Studies On Synthesis And Properties Of 1,8-Naphthalene Imide-based Cyanide-sensitive Fluorescent Probes

Anions play an important role in our daily life,which can be applied in life science,medicine,environment,and many other fields.Therefore,anions recognition has important scientific research value.As is known to all,cyanides are widely used in metallurgy,electroplating,pesticide,synthetic fiber and other industries.However,toxic cyanides will cause serious harm to human and environment.How to detect cyanide ion quickly is becoming a hot spot of research for scientists.1,8-naphthalene imide derivatives have high fluorescent quantum yield,light stability,good chemical stability,and large Stokes shift,which have been applied to a large number of fluorescent probes except for cyanide ion recognition research.Based on the nucleophilic reactivity of cyanide,we designed and synthesized two cyanide recognition sites functionalized 1,8-naphthalene imides fluorophore as the probes for cyanide.Specific work content is as follows:1.This paper summarized the recent progress in the development of probes for detection of cyanide,and strategies for design of cyanide selective probes.2.4-Bromo-1,8-naphthalic anhydride and malononitrile as starting materials,we designed and synthesized a fluorescent probe for cyanide.The related structures were characterized by 1H NMR and MS.C=C double bond of dicyano-vinyl group as the reaction site,nucleophilic addition reaction of cyanide and the olefinic carbon may induce remarkable changes of the intramolecular conjugated system and ICT effect,which reflected signal changes of the absorption spectra and fluorescence emission spectra.3.4-Bromo-1,8-naphthalic anhydride and 4-(diethylamino)salicylaldehyde as starting materials,we designed and synthesized a fluorescent probe for cyanide.The related structures were characterized by 1H NMR and MS.C=C double bond of a,β-unsaturated ketone as the reaction site,nucleophilic addition reaction of cyanide and the olefinic carbon may induce remarkable changes of the intramolecular conjugated system and ICT effect,which reflected signal changes of the absorption spectra and fluorescence emission spectra.