Selective oxygenation of alkanes using oxygen
US-9428454-B2 · Aug 30, 2016 · US
US9708238B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-9708238-B2 |
| Application number | US-201214416977-A |
| Country | US |
| Kind code | B2 |
| Filing date | Jul 26, 2012 |
| Priority date | Jul 26, 2012 |
| Publication date | Jul 18, 2017 |
| Grant date | Jul 18, 2017 |
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Disclosed is a method of oxidizing a cycloalkane to form a product mixture containing a corresponding alcohol and ketone, said method comprising contacting a cycloalkane with a hydroperoxide in the presence of a catalytic effective amount of a crystalline MWW-type titanosilicate catalyst. Hydroperoxides may notably be tert-butyl hydroperoxide, tert-amyl hydroperoxide, cumene hydroperoxide, ethylbenzene hydroperoxide, cyclohexyl hydroperoxide, methylcyclohexyl hydroperoxide, tetralin hydroperoxide, isobutylbenzene hydroperoxide, and ethylnaphthalene hydroperoxide.
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What is claimed is: 1. A method of oxidizing a cycloalkane to form a product mixture containing a corresponding alcohol and ketone, said method comprising contacting a cycloalkane with a hydroperoxide in the presence of a catalytically effective amount of a crystalline MWW-type titanosilicate catalyst. 2. A method according to claim 1 , in which the hydroperoxide is chosen in the group consisting of: tert-butyl hydroperoxide, tert-amyl hydroperoxide, cumene hydroperoxide, ethylbenzene hydroperoxide, cyclohexyl hydroperoxide, methylcyclohexyl hydroperoxide, tetralin hydroperoxide, isobutylbenzene hydroperoxide, and ethylnaphthalene hydroperoxide. 3. A method according to claim 1 , in which the hydroperoxide is added to the cycloalkane at the start of the step of contacting. 4. A method according to claim 1 , in which the hydroperoxide is generated in situ by reaction of a cycloalkane with oxygen or an oxygen generator. 5. A method according to claim 1 , in which the MWW structure is represented by the following chemical composition formula: x TiO 2 .(1− x )SiO 2 , wherein x is between 0.0001 and 0.5. 6. A method according to claim 1 , in which the catalyst further comprises one or more heteroatoms from the group consisting of the elements of Periods IB, IVB, VB, VIB, VIIB, VIIIB and VA. 7. A method according to claim 1 , in which the contacting is at a temperature of between 20 and 200° C. 8. A method according to claim 1 , in which pure oxygen, air, oxygen-enriched air, oxygen-depleted air, or oxygen diluted with an inert gas is used in a reaction medium. 9. A method according to claim 1 , in which the catalyst is used in a range of between 1 and 10 wt. %, in relation to the total weight of the reaction medium.
of a six-membered ring · CPC title
containing a six-membered rings · CPC title
by oxidation reactions with formation of hydroxy groups · CPC title
Saturated compounds containing a keto group being part of a ring · CPC title
monocyclic · CPC title
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