A method of preparing cyclohexanone by hydrogenating phenol is provided. The method includes a step of introducing an additional flammable gas to dilute hydrogen gas concentration, so as to increase the throughput and decrease energy consumption. Further, the discharged residual gases from the hydrogenation of phenol have a calorific value. Also provided is a system for generating cyclohexanone by hydrogenating phenol.

A method of preparing cyclohexanone by hydrogenating phenol is provided. The method includes a step of introducing an additional flammable gas to dilute hydrogen gas concentration, so as to increase the throughput and decrease energy consumption. Further, the discharged residual gases from the hydrogenation of phenol have a calorific value. Also provided is a system for generating cyclohexanone by hydrogenating phenol.

Disclosed are novel processes for making cyclohexanone compositions, from a mixture comprising phenol, cyclohexanone, and cyclohexylbenzene. The process includes hydrogenation of a feed stream comprising phenol, cyclohexanone, and cyclohexylbenzene. The feed stream may be subjected to one or more pre-hydrogenation treatments, such as passing through one or more sorbents, addition of basic chemical agents, and/or addition of water, so as to improve catalyst activity, minimize undesired side reactions, and/or remove catalyst poisons from the feed stream. The feed stream may be provided to a hydrogenation reaction zone in the vapor phase, with periodic alterations to hydrogenation reaction conditions such that the feed is provided in mixed liquid and vapor phase in order to carry out liquid washing of a hydrogenation catalyst bed within the hydrogenation reaction zone.

Disclosed are novel processes for making cyclohexanone compositions, from a mixture comprising phenol, cyclohexanone, and cyclohexylbenzene. The process includes hydrogenation of a feed stream comprising phenol, cyclohexanone, and cyclohexylbenzene. The feed stream may be subjected to one or more pre-hydrogenation treatments, such as passing through one or more sorbents, addition of basic chemical agents, and/or addition of water, so as to improve catalyst activity, minimize undesired side reactions, and/or remove catalyst poisons from the feed stream. The feed stream may be provided to a hydrogenation reaction zone in the vapor phase, with periodic alterations to hydrogenation reaction conditions such that the feed is provided in mixed liquid and vapor phase in order to carry out liquid washing of a hydrogenation catalyst bed within the hydrogenation reaction zone.

Disclosed are novel cyclohexanone compositions, and processes for making such cyclohexanone compositions, from a mixture comprising phenol, cyclohexanone, and cyclohexylbenzene. Such cyclohexanone compositions comprise at least 99 wt % cyclohexanone, at most 0.15 wt % water, and at most 500 wppm combined of certain cyclohexanone impurities selected from the group consisting of: benzene, cyclohexene, pentanal, cyclopentanol, cyclohexanol, and phenol.

Disclosed are novel cyclohexanone compositions, and processes for making such cyclohexanone compositions, from a mixture comprising phenol, cyclohexanone, and cyclohexylbenzene. Such cyclohexanone compositions comprise at least 99 wt % cyclohexanone, at most 0.15 wt % water, and at most 500 wppm combined of certain cyclohexanone impurities selected from the group consisting of: benzene, cyclohexene, pentanal, cyclopentanol, cyclohexanol, and phenol.

A method for the purification of an aromatic hydrocarbon process stream having phenol therein is disclosed. Aspects of the method include contacting at least a portion of the aromatic hydrocarbon process stream with a hydrogenation catalyst under hydrogenation conditions to provide a hydrogenation effluent having a lower concentration of phenol than said aromatic hydrocarbon process stream.

A method for the purification of an aromatic hydrocarbon process stream having phenol therein is disclosed. Aspects of the method include contacting at least a portion of the aromatic hydrocarbon process stream with a hydrogenation catalyst under hydrogenation conditions to provide a hydrogenation effluent having a lower concentration of phenol than said aromatic hydrocarbon process stream.

A hydrocarbon conversion process is described. The process includes contacting in a reactor an inert gas with one or more catalyst compositions suitable for methylation of toluene and hydrogenation of phenol; contacting a reducing agent with the one or more catalyst compositions under conditions suitable for reducing metal oxide content of the catalyst composition; contacting at least part of toluene and/or benzene-containing with a oxygenate in the presence of the one or more catalyst compositions and under conditions effective to convert toluene to xylenes and produce a reactor effluent stream comprising para-xylene and having a lower concentration of phenol than the toluene-containing stream; separating at least one para-xylene-enriched stream from the reactor effluent stream; and separating from the at least one para-xylene enriched stream at least one toluene-enriched stream and at least one para-xylene-product stream. An apparatus for carrying out such a process is also described.

A hydrocarbon conversion process is described. The process includes contacting in a reactor an inert gas with one or more catalyst compositions suitable for methylation of toluene and hydrogenation of phenol; contacting a reducing agent with the one or more catalyst compositions under conditions suitable for reducing metal oxide content of the catalyst composition; contacting at least part of toluene and/or benzene-containing with a oxygenate in the presence of the one or more catalyst compositions and under conditions effective to convert toluene to xylenes and produce a reactor effluent stream comprising para-xylene and having a lower concentration of phenol than the toluene-containing stream; separating at least one para-xylene-enriched stream from the reactor effluent stream; and separating from the at least one para-xylene enriched stream at least one toluene-enriched stream and at least one para-xylene-product stream. An apparatus for carrying out such a process is also described.