GB918900A - Production of cyclohexanone and cyclohexanol - Google Patents
Production of cyclohexanone and cyclohexanolInfo
- 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
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
- C07C45/002—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by dehydrogenation
-
- 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
- C07C45/78—Separation; Purification; Stabilisation; Use of additives
- C07C45/81—Separation; Purification; Stabilisation; Use of additives by change in the physical state, e.g. crystallisation
- C07C45/82—Separation; 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.
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)
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)
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)
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 |
-
1960
- 1960-05-06 DE DEB57742A patent/DE1155121B/en active Pending
-
1961
- 1961-05-02 GB GB1581461A patent/GB918900A/en not_active Expired
Cited By (3)
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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