Modified polysaccharide with fluorescent property as well as preparation method and application thereof

A polysaccharide and modification technology, applied in the field of polysaccharide-based fluorescent materials and their preparation, can solve the problems of poor fluorescence stability, change of material fluorescence properties, and difficulty in uniform dispersion of fluorescent molecules, and achieve easy processing and molding, high fluorescence intensity, and elimination of fluorescence. The effect of the aggregation quenching effect

Active Publication Date: 2015-11-18
INST OF CHEM CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, pure physical blending has some disadvantages. First, it is difficult to achieve uniform dispersion of fluorescent molecules in the polymer matrix; second, small fluorescent molecules still have a certain degree of freedom in the composite material. It is easy to migrate and form larger aggregations, resulting in changes in the fluorescence properties of the material and poor fluorescence stability

Method used

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  • Modified polysaccharide with fluorescent property as well as preparation method and application thereof
  • Modified polysaccharide with fluorescent property as well as preparation method and application thereof
  • Modified polysaccharide with fluorescent property as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0057] 0.47g of cellulose acetate (CA), 0.004g of perylenetetracarboxylic acid (PTCA), 0.006g of DMAP, and 0.25g of DCC were dissolved in 250mL of DMF solution, and refluxed for 1 hour in an oil bath at 150°C. After the reaction was finished, after most of the DMF was removed by rotary evaporation, the concentrated reaction solution was added to methanol, and after precipitation, washing and drying, the perylene-containing cellulose acetate derivative (referred to as CA-g-perylene ).

Embodiment 2

[0059] 0.46g of ethylcellulose (MC), 0.05g of perylenetetracarboxylic acid, 0.006g of DMAP, and 0.25g of DCC were dissolved in 250mL of DMF solution, and refluxed for 1 hour in an oil bath at 150°C. After the reaction is completed, after most of the DMF is removed by rotary evaporation, the concentrated reaction solution is added to about 100mL of 0.001mol / L sodium hydroxide solution, and the perylene ethyl cellulose with a degree of substitution of 0.032 can be obtained after precipitation, washing and drying. Ester derivatives (referred to as MC-g-perylene).

Embodiment 3

[0061] 0.53g of nitrocellulose (CN), 0.05g of perylenetetracarboxylic acid, 0.006g of DMAP, and 0.25g of DCC were dissolved in 250mL of DMF solution, and refluxed for 0.8h in an oil bath at 150°C. After the reaction was completed, after most of the DMF was removed by rotary evaporation, the concentrated reaction solution was added to a mixed solution of about 150mL sodium hydroxide (0.001mol / L) and methanol (v / v, 4:1), and precipitated, washed, After drying, a perylene-containing nitrocellulose ester derivative (referred to as CN-g-perylene) with a degree of substitution of 0.012 can be obtained.

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Abstract

The invention discloses modified polysaccharide with a fluorescent property as well as a preparation method and an application thereof. Fluorescence groups containing perylene structures are introduced in the acylation process through hydroxyl groups periodically distributed on a macromolecular chain of polysaccharide (starch, glucan, chitosan, chitin, alginic acid, cellulose and cellulose derivatives, so that the function of isolation of the fluorescence groups is achieved, an ACQ (aggregation-caused quenching) phenomenon of perylene type fluorescent molecules is eliminated, and accordingly, low-cost, efficient and practical modified polysaccharide with the fluorescent property is obtained. A fluorescent material prepared from the modified polysaccharide maintains the fluorescence characteristic of perylene light functional groups, has excellent properties of polysaccharide macromolecular materials, can be easily processed and formed, can be manufactured in various forms such as films, fiber, coatings, microspheres, micelle and the like, and has important practical value in fields of films, fiber, coating, ink, dye and the like.

Description

technical field [0001] The invention relates to a polysaccharide-based fluorescent material containing a perylene structure and a preparation method thereof, belonging to the field of organic fluorescent material preparation. Background technique [0002] Perylene and its derivatives are a typical type of aggregation-induced quenching (ACQ) fluorescent molecules. Its extremely low-concentration solution has excellent fluorescence characteristics, while its high-concentration solution and solid state have excellent fluorescence quantum yields. extremely low, and the fluorescence effect is extremely weak or even non-existent, thus limiting the wide application of this type of fluorescent molecules. The most direct way to eliminate the ACQ phenomenon is to "isolate" the molecules with ACQ properties from each other. For example, if the perylene fluorescent molecules are uniformly dispersed in the polymer matrix, the fluorescence can be regained. However, pure physical blending...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08B3/16C08B13/00C08B5/02C08B31/04C08B37/08C08B37/02C09K11/06
Inventor 张军田卫国张金明
Owner INST OF CHEM CHINESE ACAD OF SCI
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