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Anilinoanthraquinone post-transition metal complexes and their preparation methods and applications

A transition metal, aniline anthracene technology, applied in the field of olefin catalysis, can solve the problems of low polymerization activity, not too high activity, and no research on the polymerization ability of polar monomers.

Inactive Publication Date: 2019-04-12
DONGHUA UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Shiono et al. reported anilinonaphthoquinone nickel catalyst (Macromol.RapidCommun., 2006,27,1418.), in B(C 6 f 5 ) 3 In the presence of conditions, it shows high ethylene activity and obtains polyethylene with long chain branches, but the catalyst has low polymerization activity in the absence of co-catalysts, and its polymerization of polar monomers has not been studied. ability
Kim et al. reported that a class of ketimine ligand nickel catalysts can generate butene with high selectivity under the activation of modified methylaluminoxane (Kim, I.J.Organomet.Chem., 2009, 694, 1254.), But the activity is not too high, and the article reports that it can only generate a small amount of high polymer

Method used

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  • Anilinoanthraquinone post-transition metal complexes and their preparation methods and applications
  • Anilinoanthraquinone post-transition metal complexes and their preparation methods and applications
  • Anilinoanthraquinone post-transition metal complexes and their preparation methods and applications

Examples

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Embodiment 1

[0068] A preparation method of aniline anthraquinone transition metal complex, including the following steps:

[0069] (1) Dissolve 1-chloroanthraquinone and aniline with a molar ratio of 1:1.5 in toluene, and then add a catalytic system, the catalytic system is bis(dibenzylideneacetone) palladium, large hindered phosphino dicene Iron and Cs 2 CO 3 , Where bis(dibenzylideneacetone)palladium is 2% of 1-chloroanthraquinone, and the molar ratio of bis(dibenzylideneacetone)palladium to large hindered phosphinoferrocene is 1:1.2, Cs 2 CO 3 The molar ratio to 1-chloroanthraquinone is 1:1. Under catalysis, reflux for 36 hours under nitrogen at 90°C, cool to room temperature, vacuum the solvent toluene to keep the solid, and dissolve the remaining solid in dichloromethane , Washed with water 5 times, separated the organic phase in a separatory funnel, added excess anhydrous magnesium sulfate to dry, filtered to retain the filtrate, concentrated the dichloromethane solvent in vacuo, and th...

Embodiment 2

[0077] A preparation method of aniline anthraquinone transition metal complex, including the following steps:

[0078] (1) Dissolve 1-chloroanthraquinone and 2,6-diisopropylaniline in a molar ratio of 1:1.8 in 1,4-dioxane, and then add the catalytic system, the catalytic system is bis( Dibenzylideneacetone)palladium, large hindered phosphinoferrocene and Cs 2 CO 3 , Wherein the bis(dibenzylideneacetone)palladium is 4% of 1-chloroanthraquinone, the molar ratio of bis(dibenzylideneacetone)palladium to the large hindered phosphine ferrocene is 1:1.5, Cs 2 CO 3 The molar ratio with 1-chloroanthraquinone is 1.5:1. Under catalysis, reflux under nitrogen at 110℃ for 36h, cool to room temperature, vacuum the solvent 1,4-dioxane to keep the solid, and remove the remaining The solid was dissolved in dichloromethane, washed with water for 5 times, the organic phase was separated by a separatory funnel, dried by adding excess anhydrous magnesium sulfate, filtered to retain the filtrate, the d...

Embodiment 3

[0086] A preparation method of aniline anthraquinone transition metal complex, including the following steps:

[0087] (1) Dissolve 1-chloroanthraquinone and 2,6-dimethoxyaniline with a molar ratio of 1:0.8 in 1,4-dioxane, and then add the catalytic system, the catalytic system is bis( The molar ratio of dibenzylidene acetone) palladium, large hindered phosphino ferrocene and phosphino ferrocene is 1:2, Cs 2 CO 3 The molar ratio to 1-chloroanthraquinone is 2:1. Under catalysis, reflux for 12 hours under nitrogen at 130°C, cool to room temperature, vacuum the solvent 1,4-dioxane to dry and retain the solid. The solid was dissolved in dichloromethane and washed with water for 5 times. The organic phase was separated by a separatory funnel, dried by adding excess anhydrous magnesium sulfate, filtered to retain the filtrate, the dichloromethane solvent was concentrated in vacuo, and then n-hexane was added to precipitate a large amount of red solid. The solid was filtered under reduc...

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Abstract

The invention provides an aniline anthraquinone late transition metal compound and a preparation method and application thereof. The preparation method includes following steps: dissolving chloroanthraquinone and substituted aniline in a solvent, and reacting at certain temperature and under catalytic action to generate aniline anthraquinone ligand; dissolving the aniline anthraquinone ligand in an organic solvent, and adding a hydrogen pulling agent for reaction at proper temperature to pull off amino hydrogen to form a ligand salt compound; adding a metal precursor for reaction to obtain the aniline anthraquinone late transition metal compound. The aniline anthraquinone late transition metal compound can be used for homopolymerization or copolymerization of allyl monomer. A catalytic system is used for allyl polymerization, and both high polymer and low polymer can be obtained by selecting different co-catalysts.

Description

Technical field [0001] The invention belongs to the technical field of olefin catalysis, and relates to an aniline anthraquinone post-transition metal complex and a preparation method and application thereof, in particular to catalyzing ethylene and / or cycloolefin, polar / functional monomer homopolymerization or copolymerization application Aniline anthraquinone post-transition metal complex and catalyst composition, and preparation method and application method thereof. Background technique [0002] Polyolefin catalysts are the core and key of the industrial production process of olefin polymerization. There are many types. Currently, the industrialized catalysts mainly include Ziegler-Natta catalyst system (DE Pat889229(1953); IT Pat545332(1956); IT Pat536899(1956); Chem. Rev., 2000, 100, 1169.), Phillips catalyst system (Belg. Pat. 530617 (1955); Chem. Rev., 1996, 96, 3327.) and metallocene catalyst system (Kaminsky. W., Berlin: Springer , 1999.). [0003] In recent years, late...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07F15/00C07F19/00C08F10/00C08F110/02C08F4/80C08F4/70
CPCC07F15/006C07F15/04C08F10/00C08F110/02C08F4/80C08F4/7026C08F2500/03
Inventor 蔡正国程海龙
Owner DONGHUA UNIV
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