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Fluosulfonic acid containing zwitterionic surfactant and preparation method

A surfactant and zwitterionic technology, which is applied in the field of fluorine-containing sulfonic acid zwitterionic surfactant and its preparation, can solve the problems of affecting the use effect, poor surface tension, and poor performance of fluorine-containing surfactants.

Active Publication Date: 2017-12-15
JIANGSU LEE & MAN CHEM +2
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

At the same time, the existing fluorine-containing surfactants have poor performance, and the surface tension performance is relatively poor in some extreme environments such as high-salinity environments, which affects the use effect and reduces the application range

Method used

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  • Fluosulfonic acid containing zwitterionic surfactant and preparation method
  • Fluosulfonic acid containing zwitterionic surfactant and preparation method
  • Fluosulfonic acid containing zwitterionic surfactant and preparation method

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0035] This embodiment provides a fluorine-containing sulfonic acid type zwitterionic surfactant, which has the following structure:

[0036]

[0037] The above-mentioned fluorine-containing sulfonic acid type zwitterionic surfactant provided in this example is prepared according to the following steps:

[0038] (1) Preparation of intermediate product (I): The intermediate product (I) of this example is N,N'-(imino-2,1-ethylenediyl)bisperfluoro(2,5-dimethyl-3, 6-dioxanonanoic acid)amide

[0039] Add 0.01mol (1.03g) of diethylenetriamine and 20mL of anhydrous diethyl ether into a 50mL three-necked round-bottomed flask equipped with a stirrer and a dropping funnel, and cool the reaction system with an ice-water bath. Under stirring, 0.021mol (10.81g) of perfluoro(2,5-dimethyl-3,6-dioxanonanoic acid) chloride was slowly dropped into the reaction system through the dropping funnel. After dropping, it was raised to room temperature. The reaction was stirred for another 4h. T...

Embodiment 2

[0061]This embodiment provides a fluorine-containing sulfonic acid type zwitterionic surfactant, which has the following structure:

[0062]

[0063] The above-mentioned fluorine-containing sulfonic acid type zwitterionic surfactant provided in this example is prepared according to the following steps:

[0064] (1) Preparation of intermediate product (I): N,N'-(imino-2,1-ethanediyl)bisperfluoro(2,5-dimethyl-3,6-dioxanonanoic acid)amide

[0065] Its preparation process is identical with example 1 step (1).

[0066] (2) Preparation of intermediate product (II): The intermediate product (II) of this example is N,N'-[(benzylimino)-2,1-ethylenediyl]bisperfluoro(2,5-dimethyl 3,6-dioxanonanoic acid)amide

[0067] Add 0.001mol (1.06g) N,N'-(imino-2,1-ethanediyl)bisperfluoro(2,5-dimethyl -3,6-dioxanonanoic acid) amide, 0.0012 mol (0.064 g) of sodium methoxide and 10 mL of anhydrous THF. Under stirring, 0.0012 mol (0.21 g) of benzyl bromide was dissolved in 5 ml of anhydrous THF,...

Embodiment 3

[0081] This embodiment provides a fluorine-containing sulfonic acid type zwitterionic surfactant, which has the following structure:

[0082]

[0083] The above-mentioned fluorine-containing sulfonic acid type zwitterionic surfactant provided in this example is prepared according to the following steps:

[0084] (1) Preparation of intermediate product (I): the intermediate product (I) of this embodiment is N, N'-(imino-2,1-ethylenediyl) bis-perfluoroheptanamide

[0085] Add 0.01mol (1.03g) of diethylenetriamine and 20mL of anhydrous THF into a 50mL three-necked round-bottomed flask equipped with a stirrer and a dropping funnel, and cool the reaction system with an ice-water bath. Under stirring, 0.022mol (8.32g) of methyl perfluoroheptanoate was slowly dropped into the reaction system through the dropping funnel. After dropping, it was raised to room temperature. The reaction was stirred for another 4h. GC tracks the reaction endpoint. After the reaction was complete, t...

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Abstract

The invention provides a fluosulfonic acid containing zwitterionic surfactant and a preparation method. A chemical general formula of the fluosulfonic acid containing zwitterionic surfactant disclosed by the invention is: the formula (1) is shown in the description, wherein Rf is any one of C3-C20 fluorine-containing carbon chain groups, and a formula is any one of CH2 or a group of a formula; R1 is any one of a divalent group of a C2-C5 alkane chain; R2 is any one of C1-C6 alkane groups, phenyl groups or benzyl groups; Y is any one of C1-C4 alkane groups, and X is any one of hydrogen or hydroxyl groups. The preparation method of the fluosulfonic acid containing zwitterionic surfactant disclosed by the invention comprises the following steps: preparing perfluorinated halides or perfluorinated methyl ester and triamine alkyl-alkenyl to obtain an intermediate (I), carrying out reaction on the intermediate (I) and the halides to obtain an intermediate (II), and carrying out reaction on the intermediate (II) and halogenated sulfonate or lactone sulfonate to obtain the fluosulfonic acid containing zwitterionic surfactant, wherein a chemical formula of the intermediate (I) is: the formula (I) is shown in the description; a chemical formula of the intermediate (II) is: the formula (II) is shown in the description.

Description

technical field [0001] The invention relates to the technical field of amphoteric surfactants, in particular to a fluorine-containing sulfonic acid type zwitterionic surfactant and a preparation method thereof. Background technique [0002] Fluorine-containing hydrocarbon-based surfactants are characterized by their unique properties of "three highs" and "two phobias", that is, high surface activity, heat resistance stability and chemical stability. With the increasing international and domestic markets, fluorine-containing surfactants have excellent performance, high technical content and high added value, which have aroused great interest of many researchers at home and abroad. Its fluorine-containing hydrocarbon group has water and oil repellency [Chemical New Materials, 2004, 32(8): 46], and is widely used in petroleum exploration, coal metallurgy, machinery industry, medicine, agriculture and other fields [Daily Chemicals, 2011, 41(4):40-43]. The excellent application...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): B01F17/04C07C309/14C07C303/32C09K23/04
CPCC07C309/14C09K23/00
Inventor 梁海波陈亿新谢文健王江兵陈志强陈新滋
Owner JIANGSU LEE & MAN CHEM
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