Synthesis And Studies Properties Of Diarylethenes Based On Cholic Acid And Quinoline

Diarylethene compounds have good thermal stability,significant fatigue resistance and light sensitivity,which are the most potential photochromic materials.They can be potentially applied in molecular switches,logic circuits,and chemical probes and sensors,cell imaging and many other fields,especially in the most promising field of fluorescent probes and sensors.In addition,fluorescent probes and sensors are closely linked to life.They have a good foreground in environmental monitoring,food analysis,biological fluorescence imaging and so on.Currently,designing a multi-function diarylethene fluorescence probe has become a hotspot,the same as to building a water-soluble or amphiphilic diarylethene compound.In this paper,we designed and synthesized three new symmetric and asymmetric photochromic diarylethenes with amphiphilic cholic acid groups.Their structures were characterized by NMR,IR and so on.And we mainly studied the influence of conjugate effect.At the same time,we also designed and synthesized five novel diarylethene fluorescence probes and systematic investigated their photochemical,pH and ionic response performance.The main content of this paper as follows:Firstly,three new amphiphilic diarylethenes'photochromic properties were systematically investigated in both methanol/water binary solution and PMMA films.The thermal stabilities of DT-1³ indicated that the introduction of phenyl rings was effective to enhance their temperature.And the increasing number of phenyl rings can increase the maximum absorption wavelength of the closed-ring isomers.In addition,it also can effectively enhance the cyclization quantum yield and photoconversion ratio.Secondly,three novel diarylethenes with 8-hydroxyquinoline units were synthesized,and the multi-responsive photoswitching properties of DT-4⁶ induced by light,proton,and ions were investigated.DT-6 could be independently modulated by UV/Vis light,and it could respond to Cd²⁺with high selectivity.This title compound could serve as a fluorescence probe for the recognition of Cd²⁺.In addition,the recognition performance of DT-5 towards acid was studied in detail.All conclutions indicated these diarylethenes could be the promising candidates for the construction of a reversible and multi-state fluorescence switches.Thirdly,a new photochromic diarylethene linked by a hydroxyl-amide unit was firstly designed and synthesized.Photochromic properties and recognizing metal ions properties in methnaol solution were systematically studied.The results were carried out to find that DT-7 have a high sensitivity with the fast reversible recognition ability of Fe³⁺.It also could serve as a fluorescence probe for the recognition of Fe³⁺.