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PH-responsive chitosan fluorescent composite micelle, and preparation method and application thereof

A technology of composite micelle and chitosan, which is applied in the preparation of cyanide reaction, preparation of organic compounds, chemical instruments and methods, etc., can solve problems such as biological toxicity, and achieve the effect of simple and fast synthesis.

Pending Publication Date: 2020-08-21
ANHUI UNIVERSITY OF TECHNOLOGY AND SCIENCE
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Problems solved by technology

At present, traditional fluorescent reagents that are widely used include organic dyes and inorganic nanomaterials, b

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  • PH-responsive chitosan fluorescent composite micelle, and preparation method and application thereof
  • PH-responsive chitosan fluorescent composite micelle, and preparation method and application thereof
  • PH-responsive chitosan fluorescent composite micelle, and preparation method and application thereof

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[0035] Example 1

[0036] A preparation method of pH-responsive chitosan fluorescent composite micelles, comprising the following steps:

[0037] 1) Preparation of tetra[4-acetoxyaminophenyl]ethylene (TPE-4COOH)

[0038] Dissolve 1.0 g of tetra[4-aminophenyl]ethylene and 2.0 g of chloroacetic acid in 15 ml of toluene, add 3 ml of dry triethylamine with stirring, heat up to 85°C and reflux, react for 6 hours, cool to room temperature, and filter the mixture The obtained filter residue was dissolved with a small amount of saturated aqueous sodium bicarbonate solution and filtered with suction. The filtrate was precipitated in 60 ml of ether, the product was dissolved in dichloromethane and washed twice with ether, and dried in vacuo overnight to obtain pale yellow tetra[4] -Acetylaminophenyl]ethylene product in about 83.6% yield. figure 1 is the H NMR spectrum of tetrakis[4-acetoxyaminophenyl]ethylene, 1 H NMR (CDCl 3,δ): 6.82(d, 8H), 6.43(d, 8H), 4.7(s, 4H), 4.1(s, 8H), th...

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Abstract

The invention provides a pH-responsive chitosan fluorescent composite micelle, and a preparation method and application thereof. The pH-responsive chitosan fluorescent composite micelle is formed by electrostatically complexing water-soluble polysaccharide and a tetracarboxyl modified tetraphenyl ethylene compound in weakly alkaline water. The chitosan fluorescent nano-micelle disclosed by the invention is simple and rapid to synthesize and mild in condition, and generates relatively high fluorescence induced by tetraphenyl ethylene structure aggregation, and the size and the optical intensitycan be regulated. By means of mediation control of pH, the non-covalent effect of the constructed fluorescent nano-micelle can be converted between static electricity and hydrogen bonds, so that thenano-micelle can be reversibly converted between two forms of a polyelectrolyte complex and a hydrogen bond complex, and then adjustment of the fluorescence property of the composite micelle can be achieved. Therefore, in combination with the hydrophilicity of the nano-micelle and the biocompatibility of chitosan, the chitosan fluorescent micelle provided by the invention is expected to be appliedto the fields of environmental monitoring, biomarkers, tracing and the like.

Description

technical field [0001] The invention belongs to the technical field of nano-polymer materials, and in particular relates to a pH-responsive chitosan fluorescent composite micelle and a preparation method and application thereof. Background technique [0002] Fluorescent reagents are mainly used in the fields of environmental monitoring, biology and medicine, especially hydrophilic fluorescent materials have broad application prospects. At present, traditional fluorescent reagents that are widely used include organic dyes and inorganic nanomaterials, but there are always three major problems of photobleaching, aggregation-induced photoquenching and biological toxicity. Therefore, since 2001, Tang Benzhong et al. have discovered a class of molecules that exhibit aggregation-induced emission (AIE) due to intramolecular blockade, which subtly provides a way to solve the above problems. [0003] Chitosan is a biodegradable polysaccharide extracted from shrimp and crab shells. It...

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Application Information

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IPC IPC(8): C09K11/02C09K11/06C07C227/08C07C229/18A61K49/00
CPCC09K11/02C09K11/06C07C227/08C07C229/18A61K49/0021A61K49/0054A61K49/0082
Inventor 林英曹益华刘安宋庆平
Owner ANHUI UNIVERSITY OF TECHNOLOGY AND SCIENCE
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