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N,N-single ligand metal catalyst with three-dimensional structure and preparation method thereof

A technology of metal catalysts and three-dimensional structures, applied in chemical instruments and methods, organic chemistry, nickel-organic compounds, etc., can solve the problems of few studies on three-dimensional three-dimensional skeleton structures, and achieve good processing performance, low dielectric constant, and good thermal conductivity. The effect of stability

Inactive Publication Date: 2016-09-14
YICHUN UNIVERSITY +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Despite this, most of the work at home and abroad is still limited to the design of the planar framework structure of α-diimine metal complexes, and there are few studies on the three-dimensional framework structure.

Method used

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  • N,N-single ligand metal catalyst with three-dimensional structure and preparation method thereof
  • N,N-single ligand metal catalyst with three-dimensional structure and preparation method thereof
  • N,N-single ligand metal catalyst with three-dimensional structure and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0046] (1)R 2 When it is an aromatic amine aniline, the preparation of the three-dimensional structure α-diimine ligand:

[0047]Add 10mmol of 6,13-dihydro-6,13-ethylene to a 500mL reaction flask equipped with a reflux condenser and a water separator

[0048] Pentacene-15,16-dione, 30 mmol of aniline, a catalytic amount of p-toluenesulfonic acid and 150 mL of toluene were used as solvents. Reflux reaction at 130°C for 24 hours. During the reaction, the generated water was removed in the form of water-toluene azeotrope through a water separator. The remaining solvent was sucked away under vacuum, and the precipitated solid was purified on a silica gel column with sherwood oil / ethyl acetate (v / v=20 / 1) as an eluent. Yellow crystals were precipitated in the mixed solvent;

[0049] (2) When R2 is aromatic amine aniline, the preparation of three-dimensional structure α-diimine nickel (II) catalyst:

[0050] Under nitrogen protection, in a 100mL polymerization bottle, add 0.2mmo...

Embodiment 2

[0056] (1) When R2 is an aromatic amine aniline, the preparation of the α-diimine ligand of the stereostructure:

[0057] With embodiment 1.

[0058] (2) R When being aromatic amine aniline, the preparation of stereostructure α-diimine palladium (II) catalyst:

[0059] (3) Under the protection of nitrogen, in a 100mL polymerization bottle, add 0.2mmol ligand, 0.2mmol cyclooctadiene methyl palladium chloride and 10mL anhydrous dichloromethane respectively, stir at room temperature for 12 hours, then pass through sand while hot Filter the core ball under a nitrogen atmosphere, add 10mL of anhydrous n-hexane to the filtrate, and let it stand for several days. The new stereostructure α-diimine palladium (II) complex of yellow crystals is released from the mixed solution of dichloromethane and n-hexane. precipitation;

[0060] (4) Catalytic polymerization of norbornene

[0061] (5) Heat the reaction bottle equipped with a magnetic stirrer and a branch with a heat gun, and simult...

Embodiment 3

[0066] (1)R 2 When it is the aromatic amine 2,6-diisopropylaniline, the preparation of the three-dimensional structure α-diimine ligand:

[0067] Add 10mmol of 6,13-dihydro-6,13-ethylenepentacene-15,16-dione, 30mmol of 2,6-diiso Propylaniline, a catalytic amount of p-toluenesulfonic acid and 150 mL of toluene were used as solvents. Reflux reaction at 130°C for 24 hours. During the reaction, the generated water was removed in the form of water-toluene azeotrope through a water separator. The remaining solvent was sucked away under vacuum, and the precipitated solid was purified on a silica gel column with sherwood oil / ethyl acetate (v / v=20 / 1) as an eluent. Yellow crystals were precipitated in the mixed solvent;

[0068] (2) R 2 When it is aromatic amine 2,6-diisopropylaniline, the preparation of three-dimensional structure α-diimine nickel (II) catalyst:

[0069] Under nitrogen protection, in a 100mL polymerization bottle, add 0.2mmol of α-diimine ligand, 0.2mmol of ethyl...

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Abstract

The invention provides an N,N-single ligand metal catalyst with three-dimensional structure and a preparation method thereof. The catalyst has a structural general formula as below. Mt represents nickel, palladium, cobalt, iron or copper metal atom; R1 represents bromine, chlorine, iodine, phenyl group, propyl group, butyl group, phenyl group, naphthyl group, methoxy group or ethoxy group; when R2 is aromatic amine, it represents aniline, naphthylamine, p-methylaniline, p-chloroaniline, p-fluoroaniline, p-fluoroaniline, p-bromoaniline, p-nitroaniline, o-bromoaniline, o-chloroaniline, o-nitraniline, 2,6-dichloroaniline, 2,6-difluoroaniline, 2,6-dibromoaniline, 2,6-dinitroaniline, 2,6-dimethylaniline, 2,6-diisopropyl aniline, 2,4-difluoroaniline, 2,4-dibromoaniline, 2,4-dichloroaniline, 2,4,6-trichloroaniline, 2,4,6-tribromo aniline, 2,4,6-trifluoroaniline, 2,4,6-trinitroaniline, 6-hydroxynaphthylamine, 1-aminoindan, fluoreneamine or 4-nitro naphthylamine; and when R2 is aliphatic amine, it represents ethylamine, propylamine, butylamine, heptylamine, isopropylamine, tert-butylamine or cyclohexylamine. The preparation method is simple, less in by-products, and environmentally friendly.

Description

Technical field: [0001] The invention relates to a catalytic system and a preparation method for addition copolymerization of norbornene and norbornene derivatives; in particular, it relates to a three-dimensional structure N, N-monoligand metal catalyst and a preparation method thereof. Background technique: [0002] Addition polynorbornene has the advantages of heat, good chemical stability, high light transmittance and low birefringence because of its unique bicyclic structure (US Patent 5468819, 5569730). These properties make polynorbornene a Hotspots in the field of olefin polymerization. However, in the actual application process, this kind of polynorbornene still faces great difficulties, mainly because of a series of shortcomings such as its poor processing performance, solubility performance and adhesion performance, which limit its application. In order to improve these deficiencies, norbornene is generally copolymerized with α-olefins and polar monomers. In thi...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08F232/08C08F4/80C08F4/72C07F15/04C07F15/00
CPCC07F15/0066C07F15/045C08F4/72C08F4/80C08F232/08
Inventor 霍平杨广军刘万云罗旭陈会凡贾燕
Owner YICHUN UNIVERSITY
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