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
- B01J2231/00—Catalytic reactions performed with catalysts classified in B01J31/00
- B01J2231/50—Redistribution or isomerisation reactions of C-C, C=C or C-C triple bonds
- B01J2231/52—Isomerisation reactions
-
- 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)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Catalysts (AREA)
Abstract
본 발명은 촉매 화합물과 올리고머 물질로의 혼합물로부터 유용한 촉매 물질을 회수하는 방법에 관한 것이다. 본 발명은 (1) C5-C12하이드로카본과 클로로카본으로부터 선택된 추출용매와 혼합물을 균질 혼합시키는 단계; (2) 단계 (1)의 혼합물을 상분리시키는 단계; 및 (3) 아이다이드 화합물 (i) 및 (ii)를 함유한 추출 용매상을 회수하는 단계로 구성되는, (i) 오늄 아이오다이드 화합물 (ii) 유기주석 아이오다이드 화합물 또는 (iii) 이들의 혼합물로 구성되는 촉매 시스템을-에폭시알켄의 올리고머와 촉매 시스템의 혼합물로부터 분리하는 방법을 제공한다. 화합물(i) 및/또는 (ii)의 올리고머 혼합물은
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (7)
- (1) C5-C12하이드로카본과 클로로카본으로부터 선택된 추출용매와 혼합물을 균질 혼합시키는 단계; (2) 단계(1)의 혼합물을 상분리시키는 단계; 및 (3) 아이오다이드 화합물(i) 및/또는 (ii)를 함유한 추출 용매상을 회수하는 단계로 구성되는, (i) 오늄 아이오다이드 화합물 (ii) 유기주석 아이오다이드 화합물 또는 (iii) 이들의 혼합물로 구성되는 촉매 시스템을-에폭시알켄의 올리고머와 촉매시스템의 혼합물로부터 분리하는 방법.
- 제1항에 있어서,-에폭시알켄이 4 내지 8개의 탄소원자를 함유하며 하기 구조식을 갖는 방법.식중, R4는 각각 수소 및 메틸로부터 독립적으로 선택되거나 또는 2개의 R4치환제가 함께 C5-C8고리를 형성하는 알킬렌 라디칼일수 있음.
- 제1항에 있어서, 40 내지 125℃의 온도에서 실시되며; 오늄 아이오다이드 화합물은 총 탄소원자 함량이 16 내지 72인 하기 구조식을 가지고;식중, R1치환체는 각각 최대 C20의 알킬로부터 독립적으로 선택되고, R2치환제는 각각 R1, 벤질, 페닐 또는 저급 알킬, 예를 들어 최대 C4알킬, 저급 알콕시 또는 할로겐으로부터 선택된 최대 3개의 치환체로 치환된 페닐로부터 독립적으로 선택되거나; 또는 2개의 R1치환체가 함께 저급 알킬로 치환된 C4-C6알킬렌을 포함하는 C4-C6알킬렌을 나타냄 유기 주석 아이오다이드 화합물은 하기 식을 가지며;(R3)n-Sn-I(4-n)식중, R3는 각각 최대 C20의 알킬 또는 치환 알킬 부분, C5-C20의 싸이클로알킬 또는 치환싸이클로알킬, C6-C20의 카보싸이클릭아릴 또는 치환 카보 싸이클릭아릴, 또는 C4-C20의 헤테로아릴 또는 치환 헤테로아릴 부분으로부터 독립적으로 선택되며; n은 1,2 또는 3임-에폭시알켄은 4개 내지 8개의 탄소원자를 함유한 하기 구조식을 가지는 방법.식중, R4는 각각 수소 또는 메틸로부터 독립적으로 선택됨.
- 제3항에 있어서,-에폭시알켄이 3, 4-에폭시-1-부텐인 방법.
