KR101614541B1 - Onium salt composition - Google Patents

Abstract

The present invention relates to an onium salt represented by the general formula (1) and an onium salt composition containing an organic base.

≪ Formula 1 >

Q ⁺ A ^-

(Wherein Q ⁺ represents an onium ion and A ^- represents a PF ₆ ^- ).

An onium salt, an onium ion, an onium salt composition, an organic base

Description

Onium salt composition {ONIUM SALT COMPOSITION}

The present invention relates to an onium salt composition.

An onium salt having a hexafluorophosphate anion (PF ₆ ^- ) is widely used as an electrolyte for an electrochemical device such as an electric double layer capacitor, a surfactant, a phase transfer catalyst, an antistatic agent, a bactericide and the like. However, since the onium salt is easily hygroscopic and easily hydrolyzed, hydrolysis is caused by a trace amount of moisture that can not be avoided in the preservation phase or in the handling phase, so that the onion salt has a toxic and corrosive There is a problem that hydrogen is generated.

An onium salt having, Japanese Patent Application Laid-Open No. 2001-48846 discloses a PF ₆ coated with a specific solvent ^{- -} a good storage stability of the PF _6, but the onium salt having been disclosed, coated with these particular solvents PF ₆ ^- And hydrolysis was caused by a trace amount of water at 60 DEG C or higher, and the stability was not sufficient.

DISCLOSURE OF THE INVENTION <

The present invention

<1> An onium salt composition comprising an onium salt represented by the formula (1) and an organic base;

Q ⁺ A ^-

(Wherein Q ⁺ represents an onium ion and A ^- represents a PF ₆ ^- ).

&Lt; 2 > The onion composition according to claim 1, further comprising a solvent;

The onium salt composition according to claim 1 or 2, wherein the onium ion is a quaternary ammonium cation or a quaternary phosphonium cation;

4. The onium salt composition according to any one of claims 1 to 3, wherein the organic base is a tertiary amine or a tertiary phosphine;

5. The onium salt composition according to claim 4, wherein the tertiary amine is at least one selected from the group consisting of aliphatic tertiary amines, aromatic tertiary amines, pyridines and imidazoles;

The onium salt composition according to any one of claims 1 to 5, wherein the content of the organic base is 10 to 5000 ppm based on the onium salt represented by Formula 1;

<7> A method for stabilizing an onium salt, which comprises mixing an onium salt represented by the general formula (1) with an organic base;

<8> A method of preserving an onium salt characterized by preserving an onium salt represented by the formula (1) in the presence of an organic base.

The onium salt composition of the present invention does not generate hydrogen fluoride due to a trace amount of hydrolysis by moisture and heat, and is useful for handling and maintaining stability in long-term storage.

BEST MODE FOR CARRYING OUT THE INVENTION [

Examples of the onium ion represented by Q ⁺ in the general formula of the onium salt represented by the general formula (1) (hereinafter referred to as the onium salt (1)) include quaternary ammonium cations and quaternary phosphonium cations.

Examples of quaternary ammonium cations include tetraalkylammonium cations, pyrrolidinium cations, morpholinium cations, imidazolium cations, tetrahydropyrimidium cations, piperazinium cations, piperidinium cations and pyridinium cations . Examples of the quaternary phosphonium cation include a tetraalkylphosphonium cation.

Examples of the tetraalkylammonium cation include tetramethylammonium cation, tetraethylammonium cation, tetrapropylammonium cation, tetrabutylammonium cation, tetrapentylammonium cation, tetrahexylammonium cation, tetraheptylammonium cation, tetraoctylammonium cation, tetranylammonium cation , Tetradecylammonium cation, tetradodecylammonium cation, ethyltrimethylammonium cation, diethyldimethylammonium cation, triethylmethylammonium cation, tetraethylammonium cation, trimethylpropylammonium cation, trimethylisopropylammonium cation, ethyldimethylpropylammonium cation, , Ethyldimethylisopropylammonium cation, diethylmethylpropylammonium cation, diethylmethylisopropylammonium cation, dimethyldipropylammonium cation, dimethylpropylisopropylammonium cation, dimethyldiiso A tertiary butylammonium cation, a tert-butylammonium cation, an ethylmethyldipropylammonium cation, an ethylmethyldiisopropylammonium cation, an ethylmethyldiisopropylammonium cation, an ethylmethyldiisopropylammonium cation, an ethylmethyldiisopropylammonium cation, Butylethyldimethylammonium cation, butylethyldimethylammonium cation, isobutylethyldimethylammonium cation, tert-butylethyldimethylammonium cation, diethyldipropylammonium cation, diethylpropyldiisopropylammonium cation, diethyldiisopropylammonium cation, methyltripropylammonium cation, , Methyldipropylisopropylammonium cation, methylpropyldiisopropylammonium cation, butyltriethylammonium cation, isobutyltriethylammonium cation, tert-butyltriethylammonium cation, dibutyldimethylammonium cation, diisobutyldimethylammonium cation, , Di tert- Butyl isobutyldimethylammonium cation, butyl-tert-butyldimethylammonium cation, isobutyl-tert-butyldimethylammonium cation, and trioctylmethylammonium cation.

