Syntheses And Properties Of New Rhodamine Bi (Ⅲ) Fluorescence Probe

Fluorescence probe has so many advantages, such as high sensitivity, high selectivity, convenience to use, low cost, without pretreatment and so on, that they are widely used in analysis and detection. Rhodamine dye is a typical xanthene ring compound, which has high fluorescent quantum yield, good photostability, pH-insentivity, long wavelength range and so on.It is these advantages that make rhodamine compound has been widely used in fluorescence probe. Rhodamine B is cheap and has good solubility, so its use is more wider than the other rhodamine dye. Rhodamine fluorescence probe has wide use, for example, it can detect heavy metal ions(Hg2+、Pd2+、Cu2+etc) in environmental monitoring; it can detect small molecule, ions, large molecule of biosystem in biological dectection.The design of rhodamine B luorescence probe is usually based on the modification of the carboxyl of bottom ring in rhodamine B matrix to form five-memberd ring. The ring can open when the system is acid or basic and coordination with metal, the OFF-ON process realize.Bismuth which is called green metal is widely used in medicine, the main functions of bismuth compound are antibacterial and anticancer. Bi3+has big radius, strong morphotropism, strong polarization, so it has a greater affinity to N, O, S. Because of the above, to design and synthesise fluorescence probe which can selectively recognise Bi3+can contribute to study the physiological characteristics and drug properties of bismuth compound. And the specialists can develop more efficient antibacterial and anticancer drug.In this paper, rhodamine as raw material react with four different diamine(ethylenediamine, propylene diamine, butanediamine hexamethylenediamine) through directly condensation of the carboxyl and amino to get four intermediates, M1, M2, M3, M4. From four intermediates start, synthesise eight target compounds. The main research contents are as follows:The first chapter Design and synthesize four intermediates, M1, M2, M3, M4. The intermediates then respectively react with triphosgene to obstain symmetric structure compound, rhodamine Bi3+fluorescence probe TM1, TM2, TM3, TM4. Their structure have been conferred by IR,1HNMR,13CNMR, HRMS and their performance have been studied. It shows that TM1, TM2, TM3, TM4can successfully selectively recognize Bi3+.The second chapter Design and synthesize four rhodamine Bi3+fluorescence probem TM5, TM6, TM7, TM8, which are based on mannich reaction and the intermediates M1, M2are raw materials. Their structure have been conferred by IR,1HNMR,13CNMR, HRMS and their performance have been studied. It shows that TM5, TM6, TM7, TM8can successfully selectively recognize Bi3+.