CN113512568A - Preparation method of linoleic acid-rich structural grease - Google Patents

Preparation method of linoleic acid-rich structural grease Download PDF

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Publication number
CN113512568A
CN113512568A CN202110792787.XA CN202110792787A CN113512568A CN 113512568 A CN113512568 A CN 113512568A CN 202110792787 A CN202110792787 A CN 202110792787A CN 113512568 A CN113512568 A CN 113512568A
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China
Prior art keywords
acid
distillation
linoleic acid
safflower oil
mixing
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CN202110792787.XA
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Chinese (zh)
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马长宏
钟芳
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Anhui Sennabei Biotechnology Co ltd
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Anhui Sennabei Biotechnology Co ltd
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Priority to CN202110792787.XA priority Critical patent/CN113512568A/en
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    • CCHEMISTRY; METALLURGY
    • C12BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12PFERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P7/00Preparation of oxygen-containing organic compounds
    • C12P7/64Fats; Fatty oils; Ester-type waxes; Higher fatty acids, i.e. having at least seven carbon atoms in an unbroken chain bound to a carboxyl group; Oxidised oils or fats
    • CCHEMISTRY; METALLURGY
    • C12BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12PFERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P7/00Preparation of oxygen-containing organic compounds
    • C12P7/64Fats; Fatty oils; Ester-type waxes; Higher fatty acids, i.e. having at least seven carbon atoms in an unbroken chain bound to a carboxyl group; Oxidised oils or fats
    • C12P7/6409Fatty acids
    • C12P7/6427Polyunsaturated fatty acids [PUFA], i.e. having two or more double bonds in their backbone

Abstract

The invention discloses a preparation method of a linoleic acid-rich structural grease, which comprises the following steps: mixing in step (1): safflower oil and oleic acid are used as raw materials, the safflower oil and the oleic acid are uniformly mixed, 1 percent of lipid exchange enzyme is added, a small amount of 0.1 percent of 10 percent sodium hydroxide solution is added to adjust the pH value, and the reaction is carried out for 2 hours; step (2), distillation and separation: putting the mixed liquid obtained in the step (1) into a distillation tower for distillation, and separating after distillation to obtain fatty acid; step (3), mixing reaction: mixing the fatty acid obtained in the step (2) and tripalmitoyl triglyceride (PPP) in a weight ratio of 3: 1, adding sodium hydroxide solution to adjust the pH value to 5.0-5.3, then adding 10% of Novoxil immobilized lipase, vacuumizing and introducing nitrogen until the pressure of the reactor is 0.01 MPa. The invention adopts safflower oil as the supply of linoleic acid raw material, has simple production process, reduces the production cost, increases the content of linoleic acid, and generates the structural grease with high content of OPL.