Examples of the pyrrolidinium cation include 1,1-dimethylpyrrolidinium cation, 1-ethyl-1-methylpyrrolidinium cation, 1,1-diethylpyrrolidinium cation, 1,1,2-trimethylpyrrolidinium cation, Ethyl-1,2-dimethylpyrrolidinium cation, 1-ethyl-1,3-dimethylpyrrolidinium cation, 2-ethyl-1,1-dimethylpiperidine, Ethyl-1,1-dimethylpyrrolidinium cation, 1,1-diethyl-2-methylpyrrolidinium cation, 1,1-diethyl-3-methylpyrrolidinium cation, Diethyl-1-methylpyrrolidinium cation, 1,3-diethyl-1-methylpyrrolidinium cation, 1,1,2-triethylpyrrolidinium cation, 1,1,3- 1,1,2,2-tetramethylpyrrolidinium cation, 1,1,2,3-tetramethylpyrrolidinium cation, 1,1,2,4-tetramethylpyrrolidinium cation, 1, 2, 3-tetramethylpyrrolidinium cation, , 1,2,5-tetramethylpyrrolidinium cation, 1,1,3,4-tetramethylpyrrolidinium cation, 1,1,3,3-tetra Methylpyrrolidinium cation, 1,1-dimethylpyrrolidinium cation, 1-ethyl-1-methylpyrrolidium cation, 1,1-diethylpyrrolidinium cation, 1,1,2- Ethyl-1,2-dimethylpyrrolidinium cation, 1-ethyl-1,3-dimethylpyrrolidinium cation, 2-ethyl-1,1-dimethylpyrrolidinium cation, Ethyl-1,1-dimethylpyrrolidinium cation, 1,1-diethyl-2-methylpyrrolidinium cation, 1,1-diethyl-3-methylpyrrolidinium cation, 1,2- Diethyl-1-methylpyrrolidinium cation, 1,3-diethyl-1-methylpyrrolidinium cation, 1,1,2-triethylpyrrolidinium cation, 1,1,3-triethylpyrrolidinium A cation, a 1,1,2,2-tetramethylpyrrolidinium cation, a 1,1,2,3-tetramethylpyrrolidinium cation, a 1,1,2,4-tetramethylpyrrolidinium cation, a 1,1,2,3-tetramethylpyrrolidinium cation, , 2,5-tetramethylpyrrolidinium cation, 1,1,3,4-tetramethylpyrrolidinium cation, 1,1,3,3-tetramethylpiperidine Ethyl-1,1,2-trimethylpyrrolidinium cation, 2-ethyl-1,1,3-trimethylpyrrolidinium cation, 3-ethyl-1,1,2-trimethylpyrrolidinium cation, Ethyl-1,1,3-trimethylpyrrolidinium cation, 2-ethyl-1,1,4-trimethylpyrrolidinium cation, 4-ethyl-1,1,2-trimethylpyrrolidinium cation, Ethyl-1,1,5-trimethylpyrrolidinium cation, 5-ethyl-1,1,2-trimethylpyrrolidinium cation, 3-ethyl-1,1,4-trimethylpyrrolidinium cation, 4- Ethyl-1,1,3-trimethylpyrrolidinium cation, 1-ethyl-1,2,2-trimethylpyrrolidinium cation, 1-ethyl-1,2,3-trimethylpyrrolidinium cation, 1-ethyl-1,2,4-trimethylpyrrolidinium cation, 1-ethyl-1,2,5-trimethylpyrrolidinium cation, 1-ethyl- Dimethylpyrrolidinium cation, 2,2-diethyl-1,1-dimethylpyrrolidinium cation, 2,3-diethyl-1,1-dimethylpyrrolidinium cation, 3,3- Ethyl-1,1-dimethylpyrrolidinium cation, 2,4-diethyl-1,1-dimethylpyrrolidinium cation, 2,5-diethyl-1,1-dimethylpyrrolidinium cation, 3,4- Diethyl-1,1-dimethylpyrrolidinium cation, 1,2-diethyl-1,2-dimethylpyrrolidinium cation, 1,2-diethyl-1,3-dimethylpyrrolidinium cation, 1,3 Diethyl-1,2-dimethylpyrrolidinium cation, 1,3-diethyl-1,3-dimethylpyrrolidinium cation, 1,2-diethyl-1,4-dimethylpyrrolidinium cation, Diethyl-1,2-dimethylpyrrolidinium cation, 1, 2-diethyl-1,5-dimethylpyrrolidinium cation, 1,5-diethyl- , 3-diethyl-1,4-dimethylpyrrolidinium cation, 1,1,2,2,3-pentamethylpyrrolidinium cation, 1,1,2,2,4-pentamethylpyrrolidinium cation, 1,1,2,2,5-pentamethylpyrrolidinium cation, 1,1,2,3,4-pentamethylpyrrolidinium cation, 1,1,2,3,5-pentamethylpyrrolidinium cation , 1,1,3,3,4-pentamethylpyrrolidinium cation, 1,1,3,3,5 - pentamethylpyrrolidinium cation, 1-ethyl-1,2,2,3-tetramethylpyrrolidinium cation, 1-ethyl-1,2,2,4-tetramethylpyrrolidinium cation, 1-ethyl- 1,2,2,5-tetramethylpyrrolidinium cation, 1-ethyl-1,2,3,4-tetramethylpyrrolidinium cation, 1-ethyl-1,2,3,5-tetramethylpiperidine 1-ethyl-1,2,4,5-tetramethylpyrrolidinium cation, 1-ethyl-1,3,3,4-tetramethylpyrrolidinium cation, 1-ethyl- Tetramethylpyrrolidinium cation, 1-ethyl-1,3,4,5-tetramethylpyrrolidinium cation, 2-ethyl-1,1,2,3-tetramethylpyrrolidinium cation, 2 Ethyl-1,1,2,4-tetramethylpyrrolidinium cation, 2-ethyl-1,1,2,5-tetramethylpyrrolidinium cation, 2-ethyl-1,1,3,3-tetra Ethyl-1,1,3,4-tetramethylpyrrolidinium cation, 2-ethyl-1,1,3,5-tetramethylpyrrolidinium cation, 2-ethyl-1, Tetramethylpyrrolidinium cation, 2-ethyl-1, 1, 4, Ethyl-1,1,5,5-tetramethylpyrrolidinium cation, 3-ethyl-1,1,2,2-tetramethylpyrrolidinium cation, 3-ethyl -1,1,2,3-tetramethylpyrrolidinium cation, 3-ethyl-1,1,2,4-tetramethylpyrrolidinium cation, 3-ethyl-1,1,2,5-tetramethylpiperidine cation Ethyl-1,1,3,4-tetramethylpyrrolidinium cation, 3-ethyl-1,1,4,4-tetramethylpyrrolidinium cation, 3-ethyl-1,1, Tetramethylpyrrolidinium cation, 1,1,2,2,3,3-hexamethylpyrrolidinium cation, 1,1,2,2,3,4-hexamethylpyrrolidinium cation, 1 , 1,2,2,3,5-hexamethylpyrrolidinium cation, 1,1,2,2,4,4-hexamethylpyrrolidinium cation, 1,1,2,2,4,5-hexa Methylpyrrolidinium cation, 1,1,2,2,5,5-hexamethylpyrrolidinium cation, 1,1,2,3,3,4-hexamethylpyrrolidinium cation, 1,1,2,2,5,5-hexamethylpyrrolidinium cation, 3,3,5-hexamethylpyrrolidinium cation, 1,1,2,3,4,4-hexamethylpyrrolidinium cation, 1,1,2,3,5,5-hexamethyl And 1,1-dialkylpyrrolidinium cations having an alkyl group at the carbon atom of the pyrrolidine ring such as a 1,1,2,3,4,5-hexamethylpyrrolidinium cation .

