CN104830920A - Method for producing diglyceride - Google Patents
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- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P7/00—Preparation of oxygen-containing organic compounds
- C12P7/64—Fats; 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
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- C12P7/6445—Glycerides
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Abstract
The invention discloses a method for producing diglyceride, which comprises the following steps: 1)employing lipase for performing a glycerolysis reaction of grease in a container I; 2)separating glycerin and lipase of an oil phase and conveying in a container II, wherein the temperature of grease in the container II is 60-150 DEG C, stay time of grease in the container II is 1-12 hours, then cooling to the temperature of the glycerolysis reaction, returning to the container I, adding glycerin and lipase, continuously performing the glycerolysis reaction in the step 1); and 3)repeating the above reaction, generating 1-10 times of circulation on grease to obtain the diglyceride-rich reaction products. According to the invention, diglyceride in the reaction products enables configuration conversion through a heating or chemical catalysis method, so that reaction products with higher diglyceride content can be obtained. The method can increase the diglyceride conversion rate and is easily operated.
Description
Technical field
The present invention relates to a kind of production technique of triglyceride, this technique adopts glycerol rhizolomy method, by alternating temperature operation transition to reaction product, improves triglyceride transformation efficiency, and easy handling.
Background technology
Triglyceride is a kind of the fat mols with two fatty acid chains, and triglyceride can be used as emulsifying agent, fatty plasticity improving agent or is used as the matrix of food, medicine, makeup etc.Research in recent years finds, triglyceride is different with the Absorption And Metabolism pattern of triglyceride level, and triglyceride has in vivo and is more easily converted to energy and the feature that utilizes, and triglyceride level is then more easily put aside in vivo.The edible grease containing triglyceride has the effect suppressing body weight to increase, and therefore, triglyceride grease can be used as a kind of healthy grease and eats.
Triglyceride can be produced by kinds of processes, association area has many patents disclosed corresponding production method, as CN988083043C, CN028270940C, CN031138624C, CN200310112327C, CN200810205018C, CN2004100153484C, CN2005101350520C, CN2006100357438C, CN2006100492425C, CN2006100681944C, CN2007100302730C and CN2008801023446C etc.But most method does not enter industrial application.At present, representational industry application method thereof first fat hydrolysis is become lipid acid, then by lipase and glycerine 1, synthetic triglyceride under the catalysis of 3 specific lipases.This technique needs to relate to the hydrolysis of grease and the esterification of lipid acid.As everyone knows, the enzymatic hydrolysis reaction of grease is not thorough, and generally will adopt the chemical hydrolysis of High Temperature High Pressure, energy consumption is high and there is side reaction occurrence risk.And in the enzymatic clarification of triglyceride, have selected the esterification of lipid acid and glycerine, the efficiency of esterification is general not high, and, still contain a large amount of unreacted free fatty acids and Tegin 55G by product in reaction product after esterification, the separation of these by products is removed and will be spent cost.Although there is above-mentioned various shortcoming, people adopt this technique to carry out the production of triglyceride product because the advantage of above-mentioned reaction be can obtain 80% triglyceride product.
Triglyceride can also pass through glycerol rhizolomy explained hereafter, and glycerolysis reaction refers to the reaction between the grease of triglyceride type and glycerine.Be understood that, glycerolysis reaction process is simple, seemingly a kind of more excellent reaction method.But show the glycerolysis reaction research of grease, in solvent-free system, in enzyme process glycerolysis reaction product, diglyceride content is not high, and namely, grease exists the not high problem of conversion rate when glycerol rhizolomy produces triglyceride.
Summary of the invention
The present invention is directed to the deficiencies in the prior art, develop a kind of grease enzyme process glycerol rhizolomy technique with higher triglyceride transformation efficiency.
