CN104672084A - Preparation method of acetylated fatty acid monoglyceride - Google Patents
Preparation method of acetylated fatty acid monoglyceride Download PDFInfo
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- CN104672084A CN104672084A CN201310645791.9A CN201310645791A CN104672084A CN 104672084 A CN104672084 A CN 104672084A CN 201310645791 A CN201310645791 A CN 201310645791A CN 104672084 A CN104672084 A CN 104672084A
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- monoglyceride
- fatty acid
- acetylize
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- ester
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/03—Preparation of carboxylic acid esters by reacting an ester group with a hydroxy group
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/08—Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides with the hydroxy or O-metal group of organic compounds
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/48—Separation; Purification; Stabilisation; Use of additives
- C07C67/52—Separation; Purification; Stabilisation; Use of additives by change in the physical state, e.g. crystallisation
Abstract
The invention provides a preparation method of acetylated fatty monoglyceride, which comprises the following steps: carrying out ester exchange and reduced pressure distillation on a mixture of fatty glyceride, glyceryl partial acetate and glycerol to obtain acetin, and acetylating to obtain a mixture with high content of acetylated fatty monoglyceride. A crystallizing fractionation technique is adopted to remove the high-melting-point impurities in the mixture containing rich acetylated fatty monoglyceride, such as acetylated fatty diglyceride, fatty monoglyceride, fatty diglyceride and the like. A high-boiling-point fraction of a glycerol monostearate production technique is used as the raw material for preparing the acetylated fatty acid monoglyceride. The method can recover glyceryl ester and acetic acid, and can cyclically use the byproducts.
Description
Technical field
The present invention relates to a kind of preparation method of acetylize monoglyceride, the invention still further relates to a kind of preparation method that can recycle the acetylize monoglyceride of byproduct.
Background technology
Acetylize monoglyceride is a large class nonionogenic tenside, and its property is to there is long chain fatty acid groups and short chain acids group in acetylize monoglyceride molecule, so can form hard plastic and the film being rich in mechanical elasticity.There is good emulsifying, plastification, the plasticity of a lot of macromolecular compound matrix can be made to strengthen, make superpolymer deliquescing, increase material plasticity.Acetylize monoglyceride is widely used in plastics, pharmacy and foodstuff additive.
Based on the plastic plasticizer of tri-glyceride, majority belongs to reproducible environment-friendly plasticizer, the good stability of acetylize monoglyceride; good fluidity; divide amount low, good with the intermiscibility of plastic pvc, be novel, good properties, the nontoxic plastic plasticizer of a class.
Acetylize monoglyceride is used as softening agent and emulsifying agent in a medicament, for the manufacture of tablet, pill, capsule, film, ointment.Normal and other softening agent, emulsifying agent merge and use.
Acetylize monoglyceride; can be used as emulsifying agent, fruit glaze agent, texturizing agents and lubricant in food fresh keeping, Sugar House antiscale, compound seasoner, potato chips or baked product; the processing characteristics of product can be improved, stop the moisture loss of product, can also prevent product from becoming dry, making moist and microbial contamination.
United States Patent (USP) 4426477 discloses the softening agent based on glyceryl ester.This fluidizer comprises compound prepared by acylated glycerol ester.This compound is made up of three esters, mainly acetylize monoglyceride, and the lipid acid in molecule is 10-14 carbon carboxylic acid.The patent provides these compounds and be applied to thermoplastic polymer, such as PVC, plasticization effect.This acetylize monoglyceride makes PVC softening agent; the carbonylic desired proportions of its glycerine, ethanoyl and 10-14 is 1: 2: 1 (mol ratio); if ethanoyl increase can cause the increase of relative volatility composition, and the increase of 10-14 carbonic acyl radical can cause the reduction of its plasticizing capacity.But reach this desired proportions to need to adopt purifying technique.This patent is considered; almost the acetylize monoglyceride Industrial products that impossible produce such mol ratio; this patent have selected glycerine, ethanoyl ratio is 1: 2.7 (mol ratio), is the acetylize monoglyceride containing vanay.This patent adopts the method for grease and vanay transesterify to prepare acetylize monoglyceride, without purifying technique.
