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Synthetic method of fluorocarbon surfactant N-2 hydroxyethyl perfluorocarbon symplectic amide

A technology of perfluorooctamide and dihydroxyethyl, applied in the field of surfactant preparation, can solve the problems of high cost, complex production process, hindering fluorocarbon surfactants, etc., and achieves good surface performance, high yield, and easy operation simple effect

Active Publication Date: 2014-02-19
CHINA UNIV OF PETROLEUM (EAST CHINA) +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The current methods for synthesizing fluorocarbon surfactants generally have complex production processes and high costs, which hinder the application and development of fluorocarbon surfactants

Method used

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  • Synthetic method of fluorocarbon surfactant N-2 hydroxyethyl perfluorocarbon symplectic amide

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0020] Perfluorooctanoic acid: diethanolamine=1:1.4 (molar ratio)

[0021] In a four-necked flask equipped with mechanical stirring, condenser, nitrogen and thermometer, add 41.41 grams of perfluorooctanoic acid (0.1 mol) and 14.72 grams of diethanolamine (0.14 mol). Under the protection of nitrogen, place the flask in an oil bath and heat to 140 React for 2 hours at ℃ with constant stirring. After cooling to 40℃, add 0.28 g of sodium hydroxide (0.50% by mass of the total reactants), continue the reaction for 6 hours, and finally cool and dry to obtain the product N-dihydroxyethyl Based on perfluorooctamide, the weight was 42.36 grams, and the yield was 84.52%. The surface tension of an aqueous solution with a mass concentration of 0.3% of the synthesized product is 15.6mN / m.

Embodiment 2

[0023] Perfluorooctanoic acid: diethanolamine = 1:1.6 (molar ratio)

[0024] Into a four-necked flask equipped with mechanical stirring, condenser, nitrogen and thermometer, add 41.41 grams of perfluorooctanoic acid (0.1 mol) and 16.82 grams of diethanolamine (0.16 mol), under the protection of nitrogen, place the flask in an oil bath and heat to 120 React at ℃ for 5 hours with constant stirring. After cooling to 80℃, add 0.20 g of sodium hydroxide (0.34% by mass of the total reactants), continue the reaction for 2 hours, and finally cool and dry to obtain the product N-dihydroxyethyl Based on perfluorooctamide, weighing 43.42 grams, the yield was 86.63%. The surface tension of an aqueous solution with a mass concentration of 0.3% of the synthesized product is 15.5mN / m.

Embodiment 3

[0026] Perfluorooctanoic acid: diethanolamine=1:1.8 (molar ratio)

[0027] In a four-necked flask equipped with mechanical stirring, condenser, nitrogen and thermometer, add 41.41 grams of perfluorooctanoic acid (0.1 mol) and 18.92 grams of diethanolamine (0.18 mol). Under the protection of nitrogen, place the flask in an oil bath and heat to 140 React for 4 hours at ℃ with constant stirring. After cooling to 80℃, add 0.30 g of sodium hydroxide (0.50% by mass of the total reactants), continue the reaction for 4 hours, and finally cool and dry to obtain the product N-dihydroxyethyl Base perfluorooctamide, weighing 47.36 grams, the yield was 94.49%. The surface tension of an aqueous solution with a mass concentration of 0.3% of the synthesized product is 15.2mN / m.

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Abstract

The invention relates to a synthetic method of fluorocarbon surfactant N-2 hydroxyethyl perfluorocarbon symplectic amide. The preparation method includes that perfluorooctanoic acid and diethanol amine are used as a raw material, sodium hydroxide serves as catalyst, and the N-2 hydroxyethyl perfluorocarbon symplectic amide is prepared through amidation reaction. The steps include mixing the perfluorooctanoic acid and the diethanol amine according to molar ratio of 1:1.4-2.2, heating to 120-200 DEG C under the protection of nitrogen, reacting for 2-8 hours, stirring continuously, cooling to 40-100 DEG C, adding 0.1-1.0% of the catalyst sodium hydroxide, reacting for 2-8 hours continuously, and cooling and drying to obtain the N-2 hydroxyethyl perfluorocarbon symplectic amide. The preparation method of the fluorocarbon surfactant N-2 hydroxyethyl perfluorocarbon symplectic amide is simple to operate, short in technological process and suitable for large-scale production.

Description

Technical field [0001] The invention relates to a method for synthesizing fluorocarbon surfactant N-dihydroxyethyl perfluorooctamide by amidation reaction, and belongs to the technical field of surfactant preparation. Background technique [0002] N-Dihydroxyethyl perfluorooctylamide (molecular formula C 7 F 15 CON(CH 2 CH 2 OH) 2 ) Is a typical fluorocarbon surfactant. Fluorocarbon surfactant refers to a compound in which all or part of the hydrogen atoms in the hydrocarbon chain of the surfactant are replaced by fluorine atoms. Generally, fluorocarbon surfactants have high surface activity, which is far better than conventional hydrocarbon surfactants. Fluorocarbon surfactants are also resistant to high temperatures, have high chemical stability, and are not afraid of strong acids and alkalis. The number of carbon atoms of fluorocarbon surfactants generally does not exceed 10, otherwise the solubility in water is too small, which is not conducive to application. Due to its hig...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C233/18C07C231/12
Inventor 戴彩丽刘欣梅由庆丁云宏王欣赵明伟程琪管保山刘萍梁利
Owner CHINA UNIV OF PETROLEUM (EAST CHINA)