CN103831058A - Preparation method of fluorine-containing surfactant - Google Patents
Preparation method of fluorine-containing surfactant Download PDFInfo
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- CN103831058A CN103831058A CN201210481896.0A CN201210481896A CN103831058A CN 103831058 A CN103831058 A CN 103831058A CN 201210481896 A CN201210481896 A CN 201210481896A CN 103831058 A CN103831058 A CN 103831058A
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Abstract
The invention relates to a preparation method of a fluorine-containing surfactant, and aims to provide the preparation method of the fluorine-containing surfactant aiming at the disadvantage of complex synthesis process methods of the fluorine-containing surfactant at present, and especially provide a preparation method of N-butylperfluorooctanesulfonamide. The preparation method is characterized by comprising the steps: adding a certain amount of a solvent into a reaction kettle equipped with a stirrer, a thermometer, a condensation pipe and a feeding pipe, then adding n-butylamine and a catalyst, starting to stir, and under a condition of cooling with an ice bath, dropping perfluorooctanesulfonyl fluoride in the feeding pipe into the reaction kettle; after dropping is finished, rising the reaction kettle temperature slowly to 40-60 DEG C, stirring for 2-6 hours, stopping the reaction, cooling, and precipitating to obtain a large amount of white pasty substance; carrying out vacuum suction filtration of the reaction liquid, washing for 3-4 times with hot water, then washing with a 0.5% dilute hydrochloric acid for one time, finally washing for 2-3 times with water, and carrying out vacuum suction filtration; and recrystallizing the filter cake with ethanol, and thus obtaining the product.
Description
Technical field
The present invention relates to a kind of preparation method of fluorine-containing surfactant.
Background technology
Along with the development of World Economics and the developing of science and technology field, the kind increasing year by year of surfactant, relevant basis and application study are more and more deep, in chemical industry, and even in whole industrial economy, are playing the part of more and more important role.For the consideration of environmental protection and specific condition, " green " product and the product more and more welcomed by the people with peculiar performance.Special surfactant, with its special performance, has obtained development widely in recent years.Fluorine surfactant is most important kind in special surfactant, and its special performance is often summarized as " three height " " two hate ", i.e. high surface, high heat-resistant stability and high chemical stability.Another excellent properties of fluorine surfactant is that it and hc-surfactant compound property are good, and composite product have the capillary ability of higher reduction.As long as add little amount fluorine surfactant in hc-surfactant, its ability that reduces water surface tension just increases substantially, and can also bring into play the special performance of fluorine surfactant simultaneously, and this use cost to reduction fluorine surfactant is very favourable.Due to these special performances of fluorine surfactant, make it be widely used in war industry, space flight and aviation industry, the industries such as civilian high-end product paper-making industry, leather industry, textile industry, ore dressing industry, pharmacy industry, ink, coating.
Fluorine-containing surfactant is most important kind in special surfactant, and N-alkyl perfluorinated octyl sulfuryl amine is again the kind high in technological content in fluorine-containing surfactant, of many uses, added value is high, and it is the high-end product of developing in recent years.This patent, taking full-fluorine octyl sulfuryl fluoride and n-butylamine as base stock, utilizes one-step method to synthesize N-butyl perfluorinated octyl sulfuryl amine, can greatly reduce reaction cost, and reaction unit is simple.Fluorine-containing surfactant prepare representational be the patent No. 201010607070, within open day, be June 1 in 2011 day, be called the preparation method of the disclosed a kind of fluorine-containing surfactant of patent of invention of " a kind of synthetic method of perfluoroalkyl polyoxyethenyl phosphate fluorosurfactant ".Be characterized in counting by weight using 200-465 part perfluoroalkyl ethanol and mix as main monomer with 15-45 part phosphorus pentoxide or POCl3, this mixture is carried out to hot reflux reaction at 60-200 DEG C, reaction time is 2-6 hour, after separating, obtains intermediate product; React with 7-30 part alkali lye, described alkali lye is a kind of in KOH solution, NaOH solution, ammoniacal liquor, and the product of acquisition is separated, and obtains target product again.The shortcomings such as at present fluorine-containing surfactant exists synthetic process complexity, and electrofluorination method accessory substance is many, and the yield of fluorochemical is low.
Summary of the invention
The object of this invention is to provide a kind of preparation method of fluorine-containing surfactant, a kind of preparation method of N-butyl perfluorinated octyl sulfuryl amine is particularly provided.Comprising the following step:
In the reactor that agitator, thermometer, condenser pipe, charge pipe are housed, add a certain amount of solvent, add again n-butylamine and catalyst, in charge pipe, add full-fluorine octyl sulfuryl fluoride, starting charge pipe closes, start stirring, in question response still material stirring evenly after, in the situation that ice bath is cooling, full-fluorine octyl sulfuryl fluoride in charge pipe is added drop-wise in reactor.
After dropwising, temperature of reaction kettle is slowly warming up to 40-60 DEG C, stirs 2-6 hour, stops reaction, cooling, has a large amount of white pastes to separate out.
By reactant liquor vacuum filtration, with hot wash 3-4 time, then wash once with the watery hydrochloric acid of 0.5 ﹪, finally wash 2-3 time vacuum filtration with water.
By filter cake ethyl alcohol recrystallization.Obtain white solid, obtain N-butyl perfluorinated octyl sulfuryl amine.
