GB939534A - Improvements in and relating to the preparation of oxidation products of hydrocarbons - Google Patents

Improvements in and relating to the preparation of oxidation products of hydrocarbons

Info

Publication number
GB939534A
GB939534A GB3849160A GB3849160A GB939534A GB 939534 A GB939534 A GB 939534A GB 3849160 A GB3849160 A GB 3849160A GB 3849160 A GB3849160 A GB 3849160A GB 939534 A GB939534 A GB 939534A
Authority
GB
United Kingdom
Prior art keywords
alcohol
oxidation
borate ester
hydrocarbon
produced
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
GB3849160A
Inventor
Peter Smith
Alec Mee
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.)
Imperial Chemical Industries Ltd
Original Assignee
Imperial Chemical Industries Ltd
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 Imperial Chemical Industries Ltd filed Critical Imperial Chemical Industries Ltd
Priority to GB3849160A priority Critical patent/GB939534A/en
Publication of GB939534A publication Critical patent/GB939534A/en
Expired legal-status Critical Current

Links

Abstract

A process for the oxidation of nonaromatic hydrocarbons to compounds containing oxygen, including alcohols, comprises reacting a non-aromatic hydrocarbon with free oxygen or a gas containing free oxygen in the presence of a borate ester, the corresponding alcohol of which is more volatile under the reaction conditions than is the alcohol produced in the oxidation reaction, the said alcohol produced reacting with the borate ester to liberate the more volatile alcohol, which is removed from the reaction mixture, the product alcohol being subsequently recovered from the borate ester formed. The alcohol corresponding to the initial ester preferably contains at most 3 carbon atoms whilst the hydrocarbon preferably contains 3-20 carbon atoms. The conversion of the hydrocarbon is preferably not more than 30% and temperature preferably in the range 50 DEG C. to 200 DEG C. When cyclohexane is oxidised by the above process to cyclohexanol, cyclohexanone is produced as a by-product, the yield of which may be improved by rapidly cooling the reactants after completion of the oxidation process. Examples describe the oxidation of (1) n-decane to primary and secondary n-decanols, mainly the latter, and decane-diols; (2) and (14) n-dodecane to mainly secondary dodecanols; (3) dodecane, (9) methylcyclohexane, (10) n-octane, (11) iso-octane, (12) commercial di-isobutylene and (13) n-pentane to mixtures of alcohols; (4)-(8) cyclohexane to cyclohexanol and cyclohexanone. The borate esters used in the examples are: (1) and (2) n-propyl orthoborate; (3)-(13) methyl orthoborate; (14) n-propyl metaborate. The more volatile alcohol which is distilled off may be used to make further borate ester.
GB3849160A 1960-11-09 1960-11-09 Improvements in and relating to the preparation of oxidation products of hydrocarbons Expired GB939534A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB3849160A GB939534A (en) 1960-11-09 1960-11-09 Improvements in and relating to the preparation of oxidation products of hydrocarbons

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB3849160A GB939534A (en) 1960-11-09 1960-11-09 Improvements in and relating to the preparation of oxidation products of hydrocarbons

Publications (1)

Publication Number Publication Date
GB939534A true GB939534A (en) 1963-10-16

Family

ID=10403811

Family Applications (1)

Application Number Title Priority Date Filing Date
GB3849160A Expired GB939534A (en) 1960-11-09 1960-11-09 Improvements in and relating to the preparation of oxidation products of hydrocarbons

Country Status (1)

Country Link
GB (1) GB939534A (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3375265A (en) * 1965-09-07 1968-03-26 Shell Oil Co Production of trialkoxyboroxine
US3384672A (en) * 1965-04-12 1968-05-21 Universal Oil Prod Co Preparation of alcohols
US3410913A (en) * 1965-11-26 1968-11-12 Texaco Inc Alcohol manufacture

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3384672A (en) * 1965-04-12 1968-05-21 Universal Oil Prod Co Preparation of alcohols
US3375265A (en) * 1965-09-07 1968-03-26 Shell Oil Co Production of trialkoxyboroxine
US3410913A (en) * 1965-11-26 1968-11-12 Texaco Inc Alcohol manufacture

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