CN103160548A - Manufacture method of 1, 3-bi-oleic acid-2-palmitic acid triglyceride - Google Patents
Manufacture method of 1, 3-bi-oleic acid-2-palmitic acid triglyceride Download PDFInfo
- Publication number
- CN103160548A CN103160548A CN2013100388883A CN201310038888A CN103160548A CN 103160548 A CN103160548 A CN 103160548A CN 2013100388883 A CN2013100388883 A CN 2013100388883A CN 201310038888 A CN201310038888 A CN 201310038888A CN 103160548 A CN103160548 A CN 103160548A
- Authority
- CN
- China
- Prior art keywords
- acid
- oleic acid
- opo
- preparation
- reaction
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
Abstract
The invention relates to a dairy product, in particular to a manufacture method of 1, 3-bi-oleic acid-2-palmitic acid triglyceride. The manufacture method mainly solves the technical problems that if normal hexane is used as a solvent in manufacture in the prior art, product quality is affect, the normal hexane is not suitable for infant products, and production capacity is reduced; and if monoglyceride is used alone to be in reaction with oleic acid so as to generate OPO, production procedures are increased, production cost is high and the like. According to the manufacture method of the 1, 3-bi-oleic acid-2-palmitic acid triglyceride, solid super acid is used as a catalyst, and glycerol and palmitic acid undergo esterification reaction so as to generate tri-palmitic acid glyceride. Immobilization positioning lipase is used as a catalyst, the manufactured tri-palmitic acid glyceride undergoes ester exchange with one of oleic acid, methyl oleate, and ethyl oleate, and the 1, 3-bi-oleic acid-2-palmitic acid triglyceride is manufactured.
Description
Technical field
The present invention relates to a kind of milk-product, especially relate to a kind of preparation method of OPO.
Background technology
OPO is called for short OPO, in physical environment, is present in lacto's fat.2008, No. 13 bulletin of Ministry of Health of the People's Republic of China, the approval OPO can be used in baby milk powder, and has stipulated production and technical indication and amount of reinforcement as nutrition-fortifying agent.Breast milk is the main source of infantile nutrition and energy.The fat that contains 3%-4% in mankind's breast milk, wherein, the 98%th, triglyceride level.And that this part grease has is very strong structural.It contains the palmitinic acid of 20%-25%, the oleic acid of 30%-35%.Most palmitinic acid is distributed on the Sn-2 position of triglyceride level, and most oleic acid is distributed in Sn-1, on 3.In ordinary powdered milk, the content of OPO seldom.The baby milk powder of milk powder manufacturer production both domestic and external is all added OPO, in the hope of reaching or near the specification of quality of mankind's breast milk.In preparation process, some producers use normal hexane to be solvent at present, and it has following main shortcoming: solvent is influential to the quality of product, is not suitable for the use of infant's product; After using solvent, cause production capacity greatly to descend, equipment, energy consumption significantly rises, production declining; Solvent is inflammable explosive article, in the process of producing and transporting, has increased danger; In the recovery of solvent, increase the pressure of environment protection.Chinese patent discloses a kind of 1, the preparation method of 3 two oleic acid 2 palmitinic acid triglyceride level (publication number: CN 102126950 A), it comprises the steps: (1) take strongly-acid or basic resin as catalyzer, and glycerine and palmitinic acid carry out esterification and prepare tripalmitin; (2) with l, 3 specific lipases are catalyzer, and the tripalmitin that step (1) makes carries out alcoholysis reaction with alcohol in organic solvent, make 2-palmitinic acid mono-glycerides; (3) with l, 3 specific lipases are catalyzer, and the 2-palmitinic acid mono-glycerides that step (2) makes and oleic acid or oleic acid ester carry out esterification in organic solvent, make l, 3-two oleic acid-2-palmitinic acid triglyceride level.But this method needs first tripalmitin to be generated the 2-hexadecanoic acid direactive glyceride, then mono-glycerides and elaidin reaction is generated OPO, but thus, has increased by a procedure, reduces the yield of product, increases the cost of product.
