Preparation method of perfluoropolyether siloxane compound and anti-fingerprint agent

A technology of perfluoropolyether siloxane and perfluoropolyether, applied in polyether coatings, coatings, etc., can solve problems such as poor wear resistance and low silicon content, and achieve improved antifouling and wear resistance, The effect of low production cost, excellent anti-fingerprint effect and wear resistance

Inactive Publication Date: 2021-11-02
DONGHUA UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although this patent has branched chains with high fluorine content and good hydrophobic and oleophobic properties, the silicon content is relatively low and the wear resistance is poor

Method used

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  • Preparation method of perfluoropolyether siloxane compound and anti-fingerprint agent
  • Preparation method of perfluoropolyether siloxane compound and anti-fingerprint agent
  • Preparation method of perfluoropolyether siloxane compound and anti-fingerprint agent

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0038] (1) Preparation of a single double bond-terminated perfluoropolyether intermediate M1-1

[0039]Under the protection of nitrogen, add 6.15g ethylene glycol monoallyl ether (60mmol) and 6.1g triethylamine (60mmol) to a 250ml three-necked flask. Perfluorocyclic ether solution [91.5g perfluoropolyetheramide fluoride (molecular weight 1829.5g / mol, 50mmol) dissolved in 100ml perfluorocyclic ether], control the dropping temperature not to exceed 40°C, after the dropping, react for 3h , filtered, the filtrate was washed twice with 50ml methanol, and concentrated to obtain intermediate M1-1.

[0040] (2) Preparation of monosubstituted perfluoropolyether siloxane TM1-1

[0041] Under the protection of nitrogen, add to the reaction flask, 9.56g M1-1 intermediate (5mmol), 1.05g mercaptopropyltrimethoxysilane (5.3mmol), 0.08g azobisisobutylcyanide (0.5mmol), 20ml 1,3-Bis(trifluoromethyl)benzene, mixed evenly, reacted at 70°C for 6h, after the reaction was complete, concentrated t...

Embodiment 2

[0043] (1) Preparation of a single double bond-terminated perfluoropolyether intermediate M1-2

[0044] Under the protection of nitrogen, add 3.08g ethylene glycol monoallyl ether (30mmol) and 3.05g triethylamine (30mmol) to a 250ml three-necked flask. Perfluorocyclic ether solution [112g perfluoropolyetheramide fluoride (molecular weight: 4500g / mol, 25mmol) dissolved in 120ml perfluorocyclic ether]. , the filtrate was washed twice with 60ml of methanol and concentrated to obtain intermediate M1-2.

[0045] (2) Preparation of monosubstituted perfluoropolyether siloxane TM1-2

[0046] Under the protection of nitrogen, add in the reaction bottle, 22.9g M1-2 intermediate (5mmol), 1.2g mercaptopropyltrimethoxysilane (6mmol), 0.08g azobisisobutylcyanide (0.5mmol), 50ml of 1 , 3-bis(trifluoromethyl)benzene, after mixing evenly, react at 70°C for 8h, after the reaction is complete, concentrate and remove volatile components to obtain monosubstituted perfluoropolyether siloxane TM1-...

Embodiment 3

[0048] (1) Preparation of a single double bond-terminated perfluoropolyether intermediate M1-3

[0049] Under nitrogen protection, add 3.08g ethylene glycol monoallyl ether (30mmol) and 3.05g triethylamine (30mmol) to a 500ml three-necked flask, stir well, and drop perfluoropolyether fluoride therein at room temperature Perfluorocyclic ether solution [194g perfluoropolyetheramide fluoride (molecular weight: 7760g / mol, 25mmol) dissolved in 250ml perfluorocyclic ether]. , the filtrate was washed twice with 150ml methanol and concentrated to obtain intermediate M1-3.

[0050] (2) Preparation of monosubstituted perfluoropolyether siloxane TM1-3

[0051] Under the protection of nitrogen, add in the reaction flask, 39.2g M1-3 intermediate (5mmol), 1.2g mercaptopropyltrimethoxysilane (6mmol), 0.08g azobisisobutylcyanide (0.5mmol), 100ml of 1 , 3-bis(trifluoromethyl)benzene, after mixing evenly, react at 70°C for 8h, after the reaction is complete, concentrate and remove volatile co...

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Abstract

The invention provides a preparation method of a perfluoropolyether siloxane compound and an anti-fingerprint agent, and belongs to the technical field of fine fluorine chemical industry. The preparation method comprises the steps of firstly, under the protection of inert gas, perfluoropolyether acyl fluoride reacts with alcohol or amine containing carbon-carbon double bonds under the catalytic action of a basic catalyst A to obtain a perfluoropolyether intermediate M containing the carbon-carbon double bonds; and then enabling the perfluoropolyether intermediate M and a sulfydryl-containing silane coupling agent to be subjected to a sulfydryl-olefin click reaction under the catalytic action of a catalyst B, and obtaining the perfluoropolyether siloxane compound. According to the invention, a series of perfluoropolyether siloxane compounds containing 1-4 siloxane groups can be efficiently prepared through reaction of acyl fluoride and alcohol or amine compounds containing different numbers of double bonds, the prepared siloxane compounds are controllable in structure and high in purity, and when the siloxane compound is applied to an anti-fingerprint agent to be coated on the surface of a workpiece, a hydrophobic and oleophobic coating with excellent wear resistance can be obtained.

Description

technical field [0001] The invention relates to the technical field of new chemical materials and substrate surface treatment, in particular to a preparation method of a perfluoropolyether siloxane compound and an anti-fingerprint agent. Background technique [0002] In recent years, touch panelization of screens, represented by mobile phone displays, is accelerating. However, the glass surface that is often touched is easily contaminated by fingerprints, sweat, cosmetics, etc. Once contaminated, it is not easy to be removed, and its appearance and use will be affected. Due to the unique chemical stability, temperature resistance, low friction coefficient and low surface tension of the perfluoropolyether structure, it is widely used in anti-fingerprint coatings on the surface of touch screens. However, the currently used anti-fingerprint agents have the problems of complicated preparation route, high production cost and poor effect, and most of them are monopolized by forei...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G65/336C08G65/333C08G65/331C09D171/00
CPCC08G65/336C08G65/33317C08G65/3312C09D171/00C08G2150/00
Inventor 卿凤翎刘超黄焰根
Owner DONGHUA UNIV
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