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Fluorinated acrylate, preparation method and preparation of copolymer thereof

A technology for fluorine-containing alkyl acrylates and copolymers, which is applied in the preparation of sulfonate esters, the preparation of carboxylic acid amides, chemical instruments and methods, etc. And other issues

Active Publication Date: 2009-07-08
NICCA CHEM CHINA CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] However, there are still many problems to be solved, and the basic raw materials for the production of fluoropolymers and their coatings are relatively scarce.
At present, there are not many companies producing this kind of monomer in the world, mainly including 3M, Du Pont, Hoechest, Asahi Glass Company, Daikin Industry Company and Osaka Organic Chemical Company, etc., but the price is extremely expensive
Some domestic research institutions, such as Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai Sanaifu (3F) Company, etc. have carried out certain research, but some products, such as fluorocarbon surfactants, fluorinated olefin monomers, especially fluoroalkane Due to the lack of basic (meth)acrylate monomers, etc., the market demand cannot be met, and the varieties are not complete, which hinders the research and development of water-based fluoropolymers in my country to a certain extent.

Method used

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  • Fluorinated acrylate, preparation method and preparation of copolymer thereof
  • Fluorinated acrylate, preparation method and preparation of copolymer thereof
  • Fluorinated acrylate, preparation method and preparation of copolymer thereof

Examples

Experimental program
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Embodiment 1

[0031]

[0032] Dissolve 5.16g of hydroxyethyl methacrylamide in 80mL of THF, add 5.8ml of triethylamine, add dropwise 40mL of THF solution containing 17.28g of perfluorooctanoyl chloride in an ice bath, drop it in 2 hours, and react at room temperature for 46 hours . Triethylamine hydrochloride was filtered off, extracted with ether, washed once with dilute NaOH (0.05mol / L), washed three times with deionized water, dried over magnesium sulfate, filtered and concentrated to remove the solvent to obtain the product with a yield of 83%.

Embodiment 2

[0034]

[0035] Dissolve 7.08g of p-hydroxyphenyl methacrylamide in 80mL of THF, add 5.8ml of triethylamine, add dropwise 40mL of THF solution containing 20.74g of perfluorooctanesulfonyl chloride to it under ice-bath conditions, drop it in 2h, and keep Under reaction 32h. Triethylamine hydrochloride was filtered off, extracted with ether, washed once with dilute NaOH (0.05mol / L), washed three times with deionized water, filtered and concentrated to remove the solvent to obtain the product with a yield of 78%.

Embodiment 3

[0037] Monomer composition:

[0038] Composition MMA BA GMA FA MIBK AIBN mass (g) 4 11 3 2 60 1

[0039]Preparation method: Add 80% of methyl isobutyl ketone into a four-necked reaction flask, raise the temperature to ℃ and add dropwise the mixed solution of 3 / 5 azobisisobutylcyanide and monomer at reflux temperature, 2-3 After 2 hours of dripping, after the heat preservation reaction for 2 hours, add 1 / 5 initiator (dissolved in methyl isobutyl ketone) for the first time, after continuing to keep warm for 2 hours, add 1 / 5 initiator again, and keep warm for 4-6 hours. After one hour, cool down and discharge.

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PUM

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Abstract

The invention discloses fluorine-containing acrylic ester monomers, a preparation method thereof and preparation of fluorine-containing acrylic ester copolymers. The structure of the fluorine-containing acrylic ester monomers is as shown in the right formula, wherein Rf refers to straight-chain or branched-chain perfluoroalkyl between C2 and C21; R1 refers to hydrogen atoms or straight-chain or branched-chain alkyl between C1 and C8; R2 refers to alkyl or aromatic groups between C1 and C20; and R3 refers to CO groups or SO2 groups. The fluorine-containing acrylic ester monomers are synthesized by taking acrylic acid or derivatives of the acrylic acid, alkylol amine compounds and perfluoroalkyl acid compounds as raw materials. The fluorine-containing acrylic ester copolymers are prepared through bulk polymerization, solution polymerization, suspension polymerization or emulsion polymerization of the fluorine-containing monomers and other vinyl monomers. Fluorine-containing acrylic resin can be widely applied to anti-corrosive and anti-fouling coatings, for example, anti-corrosion of bridge construction and anti-corrosion and anti-fouling of ships. The fluorine-containing acrylic resin can be also used in the fields of functional finish of fiber surfaces, water resistance and oil resistance of leather, a surfactant and the like, and has important development value and application value.

Description

technical field [0001] The invention belongs to the field of polymer materials, and relates to a fluorine-containing acrylate, a preparation method and the preparation of a copolymer thereof. The copolymer can be used as a film-forming substance at room temperature of a coating and a main material of a waterproof material, and can also be used as a hydrophobic material for fibers and textile fabrics thereof Oleophobic treatment agent. Background technique [0002] As a high-tech functional coating and a new surface decoration and protection material, fluorocarbon coating has many excellent properties and a service life of up to 20 years; adhesion, strength, hardness, chemical resistance, salt spray resistance, Many technical parameters, such as artificial climate accelerated aging, are much better than ordinary coatings. Fluorine coating series products can be made into normal temperature curing or low temperature baking and other varieties. At the same time, they have the ...

Claims

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Application Information

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IPC IPC(8): C07C233/20C07C231/12C07C309/65C07C303/28C08F220/22C08F220/18C08F236/16C08F236/06C08F212/08C08F220/44C08F214/06C08F214/08C08F220/56
Inventor 王忠刚程耀波
Owner NICCA CHEM CHINA CO LTD