Process for making cyclohexylbenzene

Chemistry of hydrocarbon compounds – Plural serial diverse syntheses – With hydrocarbon recycle from later to earlier synthesis

Reexamination Certificate

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Details

C585S314000, C585S318000, C585S319000, C585S320000, C585S323000

Reexamination Certificate

active

07579511

ABSTRACT:
Provided is a process for making cyclohexylbenzene. The process includes the following steps: (a) contacting benzene and hydrogen in the presence of a first catalyst under hydroalkylation conditions sufficient to form a first effluent stream having cyclohexylbenzene, cyclohexane, methyl cyclopentane, and unreacted benzene; (b) supplying at least part of said first effluent stream to a first separation system to divide said first effluent stream part into a cyclohexane/methylcyclopentane-rich stream, a cyclohexane-rich stream, a benzene-rich stream, and a dicyclohexyl benzene-rich stream; (c) recycling at least part of the benzene-rich stream to the contacting step (a); (d) contacting the cyclohexane/methylcyclopentane-rich stream with a second catalyst that catalyzes dehydrogenation and exhibits low acidity under conditions sufficient to convert at least a portion of the cyclohexane to benzene and at least a portion of the methylcyclopentane to linear and/or branched paraffins to form a second effluent stream; and (e) recycling at least part of the second effluent stream to the contacting step (a).

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U.S. Appl. No. 61/047,821, filed Apr. 25, 2008, ExxonMobil Chemical Patents, Inc.
Neftekhimiya, V17, N. 5705-9, Sep.-Oct. 1977, “A Commercial Synthesis of Phenylcyclohexane ((PHCH)) by the Hydrodimerization of Benzene”.

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