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Manganese or iron catalyzer of 8- hydroxyquinoline derivant of hexa-tooth coordination structure and uses of the same

A technology of hydroxyquinoline and iron catalysts, applied in the direction of organic compound/hydride/coordination complex catalysts, physical/chemical process catalysts, compounds of Group 7/17 elements of the periodic table, etc., to achieve high chemoselectivity, The effect of simple preparation and mild reaction conditions

Inactive Publication Date: 2008-02-27
伏再辉
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

But have N, N ', N ", O, O ', O " the preparation and the application of the catalyst of 8-hydroxyquinoline manganese or iron of the hexadentate coordination structure have not yet been reported

Method used

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  • Manganese or iron catalyzer of 8- hydroxyquinoline derivant of hexa-tooth coordination structure and uses of the same
  • Manganese or iron catalyzer of 8- hydroxyquinoline derivant of hexa-tooth coordination structure and uses of the same
  • Manganese or iron catalyzer of 8- hydroxyquinoline derivant of hexa-tooth coordination structure and uses of the same

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0031] Embodiment 1: meet the synthesis of the manganese catalyst of general formula (II):

[0032] Dissolve 15 mmol of the ligand conforming to the general formula (I) in 30-50 ml of tetrahydrofuran, and add 1 mol / L manganese acetate or manganese chloride solution 5 ml dropwise under stirring. Then add 0.57 g (5 mmol) of 30% hydrogen peroxide, and then drop concentrated ammonia water to adjust the pH value of the solution to 7. Continue to stir or reflux at room temperature for 2-3 hours. Suction filtration, washing with ethanol, and drying to obtain the manganese catalyst of general formula (II). The product yield is about 92%.

Embodiment 2

[0033] Embodiment 2: meet the synthetic method two of the manganese catalyst of general formula (II):

[0034] Dissolve 15 mmol of the ligand conforming to the general formula (I) in 30-50 ml of tetrahydrofuran, and add 0.57 g (5 mmol) of 30% hydrogen peroxide under stirring. Then, concentrated ammonia water was added dropwise to adjust the pH value of the solution to 7 to obtain a solution A. Add 20 mL of 0.25 mol / L manganese acetate or manganese chloride ethanol solution to solution A dropwise under stirring. Continue to stir and reflux for 2 to 3 hours. Suction filtration, washing with ethanol, and drying to obtain the manganese catalyst of general formula (II). The product yield is about 94%.

Embodiment 3

[0035] Embodiment 3: meet the synthetic method of the iron catalyst of general formula (II):

[0036] Dissolve 15 mmol of the ligand conforming to the general formula (I) in 30-50 ml of tetrahydrofuran, and add 0.57 g (5 mmol) of 30% hydrogen peroxide under stirring. Then, drop concentrated ammonia water to adjust the pH value of the solution to 6-7 to obtain A solution. Add 0.25mol / L ferrous chloride ethanol solution 20mL dropwise to solution A under stirring. Continue to stir and reflux for 2 to 3 hours. Suction filtration, washing with ethanol, drying to obtain the iron catalyst of general formula (II). The product yield is about 95%.

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Abstract

The invention discloses a six-tooth coordination structure 8-hydroxy quinoline derivant manganese or ferric catalyst and application, wherein the catalyst is the 8-hydroxy quinoline derivant of general formula (I) of catalyst is complex compound of ligand and manganese ion, which forms general formula (II) or (III); the catalyst can be applied in the oxidizing reaction in the olefin, alcohol or cyclohexane and 10-30% hydrogen peroxide, which is 0. 5-5% corresponding to the molar rate of olefin or alcohol or cyclohexane. The invention improves the utility of hydrogen peroxide and epoxidation efficiency with good stability, which uses non-toxic or low-toxic solvent to moderate the reacting condition.

Description

technical field [0001] The invention relates to a manganese or iron catalyst of 8-hydroxyquinoline derivatives with a hexadentate coordination structure and its application in catalyzing the epoxidation of olefins and the selective oxidation of alcohol or cyclohexane. Background technique [0002] Manganese and iron are widely used as catalysts in organic synthesis because of their cheapness, low toxicity, high activity and high selectivity. Among them, manganese catalysts have been used in the epoxidation of olefins with hydrogen peroxide as an oxidant; while iron catalysts have been used Hydroxylation of benzene and phenol with hydrogen peroxide as oxidant, and oxidation of cyclohexane, etc. However, manganese and iron ions have a strong ability to decompose hydrogen peroxide, resulting in a low utilization rate of hydrogen peroxide in the reaction process. People try to use various ligands to coordinate with manganese or iron to improve the utilization rate of hydrogen p...

Claims

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Application Information

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IPC IPC(8): B01J31/22B01J31/28B01J31/32C07F15/02C07F13/00
Inventor 伏再辉衷晟谢芳周小平叶正培熊东路尹笃林
Owner 伏再辉
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