Synthesis And Fluorescence Spectral Properties Of Novel Coumarin Derivatives

Coumarin, as a lactones, is widely exist in nature. The biological activities, photochemical and photophysical properties of coumarin derivatives, coumarin derivatives has been applied in various fields and has been the concern of scholars domestic and foreign. There are many advantages of coumarin derivatives such as high fluorescence quantum yield, excellent photostability and large Stokes shifts, so the fluorophore of coumarin has play an important role in the design of fluorescent probes and fluorescent dyes. Here, we designed and synthesized three fluorescent chemicals by coumarin with diethylamino in position7along with pyridine-2,6-dianine, benzothiazol-2-ylamine and4-trifluoromethyl-phenol in position3, respectively. The thesis was comprised of four parts.Chapter1:The principle of designing fluorescence probes and the methods of synthesizing coumarin were introduced. A general introduction to the research progress on coumarin-based fluorescent probes.Chapter2:A novel coumarin derivative (CFe1) has been synthesized successfully and its potential application as chemosensor for the detection of metal ions was further investigated. This fluorescence chemosensor showed good selectivity for Fe3+with fast response, a wide pH span and high sensitivity as well as a large stock shift. Furthermore, the fluorescence imaging of Fe3+in cultured single mice microglia cells was realized successfully by using CFel.Chapter3:A highly selective, sensitive and fast response coumarin-based fluorescence probe7-Diethylamino-2-oxo-2H-chromene-3-carboxylic acid benzothiazol-2-ylamide (CB1) for Ag+was facilely synthesized by a three-step reaction. CB1displays high selectivity for responding to Ag+over other metal ions with fast response, a wide range of pH and simple operations.Chapter4:7-Diethylamino-2-oxo-2H-chromene-3-carboxylic acid quinolin-8-yl ester (CQ1) was synthesized by condensation reaction. The fluorescence spectral properties of CQ1was studied. In the solution of DMF/H2O (1:99, V/V), CQ1showed good selectivity for Cu2+with fluorescence enhancement and fluorescence spectrum blue shift.