KR950008459A - 1,3-부타디엔의 하이드로포밀화 방법 - Google Patents
1,3-부타디엔의 하이드로포밀화 방법 Download PDFInfo
- Publication number
- KR950008459A KR950008459A KR1019940022057A KR19940022057A KR950008459A KR 950008459 A KR950008459 A KR 950008459A KR 1019940022057 A KR1019940022057 A KR 1019940022057A KR 19940022057 A KR19940022057 A KR 19940022057A KR 950008459 A KR950008459 A KR 950008459A
- Authority
- KR
- South Korea
- Prior art keywords
- process according
- aqueous
- aqueous solution
- butadiene
- water soluble
- Prior art date
Links
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 title claims abstract 8
- 238000007037 hydroformylation reaction Methods 0.000 title claims 2
- XYFCBTPGUUZFHI-UHFFFAOYSA-N Phosphine Chemical compound P XYFCBTPGUUZFHI-UHFFFAOYSA-N 0.000 claims abstract 8
- 239000003054 catalyst Substances 0.000 claims abstract 6
- 239000007864 aqueous solution Substances 0.000 claims abstract 5
- 229910000073 phosphorus hydride Inorganic materials 0.000 claims abstract 4
- 239000000243 solution Substances 0.000 claims abstract 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract 4
- 238000006243 chemical reaction Methods 0.000 claims abstract 3
- 238000000034 method Methods 0.000 claims 7
- 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
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims 1
- 125000002877 alkyl aryl group Chemical group 0.000 claims 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
- 239000011574 phosphorus Substances 0.000 claims 1
- 229910052698 phosphorus Inorganic materials 0.000 claims 1
- 150000003388 sodium compounds Chemical class 0.000 claims 1
- 239000002904 solvent Substances 0.000 claims 1
- 125000000542 sulfonic acid group Chemical group 0.000 claims 1
- 125000002485 formyl group Chemical class [H]C(*)=O 0.000 abstract 2
- 150000003284 rhodium compounds Chemical class 0.000 abstract 1
Classifications
-
- 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
- C07C29/16—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by oxo-reaction combined with reduction
-
- 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
- C07C29/17—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by hydrogenation of carbon-to-carbon double or triple bonds
-
- 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
- C07C31/02—Monohydroxylic acyclic alcohols
- C07C31/125—Monohydroxylic acyclic alcohols containing five to twenty-two 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
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2531/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- C07C2531/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
- C07C2531/24—Phosphines
Landscapes
- 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)
Abstract
1,3-부타디엔을 촉매로서 하나 이상의 수용성 로듐 화합물 및 하나 이상의 수용성 유기 포스핀을 함유하는 수용액의 존재하에서 60 내지 150℃ 및 1 내지 20MPa에서 하이드로포밀화시킨다. n-C5알데히드 및 n-C5알데히드의 2차 생성물의 생성에 대한 반응 선택성을 증가시키기 위해 촉매 수용액의 pH를 8 내지 11로 유지시킨다.
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (9)
- 하나 이상의 수용성 모듐 화합물과 하나 이상의 수용성 유기 포스핀을 함유하는 pH 8.0 내지 11.0의 수용액속에서 부타디엔을 반응시킴을 포함하여, 1,3-부타디엔을 촉매로서의 당해 수용액의 존재하에 60 내지 150℃의 온도 및 1 내지 20MPa의 압력에서 하이드로포밀화시키는 방법.
- 제1항에 있어서, 수용액의 pH 8.5 내지 9.5인 방법.
- 제1항 또는 제2항에 있어서, pH가 완충 혼합물을 사용하여 조절되는 방법.
- 제1항 내지 제3항 중의 어느 한 항에 있어서, 반응이 90 내지 120℃에서 수행되는 방법.
- 제1항 내지 제4항 중의 어느 한 항에 있어서, 반응이 1 내지 10MPa의 압력하에서 수행되는 방법.
- 제1항 내지 제5항 중의 어느 한 항에 있어서, 촉매 수용액의 로듐 농도가 촉매 수용액을 기준으로 하여 20 내지 2000중량ppm, 바람직하게는 50 내지 700중량ppm인 방법.
