Soluble graphdiyne derivative and preparation method and application thereof

A technology of graphdiyne and derivatives, applied in the field of soluble graphdiyne derivatives and their preparation, can solve the problems of no research and reports, and achieve the effects of strong stereoselectivity, high yield and fast reaction

Active Publication Date: 2020-08-25
INST OF CHEM CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Therefore, it is particularly important to prepare soluble graphyne materials, but there is no relevant research and report at present

Method used

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  • Soluble graphdiyne derivative and preparation method and application thereof
  • Soluble graphdiyne derivative and preparation method and application thereof
  • Soluble graphdiyne derivative and preparation method and application thereof

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Experimental program
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Effect test

Embodiment 1

[0050] Dissolve hexaynylbenzene (81.4mg, 0.366mmol) in pyridine, add dropwise to pyridine soaked in copper sheet, react at 80°C for one day, take out the copper sheet with graphyne, add octadecyl alkene dissolved in it Nitride (18C-N 3 ) (1.1g, 3.3mmol) and CuI (3.5mg, 0.018mmol) in N,N dimethylformamide solution at 60°C for three days. The soluble graphyne derivative (18C) was obtained after washing with methanol and aqueous solution of hydrochloric acid and freeze-drying. The product characterization results are as follows figure 2 and 5 shown by figure 2 and 5 The results show that the diacetylene bond in the derivative structure after the reaction is compared with the 2172.3cm of graphyne -1 Move to 2210.2cm -1 , and the ratio of peak D to peak G is from 0.727 to 0.827; Figure 5 The emergence of new chemical environment N atoms in the photoelectron spectra of nitrogen atoms all prove that graphyne has been successfully modified.

[0051] The obtained product 2mg...

Embodiment 2

[0053] Dissolve hexaynylbenzene (81.4mg, 0.366mmol) in pyridine, add dropwise to pyridine soaked in copper sheet, react at 80°C for one day, take out the copper sheet with graphyne, add octadecyl alkene dissolved in it Nitride (12C-N 3 ) (822.492mg, 3.3mmol) and CuI (3.5mg, 0.018mmol) in N,N dimethylformamide solution at 60°C for three days. The soluble graphyne derivative (12C) was obtained after washing with methanol and aqueous solution of hydrochloric acid and freeze-drying. The product characterization results are as follows figure 2 and 6 shown by figure 2 and 6 The results show that the diacetylene bond in the derivative structure after the reaction is compared with the 2172.3cm of graphyne -1 Move to 2218.5cm -1 , and the ratio of peak D to peak G is from 0.725 to 0.864; Figure 6 The emergence of new chemical environment N atoms in the photoelectron spectra of nitrogen atoms all prove that graphyne has been successfully modified.

[0054] 2mg of the product ...

Embodiment 3

[0056] Dissolve hexaynylbenzene (81.4mg, 0.366mmol) in pyridine, add dropwise to pyridine soaked in copper sheet, react at 80°C for one day, take out the copper sheet with graphyne, add octadecyl alkene dissolved in it Nitride (6C-N 3 ) (544.731mg, 3.3mmol) and CuI (3.5mg, 0.018mmol) in N,N dimethylformamide solution at 60°C for three days. The soluble graphyne derivative (6C) was obtained after washing with methanol and aqueous solution of hydrochloric acid and freeze-drying. The product characterization results are as follows figure 2 and 7 shown by figure 2 and 7 The results show that the diacetylene bond in the derivative structure after the reaction is compared with the 2172.3cm of graphyne -1 Move to 2216.2cm -1 , and the ratio of peak D to peak G is from 0.727 to 0.847; Figure 7 The emergence of new chemical environment N atoms in the photoelectron spectra of nitrogen atoms all prove that graphyne has been successfully modified.

[0057] 2mg of the product ob...

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Abstract

The invention belongs to the technical field of functional materials, and particularly relates to a soluble graphdiyne derivative, and a preparation method and application thereof. Compared with graphdiyne, the dissolvability of the graphdiyne derivative disclosed by the invention in an organic solvent is greatly improved. For example, the graphdiyne derivative provided by the invention has good solubility in polar organic solvents such as dichloromethane, chlorobenzene, N-methylpyrrolidone (NMP) and tetrahydrofuran, and the concentration of the graphdiyne derivative is up to 5mg.ml<-1> in chlorobenzene; and therefore, the problem that graphdiyne is difficult to disperse or dissolve in a solution is solved, and the graphdiyne derivative has great application value.

Description

technical field [0001] The invention belongs to the technical field of functional materials, and in particular relates to a class of soluble graphyne derivatives and a preparation method and application thereof. Background technique [0002] Graphdiyne ("GDY" for short), a new type of carbon allotrope formed by sp and sp2 hybridization - 1,3-diyne bond conjugating benzene rings to form a two-dimensional planar network structure. Since 2010, when Academician Li Yuliang’s research group obtained it through chemical synthesis for the first time in the world (G.X.Li, Y.L.Li, H.B.Liu, Y.B.Guo, Y.J.Li, D.B.Zhu, Chemical Communications 2010, 46, 3256), the basis and application of graphdiyne The research has achieved important results, and has been widely used in the fields of energy storage, catalysis, and semiconductor devices, and has quickly become a new field in the research of carbon materials (Y.J.Li, L.Xu, H.B.Liu, Y.L.Li, Chemical Society Reviews 2014, 43, 2572; Z.Y.Jia, ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D249/06
CPCC07D249/06
Inventor 刘辉彪陈彦焕李玉良李勇军左自成
Owner INST OF CHEM CHINESE ACAD OF SCI
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