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A kind of r-binaphthol polyurethane and preparation method and application

A technology of binaphthol polyurethane and binaphthol, which is applied in the field of R-binaphthol polyurethane and its preparation, can solve the problems of fluorescence quenching, non-luminescence, and weakening of fluorescence, and achieve high reaction yield, easy purification, and organic saving The effect of the solvent

Active Publication Date: 2020-06-23
NORTHEAST NORMAL UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0002] Traditional fluorescent compounds are mostly rigid planar molecules with large π-conjugated systems, which have high fluorescence quantum yields in dilute solutions, but in the aggregated state, the fluorescence is weakened or even does not emit light, that is, the aggregation leads to fluorescence quenching, which is very difficult. The application of traditional fluorescent compounds is largely limited

Method used

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  • A kind of r-binaphthol polyurethane and preparation method and application
  • A kind of r-binaphthol polyurethane and preparation method and application
  • A kind of r-binaphthol polyurethane and preparation method and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0032] Add 0.5288g (3.14mmol) of hexamethyl diisocyanate and 0.7501g (2.62mmol) of R-binaphthol into a 25mL round-bottomed flask, then add the end-capping agent polyethylene glycol monomethyl ether (MW =200) 0.396g (1.98mmol), catalyst DABCO (12mg) tetrahydrofuran 10mL, under the protection of nitrogen, under anhydrous and anaerobic conditions, slowly heated to 65°C and stirred and refluxed for 8h, cooled to room temperature after the reaction, and extracted from excess diethyl ether Precipitate to obtain a white viscous product, that is, R-binaphthol polyurethane.

[0033] to the polyurethane 1 H-NMR and infrared absorption spectrum analysis, can draw the polyurethane of structure shown in formula (1) according to analysis result and the kind of reaction raw material, Xn=7 (referring to figure 1 , figure 2 ).

Embodiment 2

[0035] Add 0.2422g (1.44mmol) of hexamethyl diisocyanate and 0.3178g (1.11mmol) of R-binaphthol into a 25mL round-bottomed flask, then add the end-capping agent polyethylene glycol monomethyl ether (MW =200) 0.396g (1.98mmol), catalyst DABCO (12mg) tetrahydrofuran 10mL, under the protection of nitrogen, under anhydrous and anaerobic conditions, slowly heated to 65°C and stirred and refluxed for 8h, cooled to room temperature after the reaction, and extracted from excess diethyl ether Precipitate to obtain a white viscous product, that is, R-binaphthol polyurethane.

[0036] to the polyurethane 1 H-NMR and infrared absorption spectrum analysis, can draw the polyurethane of structure shown in formula (1) according to analysis result and the kind of reaction raw material, Xn=7 (referring to figure 1 , figure 2 ).

Embodiment 3

[0038] Add 0.6618g (3.93mmol) of hexamethyl diisocyanate and 0.7501g (2.62mmol) of R-binaphthol into a 25mL round-bottomed flask, then add the end-capping agent polyethylene glycol monomethyl ether (MW =200) 0.396g (1.98mmol) catalyst DABCO (12mg) tetrahydrofuran 10mL, under the protection of nitrogen, under anhydrous and anaerobic conditions, slowly heated to 65°C and stirred and refluxed for 8h, cooled to room temperature after the reaction, and precipitated from excess ether A white viscous product is obtained, which is R-binaphthol polyurethane.

[0039] to the polyurethane 1 H-NMR and infrared spectrum analysis, can draw the polyurethane of structure shown in formula (1) according to analysis result and the kind of reaction raw material, Xn=7 (referring to figure 1 , figure 2 ).

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Abstract

The invention discloses S-binaphthol polyurethane, and a preparation method and an application thereof, and provides a new chemical substance with an aggregation induced luminescent property; a novelfunctional polymer luminescent material is prepared and can be used for anti-counterfeiting identification. The preparation method has the advantages of high reaction yield and easy purification of reaction products and saves a large amount of organic solvents.

Description

technical field [0001] The invention discloses an R-binaphthol polyurethane and a preparation method thereof. The invention further relates to its application in anti-counterfeiting marks, which belongs to the technical field of chemical synthesis. Background technique [0002] Traditional fluorescent compounds are mostly rigid planar molecules with large π-conjugated systems, which have high fluorescence quantum yields in dilute solutions, but in the aggregated state, the fluorescence is weakened or even does not emit light, that is, the aggregation leads to fluorescence quenching, which is very difficult. The application of traditional fluorescent compounds is largely limited. In practical applications, fluorescent materials often need to be made into solids or thin films, and aggregation between fluorescent molecules is inevitable. Therefore, contrary to the phenomenon of fluorescence quenching caused by the aggregation of traditional fluorescent compounds, there is a cl...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G18/32C08G18/48C08G18/66C09K11/06
Inventor 朱东霞姜楠李洸伕车伟龙秦春生苏忠民
Owner NORTHEAST NORMAL UNIVERSITY