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Preparation method and application of 3D printing catalyst loaded with carbon quantum dots

A technology of 3D printing and carbon quantum dots, applied in chemical instruments and methods, physical/chemical process catalysts, 3D object support structures, etc., can solve the problem of few synthetic chemistry applications, and achieve cheap and easy-to-obtain raw materials and good photocatalytic activity , low shrinkage effect

Pending Publication Date: 2022-05-03
NANJING NORMAL UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, it should be pointed out that carbon quantum dots are mostly used for photocatalytic degradation of pollutants, photocatalytic carbon dioxide conversion, photocatalytic water splitting, and less applications in synthetic chemistry.

Method used

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  • Preparation method and application of 3D printing catalyst loaded with carbon quantum dots
  • Preparation method and application of 3D printing catalyst loaded with carbon quantum dots
  • Preparation method and application of 3D printing catalyst loaded with carbon quantum dots

Examples

Experimental program
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Effect test

preparation example Construction

[0038] (1) Preparation of carbon quantum dots:

[0039] Weigh 1.0g citric acid and 1.0g urea, then add 15mL dimethyl sulfoxide (DMSO) into a sealed tube, react at 180°C for 8h, cool to room temperature, remove volatile components under reduced pressure, and then use a silica gel column Chromatographic separation gave blue fluorescent carbon quantum dots (0.75g).

[0040] (2) Preparation of 3D printing resin:

[0041]Weigh 10mmol of succinic acid and add 20mL of methanol into a round bottom flask, add 20mmol of isocyanoethyl methacrylate and 0.5mmol of dibutyltin dilaurate, react at 25°C for 8h and then extract, collect the organic phase, no Dry over sodium sulfate, filter and remove the volatile components under reduced pressure to give the monomer (2.38 g, 96% yield).

[0042] Weigh monomer 60wt%, C9-11 alkanol polyether-320wt%, pure water 15wt%, 4,4'-bis(2-sulfonic acid styryl) biphenyl disodium (DABP) 0.5wt% , 4.5 wt% ethyl 2,4,6-trimethylbenzoylphenyl phosphonate and mi...

Embodiment 1

[0046]

[0047] Weigh benzenediazonium p-chloroborate 2a (0.5mmol) in a photoreaction tube, add dimethyl sulfoxide 5mL, furan 3a (1.0mmol), a 3D printing spherical catalyst (50mg ), under the light of 390nm and the temperature of 25°C, reacted for 2h. After the reaction, the mixture was cooled to room temperature, extracted with ethyl acetate and water, the organic phase was collected, dried over anhydrous sodium sulfate, filtered, and the volatile components were removed under reduced pressure, and then separated by silica gel column chromatography (eluent was petroleum Ether (60-90° C.) / ethyl acetate, v / v=20:1), the target product 1a was obtained as a white solid (75 mg, 82% yield). The target product was confirmed by NMR spectroscopy.

Embodiment 2

[0049]

[0050] Weigh benzenediazobenzene 2b (0.5mmol) of p-trifluoromethyltetrafluoroborate into a photoreaction tube, add 5mL of N,N-dimethylformamide, furan 3a (1.5mmol), and a 5% carbon quantum The dotted 3D printed small disc catalyst (50mg) was reacted for 4h under 400nm light at a temperature of 35°C. After the reaction, the mixture was cooled to room temperature, extracted with ethyl acetate and water, the organic phase was collected, dried over anhydrous sodium sulfate, filtered, and the volatile components were removed under reduced pressure, and then separated by silica gel column chromatography (eluent was petroleum Ether (60-90° C.) / ethyl acetate, v / v=20:1), the target product 1b was obtained as a white solid (90 mg, 85 yield%). The target product was confirmed by NMR spectroscopy.

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Abstract

The invention discloses a preparation method and application of a carbon quantum dot loaded 3D printing catalyst, carbon quantum dots and 3D printing resin are prepared firstly, and finally the carbon quantum dot loaded 3D printing catalyst is prepared. Aryl diazonium salt is used as a raw material, and the catalyst is utilized to generate the 2-aryl heterocyclic compound through direct C-H bond arylation with heterocyclic rings in a photooxidation reduction process. The catalyst with the advantages of being high in catalytic activity, good in stability, controllable in structure, beneficial to recovery and the like is efficiently prepared through the 3D printing technology, and the catalyst can be applied to C-H bond arylation reaction in a visible light promoted redox system.

Description

technical field [0001] The invention relates to a preparation method and application of a catalyst, in particular to the preparation of a 3D printing catalyst loaded with carbon quantum dots and its application in the arylation reaction of a heterocyclic C-H bond under photocatalysis. Background technique [0002] 2-Arylheterocyclic compounds are important structural units in natural products, advanced materials and medicines. Therefore, the rapid construction of this type of compound has important research significance. Direct C-H bond arylation via free radical pathway does not require pre-activation of the substrate, which effectively simplifies raw materials and shortens the reaction route, and is a more economical and efficient method. Therefore, in recent years, a series of C–H bond arylation reactions using arylating reagents such as aryl halides, aryl boronic acids, aryl diazonium salts, etc. have developed rapidly. However, these methods usually rely on directing ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): B01J27/24C07D307/38C07D333/12C07D333/16C07D207/33C07D207/333C07D213/26B29C64/135B33Y10/00B33Y70/10B33Y80/00
CPCB01J27/24C07D307/38C07D333/12C07D333/16C07D207/33C07D207/333C07D213/26B29C64/135B33Y10/00B33Y70/10B33Y80/00
Inventor 黄菲谢宇星何志琴黎玉锋赵薇于杨
Owner NANJING NORMAL UNIVERSITY
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