KR970015552A - 펜텐알의 제조방법 - Google Patents
펜텐알의 제조방법 Download PDFInfo
- Publication number
- KR970015552A KR970015552A KR1019960035923A KR19960035923A KR970015552A KR 970015552 A KR970015552 A KR 970015552A KR 1019960035923 A KR1019960035923 A KR 1019960035923A KR 19960035923 A KR19960035923 A KR 19960035923A KR 970015552 A KR970015552 A KR 970015552A
- Authority
- KR
- South Korea
- Prior art keywords
- process according
- rhodium
- inert medium
- carbon atoms
- phosphine
- Prior art date
Links
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
- B01J31/2404—Cyclic ligands, including e.g. non-condensed polycyclic ligands, the phosphine-P atom being a ring member or a substituent on the ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C47/00—Compounds having —CHO groups
- C07C47/20—Unsaturated compounds having —CHO groups bound to acyclic 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
- 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
-
- 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
- B01J2540/00—Compositional aspects of coordination complexes or ligands in catalyst systems
- B01J2540/10—Non-coordinating groups comprising only oxygen beside carbon or hydrogen
- B01J2540/12—Carboxylic acid groups
-
- 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
- B01J2540/00—Compositional aspects of coordination complexes or ligands in catalyst systems
- B01J2540/30—Non-coordinating groups comprising sulfur
- B01J2540/32—Sulfonic acid groups or their salts
Landscapes
- 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)
- Steroid Compounds (AREA)
- Catalysts (AREA)
- Crystals, And After-Treatments Of Crystals (AREA)
- Magnetic Resonance Imaging Apparatus (AREA)
Abstract
펜텐알은 반응 조건하에 불활성인 매질에 용해된 1,3-부타디엔을 하이드로포르밀화하여 제조한다. 반응은 로듐/포스핀 착체를 초갬로서 포함하는 수성 촉매상의 존재하에 수행한다.
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (15)
- 반응 조건하에서 불활성인 매질에 용해된 1,3-부타디엔을 사용하고 하이드로포르밀화를 100 내지 180℃ 및 5 내지 35MPa에서 촉매로서의 로듐/포스핀 착체와, 필요한 경우, 추가의 포스핀을 포함하는 수용액의 존재하에 수행함을 포함하여, 1,3-부타디엔을 하이드로포르밀화하여 펜텐알을 제조하는 방법.
- 제1항에 있어서, 사용되는 불활성 매질이 분자에 탄소원자를 3 내지 10개 갖는 지방족 또는 지환족 탄화수소 또는 분자에 탄소원자를 6 내지 9개 갖는 방향족 탄화수소를 포함하는 방법.
- 제1항에 있어서, 사용되는 불활성 매질이 에테르를 포함하는 방법.
- 제1항에 있어서, 불활성 매질 중의 1,3-부타디엔의 용액이 조 오일의 정련시에 수득되는 C4-탄화수소의 혼합물인 방법.
- 제1항 내지 제4항 중의 어느 한 항에 있어서, 1,3-부타디엔 1용적부가 불활성 매질 1용적부 이상에 용해되는 방법.
- 제5항에 있어서, 1,3-부타디엔 1용적부가 불활성 매질 1 내지 10용적부에 용해되는 방법.
- 제1항 내지 제6항 중의 어느 한 항에 있어서, 로듐/포스핀 착체가 화학식 (1)의 모노포스핀을 함유하는 방법.위의 화학식 (1)에서, Ar1, Ar2및 Ar3은 각각 페닐 또는 나프틸 그룹이고, X1, X2, X3은 각각 설포네이트(-SO3 -) 또는 카복실레이트(-COO-) 라디칼이며, Y1, Y2및 Y3은 각각 탄소수 1 내지 4의 직쇄 또는 측쇄 알킬 그룹이거나, 알콕시 그룹, 할로겐 원자, OH, CN, NO2또는 (R1R2)N 그룹이고, R1및 R2는 각각 탄소수 1 내지 4의 직쇄 또는 측쇄 알킬 그룹이며, m1, m2및 m3은 0 내지 5의 동일하거나 상이한 정수이며, 단 하나 이상의 m1, m2또는 m3은 0 이상이고, n1, n2및 n|3은 0 내지 5의 동일하거나 상이한 정수이며, M은 알칼리 금속 이온, 1화학 당량의 알칼리 토금속 또는 아연 이온, 암모늄 이온 또는 일반식 N(R3R4R5R6)+의 4급 암모늄 이온이고, R3, R4, R5및 R6은 수소 또는 탄소수 1 내지 4의 직쇄 또는 측쇄 알킬 그룹이다.
- 제7항에 있어서, 로듐/포스핀 착체가 트리스(m-설포네이토페닐) 포스핀 염인 방법.
- 제1항 내지 제8항 중의 어느 한 항에 있어서, 반응이 110 내지 120℃ 및 4 내지 8MPa에서 수행되는 방법.
