KR840001118A - 하이드로 포밀화법 - Google Patents
하이드로 포밀화법 Download PDFInfo
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- KR840001118A KR840001118A KR1019820003667A KR820003667A KR840001118A KR 840001118 A KR840001118 A KR 840001118A KR 1019820003667 A KR1019820003667 A KR 1019820003667A KR 820003667 A KR820003667 A KR 820003667A KR 840001118 A KR840001118 A KR 840001118A
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- South Korea
- Prior art keywords
- carbon atoms
- ligand
- monoxide
- group
- radicals
- Prior art date
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- 238000007037 hydroformylation reaction Methods 0.000 title claims 4
- -1 hydrocarbon radical Chemical class 0.000 claims 18
- 239000004215 Carbon black (E152) Substances 0.000 claims 16
- 229930195733 hydrocarbon Natural products 0.000 claims 16
- 239000003446 ligand Substances 0.000 claims 14
- 125000004432 carbon atom Chemical group C* 0.000 claims 13
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 claims 12
- 150000005840 aryl radicals Chemical class 0.000 claims 10
- 150000001875 compounds Chemical class 0.000 claims 7
- 239000000203 mixture Substances 0.000 claims 5
- XYFCBTPGUUZFHI-UHFFFAOYSA-N Phosphine Chemical compound P XYFCBTPGUUZFHI-UHFFFAOYSA-N 0.000 claims 4
- 125000000217 alkyl group Chemical group 0.000 claims 4
- 238000000034 method Methods 0.000 claims 4
- 229910052703 rhodium Inorganic materials 0.000 claims 4
- 239000010948 rhodium Substances 0.000 claims 4
- MHOVAHRLVXNVSD-UHFFFAOYSA-N rhodium atom Chemical compound [Rh] MHOVAHRLVXNVSD-UHFFFAOYSA-N 0.000 claims 4
- RIOQSEWOXXDEQQ-UHFFFAOYSA-N triphenylphosphine Chemical compound C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 RIOQSEWOXXDEQQ-UHFFFAOYSA-N 0.000 claims 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 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
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims 2
- 125000002877 alkyl aryl group Chemical group 0.000 claims 2
- 125000003710 aryl alkyl group Chemical group 0.000 claims 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 2
- 239000011521 glass Substances 0.000 claims 2
- 229910052751 metal Inorganic materials 0.000 claims 2
- 239000002184 metal Substances 0.000 claims 2
- 229910052760 oxygen Inorganic materials 0.000 claims 2
- 239000001301 oxygen Substances 0.000 claims 2
- 229910000073 phosphorus hydride Inorganic materials 0.000 claims 2
- 150000003254 radicals Chemical class 0.000 claims 2
- 239000012429 reaction media Substances 0.000 claims 2
- 229910052717 sulfur Inorganic materials 0.000 claims 2
- 239000011593 sulfur Substances 0.000 claims 2
- POILWHVDKZOXJZ-ARJAWSKDSA-M (z)-4-oxopent-2-en-2-olate Chemical compound C\C([O-])=C\C(C)=O POILWHVDKZOXJZ-ARJAWSKDSA-M 0.000 claims 1
- YJTKZCDBKVTVBY-UHFFFAOYSA-N 1,3-Diphenylbenzene Chemical group C1=CC=CC=C1C1=CC=CC(C=2C=CC=CC=2)=C1 YJTKZCDBKVTVBY-UHFFFAOYSA-N 0.000 claims 1
- LTQRDVHFRYSLIG-UHFFFAOYSA-N C(=O)=[P].[Rh] Chemical compound C(=O)=[P].[Rh] LTQRDVHFRYSLIG-UHFFFAOYSA-N 0.000 claims 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims 1
- 125000003118 aryl group Chemical group 0.000 claims 1
- GGRQQHADVSXBQN-FGSKAQBVSA-N carbon monoxide;(z)-4-hydroxypent-3-en-2-one;rhodium Chemical compound [Rh].[O+]#[C-].[O+]#[C-].C\C(O)=C\C(C)=O GGRQQHADVSXBQN-FGSKAQBVSA-N 0.000 claims 1
- 239000003054 catalyst Substances 0.000 claims 1
- 239000012018 catalyst precursor Substances 0.000 claims 1
- 238000006243 chemical reaction Methods 0.000 claims 1
- 239000003960 organic solvent Substances 0.000 claims 1
- 229910052698 phosphorus Inorganic materials 0.000 claims 1
- 239000011574 phosphorus Substances 0.000 claims 1
- 239000002243 precursor Substances 0.000 claims 1
