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Chemical synthesis method for OPO structured lipid

A synthesis method and chemical synthesis technology, applied in chemical instruments and methods, organic chemistry, preparation of organic compounds, etc., can solve the problems of low yield and low purity of OPO, and achieve simple post-processing, high yield and purity , cost reduction effect

Active Publication Date: 2017-12-15
WUHAN POLYTECHNIC UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, after this method is improved, the purity of OPO can only reach 43% even if the dry coupling solvent method is used for fractionation (Zhang Hui, Grain and Food Industry, 2015)
[0007] The existing method for fractionating and enriching 1,3-dioleic acid-2-palmitic triglyceride (OPO) from lard has the problems of low OPO yield and low purity, so a high-purity OPO preparation method is explored of great value

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0017] (1) Take 10 g of 1,3-dichloroisopropanol, 20 g of methyl hexadecanoate, and 2 g of sodium methoxide, heat and reflux in isooctane for 2 hours, and distill under reduced pressure to obtain 1 , 3-dichloro-2-hexadecanoate;

[0018] (2) Add the 1,3-dichloro-2-hexadecanoate obtained in the previous step, and then add sodium oleate, the weight ratio of 1,3-dichloro-2-hexadecanoate to sodium oleate 2:1, filled with nitrogen protection, added to the reactor with reflux condensing device, reacted at 50°C for 2 hours, washed with weak alkali, adjusted pH to neutral and then dried, molecular distillation or vacuum distillation After that, 1,3-dioleic acid-2-palmitic acid triglyceride (OPO) was obtained. The yield of OPO was 75% and the purity was 92% according to chromatographic analysis of the product.

Embodiment 2

[0020] (1) Take 10 g of 1,3-dichloroisopropanol, 100 g of methyl hexadecanoate, and 8 g of potassium methylate, heat and reflux in cyclohexane for 4 hours, and distill under reduced pressure to obtain 1 , 3-dichloro-2-hexadecanoate;

[0021] (2) Add the 1,3-dichloro-2-hexadecanoate obtained in the previous step, and then add sodium oleate, the weight ratio of 1,3-dichloro-2-hexadecanoate to sodium oleate 10:1, filled with nitrogen protection, added to the reactor with reflux condensing device, reacted at 100°C for 5 hours, washed with weak alkali, adjusted pH to neutral, dried, molecular distillation or vacuum distillation After that, 1,3-dioleic acid-2-palmitic acid triglyceride (OPO) can be obtained. The yield of OPO was 80% and the purity was 95% according to chromatographic analysis of the product.

Embodiment 3

[0023] (1) Take 10 g of 1,3-dichloroisopropanol, 50 g of methyl hexadecanoate, and 5 g of sodium hydroxide, heat and reflux in n-hexane for 3 hours, and distill under reduced pressure to obtain 1 , 3-dichloro-2-hexadecanoate;

[0024] (2) Add the 1,3-dichloro-2-hexadecanoate obtained in the previous step, and then add sodium oleate, the weight ratio of 1,3-dichloro-2-hexadecanoate to sodium oleate 5:1, filled with nitrogen protection, added to the reactor with reflux condensing device, reacted at 80°C for 3 hours, washed with weak alkali, adjusted pH to neutral, dried, molecular distillation or vacuum distillation After that, 1,3-dioleic acid-2-palmitic acid triglyceride (OPO) can be obtained. The yield of OPO was 90% and the purity was 96% according to chromatographic analysis of the product.

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Abstract

The invention discloses a chemical synthesis method for an OPO (1,3-dioleic acid-2-palmitic acid triglyceride) structured lipid. The chemical synthesis method is characterized by comprising the following steps: (a) in the presence of an alkali catalyst, performing heating reflux reaction reduced pressure distillation on 1,3-dichloro-2-propanol and hexadecanoic acid methyl ester in an organic solvent, so as to obtain 1,3-dichloro-2-hexadecanoic acid ester; and (b) further putting sodium oleate into the 1,3-dichloro-2-hexadecanoic acid ester obtained in the former step, introducing nitrogen for protection, putting into a reactor with a backflow condensation device, performing a reaction for 2-5 hours at 50-100 DEG C, performing weak alkali water washing, adjusting the pH value to be neutral, drying, and performing molecular distillation or vacuum distillation, thereby obtaining high-purity OPO. The chemical synthesis method is simple and convenient in synthesis route, simple in after treatment and high in total yield (greater than 75%), and OPO can be synthesized effectively.

Description

technical field [0001] The invention relates to a chemical synthesis method of OPO structured lipid, which belongs to the technical field of organic synthesis of structured lipid. Background technique [0002] With the development of the economy and the improvement of living standards, the consumption of food for infants and young children has become higher and higher. Infants and young children are small and their physiological functions are immature. However, in order to achieve normal growth and development, the calorie requirement per kilogram of body weight is more than twice that of adults. If carbohydrates and protein are mainly used to supply energy, each gram can only supply 16KJ of calories, so the amount of food must be quite large, which is not a small burden for babies whose digestive function is not perfect; while fat can supply more than twice the calories of protein or sugar, that is, 38KJ of calories per gram, Therefore, fat is an indispensable substance in...

Claims

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Application Information

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IPC IPC(8): C07C67/10C07C69/58
CPCC07C67/03C07C67/10C07C69/58C07C69/63
Inventor 韩立娟贺军波钟启新齐玉堂张维农李楠楠
Owner WUHAN POLYTECHNIC UNIVERSITY
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