KR930016146A - 하이드로포밀화 촉매의 재활성화 - Google Patents

하이드로포밀화 촉매의 재활성화 Download PDF

Info

Publication number
KR930016146A
KR930016146A KR1019930000795A KR930000795A KR930016146A KR 930016146 A KR930016146 A KR 930016146A KR 1019930000795 A KR1019930000795 A KR 1019930000795A KR 930000795 A KR930000795 A KR 930000795A KR 930016146 A KR930016146 A KR 930016146A
Authority
KR
South Korea
Prior art keywords
rhodium
tertiary
hydroformylation
catalyst
tertiary organophosphine
Prior art date
Application number
KR1019930000795A
Other languages
English (en)
Other versions
KR0131293B1 (ko
Inventor
에드워드 바빈 제임스
로버트 브라이언트 데이비드
마이론 해리슨 아놀드
제임스 밀러 데이비드
Original Assignee
티모시 엔. 비숍
유니온 카바이드 케미칼즈 앤드 플라스틱스 테크놀로지 코포레이션
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by 티모시 엔. 비숍, 유니온 카바이드 케미칼즈 앤드 플라스틱스 테크놀로지 코포레이션 filed Critical 티모시 엔. 비숍
Publication of KR930016146A publication Critical patent/KR930016146A/ko
Application granted granted Critical
Publication of KR0131293B1 publication Critical patent/KR0131293B1/ko

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
    • 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
    • B01J20/00—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
    • B01J20/02—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof comprising inorganic material
    • B01J20/10—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof comprising inorganic material comprising silica or silicate
    • B01J20/16—Alumino-silicates
    • B01J20/18—Synthetic zeolitic molecular sieves
    • B01J20/183—Physical conditioning without chemical treatment, e.g. drying, granulating, coating, irradiation
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01D—SEPARATION
    • B01D53/00—Separation of gases or vapours; Recovering vapours of volatile solvents from gases; Chemical or biological purification of waste gases, e.g. engine exhaust gases, smoke, fumes, flue gases, aerosols
    • B01D53/02—Separation of gases or vapours; Recovering vapours of volatile solvents from gases; Chemical or biological purification of waste gases, e.g. engine exhaust gases, smoke, fumes, flue gases, aerosols by adsorption, e.g. preparative gas chromatography
    • B01D53/04—Separation of gases or vapours; Recovering vapours of volatile solvents from gases; Chemical or biological purification of waste gases, e.g. engine exhaust gases, smoke, fumes, flue gases, aerosols by adsorption, e.g. preparative gas chromatography with stationary adsorbents
    • B01D53/0462—Temperature swing adsorption
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01D—SEPARATION
    • B01D53/00—Separation of gases or vapours; Recovering vapours of volatile solvents from gases; Chemical or biological purification of waste gases, e.g. engine exhaust gases, smoke, fumes, flue gases, aerosols
    • B01D53/02—Separation of gases or vapours; Recovering vapours of volatile solvents from gases; Chemical or biological purification of waste gases, e.g. engine exhaust gases, smoke, fumes, flue gases, aerosols by adsorption, e.g. preparative gas chromatography
    • B01D53/04—Separation of gases or vapours; Recovering vapours of volatile solvents from gases; Chemical or biological purification of waste gases, e.g. engine exhaust gases, smoke, fumes, flue gases, aerosols by adsorption, e.g. preparative gas chromatography with stationary adsorbents
    • B01D53/047—Pressure swing adsorption
    • 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
    • B01J20/00—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
    • B01J20/02—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof comprising inorganic material
    • B01J20/06—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof comprising inorganic material comprising oxides or hydroxides of metals not provided for in group B01J20/04
    • B01J20/08—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof comprising inorganic material comprising oxides or hydroxides of metals not provided for in group B01J20/04 comprising aluminium oxide or hydroxide; comprising bauxite
    • 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
    • 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
    • B01J31/4023—Regeneration or reactivation of catalysts containing metals containing iron group metals, noble metals or copper
    • B01J31/4038—Regeneration or reactivation of catalysts containing metals containing iron group metals, noble metals or copper containing noble metals
    • B01J31/4046—Regeneration or reactivation of catalysts containing metals containing iron group metals, noble metals or copper containing noble metals containing 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
    • B01J38/00—Regeneration or reactivation of catalysts, in general
    • B01J38/48—Liquid treating or treating in liquid phase, e.g. dissolved or suspended
    • B01J38/60—Liquid treating or treating in liquid phase, e.g. dissolved or suspended using acids
    • B01J38/62—Liquid treating or treating in liquid phase, e.g. dissolved or suspended using acids organic
    • 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
    • B01D—SEPARATION
    • B01D2253/00—Adsorbents used in seperation treatment of gases and vapours
    • B01D2253/10—Inorganic adsorbents
    • B01D2253/104—Alumina
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01D—SEPARATION
    • B01D2253/00—Adsorbents used in seperation treatment of gases and vapours
    • B01D2253/10—Inorganic adsorbents
    • B01D2253/106—Silica or silicates
    • B01D2253/108—Zeolites
    • B01D2253/1085—Zeolites characterized by a silicon-aluminium ratio
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01D—SEPARATION
    • B01D2253/00—Adsorbents used in seperation treatment of gases and vapours
    • B01D2253/30—Physical properties of adsorbents
    • 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
    • B01J2220/00—Aspects relating to sorbent materials
    • B01J2220/40—Aspects relating to the composition of sorbent or filter aid materials
    • B01J2220/42—Materials comprising a mixture of inorganic materials
    • 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
    • B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
    • B01J31/0201—Oxygen-containing 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
    • B01J31/0234—Nitrogen-, phosphorus-, arsenic- or antimony-containing compounds
    • B01J31/0235—Nitrogen containing 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
    • B01J31/04—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing carboxylic acids or their salts
    • 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
    • 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
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S95/00—Gas separation: processes
    • Y10S95/90—Solid sorbent
    • Y10S95/902—Molecular sieve

