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Cobalt complex based on chiral imidazoline as skeleton, and synthesis method and application thereof

A synthesis method and technology of cobalt complexes, applied in the directions of cobalt organic compounds, organic chemistry methods, chemical instruments and methods, etc., can solve problems such as difficult planting and unsatisfactory yield, and achieve the effect of high polymerization activity

Active Publication Date: 2022-05-06
ZHENGZHOU UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, natural rubber is affected by the longitude, latitude and climate of the planting area, and it is difficult to expand planting, and its output is far from meeting the growing demand of the society. Therefore, the development of synthetic rubber plays a vital role in the construction and development of the country and society.

Method used

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  • Cobalt complex based on chiral imidazoline as skeleton, and synthesis method and application thereof
  • Cobalt complex based on chiral imidazoline as skeleton, and synthesis method and application thereof
  • Cobalt complex based on chiral imidazoline as skeleton, and synthesis method and application thereof

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Experimental program
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Effect test

Embodiment 1

[0040] The synthetic method of the chiral imidazoline cobalt complex of the present embodiment is as follows:

[0041] (1) Synthesis of L1: 6-naphthylpyridine-2-carbaldehyde (1.16g, 5.0mmol), (1S, 2S) diphenylethylenediamine (1.16g, 5.5mmol), iodine element (1.46g, 5.75mmol), potassium carbonate (2.07g, 15mmol) were added in the 250mL round bottom flask, then 80mL of tert-butanol was added, and reacted at 70°C for 3 hours. After the reaction was completed, the saturated solution of sodium thiosulfate was added to quench, Cool to room temperature, extract with ethyl acetate, take the organic phase, spin to dry the solvent, and separate by column chromatography (petroleum ether / ethyl acetate=6 / 1) to obtain the target complex.

[0042] (2) Synthesis of Co 1: Add the above ligand compound (149.6mg, 0.5mmol) and cobalt chloride (64.9mg, 0.5mmol) into a 25mL Shrek bottle, then add 10mL of anhydrous tetrahydrofuran, at room temperature The reaction was stirred under argon atmosphere...

Embodiment 2

[0044] The synthetic method of the chiral imidazoline cobalt complex of the present embodiment is as follows:

[0045] (1) Synthesis of L2: 6-phenylpyridine-2-carbaldehyde (916.1mg, 5.0mmol), (1S,2S)diphenylethylenediamine (1.16g, 5.5mmol), iodine (1.46g, 5.75mmol), potassium carbonate (2.07g, 15mmol) were added in the 250mL round bottom flask, then 80mL of tert-butanol was added, and reacted at 70°C for 3 hours. After the reaction was completed, the saturated solution of sodium thiosulfate was added to quench, Cool to room temperature, extract with ethyl acetate, take the organic phase, spin to dry the solvent, and separate by column chromatography (petroleum ether / ethyl acetate=20 / 1) to obtain the target complex.

[0046] (2) Synthesis of Co 2: Add the above-mentioned ligand compound (252.6mg, 0.5mmol) and cobalt chloride (64.9mg, 0.5mmol) in a 25mL Shrek bottle, then add 10mL of anhydrous tetrahydrofuran, at room temperature The reaction was stirred under argon atmosphere ...

Embodiment 3

[0048] The synthetic method of the chiral imidazoline cobalt complex of the present embodiment is as follows:

[0049] (1) Synthesis of L3: 2-pyridinecarbaldehyde (535.6mg, 5.0mmol), (1S, 2S) diphenylethylenediamine (1.16g, 5.5mmol), iodine (1.46g, 5.75mmol), carbonic acid Potassium (2.07g, 15mmol) was added in a 250ml round-bottomed flask, then 80mL of tert-butanol was added, and reacted at 70°C for 3 hours. After the reaction was completed, a saturated solution of sodium thiosulfate was added to quench it, cooled to room temperature, and used Extract with ethyl acetate, take the organic phase, spin to dry the solvent, and separate by column chromatography (petroleum ether / ethyl acetate=6 / 1) to obtain the target complex.

[0050] (2) Synthesis of Co 3: Add the above ligand complex (149.6mg, 0.5mmol) and cobalt chloride (64.9mg, 0.5mmol) into a 25mL Shrek bottle, then add 10mL of anhydrous tetrahydrofuran, at room temperature conditions, the reaction was stirred under argon f...

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Abstract

The synthesis method comprises the following steps: sequentially adding pyridylaldehyde, (1S, 2S) diphenylethylenediamine, anhydrous cobalt chloride and a solvent into a reactor, carrying out a magnetic stirring reaction in an argon atmosphere, carrying out a full reaction in a metal bath, and after the reaction is finished, carrying out a solid-liquid separation, so as to obtain the chiral imidazoline skeleton cobalt complex. And filtering, washing and drying to obtain a target product. The bidentate cobalt complex synthesized by the method disclosed by the invention is used as a catalyst for catalyzing polyisoprene and has relatively high catalytic activity.

Description

technical field [0001] The invention belongs to the technical field of synthesis and application of organic complexes, and specifically relates to a cobalt complex based on chiral imidazoline as a skeleton and its synthesis method and application. Background technique [0002] In the field of rubber, it is recognized that natural rubber is the rubber with the best comprehensive performance. Whether it is raw rubber, mixed rubber or vulcanized rubber, its strength, elongation and elasticity are all high. However, due to the influence of latitude, longitude and climate of the planting area, it is difficult to expand the planting of natural rubber, and its output is far from meeting the growing demand of the society. Therefore, the development of synthetic rubber plays a vital role in the construction and development of the country and society. Polyisoprene has the same monomer structure as natural rubber, so it is favored by researchers. Polyisoprene prepared by synthetic met...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F15/06C08F136/08C08F4/70
CPCC07F15/065C08F136/08C07B2200/07C08F4/7006Y02P20/584
Inventor 郝新奇侯森垚南晨龙王艳冰姜辉朱新举宋毛平
Owner ZHENGZHOU UNIV
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