Study On The Preparation And Properties Of Ion Fluorescent Probe And Stimuli-responsive Luminscence Materials

Fluorescence materials are very important for fluorescence analysis, biochemical analysis, disease diagnosis, and environment detection. They are widely used in fluorescence probes, molecular switch, biological imaging. In this thesis, we have designed and synthesized quinoline derivatives and 2-(2-Hydroxyphenyl)benzothiazole derivatives. The fluorescence selectivity of the ligands for sulfide ions has been carefully studied, respectively. Besides, multistimuli-responsive behaviour based on 2,2-Dihydroxy-1,1-naphthalazine has also been studied. The four main parts includes:In chapter 1, this chapter introduces the background of our work, briefly describes the classification of fluorescent sensors and the progress of sulfide-based fluorescence sensors in detail.In chapter 2, a simple and hydrophilic fluorescent chemosensor, sodium 2-(2-(1H-benzo[d]imidazol-2-yl)quinolin-8-yloxy)acetate (HL) based on quinoline derivative was designed and synthesized. To improve solubility of chemosensor in aqueous media, sodium acetate group was introduced into 8-hydroxy-2-quinoline successfully. In aqueous solution, HL exhibits excellent optical properties and forms complex CuL combine with Cu2+, which displays fluorescence ON-OFF behavior. CuL displays high sensitivity and selectivity for S2- to show fluorescence OFF-ON behavior on the basis of forming CuS. HL achieve reversible "ON-OFF-ON" fluorescence change. Furthermore, its potential utility for biological application was explored by fluorescence microscopic imaging in live cells.In chapter 3, we designed and synthesized a 2-(2-Hydroxyphenyl)benzothiazole derivatives (L). L shows strong fluorescence in DMF and forms complex combine with Cu2+, which displays fluorescence ON-OFF behavior. Upon the addition of S2-, the system shows fluorescence OFF-ON behavior on the basis of forming CuS. L achieve reversible "ON-OFF-ON" fluorescence change.In chapter 4,2,2-Dihydroxy-1,1-naphthalazine that exhibits different fluorescence emission in solution and solid states with characteristic AIE properties have been synthesized and reported. On one hand,2,2-Dihydroxy-1,1-naphthalazine had the selective fluorescent response to Cu2+ in aggregated state because the binding behavior of 2,2-Dihydroxy-1,1-naphthalazine moiety with Cu2+ destroyed the formation of molecular aggregates and quenched molecule fluorescence. On the other hand, a remarkable change in fluorescence of 2,2-Dihydroxy-1,1-naphthalazine occurred upon mechanical grinding, heating and exposure to solvents. PXRD, DSC and X-ray crystal structure analysis studies indicated the fluorescence change is attributed to a result of structurally three different polymorphs transition.