For convenience of statement, we define triglyceride/(triglyceride+triglyceride level) is below triglyceride index, and this index is the ratio of triglyceride and triglyceride total amount in the amount of triglyceride in reaction product and reaction product.Because when producing triglyceride product, the materials such as the Tegin 55G comprised in reaction product, lipid acid all will remove, the mixture of residuum mainly triglyceride and triglyceride level, this mixture is exactly the triglyceride product that we will obtain.It can thus be appreciated that, triglyceride index represent this reaction product after being separated processing in final finished the roughly content of triglyceride, the triglyceride index improving reaction has very important significance for the production of triglyceride.When usual enzyme process glycerolysis reaction reaches balance, the ratio of triglyceride index is generally no more than 0.55, and triglyceride index often exists fluctuation.When finding triglyceride index cause of fluctuation, this seminar analyzes reaction product, and mainly generate 1,2-triglyceride and 2,3-triglyceride when finding enzyme process glycerolysis reaction, the growing amount of 1,3-DAG is very low.Cause this phenomenon relevant with the catalysis specificity of enzyme.
Lipase is according to the catalysis specificity to glyceride positions, and lipase is often divided into 1 by people, and 3 specific lipases and nonspecific lipid enzyme, be described like this to lipase in a lot of document.Ironically, we all show 1,3 specificitys by all lipase of test when carrying out glycerolysis reaction, and non-specific lipase not yet finds at present completely, are the difference of specificity size between different enzyme.We make an explanation with the enzyme process glycerol rhizolomy of catalytic selectivity phenomenon to grease of enzyme, mainly generate 1,2-triglyceride and 2,3-triglyceride when being just readily appreciated that and why reacting.Because lipase is all that the lipid acid of 1 or 3 of more or less prioritizing selection triglyceride level carries out catalysis, transfers on glycerine by these lipid acid, triglyceride level is then become non-1,3-triglyceride, glycerine combines lipid acid and mainly becomes mono-glycerides and 1,3-DAG.By above analysis, we can carry out following meticulousr description to the glycerolysis reaction process of grease:
As everyone knows, on the right of reaction equation, the concentration of material will affect molecular balance.But in equation 1, on the right of equation 1,3-triglyceride is mainly derived from the chemical conversion of 1,2-triglyceride and 2,3-triglyceride, in the contribution that inhibited reaction moves right, whether 1,3-DAG can be equal to 1,2-triglyceride and 2,3-triglyceride? research shows, answer is negative.1,3-DAG is less than non-1,3-DAG for the impact that inhibited reaction carries out to the right.
More than study, can explain why triglyceride index often fluctuates.This may be relevant with the fluctuation of 1,3-DAG content proportion in triglyceride total amount, and test shows that in enzyme process glycerolysis reaction product, 1,3-DAG accounts for about 30 ~ 50% of total triglyceride content.
Have been reported, 1,3-DAG and non-1,3-DAG also exist thermodynamic(al)equilibrium, and during balance, 1,3-DAG accounts for about 70% of total triglyceride.Obviously, the enzyme process glycerolysis reaction product under usual conditions not yet reaches thermodynamic equilibrium state, and we can improve triglyceride index by the method for the higher 1,3-DAG of certain technology generation.Based on above principle, this seminar develops a kind of triglyceride production method of high conversion, and the method comprises the following steps:
(1) lipase is adopted in container I, to carry out glycerolysis reaction to grease;
(2) oil phase after step (1) reactants separate glycerine and lipase is transported in container II, in container II, the temperature of grease is 60 ~ 150 DEG C, the residence time of grease in container II is 1 ~ 12hr, then the temperature of glycerolysis reaction is cooled to, be back in container I, add glycerine and lipase, continue the glycerolysis reaction of step (1);
(3) repeat above-mentioned reaction, make grease that 1 ~ 10 circulation occur, obtain the reaction product being rich in triglyceride.