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Inorganic Chemistry (AREA)
  • Analytical Chemistry (AREA)
  • General Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Catalysts (AREA)
  • Saccharide Compounds (AREA)

Abstract

본 발명은 부분적으로 탈활성화된 가용화 로듐-3급 오가노포스핀 착체 하이드로포밀화 촉매를 프로파길 알콜과 카복실산으로 처리함으로써 이의 촉매 활성을 향상시키는 방법에 관한 것이다.

Description

하이드로포밀화 촉매의 재활성화
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (10)

  1. (1)비하이드로포밀화 조건하에서 부분적으로 탈활성화된 가용화 착체 촉매를 함유하는 유기 액체 매질을 포르파길 알콜 및 일반식 RCOOH의 카복실산(여기서, R은 수소 또는 알킬 또는 아릴 라디칼을 나타낸다)과 혼합하여, 처리된 가용화 로듐-3급 오가노포스핀 착체 생성물 용액을 수득하는 단계 및(2) 생성물 용액으로부터 단계(1)에서 사용된 카복실산을 제거하여, 촉매 활성이 단계(1)의 출발물질인 부분적으로 탈활성화된 로듐-3급 오가노포스핀 착체 하이드로포밀화 촉매보다 더 큰 로듐-3급 오가노포스핀 착체 하이드로포밀화 촉매를 수득하는 단계를 포함하여, 부분적으로 탈활성화된 가용화 로듐-3급 오가노포스핀 착체 하이드로포밀화 촉매의 촉매 활성을 향상시키는 방법.
  2. 제1항에 있어서, 카복실산이 아세트산인 방법.
  3. 제2항에 있어서, 3급 오가노포스핀이 트리페닐포스핀이거나 3-(디페닐포스피노)벤젠 설폰산의 나트륨염인 방법.
  4. 제2항에 있어서, 단계(2)에서, 단계(1)의 프로파길알콜 및 카복실산 처리된 가용화 로듐-3급 오가노포스핀착체 생성물이 연속적인 비수성 하이드로포밀화 공정에 사용됨을 포함하는 방법.
  5. 제2항에 있어서, 단계(2)가 필수적으로 (a)비하이드로포밀화 조건하에서 단계(1)의 처리된 로듐-3급 오가노포스핀 착체 생성물 용액과 일반식의 3급 알칸올아민(여기서, R은 탄소수 2 내지 4의 하이드록시 알킬 라디칼이고; R1및 R2는 각각 탄소수 1 내지 4의 알킬 라디칼, 탄소수 2 내지 4의 하이드록시알킬 라디칼 및 페닐 라디칼로 이루어진 그룹중에서 선택된다) 약 1내지 약 25중량%를 함유하는 수용액을 혼합하여 단계(1)에서 사용된 3급 알칸올 아민과 카복실산과의 수용성 염을 생성시키는 단계; (b)생성된 혼합물을 개별적인 두액상으로 침강시키는 단계; (c)염을 함유하는 수성 상을 가용화 로듐-3급 오가노포스핀 착체 하이드로포밀화 촉매를 함유하는 유기상으로부터 분리하는 단계 및 (d) 단계(c)에 의해 수득된 분리된 유기상을 물로 세척하여, 촉매 활성이 단계(1)의 출발물질인 부분적으로 탈활성화된 로듐-3급 오가노포스핀 착체 하이드로포밀화 촉매보다 더 큰 가용화 유기 로듐-3급 오가노포스핀 착체 하이드로포밀화 촉매를 수득하는 단계로 이루어지는 방법.
