Method for producing quaternary ammonium salts

Abstract

This invention provides a manufacturing method that can produce high-purity quaternary ammonium salts with high yield. [Solution] A reaction step to obtain an ammonium halide compound by reacting a tertiary amine with a (substituted) benzyl halide compound, and the halide ions contained in the ammonium halide compound obtained in the reaction step are (C6F5)4B - SbF6 - PF6 - (CF3CF2)3PF3 - (C6F5)4Ga - A method for producing quaternary ammonium salts is used, which includes a salt exchange step in which the salt is exchanged in a solvent with at least one ion selected from the group consisting of trifluoromethanesulfonate anion and p-toluenesulfonate anion, and the entire process from the reaction step to the salt exchange step is carried out using a continuous production facility.

Claims

1. This is a method for producing a quaternary ammonium salt represented by general formula (1), A reaction step of reacting a tertiary amine with a (substituted) benzyl halide compound to obtain an ammonium halide compound, and a halide ion contained in the ammonium halide compound obtained in the reaction step is converted into a solvent in a salt exchange step with at least one ion selected from the group consisting of ６ CF ５ ), ４ B － , SbF ６ － , PF ６ － , (CF ３ CF ２ ), ３ PF ３ － , (C ６ F ５ ), ４ Ga － , trifluoromethanesulfonate anion, and p-toluenesulfonate anion. A method for producing quaternary ammonium salts, which involves using a continuous production facility to carry out the reaction process and the salt exchange process. 【Chemistry 1】 [In general formula (1), R １ and R ２ Each of these independently represents an alkyl group having 1 to 4 carbon atoms, and R ３ R represents an aryl group having 6 to 12 carbon atoms, which may have substituents on the aromatic ring. ４ represents one of the alkyl groups having 1 to 4 carbon atoms, alkenyl groups having 2 to 3 carbon atoms, or alkoxy groups having 1 to 4 carbon atoms, N represents a nitrogen atom, and X － is (C ６ F ５ ) ４ B － SbF ６ － , PF ６ － (CF ３ CF ２ ) ３ PF ３ － , (C ６ F ５ ) ４ Ga － This represents the trifluoromethanesulfonate anion or the p-toluenesulfonate anion.

2. A method for producing a quaternary ammonium salt according to claim 1, further comprising a solvent removal step of removing the solvent after the salt exchange step, wherein the steps from the reaction step to the solvent removal step are carried out using a continuous production facility.

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