Abstract:
A process for producing an alkylbenzene hydroperoxide from an alkylbenzene solution containing 0.01 to 10 mmol/kg of phenols by subjecting the solution to oxidation with an oxygen-containing gas, including allowing a compound represented by formula (I) to be present in the alkylbenzene solution: wherein R1, R2, R3, R4 and R5 independently represent a hydrogen atom, an alkyl group or an aryl group and may combine with each other to form a non-aromatic ring, the molar ratio of the compound represented by formula (I) to the phenols in the alkylbenzene solution being 0.4 mol/mol or higher; is advantageous in providing economical and high-yield production of an alkylbenzene hydroperoxide.
Abstract:
The purpose of the present invention is to provide an advantageous non-barbotage method for oxidation of hydrocarbons, that, when implemented in various embodiments thereof, provides significantly higher selectivity, a greater level of safety, lower capital costs, etc., than conventional oxidation processes utilizing the barbotage technique. The essence of the inventive non-barbotage oxidation process is ensuring that the oxidizing agent delivered to the process reactor undergoes continued contact only with exposed surfaces of the liquid phase of the hydrocarbons being oxidized configured as at least one of: formed liquid phase thin film(s), liquid phase continuous stream(s), and/or liquid phase globule (e.g., droplets, etc.) stream(s), preferably, with the surface area(s) of the exposed surface(s) being maximized to increase contact with an oxidizing agent being directed thereto, to ensure that the inventive oxidation reaction occurs at the border between liquid and gas phases, such that the oxidation reaction effectively occurs by way of contact of the oxidizing agent (e.g., oxygen) from the gas phase with exposed surface(s) of the liquid phase of the hydrocarbons being oxidized. The inventive non-barbotage oxidation process may be implemented in a single reactor, or in plural sequential reactors, and may be implemented both in a stand-alone configuration, and in combination with various conventional barbotage methods for oxidation of hydrocarbons.
Abstract:
A process for producing an alkylbenzene hydroperoxide from an alkylbenzene solution containing 0.01 to 10 mmol/kg of phenols by subjecting the solution to oxidation with an oxygen-containing gas, including allowing a compound represented by formula (I) to be present in the alkylbenzene solution: wherein R1, R2, R3, R4 and R5 independently represent a hydrogen atom, an alkyl group or an aryl group and may combine with each other to form a non-aromatic ring, the molar ratio of the compound represented by formula (I) to the phenols in the alkylbenzene solution being 0.4 mol/mol or higher; is advantageous in providing economical and high-yield production of an alkylbenzene hydroperoxide.
Abstract:
A method for treating tar separated from a liquid containing an aromatic hydroxybenzene obtained by acidolysis of a liquid containing an aromatic hydroperoxide, which comprises dissolving the tar with an alkaline aqueous solution.
Abstract:
Improved methods for the simultaneous production of dihydroxybenzene and dicarbinol from diisopropylbenzene are provided. These methods provide for continuous and simultaneous production of diisopropylbenzene dihydroperoxide (DHP) and diisopropylbenzene hydroxyhydroperoxide (HHP) using Karr Column extractors operated in series. A very high purity DHP-containing solution, the precursor to the dihydroxybenzene, can be produced according to the reported methods. A safe and efficient method for producing dicarbinol from HHP is also disclosed.
Abstract:
A method for producing aryl alkyl hydroperoxides which comprises selectively oxidizing an aryl alkyl hydrocarbon having the formula: ##STR1## wherein P and Q are hydrogen or an alkyl and may be the same or different from each other; x is an integer of 1-3; and Ar is an aromatic hydrocarbon group having a valence of x, with an oxygen-containing gas in the presence of a transition metal complex which contains, as a ligand, a cyclic polyfunctional amine compound having at least three nitrogen atoms in the ring forming molecular chain or an open chain polyfunctional amine compound having at least three nitrogen atoms in the main chain of the molecule.
Abstract:
Disclosed is a process for the preparation of aromatic hydroperoxides comprising contacting two liquid phases comprising an oily phase containing an aromatic compound having a secondary alkyl group and a basic aqueous phase under agitation with a molecular oxygen-containing gas in the presence of a copper compound catalyst such as an inorganic salt or organic acid salt of copper, thereby to oxidize the aromatic compound to a corresponding aromatic hydroperoxide, wherein the liquid phase catalytic oxidation is carried out while maintaining the catalyst concentration in the liquid phases at 0.005 to 10 ppm as the copper atom and the pH value of the basic aqueous phase at 7.6 to 10. According to this process, by adoption of the above-mentioned specific catalyst concentration and pH value in combination, the rate of oxidation of the aromatic compound is increased and the selectivity to the hydroperoxide is improved.
Abstract:
Separation of diisopropylbenzene dihydroperoxide from a diisopropylbenzene oxidation reaction mixture by treating the reaction mixture with concentrated alkali metal hydroxide and recovering the alkali metal salt of diisopropylbenzene dihydroperoxide in high purity and good yield, and subsequently converting the salt to diisopropylbenzene dihydroperoxide.
Abstract:
Isopropylphenyl esters are converted to di- or tri-hydric phenols via a novel autoxidation of the esters at high conversion rates to the corresponding hydroperoxyisopropylphenyl esters in the presence of a catalyst combination comprising at least two members selected from the group consisting of (i) a metal phthalocyanine; (ii) a di-tertiary alkyl peroxide; and (iii) a tertiary alkyl hydroperoxide.Rearrangement of the hydroperoxyisopropylphenyl esters to the corresponding hydroxyphenyl esters and the hydrolysis of the latter compounds provides the phenols in overall yields (from the starting esters) heretofore not obtainable. Novel bis(hydroperoxyisopropylphenyl)carbonates are described which are attractive intermediates for the intermediate bisphenol carbonate or the final hydroquinone hydrolysis product.
Abstract:
Metallo phthalocyanines which have been rendered water soluble by substituting an alkali metal or alkaline earth metal sulfate or carboxylate salt onto the phthalocyanine structure have been found to be effective catalysts for the oxidation of aromatic compounds having benzylic carbon atoms to form the corresponding hydroperoxides.