物理化学学报2017，Vol.33Issue(11)：2227-2236,10.DOI:10.3866/PKU.WHXB201705221
1,8-萘酰亚胺衍生物的合成、表征及电存储性能
Synthesis, Characterization and Memory Performance of Naphthalimides Containing Various Electron-Withdrawing Moieties
摘要
Abstract
In order to clarify the influence of different electron-withdrawing groups on the electronic structures and memory properties of naphthalimides,three 1,8-naphthalimides,namely N-(4-triphenylamino)-1,8-naphthalimide (NA-ATPA),N-(4-triphenylamino)-(4-cyano)-1,8-naphthalimide (NA(CN)-ATPA) and N-(4-triphenylamine)-(4-nitro)-1,8-naphthalimide (NA(NO2)-ATPA),were designed and synthesized using triphenylamine (TPA) as the electron donor and 1,8-naphthalene dianhydride containing different electron-withdrawing moieties (-H,-CN,-NO2) as the electron acceptor.The photophysical properties and electrochemical characteristics of the compounds were investigated by ultraviolet-visible spectroscopy (UV-Vis),fluorescence spectroscopy (FL) and cyclic voltammetry (CyV).The synthesized products were applied as the active layer in sandwich devices,whose memory characteristics were tested.NA-ATPA shows volatile static random access memory (SRAM) behavior,while NACN-ATPA and NANO2-ATPA show nonvolatile flash and write-once read-many times memory (VVORM) behavior,respectively.Experimental results indicated that the synthesized compounds possessed small energy gaps and wide absorption ranges.The introduction of electron-withdrawing groups on the 4-position of the 1,8-naphthalimides reduced the LUMO energy level and the energy gap,leading to improved stability of the charge-transfer state and volatile-to-nonvolatile memory transfer.To elucidate the switching mechanism,molecular simulation results,including molecular orbitals,energy levels,optimized geometries,and Mulliken charge populations,were discussed.关键词
萘酰亚胺/吸电子基团/电荷转移/分子模拟/存储性能Key words
Naphthalimide/Electron-withdrawing group/Charge transfer/Molecular simulation/Storage property分类
化学化工引用本文复制引用
王漪,贾南方,齐胜利,田国峰,武德珍..1,8-萘酰亚胺衍生物的合成、表征及电存储性能[J].物理化学学报,2017,33(11):2227-2236,10.基金项目
The project was supported by the National Natural Science Foundation of China (51673017,21404005),National Science Fund for Distinguished Young Scholars,China (BK20140006),and Changzhou Sci & Tech Program,China (CZ20150001).国家自然科学基金(51673017,21404005),江苏省杰出青年基金(BK20140006)和常州市科技计划项目(CZ20150001)资助项目 （51673017,21404005）
