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Production method of N, N-bis (2-sulfonic acid ethyl)-1-alkylamine

A technology for the production of ethyl sulfonate, which is applied in the chemical field, can solve problems such as high cost, high sulfur content, and environmental impact, and achieve the effects of reduced by-products, low cost, and simple structure

Pending Publication Date: 2021-05-11
HUBEI GRAND LIFE SCI & TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

N,N-bis(2-sulfonic acid ethyl)amine exists in the waste mother liquor as a by-product in the production of taurine (Liu Fuming, China Chemical Trade, 2013, 8, 120), and enters the sewage due to the high sulfur content Station treatment, the cost will be very high, and if it is discharged directly, it will have an impact on the environment

Method used

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  • Production method of N, N-bis (2-sulfonic acid ethyl)-1-alkylamine
  • Production method of N, N-bis (2-sulfonic acid ethyl)-1-alkylamine

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Embodiment 1

[0034] Preparation of N,N-bis(2-sulfonic acid ethyl)amine by separation and purification

[0035] In a 5L autoclave, add 296.2g sodium isethionate (2mol), 303.6g 28% ammonia solution (NH 3 About 5mol), 1L of deionized water, react at 260°C for 1 hour, cool to about 80°C, and remove excess ammonia by vacuum distillation. After removing ammonia, the material is acidified by cation exchange membrane to obtain taurine , N, N-bis(2-sulfonic acid ethyl)amine eluent. Heat and concentrate until the content of taurine is about 34%, recrystallize at lower temperature, filter out taurine, and concentrate the remaining primary mother liquor again until the content of taurine is about 34%, recrystallize at lower temperature, filter out taurine , when the remaining about 300mL of the secondary mother liquor was concentrated until cloudy, add 100mL of methanol, place overnight at 0-5°C, filter out the solid, and dry the solid to obtain N,N-bis(2-sulfonic acid ethyl) Amine 27.9 g. The reac...

Embodiment 2

[0037] Preparation of N,N-bis(2-sulfonic acid ethyl)-1-n-octylamine disodium

[0038] In a 500 ml three-necked flask, add 23.3 g of N,N-bis(2-sulfonic acid ethyl)amine (0.1 mol) and 60 mL of deionized water, then add 50 g of acetone and 16.3 g of 1-chloro-n-octane (0.11 mol), simultaneously dropwise add 5N sodium hydroxide aqueous solution, and heat to 25 ℃, and carefully control the pH of the reaction solution in the whole process at the same time between 9~10, the dropping speed is fast at the beginning, as the reaction approaches the end point, The rate of addition slowed down, and the addition was completed in about 1 hour. After the dropwise addition, continue the heat preservation reaction for 2 hours, then cool to obtain a white paste reaction product, put it in the refrigerator overnight, filter, wash the filter cake with acetone, and dry to obtain a white solid N,N-bis(2-sulfonic acid ethyl Base)-1-n-octylamine disodium salt 20 grams (51.5% yield).

Embodiment 3

[0040]Preparation of N,N-bis(2-sulfonic acid ethyl)-1-n-octylamine disodium

[0041] In a 500 ml three-necked flask, add 23.3 g of N,N-bis(2-sulfonic acid ethyl)amine (0.1 mol) and 60 mL of deionized water, then add 50 g of acetone and 16.3 g of 1-chloro-n-octane (0.11 mol), simultaneously dropwise add 5N sodium hydroxide aqueous solution, and heat to 50 ℃, and carefully control the pH of the reaction solution in the whole process at the same time between 9~10, the dropping speed is fast at the beginning, as the reaction approaches the end point, The rate of addition slowed down, and the addition was completed in about 1 hour. After the dropwise addition, continue the heat preservation reaction for 2 hours, then cool to obtain a white paste reaction product, put it in the refrigerator overnight, filter, wash the filter cake with acetone, and dry to obtain a white solid N,N-bis(2-sulfonic acid ethyl Base)-1-n-octylamine disodium salt 33 grams (yield 85%).

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Abstract

The invention relates to a production method of N, N-bis (2-sulfonic acid ethyl)-1-alkylamine, wherein N, N-bis (2-sulfonic acid ethyl)-1-alkylamine is a core raw material for synthesizing a surfactant N, N-bis (2-sulfonic acid ethyl)-1-alkylamine disodium salt. The invention mainly solves the problem of finding a simple, convenient and environment-friendly synthesis method. The method comprises the following steps: reacting a by-product N, N-bis (2-sulfonic acid ethyl) amine generated in a taurine production process with 1-chloralkane under an alkaline condition to directly obtain N, N-bis (2-sulfonic acid ethyl)-1-alkylamine disodium salt, and acidifying to obtain N, N-bis (2-sulfonic acid ethyl)-1-alkylamine. According to the method, the raw material N, N-bis (2-sulfonic acid ethyl)-amine is a by-product caused by the problems of condition control and the like in the production process of taurine, and is convenient and easy to obtain, the reaction condition is mild, and the method is suitable for industrial production.

Description

technical field [0001] The invention relates to the technical field of chemistry, and specifically provides a production method of N,N-bis(2-sulfonic acid ethyl)-1-alkylamine. Background technique [0002] The disodium salt of N,N-bis(2-sulfonic acid ethyl)-1-alkylamine is widely used as a novel surfactant. Because of its good wetting, foaming, washing and dispersing properties, this compound not only has good detergency on hair, but also has the characteristics of soft hair and less irritation to skin. It can be used in hand sanitizers and cosmetics, as well as in the cleaning of industrial equipment. Literature (Journal of applied chemistry of the USSR, 1984, vol.57, 1885-1891) reported N, N-bis (2-sulfonic acid ethyl) -1-alkylamine synthesis method with N-alkyl Taurine and Beta-chloroethylsulfonic acid are used as raw materials under alkaline conditions (reaction pathway 1). [0003] [0004] This reaction has many by-products, and the productive rate can only reach...

Claims

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Application Information

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IPC IPC(8): C07C303/32C07C303/22C07C309/14
CPCC07C303/32C07C303/22C07C309/14
Inventor 孙华君杨尚金江汝泳郭晨谈敏熊先胜钱志强
Owner HUBEI GRAND LIFE SCI & TECH CO LTD
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