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Tridentate pyridyl imine iron-based catalyst and preparation method and application thereof

A technology of tridentate pyridinium iron series and tridentate pyridinium iron, which is applied in the field of catalytic polymerization of conjugated dienes, can solve problems that have not been reported, and achieve high tolerance, simple preparation, and easy preparation Effect

Active Publication Date: 2019-06-07
QINGDAO INST OF BIOENERGY & BIOPROCESS TECH CHINESE ACADEMY OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

At present, the nitrogen-containing ligands for the polymerization of isoprene catalyzed by iron catalysts are mainly N,N bidentate pyridinimines. Shape, thereby regulating the activity and selectivity of catalytic isoprene has not been reported

Method used

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  • Tridentate pyridyl imine iron-based catalyst and preparation method and application thereof
  • Tridentate pyridyl imine iron-based catalyst and preparation method and application thereof
  • Tridentate pyridyl imine iron-based catalyst and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0031] This example prepares the tridentate pyridinium iron complex shown in formula (A):

[0032] The 25mL Schlenk reaction tube was pumped and baked three times, and 15mL redistilled dichloromethane, equimolar ratio of anhydrous FeCl 3 and tridentate pyridine imine ligand substituted by diethylaminoethyl (1.5 mmol) (structural formula LA), and stirred at room temperature for 24 h. After the reaction, the dichloromethane was vacuum-dried, washed twice with 10 mL redistilled n-hexane (the filtrate was colorless and clear), and vacuum-dried to constant weight to obtain an off-white solid, structural formula:

[0033]

[0034] Mass Spectrometry: C 12 h 19 Cl 3 FeN 3 :[M-Cl] + : Theoretical value: 331.0300; measured value: 331.0305.

[0035] Elemental Analysis: C 12 h 19 Cl 3 FeN 3 : Theoretical value: C, 39.22%; H, 5.21%; N, 11.43%; Measured value: C, 39.18%; H, 5.25%; N, 11.38%.

Embodiment 2

[0037] The preparation process of the tridentate pyridinium iron complex shown in formula (B) prepared in this example is as follows:

[0038] The 25mL Schlenk reaction tube was pumped and baked three times, and 15mL redistilled dichloromethane, equimolar ratio of anhydrous FeCl 2 and tridentate pyridine imine ligand substituted by diethylaminoethyl (1.5 mmol) (structural formula LA), and stirred at room temperature for 24 h. After the reaction, the dichloromethane was vacuum-dried, washed twice with 10 mL redistilled n-hexane (the filtrate was colorless and clear), and vacuum-dried to constant weight to obtain a light blue solid with the structural formula:

[0039]

[0040] Mass Spectrometry: C 12 h 19 Cl 2 FeN 3 [M-Cl] + : Theoretical value: 296.0611; measured value: 296.0605.

[0041] Elemental Analysis: C 12 h 19 Cl 2 FeN 3 : Theoretical value: C, 43.41%; H, 5.77%; N, 12.66%; Measured value: C, 43.45%; H, 5.75%; N, 12.62%.

Embodiment 3

[0043] The preparation process of the tridentate pyridineimine iron complex shown in formula (C) prepared in this example is as follows:

[0044] The 10mL Schlenk reaction tube was pumped and baked three times, and 15mL redistilled dichloromethane, anhydrous FeCl 3 and methoxyethyl-substituted tridentate pyridine imine ligand (1.5 mmol) (structural formula LB), and stirred at room temperature for 48 h. After the reaction, the dichloromethane was vacuum-dried, washed twice with 10 mL redistilled n-hexane (the filtrate was colorless and clear), and vacuum-dried to constant weight to obtain a light red solid, structural formula:

[0045]

[0046] Mass Spectrometry: C 9 h 12 Cl 3 FeN 2 O[M-Cl] + : Theoretical value: 289.9671; measured value: 289.9668.

[0047] Elemental Analysis: C 9 h 12 Cl 3 FeN 2 O: Theoretical value: C, 33.12%; H, 3.71%; N, 8.58%; measured value: C, 33.15%; H, 3.65%; N, 8.61%.

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Abstract

The invention discloses a tridentate pyridyl imide iron-based catalyst and a preparation method and application thereof, and relates to the technical field of conjugated diene catalytic polymerization. The iron-based catalyst consists of a main catalyst and a cocatalyst, the main catalyst is a tridentate pyridyl imide iron complex, and the cocatalyst is a methyl aluminoxane or alkyl aluminum. Theabove-mentioned iron catalytic system exhibits relatively high activity in isoprene polymerization, the obtained polymer has high molecular weight and relatively narrow molecular weight distribution,the micro-structure of the polymer can be controlled by adjusting the structure of the main catalyst, and the activity of the reaction depends on the main catalyst of different substituents and different kinds of the co-catalysts.

Description

technical field [0001] The invention relates to the field of catalytic polymerization of conjugated dienes, in particular to a tridentate pyridinium iron-based catalyst, and also relates to a preparation method of the catalyst and its application in isoprene polymerization. Background technique [0002] In recent years, environmentally friendly late-transition metal-catalyzed olefin polymerization has attracted increasing attention from scientists. Iron-based catalysts have also received extensive attention in the polymerization of isoprene due to their environmental friendliness, economy, biocompatibility, and good tolerance to polar monomers. At present, the nitrogen-containing ligands for the polymerization of isoprene catalyzed by iron catalysts are mainly N,N bidentate pyridinimines. Shape, thereby regulating the activity and selectivity of catalytic isoprene has not been reported. Contents of the invention [0003] In order to solve the above problems, the present ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08F136/08C08F4/70
Inventor 王庆刚荆楚杨王亮赵梦梦咸漠
Owner QINGDAO INST OF BIOENERGY & BIOPROCESS TECH CHINESE ACADEMY OF SCI
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