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Functional cyclic olefin copolymer and preparation method thereof

A cyclic olefin copolymer, functional technology, applied in the field of functional cyclic olefin copolymer and its preparation, can solve the problems of low reactivity, low access rate of polar groups, and inability to control the content of polar groups and other problems to achieve the effect of ensuring high activity and strong activity copolymerization ability

Inactive Publication Date: 2017-01-18
DONGHUA UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

People such as Takeshi Shiono have reported norbornene and 7-octene diisobutylaluminum copolymerization to prepare the cycloolefin copolymer with methyl carboxyl or carbonyl in the side chain, but the reactivity is not high 9-89kg polymer / (mol Ti· h), the access rate of polar groups is also low (0-1.8mol%) (Journal of polymer science, Part a: polymer chemistry, 2013, 51, 5085.)
[0006] The preparation of functionalized cyclic olefin copolymers provided by the prior art cannot meet the requirements of controlling the content of polar groups and effectively controlling the glass transition temperature. Therefore, it is still a challenge in the field of olefin catalysis

Method used

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  • Functional cyclic olefin copolymer and preparation method thereof
  • Functional cyclic olefin copolymer and preparation method thereof
  • Functional cyclic olefin copolymer and preparation method thereof

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Experimental program
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Effect test

Embodiment 1-7

[0051] A kind of preparation method of functional cyclic olefin copolymer, concrete preparation steps are:

[0052] 1) Under a nitrogen atmosphere, add toluene, triisobutylaluminum, and norbornene (m=0, R 1 ~R 4 Both are hydrogen) and polar comonomers (n is 9, FG is hydroxyl) with formula (IV) structure, stirring 8min, wherein, triisobutylaluminum and polar comonomers with formula (IV) structure The molar ratio is 20:1; After stirring, add triphenylcarbon tetrakis (pentafluorophenyl) borate, then add fluorenylamine titanium complex (R 5 is adamantyl, R 7 and R 8 is methyl, R 9 and R 14 is tert-butyl, R 6 , R 10 , R 11 , R 12 , R 13 , R 15 Both are hydrogen, X 1 and x 2 is methyl) for polymerization, the polymerization temperature is 25°C, and the polymerization time is 1min; wherein the molar ratio of the fluorenylamine titanium complex to the monomer is 1:1500, and the fluorenylamine titanium complex and triphenylcarbon tetra The molar ratio of (pentafluoropheny...

Embodiment 8-11

[0058] A kind of preparation method of functional cyclic olefin copolymer, concrete preparation steps are:

[0059] 1) Under a nitrogen atmosphere, add toluene, triisobutylaluminum, and norbornene (m=0, R 1 ~R 4 Both are hydrogen) and polar comonomers (n is 9, FG is hydroxyl) with formula (IV) structure, stirring 8min, wherein, triisobutylaluminum and polar comonomers with formula (IV) structure The molar ratio is 1.5:1; After stirring, add modified methyl aluminoxane, then add fluorenylamine titanium complex (R 5 is adamantyl, R 7 and R 8 is methyl, R 6 , R 9 , R 10 , R 11 , R 12 , R 13 , R 14 , R 15 Both are hydrogen, X 1 and x 2 is methyl) for polymerization, the polymerization temperature is 25°C, and the polymerization time is 1min; wherein the molar ratio of the fluorenylamine titanium complex to the monomer is 1:1500, the fluorenylamine titanium complex and the modified methyl The molar ratio of aluminoxane is 1:800;

[0060] 2) Pour the obtained reaction...

Embodiment 12-14

[0065] A kind of preparation method of functional cyclic olefin copolymer, concrete preparation steps are:

[0066] 1) Under a nitrogen atmosphere, add dichloroethane, trialkylaluminum, norbornene derivatives having a structure of formula (III) (m=1, R 1 is cyclopropanyl, R 2 is bromine, R 3 , R 4 is hydrogen) and the polar comonomer (n is 4, FG is carboxyl) with formula (IV) structure, stir 10min, wherein, the mole of trialkylaluminum and the polar comonomer with formula (IV) structure The ratio is 2.0:1, and the molar ratio of the norbornene derivative with the structure of formula (III) to the polar comonomer with the structure of formula (IV) is 1:1; after stirring, add modified methylalumoxane, Then add the fluorenylamine titanium complex (R 5 is tert-butyl, R 6 and R 7 is methyl, R 10 and R 13 is tert-butyl, R 8 , R 9 , R 11 , R 12 , R 14 , R 15 Both are hydrogen, X 1 and x 2 is methyl) to carry out polymerization reaction, the temperature of polymerizati...

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Abstract

The present invention relates to a functional cyclic olefin copolymer and a preparation method thereof, the preparation process of the functional cyclic olefin copolymer is as follows: under the effect of a catalyst and a cocatalyst, by polymerization of a norbornene derivative and a polar comonomer in an inert solvent or a halogenated solvent, the functional cyclic olefin copolymer can be obtained. The catalyst is a fluorenyl amine titanium complex, the cocatalyst is a methylaluminoxane, modified methylaluminoxane or trityl tetrakis(pentafluorophenyl)borate polymerization system. The functional cyclic olefin copolymer can be prepared by the method because the selected catalytic system has excellent tolerance and extremely-strong active copolymerization ability to the polar comonomer protected by trialkylaluminium, and high activity of the polymerization system and controllability of glass transition temperature and polar group content of the copolymer can be ensured.

Description

technical field [0001] The invention relates to a functional cyclic olefin copolymer and a preparation method thereof, in particular to a functional cyclic olefin copolymer with controllable glass transition temperature and controllable polar group content and a preparation method thereof. Background technique [0002] The cycloolefin copolymer (COC) obtained by the copolymerization reaction of cycloolefin and olefin is a new type of optical polymer material, which has high transparency, low birefringence, excellent heat resistance, chemical resistance, and melt flow. properties, dimensional stability, extremely low dielectric constant and good moisture barrier properties, so it is widely used in many fields such as optoelectronic optics, electronic parts, biomedicine and so on. [0003] The cyclic olefin copolymer with polar functional groups overcomes the disadvantage of low surface energy of the polyolefin molecular chain itself due to non-polarity, and can effectively im...

Claims

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Application Information

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IPC IPC(8): C08F232/08C08F216/04C08F220/04C08F220/64C08F4/6592
CPCC08F232/08C08F4/6592C08F216/04C08F220/04C08F2420/02C08F220/64
Inventor 蔡正国宋向阳余丽君
Owner DONGHUA UNIV
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