The first step of the inventive method is lipase-catalyzed glycerolysis reaction.As previously mentioned, the glycerolysis reaction product of grease is Tegin 55G and multiple triglyceride.The grease of all triglyceride types all can carry out glycerol rhizolomy method and produce triglyceride, as rapeseed oil, soybean oil, plam oil, sunflower seed oil, Semen Maydis oil, peanut oil, Camellia oil, sweet oil, Rice pollard oil and cottonseed wet goods.Lipase and Lipase, its catalysis natural substrate fat hydrolysis, generates lipid acid, glycerine and monoglyceride or diester.Lipase is derive from one or more the mixture in root enzyme genus, Aspergillus, hair enzyme genus, bacterium, yeast, animal pancreas.The consumption of lipase determines speed of response, and the glycerolysis reaction of grease has lot of documents report, can enzyme concentration in reference literature, as lipase addition can be chosen as 5 ~ 100IU/g grease.About the analysis of enzyme activity, adopt potentiometric titration, with reference to GB GB/T 23535-2009.Lipase activity adopts emulsification sweet oil to do substrate.The temperature of reaction of enzyme process glycerol rhizolomy is different and can difference to some extent according to the kind of enzyme, and generally select 30 ~ 50 DEG C, temperature is too low, and speed of response is slow, and temperature is too high, is unfavorable for the stability of enzyme.
Glycerolysis reaction, can occur in the presence of water, also can occur under anhydrous condition.Generally having under water condition, glycerolysis reaction speed is faster, and the amount of water of glycerol rhizolomy can have very wide scope, as selected 0.1 ~ 100% of oil quantity, but too low amount of water is little to the increase rate of speed of response, and too high amount of water can cause hydrolytic side reactions to be aggravated.Consider, select 0.5 ~ 3% of grease weight to compare as amount of water the requirement meeting most production application.Glycerolysis reaction is current techique, adopts which kind of glycerol rhizolomy condition not to be main points of the present invention.
The object of second step of the present invention is made the transition by triglyceride in enzyme process glycerolysis reaction product, and as previously mentioned, the restraining effect of 1,3-DAG to glycerolysis reaction is more weak, and we wish non-1,3-DAG to transform 1,3-DAG.Carrying out one of method of this conversion most convenient is exactly improve temperature, makes the transition to carry out in container II.Research shows, high temperature is conducive to triglyceride and reaches chemical equilibrium, but also can increase energy consumption and increase Oxidation of Fat and Oils risk, and in the present invention, triglyceride temperature transition gets 60 ~ 150 DEG C, preferably 70 ~ 100 DEG C.The transition of triglyceride is also proportionate with the time, and time expand is conducive to its transition, and in the present invention, limiting grease residence time in container II is 1 ~ 12hr, and namely the residence time represents time transition.Easy understand, it can be batch-wise that grease transfers to container II from container I, also can be continous way, no matter which kind of operation format, effect can make the triglyceride in reaction product there occurs transition.Because between container I and II, temperature is different, when grease is back to container I from container II, can relate to temperature regulate, temperature regulate can occur in grease from container II out time, also can occur in container I.In the present invention, grease enzyme process glycerolysis reaction needs specific reaction conditions, and as enzymatic reaction system, temp regulating function is basic function, is no longer specifically described temperature regulation mechanism etc. and limits herein.
The another kind of mode of carrying out triglyceride configuration conversion adopts chemical catalyst catalysis, research shows, the material of the acid active groups such as solid acid, acidic ion exchange resin and carclazyte all can promote the configuration conversion of triglyceride, but, from easy to operate angle, preferably use acidic ion exchange resin and solid acid.When this method is employed, corresponding working method becomes:
(1) lipase is adopted to carry out glycerolysis reaction to grease at containment system;
(2) by step (1) reactants separate glycerine and lipase, glycerine and enzyme return step (1) container, oil phase contacts with solid catalyst after 10 ~ 120min and is back in step (1) container, continues the reaction of step (1);
(3) repeat above-mentioned reaction, make grease that 1 ~ 10 circulation occur, obtain the reaction product being rich in triglyceride.
The present invention the 3rd step is the operation of the repetition the first step and second step, grease be there occurs and repeatedly circulate.Herein, the connotation once circulated refers to there occurs at container I with the grease of same volume in reactant and once passes in and out.Obviously, cycle index is more, and the component difference between container I and container II is less, but too much cycle index can increase running cost, circulates as appropriateness in the present invention with 1 ~ 10 time.Through above operation, just can obtain the reaction product being rich in triglyceride, product has higher triglyceride index.In addition, the present invention produces for the purpose of triglyceride product, if will be processed into adaptable product, reaction product will through being separated toward contact.The object of product separation separates low-boiling point material, and these low-boiling point materials comprise Tegin 55G and lipid acid.The method be separated is generally adopt molecular distillation method, is the universal method that triglyceride is produced.By being separated, obtain the product being rich in triglyceride.