Examples of the morpholinium cation include 4,4-dimethylmorpholinium cation, 4-ethyl-4-methylmorpholinium cation, 4,4-diethylmorpholinium cation, 3,4,4-trimethylmorpholinium cation, Dimethyl 2,4-dimethylmorpholinium cation, 2,4,4-trimethylmorpholinium cation, 3-ethyl-4,4-dimethylmorpholinium cation, 3,4- 3-methyl-4,4-diethylmorpholinium cation, 2,4-dimethyl-4-ethylmorpholinium cation, 2-methyl- Diethyl-4-methylmorpholinium cation, 2,4-diethyl-4-methylmorpholinium cation, 3,4,4-triethylmorpholinium cation, 2,4,4- 3,3,4,4-tetramethylmorpholinium cation, 2,3,4,4-tetramethylmorpholinium cation, 2,4,4,5-tetramethylmorpholinium cation, 3,3,4,4-tetramethylmorpholinium cation, , 4,4,5-tetramethylmorpholinium cation, 2,2,4,4-tetramethylmorpholinium cation, 2,4,4,6-tetra Methylmorpholinium cation, 2,4,4-trimethyl-3-ethylmorpholinium cation, 2-ethyl-3,4,4-trimethylmorpholinium cation, 2,4,4-trimethyl- Ethyl-4,4,5-trimethylmorpholinium cation, 3-ethyl-4,4,6-trimethylmorpholinium cation, 2-ethyl- Ethyl-4,4,6-trimethylmorpholinium cation, 2,3-dimethyl-4,4-diethylmorpholinium cation, 2,5-dimethyl-4,4- Diethylmorpholinium cation, 2,6-dimethyl-4,4-diethylmorpholinium cation, 2,4-dimethyl-3,4-diethylmorpholinium cation, Diethyl-3,4-dimethylmorpholinium cation, 2,4-dimethyl-4,5-diethylmorpholinium cation, 2,4-diethyl-4,5-dimethylmorpholine Diethyl-4,5-dimethylmorpholinium cation, 2,4-diethyl-4,6-dimethylmorpholinium cation, 2,3-diethyl-4,4-dimethyl Morpholinium amount Diethyl 4,4-dimethylmorpholinium cation, 3,5-diethyl-4,4-dimethylmorpholinium cation, 2,6-diethyl-4,4-dimethyl Morpholinium cations, 2,3,4,4,6-pentamethylmorpholinium cations, 2,3,4,4,5-pentamethylmorpholinium cations, 2,6,4,4-tetramethyl- Ethylmorpholinium cation, 2,4,4,5-tetramethyl-3-ethylmorpholinium cation, 2-ethyl-3,4,4,6-tetramethylmorpholinium cation, 2-ethyl- Tetramethylmorpholinium cation, 2,3,4,4,5,6-hexamethylmorpholinium cation, and the like, which have an alkyl group at the carbon atom of the morpholine ring. And a polonium cation.

Examples of the imidazolium cation include a 1,3-dimethylimidazolium cation, a 1-ethyl-3-methylimidazolium cation, a 1,3-diethylimidazolium cation, a 1,2,3-trimethylimidazolium cation, Ethyl-2,3-dimethylimidazolium cation, 1-ethyl-3,4-dimethylimidazolium cation, 1-ethyl-3,5-dimethylimidazolium cation, Ethyl-1,3-dimethylimidazolium cation, 1,4-ethyl-1,3-dimethylimidazolium cation, 1,2-diethyl-3-methylimidazolium cation, 1,4 Diethyl-3-methylimidazolium cation, 1,5-diethyl-3-methylimidazolium cation, 1,3-diethyl-2-methylimidazolium cation, -Methylimidazolium cation, a 1,2,3-triethylimidazolium cation, a 1,3,4-triethylimidazolium cation, a 1,2,3,4-tetramethylimidazolium cation, a 1- Ethyl-2,3,4-trimethylimidazolium cation, 1-ethyl-2,3,5-trimethylimidazolium cation, 1-ethyl-3 , 4,5-trimethylimidazolium cation, 2-ethyl-1,3,4-trimethylimidazolium cation, 4-ethyl-1,2,3-trimethylimidazolium cation, Dimethylimidazolium cation, 1,3-diethyl-2,4-dimethylimidazolium cation, 1,4-diethyl-2,3-dimethylimidazolium cation, 2,4-diethyl 1,3-dimethylimidazolium cation, 4,5-diethyl-1,3-dimethylimidazolium cation, 1,2,3-triethyl-4-methylimidazolium cation, Triethyl-3-methylimidazolium cation, 1,2,5-triethyl-3-methylimidazolium cation, 1,3,4-triethyl-2-methylimidazolium cation, Triethyl-5-methylimidazolium cation, 1,4,5-triethyl-3-methylimidazolium cation, 1,2,3,4,5-pentamethylimidazolium cation, 1-methyl 1,3-dialkylimidazolium cations having an alkyl group at the carbon atom of the imidazole ring such as imidazolium cation and the like.

Examples of the tetrahydropyrimidium cation include 1,3-dimethyltetrahydropyrimidium cation, 1-ethyl-3-methyltetrahydropyrimidinium cation, 1,3-diethyltetrahydropyrimidium cation, 1,2,3-trimethyltetra 1-ethyl-2,3-dimethyltetrahydropyrimidium cation, 1-ethyl-2,3-dimethyltetrahydropyrimidinium cation, 1,3,5-trimethyltetrahydropyrimidinium cation, Ethyl-3,5-dimethyltetrahydropyrimidium cation, 1-ethyl-3,6-dimethyltetrahydropyrimidium cation, 2-ethyl-1,3-dimethyl Ethyl-1,3-dimethyltetrahydropyrimidium cation, 5-ethyl-1,3-dimethyltetrahydropyrimidium cation, 1,2,3,4-tetramethyltetrahydropyrimidium cation, Cation, a 1,2,3,5-tetramethyltetrahydropyrimidium cation, a 1-ethyl-2,3,4-tri Methyltetrahydropyrimidium cation, 1-ethyl-2,3,5-trimethyltetrahydropyrimidinium cation, 1-ethyl-2,3,6-trimethyltetrahydropyrimidium cation, 2-ethyl-1,3,4 Ethyl-1,3,5-trimethyltetrahydropyrimidium cation, 4-ethyl-1,2,3-trimethyltetrahydropyrimidium cation, 4-ethyl- Ethyl-1,3,6-trimethyltetrahydropyrimidium cation, 5-ethyl-1,2,3-trimethyltetrahydropyrimidium cation, 5-ethyl-1,3 , 4-trimethyltetrahydropyrimidium cation, 1,2-diethyl-3,4-dimethyltetrahydropyrimidium cation, 1,2-diethyl-3,5-dimethyltetrahydropyrimidium cation, Diethyl-3,6-dimethyltetrahydropyrimidium cation, 1,3-diethyl-2,4-dimethyltetrahydropyrimidium cation, 1,3-diethyl-2,5- Diethyl-2,3-dimethyltetrahydropyrimidium cation, 1,4-diethyl-3,5-dimethyltetrahydropyrimidium cation, 1,4-diethyl- Dimethyltetrahydropyrimidium cation, 1,5-diethyl-2,3-dimethyltetrahydropyrimidinium cation, 1,5-diethyl-3,4-dimethyltetrahydropyrimidium cation, 1,5- Dimethyltetrahydropyrimidium cation, 2,4-diethyl-1,3-dimethyltetrahydropyrimidium cation, 2,5-diethyl-1,3-dimethyltetrahydropyrimidium cation, 4,5 Diethyl-1,3-dimethyltetrahydropyrimidium cation, 4,6-diethyl-1,3-dimethyltetrahydropyrimidium cation, 1,2,3,4,5-pentamethyltetrahydropyrimidium cation , 1,2,3,4,6-pentamethyltetrahydropyrimidium cation, 1,2,3,4,5,6-hexamethyltetrahydropyrimidium cation, and the like can be used to form an alkyl group at the carbon atom of the tetrahydropyrimidine ring The 1,3- Alkyl may be mentioned tetrahydropyrimidin Medium cation.

