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Perfluoropolyether modified silane compound, surface treatment composition comprising compound and film

A silane compound, perfluoropolyether technology, applied in polyether coatings, biocide-containing paints, coatings, etc., can solve the problem that the improvement of stain resistance cannot be maximized and the possibility of multiple bonding is reduced , safety hazards and other issues, to achieve the effect of excellent anti-fouling, high durability, and good slipperiness

Active Publication Date: 2016-07-27
龙岩思康新材料有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] In the scheme disclosed in Chinese invention patent CN101456947B, the two silane groups are placed aside, but due to the use of aminoamide groups with a relatively bulky stereo structure and a large stereo barrier, the possibility of multiple bonding is reduced, and its After chemical bonding, the closeness between the treatment agent fragment and the substrate may not be fully exerted, resulting in the improvement of the anti-staining performance cannot be maximized
[0006] Chinese invention patent application CN104769009A discloses another polyfunctional silane group structure. Although its product purity and wear resistance have been greatly improved, it still has the disadvantages of potential safety hazards and high energy consumption. For example, the solution includes Low-boiling flammable solvents (ether or THF) and a large amount of allylmagnesium bromide, which is of concern for safety, may cause safety hazards

Method used

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  • Perfluoropolyether modified silane compound, surface treatment composition comprising compound and film
  • Perfluoropolyether modified silane compound, surface treatment composition comprising compound and film
  • Perfluoropolyether modified silane compound, surface treatment composition comprising compound and film

Examples

Experimental program
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Effect test

Embodiment 1

[0033] Embodiment 1 Synthetic perfluoropolyether modified silane compound JE

[0034] Step (A-1): Reduction of acyl fluoride ethers to fluoroether alcohols (1-1)

[0035] In a 3.0L four-necked flask equipped with a stirrer, dropping funnel, reflux condenser and thermometer, 330 g of diglyme and 11.4 g (0.3 mol) of NaBH 4 , and then 700g (0.175 moles) by chemical formula F-(CF 2 CF 2 O) n (CF 2 O) n -CF 2 A fluoropolyperfluorooxirane fluoride ether compound represented by -COF (average molecular weight: 3000) was added dropwise to the above-mentioned raw material mixture at a rate of 10 mL / minute under nitrogen blanketing. After completion of the dropwise addition, the temperature of the liquid phase was raised to about 90° C., and the reaction was carried out at this reaction temperature for 6 hours. After the reaction, the mixture in the flask was stirred and cooled to below 40°C, then slowly added 700 grams of 10% hydrochloric acid aqueous solution therein to carry ou...

Embodiment 2

[0046] Example 2 Synthesis of perfluoropolyether modified silane compound NE

[0047] Step (B-2): Reaction of acyl fluoride ether with lithium iodide to generate corresponding fluoroether iodide (2-1)

[0048] Add 164 grams by chemical formula F-(CF 2 CF 2 O) n (CF 2 O) n -CF 2 The fluorine polyperfluoroethylene oxide group acid fluoride ether compound (average molecular weight is 3000) represented by -COF and 3.5 grams of lithium iodide, after nitrogen replacement, then react at 180 ° C for 10 hours, after cooling to room temperature, After removing the solid matter in the reaction mixture, 160 g of reaction crude product can be obtained. This crude product is found to be the target compound 2-1 of following two structures through NMR analysis: and the mixture of by-product 2-2 (approximate ratio is 90:10):

[0049] CF 3 CF 2 O-(CF 2 CF 2 O) m -(CF 2 O) n -CF 2 -I(2-1)

[0050] CF 3 CF 2 O-(CF 2 CF 2 O) m -(CF 2 O) n -CF 2 -H(2-2)

[0051] Using infra...

Embodiment 3

[0066] Example 3 Synthesis of perfluoropolyether modified silane compound PE

[0067] Step (B-3): Reaction of toluenesulfonate with 1,4-pentadien-3-ol to generate propenyl derivative (3-1)

[0068] In a dry box filled with nitrogen, put 1.0 g (0.25 moles) of fine powdered sodium hydroxide into a 300 mL four-necked flask, and then under nitrogen protection, equip a stirrer, an addition funnel, a reflux condenser and a thermometer On the 300mL four-necked flask, the entire reaction system was first purged with nitrogen after completion, and then 10.5 grams (0.125 moles) of 1,4-pentadiene- 3-alcohol and 10 g of 1,3-bis(trifluoromethyl)benzene solvent were reacted at 85° C. for 6 hours to complete the formation of sodium 1,4-pentadiene-3-oxide. Then, under continuous stirring, dissolve 30 grams of 1,3-bis(tri Fluoromethyl) benzene solvent and placed in the addition funnel. Then slowly add the (1-1) toluenesulfonate solution dropwise from the addition funnel (the required dropwi...

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PUM

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Abstract

The invention relates to a perfluoropolyether modified silane compound, surface treatment composition comprising the compound and a film. The surface treatment composition is prepared from the perfluoropolyether modified silane compound accounting to 0.1%-20% of the composition in total weight and a solvent accounting for 80%-99.9% of the composition in total weight, and the film is obtained by applying the surface treatment composition. The perfluoropolyether modified silane compound is a fluorosilicone material with the good self-assembly single-molecule coating property, the fluorosilicone material can be used for forming the film with height durability, better smoothness, excellent antifouling property and scratch resistance, can be used as an antifouling layer of an optical component and a fingerprint-resistant layer of a display device and has commercial application value.

Description

technical field [0001] The invention relates to a fluorosilicon material and surface treatment technology, in particular to a perfluoropolyether modified silane compound and a surface treatment composition and film containing the same. Background technique [0002] Anti-reflective coatings, optical filters, optical lenses, spectacle lenses, beam splitters, prisms, mirrors and other optical components and medical and sanitary appliances are easily contaminated by fingerprints, skin oils, sweat, cosmetics, etc. during use. Such stains, once attached, are difficult to remove, especially stains attached to optical parts with anti-reflection coatings are more conspicuous, and cause various problems. [0003] In order to solve this problem, a so-called silane coupling technique combining inorganic materials such as glass and organic materials has been proposed. The silane coupling agent has an organic functional group or chemical structure with good affinity with organic material...

Claims

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Application Information

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IPC IPC(8): C08G65/336C08G65/337C09D171/02C09D5/16
CPCC08G65/336C08G65/337C09D5/1662C09D171/02
Inventor 程思聪汤国彰
Owner 龙岩思康新材料有限公司