U.S. Patent application 20120214919 provides the technique preparing multiple acetylizad acetoxyl group fatty acid glycerine ester cpds.Comprising the diacetoxy stearin of diacetylation and four acetoxyl group stearins of diacetylation.The step that this technique comprises:
(1) raw material is containing the monoglyceride of unsaturated fatty acids, triglyceride and/or triglyceride level;
(2) if raw material is the monoglyceride and/or the triglyceride that contain unsaturated fatty acids, this compound of acidylate is selected;
(3a) the unsaturated long carboxyl groups of (i) hydroxylation, to provide the long carboxyl groups of a hydroxyl; (ii) the long carboxyl groups of this hydroxyl of acidylate is to provide one containing the long carboxyl groups of side chain.
(3b) by the carboxylic acid reaction of unsaturated long carboxyl groups and following molecular formula, to provide one containing the long carboxyl groups of side chain.In order to increase single C8-C12 acid acyloxy glycerol stearate ester content of the diacetylation in softening agent product, this patent of invention adopts molecular distillation purifying technique to improve the acetoxyl group fatty acid glyceride content of diacetylation.
Chinese patent application 201080054102 relates to the compound product of acetylize list 8-22 carbonic acid glyceride primary plasticizer and other softening agent; this application for a patent for invention finds; acetylated fatty acid glyceride and blend are used as softening agent and have superiority, and can be used as the primary plasticizer of alternative DOA.Wherein performance is it is preferred that the compound product that mixes with epoxy soybean oil of acetylize glyceryl monolaurate.This patent application also discloses the method that lauric acid and glycerine are Material synthesis acetylize glyceryl monolaurate.This thick ester one-step acylation synthesized with lauric acid and glycerine esterification, does not adopt process for separating and purifying.
EP0679337 provides the composition of the cheese supercoat material produced by acetylize monoglyceride, and the composition lipid acid of acetylize monoglyceride is longer chain fatty acid, mainly stearic acid and behenic acid.It is raw material that this patent adopts purity to be 95% molecule distillating monoglyceride and diacetyl oxide, through acetylize explained hereafter acetylize monoglyceride.
The currently known methods of preparation acetylize mono-fatty acid glyceride has, grease and acetin and glycerine, and by the preparation of the step such as transesterify, molecular distillation, or molecule distillating monoglyceride and diacetyl oxide are by one-step acylation effect.Distill out acetylize mono-fatty acid glyceride owing to adopting molecular distillation technique or adopt molecular distillation technique to distill out highly purified molecule distillating monoglyceride; purifying technique has and needs to have in the high shortcoming of high temperature high vacuum energy consumption or technique that product yield is low, byproduct is many; cost of material is high; or the acetic acid by-product adding acetic anhydride acylation reaction recovery can not do raw material use etc., improves the production cost of product.
Molecular distillation process for separating and purifying adopts high temperature high vacuum, there is the shortcoming that energy consumption is high, needs a kind of process for separating and purifying adopting energy consumption lower to prepare the method for acetylize mono-fatty acid glyceride.
If adopt the lower suitable feedstock of price to be conducive to reducing product cost, a kind of suitable raw material adopting price lower is needed to prepare the method for acetylize mono-fatty acid glyceride.
Prepare in the method for acetylize mono-fatty acid glyceride, need to carry out acylation reaction with diacetyl oxide, produce acetic acid by-product.Prepare in the method for acetylize mono-fatty acid glyceride, also can produce the byproducts such as acetylize diglycerine fatty acid ester.Need a kind of method preparing acetylize monoglyceride that can recycle byproduct.
Summary of the invention
First object of the present invention is to provide a kind of method that process for separating and purifying adopting energy consumption lower prepares acetylize mono-fatty acid glyceride.
