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GB1491635A - Catalytic epoxidation process - Google Patents

Catalytic epoxidation process

Info

Publication number
GB1491635A
GB1491635A GB513476A GB513476A GB1491635A GB 1491635 A GB1491635 A GB 1491635A GB 513476 A GB513476 A GB 513476A GB 513476 A GB513476 A GB 513476A GB 1491635 A GB1491635 A GB 1491635A
Authority
GB
United Kingdom
Prior art keywords
carbon atoms
radical containing
feb
constituent
derivative
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
GB513476A
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.)
Produits Chimiques Ugine Kuhlmann
Pechiney SA
Original Assignee
Produits Chimiques Ugine Kuhlmann
Ugine Kuhlmann SA
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 Produits Chimiques Ugine Kuhlmann, Ugine Kuhlmann SA filed Critical Produits Chimiques Ugine Kuhlmann
Publication of GB1491635A publication Critical patent/GB1491635A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D303/00—Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
    • C07D303/02—Compounds containing oxirane rings
    • C07D303/04—Compounds containing oxirane rings containing only hydrogen and carbon atoms in addition to the ring oxygen 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
    • 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
    • B01J31/0202—Alcohols or phenols
    • 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
    • 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
    • B01J31/12—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing organo-metallic compounds or metal hydrides
    • B01J31/128—Mixtures of organometallic 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
    • B01J31/16—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
    • B01J31/1895—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 arsenic or antimony
    • 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
    • B01J31/20—Carbonyls
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D301/00—Preparation of oxiranes
    • C07D301/02—Synthesis of the oxirane ring
    • C07D301/03—Synthesis of the oxirane ring by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds
    • C07D301/12—Synthesis of the oxirane ring by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds with hydrogen peroxide or inorganic peroxides or peracids
    • 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
    • B01J2231/70—Oxidation reactions, e.g. epoxidation, (di)hydroxylation, dehydrogenation and analogues
    • B01J2231/72—Epoxidation
    • 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
    • B01J2531/60—Complexes comprising metals of Group VI (VIA or VIB) as the central metal
    • B01J2531/64—Molybdenum
    • 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
    • B01J2531/60—Complexes comprising metals of Group VI (VIA or VIB) as the central metal
    • B01J2531/66—Tungsten

Landscapes

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

Abstract

1491635 Catalytic epoxidation processes PRODUITS CHIMIQUES UGINE KUHLMANN 10 Feb 1976 [11 Feb 1975] 05134/76 Heading C2C An epoxidation process comprises reacting an olefin of the formula R 1 R 2 C=CR 3 R 4 in which each of R 1 , R 2 , R 3 and R 4 , which may be the same or different, represents a hydrogen atom, a straight chain alkyl radical containing 1 to 30 carbon atoms, a branched alkyl radical or cycloalkyl radical containing 3 to 12 carbon atoms, or a hydrocarbon radical containing 6 to 12 carbon atoms and containing a benzene ring, or R 1 and R 2 together or R 3 and R 4 together represent a straight or branched alkylene radical with 3 to 11 carbon atoms, the radicals R 1 , R 2 , R 3 and R 4 optionally being unsaturated and/or substituted by functional atoms or groups which are stable in the reaction medium, with hydrogen peroxide at a pH of 6 to 9 in the presence of a catalytic system comprising, as a first constituent, at least one derivative of arsenic, antimony or bismuth, and as a second constituent, at least one derivative of the transition metals of the Groups IVA, VA and VIA of the Periodic Table of Elements according to Mendeleef, the two fundamental constituents of the catalyst belonging to separate molecules or forming part of one and the same molecule, each of the constituents of the catalytic system being present in an amount of 0À01 to 10% by weight, based on the weight of the total reaction mixture, the reaction taking place at a temperature of from 0‹ to 100‹C. and at a pressure of between 0 and 100 atmospheres absolute.
GB513476A 1975-02-11 1976-02-10 Catalytic epoxidation process Expired GB1491635A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR7504149A FR2300765A1 (en) 1975-02-11 1975-02-11 EPOXIDATION PROCESS