Summary of the invention
The present invention is to provide a kind of 1, the preparation method of 3-two oleic acid-2-palmitinic acid triglyceride level, it is mainly as using normal hexane to be solvent when solving the existing preparation of prior art, quality to product is influential, be not suitable for the use of infant's product, and production capacity decline, OPO generated as adopting mono-glycerides and elaidin reaction, increase production process, can cause the more high technical problem of production cost.
Above-mentioned technical problem of the present invention is mainly solved by following technical proposals:
The preparation method of a kind of OPO of the present invention is characterized in that described method comprises:
A. take solid super-strong acid as catalyzer, glycerine and palmitinic acid are put into carried out esterification in stainless steel cauldron, generate tripalmitin;
B. take immobilization location lipase as catalyzer, the tripalmitin that makes is put in enamel reaction still with the wherein a kind of of oleic acid, Witconol 2301, ethyl oleate carried out transesterify, make OPO.
Be simple and easy to glycerine and palmitinic acid be raw material, tripalmitin (PPP) is produced in chemosynthesis within the shorter process time, reduces energy consumption and material consumption, meets industrialization production requirements.
As preferably, in described step a, the mol ratio of glycerine and palmitinic acid is 1:3-6, and the consumption of catalyzer accounts for the 0.5%-3% of the whole material total mass of step a.
As preferably, in described step b, immobilization location lipase is Novozym 435, Lipozyme RM IM, or Lipozyme TM IM.
As preferably, carrying out oleic acid, Witconol 2301 or the ethyl oleate of transesterify and the mol ratio of tripalmitin in described step b is 2-10:1.
As preferably, described immobilization location lipase is the 5%-30% that the consumption of catalyzer accounts for the whole material total mass of step b.
As preferably, the temperature of reaction in described step a in stainless steel cauldron is 180-250 ℃, and mixing speed is 70-150 rev/min, and the reaction times is 3-8 hour.
As preferably, in described step b in enamel reaction still temperature of reaction 30-70 ℃, mixing speed 70-150 rev/min, time 24-36 hour.
Therefore, the present invention be simple and easy to glycerine and palmitinic acid be raw material, chemosynthesis within the shorter process time, produce PPP, by the direct transesterify of PPP, produce OPO again, need not solvent, technique is simple, less energy consumption, the three wastes are few, and the process time is short, be fit to suitability for industrialized production, reach the Application standard of baby milk powder.
Embodiment
Below by embodiment, technical scheme of the present invention is described in further detail.
Embodiment 1: the preparation method of a kind of OPO of this example the steps include:
A. take solid super-strong acid as catalyzer, glycerine and palmitinic acid carry out esterification in stainless steel cauldron, generate tripalmitin, the mol ratio of glycerine and palmitinic acid is 1:3.1, the consumption of catalyzer accounts for 0.6% of the whole material total mass of step a, temperature of reaction is 230 ℃, and mixing speed is 120 rev/mins, and the reaction times is 6 hours;
B. locate lipase as catalyzer take immobilization, the tripalmitin and the oleic acid that make are carried out transesterify in enamel reaction still, immobilization location lipase is Novozym 435, the mol ratio of oleic acid and tripalmitin is 3:1, and immobilization location lipase is that the consumption of catalyzer accounts for 15% of the whole material total mass of step b, 60 ℃ of temperature of reaction, mixing speed is 120 rev/mins, reaction times is 30 hours, makes OPO.