- 239000002904 solvent Substances 0.000 claims 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
- B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
- B01J31/24—Phosphines, i.e. phosphorus bonded to only carbon atoms, or to both carbon and hydrogen atoms, including e.g. sp2-hybridised phosphorus compounds such as phosphabenzene, phosphole or anionic phospholide ligands
- B01J31/2495—Ligands comprising a phosphine-P atom and one or more further complexing phosphorus atoms covered by groups B01J31/1845 - B01J31/1885, e.g. phosphine/phosphinate or phospholyl/phosphonate ligands
-
- 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
-
- 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
- B01J31/26—Catalysts comprising hydrides, coordination complexes or organic compounds containing in addition, inorganic metal compounds not provided for in groups B01J31/02 - B01J31/24
- B01J31/28—Catalysts comprising hydrides, coordination complexes or organic compounds containing in addition, inorganic metal compounds not provided for in groups B01J31/02 - B01J31/24 of the platinum group metals, iron group metals or copper
-
- 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
-
- 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
- B01J2231/30—Addition reactions at carbon centres, i.e. to either C-C or C-X multiple bonds
- B01J2231/32—Addition reactions to C=C or C-C triple bonds
- B01J2231/321—Hydroformylation, metalformylation, carbonylation or hydroaminomethylation
-
- 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
- B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
- B01J2531/80—Complexes comprising metals of Group VIII as the central metal
- B01J2531/82—Metals of the platinum group
- B01J2531/822—Rhodium
-
- 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
- B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
- B01J31/18—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes containing nitrogen, phosphorus, arsenic or antimony as complexing atoms, e.g. in pyridine ligands, or in resonance therewith, e.g. in isocyanide ligands C=N-R or as complexed central atoms
- B01J31/1845—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes containing nitrogen, phosphorus, arsenic or antimony as complexing atoms, e.g. in pyridine ligands, or in resonance therewith, e.g. in isocyanide ligands C=N-R or as complexed central atoms the ligands containing phosphorus
- B01J31/1875—Phosphinites (R2P(OR), their isomeric phosphine oxides (R3P=O) and RO-substitution derivatives thereof)
-
- 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
- B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
- B01J31/24—Phosphines, i.e. phosphorus bonded to only carbon atoms, or to both carbon and hydrogen atoms, including e.g. sp2-hybridised phosphorus compounds such as phosphabenzene, phosphole or anionic phospholide ligands
- B01J31/2404—Cyclic ligands, including e.g. non-condensed polycyclic ligands, the phosphine-P atom being a ring member or a substituent on the ring
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Inorganic Chemistry (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 (14)
- 로듐 착물촉매 유리의 트리아릴포스핀 리간드 및 다음 일반식을 갖는 유리의 유기 3급 일산화 비스포스핀리간드를 포함하는 하이드로 포밀화 반응매체내에서 올레핀성 불포화 화합물을 일산화탄소 및 수소로 하이드로포밀화 시키며 이때 유리의 일산화 비스포스핀 리간드당 유리의 트리아릴 포스핀 리간드의 몰비가 약 2:1 내지 30 : 1의 범위임을 특징으로 하는 않데히드의 제조방법.상기식에서, Ar은 같거나 다른 치환된 또는 치환되지 않은 아릴 라디칼이고, 각각의 R1,R2및 R3기는 같거나 다른 치환된 또는 치환되지 않은 1갸의 탄화수소 라디칼이고, Y는 2가의 가교그룹이다.
- 제1항에 있어서, 45내지 200℃의 반응온도, 500psia이하의 수소, 일산화탄소 및 올레핀성불포화 화합물의 전압, 1내지 50psia의 일산화탄소 분압, 20내지 200psia의 수소분압, 및 상기매체내에서 촉매활성로듐금속 1몰당 10몰이하의 전체의 유리된 인 리간드를 포함하는 상기의6반응매체를 제공하기 위하여 하이드로포밀화 반응조건이 조절된 방법.
