Patent ID: 8039650

Claim:
A method for producing a tetraglycidylamino compound comprising forming a tetrahalohydrinamino compound through a ring-opening addition reaction between a diamine represented by formula (1): H 2 NCH 2 —R—CH 2 NH 2 (1) in which R represents a phenylene group or a cyclohexylene group, and an epihalohydrin represented by formula (2): in which R 1 represents a hydrogen atom or a methyl group, and X represents a chlorine atom or a bromine atom, hereinafter referred to as a halohydrin compound, and subjecting the halohydrin compound to a cyclization reaction, to thereby produce a tetraglycidylamino compound represented by formula (3): in which R represents a phenylene group or a cyclohexylene group, and R 1 represents a hydrogen atom or a methyl group, wherein the method comprises: (A) a ring-opening addition reaction comprising reacting a diamine represented by formula (1) with a stoichiometrically excess amount of an epihalohydrin represented by formula (2) in the presence of water, to thereby produce a halohydrin compound; (B) a cyclization reaction comprising reacting the halohydrin compound obtained in (A) with an alkali metal hydroxide in the co-presence of an onium salt compound, to thereby produce a first solution including a tetraglycidylamino compound represented by formula (3); (C) adding water to the first solution obtained in (B), to thereby dissolve, in water, an alkali metal halide by-produced during the cyclization reaction, and removing an aqueous layer including the alkali metal halide through phase separation, to thereby isolate an organic layer (1) including the tetraglycidylamino compound and unreacted epihalohydrin; (D) washing the organic layer (1) obtained in (C) with water, followed by phase separation, to thereby isolate an organic layer (2) including the tetraglycidylamino compound and unreacted epihalohydrin; (E) recovering, through evaporation, unreacted epihalohydrin from the organic layer (2) obtained in (D), to thereby isolate a crude tetraglycidylamino compound, dissolving the crude tetraglycidylamino compound in an organic solvent, and washing the resultant solution with water added thereto, followed by phase separation, to thereby isolate an organic layer (3) including the tetraglycidylamino compound; (F) recovering, through evaporation, the organic solvent from the organic layer (3) obtained in (E), to thereby isolate the tetraglycidylamino compound; and (G) adding an aqueous alkali metal hydroxide solution to the organic solvent recovered through evaporation in (F), and purifying the organic solvent through a thermal treatment, wherein the organic solvent purified through (G) is recycled.