CN101168761A - Method for synthesizing alkyl polyglycoside catalyzed by amylase - Google Patents
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Abstract
The invention discloses a method for catalyzing and synthesizing alkyl glycoside by amylase. The method comprises the steps that starch and fatty alcohol react for 0.5 to 24 hours at 40 to 80 DEG C in organic solvent or mixed solvent of organic solvent and water and under the catalysis of the amylase, then decompression filtering, vacuum drying, and crystallization are carried out to obtain the alkyl glycoside. The reaction of the method of the invention is performed in a normal pressure, thereby the production process is simple; the reaction temperature is 40 to 80 DEG C, and the reaction temperature is low; the method which adopts the solvent with low toxicity can be used for foods and medicines, the product purification is simple, and the alkyl glycoside with high purity can be obtained.
Description
Technical field
The invention belongs to field of fine chemical, relating to starch is the method for raw material production Fatty Alcohol(C12-C14 and C12-C18) glucosides, relates in particular to the method that the Fatty Alcohol(C12-C14 and C12-C18) glucosides is produced in enzyme catalysis.
Background technology
In polyol-based non-ionic surfactant, saccharide fatty acid ester and alkyl-glucoside (APG) are the widest nonionogenic tensides of two class purposes.They are nontoxic, skin is had no stimulation, biological degradability is good, have decontamination, emulsification, washing, dispersion, moistening, infiltration, diffusion, foaming, antioxygen, viscosity adjustment, sterilization, prevent to wear out, antistatic and prevent multiple functions such as partial crystallization, in daily use chemicals, the food and medicine industry has obtained using widely.
Alkyl glycoside (APG) is the nonionogenic tenside that is made for raw material by renewable resources (starch and grease or their derivative glucose and Fatty Alcohol(C12-C14 and C12-C18)).Its typical molecular structure is as follows:
In the structural formula, R is C
8-C
16Alkyl, n is a mean polymerisation degree.As R＜C
8The time, the performance of alkyl glycoside is not good, and R=C
8-C
16The time, its excellent property.
On structure, APG should belong to nonionic surface active agent, and it but has the characteristics of nonionic and two kinds of tensio-active agents of negatively charged ion concurrently.APG has can significantly reduce solution surface tension and oil/water termination tension force, bubbles abundant, fine and smooth and stablize, and it is good that soil removability reaches compatibleness by force, reaches good characteristics such as biodegradability is good to skin irritation is low.The main actives of functional product such as can be widely used as washing, emulsification, solubilising, preserve moisture has broad application prospects in industry such as washing composition, foods and cosmetics.
The history in existing more than 100 year of the development of APG, as far back as 1893, the Emil Fischer of Germany just used ethanol and glucose under hydrochloric acid catalysis, has synthesized ethyl glucoside.And the APG of long carbochain be by Fischer and Helferich in 1911 with Koenigs Knorr method synthetic. but because this method is too numerous and diverse. and be not subjected to enough attention always.Begin in the United States Patent (USP) of H.Th.Bohme A.G of Chem-nhz, to obtain to pay attention to as the potentiality of tensio-active agent to .APG in 1934.1938, American Noller and Rockwen studied C
5C
8C
9C
10And C
12The preparation method and the character of alkyl list glycosides, but the essence of its synthetic method still is the Fischer method. any industrial significance of tool not.Up to the later stage eighties, APG just realizes industrialization.
1978, France Seppic company built up first full scale plant, make the APG industrialization first after, Rohm ﹠amp; Hass company equals the later stage eighties 20th century and begins to produce, but scale is all little, 1993, the Henkel company of Germany year 2.5 ten thousand tons of many glycosides production equipment put into operation.After this, the industrialization process of APG has all been quickened in countries in the world, has also promoted the development of research simultaneously.
Closely during the last ten years, domestic to alkyl sugar general research pay attention to day by day, organize work in succession as units such as Dalian University of Technology, Tianjin light industry institute, Dalian oiling factories.The man factory of the existing number of present domestic small-scale production is as plum mountain, Nanjing chemical general factory, Dalian oiling factory, Anshan Chem. Plant No.1 and research institute of Jinling Petrochemical Co. etc.But domestic production producer is 300～1000 tons/year scale mostly, and with external product big gap is arranged on indexs such as the color and luster of product, smell, is difficult to compete with foreign vendor.China is a large agricultural country, and its agricultural byproducts and carbohydrate and natural fatty alcohol source are very rich to have tangible regional superiority aspect mass production and the development and use APG, has the latent rich power of great commerce.
