Synthesis And Properties Of Phenols Fluorescent Compounds Based On Double Heterocycles

Heterocyclic compounds were widely applied for their excellent properties in biological medicine, chemical synthesis, fluorescent materials, dyes and other fields. When heterocyclic compounds were combined into diheterocyclic compounds, their original excellent properties were well preserved and their other properties were also improved at the same time. So the research of diheterocyclic compounds is very hot. In this paper we focused on the synthesizing of diheterocyclic compounds with benzene and imidazole structure unit. And we researched on the properties of these compounds.HPBI compounds have been widely researched because of their excellent fluorescence properties. In this paper we synthesized HPBI-based derivatives. At the same time the fluorescence properties of these compounds were also researched. From the results we find that this series of compounds with the aldehyde group can also keep excellent properties. We synthesized three kinds of compounds with aromatic aldehyde and 1, 8-amino naphyhalene structure, which including seven compounds with 2, 3-dihydrogen perimidine and HPBI, one compound with 1-hydrogen perimidine and HPBI, three diheterocyclic derivatives. The introducing of 2, 3-dihydrogen perimidine increased the ligand atoms on the basis of the original structure which is helpful to form a type of metal ion probe. With the introduction of perimidine or diheterocyclic of benzene and imidazole, the Stokes shift was increased by 50 nm. At the same time we discussed the conditions of the transformation from 2, 3-dihydrogen perimidine into perimidine structure.Next, we synthesized five new compounds with nalidixic acid and 2-hydroxyphenyl benzimidazole structure through acid catalyzed condensation method using benzimidazolyl aromatic aldehydes and nalidixic acid. After connected with nalidixic acid, the fluorescence properties of products significantly changed compared with benzimidazoles heterocyclic compounds. Fluorescence excitation wavelength, emission wavelength and stokes shift of those products increased by about 60 nm, 120 nm, 80 nm respectively. Meanwhile, those products can work as fluorophores of ultraviolet excitation biological fluorescent probe, which could be applied to the development of new biological fluorescent probe with high selectivity and high sensitivity.