GB1063357A - Process for the production of cyclohexanone by the selective hydrogenation of phenol - Google Patents

Process for the production of cyclohexanone by the selective hydrogenation of phenol

Info

Publication number
GB1063357A
GB1063357A GB8248/66A GB824866A GB1063357A GB 1063357 A GB1063357 A GB 1063357A GB 8248/66 A GB8248/66 A GB 8248/66A GB 824866 A GB824866 A GB 824866A GB 1063357 A GB1063357 A GB 1063357A
Authority
GB
United Kingdom
Prior art keywords
catalyst
palladium
alkaline earth
phenol
temperature
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
GB8248/66A
Inventor
Karl Smeykal
Hans-Joachim Naumann
Hans Schaefer
Kert Becker
Joachim Veit
Alois Block
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.)
Leuna Werke GmbH
Original Assignee
Leuna Werke GmbH
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 Leuna Werke GmbH filed Critical Leuna Werke GmbH
Priority to GB8248/66A priority Critical patent/GB1063357A/en
Publication of GB1063357A publication Critical patent/GB1063357A/en
Expired legal-status Critical Current

Links

Classifications

    • 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
    • C07C45/006—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by hydrogenation of aromatic hydroxy compounds
    • 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)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

Cyclohexanone is produced by the selective hydrogenation of phenol in the vapour phase and in the presence of a palladium-containing catalyst, the reaction being carried out at a temperature in the range 100-200 DEG C. in the presence of a catalyst comprising from 0.3 to 5% by weight of palladium on g -aluminium oxide and from 2 to 60% of an alkaline earth hydroxide. The preferred alkaline earth hydroxide is calcium hydroxide and the preferred temperature range is 120-170 DEG C. Reference has been directed by the Comptroller to Specification 890,095.ALSO:A catalyst for use in the hydrogenation of phenol to cyclohexanone comprises from 0.3 to 5% by weight of palladium or g -aluminium oxide. The catalyst also comprising from 2 to 60% by weight of an alkaline earth hydroxide, preferably calcium hydroxide. The catalyst may be produced by shaping together g -Al2O3 and an alkaline earth oxide, impregnating the shaped bodies with an aqueous solution of palladium chloride or palladium nitrate and subsequently reducing with hydrogen. The catalyst may be regenerated by passing nitrogen and/or air over it at a temperature in the range 140-250 DEG C followed by reduction with hydrogen at a temperature within the same range. Reference has been directed by the Comptroller to Specification 890,095.
GB8248/66A 1966-02-24 1966-02-24 Process for the production of cyclohexanone by the selective hydrogenation of phenol Expired GB1063357A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB8248/66A GB1063357A (en) 1966-02-24 1966-02-24 Process for the production of cyclohexanone by the selective hydrogenation of phenol

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB8248/66A GB1063357A (en) 1966-02-24 1966-02-24 Process for the production of cyclohexanone by the selective hydrogenation of phenol

Publications (1)

Publication Number Publication Date
GB1063357A true GB1063357A (en) 1967-03-30

Family

ID=9848858

Family Applications (1)

Application Number Title Priority Date Filing Date
GB8248/66A Expired GB1063357A (en) 1966-02-24 1966-02-24 Process for the production of cyclohexanone by the selective hydrogenation of phenol

Country Status (1)

Country Link
GB (1) GB1063357A (en)

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0602499A1 (en) * 1992-12-18 1994-06-22 Bayer Ag Process for the preparation of a mixture of cyclohexanone and cyclohexanol
WO2014163080A1 (en) 2013-04-05 2014-10-09 三井化学株式会社 Method for producing cyclohexanone compound
EP2513025B1 (en) 2009-12-18 2016-08-17 Cap Iii B.V. Catalysed phenol hydrogenation
EP3323801A1 (en) * 2016-11-18 2018-05-23 International Flavors & Fragrances Inc. Methods of preparing cyclohexanone and derivatives
US10053408B2 (en) 2014-09-30 2018-08-21 Exxonmobil Chemical Patents Inc. Process for making cyclohexanone
CN111470950A (en) * 2019-01-23 2020-07-31 中国石油化工股份有限公司 Synthesis method of cyclohexanol compound

Cited By (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0602499A1 (en) * 1992-12-18 1994-06-22 Bayer Ag Process for the preparation of a mixture of cyclohexanone and cyclohexanol
US5395976A (en) * 1992-12-18 1995-03-07 Bayer Aktiengesellschaft Process for the preparation of a mixture of cyclohexanone and cyclohexanol
EP2513025B1 (en) 2009-12-18 2016-08-17 Cap Iii B.V. Catalysed phenol hydrogenation
WO2014163080A1 (en) 2013-04-05 2014-10-09 三井化学株式会社 Method for producing cyclohexanone compound
US9481625B2 (en) 2013-04-05 2016-11-01 Mitsui Chemicals, Inc. Process for producing cyclohexanone compound
JPWO2014163080A1 (en) * 2013-04-05 2017-02-16 三井化学株式会社 Method for producing cyclohexanone compound
TWI596084B (en) * 2013-04-05 2017-08-21 Mitsui Chemicals Method for producing cyclohexanone compound
US10053408B2 (en) 2014-09-30 2018-08-21 Exxonmobil Chemical Patents Inc. Process for making cyclohexanone
EP3323801A1 (en) * 2016-11-18 2018-05-23 International Flavors & Fragrances Inc. Methods of preparing cyclohexanone and derivatives
CN108069843A (en) * 2016-11-18 2018-05-25 国际香料和香精公司 The method for preparing cyclohexanone and derivative
CN111470950A (en) * 2019-01-23 2020-07-31 中国石油化工股份有限公司 Synthesis method of cyclohexanol compound

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