Preparation Of An ICT-based Ratiometric Fluorescent Probe And Its Property Research

With the rapid development of industry, the pollution problem caused by some chemical raw materials has become increasingly prominent. Hydrazine as well as its derivatives is not only an important industry raw material, but also a kind of highly toxic and possibly carcinogenic substance. Therefore, the detection of trace hydrazine will be of great importance to biological and medical sciences. In comparison with conventional detection methods, fluorescence detection techniques have been widely used in areas including chemistry, materials science and biology due to its simple, high sensitivity, specific selectivity and low detection limit. As a typical fluorescent material with ESIPT effect, the unique multiple spectra property of 2-(2-hydroxyphenyl)-benzothiazole(HBT) has made it a potential fluorescent material. However, it’s been limited by the environment-sensitivity character. 1,8- naphthalene imide, another common fluorescent chromophore with advantages of high fluorescence quantum yield, wide range of emission wavelength, large stocks shift and tunable wavelength, has been one of the most commonly used fluorescent chromophore for design of fluorescent molecular probe.In this paper, we firstly designed a probe based on 2-(2- hydroxyphenyl)- benzothiazole with ESIPT effect. However, to a great certain, property of being easily hydrolyzed and the environment-sensitivity to polar solvent and protic solvent had limited its practical application in hydrazine detection by affecting the fluorescence spectra. Therefore, it’s not applicable to realize the ratiometric fluorescent detection for hydrazine.Instead, a ratiometric fluorescent probe NA-N2H4 for hydrazine detection, which is based on 1,8-naphthalene imide with ICT effect had been designed and successfully synthesized. And the structure, property of spectra and detection for hydrazine had been tested and researched. Results show that, this probe can realize the colormetric and ratiometric detection for hydrazine with the color change from colorless to orange-yellow and with the emission peak transferring to 545 nm from 445 nm wavelength after specific reaction of probe with hydrazine. In addition, the sensitivity of probe NA-N2H4 is pretty high with a low detection limit of 3.47 n M(0.111 ppb) and the specific selectivity and anti-interference performance of probe is desirable. Besides, probe NA-N2H4 has a rapid response towards hydrazine within five minutes, which is benefit to the real-time detection. According to the p H stability test result, probe NA-N2H4 is not easy to be hydrolyzed, performing a desirable stability. What’s more, this probe not only can realize quantitative detection for hydrazine in real water sample, but also can fulfill the fluorescent imaging in cell(L929) and in vivo application(zebrafish). Also, as for qualitative detection for gaseous hydrazine, it works as well. Therefore, in aspects of monitor of water quality and environment and the research about toxic effect of hydrazine for cell and organism, probe NA-N2H4 is expected to be utilized in a variety of chemical and biological applications.