KR920701124A - Method for preparing quaternary ammonium compound - Google Patents

Abstract

No content

Description

Method for preparing quaternary ammonium compound

Since this is an open matter, no full text was included.

Claims (20)

a) esterifying a fatty acid of formula R ₅ COOH with an alkanolamine of formula R ¹ R ² R ⁶ N, and b) alkylating the compound with a reagent of formula R ⁴ A A method for producing a cationic quaternary ammonium compound containing an ester group. ^{R 1 R 2 R 3 N +} R 4 A - [Wherein, R ¹ , R ² and R ³ are each an alkyl group of the formula CnH _{2n + 1} (wherein, n = 1 to 4), or a hydroxyl group or a formula CnH (2n + 1-x) (OH) x (wherein , or poly-hydroxyl groups of n, and x = 1 ~ 4), formula R ⁵ COOR ⁶ (wherein, R ⁵ is C ₆ ~ ₂₂ alkyl or alkenyl group; R ⁶ is a formula _{(CH 2 CH 2 O) u} ( ) _v is an ester group of CnH _{2n + 1} (wherein n = 1-4 and u and v = 0-6); R ₄ is a formula CnH _{2n + 1} wherein n = 1 ~ Or an alkyl group of 4) A polyoxyalkylene chain corresponding to (wherein s and t = 0-6); A ⁻ is an alkyl sulfate of the formula SO ₄ (CnH _{2n + 1} ) ⁻ (wherein n = 1 to 4), or an alkyl sulfate of the formula PO ₄ (CnH _{2n + 2} ⁻ (wherein = 1 = 1-4) or the formula _{CnH (2n-1-ab)} (OH) a (COOH) b , or the anion of an organic acid (where, n = 1 ~ 4, a and b = 1 ~ 3), formula Cl ^-, Br ^-, CH ₃ C ₆ H ₄ SO ₃ ^- is a phosphate or phosphite anion of the counter ion (counterion)]. The process according to claim 1, wherein the esterification is carried out at a temperature of 12 to 240 ° C, preferably 140 to 200 ° C, more preferably 160 to 180 ° C. The process according to claim 1, wherein the esterification is carried out under a pressure of 1-100 Torr, preferably 1-20 Torr, more preferably 1-5 Torr. The process of claim 1 wherein the esterification is carried out in the presence of an inert solvent under atmospheric pressure. 5. Process according to claim 4, wherein aliphatic or aromatic hydrocarbons such as toluene, xylene, n-heptane or n-decane are used as inert solvents. The process according to claim 1, wherein the esterification is carried out in the presence of an acidic catalyst such as sulfonic acid such as p-toluene sulfonic acid or methane sulfonic acid or phosphoric acid, phosphorous acid or hypophosphoric acid or oxalic acid or Lewis acid such as tin (II) salt. Way. The process according to claim 1, wherein the esterification is in the presence of a reducing agent such as hypophosphorous acid, phosphorous acid, oxalic acid or an alkali metal or alkaline earth metal salt thereof or an organic ester thereof, or an organic reducing agent such as thioacetamine, hydrazine, hydroquinone and derivatives thereof. How is it done. 8. A process according to claim 7, wherein a stream of air having a temperature of 40-50 [deg.] C. and a ratio of air to esters of 10: 1 to 0.5: 1, preferably 3: 1m air per tester is passed through the reaction mixture. Process according to claim 8, wherein from 0.01 to 5% by weight, preferably from 0.02 to 0.5% by weight, more preferably from 0.05 to 0.15% by weight, based on the reaction mixture. The method of claim 1 wherein natural or synthetic fatty acids or hydrogenation or hydrolysis products are used. The process according to claim 1, wherein the addition product of triethanolamine, methyl diethanolamine or ethylene oxide and / or propylene oxide is used as the amine. The process of claim 1 wherein the reaction is carried out such that the diester content of the reaction mixture is from 60 to 80% by weight. 2. Process according to claim 1, wherein dialkyl sulphate or trialkyl sulphate, preferably dimethyl sulphate, is used as alkylating agent. The process of claim 1 wherein the fatty acids and amines are used in a ratio of 0.2: 1 to 1: 1, preferably 0.4: 1 to 0.8: 1, more preferably 0.5: 1 to 0.7: 1 per equivalent of alkanolamine. . The process according to claim 13, wherein the alkylation is 5-50% by weight, preferably 10-30% by weight, more preferably 15-25, based on the reaction mixture in the presence of short-chain aliphatic alcohols, preferably isopropyl alcohol, at atmospheric pressure. The process is carried out in an amount of weight percent. The process according to claim 13, wherein the alkylating agent is used in an amount of 0.5 to 10 moles, preferably 0.8 to 1 mole, more preferably 0.9 to 0.95 moles per trifunctional amine-type nitrogen equivalent in the intermediate ester. 2. Process according to claim 1, wherein alkylene oxides, preferably ethylene oxide, propylene oxide or mixtures thereof, are used as alkylating agents. 18. The process of claim 17 wherein the alkylating agent and the trifunctional amine nitrogen are used in a ratio of 1: 1-20: 1, preferably 1: 1-6: 1, more preferably 2: 1-4: 1 in the intermediate ester. How to be. 18. The process according to claim 17, wherein the alkylation reaction is carried out under a pressure of 1-10 bar, preferably 1-6 bar, more preferably 2-4 bar. 20. The process according to claim 19, wherein the alkylation reaction is carried out at a temperature of from 30 to 100 ° C, preferably from 40 to 80 ° C, more preferably from 40 to 60 ° C. ※ Note: The disclosure is based on the initial application.