Abstract:
In a process for producing phenol and cyclohexanone, a cleavage feed containing greater than 40 wt % and no greater than 95 wt % cyclohexyl-1-phenyl-1-hydroperoxide, and at least 5 wt % and less than 60 wt % cyclohexylbenzene is mixed with at least phenol, cyclohexanone, water, and sulfuric acid to produce a cleavage reaction mixture containing from 15 wt % to 50 wt % phenol, from 15 wt % to 50 wt % cyclohexanone, from 1 wt % to 10 wt % cyclohexyl-1-phenyl-1-hydroperoxide, from 5 wt % to 60 wt % cyclohexylbenzene, from 0.1 wt % to 4 wt % water, and from 10 wppm to 1000 wppm sulfuric acid. The cleavage reaction mixture is then reacted at a temperature from 30° C. and to 70° C., and a pressure of at least 1 atmosphere for a time sufficient to convert at least 50% of said cyclohexyl-1-phenyl-1-hydroperoxide in said cleavage reaction mixture and produce a cleavage effluent containing phenol and cyclohexanone.
Abstract:
In a process for producing phenol, benzene is reacted with a source of hydrogen containing methane in the presence of a hydroalkylation catalyst under conditions effective to produce a hydroalkylation reaction effluent comprising cyclohexylbenzene, benzene, hydrogen, and methane. A first stream comprising hydrogen, methane, and benzene is removed from the hydroalkylation reaction effluent and the first stream is washed with a second stream containing cyclohexylbenzene to produce a benzene-depleted hydrogen stream containing hydrogen and methane and a wash stream containing cyclohexylbenzene and benzene.
Abstract:
The invention relates to hydrocarbon conversion processes, to equipment useful in such processes, to the products of such hydrocarbon conversion processes and the use thereof, and to the use of energy derived from such processes.
Abstract:
In a process for separating methylcyclopentanone from a mixture comprising methylcyclopentanone and cyclohexanone, a feedstock comprising cyclohexanone, methylcyclopentanone, water at a concentration of at least 0.10 wt %, and optionally phenol is fed into a fractionation distillation column, where a lower effluent rich in cyclohexanone and an upper effluent rich in methylcyclopentanone are produced. Due to the inclusion of water at a relatively high concentration in the feedstock, efficient separation of methylcyclopentanone is achieved. In certain particularly desirable embodiments, the lower effluent is substantially free of methylcyclopentanone. The thus produced cyclohexanone may be used to make, e.g., high-purity caprolactam, which, in turn, may be used for fabricating, e.g., high-performance nylon-6 material.
Abstract:
An alkylating process such as hydroalkylating process comprising feeding a gas material and a liquid material into the reactor, distributing the liquid material to the upper surface of a bed of a catalyst substantially uniformly. The substantial uniform distribution of the liquid material to the upper surface allows for substantially uniform distribution of liquid reaction medium in the bed, thereby preventing hot spot and undesirable continuous liquid zone, both of which can cause the production of undesired by-products. The invention is particularly useful for the hydroalkylation reaction of benzene in making cyclohexylbenzene, which can be used for making cyclohexanone and phenol.
Abstract:
In a process for separating methylcyclopentanone from a mixture comprising methylcyclopentanone and cyclohexanone, a feedstock comprising cyclohexanone, methylcyclopentanone, water at a concentration of at least 0.10 wt %, and optionally phenol is fed into a fractionation distillation column, where a lower effluent rich in cyclohexanone and an upper effluent rich in methylcyclopentanone are produced. Due to the inclusion of water at a relatively high concentration in the feedstock, efficient separation of methylcyclopentanone is achieved. In certain particularly desirable embodiments, the lower effluent is substantially free of methylcyclopentanone. The thus produced cyclohexanone may be used to make, e.g., high-purity caprolactam, which, in turn, may be used for fabricating, e.g., high-performance nylon-6 material.
Abstract:
The present invention relates to hydrogenation processes including: contacting a first composition with hydrogen under hydrogenation conditions, in the presence of an eggshell hydrogenation catalyst, wherein the first composition has: (i) greater than about 50 wt % of cyclohexylbenzene, the wt % based upon the total weight of the first composition; and (ii) greater than about 0.3 wt % of cyclohexenylbenzene, the wt % based upon the total weight of the first composition; and thereby obtaining a second composition having less cyclohexenylbenzene than the first composition. Other hydrogenation processes are also described.
Abstract:
In a process for separating a mixture comprising cyclohexanone and phenol, at least a portion of the mixture is distilled in the presence of a solvent including at least two alcoholic hydroxyl groups attached to non-adjacent saturated carbon atoms and at least one hemiketal defined by the formula (I) or the formula (II): wherein R1, the same or different at each occurrence, is independently an alkylene group having from 2 to 10 carbon atoms, R2 is an alkylene group having from 4 to 10 carbon atoms, and R3 is hydrogen or the following group: and/or an enol-ether derived from the hemiketal defined by the formula (I) or the formula (II), wherein the total concentration of the hemiketal and the enol-ether, expressed in terms of weight percentage on the basis of the total weight of the feed to the distilling step (a), is at least 0.01%.
Abstract:
A hydrocarbon feed can be contacted with dehydrogenation catalyst particles to produce a conversion effluent that includes coked catalyst particles and dehydrogenated hydrocarbon(s). The coked catalyst particles can be contacted with an oxidant and a fuel to produce a combustion effluent that can include catalyst particles lean in coke and a combustion gas. The catalyst particles lean in coke can be contacted with an oxidative gas at an oxidizing temperature for a duration of at least 30 seconds to produce conditioned catalyst particles that can have an activity that can be less than the coked catalyst particles. The conditioned catalyst particles can be contacted with a reducing gas to produce regenerated catalyst particles that can have a dehydrogenation activity that can be greater than the coked catalyst particles. The dehydrogenated hydrocarbon(s) can be cooled, compressed, and a plurality of products can be separated from the compressed gaseous stream.
Abstract:
Disclosed are processes for making cyclohexanone from a mixture comprising phenol, cyclohexanone, cyclohexylbenzene, and an S-containing component, comprising a step of removing at least a portion of the S-containing component to reduce poisoning of a hydrogenation catalyst used for hydrogenating phenol to cyclohexanone.