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Method for preparing collagen sugar

A technology of glycine and chloroacetic acid, applied in the preparation of organic compounds, chemical instruments and methods, and cyanide reaction preparation, etc., can solve the problems of large solvent consumption and recovery, large solvent loss, large catalyst consumption, etc., and achieve no three-waste pollution. , the solvent loss is small, the effect of saving equipment

Inactive Publication Date: 2008-09-24
CHINA AGRI UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The above-mentioned aqueous phase glycine production method has problems such as that the catalyst cannot be recovered, the consumption of the catalyst is large, the catalytic efficiency is low, and the unreacted raw materials cannot be recovered and used mechanically, and due to the strong alkalinity and water content of the system, the hydrolyzate glycolic acid is easily generated. Thereby causing waste and polluting the environment; in addition, there are also defects such as difficulty in separation of inorganic salts such as ammonium chloride produced in the reaction, large amount of post-treatment, and difficulty in judging the end point of the synthesis reaction.
[0004] "Journal of Nanchang University (Science Edition)" the 3rd period of volume 24 in September, 2000 and patent document CN1410417 report take chloroacetic acid, ammonia as raw material, urotropine is catalyst, and solvent is the glycine preparation method of alcohol phase, this method Glycine is prepared by reacting ammonia gas in the alcohol phase, but there are still long reaction times, and the reaction is not easy to control, the catalytic efficiency is low, the solvent consumption is large and the recovery is difficult, and the inorganic salts such as ammonium chloride produced in the reaction pass through the solvent. It can only be removed by repeated recrystallization or electrodialysis separation with water, and the post-treatment is troublesome, and the amount of waste brine is large
[0005] Patent document US5155264 and CN1080632 report take chloroacetic acid, ammonia as raw material, paraformaldehyde is catalyst, solvent is the glycine preparation method of alcohol phase, although this method avoids producing ammonium chloride, iminodiacetic acid and nitrogen triacetic acid, but catalyst The dosage is large, the glycine product is difficult to separate from the catalyst, and multi-step alcohol washing is required to obtain a product with a higher content, which has the disadvantages of large solvent loss and low equipment loading factor

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0023] Add 96.5g of 98% chloroacetic acid (1.0moL), 200mL of methanol, 14g of urotropine (0.1moL) into a 500mL four-neck flask equipped with a stirrer, reflux condenser, and thermometer, and start stirring at a speed of about 150r / Min, add 30g of 99.5% ethylenediamine (0.5moL) dropwise. Due to the exothermic reaction, control the reaction temperature to be below 60°C. The dropping speed is from fast to slow. The dropwise addition is completed in 20 minutes, and then heated to 63°C after maintaining for about 15 minutes. Left and right, reduce the stirring speed to about 30r / min, pass through ammonia gas, and then generate a precipitate and turn it into a slurry liquid, check by HPLC, stop the reaction when the peak of monochloroacetic acid disappears, and pass through ammonia gas about 25g , the required time is 2.5 hours, stop stirring and cool down to about 45°C, filter and rinse the filter cake with 20mL of methanol at about 40°C, the filter cake is dried to 98.8%, and the ...

Embodiment 2

[0026] Add 96.5g 98% chloroacetic acid (1.0moL) in the 500mL four-neck flask with stirrer, reflux condenser, thermometer, add dropwise and reclaim the gained filtrate (gained 320mL filtrate after the above-mentioned embodiment 1 sodium chloride is filtered), start Stir at a speed of about 150r / min, keep the reaction temperature below 60°C, drop the speed from fast to slow, finish adding in 20 minutes, keep it for about 15 minutes, then heat to about 63°C, reduce the stirring speed to about 30r / min, Feed ammonia gas, then generate precipitate and become cloudy and become slurry liquid, check by HPLC, stop reaction when the wave peak of monochloroacetic acid disappears, feed ammonia gas about 25g required time 2.5 hours, stop stirring and cool down to At about 45°C, filter and rinse the filter cake with 20mL of methanol at about 40°C, the filter cake is dried to 98.5%, and the product is about 74.2g.

[0027] Add 98g 50% sodium methoxide (about 0.9moL) in 320mL filtrate, fully s...

Embodiment 3

[0029] Add 96.5g of 98% chloroacetic acid (1.0moL), 200mL of ethanol, 14g of urotropine (0.1moL) into a 500mL four-neck flask with a stirrer, reflux condenser, and thermometer, start stirring at a speed of about 150r / min, add 101g of 99.5% triethylamine (1.0moL) dropwise, control the reaction temperature to be below 60°C, the rate of addition changes from fast to slow, and the dropwise addition is completed in 20 minutes, after maintaining for about 15 minutes, heat to about 63°C, and reduce the stirring speed Ammonia gas is injected at about 30r / min, and then a precipitate becomes cloudy and becomes a slurry liquid. Check by HPLC, and stop the reaction when the peak of monochloroacetic acid disappears. It takes 2.5 hours to inject about 25g of ammonia gas, and then stop. Stir and cool down to about 45°C, filter and rinse the filter cake with 20mL of ethanol at about 40°C, dry the filter cake to obtain 98.6%, and the product is about 73.2g.

[0030] Add 168g 50% potassium eth...

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Abstract

The present invention discloses a preparation method of glycine. In the preparation method, chloroacetic acid and ammonia are used as raw materials; urotropine is used as the catalyst of the reaction; low-carbon alcohol solvent is used as a reaction medium; organic amine is added into the reaction system to be used as an acid binding agent; after the reaction is completed, the glycine with high content can be prepared through filtration. The preparation method solves the problems of the solvent that can not be recycled, serious solvent consumption, high cost, low yield, serious three-waste pollution and so on in the prior art. And the preparation method is suitable for the industrial production of the glycine.

Description

technical field [0001] The invention belongs to the field of fine chemicals, and in particular relates to a method for preparing glycine from chloroacetic acid and ammonia as raw materials. Background technique [0002] Glycine is aminoacetic acid, as an important fine chemical intermediate and chemical raw material, it is widely used in pesticides, medicines, food and feed additives and other fields. At present, there are many ways to prepare glycine, but the synthesis processes that can be industrialized or have industrialization prospects are mainly chloroacetic acid ammonolysis method, Strecker method and biosynthesis method using formaldehyde and sodium cyanide as main raw materials. Among them, the ammonolysis method of chloroacetic acid has a mature process route and simple equipment, and is currently the main method for producing glycine. [0003] Literature "Process Control and Quality", August 1996, Issue 1, 41-45; "Journal of Sichuan Union University (Engineering...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C229/08C07C227/08
CPCY02P20/584
Inventor 曹永松钱坤石天玉汤涛谭辉华李健强
Owner CHINA AGRI UNIV
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