Examples of the piperazinium cation include 1,1,4,4-tetramethylpiperazinium cation, 1-ethyl-1,4,4-trimethylpiperazinium cation, 1,1-diethyl-4,4-dimethylpiperazine Tetramethylpiperazinium cation, 1,1,4-triethyl-4-methylpiperazinium cation, 1,1,4,4-tetraethylpiperazinium cation, 1,1,2,4,4-pentamethylpiperazinium A cation, a 1,1,3,4,4-pentamethylpiperazinium cation, a 1,1,2,3,4,4-hexamethylpiperazinium cation, a 1,1,2,4,4,5- Hexamethylpiperazinium cation, 1,1,2,4,4,6-hexamethylpiperazinium cation, 1,1,3,4,4,5-hexamethylpiperazinium cation, 1-ethyl-1 , 2,4,4-tetramethylpiperazinium cation, 1-ethyl-1,3,4,4-tetramethylpiperazinium cation, 2-ethyl-1,1,4,4-tetramethylpiperazinium 1-ethyl-1,2,4,4-tetramethylpiperazinium cation, 1-ethyl-1,3,4,4-tetramethylpiperazinium cation, 1,1-diethyl- , 4-trimethylpiperazinium cation, 1,4-diethyl-1,2,4-trimethylpiperazine Such as an alkylsulfonyloxy group, an alkylsulfonyloxy group, an arylsulfonylsulfonyl group, an arylsulfonylsulfonyl group, a sulfonylsulfonylsulfonyl group, a sulfonylsulfonylsulfonyl group, a sulfonylsulfonylsulfonyl group, a sulfonylsulfonylsulfonyl group, And 1,1,4,4-tetraalkylpiperazinium cations having an alkyl group having 1 to 4 carbon atoms.

Examples of the piperidinium cations include 1,1-dimethylpiperidinium cation, 1-ethyl-1-methylpiperidinium cation, 1,1-diethylpiperidinium cation, 1,1,2-trimethylpiperidinium cation, 1,1,3-trimethylpiperidinium cation, 1,1,4-trimethylpiperidinium cation, 1,1,2,2-tetramethylpiperidinium cation, 1,1,2,3-tetramethylpiperidine cation Tetramethylpiperidinium cation, 1,1,2,5-tetramethylpiperidinium cation, 1,1,2,6-tetramethylpiperidinium cation, 1, 1, 2, , 1,3,3-tetramethylpiperidinium cation, 1,1,3,4-tetramethylpiperidinium cation, 1,1,3,5-tetramethylpiperidinium cation, 1-ethyl-1, Ethyl-1,3-dimethylpiperidinium cation, 1-ethyl-1,4-dimethylpiperidinium cation, 1-ethyl-1,2,3-trimethylpiperidinium cation, A 1-ethyl-1,2,4-trimethylpiperidinium cation, a 1-ethyl-1,2,5-trimethylpiperidinium cation Trimethylpiperidinium cation, 1-ethyl-1,3,4-trimethylpiperidinium cation, 1-ethyl-1,3,5-trimethylpiperidinium cation, Diethyl-2-methylpiperidinium cation, a 1,1-diethyl-3-methylpiperidinium cation, a 1,1-diethyl-4-methylpiperidinium cation, Diethyl-2,3-dimethylpiperidinium cation, 1,1-diethyl-2,4-dimethylpiperidinium cation, 1,1-diethyl-2,5-dimethylpiperidinium cation, 1,1 Diethyl-2,6-dimethylpiperidinium cation, 1,1-diethyl-3,4-dimethylpiperidinium cation, 1,1-diethyl-3,5-dimethylpiperidinium cation, 2- Ethyl-1,1,3-trimethylpiperidinium cation, 2-ethyl-1,1,4-trimethylpiperidinium cation, 2-ethyl-1,1,5-trimethylpiperidinium cation, Ethyl-1,1,2-trimethylpiperidinium cation, 3-ethyl-1,1,4-trimethylpiperidinium cation, 3-ethyl-1,1,1-trimethylpiperidinium cation, 1,5-trimethylpiperidine Ethyl-1,1,6-trimethylpiperidinium cation, 4-ethyl-1,1,2-trimethylpiperidinium cation, 4-ethyl-1,1,3-trimethylpiperidinium cation , 1,2-diethyl-1,3-dimethylpiperidinium cation, 1-ethyl-1,2,4-trimethylpiperidinium cation, 1,2-diethyl-1,5-dimethylpiperidinium cation , 1,2-diethyl-1,6-dimethylpiperidinium cation, 1,3-diethyl-1,5-dimethylpiperidinium cation, 1,3-diethyl-1,4-dimethylpiperidinium Diethyl-1,5-dimethylpiperidinium cation, 1,3-diethyl-1,6-dimethylpiperidinium cation, 1,4-diethyl-1,2-dimethylpiperidine Diethyl-1,3-dimethylpiperidinium cation, 1,1,2-triethyl-3-methylpiperidinium cation, 1,1,2-triethyl-4-methylpiperazine Triethyl-5-methylpiperidinium cation, 1,1,2-triethyl-6-methylpiperidinium cation, 1,1,3-triethyl-2-methyl Piperidinium cation, 1,1,3-tris Ethyl-4-methylpiperidinium cation, 1,1,3-triethyl-5-methylpiperidinium cation, 1,1,3-triethyl-6-methylpiperidinium cation, 1,1,4- Triethyl-2-methylpiperidinium cation, 1,1,4-triethyl-3-methylpiperidinium cation, 2-ethyl-1,1-dimethylpiperidinium cation, Dimethylpiperidinium cation, 4-ethyl-1,1-dimethylpiperidinium cation, 2,3-diethyl-1,1-dimethylpiperidinium cation, 2,4-diethyl-1,1-dimethylpiper Diethyl-1,1-dimethylpiperidinium cation, 2,6-diethyl-1,1-dimethylpiperidinium cation, 3,4-diethyl-1,1-dimethyl Piperidinium cation, 3,5-diethyl-1,1-dimethylpiperidinium cation, 1,2-diethyl-1-methylpiperidinium cation, 1,3-diethyl-1-methylpiperidinium Methylpiperidinium cation, a 1,2,3-triethyl-1-methylpiperidinium cation, a 1,2,4-triethyl-1-methylpiperidinium cation, , 1,2,5-tri Methylpiperidinium cation, a 1,2,6-triethyl-1-methylpiperidinium cation, a 1,3,4-triethyl-1-methylpiperidinium cation, a 1,3,5- Triethyl-1-methylpiperidinium cation, 1,1,2-triethylpiperidinium cation, 1,1,2-triethylpiperidinium cation, 1,1,4-triethylpiperidinium cation, 1,1,2,3-tetraethylpiperidinium cation, 1,1,2,4-tetraethylpiperidinium cation, 1,1,2,5-tetraethylpiperidinium cation, 1,1,2,2-tetraethylpiperidinium cation, , A 6-tetraethylpiperidinium cation, a 1,1,3,4-tetraethylpiperidinium cation, and a 1,1,3,5-tetraethylpiperidinium cation, an alkyl group is bonded to the carbon atom of the piperidine ring And a 1,1-dialkylpiperidinium cation having an alkyl group having 1 to 10 carbon atoms.