  6. 제5항에 있어서, 3급 알칸올아민이 트리에탄올아민인 방법.
  7. 제6항에 있어서, 단계(1)의 유기 액체 매질 출발물질에 비수성 하이드로포밀화 연속공정의 하이드로포밀화 반응 매질이 모두 포함되거나 일부 포함되는 방법.
  8. 제7항에 있어서, 단계(1) 및(2)를 하이드로포밀화 공정의 하이드로포밀화 반응기 속에서 수행하는 방법.
  9. 제7항에 있어서, 단계(1)의 유기 액체 매질 출발물질에 로듐-트리페닐포스핀 착체 촉매와 약 30중량%이상의 알데히드가 함유되는 방법.
  10. 제9항에 있어서, 알데히드가 n-부티로알데히드와 이소부티르알데히드의 혼합물인 방법.
    ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
KR1019930000795A 1992-01-24 1993-01-21 하이드로포르밀화 촉매의 재활성화 방법 KR0131293B1 (ko)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US07/825,083 US5237106A (en) 1992-01-24 1992-01-24 Reactivation of hydroformylation catalysts
US07/825,083 1992-01-24
US07/825,0830 1992-01-24

Publications (2)

Publication Number Publication Date
KR930016146A true KR930016146A (ko) 1993-08-26
KR0131293B1 KR0131293B1 (ko) 1998-04-14

Family

ID=25243072

Family Applications (1)

Application Number Title Priority Date Filing Date
KR1019930000795A KR0131293B1 (ko) 1992-01-24 1993-01-21 하이드로포르밀화 촉매의 재활성화 방법

Country Status (22)

Country Link
US (1) US5237106A (ko)
EP (1) EP0552797B1 (ko)
JP (1) JP2742860B2 (ko)
KR (1) KR0131293B1 (ko)
CN (1) CN1074632A (ko)
AT (1) ATE136016T1 (ko)
AU (1) AU3196393A (ko)
BR (1) BR9300259A (ko)
CA (1) CA2087892A1 (ko)
CZ (1) CZ6893A3 (ko)
DE (1) DE69301930T2 (ko)
ES (1) ES2085060T3 (ko)
FI (1) FI930281A (ko)
HU (1) HUT66778A (ko)
MX (1) MX9300329A (ko)
NO (1) NO930219L (ko)
PL (1) PL170460B1 (ko)
RO (1) RO111739B1 (ko)
SA (1) SA93130348B1 (ko)
SK (1) SK2693A3 (ko)
TW (1) TW228480B (ko)
ZA (1) ZA93501B (ko)