Compared with prior art, tool of the present invention has the following advantages:
(1) the present invention adopts enzyme process glycerol rhizolomy method, by the method for intensification or chemical catalysis, configuration conversion is carried out to the triglyceride in reaction product, facilitate reaction to move right, thus obtain the higher reaction product of diglyceride content, triglyceride index is increased to more than 0.60, the method increase the transformation efficiency of triglyceride, and easy handling.
(2) traditional solvent-free system glycerolysis reaction method generally needs more than 30h, and due to the feedback inhibition of product, and when reaction reaches balance, triglyceride index is general not higher than 0
.55.And triglyceride index can be increased to more than 0.60 by the present invention, therefore, speed of reaction of the present invention is faster, and transformation efficiency is higher.
Embodiment
Embodiment 1
Canola rapeseed oil 500g is as in Florence flask I, add the glycerine of grease 10% and the water of 0.5%, then add Lipozyme RM liquid enzymes (Novozymes Products) according to 5IU/g grease, magnetic stirrer is reacted, and it is 30 DEG C that temperature of reaction controls.After reaction 3hr, by the reactant centrifugation in flask I, upper strata is grease, and lower floor is the mixture of glycerine, lipase and water.By reaction upper strata oil phase be warming up to 60 DEG C, be placed in flask II be incubated 3hr after again cooling return flask I, add glycerine, enzyme and the water that previous step centrifugation obtains mixture continue reaction 3hr.Repeat 10 times and above-mentioned grease is transferred to from flask I the operation that flask II returns flask I again, the grease being equivalent to all participate in reaction there occurs 10 circulations, and obtain reaction product, the triglyceride index of assaying reaction product is 0.57.
Embodiment 2
Canola rapeseed oil 500g, as in round-bottomed flask I, adds grease 10% glycerine and 3% water, and then add Lipozyme RM liquid enzymes (Novozymes Products) according to 100IU/g grease, stirring reaction, temperature of reaction is 40 DEG C.After reaction 3hr, get 56g (10% reactant) centrifugation from reaction system, upper strata is grease, and lower floor is the mixture of aqueous glycerol and enzyme.The oil phase on reaction upper strata is warming up to 150 DEG C, be placed in flask II be incubated 1hr after again cooling return flask I, the mixture adding aqueous glycerol that previous step centrifugation obtains and enzyme continues reaction 3hr.Repeat 10 times and above-mentioned grease is transferred to from flask I the operation that flask II returns flask I again, the grease being equivalent to all participate in reaction there occurs 1 circulation, and obtain reaction product, the triglyceride index of assaying reaction product is 0.59.
Embodiment 3
Canola rapeseed oil 500g is as in Florence flask I, add grease 10% glycerine and 1% water, then add Lipozyme RM liquid enzymes (Novozymes Products) according to 50IU/g grease, magnetic stirrer is reacted, and it is 45 DEG C that temperature of reaction controls.After reaction 3hr, by the reactant centrifugation in flask I, upper strata is grease, and lower floor is the mixture of glycerine, enzyme and water.By reaction upper strata oil phase be warming up to 100 DEG C, be placed in flask II be incubated 12hr after again cooling return flask I, add glycerine, enzyme and the water that previous step centrifugation obtains mixture continue reaction 3hr.Repeat 3 times and above-mentioned grease is transferred to from flask I the operation that flask II returns flask I again, the grease being equivalent to all participate in reaction there occurs 3 circulations, and obtain reaction product, the triglyceride index of assaying reaction product is 0.64.