- 제1행에 있어서, 올레핀성 불포화 화합물이 알파올레핀성 화합물 및 내부 올레핀성 화합물로 이루어진 그룹으로부터 선택된 2내지 20개의 탄소원자를 함유하며, 유리된 일산화 비스포스핀 리간드당 유리된 트리페닐 리간드의 몰비가 5 : 1내지 15 : 1의 범위이며, 일산화 비스포스핀 리간드 일반식에서 Ar은 6내지 12개의 탄소원자를 포함한 같거나 다른 치환된 또는 치환되지 않은 아릴 라디칼이고; 각각의 R1,R2및 R3는 1내지 30개의 탄소원자를 함유한 같거나 다른 치환된 또는 치환되지 않은 1가의 탄화수소 라디칼이며, 알킬, 알카릴, 아르알킬 및 아리사이클릭 라디칼로 이루어진 기로부터 선택되고, Y는 탄화수소 라디칼, 산소포함 탄화수소 라디칼, 황포함 탄화수소 라디칼 및 질소 포함 탄화수소 라디칼로 이루어진 기로부터 선폭된 1내지 30개의 탄소원자를 포함한 2가의 가교그룹인 방법.
- 제3항에 있어서, R1,R2및 R3는 1내지 12개의 탄소원자를 갖는 알킬라디칼 및 6내지 12개의 탄소원자를 갖는 아릴라디칼로 이루어진 기로부터 선택한 치환되지 않은 1가의 탄화수소 라디칼이고, Y는 1내지 12개의 탄소원자를 포함하는 방법.
- 제4항에 있어서, Ar은 치환되지 않은 아릴 라디칼이고, R1,R2및 R3는 치환되지 않은 알킬 또는 아릴 라디칼이며, Y는 2가인 탄화수소 라디칼인방법.
- 제5항에 있어서, 상기 일산화 비스포스핀이 다음 구조식을 갖는 리간드인 방법.상기식에서, n은 2내지 8의 정수이다.
- 제6항에 있어서, n이 2인 방법.
- 용해된 로듐 카르보닐 포스포러스 아세틸아세토네이트 착물, 유기용매 유리된 트리아릴포스핀 리간드 및 다음 일반식을 갖는 유리된 유기 3급 일산화 비스포스핀으로 근본적으로 이루어지며, 유리된 일산화 비스포스핀리 간드당 유리된 트리아릴 포스핀의 몰비가 2 : 1내지 30: 1의 범위에 이르는 로듐 착물하이드로포르밀화촉매전구체 조성물.상기식에서, Ar은 같거나 다른 치환된 또는 치환되지 않은 아릴 라디칼이고, 각각의 R1,R2및 R3기는 같거나 다른 치환된 또는 치환되지 않은 1가의 탄화수소 라디칼이고 Y는 2가의 가교그룹이다.
- 제8항에 있어서, 트리아릴포스핀 리간드가 트리페닐 포스핀이고 일산화 비스포스핀중 Ar은 같거나 다른 치환된 또는 치환되지 않은 6내지 12개의 탄소원자를 포함하는 아릴라디칼이고; 각각의 R1,R2및 R3기는 같거나 다른 치환된 또는 치환되지 않은 1가의 1내지 30개의 탄소원자를 포함한 탄화수소 라디칼이며 알킬, 아릴, 알카릴, 아르알킬 및 아리사이클릭 라디칼로 이루어진 기로부터 선택하고, Y는 탄화수소라디칼, 산소포함 탄화수소 라디칼, 황포함 탄화수소 라디칼 및 질소포함 탄화수소라디칼로 이루어진 기로부터 선택한 1내지 30개의 탄소원자를 함유한 2가의 가교그룹인 조성물.
- 제9항에 있어서, 로듐 디카르보닐 아세틸 아세토네이트로서 도입되며 유리 금속으로서 계산한 50내지 400ppm의 로듐을 포함하고, 유리된 일산화 비스포스핀 리간드당 유리된 트리페닐 포스핀의 몰비가 5 : 1내지 15 : 1의 범위이며, 그리고 상기 전구체 조성물의 전체 중량을 기준으로 하여 존재하는 용매의 양이 5중량%에서 95중량%의 범위인 조성물.
- 제10항에 있어서, R1,R2및 R2가 1내지 12개의 탄소원자를 갖는 알킬라디칼 및 6내지 12개의 탄소원자를 갖는 아릴라디칼로 이루어진 기로부터 선택한 치환된 또는 치환 되지 1않은 1가의 탄화수소라디칼이고, Y가 1내지 12개의 탄소원자를 포함하는 조성물.
- 제11항에 있어서, Ar은 치환되지 않은 아릴라디칼이고, R1,R2및 R3는 치환되지 않은 알킬 또는 아릴라디칼이며, Y는 2가의 탄화수소 라디칼인 조성물.
- 제12항에 있어서, 상기의 유기 3급 일산화 비스포스핀리간드가 다음 구조식을갖는 리간드인 조성물.상기 식에서 n이 2내지 8인 정수.
