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Method for synthesizing laurel acyl amino acid sodium

A technology of sodium lauroyl amino acid and synthesis method, applied in chemical instruments and methods, preparation of carboxylic acid amides, preparation of organic compounds, etc., can solve the problems of incomplete reaction of long-chain fatty acids, affecting product quality, and high long-chain fatty acids, Achieve the effect of solving difficult recovery, improving conversion rate and low solubility

Active Publication Date: 2015-12-16
CHANGSHA PUJI BIOTECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, amino acid surfactants have low activity as catalysts for acyl chloride reaction, and the reaction of long-chain fatty acids is not complete. For example, the unreacted raw fatty acid in the long-chain fatty acid chlorides obtained by using thionyl chloride as an acyl chloride reagent reaches 1-2%.
At the same time, during the synthesis of fatty acid chlorides, the carboxyl group in the amino acid surfactant as a catalyst reacts with the generated acid chlorides to form acid anhydrides, which are hydrolyzed back to fatty acids during the Schotten-Baumann reaction, resulting in amino acid surfactants Long-chain fatty acids are high, affecting product quality

Method used

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  • Method for synthesizing laurel acyl amino acid sodium
  • Method for synthesizing laurel acyl amino acid sodium
  • Method for synthesizing laurel acyl amino acid sodium

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0039] In a 500mL four-necked flask equipped with a thermometer, a reflux condenser, a gas pipe, and stirring, add 200g (1mol) of lauric acid, 1.5g (0.02mol) of N-methyl-N-phenylformamide, and heat up to 60°C , control the reaction temperature to be 70~80 ℃, in 5~10 hours, pass into 110g (1.1mol) of phosgene, the reaction is completed, the reaction is incubated for 2 hours, the nitrogen gas is driven to the tail gas pH value is neutral, and 218.5g of lauroyl chloride is obtained , the yield is 99%.

[0040] parameter

Indicator

Exterior

light yellow liquid

[0041] Lauroyl chloride (%)

99.5

Lauric acid (%)

0.1

Lauric anhydride (%)

0.1

[0042] In a 1000mL four-necked flask equipped with a thermometer, dropping funnel and stirring, add 186g (1.1mol) of sodium glutamate, dissolve in 570g of water, stir at room temperature to dissolve all of it, and prepare a 25% aqueous solution. 219g (1mol) of lauroyl ch...

Embodiment 2

[0045] The synthesis of lauroyl chloride is the same as that in Example 1.

[0046] In a 1000mL four-necked flask equipped with a thermometer, dropping funnel and stirring, add 122g (1.1mol) of sodium sarcosinate, dissolve in 200g of water, stir at room temperature to dissolve all, then add 166g of acetone to make 25 % acetone-water solution, put 219g (1mol) of lauroyl chloride into a dry dropping funnel, control the temperature in an ice-water bath to be 15-20°C, add lauroyl chloride under stirring, and dropwise add 25% aqueous sodium hydroxide solution , so that the reaction solution is kept at pH=8~10 until the addition is completed; the reaction is continued for 4~5h. After the reaction, the aqueous acetone phase was extracted with 500 mL of ethyl acetate, the layers were separated, and the organic phase was collected. The pH value was adjusted to 1-2 with 6N hydrochloric acid, and a large number of white crystals were precipitated. After all the product was precipitated,...

Embodiment 3

[0049] The synthesis of lauroyl chloride is the same as that in Example 1.

[0050] In a 1000mL four-necked flask equipped with a thermometer, dropping funnel and stirring, add 107g (1.1mol) of sodium glycinate, dissolve it in 321g of water, stir at room temperature to make it completely dissolved, then prepare a 25% aqueous solution, add 219g of lauroyl chloride (1mol) is put into a dry dropping funnel, the temperature is controlled to be 15~20° C. in an ice-water bath, lauroyl chloride is added under stirring, and a 25% aqueous sodium hydroxide solution is added dropwise simultaneously, so that the reaction solution is always at pH=8 ~10, until the addition is complete; continue the reaction for 4~5h. After the reaction, extract with 500 mL of ethyl acetate, separate the layers, and collect the organic phase. The pH value of the aqueous phase was adjusted to 1-2 with 6N hydrochloric acid, and a large number of white crystals were precipitated. After all the product was prec...

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Abstract

The invention discloses a method for synthesizing laurel acyl amino acid sodium. The method comprises the steps that lauric acid and phosgene react by being catalyzed by organic aryl amide, and lauroyl chloride is prepared; lauroyl chloride and amino acid react in an alkaline solution, and lauroyl amino acid salt is prepared; extraction separation is carried out, a catalyst is recycled from an organic phase, a water phase is sequentially subjected to acidification, filter separation, sodium hydroxide neutralizing and cooling crystallization, and laurel acyl amino acid sodium is obtained. According to the method, organic aryl amide is mainly adopted as the catalyst for the reaction of lauric acid and phosgene, the lauric acid acylation reaction is thorough, no residue exists, acyl chloride products do not need layering, distilling and other purifying processes can be directly used for synthesizing laurel acyl amino acid sodium, and especially the catalyst can be recycled and cyclically utilized through a simple method. Compared with use of existing DMF and other fatty amine catalysts, the process steps are greatly simplified, the yield and quality of the product are improved, production cost is reduced, environmental protection is facilitated, and the requirements of industrial production are met.

Description

technical field [0001] The invention relates to a method for synthesizing sodium lauroyl amino acid, in particular to a method for directly preparing sodium lauroyl amino acid by using lauroyl chloride synthesized by phosgene method, and belongs to the field of preparation of amino acid surfactants. Background technique [0002] Sodium lauroyl amino acid is a kind of amino acid type anionic surfactant, which has good characteristics of washing, dispersing, emulsifying, penetrating, solubilizing, etc. Its wettability is better than that of fatty alcohol polyoxyethylene ether (AE); it has superior foaming It has fine and durable foam, which is better than sodium lauryl sulfate (K12), a commonly used foaming agent in toothpaste; it has antibacterial and bactericidal properties, anti-corrosion and antistatic properties; it has good compatibility; its pH is basically the same as that of human skin. Consistent, comfortable and non-irritating; as a modifier of soap, it has good ant...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C233/47C07C231/02
CPCY02P20/584
Inventor 李经微
Owner CHANGSHA PUJI BIOTECH
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