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Preparation method of cycloolefin copolymers

A cyclic olefin copolymer, cyclopentadiene-based technology, applied in the field of olefin polymerization, can solve the problems of low norbornene content and the like

Active Publication Date: 2014-04-09
CHANGZHOU INST OF ENERGY STORAGE MATERIALS &DEVICES
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

At present, the semi-metallocene complex CpM(R')X 2 (Cp=cyclocene or substituted cyclocene, M=early transition metal, X=halogen or alkyl, R′=OAr and other non-cyclocene substituents) are used in the preparation of cycloolefins, but the norbornene content in the resulting polymer is relatively low Low

Method used

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  • Preparation method of cycloolefin copolymers
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  • Preparation method of cycloolefin copolymers

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preparation example Construction

[0035] The invention provides a preparation method of cycloolefin copolymer, comprising the following steps: under the action of a semi-metallocene complex with the structure of formula (I) and a co-catalyst, norbornene and ethylene are polymerized, and the reaction pressure is 1~6atm to obtain cycloolefin copolymer.

[0036]

[0037] In formula (I), M is an early transition metal;

[0038] R is cyclopentadienyl, substituted cyclopentadienyl, indenyl, substituted indenyl, fluorenyl or substituted fluorenyl;

[0039] X is halogen or alkyl;

[0040] R 1 and R 2 are alkyl, silyl or aryl, respectively;

[0041] R 3 and R 4 are alkyl or aryl, respectively;

[0042] E is an oxygen atom or a sulfur atom.

[0043] Wherein, the semi-metallocene complex is preferably prepared according to the following method:

[0044] A) Dissolving the (thio)phenolphosphine ligand of formula (II) in a solvent, the solvent is an organic solvent well known to those skilled in the art, prefera...

Embodiment 1

[0059] Embodiment 1 prepares half metallocene complex A 1 ~A 7

[0060] A 1 : 2-silylmethyl-6-diphenylphosphine-phenol-cyclopentadienyl titanium dichloride;

[0061] A 2 : 2-tert-butyl-6-diphenylphosphine-phenol-cyclopentadienyl titanium dichloride;

[0062] A 3 : 2,4-di-tert-butyl-6-diphenylphosphine-phenol-cyclopentadienyl titanium dichloride;

[0063] A 4 : 2-silylmethyl-6-di-tert-butylphosphine-phenol-cyclopentadienyl titanium dichloride;

[0064] A 5 : 2-silylmethyl-6-diphenylphosphine-phenol-indenylcyclopentadienyl titanium dichloride;

[0065] A 6 : 2-silylmethyl-6-diphenylphosphine-phenol-fluorenylcyclopentadienyl titanium dichloride;

[0066] A 7 : 2-silylmethyl-6-di-tert-butylphosphine-phenol-indenylcyclopentadienyl titanium dichloride.

[0067] Add 1mmol of the non-phenocene ligand 2-silylmethyl-6-diphenylphosphine-phenol and 15ml of THF to the reaction flask for dissolution, then add 3mmol of NaH, stir at room temperature for 6h, filter to remove exces...

Embodiment 2

[0074] Embodiment 2 prepares semi-metallocene complex 2-silylmethyl-6-diphenylphosphine-thiophenol-fluorenyl cyclopentadienyl titanium dichloride (B 1 )

[0075] Half metallocene complex B 1 The preparation method and A 1 The same, the difference is that the non-metallocene ligand is 2-silylmethyl-6-diphenylphosphine-thiophenol, and the monometallocene is fluorenylcyclopentadienyltitanium trichloride.

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Abstract

The invention provides a preparation method of cycloolefin copolymers. The preparation method comprises the steps of utilizing a half metallocene complex in a structure of a formula (I) as main catalysts, forming a salt ion active center after being acted with a cocatalyst, and thereby catalyzing the copolymerisation of ethylene and norbornene. On one hand, the existence of R in the half metallocene complex ensures the catalytic activity of a half metallocene system; the introduction of P, O or S atoms for the half metallocene complex improves the catalytic stability, therefore, the catalytic activity of the half metallocene complex is high; on the other hand, the introduction of aryloxy or aromatic sulfenyl further improves the charge properties and the space effects of a transition metal center, thereby being favorable for stabilizing a metal cation center; and the larger volume and an annual structure formed with the metal center also generate certain restriction to the spatial configuration of the half metallocene complex, therefore the generated cycloolefin copolymers through catalysis have high molecular weight, and at the same time, the method of the invention ensures that the content of the norbornene in the complex is high and can be regulated.

Description

technical field [0001] The invention belongs to the technical field of olefin polymerization, and in particular relates to a preparation method of a cycloolefin copolymer. Background technique [0002] Norbornene homopolymer has the advantage of high temperature resistance, but due to the high glass transition temperature, it is not conducive to processing, which limits its application and promotion; polyethylene is easy to process and shape, but it is very sensitive to chemical and mechanical effects. Cyclic olefin copolymers (COC) with excellent properties can be obtained by copolymerizing norbornene with ethylene, which not only has excellent heat resistance stability, light resistance, moisture resistance, hydrolysis resistance and chemical resistance of polyolefin resins, but also It does not produce harmful gas when incinerated, and also shows the characteristics of amorphous resin in terms of mechanical properties, flow characteristics, dimensional accuracy and other ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08F232/08C08F210/02C08F4/6592C07F7/28C07F7/00
Inventor 刘靖宇唐小燕李彦国李悦生
Owner CHANGZHOU INST OF ENERGY STORAGE MATERIALS &DEVICES
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