Mitsubishi Gas Chemical Company, Inc.

Tsutomu Numoto

Masatoshi Echigo

Hisayuki Kuwahara

Shun Ogawa

Tadayoshi Takefumi

Hideharu Kurashima

Etsuo Urabe

Kuniaki Ageishi

Jyunichi Hisae

Tsuguji Kawabata

A diamine and an epihalohydrin are subjected to ring-opening addition reaction in the presence of water, to thereby produce a tetrahalohydrinamino compound (i.e., halohydrin compound). Thereafter, the halohydrin compound is reacted with an alkali metal hydroxide in the co-presence of a phase-transfer catalyst, to thereby allow cyclization reaction to proceed. An alkali metal halide by-produced during the cyclization reaction is dissolved in water and removed through phase separation. The resultant organic layer is washed with water for phase separation. Then, a crude tetraglycidylamino compound obtained by recovering unreacted epihalohydrin through evaporation is dissolved in an organic solvent and washed with water for phase separation. Subsequently, the organic solvent is recovered through evaporation under reduced pressure with heating, to thereby isolate a tetraglycidylamino compound (i.e., a product of interest). An aqueous alkali metal hydroxide solution is added to the organic solvent recovered through evaporation, followed by thermal treatment. The thus-purified organic solvent is recycled. This method can effectively produce, at low cost, a tetraglycidylamino compound (i.e., a product of interest) of reliable quality having low residual epihalohydrin and hydrolyzable halogen contents.

Process for producing tetraglycidylamino compound

The present invention provides a process for producing an amino composition by addition reaction between a polyamine and an unsaturated hydrocarbon compound in the presence of a strongly basic alkali metal catalyst to obtain an amino composition containing not more than 2% by weight of unreacted polyamine and preferably not more than 10 ppm of alkali metal.

Process for producing an amino composition

Provided is a process for producing a plasticizer ester characterized by previously removing dissolved oxygen in a starting alcohol, and then subjecting an organic acid or its anhydride and the alcohol to an esterification reaction in the presence of an organic metal compound catalyst, which process can substantially reduce formation of coloring impurities and can easily provide a plasticizer ester having a low degree of coloring. Further, a plasticizer ester having a high volume resistivity can easily be obtained by adding an alkaline aqueous solution to a reaction product obtained by an esterification reaction to conduct neutralization of an unreacted acid and hydrolysis of the catalyst, further blowing a carbon dioxide gas to convert the residual alkali into a carbonate, recovering an excess alcohol, and then conducting purification through finefiltration using a filter aid or further in combination with adsorption treatment.

Process for producing plasticizer esters

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Okayama, Japan

Tsutomu Numoto