The invention has the beneficial effects as follows: taking full-fluorine octyl sulfuryl fluoride and n-butylamine as base stock, utilize one-step method to synthesize N-butyl perfluorinated octyl sulfuryl amine, can greatly reduce reaction cost, synthetic process is simple.
Detailed description of the invention
Detailed description of the invention one: add a certain amount of solvent in the reactor that agitator, thermometer, condenser pipe, charge pipe are housed, add again n-butylamine and catalyst, in charge pipe, add full-fluorine octyl sulfuryl fluoride, starting charge pipe closes, start stirring, in question response still material stirring evenly after, in the situation that ice bath is cooling, full-fluorine octyl sulfuryl fluoride in charge pipe is added drop-wise in reactor; After dropwising, temperature of reaction kettle slowly heats up, and stirs, and stops reaction, cooling, has a large amount of white pastes to separate out; By reactant liquor vacuum filtration, with hot wash 3-4 time, then wash once with the watery hydrochloric acid of 0.5 ﹪, finally wash 2-3 time vacuum filtration with water; By filter cake ethyl alcohol recrystallization.Obtain white solid, to obtain final product.
Detailed description of the invention two: the solvent described in present embodiment is acetone, isopropyl ether.
Detailed description of the invention three: the full-fluorine octyl sulfuryl fluoride described in present embodiment and the proportioning of n-butylamine are 1:0.8-1:1.3.
Detailed description of the invention four: the catalyst described in present embodiment is triethylamine.
Detailed description of the invention five: the reaction temperature described in present embodiment is 40-80 DEG C.
Detailed description of the invention six: the reaction time described in present embodiment is 1-6 hour.
Detailed description of the invention seven: the solvent described in present embodiment is isopropyl ether, catalyst is triethylamine, and the proportioning of full-fluorine octyl sulfuryl fluoride and n-butylamine is 1:1.1, and reaction temperature is 60 DEG C, 3 hours reaction time.
Claims (7)
1. the preparation method of a fluorine-containing surfactant, it is characterized in that adding a certain amount of solvent in the reactor that agitator, thermometer, condenser pipe, charge pipe are housed, add again n-butylamine and catalyst, in charge pipe, add full-fluorine octyl sulfuryl fluoride, starting charge pipe closes, start stirring, in question response still material stirring evenly after, in the situation that ice bath is cooling, full-fluorine octyl sulfuryl fluoride in charge pipe is added drop-wise in reactor; After dropwising, temperature of reaction kettle slowly heats up, and stirs, and stops reaction, cooling, has a large amount of white pastes to separate out; By reactant liquor vacuum filtration, with hot wash 3-4 time, then wash once with the watery hydrochloric acid of 0.5 ﹪, finally wash 2-3 time vacuum filtration with water; By filter cake ethyl alcohol recrystallization, obtain white solid, to obtain final product.
2. the preparation method of a kind of fluorine-containing surfactant according to claim 1, is characterized in that described solvent is acetone, isopropyl ether.
3. the preparation method of a kind of fluorine-containing surfactant according to claim 1, is characterized in that described full-fluorine octyl sulfuryl fluoride and the proportioning of n-butylamine are 1:0.8-1:1.3.
4. the preparation method of a kind of fluorine-containing surfactant according to claim 1, is characterized in that described catalyst is triethylamine.
5. the preparation method of a kind of fluorine-containing surfactant according to claim 1, is characterized in that described reaction temperature is 40-80 DEG C.
6. the preparation method of a kind of fluorine-containing surfactant according to claim 1, is characterized in that the described reaction time is 1-6 hour.
7. the preparation method of a kind of fluorine-containing surfactant according to claim 1, it is characterized in that described solvent is isopropyl ether, catalyst is triethylamine, and the proportioning of full-fluorine octyl sulfuryl fluoride and n-butylamine is 1:1.1, reaction temperature is 60 DEG C, 3 hours reaction time.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201210481896.0A CN103831058A (en) | 2012-11-25 | 2012-11-25 | Preparation method of fluorine-containing surfactant |
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| CN201210481896.0A CN103831058A (en) | 2012-11-25 | 2012-11-25 | Preparation method of fluorine-containing surfactant |
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| CN103831058A true CN103831058A (en) | 2014-06-04 |
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| CN201210481896.0A Pending CN103831058A (en) | 2012-11-25 | 2012-11-25 | Preparation method of fluorine-containing surfactant |
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111203149A (en) * | 2020-01-17 | 2020-05-29 | 中国科学院长春应用化学研究所 | Fluorine-containing surfactant and preparation method thereof |
| CN114621772A (en) * | 2020-12-11 | 2022-06-14 | 爱敬化学株式会社 | Fluorine-based surfactant composition |
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2012
- 2012-11-25 CN CN201210481896.0A patent/CN103831058A/en active Pending
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111203149A (en) * | 2020-01-17 | 2020-05-29 | 中国科学院长春应用化学研究所 | Fluorine-containing surfactant and preparation method thereof |
| CN114621772A (en) * | 2020-12-11 | 2022-06-14 | 爱敬化学株式会社 | Fluorine-based surfactant composition |
| CN114621772B (en) * | 2020-12-11 | 2023-09-12 | 爱敬化学株式会社 | Fluorine-based surfactant composition |
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Application publication date: 20140604 |