CN1314695C - Method for preparing alkyl glucoside - Google Patents
Method for preparing alkyl glucoside Download PDFInfo
- Publication number
- CN1314695C CN1314695C CNB2003101189296A CN200310118929A CN1314695C CN 1314695 C CN1314695 C CN 1314695C CN B2003101189296 A CNB2003101189296 A CN B2003101189296A CN 200310118929 A CN200310118929 A CN 200310118929A CN 1314695 C CN1314695 C CN 1314695C
- Authority
- CN
- China
- Prior art keywords
- starch
- alkyl glycoside
- alcohol
- preparing alkyl
- reaction
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Fee Related
Links
Landscapes
- Saccharide Compounds (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
The present invention relates to a method for preparing alkyl glucoside. Mixed alcohol composed of ethylene glycol and dodecanol, and dextrose are mixed in a reaction still; the weight proportion of the mixed alcohol and the dextrose is from 20: 1 to 1: 1; an acidic catalyst is added in the reaction still; the temperature in the reaction still is kept from 80 DEG C to 170 DEG C; the alcohol and the dextrose generates an acetalation reaction for generating a coarse product of alkyl glucoside; the coarse product is dealcoholized for obtaining the Dealcoholizi. The acidic catalyst is composed of aromatic sulfonic acid and fatty sulfonic acid, wherein the molar ratio of the aromatic sulfonic acid and the fatty sulfonic acid is from 20: 1 to 1: 1.
Description
Technical field
The present invention relates to the preparation method of alkyl glycoside.
Background technology
U.S. Pat 3839318 is disclosed be a kind of glucose and alcohol of utilizing under the condition that an acidic catalyst such as sulfuric acid, hydrochloric acid, sulfonate resin exist, prepare alkyl glycoside through heating and decompression process.The catalyzer that this method adopts is low, the easy polymerization of inversion rate of glucose when the preparation alkyl glycoside, and very easily produces undesirable coloring matter, causes the color burn of alkyl glycoside, thereby has influenced the quality and the range of application of tensio-active agent alkyl glycoside.
Summary of the invention
The objective of the invention is with the grape sugar and starch is raw material, the preparation alkyl glycoside.
The present invention is a kind of method for preparing alkyl glycoside, the alcohol mixture of in reactor ethylene glycol and lauryl alcohol being formed mixes with starch, wherein the weight ratio of ethylene glycol and lauryl alcohol is 10: 1～3: 1, the weight ratio of alcohol mixture and starch is 20: 1～1: 1, in reactor, add an acidic catalyst-mol ratio and be 20: 1～1: 1 aromatic sulphonic acid, aliphatic sulfonic, perhaps mol ratio is 20: 1～1: 1 mineral acid and a phytic acid, with starch hydrolysis saccharogenesis, maintain the temperature at 80～170 ℃ in the still, alcohol generates alkyl glycoside coarse product with the sugar generation acetalation that starch is hydrolyzed into, and obtains alkyl glycoside through handling except that alcohol again.
Because the adding of phytic acid has been avoided at reaction process sugar and starch caking, thereby improve the catalytic efficiency of catalyzer, improved reaction-ure conversion-age.Technology of the present invention is simple, is easy to operate and control.
Embodiment
The alcohol mixture that ethylene glycol and lauryl alcohol are formed in following examples, its weight ratio is 10: 1～3: 1.
Embodiment one: add dextrose anhydrous 200 grams, alcohol mixture 642 grams, tosic acid 4.2 grams, phytic acid 5ml in a band stirs, is equipped with 2 liters of there-necked flasks of water trap, open stirring and be heated to 90～120 ℃, heating was kept 3 hours, and to the reaction solution clarification, reaction finishes.Can collect the water that generates in the reaction with the liquid nitrogen cooling, to determine whether reaction reaches terminal point.The APHA of reaction solution is meant the floating solids content in the reaction solution.Reaction solution APHA＜150.Reaction solution joins in the molecular distillation equipment, and control vacuum tightness 0.90～0.01KP Pa steams alcohol excess and obtains the solid glycosides, and the solid glycosides is dissolved in the water at 80 ℃, its APHA＜150, and transferring PH is 11～12, drips 30%H
2O
24 milliliters of bleaching alkyl glycoside, APHA＜30.
