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Polymer-modified phosphonic acid derivative containing fluoroalkylene oxide and surface treatment agent containing same

A technology of oxyalkylene and phosphonic acid derivatives, used in biocide-containing paints, polyether coatings, other chemical processes, etc., to achieve excellent low dynamic friction, excellent detergency, and excellent adhesion.

Active Publication Date: 2020-09-15
SHIN ETSU CHEM CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0009] As the glass that has been treated with the silane containing the fluorinated oxyalkylene group, although a material excellent in decontamination and adhesion can be obtained, it is difficult to make it directly bonded to surfaces other than glass and silicon dioxide (silica). sticking

Method used

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  • Polymer-modified phosphonic acid derivative containing fluoroalkylene oxide and surface treatment agent containing same
  • Polymer-modified phosphonic acid derivative containing fluoroalkylene oxide and surface treatment agent containing same
  • Polymer-modified phosphonic acid derivative containing fluoroalkylene oxide and surface treatment agent containing same

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0117] craft (1i)

[0118] In a reaction vessel, 150 g of tetrahydrofuran and 300 g of 1,3-bistrifluoromethylbenzene were mixed, and 160 ml of 0.7 M allylmagnesium bromide was added dropwise. Next, after slowly adding 300 g of the compound represented by the following formula (1a) dropwise, it heated at 60 degreeC for 4 hours.

[0119]

[0120] After the heating was completed, it was cooled to room temperature, and the solution was added dropwise to 300 g of 1.2 M hydrochloric acid aqueous solution to stop the reaction. After recovering the lower fluorine compound layer by a liquid separation operation, it was washed with acetone. The fluorine compound in the lower layer is recovered after cleaning. The solvent and unreacted substances were distilled off to obtain 290 g of a compound represented by the following formula (1b).

[0121]

[0122] Craft (1ii)

[0123] Next, 20 g of the compound obtained in the above process (1i) (formula (1b)), 30 g of 1,3-trifluoromethy...

Embodiment 2

[0139] 20g of the compound (formula (1d)) obtained in Example 1 and 30g of 1,3-trifluoromethylbenzene and 10g of diethyl ether and 3.250g of bromotrimethylsilane were mixed at 70 Cake for 24 hours. Then, the solvent and unreacted substances were distilled off under reduced pressure to obtain 20 g of a liquid product. pass 1 The obtained mixture was measured by H-NMR, and it was confirmed that it was represented by following formula (2e).

[0140]

[0141] In formula (2e), X is CH 2 CH 3 or Si(CH 3 ) 3 .

[0142] CH 2 CH 3 : Si(CH 3 ) 3 =59:41

[0143] (p / q=0.9, )

[0144] The compound of the above formula (2e) (hereinafter referred to as 'compound 3') 1 The data of H-NMR (TMS standard, ppm) are shown below.

[0145]

Embodiment 3

[0147] Craft (3i)

[0148] 20 g of the compound (formula (1b)) obtained in Example 1, 30 g of 1,3-trifluoromethylbenzene and 30 g of 1,4-bis(dimethylsilyl)benzene and 0.005 g of Toluene solution of chloroplatinic acid / vinylsiloxane complex (containing 1.25×10 -9 mol) were mixed and aged at 80°C for 5 hours. Then, the solvent and unreacted substances were distilled off under reduced pressure to obtain 21 g of a liquid product. pass 1 The obtained compound was measured by H-NMR, and it was confirmed that it was represented by the following formula (3c).

[0149]

[0150] Craft (3ii)

[0151] Next, 20 g of the compound (formula (3c)) obtained in the above process (3i) and 30 g of 1,3-trifluoromethylbenzene and 4.0 g of allylphosphonic acid diethyl ester and 0.005 g of Toluene solution of chloroplatinic acid / vinylsiloxane complex (containing 1.25×10 -9 mol) were mixed and aged at 90°C for 48 hours. Then, the solvent and unreacted substances were distilled off under reduc...

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Abstract

The present invention provides a polymer-modified phosphonic acid derivative containing a fluorinated oxyalkylene group represented by the following formula (1) and a surface treatment agent containing it, as well as articles treated with the surface treatment agent and articles treated with the surface treatment agent. Optical articles treated with surface treatment agents. The compound can form a film with excellent water and oil repellency, low dynamic friction, decontamination, mold release, abrasion resistance and adhesion to the substrate, and the surface treatment agent has a durable surface treatment agent that can maintain these excellent properties for a long time sex.

Description

technical field [0001] The present invention relates to a polymer-modified phosphonic acid derivative containing a fluorinated oxyalkylene group and a surface treatment agent containing the derivative. Specifically, it relates to an article treated with the surface treatment agent and an optical article treated with the surface treatment agent excellent in water and oil repellency and fingerprint wiping property. Background technique [0002] Usually, the compound containing perfluorooxyalkylene has very small surface free energy, so it has the characteristics of water and oil repellency, chemical resistance, lubricity, mold release and antifouling, etc., using its characteristics, in In industrial production, it is widely used in the fields of water-repellent, oil-repellent and anti-fouling agents for paper / fiber, lubricants for magnetic recording media, oil-repellent agents for precision machinery, mold release agents, cosmetic materials, and protective films. [0003] Ho...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G65/336C08G65/335C08G65/337C08G65/331C08G65/48C09D171/02C09D171/08C09D5/16
CPCC09D171/00C09D171/02C08G65/331C08G65/3355C08G65/336C08G65/337C08G65/48C09D5/1662G02B1/18C09K3/18C08G65/007C08G65/3351C08G2650/48
Inventor 山根佑治酒匂隆介松田高至
Owner SHIN ETSU CHEM CO LTD
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