- (1) 촉매 시스템과 3, 4-에폭시-1-부텐 올리고머의 혼합물을 C6-C12알칸으로부더 선택된 추출용매와 균질 혼합시키는 단계; (2) 단계(1)의 혼합물을 상분리시키는 단계; 및 (3) 아이오다이드 화합물(i)과 (ii)를 함유한 추출 용매상을 회수하는 단계로 구성되며; 오늄 아이오다이드 화합물은 하기 일반식의 C32-C72포스포늄 아이오다이드이며,식중 R2치환체는 각각 C4-C18직쇄알킬로부터 독립적으로 선택됨 유기주석 아이오다이드 화합물은 하기식을 갖는,(R3)3-Sn-I식중, R3는 각각 C4-C10알킬 또는 테닐로부터 독립적으로 선택됨 (i) 오늄 아이오다이드 화합물과 (ii) 유기주석 아이오다이드 화합물로 구성되는 촉매시스템을 촉매시스템과 3, 4-에폭시-1-부텐 올리고머의 혼합물로부터 분리하는 방법.
- 제5항에 있어서, 40 내지 125℃에서 실시되며, 추출용매와 촉매/올리고머 혼합물의 중량비가 10:1 내지 0.1:1인 방법.
- (1) 헵탄, 옥탄, 노난 및 데칸으로부터 선택된 추출용매와 혼합물을 40 내지 125℃에서 균질 혼합시키는 단계; (2) 단계(1)의 혼합물을 상분리시키는 단계; 및 (3) 아이오다이드 화합물(i) 및 (ii)를 함유한 추출 용매상을 회수하는 단계로 구성되며; 오늄 아이오다이드 화합물은 테트라-n-도데실포스포늄 아이오다이드, 데트라-n-헥사데실포스포늄 아이오다이드 또는 트리-n-옥틸(n-옥타데실) 포스포늄 아이오다이드이고; 유기주석 아이오다이드 화합물은 트리-n-옥틸틴 아이오다이드 또는 트리페닐틴 아이오다이드인, (i) 오늄 아이오다이드 화합물과 (ii)유기주석 아이오다이드 화합물로 구성되는 촉매 시스템을 3, 4-에폭시-1-부텐의 올리고머와 촉매시스템의 혼합물로부터 분리하는 방법.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US7/926421 | 1992-08-10 | ||
| US07/926421 | 1992-08-10 | ||
| US07/926,421 US5238889A (en) | 1992-08-10 | 1992-08-10 | Process for the separation of oligomeric materials from a catalyst mixture |
| PCT/US1993/007215 WO1994003272A1 (en) | 1992-08-10 | 1993-07-30 | Process for the separation of oligomeric materials from a catalyst mixture |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| KR950702873A true KR950702873A (ko) | 1995-08-23 |
| KR100219872B1 KR100219872B1 (ko) | 1999-09-01 |
Family
ID=25453176
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1019950700502A KR100219872B1 (ko) | 1992-08-10 | 1993-07-30 | 촉매혼합물로부터올리고머물질을분리하는방법 |
Country Status (16)
| Country | Link |
|---|---|
| US (1) | US5238889A (ko) |
| EP (1) | EP0653963B1 (ko) |
| JP (1) | JPH08500283A (ko) |
| KR (1) | KR100219872B1 (ko) |
| CN (1) | CN1039288C (ko) |
| AT (1) | ATE146099T1 (ko) |
| AU (1) | AU666970B2 (ko) |
| BR (1) | BR9306859A (ko) |
| CA (1) | CA2141539C (ko) |
| DE (1) | DE69306584T2 (ko) |
| DK (1) | DK0653963T3 (ko) |
| GR (1) | GR3022664T3 (ko) |
| MX (1) | MX9303611A (ko) |
| MY (1) | MY108764A (ko) |
| TW (1) | TW263517B (ko) |
| WO (1) | WO1994003272A1 (ko) |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5483007A (en) * | 1993-04-22 | 1996-01-09 | Minnesota Mining And Manufacturing Company | Cyclic process for activation, use and recovery of phase-transfer catalysts |
| JPH09507686A (ja) * | 1994-01-18 | 1997-08-05 | イーストマン ケミカル カンパニー | ３，４−エポキシ−１−ブテンから誘導されるポリエーテルポリマー |
| DE4422671A1 (de) | 1994-06-30 | 1996-01-04 | Basf Ag | Verfahren zur Herstellung von 2,5-Dihydrofuran |
| DE4424219A1 (de) | 1994-07-09 | 1996-01-11 | Basf Ag | Verfahren zur Herstellung von 2,5-Dihydrofuran |
| US5466832A (en) * | 1995-02-13 | 1995-11-14 | Eastman Chemical Company | Process for the manufacture of 2,5-dihydrofurans from γ, δ-epoxybutenes |