Embodiment 4
Canola rapeseed oil 500g is as in Florence flask I, add grease 10% glycerine and 1% water, then add Lipozyme RM liquid enzymes (Novozymes Products) according to 50IU/g grease, magnetic stirrer is reacted, and it is 50 DEG C that temperature of reaction controls.After reaction 5hr, by the reactant centrifugation in flask I, upper strata is grease, and lower floor is the mixture of glycerine, enzyme and water.By reaction upper strata oil phase be warming up to 70 DEG C, be placed in flask II be incubated 6hr after again cooling return flask I, add glycerine, enzyme and the water that previous step centrifugation obtains mixture continue reaction 5hr.Repeat 5 times and above-mentioned grease is transferred to from flask I the operation that flask II returns flask I again, the grease being equivalent to all participate in reaction there occurs 5 circulations, and obtain reaction product, the triglyceride index of assaying reaction product is 0.65.
Embodiment 5
Canola rapeseed oil 500g is as in Florence flask I, add grease 10% glycerine and 1% water, then add Lipozyme RM liquid enzymes (Novozymes Products) according to 30IU/g grease, magnetic stirrer is reacted, and it is 40 DEG C that temperature of reaction controls.After reaction 5hr, by the reactant centrifugation in flask I, upper strata is grease, and lower floor is the mixture of glycerine, enzyme and water.By reaction upper strata oil phase be warming up to 90 DEG C, be placed in flask II be incubated 6hr after again cooling return flask I, add glycerine, enzyme and the water that previous step centrifugation obtains mixture continue reaction 5hr.Repeat 5 times and above-mentioned grease is transferred to from flask I the operation that flask II returns flask I again, the grease being equivalent to all participate in reaction there occurs 5 circulations, and obtain reaction product, the triglyceride index of assaying reaction product is 0.67.
Embodiment 6
Canola rapeseed oil 500g is as in Florence flask, add grease 10% glycerine and 1% water, then add Lipozyme RM liquid enzymes (Novozymes Products) according to 30IU/g grease, magnetic stirrer is reacted, and it is 40 DEG C that temperature of reaction controls.After reaction 5hr, by the reactant centrifugation in Florence flask, upper strata is grease, and lower floor is the mixture of glycerine, enzyme and water.Florence flask is returned again after the oil phase peristaltic pump on reaction upper strata is conducted through the packed bed being filled with ion exchange resin AMBERLITE FPC22 (Rohm & Hass company), the average contact time 120min of grease and resin, the mixture adding glycerine, enzyme and the water that previous step centrifugation obtains in flask continues reaction 5hr.The grease being equivalent to all participate in reaction there occurs 1 circulation, and obtain reaction product, the triglyceride index of assaying reaction product is 0.60.
Embodiment 7
Canola rapeseed oil 500g is as in Florence flask, add grease 10% glycerine and 1% water, then add Lipozyme RM liquid enzymes (Novozymes Products) according to 30IU/g grease, magnetic stirrer is reacted, and it is 40 DEG C that temperature of reaction controls.After reaction 5hr, by the reactant centrifugation in Florence flask, upper strata is grease, and lower floor is the mixture of glycerine, enzyme and water.The oil phase peristaltic pump on reaction upper strata is conducted through and is filled with solid acid (solid acid preparation method: ZrOCl
2be dissolved in distilled water, with strong aqua adjust PH to 10.0, centrifugal, with distilled water repetitive scrubbing repeatedly, dry 3hr at 120 DEG C, then uses the H of 1mol/L
2sO
4solution impregnation 24hr, centrifugal, with retort furnace 600 DEG C of roasting 3hr after drying) packed bed after return Florence flask again, the average contact time of grease and solid acid is 10min, and the mixture adding glycerine, enzyme and the water that previous step centrifugation obtains in flask continues to react 5hr.Repeat 10 aforesaid operations, the grease being equivalent to all participate in reaction there occurs 10 circulations, and obtain reaction product, the triglyceride index of assaying reaction product is 0.61.
Comparative example 1
Canola rapeseed oil 500g is as in Florence flask I, add grease 10% glycerine and 1% water, then add Lipozyme RM liquid enzymes (Novozymes Products) according to 30IU/g grease, magnetic stirrer is reacted, and it is 40 DEG C that temperature of reaction controls.After reaction 30hr, obtain reaction product, the triglyceride index of assaying reaction product is 0.53.
