CN86106683A - method for synthesizing sucrose fatty acid ester - Google Patents
method for synthesizing sucrose fatty acid ester Download PDFInfo
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- CN86106683A CN86106683A CN86106683.9A CN86106683A CN86106683A CN 86106683 A CN86106683 A CN 86106683A CN 86106683 A CN86106683 A CN 86106683A CN 86106683 A CN86106683 A CN 86106683A
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- ester
- fatty acid
- sucrose
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- 229930006000 Sucrose Natural products 0.000 title claims abstract description 30
- 239000005720 sucrose Substances 0.000 title claims abstract description 28
- 238000000034 method Methods 0.000 title claims abstract description 26
- -1 sucrose fatty acid ester Chemical class 0.000 title claims abstract description 23
- 235000014113 dietary fatty acids Nutrition 0.000 title claims abstract description 17
- 229930195729 fatty acid Natural products 0.000 title claims abstract description 17
- 239000000194 fatty acid Substances 0.000 title claims abstract description 17
- 230000002194 synthesizing effect Effects 0.000 title abstract description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims abstract description 39
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 27
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 claims abstract description 20
- 238000006243 chemical reaction Methods 0.000 claims abstract description 20
- 239000002904 solvent Substances 0.000 claims abstract description 16
- 239000002253 acid Substances 0.000 claims description 17
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 claims description 10
- 150000002632 lipids Chemical class 0.000 claims description 8
- 239000011780 sodium chloride Substances 0.000 claims description 5
- 239000003995 emulsifying agent Substances 0.000 claims description 4
- 239000012535 impurity Substances 0.000 claims description 3
- 238000005809 transesterification reaction Methods 0.000 claims description 3
- 230000032050 esterification Effects 0.000 claims description 2
- 238000005886 esterification reaction Methods 0.000 claims description 2
- 239000000376 reactant Substances 0.000 claims description 2
- 238000000926 separation method Methods 0.000 claims 1
- 239000003054 catalyst Substances 0.000 abstract description 2
- 150000004665 fatty acids Chemical class 0.000 abstract description 2
- 125000004185 ester group Chemical group 0.000 abstract 1
- 238000009776 industrial production Methods 0.000 abstract 1
- 229960004793 sucrose Drugs 0.000 description 24
- 239000000047 product Substances 0.000 description 23
- 150000002148 esters Chemical class 0.000 description 15
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 8
- 229960004756 ethanol Drugs 0.000 description 7
- 239000002994 raw material Substances 0.000 description 7
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- 238000003756 stirring Methods 0.000 description 6
- 230000009466 transformation Effects 0.000 description 6
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 5
- 238000004519 manufacturing process Methods 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 4
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 4
- 239000007795 chemical reaction product Substances 0.000 description 4
- 238000004821 distillation Methods 0.000 description 4
- 238000011084 recovery Methods 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- 238000004939 coking Methods 0.000 description 3
- 231100000252 nontoxic Toxicity 0.000 description 3
- 230000003000 nontoxic effect Effects 0.000 description 3
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 2
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 2
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- 239000005642 Oleic acid Substances 0.000 description 2
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 2
- 235000021355 Stearic acid Nutrition 0.000 description 2
- 230000001476 alcoholic effect Effects 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 238000005265 energy consumption Methods 0.000 description 2
- MVLVMROFTAUDAG-UHFFFAOYSA-N ethyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC MVLVMROFTAUDAG-UHFFFAOYSA-N 0.000 description 2
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 2
- HQKMJHAJHXVSDF-UHFFFAOYSA-L magnesium stearate Chemical compound [Mg+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O HQKMJHAJHXVSDF-UHFFFAOYSA-L 0.000 description 2
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical group CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 2
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 2
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 2
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 2
- 238000007670 refining Methods 0.000 description 2
- 238000007127 saponification reaction Methods 0.000 description 2
- 239000000344 soap Substances 0.000 description 2
- 239000008117 stearic acid Substances 0.000 description 2
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 1
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical class CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- WCUXLLCKKVVCTQ-UHFFFAOYSA-M Potassium chloride Chemical compound [Cl-].[K+] WCUXLLCKKVVCTQ-UHFFFAOYSA-M 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 239000007806 chemical reaction intermediate Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000004587 chromatography analysis Methods 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 239000006184 cosolvent Substances 0.000 description 1
- 239000012043 crude product Substances 0.000 description 1
- 230000006837 decompression Effects 0.000 description 1
- 229960000935 dehydrated alcohol Drugs 0.000 description 1
- 235000013681 dietary sucrose Nutrition 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000004945 emulsification Methods 0.000 description 1
- 230000001804 emulsifying effect Effects 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 239000000284 extract Substances 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000004811 liquid chromatography Methods 0.000 description 1
- 229910052744 lithium Inorganic materials 0.000 description 1
- 239000002932 luster Substances 0.000 description 1
- 235000019359 magnesium stearate Nutrition 0.000 description 1
- 238000001819 mass spectrum Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 1
- 230000001473 noxious effect Effects 0.000 description 1
- 231100000614 poison Toxicity 0.000 description 1
- 230000007096 poisonous effect Effects 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Substances [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 1
- 235000015320 potassium carbonate Nutrition 0.000 description 1
- 239000001103 potassium chloride Substances 0.000 description 1
- 235000011164 potassium chloride Nutrition 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000004445 quantitative analysis Methods 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 235000000346 sugar Nutrition 0.000 description 1
- 229940095064 tartrate Drugs 0.000 description 1
- 238000004809 thin layer chromatography Methods 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
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- Saccharide Compounds (AREA)
Abstract
The present invention relates to a method for synthesizing sucrose fatty acid ester (hereinafter referred to as SE) by a solvent method. The method comprises reacting fatty acid with lower alcohol to obtain fatty acid ester, and performing ester exchange reaction with sucrose in propylene glycol solvent in the presence of catalyst at normal pressure and temperature lower than 100 deg.C to obtain product containing SE above 85%, wherein the product is monoester mainly and the conversion rate of fatty acid ester is above 80%. The process is simple and reasonable, and is suitable for large-scale industrial production.