The traditional chemical method adopts step catalysis [Xia Liangshu, Chen Zhongqing, a Nie Changming mostly, the synthetic test of novel surfactant alkyl glycoside, chemical industry and engineering, 2004,21 (1): 21-24] with two-stage catalysis [Deng Shuhua, Cheng Xiaoling, Song Xiaorui, the study on the synthesis of hexadecyl glucosides, chemical industry and engineering, 1999,16 (5): 3.8-311], general productive rate is lower.Because temperature of reaction is higher, is easy to generate caramel and can not reacts completely.Chemical process generally adopts acid as catalyst, and some reaction introduced heavy metal ion, as CN1775790, says not too satisfactoryly from environment and health perspectives, and the application in fields such as food, pharmacy is subjected to certain restriction to product.
Enzyme process synthesis of glycoside compounds not only can be avoided loaded down with trivial details protection/go to protect step, and reaction conditions gentleness, environmentally friendly, thereby has caused people's extensive concern.The foreign scholar has begun to utilize enzymic catalytic reaction, and it is domestic also fewer to the research of making the catalyzer synthesis of glycoside with enzyme, utilize its reversed reaction of glycoside hydrolysis enzyme catalysis to come synthesis of glycoside [Wu Ying, Yu Jiugao, Glycosylase catalytic preparation alkyl glycoside mostly, the chemistry circular, 2005,168 (136): 1-7], but glycoside hydrolase costs an arm and a leg, and Glycosylase is also very low to the transformation efficiency of long chain aliphatic alcohol, it is produced in the development aspect the industrialization hinder.
Summary of the invention
The present invention is directed to the deficiencies in the prior art, a kind of method of synthesizing alkyl polyglycoside catalyzed by amylase is provided.Amylase is cheap, is mainly used in the hydrolysis of catalysis starch.Because amylase is cheap and easy to get, greatly reduce production cost, for the industrialization of enzyme catalysis production alkyl glycoside provides new thinking.
The invention provides a kind of method of synthesizing alkyl polyglycoside catalyzed by amylase, comprise the following steps:
1) starch and Fatty Alcohol(C12-C14 and C12-C18), the ratio in every gram starch adding 0.001～0.010mol Fatty Alcohol(C12-C14 and C12-C18) places Erlenmeyer flask;
2) according to the ratio adding organic solvent of every gram starch 5～30ml organic solvent or the mixed solvent of organic solvent and water;
3) Erlenmeyer flask that will add said mixture places oil bath isothermal vibration device, and 40～80 ℃ of constant temperature shook 10 minutes; Add amylase, diastatic consumption is 0.01～0.2 times of starch quality;
4) rotating speed 120～200r/min, 40～80 ℃ of constant temperature react after 0.5～24 hour, decompress filter, filter cake washs 2 times with the 10ml chloroform, merging filtrate, in filtrate, add 20～40mL chloroform then, fully shake up, transfer in the separating funnel, isolate lower floor's extracting solution behind the standing demix, the upper strata chloroform extraction merges lower floor's extracting solution and chloroform extraction liquid, boils off solvent, vacuum-drying, crystallization obtains alkyl glycoside.
Above-described starch is unrestricted; Can be modified starch, W-Gum, yam starch, tapioca (flour) and other various starch.
Above-mentioned steps in a) every gram starch add 0.001～0.010mol Fatty Alcohol(C12-C14 and C12-C18), preferred every gram starch adds 0.002～0.008mol Fatty Alcohol(C12-C14 and C12-C18); More preferably every gram starch adds 0.003～0.006mol Fatty Alcohol(C12-C14 and C12-C18).
