A process for selective oxidation of dimethyl-1,1-biphenyl(s) to form methyl-1,1-biphenyl mono-carboxylic acid(s), which can be esterified to form plasticizers, comprising contacting a solution of dimethyl-1,1-biphenyl(s) in acetic acid in the presence of an oxidation catalyst and air under time and temperature conditions sufficient to oxidize the dimethyl-1,1-biphenyl(s) into one or more methyl-1,1-biphenyl mono-carboxylic acid(s) products, conducting at least one of (i) adding an antisolvent, or (ii) optimizing a total conversion of dimethyl-1,1-biphenyl(s) by oxidation based upon a molar ratio of dimethyl-1,1-biphenyl isomers, or (iii) precipitating the methyl-1,1-biphenyl mono-carboxylic acid(s) products by lowering the temperature, or (iv) decreasing the oxidation reaction temperature to enhance conversion of aldehydes over methyl functional groups, so as to limit over-oxidation of the dimethyl-1,1-biphenyl(s), wherein the oxidation reaction is conducted in the absence of bromide-containing catalysts.

A process for selective oxidation of dimethyl-1,1-biphenyl(s) to form methyl-1,1-biphenyl mono-carboxylic acid(s), which can be esterified to form plasticizers, comprising contacting a solution of dimethyl-1,1-biphenyl(s) in acetic acid in the presence of an oxidation catalyst and air under time and temperature conditions sufficient to oxidize the dimethyl-1,1-biphenyl(s) into one or more methyl-1,1-biphenyl mono-carboxylic acid(s) products, conducting at least one of (i) adding an antisolvent, or (ii) optimizing a total conversion of dimethyl-1,1-biphenyl(s) by oxidation based upon a molar ratio of dimethyl-1,1-biphenyl isomers, or (iii) precipitating the methyl-1,1-biphenyl mono-carboxylic acid(s) products by lowering the temperature, or (iv) decreasing the oxidation reaction temperature to enhance conversion of aldehydes over methyl functional groups, so as to limit over-oxidation of the dimethyl-1,1-biphenyl(s), wherein the oxidation reaction is conducted in the absence of bromide-containing catalysts.

The invention relates to a process for preparing a salt from diamine and dicarboxylic acid, the process comprising contacting a diamine gas, having a gas temperature T-gas, with a dicarboxylic acid, thereby forming a reaction mixture comprising diamine/dicarboxylic acid salt, wherein the dicarboxylic acid and the reaction mixture are kept at a temperature T-mixture of at least 10 C. below the lowest of the melting temperature of the dicarboxylic acid (Tm-acid) and the melting temperature of the resulting diamine/dicarboxylic acid salt (Tm-salt). The invention also relates to a process for preparing a polyamide comprising preparing a salt from diamine and dicarboxylic acid.

The invention relates to a process for preparing a salt from diamine and dicarboxylic acid, the process comprising contacting a diamine gas, having a gas temperature T-gas, with a dicarboxylic acid, thereby forming a reaction mixture comprising diamine/dicarboxylic acid salt, wherein the dicarboxylic acid and the reaction mixture are kept at a temperature T-mixture of at least 10 C. below the lowest of the melting temperature of the dicarboxylic acid (Tm-acid) and the melting temperature of the resulting diamine/dicarboxylic acid salt (Tm-salt). The invention also relates to a process for preparing a polyamide comprising preparing a salt from diamine and dicarboxylic acid.

This disclosure relates to methods for producing purified aromatic esters useful as plasticizers, to the purified aromatic esters, and to polymer compositions containing the purified esters. The purified aromatic esters can be produced by esterifying carboxylic acid with methyl or ethyl alcohol, separating the resulting methyl or ethyl esters from the carboxylic acid and any byproduct impurities, and then transesterifying the methyl or ethyl esters with C.sub.4 to C.sub.14 alcohol to produce the purified aromatic esters. Additionally, precipitation, filtration, and wash steps can be employed to purify the carboxylic acid, the methyl or ethyl alcohol, and/or the aromatic esters.

This disclosure relates to methods for producing purified aromatic esters useful as plasticizers, to the purified aromatic esters, and to polymer compositions containing the purified esters. The purified aromatic esters can be produced by esterifying carboxylic acid with methyl or ethyl alcohol, separating the resulting methyl or ethyl esters from the carboxylic acid and any byproduct impurities, and then transesterifying the methyl or ethyl esters with C.sub.4 to C.sub.14 alcohol to produce the purified aromatic esters. Additionally, precipitation, filtration, and wash steps can be employed to purify the carboxylic acid, the methyl or ethyl alcohol, and/or the aromatic esters.

The method according to this disclosure is a method for separating an unsaturated hydrocarbon having 2 or 3 carbon atoms and a halogenated unsaturated carbon compound formed by replacing at least one of hydrogen atoms included in the unsaturated hydrocarbon with a fluorine atom, from each other and is a method for selectively adsorbing either the unsaturated hydrocarbon or the halogenated unsaturated carbon compound by a porous coordination polymer that includes a metallic ion having a valence of 2 to 4 and an aromatic anion having 1 to 6 aromatic ring(s).

A process for selective oxidation of dimethyl-1,1-biphenyl to form methyl-1,1-biphenyl mono-carboxylic acid(s), comprising contacting a solution of dimethyl-1,1-biphenyl in acetic acid solvent in the presence of a Co(II) acetate catalyst and air, and optionally adding a co-solvent, or adding sodium or potassium acetate, and oxidizing the dimethyl-1,1-biphenyl under time and temperature conditions sufficient to form one or more methyl-1,1-biphenyl mono-carboxylic acid(s). The mono-carboxylic acids are advantageously isolated and esterified to form biphenyl mono-esters for use as plasticizers.

A process for selective oxidation of dimethyl-1,1-biphenyl to form methyl-1,1-biphenyl mono-carboxylic acid(s), comprising contacting a solution of dimethyl-1,1-biphenyl in acetic acid solvent in the presence of a Co(II) acetate catalyst and air, and optionally adding a co-solvent, or adding sodium or potassium acetate, and oxidizing the dimethyl-1,1-biphenyl under time and temperature conditions sufficient to form one or more methyl-1,1-biphenyl mono-carboxylic acid(s). The mono-carboxylic acids are advantageously isolated and esterified to form biphenyl mono-esters for use as plasticizers.

A process for selective oxidation of dimethyl-1,1-biphenyl(s) to form methyl-1,1-biphenyl mono-carboxylic acid(s), which can be esterified to form plasticizers, comprising contacting a solution of dimethyl-1,1-biphenyl(s) in acetic acid in the presence of an oxidation catalyst and air under time and temperature conditions sufficient to oxidize the dimethyl-1,1-biphenyl(s) into one or more methyl-1,1-biphenyl mono-carboxylic acid(s) products, conducting at least one of (i) adding an antisolvent, or (ii) optimizing a total conversion of dimethyl-1,1-biphenyl(s) by oxidation based upon a molar ratio of dimethyl-1,1-biphenyl isomers, or (iii) precipitating the methyl-1,1-biphenyl mono-carboxylic acid(s) products by lowering the temperature, or (iv) decreasing the oxidation reaction temperature to enhance conversion of aldehydes over methyl functional groups, so as to limit over-oxidation of the dimethyl-1,1-biphenyl(s), wherein the oxidation reaction is conducted in the absence of bromide-containing catalysts.