Examples of the pyridinium cation include 1-methylpyridinium cation, 1-ethylpyridinium cation, 1-propylpyridinium cation, 1-butylpyridinium cation, 1-pentylpyridinium cation, 1-hexylpyridinium cation, A pyridinium cation, a 1-octylpyridinium cation, a 1-nonylpyridinium cation, a 1-despyridinium cation, a 1,2-dimethylpyridinium cation, a 1,3-dimethylpyridinium cation, Ethyl-2-methylpyridinium cation, a 2-ethyl-1-methylpyridinium cation, a 1-ethyl-3-methylpyridinium cation, a 3-ethyl- 1-methylpyridinium cation, a 1,2-diethylpyridinium cation, a 1,3-diethylpyridinium cation, a 1,4-diethylpyridinium cation, a 1-methylpyridinium cation, , 2,3-trimethylpyridinium cation, 1,2,4-trimethylpyridinium cation, 1,3,4-trimethylpyridinium cation, 1,3,5-trimethylpyridinium cation, 1,2,5 Ethyl-2,3-dimethylpyridinium cation, 1-ethyl-2,4-dimethylpyridinium cation, 1-ethyl-2,5-dimethylpyridinium cation, Ethyl-2,6-dimethylpyridinium cation, 1-ethyl-3,4-dimethylpyridinium cation, 1-ethyl-3,5-dimethylpyridinium cation, 2-ethyl- Ethyl-1,4-dimethylpyridinium cation, 2-ethyl-1,5-dimethylpyridinium cation, 2-ethyl-1,6-dimethylpyridinium cation, 3-ethyl Ethyl-1,4-dimethylpyridinium cation, 3-ethyl-1,5-dimethylpyridinium cation, 3-ethyl-1,6-dimethylpyridinium cation, 4 Ethyl-1,2-dimethylpyridinium cation, 4-ethyl-1,3-dimethylpyridinium cation, 1,2-diethyl-3-methylpyridinium cation, Diethyl-5-methylpyridinium cation, a 1,2-diethyl-6-methylpyridinium cation, 1 Diethyl-2-methylpyridinium cation, a 1,3-diethyl-4-methylpyridinium cation, a 1,3-diethyl-5-methylpyridinium cation, Methylpyridinium cation, a 1,4-diethyl-2-methylpyridinium cation, a 1,4-diethyl-3-methylpyridinium cation, a 2,3-diethyl- Diethyl-1-methylpyridinium cation, 2,5-diethyl-1-methylpyridinium cation, 2,6-diethyl-1-methylpyridinium cation, 3,4- 1-methylpyridinium cation, a 1,2,3,4,5-pentamethylpyridinium cation, a 1,2,3,4,6-pentamethylpyridinium cation, a 1, , 2,3,5,6-pentamethylpyridinium cation, 1,2,3,4,5,6-hexamethylpyridinium cation, 1-methyl-4-methylpyridinium cation, 1-ethyl- Methylpyridinium cation, 1-butyl-4-methylpyridinium cation, 1-hexyl-4-methylpyridinium cation, 1-butyl- -Heptyl-4- 1, which has an alkyl group at a carbon atom of a pyridine ring such as a 1-octyl-4-methylpyridinium cation, a 1-nonyl-4-methylpyridinium cation, - alkylpyridinium cations.