Above-described organic solvent is C
2～C
10Alkane, alkene, alcohol, ketone or its mixture.Preferably, organic solvent is one or more in acetone, 2-butanone, ethanol, propyl alcohol, Virahol, the trimethyl carbinol, pentane, hexane, heptane, octane, sherwood oil, propylene glycol and/or the water; Preferred, organic solvent is one or more in acetone, 2-butanone, ethanol, the trimethyl carbinol, pentane, hexane, heptane, sherwood oil and/or the propylene glycol.The optimal addn of organic solvent is every gram starch 5～15ml solvent.
Preferably, the ratio of organic solvent and water is 03: 1～5: 1 in the step b).
Above-mentioned steps c) described oil bath isothermal vibration device is a HZ-9613Y type oil bath isothermal vibration device, and Taicang, Jiangsu science and education instrument plant produces.
Above-described Fatty Alcohol(C12-C14 and C12-C18) is saturated or Fatty Alcohol(C12-C14 and C12-C18) unsaturated, straight chain or side chain, that contain 6 to 22 carbon atoms; Preferably, described Fatty Alcohol(C12-C14 and C12-C18) is saturated or Fatty Alcohol(C12-C14 and C12-C18) unsaturated, straight chain or side chain, that contain 8 to 20 carbon atoms; Preferred, described Fatty Alcohol(C12-C14 and C12-C18) is saturated or Fatty Alcohol(C12-C14 and C12-C18) unsaturated, straight chain or side chain, that contain 10 to 18 carbon atoms; Preferred, described Fatty Alcohol(C12-C14 and C12-C18) is: decyl alcohol, lauryl alcohol, tetradecyl alcohol, hexadecanol or stearyl alcohol; Most preferred, described lipid acid is lauryl alcohol, tetradecyl alcohol, hexadecanol or stearyl alcohol.
Above-mentioned steps c) and e), temperature of reaction is 40～80 ℃, preferred 50～70 ℃, and more preferably 60 ℃.
Above-mentioned steps e) reaction times in is 0.5～24 hour, preferred 0.5～18 hour, and more preferably 0.5～10 hour, more preferably 1～8 hour; More preferably 1～6 hour.
Amylase is selected from α-Dian Fenmei or beta-amylase; Above-described amylase can be the amylase that is fixed on the carrier, and carrier is diatomite, gac, resin or textiles film.Can pass through the carrier combination technology, realize the immobilization of enzyme on the carrier, also can directly buy immobilized enzyme.The preparation of fibre immobilized enzyme be with cotton fibre as immobilization material, cotton fibre is cut into small pieces, and is immersed in the enzyme liquid, soak 12h, take out back water flushing 2 times, 40 ℃ of vacuum-dryings.The preparation of chemically modified enzyme is the normal hexane that resolvase and nonionogenic tenside is dissolved in certain volume, stirred 24 hours down at 4 ℃ then, and centrifugal acquisition filter cake, vacuum-drying is also pulverized.
Diastatic consumption is 0.01～0.2 times of starch quality, preferred 0.02～0.2 times, and more preferably 0.02～0.1 times.
Can use the tlc separated product.Reactant and product be dissolved in ethanol and drip sample respectively and (on the 5cm * 10cm), launched 15 minutes, take out and dry the back and under ultraviolet lamp, develop the color, and write down corresponding R with developping agent in homemade chromatographic sheet
fValue.With tlc at developping agent: propyl carbinol: ethanol: water=3: 5: 2 (volume ratio).
Also can form with the liquid phase chromatographic analysis method assay products.Sample dissolves with the trimethyl carbinol, suction filtration, and use membrane filtration.Respectively response sample and reactant are carried out the HPLC detection.The HPLC testing conditions: adopt Tianjin, island HPLC2SCL, chromatographic column is the C18 reversed-phase column, and moving phase is methyl alcohol: water=95: 5 (V/V), detected temperatures are 40 ℃, and the 220nm UV-light detects.Flow velocity 1mL/min, sample size are 10 μ L.
Method of the present invention is reacted under normal pressure, and production technique is simple; Temperature of reaction is 40～80 ℃, and temperature of reaction is low; Adopted hypotoxic solvent, can be used for food and medicine, and the product purification is easy, can obtain highly purified alkyl glycoside.