Description

Preparation method of linoleic acid-rich structural grease
Technical Field
The invention relates to the technical field of preparation of structural grease, in particular to a preparation method of structural grease rich in linoleic acid.
Background
Breast milk is the best natural food for infants, fat is taken as an important energy supply substance, although the fat only accounts for about 3-5% of breast milk, the fat provides more than 50% of energy for the infants, more than 98% of the breast milk fat is triglyceride, the main structure type of the triglyceride is sn-USU type, U represents unsaturated fatty acid, and S represents saturated fatty acid. The content of palmitic acid in breast milk is 20-30%, wherein about 70% of palmitic acid is in sn-2 position, sn-1, 3 position is mainly unsaturated fatty acid, typical triglyceride is sn-OPO and sn-OPL, wherein O represents oleic acid, L represents linoleic acid, the position of fatty acid on triglyceride can affect the digestive absorption, the palmitic acid of cow milk and common vegetable oil is mostly distributed in sn-1, 3 position of triglyceride, the palmitic acid in sn-1, 3 position can obtain free palmitic acid after being hydrolyzed by pancreatic lipase in vivo, and is easy to form high melting point soap with calcium and magnesium ions in vivo and discharge out of body, thus causing mineral and energy loss of infants, and about 70% of palmitic acid in breast milk fat is in sn-2 position of triglyceride and can be absorbed in form of sn-2 monoglyceride, the loss of palmitic acid and calcium is avoided, and a large number of documents report methods for preparing 1, 3-dioleoyl-2-palmitic acid (OPO), however, besides OPO, the content of OPL in breast milk is high, OPL is totally called 1, 3-oleic acid and linoleic acid-2-palmitic acid triglyceride, compared with OPO, oleic acid is partially replaced by linoleic acid, and the content of OPL in breast milk in some regions even exceeds the content of OPO. OPL contains linoleic acid, which is an essential fatty acid for human body, and has effects of reducing cholesterol and preventing atherosclerosis. Infants lack linoleic acid, and the permeability of the skin to water is increased, resulting in water metabolism disorder, skin disease, growth retardation, etc. The derivative of linoleic acid, namely eicosatetraenoic acid (AA), is also an important substance for the development of human brain and optic nerves, and has important effects on improving the intelligence and enhancing the visual acuity of infants, so that how to produce the oil rich in linoleic acid or OPL is very important.
In contrast, chinese patent with publication number CN109566769A discloses a method for preparing a grease composition rich in OPO and OPL, which comprises the steps of taking triglyceride and a fatty acid acyl donor as raw materials, adding lipase into a solvent system or a solvent-free system to react at 50-90 ℃, and purifying the obtained product to obtain a grease mixture rich in OPO and OPL; wherein the fatty acid acyl donor is a mixture of an oleic acid acyl donor and a linoleic acid acyl donor, and the molar ratio of the oleic acid acyl donor to the linoleic acid acyl donor is (1-5): 1.
The sum of the contents of OPO and OPL in the product obtained by the preparation method is more than 35 percent, and the preparation method is particularly suitable for infant formula milk powder, but the linoleic acid acyl donor is used as a raw material to provide linoleic acid, so that the cost is high, the production cost is increased, and the popularization and the use are not facilitated.
Therefore, a preparation method of the structural grease rich in linoleic acid is proposed to solve the problems.
Disclosure of Invention
The invention aims to provide a preparation method of a structural grease rich in linoleic acid, so as to solve the problems in the background technology.
In order to achieve the purpose, the invention provides the following technical scheme: a preparation method of a linoleic acid-rich structural grease comprises the following steps:
mixing in step (1): safflower oil and oleic acid are used as raw materials, the safflower oil and the oleic acid are uniformly mixed, 1 percent of lipid exchange enzyme is added, a small amount of 0.1 percent of 10 percent sodium hydroxide solution is added to adjust the pH value, and the reaction is carried out for 2 hours;
step (2), distillation and separation: putting the mixed liquid obtained in the step (1) into a distillation tower for distillation, and separating after distillation to obtain fatty acid;
step (3), mixing reaction: mixing the fatty acid obtained in the step (2) and tripalmitoyl triglyceride (PPP) in a weight ratio of 3: 1, mixing, adding a sodium hydroxide solution to adjust the pH value to 5.0-5.3, adding 10% of Novoxil immobilized lipase, vacuumizing, introducing nitrogen until the pressure of 0.01MPa exists in a reactor, and reacting for 4 hours at the temperature of 60 ℃ to obtain a crude structured oil mixture;
and (4) decoloring and deodorizing: and (4) performing molecular distillation on the crude structured grease mixture obtained in the step (3), removing free fatty acid, and decoloring and deodorizing the residual grease mixture to obtain the structured grease.
Preferably, the fatty acid components of the safflower oil in the step (1) are linoleic acid 76%, oleic acid 14%, stearic acid 3% and palmitic acid 7%.
Preferably, the weight ratio of the safflower oil to the oleic acid in the step (1) is 1: 1.
preferably, the weight ratio of the safflower oil to the oleic acid in the step (1) is 2: 1.
preferably, the weight ratio of the safflower oil to the oleic acid in the step (1) is 5: 1.
compared with the prior art, the invention has the beneficial effects that:
the invention adopts safflower oil as the supply of linoleic acid raw material, has simple production process, reduces the production cost, increases the content of linoleic acid, and generates the structural grease with high content of OPL.
Drawings
FIG. 1 is a schematic view of the preparation process of the present invention.
Detailed Description
