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Double-long chain ester-based quaternary ammonium salt and synthesis technology thereof

A technology of ester quaternary ammonium salt and synthesis process, which is applied in the preparation of amino hydroxy compounds, the preparation of organic compounds, organic chemistry, etc. Gentle, no three wastes, easy to separate and purify

Inactive Publication Date: 2012-02-15
JIANGNAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, there are many deficiencies in the above synthesis process, for example: the content of double long-chain ester amines in the obtained ester amine mixture is low; the toxicity of alkylating reagents such as dimethyl sulfate and methyl halide is very high or there is the possibility of carcinogenicity, etc.

Method used

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  • Double-long chain ester-based quaternary ammonium salt and synthesis technology thereof
  • Double-long chain ester-based quaternary ammonium salt and synthesis technology thereof
  • Double-long chain ester-based quaternary ammonium salt and synthesis technology thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0021] Example 1: Weigh 8.91g (0.1mol) of N, N-dimethylethanolamine and 29.91g (0.12mol) of 1-bromododecane, add them to a 250mL three-necked flask, add 45mL of ethanol as a solvent, and put them in a water bath Heat to 85°C for 5 hours to stop the reaction at a constant temperature, remove ethanol by rotary evaporation, and recrystallize with acetone-methanol mixed solvent to obtain dodecyl dimethyl hydroxyethyl ammonium bromide as a white crystal substance; weigh dodecyl dimethyl hydroxyethyl ammonium bromide; Add 16.92g (0.05mol) of ethylammonium bromide into a 250mL three-necked flask, add an appropriate amount of solvent chloroform and acid agent triethylamine, slowly add 15.15g (0.05mol) of stearyl chloride in an ice-water bath, drop After the addition, the temperature was naturally raised to room temperature for 8 hours, and the reaction was stopped. The solvent was removed by rotary evaporation, and the product was recrystallized three times from absolute ethanol to ob...

Embodiment 2

[0022] Embodiment 2: Weigh 8.91g (0.1mol) N, N-dimethylethanolamine and 29.91g (0.12mol) 1-bromododecane, join in 250mL three-necked flask, add 50mL acetone as solvent, water bath Heating to 60°C for 5 hours to stop the reaction at a constant temperature, remove acetone by rotary evaporation, and recrystallize with acetone-methanol mixed solvent to obtain dodecyl dimethyl hydroxyethyl ammonium bromide as a white crystal substance; weigh dodecyl dimethyl hydroxyethyl ammonium bromide; Add 16.92g (0.05mol) of ethylammonium bromide into a 250mL three-necked flask, add an appropriate amount of solvent chloroform and acid agent triethylamine, slowly add 15.15g (0.05mol) of stearyl chloride in an ice-water bath, drop After the addition, the temperature was naturally raised to room temperature for 8 hours, and the reaction was stopped. The solvent was removed by rotary evaporation, and the product was recrystallized three times from absolute ethanol to obtain a white solid product, e...

Embodiment 3

[0023] Example 3: Weigh 8.91g (0.1mol) of N, N-dimethylethanolamine and 33.27g (0.12mol) of 1-tetradecane bromide, add them to a 250mL three-necked flask, add 45mL of ethanol as a solvent, and put them in a water bath Heat to 85°C for 5 hours to stop the reaction at a constant temperature, remove ethanol by rotary evaporation, and use acetone-methanol mixed solvent to recrystallize to obtain tetradecyl dimethyl hydroxyethyl ammonium bromide as a white crystal substance; weigh tetradecyl dimethyl hydroxyethyl ammonium bromide; Add 18.32g (0.05mol) of ethylammonium bromide into a 250mL three-necked flask, add an appropriate amount of solvent chloroform and acid agent triethylamine, slowly add 15.15g (0.05mol) of stearyl chloride in an ice-water bath, drop After the addition, the temperature was naturally raised to room temperature for 8 hours, and the reaction was stopped. The solvent was removed by rotary evaporation, and the product was recrystallized three times with absolute...

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Abstract

The invention provides a double-long chain ester-based quaternary ammonium salt. Through introduction of an ester group in a molecular structure of the double-long chain ester-based quaternary ammonium salt, degradability and environmentally friendly characteristics are obtained. The invention also provides a synthesis technology of the double-long chain ester-based quaternary ammonium salt. The synthesis technology comprises the following steps that N,N-dimethyl ethanolamine and a long-chain alkylogen are mixed; the mixture is added with an appropriate amount of solvents to undergo a reaction under a certain reaction conditions to produce a reaction intermediate of long-chain alkyl ammonium halide; long-chain alkyl ammonium halide and long-chain alkyl acyl chloride are mixed; the mixture is added with an appropriate amount of solvents to undergo a reaction under a certain reaction conditions; after the reaction is finished, the solvents are moved by distillation; and final solid products are obtained through multiple recrystallization processes. The synthesis technology adopts an unconventional quaternary ammonium salt synthesis route comprising carrying out quaternary amination and then carrying out esterification, and thus having the advantages that a raw material conversion rate is high; intermediate products are easy for separation and purification; reaction conditions are mild; a final product color is light; active matter content is high; solvents can be recycled; waste gas, waste water and industrial residues are not produced; and the use of traditional toxic alkylating reagents such as dimethyl sulphate, halomethanes and the like is avoided in synthesis processes.

Description

technical field [0001] The invention relates to a double long-chain ester group quaternary ammonium salt and a synthesis process thereof. Background technique [0002] Quaternary ammonium salt type cationic surfactant is a kind of surfactant with high output and wide application. In addition to decontamination ability, it also has strong bactericidal effect. It can be used as waterproof softener, wetting agent, shrinkproof agent for fiber treatment Agent, antistatic agent, color fixing agent, leveling agent, and widely used in metal surface treatment, mineral processing, soil, concrete, cosmetics and other industries. [0003] Ester quaternary ammonium salt is a new type of cationic surfactant with excellent softness, antistatic properties and anti-yellowing. It is a rookie surfactant that stood out in the wave of environmental protection in the 1990s. In addition to the generality of cationic surfactants of quaternary ammonium salts, because they contain ester structures, ...

Claims

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Application Information

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IPC IPC(8): C07C219/06C07C213/06
Inventor 范明明魏小桥倪邦庆
Owner JIANGNAN UNIV
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