The Study Of Synthesis And Properties Of Diarylthene Molecular Sensors Based On Schiffe Bases

With the application of photochromic compounds in the fields of photoresponsive self-assembly,optical memory storage,optical molecular switching devices,chemical sensors,live cell imaging and so on,photochromic materials have been attracted more and more attention.Among all photochromic compounds,organic diarylethene derivatives have been regarded as one of the most promising candidate owing to their excellent thermal stability,remarkable fatigue resistance,high sensitivity,and rapid response.At present,various functional units have been successfully incorporated into diarylethenes,resulting in a series of multi-functional diarylethene compounds.The multi-functional diarylethene compounds,which have the function in ion recognition,have been extensively studied in recent years.In this thesis,benzophenone hydrazone,naphthalimide and quinoxaline were introduced to diarylethene derivatives by the form of schiff base,and six kinds of new diarylethene compounds were designed and synthesized,and their structures were confirmed by NMR,IR and MS.Moreover,the photochromic properties,fluorescence switches,and metal ions recognition of the diarylethenes were systematically studied.The main contents and results were generalized as follow:1.The research status and main parameters of diarylethene derivatives have been given,its application in the field of chemical sensors was reviewed systematically,and the research contents of this paper were brought out according to the current research status.2.Two new diarylethene compounds were designed and synthesized by the introduction of benzophenone hydrazone in the form of schiff base into the diarylethene.Both of them had favourable photochromic properties in the methanol solution.The compound DTE-1 exhibited perfect fluorescence switching properties,and the compound DTE-1 could be served as a colorimetric and fluorescent chemosensor for selective detection of Cu²⁺.3.Two novel diarylethene compounds were synthesized by introducing naphthalimide into diarylethene in the form of schiff base.Both compounds showed perfect photochromic properties in methanol solution,but the compound DTE-4exhibited better fluorescence switching properties.The compound DTE-3 showed good sensitivity,selectivity and specificity toward Al³⁺in methanol,and could be effectively modulated by Al³⁺/EDTA and UV/Vis irradiation in methanol,and the compound DTE-3 could be served as a fluorescent chemosensor for selective detection of Al³⁺.4.Two novel diarylethene compounds were synthesized by introducing two quinoxaline derivatives into diarylethene in the form of schiff base.Both of these compounds exhibited excellent photochromic properties and fluorescence switching properties in solution.The compound DTE-5 showed good sensitivity,selectivity and specificity toward Mg²⁺by enhancement of fluorescence in methanol,and could be effectively modulated by Mg²⁺/EDTA and UV/Vis irradiation in methanol,and the compound DTE-5 could be served as a molecular fluorescent chemosensor for selective detection of Mg²⁺.However,the compound DTE-6 showed good sensitivity,selectivity and specificity toward Fe³⁺by fluorescence quenching in acetonitrile,and the compound DTE-6 could be served as a molecular fluorescent chemosensor for selective detection of Fe³⁺.