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Norbornene, maleic anhydride and vinyl acetate ternary polymerization catalyst and ternary polymerization method

A vinyl acetate terpolymerization catalyst and a technology of norbornene, which is applied in the field of polymer synthesis, can solve the problems of small molecular weight of copolymer, low degree of copolymer alternation, and little research and development, and achieves low reaction temperature and easy The effect of washing separation and high catalytic efficiency

Inactive Publication Date: 2014-03-12
NINGBO UNIVERSITY OF TECHNOLOGY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

These synthetic methods currently used have disadvantages such as long reaction time, low yield of copolymers, small molecular weight of copolymers, and low degree of alternation of copolymers, and domestic research on ternary copolymerization of norbornene, maleic anhydride, and vinyl acetate has been carried out. rare

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0024] In a single-necked glass bottle that has been evacuated several times and baked with nitrogen, add 10 ml of tetrahydrofuran, 0.05 mole of titanium tetrachloride, 0.05 mole of 8-hydroxyquinoline and 0.025 mole of neodymium tris(cyclopentadiene), That is, a titanium complex catalyst is obtained.

[0025] Add 0.015 moles of bicyclo[2,2,1]hept-2-ene, 0.015 moles of maleic anhydride, and 0.015 moles of vinyl acetate into a single-necked glass bottle in a nitrogen atmosphere, and add 10 ml of tetrahydrofuran to dissolve. In terms of the weight of titanium tetrachloride, the consumption of the above-mentioned titanium complex catalyst is 1% of the total weight of norbornene, maleic anhydride and vinyl acetate, that is, the weight of titanium tetrachloride is norbornene, maleic anhydride, 1% of the total weight of acid anhydride and vinyl acetate. The metering of titanium complex catalyst consumption is the same as this in each following embodiment.

[0026] Inject the above ...

Embodiment 2

[0029] In a single-necked glass bottle that has been evacuated several times and baked with nitrogen, add 10 ml of anisole, 0.01 mol of titanium tetrachloride, 0.08 mol of α,α,-bipyridine and 0.01 mol of tri(cyclopentadiene ) Neodymium, namely the titanium complex catalyst.

[0030] Add 0.015 mole of bicyclo-1-methylbicyclo[2,2,1]hept-2-ene, 0.015 mole of maleic anhydride, and 0.015 mole of vinyl acetate into a single-necked glass bottle under nitrogen atmosphere, add 10ml of anisole dissolve. Get 0.3% of the above-mentioned catalyst (in terms of titanium tetrachloride weight) by the total weight of norbornene, maleic anhydride and vinyl acetate, and inject it into the above-mentioned mixture with a syringe. Keep the temperature at 90°C and react for 3 hours. The product was poured into a methanol solution containing 5% hydrochloric acid to precipitate norbornene, maleic anhydride, and vinyl acetate terpolymer. The precipitate was washed with methanol until neutral, and drie...

Embodiment 3

[0032] 10 ml of 1,4-dioxane, 0.008 mol of titanium tetrachloride, 0.064 mol of o-phenanthroline and 0.001 mol of tri(cyclopentyl Diene) neodymium, namely the titanium complex catalyst.

[0033] Add 0.015 moles of 5-methylbicyclo[2,2,1]hept-2-ene, 0.015 moles of maleic anhydride, and 0.015 moles of vinyl acetate into a single-necked glass bottle in a nitrogen atmosphere, add 10ml of 1,4-diox The hexacyclic dissolves. According to the total weight of norbornene, maleic anhydride and vinyl acetate, take 0.05% of the above-mentioned catalyst (calculated by the weight of titanium tetrachloride), and inject it into the above-mentioned mixture with a syringe. Keep the temperature at 80°C and react for 2 hours. The product was poured into methanol solution containing 5% hydrochloric acid to precipitate the terpolymer of norbornene, maleic anhydride and vinyl acetate. The precipitate was washed with methanol until neutral and dried in vacuum. The reaction yield was 53.2%.

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Abstract

The invention relates to a catalyst for ternary polymerization of norbornene, maleic anhydride and vinyl acetate and a ternary polymerization method. The catalyst is characterized by being prepared by a method comprising the following steps: dissolving tri(cyclopentadienyl) neodymium, titanium tetrachloride and a ligand compound in a solvent in a dry single-opening glass bottle in an inert gas atmosphere, and sealing the opening of the bottle by using a latex tube, so as to obtain a titanium complex catalyst. Compared with the prior art, the invention provides a novel titanium complex catalyst and a ternary polymerization method using the same, the preparation method is simple, the titanium complex catalyst can generate catalytic activity in a nitrogen protection system at 40-90 DEG C to catalyze ternary polymerization of norbornene, maleic anhydride and vinyl acetate, and after being soaked in methanol, a polymerization product can be easily washed and separated; the catalyst has the characteristics of high yield, low reaction temperature, low price, availability, high catalytic efficiency and the like.

Description

technical field [0001] The invention relates to the field of high polymer synthesis, in particular to a norbornene, maleic anhydride and vinyl acetate ternary copolymerization catalyst 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 193nm ultraviolet lithography. The main disadvantages of this material are brittleness, poor viscosity and low molecular weight. Inserting maleic anhydride into the main chain of polynorbornene can improve the cohesiveness and solubility of the polymer, and the addition of vinyl acetate can increase the toughness of the copolymer photolithographic material. This terpolymer can be used as a photoresist material in 193nm photocopying technology. Moreover, the development of the microelectronics industry requires components with smaller sizes. For the exposure technolog...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08F232/08C08F222/06C08F218/08C08F4/6592
Inventor 房江华高浩其杨建平胡敏杰肖勋文王江波方烨汶
Owner NINGBO UNIVERSITY OF TECHNOLOGY
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