Production process of pyrrolidone carboxylic acid and its salt

A technology of pyrrolidone carboxylic acid and production method, applied in directions such as organic chemistry, can solve problems such as not being effective

Inactive Publication Date: 2003-02-26
AJINOMOTO CO INC
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0010] However, the reaction mixture prepared by the method described in this publication contains many other amino acids and organic acids, therefore, when efficiently producing high-purity pyrrolidone carboxylic acid, corresponding unit operations such as ion exchange resins and membranes and crystallization Separation is required, so the method described is not efficient

Method used

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  • Production process of pyrrolidone carboxylic acid and its salt
  • Production process of pyrrolidone carboxylic acid and its salt
  • Production process of pyrrolidone carboxylic acid and its salt

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0032] Example 1: Production of pyrrolidone carboxylic acid from L-glutamic acid

[0033] Water was added to L-glutamic acid to make a 33 wt% dispersion. use figure 1equipment, the L-glutamic acid slurry was fed by a high-pressure pump (1) to a reactor (2) (stainless steel, cylindrical, inner diameter 3.87 mm) heated to 200° C. to start the reaction. The residence time, or time through the reactor (2), is controlled to be 100 seconds when water flows alone. The reaction is terminated by introducing a jacketed heat exchanger (3) equipped at the outlet of said reactor (2), which is rapidly cooled. The pressure is adjusted through the check valve (5) in the system, thereby maintaining the pressure from the output end of the high-pressure pump (1) to the check valve (5) at 2 MPa.

[0034] After evaporation of the water, the prepared reaction mixture was recovered as a solid. The produced pyrrolidone carboxylic acid and unreacted glutamic acid contained in the solid were rediss...

Embodiment 2

[0037] Embodiment 2: Reaction temperature dependence

[0038] The dispersion (33wt%) of L-glutamic acid was reacted in the same manner as in Example 1, except that the temperature was changed to 150°C-250°C, the pressure was changed to 5MPa, and the residence time was controlled to be 100 seconds when water alone flowed .

[0039] In the same manner as in Example 1, water was evaporated from the prepared reaction mixture to recover a solid, which was redissolved and analyzed by the HPLC method to quantitatively determine pyrrolidonecarboxylic acid and glutamic acid. The results are shown in figure 2 .

Embodiment 3

[0040] Example 3: Residence time dependence

[0041] A dispersion of L-glutamic acid (33 wt%) was reacted in the same manner as in Example 1, except that the temperature was changed to 200° C., the pressure was changed to 5 MPa, and the residence time was controlled to be 30-300 seconds when water alone flowed.

[0042] In the same manner as in Example 1, water was evaporated from the prepared reaction mixture to recover a solid, which was redissolved and analyzed by the HPLC method to quantitatively determine pyrrolidonecarboxylic acid and glutamic acid. The results are shown in image 3 .

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Abstract

The present invention provides a production method of pyrrolidone carboxylic acid or a salt thereof, which includes bringing glutamic acid or a salt thereof into contact with high-temperature high-pressure water having a temperature of above 100 DEG C. and not higher than 300 DEG C., and a pressure higher than the vapor pressure of water at this temperature. The present invention affords efficient production and supply of pyrrolidone carboxylic acid or a salt thereof from glutamic acid or a salt thereof.

Description

technical field [0001] The present invention relates to a method for producing pyrrolidonecarboxylic acid (ie, 5-pyrrolidone-2-carboxylic acid) or a salt thereof from glutamic acid or a salt thereof. More specifically, the present invention relates to a method for producing pyrrolidone carboxylic acid or a salt thereof by using high-temperature and high-pressure water under a pressure condition not lower than the vapor pressure in a short time at a high reaction rate, by reacting glutamic acid or its salts. Background technique [0002] Pyrrolidonecarboxylic acids and salts thereof are important compounds used in various fields such as cosmetics and hygienic articles. [0003] Pyrrolidine carboxylic acid and its salts are synthesized by self-cyclization of glutamic acid or its salts by heating. For the reaction, glutamic acid or a salt thereof is directly heated in a reaction tank (heating furnace) or dissolved or dispersed in water is heated to a high temperature not lowe...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D207/28
CPCC07D207/28
Inventor 铃木雄一弓冈良辅田保桥建
Owner AJINOMOTO CO INC
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