Comparative example 2
Canola rapeseed oil 500g is as in Florence flask I, add grease 10% glycerine and 1% water, then add Lipozyme RM liquid enzymes (Novozymes Products) according to 100IU/g grease, magnetic stirrer is reacted, and it is 40 DEG C that temperature of reaction controls.After reaction 30hr, obtain reaction product, the triglyceride index of assaying reaction product is 0.55.
Visible according to embodiment 1 ~ 5 result, to only have in embodiment 1 and 2 triglyceride index lower than 0.6, but higher than 0.55, other reaction is all higher than 0.6, and supposition embodiment 1 triglyceride index is low low relevant with enzyme concentration.Contrast from embodiment 1 ~ 5 and comparative example 1 ~ 2, adopt the triglyceride index of the inventive method acquisition reaction product all higher.The glycerolysis reaction of embodiment 5 and comparative example 1 carries out under the same conditions, main difference is the isothermal holding that the product of embodiment 5 reaction process have passed through at flask II, result shows that the triglyceride index of embodiment 5 is significantly higher than comparative example 1, illustrates that reaction product to be conducive to reaction the transition in flask II and to carry out to the right.According to embodiment 6 ~ 7 and comparative example 1 ~ 2 result, visible, adopt solid acid to carry out configuration conversion to catalysate and also there is the effect improving triglyceride index in reaction product.Comparative example 1 and comparative example 2 compare the impact of enzyme concentration on triglyceride index in reaction product, result shows, under selected enzyme concentration condition, triglyceride index variation is little, show that existing enzyme concentration is enough, increase enzyme concentration no longer valid, also illustrate that above-mentioned reaction reaches balance, and triglyceride index when reaching balance is roughly within 0.55.
Claims (10)
1. a production method for triglyceride, is characterized in that, comprises the following steps:
(1) lipase is adopted in container I, to carry out glycerolysis reaction to grease;
(2) oil phase after step (1) reactants separate glycerine and lipase is transported in container II, in container II, the temperature of grease is 60 ~ 150 DEG C, the residence time of grease in container II is 1 ~ 12hr, then the temperature of glycerolysis reaction is cooled to, be back in container I, add glycerine and lipase, continue the glycerolysis reaction of step (1);
(3) repeat above-mentioned reaction, make grease that 1 ~ 10 circulation occur, obtain the reaction product being rich in triglyceride.
2. method according to claim 1, is characterized in that, in described container II, the temperature of grease is 70 ~ 100 DEG C.
3. method according to claim 1 and 2, is characterized in that, step (1) described glycerolysis reaction occurs in the presence of water, and amount of water is 0.5 ~ 3% of grease weight; The temperature of described glycerolysis reaction is 30 ~ 50 DEG C.
4. method according to claim 1 and 2, is characterized in that, the addition of described lipase is 5 ~ 100IU/g grease.
5. method according to claim 1 and 2, is characterized in that, the residence time of grease in container II is 6 ~ 12hr.
6. method according to claim 1 and 2, is characterized in that, described lipase is derive from one or more the mixture in root enzyme genus, Aspergillus, hair enzyme genus, bacterium, yeast, animal pancreas; Described grease is one or more the mixture in rapeseed oil, soybean oil, plam oil, sunflower seed oil, Semen Maydis oil, peanut oil, Camellia oil, sweet oil, Rice pollard oil and Oleum Gossypii semen.
7. a production method for triglyceride, is characterized in that, comprises the following steps:
(1) lipase is adopted to carry out glycerolysis reaction in a reservoir to grease;
(2) by step (1) reactants separate glycerine and lipase, glycerine and lipase return the container of step (1), oil phase contacts with solid catalyst after 10 ~ 120min and is back in step (1) container, continues the reaction of step (1);
(3) repeat above-mentioned reaction, make grease that 1 ~ 10 circulation occur, obtain the reaction product being rich in triglyceride.
8. method according to claim 7, is characterized in that, the solid catalyst described in step (2) is one or more the mixture in ion exchange resin and solid acid.
