C07C37/08

CUMENE-PHENOL COMPLEX WITH THERMAL OXIDATION SYSTEM

A process for the treatment of waste water, spent air, and hydrocarbon containing liquid and gaseous streams in the cumene/phenol complex is described. Various effluent streams are combined in appropriate collection vessels, including a spent air knockout drum, a hydrocarbon buffer vessel, a fuel gas knockout drum, a phenolic water vessel, and a non-phenolic water vessel. Streams from these vessels are sent to a thermal oxidation system.

THE OPTIMIZATION OF O-SULFONATED PHENOL PRODUCTION FOR CUMENE HYDROPEROXIDE CLEAVAGE

A method for the manufacture of a sulfonated phenol for use as a cumene hydroperoxide decomposition catalyst can comprise: combining phenol and a sulfonating agent at a first temperature that is 1° C. to 15° C. higher than a melting temperature of the phenol, to form a reaction mixture at the first temperature; reducing the first temperature of the reaction mixture to a second temperature that is 10 to 40° C. lower than the first temperature; and forming the sulfonated phenol at the second temperature.

THE OPTIMIZATION OF O-SULFONATED PHENOL PRODUCTION FOR CUMENE HYDROPEROXIDE CLEAVAGE

A method for the manufacture of a sulfonated phenol for use as a cumene hydroperoxide decomposition catalyst can comprise: combining phenol and a sulfonating agent at a first temperature that is 1° C. to 15° C. higher than a melting temperature of the phenol, to form a reaction mixture at the first temperature; reducing the first temperature of the reaction mixture to a second temperature that is 10 to 40° C. lower than the first temperature; and forming the sulfonated phenol at the second temperature.

THE OPTIMIZATION OF O-SULFONATED PHENOL PRODUCTION FOR CUMENE HYDROPEROXIDE CLEAVAGE

A method for the manufacture of a sulfonated phenol for use as a cumene hydroperoxide decomposition catalyst can comprise: combining phenol and a sulfonating agent at a first temperature that is 1° C. to 15° C. higher than a melting temperature of the phenol, to form a reaction mixture at the first temperature; reducing the first temperature of the reaction mixture to a second temperature that is 10 to 40° C. lower than the first temperature; and forming the sulfonated phenol at the second temperature.

METHOD FOR CONTROLLING CLEAVAGE OF HYDROPEROXIDES OF ALKYLAROMATIC HYDROCARBONS

A method of producing phenol and acetone can comprise: alkylating benzene with a C.sub.2-6 alkyl source in the presence of a zeolite catalyst to produce a C.sub.8-12 alkylbenzene; oxidizing the C.sub.8-12 alkylbenzene in the presence of an oxygen containing gas to produce a C.sub.8-12 alkylbenzene hydroperoxide; cleaving decomposing the C.sub.8-12 alkylbenzene hydroperoxide in the presence of an acid catalyst to produce phenol, a C.sub.3-6 ketone, and undesirable side products such as, but not limited to acetaldehyde, DMBA, acetophenel one, AMS, AMS dimers, unidentified heavies, or a combination comprising at least one of the foregoing; and monitoring a concentration of the C.sub.8-12 alkylbenzene hydroperoxide in a process stream of a reactor in real time at a temperature and a pressure of the process stream; and in real time, controlling a parameter of the reactor and/or the cleaving decomposing in response to the concentration of the C.sub.8-12 alkylbenzene hydroperoxide.

METHOD FOR CONTROLLING CLEAVAGE OF HYDROPEROXIDES OF ALKYLAROMATIC HYDROCARBONS

A method of producing phenol and acetone can comprise: alkylating benzene with a C.sub.2-6 alkyl source in the presence of a zeolite catalyst to produce a C.sub.8-12 alkylbenzene; oxidizing the C.sub.8-12 alkylbenzene in the presence of an oxygen containing gas to produce a C.sub.8-12 alkylbenzene hydroperoxide; cleaving decomposing the C.sub.8-12 alkylbenzene hydroperoxide in the presence of an acid catalyst to produce phenol, a C.sub.3-6 ketone, and undesirable side products such as, but not limited to acetaldehyde, DMBA, acetophenel one, AMS, AMS dimers, unidentified heavies, or a combination comprising at least one of the foregoing; and monitoring a concentration of the C.sub.8-12 alkylbenzene hydroperoxide in a process stream of a reactor in real time at a temperature and a pressure of the process stream; and in real time, controlling a parameter of the reactor and/or the cleaving decomposing in response to the concentration of the C.sub.8-12 alkylbenzene hydroperoxide.

