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Seven-membered cyclopyridylimine complex containing large-steric-hindrance cycloalkane and preparation method and application of seven-membered cyclopyridylimine complex

A kind of compound, cycloalkyl technology, applied in the field of symmetrical seven-membered ring pyridineimino-based metal complexes

Active Publication Date: 2019-10-29
INST OF CHEM CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0011] However, as a new catalyst system, the catalytic performance of the above catalysts, as well as the conditions and efficiency of their preparation methods, still need to be further improved

Method used

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  • Seven-membered cyclopyridylimine complex containing large-steric-hindrance cycloalkane and preparation method and application of seven-membered cyclopyridylimine complex
  • Seven-membered cyclopyridylimine complex containing large-steric-hindrance cycloalkane and preparation method and application of seven-membered cyclopyridylimine complex
  • Seven-membered cyclopyridylimine complex containing large-steric-hindrance cycloalkane and preparation method and application of seven-membered cyclopyridylimine complex

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0102] Example 1 Preparation of α,α'-bis(2-dimethyl-6-cyclopentylphenylimino)-2,3:5,6-bis(pentamethylene)pyridyl represented by the following formula Ferric chloride [Fe-1](R 1 is methyl, R 2 is cyclopentyl, R is hydrogen)

[0103]

[0104] 0.084g (0.2mmol) α,α'-dioxo-2,3:5,6-bis(pentamethylene)pyridine compound represented by formula (II-1), 0.048g (0.4mmol) 2- Dimethyl-6-cyclopentylaniline hydrochloride and 0.035g (0.18mmol) FeCl 2 ·4H 2 O was dissolved in 10 mL of acetic acid, stirred and refluxed at 130 °C for 8 h under nitrogen atmosphere, the reaction solution was concentrated, a large amount of ether was added to precipitate, the precipitate was collected by filtration, then the precipitated substrate was dissolved in dichloromethane, the solution was concentrated, A large amount of diethyl ether was added to precipitate and the precipitate was collected by filtration and washed with a large amount of diethyl ether. After drying, a brown powder (0.046 g, 37%) wa...

Embodiment 2

[0108] Example 2 Preparation of α,α'-bis(2-dimethyl-6-cyclohexylphenylimino)-2,3:5,6-bis(pentamethylene)pyridylbis shown in the following formula Ferric chloride [Fe-2](R 1 is methyl, R 2 is cyclohexyl, R is hydrogen)

[0109]

[0110] 0.048g (0.2mmol) α,α'-dioxo-2,3:5,6-bis(pentamethylene)pyridine compound represented by formula (II-1), 0.09g (0.4mmol) 2- Dimethyl-6-cyclohexylaniline hydrochloride and 0.035g (0.18mmol) FeCl 2 ·4H 2 O was dissolved in 10 mL of acetic acid, stirred and refluxed at 130 °C for 8 h under a nitrogen atmosphere, the reaction solution was concentrated, a large amount of ether was added to precipitate, the precipitate was collected by filtration, then the precipitated substrate was dissolved in methanol, the solution was concentrated, and a large amount of Diethyl ether precipitated and the precipitate was collected by filtration and washed with copious amounts of diethyl ether. After drying a brown powder (0.07 g, 54%) was obtained.

[0111]...

Embodiment 3

[0114] Example 3 Preparation of α,α'-bis(2-dimethyl-6-cyclooctylphenylimino)-2,3:5,6-bis(pentamethylene)pyridyl shown in the following formula Ferric chloride [Fe-3](R 1 is methyl, R 2 is cyclooctyl, R is hydrogen)

[0115]

[0116] 0.048g (0.2mmol) α,α'-dioxo-2,3:5,6-bis(pentamethylene)pyridine compound represented by formula (II-1), 0.10g (0.4mmol) 2- Dimethyl-6-cyclooctylaniline hydrochloride and 0.035g (0.18mmol) FeCl 2 ·4H 2 O was dissolved in 10 mL of acetic acid, stirred and refluxed at 130 °C for 8 h under a nitrogen atmosphere, the reaction solution was concentrated, a large amount of ether was added to precipitate, the precipitate was collected by filtration, then the precipitated substrate was dissolved in methanol, the solution was concentrated, and a large amount of Diethyl ether precipitated and the precipitate was collected by filtration and washed with copious amounts of diethyl ether. After drying a brown powder (0.01 g, 11%) was obtained.

[0117] Th...

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Abstract

The invention provides a novel symmetrical seven-membered cyclopyridylimine metal complex containing a cycloalkane large-steric-hindrance substituent, a preparation method of the novel symmetrical seven-membered cyclopyridylimine metal complex and application to ethylene polymerization. A novel cycloalkane large-steric-hindrance structure enables the catalytic activity of the alpha,alpha'-dioxo-2,3:5,6-bis(pentamethylene)pyridine metal complex to be up to 10<7> g.mol<-1>.h<-1>, and the properties, especially thermal stability, are better. The catalytic active site of the complex provided is not limited to a single center, but the molecular weight of a polymer can still be regulated by changing the ligand structure and polymerization conditions. The complex provided can be used for catalyzing the ethylene polymerization together with a cocatalyst methylaluminoxane and modified methylaluminoxane to obtain highly linear polyethylene with high molecular weight (M<w> up to 272.0 kg.mol<-1>), and the shortcoming of low-molecular-weight polyethylene obtained by a previous catalyst is greatly overcome; and meanwhile, the linear polyethylene of different fine structures can be realized by regulating the temperature, and therefore, great industrial application value is achieved.

Description

technical field [0001] The invention belongs to the technical field of polyolefin catalysts, and in particular relates to a new type of symmetric seven-membered ring pyridineimino-based metal complexes containing large sterically hindered cycloalkane substituents, a preparation method and applications thereof. Background technique [0002] Polyethylene (PE) has become the largest variety of general-purpose synthetic resins due to its excellent mechanical properties, good processing properties, stable chemical properties and low price. field is widely used. At present, my country has become the world's largest PE importer and second largest consumer. By 2019, China's polyethylene demand will reach 22 million tons, and about 10 million tons will be imported (source: parpinelli TECNON / Basell Polyolefins). The research on ethylene polymerization catalyst is the key link in ethylene polymerization research. [0003] The currently industrialized polyethylene catalysts include Z...

Claims

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Application Information

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IPC IPC(8): C07F15/02C07F15/04C07F15/06C08F10/00C08F110/02C08F4/70
CPCC07F15/025C07F15/045C07F15/065C08F10/00C08F110/02C08F4/7042
Inventor 索泓一马艳平孙文华
Owner INST OF CHEM CHINESE ACAD OF SCI
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