GB918900A - Production of cyclohexanone and cyclohexanol - Google Patents

Production of cyclohexanone and cyclohexanol

Info

Publication number
GB918900A
GB918900A GB1581461A GB1581461A GB918900A GB 918900 A GB918900 A GB 918900A GB 1581461 A GB1581461 A GB 1581461A GB 1581461 A GB1581461 A GB 1581461A GB 918900 A GB918900 A GB 918900A
Authority
GB
United Kingdom
Prior art keywords
oxidation
mixture
cyclohexane
cyclohexanone
cyclohexanol
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
GB1581461A
Inventor
Hans Joachim Waldmann
Herwig Hoffmann
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.)
BASF SE
Original Assignee
BASF SE
Badische Anilin and Sodafabrik 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
Application filed by BASF SE, Badische Anilin and Sodafabrik AG filed Critical BASF SE
Publication of GB918900A publication Critical patent/GB918900A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/002Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by dehydrogenation
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/78Separation; Purification; Stabilisation; Use of additives
    • C07C45/81Separation; Purification; Stabilisation; Use of additives by change in the physical state, e.g. crystallisation
    • C07C45/82Separation; Purification; Stabilisation; Use of additives by change in the physical state, e.g. crystallisation by distillation

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Catalysts (AREA)

Abstract

Cyclohexane is oxidised in liquid phase with an oxygen-containing gas at 120-170 DEG C. and at a pressure up to 70 atmospheres; the oxidation mixture containing 30-98% by weight of cyclohexane is contacted with a 10-30% aqueous solution of an alkali hydroxide or carbonate at 60-150 DEG C. for 2-60 minutes; the aqueous phase is separated from the oxidation mixture; the cyclohexane is distilled off from the oxidation mixture until the content thereof is less than 20% by weight; alkali hydroxide or carbonate is added in an amount corresponding to 0.20-0.95 equivalents of the esters contained in the oxidation mixture and the mixture is then heated for 0.1-10 minutes at 130-160 DEG C.; pure cyclohexanol and pure cyclohexanone are then recovered by fractional distillation of the oxidation mixture, preferably under reduced pressure without previous separation of the alkali compound. Oxidation may be effected in two or three stages, and an oxidation catalyst such as cobalt naphthenate may be present. Water formed during the oxidation may be left in the reaction mixture or distilled off continuously. After the oxidation or after one or more oxidation stages, the reaction mixture may be subjected to water washing e.g. at 60-120 DEG C. If desired, the cyclohexanol obtained may be dehydrogenated and converted to cyclohexanone by heating in gas phase with a catalyst such as an oxide of Cu, Cr, Ni, Zn, Mo, or V. Specifications 776,803 and 815,162 are referred to.
GB1581461A 1960-05-06 1961-05-02 Production of cyclohexanone and cyclohexanol Expired GB918900A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEB57742A DE1155121B (en) 1960-05-06 1960-05-06 Process for the production of cyclohexanol and cyclohexanone by oxidation of cyclohexane

Publications (1)

Publication Number Publication Date
GB918900A true GB918900A (en) 1963-02-20

Family

ID=6971821

Family Applications (1)

Application Number Title Priority Date Filing Date
GB1581461A Expired GB918900A (en) 1960-05-06 1961-05-02 Production of cyclohexanone and cyclohexanol

Country Status (2)

Country Link
DE (1) DE1155121B (en)
GB (1) GB918900A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN110898841A (en) * 2018-09-18 2020-03-24 中国石油化工股份有限公司 Cyclohexanone light oil hydrogenation catalyst and application thereof
CN114230458A (en) * 2020-09-09 2022-03-25 长沙资材科技有限公司 Method for separating alcohol ketonic acid complex oxidation product generated by air catalytic oxidation of cyclohexane

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
NL7808416A (en) * 1978-08-12 1980-02-14 Stamicarbon PROCESS FOR THE REMOVAL OF ALDEHYDES FROM CYCLO-ALKANONE CONTAINING MIXTURES OBTAINED FROM OXIDATION OF CYCLOALCANS.

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2931834A (en) * 1960-04-05 Ctclohexane oxidation process
DE1065410B (en) * 1959-09-17 Badische Anilin- &. Soda-Fabrik Aktiengesellschaft Ludwigshafen/Rhein Process for the production of cyclohexanol and cyclohexanone by oxidation of cyclohexane
DE969501C (en) * 1951-12-13 1958-06-12 Huels Chemische Werke Ag Process for removing disruptive impurities from cyclohexanol-cyclohexanone mixtures
DE1046610B (en) * 1955-06-15 1958-12-18 Basf Ag Process for the production of cyclohexanol and cyclohexanone by oxidation of cyclohexane

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN110898841A (en) * 2018-09-18 2020-03-24 中国石油化工股份有限公司 Cyclohexanone light oil hydrogenation catalyst and application thereof
CN110898841B (en) * 2018-09-18 2022-09-13 中国石油化工股份有限公司 Cyclohexanone light oil hydrogenation catalyst and application thereof
CN114230458A (en) * 2020-09-09 2022-03-25 长沙资材科技有限公司 Method for separating alcohol ketonic acid complex oxidation product generated by air catalytic oxidation of cyclohexane

Also Published As

Publication number Publication date
DE1155121B (en) 1963-10-03

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