The Studies Of Synthesis And Metal Ions Recognition Of Diarylethene Derivatives

Metal ions,are widely exist in the nature and have great significance in environment,medical science,industrial and agricultural production.On the the hand,many metal ions play an irreplaceable role in our life processes.However,duing to unreasonable exploitation and use of metal ions,a increasing number disadvantages of ions have been reported.Thus,the developments of highly sensitive and selective ions have become a promising area of research.To date,various methods have been employed to detect ions.Among these methods,fluorescence sensors are recognized as excellent tools for detecting ions due to fast response,easy to control and high sensitivity.Among various fluorescence chemosensors,because light has the advantages such as speed,agility and convenience,which used to adjust the fluorescence is becoming a hot spot of detect ion of compounds.Among the reported photoresponsive materials for recognition of ions,diarylethenes are one of the most promising photoswitchable molecules because their excellent thermal stability,fatigue resistance,high sensitivity,and rapid response.In the light isomerization process,in addition to its molecular absorption spectrum changes,accompanied by changes in other physical and chemical properties,reversible changes.It not only be regulated by light but also can be applied to a molecular switch molecular field,photochemical sensors,so that the diarylethene has important applications in fluorescence sensor.In this thesis,three categories contain a total of 6 new diarylethene were designed and synthesized,which main focuses on the diarylethene fluorescent molecules switches and chemical sensor sensibility,including photochemical properties and metal ion chemical sensors in organic solvent.The contents and results are as follows:In chapter 1,the research background,properties and application in detecting ions fields of diarylethene compounds are briefly introducted.Based on the survery of the current focus our research subject was brought out.In chapter 2,two diarylethene compounds DTE-1² based on8-aminoquinoline-2-aminomethylpyridine unit were synthesized.We discussed the absorption spectral and fluorescence changes of DTE-1² by photoirradiation in acetonitrile(2.0×10^-5 mol L^-1)by addition of Zn²⁺at room temperature.On the basis of this fact,we constructed a combinational logic circuit by using the stimulation of light irradiation and chemical species.In chapter 3,two novel diarylethene with a colorimetric fluorescent sensor based on a novel diarylethene with a 1,8-naphthalimide Schiff base unit DTE-3⁴ have been designed and synthesized for the first time.The absorption spectral and fluorescence changes of DTE-3 induced by the stimulation of Cu²⁺in acetonitrile(2.0×10^-5 mol L^-1)are researched.Up addition of F^-to DTE-3 in acetonitrile solution,the absorption and fluorescence spectra changed obviously.These results demonstrate that it is a colorimetric fluorescent sensor for Cu²⁺and F^-based on the diarylethene derivative.In chapter 4,two diarylethene compounds DTE-5⁶ based on salicyhydrazide Schiff base unit were synthesized.The results indicated that DTE-6 could serve as a naked-eyes fluorescence chemosensor for detection of Al³⁺and Zn²⁺in methanol.DTE-5 can be acted as a highly selective fluorescent chemosensor for Al³⁺.By using ESI mass spectrometry,we firmed that the binding affinity between DTE-5⁶ and ions was 1:1.