Examples of the tetraalkylphosphonium cation include tetramethylphosphonium cation, tetraethylphosphonium cation, tetrapropylphosphonium cation, tetrabutylphosphonium cation, tetrapentylphosphonium cation, tetrahexylphosphonium cation, tetraheptylphosphonium cation, tetraoctylphosphonium cation, Tetraphenyl-1-octylphosphonium cation, 1,1,1-tributyl-1-octylphosphonium cation, 1,1,1-tributyl-1-nonyl Phosphonium cation, 1,1,1-tributyl-1-decylphosphonium cation, 1,1,1-tributyl-1-undecylphosphonium cation, 1,1,1-tributyl-1-dodecyl Phosphonium cation, 1,1,1-tributyl-1-tridecylphosphonium cation, 1,1,1-tributyl-1-tetradecylphosphonium cation, 1,1,1-tributyl- Decylphosphonium cation, 1,1,1-tributyl-1-hexadecylphosphonium cation, 1,1,1-tributyl-1-hept Decylphosphonium cation, 1,1,1-tributyl-1-octadecylphosphonium cation, 1,1,1-tributyl-1-nonadecylphosphonium cation, 1,1,1-tributyl-1 -Cyclopropylphosphonium cation, 1,1,1-tripentyl-1-octylphosphonium cation, 1,1,1-tripentyl-1-nonylphosphonium cation, 1,1,1- Decylphosphonium cation, 1,1,1-tripentyl-1-undecylphosphonium cation, 1,1,1-tripentyl-1-dodecylphosphonium cation, 1,1,1-tripentyl- Triphenyl-1-tetradecylphosphonium cation, 1,1,1-tripentyl-1-pentadecylphosphonium cation, 1,1,1-tripentyl-1 -Hexadecylphosphonium cation, 1,1,1-tripentyl-1-heptadecylphosphonium cation, 1,1,1-tripentyl-1-octadecylphosphonium cation, 1,1,1- 1-octadecylphosphonium cation, 1-nonadecylphosphonium cation, 1,1,1-tripentyl-1-icosylphosphonium cation, 1,1,1-trihexyl-1-octylphosphonium cation, 1-nonylpoly 1,1,1-trihexyl-1-undecylphosphonium cation, 1,1,1-trihexyl-1-undecylphosphonium cation, 1,1,1-trihexyl-1-dodecylphosphine 1,1,1-trihexyl-1-tridecylphosphonium cation, 1,1,1-trihexyl-1-pentadecylphosphonium cation, 1,1,1-trihexyl-1-hexadecyl 1,1,1-trihexyl-1-heptadecylphosphonium cation, 1,1,1-trihexyl-1-octadecylphosphonium cation, 1,1,1-trihexyl-1-nona Decylphosphonium cation, 1,1,1-trihexyl-1-eicosylphosphonium cation, 1,1,1-triheptyl-1-octylphosphonium cation, 1,1,1-triheptyl-1-nonyl Phosphonium cation, 1,1,1-triheptyl-1-decylphosphonium cation, 1,1,1-triheptyl-1-undecylphosphonium cation, 1,1,1-triheptyl-1-dodecyl 1,1,1-triheptyl-1-tridecylphosphonium cation, 1,1,1-triheptyl-1-tetradecylphosphonium cation, 1,1,1- Decyl phosphonium 1,1,1-triheptyl-1-hexadecylphosphonium cation, 1,1,1-triheptyl-1-heptadecylphosphonium cation, 1,1,1-triheptyl-1-octadecylphosphine 1,10,1-triheptyl-1-nonadecylphosphonium cation, 1,1,1-triheptyl-1-eicosylphosphonium cation, 1,1,1-tetraoctylphosphonium cation Trioctyl-1-octylphosphonium cation, 1,1,1-trioctyl-1-octylphosphonium cation, 1,1,1-trioctyl-1-decylphosphonium cation, , 1,1,1-trioctyl-1-dodecylphosphonium cation, 1,1,1-trioctyl-1-tridecylphosphonium cation, 1,1,1-trioctyl-1-tetradecylphosphonium Trioctyl-1-pentadecylphosphonium cation, 1,1,1-trioctyl-1-hexadecylphosphonium cation, 1,1,1-trioctyl-1-heptadecylphosphine Trioctyl-1-octadecylphosphonium cation, 1,1,1-trioctyl-1-nonadecylphosphonium cation, 1,1,1-trioctyl-1-eicosyl The amount of phosphonium And the like.

Among these onium ions, preferred are trioctylmethylammonium cation, 1-methyl-3-propylimidazolium cation, 1-hexyl-4-methylpyridinium cation, 1-octyl- Cations are preferred.

The anion represented by A ^- is a hexafluorophosphate anion (PF ₆ ^- ), and as the onium salt (1), trioctylmethylammonium = hexafluorophosphate, 1-methyl-3-propylimidazolium = hexafluorophosphate , 1-hexyl-4-methylpyridinium = hexafluorophosphate, 1-octyl-4-methylpyridinium = hexafluorophosphate and 1-octylpyridinium = hexafluorophosphate are preferable.

The onium salt (1) can be produced, for example, by an ion exchange reaction between an onium halide represented by the general formula (2) and an acid represented by the general formula (3) or an alkali metal salt thereof. Such an ion exchange reaction can be carried out according to a known method.

Q ⁺ X ^-

(Wherein Q ⁺ has the same meaning as described above, and X ^- represents a halogen ion)

M ⁺ and A ^-

(Wherein M ⁺ represents a hydrogen ion or an alkali metal ion, and A ^- has the same meaning as defined above)

Examples of the organic base include organic nitrogen compounds such as primary amine, secondary amine and tertiary amine, and organic phosphorus compounds such as tertiary phosphine. Among them, tertiary amines and tertiary phosphines are preferable. Examples of tertiary amines include aliphatic tertiary amines such as trimethylamine, triethylamine, tripropylamine, tributylamine, tripentylamine, trihexylamine, triheptylamine, trioctylamine, trinonylamine and tridecylamine , Aromatic tertiary amines such as N, N-dimethylaniline, N, N-diethylaniline and N-benzyl-N-ethylaniline, pyridines such as 2-methylpyridine, 3-methylpyridine, , 6-lutidine, 3,5-lutidine, 2,3,5-collidine, 3,5-diethylpyridine, 2,2'-bipyridyl, 2,4'- Pyridyls such as 4'-bipyridyl, and imidazoles such as 1-methylimidazole. Examples of the tertiary phosphine include trioctylphosphine and triphenylphosphine. Among them, tributylamine, trioctylamine, N-benzyl-N-ethyl aniline, pyridine, 2-methylpyridine, 3- methylpyridine, 4- methylpyridine, -Bipyridyl, 1-methylimidazole, trioctylphosphine and triphenylphosphine are preferred.

The onium salt composition of the present invention contains an onium salt (1) and an organic base. The content of the organic base is usually 1 ppm or more, preferably 10 to 5000 ppm, and more preferably 10 to 1000 ppm, based on the amount of the onium salt (1).

The onium salt composition of the present invention can be produced, for example, by adding an organic base to the onium salt (1) and mixing them. The temperature at the time of adding the organic base is not particularly limited as long as it can uniformly mix the two, but it is usually 10 ° C or higher, preferably 15 ° C to 100 ° C, particularly preferably 20 ° C to 50 ° C.

