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A kind of nanoparticle based on pyridylquinoxaline bicolumn [n] arene and its preparation method and application

A technology of pyridine quinoxaline and nanoparticles, applied in nanotechnology, chemical instruments and methods, organic chemistry, etc., to achieve the effects of close and reliable distance, favorable energy transmission, and easy energy transmission

Active Publication Date: 2022-03-29
SOUTH CHINA UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, at the same time, the host of pillar arenes is made into an energy donor to transfer energy to the guest, and the non-fluorescent guest is used as a bridge to further enhance the fluorescence performance. It has not been reported so far, showing a good novelty.

Method used

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  • A kind of nanoparticle based on pyridylquinoxaline bicolumn [n] arene and its preparation method and application
  • A kind of nanoparticle based on pyridylquinoxaline bicolumn [n] arene and its preparation method and application
  • A kind of nanoparticle based on pyridylquinoxaline bicolumn [n] arene and its preparation method and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0043] Pyridinequinoxaline double pillar [n]arene host H(R 1 For the synthesis of methoxy group; n=4;), the synthetic route is as follows:

[0044]

[0045] (1) Synthesis of compound 1-2

[0046]

[0047] Compound 1-2 was synthesized by Williamson reaction. A mixture of compound 1-1 (1.2g, 1.6mmol) and benbromophenylboronate (1.4g, 4.8mmol) was dissolved in 30mL DMF, and NaH (0.38g, 16mmol) was added to create an alkaline environment. Mix the solution in N 2 Heated to 80°C under protection for 16 hours. After the reaction was finished, the solution was concentrated by rotary evaporation, and the crude product was purified by column chromatography (PE / DCM / EA, 10 / 1 / 1 as eluent) to obtain 1.2 g of pure product as a white powder. Yield: 76%.

[0048] (2) Synthesis of target product H

[0049]

[0050] The target product H (pyridinequinoxaline bispyra[n]arene host H) was synthesized by Suzuki reaction. Compound 1-2 (1.9g, 2mmol) described in step (1), compound 1-3 (...

Embodiment 2

[0058] The pyridinequinoxaline double-cavity host molecule H prepared in Example 1 and the fluorescent guest molecule G2 have carried out ultraviolet-visible absorption light test respectively (H and G2 are dissolved in chloroform and tested, and the chloroform solution concentration of H is 10 μ M; G2 Chloroform solution concentration is 10 μ M, and test temperature is room temperature) and fluorescence emission spectrum test (H and G2 are dissolved in chloroform to test, and the chloroform solution concentration of H is 10 μ M; The chloroform solution concentration of G2 is 0.1 μ M, and test temperature is room temperature), measure The obtained UV-Vis absorption spectrum and fluorescence emission spectrum are overlaid, such as figure 1 shown.

[0059] From figure 1 It can be seen that the fluorescence emission of the pyridinequinoxaline double-cavity host molecule H overlaps very well with the ultraviolet absorption spectrum of the fluorescent guest molecule G2, both of wh...

Embodiment 3

[0061] The pyridinequinoxaline double-cavity host molecule H prepared in Example 1 and the non-fluorescent guest molecule G1 and the fluorescent guest molecule G2 were prepared in chloroform according to the molar ratio [H]:[G1]:[G2]=100:30:5 Mixing in the medium to prepare a mixed solution before the formation of nanoparticles, and then pour into double-distilled water containing surfactants to form nanoparticles (fluorescent nanoparticles) based on pyridinequinoxaline bicolumn [n]arene. Concrete preparation process comprises the following steps:

[0062] (1) Add host molecule H (pyridylquinoxaline double-cavity host molecule H) and non-fluorescent guest molecule G1, fluorescent guest molecule G2 into chloroform respectively, mix well, and prepare chloroform solutions of host molecule H, non-fluorescent The chloroform solution of the guest molecule G1 and the chloroform solution of the fluorescent guest molecule G2; the concentration of the three in chloroform is 10 -3 M.

...

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Abstract

The invention discloses a nano-particle based on pyridinequinoxaline bicolumn [n] arene, its preparation method and application. The preparation method includes the following steps: mixing the bicolumn [n]arene host molecule H with the guest molecule G1, G2 in an organic solvent in a certain proportion, and injecting into an aqueous surfactant solution after mixing to form the pyridinequinoxa-based Nanoparticles of phenobipillar[n]arenes. The nanoparticles provided by the present invention have good water solubility and exhibit strong light-harvesting properties. Pyridinequinoxaline bicolumn [n]arene is used as an energy donor, the guest molecule G2 is used as an energy acceptor, and G1 is used as an energy bridge. The energy of the host can be transferred to the object, so that the fluorescence intensity of the nanoparticles composed of the three is greatly improved compared with the fluorescence intensity of the G2 nanoparticles at the same concentration.

Description

technical field [0001] The invention relates to the technical field of supramolecular self-assembly materials and light harvesting, in particular to a nanoparticle based on pyridinequinoxaline bicolumn [n]arene, its preparation method and application. Background technique [0002] Pillararenes, as the fifth generation supramolecules, have various applications such as sustained drug release, gel materials, multi-stimuli-responsive materials, probes, etc. due to their excellent self-assembly properties. It is very meaningful work to develop new pillar aromatics system to solve existing problems. The energy issue is a global concern of human beings. Finding economical and clean energy is a challenging task due to excessive consumption of fossil fuels, harsh environmental pollution, and increasing pressure on energy supply. Fortunately, solar energy is a green source of energy that is virtually inexhaustible and inexhaustible. However, we are faced with a major problem is how...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D498/18C07D519/00C07D487/04C09K11/06B82Y40/00
CPCC07D498/18C07D519/00C07D487/04C09K11/06B82Y40/00C09K2211/1007C09K2211/1029C09K2211/1044C09K2211/1059C09K2211/1092
Inventor 曹德榕朱瑶许林贤唐浩
Owner SOUTH CHINA UNIV OF TECH