Families Citing this family (19)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE10005084C1 (de) * 2000-02-04 2001-09-13 Celanese Chem Europe Gmbh Verfahren zur Wiedergewinnung von Rhodium aus Reaktionsprodukten der Oxosynthese
GB0113079D0 (en) * 2001-05-30 2001-07-18 Kvaerner Process Tech Ltd Process
US7638039B2 (en) * 2004-06-15 2009-12-29 Cormetech, Inc. In-situ catalyst replacement
CN100526279C (zh) * 2006-04-11 2009-08-12 中国科学院兰州化学物理研究所 连续制备正戊醛的工艺过程
US7962486B2 (en) * 2008-01-10 2011-06-14 International Business Machines Corporation Method and system for discovery and modification of data cluster and synonyms
CN102950027B (zh) * 2011-08-30 2015-03-25 中国石油化工股份有限公司 用于羰基化反应的失活铑配合物催化剂的再生方法
CN102950028B (zh) * 2011-08-31 2015-02-25 中国石油化工股份有限公司 用于羰基化反应的失活铑膦配合物催化剂的再生方法
US8884071B2 (en) * 2012-06-04 2014-11-11 Lg Chem, Ltd. Hydroformylation method having improved catalyst stability in reaction
CN103506166B (zh) * 2012-06-27 2015-08-19 中国石油化工股份有限公司 失活铑膦催化剂的活化方法
CN103506167B (zh) * 2012-06-27 2015-08-19 中国石油化工股份有限公司 一种失活铑膦催化剂的处理方法
CN103769225B (zh) * 2012-10-22 2016-03-02 中国石油化工股份有限公司 羰基化反应失活或部分失活铑膦催化剂的再生方法
CN104045532B (zh) 2013-03-15 2018-05-25 陶氏技术投资有限责任公司 加氢甲酰化方法
CN104248994B (zh) * 2013-06-25 2018-03-20 中国石油化工股份有限公司 羰基化铑膦催化剂的活性恢复方法
CN104513143A (zh) 2013-09-26 2015-04-15 陶氏技术投资有限责任公司 加氢甲酰化方法
CN112088153A (zh) 2018-05-30 2020-12-15 陶氏技术投资有限责任公司 控制加氢甲酰化过程的方法
CA3100778A1 (en) 2018-05-30 2019-12-05 Dow Technology Investments Llc Methods for slowing deactivation of a catalyst and/or slowing tetraphosphine ligand usage in hydroformylation processes
US20220143590A1 (en) 2019-06-27 2022-05-12 Dow Technology Investments Llc Process to prepare solution from hydroformylation process for precious metal recovery
EP4217109A1 (en) * 2020-09-25 2023-08-02 Lyondell Chemical Technology, L.P. Co-feeding ethylene with allyl alcohol in hydroformylation to make 1,4-butanediol and n-propanol
BR112023017950A2 (pt) 2021-03-31 2023-10-10 Dow Technology Investments Llc Processo de hidroformilação contínuo

Family Cites Families (17)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1219763A (en) * 1967-02-02 1971-01-20 Johnson Matthey & Company Improvements in catalytic hydrogenation or hydroformylation
US3555098A (en) * 1967-12-13 1971-01-12 Union Oil Co Hydroformylation
JPS5114482A (ja) * 1974-07-26 1976-02-04 Atsugi Kinzoku Kogyo Kk Kanguchiseizohoho
US4277627A (en) * 1977-01-25 1981-07-07 Union Carbide Corporation Hydroformylation process
EP0007768A3 (en) * 1978-07-27 1980-02-20 DAVY McKEE (LONDON) LIMITED Hydroformylation of alpha-olefinic compounds
US4297239A (en) * 1979-07-16 1981-10-27 Union Carbide Corporation Hydroformylation catalyst reactivation
JPS5633040A (en) * 1979-08-27 1981-04-03 Mitsubishi Chem Ind Ltd Activation of rhodium complex catalyst
US4292196A (en) * 1979-12-10 1981-09-29 Uop Inc. Catalyst recovery
US4374278A (en) * 1980-02-28 1983-02-15 Union Carbide Corporation Hydroformylation catalyst reactivation
US4605780A (en) * 1980-09-24 1986-08-12 Union Carbide Corporation Reactivation of rhodium complex hydroformylation catalysts
JPS5923858B2 (ja) * 1981-01-22 1984-06-05 三菱化学株式会社 ロジウム錯体の取得方法
DE3534314A1 (de) * 1985-09-26 1987-04-02 Ruhrchemie Ag Verfahren zur herstellung von aldehyden
US4845306A (en) * 1987-04-24 1989-07-04 Eastman Kodak Company Catalyst material recovery or concentration process
US4861918A (en) * 1988-08-12 1989-08-29 Union Carbide Corporation Reactivation of hydroformylation catalysts
US4929767A (en) * 1988-08-12 1990-05-29 Union Carbide Chemicals And Plastics Company Inc. Treatment of rhodium catalysts
US4950629A (en) * 1988-12-27 1990-08-21 Eli Lilly And Company Process for catalyst recovery
US5183943A (en) * 1991-03-18 1993-02-02 Union Carbide Chemicals & Plastics Technology Corporation Reactivation of hydroformylation catalysts