Embodiment 2: the preparation method of a kind of OPO of this example the steps include:
A. take solid super-strong acid as catalyzer, glycerine and palmitinic acid carry out esterification in stainless steel cauldron, generate tripalmitin, the mol ratio of glycerine and palmitinic acid is 1:3.0, the consumption of catalyzer accounts for 0.6% of the whole material total mass of step a, temperature of reaction is 230 ℃, and mixing speed is 120 rev/mins, and the reaction times is 6 hours;
B. locate lipase as catalyzer take immobilization, the tripalmitin and the ethyl oleate that make are carried out transesterify in enamel reaction still, immobilization location lipase is Lipozyme TM IM, the mol ratio of ethyl oleate and tripalmitin is 4:1, immobilization location lipase is that the consumption of catalyzer accounts for 20% of the whole material total mass of step b, 60 ℃ of temperature of reaction, mixing speed is 120 rev/mins, reaction times is 30 hours, make OPO.
Embodiment 3: the preparation method of a kind of OPO of this example the steps include:
A. take solid super-strong acid as catalyzer, glycerine and palmitinic acid carry out esterification in stainless steel cauldron, generate tripalmitin, the mol ratio of glycerine and palmitinic acid is 1:3.3, the consumption of catalyzer accounts for 0.6% of the whole material total mass of step a, temperature of reaction is 230 ℃, and mixing speed is 120 rev/mins, and the reaction times is 6 hours;
B. locate lipase as catalyzer take immobilization, the tripalmitin and the Witconol 2301 that make are carried out transesterify in enamel reaction still, immobilization location lipase is Lipozyme RM IM, the mol ratio of Witconol 2301 and tripalmitin is 2.5:1, immobilization location lipase is that the consumption of catalyzer accounts for 15% of the whole material total mass of step b, 60 ℃ of temperature of reaction, mixing speed is 120 rev/mins, reaction times is 30 hours, make OPO.
The above is only specific embodiments of the invention, but constitutional features of the present invention is not limited to this, and any those skilled in the art is in the field of the invention, and the variation of doing or modification all are encompassed among the scope of the claims of the present invention.
Claims (7)
1. the preparation method of an OPO is characterized in that described method comprises:
A. take solid super-strong acid as catalyzer, glycerine and palmitinic acid are put into carried out esterification in stainless steel cauldron, generate tripalmitin;
B. take immobilization location lipase as catalyzer, the tripalmitin that makes is put in enamel reaction still with the wherein a kind of of oleic acid, Witconol 2301, ethyl oleate carried out transesterify, make OPO.
2. according to claim 1 a kind of 1, the preparation method of 3-two oleic acid-2-palmitinic acid triglyceride level, it is characterized in that in described step a, the mol ratio of glycerine and palmitinic acid is 1:3-6, the consumption of catalyzer accounts for the 0.5%-3% of the whole material total mass of step a.
3. the preparation method of a kind of OPO according to claim 1, is characterized in that in described step b, immobilization location lipase is Novozym 435, Lipozyme RM IM, or Lipozyme TM IM.
4. the preparation method of a kind of OPO according to claim 1, is characterized in that carrying out in described step b that oleic acid, Witconol 2301 or the ethyl oleate of transesterify and the mol ratio of tripalmitin are 2-10:1.
5. the preparation method of a kind of OPO according to claim 1 is characterized in that described immobilization location lipase is the 5%-30% that the consumption of catalyzer accounts for the whole material total mass of step b.
6. according to claim 1 a kind of 1, the preparation method of 3-two oleic acid-2-palmitinic acid triglyceride level, it is characterized in that in described step a, the temperature of reaction in stainless steel cauldron is 180-250 ℃, mixing speed is 70-150 rev/min, and the reaction times is 3-8 hour.
