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Heteroaromatic ring tridentate pyridine imine iron complex, preparation method thereof and application thereof in catalyzing conjugated diene polymerization

A technology of heteroaromatic ring tridentate iron pyridine imide and tridentate iron pyridine imide, which is applied in the field of conjugated diene catalytic polymerization, can solve problems such as poor thermal stability, and achieves good thermal stability, good industrial value, and preparation Simple process effect

Active Publication Date: 2021-04-27
QINGDAO INST OF BIOENERGY & BIOPROCESS TECH CHINESE ACADEMY OF SCI +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0004] In order to solve the technical problem of poor thermal stability of existing bidentate ligands such as pyridine imines or pyridine amines, the present invention provides a heteroaromatic tridentate pyridine imine iron complex and its preparation method and its Application in Catalytic Conjugated Diene Polymerization

Method used

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  • Heteroaromatic ring tridentate pyridine imine iron complex, preparation method thereof and application thereof in catalyzing conjugated diene polymerization
  • Heteroaromatic ring tridentate pyridine imine iron complex, preparation method thereof and application thereof in catalyzing conjugated diene polymerization
  • Heteroaromatic ring tridentate pyridine imine iron complex, preparation method thereof and application thereof in catalyzing conjugated diene polymerization

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specific Embodiment approach 1

[0043] Specific embodiment one: the structural formula of a kind of heteroaromatic ring tridentate pyridineimide iron complex of this embodiment is:

[0044]

[0045] The preparation method is as follows: under an argon atmosphere, firstly, a 25 mL Schlenk tube is baked for three times, and then 10 mL of redistilled dichloromethane and 1.0 mmol of anhydrous FeCl are sequentially added to it. 2 and 1.0 mmol of the heteroaromatic ring tridentate pyridineimine ligand L1, and the reaction was stirred at 25 °C for 24 h. After the reaction was completed, it was filtered under an argon atmosphere, and the dichloromethane was vacuumed to dryness, and then washed twice with 10 mL of redistilled n-hexane to The filtrate was clarified, and then vacuum-dried to constant weight to obtain a purple-red powder, that is, a heteroaromatic ring tridentate pyridineimide iron complex 1 (referred to as catalyst 1).

[0046] Mass spectrometry: C 11 H 10 Cl 2 FeN 2 O : [M-Cl] + : Theoretical...

specific Embodiment approach 2

[0048] Specific embodiment two: the structural formula of a kind of heteroaromatic ring tridentate pyridineimide iron complex of this embodiment is:

[0049]

[0050] The preparation method is as follows: under an argon atmosphere, firstly, a 25 mL Schlenk tube is baked for three times, and then 10 mL of redistilled dichloromethane and 1.0 mmol of anhydrous FeCl are sequentially added to it. 2 and 1.0 mmol of the heteroaromatic ring tridentate pyridineimine ligand L2, and the reaction was stirred at 25 ° C for 24 h. After the reaction was completed, it was filtered under an argon atmosphere, and the dichloromethane was vacuumed to dryness, and then washed twice with 10 mL of redistilled n-hexane to The filtrate was clarified, and then vacuum-dried to constant weight to obtain a dark purple powder, that is, a heteroaromatic ring tridentate pyridineimide iron complex 2 (referred to as catalyst 2).

[0051] Mass spectrometry: C 12 H 12 Cl 2 FeN 2 O : [M-Cl] + : Theoretical...

specific Embodiment approach 3

[0053] Specific embodiment three: the structural formula of a kind of heteroaromatic ring tridentate pyridineimide iron complex of the present embodiment is:

[0054]

[0055] The preparation method is as follows: under an argon atmosphere, firstly, a 25 mL Schlenk tube is baked for three times, and then 10 mL of redistilled dichloromethane and 1.0 mmol of anhydrous FeCl are sequentially added to it. 2 and 1.0 mmol of the heteroaromatic ring tridentate pyridineimine ligand L3, and the reaction was stirred at 25 °C for 24 h. After the reaction was completed, it was filtered under an argon atmosphere, and the dichloromethane was vacuumed to dryness, and then washed twice with 10 mL of redistilled n-hexane to The filtrate was clarified, and then vacuum-dried to constant weight to obtain a purple powder, that is, a heteroaromatic ring tridentate pyridineimide iron complex 3 (referred to as catalyst 3).

[0056] Mass spectrometry: C 11 H 10 Cl 2 FeN 2 S : [M-Cl] + : Theore...

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Abstract

The invention relates to a heteroaromatic ring tridentate pyridine imine iron complex, a preparation method thereof and an application thereof in catalyzing conjugated diene polymerization. The invention belongs to the field of conjugated diene catalytic polymerization. The invention aims to solve the technical problem of poor thermal stability of bidentate ligands such as pyridine imine or pyridylamine in the prior art. The ligand of the tridentate pyridine imine iron complex is an aromatic ring substituent with a heteroatom, the tridentate pyridine imine iron complex shows high activity and high thermal stability in polymerization of conjugated diene, and the selectivity and molecular weight of the polymer do not change significantly along with the change of temperature. The pyridine imine iron complex is obtained by mixing and reacting a heteroatom-containing aromatic ring modified pyridine imine ligand and anhydrous FeCl2, the iron catalytic system is a heteroaromatic ring tridentate pyridine imine iron complex with a clear molecular structure, the preparation is simple and easy to obtain, the cost is low, and the industrial application prospect is wide.

Description

technical field [0001] The invention belongs to the field of catalyzed polymerization of conjugated dienes, and in particular relates to a heteroaromatic ring tridentate pyridineimide iron complex, its preparation method and its application in catalyzed conjugated diene polymerization. Background technique [0002] Iron is one of the most abundant transition metals in the earth's crust, and iron-based catalysts have received extensive attention in recent years due to their environmental friendliness and economy. The research on the use of iron-based catalysts for the polymerization of conjugated dienes can be traced back to the 1960s. After nearly half a century of development, some preliminary research results have been achieved on the active center structure and polymerization mechanism of iron-based catalysts. Conjugated diene-based polymers have exhibited excellent properties as high-performance green tire materials. Therefore, designing and synthesizing iron complex ca...

Claims

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Application Information

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IPC IPC(8): C07F15/02C08F136/08C08F4/70
CPCC07F15/025C08F136/08C08F4/7044C08F4/7045C08F4/7042Y02P20/584
Inventor 王庆刚王亮张永强周丽匡佳
Owner QINGDAO INST OF BIOENERGY & BIOPROCESS TECH CHINESE ACADEMY OF SCI
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