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Aniline anthraquinone late transition metal compound and preparation method and application thereof

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

Inactive Publication Date: 2017-01-25
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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  • Aniline anthraquinone late transition metal compound and preparation method and application thereof
  • Aniline anthraquinone late transition metal compound and preparation method and application thereof
  • Aniline anthraquinone late transition metal compound and preparation method and application thereof

Examples

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Embodiment 1

[0069] A preparation method of aniline anthraquinone transition metal complexes, comprising the following steps:

[0070] (1) Dissolving 1-chloroanthraquinone and aniline with a molar ratio of 1:1.5 in toluene, and then adding the catalytic system, the catalytic system is bis(dibenzylideneacetone) palladium, large hindered phosphinodicene Iron and Cs 2 CO 3 , wherein, bis (dibenzylidene acetone) palladium is 2% of 1-chloroanthraquinone, the mol ratio of bis (dibenzylidene acetone) palladium and large sterically hindered phosphinoferrocene is 1:1.2, Cs 2 CO 3 The molar ratio with 1-chloroanthraquinone is 1:1. Under the action of catalysis, reflux at 90°C under nitrogen for 36 hours, cool to room temperature, vacuum-dry the solvent toluene to retain the solid, and dissolve the remaining solid in dichloromethane , washed 5 times with water, separated the organic phase with a separatory funnel, added an excess of anhydrous magnesium sulfate to dry, filtered and retained the fil...

Embodiment 2

[0078] A preparation method of aniline anthraquinone transition metal complexes, comprising the following steps:

[0079] (1) Dissolve 1-chloroanthraquinone and 2,6-diisopropylaniline with a molar ratio of 1:1.8 in 1,4-dioxane, and then add the catalytic system, which is bis( Dibenzylideneacetone) palladium, bulky phosphinoferrocene and Cs 2 CO 3 , wherein, bis (dibenzylidene acetone) palladium is 4% of 1-chloroanthraquinone, the mol ratio of bis (dibenzylidene acetone) palladium and bulky hindered phosphinoferrocene is 1:1.5, Cs 2 CO 3The molar ratio of 1-chloroanthraquinone to 1-chloroanthraquinone is 1.5:1, under catalytic action, reflux at 110°C under nitrogen for 36 hours, cool to room temperature, vacuum-dry the solvent 1,4-dioxane to retain the solid, and the remaining The solid was dissolved in dichloromethane, washed 5 times with water, the organic phase was separated by a separatory funnel, dried by adding excess anhydrous magnesium sulfate, the filtrate was retai...

Embodiment 3

[0087] A preparation method of aniline anthraquinone transition metal complexes, comprising the following steps:

[0088] (1) Dissolving 1-chloroanthraquinone and 2,6-dimethoxyaniline with a molar ratio of 1:0.8 in 1,4-dioxane, and then adding the catalytic system, the catalytic system is bis( The molar ratio of dibenzylideneacetone) palladium, large sterically hindered phosphinoferrocene and phosphinophosphinoferrocene is 1:2, Cs 2 CO 3 The molar ratio of 1-chloroanthraquinone and 1-chloroanthraquinone is 2:1. Under the action of catalysis, reflux at 130°C under nitrogen for 12 hours, cool to room temperature, vacuum-dry the solvent 1,4-dioxane to retain the solid, and the remaining The solid was dissolved in dichloromethane, washed 5 times with water, the organic phase was separated by a separatory funnel, dried by adding excess anhydrous magnesium sulfate, the filtrate was retained by filtration, the dichloromethane solvent was concentrated in vacuo, and then n-hexane was ...

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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 its preparation method and application, in particular to the application in catalyzing the homopolymerization or copolymerization of ethylene and / or cyclic olefins, polar / functional monomers Aniline anthraquinone post-transition metal complex and catalyst composition as well as preparation method and application method thereof. Background technique [0002] Polyolefin catalyst is the core and key of olefin polymerization industrial production process, and its kind is numerous, and the catalyst of industrialization mainly contains 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 rece...

Claims

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Application Information

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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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