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Diblock copolymer containing full-fluorine cyclobutyl aryl aether block and uses thereof

A technology of perfluorocyclobutyl aryl ether and block copolymer, which is applied in the field of two-block polymers and can solve the problems of difficulty in preparing block copolymers, limitations in design and synthesis, etc.

Inactive Publication Date: 2009-07-29
SHANGHAI INST OF ORGANIC CHEMISTRY - CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0004] The above method for synthesizing block copolymers containing perfluorocyclobutyl polymer blocks uses thermal cyclopolymerization of trifluorovinyl aryl ether monomers, due to the relatively high polymerization temperature (>150°C) and the unique The polymerization mechanism, the design and synthesis of the functional group connecting the trifluoroethylene group in the monomer are limited, and the preparation of the block copolymer is difficult

Method used

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  • Diblock copolymer containing full-fluorine cyclobutyl aryl aether block and uses thereof
  • Diblock copolymer containing full-fluorine cyclobutyl aryl aether block and uses thereof
  • Diblock copolymer containing full-fluorine cyclobutyl aryl aether block and uses thereof

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Embodiment 1

[0055] The synthesis of embodiment 1.poly-tert-butyl acrylate 3

[0056]

[0057] After the reaction tube was baked dry with gas fire and the nitrogen was replaced, cuprous bromide (39.2 mg, 0.28 mmol) was added, and the nitrogen was replaced three times. After tert-butyl acrylate (4.0 mL, 27.6 mmol), PMDETA (0.06 mL, 0.28 mmol) and anisole (1 mL) were added to the reaction tube, the reaction system was frozen with liquid nitrogen, vacuumized for 5 minutes, and thawed with nitrogen gas. After repeating three times, methyl 2-bromopropionate (0.06mL, 0.55mmol) was added, frozen again-vacuumized-nitrogen-filled thawed three times, put into an oil bath at 70°C and stirred for 2h. Put the reaction tube into liquid nitrogen to freeze and quench the reaction, add THF to dissolve, and pass through a neutral alumina column to remove copper salt. After the solvent was removed by rotary evaporation, 5 mL of THF was added to dissolve, precipitated in cold n-hexane, and filtered by suc...

Embodiment 2

[0061] Example 2. Polytert-butyl acrylate-b-polymethacrylic acid

[0062] Synthesis of (4-((2-(4-methylphenoxy))hexafluorocyclobutoxy))phenyl ester diblock polymer 5

[0063]

[0064] After drying the reaction tube with gas fire and replacing the nitrogen, polymer 3 (525mg, 0.04mmol, M n = 12,500 g / mol, M w / M n =1.10), monomer 4 (0.7mL, 2.1mmol) and CuBr (6mg, 0.04mmol) were added to the reaction tube, and the nitrogen was replaced three times. After adding 1 mL of anisole, freeze with liquid nitrogen, vacuumize for 5 minutes, and fill with nitrogen to thaw. After repeating three times, PMDETA (0.017mL, 0.084mmol) was added, and then frozen-pumped-nitrogen gas was thawed three times, and then placed in an oil bath at 70°C and stirred for 24h. Put the reaction tube into liquid nitrogen to freeze and quench the reaction, add THF to dissolve, and pass through a neutral alumina column to remove copper salt. After the solvent was removed by rotary evaporation, 1 mL THF was...

Embodiment 3

[0069] Embodiment 3. the synthesis of polyethylene oxide macroinitiator 6

[0070]

[0071] Polyethylene oxide (5g, 2.5mmol, M n =2,000g / mol) into a dry three-necked flask, dissolved in freshly distilled dichloromethane (150mL), added triethylamine (1.5mL, 12.5mmol), and placed in an ice-water bath. 2-Bromopropionyl chloride (1.3 mL, 12.5 mmol) was slowly added dropwise, and stirred for 2 h after the addition was complete. The generated salt was removed by suction filtration, the solvent was removed by rotary evaporation, dissolved in 20 mL of THF, precipitated three times in cold ether, and dried in vacuum to obtain 4.23 g of a white powdery polymer.

[0072] FT-IR (KBr): v (cm -1 ) 2929, 1751, 1610, 1503, 1318, 1197, 1104, 962, 818.

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Abstract

The invention provides a bi-block polymer containing perfluorocyclobutyl aryl ether-based polymer, a preparation method thereof and application thereof. The preparation method comprises two reaction steps: firstly, a macroinitiator formed through atom transfer radical polymerization is prepared; and then the macroinitiator is used for initiating an acrylic ester monomer and a metacrylic acid ester monomer, which contain perfluorocyclobutyl aryl ether structures, to carry out the atom transfer radical polymerization, thus obtaining the diblock polymer containing the perfluorocyclobutyl aryl ether-based polymer. The obtained diblock polymer can be used for preparing an aggregate with microscopic shape and can be potentially applied to such fields as a pollution-resistant reagent, a surfactant, an emulsifier, a drug carrier, photoconductive materials, photonic crystals, etc.

Description

technical field [0001] The invention relates to a two-block polymer containing a perfluorocyclobutyl aryl ether polymer block, a preparation method and an application. Background technique [0002] Perfluorocyclobutyl aryl ether polymers are a new class of fluoropolymers developed by researchers at Dow Chemical Co. in 1993. Polymers of perfluorocyclobutyl aryl ether not only improve the processing performance of fluoropolymers, but also have traditional excellent properties of fluoropolymers, such as low dielectric constant, low hygroscopicity, high thermal stability, high oxidation resistance, High dn / dT value, low birefringence and excellent optical transparency have potential application prospects in the fields of optical fibers, polymer light-emitting diodes, nonlinear optical materials, liquid crystals, aerospace coatings, and proton exchange membranes for fuel cells. In recent years, the preparation of perfluorocyclobutyl aryl ether polymers with specific structures t...

Claims

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Application Information

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IPC IPC(8): C08F297/00C08F220/30B01F17/52A61K47/32G02B1/04
Inventor 黄晓宇张森李永军陆国林童亮
Owner SHANGHAI INST OF ORGANIC CHEMISTRY - CHINESE ACAD OF SCI
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