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Environment-friendly fluorine-containing surfactant and preparation method thereof

A surfactant and environmental protection technology, applied in the field of green chemistry, can solve the problems of low yield of reaction products, complex preparation process, difficult decomposition of fluorine-containing surfactants, etc., achieving good environmental protection performance, excellent surface performance, and improved degradation effect of ability

Active Publication Date: 2019-07-23
UNIV OF JINAN
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0007] In order to solve the problems existing in the prior art that fluorine-containing surfactants are difficult to decompose, the yield of reaction products is low, and the preparation process is complicated, the present invention provides a new type of environmentally friendly fluorine-containing surfactant and its preparation method

Method used

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  • Environment-friendly fluorine-containing surfactant and preparation method thereof
  • Environment-friendly fluorine-containing surfactant and preparation method thereof
  • Environment-friendly fluorine-containing surfactant and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0049] In a 250mL three-necked flask, add 0.1mol of dodecafluoroheptanol and 50mL of tetrahydrofuran, turn on the magnetic stirring and control the temperature of the flask at -5°C, and slowly pass in nitrogen for 10min. In principle, add 0.1 mol of sodium hydride into the flask, keep stirring at constant temperature for 30 minutes to obtain sodium dodecafluoroheptoxide; then continue to add 10 mL of tetrahydrofuran solution mixed with 0.1 mol of ethyl chloroacetate and tetra-n-butyl 0.4 g of ammonium iodide was reacted for 1 h, and then kept at room temperature (25° C.) for 12 h. The organic phase of the mixture was taken and distilled under reduced pressure to obtain colorless ethyl 1H, 1H, 5H-dodecafluoro-1-heptyloxyacetate;

[0050] Take 0.05mol of 1H,1H,5H-dodecafluoro-1-heptyloxyethyl acetate, 0.048mol of sodium hydroxide and 30mL of absolute ethanol into a 100mL single-necked flask equipped with a reflux device, and heat to 90°C , reacted for 10h, after the reaction wa...

Embodiment 2

[0053] In a 250mL three-necked flask, add 0.05mol of dodecafluoroheptanol and 40mL of tetrahydrofuran, turn on the magnetic stirring and control the temperature of the flask at -5°C, and slowly pass in nitrogen for 10 minutes. In principle, add 0.07 mol of sodium hydride into the flask and keep stirring at constant temperature for 30 minutes to obtain sodium dodecafluoroheptoxide; 0.18 g of trimethylammonium bromide was reacted for 1 h, and then kept at room temperature (25° C.) for 12 h. The organic phase of the mixture was taken and distilled under reduced pressure to obtain colorless ethyl 1H, 1H, 5H-dodecafluoro-1-heptyloxyacetate;

[0054] Take 0.02 mol of 1H, 1H, 5H-dodecafluoro-1-heptyloxyethyl acetate, 0.002 mol of potassium hydroxide and 25 mL of absolute ethanol, add it to a 100 mL single-necked flask equipped with a reflux device, and heat to 90 ℃, reacted for 10 hours, and after the reaction was completed, the mixture was rotary evaporated, and then 10 mL of deion...

Embodiment 3

[0057] In a 250mL three-necked flask, add 0.02mol of dodecafluoroheptanol and 50mL of tetrahydrofuran, turn on the magnetic stirring and control the temperature of the flask at -5°C, and slowly pass in nitrogen for 10 minutes. In principle, add 0.04mol of sodium hydride into the flask,

[0058] Keep stirring at constant temperature for 30 min to obtain sodium dodecafluoroheptoxide, then continue to dropwise add 10 mL of tetrahydrofuran solution mixed with 0.06 mol ethyl chloroacetate and 0.09 g of tetramethylammonium iodide to the flask, react for 1 h, then keep at room temperature ( 25°C) for 12 hours. The organic phase of the mixture was taken and distilled under reduced pressure to obtain colorless ethyl 1H, 1H, 5H-dodecafluoro-1-heptyloxyacetate;

[0059] Take 0.01mol of 1H,1H,5H-dodecafluoro-1-heptyloxyethyl acetate, 0.005mol of ammonia water and 20mL of absolute ethanol into a 100mL single-necked flask equipped with a reflux device, heat to 95°C, After reacting for 10 ...

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Abstract

The invention relates to a novel environment-friendly fluorine-containing surfactant and a preparation method thereof, belonging to the field of preparation of fluorine-containing surfactants. Described novel environment-friendly fluorosurfactant molecular structural formula is: H(CF 2 ) 6 CH 2 OCH 2 COOX, where: X is NH 4 + or alkali metal cations. The novel environment-friendly fluorine-containing surfactant prepared by the invention is easy to biodegrade, not easy to accumulate, and has strong environmental protection; the surface performance is outstanding, wherein the surface tension to water is 20mN / m or below, the water solubility is good, and it has high practical value and Economic Value.

Description

technical field [0001] The invention relates to a fluorine-containing surfactant and a preparation method, in particular to a novel environment-friendly fluorine-containing surfactant, which belongs to the field of green chemistry. Background technique [0002] Fluorine-containing surfactants have outstanding comprehensive properties such as thermal stability, chemical stability, weather resistance and electrical insulation due to the large electronegativity of fluorine atoms and the similar atomic radius to hydrogen atoms. At present, fluorine-containing surfactants have been widely used in various industries such as coatings, biomedicine, textiles, and petrochemicals. Among them, perfluorooctanoic acid, perfluorooctane sulfonic acid and their derivatives are currently the most widely used ones due to their excellent surface properties. Fluorinated surfactants. However, numerous reports in recent years indicate that such surfactants are extremely stable, and because of the...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): B01F17/44C07C27/02C07C59/135C09K23/44
CPCC07C51/09C07C67/31C09K23/007
Inventor 张书香翟丛丛张炉青徐安厚宗传永张亚彬
Owner UNIV OF JINAN
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