Preparation method of bis (lauramide glutamine) lysine sodium compound

The one-step synthesis of sodium di(lauramide-glutamine)lysine solves the problem of solvent use in multi-step synthesis, achieving efficient and environmentally friendly compound preparation suitable for the cosmetics industry.

CN121895185APending Publication Date: 2026-04-21SUZHOU ELECO CHEM IND
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Patent Information

Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
SUZHOU ELECO CHEM IND
Filing Date
2025-12-31
Publication Date
2026-04-21

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Abstract

The invention discloses a preparation method of a bis (lauramide glutamine) lysine sodium compound, which comprises the following steps: adding lauramide glutaric anhydride and lysine into a reaction flask filled with water, adjusting the solution in the reaction flask to an alkaline environment by using a sodium hydroxide solution, heating and refluxing, and after the reaction is complete, cooling to room temperature to obtain the bis (lauramide glutamine) lysine sodium compound. And continuing to adjust the reaction solution in the reaction bottle to an alkaline environment by using a proper amount of sodium hydroxide solution to finally obtain the target compound bis (lauramide glutamine) sodium lysine. The one-step synthesis is adopted, so that the raw material conversion rate, the product purity and the product quality are greatly improved, and the market competitiveness is provided.
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Description

Technical Field

[0001] This invention belongs to the field of cosmetics and mainly relates to a one-step method for preparing sodium bis(lauramide-glutamine)lysine solution. Background Technology

[0002] Over the past 20 years, amphoteric surfactants have been widely researched and applied due to their superior physicochemical properties. Sodium di(lauramide-glutamine)lysine is a representative nonionic surfactant, primarily derived from plants and possessing high biodegradability. Due to its dual-locking structure—a peptide and a double-chain structure—similar to ceramides, it exhibits highly efficient skin moisturizing functions. Compared to single-molecule water-locking structures, it demonstrates even more effective water-locking and moisturizing properties, leading to its discovery and utilization in recent years and attracting industry attention.

[0003] However, compared with previous studies, it has been found that most of the methods for synthesizing this compound use multi-step reactions and involve the use of chemical solvents and substances prohibited in cosmetics.

[0004] To address the aforementioned technical problems, this invention proposes a new technical solution. Summary of the Invention

[0005] To at least solve one of the aforementioned technical problems, this invention proposes a one-step method for preparing an aqueous solution of sodium bis(lauramide-glutamine)lysine via a lauramide glutaric anhydride structure. The specific technical solution is as follows: The present invention proposes a method for preparing sodium bis(lauramide-glutamine)lysine, which specifically includes the following steps: Lauramide glutaric anhydride and lysine were added to a reaction flask containing water. The solution in the reaction flask was first adjusted to an alkaline environment with sodium hydroxide solution, and then heated to reflux. After the reaction was complete, an appropriate amount of sodium hydroxide solution was used to adjust the reaction solution in the reaction flask to an alkaline environment, and finally the target compound di(lauramide glutamine) lysine sodium was obtained. The reaction equation of this invention is as follows: .

[0006] In a preferred embodiment of the preparation method of the sodium bis(lauramide-glutamine)lysine compound of the present invention, the molar ratio of lauroamide glutaric anhydride to lysine is 1:(1~1.1).

[0007] As a preferred embodiment of the preparation method of the sodium di(lauramide-glutamine)lysine compound of the present invention, lauramide glutaric anhydride and lysine are added to a reaction flask containing water, and the pH value of the solution in the reaction flask is first adjusted to 8-9 with sodium hydroxide solution.

[0008] As a preferred embodiment of the preparation method of the sodium di(lauramide-glutamine)lysine compound of the present invention, after heating and refluxing until the reaction is complete, the pH value of the reaction solution in the reaction flask is adjusted to 8-11 with an appropriate amount of sodium hydroxide solution to obtain the target compound sodium di(lauramide-glutamine)lysine.

[0009] In a preferred embodiment of the method for preparing the sodium di(lauramide-glutamine)lysine compound of the present invention, the sodium hydroxide solution is a 30% aqueous sodium hydroxide solution.

