Synthesis Of Mutlifuntional Diarylethene Molecules Based On The Rhodamine B And Its Functional Studies

Diarylethenes have broad applications in the field of optical storage media and fluorescent molecular switches,for the advantages of remarkable fatigue resistance,excellent thermal stability,and rapid response to the stimulation of light and chemicals.Until now,the research on diarylethene molecular structures can be roughly divided into three parts:bridge unit,heterocyclic ring at either side of the bridge unit and the end of molecular.Among them,linking certain functional groups to the end of molecular to make molecular multifunction has received much interest from scientiscs.In present study,eight noval multifunction perfluorocyclopentene molecules have been designed and synthesized basing on the rhodamine B.The main research is linking rhodamine B to the matrix molecules perfluorocyclopentenes through four different linkers.The structures of these diarylethene compounds are characterized by NMR,mass spectrum,IR and elemental analysis,and then,the multifunctions application of the four kinds of different linkers are explored systematically,including their photochemical,acid/base properties and metal ion recognition.As follows are the brief introduction:Part one,the research background,properties classification and multifunction application of diarylethene compounds are introducted.And their multifunctions application through four different linkers are intensively introduced,and then the target of our research was brought out.Part two,naphthalimide as linker,one multifunction diarylethene compound was synthesized by Ullmann reaction.It showed good photochromism,and can accept the multifunctional regulations of light,acid and metal ions.In addition,it can be used as an optical switch after acidification and complex metal ion.Further,a logic gate was successfully designed.That all above proved that combined naphthalimide and rhodamine B together to realized this compound multifunction.Part three,triazole as linker,two multifunctions diarylethene compounds were synthesized by Click reaction.Both of the compounds can response to acid,the compound with the single chain was more sensitive and had rapid response to acid.Both of them showed good photochromism,and they can accept the regulation of acid-base.In addition,they can also be used as optical switches after acidification.Further,the compound with the single chain can be able to achieve a high degree of ion selectivity through adjusting the solvent ratio.In contrast,another one aslo exhibited very good ion recognition in pure solvent.Part four,schiff's base structure as linker,two multifunctions diarylethene compounds were synthesized by Schiff base reaction.Both of them showed good photochromism.S-rhodamine B diarylethene compound can be able to achieve a high degree selectivity of Hg²⁺in mixed solvent systems.In addition,it can be used as an optical switch after complex metal ion.The results indicated that this compound could serve as an efficient and selective fluorescent chemosensor for recognition of Hg²⁺even competing with other related ions.Part five,ester group as linker,three multifunctions diarylethene compounds were synthesized by Esterification reaction.All of them showed good photochromism ether in acetonitrileor or in PMMA films.When reached at the photostationary state,the absorption wavelength of the open-ring isomer compound basing on the benzene ring were longer,however,the absorption wavelength of its closed-ring isomer were shorter,this is the influence of the different length of the conjugated chain.