Embodiment two: add arrow-leaved oleaster starch 30 grams, alcohol mixture 360 grams, tosic acid 2.6 grams, phytic acid 8ml in aforesaid device, stir and be heated to 90～110 ℃ and keep 4 hours to the reaction solution clarification, reaction finishes.Can collect the water that generates in the reaction with the liquid nitrogen cooling, to determine whether reaction reaches terminal point.Reaction solution APHA＜150.Continuation is sloughed part alcohol at 130～150 ℃ in this equipment, then reaction solution is poured in the molecular distillation equipment, distills by the method for embodiment one to obtain solid alkyl glycoside, APHA＜250.
Embodiment three: add in aforesaid device and contain W-Gum 100 grams, alcohol mixture 648 grams, tosic acid 6 grams, phytic acid 10ml, stir and be heated to 100～140 ℃ and keep 6 hours to the reaction solution clarification, reaction finishes.Can collect the water that generates in the reaction with the liquid nitrogen cooling, to determine whether reaction reaches terminal point.Reaction solution APHA＜150.Then reaction solution is poured in the molecular distillation equipment, obtained the solid alkyl glycoside by the distillation of the method for embodiment one.
Embodiment four: add in aforesaid device and contain yam starch 100 grams, alcohol mixture 660 grams, tosic acid 6.1 grams, phytic acid 10ml, stir and be heated to 100～170 ℃ and keep 6 hours to the reaction solution clarification, reaction finishes.。Can collect the water that generates in the reaction with the liquid nitrogen cooling, to determine whether reaction reaches terminal point.Reaction solution APHA＜150.Then reaction solution is poured in the molecular distillation equipment, obtained the solid alkyl glycoside by the distillation of the method for embodiment one.
Claims (4)
1, the method for preparing alkyl glycoside, the alcohol mixture of in reactor ethylene glycol and lauryl alcohol being formed mixes with starch, the weight ratio that it is characterized in that alcohol mixture and starch is 20: 1～1: 1, in reactor, add an acidic catalyst-mol ratio and be 20: 1～1: 1 aromatic sulphonic acid, aliphatic sulfonic, perhaps mol ratio is 20: 1～1: 1 mineral acid and a phytic acid, with starch hydrolysis saccharogenesis, maintain the temperature at 80～170 ℃ in the still, alcohol generates alkyl glycoside coarse product with the sugar generation acetalation that starch is hydrolyzed into, and obtains alkyl glycoside through handling except that alcohol again.
2, the method for preparing alkyl glycoside according to claim 1 is characterized in that described starch is arrow-leaved oleaster starch.
3, the method for preparing alkyl glycoside according to claim 1 is characterized in that described starch is W-Gum.
