| The development of novel Aggregation-induced emission(AIE)active molecular frameworks has drawn great attention due to its futuristic applications.Besides,developing of new fluorescent sensors is also an emerging area,but their construction with AIE activity in a single molecular motif is still challenging.Furthermore,the discovery of new AIE based structures by modifying moieties with tunable functions is also a hot topic.Thus,in this thesis a series of AIE-gens based on isobutylene bis-naphthylamide core was designed.We also explored fluorophores with sensing and intracellular bio-imaging properties to enrich the entire story of AIE process.The contents and results are as following:(1)Initially,1-AB,2-AN,and 2-AA AIE-gens were constructed and characterized by 1H NMR,13C NMR,ESI-MS and crystal analysis.The AIE feature was investigated by fluorescence spectroscopy,UV-vis,quantum yield calculations,crystal packing system and theoretical calculations(DFT,TD-DFT).These studies revealed that fluorophores displayed diverse emission with AIE activity by restriction of molecular motions.(2)Furthermore,this study has extended to chemosensors,the HL-1 and HL-2 receptors were synthesized via coupling of 3-aminopyridine with main core and characterized by 1H NMR,13C NMR,ESI-MS and single crystal.The sensing behaviors were examined by fluorescence spectroscopy,UV-vis and DFT calculations.These results revealed that both receptors showed sensitively ’turn on’ and’ratiometric,response to Zn2+ in aqueous solution.(3)In order to improve the selectivity,fluorophores 8AQ and 8WB were constructed via integration of quinoline core into the system.The 8AQ showed AIE feature,ratiometric response to Zn2+ in solutions and bio-imaging behavior in human liver cancer cells.The AIE behavior of 8AQ was verified by fluorescence spectroscopy,UV-vis,quantum yield calculations and single crystal structure,which indicated an intricate crystal packing system.Conversely,the 8WB didn’t exhibits significant fluorescence due to free molecular rotation.(4)Continuing the developing the efficient chemosensors,a smart gelator G-16 with coordination ability to anion and cations has been synthesized.It showed robust gelation capability as an organogel OG in DMF.Metallogel OG-Zn was produced upon Zn2+ addition into OG.The OG and OG-Zn exhibited diverse sensing mode to F-ion in gel-gel state as well as in aqueous solution via AIE process.The self-assembling property was examined by 1H NMR,and UV-vis,XRD,SEM and rheology.Interestingly,the gel state of OG and OG-Zn did not show any transition during the F-response process. |