Embodiment
Starch and Fatty Alcohol(C12-C14 and C12-C18), the ratio in every gram starch adding 0.001～0.010mol Fatty Alcohol(C12-C14 and C12-C18) places Erlenmeyer flask; Starch can be modified starch, W-Gum, yam starch, tapioca (flour) and other various starch.Preferred every gram starch adds 0.002～0.008mol Fatty Alcohol(C12-C14 and C12-C18); More preferably every gram starch adds 0.003～0.006mol Fatty Alcohol(C12-C14 and C12-C18).Described Fatty Alcohol(C12-C14 and C12-C18) is: one or more of decyl alcohol, lauryl alcohol, tetradecyl alcohol, hexadecanol, stearyl alcohol; Most preferred, described lipid acid is lauryl alcohol, tetradecyl alcohol, hexadecanol or stearyl alcohol.
The mixed solvent that adds organic solvent or organic solvent and water according to the ratio of every gram starch 5～30ml organic solvent; Organic solvent is one or more in acetone, 2-butanone, ethanol, propyl alcohol, Virahol, the trimethyl carbinol, pentane, hexane, heptane, octane, sherwood oil, propylene glycol and/or the water; Preferred, organic solvent is one or more in acetone, 2-butanone, ethanol, the trimethyl carbinol, pentane, hexane, heptane, sherwood oil and/or the propylene glycol.The ratio of organic solvent and water is 1: 1～5: 1.
The Erlenmeyer flask that adds said mixture is placed HZ-9613Y type oil bath isothermal vibration device, and 40～80 ℃ of constant temperature shook 10 minutes; Preferred 50～70 ℃, more preferably 60 ℃.
Add amylase, diastatic consumption is 0.01～0.2 times of starch quality; Amylase is selected from α-Dian Fenmei or beta-amylase; Diastatic consumption is 0.02～0.2 times of starch quality, preferred 0.02～0.1 times.
Rotating speed 120～200r/min, 40～80 ℃ of constant temperature, preferred 50～70 ℃, more preferably 60 ℃.React after 0.5～24 hour, preferred 0.5～18 hour, more preferably 0.5～10 hour, more preferably 1～8 hour; More preferably 1～6 hour.Decompress filter, filter cake washs 2 times with the 10ml chloroform, and merging filtrate adds 20～40mL chloroform then in filtrate, fully shake up, transfer in the separating funnel, isolate lower floor's extracting solution behind the standing demix, the upper strata chloroform extraction, lower floor's extracting solution and chloroform extraction liquid are merged, boil off solvent, vacuum-drying, crystallization obtains alkyl glycoside.
Can use the tlc separated product.Reactant and product be dissolved in ethanol and drip sample respectively and (on the 5cm * 10cm), launched 15 minutes, take out and dry the back and under ultraviolet lamp, develop the color, and write down corresponding R with developping agent in homemade chromatographic sheet
fValue.With tlc at developping agent: propyl carbinol: ethanol: water=3: 5: 2 (volume ratio).
Residual sugar is analyzed:
In alkyl glycoside synthetic process, unreacted sugar and alcohol have quality product and to have a strong impact on, therefore, to seek a kind of simple and direct, accurate analytical method, move towards the industrialization significant the alkyl glycoside product. the method here is: sample is through after going out deproteinize, under heating condition, the alkaline cupric tartrate liquid that direct titration was demarcated is made indicator with methylene blue, per sample the volume of solution consumption, calculate the reducing sugar amount, method is simple.
(1) glucose standardized solution
Precision takes by weighing 1.0000 gram glucose, and the glucose that is dried to constant through 98-100 ℃ is dissolved in water, and is settled to 250ml.Contain glucose 0.004 gram in every milliliter.
(2) demarcate basic copper tartrate solution
Draw 5.0ml cupric tartrate first liquid and 5.0ml cupric tartrate second liquid, place the Erlenmeyer flask of 150ml, add 2 of water 10ml and granulated glass spherees, be controlled to be heated within two minutes and boil, there is speed first quick and back slow to drip, when extremely light blue, continues to drip the standardized solution of glucose with the speed of 1 of per second, just decorporating until blueness is terminal point, drips to average for three times.Titer is 2.1ml.Wherein contain glucose 0.0084g.
