CN101157643A - Method for preparing Igepon A series anionic surfactant - Google Patents
Method for preparing Igepon A series anionic surfactant Download PDFInfo
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- CN101157643A CN101157643A CNA2007100006915A CN200710000691A CN101157643A CN 101157643 A CN101157643 A CN 101157643A CN A2007100006915 A CNA2007100006915 A CN A2007100006915A CN 200710000691 A CN200710000691 A CN 200710000691A CN 101157643 A CN101157643 A CN 101157643A
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- anionic surfactant
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- igepona
- acid
- lipid acid
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Abstract
The invention relates to a preparation method of anion surfactant of IgeponA series, and belongs to the technical field of the organic compound synthesis. By mixing fatty acyl chloride, fatty acid and hydroxyethyl sodium dithionite, reacting in a normal-pressure reaction apparatus in a heated manner, the product is produced. The invention adopts few HCI produced in the reaction as the catalyst to speed up the reaction and reduce the irritant property of the product and the contact of the organic salt. The odor and the color of the product are thin. With wide application range, the invention is consistent with the basic principle of green chemistry.
Description
Technical field
The preparation method of IgeponA series anionic surfactant, be the synthetic preparation method who obtains the IgeponA series anionic surfactant of raw material with fat acyl chloride, lipid acid, sodium isethionate specifically, belong to the organic compound synthesis technical field.
Background technology
The IgeponA series anionic surfactant, chemical general formula RCOOCH
2CH
2SO
3Na can carry out esterification by lipid acid and derivative thereof and hydroxyethylsulfonic acid (sodium) and synthesize.Because surface property and biological degradability are good,, be widely used in all kinds of daily chemical products with other tensio-active agent compatibleness, stability in hard water, avidity, stability advantage preferably all.
The IgeponA series anionic surfactant is synthetic, the domestic esterification route that generally adopts fat acyl chloride.Reaction formula is as follows:
3RCOOH+PCl
3→3RCOCl+H
3PO
3
RCOCl+HOCH
2CH
2SO
3Na→RCOOCH
2CH
2SO
3Na+HCl↑
The HCl that this technology generates needs to handle operating procedure more complicated, raw material PCl
3To the big problem of environmental pollution that exists of human body pungency, do not meet the Green Chemistry principle; And make the raw materials cost height with fat acyl chloride, the content height of by product sodium-chlor in the products obtained therefrom can not be used widely the product of this explained hereafter.
External basic two kinds of technologies that adopt: fat acyl chloride technology and lipid acid technology (also claiming the direct esterification method).Lipid acid technology has two kinds again: a kind of is to react with lipid acid and sodium isethionate earlier, obtains required product with different alkali neutralizations then; Another kind is that lipid acid directly reacts with sodium isethionate and obtains the IgeponA series anionic surfactant.
Also there are many deficiencies in lipid acid technology at present.Though for example reaction process has rare gas element protection, because 200 ℃ of-300 ℃ of high temperature of reaction needed carry out with reaction; the color and luster of product is more and more darker, and activity also decreases, and reaction is with going through several hrs; but react still not thorough, because final fat acid need steam.If without nitrogen protection, and when adopting vacuum distillation method to remove moisture in the dereaction, system can produce a large amount of foams, and the reaction times can prolong relatively, if charging capacity is big, then needs bigger container to react, and has improved production cost like this.Though this technology meets the Green Chemistry principle, the lipid acid poor activity, temperature of reaction is had relatively high expectations, and makes product color relatively poor, and reduction fatty acid soaps content is to need and scabrous problem.
Summary of the invention
The objective of the invention is to: with fat acyl chloride, lipid acid and sodium isethionate is raw material, preparation Igepon A series of surfactants.
With the contained Igepon A series anionic surfactant of technology provided by the invention, all be better than traditional method at quality product, aspect of performance, overcome that HCl needs processing, operating procedure complexity, raw material PCl in the present method
3Pungency is big, have problem such as environmental pollution, and technology of the present invention reduced the pungency and the inorganic salt content of product, meets the Green Chemistry principle.