Description
The invention relates to method with the solvent method synthetic sucrose fatty ester.
As everyone knows, sucrose fatty ester (to call SE in the following text) is a class edible and tensio-active agent safe in utilization, widespread use foodstuffs industry, daily chemical industry, medicine industry and other industrial sector.
SE can be that cosolvent prepares with dimethyl formamide or dimethyl sulfoxide (DMSO), is called the DMF method.The people such as OSTPOW of FASTER DSNELL LNE company in 1956 have invented this method, but because this method has been used toxic solvent, remove from SE fully that to desolvate be difficult, thereby sucrose ester is refined to edible purity expense costliness.People such as OSIPOW in 1967 have developed again and have used unazotized solvent (propylene glycol) to synthesize SE mini-emulsion process (FDS method).This method is used emulsifying agent, makes reaction raw materials form small emulsion droplet, has quickened the carrying out of reaction, has also simplified the refining of SE.But carry out owing to be reflected on the sucrose coking temperature, be easy to coking, the loss of raw material sucrose is bigger, between product or coloring phenomenon is arranged, energy consumption is bigger, and will operate under reduced pressure, increased power consumption, also will add emulsifying agent, it is unfavorable also to bring for like this making with extra care of SE.
The Japan clear 53-6130 of special permission communique has delivered the water solvent method of synthetic SE, makes sucrose, and fatty acid soaps and water become sucrose, the soap soln of homogeneous, improve temperature then, adds the reaction of catalyzer and fatty acid ester simultaneously and generates SE.But this method is operation under temperature more than 110 ℃ and decompression, and reaction conditions is wayward, easily makes fusing system fatty acid ester generation hydrolysis, thereby brings difficulty to suitability for industrialized production.
People such as the surplus Zhong Yuan in Hubei Prov. Chemical Research Inst are raw material with pig fat and sucrose, adopt two step method to produce SE, at first lard and dehydrated alcohol reaction are produced fatty-acid ethyl ester, in dimethyl formamide solution, generate SE then with the sucrose reaction, same recovery to solvent brings difficulty, the refining of SE is not easy, and limited the application of SE.
Purpose of the present invention be exactly for provide one need not be poisonous and expensive the solvent method of synthesizing SE.Thereby reduce the difficulty of product aftertreatment, enlarge the range of application of SE.
Another object of the present invention is exactly for the method that provides to be easy to suitability for industrialized production SE, makes it at normal pressure, and low temperature is operation down, and reaction conditions is easy to control.
A further object of the present invention is the SE production method of major ingredient in order to provide in the product with an ester exactly, makes it to have very high wetting ability and very strong emulsifying effectiveness.
In this case, the present inventor is main raw material through research repeatedly with lipid acid and sucrose, and lower alcohol or nontoxic alcohols are solvent, adopts two step method to synthesize SE.
Here said lipid acid is meant that containing carbon number is 12～20 lipid acid according to the present invention, the lipid acid of C16～18 preferably, and what preferentially select for use is stearic acid and oleic acid.
According to the present invention, said sucrose is meant white sugar and brown sugar.
According to the present invention, said lower alcohol is methyl alcohol, ethanol, propyl alcohol and butanols, because ethanol is nontoxic and boiling point is low, is easy to recovery, cheap, is easy to obtain, so be preferably ethanol.
