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Synthesis method of fluoropolymer rich in boric acid ester and hydroxyl

A technology rich in borate esters and a synthesis method, applied in the field of fluoropolymer synthesis, can solve problems such as being difficult to develop, hindering the development of lithography technology, etc., achieving fast polymerization reaction rate, wide range of applicable monomers, operation simple effect

Active Publication Date: 2021-08-27
FUDAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

At present, the commonly used wavelengths in semiconductor lithography technology are 365nm and 248nm, but the high absorbance of many organic functional groups at 157nm makes it difficult to develop organic compounds that are soluble in alkaline developing solutions and have low absorbance at 157nm. polymers, thereby hindering the development of photolithography

Method used

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  • Synthesis method of fluoropolymer rich in boric acid ester and hydroxyl
  • Synthesis method of fluoropolymer rich in boric acid ester and hydroxyl
  • Synthesis method of fluoropolymer rich in boric acid ester and hydroxyl

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preparation example Construction

[0037] In the embodiment, a kind of synthetic method of the fluoropolymer rich in borate and hydroxyl is provided, and the specific steps are as follows:

[0038] (1) Prepare the reaction solution: add the telogen, initiator, monomer and solvent into the reaction bottle respectively, stir and mix evenly, and remove the oxygen in the reaction system; the reaction solution is divided into four types:

[0039] Reaction solution A, containing the first monomer, the second monomer, thermal initiator, solvent;

[0040] The reaction solution B contains the first monomer, the second monomer, a thermal initiator, a solvent, and a telogen;

[0041] Reaction solution C, containing the first monomer, the second monomer, photoinitiator, solvent;

[0042] The reaction solution D contains the first monomer, the second monomer, a photoinitiator, a solvent, and a telogen;

[0043] In terms of molar ratio, monomer: initiator = 1000: (1~100); telomer is 0.0005~10 mol% of monomer

[0044] (2) ...

Embodiment 1

[0050] Example 1: A three-necked round-bottomed flask with a stirring bar was replaced with nitrogen three times and protected with nitrogen, and then 50 mmol of 2-bromo-3,3,3-trifluoropropene and 100 mL of tetrahydrofuran were added to the three-necked round-bottomed flask In the bottom flask, slowly add 47 mL of isopropylmagnesium chloride solution with a concentration of 1.3 mol / L containing lithium chloride dropwise at -78 °C, after the solution is added dropwise, stir for 5 hours, and then slowly add 60 mmol Methyl borate, turn off the refrigeration, continue to stir the reaction overnight, and slowly return to room temperature. After the reaction stopped, add 1mol / L hydrochloric acid solution for acidification, then add ether for extraction, combine the organic phases, then add 5g of anhydrous magnesium sulfate and 60 mmol of pinacol to the organic phase and continue stirring for 6 hours, then filter to remove the magnesium sulfate solid, a crude product was obtained, an...

Embodiment 2

[0052] Embodiment 2: Using reaction solution A, synthesize 2-(trifluoromethyl) vinylboronic acid pinacol ester and vinyl n-butyl ether copolymer by heating

[0053] 50mmol, 50mmol and 0.5mmol of the above raw materials were added to the Add 50mL to the bottle with magnet N, N -Dimethylformamide, after stirring and dissolving evenly, the reaction mixture is deoxygenated, and then the reaction system is reacted at 65°C for 24 hours, and 2-(trifluoromethyl)vinylboronic acid is measured by hydrogen nuclear magnetic resonance The conversion rate of pinacol ester was 98%, and the conversion rate of vinyl n-butyl ether was 65%. The polymer sample was precipitated three times with a mixed solution of methanol and water with a volume ratio of 1:1, and dried in vacuum to constant weight to obtain a white solid. Polymer 1 HNMR spectrum, 19 The FNMR spectra are as follows image 3 (A), (B) shown. Polymer Molecular Weight by Gel Permeation Chromatography M n = 8.1 × 10 3 g / mol a...

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Abstract

The invention belongs to the technical field of polymer synthesis, and particularly relates to a synthesis method of a fluoropolymer rich in boric acid ester and hydroxyl. According to the invention, a heating or illumination free radical polymerization method is adopted, 2-(trifluoromethyl) alkenyl borate, alkenyl ether, alkenyl ester, alkenyl amide and derivatives thereof are used as polymerization monomers, and monomer copolymerization is realized in a heating or illumination mode under the action of a thermal initiator or a photoinitiator. Experimental results show that the method successfully performs copolymerization of 2-(trifluoromethyl) alkenyl borate, alkenyl ether, alkenyl ester, alkenyl amide and derivatives thereof, and a series of novel borate functionalized fluorine-containing polymers with different component proportions and different molecular weights are obtained by changing the feed ratio of comonomers and the addition amount of a telomeric agent. The fluoropolymer rich in hydroxyl can be obtained through post-modification of the polymer. The method has the advantages of simplicity in operation, wide range of applicable monomers, no metal, high polymerization reaction speed and the like.

Description

technical field [0001] The invention belongs to the technical field of polymer synthesis, and in particular relates to a method for synthesizing fluoropolymers rich in boric acid esters and hydroxyl groups. Background technique [0002] Due to the high electronegativity of fluorine atoms and the strong dissociation energy of carbon-fluorine bonds, fluoropolymers exhibit many unique and excellent properties, such as high thermal stability and chemical resistance (to solvents, acids and alkalis), low High refractive index, low surface energy and dielectric constant. Functionalized fluoropolymers combine the inherent advantages of fluorocarbons with the physicochemical properties of functional substituents, and have a wide range of applications in the fields of ion exchange / conduction, coating materials, and self-healing materials. For example, a hydrophilic sulfonic acid group is introduced into the side chain of polytetrafluoroethylene to obtain a perfluorosulfonic acid poly...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08F230/06C08F216/18C08F218/08C08F226/10C08F2/48C08F8/06
CPCC08F230/065C08F216/18C08F218/08C08F226/10C08F2/48C08F8/06Y02E60/50
Inventor 陈茂曾阳周杨
Owner FUDAN UNIV
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