GB1216997A - Improvements in or relating to the production of propylene oxide - Google Patents

Improvements in or relating to the production of propylene oxide

Info

Publication number
GB1216997A
GB1216997A GB1657768A GB1657768A GB1216997A GB 1216997 A GB1216997 A GB 1216997A GB 1657768 A GB1657768 A GB 1657768A GB 1657768 A GB1657768 A GB 1657768A GB 1216997 A GB1216997 A GB 1216997A
Authority
GB
United Kingdom
Prior art keywords
hydrogen peroxide
isopropanol
solution
urea
alkyl
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
GB1657768A
Inventor
Kenneth Jones
John Vincent Fletcher
Dennis Martin
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.)
Petrocarbon Developments Ltd
Original Assignee
Petrocarbon Developments Ltd
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 Petrocarbon Developments Ltd filed Critical Petrocarbon Developments Ltd
Priority to GB1657768A priority Critical patent/GB1216997A/en
Priority to DE19691917034 priority patent/DE1917034A1/en
Priority to CA047688A priority patent/CA921041A/en
Priority to NL6905291A priority patent/NL6905291A/xx
Priority to BE731087D priority patent/BE731087A/xx
Priority to FR6910505A priority patent/FR2005665A1/fr
Publication of GB1216997A publication Critical patent/GB1216997A/en
Expired 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
    • C07D301/14—Synthesis of the oxirane ring by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds with organic peracids, or salts, anhydrides or esters thereof
    • C—CHEMISTRY; METALLURGY
    • C01—INORGANIC CHEMISTRY
    • C01B—NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
    • C01B15/00—Peroxides; Peroxyhydrates; Peroxyacids or salts thereof; Superoxides; Ozonides
    • C01B15/01—Hydrogen peroxide
    • C01B15/022—Preparation from organic compounds
    • C01B15/026—Preparation from organic compounds from alcohols
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C407/00—Preparation of peroxy compounds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C407/00—Preparation of peroxy compounds
    • C07C407/003—Separation; Purification; Stabilisation; Use of additives
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/27—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation
    • C07C45/32—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with molecular oxygen
    • C07C45/37—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with molecular oxygen of >C—O—functional groups to >C=O groups
    • C07C45/39—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with molecular oxygen of >C—O—functional groups to >C=O groups being a secondary hydroxyl group

Landscapes

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

Abstract

1,216,997. Epoxy compounds. PETROCARBON DEVELOPMENTS Ltd. 8 April, 1969 [5 April, 1968], No. 16577/68. Heading C2C. Propylene oxide is produced by oxidizing isopropanol in the liquid phase with oxygen or an oxygen-containing gas at elevated temperature and a pressure sufficient to maintain the isopropanol and the reaction product (comprising unreacted isopropanol, hydrogen peroxide and acetone) in the liquid phase, removing the acetone from the hydrogen peroxide and unreacted isopropanol, reacting the hydrogen peroxide with a solution of urea to give a precipitate of an adduct of urea with hydrogen peroxide in the molar proportion of l:1, mixing this adduct with an extracting solvent which is an alkyl ketone with up to 7 carbon atoms; an alkyl ester with up to 7 carbon esters or an alkyl (C 1 -C 4 ) orthophosphate thereby dissolving the hydrogen peroxide and leaving at least part of the urea in solid form, replacing or mixing the solvent in the resulting hydrogen peroxide solution with one or more carboxylic acids of formula RCOOH, in which R is hydrogen, phenyl or a C 1 -C 5 alkyl radical optionally substituted by at least one electrophilic group in an inert solvent, thus producing a percarboxylic acid solution, removing any water present in the remaining peracid solution by azeotropic distillation and reacting the resulting anhydrous percarboxylic acid solution with propylene to give the required propylene oxide, the process being carried out in the absence of heavy metal ions. Suitable inert solvents are, for example, n-propyl acetate, benzene, ethyl acetate, toluene and xylene. If desired, the reaction may be carried out in the presence of an initiator, e.g hydrogen peroxide or azobisisobutyronitrile.
GB1657768A 1968-04-05 1968-04-05 Improvements in or relating to the production of propylene oxide Expired GB1216997A (en)

Priority Applications (6)

Application Number Priority Date Filing Date Title
GB1657768A GB1216997A (en) 1968-04-05 1968-04-05 Improvements in or relating to the production of propylene oxide
DE19691917034 DE1917034A1 (en) 1968-04-05 1969-04-02 Process for the preparation of epoxy compounds
CA047688A CA921041A (en) 1968-04-05 1969-04-03 Production of propylene oxide
NL6905291A NL6905291A (en) 1968-04-05 1969-04-03
BE731087D BE731087A (en) 1968-04-05 1969-04-04
FR6910505A FR2005665A1 (en) 1968-04-05 1969-04-04

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB1657768A GB1216997A (en) 1968-04-05 1968-04-05 Improvements in or relating to the production of propylene oxide

Publications (1)

Publication Number Publication Date
GB1216997A true GB1216997A (en) 1970-12-23

Family

ID=10079827

Family Applications (1)

Application Number Title Priority Date Filing Date
GB1657768A Expired GB1216997A (en) 1968-04-05 1968-04-05 Improvements in or relating to the production of propylene oxide

Country Status (6)

Country Link
BE (1) BE731087A (en)
CA (1) CA921041A (en)
DE (1) DE1917034A1 (en)
FR (1) FR2005665A1 (en)
GB (1) GB1216997A (en)
NL (1) NL6905291A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN113750937A (en) * 2021-08-18 2021-12-07 江媛媛 Purification system of epoxypropane

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2519297B2 (en) * 1975-04-30 1981-05-14 Bayer Ag, 5090 Leverkusen Process for the continuous production of propylene oxide
DE2519298B2 (en) * 1975-04-30 1981-06-04 Bayer Ag, 5090 Leverkusen Process for the continuous production of propylene oxide

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN113750937A (en) * 2021-08-18 2021-12-07 江媛媛 Purification system of epoxypropane

Also Published As

Publication number Publication date
FR2005665A1 (en) 1969-12-12
NL6905291A (en) 1969-10-07
DE1917034A1 (en) 1969-10-23
BE731087A (en) 1969-10-06
CA921041A (en) 1973-02-13

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