Publications (1)

Publication Number Publication Date
GB1491635A true GB1491635A (en) 1977-11-09

Family

ID=9151023

Family Applications (1)

Application Number Title Priority Date Filing Date
GB513476A Expired GB1491635A (en) 1975-02-11 1976-02-10 Catalytic epoxidation process

Country Status (7)

Country Link
JP (1) JPS51125303A (en)
BE (1) BE848521Q (en)
CH (1) CH610318A5 (en)
DE (1) DE2605041C3 (en)
FR (1) FR2300765A1 (en)
GB (1) GB1491635A (en)
NL (1) NL7601323A (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5274140A (en) * 1979-07-19 1993-12-28 Instituto Guido Donegani, S.P.A. Process for catalytically epoxidizing olefin with hydrogen peroxide
CN104211665A (en) * 2013-05-31 2014-12-17 中国石油化工股份有限公司 Alkene oxidation method
CN104803953A (en) * 2014-01-28 2015-07-29 中国石油化工股份有限公司 Olefin epoxidation method

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4242285A (en) 1979-03-16 1980-12-30 The Dow Chemical Company Novel 2,6-dinitrophenyl selenium compounds and their use as epoxidation catalysts
NL8004084A (en) * 1979-07-19 1981-01-21 Donegani Guido Ist PROCESS FOR THE CATALYTIC EPOXYDATION OF OLEKINS WITH HYDROGEN PEROXIDE.
JPS5839676A (en) * 1981-09-04 1983-03-08 Mitsubishi Gas Chem Co Inc Method for producing olefin oxide
EP0074259B1 (en) * 1981-09-04 1985-07-17 Mitsubishi Gas Chemical Company, Inc. Catalytic epoxidation of olefins
IT1186782B (en) * 1985-10-18 1987-12-16 Montedison Spa PROCESS FOR THE PREPARATION OF PHENYLPROPANONS

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2786854A (en) * 1957-03-26 Process of making oxirane compounds
US2833787A (en) * 1955-03-15 1958-05-06 Shell Dev Epoxidation process using hydrogen peroxide and an acid salt of a heavy metal peracid
US2833788A (en) * 1955-12-28 1958-05-06 Shell Dev Production of epoxides
FR2127063A6 (en) * 1971-02-22 1972-10-13 Continental Oil Co Catalysed oxidation of olefins in a hetero-generous system
GB1324763A (en) * 1971-03-19 1973-07-25 Continental Oil Co Phase transfer catalysis of heterogeneous reactions by quaternary salts

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5274140A (en) * 1979-07-19 1993-12-28 Instituto Guido Donegani, S.P.A. Process for catalytically epoxidizing olefin with hydrogen peroxide
CN104211665A (en) * 2013-05-31 2014-12-17 中国石油化工股份有限公司 Alkene oxidation method
CN104211665B (en) * 2013-05-31 2016-10-05 中国石油化工股份有限公司 A kind of method of olefin oxidation
CN104803953A (en) * 2014-01-28 2015-07-29 中国石油化工股份有限公司 Olefin epoxidation method
CN104803953B (en) * 2014-01-28 2017-09-29 中国石油化工股份有限公司 A kind of olefin epoxidation method

Also Published As

Publication number Publication date
JPS51125303A (en) 1976-11-01
FR2300765A1 (en) 1976-09-10
CH610318A5 (en) 1979-04-12
DE2605041B2 (en) 1981-05-27
NL7601323A (en) 1976-08-13
DE2605041C3 (en) 1982-04-22
DE2605041A1 (en) 1976-08-26
BE848521Q (en) 1977-05-20
JPS5519216B2 (en) 1980-05-24
FR2300765B1 (en) 1979-02-23

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Legal Events

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