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A kind of fluorine-containing hydrocarbon-based sulfonic acid type surfactant and its synthesis method

A technology of surfactant and hydrocarbon sulfonic acid, which is applied in the preparation of sulfonic acid, chemical instruments and methods, organic chemistry, etc., can solve instability and other problems, and achieve the effect of excellent salt resistance and excellent salt resistance

Active Publication Date: 2018-08-07
JIANGSU LEE & MAN CHEM +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although fluorine-containing surfactants have been developing rapidly, the existing fluorine-containing hydrocarbon-based surfactants generally have the defect of being unstable in salt solution

Method used

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  • A kind of fluorine-containing hydrocarbon-based sulfonic acid type surfactant and its synthesis method
  • A kind of fluorine-containing hydrocarbon-based sulfonic acid type surfactant and its synthesis method
  • A kind of fluorine-containing hydrocarbon-based sulfonic acid type surfactant and its synthesis method

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preparation example Construction

[0047] The present invention also provides a method for synthesizing fluorine-containing hydrocarbon-based sulfonic acid surfactant, which includes the following steps:

[0048] Substituting the di-substituted amine solution and the fluorine-containing iodoalkane to obtain a fluorine-containing alkyl amine intermediate;

[0049] Quaternizing the fluorine-containing hydrocarbyl amine intermediate and sulfonic acid organic matter in a mixed solvent to obtain a fluorine-containing hydrocarbyl sulfonic acid surfactant;

[0050] The mixed solvent includes an organic solvent and water;

[0051] The organic solvent is ethylene glycol methyl ether, ethylene glycol ethyl ether or propylene glycol;

[0052] The volume ratio of organic solvent and water in the mixed solvent is (1-9):1.

[0053] In the present invention, a solution of a disubstituted amine and a fluorine-containing iodoalkane are mixed for substitution reaction to obtain a fluorine-containing hydrocarbon-based amine intermediate. I...

Embodiment 1

[0069] This embodiment provides a fluorine-containing hydrocarbon-based sulfonic acid type surfactant, which has the following structure:

[0070]

[0071] The above-mentioned fluorine-containing hydrocarbon-based sulfonic acid type surfactant provided in this embodiment is synthesized according to the following steps:

[0072] (1) Synthetic intermediate product: N-(2-perfluorohexyl) ethyldiethanolamine:

[0073] Add 0.01mol (1.05g) of diethanolamine and 20mL of anhydrous tetrahydrofuran to a 50mL three-necked round bottom flask equipped with a stirrer and a dropping funnel, and add benzyltriethylammonium chloride with 10% of the total raw materials as a catalyst , The reaction system was cooled with an ice water bath. Under stirring, 0.012 mol (5.69 g) of perfluorohexyl ethyl iodide was slowly dropped into the reaction system through a dropping funnel. After dripping, warm to room temperature. The reaction was stirred for another 6h. GC tracks the end of the reaction. After the...

Embodiment 2

[0091] This embodiment provides a fluorine-containing hydrocarbon-based sulfonic acid type surfactant, which has the following structure:

[0092]

[0093] The above-mentioned fluorine-containing hydrocarbon-based sulfonic acid type surfactant provided in this embodiment is synthesized according to the following steps:

[0094] (1) Synthetic intermediate product: N-(2-perfluorobutyl) ethyldipropylamine

[0095] Add 0.01mol (1.01g) of dipropylamine and 20mL of anhydrous ether into a 50mL three-necked round bottom flask equipped with a stirrer and a dropping funnel, and add 10% benzyltrimethylammonium chloride to the total amount of raw materials As a catalyst, the reaction system was cooled with an ice water bath. Under stirring, 0.011 mol (4.12 g) of perfluorobutyl ethyl iodide was slowly dropped into the reaction system through a dropping funnel. After dripping, warm to room temperature. The reaction was stirred for another 6h. GC tracks the end of the reaction. After the react...

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Abstract

The invention provides a fluorine-containing hydrocarbon-based sulfonic acid surfactant. The fluorine-containing hydrocarbon-based sulfonic acid surfactant provided by the invention has excellent salt resistance. According to the experimental results of the examples, it can be seen that the fluorine-containing hydrocarbon-based sulfonic acid surfactant provided by the present application has excellent salt tolerance, and the surface tension in artificial seawater with a salinity of 3.34% is equivalent to that in pure water , only a slight increase, and the increase value is 0.5-2.7mN·m‑1.

Description

Technical field [0001] The invention relates to the technical field of surfactants, in particular to a fluorine-containing hydrocarbon-based sulfonic acid type surfactant and a synthesis method thereof. Background technique [0002] Fluorinated hydrocarbon-based surfactants have unique "three high" and "two hydrophobic" properties, that is, high surface activity, high heat stability, high chemical stability, water and oil repellency. With the increasing international and domestic markets, fluorosurfactants have been widely used in fields such as petroleum exploration, coal metallurgy, machinery industry, medicine and agriculture. [0003] Usually contains C 3 ~C 12 All of the fluorocarbon-based surfactants have excellent surface activity, but the wide application of perfluorinated compounds also brings a series of environmental problems. For example, perfluorooctanoate (PFOA) has the basic characteristics of persistent environmental organic pollutants. In the past ten years, the m...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C303/22C07C309/14B01F17/18C09K23/18
CPCC07C309/14C09K23/00
Inventor 梁海波陈亿新谢文健王江兵辛伟贤陈新滋
Owner JIANGSU LEE & MAN CHEM