Purpose of the present invention can reach by the following technical solutions:
Synthetic Igepon A series anionic surfactant, react in normal pressure reactor with fat acyl chloride, lipid acid and sodium isethionate, when raw material of fatty acid is solid, begin to stir after being heated to the lipid acid fusing, react the product that obtains 70～90% active matter contents after 2～8 hours.Synthetic route is as follows:
RCOOH+RCOCl+HOCH
2CH
2SO
3Na→RCOOCH
2CH
2SO
3Na
Wherein: R is C
9～19Saturated, unsaturated, straight chain, branched hydrocarbyl.
Concrete building-up process is as follows:
With fat acyl chloride: the mixed in molar ratio of lipid acid=1: 2～10, again with sodium isethionate with 0.8～1.3: 1 mol ratio joins carries out esterification in the normal pressure reactor that has heating, stirring and temperature regulating device, stirred 2～8 hours down in 100～180 ℃, obtain product.
Embodiment 1:
In the four-hole round-bottomed flask of being furnished with stirring, thermometer, long-neck dropping funnel, reflux condensing tube, add 0.1mol lauroyl chloride and 0.4mol lauric acid, fully stir the back and add the 0.45mol sodium isethionate, stir, reflux, be heated to 160 ℃, control reaction temperature is constant, react after 4 hours, tell less water and lauric acid, obtain the lauryl ethylsulfonic acid sodium of active matter content 80%, product yield is 96%.
Embodiment 2:
In the four-hole round-bottomed flask of being furnished with stirring, thermometer, long-neck dropping funnel, reflux condensing tube, add 0.1mol palmityl chloride and 0.5mol palmitinic acid, fully stir the back and add the 0.5mol sodium isethionate, stir, reflux, be heated to 140 ℃, control reaction temperature is constant, react after 6 hours, tell less water and palmitinic acid, obtain the palmityl ethylsulfonic acid sodium of active matter content 78%, product yield is 89%.
Embodiment 3:
In the four-hole round-bottomed flask of being furnished with stirring, thermometer, long-neck dropping funnel, reflux condensing tube, add 0.1mol stearyl chloride and 0.3mol stearic acid, fully stir the back and add the 0.45mol sodium isethionate, stir, reflux, be heated to 155 ℃, control reaction temperature is constant, react after 5 hours, tell less water and stearic acid, obtain the stearyl ethylsulfonic acid sodium of active matter content 88%, product yield is 90%.
Embodiment 4:
In the four-hole round-bottomed flask of being furnished with stirring, thermometer, long-neck dropping funnel, reflux condensing tube, add inferior oleoyl chloride of 0.1mol and 0.35mol linolic acid, fully stir the back and add the 0.40mol sodium isethionate, stir, reflux, be heated to 140 ℃, control reaction temperature is constant, react after 3.5 hours, tell less water and linolic acid, obtain the inferior oil base ethylsulfonic acid sodium of active matter content 80%, product yield is 92%.
Embodiment 5:
In the four-hole round-bottomed flask of being furnished with stirring, thermometer, long-neck dropping funnel, reflux condensing tube, add 0.1mol oleoyl chloride and 0.5mol oleic acid, fully stir the back and add the 0.5mol sodium isethionate, stir, reflux, be heated to 160 ℃, control reaction temperature is constant, react after 5.5 hours, tell less water and oleic acid, obtain the oil base ethylsulfonic acid sodium of active matter content 85%, product yield is 89%.
Embodiment 6:
In the four-hole round-bottomed flask of being furnished with stirring, thermometer, long-neck dropping funnel, reflux condensing tube, add 0.1mol cardamom acyl chlorides and 0.43mol myristic acid, fully stir the back and add the 0.45mol sodium isethionate, stir, reflux, be heated to 165 ℃, control reaction temperature is constant, react after 5 hours, tell less water and myristic acid, obtain the myristyl ethylsulfonic acid sodium of active matter content 88%, product yield is 95%.