Second object of the present invention is to provide a kind of method that acetylize mono-fatty acid glyceride prepared by suitable raw material adopting price lower.
3rd object of the present invention is to provide a kind of method preparing acetylize monoglyceride that can recycle byproduct.
The present inventor finds; compared with other synthetic method; glycerin fatty acid ester, acetate moiety glyceryl ester and glycerol mixture, steam glycerol acetate acetylizad method again through transesterify and decompression, is more suitable for preparing the high mixture of acetylize monoglyceride content.Decompression steams glycerol acetate does not need high temperature high vacuum, and energy consumption is lower.The present inventor finds to adopt crystallized abstract technique to be applicable to separating-purifying acetylize monoglyceride; the high-melting-point impurity in acetylize monoglyceride mixture is rich in applicable removal, such as acetylize bis-fatty acid glyceryl ester, monoglyceride and bis-fatty acid glyceryl ester etc.Obtain acetylize mono-fatty acid glyceride by crystallized abstract technique, do not need high temperature high vacuum, energy consumption is lower.Namely achieve first object of the present invention, provide a kind of process for separating and purifying adopting energy consumption lower to prepare the method for acetylize mono-fatty acid glyceride.The method comprises (note: the numbering in method is corresponding with the numbering in claims):
(1) make the mixture of glycerin fatty acid ester, acetate moiety glyceryl ester and glycerine, carry out transesterification reaction at 60-250 DEG C;
(2) after step (1) or in the middle of, to take out in product of transesterification reaction monoglyceride and acetylize monoglyceride mixture at least partially;
(3) monoglyceride that takes out of step (2) and acetylize monoglyceride mixture and acetic anhydride.
(4) after step (3) or in the middle of, take out acetylize monoglyceride at least partially.
(9) reaction product that underpressure distillation step (3) obtains, reclaims low boiling component, the high boiling fraction of acquisition;
(10) high boiling fraction that obtains of crystallized abstract step (9), reclaims high melting point component, obtains acetylize monoglyceride.
Paper " time grand; Guo Hong. the molecule distillating monoglyceride industry [J] of Twenty-First Century. Chinese oil, 2000,25 (4) 38-41 " in describe the molecule distillating monoglyceride technique generally adopted in industrial production.This technique comprises (1) fatty raw material (or fatty raw material and recovered material) glycerol adding and generates thick ester through ester exchange process.The mixture of thick ester mainly monoglyceride, difatty acid glyceryl ester, triglyceride, lipid acid and glycerine; (2) thick ester obtains glycerine, lipid acid, molecule distillating monoglyceride and high boiling fraction through molecular distillation technique; (3) the isolated intermediates of molecular distillation, comprise glycerine, lipid acid and high boiling fraction, reclaim and make raw material, recycle.In intermediates, high boiling fraction inventory is maximum, and inventory that is general and molecular distillation product is suitable.Because high boiling fraction does not have the purposes of high added value, can only reclaim and do raw material, repeatedly after circulation, not only color and luster has deepened, but also product purity is declined and the reduction of product yield.If high boiling fraction does byproduct for treatment, price is generally more per ton than cost of material low more than 1000 yuan, adds production cost.
The present inventor finds, producing the high boiling fraction of molecule distillating monoglyceride technique, is the glycerin fatty acid ester being rich in fatty acid diglyceride.Its composition includes 0-20 % by weight triglyceride level, 75-100 % by weight triglyceride, 0-5 % by weight monoglyceride and 0-2 % by weight glycerine.This glyceryl ester composition is applicable to the raw material doing the inventive method, and price is also lower, namely realizes second object of the present invention, provides a kind of suitable raw material adopting price lower to prepare the method for acetylize mono-fatty acid glyceride.The method comprises (note: the numbering in method is corresponding with the numbering in claims):
(5) oil substances and glycerine reaction is made, to obtain the mixture comprising partial glycerol ester,
(6) after step (5) or in the middle of, take out monoglyceride, to obtain the glycerin fatty acid ester being rich in fatty acid diglyceride by distillation.