4, the method for preparing alkyl glycoside according to claim 1 is characterized in that described starch is yam starch.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNB2003101189296A CN1314695C (en) | 2003-12-04 | 2003-12-04 | Method for preparing alkyl glucoside |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNB2003101189296A CN1314695C (en) | 2003-12-04 | 2003-12-04 | Method for preparing alkyl glucoside |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1623997A CN1623997A (en) | 2005-06-08 |
| CN1314695C true CN1314695C (en) | 2007-05-09 |
Family
ID=34761248
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CNB2003101189296A Expired - Fee Related CN1314695C (en) | 2003-12-04 | 2003-12-04 | Method for preparing alkyl glucoside |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN1314695C (en) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101723991B (en) * | 2008-10-15 | 2012-12-05 | 扬州晨化科技集团有限公司 | Method for preparing alkyl polyglycoside |
| CN101830943B (en) * | 2010-04-01 | 2012-07-25 | 中国日用化学工业研究院 | Preparation method of alkyl glycoside with high polymerization degree |
| CN103613620B (en) * | 2013-11-13 | 2016-06-08 | 广州大学 | The method of Dodecyl Glucoside prepared by tapioca |
| WO2022166847A1 (en) * | 2021-02-05 | 2022-08-11 | 崔德斌 | Composition and use thereof |
| CN115073536A (en) * | 2022-06-23 | 2022-09-20 | 南京威尔药业科技有限公司 | Compound alkyl glycoside emulsifier and preparation method thereof |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1133295A (en) * | 1995-11-27 | 1996-10-16 | 河南开普化工股份有限公司 | Synthesis technology for alkyl glucoside |
| CN1315327A (en) * | 2000-03-30 | 2001-10-03 | 中国石油天然气股份有限公司吉林石化分公司研究院 | Dealcoholizing process for preparing alkylglucoside |
-
2003
- 2003-12-04 CN CNB2003101189296A patent/CN1314695C/en not_active Expired - Fee Related
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1133295A (en) * | 1995-11-27 | 1996-10-16 | 河南开普化工股份有限公司 | Synthesis technology for alkyl glucoside |
| CN1315327A (en) * | 2000-03-30 | 2001-10-03 | 中国石油天然气股份有限公司吉林石化分公司研究院 | Dealcoholizing process for preparing alkylglucoside |
Also Published As
| Publication number | Publication date |
|---|---|
| CN1623997A (en) | 2005-06-08 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN101973941B (en) | Method for preparing 4-hydroxyphenyl hydantoin | |
| CN100455612C (en) | Method for removing aluminum trichloride and purifying products in C5 petroleum resin production process | |
| CN101928389A (en) | Method for preparing glycidol ether terminated propenol polyoxyethylene ether | |
| CN1314695C (en) | Method for preparing alkyl glucoside | |
| CN103708759A (en) | Modified efficient aliphatic water reducer and preparation method thereof | |
| CN101525403A (en) | Method for synthesizing cement grinding reinforcing agent | |
| JPH05148287A (en) | Preparation of alkyl polyglycoside | |
| CN111285785B (en) | Synthetic method of hydroximic acid collecting agent | |
| CN102504160B (en) | Method for preparing concrete superplasticizer by utilizing synthesized aspirin waste liquor | |
| JP2909198B2 (en) | Production method of α-hydroxyisobutyric acid | |
| CN104250219A (en) | Production method of acrylamido tertiary butyl sulfonic acid | |
| CN107935851B (en) | Glyceryl monocaprylate and preparation method thereof | |
| EP0854131A1 (en) | Process for the preparation of alkyl carboxylates | |
| CN1310873C (en) | Production process of high-purity DL-lysine | |
| CN1141310C (en) | Catalyst for preparing alkylglycoside | |
| CN101747224A (en) | One-pot method for preparing alpha-acetamidocinnamic acid | |
| JP4992288B2 (en) | Method for producing fluoroalkylsulfonic anhydride | |
| CN116655484B (en) | Preparation method of L-4-chloro-2-aminobutyric acid ester hydrochloride | |
| RU2320642C1 (en) | Method for preparing perfluoroallylfluorosulfate | |
| CN110845311A (en) | Preparation method of p-hydroxyacetophenone | |
| JPH0383944A (en) | Production of styrene-modified phenol | |
| CN101792527B (en) | Polyoxyethylene ether-ester type monomer, synthesis thereof and application in synthesis of water reducing agent | |
| CN114195638B (en) | Preparation method of phenyl o-hydroxybenzoate | |
| CN101619021A (en) | New process for synthesizing halogenated p-acetyl phenol compounds | |
| CN114195817B (en) | Synthesis method of trifluoro methyl sulfonate |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| C14 | Grant of patent or utility model | ||
| GR01 | Patent grant | ||
| C17 | Cessation of patent right | ||
| CF01 | Termination of patent right due to non-payment of annual fee |
Granted publication date: 20070509 Termination date: 20121204 |