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Eco-friendly general preparation method for pyridyl porphyrin metallization

A technology of pyridyl porphyrin and tetrapyridyl porphyrin, which is applied in the field of green general preparation of pyridyl porphyrin metallization, can solve the problems of unfavorable metal porphyrin material application, high toxicity, complicated purification, etc., and improve the synthesis efficiency And late application efficiency, low equipment requirements, and good product purity

Active Publication Date: 2018-06-01
HENAN UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, this method requires the introduction of a large volume of organic solvents, the reaction steps undergo a long-term reflux operation, and the subsequent purification is complicated and highly toxic, which is very unfavorable for the material application of metalloporphyrins.

Method used

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  • Eco-friendly general preparation method for pyridyl porphyrin metallization
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  • Eco-friendly general preparation method for pyridyl porphyrin metallization

Examples

Experimental program
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Effect test

Embodiment 1

[0028] A green general preparation method for metallation of pyridyl porphyrins, comprising the following steps:

[0029] (1) Prepare a standard concentration of 1 M HCl solution based on concentrated hydrochloric acid;

[0030] (2) Dissolve H with the HCl solution in (1) 2 TPyP powder, formulated H 2 TPyP / HCl solution, making H 2 H in TPyP / HCl solution 2 TpyP concentration is 0.01 M, HCl concentration is 0.2 M;

[0031] (3) will H 2 TPyP / HCl solution and different kinds of metal salts: cobalt nitrate hexahydrate Co(NO 3 ) 2 ·6H 2 O; indium nitrate tetrahydrate In(NO 3 ) 3 4H 2 O; manganese acetate tetrahydrate (C 4 h 6 MnO 4 4H 2 O) were mixed at a molar ratio of 1:1.2. Without introducing any other organic solvents, they were put into a reaction bottle and placed in an oven at 80°C for 12 h to complete metalloporphyrins CoTPyP, InTPyP, Preparation of MnTPyP;

[0032] (4) Take the reacted solution in (3) out of the oven, cool to room temperature and add 1 M Na...

Embodiment 2

[0034] A kind of green general preparation method of pyridyl porphyrin metallation, differs from Example 1 in that in step (3) H 2 TPyP / HCl solution and metal salt copper nitrate trihydrate Cu(NO 3 ) 2 ·3H 2 O, stannous chloride dihydrate SnCl 2 2H 2 O was mixed at a molar ratio of 1:1.1. Without introducing any other organic solvents, the preparation of different metalloporphyrins was completed at room temperature for 3 h, and CuTPyP and SnTPyP were prepared respectively.

Embodiment 3

[0036] A kind of green general preparation method of pyridyl porphyrin metallation, differs from Example 1 in that in step (3) H 2 TPyP / HCl solution and metal salt nickel nitrate hexahydrate Ni(NO 3 ) 2 ·6H 2 O, iron nitrate nonahydrate Fe(NO 3 ) 3 9H 2 O was mixed at a molar ratio of 1:2, and NiTPyP and FeTPyP were prepared respectively in a reactor at 180 °C for 24 h without introducing any other organic solvents.

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Abstract

The invention discloses an eco-friendly general preparation method for pyridyl porphyrin metallization and belongs to the technical field of organic synthesis chemistry. The method comprises mixing ahydrochloric acid solution of 5, 10, 15, 20-tetra(4-pyridyl)porphyrin or tetra(N-methyl-4-pyridinyl)porphine tetratosylate and different metal salts according to a molar ratio of 1: 1.1 to 2, carryingout a reaction process at the normal temperature or 25-180 DEG C for 5-48h, adding 0.5-1 M of a NaOH aqueous solution into the reaction solution, carrying out centrifugation, and washing the precipitates through water twice to obtain metal porphyrin. The preparation method does not utilize any organic solvent, realizes large-scale preparation of high purity metal porphyrin (in a gram level) through an eco-friendly synthesis route and is easy to operate. The preparation method has a certain versatility and is an efficient method for efficient preparation of metal porphyrin.

Description

technical field [0001] The invention belongs to the field of organic synthesis chemistry, and in particular relates to a green general preparation method for metallization of pyridyl porphyrin. Background technique [0002] As a common species in nature, porphyrin compounds are widely found in biomolecular structures such as hemoglobin, myoglobin, and cytochrome in organisms, and in chlorophyll (magnesium porphyrin) and vitamin B12 (cobalt porphyrin) in plants. . Its structure itself is a special class of macrocyclic conjugated compounds. It consists of a skeleton ring—porphine combined with different peripheral substituents and central metals to form a wide variety of porphine derivatives——porphyrin. Its macrocyclic planar skeleton The molecule has a large π bond with 24 centers and 26 electrons. Such a highly stable conjugated system endows it with good fluorescence, chemical and thermal stability. In particular, metalloporphyrins with different metals in the center ha...

Claims

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Application Information

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IPC IPC(8): C07D487/22
CPCC07D487/22
Inventor 白锋王孝王杰菲钟永王静菡曹荣慧
Owner HENAN UNIVERSITY
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