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2-imine-1,10-phenanthroline metal complex catalyst containing aromatic hydrocarbon substituent as well as preparation method and application of 2-imine-1,10-phenanthroline metal complex catalyst

A technology of complexes and substituents, applied in the field of transition metal complexes of 2-imine-1,10-phenanthroline, can solve the problems of easy deactivation, reduced activity, poor thermal stability of complexes, etc. Low, stable performance, short cycle effect

Pending Publication Date: 2022-02-18
BEIJING INSTITUTE OF CLOTHING TECHNOLOGY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, as a new generation catalyst system, there are still difficulties and constraints in the process of promoting industrialization
Generally speaking, late-transition metal catalysts are easily deactivated at high temperatures, because the rate of chain transfer termination increases with the increase of temperature, and the thermal stability of the complex itself is poor, which causes the activity to increase with the reaction temperature. and reduce
This limits the industrial application research of metal complex catalysts to a certain extent.

Method used

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  • 2-imine-1,10-phenanthroline metal complex catalyst containing aromatic hydrocarbon substituent as well as preparation method and application of 2-imine-1,10-phenanthroline metal complex catalyst
  • 2-imine-1,10-phenanthroline metal complex catalyst containing aromatic hydrocarbon substituent as well as preparation method and application of 2-imine-1,10-phenanthroline metal complex catalyst
  • 2-imine-1,10-phenanthroline metal complex catalyst containing aromatic hydrocarbon substituent as well as preparation method and application of 2-imine-1,10-phenanthroline metal complex catalyst

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preparation example Construction

[0113] The preparation method of the 2-imine-1,10-phenanthroline transition metal complex containing an aromatic substituent comprises the following steps:

[0114] Step 1. Dissolving 2-imine-1,10-phenanthroline containing an aromatic substituent and a compound containing a transition metal in solvent I, stirring and reacting to obtain a reaction solution.

[0115] The structural formula of the 2-imine-1,10-phenanthroline containing an aromatic substituent is formula (II).

[0116] The transition metal-containing compound is selected from iron-containing compounds, cobalt-containing compounds, chromium-containing compounds or nickel-containing compounds, preferably selected from cobalt-containing compounds or iron-containing compounds, more preferably cobalt-containing halides or iron-containing halides.

[0117] Preferably,

[0118] The cobalt-containing halide is selected from cobalt bromide or cobalt chloride, preferably cobalt chloride,

[0119] The iron-containing halid...

Embodiment 1

[0164] Weigh 0.79g of 2-acetyl-1,10-phenanthroline and 1.32g of 2,6-bis(benzhydryl)-4-methylaniline into the reaction flask and dissolve them in 40mL of toluene solvent A mixed solution was formed, and then 0.2 g of p-toluenesulfonic acid was weighed and added into the reaction flask, and dissolved uniformly to form a reaction mixture. The reaction mixture was heated to 110°C, refluxed, and reacted for 16h. After cooling to room temperature, the solvent was distilled off under reduced pressure. The resulting crude product was dissolved in 5 mL of dichloromethane, and subjected to column chromatography through a basic alumina column, eluting with a mixed solvent of petroleum ether and ethyl acetate (25:1 by volume) as an eluent, and collected For the second component, the solvent was distilled off under reduced pressure to obtain 0.56 g of yellow powder, the product was L1, and the yield was 28.8%.

Embodiment 2

[0166] Weigh 0.79g of 2-acetyl-1,10-phenanthroline and 1.36g of 2,6-bis(benzhydryl)-4-ethylaniline into the reaction flask and dissolve them in 40mL of toluene solvent A mixed solution was formed, and then 0.2 g of p-toluenesulfonic acid was weighed and added into the reaction flask, and dissolved uniformly to form a reaction mixture. The reaction mixture was heated to 110°C, refluxed, and reacted for 16h. After cooling to room temperature, the solvent was distilled off under reduced pressure. The obtained crude product was dissolved in 5-10 mL of dichloromethane, and subjected to column chromatography through a basic alumina column, and a mixed solvent of petroleum ether and ethyl acetate (25:1 by volume) was used as eluent for eluting , collected the second component, and distilled off the solvent under reduced pressure to obtain 0.60 g of yellow powder, the product was L2, and the yield was 30.4%.

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Abstract

The invention provides a transition metal complex of 2-imine-1,10-phenanthroline containing a large-steric-hindrance aromatic hydrocarbon substituent. In the field of ethylene oligomerization, the complex, serving as a catalyst, has higher high-temperature catalytic activity, thermal stability and high selectivity, can be used for preparing short-chain linear alpha-olefin oligomers with narrower distribution, is applicable to comonomers, processing aids, emulsifiers, lubricants and other additives in a chemical production process, and shows good industrial application potential.

Description

technical field [0001] The invention relates to the technical field of polyolefin catalysts, in particular to a transition metal complex of 2-imine-1,10-phenanthroline containing large sterically hindered aromatic hydrocarbon substituents, its preparation method and application. Background technique [0002] α-olefins refer to linear olefins with double bonds at the end groups, which can be used as comonomers for high-density polyethylene (HDPE) and low-density linear polyethylene (LLDPE), and are widely used in the production of plastics, polyolefin elastomers, surface Active agents and intermediates, alcohols for plasticizers, synthetic lubricating oils, petroleum additives, etc., are indispensable and important materials in modern science and technology and social development. The liquid mixed α-olefins obtained through wax cracking in industry are mainly C 5 ~C 18 . In the mixture, containing normal α-olefins, isomeric α-olefins, internal olefins and other non-olefins,...

Claims

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Application Information

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IPC IPC(8): C07F15/02C07F15/06C07D471/04B01J31/22C07C2/32C07C11/08C07C11/107C07C11/02
CPCC07F15/025C07F15/065C07D471/04B01J31/1835C07C2/32B01J2231/20B01J2531/0213B01J2531/842B01J2531/845C07C11/08C07C11/107C07C11/02
Inventor 张文娟郭晶晶孙文华
Owner BEIJING INSTITUTE OF CLOTHING TECHNOLOGY
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