- 제13항에 있어서, n이 2인 조성물.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US06/293,189 US4491675A (en) | 1981-08-17 | 1981-08-17 | Hydroformylation process using triarylphosphine and bisphosphine monooxide ligands |
| US293,189 | 1981-08-17 | ||
| US293189 | 1981-08-17 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| KR840001118A true KR840001118A (ko) | 1984-03-28 |
| KR870000200B1 KR870000200B1 (ko) | 1987-02-16 |
Family
ID=23128059
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR8203667A KR870000200B1 (ko) | 1981-08-17 | 1982-08-16 | 하이드로 포르밀화법 |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US4491675A (ko) |
| EP (1) | EP0073398B1 (ko) |
| JP (1) | JPS5839637A (ko) |
| KR (1) | KR870000200B1 (ko) |
| CA (1) | CA1183123A (ko) |
| DE (1) | DE3261623D1 (ko) |
Families Citing this family (24)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4668809A (en) * | 1982-05-03 | 1987-05-26 | Exxon Research And Engineering | Transition metal complex catalysts |
| CA1237728A (en) * | 1984-07-20 | 1988-06-07 | Anthony G. Abatjoglou | Production of carboxylic acids from alcohols using rhodium complex catalysts |
| US4927967A (en) * | 1984-07-20 | 1990-05-22 | Union Carbide Chemicals And Plastics Company Inc. | Production of carboxylic acids from organic formate esters using rhodium complex catalysts |
| US4668651A (en) * | 1985-09-05 | 1987-05-26 | Union Carbide Corporation | Transition metal complex catalyzed processes |
| US4748261A (en) * | 1985-09-05 | 1988-05-31 | Union Carbide Corporation | Bis-phosphite compounds |
| US4885401A (en) * | 1985-09-05 | 1989-12-05 | Union Carbide Corporation | Bis-phosphite compounds |
| JPS62177745A (ja) * | 1986-01-30 | 1987-08-04 | Kato Denki Kk | デイスクの自動交換装置 |
| JPS62177746A (ja) * | 1986-01-30 | 1987-08-04 | Kato Denki Kk | デイスク保持装置 |
| JPS6323263A (ja) * | 1986-02-28 | 1988-01-30 | Kato Denki Kk | デイスクの自動交換装置 |
| JPS63160056A (ja) * | 1986-12-23 | 1988-07-02 | Dengen Autom Kk | フロツピ−デイスクの搬送装置 |
| US5001274A (en) * | 1989-06-23 | 1991-03-19 | Union Carbide Chemicals And Plastics Company Inc. | Hydroformylation process |
| CA2090402A1 (en) * | 1990-08-31 | 1992-03-01 | Ronald George Cavell | Carbonylation of methanol using a novel transition metal catalyst precursor |
| US5087763A (en) * | 1990-11-09 | 1992-02-11 | Union Carbide Chemicals & Plastics Technology Corporation | Hydroformylation process |
| GB2274457A (en) * | 1993-01-25 | 1994-07-27 | Shell Int Research | Hydroformylation of unsaturated carbonyl compounds |
| BRPI0609384B1 (pt) * | 2005-03-16 | 2015-09-15 | Perstorp Specialty Chemicals Ab | processo de hidroformilação com iso-seletividade |
| US8513469B2 (en) | 2009-03-31 | 2013-08-20 | Dow Technology Investments Llc | Hydroformylation process with doubly open-ended bisphosphite ligand |
| US8383869B2 (en) * | 2009-09-01 | 2013-02-26 | Shell Oil Company | Olefin oligomer composition |
| WO2012047514A1 (en) | 2010-10-05 | 2012-04-12 | Dow Technology Investments Llc | Hydroformylation process |
| EP2848623B1 (en) * | 2012-05-11 | 2017-09-27 | The University of Tokyo | Catalyst for synthesizing polyolefins |
| KR101615028B1 (ko) | 2013-09-30 | 2016-04-22 | 주식회사 엘지화학 | 히드로포밀화 반응용 촉매 조성물 및 이를 이용한 올레핀의 히드로포밀화 방법 |
| EP2881173B1 (en) * | 2013-09-30 | 2017-06-14 | LG Chem, Ltd. | Catalyst composition for hydroformylation reaction and method for hydroformylation of olefin using same |
| JP2021525165A (ja) * | 2018-05-30 | 2021-09-24 | ダウ テクノロジー インベストメンツ リミティド ライアビリティー カンパニー | ヒドロホルミル化プロセスにおける触媒失活を遅らせるための方法、および／またはテトラホスフィン配位子の使用を遅らせるための方法 |