The present inventor finds the method recycled glyceryl ester and recycle acetic acid, realizes the 3rd object of invention, provides a kind of method preparing acetylize monoglyceride that can recycle byproduct.The method comprises:
A. the method (note: the numbering in method is corresponding with the numbering in claims) of glyceryl ester is recycled:
5. in the taking-up product of transesterification reaction described in claim 1 step (2) monoglyceride and acetylize monoglyceride mixture at least partially after, return the raw material doing claim 1 step (1) after the remainder of product of transesterification reaction reclaims.
8. the low boiling component that claim 7 step (9) reclaims returns the raw material doing claim 1 step (1).
9. the high melting point component that claim 7 step (10) reclaims returns the raw material doing claim 1 step (1).
B. the method (note: the numbering in method is corresponding with the numbering in claims) of acetic acid is recycled:
4. the acetate moiety glyceryl ester described in claim 1 step (1), its preparation method comprises the following steps:
(7) glycerine and acetic acid is made to carry out esterification at 120-200 DEG C;
(8) after step (7) or in the middle of, to take out in esterification reaction product acetate moiety glyceryl ester at least partially;
6. monoglyceride and acetylize monoglyceride mixture and acetic anhydride in the product of transesterification reaction that the step (2) described in claim 1 step (3) is taken out, afterwards or the acetic acid of central recovery return the raw material doing claim 4 step (7).
Embodiment
The term used in the application
Term acetylize monoglyceride used in this application, refers to the compound meeting following molecular formula
R in formula
1, R
2and R
3independently selected from acyl group group, R
1, R
2and R
3in two be acetic acid acyl group group, one is fatty acid acyl group.
Term lipid acid used in this application or relational language, refer to 8-24 carbon carboxylic acid.Comprise stearic acid, palmitinic acid, myristic acid, lauric acid, oleic acid, linolic acid, linolenic acid, erucic acid, 20 carbon monoenoic acids, capric acid, sad, eicosanoic acid or behenic acid, or its mixture, preferred lauric acid.
Term glycerin fatty acid ester used in this application or relational language, refer to fatty acid glycerine one ester, fatty acid diglyceride, fatty acid triglycercide and/or its mixture.
Term fatty acid partial glycerides used in this application or relational language, refer to fatty acid glycerine one ester, fatty acid diglyceride and/or its mixture.
Term oil substances used in this application or relational language, refer to glycerin fatty acid ester, fatty acid partial glycerides, lipid acid and/or its mixture.
Term monoglyceride used in this application or relational language, refer to the glycerin fatty acid ester being rich in fatty acid glycerine one ester.
Term bis-fatty acid glyceryl ester used in this application or relational language, refer to the glycerin fatty acid ester being rich in fatty acid diglyceride.
Term glycerol acetate used in this application or relational language, refer to triacetin one ester, triacetin diester, triacetin three ester and/or its mixture.
Term acetate moiety glyceryl ester used in this application or relational language, refer to triacetin one ester, triacetin diester and/or its mixture.
The acetylizad glycerin fatty acid ester of term used in this application or relational language, refer to acetylizad fatty acid glycerine one ester, acetylizad fatty acid diglyceride and/or its mixture.
In the step (1) of the inventive method, make the mixture of glycerin fatty acid ester, acetate moiety glyceryl ester and glycerine, transesterification reaction is carried out at 60-250 DEG C, catalyzer known in choosing a trade, such as sodium methylate, sodium hydroxide or potassium hydroxide, preferred sodium hydroxide, preferably carries out transesterification reaction at 180-200 DEG C.