[0010] Compared with the prior art, the present invention has at least one or more of the following beneficial effects: This invention synthesizes sodium di(lauramide-glutamine)lysine in a one-step process using lauramide glutaric anhydride. The process mainly involves using lauramide glutaric anhydride as the starting material and lysine under alkaline conditions to carry out a ring-opening amidation reaction. After the amidation reaction is complete, the pH value can be directly adjusted to 8-11 with alkaline solution without further treatment to obtain the target compound sodium di(lauramide-glutamine)lysine.

[0011] The preparation method of this invention solves the problem of multi-step reaction of synthesizing amidation from carboxylic acids in previous technologies. By using a one-step synthesis method, the conversion rate of raw materials, the purity of the product and the quality of the product are greatly improved. At the same time, no toxic, harmful or difficult-to-treat organic solvents or wastewater are generated in the entire synthesis process, realizing a green chemical reaction, which is conducive to the industrial production of the product.

[0012] This invention employs a one-step synthesis method and uses clean, pollution-free water as the solvent, thus eliminating unnecessary hazards at the source of cosmetic raw materials. This method not only effectively improves product quality but also saves companies significant costs and enhances their market competitiveness. Detailed Implementation

[0013] The present invention will be further described below with reference to embodiments. Obviously, the described embodiments are only some embodiments of the present invention, and not all embodiments. Based on the embodiments of the present invention, all other embodiments obtained by those skilled in the art without creative effort are within the scope of protection of the present invention.

[0014] Example 1: Synthesis of sodium bis(lauramide-glutamine)lysine Add 10g (32.1mmol) lauramide glutaric anhydride to a 250 mL three-necked flask, then add 100 mL of water, and then add 2.35g (16.05mmol) lysine. Stir well and adjust the pH of the solution in the three-necked flask to 8-9 with a 30% sodium hydroxide aqueous solution. Heat under reflux until the reaction is complete. Continue to adjust the pH of the reaction solution in the three-necked flask to the range of 8-11 with an appropriate amount of 30% sodium hydroxide aqueous solution. After the pH value is stable and qualified, the sodium lysine solution of the target compound of the present invention, bis(lauramide glutamine), is obtained.

[0015] Example 2 Synthesis of sodium bis(lauramide-glutamine)lysine Add 10g (32.1mmol) lauramide glutaric anhydride to a 250 mL three-necked flask, then add 100 mL of water, and then add 2.58g (17.66mmol) lysine. Stir well, adjust the pH of the solution in the three-necked flask to 8-9 with a 30% sodium hydroxide aqueous solution, heat to reflux, and after the reaction is complete, continue to adjust the pH of the reaction solution in the three-necked flask to the range of 8-11 with an appropriate amount of 30% sodium hydroxide aqueous solution. After the pH value is stable and qualified, the sodium lysine solution of the target compound of the present invention, bis(lauramide glutamine), is obtained.

[0016] Although embodiments of the present invention have been shown and described above, it is understood that the above embodiments are exemplary and should not be construed as limiting the present invention. Any modifications, equivalent substitutions, improvements, etc., made within the spirit and principles of the present invention should be included within the protection scope of the present invention.

Claims

1. A method for preparing a sodium bis(lauramide-glutamine)lysine compound, characterized in that, Specifically, the steps include the following: Lauramide glutaric anhydride and lysine were added to a reaction flask containing water. The solution in the flask was first adjusted to an alkaline environment using sodium hydroxide solution, and then heated to reflux. After the reaction was complete, the reaction solution in the flask was further adjusted to an alkaline environment using an appropriate amount of sodium hydroxide solution to obtain the target compound, lauroamide-glutamine sodium lysine. The synthetic route of the target compound is as follows: 。 2. The preparation method according to claim 1, characterized in that, The molar ratio of lauramide glutaric anhydride to lysine is 1:(1~1.1).

3. The preparation method according to claim 1, characterized in that, Add lauryl glutaric anhydride and lysine to a reaction flask containing water. First, adjust the pH of the solution in the reaction flask to 8-9 using sodium hydroxide solution.

4. The preparation method according to claim 1, characterized in that, After heating and refluxing until the reaction is complete, the pH of the reaction solution in the reaction flask is adjusted to 8-11 with an appropriate amount of sodium hydroxide solution to obtain the target compound, sodium lauramide glutamine lysine.

5. The preparation method according to claim 1, characterized in that, The sodium hydroxide solution is a 30% aqueous solution of sodium hydroxide.