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2-methyl-2-perfluorous nonene oxy ethoxy carbonyl ethyl methyl di-poly ethoxy silane and preparation and application thereof

A technology of nonenyloxyethoxycarbonylethylmethyldipolyethoxysilane and perfluorononenyloxyethyl ester is applied in the application field of surfactants, and the preparation method is simple and the application prospect is broad. , the effect of high surface activity

Active Publication Date: 2014-02-05
南京新孚新材料有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] Using perfluorononenyl-containing methacrylate (I) as a raw material, under the catalysis of chloroplatinic acid, undergoes hydrosilylation reaction with methyldichlorosilane (II) to obtain the fluorine-containing silicon intermediate 2-methyl -2-perfluorononenyloxyethoxycarbonylethylmethyl dichlorosilane (III), continue to react with polyethylene glycol-400 ((IV) to synthesize 2-methyl-2-perfluorononene Oxyethoxycarbonylethylmethyldipolyethoxysilane (V), has not been reported yet

Method used

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  • 2-methyl-2-perfluorous nonene oxy ethoxy carbonyl ethyl methyl di-poly ethoxy silane and preparation and application thereof
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  • 2-methyl-2-perfluorous nonene oxy ethoxy carbonyl ethyl methyl di-poly ethoxy silane and preparation and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0037] In a 250mL four-necked flask equipped with a stirrer, a thermometer, a dropping funnel and a reflux condenser, add 5.60g (0.01mol) of 2-perfluorononenyloxyethyl methacrylate, 20mL of tetrahydrofuran, 0.02g Chloroplatinic acid mass fraction is 1% isopropanol solution of chloroplatinic acid (relative to 17ppm Pt 4+ / g methacrylate-2-perfluorononenyloxyethyl ester), stirred, and slowly added 1.38g (0.012mol) methyldichlorosilane dropwise at room temperature (about 30min). After the dropwise addition, the temperature was raised to 50°C, and the reaction was continued for 16h. The solvent and unreacted methyldichlorosilane were removed by rotary evaporation under reduced pressure to obtain 2-methyl-2-perfluorononenyloxyethoxycarbonylethylmethyldichlorosilane as a colorless transparent liquid with a yield of 70.2% .

[0038] FT-IR (cm -1 ): 2979, 1732, 1641, 1457, 1284, 1235, 1202, 1166, 1056, 1030, 977, 752, 535.

[0039] 19 F NMRδ(CDCl 3 , ppm): -75.0 (s, 3F), -90.2 (...

Embodiment 2

[0041] Carry out the reaction according to Example 1, but, 5.75g (0.05mol) of methyl dichlorosilane, 40mL of 1,1,1-trichloroethane instead of 20mL of THF, the amount of 1% isopropanol solution of chloroplatinic acid is changed to 0.12g , Reflux reaction 20h, yield 72.1%.

Embodiment 3

[0043] The reaction was carried out according to Example 1, but the amount of 1.15 g (0.01 mol) of methyl dichlorosilane and 1% isopropanol solution of chloroplatinic acid was changed to 0.06 g, and the reaction was carried out for 10 hours, and the yield was 63.7%.

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Abstract

The invention discloses 2-methyl-2-perfluorous nonene oxy ethoxy carbonyl ethyl methyl di poly ethoxy silane and preparation and application thereof, the structure of the 2-methyl-2-perfluorous nonene oxy ethoxy carbonyl ethyl methyl di poly ethoxy silane is shown as a formula (I), wherein n average value is in the range of 2 ~ 45, and Rf is perfluorous nonene group. The preparation method of the 2-methyl-2-perfluorous nonene oxy ethoxy carbonyl ethyl methyl di poly ethoxy silane is shown as the following reaction equations (in the specification). The invention also provides the application of the 2-methyl-2-perfluorous nonene oxy ethoxy carbonyl ethyl methyl di poly ethoxy silane as a surfactant, and the 2-methyl-2-perfluorous nonene oxy ethoxy carbonyl ethyl methyl di poly ethoxy silane is high in surface activity, and can be used as the surfactant for wide use in emulsifiers, paint brighteners, waterproof and oilproof agents of fiber fabrics including leather and paper, waterproof and oilproof agents of hard surfaces, and other fields.

Description

(1) Technical field [0001] The invention relates to a 2-methyl-2-perfluorononenyloxyethoxycarbonylethylmethyldipolyethoxysilane, a preparation method thereof and an application as a surfactant. (2) Background technology [0002] In recent years, the amount of fluorine-containing and silicon-containing surfactants has been increasing day by day. Silicone surfactants have better surface activity and ease of spreading than ordinary surfactants, and can significantly reduce the surface tension of water to about 21mN / m. They are a type of high-efficiency surfactants [Daily Chemical Industry, 2009 , 39(2):133-1375]. Polysiloxane with Si—O—Si as the main chain has outstanding heat resistance and good weather resistance because the bond energy of Si—O bond is significantly higher than that of C—O bond and C—C bond. [Surfactant Industry, 1999, (3): 20-26]. Organic fluorine surfactants have high thermal stability, acid resistance, high alkali resistance and strong oxidant resistance...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G65/48C07F7/18B01F17/54C09K23/54
Inventor 史鸿鑫沈海民钟佳琪
Owner 南京新孚新材料有限公司