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Norbornene, acrylonitrile and perfluoromethyl vinyl ether ternary polymerization catalyst and ternary polymerization method

A perfluoromethyl vinyl ether ternary copolymerization catalyst, perfluoromethyl vinyl ether technology, applied in the field of high polymers, can solve the problem of small molecular weight of copolymers, low degree of alternation of copolymers, low yield of copolymers, etc. problem, to achieve low polymerization reaction temperature, low absorbance, and good corrosion resistance

Active Publication Date: 2017-09-08
宁波市大学科技园发展有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

A.E.Feiring and M.Toriumi et al. used norbornene, tetrafluoroethylene and acrylate free radical ternary copolymerization, etc., which generally have the disadvantages of long reaction time, low yield of copolymer, small molecular weight of copolymer, and low degree of alternation of copolymer.

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0025] In a glove box under a nitrogen atmosphere, 0.001 mole of vanadium trichloride and 0.001 mole of 8-hydroxyquinoline were dissolved in 10 milliliters of benzene in an Erlenmeyer flask to obtain a mixed solution; under stirring with a magnetic stirrer at 200 rpm, 0.006 One mole of triisobutylaluminum was dropped into the mixed solution, and after the dropping was completed, it was stirred at a constant temperature of 30°C for 30 minutes, 5ml of benzene was evaporated, and left standing for 3 hours to obtain solid crystals, which were filtered to obtain a vanadium-aluminum complex catalyst.

[0026] Add 0.01 mole of bicyclo[2,2,1]hept-2-ene, 0.01 mole of acrylonitrile and 0.01 mole of perfluoromethyl vinyl ether into an autoclave evacuated several times and filled with nitrogen, and add 20ml of benzene to dissolve. The above-mentioned vanadium-aluminum complex catalyst is taken at 0.01% of the total weight of bicyclo[2,2,1]hept-2-ene, acrylonitrile and perfluoromethyl vinyl...

Embodiment 2

[0029] In a glove box under a nitrogen atmosphere, 0.001 mole of vanadium trichloride and 0.015 mole of α, α'-bipyridine were dissolved in 10 milliliters of toluene in an Erlenmeyer flask to obtain a mixed solution; at 250 rpm, stirred with a magnetic stirrer, Drop 0.008 mol of triisobutylaluminum into the mixed solution, stir at 50°C for 50 minutes at a constant temperature after dropping, evaporate 5ml of toluene, let it stand for 6 hours to obtain solid crystals, and filter to obtain the vanadium-aluminum complex catalyst .

[0030] Add 0.01 mole of bicyclo[2,2,1]hept-2-ene, 0.01 mole of acrylonitrile and 0.01 mole of perfluoromethyl vinyl ether into an autoclave evacuated several times and filled with nitrogen, and add 20ml of toluene to dissolve. The above-mentioned vanadium-aluminum complex catalyst is taken at 0.05% of the total weight of bicyclo[2,2,1]hept-2-ene, acrylonitrile and perfluoromethyl vinyl ether, and added to the above mixture. React at a constant tempera...

Embodiment 3

[0032] In a glove box under a nitrogen atmosphere, 0.001 mole of vanadium trichloride and 0.010 mole of phenanthroline were dissolved in 10 milliliters of tetrahydrofuran in an Erlenmeyer flask to obtain a mixed solution; at 300 rpm, stirred with a magnetic stirrer, 0.008 mole of Triethylaluminum was dropped into the mixed solution, and after the dropping was completed, it was stirred at a constant temperature of 50°C for 40 minutes, 7.5ml of tetrahydrofuran was evaporated, and allowed to stand for 4 hours to obtain solid crystals, which were filtered to obtain a vanadium-aluminum complex catalyst.

[0033]Add 0.01 mole of 1-methylbicyclo[2,2,1]hept-2-ene, 0.01 mole of acrylonitrile and 0.01 mole of perfluoromethyl vinyl ether into an autoclave that has been evacuated several times and filled with nitrogen. 20ml tetrahydrofuran was dissolved. Get the above-mentioned vanadium-aluminum complex catalyst by 0.09% of the total weight of 1-methylbicyclo[2,2,1]hept-2-ene, acrylonitri...

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Abstract

The invention relates to a norbornene, acrylonitrile and perfluoromethyl vinyl ether ternary polymerization catalyst and a ternary polymerization method. The invention is characterized in that the preparation method of the catalyst includes: in a glove box of nitrogen atmosphere, dissolving vanadium trichloride and a ligand in a first solvent in a conical flask to obtain a mixed solution; then under magnetic stirring, dripping alkyl aluminum into the mixed solution, then further performing stirring for 30-60min at 30-60DEG C, steaming off part of the first solvent, conducting standing and filtering to obtain solid crystals, i.e. a vanadium-aluminum complex catalyst; adding a norbornene monomer, acrylonitrile and a perfluoromethyl vinyl ether monomer into a repeatedly vacuumized and nitrogen charged high pressure kettle, and adding a second solvent for dissolution; then adding the vanadium-aluminum complex catalyst for reaction; washing and filtering the reaction product, and conducting drying, thus obtaining a norbornene, acrylonitrile and perfluoromethyl vinyl ether terpolymer.

Description

technical field [0001] The invention relates to the field of high polymers, in particular to a ternary copolymerization catalyst of norbornene, acrylonitrile and perfluoromethyl vinyl ether and a ternary copolymerization method. Background technique [0002] Polynorbornene is a special polymer with excellent mechanical properties, heat resistance, solubility in organic solvents and transparency, and can be used for 157nm ultraviolet lithography. The main disadvantages of this material are brittleness, poor viscosity and low molecular weight. After fluorine-containing vinyl is inserted into the main chain of polynorbornene, the cohesiveness and solubility of the polymer can be improved, and the light absorption rate of the material itself can be reduced. This copolymer can be used as a photoresist material for 157nm printing technology, such as A.E. Feiring and M.Toriumi used norbornene, tetrafluoroethylene and acrylate copolymers as photolithographic materials, and their pe...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08F4/68C08F232/08C08F220/44C08F216/14
CPCC08F4/68C08F216/14C08F220/44C08F232/08
Inventor 史玉立黄辉王江波胡敏杰高浩其房江华杨建平王志强陈斌
Owner 宁波市大学科技园发展有限公司
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