- 제1항 내지 제9항 중의 어느 한 항에 있어서, 수성 촉매 용액 중의 로듐 농도가, 용액을 기준으로 하여, 100 내지 600중량ppm, 바람직하게는 300 내지 500중량ppm인 방법.
- 제1항 내지 제 10항 중의 어느 한 항에 있어서, 포스핀 형태의 20mol 이상, 바람직하게는 40 내지 80mol의 P(Ⅲ)가 로듐 1mole에 대해 존재하는 방법.
- 제1항 내지 제11항 중의 어느 한 항에 있어서, 수성 촉매 용약의 pH가 4 내지 10인 방법.
- 제12항에 있어서, 수성 촉매 용액의 pH가 5.5 내지 9인 방법.
- 제1항 내지 제13항 중의 어느 한 항에 있어서, 수성상 대 유기상의 용적비가 1:4 내지 4:1인 방법.
- 제14항에 있어서, 수성상 대 유기상의 용적비가 1:1인 내지 1:2인 방법.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19532394A DE19532394A1 (de) | 1995-09-02 | 1995-09-02 | Verfahren zur Herstellung von Pentenalen |
DE19532394.7 | 1995-09-02 |
Publications (1)
Publication Number | Publication Date |
---|---|
KR970015552A true KR970015552A (ko) | 1997-04-28 |
Family
ID=7771088
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
KR1019960035923A KR970015552A (ko) | 1995-09-02 | 1996-08-28 | 펜텐알의 제조방법 |
Country Status (17)
Country | Link |
---|---|
US (1) | US5684208A (ko) |
EP (1) | EP0761634B1 (ko) |
JP (1) | JP2984219B2 (ko) |
KR (1) | KR970015552A (ko) |
CN (1) | CN1149044A (ko) |
AT (1) | ATE181050T1 (ko) |
AU (1) | AU6439196A (ko) |
BR (1) | BR9603636A (ko) |
CA (1) | CA2184053C (ko) |
DE (2) | DE19532394A1 (ko) |
DK (1) | DK0761634T3 (ko) |
ES (1) | ES2135143T3 (ko) |
GR (1) | GR3030888T3 (ko) |
MX (1) | MX9603655A (ko) |
PL (1) | PL315832A1 (ko) |
TW (1) | TW325465B (ko) |
ZA (1) | ZA967229B (ko) |
Families Citing this family (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6187970B1 (en) * | 1996-04-24 | 2001-02-13 | Union Carbide Chemicals & Plastics Technology Corporation | Processes for producing 1,6-hexanediols |
US5886237A (en) * | 1996-04-24 | 1999-03-23 | Union Carbide Chemicals & Plastics Technology Corporation | Processes for producing alkenals and alkenols |
US6172269B1 (en) * | 1996-04-24 | 2001-01-09 | Union Carbide Chemicals & Plastics Technology Corporation | Processes for producing 1,6-hexanediols |
US6184391B1 (en) * | 1997-04-15 | 2001-02-06 | Union Carbide Chemicals & Plastics Technology Corporation | Processes for producing epsilon caprolactones and/or hydrates and/or esters thereof |
US5925754A (en) * | 1997-04-15 | 1999-07-20 | Union Carbide Chemicals & Plastics Technology Corporation | Epsilon caprolactam compositions |
US5883265A (en) * | 1997-04-15 | 1999-03-16 | Union Carbide Chemicals & Plastics Technology Corporation | Processes for producing epsilon caprolactones and/or hydrates and/or esters thereof |
ID21537A (id) * | 1997-12-22 | 1999-06-24 | Celanese Gmbh | Proses pembuatan aldehid |
US6362354B1 (en) | 2000-11-17 | 2002-03-26 | E. I. Du Pont De Nemours And Company | Phosphonite ligands, catalyst compositions and hydroformylation process utilizing same |
US6437192B1 (en) | 2000-11-17 | 2002-08-20 | E. I. Du Pont De Nmeours And Company | Hydroformylation of conjugated dienes to alkenals using phosphonite ligands |
Family Cites Families (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4248802A (en) * | 1975-06-20 | 1981-02-03 | Rhone-Poulenc Industries | Catalytic hydroformylation of olefins |
EP0033554B1 (en) * | 1980-02-04 | 1983-11-09 | Shell Internationale Researchmaatschappij B.V. | A process for the hydroformylation of conjugated dienes |
DE4210028A1 (de) * | 1992-03-27 | 1993-09-30 | Hoechst Ag | Decyclalkoholgemische, daraus erhältliche Phthalsäureester und ihre Verwendung als Weichmacher |
DE4330489A1 (de) * | 1993-09-09 | 1995-03-16 | Hoechst Ag | Verfahren zur Hydroformylierung von Butadien-1,3 |
-
1995
- 1995-09-02 DE DE19532394A patent/DE19532394A1/de not_active Withdrawn
-
1996
- 1996-08-15 US US08/696,781 patent/US5684208A/en not_active Expired - Fee Related