The technical solutions in the embodiments of the present invention will be clearly and completely described below with reference to the drawings in the embodiments of the present invention, and it is obvious that the described embodiments are only a part of the embodiments of the present invention, and not all of the embodiments. All other embodiments, which can be derived by a person skilled in the art from the embodiments given herein without making any creative effort, shall fall within the protection scope of the present invention.
Example 1:
referring to fig. 1, the present invention provides a technical solution: a preparation method of a linoleic acid-rich structural grease comprises the following steps:
mixing in step (1): taking safflower oil and oleic acid as raw materials, and mixing the safflower oil and the oleic acid in a weight ratio of 1: 1 proportion, adding 1 percent of lipoxygenase, adding a small amount of 0.1 percent of 10 percent sodium hydroxide solution to adjust the pH value, and reacting for 2 hours;
step (2), distillation and separation: putting the mixed liquid obtained in the step (1) into a distillation tower for distillation, and separating after distillation to obtain fatty acid;
step (3), mixing reaction: mixing the fatty acid obtained in the step (2) and tripalmitoyl triglyceride (PPP) in a weight ratio of 3: 1, mixing, adding a sodium hydroxide solution to adjust the pH value to 5.0-5.3, adding 10% of Novoxil immobilized lipase, vacuumizing, introducing nitrogen until the pressure of 0.01MPa exists in a reactor, and reacting for 4 hours at the temperature of 60 ℃ to obtain a crude structured oil mixture;
and (4) decoloring and deodorizing: and (4) performing molecular distillation on the crude structured grease mixture obtained in the step (3), removing free fatty acid, and decoloring and deodorizing the residual grease mixture to obtain the structured grease.
Detecting the components of the fatty acid obtained in the step (2), wherein the detected fatty acid components are as follows: linoleic acid 38%, oleic acid 54%, palmitic acid 4%, stearic acid 2%, and others 2%;
and (4) measuring the content of OPL in the structured oil obtained in the step (4), wherein the content of OPL is measured to be 20%.
Example 2:
referring to fig. 1, the present invention provides a technical solution: a preparation method of a linoleic acid-rich structural grease comprises the following steps:
mixing in step (1): taking safflower oil and oleic acid as raw materials, and mixing the safflower oil and the oleic acid in a weight ratio of 2: 1 proportion, adding 1 percent of lipoxygenase, adding a small amount of 0.1 percent of 10 percent sodium hydroxide solution to adjust the pH value, and reacting for 2 hours;
step (2), distillation and separation: putting the mixed liquid obtained in the step (1) into a distillation tower for distillation, and separating after distillation to obtain fatty acid;
step (3), mixing reaction: mixing the fatty acid obtained in the step (2) and tripalmitoyl triglyceride (PPP) in a weight ratio of 3: 1, mixing, adding a sodium hydroxide solution to adjust the pH value to 5.0-5.3, adding 10% of Novoxil immobilized lipase, vacuumizing, introducing nitrogen until the pressure of 0.01MPa exists in a reactor, and reacting for 4 hours at the temperature of 60 ℃ to obtain a crude structured oil mixture;
and (4) decoloring and deodorizing: and (4) performing molecular distillation on the crude structured grease mixture obtained in the step (3), removing free fatty acid, and decoloring and deodorizing the residual grease mixture to obtain the structured grease.
Detecting the components of the fatty acid obtained in the step (2), wherein the detected fatty acid components are as follows: 51%, oleic acid 40%, palmitic acid 5%, stearic acid 3%, and others 1%;
and (3) measuring the content of OPL in the structured oil obtained in the step (4), wherein the content of OPL is 33%.
Example 3:
referring to fig. 1, the present invention provides a technical solution: a preparation method of a linoleic acid-rich structural grease comprises the following steps:
mixing in step (1): taking safflower oil and oleic acid as raw materials, and mixing the safflower oil and the oleic acid in a weight ratio of 5: 1 proportion, adding 1 percent of lipoxygenase, adding a small amount of 0.1 percent of 10 percent sodium hydroxide solution to adjust the pH value, and reacting for 2 hours;
step (2), distillation and separation: putting the mixed liquid obtained in the step (1) into a distillation tower for distillation, and separating after distillation to obtain fatty acid;
step (3), mixing reaction: mixing the fatty acid obtained in the step (2) and tripalmitoyl triglyceride (PPP) in a weight ratio of 3: 1, mixing, adding a sodium hydroxide solution to adjust the pH value to 5.0-5.3, adding 10% of Novoxil immobilized lipase, vacuumizing, introducing nitrogen until the pressure of 0.01MPa exists in a reactor, and reacting for 4 hours at the temperature of 60 ℃ to obtain a crude structured oil mixture;
and (4) decoloring and deodorizing: and (4) performing molecular distillation on the crude structured grease mixture obtained in the step (3), removing free fatty acid, and decoloring and deodorizing the residual grease mixture to obtain the structured grease.
Detecting the components of the fatty acid obtained in the step (2), wherein the detected fatty acid components are as follows: linoleic acid 51%, oleic acid 40%, palmitic acid 5%, stearic acid 3%, others 1%;
and (4) measuring the content of OPL in the structural oil obtained in the step (4), wherein the content of OPL is 45%.
The working principle is as follows: the invention provides linoleic acid by taking safflower oil as a raw material, the linoleic acid content in the produced fatty acid can reach 38-51 percent by implementation, and the fatty acid is taken as the raw material to produce the structural fat, and the OPL content in the structural fat can reach 33-45 percent; the invention adopts safflower oil as the supply of linoleic acid raw material, has simple production process, reduces the production cost, increases the content of linoleic acid, and generates the structural grease with high content of OPL.
Although embodiments of the present invention have been shown and described, it will be appreciated by those skilled in the art that changes, modifications, substitutions and alterations can be made in these embodiments without departing from the principles and spirit of the invention, the scope of which is defined in the appended claims and their equivalents.