In the step (1) of the inventive method, described fatty acid glyceride feedstock, selects fatty acid glycerine one ester, fatty acid diglyceride, fatty acid triglycercide and/or its mixture.Glycerin fatty acid ester prepared by excellent optional step (5) and step (6) method, comprise: first step (5) makes oil substances and glycerine reaction, to obtain the mixture comprising partial glycerol ester, step (6) again: after step (5) or in the middle of, by distillation take out monoglyceride at least partially to obtain the glycerin fatty acid ester being rich in fatty acid diglyceride, the preferred glycerin fatty acid ester being rich in fatty acid diglyceride, its composition includes 0-20 % by weight triglyceride level, 73-100 % by weight triglyceride, 0-5 % by weight monoglyceride and 0-2 % by weight glycerine.
In the step (5) of the inventive method, make oil substances and glycerine reaction, to obtain the mixture comprising partial glycerol ester, described oil substances selects triglyceride level, such as deep hydrogenation plam oil, or lipid acid, such as lauric acid, and/or its mixture, preferred deep hydrogenation plam oil or lauric acid, more preferably lauric acid.
In the step (5) of the inventive method, described makes oil substances and glycerine reaction, basic catalyst known in choosing a trade, such as sodium methylate, sodium hydroxide or potassium hydroxide, or an acidic catalyst, such as sulfuric acid or tosic acid, preferred sodium hydroxide or tosic acid.Temperature of reaction 100-260 DEG C,
In the step (6) of the inventive method, by any known technology in industry, preferably by distil process, realize after step (5) or in the middle of, taking-up is rich in the glycerin fatty acid ester of fatty acid diglyceride at least partially, described distil process adopts any known technology in industry, such as, by short-path distillation or molecular distillation.
In the step (1) of the inventive method, described fatty acid glyceride feedstock, its composition lipid acid is 12-24 carbon carboxylic acid.Comprise stearic acid, palmitinic acid, myristic acid, lauric acid, oleic acid, erucic acid, 20 carbon monoenoic acids, capric acid, sad, eicosanoic acid or behenic acid and/or its mixture, preferred lauric acid.
In the step (1) of the inventive method, described acetate moiety glyceride feedstock, selects triacetin one ester, triacetin diester and/or its mixture.The preferred first step (7) of its preparation method makes glycerine and acetic acid carry out esterification; Step (8) again: after step (7) or in the middle of, to take out in esterification reaction product acetate moiety glyceryl ester at least partially;
In the esterification described in the step (7) of the inventive method, an acidic catalyst known in choosing a trade, preferably sulfuric acid.Preferably carry out esterification at 60-120 DEG C.
In the step (8) of the inventive method, by any known technology in industry, preferably by distillation, to realize after step (7) or in the middle of, take out acetate moiety glyceryl ester at least partially.
In the step (1) of the inventive method; the proportioning of the mixture of described glycerin fatty acid ester, acetate moiety glyceryl ester and glycerine, total glycerine (comprising in conjunction with glycerine and free glycerol) in preferred mixture: ethanoyl: carboxylic acid group equals 3: 2: 1 (mol ratios).
In the step (2) of the inventive method; after step (1) or in the middle of; by any known technology in industry; preferably by underpressure distillation, in realization taking-up product of transesterification reaction, monoglyceride and acetylize monoglyceride mixture are at least partially.Standard technique known in preferred use industry is decoloured to the reaction product obtained, catalyzer residual in removing reaction product.After reaction product decolouring, underpressure distillation goes out acetate moiety glyceryl ester and glycerine, obtains monoglyceride and acetylize monoglyceride mixture.
In the step (3) of the inventive method, the monoglyceride that step (2) is taken out and acetylize monoglyceride mixture and acetic anhydride.Catalyzer known in choosing a trade, preferred tosic acid, the preferred 110-120 DEG C of acylation reaction temperature
In the step (4) of the inventive method, by any known technology in industry, such as, by distill and/or point to carry can be implemented in step (3) after or in the middle of, take out acetylize monoglyceride at least partially.The present invention is preferred: the reaction product that first step (9) underpressure distillation step (3) obtains; removing low boiling component; the high boiling fraction that obtains of step (10) crystallized abstract step (9) again; removing high melting point component, obtains acetylize monoglyceride.Crystallized abstract technique the present invention preferred dry method crystallized abstract technique, crystallization method preferably first point is carried raw material by part and is prepared crystal seed, then adds the crystal seed of preparation before point carrying material crystal, filters after crystallisation by cooling.
