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Catalytic synthesis method for functional animal nutrition additive butyrin

A technology of butyric acid glyceride and nutritional additives, which is applied in the field of solid acid catalyzed synthesis of organic acids and polyols, can solve the problem of low yield of butyric acid mono-diglycerides, and achieve the effect of simple separation

Inactive Publication Date: 2013-01-02
SHENZHEN PREMIXINVE NUTRITION CO LTD +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Chinese patent CN102090517A has introduced the synthetic method of butyric acid mono-diglyceride under the condition of phosphoric acid catalysis and carbon tetrachloride as water-carrying agent, but this method needs to wash with a large amount of alkali-containing saturated salt water after the reaction is completed. Removal of phosphoric acid results in a low yield of butyric acid mono-diglycerides and a large amount of waste water, and this method requires the use of a relatively large amount of toxic carbon tetrachloride (the country has strictly prohibited the use of carbon tetrachloride in 2010)

Method used

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  • Catalytic synthesis method for functional animal nutrition additive butyrin
  • Catalytic synthesis method for functional animal nutrition additive butyrin
  • Catalytic synthesis method for functional animal nutrition additive butyrin

Examples

Experimental program
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Effect test

Embodiment 1

[0027] Example 1: General synthesis method of butyric acid glyceride

[0028] General method for the synthesis of butyric acid glyceride (both tributyrin and mono- and diglyceride butyrate can be used): In a 250ml three-necked bottle with a water separator, reflux condenser and thermometer, add appropriate amount of glycerin, Butyric acid, sulfonic acid type strong acid ion exchange resin or carbon-based solid acid (the amount is 4.0% of the mass of glycerin) and toluene with water agent (25ml), stir, heat to reflux to bring out the water, heat to reflux the reaction system The temperature is maintained between 110~120℃. When the amount of water in the water trap reaches the theoretical amount and remains unchanged, stop heating, terminate the reaction, and filter out the sulfonic acid type strong acid ion exchange resin after cooling, the filtrate is decompressed to distill toluene with water, and it can be obtained after washing Target product. According to the molar ratio of...

Embodiment 2

[0029] Example 2: Synthesis of butyric acid monoglyceride

[0030] In a 250ml three-necked flask with water separator, reflux condenser and thermometer, add 18.4 grams (200mmol) of glycerin, 17.8 grams (200mmol) of n-butyric acid, and sulfonic acid type strong acid ion exchange resin (the amount is the quality of n-butyric acid 4.0%) and toluene (25ml) with water agent, stirring, heating and refluxing to bring out the generated water, heating and refluxing to keep the temperature of the reaction system at 115°C. When the amount of water in the water separator reaches about 3.6ml and remains unchanged, stop heating and terminate the reaction. After cooling, the catalyst sulfonic acid type strong acid ion exchange resin is filtered out. The filtrate is decompressed to distill the water-carrying toluene, which is washed with water. 30.2 grams of butyric acid monoglyceride based on butyric acid monoglyceride, the yield is 92.7%, such as figure 1 As shown, the content of butyric acid ...

Embodiment 3

[0031] Example 3: Synthesis of triglyceride butyrate

[0032] In a 250ml three-necked flask with water separator, reflux condenser and thermometer, add 18.4 grams (200mmol) of glycerin, 53.2 grams (600mmol) of n-butyric acid, and sulfonic acid type strong acid ion exchange resin (the amount is the quality of n-butyric acid 4.0%) and toluene (25ml) with water agent, stirring, heating and refluxing to bring out the generated water, heating and refluxing to keep the temperature of the reaction system at 115°C. When the amount of water in the water separator reaches about 11ml and remains unchanged, stop heating and terminate the reaction. After cooling, the catalyst sulfonic acid type strong acid ion exchange resin is filtered out, the filtrate is decompressed to distill toluene with water, and the target product is obtained after washing with water The butyrate triglyceride is 56.4 g, and the yield is 92.9%. Such as figure 2 with image 3 As shown, the content of triglyceride bu...

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Abstract

The invention discloses a catalytic synthesis method for a functional animal nutrition additive butyrin. According to the method, n-butyric acid and glycerin undergo a heating reflux reaction under the conditions that a solid acid is used as a catalyst and toluene is used as a water-carrying agent; when water in a water separator reaches theoretical yield, the reaction is stopped, the solid acid catalyst is separated through filtration, an obtained filtrate is subjected to underpressure distillation so as to separate the water-carrying agent, and rinsing is carried out so as to obtain butyrin; the solid acid is a sulfonic acid type strong-acid ion exchange resin or a carbon-based solid acid, the usage amount of the solid acid is 1 to 5% of the mass of n-butyric acid, and a system temperature of the heating reflux reaction is 110 to 120 DEG C. Since the catalytic synthesis method for the functional animal nutrition additive butyrin uses the solid acid catalyst in the reaction, a target product can be prepared through simple filtration of the catalyst and underpressure distillation of the water-carrying agent after the reaction is finished; thus, separation is simple, and the separated catalyst obtained after filtration and the separated water carrying agent can be cyclically used.

Description

Technical field: [0001] The invention belongs to the field of solid acid catalytic synthesis of organic acids and polyhydric alcohols, and specifically relates to a method for catalytic synthesis of functional animal nutrition additives butyric acid glycerides. Background technique: [0002] Butyric acid is a short-chain fatty acid present in the intestinal tract, which provides energy for intestinal epithelial cells and promotes their growth and development. Recent studies have shown that butyric acid has a strong bactericidal effect, which can affect protein synthesis, gene expression and cell differentiation. However, because butyric acid is liquid at room temperature, it is volatile and has a special smell, which is not conducive to actual production and use. [0003] Butyric acid glycerides are short-chain fatty acid esters, which are broken down into butyric acid and glycerol under the action of intestinal lipase. After butyric acid is absorbed by the intestinal mucosal cel...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C69/30C07C67/08
Inventor 黎星术李建恒黄玲陈雨陈友慷
Owner SHENZHEN PREMIXINVE NUTRITION CO LTD
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