Also Published As

Publication number Publication date
TW228480B (ko) 1994-08-21
PL170460B1 (pl) 1996-12-31
NO930219D0 (no) 1993-01-22
EP0552797A1 (en) 1993-07-28
CZ6893A3 (en) 1993-10-13
DE69301930T2 (de) 1996-10-02
JPH05261296A (ja) 1993-10-12
PL297519A1 (en) 1993-08-23
NO930219L (no) 1993-07-26
BR9300259A (pt) 1993-08-24
AU3196393A (en) 1993-07-29
KR0131293B1 (ko) 1998-04-14
ATE136016T1 (de) 1996-04-15
CN1074632A (zh) 1993-07-28
HUT66778A (en) 1994-12-28
US5237106A (en) 1993-08-17
SK2693A3 (en) 1993-11-10
ZA93501B (en) 1993-08-25
EP0552797B1 (en) 1996-03-27
RO111739B1 (ro) 1997-01-30
ES2085060T3 (es) 1996-05-16
HU9300185D0 (en) 1993-04-28
DE69301930D1 (de) 1996-05-02
JP2742860B2 (ja) 1998-04-22
CA2087892A1 (en) 1993-07-25
MX9300329A (es) 1994-06-30
FI930281A (fi) 1993-07-25
FI930281A0 (fi) 1993-01-22
SA93130348B1 (ar) 2005-07-02

Similar Documents

Publication Publication Date Title
KR930016146A (ko) 하이드로포밀화 촉매의 재활성화
KR920017712A (ko) 하이드로포밀화 촉매의 재활성화방법
US6225507B1 (en) Method of preparing aldehydes by hydroformylation with a rhodium catalyst and recovery of the rhodium catalyst by extraction
KR900002842A (ko) 하이드로포르밀화 촉매의 재활성화
ATE25237T1 (de) Verfahren zur herstellung von aldehyden.
FR2456720A1 (fr) Procede de production d'alcool par hydroformylation et hydrogenation d'une olefine
SE7703986L (sv) Forfarande for separering och regenerering av katalysatorer
SU1757458A3 (ru) Способ получени масл ного альдегида
KR890002153B1 (ko) 옥소(oxo)합성의 반응 생성물로부터 로듐을 회수하는 방법
CA2118602A1 (fr) Procede de fabrication d'une solution aqueuse industrielle de chlorure de sodium
DE69009829D1 (de) Verfahren zur Herstellung von Carbonsäuren.
US4990639A (en) Novel recovery process
NO981937D0 (no) FremgangsmÕte for Õ fremstille 1,3-propandiol
JPH0358777B2 (ko)
SA98190405A (ar) راتنجات تبادل أيوني مشحونة ، تحضيرها واستعمالها
CN1171856C (zh) 一种酰胺衍生物的合成方法
DE59902731D1 (de) Verfahren zur Herstellung von höheren ungesättigten Ketonen
KR950003422B1 (ko) 옥소법 생성물의 증류 잔류물로부터 로듐을 회수하는 방법
CN103506167A (zh) 一种失活铑膦催化剂的处理方法
JPS54106407A (en) Hydroformylation of allyl alcohol
FR2402638A1 (fr) Procede pour traiter des residus de distillation provenant de l'hydroformulation de propene
SE7601948L (sv) Sett att framstella karboxi-alkan-fosfonsyror och karboxi-alkyl-fosfinsyror
KR900011712A (ko) 페닐 프로피온산 유도체의 제조방법
JPH0337536B2 (ko)
CN85103791A (zh) 一种从羰基合成产物中间收铑的工艺

Legal Events

Date Code Title Description
A201 Request for examination
E701 Decision to grant or registration of patent right
GRNT Written decision to grant
FPAY Annual fee payment

Payment date: 20121031

Year of fee payment: 16

EXPY Expiration of term