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Method for preparing cycloolefin polymer by hydrogenation ring-opening metathesis polymerization method

A cycloolefin polymer and ring-opening metathesis polymerization technology, which is applied in the field of hydrogenation ring-opening metathesis polymerization to prepare cycloolefin polymers, can solve the problems of cumbersome reaction process and achieve good transparency, excellent optical properties, glass The effect of high melting temperature

Active Publication Date: 2021-04-13
SHANDONG EFIRM BIOCHEMISTRY & ENVIRONMENTAL PROTECTION CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In the common hydrogenation ring-opening metathesis synthesis process, after the polymerization reaction, the polymerization catalyst and unreacted monomer need to be removed. After the polymer is dried, a solvent and a hydrogenation reaction catalyst are added to carry out the hydrogenation reaction. The reaction process is cumbersome.

Method used

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  • Method for preparing cycloolefin polymer by hydrogenation ring-opening metathesis polymerization method
  • Method for preparing cycloolefin polymer by hydrogenation ring-opening metathesis polymerization method
  • Method for preparing cycloolefin polymer by hydrogenation ring-opening metathesis polymerization method

Examples

Experimental program
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Effect test

Embodiment 1

[0063] 100g of 8-methyl-8-methoxycarbonyltetracyclo[4.4.0.1 2.5 .1 7.10 ]-3-dodecene and 0.268g of 1-hexene were placed in toluene solution, and 60mg of pre-prepared Mo(N-2,6-Pr i 2 C 6 h 3 ) (CHCMe 2 Ph)(O But) 2 Carry out the ring-opening metathesis polymerization reaction at 80°C in an autoclave for 2 hours, then raise the temperature of the reaction system to 165°C, feed hydrogen into the kettle to a pressure of 8MPa and react for 4 hours. Aqueous lactic acid solution was added, and the aqueous phase and catalyst were removed after standing. The resulting solution was added to 3L of isopropanol, and the white polymer was separated by filtration, and dried under vacuum at 50°C for 16 hours to obtain 99 g of polymer. From 1 As can be seen from the H nuclear magnetic detection results, the hydrogen absorption peak at δ=4.5~7.0ppm bonded to the double bond carbon of the main chain disappears, and the hydrogenation ratio is 99.6%; the number average molecular weight Mn i...

Embodiment 2

[0065] 100g of 8-methyl-8-ethoxycarbonyltetracyclo[4.4.0.1 2.5 .1 7.10 ]-3-dodecene and 0.287g of 1-hexene were placed in toluene solution, and 60mg of pre-prepared Mo(N-2,6-Pr i 2 C 6 h 3 ) (CHCMe 2 Ph)(O But) 2 Carry out the ring-opening metathesis polymerization reaction at 80°C in an autoclave for 2 hours, then raise the temperature of the reaction system to 165°C, feed hydrogen into the kettle to a pressure of 8MPa and react for 4 hours. Aqueous lactic acid solution was added, and the aqueous phase and catalyst were removed after standing. The resulting solution was added to 3L of isopropanol, and the white polymer was separated by filtration, and dried at 50°C for 16 hours under vacuum to obtain 98.5 g of polymer. From 1 As can be seen from the H nuclear magnetic detection results, the hydrogen absorption peak at δ=4.5~7.0ppm bonded to the double bonded carbon of the main chain disappears, and the hydrogenation ratio is 99.7%; the number average molecular weight M...

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Abstract

The invention provides a method for preparing a cycloolefin polymer by a hydrogenation ring-opening metathesis polymerization method, which comprises the following steps: A) carrying out ring-opening metathesis polymerization reaction on a cycloolefin monomer as shown in a formula I under the action of a catalyst to obtain an unsaturated cycloolefin polymer as shown in a formula II; and B) raising the temperature of the reaction system to 140-180 DEG C, and carrying out hydrogenation reduction reaction to obtain the cycloolefin polymer shown in the formula III. A solvent and a catalyst do not need to be replaced in the hydrogenation reaction process, and reaction steps are reduced. The cycloolefin polymer synthesized by the method has the advantages of good transparency, high glass transition temperature, good adhesion with other materials, excellent optical performance, low water absorption, high heat resistance, high mechanical strength and the like.

Description

technical field [0001] The invention relates to the technical field of chemical synthesis, in particular to a method for preparing cycloolefin polymers by hydrogenation ring-opening metathesis polymerization. Background technique [0002] Most of the optical materials commonly used to make transparent resins are polyacrylates and polycarbonates. These materials have good transparency, but they cannot replace those made of inorganic glass in terms of heat resistance, moisture absorption resistance, adhesion and breaking strength. transparent material. In order to meet the above performance requirements and use resin materials instead of inorganic glass, cycloolefin polymer (copolymerof cycloolefin, COC) materials have come into people's field of vision. [0003] COC materials have changed people's previous impressions of polyolefin materials that are easy to crystallize and have poor transparency. Its features are outstanding, mainly including the following aspects: 1) The d...

Claims

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Application Information

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IPC IPC(8): C08G61/08
CPCC08G61/08C08G2261/11C08G2261/3325C08G2261/418
Inventor 张超梁万根费潇瑶崔卫华杨后奇
Owner SHANDONG EFIRM BIOCHEMISTRY & ENVIRONMENTAL PROTECTION CO LTD
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