Claims (2)
1. the preparation method of an IgeponA series anionic surfactant is characterized in that with fat acyl chloride, lipid acid and sodium isethionate be raw material, synthetic IgeponA series anionic surfactant, and synthetic route is as follows:
RCOOH+RCOCl+HOCH
2CH
2SO
3Na→RCOOCH
2CH
2SO
3Na
In the normal pressure reactor that has heating, stirring and temperature regulating device, by fat acyl chloride: the mol ratio of lipid acid=1: 2～10 feeds intake, again with sodium isethionate with 0.8～1.3: 1 mixed in molar ratio, stirred 1～8 hour in 100～180 ℃ of following constant temperature, obtain product.
2. the preparation method of IgeponA series anionic surfactant according to claim 1 is characterized in that described lipid acid represents with following general formula:
RCOOH
R is C in the formula
9～19Saturated, unsaturated, straight chain, branched hydrocarbyl.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2007100006915A CN101157643B (en) | 2007-01-17 | 2007-01-17 | Method for preparing Igepon A series anionic surfactant |
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2007100006915A CN101157643B (en) | 2007-01-17 | 2007-01-17 | Method for preparing Igepon A series anionic surfactant |
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| Publication Number | Publication Date |
|---|---|
| CN101157643A true CN101157643A (en) | 2008-04-09 |
| CN101157643B CN101157643B (en) | 2010-08-04 |
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ID=39305893
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|---|---|---|---|
| CN2007100006915A Expired - Fee Related CN101157643B (en) | 2007-01-17 | 2007-01-17 | Method for preparing Igepon A series anionic surfactant |
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102180814A (en) * | 2011-01-31 | 2011-09-14 | 浙江赞宇科技股份有限公司 | Microwave synthesis method of sodium fatty acyloxy isethionate |
| CN102584642A (en) * | 2011-01-13 | 2012-07-18 | 吉林伊捷思化学有限公司 | Preparation method for ethoxyl sodium sulfonate fatty acid ester |
| CN103483228A (en) * | 2013-10-16 | 2014-01-01 | 吉林伊捷思化学有限公司 | Preparation method of sodium hydroxyethyl sulfonate fatty acid ester |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1023262B1 (en) * | 1997-03-20 | 2002-07-17 | Akzo Nobel N.V. | Process for preparing a fatty acyl isethionate salt |
-
2007
- 2007-01-17 CN CN2007100006915A patent/CN101157643B/en not_active Expired - Fee Related
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102584642A (en) * | 2011-01-13 | 2012-07-18 | 吉林伊捷思化学有限公司 | Preparation method for ethoxyl sodium sulfonate fatty acid ester |
| CN102584642B (en) * | 2011-01-13 | 2013-04-03 | 吉林伊捷思化学有限公司 | Preparation method for ethoxyl sodium sulfonate fatty acid ester |
| CN102180814A (en) * | 2011-01-31 | 2011-09-14 | 浙江赞宇科技股份有限公司 | Microwave synthesis method of sodium fatty acyloxy isethionate |
| CN103483228A (en) * | 2013-10-16 | 2014-01-01 | 吉林伊捷思化学有限公司 | Preparation method of sodium hydroxyethyl sulfonate fatty acid ester |
| CN103483228B (en) * | 2013-10-16 | 2015-03-04 | 吉林伊捷思化学有限公司 | Preparation method of sodium hydroxyethyl sulfonate fatty acid ester |
Also Published As
| Publication number | Publication date |
|---|---|
| CN101157643B (en) | 2010-08-04 |
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Assignee: Shijiazhuang Boria Daily Chemical Co., Ltd. Assignor: Beijing Technology and Business University Contract record no.: 2012130000108 Denomination of invention: Method for preparing Igepon A series anionic surfactant Granted publication date: 20100804 License type: Exclusive License Open date: 20080409 Record date: 20120615 |
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