Claims (5)

1. A preparation method of a structure grease rich in linoleic acid is characterized by comprising the following steps:
mixing in step (1): safflower oil and oleic acid are used as raw materials, the safflower oil and the oleic acid are uniformly mixed, 1 percent of lipid exchange enzyme is added, a small amount of 0.1 percent of 10 percent sodium hydroxide solution is added to adjust the pH value, and the reaction is carried out for 2 hours;
step (2), distillation and separation: putting the mixed liquid obtained in the step (1) into a distillation tower for distillation, and separating after distillation to obtain fatty acid;
step (3), mixing reaction: mixing the fatty acid obtained in the step (2) and tripalmitoyl triglyceride (PPP) in a weight ratio of 3: 1, mixing, adding a sodium hydroxide solution to adjust the pH value to 5.0-5.3, adding 10% of Novoxil immobilized lipase, vacuumizing, introducing nitrogen until the pressure of 0.01MPa exists in a reactor, and reacting for 4 hours at the temperature of 60 ℃ to obtain a crude structured oil mixture;
and (4) decoloring and deodorizing: and (4) performing molecular distillation on the crude structured grease mixture obtained in the step (3), removing free fatty acid, and decoloring and deodorizing the residual grease mixture to obtain the structured grease.
2. The method for preparing the linoleic acid-rich structured oil according to claim 1, wherein the method comprises the following steps: the fatty acid components of the safflower oil in the step (1) comprise 76% of linoleic acid, 14% of oleic acid, 3% of stearic acid and 7% of palmitic acid.
3. The method for preparing the linoleic acid-rich structured oil according to claim 1, wherein the method comprises the following steps: in the step (1), the weight ratio of the safflower oil to the oleic acid is 1: 1.
4. the method for preparing the linoleic acid-rich structured oil according to claim 1, wherein the method comprises the following steps: the weight ratio of the safflower oil to the oleic acid in the step (1) is 2: 1.
5. the method for preparing the linoleic acid-rich structured oil according to claim 1, wherein the method comprises the following steps: the weight ratio of the safflower oil to the oleic acid in the step (1) is 5: 1.
CN202110792787.XA 2021-07-14 2021-07-14 Preparation method of linoleic acid-rich structural grease Pending CN113512568A (en)

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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN116287036A (en) * 2023-03-21 2023-06-23 安徽森那贝生物科技有限公司 Method for producing 1, 3-dioleoyl 2-palmitoyl glycerol

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN116287036A (en) * 2023-03-21 2023-06-23 安徽森那贝生物科技有限公司 Method for producing 1, 3-dioleoyl 2-palmitoyl glycerol
CN116287036B (en) * 2023-03-21 2023-10-20 安徽森那贝生物科技有限公司 Method for producing 1, 3-dioleoyl 2-palmitoyl glycerol

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