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Amphiphilic benzoxazine and polyethylene glycol modified organic silicon resin and preparation method and application thereof

A polyethylene glycol modification and benzoxazine technology, which is applied in coatings, biocide-containing paints, antifouling/underwater coatings, etc., can solve the problems of high cost and biological hazards, and avoid application costs High, excellent antifouling performance, effect of improving antifouling performance

Active Publication Date: 2020-10-30
EAST CHINA UNIV OF SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] In order to overcome the disadvantages of high cost and biological hazards of fluorine-containing material modification methods, the first purpose of the present invention is to provide a low-cost, green and fluorine-free amphiphilic benzoxazine and polyethylene glycol modification Silicone resin

Method used

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  • Amphiphilic benzoxazine and polyethylene glycol modified organic silicon resin and preparation method and application thereof
  • Amphiphilic benzoxazine and polyethylene glycol modified organic silicon resin and preparation method and application thereof
  • Amphiphilic benzoxazine and polyethylene glycol modified organic silicon resin and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0040] The first step, 3-trimethoxysiloxane-n-propyl-3,4-dihydro-6-methyl-2H-1,3-benzoxazine through literature (Langmuir.2011,27(13) :8365-8370) described method is synthesized, and synthetic steps are as follows:

[0041] In a 250mL four-neck flask equipped with mechanical stirring, condenser and thermometer 2After about 25-30min, add paraformaldehyde (0.1mol) and 50mL of chloroform, then add 7g of ground calcium hydride, and stir gently. When the temperature of the system rises to 65°C, when there is condensate dripping, add 3-aminopropyltrimethoxysilane (0.05mol), stir vigorously to raise the temperature, and when the temperature of the system rises to 85°C, add p-cresol (0.05mol), and the addition is complete Then reflux for 3h. After the reaction was completed, the residue was removed by filtration, and the solvent and other volatile impurities were distilled off under reduced pressure to obtain a viscous dark yellow liquid which was the target product benzoxazine-func...

Embodiment 2

[0056] The first step, the preparation method of 3-triethoxysiloxane-n-propyl-3,4-dihydro-6-dodecyl-2H-1,3-benzoxazine is the same as in Example 1, and the phenol used The compound p-cresol was replaced by 4-dodecylphenol to obtain the target product benzoxazine functionalized siloxane DP-eos. 1 H NMR (400MHz, deuterated chloroform, δ): 0.58-0.67,0.80-0.90,1.20-1.30,1.58-1.70,2.20-2.35,2.65-2.75,3.50-3.60,3.85-4.00,4.80-4.90,6.75- 7.15.

[0057] The 4-dodecylphenol, analytically pure, was purchased from Beijing Bailingwei Technology Co., Ltd. The 3-aminopropyltriethoxysilane, with a purity of ≥98%, was purchased from Hubei Debang Chemical New Material Co., Ltd.

[0058] The structure of the benzoxazine functionalized siloxane is as follows:

[0059]

[0060] The preparation process of the polyethylene glycol functionalized siloxane CBPEG-mos with n being 200 is the same as that in Example 1. 1 H NMR (400MHz, deuterated chloroform, δ): 0.58-0.67, 1.30-1.50, 1.65-1.80, 2....

Embodiment 3

[0069] The first step, the preparation method of 3-triethoxysiloxane-n-propyl-3,4-dihydro-6-n-butyl-2H-1,3-benzoxazine is the same as in Example 1, for Cresol was replaced by 4-n-butylphenol to obtain the target product benzoxazine functionalized siloxane BP-eos. 1 HNMR (400MHz, deuterated chloroform, δ): 0.58-0.67,0.80-0.90,1.20-1.30,1.58-1.70,2.20-2.35,2.65-2.75,3.50-3.60,3.85-4.00,4.80-4.90,6.75-7.15 .

[0070] The 4-n-butylphenol, analytically pure, was purchased from Beijing Bailingwei Technology Co., Ltd. The 3-aminopropyltriethoxysilane, with a purity of ≥98%, was purchased from Hubei Debang Chemical New Material Co., Ltd.

[0071] The structure of the benzoxazine functionalized siloxane BP-eos is as follows:

[0072]

[0073] The preparation process of the polyethylene glycol functionalized siloxane SDPEG-eos with n being 20 is the same as that in Example 1. 1 H NMR (400MHz, deuterated chloroform, δ): 0.58-0.67, 1.15-1.25, 1.30-1.50, 1.65-1.80, 2.48-2.55, 2.90-3...

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Abstract

The invention discloses amphiphilic benzoxazine and polyethylene glycol modified organic silicon resin. The amphiphilic benzoxazine and polyethylene glycol modified organic silicon resin is prepared by carrying out hydrolytic condensation reaction on benzoxazine functionalized siloxane, polyethylene glycol functionalized siloxane and polydimethylsiloxane, wherein the amphiphilic benzoxazine and polyethylene glycol modified organic silicon resin is prepared from the following components in parts by weight: 30 to 50 parts of benzoxazine functionalized siloxane, 20 to 40 parts of polyethylene glycol functionalized siloxane and 10 to 50 parts of polydimethylsiloxane. The amphiphilic benzoxazine and polyethylene glycol modified organic silicon resin is an in-situ fluorine-free amphiphilic copolymer, is excellent in antifouling property, simple in preparation method and low in material cost, and is expected to become a novel environment-friendly antifouling material.

Description

technical field [0001] The invention belongs to the technical field of biomedical and marine antifouling materials, and in particular relates to an amphiphilic benzoxazine and polyethylene glycol modified silicone resin, a preparation method and application. Background technique [0002] In the field of biomedicine, when proteins are in contact with implanted devices in the body, they are prone to non-specific adsorption on the surface of the material and contaminate the device, which will not only reduce the service efficiency and life of the device, but also cause the adsorption of coagulation factors and platelet adhesion to form thrombus, bacteria, etc. serious hazards such as infection. On the other hand, in the field of marine industry, marine organisms such as barnacles, mussels, diatoms and their secretions gradually attach to the surface of marine engineering facilities with the prolongation of service time, causing reduced ship speed, increased fuel consumption, an...

Claims

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Application Information

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IPC IPC(8): C08G77/46C09D183/12C09D5/16
CPCC08G77/46C09D183/12C09D5/1675
Inventor 辛忠周长路
Owner EAST CHINA UNIV OF SCI & TECH
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