- 제1항 내지 제6항 중의 어느 한 항에 있어서, 로듐 1mol당 4 내지 100mol, 바람직하게는 10 내지 60mol의 인이 수용액에 존재하는 방법.
- 제1항 내지 제7항 중의 어느 한 항에 있어서, 사용되는 수용성 포스핀이 하나 이상의 설폰산 그룹 또는 하나 이상의 카복실 그룹을 함유하는 트리아릴포스핀, 트리알킬포스핀, 트리(알킬아릴)포스핀, 알킬렌디포스핀 또는 아릴디포스핀인 방법.
- 제1항 내지 제8항 중의 어느 한 항에 있어서, 촉매 수용액이 가용화제를 함유하는 방법.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE4330489A DE4330489A1 (de) | 1993-09-09 | 1993-09-09 | Verfahren zur Hydroformylierung von Butadien-1,3 |
DEP4330489.3 | 1993-09-09 |
Publications (2)
Publication Number | Publication Date |
---|---|
KR950008459A true KR950008459A (ko) | 1995-04-17 |
KR100335516B1 KR100335516B1 (ko) | 2002-11-13 |
Family
ID=6497218
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
KR1019940022057A KR100335516B1 (ko) | 1993-09-09 | 1994-09-02 | 1,3-부타디엔의하이드로포밀화방법 |
Country Status (14)
Country | Link |
---|---|
US (1) | US5434312A (ko) |
EP (1) | EP0643031B1 (ko) |
JP (1) | JP2609429B2 (ko) |
KR (1) | KR100335516B1 (ko) |
CN (1) | CN1106374A (ko) |
AU (1) | AU671763B2 (ko) |
BR (1) | BR9403438A (ko) |
CA (1) | CA2131337A1 (ko) |
DE (2) | DE4330489A1 (ko) |
ES (1) | ES2112457T3 (ko) |
PL (1) | PL177092B1 (ko) |
SG (1) | SG44824A1 (ko) |
TW (1) | TW289017B (ko) |
ZA (1) | ZA946773B (ko) |
Families Citing this family (16)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE19532394A1 (de) * | 1995-09-02 | 1997-03-06 | Hoechst Ag | Verfahren zur Herstellung von Pentenalen |
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 |
US5821389A (en) * | 1996-04-24 | 1998-10-13 | Union Carbide Chemicals & Technology Corporation | Processes for producing hydroxyaldehydes |
US5817883A (en) * | 1996-04-24 | 1998-10-06 | Union Carbide Chemicals & Plastics Technology Corporation | Processes for producing hydroxyaldehydes |
US5962680A (en) * | 1997-04-15 | 1999-10-05 | Union Carbide Chemicals & Plastics Technology Corporation | Processes for producing epsilon caprolactams |
US5925754A (en) * | 1997-04-15 | 1999-07-20 | Union Carbide Chemicals & Plastics Technology Corporation | Epsilon caprolactam compositions |
US5886236A (en) * | 1997-04-15 | 1999-03-23 | Union Carbide Chemicals & Plastics Technology Corporation | Process for producing aldehyde acid salts |
DE102004029732A1 (de) | 2004-06-21 | 2006-01-19 | Basf Ag | Hilfsmittel enthaltend Cyclohexanpolycarbonsäurederivate |
CN100496736C (zh) * | 2007-05-31 | 2009-06-10 | 南京大学 | 一种用于双环戊二烯氢甲酰化制醛的水溶性配体铑配合物催化剂 |
BRPI0922742A2 (pt) * | 2008-12-05 | 2016-01-05 | Basf Se | adesivo ou selante, processo para preparar um adesivo ou selante, e, uso do adesivo ou selante. |
US20120220678A1 (en) | 2009-11-03 | 2012-08-30 | Christof Mehler | Thermoplastic compositions having improved flowability |
PL2576674T3 (pl) | 2010-06-01 | 2015-02-27 | Basf Se | Sposób wytwarzania spienialnych kompozycji polimerów styrenowych |
EP2716623A1 (de) | 2012-10-05 | 2014-04-09 | Basf Se | Verfahren zur Herstellung von Cyclohexanpolycarbonsäure-Derivaten mit geringem Nebenproduktanteil |
US20220177405A1 (en) | 2019-02-25 | 2022-06-09 | Basf Se | Method for processing benzene polycarboxylic acid esters and use of same to produce cyclohexane polycarboxylic acid esters |
