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Method for using perfluoroalkyl-containing chain-terminated double-terminal functional group perfluoropolyether for producing single-terminal functional group perfluoropolyether

A technology containing fluoroalkyl chain and perfluoropolyether, which is applied in polyether coatings, paints containing biocides, coatings, etc. The problems of poor lubricity of ether siloxanes can achieve the effects of excellent waterproof and oil-proof and anti-rubbing properties, excellent lubricity and anti-rubbing properties, and low coefficient of dynamic friction.

Active Publication Date: 2019-07-05
TIANJIN UNIV OF SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] WO099085 discloses a preparation of single-end Z-type perfluoropolyether siloxane with fluorine gas, and pointed out that the double-end perfluoropolyether siloxane has poor lubricity and the smoothness of K-type perfluoropolyether siloxane bad question
[0006] CN 106146820 A discloses a kind of perfluoroalkyl iodide to capping double-terminal perfluoropolyether allyl ether. Although the fluorine content of the molecular chain can be increased, the content of perfluoropolyether with a single-ended structure is not clear , and without separating it
[0007] However, in actual production, it is difficult to achieve controllable preparation of single-ended perfluoropolyether with the currently published technology.
Therefore, it is more difficult to control the quality stability of anti-fingerprint oil

Method used

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  • Method for using perfluoroalkyl-containing chain-terminated double-terminal functional group perfluoropolyether for producing single-terminal functional group perfluoropolyether
  • Method for using perfluoroalkyl-containing chain-terminated double-terminal functional group perfluoropolyether for producing single-terminal functional group perfluoropolyether
  • Method for using perfluoroalkyl-containing chain-terminated double-terminal functional group perfluoropolyether for producing single-terminal functional group perfluoropolyether

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0069] (1) Preparation of α-hydroxy-ω-allyl-perfluoropolyether

[0070] Synthesis of HOCH 2 CF 2 (OCF 2 ) p (OCF 2 CF 2 ) q OCF 2 CH 2 OCH 2 CH=CH 2

[0071] At -5~5°C, add 10g (0.004mol) double-terminated hydroxyl perfluoropolyether (Mw=2500g / mol) and 0.61g (0.006mol) triethylamine into the three-necked flask, Stir in the cold bath circulating pump for 10-20 minutes. Then slowly add 0.53g (0.0044mol) of pivaloyl chloride dropwise to the mixture, and the dropwise addition is completed within 30min. The temperature was raised to room temperature, and stirring was continued at room temperature for 1 hour, then gradually warmed to 40°C, and stirred for 4 hours. After the reaction is completed, add water and fluorine solvent, stir rapidly for about 3-5 minutes, and a relatively clear organic phase appears. Finally, phase-separation extraction and vacuum distillation to remove the solvent gave 9.3 g of light yellow and clear crude product 1.

[0072] Weigh 7g (about ...

Embodiment 2

[0081] Synthetic C 3 f 7 OCHFCF 2 OCH 2 CF 2 (OCF 2 ) p (OCF 2 CF 2 ) q OCF 2 CH 2 OCH 2 CH=CH 2

[0082] 0.0.37g (0.0014mol) perfluoro-n-propyl vinyl ether and 3g (0.0012mol) α-hydroxyl-ω-allyl-perfluoropolyether in Example 1 were added to a closed stainless steel reactor, and then Add 0.36g of 20%wt (0.0018mol) sodium hydroxide aqueous solution, and stir the reaction at 60°C for 8h. After the reaction, water and fluorine solvent were added to the product, and stirred rapidly for 10 minutes, and a relatively clear organic phase appeared. Finally, phase-separation extraction and vacuum distillation yielded 2.5 g of light yellow clear single-ended perfluoropolyether allyl ether.

Embodiment 3

[0084] Synthetic C 3 f 7 O(C 3 f 6 O) 4 CF 2 CF 2 CH 2 O-

[0085] CH 2 CF 2 (OCF 2 ) p (OCF 2 CF 2 ) q OCF 2 CH 2 OCH 2 CH=CH 2

[0086] Add 3g (0.0012mol) of α-hydroxy-ω-allyl-perfluoropolyether and 0.035g (0.0014mol) of sodium hydride in Example 1 into a three-necked flask, and stir slowly at room temperature until the hydrogen is released Afterwards, the temperature was raised to 80° C., 3 ml of m-trifluorotoluene and 2 ml of N, N-dimethylformamide mixed solvent were added, and stirring was continued for 3 h. Then add 1.3g (0.0012mol) D-type perfluoropolyether p-toluenesulfonate, and stir and react at 120°C for 30h. After the reaction, water and fluorine solvent were added to the product, and stirred rapidly for 10 minutes, and a relatively clear organic phase appeared. Finally, phase-separation extraction and vacuum distillation yielded 3.6 g of brownish-yellow clear single-ended perfluoropolyether allyl ether.

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Abstract

The invention relates to a method for using perfluoroalkyl-containing chain-terminated double-terminal functional group perfluoropolyether for producing single-terminal functional group perfluoropolyether. According to the method, through reaction of a perfluoroalkyl-containing compound, allyl bromide and the dihydroxy-terminal perfluoropolyether, perfluoroalkyl-containing chain-terminated perfluoropolyether allyl ether or the hydroxyl-terminated perfluoroalkyl-containing chain-terminated perfluoropolyether is obtained. Compared with the double-terminal functional group perfluoropolyether rawmaterial, the single-terminal functional group perfluoropolyether raw material produced through the method has more excellent smoothness, lubricity and rub resistance. A molecular chain of the single-terminal functional group perfluoropolyether is of a linear-chain structure, and has excellent flexibility, and an unfixed terminal has a very high degree of freedom after being rubbed.

Description

technical field [0001] The invention belongs to the technical field of chemical materials and base material surface treatment, in particular to a method for preparing single-end functional group perfluoropolyether by using fluorine-containing alkyl chain-terminated double-terminal functional group perfluoropolyether. Background technique [0002] At present, touch-screen electronic equipment, ceramics, plexiglass and mirror material polycarbonate are more and more widely used in daily life. Touching and swiping with fingers for a long time during use will inevitably expose these substrates to water and oil stains , so the requirements for the waterproof, anti-fouling and wear-resistant properties of these hard substrates are getting higher and higher. Therefore, there is an urgent need for a coating agent that can be coated on the surface of these substrates and has good waterproof, oil-proof, stain-proof and wear-resistant properties to solve the problems encountered. [0...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G65/338C08G65/48C09D171/00C09D5/16
CPCC08G65/338C08G65/48C09D5/1637C09D5/1662C09D171/00
Inventor 唐旭东冯裕智毛占伟
Owner TIANJIN UNIV OF SCI & TECH
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