GB716820A - Preparation of oxidized cyclohexane - Google Patents

Preparation of oxidized cyclohexane

Info

Publication number
GB716820A
GB716820A GB8374/52A GB837452A GB716820A GB 716820 A GB716820 A GB 716820A GB 8374/52 A GB8374/52 A GB 8374/52A GB 837452 A GB837452 A GB 837452A GB 716820 A GB716820 A GB 716820A
Authority
GB
United Kingdom
Prior art keywords
hydroperoxide
decomposition
acid
catalyst
oxidation
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
GB8374/52A
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.)
EIDP Inc
Original Assignee
EI Du Pont de Nemours and Co
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 EI Du Pont de Nemours and Co filed Critical EI Du Pont de Nemours and Co
Publication of GB716820A publication Critical patent/GB716820A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C409/00—Peroxy compounds
    • C07C409/02—Peroxy compounds the —O—O— group being bound between a carbon atom, not further substituted by oxygen atoms, and hydrogen, i.e. hydroperoxides
    • C07C409/14—Peroxy compounds the —O—O— group being bound between a carbon atom, not further substituted by oxygen atoms, and hydrogen, i.e. hydroperoxides the carbon atom belonging to a ring other than a six-membered aromatic ring
    • 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
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/51—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition
    • C07C45/53—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition of hydroperoxides
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
    • C07C2601/14—The ring being saturated

Landscapes

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

Abstract

Cyclohexanone and other products are obtained by the catalytic decomposition of cyclohexylhydroperoxide in oxidation mixtures from cyclohexane, by means of acid or boron trifluoride, or source of metal ions, especially a cobaltous compound. In the oxidation of cyclohexane in liquid phase with molecular oxygen, which precedes the decomposition of the hydroperoxide, preferably no catalyst or very small quantities of Co-containing catalyst are employed. The products containing also some cyclohexanol may be converted directly to adipic acid. Specification 633,354 is referred to. The decomposition catalyst is introduced when the production of hydroperoxide is at a maximum so that it suffers no thermal decomposition. Examples are given in which the oxidation mixture at a concentration of peroxide of 1.57-7 per cent is withdrawn or other solutions of hydroperoxide are concentrated, and withdrawn and sulphuric acid, cobalt naphthenate, gaseous boron trifluoride, acetic acid, and perchloric acid are used to decompose the hydroperoxide to give mixtures containing a high proportion of cyclohexanone to cyclohexanol after distillation and separation. Tables show the rate of decomposition of the hydroperoxide with various catalysts.
GB8374/52A 1951-04-19 1952-04-02 Preparation of oxidized cyclohexane Expired GB716820A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US716820XA 1951-04-19 1951-04-19

Publications (1)

Publication Number Publication Date
GB716820A true GB716820A (en) 1954-10-13

Family

ID=22102896

Family Applications (1)

Application Number Title Priority Date Filing Date
GB8374/52A Expired GB716820A (en) 1951-04-19 1952-04-02 Preparation of oxidized cyclohexane

Country Status (1)

Country Link
GB (1) GB716820A (en)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2376107A1 (en) * 1976-12-31 1978-07-28 Ici Ltd CYCLOALCANES OXIDIZATION PROCESS
FR2604998A1 (en) * 1986-10-10 1988-04-15 Rhone Poulenc Chimie PROCESS FOR THE PREPARATION OF A MIXTURE COMPRISING CYCLOHEXANOL AND CYCLOHEXANONE FROM CYCLOHEXANE
WO2006066904A1 (en) * 2004-12-22 2006-06-29 Dsm Ip Assets B.V. Process for decomposing cyclohexylhdroperoxide
CN104583164A (en) * 2012-07-19 2015-04-29 因温斯特技术公司 Process for the purification of a cyclohexane air oxidation product stream

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2376107A1 (en) * 1976-12-31 1978-07-28 Ici Ltd CYCLOALCANES OXIDIZATION PROCESS
FR2604998A1 (en) * 1986-10-10 1988-04-15 Rhone Poulenc Chimie PROCESS FOR THE PREPARATION OF A MIXTURE COMPRISING CYCLOHEXANOL AND CYCLOHEXANONE FROM CYCLOHEXANE
EP0266283A1 (en) * 1986-10-10 1988-05-04 Rhone-Poulenc Chimie Process for the preparation of a mixture containing cyclohexanol and cyclohexanone starting from cyclohexane
WO2006066904A1 (en) * 2004-12-22 2006-06-29 Dsm Ip Assets B.V. Process for decomposing cyclohexylhdroperoxide
EA011556B1 (en) * 2004-12-22 2009-04-28 ДСМ АйПи АССЕТС Б.В. Process for decomposing cyclohexylhydroperoxide
US7956221B2 (en) 2004-12-22 2011-06-07 Dsm Ip Assets B.V. Process for decomposing cyclohexylhydroperoxide
CN101087747B (en) * 2004-12-22 2011-06-08 帝斯曼知识产权资产管理有限公司 Process for decomposing cyclohexylhdroperoxide
CN104583164A (en) * 2012-07-19 2015-04-29 因温斯特技术公司 Process for the purification of a cyclohexane air oxidation product stream

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