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Silicon-containing (methyl) acrylate monomer and its copolymer and their prepn process

A technology of acrylates and copolymers, applied in the field of silicon-containing acrylate monomers and their copolymers and their preparation, can solve the problems of single monomer and polymer products, the influence of copolymer strength and use range, and the influence of polymer film Anti-fouling ability, abrasion resistance, scrubbing resistance, interface adhesion performance, etc., to achieve the effect of excellent penetration performance, low viscosity, and good adhesion

Inactive Publication Date: 2007-06-06
GUANGZHOU INST OF GEOCHEMISTRY - CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In recent years, there have also been literature reports on the photocuring research of silicon-containing (meth)acrylate coatings in my country, but the products of monomers and polymers are single, and the main research focuses on polysiloxane / polyurethane / acrylate oligomers. , others are rarely reported in the literature
As for the research on silicon-containing (meth)acrylate macromonomers (that is, the number of siloxane chains is relatively large), although there are many reports in the literature, due to the silicon-oxygen bond chain in silicon-containing (meth)acrylate macromonomers Too many knots will also seriously affect the strength and scope of use of the copolymer due to the high content of locally flexible polysiloxane chains in the polymer, especially in the research of light-curing and water-based coatings. Use tends to greatly reduce the mechanical properties of the copolymer film, thereby affecting the antifouling ability, wear resistance, scrub resistance and interface bonding performance of the polymer film.

Method used

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  • Silicon-containing (methyl) acrylate monomer and its copolymer and their prepn process
  • Silicon-containing (methyl) acrylate monomer and its copolymer and their prepn process
  • Silicon-containing (methyl) acrylate monomer and its copolymer and their prepn process

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0039] The structural formula of silicon-containing (meth)acrylate monomer is as follows:

[0040]

[0041] Add 24.8g of γ-methacryloxypropyltrimethoxysilane (KH570), 16.2g of hexamethyldisiloxane (MM), and 5.8g of water in a 250mL three-necked flask, mix well and add Catalytic amount (0.5% by weight of coupling agent) of trifluoroacetic acid, add 38g of toluene, add a small amount of polymerization inhibitor 2,6-di-tert-butylphenol, stir at room temperature for 6h, then heat up to 50°C for reflux reaction 4h. After the reaction is completed, carry out azeotropic distillation to remove methanol and excess water, and use NaHCO 3 Neutralize, wash with water until neutral, then dry with anhydrous sodium sulfate, add a small amount of 2,6-di-tert-butylphenol to the organic phase, and distill under reduced pressure to remove the solvent toluene and other low-boiling compounds to obtain the silicon-containing ( Meth)acrylate monomer.

[0042] The IR spectrum of this monomer is...

Embodiment 2

[0044] The structural formula of silicon-containing (meth)acrylate monomer is as follows:

[0045]

[0046] Raw materials and proportioning are: 23.2g of γ-methacryloxypropyldimethoxymethylsilane (KBM), 8.1g of MM; the organic solvent is 59g of toluene; the catalyst is 1.0% p-toluenesulfonic acid .

[0047] Other steps are the same as in Example 1.

[0048] The IR spectrum of this monomer is shown in No.2 in Figure 1.

Embodiment 3

[0050] The main structural formula of silicon-containing (meth)acrylate monomer is as follows:

[0051]

[0052] In a 250mL three-necked flask, add 24.8g of KH570, 8.1g of MM, 29.6g of octamethylcyclotetrasiloxane (D 4 ), after mixing evenly, add a catalytic amount (0.5%) of trifluoromethanesulfonic acid, add 46g xylene and a small amount of 2,6-di-tert-butylphenol, and carry out azeotropic distillation to remove Methanol, CaCO for remainder 3 Neutralize, wash with water until neutral, then dry with anhydrous sodium sulfate, add a small amount of 2,6-di-tert-butylphenol to the organic phase, distill off the solvent xylene and other low-boiling compounds to obtain silicon-containing (meth)acrylic acid ester monomer.

[0053] The IR spectrum of this monomer is shown in No.3 in Figure 2.

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Abstract

The present invention discloses silicon-containing (methyl) acrylate monomer and its copolymer and their preparation process. The silicon-containing (methyl) acrylate monomer as silane or silane oligomer with methyl propenyl acyloxy radical or propenyl acyloxy radical is prepared through the catalytic reaction of silane coupler with (methyl) propenyl acyloxy radical, and hexamethyl disilane or hexamethyl disilane and active organosilicon under the action of catalyst. The present invention also discloses one kind of silicon-containing (methyl) acrylate copolymer and its solution copolymerization, water emulsion copolymerization and ultraviolet curing process. The copolymer has excellent adhering performance, waterproof and antifouling performance and weather resistance.

Description

technical field [0001] The invention relates to the field of materials, in particular to a silicon-containing (meth)acrylate monomer, a copolymer thereof and a preparation method thereof. Background technique [0002] (Meth) acrylate monomers have active double bonds and are highly polar. Under the action of free radical initiators, heat, ultraviolet light, and electron beams, they can be cured to form a class with good film-forming properties and adhesion. It is a poly(meth)acrylate polymer material with high temperature resistance and weather resistance. Metal materials and hydrophobic surface materials such as hard plastic and hard rubber have excellent adhesion. Introduce the silicone component into the (meth)acrylic resin, and use its Si-O bond energy, low surface energy, molecular chain flexibility, excellent temperature and weather resistance, and chemical stability to modify (meth) Acrylic resin, which endows modified resin with excellent we...

Claims

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Application Information

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IPC IPC(8): C07F7/18C08F220/10C08F230/08
Inventor 黄月文刘伟区罗广建
Owner GUANGZHOU INST OF GEOCHEMISTRY - CHINESE ACAD OF SCI
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