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Fluoropolyether group-containing polymer-modified organic silicon compound, surface treatment agent, and article

A technology of organosilicon compounds and polymers, applied in the direction of coating, etc., can solve problems such as insufficient wear resistance

Active Publication Date: 2020-01-10
SHIN ETSU CHEM IND CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, even if a catalyst is added to accelerate curing, the wear resistance is not sufficient for substrates such as resins and metals

Method used

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  • Fluoropolyether group-containing polymer-modified organic silicon compound, surface treatment agent, and article
  • Fluoropolyether group-containing polymer-modified organic silicon compound, surface treatment agent, and article
  • Fluoropolyether group-containing polymer-modified organic silicon compound, surface treatment agent, and article

Examples

Experimental program
Comparison scheme
Effect test

Embodiment

[0281] Hereinafter, synthesis examples, examples, and comparative examples are shown, and the present invention will be described in more detail, but the present invention is not limited by the following examples.

[0282] In Examples and Comparative Examples, compounds obtained in the following Synthesis Examples were used.

Synthetic example 1

[0283] [Synthesis Example 1] Synthesis of Compound 1

[0284] 150 g of tetrahydrofuran and 300 g of 1,3-bis(trifluoromethyl)benzene were mixed in a reaction vessel, and 160 ml of 0.7 M allylmagnesium bromide was added dropwise. Then, slowly drop into the following formula (A)

[0285] [Chemical 53]

[0286]

[0287] p1:q1=47:53,

[0288] Represented compound 200g (4.8×10 -2 mol), heated at 60°C for 4 hours. After heating, it was cooled to room temperature, and the solution was dropped into 300 g of a 1.2M aqueous hydrochloric acid solution to stop the reaction. After recovering the fluorine compound layer as the lower layer by a liquid separation operation, it was washed with acetone. The washed lower fluorine compound layer was collected again, and the remaining solvent was distilled off under reduced pressure to obtain a fluoropolyether group-containing polymer represented by the following formula (B).

[0289] [Chemical 54]

[0290]

[0291] p1:q1=47:53,

...

Synthetic example 2

[0318] [Synthesis Example 2] Synthesis of Compound 2

[0319] In a reaction vessel, 100 g of 1,3-bis(trifluoromethyl)benzene, 8.2 g of DBU (diazabicycloundecene) (5.4×10 -2 mol), by the following formula (B)

[0320] [Chemical 59]

[0321]

[0322] p1:q1=47:53,

[0323] Represented compound 114g (2.7×10 -2 mol) after mixing, drop 5.8g (5.4×10 - 2 mol). Next, it heated at 50 degreeC for 3 hours. After heating, it was cooled to room temperature, and aqueous hydrochloric acid solution was added dropwise. After recovering the lower fluorine compound layer by a liquid separation operation, it was washed with methanol. The washed lower fluorine compound layer was collected again, and the remaining solvent was distilled off under reduced pressure to obtain a fluoropolyether group-containing polymer represented by the following formula (E).

[0324] [Chemical 60]

[0325]

[0326] 1 H-NMR

[0327] δ0-0.2(-OSi(C H 3 ) 3 )9H

[0328] δ2.4-2.6(-C H 2 CH=CH 2 )4...

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PUM

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Abstract

This surface treatment agent using a compound represented by formula (1) or (2) can, even without having a hydrolyzable group, form a water repellent and oil repellent layer having excellent abrasionresistance under mild conditions such as at room temperature. Rf represents a monovalent or divalent fluorooxyalkylene group-containing polymer residue, Y1 and Y2 each represent a single bond or a divalent hydrocarbon group, Q represents a group that has a Si-containing structure having a valence of 2-4, Si, or C, X represents an epoxy-containing group, k represents 0-2, m represents 1-5, n represents 1-3, Z represents H, -SiR3 (R represents an alkyl group or a phenyl group), or -W1-Q'-W2-X' (X' represents X or -SiR3, W1 and W2 each represent a single bond or a divalent hydrocarbon group, Q' represents a divalent group having a Si-containing structure), and alpha represents 1 or 2.

Description

technical field [0001] The present invention relates to a polymer-modified organosilicon compound containing a fluoropolyether group, a surface treatment agent containing the organosilicon compound, and an article surface-treated with the surface treatment agent. Background technique [0002] In recent years, touch panelization of screens has been accelerated, including displays for mobile phones. However, the screen of the touch panel is bare, and there are many chances of direct contact with fingers, cheeks, etc., and dirt such as sebum is easy to adhere to, which has become a problem. Therefore, in order to improve the appearance and visibility, the technology for making it difficult to attach fingerprints to the surface of the display, and the technology for making dirt easy to come off are increasing year by year, and the development of materials that can meet these requirements is desired. In particular, the surface of a touch panel display is prone to fingerprints an...

Claims

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Application Information

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IPC IPC(8): C08G65/336C08G59/20C08G77/46C09D201/04C09D201/06
CPCC08G65/336C08G65/007C08G77/46C08G65/226C08G59/20C08L77/10C09D201/04C09D201/06C08G2150/00C08L71/02C08L83/12C09D183/12
Inventor 片山理佐松田高至山根祐治
Owner SHIN ETSU CHEM IND CO LTD
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