According to the present invention, said non-toxic alcohol kind solvent is meant propylene glycol, and butyleneglycol and glycerine are owing to propylene glycol itself uses as foodstuff additive, even thereby the remaining application that has this solvent also not influence product among the SE.And propylene glycol can not only dissolving saccharose, also can the dissolved fat acid esters, therefore, preferably use propylene glycol.
According to the present invention, lipid acid and alcoholic acid mol amount ratio are 1: 8～15, are preferably 1: 10; And the weight ratio of sucrose and propylene glycol 1: 2～6, be preferably 1: 2.5～3.5; The weight ratio 2.5～1.0: 1 of sucrose and fatty acid ester is preferably 1～1.5: 1.
According to the present invention, sucrose and fatty acid ester carry out transesterification reaction, used catalyzer, generally be to adopt alkaline matter, that is to say salt or oxyhydroxide, also can use an alkali metal salt of methyl, ethyl, propylated compound as potassium, sodium or lithium, but use KOH, K
2CO
3More favourable Deng sylvite, catalyst consumption is 0.1～5% of total weight of material, preferably 2.5～3.5%.
According to the present invention, lipid acid and alcoholic acid esterification are to react under the situation that is catalyzer with sulfuric acid, the vitriolic consumption is 3% of a lipid acid consumption, and temperature of reaction is at 60～90 ℃, under the normal pressure, react while stirring, after 4～8 hours, be decompressed to 50～100mmHg distillation at 80～90 ℃ and reclaim ethanol, wash reaction product again with water till the PH=7, again water is separated with the product fatty acid ester, just obtain the reaction intermediate fatty acid ester of wanting required for the present invention.
According to the present invention, the transesterification reaction of fatty acid ester and sucrose is with reactant, and catalyzer, solvent join in the reactor simultaneously, in 60～100 ℃, be preferably 70～90 ℃, under the normal pressure, react while stirring, reaction times is 4～10 hours, be preferably 5～8 hours, be decompressed to 500～750mmH then, under 80～120 ℃ the temperature, propylene glycol is reclaimed in distillation, just obtains product S E crude product of the present invention.
According to the present invention, behind the recovery propylene glycol, also remaining other impurity that have except that SE in the product, the sucrose intact as unreacted, propylene glycol, catalyzer, the general employing extracts or washing, the extraction agent that can be used as this class has normal hexane, ethyl acetate, methylethylketone, butanone, sodium chloride solution etc.What preferentially select for use is sodium chloride solution, and concentration is in 3～12%(weight), under condition of stirring, reaction product is added in the sodium chloride solution, produce tangible interface debonding to two solution, branch vibration layer just obtains product SE of the present invention then.
According to the present invention, the analysis of product can be adopted gas Chromatographic Determination impurity, and thin-layer chromatography is qualitative, and mass spectrum or liquid chromatography quantitative method contain total ester amount after measured more than 85% in the product, and wherein major part is a monoesters.All the other are dibasic acid esters or polyester, and the transformation efficiency of fatty acid ester and the productive rate of sucrose ester are all more than 70%.
The SE that the method according to this invention is produced has the monoester content height, not remaining noxious solvent, and appearance luster is good, and higher commodity value is arranged.
Method according to production SE proposed by the invention, it is rationally simple to have technology, reaction conditions is easy to control, and temperature of reaction is low, and product does not produce the coking phenomenon, reduced energy consumption, do not add emulsifying agent, simplified the treating process of SE, product yield is more than 70%, total ester content is more than 85%, and wherein major part is a monoesters.Be beneficial to suitability for industrialized production.
Be embodiments of the invention below.
Example 1:
In the reactor of 20 liters, add 8.7 kilograms of ethanol, 5 kilograms of stearic acid, 184.9 gram sulfuric acid stirs 82 ℃ on the limit, down reaction 8 hours of normal pressure, excess ethanol is reclaimed in distillation then, washes reaction product again with water till the PH=7, promptly winning goes on foot the reaction product Stearic ethyl stearate, measures its acid number, saponification value, after the ester value, calculate its transformation efficiency, the ester yield, the result is as follows:
Transformation efficiency (%) 93.36
Ester yield (%) 93.93
(notes): transformation efficiency=(raw material total acid value-product total acid value)/(raw material total acid value) * 100%
Ester yield=(product ester value-raw material ester value)/(theoretical ester value) * 100%
Acid number, saponification value, ester value are all used the conventional chemical analytical method.
The product hard fatty acids ethyl ester 198 that above-mentioned the first step reaction is obtained restrains, sucrose 200 grams, propylene glycol 623 grams, salt of wormwood 25 grams join respectively in 2000 milliliters of reactors, stir on the limit, reaction adds 8 gram tartrate after 7 hours under the condition of 85 ℃ of normal pressures, is decompressed to distillation recovery propylene glycol 740 mmhg under again; With product and concentration is that 8% sodium chloride solution mixes, and stirs with the intact sucrose of flush away unreacted; Standing demix also separates sub-cloud liquid, the upper strata product promptly gets the sucrose ester product after drying, product is foreign matter content in chromatography and chemical method analysed preparation, and to record the sucrose ester total content be 85.62%, surveys that its physicochemical property is wherein most as can be known to be sucrose monoester.