| US5591874A (en) * | 1995-09-29 | 1997-01-07 | Eastman Chemical Company | Process for the preparation of 2,5-dihydrofuran compounds |
| DE19539331A1 (de) * | 1995-10-23 | 1997-04-24 | Basf Ag | Verfahren zur Abtrennung von oligomeren Nebenprodukten von einem Isomerisierungskatalysator |
| US5801293A (en) * | 1996-02-26 | 1998-09-01 | Chevron U.S.A. Inc. | Method of isomerizing olefins |
| US5693833A (en) * | 1996-08-26 | 1997-12-02 | Eastman Chemical Company | Process for the reactivation of iodine-containing catalysts |
| US8404872B2 (en) * | 2006-03-17 | 2013-03-26 | Cornell University | Production of 2,5-dihydrofurans and analogous compounds |
| WO2017146938A1 (en) | 2016-02-23 | 2017-08-31 | Vanderbilt Chemicals, Llc | Imidazolium sulfur-containing binuclear molybdate salts as lubricant additives |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2680109A (en) * | 1947-02-28 | 1954-06-01 | Columbia Southern Chem Corp | Allyl-2, 3-epoxybutyrate |
| US4946817A (en) * | 1984-07-17 | 1990-08-07 | The Dow Chemical Company | Latent catalysts for epoxy-containing compounds |
| US4650649A (en) * | 1986-01-21 | 1987-03-17 | Eastman Kodak Company | Catalyst recovery process |
| DE3926147A1 (de) * | 1989-08-08 | 1991-02-14 | Basf Ag | Verfahren zur herstellung von 2,5-dihydrofuranen |
| US5082956A (en) * | 1990-03-08 | 1992-01-21 | Eastman Kodak Company | Isomerization of epoxyalkenes to 2,5-dihydrofurans |
-
1992
- 1992-08-10 US US07/926,421 patent/US5238889A/en not_active Expired - Lifetime
-
1993
- 1993-05-19 MY MYPI93000922A patent/MY108764A/en unknown
- 1993-05-25 TW TW082104134A patent/TW263517B/zh active
- 1993-06-16 MX MX9303611A patent/MX9303611A/es not_active IP Right Cessation
- 1993-07-30 EP EP93918547A patent/EP0653963B1/en not_active Expired - Lifetime
- 1993-07-30 DK DK93918547.6T patent/DK0653963T3/da active
- 1993-07-30 AT AT93918547T patent/ATE146099T1/de not_active IP Right Cessation
- 1993-07-30 CA CA002141539A patent/CA2141539C/en not_active Expired - Fee Related
- 1993-07-30 DE DE69306584T patent/DE69306584T2/de not_active Expired - Fee Related
- 1993-07-30 BR BR9306859A patent/BR9306859A/pt not_active IP Right Cessation
- 1993-07-30 WO PCT/US1993/007215 patent/WO1994003272A1/en active IP Right Grant
- 1993-07-30 JP JP6505474A patent/JPH08500283A/ja not_active Ceased
- 1993-07-30 AU AU47961/93A patent/AU666970B2/en not_active Ceased
- 1993-07-30 KR KR1019950700502A patent/KR100219872B1/ko not_active IP Right Cessation
- 1993-08-07 CN CN93109340A patent/CN1039288C/zh not_active Expired - Fee Related
-
1997
- 1997-02-26 GR GR970400351T patent/GR3022664T3/el unknown
Also Published As
| Publication number | Publication date |
|---|---|
