GB1344669A - Cobalt catalyst recovery from a process for the preparation of esters - Google Patents

Cobalt catalyst recovery from a process for the preparation of esters

Info

Publication number
GB1344669A
GB1344669A GB5613671A GB5613671A GB1344669A GB 1344669 A GB1344669 A GB 1344669A GB 5613671 A GB5613671 A GB 5613671A GB 5613671 A GB5613671 A GB 5613671A GB 1344669 A GB1344669 A GB 1344669A
Authority
GB
United Kingdom
Prior art keywords
cobalt
reaction
alkanol
catalyst
heptadecene
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
GB5613671A
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.)
Ethyl Corp
Original Assignee
Ethyl Corp
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 Ethyl Corp filed Critical Ethyl Corp
Publication of GB1344669A publication Critical patent/GB1344669A/en
Expired legal-status Critical Current

Links

Classifications

    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J38/00Regeneration or reactivation of catalysts, in general
    • B01J38/48Liquid treating or treating in liquid phase, e.g. dissolved or suspended
    • B01J38/50Liquid treating or treating in liquid phase, e.g. dissolved or suspended using organic liquids
    • B01J38/56Hydrocarbons
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/02Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
    • B01J31/0234Nitrogen-, phosphorus-, arsenic- or antimony-containing compounds
    • B01J31/0235Nitrogen containing compounds
    • B01J31/0244Nitrogen containing compounds with nitrogen contained as ring member in aromatic compounds or moieties, e.g. pyridine
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/16Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
    • B01J31/20Carbonyls
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/40Regeneration or reactivation
    • B01J31/4015Regeneration or reactivation of catalysts containing metals
    • B01J31/4023Regeneration or reactivation of catalysts containing metals containing iron group metals, noble metals or copper
    • B01J31/403Regeneration or reactivation of catalysts containing metals containing iron group metals, noble metals or copper containing iron group metals or copper
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00Preparation of carboxylic acid esters
    • C07C67/36Preparation of carboxylic acid esters by reaction with carbon monoxide or formates
    • C07C67/38Preparation of carboxylic acid esters by reaction with carbon monoxide or formates by addition to an unsaturated carbon-to-carbon bond
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2231/00Catalytic reactions performed with catalysts classified in B01J31/00
    • B01J2231/30Addition reactions at carbon centres, i.e. to either C-C or C-X multiple bonds
    • B01J2231/32Addition reactions to C=C or C-C triple bonds
    • B01J2231/321Hydroformylation, metalformylation, carbonylation or hydroaminomethylation
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2531/00Additional information regarding catalytic systems classified in B01J31/00
    • B01J2531/02Compositional aspects of complexes used, e.g. polynuclearity
    • B01J2531/0202Polynuclearity
    • B01J2531/0205Bi- or polynuclear complexes, i.e. comprising two or more metal coordination centres, without metal-metal bonds, e.g. Cp(Lx)Zr-imidazole-Zr(Lx)Cp
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2531/00Additional information regarding catalytic systems classified in B01J31/00
    • B01J2531/80Complexes comprising metals of Group VIII as the central metal
    • B01J2531/84Metals of the iron group
    • B01J2531/845Cobalt
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/02Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
    • B01J31/04Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing carboxylic acids or their salts
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/26Catalysts comprising hydrides, coordination complexes or organic compounds containing in addition, inorganic metal compounds not provided for in groups B01J31/02 - B01J31/24
    • B01J31/28Catalysts 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
    • YGENERAL 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
    • Y02TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02PCLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00Technologies relating to chemical industry
    • Y02P20/50Improvements relating to the production of bulk chemicals
    • Y02P20/584Recycling of catalysts

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Inorganic Chemistry (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

