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Catalyst for ternary polymerization of norbornene, derivative of norbornene, tetrafluoroethylene and cyclohexene and method of ternary polymerization

A technology of norbornene and tetrafluoroethylene, applied in the field of cyclohexene terpolymerization, norbornene and tetrafluoroethylene, can solve the problems of low yield of copolymer, less than 10% yield, long reaction time, etc. , to achieve the effect of high copolymer yield, low reaction temperature and high catalytic efficiency

Inactive Publication Date: 2013-02-13
NINGBO UNIVERSITY OF TECHNOLOGY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The synthesis of existing norbornene and maleic anhydride, acrylate, tetrafluoroethylene or styrene copolymer mainly adopts the method of free radical polymerization, and metal complexes are used to catalyze the synthesis. Disadvantages such as low yield
If a Ni / Al metal complex is used to catalyze the copolymerization of norbornene and tert-butyl methacrylate, the yield is less than 10% after about 8 hours of polymerization

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0025] Add 20 ml of tetrahydrofuran, 0.01 mole of ruthenium trichloride, 0.10 mole of 8-hydroxyquinoline and 0.10 mole of triethylaluminum into a single-mouth glass bottle that has been vacuumed for many times and baked with nitrogen, and placed in a water bath at 50°C. Keep it at a constant temperature for 30 minutes, and then obtain a ruthenium complex catalyst after cooling.

Embodiment

[0026] EXAMPLES 0.03 moles of bicyclo[2,2,1]hept-2-ene, 0.03 moles of tetrafluoroethylene, and 0.03 moles of cyclohexene were added to an autoclave filled with nitrogen, and 10ml of toluene was added to dissolve. Take 1% of the above-mentioned catalyst based on the total weight of norbornene, tetrafluoroethylene and cyclohexene, and inject the above-mentioned mixture with a syringe. Constant temperature at 80°C, 0.1MP pressure, reaction for 3 hours. The product was poured into a methanol solution containing 5% hydrochloric acid to precipitate the terpolymer of norbornene, tetrafluoroethylene, and cyclohexene. The precipitate was washed with methanol to neutrality and dried in vacuum. The measured reaction yield was 43.5%. .

[0027] The calculation of the reaction yield is the total weight of the product weight / (norbornene derivative + tetrafluoroethylene + cyclohexene).

[0028] The following embodiments are the same.

Embodiment 2

[0030] Add 20 ml of anisole, 0.01 mole of ruthenium trichloride, 0.08 mole of α,α,-bipyridine and 0.10 mole of triisobutylaluminum into a single-mouth glass bottle that has been evacuated several times and baked with nitrogen. The ruthenium complex catalyst is obtained after cooling in a water bath at 50°C for 30 minutes.

[0031] Add 0.03 moles of bicyclic 1-methylbicyclo[2,2,1]hept-2-ene, 0.03 moles of tetrafluoroethylene, and 0.03 moles of 3-methylcyclohexene into the autoclave filled with nitrogen, and add 10ml The toluene dissolves. Take 0.9% of the above-mentioned catalyst based on the total weight of norbornene, tetrafluoroethylene and cyclohexene, and inject the above-mentioned mixture with a syringe. Constant temperature at 20°C, 0.2MP pressure, reaction for 2 hours. The product was poured into a methanol solution containing 5% hydrochloric acid to precipitate the terpolymer of norbornene, tetrafluoroethylene, and cyclohexene. The precipitate was washed with methanol t...

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Abstract

The invention relates to a catalyst for ternary polymerization of norbornene, a derivative of the norbornene, tetrafluoroethylene and cyclohexene and a method of the ternary polymerization. The preparation method of the catalyst comprises steps of dissolving ruthenium trichloride, ligand and an alkyl metal compound to a first solvent in a dry single-opening glass bottle in which inert gas is filled, sealing the bottle opening by using an emulsion tube, keeping the bottle at the constant temperature for 20-30 minutes in the water bath of 50 DEC C, cooling and obtaining a ruthenium complex catalyst. Compared with the prior art, the catalyst is the novel ruthenium complex catalyst, the catalyst can produce catalytic activity under certain pressure, at the temperature from 20 DEG C to 120 DEG C and in the nitrogen protection system, the norbornene, the tetrafluoroethylene and the cyclohexene are catalyzed and are subjected to the ternary polymerization, and products are easy to wash and separate after being soaked by methanol. The yield of copolymer is high, the reaction temperature is low, the catalyst is easy to obtain and the catalyst efficiency is high.

Description

Technical field [0001] The invention relates to the field of polymer synthesis, and specifically refers to a catalyst for the ternary copolymerization of norbornene, tetrafluoroethylene and cyclohexene and the use of the catalyst for the ternary copolymerization of norbornene, tetrafluoroethylene and cyclohexene Methods. Background technique [0002] Polynorbornene is a special polymer with excellent mechanical properties, heat resistance, solubility and transparency in organic solvents, and can be used for 157nm UV lithography. The main disadvantages of polynorbornene are poor brittleness, poor viscosity, and low molecular weight. After inserting tetrafluoroethylene and cyclohexene into the main chain of polynorbornene, the adhesion and solubility of the polymer can be improved, so that it has a high glass transition temperature and improves its ability to break easily in film formation , And can reduce the absorbance of the material itself, this copolymer can be used as a lit...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08F232/08C08F214/26C08F232/04C08F4/70
Inventor 房江华高浩其丛扬杨建平胡敏杰王志强周琦
Owner NINGBO UNIVERSITY OF TECHNOLOGY
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