The onium salt composition may also contain a solvent. The solvent is not limited as long as it is inert to the onium salt (1) and the organic base. Specific examples include aliphatic hydrocarbon solvents such as pentane, hexane, heptane, octane and decane, alcohol solvents such as methanol, ethanol, butanol, pentanol and hexanol, ester solvents such as methyl acetate and ethyl acetate, acetone, Ketone solvents such as methyl ethyl ketone and methyl isobutyl ketone; and aromatic hydrocarbon solvents such as benzene, toluene and xylene. Ester solvents are preferable, and ethyl acetate is more preferable. These solvents may be used alone or in admixture of two or more. When the onium salt composition of the present invention comprises a solvent, the content of the solvent is usually 1 to 100% by weight, preferably 1 to 50% by weight, based on the amount of the onium salt (1).

<Examples>

Hereinafter, the present invention will be described more specifically with reference to examples, but the present invention is not limited thereto. In the following examples, water was measured using a curling fisher moisture analyzer (MKA-520) manufactured by Kyotodenshi Kogyo Co., and fluorine ion (F ^- ) was measured with an ion chromatograph (DX-100 ) (The measurement limit was 10 ppm).

Production Example 1

39.6 g of trioctylmethylammonium chloride, 51.3 g of water, 18.0 g of potassium = hexafluorophosphate and 51.3 g of methyl ethyl ketone were mixed. The resulting mixture was stirred at 25 占 폚 for 1 hour for reaction. After completion of the reaction, the organic layer was separated from the obtained reaction mixture by separating operation. The obtained organic layer was washed twice with 32.2 g of water. The obtained organic layer was concentrated. The obtained concentrated residue was dried under reduced pressure to obtain 49.3 g (yield: 98%, water content: 400 ppm) of trioctylmethylammonium = hexafluorophosphate (hereinafter abbreviated as TOMA-PF6).

Production Example 2

Production Example 1 was repeated except that 1-methyl-3-propylimidazolium bromide was used instead of trioctylmethylammonium chloride and methylene chloride was used instead of methyl ethyl ketone, 24.2 g (yield: 91%, water content: 900 ppm) of 1-methyl-3-propylimidazolium = hexafluorophosphate (hereinafter abbreviated as MPIM-PF6) was obtained.

Production Example 3

Production Example 2 was repeated, except that 1-hexyl-4-methylpyridinium bromide was used instead of 1-methyl-3-propylimidazolium bromide to obtain 1-hexyl-4- 30.6 g of methylpyridinium = hexafluorophosphate (hereinafter abbreviated as HMPy-PF6) was obtained (yield: 96%, water: 600 ppm).

Production Example 4

In the same manner as in Production Example 2 except that 1-octyl-4-methylpyridinium bromide was used instead of 1-methyl-3-propylimidazolium bromide in Production Example 2, 1-octyl- 33.5 g of methyl pyridinium = hexafluorophosphate (hereinafter abbreviated as OMPy-PF6) was obtained (yield: 97%, water content: 600 ppm).

Production Example 5

The procedure of Production Example 2 was repeated except that 1-octylpyridinium bromide was used instead of 1-methyl-3-propylimidazolium bromide to obtain 1-octylpyridinium = hexafluorophosphate (Hereinafter referred to as &quot; OPy-PF6 &quot;) (yield: 97%, water: 200 ppm).

Example 1

100 g of TOMA-PF6 and 0.05 g of trioctylamine were weighed into a glass container, sealed in air and mixed with a rotary rotor stirrer at room temperature for 1 hour to obtain an onium salt composition containing TOMA-PF6 and trioctylamine . The glass container containing the obtained onium salt composition was stored in a thermostatic chamber at 80 占 폚. A predetermined amount of sample was sampled daily and the concentration of fluorine ion (F ^- ) in the sample was measured. The results are shown in Table 1.

Example 2

An onium salt composition containing TOMA-PF6 and 4-methylpyridine was prepared in the same manner as in Example 1 except that 4-methylpyridine was used instead of trioctylamine. In the same manner as in Example 1, the glass container containing the obtained onium salt composition was stored in a thermostatic chamber at 80 캜. A predetermined amount of sample was sampled daily and the F ^- concentration in the sample was measured. The results are shown in Table 1.

Example 3

Except that MPIM-PF6 was used instead of TOMA-PF6 and 1-methylimidazole was used instead of trioctylamine in Example 1, and MPIM-PF6 and 1-methyl An onium salt composition was prepared. In the same manner as in Example 1, the glass container containing the obtained onium salt composition was stored in a thermostatic chamber at 80 캜. A predetermined amount of sample was sampled daily and the F ^- concentration in the sample was measured. The results are shown in Table 1.

Example 4

An onium salt composition containing MPIM-PF6 and 4-methylpyridine was prepared in the same manner as in Example 3 except that 4-methylpyridine was used instead of 1-methylimidazole in Example 3. In the same manner as in Example 3, the glass container containing the obtained onium salt composition was stored in a thermostatic chamber at 80 캜. A predetermined amount of sample was sampled daily and the F ^- concentration in the sample was measured. The results are shown in Table 1.

Example 5

An onium salt composition containing HMPy-PF6 and 4-methylpyridine was prepared in the same manner as in Example 4 except that HMPy-PF6 was used instead of MPIM-PF6 in Example 4. In the same manner as in Example 4, the glass container containing the obtained onium salt composition was stored in a thermostatic chamber at 80 캜. A predetermined amount of sample was sampled daily and the F ^- concentration in the sample was measured. The results are shown in Table 1.

Example 6

An onium salt composition containing OMPy-PF6 and 4-methylpyridine was prepared in the same manner as in Example 4, except that OMPy-PF6 was used instead of MPIM-PF6 in Example 4. In the same manner as in Example 4, the glass container containing the obtained onium salt composition was stored in a thermostatic chamber at 80 캜. A predetermined amount of sample was sampled daily and the F ^- concentration in the sample was measured. The results are shown in Table 1.

Example 7

Except that OPy-PF6 was used instead of TOMA-PF6 and 3,5-diethylpyridine was used instead of trioctylamine in Example 1 to obtain OPy-PF6 and 3,5 Lt; / RTI &gt; dimethylpyridine was prepared. In the same manner as in Example 1, the glass container containing the obtained onium salt composition was stored in a thermostatic chamber at 80 캜. A predetermined amount of sample was sampled daily and the F ^- concentration in the sample was measured. The results are shown in Table 1. Note that, in Table 1, ^"F-number of days detected" is 1000 ppm or more of ^F-number of days in the preservation sample by detecting the ^{"F-concentration"} is F at that time ^- represents a measure of the concentration of each.