1344669 Catalyst recovery ETHYL CORP 3 Dec 1971 [7 Dec 1970] 56136/71 Heading C2C Cobalt catalysts are recovered from a hydroesterification reaction between an olefinic compound (C 2 -C 40 ), carbon monoxide and an alkanol by extracting the ester formed with a normally liquid hydrocarbon and separating the alkanol and hydrocarbon phases. The ester is recovered from the hydrocarbon phase and the cobalt catalyst may be recycled as alkanol solution directly to the hydroesterification mixture. Olefinic compounds include ethyl acrylate, oleic acid, 2-chlorododecene-1, 6- phenylundecene-1, ricinoleic acid and 3-hydroxy heptadecene. Pyridine promotors may also be present in the reaction. Examples describe the reaction of dodecene-1 and methanol with dicobalt octacarbonyl catalyst and pyridine promotor using heptane as the extractant. Pentane, cyclohexane, eicosane, dodecane 2-ethylhexane, hexene-1, triacontene-1, pentadecene-1, and nonane may also be used as extractants. The reaction of propylene with n-pentanol using cobalt naphthenate, mixed octenes with ethanol using cobalt decanoate, tetracontene-1 with 2- decanol using cobalt acetate, cyclohexene with n-eicosanol using cobalt carbonate, heptadecene- 2 with n-propanol using cobalt sulphate and tetracosene-1 with tert-butanol using cobalt chloride are also described.
GB5613671A 1970-12-07 1971-12-03 Cobalt catalyst recovery from a process for the preparation of esters Expired GB1344669A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US9595870A 1970-12-07 1970-12-07

Publications (1)

Publication Number Publication Date
GB1344669A true GB1344669A (en) 1974-01-23

Family

ID=22254371

Family Applications (1)

Application Number Title Priority Date Filing Date
GB5613671A Expired GB1344669A (en) 1970-12-07 1971-12-03 Cobalt catalyst recovery from a process for the preparation of esters

Country Status (6)

Country Link
JP (1) JPS5147676B1 (en)
CA (1) CA996948A (en)
DE (1) DE2159139C3 (en)
FR (1) FR2117323A5 (en)
GB (1) GB1344669A (en)
NL (1) NL7116542A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4312781A (en) * 1980-08-06 1982-01-26 Standard Oil Company Process for the separation of catalyst from products obtained in the hydrocarboxylation of unsaturated nitriles
CN107497489A (en) * 2016-06-14 2017-12-22 中国石油化工股份有限公司 Ethylene synthase methyl propionate carbon monoxide-olefin polymeric and its synthetic method

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2949939A1 (en) * 1979-12-12 1981-06-19 Huels Chemische Werke Ag METHOD FOR EXTRACTIVELY WORKING UP THE CATALYSTS CONTAINING HYDROCARBOXYLATION
DE3016653A1 (en) * 1980-04-30 1982-02-04 Chemische Werke Hüls AG, 4370 Marl METHOD FOR RECOVERY AND REACTIVATION OF COAL-CONTAINING CATALYSTS USED IN THE IMPLEMENTATION OF OLEFINS WITH CARBON MONOXIDE AND ALKANOLS
DE3034422A1 (en) * 1980-09-12 1982-05-06 Chemische Werke Hüls AG, 4370 Marl METHOD FOR PRODUCING PRINCIPALLY LINEAR ALIPHATIC CARBONIC ACID ESTERS

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4312781A (en) * 1980-08-06 1982-01-26 Standard Oil Company Process for the separation of catalyst from products obtained in the hydrocarboxylation of unsaturated nitriles
CN107497489A (en) * 2016-06-14 2017-12-22 中国石油化工股份有限公司 Ethylene synthase methyl propionate carbon monoxide-olefin polymeric and its synthetic method
CN107497489B (en) * 2016-06-14 2020-06-09 中国石油化工股份有限公司 Catalyst composition for synthesizing methyl propionate from ethylene and synthesis method thereof

Also Published As

Publication number Publication date
NL7116542A (en) 1972-06-09
DE2159139B2 (en) 1977-09-08
FR2117323A5 (en) 1972-07-21
DE2159139A1 (en) 1972-06-22
JPS5147676B1 (en) 1976-12-16
DE2159139C3 (en) 1978-05-11
CA996948A (en) 1976-09-14

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Legal Events

Date Code Title Description
PS Patent sealed
PCNP Patent ceased through non-payment of renewal fee