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Metalloporphyrin synthesizing method

A synthesis method and metalloporphyrin technology are applied in the field of metalloporphyrin synthesis, and can solve the problems of difficulty in product separation, metal ion shedding, low yield of μ-oxygen bimetalloporphyrin, etc., and achieve the effect of reducing synthesis cost.

Inactive Publication Date: 2006-01-25
HUNAN UNIV
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  • Claims
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Problems solved by technology

[0007] The reaction also requires two steps, metalloporphyrins also need to be separated and purified, and in the reaction process of metalloporphyrin and NaOH to generate μ-oxygen double metalloporphyrin, a large amount of NaOH added will cause the metal ions in the metalloporphyrin to fall off , causing the yield of μ-oxygen double metal porphyrin is not high, and the product separation is difficult

Method used

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  • Metalloporphyrin synthesizing method
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  • Metalloporphyrin synthesizing method

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Effect test

Embodiment 1

[0027] Embodiment 1: 5g compound 1, R 1 =OCH 3 , R 2 = R 3 =H, and 4g pyrrole, 5g ZnCl 2 , was added in 100ml of propionic acid, and the reactant was stirred under reflux for 0.5 hour, cooled and separated to obtain a mixture 2. The resulting mixture 2 was dissolved in refluxing xylene and 1 g Co(acac) was added 2 , reacted for 2 hours to obtain compound 3 (M=Co, R 1 =OCH 3 , R 2 = R 3 =H). The conversion of compound 1 was 30% and the conversion of mixture 2 was 95%.

Embodiment 2

[0028] Embodiment 2: with 5g compound 1, R 1 =OH, R 2 = R 3 =CH 3 , and 4g pyrrole, 5g ZnCl 2 , was added to 120ml of acetic acid, and the reactant was stirred under reflux for 1 hour, cooled and separated to obtain a mixture 2. The resulting mixture 2 was dissolved in refluxing chloroform / DMF and 1 g Cu(OAc) was added 2 , reacted for 2 hours to obtain compound 3 (M=Cu, R 1 =OCH 3 , R 2 = R 3 =H). The conversion of compound 1 was 35% and the conversion of mixture 2 was 94%.

Embodiment 3

[0029] Embodiment 3: 5g compound 1, R 1 =N(CH 3 ) 2 , R 2 = Cl, R 3 =CH 3 , and 4g pyrrole, 5gZn(OAc) 2 , was added to 120ml of acetic acid, and the reactant was stirred under reflux for 1 hour, cooled and separated to obtain a mixture 2. The resulting mixture 2 was dissolved in refluxing chloroform / DMF and 1 g NiCl was added 2 , reacted for 1.5 hours to obtain compound 3 (M=Ni, R 1 =N(CH 3 ) 2 , R 2 = Cl, R 3 =H). The conversion of compound 1 was 32% and the conversion of mixture 2 was 90%.

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Abstract

The invention provides a process for synthesizing metalloporphyrin, in particular a process for synthesizing metallic aryl porphyrin and mu-oxygen bimetallic aryl porphyrin from pyrrole and aromaticity aldehyde as raw material by using zinc salt as template center through the steps of, synthesizing aryl porphine and zinc aryl porphyrin mixture, reacting the aryl porphine and zinc aryl porphyrin mixture with other metal salt under acidity or neutrality conditions to obtain metallic aryl porphyrin, synthesizing mu-oxygen bimetallic aryl porphyrin through one-step reaction under alkaline condition.

Description

technical field [0001] The invention relates to a method for synthesizing metalloporphyrins, in particular to a method for synthesizing metal aryl porphyrins and μ-oxygen double metal aryl porphyrins by using pyrrole and aromatic aldehydes as raw materials. Background technique [0002] Metalloarylporphyrins and μ-oxygen bismetalloarylporphyrins are selective catalysts for the air oxidation of hydrocarbons. However, there is no industrial synthesis method for metal aryl porphyrin and μ-oxygen double metal aryl porphyrin. The current laboratory synthesis of metalloaryl porphyrins from pyrroles and aromatic aldehydes requires the following two-step reaction: [0003] [0004] However, the reaction yield of porphine synthesis from pyrrole and aromatic aldehyde is less than 20%, and the production cost is high. [0005] At present, the synthesis of μ-oxygen double metal aryl porphyrin from porphine needs to go through the following reaction: [0006] [0007] The reacti...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D487/22C07F1/04C07F1/08C07F3/06C07F13/00C07F15/00
Inventor 郭灿城刘强公衍之
Owner HUNAN UNIV
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