GB1428964A - Oxidation of hydrocarbons - Google Patents

Oxidation of hydrocarbons

Info

Publication number
GB1428964A
GB1428964A GB1758572A GB1758572A GB1428964A GB 1428964 A GB1428964 A GB 1428964A GB 1758572 A GB1758572 A GB 1758572A GB 1758572 A GB1758572 A GB 1758572A GB 1428964 A GB1428964 A GB 1428964A
Authority
GB
United Kingdom
Prior art keywords
oxidation
alk
formula
compound
hydrocarbons
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
GB1758572A
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 GB1758572A priority Critical patent/GB1428964A/en
Publication of GB1428964A publication Critical patent/GB1428964A/en
Expired legal-status Critical Current

Links

Classifications

    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
    • B01J31/22—Organic complexes
    • B01J31/2204—Organic complexes the ligands containing oxygen or sulfur as complexing atoms
    • B01J31/2208—Oxygen, e.g. acetylacetonates
    • B01J31/2226—Anionic ligands, i.e. the overall ligand carries at least one formal negative charge
    • B01J31/2243—At least one oxygen and one nitrogen atom present as complexing atoms in an at least bidentate or bridging ligand
    • 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
    • C07C29/132—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group
    • 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
    • C07C29/48—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by oxidation reactions with formation of hydroxy groups
    • C07C29/50—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by oxidation reactions with formation of hydroxy groups with molecular oxygen only
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2231/00—Catalytic reactions performed with catalysts classified in B01J31/00
    • B01J2231/70—Oxidation reactions, e.g. epoxidation, (di)hydroxylation, dehydrogenation and analogues
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
    • B01J2531/02—Compositional aspects of complexes used, e.g. polynuclearity
    • B01J2531/0238—Complexes comprising multidentate ligands, i.e. more than 2 ionic or coordinative bonds from the central metal to the ligand, the latter having at least two donor atoms, e.g. N, O, S, P
    • B01J2531/0241—Rigid ligands, e.g. extended sp2-carbon frameworks or geminal di- or trisubstitution
    • B01J2531/0252—Salen ligands or analogues, e.g. derived from ethylenediamine and salicylaldehyde
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
    • B01J2531/80—Complexes comprising metals of Group VIII as the central metal
    • B01J2531/84—Metals of the iron group
    • B01J2531/845—Cobalt
    • 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/18—Systems containing only non-condensed rings with a ring being at least seven-membered
    • C07C2601/20—Systems containing only non-condensed rings with a ring being at least seven-membered the ring being twelve-membered

Abstract

1428964 Oxidation of hydrocarbons IMPERIAL CHEMICAL INDUSTRIES Ltd 13 July 1973 [17 April 1972] 17585/72 Heading C2C Alcohols are obtained by the oxidation of a saturated hydrocarbon in the liquid phase with a gas containing molecular oxygen by a method comprising either effecting the oxidation in the presence of a transition metal catalyst at a temperature in the range 130-200‹ C. or effecting the decomposition of hydrocarbon hydroperoxide, formed as an intermediate in the oxidation process, to the corresponding alcohol in the presence of said catalyst in a hydrocarbon solvent at a temperature in the range 40- 160‹ C., the catalyst being a hydrocarbonsoluble square planar complex of a transition metal. In many cases the ketones corresponding to the alcohols are also formed. The preferred transition metals are cobalt and copper. Suitable complexes are those, for example, with (a) a compound of Formula (I): in which An is an arylene radical having the OH and oxime groups in ortho-position to each other and Alk is an alkyl or cycloalkyl group containing at least 6 carbon atoms; (b) a compound of formula CH 3 COCH 3 COAlk in which Alk is as defined above; (c) a compound of Formula II: in which Ar is an arylene radical in which the hydroxy and methyleneimine groups are in ortho-position to each other, and Alk is as defined above and (d) compounds of Formula III: in which Alk is as defined above and R is alkyl or cycloalkyl. The square planar complexes may be prepared by reacting the organic compound with a transition metal salt in a suitable solvent. The saturated hydrocarbons which may be oxidized include open-chain or cyclic hydrocarbons, e.g. cyclopentane, methyl cyclopentane, cyclohexane, methyl cyclohexane, cyclo-octane, cyclodecane and cyclododecane.
GB1758572A 1972-04-17 1972-04-17 Oxidation of hydrocarbons Expired GB1428964A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB1758572A GB1428964A (en) 1972-04-17 1972-04-17 Oxidation of hydrocarbons

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB1758572A GB1428964A (en) 1972-04-17 1972-04-17 Oxidation of hydrocarbons

Publications (1)

Publication Number Publication Date
GB1428964A true GB1428964A (en) 1976-03-24

Family

ID=10097747

Family Applications (1)

Application Number Title Priority Date Filing Date
GB1758572A Expired GB1428964A (en) 1972-04-17 1972-04-17 Oxidation of hydrocarbons

Country Status (1)

Country Link
GB (1) GB1428964A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0336480A1 (en) * 1988-04-08 1989-10-11 Metallgesellschaft Aktiengesellschaft Process for the preparation of tertiary butylalcohol
US6444855B1 (en) 1999-01-27 2002-09-03 Degussa Ag Process for preparing cyclic alcohols and ketones

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0336480A1 (en) * 1988-04-08 1989-10-11 Metallgesellschaft Aktiengesellschaft Process for the preparation of tertiary butylalcohol
US6444855B1 (en) 1999-01-27 2002-09-03 Degussa Ag Process for preparing cyclic alcohols and ketones

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PCNP Patent ceased through non-payment of renewal fee