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Preparation method of grease rich in OPL and OPO and product thereof

A technology of oil and oleic acid, which is applied in the field of preparation of structural esters and food additives, can solve problems such as the inability to realize the regulation of OPO/OPL ratio, the difficulty of obtaining OPL and OPO oil, and the inability to obtain raw materials directly, so as to ensure product quality and quality Effects of stability, ease of scale-up and automation, and mild reaction conditions

Pending Publication Date: 2021-05-28
INST OF OIL CROPS RES CHINESE ACAD OF AGRI SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

At present, there are a large number of methods for the preparation of 1,3-dioleic acid-2-palmitic acid triglyceride (OPO), but the preparation is rich in both OPO and 1-oleic acid-2-palmitic acid-3-linoleic acid triglyceride There are also few reports on breastmilk fat substitutes of ester (OPL) two structural esters. Patent applications for invention CN 109468349A and CN109566769A disclose a method for preparing OPL and OPO / OPL oil composition rich in high purity Tripalmitin is used as the raw material, which cannot be obtained directly and requires multi-step preparation and purification; the "one-pot method" is generally used, that is, tripalmitin (PPP) and oleic acid, linoleic acid and other raw materials are simultaneously Adding together to react, it is easy to produce LPL (1,3-dilinoleic acid-2-palmitic acid triglyceride), OOO, LLL, LOL, OLO, PPO, PPL and other by-products with different structures; it is impossible to accurately prepare rich It is difficult to obtain a higher content of OPL and OPO oils from oils containing two active structural esters of OPO and OPL, let alone control the ratio of OPO / OPL

Method used

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  • Preparation method of grease rich in OPL and OPO and product thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0027] A preparation method rich in OPO and OPL grease, specifically comprising the steps of:

[0028] (1) Preparation of PPP structural ester: with glycerol: the molar ratio of palmitic acid is 1:5, add catalyst p-toluenesulfonic acid (accounting for 0.5% of the total weight of the reaction substrate) to be placed in the flask, stirring speed 200rpm, reaction temperature 90 ℃, the reaction time is 2 hours, during the reaction, nitrogen gas is continuously fed as a protective gas, and after the reaction is completed, the high-purity PPP raw material is obtained by separation and purification;

[0029] Through liquid phase detection, the content of PPP in the reaction product is 85% (content in mass percent);

[0030] (2) Prepare the structural ester of OPO: according to PPP: the molar ratio of oleic acid is 1:3, PPP raw material and oleic acid are mixed, add substrate quality 3% Candida antarctica lipase and substrate quality 10 times of n-hexane alkanes, at 50°C, with a stir...

Embodiment 2

[0035] A preparation method rich in OPO and OPL grease, specifically comprising the steps of:

[0036] (1) Preparation of PPP structural ester: use palm stearin with a palmitic acid content of more than 70% as raw material, add chemical catalyst sodium methylate, carry out intramolecular rearrangement reaction, and obtain triglyceride rich in palmitic acid after separation and purification after the reaction is completed ester raw material;

[0037] (2) Preparation of OPO structural ester: According to the molar ratio of PPP: oleic acid is 1:5, mix the PPP raw material and oleic acid, add 5% Candida lipolytica lipase and isooctane, and stir at 60°C The transesterification reaction occurred at a rate of 200rpm for 8 hours, and the oil rich in OPO was obtained after molecular distillation and purification to remove fatty acids; the content of OPO in the reaction product was 48% through liquid phase detection;

[0038](3) Preparation of structural esters rich in OPO and OPL: the...

Embodiment 3

[0040] A preparation method rich in OPO and OPL grease, specifically comprising the steps of:

[0041] (1) Preparation of PPP structure ester: with embodiment 1

[0042] (2) Preparation of OPO: According to PPP: the molar ratio of oleic acid is 1:8, PPP raw material and oleic acid are mixed, add 8% Candida lipolytica lipase and buffer emulsion (pH 7.0, substrate total mass 2 %), at 70 DEG C, the transesterification reaction 3h takes place under the stirring rate of 300rpm, after purification by molecular distillation, after removing the fatty acid, the oil rich in OPO is obtained; through liquid phase detection, the content of OPO in the reaction product is 65%;

[0043] (3) Preparation of structural esters rich in OPO and OPL: the OPO obtained above is mixed with linoleic acid at a molar ratio of 1:8, and 8% Burkholderia cepacia lipase and buffer emulsion (pH 7.0, 2% of the total mass of the substrate), at 70° C., a transesterification reaction occurred at a stirring rate of...

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Abstract

The invention discloses a preparation method of grease rich in OPL and OPO, wherein the preparation method comprises the following steps: (1) preparing OPO or LPL: mixing a PPP raw material and oleic acid / linoleic acid according to the ratio of PPP to oleic acid / linoleic acid of 1:3-1:5, adding lipase and a solvent, stirring or continuously flowing at a certain temperature for a certain time to carry out enzymatic transesterification, and purifying to remove fatty acid to obtain the grease rich in OPO / LPL; and (2) preparing grease rich in OPO and OPL: mixing the grease rich in OPO / LPL with linoleic acid / oleic acid according to a certain proportion, adding lipase and a solvent, stirring or continuously flowing at a certain temperature to carry out enzymatic transesterification, and purifying to remove fatty acid to obtain the grease rich in OPO and OPL. Cheap and easily available glycerol, palmitic acid, oleic acid and linoleic acid are used as raw materials, the intermediate product OPO / LPL is prepared, the grease rich in OPO and OPL can be obtained at the same time, and the method has the advantages that components of the synthetic product are relatively simple, and the content of the target product is controllable.

Description

technical field [0001] The invention relates to a preparation method of oil rich in OPL and OPO and a product thereof, belonging to the field of preparation of structural esters and food additives. Background technique [0002] 1,3-Dioleic acid-2-palmitic acid triglyceride (OPO) is mainly used as a nutritional supplement in infant formula. For infants and young children, breast milk is the most ideal food source during growth and development. However, when breastfeeding is not possible due to some special reasons, infant formula milk powder is an ideal choice. Milk fat is an important component of breast milk. Although it only accounts for about 3-5% of breast milk, it provides 50% to 60% of the energy for infants and young children, and is the main source of energy for infant growth. More than 98% of breast milk fat is triglyceride, 70% of palmitic acid in breast milk is located at the sn-2 position of triglyceride, and the glyceride with palmitic acid located at the sn-2...

Claims

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Application Information

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IPC IPC(8): A23C9/152C07C67/08C07C67/00C07C69/30C12P7/64
CPCA23C9/1528C07C67/08C07C67/00C12P7/6472C12P7/6445
Inventor 郑明明黄凤洪张羽飞王晶
Owner INST OF OIL CROPS RES CHINESE ACAD OF AGRI SCI
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