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Perfluoropolyether group-containing silane compound, preparation method thereof, surface treating agent based on compound, film and application of film

A silane compound, perfluoropolyether-based technology, used in the application of thin films, surface treatment agents, and thin films, can solve the problems of special structure of raw materials, difficult synthesis process, and many process steps, and achieve production cost advantages and reduce Synthesis difficulty, simple separation and purification steps

Pending Publication Date: 2021-07-16
苏州东杏表面技术有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] Although the commercially available surface treatment agent and the film layer prepared by the perfluoropolyether-based silane compound involved in the existing invention patents have high wear resistance, they can withstand steel wool reciprocating wear for more than 5000 times, and even up to Tens of thousands of times, the surface dynamic friction coefficient of the film layer can be reduced to about 0.05. However, the existing perfluoropolyether modified silane compound has a difficult synthesis process, many process steps, a long process, and the original material structure is special and not easy. Obtaining and other problems, resulting in its expensive price and high production cost

Method used

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  • Perfluoropolyether group-containing silane compound, preparation method thereof, surface treating agent based on compound, film and application of film
  • Perfluoropolyether group-containing silane compound, preparation method thereof, surface treating agent based on compound, film and application of film
  • Perfluoropolyether group-containing silane compound, preparation method thereof, surface treating agent based on compound, film and application of film

Examples

Experimental program
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Effect test

Synthetic example 1

[0049] The synthesis of the silane compound (represented by A) containing perfluoropolyether group, the preparation steps are as follows:

[0050] step 1:

[0051] In a 100mL single-necked round bottom flask equipped with a stirrer, add 10g of the average composition as CF 3 (OCF 2 CF 2 )r(OCF 2 )sOCF 2 CH 2 OH (the sum of r and s is 35-42) perfluoropolyether modified alcohol (number average molecular weight is 3500-4000), 15mL 1,3-bis(trifluoromethyl)benzene, 0.375g succinic anhydride, 0.3g of 4-dimethylaminopyridine was stirred at room temperature for 2h. After extraction with methanol and water, 9.8 g of a colorless and transparent product was obtained by distillation under reduced pressure, which is the perfluoropolyether carboxylic acid compound (M1): CF 3 (OCF 2 CF 2 ) r (OCF 2 ) s OCF 2 CH 2 OCOCH 2 CH 2 COOH.

[0052] The H NMR spectrum of perfluoropolyether carboxylic acid compound (M1) is as follows figure 1 shown.

[0053] Identified by nuclear ma...

Synthetic example 2

[0063] The synthesis of the silane compound (represented by B) containing perfluoropolyether group, the preparation steps are as follows:

[0064] step 1:

[0065] In a 100mL single-necked round bottom flask equipped with a stirrer, add 10g of the average composition as CF 3 (OCF 2 CF 2 )r (OCF 2 )sOCF 2 CH 2 OH (the sum of r and s is 35-42) perfluoropolyether modified alcohol (number average molecular weight is 3500-4000), 15mL 1,3-bis(trifluoromethyl)benzene, 0.427g glutaric anhydride, 0.3g of 4-dimethylaminopyridine was stirred at room temperature for 2h. After extraction with methanol and water, 9.9 g of a colorless and transparent product was obtained by distillation under reduced pressure, which is the perfluoropolyether carboxylic acid compound (M2): CF 3 (OCF 2 CF 2 )r(OCF 2 )sOCF 2 CH 2 COCH 2 CH 2 CH 2 COOH.

[0066] The hydrogen nuclear magnetic resonance spectrum of carboxyl perfluoropolyether compound (M2) is as image 3 shown.

[0067] Identifie...

Synthetic example 3

[0077] The synthesis of the silane compound (represented by C) containing perfluoropolyether group, the preparation steps are as follows:

[0078] step 1:

[0079] In a 100mL single-necked round bottom flask equipped with a stirrer, add 10g of the average composition as CF 3 (OCF 2 CF 2 )r(OCF 2 )sOCF 2 CH 2 OH (the sum of r and s is 35-42) perfluoropolyether modified alcohol (number average molecular weight is 3500-4000), 15mL 1,3-bis(trifluoromethyl)benzene, 0.555g phthalylene Anhydride and 0.3g 4-dimethylaminopyridine were stirred at room temperature for 2h. After extraction with methanol and water, 10.1 g of a colorless and transparent product was obtained by distillation under reduced pressure, which is the perfluoropolyether carboxylic acid compound (M3): CF 3 (OCF 2 CF 2 )r(OCF 2 )sOCF 2 CH 2 OCOC 6 h 4 COOH.

[0080] The hydrogen nuclear magnetic resonance spectrum of carboxyl perfluoropolyether compound (M3) is as follows Figure 5 shown.

[0081] Ide...

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Abstract

The invention relates to a perfluoropolyether group-containing silane compound, the structural formula of the perfluoropolyether group-containing silane compound is Rf-CH2-OC (O)-X1-CONQaT2-a (1), and the number-average molecular weight of the perfluoropolyether group-containing silane compound is 500-10000; in the formula, Rf is F (CF2) m-(OC4F8) p-(OC3F6) q-(OC2F4) r-(OCF2) sO-C (Z) F (CF2) n-, p, q, r and s are respectively independent and are integers between 0 and 200, the sum of p, q, r and s is not less than 1, the existence sequence and number of each repeating unit with p, q, r and s and included by supports are arbitrary in the formula, m and n are integers between 0 and 30, and Z is F or CF3; a is 0 or 1; X1 is a divalent organic group; Q is hydrogen, phenyl or C1-22 alkyl; and T is-Y-SiR1jR23-j, Y is a divalent organic group, R1 is alkoxy, hydroxyl or a group capable of being hydrolyzed into hydroxyl, R2 is C1-22 alkyl, hydrogen, phenyl or C1-22 alkyl, j is independent and is an integer between 0 and 3, and the sum of j is not less than 1. An article coated with the perfluoropolyether group-containing silane compound has good hydrophobicity, oleophobicity, smoothness, steel wool wear resistance and eraser wear resistance.

Description

technical field [0001] The invention relates to the technical field of fluorosilicon polymer materials and surface treatment, in particular to a silane compound containing a perfluoropolyether group, a preparation method thereof, a surface treatment agent based on the compound, a film, and an application of the film. Background technique [0002] With the rapid popularization of smart phones, tablet PCs and automotive central control devices around the world, when consumers touch the display panel with their fingers to operate, they require the device screen to provide excellent surface sliding properties. And the touch panel is easily polluted by skin oil, sweat, cosmetics, etc. The researchers used fluorine-containing polymer compounds with high lubricity and high water and oil repellency in order to form an adhesive functional film with better slipperiness and anti-fingerprints on the surface of the substrate. [0003] It is known in the prior art that when a silane comp...

Claims

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Application Information

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IPC IPC(8): C08G65/336C08G65/332C09D171/00
CPCC08G65/336C08G65/3322C09D171/00
Inventor 何丽蓉张黎斌
Owner 苏州东杏表面技术有限公司
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