9. the method according to claim 7 or 8, is characterized in that, step (1) described glycerolysis reaction occurs in the presence of water, and amount of water is 0.5 ~ 3% of grease weight, and the temperature of glycerolysis reaction is 30 ~ 50 DEG C.
10. the method according to claim 7 or 8, is characterized in that, described lipase is derive from one or more the mixture in root enzyme genus, Aspergillus, hair enzyme genus, bacterium, yeast, animal pancreas; Described grease is one or more the mixture in rapeseed oil, soybean oil, plam oil, sunflower seed oil, Semen Maydis oil, peanut oil, Camellia oil, sweet oil, Rice pollard oil and Oleum Gossypii semen.
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Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105639118A (en) * | 2015-12-30 | 2016-06-08 | 北京资源亚太饲料科技有限公司 | Compound fat and preparation method thereof |
| CN106148439A (en) * | 2016-09-08 | 2016-11-23 | 东北农业大学 | A kind of method that power ultrasonic pretreatment enzyme law catalysis Adeps Sus domestica glycerol rhizolomy prepares diglyceride |
| CN108676786A (en) * | 2018-05-31 | 2018-10-19 | 大连民族大学 | The culture medium and its cultural method of the raw curved mould fermenting and producing lipase of neck a kind ofly |
| CN112322670A (en) * | 2020-11-06 | 2021-02-05 | 华南理工大学 | Method for synthesizing diglyceride |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101555500A (en) * | 2009-05-22 | 2009-10-14 | 天津大学 | Method for preparing diglyceride by enzyme catalysis in supercritical fluids system |
| CN103060394A (en) * | 2012-12-20 | 2013-04-24 | 华南理工大学 | Method of glycerolysis reaction for preparing partial glyceride |
| CN103361387A (en) * | 2013-07-25 | 2013-10-23 | 华南理工大学 | Production method for coproducing unsaturated monoglyceride by using diglyceride enzyme method |
| CN104152501A (en) * | 2014-08-14 | 2014-11-19 | 东北农业大学 | Gradual cooling auxiliary enzymatic method for glycerolysis preparation of lard diglyceride |
-
2015
- 2015-04-09 CN CN201510167583.1A patent/CN104830920B/en active Active
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101555500A (en) * | 2009-05-22 | 2009-10-14 | 天津大学 | Method for preparing diglyceride by enzyme catalysis in supercritical fluids system |
| CN103060394A (en) * | 2012-12-20 | 2013-04-24 | 华南理工大学 | Method of glycerolysis reaction for preparing partial glyceride |
| CN103361387A (en) * | 2013-07-25 | 2013-10-23 | 华南理工大学 | Production method for coproducing unsaturated monoglyceride by using diglyceride enzyme method |
| CN104152501A (en) * | 2014-08-14 | 2014-11-19 | 东北农业大学 | Gradual cooling auxiliary enzymatic method for glycerolysis preparation of lard diglyceride |
Non-Patent Citations (2)
| Title |
|---|
| 杨继国等: "全酶法制备甘油二酯工艺放大研究", 《现代化工》 * |
| 王卫飞等: "酶法甘油解制备甘油二酯的研究", 《中国油脂》 * |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105639118A (en) * | 2015-12-30 | 2016-06-08 | 北京资源亚太饲料科技有限公司 | Compound fat and preparation method thereof |
| CN106148439A (en) * | 2016-09-08 | 2016-11-23 | 东北农业大学 | A kind of method that power ultrasonic pretreatment enzyme law catalysis Adeps Sus domestica glycerol rhizolomy prepares diglyceride |
| CN108676786A (en) * | 2018-05-31 | 2018-10-19 | 大连民族大学 | The culture medium and its cultural method of the raw curved mould fermenting and producing lipase of neck a kind ofly |
| CN108676786B (en) * | 2018-05-31 | 2021-02-23 | 大连民族大学 | Culture medium for producing lipase by fermenting torticola terricola and culture method thereof |
| CN112322670A (en) * | 2020-11-06 | 2021-02-05 | 华南理工大学 | Method for synthesizing diglyceride |
| CN112322670B (en) * | 2020-11-06 | 2021-10-15 | 华南理工大学 | Method for synthesizing diglyceride |
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