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Homogeneous solution containing responsive fluorescent polysaccharide derivatives, preparation method and use thereof

A polysaccharide derivative, homogeneous solution technology, applied in chemical instruments and methods, luminescent materials, production of bulk chemicals, etc., can solve the problems of uncontrollable distribution of fluorescent groups, difficult to guarantee the uniformity of fluorescent properties, etc., and achieve important practical effect of value

Pending Publication Date: 2019-02-01
INST OF CHEM CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The photofunctional modification of polysaccharide natural polymers is usually achieved by heterogeneous chemical reaction or surface modification. The distribution of fluorescent groups in the polymer is uncontrollable, similar to the physical blending method, and the uniformity of fluorescence properties Difficult to guarantee

Method used

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  • Homogeneous solution containing responsive fluorescent polysaccharide derivatives, preparation method and use thereof
  • Homogeneous solution containing responsive fluorescent polysaccharide derivatives, preparation method and use thereof
  • Homogeneous solution containing responsive fluorescent polysaccharide derivatives, preparation method and use thereof

Examples

Experimental program
Comparison scheme
Effect test

preparation example 1

[0061] Synthesis of CA-SP:

[0062] 3.1g cellulose acetate (CA), 0.76g spiropyranpropionic acid (English name 3-(3',3'-dimethyl-6-nitrospiro[chromene-2,2'-indolin]-1' -yl)propanoic acid), 1.2g DMAP, 2.0g DCC were dissolved in 100mL DMF solution, in an oil bath at 150°C, and refluxed for 3h. After the reaction, the concentrated reaction solution was added into water, and 3.2 g of cellulose acetate derivatives containing spiropyran with a degree of substitution of 0.078 were obtained by precipitation, washing and drying, with a yield of 87%.

[0063] figure 1 It is the fluorescence excitation spectrum and emission spectrum of the cellulose-containing spiropyranacetate (CA-SP) of Preparation Example 1. It can be seen from the figure that the excitation spectrum of CA-SP is located at 450-650nm (λ max =588nm), the emission spectrum is located at 550-750nm (λ max = 647nm).

preparation example 2

[0065] Synthesis of CA-SP':

[0066] 3.1g cellulose acetate (CA), 0.19g spiropyranpropionic acid (English name 3-(3',3'-dimethyl-6-nitrospiro[chromene-2,2'-indolin]-1' -yl)propanoic acid), 1.2g DMAP, 2.0g DCC were dissolved in 100mL DMF solution, in an oil bath at 150°C, and refluxed for 3h. After the reaction, the concentrated reaction solution was added into water, and 2.9 g of cellulose acetate derivatives containing spiropyran with a degree of substitution of 0.017 were obtained by precipitation, washing and drying, with a yield of 88%.

preparation example 3

[0068] Synthesis of CA-SO:

[0069] 3.1g cellulose acetate (CA), 0.78g spirooxazine propionic acid (English name 3-(3,3-dimethylspiro[indoline-2,3'-naphtho[2,1-b][1, 4] oxazin]-1-yl)propanoic acid), 1.2g DMAP, 2.0g DCC were dissolved in 100mL DMF solution, and refluxed for 2.5h in an oil bath at 150°C. After the reaction, the concentrated reaction solution was added into water, and 3.3 g of cellulose acetate derivatives containing spirooxazine with a degree of substitution of 0.065 were obtained by precipitation, washing and drying, with a yield of 85%.

[0070] figure 2 It is the fluorescence excitation spectrum and emission spectrum of the spirooxazine-containing cellulose acetate (CA-SO) of Preparation Example 3. It can be seen from the figure that the excitation spectrum of CA-SO is located at 320-400nm (λ max =380nm), the emission spectrum is located at 360-550nm (λ max = 410nm).

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Abstract

The present invention discloses a homogeneous solution containing responsive fluorescent polysaccharide derivatives, a preparation method and a use thereof. The contained responsive fluorescent polysaccharide derivatives can uniformly disperse responsive fluorescent groups in a polysaccharide matrix and can overcome an aggregation-induced quenching effect of conventional conjugated fluorescent molecules; and obtained solid fluorescent materials can also respond to changes or stimuli of external environment (such as light, metal ions, external forces, temperatures, pH values, etc.). The contained responsive fluorescent polysaccharide derivatives can also impart the materials with processing properties and mechanical properties that organic small molecules do not possess, and the prepared fluorescent material main body is still mainly prepared from polysaccharide polymer materials, can still maintain excellent processing properties of the original polysaccharide polymer materials while playing an excellent fluorescent characteristics, can be conveniently processed into various forms of the materials such as fluorescent coating layers, fluorescent electrospinning membranes, fluorescent fibers, fluorescent micelles and fluorescent ink, and thus has very important practical value.

Description

technical field [0001] The invention relates to a homogeneous solution containing responsive fluorescent polysaccharide derivatives, a preparation method and application thereof, and belongs to the technical field of organic fluorescent material preparation. Background technique [0002] Responsive solid fluorescent materials, whose fluorescent properties can reversibly change with changes in the environment such as light, temperature, humidity, pressure, electric field, magnetic field, ion strength and other external stimuli, are widely used in display, imaging analysis, Sensors, data storage, anti-counterfeiting printing and other fields. Among them, organic responsive fluorescent materials have fast response speed, easy modification of chemical structure, and convenient adjustment of spectral properties, so they have attracted much attention in the design and preparation of high-density data storage and high-sensitivity sensors. At present, among numerous responsive orga...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08J3/11C08J3/075C08J9/28C08J3/07C08B15/06C09K11/06C08L1/04
CPCC08B15/06C08J3/07C08J3/075C08J3/11C08J5/18C08J9/28C08J2205/026C08J2301/04C09K11/06C09K2211/145Y02P20/54
Inventor 张军田卫国张金明
Owner INST OF CHEM CHINESE ACAD OF SCI
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