FR2394536A1 - Liquid phase epoxidation of olefin cpds. with hydrogen peroxide - using boron-based catalyst with continuous removal of water, for simplicity - Google Patents

Liquid phase epoxidation of olefin cpds. with hydrogen peroxide - using boron-based catalyst with continuous removal of water, for simplicity

Info

Publication number
FR2394536A1
FR2394536A1 FR7702748A FR7702748A FR2394536A1 FR 2394536 A1 FR2394536 A1 FR 2394536A1 FR 7702748 A FR7702748 A FR 7702748A FR 7702748 A FR7702748 A FR 7702748A FR 2394536 A1 FR2394536 A1 FR 2394536A1
Authority
FR
France
Prior art keywords
water
mole
liquid phase
catalyst
olefin
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.)
Granted
Application number
FR7702748A
Other languages
French (fr)
Other versions
FR2394536B1 (en
Inventor
Jean-Pierre Schirmann
Serge-Yvon Delavarenne
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
Ugine Kuhlmann 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
Priority to FR7702748A priority Critical patent/FR2394536A1/en
Priority to BE184569A priority patent/BE863237A/en
Priority to DE2803791A priority patent/DE2803791C3/en
Priority to GB3891/78A priority patent/GB1585012A/en
Priority to CA296,121A priority patent/CA1090361A/en
Priority to CH105578A priority patent/CH626885A5/fr
Priority to IT67186/78A priority patent/IT1111404B/en
Priority to NL7801119A priority patent/NL7801119A/en
Priority to ES466517A priority patent/ES466517A1/en
Priority to JP53009375A priority patent/JPS5850990B2/en
Publication of FR2394536A1 publication Critical patent/FR2394536A1/en
Priority to US06/038,182 priority patent/US4303586A/en
Priority to US06/073,440 priority patent/US4303587A/en
Application granted granted Critical
Publication of FR2394536B1 publication Critical patent/FR2394536B1/fr
Granted legal-status Critical Current

Links

Classifications

    • 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
    • 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

Landscapes

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

Abstract

In the liquid phase epoxidation of olefins with H2O2 at 0-120 degrees C, a catalyst based on B is used and the water formed in the reaction and added with the H2O2 is removed continuously. The olefin oxides are valuable in the mfr. of urethanes, glycols, surfactants, plasticisers and numerous other prods. This is a direct, very simple process, giving very good yields and high selectivity. The catalyst used has a long lifetime. 0.0001-1 mole catalyst/mole H2O2 can be used and the water removed by (azeotropic) distn. or driven off; or 0.5-10 mole catalyst/mole H2O2 can be used if the B cpd. binds the water in the reaction mixt. Suitable catalysts are B oxides, oxy-acids and boric esters. Reaction can be carried out in an inert organic solvent in which the H2O2 is soluble.
FR7702748A 1977-02-01 1977-02-01 Liquid phase epoxidation of olefin cpds. with hydrogen peroxide - using boron-based catalyst with continuous removal of water, for simplicity Granted FR2394536A1 (en)

Priority Applications (12)

Application Number Priority Date Filing Date Title
FR7702748A FR2394536A1 (en) 1977-02-01 1977-02-01 Liquid phase epoxidation of olefin cpds. with hydrogen peroxide - using boron-based catalyst with continuous removal of water, for simplicity
BE184569A BE863237A (en) 1977-02-01 1978-01-24 CATALYTIC EPOXIDATION PROCESS OF OLEFINS
DE2803791A DE2803791C3 (en) 1977-02-01 1978-01-28 Process for the epoxidation of olefins using hydrogen peroxide
CA296,121A CA1090361A (en) 1977-02-01 1978-01-31 Process for the catalytic epoxydation of olefins
CH105578A CH626885A5 (en) 1977-02-01 1978-01-31
IT67186/78A IT1111404B (en) 1977-02-01 1978-01-31 CATALYTIC EPOXY PROCEDURE FOR OLEFINS
GB3891/78A GB1585012A (en) 1977-02-01 1978-01-31 Process for the epoxidation of olefins
NL7801119A NL7801119A (en) 1977-02-01 1978-01-31 METHOD FOR CATALYTIC EPOXYDERING OF ALKINS.
ES466517A ES466517A1 (en) 1977-02-01 1978-01-31 Catalytic epoxidation of olefins
JP53009375A JPS5850990B2 (en) 1977-02-01 1978-02-01 Olefin epoxidation method
US06/038,182 US4303586A (en) 1977-02-01 1979-05-11 Catalytic epoxidation of olefins
US06/073,440 US4303587A (en) 1977-02-01 1979-09-07 Catalytic epoxidation of olefins

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR7702748A FR2394536A1 (en) 1977-02-01 1977-02-01 Liquid phase epoxidation of olefin cpds. with hydrogen peroxide - using boron-based catalyst with continuous removal of water, for simplicity

Publications (2)

Publication Number Publication Date
FR2394536A1 true FR2394536A1 (en) 1979-01-12
FR2394536B1 FR2394536B1 (en) 1980-11-21

Family

ID=9186134

Family Applications (1)

Application Number Title Priority Date Filing Date
FR7702748A Granted FR2394536A1 (en) 1977-02-01 1977-02-01 Liquid phase epoxidation of olefin cpds. with hydrogen peroxide - using boron-based catalyst with continuous removal of water, for simplicity

Country Status (1)

Country Link
FR (1) FR2394536A1 (en)

Also Published As

Publication number Publication date
FR2394536B1 (en) 1980-11-21

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Legal Events

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