Method for synthesizing dual-long-chain ester based quaternary ammonium salt

A technology of ester quaternary ammonium salt and synthesis method, applied in the field of surfactants, can solve the problems of low content of di-long-chain ester amines, unreported methods, unsatisfactory methods, etc., and achieves low ecotoxicity, convenient use, and improved grades. Effect

Inactive Publication Date: 2009-11-11
JIANGNAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The synthesis process of double-long-chain ester quaternary ammonium salt generally uses long-chain alkyl fatty acid to react with triethanolamine to make esteramine or long-chain alkyl fatty acid to react with N-methyldiethanolamine to make esteramine, and the resulting double-long-chain The content of ester amine is low, not ideal
At present, there is no report on the mixed reaction method of long-chain alkyl fatty acid and N-methyldiethanolamine, and triethanolamine

Method used

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  • Method for synthesizing dual-long-chain ester based quaternary ammonium salt
  • Method for synthesizing dual-long-chain ester based quaternary ammonium salt
  • Method for synthesizing dual-long-chain ester based quaternary ammonium salt

Examples

Experimental program
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Effect test

Embodiment 1

[0026] Example 1: Weigh 56.9g (0.2mol) of stearic acid, add it to a 250mL four-neck flask, stir and heat up to 70°C under a nitrogen atmosphere, and after it is completely melted, add 0.36g of hydrochloric acid, N- 7.9g (0.067mol) of methyldiethanolamine, stirred and heated to 160°C, after 3 hours of heat preservation reaction, added 7.9g (0.055mol) of triethanolamine, reacted at 160°C for 3h, the acid value of the product was measured to be 3.5mgKOH / g, and the reaction was terminated . Cool the reaction mixture to 60°C, stop heating, add 12.48 g of isopropanol as a solvent, and slowly add 13.23 g of dimethyl sulfate for quaternization, and do not heat during the dropwise addition. After the dropwise addition, heat to 85°C, reflux for 8 hours, and stop the reaction.

Embodiment 2

[0027] Example 2: Weigh 40.07g (0.2mol) of lauric acid, add it to a 250mL four-neck flask, stir and heat up to 70°C under a nitrogen atmosphere, and after it is completely melted, add 0.26g of hypophosphorous acid, N- 7.9g (0.067mol) of methyldiethanolamine, stirred and heated to 160°C, after 3 hours of heat preservation reaction, added 7.9g (0.055mol) of triethanolamine, reacted at 160°C for 3h, the acid value of the product was measured to be 3.5mgKOH / g, and the reaction was terminated . Cool the reaction mixture to 60°C, stop heating, add 9.4 g of isopropanol as a solvent, and slowly add 12.68 g of dimethyl sulfate for quaternization, without heating during the dropwise addition. After the dropwise addition, heat to 85°C, reflux for 8 hours, and stop the reaction.

Embodiment 3

[0028] Embodiment 3: Take by weighing 45.68g (0.2mol) tetradecanoic acid, join in the four-neck flask of 250mL, under the condition of nitrogen atmosphere, stir and heat up to 70 ℃, after it is all melted, add hypophosphorous acid 0.29g, N - 7.9g (0.067mol) of methyldiethanolamine, stirred and heated up to 160°C, after 3 hours of heat preservation reaction, added 7.9g (0.055mol) of triethanolamine, reacted at 160°C for 3h, the acid value of the product was measured to be 3.5mgKOH / g, and the reaction was terminated reaction. Cool the reaction mixture to 60°C, stop heating, add 10.13 g of isopropanol as a solvent, and slowly add 12.52 g of dimethyl sulfate for quaternization, without heating during the dropwise addition. After the dropwise addition, heat to 85°C, reflux for 8 hours, and stop the reaction.

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Abstract

The invention relates to a method for synthesizing a dual-long-chain ester based quaternary ammonium salt, which belongs to the technical field of surfactants. The method comprises the following steps: using long-chain alkyl fatty acid to react with N-methyl diethanolamine and triethanolamine to prepare long-chain carboxylic acid based tertiary amine; and performing alkylation on the long-chain carboxylic acid based tertiary amine to prepare the dual-long-chain ester based quaternary ammonium salt. The method uses two steps of esterification reaction and continuous production, thus the raw material conversion rate is high, the selectivity is good, and the obtained product has high active matter content, light color, excellent biodegradability, low ecological toxicity and excellent environmental compatibility; and the product can improve the grade of compounding a product, is easy to be prepared into a high-concentration product, reduces the production and packing cost, and is convenient to use. The dual-long-chain ester based quaternary ammonium salt is a cationic surfactant, and the using method thereof in various aspects of fabric softeners, leather softeners, bactericides and the like is same as the using method of other cationic surfactants.

Description

technical field [0001] The invention discloses a method for synthesizing double-long-chain ester quaternary ammonium salts, which belongs to the technical field of surfactants. Background technique [0002] The invention relates to a method for synthesizing double long-chain ester quaternary ammonium salts. As a new type of cationic surfactant, double long-chain ester quaternary ammonium salt is widely used in industry, and is mainly used to manufacture fabric softeners, antistatic agents, and fungicides. Before the 1990s, dioctadecyl dimethyl ammonium chloride (D1821) was widely used as a fabric softener because of its excellent fabric softening properties in the world. Due to its biodegradability, since the 1990s, developed countries have banned it and replaced it with easily biodegradable double long-chain ester quaternary ammonium salts. The synthesis process of double-long-chain ester quaternary ammonium salt generally uses long-chain alkyl fatty acid to react with tr...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C219/06C07C219/08C07C213/06B01F17/18D06M13/463A01N25/30C09K23/18
Inventor 蒋惠亮朱巧云
Owner JIANGNAN UNIV
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