DE2011163C3 - Verfahren zur Herstellung von ungesättigten Alkoholen - Google Patents

Verfahren zur Herstellung von ungesättigten Alkoholen

Info

Publication number
DE2011163C3
DE2011163C3 DE2011163A DE2011163A DE2011163C3 DE 2011163 C3 DE2011163 C3 DE 2011163C3 DE 2011163 A DE2011163 A DE 2011163A DE 2011163 A DE2011163 A DE 2011163A DE 2011163 C3 DE2011163 C3 DE 2011163C3
Authority
DE
Germany
Prior art keywords
solvent
reaction
carbon atoms
cocatalyst
diolefin
Prior art date
Legal status (The legal status 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 status listed.)
Expired
Application number
DE2011163A
Other languages
German (de)
English (en)
Other versions
DE2011163A1 (de
DE2011163B2 (de
Inventor
Richard J. Iselin N.J. Kelly
Michael G. New York N.Y. Romanelli
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
ExxonMobil Technology and Engineering Co
Original Assignee
Exxon Research and Engineering Co
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 Exxon Research and Engineering Co filed Critical Exxon Research and Engineering Co
Publication of DE2011163A1 publication Critical patent/DE2011163A1/de
Publication of DE2011163B2 publication Critical patent/DE2011163B2/de
Application granted granted Critical
Publication of DE2011163C3 publication Critical patent/DE2011163C3/de
Expired legal-status Critical Current

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
    • 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
    • B01J31/1805—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 nitrogen
    • 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
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M3/00—Liquid compositions essentially based on lubricating components other than mineral lubricating oils or fatty oils and their use as lubricants; Use as lubricants of single liquid substances
    • 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
    • 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
    • B01J2231/323—Hydrometalation, e.g. bor-, alumin-, silyl-, zirconation or analoguous reactions like carbometalation, hydrocarbation
    • 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
    • B01J2531/84—Metals of the iron group
    • B01J2531/847—Nickel
    • 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
    • B01J31/22—Organic complexes
    • B01J31/2282—Unsaturated compounds used as ligands
    • B01J31/2291—Olefins
    • 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
    • B01J31/22—Organic complexes
    • B01J31/2282—Unsaturated compounds used as ligands
    • B01J31/2295—Cyclic compounds, e.g. cyclopentadienyls
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/28—Esters
    • C10M2207/281—Esters of (cyclo)aliphatic monocarboxylic acids
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/28—Esters
    • C10M2207/282—Esters of (cyclo)aliphatic oolycarboxylic acids
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/28—Esters
    • C10M2207/283—Esters of polyhydroxy compounds
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/28—Esters
    • C10M2207/286—Esters of polymerised unsaturated acids
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2040/00—Specified use or application for which the lubricating composition is intended
    • C10N2040/08—Hydraulic fluids, e.g. brake-fluids

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Inorganic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • General Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
DE2011163A 1969-03-19 1970-03-10 Verfahren zur Herstellung von ungesättigten Alkoholen Expired DE2011163C3 (de)

Applications Claiming Priority (5)

Application Number Priority Date Filing Date Title
US80867269A 1969-03-19 1969-03-19
US80869269A 1969-03-19 1969-03-19
US80867369A 1969-03-19 1969-03-19
US11359171A 1971-02-08 1971-02-08
US14977471A 1971-06-03 1971-06-03

Publications (3)

Publication Number Publication Date
DE2011163A1 DE2011163A1 (de) 1970-10-01
DE2011163B2 DE2011163B2 (de) 1980-01-17
DE2011163C3 true DE2011163C3 (de) 1980-10-02

Family

ID=27537359

Family Applications (1)

Application Number Title Priority Date Filing Date
DE2011163A Expired DE2011163C3 (de) 1969-03-19 1970-03-10 Verfahren zur Herstellung von ungesättigten Alkoholen

Country Status (6)

Country Link
US (4) US3670029A (cg-RX-API-DMAC7.html)
BE (1) BE747459A (cg-RX-API-DMAC7.html)
DE (1) DE2011163C3 (cg-RX-API-DMAC7.html)
FR (1) FR2039652A5 (cg-RX-API-DMAC7.html)
GB (1) GB1283517A (cg-RX-API-DMAC7.html)
NL (1) NL170274C (cg-RX-API-DMAC7.html)

Families Citing this family (56)