Example 2:
The method of synthetic SE is identical with example 1, replaces ethanol with methyl alcohol in the composition, and its reaction result of the first step product is as follows:
Transformation efficiency (%) 91.26
Ester yield (%) 94.60
The second step product S E content (%) 88.52
Example 3:
Synthetic SE method is identical with example 1, uses the oleic acid place of magnesium stearate, and its reaction result is as follows:
The first step product:
Transformation efficiency (%) 96.41
Ester yield (%) 96.96
The second step total sucrose ester content of product (%) 91.17.
Claims (4)
1, a kind of method with the solvent method synthetic sucrose fatty ester is characterized in that, carries out esterification with lipid acid and lower alcohol and obtains fatty acid ester; Again with sucrose in propylene glycol solvent, exist down in certain condition and catalyzer and to carry out transesterification reaction, behind the separation solvent, remove impurity and unreacted reactant in the product with sodium chloride solution.
2, it is characterized in that according to claim 1 said certain condition is meant that temperature of reaction is 60～100 ℃, is preferably 75～85 ℃.
According to claim 1, it is characterized in that 3, said certain condition is meant that reaction pressure is a normal pressure.
According to claim 1, it is characterized in that 4, said certain condition is meant and does not add emulsifying agent in ester-exchange reaction.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 86106683 CN1020105C (en) | 1986-09-26 | 1986-09-26 | method for synthesizing sucrose fatty acid ester |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 86106683 CN1020105C (en) | 1986-09-26 | 1986-09-26 | method for synthesizing sucrose fatty acid ester |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN86106683A true CN86106683A (en) | 1988-04-06 |
| CN1020105C CN1020105C (en) | 1993-03-17 |
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN 86106683 Expired - Fee Related CN1020105C (en) | 1986-09-26 | 1986-09-26 | method for synthesizing sucrose fatty acid ester |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN1020105C (en) |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1323086C (en) * | 2005-03-30 | 2007-06-27 | 天津科技大学 | Method for synthesizing fatty ester of maltose |
| CN105153246A (en) * | 2015-08-05 | 2015-12-16 | 广州嘉德乐生化科技有限公司 | Preparation method of sucrose fatty acid ester and milk beverage composition of sucrose fatty acid ester |
| CN105566407A (en) * | 2016-02-17 | 2016-05-11 | 常州市庆发工业气体有限公司 | Method for ultrasonically synthesizing sucrose fatty acid ester from soybean oil and saccharose |
| CN109651456A (en) * | 2018-12-31 | 2019-04-19 | 京山瑞生制药有限公司 | A kind of sucrose oleate preparation method of high monoester content |
| CN111187310A (en) * | 2020-01-17 | 2020-05-22 | 常州工学院 | Industrial preparation method of trehalose fatty acid ester |
| CN111513192A (en) * | 2020-05-19 | 2020-08-11 | 北京中联华康科技有限公司 | Esterified cysteamine hydrochloride stable powder and preparation method and application thereof |
-
1986
- 1986-09-26 CN CN 86106683 patent/CN1020105C/en not_active Expired - Fee Related
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1323086C (en) * | 2005-03-30 | 2007-06-27 | 天津科技大学 | Method for synthesizing fatty ester of maltose |
| CN105153246A (en) * | 2015-08-05 | 2015-12-16 | 广州嘉德乐生化科技有限公司 | Preparation method of sucrose fatty acid ester and milk beverage composition of sucrose fatty acid ester |
| CN105153246B (en) * | 2015-08-05 | 2018-05-25 | 广州嘉德乐生化科技有限公司 | The preparation method and its milk-beverage composition of a kind of sucrose fatty ester |
| CN105566407A (en) * | 2016-02-17 | 2016-05-11 | 常州市庆发工业气体有限公司 | Method for ultrasonically synthesizing sucrose fatty acid ester from soybean oil and saccharose |
| CN109651456A (en) * | 2018-12-31 | 2019-04-19 | 京山瑞生制药有限公司 | A kind of sucrose oleate preparation method of high monoester content |
| CN111187310A (en) * | 2020-01-17 | 2020-05-22 | 常州工学院 | Industrial preparation method of trehalose fatty acid ester |
| CN111513192A (en) * | 2020-05-19 | 2020-08-11 | 北京中联华康科技有限公司 | Esterified cysteamine hydrochloride stable powder and preparation method and application thereof |
Also Published As
| Publication number | Publication date |
|---|---|
| CN1020105C (en) | 1993-03-17 |
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