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Preparation method of cocoyl glutamate acid

A technology of cocoyl glutamic acid and coconut oil, which is applied in the field of preparation of cocoyl glutamic acid, can solve the problems of violation of environmental protection, safety, cumbersome and lengthy technology, long reaction time, etc., and achieve no three wastes and mild products , to avoid the effect of side effects

Inactive Publication Date: 2016-05-04
JIUJIANG TINCI ADVANCED MATERIALS CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] There is almost no synthesis of cocoyl glutamic acid. Progress in Fine and Specialty Chemicals Technology 2003 (23) reported the synthesis method of N-lauroyl glutamic acid. The solvent is acetone, which is more toxic. Due to the characteristics of active products, residual acetone will cause the product to turn yellow easily. At the same time, the reaction time of this method is long, exceeding 18 hours, and post-treatment purification requires two recrystallizations. The technology is cumbersome and lengthy, difficult to operate, time-consuming and labor-intensive, and seriously violates environmental protection. , security purpose

Method used

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preparation example Construction

[0014] A preparation method of cocoyl glutamic acid, comprising steps,

[0015] 1) Cocoic acid and phosgene are used as raw materials, and the molar ratio of cocoic acid, phosgene and catalyst is 1:1.05~3.5:0.05~0.2. Under the action of organic amine catalyst, cocoic acid is slightly Pass phosgene reaction under molten state for 5~30 hours, after completion of reaction, vacuum distillation under reduced pressure obtains described cocoyl chloride;

[0016] 2) At room temperature, dissolve sodium glutamate in a mixed solution of alcohol and water, the mass ratio of alcohol and water is 1:1.0-10.0, after dissolving, control the temperature of the system at 0-50°C, keep stirring while adding coconut oil dropwise Aqueous solution of acid chloride and sodium hydroxide, the molar ratio of amino acid sodium to cocoyl chloride is 1:1.0~1.6, the dropping time is about 0.5~6 hours, the dropping speed and dosage of sodium hydroxide are maintained between 6~15 based on the pH value of the...

Embodiment 1

[0031] Step 1: To a 500ml three-neck flask equipped with a stirring bar, a thermometer, an air guide tube, and a reflux condenser

[0032] 284g (1mol) of coconut oil and 4.5g (0.06mol) of N,N-dimethylformamide were added in sequence, the temperature was raised to 80°C, the reaction temperature was controlled to be 80-85°C, and 105g (1.05mol) of phosgene was passed into ), the reaction was completed within 5 to 8 hours, vacuum distillation under reduced pressure, and 140 to 180 ° C (560 Pa) fractions were collected to obtain 265 g of cocoyl chloride, with a yield of 90%.

[0033] Step 2: Add glutamic acid to a 1000ml three-necked bottle equipped with a dropping funnel, a thermometer, and stirring

[0034] Sodium 191g (1mol), dissolved in 446g of ethanol and water mixed solution (m ethanol: m water = 1:4), stirred at room temperature to dissolve, put cocoyl chloride into a 500ml dropping funnel, controlled by a low temperature water bath Temperature at 20-25°C, add 359g (1.2mol...

Embodiment 2

[0036] Step 1: Cocoyl chloride is synthesized with embodiment 1.

[0037] Step 2: Add glutamic acid to a 1000ml three-necked bottle equipped with a dropping funnel, a thermometer, and stirring

[0038]Sodium 191g (1mol), dissolved in 446g of ethanol and water mixed solution (m ethanol: m water = 1:4), stirred at room temperature to dissolve, put cocoyl chloride into a 500ml dropping funnel, controlled by a low temperature water bath Temperature at 15-20°C, add 359g (1.2mol) of cocoyl chloride under stirring, and at the same time add dropwise 40% sodium hydroxide aqueous solution to keep the pH value of the reaction solution at pH=10-12, after dropping, continue stirring for 1h ; After completion, warm up to room temperature, desolventize under reduced pressure for 1 hour; cool, control the temperature at 15-20°C, add hydrochloric acid dropwise under stirring, make the system pH=6-8, precipitate granular crystals, filter with suction, and dry, Obtain cocoyl glutamic acid 324g,...

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Abstract

The invention discloses a preparation method of cocoyl glutamate acid. The preparation method comprises that phosgene as a raw material is fed into cocinic acid as a raw material in a micro-melting state at a temperature of 70-120 DEG C, the mixture undergoes a reaction in the presence of an organic amine catalyst for 5-30h, wherein a mole ratio of cocinic acid, phosgene to the catalyst of 1: 1.05-3.5: 0.05-0.2, the reaction product is subjected to reduced pressure vacuum distillation to form cocoyl chloride, at the room temperature, sodium glutamate is dissolved in a mixed solution of alcohol and water, wherein a mass ratio of the alcohol to water is 1: 1.0-10.0, cocoyl chloride and sodium hydroxide aqueous solutions are dropwisely added into the system in 0.5-6h under control of the system temperature in a range of 0-50 DEG C along with stirring, wherein a mole ratio of sodium amino acid salt to cocoyl chloride is 1: 1.0-1.6 and the system pH is kept in a range of 6-15 through a sodium hydroxide dropwise addition rate and use amount, the system is stirred for 0.5-6h, the solvent is subjected to reduced pressure removal at a temperature of 0-100 DEG C for 0.5-6h, the system is cooled, hydrochloric acid is slowly and dropwisely added into the system at a temperature of 0-50 DEG C along with stirring until crystals are precipitated, wherein the pH of the system is kept in a range of 0-10 through a hydrochloric acid dropwise addition amount, and the crystals are subjected to suction filtration and dried so that obtain the cocoyl glutamate acid is obtained. The preparation method has a simple preparation route, can be operated simply, is safe, has a high yield and can be easily industrialized.

Description

technical field [0001] The invention relates to a preparation method of cocoyl glutamic acid. Background technique [0002] In recent years, amino acid series surfactants have attracted people's attention because of their safety, biodegradability and excellent surface activity. Cocoyl glutamic acid is made of highly safe materials, which is extremely gentle on the skin and will not cause allergies and phototoxicity; it has proper foam, strong washing power, and excellent adaptability to hard water; it can be quickly absorbed by organisms Decomposition; because it contains fatty acids, it can make the solution and micellar form obtain the required viscosity. Because of the above characteristics, it is widely used in transparent system or (pearl) facial cleanser, shampoo, shower gel, soap, detergent, shaving cream, toothpaste and industrial products. It can also be used in silk dyeing and finishing, antirust additives, Metal processing, mineral flotation and oil extraction a...

Claims

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Application Information

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IPC IPC(8): C07C231/02C07C231/24C07C233/47
CPCC07C51/60C07C231/02C07C231/24C07C53/42C07C233/47
Inventor 宋吾燕徐三善张未星英瑜陈晓军
Owner JIUJIANG TINCI ADVANCED MATERIALS CO LTD
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