| CA3100779A1 (en) | 2018-05-30 | 2019-12-05 | Dow Technology Investments Llc | Methods of controlling hydroformylation processes |
| WO2019231613A1 (en) * | 2018-05-30 | 2019-12-05 | Dow Technology Investments Llc | Catalyst composition comprising the combination of a monophopsphine, a tetraphosphine ligand and a hydroformylation process using it |
Family Cites Families (20)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3426021A (en) * | 1964-03-02 | 1969-02-04 | Dow Chemical Co | Phosphine compounds |
| US3560572A (en) * | 1966-08-23 | 1971-02-02 | Gulf Research Development Co | Process |
| US3527809A (en) * | 1967-08-03 | 1970-09-08 | Union Carbide Corp | Hydroformylation process |
| US3859359A (en) * | 1970-04-27 | 1975-01-07 | Ethyl Corp | Compound and method |
| US4148830A (en) * | 1975-03-07 | 1979-04-10 | Union Carbide Corporation | Hydroformylation of olefins |
| US4247486A (en) * | 1977-03-11 | 1981-01-27 | Union Carbide Corporation | Cyclic hydroformylation process |
| US4139565A (en) * | 1977-03-31 | 1979-02-13 | Celanese Corporation | Hydroformylation using improved catalysts comprising rhodium and diphosphino ligands |
| US4152344A (en) * | 1977-08-08 | 1979-05-01 | Celanese Corporation | Phosphino-ferrocene ligands |
| US4169861A (en) * | 1977-08-19 | 1979-10-02 | Celanese Corporation | Hydroformylation process |
| US4230641A (en) * | 1977-11-21 | 1980-10-28 | Air Products And Chemicals, Inc. | Hydroformylation of olefins |
| US4215077A (en) * | 1978-02-09 | 1980-07-29 | Kuraray Co., Ltd. | Hydroformylation of olefins |
| FR2428021A1 (fr) * | 1978-06-05 | 1980-01-04 | Kuraray Co | Hydroformylation de composes olefiniques |
| WO1980001689A1 (en) * | 1979-02-12 | 1980-08-21 | Exxon Research Engineering Co | Phosphine and phosphonium compound and catalyst and their use in hydrocarbon conversion processes |
| US4298541A (en) * | 1979-02-12 | 1981-11-03 | Exxon Research & Engineering Co. | Trihydrocarbyl silyl-substituted alkyl diaryl phosphine transition metal complexes and their use as homogeneous catalysts |
| US4302401A (en) * | 1980-01-23 | 1981-11-24 | Exxon Research & Engineering Co. | Tetraalkyl phosphonium substituted phosphine and amine transition metal complexes |
| US4283562A (en) * | 1979-10-26 | 1981-08-11 | Union Carbide Corporation | Hydroformylation process using stable rhodium catalyst |
| DE3161336D1 (en) * | 1980-02-04 | 1983-12-15 | Shell Int Research | A process for the hydroformylation of conjugated dienes |
| US4260828A (en) * | 1980-04-16 | 1981-04-07 | Union Carbide Corporation | Hydroformylation process |
| US4400548A (en) * | 1981-08-17 | 1983-08-23 | Union Carbide Corporation | Hydroformylation process using bisphosphine monooxide ligands |
| US4429161A (en) * | 1981-08-17 | 1984-01-31 | Union Carbide Corporation | Process for preparing organic tertiary polyphosphine monooxides |
-
1981
- 1981-08-17 US US06/293,189 patent/US4491675A/en not_active Expired - Lifetime
-
1982
- 1982-07-23 CA CA000407975A patent/CA1183123A/en not_active Expired
- 1982-08-16 DE DE8282107438T patent/DE3261623D1/de not_active Expired
- 1982-08-16 EP EP82107438A patent/EP0073398B1/en not_active Expired
- 1982-08-16 KR KR8203667A patent/KR870000200B1/ko active
- 1982-08-16 JP JP57141187A patent/JPS5839637A/ja active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| EP0073398A1 (en) | 1983-03-09 |
| DE3261623D1 (en) | 1985-01-31 |
| JPS5839637A (ja) | 1983-03-08 |
| EP0073398B1 (en) | 1984-12-19 |
| KR870000200B1 (ko) | 1987-02-16 |
| JPS6338009B2 (ko) | 1988-07-28 |
| US4491675A (en) | 1985-01-01 |
| CA1183123A (en) | 1985-02-26 |
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