Arylpyrazoline Luminescent Compounds Substituted by 5-Position Fused Aromatic Hydrocarbons

Abstract

The general structural formula of the arylpyrazoline light-emitting compound substituted by the 5-position condensed aromatic hydrocarbon is as follows: wherein, R1 is 4-nitrophenyl, 4-cyanophenyl, 4-esterylphenyl, 2-nitro Phenyl, 2-cyanophenyl, 2-esterylphenyl, 2,4-dinitrophenyl or hydrogen atom, R2 is 4-nitro, 4-cyano, 4-esteryl, 2-nitro Group, 2-cyano group, 2-ester group or 2,4-dinitro group, R3 is 9-anthracenyl group, 9-phenanthrenyl group or 1-pyrenyl group. The preparation method is as follows: firstly, condensing aromatic aldehydes with condensed rings and aromatic ketones substituted with electron-withdrawing groups on the benzene ring to generate chalcone intermediates, and then condensing with aromatic hydrazines substituted with electron-withdrawing groups on the benzene ring to form a ring; The generated pyrazoline molecule has two chromophores, the "arylpyrazoline" and the 5-position anthracycline, which enhance charge transfer in the molecule, and the luminescence spectrum of the 5-position aromatic condensed ring is compatible with the arylpyrazoline chromophore The absorption spectra overlap to produce effective energy transfer, improve the luminescence and two-photon fluorescence of pyrazoline molecules.

Description

technical field [0001] The invention relates to an aryl pyrazoline compound substituted by aromatic hydrocarbons at the 5-position condensed ring. The pyrazoline compound can be used as a fluorescent dye, a laser dye, an organic electroluminescent material, a fluorescent marking material and a fluorescent chemically sensitive material , organic nonlinear optical materials, etc. Background technique [0002] In recent decades, there have been many studies on arylpyrazoline compounds, mainly focusing on two aspects. One is potential drug research. It has been found that substituted pyrazoline molecules have shown various biological activities, such as antimicrobial, antibacterial, Anti-inflammatory and analgesic, anti-depressant, anti-tumor, etc. [International Journal of Pharmaceutical Sciences and Drug Research 2010; 2(3): 165-175]. The second is the study of organic light-emitting and nonlinear optical materials. The "arylpyrazoline" group in the pyrazoline molecule has a ...

AI Technical Summary

Problems solved by technology

[0003] So far, most of the reported arylpyrazoline compounds have focused on the design of different substituents at the 1-position and 3-position and their effects on their luminescence and nonlinear optical properties. "Pyrazoline group" undergoes conjugation, and there are not many studies on it. Most of them are unsubstituted, simple alkyl groups or simple aromatic groups such as phenyl, naphthyl, substituted phenyl, etc. at the 5-position. The influence of the molecular optical properties is also limited to the charge transfer between it and the "arylpyrazoline group"

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