Embodiment
Embodiment 1 prepares acetate moiety glyceryl ester and glycerol mixture
In the 2000ml glass round bottom reaction flask that temperature control probe, condenser system are housed, add 180 grams of (3 moles) acetic acid and 276g (3 moles) glycerine (purity 99.5%).Add sulfuric acid catalyst, add zeolite, temperature 80-100 DEG C of reaction after 5 hours.Cooling after with in 5% sodium carbonate with pH to 7.Acetic acid is distilled out at temperature 143-185 DEG C.Then vacuum system is connect, at temperature 185-191 DEG C, vacuum desacetoxy.Acetate moiety glyceryl ester and glycerol mixture 330 grams is obtained after decolouring.
Embodiment 2 prepares monoglyceride and acetylize monoglyceride mixture
Whipping appts, temperature control probe, condenser, distillate returnable bottle are being housed and are being connected in the 2000ml glass round bottom reaction flask of vacuum system, add acetate moiety glyceryl ester and glycerol mixture and 300g dibasic acid esters (high boiling fraction of molecular distillation glyceryl monostearate, Guangzhou Pin Xiu company) prepared by 300 grams of embodiments 1.Open stirring, vacuumize and heat, dewater 30 minutes in temperature 180 DEG C and vacuum 10-20mmHg (1.3-2.6kPa), add sodium hydroxide catalyst.After 2 hours, reactant is cooled to 80 DEG C 180-200 DEG C of transesterification reaction under stirring, adds 85% phosphoric acid catalyst neutralisation stopped reaction.Decolour to reaction product, underpressure distillation goes out acetate moiety glyceryl ester and glycerine, obtains monoglyceride and 360 grams, acetylize monoglyceride mixture.
Embodiment 3 prepares acetylated fatty acid glyceride
In the 2000ml glass round bottom reaction flask that temperature control probe, air cooling reflux column, condenser system are housed, add monoglyceride and 154 grams, the acetylize monoglyceride mixture of embodiment 2 preparation, add diacetyl oxide 92 grams.Add Catalyzed by p-Toluenesulfonic Acid agent, open and stir and heating, 110-120 DEG C is reacted 5 hours, and underpressure distillation goes out acetic acid and diacetyl oxide.Obtain acetylated fatty acid glyceride 182 grams.
Embodiment 4 points obtains through refining standby acetylize monoglyceride
Crystal seed is with acetylated fatty acid glyceride in 26-35 DEG C of temperature adjustment preparation in 3 days, and the slurry of formation is deposited for subsequent use 26-35 DEG C of temperature adjustment, before using, slurry is stirred into uniform fine grain slurry, uses immediately.
Mixture containing middle low melting point fat and fatty-acid ethyl ester adds the 500ml glass beaker being provided with stirring arm, is cooled to 37 DEG C, adds the crystal seed being about mixture weight 0.1% after being heated to 50 DEG C.Crystal seed is prepared according to the method described above.In temperature control 26 DEG C of-29 DEG C of water-baths, slowly stir (60 revs/min) crystallization become slurry; after forming the uniform easily filtering for crystallizing slurry of crystallization; filter (laboratory employing vacuum suction filter) 26 DEG C-29 DEG C insulations immediately, obtain acetylize monoglyceride 126 grams.
