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Norbornene, styrene and cyclohexene ternary copolymerized catalyst and ternary polymerization method

A cyclohexene ternary copolymerization catalyst and norbornene technology, which is applied in the field of norbornene, styrene and cyclohexene ternary copolymerization catalysts and ternary copolymerization, can solve the problem of small molecular weight of copolymers and degree of alternation of copolymers Low reaction temperature, low copolymer yield and other problems, to achieve the effect of low reaction temperature, easy washing and separation, and high copolymer yield

Active Publication Date: 2017-02-22
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 all have disadvantages such as 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

[0023] In a three-necked flask with a dry inert atmosphere, dissolve 0.001 moles of cyclopentadiene manganese tricarbonyl and 0.001 moles of 8-hydroxyquinoline in 10 ml of benzene to obtain a mixed solution. The isopropyl ester was dropped into the mixed solution, and after the dropping was completed, it was stirred at a constant temperature of 20° C. for 30 minutes to obtain a manganese-titanium complex catalyst.

[0024] Add 0.01 mole of bicyclo[2,2,1]hept-2-ene, 0.01 mole of styrene and 0.01 mole of cyclohexene into an autoclave evacuated several times and filled with nitrogen, and add 20ml of benzene to dissolve. The amount of cyclopentadiene manganese tricarbonyl in the catalyst is 0.01% of the total weight of norbornene, styrene and cyclohexene. Take the above-mentioned manganese-titanium complex catalyst and inject it into the above-mentioned mixture with a syringe. React at a constant temperature of 80° C. and a pressure of 0.1 MPa for 5 hours. The product is poured i...

Embodiment 2

[0027] In a three-necked flask with a dry inert atmosphere, dissolve 0.001 mol of cyclopentadienyl manganese tricarbonyl and 0.006 mol of α, α'-bipyridyl in 10 ml of toluene to obtain a mixed solution, install an electric stirrer, and mix 0.010 mol of titanium Isopropyl acid was added dropwise into the mixed solution, and then stirred at 50°C for 50 minutes at a constant temperature to obtain a manganese-titanium complex catalyst.

[0028] Add 0.01 mole of 1-methylbicyclo[2,2,1]hept-2-ene, 0.01 mole of styrene and 0.01 mole of cyclohexene into an autoclave evacuated several times and filled with nitrogen, and add 20ml of toluene to dissolve. The amount of cyclopentadiene manganese tricarbonyl in the catalyst is 0.07% of the total weight of norbornene, styrene and cyclohexene. Take the above-mentioned manganese-titanium complex catalyst and inject it into the above-mentioned mixture with a syringe. React at a constant temperature of 110° C. and a pressure of 7 MPa for 6 hours. ...

Embodiment 3

[0030] In a three-necked flask with a dry inert atmosphere, 0.001 mol of cyclopentadienyl manganese tricarbonyl and 0.010 mol of phenanthrene were dissolved in 10 ml of tetrahydrofuran to obtain a mixed solution, which was stirred with an electric stirrer, and 0.007 mol of iso-titanate Propyl ester was added dropwise into the mixed solution, and then stirred at a constant temperature of 30°C for 50 minutes to obtain a manganese-titanium complex catalyst.

[0031] Add 0.01 mole of 1-methylbicyclo[2,2,1]hept-2-ene, 0.01 mole of styrene and 0.01 mole of cyclohexene into an autoclave evacuated several times and filled with nitrogen, and add 20ml of tetrahydrofuran to dissolve. The amount of cyclopentadiene manganese tricarbonyl in the catalyst is 1.0% of the total weight of norbornene, styrene and cyclohexene. Take the above-mentioned manganese-titanium complex catalyst and inject it into the above-mentioned mixture with a syringe. React at a constant temperature of 120° C. and a ...

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Abstract

The invention relates to a norbornene, styrene and cyclohexene ternary copolymerized catalyst and a ternary polymerization method. The catalyst is characterized in that a preparation method of the catalyst comprises steps as follows: cyclopentadienyl manganese tricarbonyl and a ligand are dissolved in a first solvent in a 3-mouth flask having the dry inert atmosphere, a mixed solution is obtained and put in an electric mixer, titanium isopropoxide is dropwise added to the mixed solution at the speed of 150-250 rpm and continuously stirred at the temperature of 20-50 DEG C for 20-50 min after dropwise adding ends, and a manganese-titanium complex catalyst is obtained; the ternary polymerization method comprises steps as follows: norbornene monomers, styrene and cyclohexene monomers are taken in a mole ratio and added to a high-pressure kettle which is repeatedly vacuumized and charged with nitrogen, and a second solvent is added for dissolving; then the added manganese-titanium complex catalyst is subjected to reaction under certain conditions; a product obtained through a reaction is poured into an ethanol solution containing 4wt%-5wt% hydrochloric acid, obtained precipitates are washed to be neutral with ethanol, vacuum drying is performed, and a norbornene, styrene and cyclohexene ternary copolymer is obtained.

Description

technical field [0001] The invention relates to a high polymer synthesis catalyst and a high polymer synthesis, in particular to a norbornene, styrene and cyclohexene 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 styrene and other olefins into the polynorbornene backbone improves the cohesiveness and solubility of the polymer and reduces the light absorbance of the material itself. 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 technology suitable for line widths of 1.3...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08F232/08C08F232/04C08F212/08C08F4/76
CPCC08F232/08C08F232/04C08F212/08C08F4/76
Inventor 李正辉王志强胡敏杰房江华高浩其
Owner NINGBO UNIVERSITY OF TECHNOLOGY
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