Porphyrin conjugate organic framework material and method for preparing same

An organic framework and porphyrin technology, which is applied in the field of preparation of porphyrin conjugated organic framework materials, can solve the problems of difficulty in achieving large-scale high-quality and high-yield, complex synthesis and separation methods, and restricting the application of organic framework materials. The effect of large-scale preparation, simple and efficient synthesis method, and mild preparation conditions

Active Publication Date: 2018-01-30
TSINGHUA UNIV
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  • Application Information

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Problems solved by technology

However, the structural design of conjugated organic framework materials has not been fully developed, and its synthesis and separation methods are complex, involving multi-step organic reactions, and it is difficult to achieve large-scale, high-quality and high-yield preparations, which greatly limits the use of organic frameworks. Application of materials in practical systems

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  • Porphyrin conjugate organic framework material and method for preparing same
  • Porphyrin conjugate organic framework material and method for preparing same
  • Porphyrin conjugate organic framework material and method for preparing same

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preparation example Construction

[0025] The preparation method of the porphyrin conjugated organic framework material provided by the invention comprises the following steps:

[0026] 1) Take five-membered heterocycle and polyaldehyde as substrate, fully dissolve it in an organic solvent, add acid and oxidant and mix evenly; wherein the ratio of five-membered heterocycle and polyaldehyde is 1:0.1-1 : 10; the five-membered heterocyclic ring is generally one or more of pyrrole, furan and thiophene; the polyaldehyde is 3 carbons and more than 3 carbons, and has more than two aldehyde functional groups; the acid adopts formic acid , acetic acid, propionic acid, butyric acid, hydrochloric acid, sulfuric acid, p-toluenesulfonic acid, trifluoroformic acid and trifluoroacetic acid; the oxidant is air, oxygen, nitrobenzene, dinitrobenzene One or more of phenylbenzene, trinitrobenzene, potassium nitrate, sodium nitrate and ammonium nitrate; the organic solvent is methanol, ethanol, propanol, isopropanol, ethylene glyco...

Embodiment 1

[0028] Example 1: Using pyrrole and terephthalaldehyde as substrates to obtain a nitrogen porphyrin conjugated organic framework material through a one-pot method.

[0029] Weigh 13.4g of terephthalaldehyde and add it to 200mL of ethanol and stir, fully dissolve and transfer to a 500mL flask. Add 6.9mL of pyrrole, 10mL of concentrated hydrochloric acid, and 5mL of nitrobenzene into the flask, and mix well under stirring. The flask was placed in an oil bath, kept stirring, and reacted at 60°C for 12h. The obtained product is filtered, washed with ethanol and dried to obtain a nitrogen porphyrin conjugated organic framework material. The reaction yield was 98%.

Embodiment 2

[0030] Example 2: Using pyrrole and malondialdehyde as substrates to obtain cobalt-coordinated nitrogen porphyrin conjugated organic framework materials through a one-pot method.

[0031] Weigh 14.4g of malondialdehyde and add it into 250mL of tetrachloromethane and stir, fully dissolve and transfer to a 500mL flask. Add 13.8mL of pyrrole, 5mL of trifluoroacetic acid, 2g of potassium nitrate, and 6g of cobalt nitrate into the flask, and dissolve them fully under stirring. The flask was placed in an oil bath, kept stirring, and reacted at 140° C. for 1 h. The obtained product is filtered, washed with ethanol, and dried to obtain a cobalt-coordinated nitrogen porphyrin conjugated organic framework material. The reaction yield was 94%.

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Abstract

The invention discloses a porphyrin conjugate organic framework material and a method for preparing the same, and belongs to the field of novel materials and technologies for preparing the same. The porphyrin conjugate organic framework material is a two-dimensional lamellar structural material. Structural units are connected with one another to obtain the two-dimensional lamella structural material, are porphyrin and porphyrin derivatives and are connected with one another by covalent bonds, and intermolecular acting force is applied between layers. The method includes carrying out polymerization reaction on penta-heterocycles and poly-aldehyde with certain proportions under the effects of acid and oxidizing agents; carrying out one-pot processes to directly obtain the porphyrin conjugateorganic framework material. The penta-heterocycles and the poly-aldehyde are used as reactants. The porphyrin conjugate organic framework material and the method have the advantages that framework materials with material structures and properties which can be effectively regulated and controlled on molecular scales are designed, and accordingly the porphyrin conjugate organic framework material can be synthesized by the aid of the method at one step; the method is easy and convenient to implement, low in cost and easy to scale up, basic research and preparation on organic framework materialscan be effectively promoted, and novel possibility can be provided for practically applying the organic framework materials.

Description

technical field [0001] The invention belongs to the technical field of new material design and preparation, and in particular relates to a preparation method of a porphyrin-conjugated organic framework material. Background technique [0002] The level of development and application of materials is a sign of the civilization of human society, and the discovery and application of new materials is one of the important driving forces for the transformation of human society. The development of metal materials has greatly improved the level of social productivity and promoted the industrial revolution in the 19th century. The popularity of polymer materials such as rubber, plastic, and fiber has greatly improved our living standards. With the first observation of clear carbon nanotube structure by Iijima in 1991 (Iijima S. Nature, 1991, 354 (6348): 56-58), in 2004 Geim stripped off single-layer graphene (Novoselov K S et al., Science, 2004,306(5696):666-669), concepts such as na...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G12/26
CPCC08G12/26
Inventor 张强李博权张书源唐城
Owner TSINGHUA UNIV
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