Method for preparing N-sodium methyl taurate

A technology of sodium methyl taurate and sodium taurate, applied in the direction of sulfonate preparation, chemical instruments and methods, organic compound/hydride/coordination complex catalyst, etc., can solve the problem of harsh reaction conditions and conversion rate Low, low yield and other issues

Active Publication Date: 2021-12-17
WANHUA CHEM GRP CO LTD +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The reaction conditions of this method are harsh, and due to the incomplete methylation, there are many raw materials remaining, the yield is low, the operation is complicated, and there are great problems in the reaction and storage process of industrialization.
[0004] In the patent CN106674061A, it is mentioned that N-methyl sodium taurate is prepared by reacting N-methyl acetamide and concentrated sulfuric acid. Although the reaction conditions are improved compared with the common methods at this stage, there are also limited sources of raw materials, high cost and low conversion rate. low level problem

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0042] Catalyst a preparation:

[0043] 1) Chloromethylation of polystyrene resin

[0044] Take 26g of polystyrene resin and put it into 100ml of dichloroethane to swell at room temperature for 1h. Add 114.1g of methylal dropwise to 202.5g of sulfuryl chloride within 1h at 25°C, keep it warm for 1h, pour the reaction mixture into 200ml of dichloromethane resin, and stir for 3h. Slowly add 30.3g of anhydrous zinc chloride powder at a temperature of 40°C, and stir for 8 hours. After cooling, the chloromethyl polystyrene resin was filtered out, and washed three times with 60 ml of methylal respectively for later use.

[0045] 2) Chloromethylated resin immobilized polyethylene glycol

[0046] Weigh 20.0g of chloromethylated polystyrene resin and add 200g of dioxane, heat up to 50°C, dissolve 175g of polyethylene glycol-400 in 75g of 33wt% sodium hydroxide solution, and add this solution to the resin solution, reflux for 10 h, then wash the resin with 100 g of distilled water f...

Embodiment 2

[0080] In the 2L reactor, add 147.0g of sodium taurine, 294.0g of deionized water, stir to add 4.4g of catalyst a, N 2 Replace three times, raise the temperature to 66°C, fill the system with N 2 Until the pressure was 1.2MpaG, 709.7g of methyl iodide was pumped into the system, and the reaction was kept for 4 hours. After the reaction was completed, 135.4 g of sodium N-methyl taurate was obtained quantitatively by LC. The conversion rate of this reaction is 87.25%, and the selectivity is 96.38%.

[0081] 1H NMR (400MHz, D2O) δ3.54(t, J=7.1Hz, 2H), 3.27(s, 3H), 3.13(t, J=7.1Hz, 2H).

Embodiment 3

[0083] In the reactor, add sodium taurine 146.9g, deionized water 731.8g, stir to add 8.8g catalyst b in the reactor after sodium taurate dissolves completely, N 2 Replace three times, raise the temperature to 70°C, fill the system with N 2 Until the pressure was 3.5MpaG, 187.9g of methyl bromide was pumped into the system, and the reaction was kept for 5 hours. After the reaction was completed, 147.2 g of sodium N-methyl taurate was obtained quantitatively by LC. The conversion rate of this reaction is 93.56%, and the selectivity is 97.72%.

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Abstract

The invention provides a method for preparing sodium methyl taurate. According to the method, sodium methyl taurate is synthesized in one step by taking halomethane and sodium taurate as raw materials, an immobilized catalyst quaternary ammonium salt as a catalyst, and water as a solvent. The method has the advantages of high atom utilization rate, thorough reaction, no tedious separation process in the current process, low energy consumption and easiness in operation. The method has the advantages of mild reaction conditions, easily met reaction conditions under catalysis, low equipment requirements, good controllability, easy separation and high product purity, and is a green and environment-friendly preparation method.

Description

technical field [0001] The invention relates to a method for preparing sodium N-methyl taurate, which belongs to the field of fine chemical industry. [0002] technical background [0003] Sodium N-methyl taurate is a fine chemical product with a wide range of uses. It is a daily chemical intermediate and textile auxiliaries, an important raw material for the production of surfactants, and is mainly used in cleaning products. The most commonly used method at present is to methylate sodium taurine under high temperature and high pressure conditions to prepare sodium methyl taurate, and then purify N-methyl sodium taurate product after acidification treatment. The reaction conditions of this method are harsh, and due to incomplete methylation, there are many remaining raw materials, the yield is low, the operation is complicated, and there are great problems in the reaction, extraction and storage process in industrialization. [0004] In the patent CN106674061A, it is mention...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C303/32C07C309/14B01J31/06
CPCC07C303/32B01J31/068B01J2231/4283C07C309/14Y02P20/584
Inventor 郭斌刘杰桂振友陈来中张明峰孔令晓黄真真
Owner WANHUA CHEM GRP CO LTD
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