Perfluoropolyether-modified silane compound, surface treatment composition comprising same and thin 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 , The tightness of the treatment agent segment and the substrate cannot be fully exerted, etc., to achieve the effect of excellent anti-fouling and good smoothness

Active Publication Date: 2017-08-18
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 the Chinese invention patent CN 101456947B, two silane groups are placed aside, but due to the use of an aminoamide group with a relatively bulky three-dimensional structure and a large three-dimensional barrier, the possibility of multiple bonding is reduced. The closeness between the chemically bonded treatment agent segment and the substrate may not be fully exerted, resulting in the failure to maximize the improvement of stain resistance

Method used

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

Examples

Experimental program
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Effect test

Embodiment 1

[0026] Example 1: Synthesis of perfluoropolyether modified silane compound JE

[0027] Step (A-1): Reduction of acyl fluoride ethers to fluoroether alcohols (1-1)

[0028] In a 2.0L four-necked flask equipped with a stirrer, dropping funnel, reflux condenser and thermometer, 250 g of diethylene glycol dimethyl ether and 11.4 g (0.3 mol) of NaBH 4 , and then 525g (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 mixture was allowed to proceed 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 525 grams of 10% hydrochloric ...

Embodiment 2

[0049] Example 2 Synthesis of perfluoropolyether modified silane compound NE

[0050] Step (B-2): Reaction of acyl fluoride ether with lithium iodide to generate corresponding fluoroether iodide (2-1)

[0051] Add 164 grams by chemical formula F-(CF 2 CF 2 O) n (CF 2 O) m -CF 2 The fluorine polyperfluoroethylene oxide group represented by -COF (average molecular weight is 3000) and 21.7 grams of lithium iodide, after nitrogen replacement, then reacted 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):

[0052] CF3 CF 2 O-(CF 2 CF 2 O) m -(CF 2 O) n -CF 2 -I (2-1)

[0053] CF 3 CF 2 O-(CF 2 CF 2 O) m -(CF 2 O) n -CF 2 -H (2-2)

[0054] Using infrared and NMR spectroscopic ...

Embodiment 3

[0082] Example 3 Synthesis of perfluoropolyether modified silane compound PE

[0083] Step (C-3a): Compound (2-5) undergoes silylation reaction with methyldichlorosilane

[0084] In order to prevent the mixture (2-5) having a vinyl group at the end generated by the step (C-2b) of the above synthesis example from deactivating due to the poisoning effect (poison) of the platinum catalyst used in the hydrogen silicon reaction due to the existence of a small amount of iodide, The vinyl mixture (2-5) obtained in the above steps is stirred with powdered zinc powder and 5% acetic acid aqueous solution at room temperature for half an hour before being used in the reaction, and the filtered filtrate is left to stand to separate the lower organic layer (see US patent 5,166,453 ), and washed once with water, and the processed product obtained in this way is decompressed to remove volatile matter for later use.

[0085] The 100 ml four-necked flask equipped with a reflux condenser, a the...

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Abstract

The invention discloses a perfluoropolyether-modified silane compound,a surface treatment composition comprising the same and a thin film. The structure of the perfluoropolyether-modified silane compound is as shown in F(CF2CF2O)m(CF2O)nCF2CH2{CH2}p[O(CH2)3]bSi(CH3)a{(CH2)3Si(OCH3)3}3-a, wherein p and b are independent numbers separately; if p and b are 0 at the same time, a can be 1, or if p and b are 1 at the same time, a is 0; and m and n are independent numbers separately. The perfluoropolyether-modified silane compound has good self-assembled monomolecular coating property, and can be used for forming the thin film which has high durability, relatively good smoothness and excellent antifouling property and scratch resistance.

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): C08G65/337C08G65/336C08G65/331C09D171/02C09D5/16C08J5/18G02B1/18
CPCC08G65/3312C08G65/336C08G65/337C08J5/18C08J2371/02C09D5/1662C09D171/02G02B1/18
Inventor 曹贤根程思聪汤国璋
Owner 龙岩思康新材料有限公司
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