7. the preparation method of a kind of OPO according to claim 1, is characterized in that temperature of reaction 30-70 ℃ in enamel reaction still in described step b, mixing speed 70-150 rev/min, and time 24-36 hour.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2013100388883A CN103160548A (en) | 2013-02-01 | 2013-02-01 | Manufacture method of 1, 3-bi-oleic acid-2-palmitic acid triglyceride |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2013100388883A CN103160548A (en) | 2013-02-01 | 2013-02-01 | Manufacture method of 1, 3-bi-oleic acid-2-palmitic acid triglyceride |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN103160548A true CN103160548A (en) | 2013-06-19 |
Family
ID=48584082
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN2013100388883A Pending CN103160548A (en) | 2013-02-01 | 2013-02-01 | Manufacture method of 1, 3-bi-oleic acid-2-palmitic acid triglyceride |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN103160548A (en) |
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103952448A (en) * | 2014-04-22 | 2014-07-30 | 浙江大学 | Method for directionally preparing 1,3-dioleoyl-2-palmitoyl triglyceride by utilizing enzyme-chemistry method |
| CN104357499A (en) * | 2014-10-09 | 2015-02-18 | 杭州恒诺科技有限公司 | Preparation method for grease with structure close to human milk fat structure |
| CN108185021A (en) * | 2018-03-20 | 2018-06-22 | 沈阳师范大学 | The margarine basic oil and preparation method that microwave enzyme transesterification is quickly prepared |
| CN108913725A (en) * | 2018-07-23 | 2018-11-30 | 东北农业大学 | A method of improving structured lipid OPO yield |
| CN109082447A (en) * | 2018-09-03 | 2018-12-25 | 河南工业大学 | A kind of preparation method of the mixed ester rich in OPO structured lipid |
| CN110724715A (en) * | 2018-07-16 | 2020-01-24 | 浙江贝家生物科技有限公司 | Method for synthesizing 1, 3-dioleoyl-2-palmitic acid triglyceride composition by using non-localized enzyme |
| CN110724716A (en) * | 2018-07-16 | 2020-01-24 | 浙江贝家生物科技有限公司 | A method for preparing composition containing 1, 3-dioleoyl-2-palmitic acid triglyceride |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102126950A (en) * | 2011-01-20 | 2011-07-20 | 南京工业大学 | Preparation method of 1,3-dioleic acid-2-triglyceride palmitate |
| CN102757988A (en) * | 2012-07-25 | 2012-10-31 | 浙江大学 | Preparation method of 1,3-dioleoyl-2-palmitoyl triglyceride |
| CN102827885A (en) * | 2011-06-17 | 2012-12-19 | 丰益(上海)生物技术研发中心有限公司 | Composition containing 1,3-di-unsaturated fatty acyl-2-saturated fatty acyl glyceryl ester as well as preparation method and application thereof |
-
2013
- 2013-02-01 CN CN2013100388883A patent/CN103160548A/en active Pending
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102126950A (en) * | 2011-01-20 | 2011-07-20 | 南京工业大学 | Preparation method of 1,3-dioleic acid-2-triglyceride palmitate |
| CN102827885A (en) * | 2011-06-17 | 2012-12-19 | 丰益(上海)生物技术研发中心有限公司 | Composition containing 1,3-di-unsaturated fatty acyl-2-saturated fatty acyl glyceryl ester as well as preparation method and application thereof |
| CN102757988A (en) * | 2012-07-25 | 2012-10-31 | 浙江大学 | Preparation method of 1,3-dioleoyl-2-palmitoyl triglyceride |
Cited By (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103952448A (en) * | 2014-04-22 | 2014-07-30 | 浙江大学 | Method for directionally preparing 1,3-dioleoyl-2-palmitoyl triglyceride by utilizing enzyme-chemistry method |
| CN103952448B (en) * | 2014-04-22 | 2016-04-27 | 浙江大学 | A kind of method utilizing enzyme-chemically method directional preparation OPO |
| CN104357499A (en) * | 2014-10-09 | 2015-02-18 | 杭州恒诺科技有限公司 | Preparation method for grease with structure close to human milk fat structure |
| CN108185021A (en) * | 2018-03-20 | 2018-06-22 | 沈阳师范大学 | The margarine basic oil and preparation method that microwave enzyme transesterification is quickly prepared |
