Preparation method of carbon dioxide responded graphene nano hybrid material

A technology of nano-hybrid materials and carbon dioxide, which is applied in the field of smart materials and nano-materials, and achieves the effect of simple synthesis methods and wide sources

Inactive Publication Date: 2014-07-30
TONGJI UNIV
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

At present, there are relatively many studies on the preparation of graphene oxide-polymer hybrid nanomaterials by polymer grafting on the surface of graphene oxide (such as Zhu, C. H.; Lu, Y.; Peng. J.; Chen, J. F.; Yu, S.H. Adv. Funct. Mater. 2012;22:4017–22.), but there are few graphene-organic hybrid nanomaterials obtained through non-covalent bonds such as p-p coupling on the surface of graphene, such as the combination of 5,10,15, Preparation of nano-hybrid materials by coupling 20-tetrakis(1-methyl-4-pyridine)porphyrin (Xu, Y. X.; Zhao, L.; Bai, H.; Hong, W. J.; Li, C.; Shi, G. Q. J. Am. Chem. Soc. 2009, 131, 13490-13497)

Method used

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  • Preparation method of carbon dioxide responded graphene nano hybrid material

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0016] Dissolve 0.67 g of 5,10,15,20-tetrakis(4-aminophenyl)-21H,23H-porphyrin with 1.06 g of 1,1-dimethoxy-N,N-dimethylethylamine in Solvent N,N-dimethylformamide. Under the protection of argon, 40 o C for 24 hours. The solution was then cooled to room temperature, and the solvent N,N-dimethylformamide was removed under reduced pressure. Then add 15 ml of mixed solvent composed of chloroform and water, the volume ratio of chloroform and water is 1:1. Carbon dioxide was bubbled through the solution for 10 minutes. The aqueous phase is subsequently separated. To the aqueous phase was added 10 ml of solvent chloroform, followed by argon for 10 minutes. The resulting organic phase was separated. Add precipitant cyclohexane to the organic phase for precipitation, and the volume ratio of cyclohexane to organic phase is 5:1 to obtain 5,10,15,20-tetrakis(4-phenyl-N,N-dimethyl- N''-acetamidine bicarbonate)-21H,23H-porphyrin; 0.50 g of 5,10,15,20-tetrakis(4-phenyl-N,N-dimethyl-N...

Embodiment 2

[0019] Dissolve 0.67 g of 5,10,15,20-tetrakis(4-aminobenzene)-21H,23H-porphyrin with 1.02 g of 1,1-dimethoxy-N,N-dimethylethylamine in Solvent N,N-dimethylacetamide. Under the protection of argon, 50 o C for 18 hours. The solution was then cooled to room temperature, and the solvent N,N-dimethylacetamide was removed under reduced pressure. Then add 20 ml of mixed solvent consisting of dichloromethane and water, the volume ratio of dichloromethane and water is 1:1. Carbon dioxide was bubbled through the solution for 15 minutes. The aqueous phase is subsequently separated. 20 ml of solvent dichloromethane was added to the aqueous phase, and argon was passed through for 15 minutes. The resulting organic phase was separated. Add precipitant n-hexane to the organic phase for precipitation, the volume ratio of n-hexane to organic phase is 6:1, and obtain 5,10,15,20-tetrakis(4-phenyl-N,N-dimethyl-N' '-acetamidine bicarbonate)-21H,23H-porphyrin; Hydrogen salt)-21H, 23H-porphyr...

Embodiment 3

[0021] Dissolve 0.67 g of 5,10,15,20-tetrakis(4-aminobenzene)-21H,23H-porphyrin with 2.12 g of 1,1-dimethoxy-N,N-dimethylethylamine in solvent dimethyl sulfoxide. Under argon protection, 60 oC for 16 hours. The solution was then cooled to room temperature and the solvent dimethyl sulfoxide was removed under reduced pressure. Then add 30 ml of mixed solvent composed of dichloromethane and water, the volume ratio of dichloromethane and water is 1:1. Carbon dioxide was bubbled through the solution for 20 minutes. The aqueous phase is subsequently separated. To the aqueous phase was added 30 ml of solvent chloroform, followed by argon for 30 minutes. The resulting organic phase was separated. Add precipitant n-heptane to the organic phase for precipitation, the volume ratio of n-heptane to organic phase is 8:1, and obtain 5,10,15,20-tetrakis(4-phenyl-N,N-dimethyl-N ''-acetamidine bicarbonate)-21H,23H-porphyrin; 0.5 g of 5,10,15,20-tetrakis(4-phenyl-N,N-dimethyl-N''-acetamid...

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Abstract

The invention relates to a preparation method of a carbon dioxide responded graphene nano hybrid material, which comprises the following steps of reacting 5,10,15,20-tetrakis(4-aminophenyl)-21H,23H-porphine with 1,1-dimethoxy-N,N-dimethylethylamine so as to obtain 5,10,15,20-tetrakis(4-phenyl-N,N-dimethyl-N''-acetamidine bicarbonate)-21H,23H-porphine; and then, adding grapheme, so that molecules of the 5,10,15,20-tetrakis(4-phenyl-N,N-dimethyl-N''-acetamidine bicarbonate)-21H,23H-porphine are coupled on the surface of the grapheme, and then a grapheme-5,10,15,20-tetrakis(4-phenyl-N,N-dimethyl-N''-acetamidine bicarbonate)-21H,23H-porphine nano hybrid material is formed. The grapheme hybrid material prepared according to the invention has carbon dioxide responsiveness, and the dispersion of the hybrid material in an aqueous solution can be reversibly regulated through feeding carbon dioxide or argon into the aqueous solution, and therefore, the hybrid material has wide applications in the fields of drug controlled release carriers, intelligent switches, intelligent sensors, biological nano-devices and the like. The preparation method disclosed by the invention is simple and practicable, and raw materials can be subjected to industrialized production, and therefore, the preparation method has good popularization and application values.

Description

technical field [0001] The invention belongs to the field of intelligent materials and nanometer materials, and in particular relates to a preparation method of a carbon dioxide-responsive graphene nano-hybrid material. Background technique [0002] Graphene is a carbon atom with sp 2 The hybridized orbitals form a hexagonal planar film with a honeycomb lattice, a two-dimensional material with a thickness of only one carbon atom. However, due to the large specific surface area of ​​graphene, it is easy to agglomerate and has poor dispersion in solution, which severely limits its application. In addition, graphene is an inorganic material with a relatively simple structure, and its surface needs to be organically modified to obtain inorganic-organic hybrid nanomaterials to expand the application fields of graphene materials. At present, there are relatively many studies on the preparation of graphene oxide-polymer hybrid nanomaterials by polymer grafting on the surface of g...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C01B31/04C01B32/194
CPCY02P20/141
Inventor 袁伟忠
Owner TONGJI UNIV
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