Green preparation method for hydrophobic fatty acid ester of starch (FES)

A technology for fatty acid methyl esters and fatty acids is applied in the field of green preparation of hydrophobic fatty acid starch esters, which can solve problems such as toxicity, restriction, and difficulty in product separation, and achieve the effects of mild reaction conditions, improved esterification efficiency, and simple process route.

Inactive Publication Date: 2012-10-17
SOUTH CHINA UNIV OF TECH
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  • Abstract
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  • Claims
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AI Technical Summary

Problems solved by technology

In this method, since the starch participates in the reaction in the form of granules, the reaction efficiency, the uniformity of the substituents on the starch chain, and the degree of substitution are limited, thus affecting the application performance of the product.
In addition, the shortcomings of traditional organic solvents such as volatility, flammability, toxicity, and poor operability also restrict their research and application.
[0004] At present, there are many problems in the synthesis process of fatty acid starch ester organic solvent method, mainly: 1) The organic solvent is volatile, and a large amount of organic solvent is used to cause serious pollution to the environment; 2) The reaction needs to be carried out under strong alkali and high temperature; 3) Organic solvent / The water two-way system is prone to emulsification, which increases the difficulty of product separation; 4) Most organic solvents have certain toxicity

Method used

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  • Green preparation method for hydrophobic fatty acid ester of starch (FES)

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0023] The first step is to dry high-amylose corn starch VII (produced by National Starch Chemical Co., Ltd. of the United States, the amylose content in the starch is about 70%, which is a commercial starch) at 50°C until the moisture content is lower than 3%;

[0024] In the second step, the starch obtained in the first step is made into starch milk with a mass percentage of 5% by using an ionic liquid mixture, and the ionic liquid is 1-butyl-3-methylimidazole acetate and 1-butyl-3-methylimidazole The imidazolium tetrafluoroborate was mixed according to the mass ratio of 1:3, under the protection of nitrogen, heated and stirred at a constant temperature of 120°C for 2 hours;

[0025] In the third step, the temperature of the resulting solution is lowered to 60°C, and lipase (Candida rugosa lipase, Type VII, Sigma-Aldrich Company), methyl stearate is added, and the amount of lipase is 3% of the dry weight of starch, stearin The molar ratio of methyl ester to starch is 1:1, re...

Embodiment 2

[0031] The first step is to dry high-amylose corn starch V (produced by American National Starch Chemical Co., Ltd., the amylose content in the starch is about 50%, which is a commercial starch) at 60°C until the moisture content is lower than 3%;

[0032] In the second step, the starch obtained in the first step is made into starch milk with a mass percentage of 7% by using an ionic liquid mixture, and the ionic liquid is 1-butyl-3-methylimidazole acetate and 1-butyl-3-methylimidazole The imidazolium tetrafluoroborate was mixed according to the mass ratio of 1:6, under the protection of nitrogen, heated and stirred at a constant temperature of 120°C for 3 hours;

[0033] In the third step, the temperature of the resulting solution is lowered to 50°C, and lipase (Candida rugosa lipase, Type VII, Sigma-Aldrich Company), methyl palmitate is added, and the amount of lipase is 9% of the dry weight of starch, methyl palmitate The molar ratio of ester to starch is 1:3, react at cons...

Embodiment 3

[0037] The first step is to dry the tapioca starch at 50°C until the moisture content is lower than 3%;

[0038]In the second step, the starch obtained in the first step is made into starch milk with a mass percentage of 10% by using an ionic liquid mixture, and the ionic liquid is 1-butyl-3-methylimidazole acetate and 1-butyl-3-methylimidazole The imidazolium tetrafluoroborate was mixed according to the mass ratio of 1:5, under the protection of nitrogen, heated and stirred at a constant temperature of 120°C for 4 hours;

[0039] In the third step, the temperature of the resulting solution is lowered to 80°C, and lipase (Candida rugosa lipase, Type VII, Sigma-Aldrich Company), methyl myristate is added, and the amount of lipase is 7% of the dry weight of starch, and myristate The molar ratio of methyl ester to starch is 1:5, and the reaction is carried out at a constant temperature for 1 hour;

[0040] The fourth step is to cool the obtained solution to room temperature, add...

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Abstract

The invention discloses a green preparation method for hydrophobic FES. The method comprises the following steps: adding the raw material of dried starch into mixed ionic liquid of 1-butyl-3-methylimidazole acetate and 1-butyl-3-methylimidazole tetrafluoroborate, and carrying out heating and stirring at a constant temperature under a nitrogen atmosphere; cooling an obtained solution, adding lipase and fatty acid methyl ester, wherein the usage amount of lipase accounts for 3 to 15% of the mass of the dry basis of starch and a mol ratio of fatty acid methyl ester to starch is 1:1 to 1: 5, and allowing the solution, lipase and fatty acid methyl ester to undergo a reaction at a temperature of 50 to 80 DEG C for 1 to 5 h; and after the reaction is finished, adding anhydrous ethanol for rinsing and centrifugation after the solution is cooled, removing supernatant, and drying an obtained precipitate at a temperature of 35 to 50 DEG C for 40 to 48 h so as to obtain FES disclosed in the invention. The product of FES has good thermoplasticity, hydrophobicity and biodegradability and has an application value in a wide variety of industries like microcapsule wall materials, biodegradable materials and foodstuffs.

Description

technical field [0001] The invention relates to a production method of modified starch, in particular to a green preparation method of hydrophobic fatty acid starch ester, in particular to a production method of fatty acid starch ester obtained by using ionic liquid mixed liquid as a reaction medium and adopting lipase to catalyze the reaction of starch and fatty acid methyl ester . Background technique [0002] Starch is a kind of natural renewable resource with rich sources, and the preparation of high value-added derivatives from starch has attracted more and more attention. Long-chain fatty acid starch esters (LFES, generally referring to fatty acid starch esters with fatty chains above C8) are an important type of modified starch. Research has found that LFES has special thermoplasticity, hydrophobicity and biodegradability, and can be used as a stabilizer. Agents, gelling agents, emulsifiers, etc., have a wide range of application values ​​in microcapsule wall materia...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C12P19/04
Inventor 罗志刚卢旋旋扶雄
Owner SOUTH CHINA UNIV OF TECH
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