Halcon International, Inc.

Redox Technologies Inc.

Other

Bayer Aktiengesellschaft

Celanese Gmbh

John Kollar

Gotz-Gerald Borger

Matthias Stenger

Joseph Lee Russell

A process is disclosed for the preparation of a dialkyl peroxide comprising reacting one or more members selected from the group consisting of an alkylating alcohol of the formula ROH, and an olefin of the formula (R)(R)C&#x2550;C(R)(R), wherein R is C&#x2013;Callyl, and R, R, R, and Rare independently selected from hydrogen and C&#x2013;Calkyl; with a hydroperoxide of the formula ROOH, wherein Ris C&#x2013;Callyl; in the presence of an effective amount of a substantially solid, insoluble, heterogenous acidic catalyst; followed by separation of the reaction mixture from said catalyst; wherein said catalyst has readily available acidity for organic reactions and exists in the solid phase in the processes of the invention, while the reactants in those processes, by contrast, exist in the liquid and/or gaseous phase, whence the catalyst is referred to as heterogeneous.

Preparation of dialkyl peroxides

The present invention relates to a process for the treatment of waste gas discharged from a cyclohexane oxidation reactor used in the manufacture of adipic acid, said waste gas containing mainly nitrogen, oxygen, carbon monoxide, carbon dioxide, acetic acid, and up to 10% by weight cyclohexane, as well as other gases or vapors, by (a) scrubbing the waste gas from the cyclohexane oxidation reactor with acetic acid in a first absorption step to reduce the amount of cyclohexane to a residual content of less than about 1% by weight, (b) scrubbing the waste gas from the first absorption step with water in a second absorption step to reduce the amount of acetic acid to a residual content of less than about 1% by weight, and (c) subjecting the scrubbed waste gas from the second absorption step to an oxidation step to oxidize carbon monoxide and other oxidizable components of the waste gas to carbon dioxide and water.

Process for treatment of waste gas from a cyclohexane oxidation reactor

The invention relates to a process for the oxidative preparation of C.sub.5 -C.sub.8 aliphatic dibasic acids by

Recycling process for the production of adipic acid and other aliphatic

The present invention relates to a process for the preparation of C.sub.5 -C.sub.8 aliphatic dibasic acids through oxidation of corresponding saturated cycloaliphatic hydrocarbons by

Process for the preparation of adipic acid and other aliphatic dibasic

In the preparation of ethylene glycol by reacting methanol, formaldehyde and an organic peroxide, improved yields of ethylene glycol are achieved by the reaction of portions of the total amounts of formaldehyde and peroxide to be reacted with methanol. Formaldehyde and peroxide are incrementally added to a liquid medium containing methanol in controlled amounts during the reaction to permit conversion of each portion of said formaldehyde and peroxide reactants prior to the next addition. The portions are added such that the concentration of glycol in the reaction medium to which a later portion is added is greater than that to which an earlier portion is added. The reaction is continued until all the formaldehyde and peroxide has been incrementally added to the reaction medium and subjected to reaction conditions for a suitable period of time.

Process for producing ethylene glycol

Ethylene glycol is prepared by reacting methanol, formaldehyde and from greater than 6 to about 25 weight percent of an organic peroxide in the presence of about 0.5 to about 35 weight percent of water based on the feed composition, the amount of water within said range being correlated with the peroxide content. The organic peroxide has the formula R--O--O--R.sup.1 wherein R and R.sup.1 are each an alkyl or aralkyl group having 3 to 12 carbon atoms.

Ethylene glycol is prepared by reacting methanol and an organic peroxide of the formula R--O--O--R.sub.1, wherein R and R.sub.1 are each an alkyl or aralkyl group having 3 to 12 carbon atoms, in the presence of a minor amount of a basic material. Preferably, formaldehyde is present as a reactant in the presence of water. The presence of the basic material reduces the hydrogen ions which are formed and thus reduces the amount of methylal produced.

Ethylene glycol is prepared by reacting methanol, formaldehyde and no more than 6 weight percent based on the feed composition of an organic peroxide in the presence of water. The organic peroxide has the formula R-O-O-R.sup.1 wherein R and R.sup.1 are each an alkyl or aralkyl group having 3 to 12 carbon atoms.

Production of ethylene glycol by reaction of methanol, an organic

A process for the industrial production of ethylene oxide and an aromatic acid by reacting oxygen with ethylene and a methyl aromatic compound in the liquid phase. Oxygen and ethylene are passed into a liquid mono or poly methyl aromatic compound and reacted therein to produce ethylene oxide and methyl aromatic oxidates. The aromatic oxidates are then further oxidized to produce aromatic acids. When the methyl aromatic compound used is toluene the acid produced is benzoic acid, from p-xylene, terephthalic acid is produced; from m-xylene isophthalic acid is produced; and from pseudocumene (1, 2, 4 trimethyl benzene) trimellitic acid is produced.

Process for the industrial production of ethylene oxide and aromatic acid

Glycol esters of an olefin are prepared by contacting an olefin and a molecular oxygen containing gas in a carboxylic acid medium in the presence of a catalyst. Selectivities to the desired glycol esters are improved by treating the viscous residue and the precursor light components separated from the oxidation effluent by contacting them with water. In a preferred embodiment both residue and precursor light components streams are fed to the same zone wherein they are converted to additional glycol.

Process for preparing glycols from their ester precursors

A polyhydric compound is produced by catalytically disproportionating a precursor which is a lower carboxylate ester of said compound containing at least one lower carboxylate group and at least one free hydroxyl group. Most preferably the invention relates to the production of a diol by the catalylic disproportionation of a lower carboxylate diester of the diol.

Method of producing polyhydric compounds

A polyhydric compound is produced by catalytically disproportionating a precursor which is a lower carboxylate ester of said compound containing at least one lower carboxylate group and at least one free hydroxyl group. Most preferably the invention relates to the production of a diol by the catalytic disproportionation of a lower carboxylate diester of the diol.

Oximes and hydroxylamines are prepared by reacting a primary amine, the amino group of which is attached to a primary or secondary carbon atom, with an organic hydroperoxide in the presence of a catalytic amount of a compound of Ti, V, Cr, Se, Zr, Nb, Mo, Te, Ta, W, Re, or U.

Process for preparing oximes and hydroxylamines

The present invention is concerned with the treatment of reaction mixtures which result from the metal catalyzed epoxidation of olefinically unsaturated compounds to the corresponding oxirane compound using organic hydroperoxides.

Process for treating reaction mixtures by chemical reduction

The acidic catalyst characteristics of a reaction mixture resulting from a catalytic epoxidation are reduced whereby dehydration of by-product alcohol is suppressed during subsequent work-up procedures. This reduction is effected by catalytic hydrogenation, chemical reduction or the addition of a basic material.

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Wyckoff, NJ, United States of America

John Kollar