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US3992456A (en) * 1969-04-16 1976-11-16 Union Carbide Corporation Synthesis of alkadienols
DE2025830A1 (de) * 1970-05-27 1971-12-09 Henkel & Cie GmbH, 4000 Düsseldorf Verfahren zur Herstellung von höheren, mehrfach ungesättigten Carbonsäureestern und Carbonsäuren
US3887595A (en) * 1973-03-05 1975-06-03 Shell Oil Co Carbonylation process
JPS5432761B2 (cg-RX-API-DMAC7.html) * 1973-04-06 1979-10-16
US3987073A (en) * 1974-04-25 1976-10-19 Zoecon Corporation Synthesis of tridecadienoic esters
US4054605A (en) * 1975-04-17 1977-10-18 Texaco Development Corporation Unsaturated amino alcohols
FR2366237A1 (fr) * 1976-07-27 1978-04-28 Rhone Poulenc Ind Procede de telomerisation de dienes
DE2635250C3 (de) * 1976-08-05 1979-09-13 Chemische Werke Huels Ag, 4370 Marl Verfahren zur Telomerisation bzw. Oligomerisation von acyclischen konjugierten Diolefinen
JPS53144552A (en) * 1977-05-18 1978-12-15 Kureha Chem Ind Co Ltd Palladium complexes
US4172087A (en) * 1978-02-13 1979-10-23 Texaco Development Corporation Process for preparing unsaturated aliphatic esters from aliphatic dienes
US4246183A (en) * 1979-06-08 1981-01-20 Texaco Development Corp. Process for preparing unsaturated aliphatic esters from aliphatic dienes
CA1151675A (en) * 1979-09-04 1983-08-09 Eit Drent Process for the preparation of an olefinically unsaturated ether
FR2464934A1 (fr) * 1979-09-14 1981-03-20 Rhone Poulenc Ind Nouveaux alcools gras insatures et leur procede de preparation
US4269781A (en) * 1980-02-08 1981-05-26 Celanese Corporation Dimeric carbonylation of 1,3-butadiene
GB2074156B (en) * 1980-03-28 1984-02-29 Kuraray Co Preparation of n-octadienol
US4354978A (en) * 1980-08-04 1982-10-19 National Distillers & Chemical Corp. Process for preparing alpha-methyl monobasic acid and esters thereof
JPS57134427A (en) * 1981-02-16 1982-08-19 Kuraray Co Ltd Preparation of n-octanol
US4582817A (en) * 1981-04-27 1986-04-15 National Distillers And Chemical Corporation Process for the preparation of alkyl nonadienoate esters
US4491546A (en) * 1981-04-27 1985-01-01 National Distillers And Chemical Corporation Palladium-ligand complex for use in catalyzing the reaction of a mixture of 1,3-butadiene, carbon monoxide and monoalkanol to provide alkyl nonadienoate ester
US4536340A (en) * 1981-04-27 1985-08-20 National Distillers And Chemical Corporation Process for the preparation of alkyl nonadienoate esters
US4416823A (en) * 1981-11-09 1983-11-22 Celanese Corporation Dimeric carbonylation of 1,3-alkadiene
DE3200990A1 (de) * 1982-01-15 1983-07-28 Basf Ag, 6700 Ludwigshafen Verfahren zur herstellung von ungesaettigten alkoholen und/oder deren estern
US4467118A (en) * 1982-03-03 1984-08-21 Givaudan Corporation Process for the catalytic synthesis of conjugated dienes from dialkylallylamines
US4681708A (en) * 1986-10-03 1987-07-21 National Distillers And Chemical Corporation Process for converting an alkoxyalkadiene to an alkyl dialkoxyalkanoate
US4681709A (en) * 1986-10-03 1987-07-21 National Distillers And Chemical Corporation Alkyl 9-alkoxy-7-nonenoates
US4843180A (en) * 1986-11-13 1989-06-27 The Dow Chemical Company Preparation of ethers
US4831183A (en) * 1987-03-09 1989-05-16 National Distillers And Chemical Corporation Conjugated alkadiene telomerization to organooxyalkadienes
DE3884254T2 (de) * 1987-04-16 1994-03-24 Kuraray Co Verfahren zur kontinuierlichen Herstellung von Octa-2,7-dien-1-ol.
US4871874A (en) * 1987-06-15 1989-10-03 Ethyl Corporation Process for producing dienes
EP0296550B1 (en) * 1987-06-24 1993-12-29 Kuraray Co., Ltd. Phosphonium salts and processes for production of and uses for the same
DE3806305A1 (de) * 1988-02-27 1989-09-07 Basf Ag Verfahren zur herstellung von octadienolen