Claims (10)
1. a preparation method for acetylize monoglyceride, the method comprises:
(1) make the mixture of glycerin fatty acid ester, acetate moiety glyceryl ester and glycerine, carry out transesterification reaction at 60-250 DEG C;
(2) after step (1) or in the middle of, to take out in product of transesterification reaction monoglyceride and acetylize monoglyceride mixture at least partially;
(3) monoglyceride that takes out of step (2) and acetylize monoglyceride mixture and acetic anhydride;
(4) after step (3) or in the middle of, take out acetylize monoglyceride at least partially.
2. the glycerin fatty acid ester described in claim 1 step (1) takes out monoglyceride by distillation fraction glyceryl ester and obtains, and is rich in the glycerin fatty acid ester of fatty acid diglyceride.
3. the glycerin fatty acid ester being rich in fatty acid diglyceride according to claim 2, its preparation method comprises:
(5) oil substances and glycerine reaction is made, to obtain the mixture comprising partial glycerol ester,
(6) after step (5) or in the middle of, take out monoglyceride, to obtain the glycerin fatty acid ester being rich in fatty acid diglyceride by distillation.
4. the acetate moiety glyceryl ester described in claim 1 step (1), its preparation method comprises the following steps:
(7) glycerine and acetic acid is made to carry out esterification;
(8) after step (7) or in the middle of, to take out in esterification reaction product acetate moiety glyceryl ester at least partially;
5. in the taking-up product of transesterification reaction described in claim 1 step (2) monoglyceride and acetylize monoglyceride mixture at least partially after, return the raw material doing claim 1 step (1) after the remainder of product of transesterification reaction reclaims.
6. monoglyceride and acetylize monoglyceride mixture and acetic anhydride in the product of transesterification reaction that the step (2) described in claim 1 step (3) is taken out, afterwards or the acetic acid of central recovery return the raw material doing claim 4 step (7).
7. the taking-up acetylize monoglyceride described in claim 1 step (4), its method comprises the following steps:
(9) reaction product that underpressure distillation step (3) obtains, reclaims low boiling component, the high boiling fraction of acquisition;
(10) high boiling fraction that obtains of crystallized abstract step (9), reclaims high melting point component, obtains acetylize monoglyceride.
8. the low boiling component that claim 7 step (9) reclaims returns the raw material doing claim 1 step (1).
9. the high melting point component that claim 7 step (10) reclaims returns the raw material doing claim 1 step (1).
10. the transesterification reaction described in claim 1 step (1) is carried out at 180-200 DEG C.
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Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106365991A (en) * | 2016-08-30 | 2017-02-01 | 山东云特信息科技有限公司 | Glyceryl monostearate preparation method |
| CN106582661A (en) * | 2017-01-05 | 2017-04-26 | 辽宁科隆精细化工股份有限公司 | Metal load type catalyst and preparation method therefor, and application of catalyst in preparation of glycerol carbonate |
| CN108623459A (en) * | 2018-06-25 | 2018-10-09 | 长沙市如虹医药科技股份有限公司 | A kind of preparation method of diacetyl glycerin monostearate |
| CN113603876A (en) * | 2021-09-22 | 2021-11-05 | 河南正通食品科技有限公司 | Polyglycolic acid (PGA) plasticizer and preparation method thereof |
-
2013
- 2013-11-29 CN CN201310645791.9A patent/CN104672084A/en active Pending
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106365991A (en) * | 2016-08-30 | 2017-02-01 | 山东云特信息科技有限公司 | Glyceryl monostearate preparation method |
| CN106582661A (en) * | 2017-01-05 | 2017-04-26 | 辽宁科隆精细化工股份有限公司 | Metal load type catalyst and preparation method therefor, and application of catalyst in preparation of glycerol carbonate |
| CN108623459A (en) * | 2018-06-25 | 2018-10-09 | 长沙市如虹医药科技股份有限公司 | A kind of preparation method of diacetyl glycerin monostearate |
| CN113603876A (en) * | 2021-09-22 | 2021-11-05 | 河南正通食品科技有限公司 | Polyglycolic acid (PGA) plasticizer and preparation method thereof |
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Application publication date: 20150603 |