| DK0653963T3 (da) | 1996-12-30 |
| KR100219872B1 (ko) | 1999-09-01 |
| WO1994003272A1 (en) | 1994-02-17 |
| ATE146099T1 (de) | 1996-12-15 |
| DE69306584T2 (de) | 1997-04-10 |
| US5238889A (en) | 1993-08-24 |
| AU666970B2 (en) | 1996-02-29 |
| CA2141539C (en) | 1998-07-14 |
| EP0653963A1 (en) | 1995-05-24 |
| CN1085542A (zh) | 1994-04-20 |
| CN1039288C (zh) | 1998-07-29 |
| DE69306584D1 (de) | 1997-01-23 |
| GR3022664T3 (en) | 1997-05-31 |
| MY108764A (en) | 1996-11-30 |
| JPH08500283A (ja) | 1996-01-16 |
| EP0653963B1 (en) | 1996-12-11 |
| MX9303611A (es) | 1994-02-28 |
| BR9306859A (pt) | 1998-12-08 |
| TW263517B (ko) | 1995-11-21 |
| AU4796193A (en) | 1994-03-03 |
| CA2141539A1 (en) | 1994-02-17 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| KR950702873A (ko) | 촉매 혼합물로부터 올리고머 물질을 분리하는 방법(process for the separation of oligomeric materials from a catalyst mixture) | |
| KR880011151A (ko) | 티아제핀 화합물의 제조방법 | |
| KR940002232A (ko) | 모노- 및 디아릴트리아진의 제조방법 | |
| Horton et al. | Preparation of bis and tris (arylimido) complexes of rhenium (VII), including bis (arylimido) neopentylidene complexes, candidates as olefin metathesis catalysts | |
| KR890014656A (ko) | 방향족 비닐 화합물에 대한 중합반응 억제 조성물 | |
| KR940005631A (ko) | 헤테로원자-함유 트리사이클릭 화합물 | |
| Calingaert et al. | The redistribution reaction. V. R4Pb compounds | |
| KR840008157A (ko) | 카르바페넴 유도체의 제조 방법 | |
| EP0368536A2 (en) | Preparation of cycloorganotrisilazanes | |
| KR870004025A (ko) | 헤테로시클로카보닐-및 아세틸-티아졸론의 제조방법 | |
| KR830001292A (ko) | 3-엑소메틸렌세팜 설폭사이드류의 제법 | |
| KR870011123A (ko) | 푸르푸릴 알코올류의 제조방법 | |
| EP0810233A3 (de) | Verfahren zur Herstellung von Polymerisaten von C2- bis C12-Alkenen unter Zusatz eines Reaktionsverzögerers | |
| KR920004405A (ko) | 데옥시뉴클레오시드의 제조방법 | |
| KR830009055A (ko) | 치환된 페닐설포닐우레아 유도체 및 그의 중간물질의 제조방법 | |
| Schmohl et al. | Reaction of the (Dichloromethyl) oligosilanes R (Me3Si) 2Si− CHCl2 (R= Me, Ph, Me3Si) with Organolithium Reagents and the Synthesis of Novel Kinetically Stabilized Silenes | |
| KR950000637A (ko) | 시클로펜테놀 유도체의 제조방법 | |
| KR860002536A (ko) | 글리시딜 화합물중 염소함량의 감소방법 | |
| JPS6361023A (ja) | 線状オルガノポリシロキサンジオ−ルの製造法 | |
| KR870700226A (ko) | 액체 TiCl_4상으로부터 오염물을 제거하는 방법 | |
| EP0985650A4 (en) | METHOD FOR PRODUCING PENTAFLUORETHANE | |
| KR840006193A (ko) | 메타-클로로아닐린류의 제조방법 | |
| Wakatsuki et al. | Cobalt metallacycles. Part 16. X-Ray structures of 4-iminocobaltacyclobutene complexes | |
| KR960000901A (ko) | 실릴시클로펜탄 및 그의 제조방법 | |
| US3031502A (en) | Method for making arylborazoles |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| A201 | Request for examination | ||
| E701 | Decision to grant or registration of patent right | ||
| GRNT | Written decision to grant | ||
| LAPS | Lapse due to unpaid annual fee |