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Hexafluoropropylene-based quaternary ammonium salt cationic surfactant, synthesizing method and use

A technology of surfactant and base quaternary ammonium salt, which is applied in the field of perfluoropropenyl quaternary ammonium salt cationic surfactant and its synthesis, can solve the problems of limiting cationic surfactant and the like, achieves good water solubility, simple synthesis method, The effect of high reaction yield

Inactive Publication Date: 2011-03-23
上海瀛正科技有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] However, there are always problems of one kind or another in the compatibility of general cationic surfactants with other surfactants, especially when mixed with anionic surfactants, water-insoluble precipitates can be formed, and the two offset each other
Compatibility issues limit the application of cationic surfactants

Method used

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  • Hexafluoropropylene-based quaternary ammonium salt cationic surfactant, synthesizing method and use
  • Hexafluoropropylene-based quaternary ammonium salt cationic surfactant, synthesizing method and use
  • Hexafluoropropylene-based quaternary ammonium salt cationic surfactant, synthesizing method and use

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0024]

[0025] Will C 7 f 15 COOCH 3 (42.8g, 0.10mol) and H 2 NCH 2 CH 2 N(C 2 h 5 ) 2 15.6g, 0.12mol) into the reaction flask, heated to 90~120°C for reaction under stirring, while the reaction was distilled to remove the methanol generated by the reaction, and the excess ethyldiamine compound H was distilled off under reduced pressure. 2 NCH 2 CH 2 N(C 2 h 5 ) 2 , that is, the corresponding amide C 7 f 15 CONHCH 2 CH 2 N(C 2 h 5 ) 2 Crude. The crude product is distilled under reduced pressure, and the fraction in the range of 140-160°C / 20mmHg is collected to obtain amide C 7 f 15 CONHCH 2 CH 2 N(C 2 h 5 ) 2 The fine product is 46.5g, and the yield is 93.0%.

[0026] The amide C obtained by the above reaction 7 f 15 CONHCH 2 CH 2 N(C 2 h 5 ) 2 Add it into the reaction bottle, keep the reaction temperature between -5°C and 10°C under the condition of ice bath cooling, slowly add 3-bromopropene dropwise under stirring, after the addition, h...

Embodiment 2

[0028]

[0029] Will C 7 f 15 COOCH 3 (42.8g, 0.10mol) and H 2 NCH 2 CH 2 N(CH 3 ) 2 12.5g, 0.12mol) into the reaction flask, heated to 90-120°C for reaction under stirring, and the methanol produced by the reaction was distilled off at the same time, and the excess methyldiamine compound H was distilled off under reduced pressure. 2 NCH 2 CH 2 N(CH 3 ) 2 , that is, the corresponding amide C 7 f 15 CONHCH 2 CH 2 N(CH 3 ) 2 Crude. The crude product is distilled under reduced pressure, and the fraction in the range of 130-155°C / 20mmHg is collected to obtain amide C 7 f 15 CONHCH 2 CH 2 N(CH 3 ) 2 Fine product 50.5g, yield 95.0%.

[0030] The amide C obtained by the above reaction 7 f 15 CONHCH 2 CH 2 N(CH 3 ) 2 Add it into the reaction bottle, keep the reaction temperature between -5°C and 10°C under the condition of ice bath cooling, slowly add 3-chloropropene dropwise under stirring, and heat to 50°C to 100°C to react After 5-8 hours, after rem...

Embodiment 3

[0032]

[0033] Will C 8 f 17 o 2 COOCH 3 (51.0g, 0.10mol) and H 2 NCH 2 CH 2 N(CH 3 ) 2 12.5g, 0.12mol) into the reaction flask, heated to 90-120°C for reaction under stirring, while the reaction was distilled to remove the methanol generated by the reaction, and the excess methyldiamine compound H was distilled off under reduced pressure. 2 NCH 2 CH 2 N(CH 3 ) 2 , that is, the corresponding amide C 7 f 15 CONHCH 2 CH 2 N(CH 3 ) 2 Crude. The crude product is distilled under reduced pressure, and the fraction in the range of 130-170°C / 20mmHg is collected to obtain amide C 8 f 17 o 2 CONHCH 2 CH 2 N(CH 3 ) 2 The refined product is 55.3g, and the yield is 91.0%.

[0034] The amide C obtained by the above reaction 8 f 17 o 2 CONHCH 2 CH 2 N(CH 3 ) 2 Add it into the reaction flask, keep the reaction temperature between -5°C and 10°C under the condition of ice bath cooling, slowly add 3-chloropropene dropwise under stirring, after the addition, he...

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Abstract

The invention relates to a cationic surfactant, in particular to the cationic surfactant of perfluoro propylene based quaternary ammonium salt, synthesis thereof and application thereof. The structural formula of the compound is as shown in a figure. The synthesis of the cationic surfactant comprises the following steps: 1. performing a single amidation reaction between perfluoro fatty group carboxylic acid and an alkyl diamine compound under the protection of nitrogen to generate perfluoro fatty group amide; and 2. performing a quaternary ammonium salinization reaction between the perfluoro fatty group amide and a 3-(halogen) propylene. Compared with the prior surfactant art and functions, the cationic surfactant has a further development. With a special structure containing a double-bond, the cationic surfactant has all the surface activities of a common fluorocarbon surfactant and reactivity. The finished product has good water solubility of, has foaming characteristics, can be mixed and dissolved with various solvents, and shows cation type in various media. The cationic surfactant can not only reduce the surface tension of a system, but also polymerize monomers, and have hydrophobicity and oleophobic property. Besides, the method is simple and easy to control, has high yield, can be applied in various fields and is suitable for industrialization.

Description

technical field [0001] The invention relates to the technical field of cationic surfactants, in particular to a perfluoropropenyl quaternary ammonium salt cationic surfactant and its synthesis method and application. Background technique [0002] Cationic surfactant means that when such substances are dissolved in water, the ionized hydrophilic groups are positively charged cations, that is to say, the surface-active groups of such substances are cations. Cationic surfactants have the common properties of general surfactants, that is, they can be adsorbed on the surface or interface and reduce surface tension, form micelles in solution, and exhibit characteristics such as wetting, solubilization, emulsification, and dispersion. Quaternary ammonium salts are the most commonly used cationic surfactants, mainly used as fungicides, softeners, antistatic agents, etc. [0003] However, there are always problems of one kind or another in the compatibility of general cationic surfa...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): B01F17/18C09K23/18
Inventor 王嘉郝振文冯莉李艳云王培源
Owner 上海瀛正科技有限公司
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