METHOD FOR CONTROLLING CLEAVAGE OF HYDROPEROXIDES OF ALKYLAROMATIC HYDROCARBONS

A method of producing phenol and acetone can comprise: alkylating benzene with a C.sub.2-6 alkyl source in the presence of a zeolite catalyst to produce a C.sub.8-12 alkylbenzene; oxidizing the C.sub.8-12 alkylbenzene in the presence of an oxygen containing gas to produce a C.sub.8-12 alkylbenzene hydroperoxide; cleaving decomposing the C.sub.8-12 alkylbenzene hydroperoxide in the presence of an acid catalyst to produce phenol, a C.sub.3-6 ketone, and undesirable side products such as, but not limited to acetaldehyde, DMBA, acetophenel one, AMS, AMS dimers, unidentified heavies, or a combination comprising at least one of the foregoing; and monitoring a concentration of the C.sub.8-12 alkylbenzene hydroperoxide in a process stream of a reactor in real time at a temperature and a pressure of the process stream; and in real time, controlling a parameter of the reactor and/or the cleaving decomposing in response to the concentration of the C.sub.8-12 alkylbenzene hydroperoxide.

CONTROLLED CONVERSION OF DIMETHYL BENZYL ALCOHOL TO CUMENE HYDROPEROXIDE FORMED DURING THE CUMENE OXIDATION PROCESS

The disclosure concerns systems and methods for the production of phenol and acetone from cumene oxidation products. One method comprises reacting cumene and an oxidizing agent to produce a cumene oxidation product comprising cumene hydroperoxide and dimethyl benzyl alcohol, converting at least a portion of the dimethyl benzyl alcohol to cumene hydroperoxide by reacting the at least a portion of the dimethyl benzyl alcohol with hydrogen peroxide in both an organic phase and an aqueous to produce a converted cumene oxidation product, and cleaving the converted cumene oxidation product to produce an output product comprising one or more of phenol, acetone, and alpha-methylstyrene.

CONTROLLED CONVERSION OF DIMETHYL BENZYL ALCOHOL TO CUMENE HYDROPEROXIDE FORMED DURING THE CUMENE OXIDATION PROCESS

The disclosure concerns systems and methods for the production of phenol and acetone from cumene oxidation products. One method comprises reacting cumene and an oxidizing agent to produce a cumene oxidation product comprising cumene hydroperoxide and dimethyl benzyl alcohol, converting at least a portion of the dimethyl benzyl alcohol to cumene hydroperoxide by reacting the at least a portion of the dimethyl benzyl alcohol with hydrogen peroxide in both an organic phase and an aqueous to produce a converted cumene oxidation product, and cleaving the converted cumene oxidation product to produce an output product comprising one or more of phenol, acetone, and alpha-methylstyrene.

CONTROLLED CONVERSION OF DIMETHYL BENZYL ALCOHOL TO CUMENE HYDROPEROXIDE FORMED DURING THE CUMENE OXIDATION PROCESS

The disclosure concerns systems and methods for the production of phenol and acetone from cumene oxidation products. One method comprises reacting cumene and an oxidizing agent to produce a cumene oxidation product comprising cumene hydroperoxide and dimethyl benzyl alcohol, converting at least a portion of the dimethyl benzyl alcohol to cumene hydroperoxide by reacting the at least a portion of the dimethyl benzyl alcohol with hydrogen peroxide in both an organic phase and an aqueous to produce a converted cumene oxidation product, and cleaving the converted cumene oxidation product to produce an output product comprising one or more of phenol, acetone, and alpha-methylstyrene.