US4990698A (en) * 1988-09-26 1991-02-05 Mitsubishi Kasei Corporation Method for producing alkadienols
DE3925217A1 (de) * 1989-07-29 1991-01-31 Basf Ag Verfahren zur herstellung von octadienolen
ATE132841T1 (de) * 1989-12-29 1996-01-15 Dow Chemical Co Kontinuierliches verfahren zur telomerisation von konjugierten dienen
US5118885A (en) * 1989-12-30 1992-06-02 Kuraray Co., Ltd. Process for producing octa-2,7-dien-1-ol
NL9001114A (nl) * 1990-05-10 1991-12-02 Shell Int Research Katalysatorcomposities.
US5236909A (en) * 1990-07-25 1993-08-17 Henkel Research Corporation Octyl ethers and octadienyl ethers
US5206396A (en) * 1990-07-25 1993-04-27 Henkel Research Corporation Telomerization of 1,3-butadiene
US5198598A (en) * 1991-07-19 1993-03-30 Henkel Kommanditgesellschaft Auf Aktien Telomerization process of a conjugated alkadiene with a polyol
US5243099A (en) * 1991-12-06 1993-09-07 Union Carbide Chemicals & Plastics Technology Corporation Synthesis of alpha-substituted alkadienes
US5169981A (en) * 1991-12-06 1992-12-08 Union Carbide Chemicals & Plastics Technology Corporation Synthesis of alpha-substituted alkadienes
US5557016A (en) * 1992-06-30 1996-09-17 Mitsubishi Kasei Corporation Process for producing alkadienols
FR2697836B1 (fr) * 1992-11-06 1995-01-06 Atochem Elf Sa Procédé de préparation d'octadienols.
US5481049A (en) * 1993-03-30 1996-01-02 Mitsubishi Chemical Corporation Process for producing alkadienols
US5600032A (en) * 1994-06-29 1997-02-04 Mitsubishi Chemical Corporation Method for producing an unsaturated alcohol
DE19547498B4 (de) * 1994-12-26 2006-06-08 Mitsubishi Chemical Corp. Verfahren zur kontinuierlichen Herstellung von Alkadienolen
DE19637895A1 (de) * 1996-09-17 1998-03-19 Basf Ag Verfahren zur Herstellung von n-Butylalkylethern
US6794553B2 (en) 2001-11-09 2004-09-21 Shell Oil Company Process for the telomerization of a conjugated diene, catalyst and bidentate ligand useful therein
US7314961B2 (en) * 2003-01-21 2008-01-01 Kuraray Co., Ltd. Process for production of ethers
WO2005121059A1 (ja) * 2004-06-11 2005-12-22 Kuraray Co., Ltd. エーテル類の製造方法
JP4494092B2 (ja) * 2004-06-16 2010-06-30 株式会社クラレ エーテル類の製造方法
DE102005036040A1 (de) 2004-08-28 2006-03-02 Oxeno Olefinchemie Gmbh Verfahren zur Telomerisation von nicht cyclischen Olefinen
JP2006169126A (ja) * 2004-12-13 2006-06-29 Kuraray Co Ltd エーテル化合物の製造方法
US7547757B2 (en) * 2006-08-01 2009-06-16 Headwaters Technology Innovation, Llc Methods for manufacturing aryl-aryl coupled polymers
WO2011056461A1 (en) * 2009-11-04 2011-05-12 E. I. Du Pont De Nemours And Company Catalyzed olefin insertion
FR3075790B1 (fr) 2017-12-27 2020-03-20 Technologies Moleculaires Tecmo Procede de preparation de 2,7-octadiene-1-ol

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US3407224A (en) * 1965-05-14 1968-10-22 Shell Oil Co Ester production
US3267169A (en) * 1965-05-14 1966-08-16 Shell Oil Co Octatriene production
GB1146707A (en) * 1966-04-07 1969-03-26 Ici Ltd A process for the production of unsaturated organic compounds
US3499042A (en) * 1967-08-28 1970-03-03 Shell Oil Co Ether production
US3530187A (en) * 1967-12-26 1970-09-22 Shell Oil Co Preparation of n-(alkadienyl)amines

Also Published As

Publication number Publication date
NL170274C (nl) 1982-10-18
US3670032A (en) 1972-06-13
US3769352A (en) 1973-10-30
BE747459A (fr) 1970-09-17
DE2011163A1 (de) 1970-10-01
DE2011163B2 (de) 1980-01-17
US3670029A (en) 1972-06-13
NL7003702A (cg-RX-API-DMAC7.html) 1970-09-22
GB1283517A (en) 1972-07-26
FR2039652A5 (cg-RX-API-DMAC7.html) 1971-01-15
US3780074A (en) 1973-12-18

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8320 Willingness to grant licences declared (paragraph 23)