| CN110724715A (en) * | 2018-07-16 | 2020-01-24 | 浙江贝家生物科技有限公司 | Method for synthesizing 1, 3-dioleoyl-2-palmitic acid triglyceride composition by using non-localized enzyme |
| CN110724716A (en) * | 2018-07-16 | 2020-01-24 | 浙江贝家生物科技有限公司 | A method for preparing composition containing 1, 3-dioleoyl-2-palmitic acid triglyceride |
| CN110724715B (en) * | 2018-07-16 | 2021-07-20 | 浙江贝家生物科技有限公司 | Method for synthesizing 1, 3-dioleoyl-2-palmitic acid triglyceride composition by using non-localized enzyme |
| CN108913725A (en) * | 2018-07-23 | 2018-11-30 | 东北农业大学 | A method of improving structured lipid OPO yield |
| CN109082447A (en) * | 2018-09-03 | 2018-12-25 | 河南工业大学 | A kind of preparation method of the mixed ester rich in OPO structured lipid |
| CN109082447B (en) * | 2018-09-03 | 2020-07-28 | 河南工业大学 | Preparation method of mixed ester rich in OPO structure ester |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN103160548A (en) | Manufacture method of 1, 3-bi-oleic acid-2-palmitic acid triglyceride | |
| CN102776077B (en) | Preparation method of grease with humanized structure | |
| CN102757988B (en) | Preparation method of 1,3-dioleoyl-2-palmitoyl triglyceride | |
| Abed et al. | Synthesis of structured lipids enriched with medium-chain fatty acids via solvent-free acidolysis of microbial oil catalyzed by Rhizomucor miehei lipase | |
| CN103053713A (en) | Enzymatic catalysis prepared special grease for quick-frozen food and preparation method thereof | |
| CN107828830A (en) | A kind of method that backbone triglycerides forms in adjustment | |
| CN102326630A (en) | Method for preparing low/zero trans-fatty acid plastic grease from camphor tree seed oil | |
| CN103834061A (en) | Method for preparing environment-friendly type plasticizer from low-quality animal and vegetable oil through modification and deep epoxidation | |
| CN100999698A (en) | Greasy of containing glycerin ester type conjugate linolic acid and protuction process thereof | |
| CN103074164B (en) | Method for preparing lauric acid monoglyceride by immobilized lipase | |
| Uprety et al. | Current prospects on production of microbial lipid and other value-added products using crude glycerol obtained from biodiesel industries | |
| CN104370860A (en) | Diepoxide vegetable oil acid acetyl glyceride and synthesis method and application thereof | |
| CN102994580B (en) | Preparation method of high-purity triglyceride type PUFA (Polyunsaturated Fatty Acid) | |
| Chen et al. | A robust process for lipase-mediated biodiesel production from microalgae lipid | |
| CN104479883A (en) | Preparation method for fatty glyceride | |
| CN104651424B (en) | A kind of preparation method of Structure grease | |
| CN103242969B (en) | Preparation method of triglyceride type fish oil and prepared triglyceride type fish oil | |
| CN102277237B (en) | Preparation method of high-purity glyceride type fish oil | |
| CN106912622A (en) | A kind of human milk fat substituted thing and its manufacture method | |
| CN102126950A (en) | Preparation method of 1,3-dioleic acid-2-triglyceride palmitate | |
| CN102559394A (en) | Low-calorie edible vegetable oil preparation technology | |
| WO2024011840A1 (en) | Method for green and efficient preparation of human milk fat substitute and use | |
| CN102965402A (en) | Method for preparing diglyceride through utilizing camphor tree seed oil | |
| CN102453613A (en) | Method for producing diesel oil by esterification deacidification of rice bran oil | |
| CN104450209A (en) | Method for reducing acid value of crude rice bran oil through solid super acid catalysis |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| C02 | Deemed withdrawal of patent application after publication (patent law 2001) | ||
| WD01 | Invention patent application deemed withdrawn after publication |
Application publication date: 20130619 |