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A kind of preparation method of 1,3-dioleic acid-2-palmitic acid triglyceride

A technology of palmitic acid triglyceride and dioleic acid, applied in 1 field, can solve the problems of high price, OPO dependence on imports, etc., and achieve the effects of low cost, common raw materials, and simple process

Active Publication Date: 2022-05-31
ZHEJIANG ESIGMA BIOTECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

At present, only Swedish Advanced Lipid and Malaysian LodersCroklaan produce OPO. Domestic OPO basically relies on imports, and the price is high.

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0030] (1) Add 10 g of palm stearin and 10 g of palmitic acid into a three-necked flask, under nitrogen protection, stir and mix at 70 °C, then add 0.02 g of catalyst, and react at 160 °C for 4 hours;

[0031] (2) be cooled to room temperature, filter and reclaim catalyst, obtain light yellow viscous oily liquid A;

[0032] (3) Add 1 g of compound enzyme (containing 0.4 g of Novozyme 435 lipase after cross-linking of dextran diacetaldehyde) into the fixed-bed reactor, and add 20 g of liquid A, 140 g of oleic acid, and 20 g of n-hexane to the bottle with a stopper. Evenly, turn on the peristaltic pump, set the flow rate to 10ml / min, and set the temperature to 45°C for 10h cycle reaction;

[0033] (4) Recover n-hexane and palmitic acid by vacuum distillation, add absolute ethanol, collect the crystalline solid at ≥15°C and ≤20°C, wash with ethanol≤10°C, and dry under reduced pressure to obtain a white solid. The OPO content was 93.6% by HPLC analysis, and the yield was 94%.

...

Embodiment 2

[0037] (1) Add 10 g of palm stearin and 10 g of palmitic acid into a three-necked flask, under nitrogen protection, stir and mix at 70 °C, then add 0.02 g of catalyst, and react at 180 °C for 5 hours;

[0038] (2) be cooled to room temperature, filter and reclaim catalyst, obtain light yellow viscous oily liquid A;

[0039] (3) Add 0.2 g of compound enzyme (containing 0.08 g of Novozyme 435 lipase after cross-linking of dextran diacetaldehyde) in the fixed bed reactor, and add 20 g of liquid A, 160 g of oleic acid and 20 g of n-hexane to the stoppered bottle Mix well, turn on the peristaltic pump, set the flow rate to 10ml / min, and set the temperature to 50°C for 12h reaction;

[0040] (4) Recover n-hexane and palmitic acid by vacuum distillation, add absolute ethanol, collect crystalline solid at ≥15°C and ≤20°C, wash with ethanol≤10°C, and dry under reduced pressure to obtain white solid OPO. By HPLC analysis, the OPO content was 96.72%, and the yield was 96.11%.

[0041] ...

Embodiment 3

[0044] (1) Add 10 g of palm stearin and 10 g of palmitic acid into a three-necked flask, under nitrogen protection, stir and mix at 70°C, then add 0.02g of catalyst, and react at 200°C for 6 hours;

[0045] (2) be cooled to room temperature, filter recovery catalyst, obtain light yellow viscous oily liquid A;

[0046] (3) 0.4g of compound enzyme (containing 0.16g of Novozyme435 lipase after cross-linking of dextran diacetaldehyde) was added to the fixed bed reactor, and 20g of liquid A, 180g of oleic acid and 20g of n-hexane were added to the bottle with stopper , Mix 1.4g of composite catalyst, turn on the peristaltic pump, set the flow rate to 10ml / min, and set the temperature to 55℃ for 14h of circulation reaction;

[0047] (4) Recover n-hexane and palmitic acid by vacuum distillation, add absolute ethanol, collect crystalline solid at ≥15°C and ≤20°C, wash with ethanol≤10°C, and dry under reduced pressure to obtain white solid OPO. By HPLC analysis, the OPO content was 96...

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PUM

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Abstract

The invention provides a preparation method of 1,3-dioleic acid-2-palmitic acid triglyceride. Described method is to utilize palm stearin and palmitic acid to mix, nitrogen protection, under solid superacid catalysis, to the S of palm stearin n Enrichment of ‑2-position palmitic acid; then acidolysis with oleic acid in a fixed-bed reactor under the catalysis of complex enzymes, and crystallization at low temperature to obtain high-purity 1,3-dioleic acid-2-palmitic acid triglyceride . The invention has the advantages of cheap and easy-to-obtain raw materials, simple process, environment-friendly and recyclable catalyst, low preparation cost and high yield, and is suitable for industrialized production.

Description

technical field [0001] The invention belongs to the technical field of oils and fats, and in particular relates to a preparation method of 1,3-dioleic acid-2-palmitic acid triglyceride. Background technique [0002] Breast milk is considered the most nutritious food for newborns, providing energy, essential nutrients and immune conditions for the healthy growth of babies. Breast milk contains 3% to 5% of fat, more than 98% of which is triglyceride, of which 18% to 25% is 1,3-dioleoyl-2-palmitic acid triglyceride (1,3-dioleoyl-2- palmitoylglycerol, hereinafter referred to as OPO), the sn-2 position of OPO is palmitic acid. This special structure can promote the absorption of fatty acids by infants and young children, provide sufficient energy, and avoid calcium deficiency and constipation caused by calcium saponification. Adding OPO to infant formula milk powder to make it "breast milk" can better ensure the healthy growth of infants and young children. In 2008, the Chinese...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C12P7/6458
CPCC12P7/6454Y02P20/584
Inventor 吴中华张小朋陈贵才徐天华
Owner ZHEJIANG ESIGMA BIOTECH CO LTD