Cupric tartrate first liquid, it is water-soluble and be diluted to 1000mL to take by weighing 15g copper sulfate and 0.05g methylene blue; Cupric tartrate second liquid takes by weighing 50g Seignette salt and 75g sodium hydroxide, and is soluble in water, adds the 4g yellow prussiate of soda, after the dissolving, is diluted to 1000mL (first and second liquid all are stored in the rubber plug volumetric flask) fully.
(3) demarcation of sample solution
Draw 5.0ml cupric tartrate first liquid and 5.0ml cupric tartrate second liquid, place the 150ml Erlenmeyer flask, add 2 of water 10ml and granulated glass spherees, be controlled at the 2min internal heating to boiling, drip sample solution with first quick and back slow speed while hot, and keep the solution boiling state, when treating that solution colour shoals, with 1 speed titration in per two seconds, just decorporating until the solution blueness was terminal point, and record consumes the volume V of sample.
Following examples are to further specify of the present invention, but the present invention is not limited thereto.
Embodiment 1
Starch 1g, lauryl alcohol 0.1864g places Erlenmeyer flask; Add 10ml acetone, the Erlenmeyer flask that adds said mixture is placed HZ-9613Y type oil bath isothermal vibration device, 40 ℃ of concussions of constant temperature 10 minutes; Add α-Dian Fenmei 0.2000g; Rotating speed 120r/min, 40 ℃ of constant temperature react decompress filter after 24 hours, filter cake washs 2 times with the 10ml chloroform, and merging filtrate adds 20～40mL chloroform then in filtrate, fully shake up, transfer in the separating funnel, isolate lower floor's extracting solution behind the standing demix, the upper strata chloroform extraction, lower floor's extracting solution and chloroform extraction liquid are merged, boil off solvent, vacuum-drying, crystallization obtains alkyl glycoside.Get purified product 0.480g.
The residual sugar analysis is found
Embodiment 2
Starch 1g, lauryl alcohol 0.3724g places Erlenmeyer flask; Add 10ml acetone, the Erlenmeyer flask that adds said mixture is placed HZ-9613Y type oil bath isothermal vibration device, 50 ℃ of concussions of constant temperature 10 minutes; Add beta-amylase 0.2000g; Rotating speed 180r/min, 50 ℃ of constant temperature react decompress filter after 0.5 hour, filter cake washs 2 times with the 10ml chloroform, and merging filtrate adds 20～40mL chloroform then in filtrate, fully shake up, transfer in the separating funnel, isolate lower floor's extracting solution behind the standing demix, the upper strata chloroform extraction, lower floor's extracting solution and chloroform extraction liquid are merged, boil off solvent, vacuum-drying, crystallization obtains alkyl glycoside.Get purified product 0.380g.In the residual sugar analysis discovery system 15% unreacted glucose is arranged.
Embodiment 3
Starch 1g, lauryl alcohol 0.5585g places Erlenmeyer flask; Add 5ml acetone and 10ml water, the Erlenmeyer flask that adds said mixture is placed HZ-9613Y type oil bath isothermal vibration device, 60 ℃ of concussions of constant temperature 10 minutes; Add α-Dian Fenmei 0.1004g; Rotating speed 160r/min, 60 ℃ of constant temperature react decompress filter after 4 hours, filter cake washs 2 times with the 10ml chloroform, and merging filtrate adds 20～40mL chloroform then in filtrate, fully shake up, transfer in the separating funnel, isolate lower floor's extracting solution behind the standing demix, the upper strata chloroform extraction, lower floor's extracting solution and chloroform extraction liquid are merged, boil off solvent, vacuum-drying, crystallization obtains alkyl glycoside.Get purified product 0.541g.In the residual sugar analysis discovery system 6% unreacted glucose is arranged.