- 1996-08-23 CA CA002184053A patent/CA2184053C/en not_active Expired - Fee Related
- 1996-08-24 ES ES96113606T patent/ES2135143T3/es not_active Expired - Lifetime
- 1996-08-24 DK DK96113606T patent/DK0761634T3/da active
- 1996-08-24 AT AT96113606T patent/ATE181050T1/de not_active IP Right Cessation
- 1996-08-24 DE DE59602151T patent/DE59602151D1/de not_active Expired - Fee Related
- 1996-08-24 EP EP96113606A patent/EP0761634B1/de not_active Expired - Lifetime
- 1996-08-26 PL PL96315832A patent/PL315832A1/xx unknown
- 1996-08-26 ZA ZA967229A patent/ZA967229B/xx unknown
- 1996-08-26 MX MX9603655A patent/MX9603655A/es unknown
- 1996-08-28 KR KR1019960035923A patent/KR970015552A/ko not_active Application Discontinuation
- 1996-08-30 JP JP8230640A patent/JP2984219B2/ja not_active Expired - Lifetime
- 1996-08-30 CN CN96111974A patent/CN1149044A/zh active Pending
- 1996-08-30 TW TW085110565A patent/TW325465B/zh active
- 1996-08-30 AU AU64391/96A patent/AU6439196A/en not_active Abandoned
- 1996-09-02 BR BR9603636A patent/BR9603636A/pt not_active Application Discontinuation
-
1999
- 1999-07-30 GR GR990401969T patent/GR3030888T3/el unknown
Also Published As
Publication number | Publication date |
---|---|
JP2984219B2 (ja) | 1999-11-29 |
US5684208A (en) | 1997-11-04 |
ES2135143T3 (es) | 1999-10-16 |
AU6439196A (en) | 1997-03-06 |
TW325465B (en) | 1998-01-21 |
DK0761634T3 (da) | 1999-11-15 |
CN1149044A (zh) | 1997-05-07 |
ZA967229B (en) | 1997-03-03 |
EP0761634B1 (de) | 1999-06-09 |
ATE181050T1 (de) | 1999-06-15 |
MX9603655A (es) | 1997-03-29 |
DE59602151D1 (de) | 1999-07-15 |
GR3030888T3 (en) | 1999-11-30 |
JPH09124537A (ja) | 1997-05-13 |
CA2184053A1 (en) | 1997-03-03 |
BR9603636A (pt) | 1998-05-19 |
CA2184053C (en) | 2000-02-29 |
PL315832A1 (en) | 1997-03-03 |
DE19532394A1 (de) | 1997-03-06 |
EP0761634A1 (de) | 1997-03-12 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
US5463082A (en) | Fluorous multiphase systems | |
Jencks | When is an intermediate not an intermediate? Enforced mechanisms of general acid-base, catalyzed, carbocation, carbanion, and ligand exchange reaction | |
KR970015552A (ko) | 펜텐알의 제조방법 | |
KR910011727A (ko) | 알데히드의 제조공정 | |
KR880001557A (ko) | 저휘발성/유기 가용성 포스핀 리간드를 사용한 하이드로 포밀화 방법 | |
ES2122563T3 (es) | Sintesis de complejos de coordinacion de ciclopentadienil-metal a partir de hidroxicarbiloxidos-metal. | |
KR880001353B1 (ko) | 알데히드의 제조방법 | |
KR890003783B1 (ko) | 알데히드의 제조방법 | |
KR880000364A (ko) | (2,2)-파라시클로판 및 그의 유도체 제조방법 | |
KR970015551A (ko) | 올레핀계 불포화된 화합물의 하이드로포르밀화 방법 | |
Lampard et al. | Tetrathiafulvalene as a catalyst for radical–polar crossover reactions | |
KR850008480A (ko) | 알데히드의 제조방법 | |
KR900006628B1 (ko) | 로듐 착화합물을 함유하는 수용액으로부터 로듐의 회수방법 | |
US4309357A (en) | Process for preparing dienoic acids | |
KR940014286A (ko) | 알데히드의 제조방법 | |
KR930019612A (ko) | 3-시아노-3,5,5-트리알킬사이클로헥사논의 제조방법 | |
KR900001634A (ko) | 알콜 및 알데하이드의 제조방법 | |
KR860004035A (ko) | N-아릴 트리아졸의 제조방법 | |
US20020016497A1 (en) | Purified sulfonated organophosphorus compounds and catalysis of organic reactions therewith | |
KR850000381A (ko) | 아세트 알데히드의 합성법 | |
KR960017618A (ko) | 포르밀카복실산 에스테르의 제조방법 | |
KR880011070A (ko) | 카복실산의 제조방법 | |
Minato et al. | Syntheses of some alkoxy-, dialkoxy-, and alkoxyamino-sulfonium ions and their O-methylene and N-methylene PMR chemical shifts. | |
KR950003352A (ko) | 전방향족 폴리에스테르 및 그의 제조방법 | |
KR900016083A (ko) | β,γ-불포화산의 제조방법 |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
WITN | Application deemed withdrawn, e.g. because no request for examination was filed or no examination fee was paid |