GB888644A - Improvements in the production of cyclohexanol - Google Patents

Improvements in the production of cyclohexanol

Info

Publication number
GB888644A
GB888644A GB15689/60A GB1568960A GB888644A GB 888644 A GB888644 A GB 888644A GB 15689/60 A GB15689/60 A GB 15689/60A GB 1568960 A GB1568960 A GB 1568960A GB 888644 A GB888644 A GB 888644A
Authority
GB
United Kingdom
Prior art keywords
water
preheated
hydrogen
cyclohexanol
mixture
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
GB15689/60A
Inventor
Guenter Poehler
Anton Wegerich
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
Priority to DEE18847A priority Critical patent/DE1107867B/en
Priority to FR817796A priority patent/FR1247671A/en
Publication of GB888644A publication Critical patent/GB888644A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
    • C07C29/17—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by hydrogenation of carbon-to-carbon double or triple bonds
    • C07C29/19—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by hydrogenation of carbon-to-carbon double or triple bonds in six-membered aromatic rings
    • 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

Cyclohexanol, together with mono- and dicyclohexylamine, is produced by mixing hydrogen (or a mixture of hydrogen and water-vapour) at at pressure above 60 atmospheres and preheated to 150 DEG C. to 300 DEG C., with a preheated liquid mixture of nitrobenzene and water, in such proportions that a mixing-temperature of 160 DEG C. to 250 DEG C. is established and the weight-ratio of nitrobenzene to water added in the liquidphase lies between 1 : 1 and 1 : 3, and then passing the mixture over a hydrogenationcatalyst at a hydrogen partial pressure of at least 30 atmospheres, the temperature in the catalyst-zone not being allowed to exceed 300 DEG C. In order to obtain a product which contains mainly cyclohexanol, a large amount of water (within the specified limits) and a hydrogenwater mixture preheated to 250 DEG C. to 300 DEG C. are employed. When a small amount of water is used, and the hydrogen is not preheated to such a high temperature, the product contains large proportions of mono- and dicyclohexylamine, besides cyclohexanol. Suitable catalysts are the metals or compounds of the iron or platinum group, and the oxides or sulphides of the metals of the 5th and 6th groups of the Periodic System, possibly with copper and/or manganese compounds. In an example, a 1 : 2 mixture of nitrobenzene and water, preheated to 180 DEG C. under a pressure of 200 atmospheres, and a stream of hydrogen, heated up to 250 DEG C. under pressure of 200 atmospheres, are introduced into the top of a vertical tube which contains annular filler bodies of iron in the upper section while the lower section contains granular catalyst comprising metallic nickel and metallic copper supported on silica. The mixing-temperature is 190 DEG C.; and the temperature in the reaction chamber is 275 DEG C. The gas speed is 0.35 metre per second with reference to the empty tube. The effluent vapours are condensed. The product consists of cyclohexanol (7.1%), monocyclohexylamine (19.2%) and dicyclohexylamine (9.7%).
GB15689/60A 1959-02-06 1960-01-26 Improvements in the production of cyclohexanol Expired GB888644A (en)

Priority Applications (2)

Application Number Priority Date Filing Date Title
DEE18847A DE1107867B (en) 1959-02-06 1960-02-04 Mineral lubricating oil
FR817796A FR1247671A (en) 1959-02-06 1960-02-06 Lubricating oil compositions for extremely high pressures

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE888644X 1959-05-05

Publications (1)

Publication Number Publication Date
GB888644A true GB888644A (en) 1962-01-31

Family

ID=6834187

Family Applications (1)

Application Number Title Priority Date Filing Date
GB15689/60A Expired GB888644A (en) 1959-02-06 1960-01-26 Improvements in the production of cyclohexanol

Country Status (1)

Country Link
GB (1) GB888644A (en)

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