Preparation method and application of N-lauroyl-L-alanine

Abstract

The invention discloses a preparation method of N-lauroyl-L-alanine. The preparation method comprises the following steps: preparing L-alanine salt, preparing pasty N-lauroyl-L-alanine salt, and preparing an N-lauroyl-L-alanine crude product and the like. The invention further provides application of amino acid in the daily chemical field and industries such as agriculture and medicines. The aminoacid provided by the invention has high performance, and has an obvious effect in the aspects of bacterium inhibition, pesticide removal, peculiar smell elimination and the like.

Description

Technical field

[0001] The invention belongs to the technical field of preparation of amino acid type surfactants, and specifically relates to a preparation method and application of N-lauroyl-L-alanine. Background technique

[0002] Surfactants are an indispensable part of many fields such as daily chemical industry, agriculture, and pharmaceutical industry. There are dozens of surfactants currently used in the market, but the most commonly used are sodium dodecylbenzene sulfonate (SLS), sodium laureth sulfate (AES) and sodium lauryl sulfate ( K12) Mainly. Since these three major surfactants have been used for decades or even hundreds of years, their negative effects have gradually emerged during the course of use, and their impact on human safety and the environment is often reported.

[0003] Other surfactants, such as sugar alkyl glycosides (APG), amino acid surfactants, such as lauroyl-L-glutamic acid, lauroyl glycine, lauroyl sarcosine and the like. Although they are biolo...

Examples

preparation example Construction

[0111] The purpose of the present invention and the solution of its technical problems are achieved by the following technical solutions. A method for preparing N-lauroyl-L-alanine according to the present invention includes the following steps:

[0112] (1) Dissolve L-alanine and metal inorganic base in a mixed solution of distilled water and organic solvent and stir to obtain L-alanine salt solution;

[0113] (2) Add lauroyl chloride and metal inorganic base to the L-alanine salt solution obtained above at 5~50℃ to make the pH of the reaction system=8~10, and then continue to stir under certain conditions to obtain a paste The N-lauroyl-L-alanine salt;

[0114] (3) Hydrochloride the paste N-lauroyl-L-alanine obtained above to pH=3~4, and gradually precipitate a white solid, then place it in an ice bath for 1~3h and filter to obtain N-laurel Crude Acyl-L-Alanine;

Embodiment 1

[0116] Example 1 Synthesis of N-lauroyl-L-alanine

example 1

[0118] At room temperature, in a 1L three-necked flask, dissolve 89g (1mol) of L-alanine and 40g (1mol) of sodium hydroxide in a mixed solution of 150mL of distilled water and 150mL of acetone and stir to obtain a sodium L-alanine solution.

[0119] Under the condition of 25°C, slowly add 218.7g (1mol) lauroyl chloride dropwise to the L-alanine salt solution, and then dropwise add 50% sodium hydroxide solution to make the pH of the reaction system=9. After the addition is complete, Stirring was continued for 2h at 25°C to obtain a paste of N-lauroyl-L-alanine salt.

[0120] Add hydrochloric acid to the pasty N-lauroyl-L-alanine salt to acidify to pH=3~4, and gradually precipitate a white solid, then place it in an ice bath for 2h and filter to obtain N-lauroyl-L-propane Crude acid.

[0121] Add a mixed solvent of water and acetone, L-alanine and p-toluenesulfonic acid to the crude N-lauroyl-L-alanine. Among them, the crude N-lauroyl-L-alanine, water and acetone The mixed solvent, L...

Technical field

[0001] The invention belongs to the technical field of preparation of amino acid type surfactants, and specifically relates to a preparation method and application of N-lauroyl-L-alanine. Background technique

[0002] Surfactants are an indispensable part of many fields such as daily chemical industry, agriculture, and pharmaceutical industry. There are dozens of surfactants currently used in the market, but the most commonly used are sodium dodecylbenzene sulfonate (SLS), sodium laureth sulfate (AES) and sodium lauryl sulfate ( K12) Mainly. Since these three major surfactants have been used for decades or even hundreds of years, their negative effects have gradually emerged during the course of use, and their impact on human safety and the environment is often reported.

[0003] Other surfactants, such as sugar alkyl glycosides (APG), amino acid surfactants, such as lauroyl-L-glutamic acid, lauroyl glycine, lauroyl sarcosine and the like. Although they are biolo...

Examples

preparation example Construction

[0111] The purpose of the present invention and the solution of its technical problems are achieved by the following technical solutions. A method for preparing N-lauroyl-L-alanine according to the present invention includes the following steps:

[0112] (1) Dissolve L-alanine and metal inorganic base in a mixed solution of distilled water and organic solvent and stir to obtain L-alanine salt solution;

[0113] (2) Add lauroyl chloride and metal inorganic base to the L-alanine salt solution obtained above at 5~50℃ to make the pH of the reaction system=8~10, and then continue to stir under certain conditions to obtain a paste The N-lauroyl-L-alanine salt;

[0114] (3) Hydrochloride the paste N-lauroyl-L-alanine obtained above to pH=3~4, and gradually precipitate a white solid, then place it in an ice bath for 1~3h and filter to obtain N-laurel Crude Acyl-L-Alanine;

Embodiment 1

[0116] Example 1 Synthesis of N-lauroyl-L-alanine

example 1

[0118] At room temperature, in a 1L three-necked flask, dissolve 89g (1mol) of L-alanine and 40g (1mol) of sodium hydroxide in a mixed solution of 150mL of distilled water and 150mL of acetone and stir to obtain a sodium L-alanine solution.

[0119] Under the condition of 25°C, slowly add 218.7g (1mol) lauroyl chloride dropwise to the L-alanine salt solution, and then dropwise add 50% sodium hydroxide solution to make the pH of the reaction system=9. After the addition is complete, Stirring was continued for 2h at 25°C to obtain a paste of N-lauroyl-L-alanine salt.

[0120] Add hydrochloric acid to the pasty N-lauroyl-L-alanine salt to acidify to pH=3~4, and gradually precipitate a white solid, then place it in an ice bath for 2h and filter to obtain N-lauroyl-L-propane Crude acid.

[0121] Add a mixed solvent of water and acetone, L-alanine and p-toluenesulfonic acid to the crude N-lauroyl-L-alanine. Among them, the crude N-lauroyl-L-alanine, water and acetone The mixed solvent, L...

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