Preparation of 2,6-dimethyldecalin and its isomers
AssigneeStandard Oil Company (Indiana)
InventorDavid A. McCaulay
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Abstract
Methods employing a catalyst system comprising a hydrogen fluoride solution of tantalum pentafluoride and/or niobium pentafluoride for the preparation of 2,6-dimethyldecalin from a 12 carbon atom-containing dicyclic naphthenic isomer thereof and for the preparation of a mixture of 2,6-dimethyldecalin and a 12 carbon atom-containing dicyclic naphthenic isomer thereof from methylcyclopentane and/or cyclohexane are disclosed.
Claims29
A process for preparing 2,6-dimethyldecalin comprising contacting one or more 12 carbon atom-containing dicyclic naphthenic isomers of 2,6-dimethyldecalin with an isomerization catalyst system comprising a solution of tantalum pentafluoride or niobium pentafluoride or both in hydrogen fluoride at a temperature in the range of from about -60.degree. C. to about 90.degree. C. and in the presence of hydrogen, to thereby isomerize the dicyclic naphthenic isomer or isomers to 2,6-dimethyldecalin.
A process for preparing at least one 12 carbon atom-containing dicyclic naphthene comprising contacting a hydrocarbon solution comprising at least 40 to 100 weight percent of methylcyclopentane, cyclohexane or both with a dimerization catalyst system comprising a solution of tantalum pentafluoride or niobium pentafluoride or both in hydrogen fluoride at a temperature in the range of from about 10.degree. C. to about 90.degree. C. and in the presence of hydrogen at a partial pressure in the range of from about 0.7 to about 20 atmospheres, the hydrocarbon solution being substantially free of amounts of sulfur-containing compounds and aromatic and other unsaturated organic compounds sufficient to deactivate the catalyst system, the weight ratio of the pentafluoride to the hydrogen fluoride in the dimerization catalyst system being in the range of from about 0.1 to about 2, to thereby dimerize the methylcyclopentane or cyclohexane or both to form a hydrocarbon product mixture comprising at least 12 carbon atom-containing dicyclic naphthene.
The process of claim 26 wherein the hydrocarbon solution boils in the range of from about 30.degree. C. to about 230.degree. C.
Dependencies are inferred from the claim text.