Embodiment 4
Starch 1g, lauryl alcohol 0.9350g places Erlenmeyer flask; Add the 20ml propyl alcohol, the Erlenmeyer flask that adds said mixture is placed HZ-9613Y type oil bath isothermal vibration device, 70 ℃ of concussions of constant temperature 10 minutes; Add α-Dian Fenmei 0.0800g; Rotating speed 180r/min, 70 ℃ of constant temperature react decompress filter after 1 hour, filter cake washs 2 times with the 10ml chloroform, and merging filtrate adds 20～40mL chloroform then in filtrate, fully shake up, transfer in the separating funnel, isolate lower floor's extracting solution behind the standing demix, the upper strata chloroform extraction, lower floor's extracting solution and chloroform extraction liquid are merged, boil off solvent, vacuum-drying, crystallization obtains alkyl glycoside.Get purified product 0.396g.In the residual sugar analysis discovery system 12% unreacted glucose is arranged.
Embodiment 5
Starch 1g, lauryl alcohol 1.1214g places Erlenmeyer flask; Add the 25ml pentane, the Erlenmeyer flask that adds said mixture is placed HZ-9613Y type oil bath isothermal vibration device, 80 ℃ of concussions of constant temperature 10 minutes; Add α-Dian Fenmei 0.0200g; Rotating speed 150r/min, 80 ℃ of constant temperature react decompress filter after 2 hours, filter cake washs 2 times with the 10ml chloroform, and merging filtrate adds 20～40mL chloroform then in filtrate, fully shake up, transfer in the separating funnel, isolate lower floor's extracting solution behind the standing demix, the upper strata chloroform extraction, lower floor's extracting solution and chloroform extraction liquid are merged, boil off solvent, vacuum-drying, crystallization obtains alkyl glycoside.Get purified product 0.454g.In the residual sugar analysis discovery system 10% unreacted glucose is arranged.
Embodiment 6
Starch 1g, stearyl alcohol 0.5413g places Erlenmeyer flask; Add the 20ml trimethyl carbinol and 10ml water, the Erlenmeyer flask that adds said mixture is placed HZ-9613Y type oil bath isothermal vibration device, 60 ℃ of concussions of constant temperature 10 minutes; Add α-Dian Fenmei 0.1420g; Rotating speed 200r/min, 60 ℃ of constant temperature react decompress filter after 8 hours, filter cake washs 2 times with the 10ml chloroform, and merging filtrate adds 20～40mL chloroform then in filtrate, fully shake up, transfer in the separating funnel, isolate lower floor's extracting solution behind the standing demix, the upper strata chloroform extraction, lower floor's extracting solution and chloroform extraction liquid are merged, boil off solvent, vacuum-drying, crystallization obtains alkyl glycoside.Get purified product 0.472g.In the residual sugar analysis discovery system 8% unreacted glucose is arranged.
Embodiment 6
Starch 1g, hexadecanol 1.2121g places Erlenmeyer flask; Add 20ml sherwood oil and 5ml water, the Erlenmeyer flask that adds said mixture is placed HZ-9613Y type oil bath isothermal vibration device, 60 ℃ of concussions of constant temperature 10 minutes; Add α-Dian Fenmei 0.1007g; Rotating speed 180r/min, 60 ℃ of constant temperature react decompress filter after 6 hours, filter cake washs 2 times with the 10ml chloroform, and merging filtrate adds 20～40mL chloroform then in filtrate, fully shake up, transfer in the separating funnel, isolate lower floor's extracting solution behind the standing demix, the upper strata chloroform extraction, lower floor's extracting solution and chloroform extraction liquid are merged, boil off solvent, vacuum-drying, crystallization obtains alkyl glycoside.Get purified product 0.528g.In the residual sugar analysis discovery system 6% unreacted glucose is arranged.
The glucosides that embodiment 1-6 is obtained carries out infrared analysis, finds at 1100～1250cm
-1The charateristic avsorption band that has γ as C-O-C.Each characteristic absorbance is as follows: 2960,2925,2870,2850,1460,1380,1200,1170,1130,1070; Show that the product that obtains is alkyl glycoside really.