Family Cites Families (10)
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 |
US4426542A (en) * | 1981-04-22 | 1984-01-17 | Monsanto Company | Synthesis of plasticizer and detergent alcohols |
DE3412335A1 (de) * | 1984-04-03 | 1985-10-10 | Ruhrchemie Ag, 4200 Oberhausen | Verfahren zur herstellung von aldehyden |
FR2571725B1 (fr) * | 1984-10-16 | 1987-09-18 | Rhone Poulenc Chim Base | Complexes rhodies, dinucleaires et hydrosolubles et leur utilisation comme catalyseur d'hydroformylation |
DE3534314A1 (de) * | 1985-09-26 | 1987-04-02 | Ruhrchemie Ag | Verfahren zur herstellung von aldehyden |
US4969953A (en) * | 1988-10-25 | 1990-11-13 | Mitsubishi Kasei Corporation | Alcohol mixture for plasticizer and method for producing the same |
IT1229512B (it) * | 1989-01-27 | 1991-09-03 | Eniricerche Spa | Procedimento per la idroformilazione catalitica di.olefine |
DE4210028A1 (de) * | 1992-03-27 | 1993-09-30 | Hoechst Ag | Decyclalkoholgemische, daraus erhältliche Phthalsäureester und ihre Verwendung als Weichmacher |
US5312996A (en) * | 1992-06-29 | 1994-05-17 | Union Carbide Chemicals & Plastics Technology Corporation | Hydroformylation process for producing 1,6-hexanedials |
-
1993
- 1993-09-09 DE DE4330489A patent/DE4330489A1/de not_active Withdrawn
-
1994
- 1994-06-30 TW TW083105928A patent/TW289017B/zh active
- 1994-08-31 EP EP94113600A patent/EP0643031B1/de not_active Expired - Lifetime
- 1994-08-31 DE DE59404520T patent/DE59404520D1/de not_active Expired - Fee Related
- 1994-08-31 ES ES94113600T patent/ES2112457T3/es not_active Expired - Lifetime
- 1994-08-31 SG SG1996008273A patent/SG44824A1/en unknown
- 1994-09-01 CA CA002131337A patent/CA2131337A1/en not_active Abandoned
- 1994-09-01 PL PL94304861A patent/PL177092B1/pl unknown
- 1994-09-02 ZA ZA946773A patent/ZA946773B/xx unknown
- 1994-09-02 KR KR1019940022057A patent/KR100335516B1/ko not_active IP Right Cessation
- 1994-09-02 JP JP6210067A patent/JP2609429B2/ja not_active Expired - Lifetime
- 1994-09-02 US US08/300,169 patent/US5434312A/en not_active Expired - Fee Related
- 1994-09-05 CN CN94115656A patent/CN1106374A/zh active Pending
- 1994-09-05 AU AU71660/94A patent/AU671763B2/en not_active Ceased
- 1994-09-05 BR BR9403438A patent/BR9403438A/pt not_active IP Right Cessation
Also Published As
Publication number | Publication date |
---|---|
KR100335516B1 (ko) | 2002-11-13 |
JPH07173094A (ja) | 1995-07-11 |
EP0643031B1 (de) | 1997-11-05 |
CA2131337A1 (en) | 1995-03-10 |
SG44824A1 (en) | 1997-12-19 |
JP2609429B2 (ja) | 1997-05-14 |
PL304861A1 (en) | 1995-03-20 |
BR9403438A (pt) | 1995-05-09 |
ES2112457T3 (es) | 1998-04-01 |
US5434312A (en) | 1995-07-18 |
ZA946773B (en) | 1995-04-03 |
PL177092B1 (pl) | 1999-09-30 |
EP0643031A1 (de) | 1995-03-15 |
AU7166094A (en) | 1995-03-23 |
CN1106374A (zh) | 1995-08-09 |
TW289017B (ko) | 1996-10-21 |
DE59404520D1 (de) | 1997-12-11 |
DE4330489A1 (de) | 1995-03-16 |
AU671763B2 (en) | 1996-09-05 |
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