As can be seen from Table 1, the onium salt composition of the present invention is stable for 30 days at 80 DEG C even in the presence of a trace amount of water.

Comparative Example 1

The procedure of Example 1 was repeated except that trioctylamine was not used. A predetermined amount of sample was sampled daily and the F ^- concentration in the sample was measured. The results are shown in Table 2. Note that, in Table 2, ^"F-number of days detected" is 1000 ppm or more of F ^- to preserve the number of days of the detected concentration of the sample, "(F ^- concentration)" is F at that time ^- represents a measure of the concentration of each.

Comparative Example 2

Example 3 was carried out in the same manner as in Example 3, except that 1-methylimidazole was not used. A predetermined amount of sample was sampled daily and the F ^- concentration in the sample was measured. The results are shown in Table 2.

Comparative Example 3

The procedure of Example 5 was repeated except that 4-methylpyridine was not used. A predetermined amount of sample was sampled daily and the F ^- concentration in the sample was measured. The results are shown in Table 2.

Comparative Example 4

Example 6 was carried out in the same manner as in Example 6 except that 4-methylpyridine was not used. A predetermined amount of sample was sampled daily and the F ^- concentration in the sample was measured. The results are shown in Table 2.

Comparative Example 5

The procedure of Example 7 was repeated except that 3,5-diethylpyridine was not used. A predetermined amount of sample was sampled daily and the F ^- concentration in the sample was measured. The results are shown in Table 2.

Examples 8 to 18

An onium salt composition was prepared in the same manner as in Example 5 except that the organic base described in Table 3 was used instead of 4-methylpyridine. The glass container containing the obtained onium salt composition was stored in a thermostatic chamber at 80 占 폚. A predetermined amount of sample was sampled daily and the F ^- concentration in the sample was measured. As a result, even after 30 days, the F ^- concentration was below the detection limit. From these results, it was found that the onium salt composition of the present invention was stable for 30 days at 80 DEG C even in the presence of a trace amount of water.

Comparative Examples 6 to 12

A comparative onium salt composition was prepared in the same manner as in Example 5 except that the compound described in Table 4 was used instead of 4-methylpyridine. A glass container containing the obtained onium salt composition for comparison was stored in a thermostatic chamber at 80 캜. A predetermined amount of sample was sampled daily and the F ^- concentration in the sample was measured. The results are shown in Table 4. Note that, in Table 4, ^"F-number of days detected" is 1000 ppm or more of F ^- to preserve the number of days of the detected sample concentrations "(F ^- concentration)" is F at that time ^- represents a measure of the concentration of each.

Example 19

100 g of HMPy-PF6, 0.05 g of 4-methylpyridine and 50 g of ethyl acetate were weighed into a glass vessel, sealed in air and mixed with a rotary rotor stirrer at room temperature for 1 hour to obtain HMPy-PF6 and 4-methylpyridine Was prepared. &Lt; tb &gt;&lt; TABLE &gt; The glass container containing the obtained onium salt composition was stored in a thermostatic chamber at 60 占 폚. A predetermined amount of sample was sampled daily and the concentration of fluorine ion (F ^- ) in the sample was measured. The results are shown in Table 5. Note that, in Table 5, ^"F-number of days detected" is 1000 ppm or more of F ^- to preserve the number of days of the detected sample concentrations "(F ^- concentration)" is F at that time ^- represents a measure of the concentration of each.

Example 20

The procedure of Example 19 was repeated except that the amount of 4-methylpyridine used was changed to 0.01 g. The results are shown in Table 5.

Comparative Example 13

The procedure of Example 19 was repeated except that 4-methylpyridine was not used. The results are shown in Table 5.

Comparative Example 14

The procedure of Example 19 was repeated except that 4-methylpyridine was not used and the amount of ethyl acetate used was changed to 25 g. The results are shown in Table 5.

Comparative Example 15

Comparative Example 14 was carried out in the same manner as in Comparative Example 14 except that isopropanol was used instead of ethyl acetate. The results are shown in Table 5.

Examples 21 to 24

An onium salt composition containing HMPy-PF6 and 4-methylpyridine was prepared in the same manner as in Example 5 except that the amount of 4-methylpyridine used in Example 5 was changed as shown in Table 6. In the same manner as in Example 5, the glass container containing the obtained onium salt composition was stored in a thermostatic chamber at 80 占 폚. A predetermined amount of sample was sampled daily and the F ^- concentration in the sample was measured. The results are shown in Table 6. Note that, in Table 6, ^"F-number of days detected" is 1000 ppm or more of F ^- to preserve the number of days of the detected concentration of the sample, "(F ^- concentration)" is F at that time ^- represents a measure of the concentration of each.

The onium salt composition of the present invention is hardly hydrolyzed by a very small amount of water and heat, and can be maintained in terms of handling and long-term storage. Further, according to the method of the present invention, by containing an organic base, hydrolysis of onium salt (1) due to a very small amount of water and heat can be suppressed, and onium salt (1) can be stably stored.

Claims (8)

An onium salt composition comprising an onium salt represented by the general formula (1) and an organic base, wherein the organic base is an organic nitrogen compound or an organic phosphorus compound. &Lt; Formula 1 > Q ⁺ A ^- (Wherein Q ⁺ represents an onium ion and A ^- represents a PF ₆ ^- ). The onium salt composition of claim 1, further comprising a solvent. The onium salt composition according to claim 1 or 2, wherein the onium ion is a quaternary ammonium cation or a quaternary phosphonium cation. 3. The onium salt composition according to claim 1 or 2, wherein the organic nitrogen compound is a tertiary amine and the organic phosphorus compound is a tertiary phosphine. The onium salt composition according to claim 4, wherein the tertiary amine is at least one selected from the group consisting of aliphatic tertiary amines, aromatic tertiary amines, pyridines and imidazoles. The onium salt composition according to claim 1 or 2, wherein the content of the organic base is 10 to 5000 ppm based on the onium salt represented by the general formula (1). A method of stabilizing an onium salt characterized by mixing an onium salt represented by the general formula (1) with an organic base, wherein the organic base is an organic nitrogen compound or an organic phosphorus compound. &Lt; Formula 1 > Q ⁺ A ^- (Wherein Q ⁺ represents an onium ion and A ^- represents a PF ₆ ^- ). A method for preserving an onium salt represented by the general formula (1) in the presence of an organic base, wherein the organic base is an organic nitrogen compound or an organic phosphorus compound. &Lt; Formula 1 > Q ⁺ A ^- (Wherein Q ⁺ represents an onium ion and A ^- represents a PF ₆ ^- ).