Synthesis And Study The Photoelectric Properties Of Pyrene/nitrogenatom-containing Organic Molecules And Polysulfates

Small-molecule-based electric memory devices,in particular,multilevel memory materials,have attracted significant attention from data storage researchers in recent years.Other than information storage,multilevel memory materials have more potential applications in logic gates and other electronic sensors.We mentioned that some organic molecules were sensitive to optical,mechanical,thermal,and electrical stimuli.However,it is still known a little about the molecules whose electric signals can switched under external stimulus.In this paper,pyrene/nitrogenatom-containing organic molecules were designed and synthesized.Stimuli-sensitive photoelectric properties of the molecule-based devices were discovered.Organic molecule-based memory materials were used in stimuli-sensitive sensors,which would extend the future application of organic memories.This part of work was completed in Soochow University.The concept of click chemistry firstly proposed by professor sharpless in 1998 have many uses in the field of biology,medicine and materials.Sharpless reported a new sulfur?VI?fluoride exchange?SuFEx?click chemistry in 2014,which have triggered off a storm of click chemistry again.The new click reaction should help in new polymer,materials and drug discovery.Under guidance by Prof.Sharpless,a class of highly crystalline polymer and series of functional polysulfates were prepared by using the Su FEx click chemistry.We sticked to our work in the following aspects:?1?The Cyano-substituted stilbene was chosen as a backbone because it featured special electronic and spatial geometric features,and was widely applied in stimulus-sensing materials.A pyrene group was combined with the cyano-substituted stilbenic backbone to prepare the PYAE molecule.We investigated the impact of temperature on the performance of PYAE-based devices.The ITO/PYAE/Al device showed a ternary WORM-type memory behavior,but the device,after heating at 50?for one minute,revealed an only binary WORM-type performance.This work explored electrically ternary memories for potential use in thermal-related transient electronics.?2?We have successfully synthesized a novel water-sensing organic molecule?BIMP?.The BIMP-based device exhibited a binary flash memory behavior.However,the device under a humid environment presented a binary WORM memory effect.It was interesting that the WORM effect could return to the Flash behavior when the water present in the device was removed by heating.The reversible change of memory performance can be employed to sense temperature and humidity.?3?Bis-fluorosulfate‘AA'monomers and bis-silyl‘BB'monomers with-N=N-,-CH=N-and-CH₃CH₂C=CCH₂CH₃-groups were designed and synthesized.Those monomers were used to prepared highly crystalline polysultates.We believed such a method is promising in preparation of crystalline polymers.?4?Ethenesulfonyl fluoride?ESF?was a perfect Michael addition acceptor,which could be used for the functionalization of various substrates.The AA monomers were prepared via the highly reliable Michael addition of ethenesulfonyl fluoride?ESF?and amines/anilines while the BB monomers were obtained from silylation of bisphenols by t-butyldimethylsilyl chloride.The SuFEx-based polysulfonate formation reaction exhibited excellent efficiency and functional group tolerance,producing polysulfonates with a variety of side chain functionalities within 10 min to 1 h.When bearing an orthogonal group on the side chain,the polysulfonates can be further functionalized via click-chemistry based post-polymerization modification.