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Cycloolefin copolymer and preparation method thereof

A cyclic olefin copolymer and cyclic olefin technology, applied in the polymer field, can solve the problems of severe brittleness, low catalytic activity, unfavorable application, etc., and achieve the effect of high transparency and good molecular weight distribution

Active Publication Date: 2012-10-17
CHANGZHOU INST OF ENERGY STORAGE MATERIALS &DEVICES
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  • Abstract
  • Description
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  • Application Information

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Problems solved by technology

However, the catalytic activity of the ferrocene metal catalyst in this method is low, so that the activity of the polymerization reaction is 4.0 × 10 -10 ~0.94×10 -6 g / mol Zr h, and the obtained copolymer is a semi-crystalline structure, the application value is not high
In order to obtain a COC with high application value, Korean scientist Lee used tricyclopentadiene (TCPD) as a comonomer in 2010 to prepare T g The COC with the highest temperature of 177°C, in which the insertion rate of TCPD is 45mol% (Macromolecules 2010, 43, 725.), the tensile test results of the obtained COC show that the insertion rate of TCPD is 37mol%, T g When the temperature is 154°C, the elongation at break is 2.8%, and the brittleness of the obtained COC is not significantly improved, and it still has serious brittleness, which is not conducive to its application.

Method used

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  • Cycloolefin copolymer and preparation method thereof
  • Cycloolefin copolymer and preparation method thereof
  • Cycloolefin copolymer and preparation method thereof

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preparation example Construction

[0042] The present invention provides a kind of preparation method of cycloolefin copolymer described in above-mentioned technical scheme, comprises the following steps:

[0043] In an inert solvent, the cycloolefin monomer having the structure of formula (II) is polymerized with α-olefin in the presence of a catalyst to obtain a cycloolefin copolymer having the structure of formula (I);

[0044] Formula (II); Formula (I);

[0045] In formula (I), m and n are degrees of polymerization, m:n≥1.5;

[0046] R 1 and R 2 independently selected from hydrogen or saturated aliphatic hydrocarbon groups with 1 to 10 carbon atoms.

[0047] The preparation method of the cyclic olefin copolymer provided by the present invention is carried out in an inert solvent. The inert solvent is preferably a linear hydrocarbon compound, a cyclic hydrocarbon compound or an aromatic compound, more preferably a benzene compound, and most preferably toluene.

[0048] In the inert solvent, in the pr...

Embodiment 1

[0068] 42 g of anthracene and 108 g of norbornadiene were sequentially added into a 150 mL autoclave. Under nitrogen atmosphere, anthracene and norbornanol were reacted by heating at 180°C for 27 hours. After the reaction was completed, the temperature of the reaction system was lowered to room temperature, and the unreacted norbornadiene was evaporated to obtain a light yellow solid. Using petroleum ether as a solvent, the obtained light yellow solid was extracted with a Soxhlet extractor for 24 hours to obtain a concentrated extract. The concentrated extract was recrystallized to precipitate white crystals, and then filtered, and the resulting solid was vacuum-dried at 50° C. to obtain a cycloolefin monomer.

[0069] The cycloolefin monomer obtained in the present invention is a white crystal, the mass of the cycloolefin monomer obtained by weighing is 50.2 g, and the calculated yield is 80.0%.

[0070] The present invention conducts structural characterization of the obta...

Embodiment 2

[0072] Under an ethylene atmosphere, 21.5 mL of anhydrous toluene, 1 mL of a toluene solution with a structure of formula (II) prepared in Example 1 with a molar concentration of 2 mol / L, 1.5 mL of anhydrous toluene, and 1.5 mL of molar A toluene solution of TIBA with a concentration of 0.5mol / L and 3mL of [Ph 3 CB(C 6 f 5 ) 4 ], the resulting mixed solution was stirred at 40° C. for 10 minutes, then 3 mL of a toluene solution of CGC with a molar concentration of 1 μmol / mL was added thereto, and ethylene was continuously fed into the reactor, and the ethylene concentration was maintained. The pressure was 1 atmosphere, and the polymerization was carried out for 5 minutes. After the polymerization reaction is completed, the obtained reaction solution is poured into an ethanol solution of hydrochloric acid with a volume fraction of 10%, and the reaction product is precipitated; the obtained reaction product is filtered and washed 3 times with acetone, and the obtained product...

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Abstract

The invention discloses a cycloolefin copolymer with a structure shown in the formula (I), wherein m and n are polymerization degrees, m:n>=1.5, and R1 and R2 are independently selected from hydrogen or C1-C10 saturated aliphatic hydrocarbon. According to the invention, a cycloolefin monomer with a structure shown in the formula (II) and alpha-alkene are adopted as polymerization monomers; the copolymerization monomers are subjected to a polymerization reaction under the existence of a catalyst and in an inert solvent, such that the cycloolefin copolymer with the structure shown in the formula (I) is obtained. According to the invention, the cycloolefin monomer with the structure shown in the formula (II) is large-volume cycloolefin. Because of a stereospecific blockade effect, under the condition of a low insertion rate, the cycloolefin copolymer with high glass transition temperature and with the structure of the formula (I) is obtained. The flexible alpha-alkene units in the copolymer are increased, such that the rigidity of the cycloolefin copolymer chains is reduced, the entanglement among the chains is enhanced, such that the anti-tearing performance of the cycloolefin copolymer is improved, and the brittleness of the copolymer is ameliorated.

Description

technical field [0001] The invention relates to the technical field of polymers, in particular to a cycloolefin copolymer and a preparation method thereof. Background technique [0002] Cyclic olefin copolymer (COC) is prepared by the addition copolymerization reaction of α-olefin and cycloolefin, which has such advantages as low density, high transparency, good thermal stability, high optical refractive index and strong chemical corrosion resistance. and other excellent performance. Since it was first synthesized in the 1990s, COC has become one of the important engineering plastics and is used in heat-resistant and optical materials. At present, Japan's Mitsui Chemicals Corporation (Mitsui) and the United States' Ticona Corporation (Ticona) have launched commercialized COCs with trade names of APEL and Topas, respectively. [0003] The research results disclosed in the prior art show that: when the glass transition temperature (T g ) is greater than 150°C, the obtained ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08F232/08C08F210/02C08F210/06C08F210/08C08F210/10C08F210/14C08F4/646
Inventor 李悦生洪缪李彦国崔磊
Owner CHANGZHOU INST OF ENERGY STORAGE MATERIALS &DEVICES
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