GB999551A - - Google Patents

Info

Publication number
GB999551A
GB999551A GB11308/62A GB1130862A GB999551A GB 999551 A GB999551 A GB 999551A GB 11308/62 A GB11308/62 A GB 11308/62A GB 1130862 A GB1130862 A GB 1130862A GB 999551 A GB999551 A GB 999551A
Authority
GB
United Kingdom
Prior art keywords
compound
carboxylic acid
salt
carboxylic
reaction
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
GB11308/62A
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.)
Hoechst AG
Original Assignee
Farbwerke Hoechst AG
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
Priority claimed from DEF33775A external-priority patent/DE1238459B/en
Application filed by Farbwerke Hoechst AG filed Critical Farbwerke Hoechst AG
Publication of GB999551A publication Critical patent/GB999551A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00—Preparation of carboxylic acid esters
    • C07C67/04—Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides onto unsaturated carbon-to-carbon bonds
    • C07C67/05—Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides onto unsaturated carbon-to-carbon bonds with oxidation
    • C07C67/055—Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides onto unsaturated carbon-to-carbon bonds with oxidation in the presence of platinum group metals or their 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
    • 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
    • B01J31/26—Catalysts comprising hydrides, coordination complexes or organic compounds containing in addition, inorganic metal compounds not provided for in groups B01J31/02 - B01J31/24
    • B01J31/28—Catalysts 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
    • B01J31/30—Halides
    • 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
    • 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
    • B01J2531/10—Complexes comprising metals of Group I (IA or IB) as the central metal
    • B01J2531/17—Silver
    • 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
    • B01J2531/10—Complexes comprising metals of Group I (IA or IB) as the central metal
    • B01J2531/18—Gold
    • 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
    • B01J2531/20—Complexes comprising metals of Group II (IIA or IIB) as the central metal
    • B01J2531/28—Mercury
    • 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
    • B01J2531/30—Complexes comprising metals of Group III (IIIA or IIIB) as the central metal
    • 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
    • B01J2531/821—Ruthenium
    • 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
    • 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
    • B01J2531/827—Iridium
    • 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
    • B01J2531/828—Platinum
    • 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

Landscapes

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

Abstract

Carboxylic acid esters of unsaturated alcohols are prepared by contacting an olefinically unsaturated compound with a carboxylic acid or a compound forming the acid under the reaction conditions, e.g. an anhydride or ester or an aldehyde, and molecular oxygen in the presence of a catalyst comprising a compound of a noble metal which is capable of forming addition or complex compounds with the olefinically unsaturated compound and a redox system and, if desired, continuously removing the water formed. The carboxylic acid may be aliphatic or aromatic, mono- or poly-carboxylic. Suitable olefinic compounds include hydrocarbons and allyl alcohol. The noble metal compound may be an inorganic or organic acid salt of palladium, ruthenium, rhodium, platinum, iridium, silver, gold, mercury or thallium. The redox compound may be a salt of copper, iron, manganese, mercury, cerium, vanadium, antimony, lead, chromium, titanium or osmium, or a sulphate, sulphite, thiosulphate, iodide, iodate or periodate or an autoxidizable ketone or quinone. There may also be present a salt, e.g. an alkali metal or ammonium salt of a carboxylic acid. The reaction may be carried out in the gas phase or in solution. Suitable solvents include amides, lactams, dimethyl sulphoxide, nitriles, esters, ketones, ethers, halocarbons and nitrobenzene, or an excess of the carboxylic acid may be used. Liquid phase reaction may be effected in a flow tube. Pressures up to 100 atmospheres may be used and temperatures from -20 to +200 DEG C. Water may be removed by means of a carboxylic anhydride or an entraining agent or in the unreacted reaction gases. Examples describe the preparation of vinyl acetate with acetaldehyde as byproduct.
GB11308/62A 1961-03-25 1962-03-23 Expired GB999551A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE1961R0029973 DE1191366C2 (en) 1961-03-25 1961-03-25 METHOD FOR PRODUCING ESTERS OF CARBONIC ACIDS WITH UNSATURATED ALCOHOLS
DEF33775A DE1238459B (en) 1961-04-27 1961-04-27 Process for the preparation of carboxylic acid esters of unsaturated alcohols

Publications (1)

Publication Number Publication Date
GB999551A true GB999551A (en) 1965-07-28

Family

ID=25974969

Family Applications (1)

Application Number Title Priority Date Filing Date
GB11308/62A Expired GB999551A (en) 1961-03-25 1962-03-23

Country Status (4)

Country Link
CA (1) CA983950A (en)
DE (1) DE1191366C2 (en)
GB (1) GB999551A (en)
NL (2) NL6914842A (en)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3546278A (en) * 1966-07-06 1970-12-08 Ici Ltd Preparation of unsaturated esters
US3624141A (en) * 1968-02-19 1971-11-30 Du Pont Production of vinyl acetate from ethylene using a liquid reaction medium containing a palladium compound catalyst
JPS5034532B1 (en) * 1967-04-18 1975-11-10
JPS5035057B1 (en) * 1971-03-10 1975-11-13

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3190912A (en) * 1962-05-02 1965-06-22 Nat Distillers Chem Corp Process for preparing esters
NL167680C (en) * 1968-07-19 1982-01-18 Hoechst Ag PROCESS FOR PREPARING ALLYLESTERS OF CARBONIC ACIDS FROM PROPENE, OXYGEN AND CARBONIC ACID.
US3686287A (en) * 1968-11-12 1972-08-22 Union Oil Co Hydrocarbon olefin oxidation
JPS4827290B1 (en) * 1969-03-18 1973-08-21
DE2847068A1 (en) * 1978-10-28 1980-05-08 Basf Ag METHOD FOR PRODUCING BUTEDIOL DIACETATES AND BUTANDIOL

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3546278A (en) * 1966-07-06 1970-12-08 Ici Ltd Preparation of unsaturated esters
JPS5034532B1 (en) * 1967-04-18 1975-11-10
US3624141A (en) * 1968-02-19 1971-11-30 Du Pont Production of vinyl acetate from ethylene using a liquid reaction medium containing a palladium compound catalyst
JPS5035057B1 (en) * 1971-03-10 1975-11-13

Also Published As

Publication number Publication date
NL6914842A (en) 1969-12-29
DE1191366C2 (en) 1980-01-03
NL276196A (en) 1900-01-01
DE1191366B (en) 1965-04-22
CA983950A (en) 1976-02-17

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