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Beta-graphdiyne and synthesis method and application thereof in field of energy storage

A synthesis method and graphdiyne technology, which can be used in hybrid capacitor electrodes, electrical components, battery electrodes, etc., can solve problems such as the fact that the synthesis of graphdiyne has not been substantively solved, and achieve good chemical and thermal stability and good purity. , easy-to-prepare effect

Active Publication Date: 2017-06-20
SICHUAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0004] However, the synthesis of graphityne in the true sense has not been substantially resolved

Method used

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  • Beta-graphdiyne and synthesis method and application thereof in field of energy storage
  • Beta-graphdiyne and synthesis method and application thereof in field of energy storage
  • Beta-graphdiyne and synthesis method and application thereof in field of energy storage

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preparation example Construction

[0036] The present invention provides a method for synthesizing β-graphyne, using 3-(dibromomethylenyl)-1,4-pentadiyne as the reaction monomer, under the action of a catalyst and a solvent, and under the protection of an inert gas Perform coupling reaction at 60-150°C to obtain β-graphyne; wherein, the catalyst is a mixture of palladium catalyst and Cu(I) salt, and the molar ratio of palladium catalyst and Cu(I) salt is 1:10-1: 1; The solvent is a mixed solvent of solvent 1 and organic amine solvent, the volume ratio of solvent 1 and organic amine solvent is 1:1 to 6:1, and solvent 1 is N,N-dimethylformamide , At least one of N-methylpyrrolidone, tetrahydrofuran, dioxane, toluene or chloroform; the molar ratio of the reaction monomer to the palladium catalyst is: reaction monomer: palladium catalyst=1:0.05~1:0.2 . In the present invention, the solvent is added as long as the reaction monomer is fully dissolved, and its amount is not particularly limited; Cu(I) salt refers to a...

Embodiment 1

[0049] 1. Preparation of 1,5-bis(trimethylsilyl)-1,4-pentadiyn-3-ol:

[0050] Under argon protection and ice water bath, add 9mL (63.37mmol) trimethylethynyl silicon and 150mL freshly distilled tetrahydrofuran (THF) into a 500ml reaction flask; continue to add 39.6mL (63.37mmol) of n-butyl lithium (n- BuLi), stirring for 15min; under ice-water bath, add 1.96mL (31.69mmol) of methyl formate (HCO 2 Me), remove the ice-water bath, cool to room temperature naturally after heating; pour the mixed solution into a separatory funnel filled with ethyl acetate and saturated ammonium chloride solution for extraction, wash, dry, filter with suction, spin-evaporate, and perform column Chromatographic separation gave a yellow oil with a yield of 80%.

[0051] 1 H NMR(CDCl 3 ): 5.09ppm(d,1H), 2.24ppm(d,1H), 0.19ppm(s,18H).

[0052] 13 C NMR(CDCl 3 ): 101.59ppm, 89.71ppm, 53.01ppm, -0.35ppm.

[0053] 2. Preparation of 1,5-bis(trimethylsilyl)-1,4-pentadiyn-3-one:

[0054] Under the protection of argon...

Embodiment 2

[0072] Example 2 Preparation of β-graphyne:

[0073] Under the protection of argon, add 10mL of 3-(dibromomethylenyl)-1,4-pentadiyne solution (60.6mg / mL, DMF) into a 250ml reaction flask, and then add 40mL of N,N-dimethyl Dimethylformamide and 10mL n-butylamine were dissolved and diluted, 149.4mg (0.1295mmol) of tetrakis(triphenylphosphine) palladium and 24.65mg (0.1295mmol) of cuprous iodide were added, and the reaction was stirred at 120°C for three days. Suction filtration, washing, extraction, and drying were performed to obtain black β-graphyne powder with a yield of 86%. The specific surface area of ​​the obtained β-graphyne is 437m 2 / g, the pore volume is 0.45cm 3 / g, it has a micropore diameter of 1.5 nm, and a mesopore diameter of 2 to 6 nm.

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Abstract

The invention discloses a beta-graphdiyne and a synthesis method and application thereof in the field of energy storage, and belongs to the field of organic synthesis. The synthesis method of the beta-graphdiyne provided by the invention comprises the following steps: using 3-(dibromomethenyl)-1,4-pentadiine as a reaction monomer, and undergoing an Sonogashira coupling reaction under the action of a catalyst and a solvent and the protection of an inert gas at a temperature of 60 to 150 DEG C to obtain beta-graphdiyne, wherein the catalyst is a mixture of a palladium catalyst and a Cu (I) salt with a molar ratio of (1 to 10) to (1 to 1), and the solvent is a mixed solvent of a conventional solvent and an organic amine solvent; and the molar ratio of the reaction monomer to the palladium catalyst is (1 to 0.05) to (1 to 0.2). The synthesis method of the beta-graphdiyne provided by the invention has the advantages that raw materials are cheap and easy to obtain, the process is simple, the cost is relatively low, and the yield is relatively high, and can be used for realizing industrial production.

Description

Technical field [0001] The invention discloses a synthetic beta-graphyne, a synthetic method thereof and an application in the field of energy storage, belonging to the field of organic synthesis. Background technique [0002] The allotrope of carbon is due to the sp and sp of carbon atoms 2 , Sp 3 Three different hybrid forms show unique structural diversity and flexibility. Diamond and graphite are allotropes of carbon existing in nature, because sp 3 The three-dimensional arrangement of the hybrid carbon atoms in space leads to the former being the hardest natural material known, while the sp 2 The graphite sheets composed of hybrid carbon atoms have relatively weak van der Waals forces between layers, so graphite can be peeled off relatively easily. With the in-depth research of carbon materials in recent years, more and more allotropes of carbon have been discovered by scientists, such as fullerenes, carbon nanotubes, and graphene, which correspond to zero-dimensional, one-d...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C01B32/15B82Y40/00H01M4/133H01G11/32
CPCB82Y40/00C01P2002/72C01P2002/82C01P2002/85C01P2004/03C01P2004/20C01P2006/12C01P2006/14C01P2006/16H01G11/32H01M4/133Y02E60/10
Inventor 任世杰徐雍捷雍雯雯沈佳佳邓纯王千
Owner SICHUAN UNIV
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