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Water-based fluorinated acrylate copolymer and hybrid membrane, and preparation methods and application thereof

An acrylate and alkyl acrylate technology, which is applied to water-based fluorine-containing acrylate copolymers, hybrid films and their preparation and application fields, can solve the problems of single structure, unfriendly environment, toxicity and the like of fluorine-containing polyacrylates

Active Publication Date: 2019-12-06
SHANGHAI INST OF ORGANIC CHEM CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The above-mentioned fluorine-containing polyacrylate emulsion method mainly has two problems: one is that most of the perfluorinated side chains of the prepared fluorine-containing polyacrylate emulsion contain fluorine carbon atoms ≥ 8, which is bioaccumulative and biotoxic , the relevant bills have banned the use; second, the cost of initiators and emulsifiers used is relatively high, which is not conducive to large-scale popularization and application, and co-emulsifiers such as acetone are added in the emulsification process, which is toxic and unfriendly to the environment; Acrylate has a single structure and high cost, which also limits its popularization and application

Method used

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  • Water-based fluorinated acrylate copolymer and hybrid membrane, and preparation methods and application thereof
  • Water-based fluorinated acrylate copolymer and hybrid membrane, and preparation methods and application thereof
  • Water-based fluorinated acrylate copolymer and hybrid membrane, and preparation methods and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0088] Example 1 Preparation of 2-(perfluoro 1,1-dimethyl-butyl) ethyl acrylate

[0089]

[0090] Synthesis and characterization of compound 2

[0091] KF (7.08g, 0.12mol, 1.2equiv.), compound 1 (30.00g, 0.10mol, 1.0equiv.), ethyl bromoacetate (18.37g, 0.11mol, 1.1equiv.), four Butylammonium bromide (0.50g, 1.5mmol, 0.015equiv.) and 100mL of anhydrous DMF were sealed and placed in an oil bath at 80°C for 24h with stirring. After cooling to room temperature, the reaction system was poured into diethyl ether, and the diethyl ether solution was washed with deionized water and saturated brine successively, dried over anhydrous sodium sulfate, filtered, concentrated, and separated and purified by column chromatography (EtOAc:petroleum=1:20). 31.6 g of a colorless liquid product was obtained with a yield of 78%. LCMS (EI) m / z (%): 361.1 (100), 406.1 (2.1).

[0092] 1 H NMR (300MHz, CDCl3) δ4.30–4.06(m, 2H), 3.12(s, 2H), 1.24(t, J=7.1Hz, 3H).

[0093] 19 F NMR (282MHz, CDCl3...

Embodiment 2

[0105] (1) Add 1.5 g of deionized water, 0.328 g of methyl methacrylate, 1.232 g of butyl methacrylate, and 0.04 g of emulsifier DNS-86 into a 10 mL reaction flask, and stir vigorously at room temperature for 0.5 hours to form a pre-emulsion Ⅰ; Add 1.5g of deionized water, 0.396g of methyl methacrylate, 0.528g of butyl methacrylate, 0.5g of octadecyl acrylate, 0.035g of hydroxyethyl acrylate, 2-(perfluoro 0.2 g of 1,1-dimethyl-butyl) ethyl acrylate and 0.04 g of emulsifier DNS-86 were stirred vigorously at room temperature for 0.5 hours to form pre-emulsion II. Add 2.7 g of deionized water and 0.04 g of ammonium persulfate in sequence to a 10 mL reaction flask, and dissolve at room temperature.

[0106] (2) Add 0.04g DNS-86 to a 20mL three-necked flask, add 1 / 3 initiator aqueous solution, 1 / 3 pre-emulsion I and 1.5mL distilled water under nitrogen protection, stir at 250rpm at 50°C for 20 minutes, the system Triggered successfully, blue phase appeared. Gradually raise the te...

Embodiment 3

[0108] (1) Add 1.5 g of deionized water, 0.328 g of methyl methacrylate, 1.232 g of butyl methacrylate, and 0.04 g of emulsifier DNS-86 into a 10 mL reaction flask, and stir vigorously at room temperature for 0.5 hours to form a pre-emulsion Ⅰ; Add 1.5g of deionized water, 0.396g of methyl methacrylate, 0.528g of butyl methacrylate, 0.5g of octadecyl acrylate, 0.035g of hydroxyethyl acrylate, 2-(perfluoro 0.4 g of 1,1-dimethyl-butyl) ethyl acrylate and 0.04 g of emulsifier DNS-86 were stirred vigorously at room temperature for 0.5 hours to form pre-emulsion II. Add 4 g of deionized water and 0.04 g of ammonium persulfate in sequence to a 10 mL reaction flask, and dissolve at room temperature.

[0109] (2) Add 0.04g DNS-86 to a 20mL three-necked flask, add 1 / 3 initiator aqueous solution, 1 / 3 pre-emulsion I and 1.5mL distilled water under nitrogen protection, stir at 250rpm at 60°C for 20 minutes, the system Triggered successfully, blue phase appears. Gradually raise the tempe...

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Abstract

The invention discloses a water-based fluorinated acrylate copolymer and a hybrid membrane, and preparation methods and application thereof. According to the water-based fluorinated acrylate copolymerdisclosed by the invention, an alkyl acrylate monomer is polymerized to form a core; an alkyl acrylate monomer, a fluorinated acrylate monomer and a hydroxyethyl acrylate monomer are copolymerized toform a shell; the mass of the alkyl acrylate monomer accounts for 78.13%-92.70% of the mass of the total monomers; the mass of the fluorinated acrylate monomer accounts for 6.21-20.94% of the mass ofthe total monomers; the mass of the hydroxyethyl acrylate monomer accounts for 0.91-1.09% of the mass of the total monomers; and the number of fluorocarbon atoms is less than or equal to 6. The hybrid membrane prepared from the water-based fluorinated acrylate copolymer emulsion has good effects in water repellency, dirt repellency, uniform membrane formation and corrosion resistance, can be usedfor oil-water separation, uses water as a solvent, is friendly to environment, low in cost, simple and efficient, and has good market application prospects.

Description

technical field [0001] The invention relates to a water-based fluorine-containing acrylate copolymer, a hybrid membrane, a preparation method and application thereof. Background technique [0002] Due to the strong stability of carbon-fluorine bonds, fluoropolymers have good chemical stability, thermal stability, excellent surface properties, excellent lubricity, good electrical insulation, aging resistance, Excellent comprehensive properties such as radiation resistance and minimal water absorption have been widely used in the fields of fabric finishing, functional coatings, aerospace, biomedicine, and microelectronics. Fluorine-containing acrylate copolymers are a type of fluorine-containing polymers obtained by copolymerization of fluorine-containing acrylate monomers and other functional monomers. They usually have high water repellency, high film-forming properties, and high adhesion. [0003] In recent years, with the strengthening of people's awareness of environment...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08F220/18C08F220/14C08F220/20C08F220/24C09D133/10
CPCC08F220/18C09D133/16
Inventor 姜标林超邢萍
Owner SHANGHAI INST OF ORGANIC CHEM CHINESE ACAD OF SCI
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