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Amine/amino functionalized graphene quantum dot and preparation method thereof

A graphene quantum dot, amino functionalization technology, applied in the direction of graphene, chemical instruments and methods, carbon compounds, etc., can solve problems such as unfavorable, difficult preservation, biocompatibility and adverse effects of dispersibility, etc., and achieve dispersion performance. Excellent, broad application prospects

Active Publication Date: 2017-07-28
INST OF CHEM ENG GUANGDONG ACAD OF SCI
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Problems solved by technology

[0004] At present, GQDs are generally prepared by "cutting" graphite oxide, which requires hydrothermal or oxidation methods in the preparation process, and the amino groups in graphite oxide are easily oxidized, so it is difficult to preserve them during the synthesis process. , which is not conducive to the regulation of the fluorescence properties of GQDs, and may also adversely affect their biocompatibility and dispersion

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  • Amine/amino functionalized graphene quantum dot and preparation method thereof
  • Amine/amino functionalized graphene quantum dot and preparation method thereof

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preparation example Construction

[0024] A preparation method of amine / amino functionalized graphene quantum dots, comprising the following steps:

[0025] 1) Amine / ammonia reduction of graphite oxide: disperse graphite oxide with an organic solvent and add it to a hydrothermal reaction kettle, then add ammonia water or organic amine solution, high temperature reduction, suction filtration, and wash the solid product with water to obtain amine / ammonia reduction graphite oxide;

[0026] 2) Preparation of amine / amino-functionalized graphene quantum dots: add the graphite oxide reduced by amine / ammonia to the strong alkali solution of simple halogen, and perform Hoffman rearrangement reaction until the reaction solution is clear and transparent, neutralized , dialyzed, and concentrated under reduced pressure to obtain amine / amino functionalized graphene quantum dots.

[0027] Preferably, the ratio of graphite oxide and ammonia added in step 1) is 1 g: (20-120) mmol.

[0028] Preferably, the graphite oxide and o...

Embodiment 1

[0037] 1) Ammonia reduction of graphite oxide: Disperse 1g of graphite oxide in 30mL of ethylene glycol, add 1mL of ammonia water (containing 20mmol of ammonia), place in a hydrothermal reaction kettle, reduce for 10 hours at 180°C, filter with water, The resulting solid was washed to yield ammonia-reduced graphite oxide.

[0038] 2) Preparation of amino-functionalized graphene quantum dots: Add ammonia-reduced graphite oxide from step 1) to 10 mL of Br 2 NaOH solution (containing 70mmol of Br 2 ), react at 80°C for 2 hours, neutralize, dialyze, and concentrate under reduced pressure to obtain amino-functionalized graphene quantum dots.

[0039] The transmission electron microscope picture of the amino functionalized graphene quantum dot prepared in the present embodiment is as follows figure 1 As shown, the transmission electron microscope image of the amino-functionalized graphene quantum dots separated by gel chromatography is as follows figure 2 shown. Compared figur...

Embodiment 2

[0042] 1) Ammonia reduction of graphite oxide: Disperse 1g of graphite oxide in 30mL of ethylene glycol, add 1mL of ammonia water (containing 50mmol of ammonia), place in a hydrothermal reaction kettle, reduce for 12 hours at 150°C, filter with water, The resulting solid was washed to yield ammonia-reduced graphite oxide.

[0043] 2) Preparation of amino-functionalized graphene quantum dots: add the ammonia-reduced graphite oxide from step 1) to 10 mL of Cl 2 and Br 2 NaOH solution (containing Cl 2 and Br 2 100 mmol in total), reacted at 90°C for 1 hour, neutralized, dialyzed, and concentrated under reduced pressure to obtain amino-functionalized graphene quantum dots.

[0044] After testing, the nitrogen content in the amino-functionalized graphene quantum dots prepared in this example is 0.7%. The stability of the product in aqueous solution is tested by ZETA potential, and it is found that the potential value can reach -61mV, indicating that the quantum dots prepared by...

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Abstract

The invention discloses an amine / amino functionalized graphene quantum dot and a preparation method thereof. The preparation method of the graphene quantum dot comprises the following steps: 1) carrying out amine / ammonia reduction on graphite oxide, namely dispersing the graphite oxide with an organic solvent, then adding into a hydrothermal reaction kettle, then adding ammonia water or an organic amine solution, and carrying out high temperature reduction, so that amine / ammonia reduced graphite oxide is obtained; and 2) preparing the amine / amino functionalized graphene quantum dot, namely adding the amine / ammonia reduced graphite oxide into a strong alkaline solution of a halogen simple substance, and carrying out Hoffmann rearrangement reaction, so that the amine / amino functionalized graphene quantum dot is obtained. The amine / amino functionalized graphene quantum dot disclosed by the invention has excellent dispersibility in water and a polar solvent, and content of nitrogen element and amine / amino in the quantum dot is adjustable, so that the amine / amino functionalized graphene quantum dot has broad application prospects in the aspects of biological medicines as well as biochemical detection and treatment.

Description

technical field [0001] The invention relates to an amine / amino functionalized graphene quantum dot and a preparation method thereof, belonging to the technical field of graphene-based materials. Background technique [0002] In recent years, research on graphene quantum dots in cell imaging has developed rapidly. In addition, due to the strong absorption of graphene quantum dots in the near-infrared range, it is possible to play a role in the photothermal ablation therapy of tumors. [0003] Graphene-based materials used in the fields of biomedicine and pharmacy should have the characteristics of biocompatibility, good water dispersibility and no toxic side effects. Graphene oxide (GO) induces strong agglutination of human platelets, and experiments in mice have shown that it can induce extensive pulmonary embolism. Graphene quantum dots (GQDs) are more biocompatible than GO and reduced graphene oxide (RGO) due to their smaller diameter. Therefore, GQDs are considered to ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C01B32/184C09K11/65
CPCC01B2204/20C01P2004/04C09K11/65
Inventor 戴永强庞浩张磊钟本镔苏瑜麦裕良廖兵
Owner INST OF CHEM ENG GUANGDONG ACAD OF SCI
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