Claims (10)
1. the method for a synthesizing alkyl polyglycoside catalyzed by amylase comprises the following steps:
1) starch and Fatty Alcohol(C12-C14 and C12-C18), the ratio in every gram starch adding 0.001～0.010mol Fatty Alcohol(C12-C14 and C12-C18) places Erlenmeyer flask;
2) according to the ratio adding organic solvent of every gram starch 5～25ml organic solvent or the mixed solvent of organic solvent and water;
3) Erlenmeyer flask that will add said mixture places oil bath isothermal vibration device, and 40～80 ℃ of constant temperature shook 10 minutes; Add amylase, diastatic consumption is 0.01～0.2 times of starch quality;
4) rotating speed 120～200r/min, 40～80 ℃ of constant temperature react after 0.5～24 hour, decompress filter, filter cake washs 2 times with the 10ml chloroform, merging filtrate, in filtrate, add 20～40mL chloroform then, fully shake up, transfer in the separating funnel, isolate lower floor's extracting solution behind the standing demix, the upper strata chloroform extraction merges lower floor's extracting solution and chloroform extraction liquid, boils off solvent, vacuum-drying, crystallization obtains alkyl glycoside.
2. the method for synthesizing alkyl polyglycoside catalyzed by amylase as claimed in claim 1 is characterized in that, every gram starch adds 0.001～0.010mol Fatty Alcohol(C12-C14 and C12-C18) in the step a).
3. the method for synthesizing alkyl polyglycoside catalyzed by amylase as claimed in claim 1, it is characterized in that described organic solvent is one or more in acetone, 2-butanone, ethanol, propyl alcohol, Virahol, the trimethyl carbinol, pentane, hexane, heptane, octane, sherwood oil, propylene glycol and/or the water.Add-on is every gram starch 5～15ml solvent.
4. the method for synthesizing alkyl polyglycoside catalyzed by amylase as claimed in claim 1 is characterized in that, the ratio of organic solvent and water is 0.5: 1～5: 1 in the step b).
5. the method for synthesizing alkyl polyglycoside catalyzed by amylase as claimed in claim 1 is characterized in that, described Fatty Alcohol(C12-C14 and C12-C18) is: decyl alcohol, lauryl alcohol, tetradecyl alcohol, hexadecanol or stearyl alcohol.
6. the method for synthesizing alkyl polyglycoside catalyzed by amylase as claimed in claim 1 is characterized in that, above-mentioned steps c) and e) in, temperature of reaction is 50～70 ℃.
7. the method for synthesizing alkyl polyglycoside catalyzed by amylase as claimed in claim 1 is characterized in that, above-mentioned steps e) in reaction times be 0.5～18 hour.
8. the method for synthesizing alkyl polyglycoside catalyzed by amylase as claimed in claim 6 is characterized in that, above-mentioned steps e) in reaction times be 1～8 hour.
9. the method for synthesizing alkyl polyglycoside catalyzed by amylase as claimed in claim 1 is characterized in that, amylase is selected from α-Dian Fenmei or beta-amylase.
10. the method for synthesizing alkyl polyglycoside catalyzed by amylase as claimed in claim 1 is characterized in that, diastatic consumption is 0.02～0.2 times of starch quality.
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| Publication number | Priority date | Publication date | Assignee | Title |
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| CN101875955A (en) * | 2010-06-07 | 2010-11-03 | 凤台县精华助剂有限公司 | Method for synthesizing alkyl polyglycoside |
| CN101716476B (en) * | 2009-11-13 | 2012-08-08 | 华南理工大学 | Method for preparing starch alkyl glycoside surfactant |
| CN107523426A (en) * | 2017-08-17 | 2017-12-29 | 成都新柯力化工科技有限公司 | A kind of stability concentrates the natural dish washing detergent of APG and preparation method |
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| GB1267534A (en) * | 1969-03-17 | 1972-03-22 | Squibb & Sons Inc | Steroid 16-glucosides |
| CN100390187C (en) * | 2005-12-02 | 2008-05-28 | 西北大学 | Method for preparing alkyl glycoside |
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|---|---|---|---|---|
| CN101716476B (en) * | 2009-11-13 | 2012-08-08 | 华南理工大学 | Method for preparing starch alkyl glycoside surfactant |
| CN101875955A (en) * | 2010-06-07 | 2010-11-03 | 凤台县精华助剂有限公司 | Method for synthesizing alkyl polyglycoside |
| CN107523426A (en) * | 2017-08-17 | 2017-12-29 | 成都新柯力化工科技有限公司 | A kind of stability concentrates the natural dish washing detergent of APG and preparation method |
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| CN101168761B (en) | 2010-12-08 |
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