Unlock instant, AI-driven research and patent intelligence for your innovation.

Efficient zwitterionic surfactant and synthetic method thereof

A surfactant and zwitterionic technology, applied in the field of high-efficiency zwitterionic surfactants and their preparation, can solve the problems of poor acid resistance, salt resistance, poor performance, and insufficient surface activity

Inactive Publication Date: 2017-01-04
JIANGSU LEE & MAN CHEM +1
View PDF8 Cites 5 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the above-mentioned compounds either have poor acid and salt resistance; or have poor alkali and salt resistance, and perform poorly in harsh environments; or the surface activity is not high enough, and at low concentrations, they are insufficient to reduce the surface tension of the system.

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Efficient zwitterionic surfactant and synthetic method thereof
  • Efficient zwitterionic surfactant and synthetic method thereof
  • Efficient zwitterionic surfactant and synthetic method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0150] The present embodiment provides a kind of fluorine-containing alkyl zwitterionic surfactant, its structure is as follows:

[0151]

[0152] The above-mentioned fluorine-containing alkyl zwitterionic surfactant provided in this example is prepared according to the following steps:

[0153] (1) Synthesis of perfluoroalkyl amide intermediates:

[0154] In a 100mL round bottom flask equipped with a stirring device, add 0.02mol polyamine and 20mL diethyl ether; stir, and slowly add 0.02mol perfluorohexylformyl chloride dropwise under ice-water bath; , continue to react for 2h; the resulting mixture was washed twice with 10% sodium hydroxide, and the organic layer (diethyl ether layer) was separated; washed three times with water, then dried and filtered using anhydrous magnesium sulfate; the filtrate was removed under reduced pressure diethyl ether to obtain a crude product of light yellow viscous liquid; then separated and purified by column chromatography to obtain a p...

Embodiment 2

[0168] The present embodiment provides a kind of fluorine-containing alkyl zwitterionic surfactant, its structure is as follows:

[0169]

[0170] The above-mentioned fluorine-containing alkyl zwitterionic surfactant provided in this example is prepared according to the following steps:

[0171] (1) Synthesis of perfluoroalkyl amide intermediates:

[0172] In a 100mL round bottom flask equipped with a stirring device, add 0.02mol of polyamine and 20mL of dry tetrahydrofuran; stir, and slowly add 0.02mol of perfluorohexylformyl chloride dropwise under ice-water bath; 25°C, continue to react for 2h; wash the obtained mixture twice with 10% aqueous sodium hydroxide solution, and separate the organic layer (THF layer); wash three times with water, then dry and filter with anhydrous magnesium sulfate; The tetrahydrofuran was removed under pressure to obtain a crude product of a yellow viscous liquid; after separation and purification by column chromatography, a perfluoroalkylam...

Embodiment 3

[0186] The present embodiment provides a kind of fluorine-containing alkyl zwitterionic surfactant, its structure is as follows:

[0187]

[0188] The above-mentioned fluorine-containing alkyl zwitterionic surfactant provided in this example is prepared according to the following steps:

[0189] (1) Synthesis of perfluoroalkyl amide intermediates:

[0190] In a 100mL round-bottomed flask equipped with a stirring device, add 0.02mol of polyamine and 20mL of ethyl acetate; under stirring at room temperature, slowly add 0.02mol of perfluoroalkyl formate; after the addition is complete, continue to stir for 2h; The obtained mixture was distilled off under reduced pressure to remove the solvent to obtain a crude product of yellow viscous liquid; then separated and purified by column chromatography to obtain a perfluoroalkylamide intermediate with a yield of 95.1%.

[0191] Its reaction formula is as follows:

[0192]

[0193] Perfluoroalkylamide intermediates 1 The H-NMR d...

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

No PUM Login to View More

Abstract

The invention relates to an efficient zwitterionic surfactant and a synthetic method thereof. The surfactant contains perfluoroalkyl groups, sulfonate anions and quaternary amine positive ions and is a zwitterionic surfactant, the general structural formula is as shown in formula (1) or (2), wherein Rf is a C3-C20 fluorocarbon chain groups; R1, R2 and R'' are univalent groups of H or C1-C3 alkane chain; the R' general structural formula is one of (CH2)nOm, (CH2)n(NR3)m and (CH2)nSm, wherein R3 is a univalent group of a C1-C3 alkane chain, m and n are integers larger than 0 or equal to 0,and n is larger than or equal to 2m; X is one of CMH2M+1, OCMH2M+1, SCMH2M+1 groups, and M is an integer larger than 0 or equal to 0. The synthetic method comprises the steps of first causing perfluoroalkyl group substituted carboxylic acids or derivatives of perfluoroalkyl group substituted carboxylic acids to react with polyamine to obtain perfluoroalkyl amide substituted polyamines; and then causing the perfluoroalkyl amide substituted polyamines to react with halogenated sulfonate to obtain a target surfactant. The surfactant is not sensitive to the pH value, has very good salt resistance and belongs to efficient and environment-friendly surfactants.

Description

technical field [0001] The invention belongs to the field of surfactants, in particular to a high-efficiency zwitterionic surfactant with a perfluoroalkyl group and a preparation method thereof. Background technique [0002] Fluorinated surfactants have the characteristics of high surface activity, high thermal stability and high chemical stability, and are both water-repellent and oil-repellent. They are widely used in many fields such as chemistry, chemical industry, textile, leather, construction, and fire protection. Fluorinated surfactants widely used at present are perfluorooctanoate (PFOA) and perfluorosulfonate (PFOS), but perfluorooctanoate (PFOA) and perfluorooctanesulfonate (PFOS) are difficult to degrade in the natural environment, and have The basic characteristics of persistent environmental organic pollutants, and have very adverse effects on the human body. In 2006, under the advocacy of the US Environmental Protection Agency, DuPont, 3M, Daikin, Arkema and ...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
Patent Type & Authority Applications(China)
IPC IPC(8): B01F17/18B01F17/26B01F17/04C09K23/18C09K23/04C09K23/26
CPCC09K23/00
Inventor 陈亿新梁海波王江兵谢文健辛伟贤陈新滋
Owner JIANGSU LEE & MAN CHEM