Shabir Ghulam, Saeed Aamer, Arshad Muhammad, Zahid Muhammad
Department of Chemistry, Quaid-I-Azam University, Islamabad, 45320, Pakistan.
Chemistry Division, Directorate of Science, PINSTECH, Nilore, Islamabad, 45320, Pakistan.
J Fluoresc. 2016 Nov;26(6):2247-2255. doi: 10.1007/s10895-016-1920-2. Epub 2016 Sep 27.
In the present paper a novel way of symmetric conjugation extension along molecular axes of perylene dianhydride chromophore has been devised to achieve lengthy delocalized electronic species exhibiting red shifted absorption and emission of UV-Visible radiations. During synthetic pathway free amino Schiff bases of novel aldehydes with 4-amino acetanilide have been condensed with perylene dianhydride in quinoline at high temperature. Bis perylene diimide Schiff bases (5a-e) have been synthesized which showed absorption λ at 461-526 nm and emission at 525-550 nm. Structures of newly obtained compounds have been confirmed by H and C-NMR studies. Cyclic voltammetric analysis of these dyes exhibited oxidation and reduction peaks which provide indirect evidence for their potential utility as n-type material for sensitization of semiconductors in solar cells. LUMO and HOMO energy levels were found in the range of -4.21 to -5.20 and -6.75 to -7.57 eV, respectively. Graphical Abstract Multi chromic bis-axially extended perylene chromophore with Schiff bases, synthesis characterization and electrochemical studies. Ghulam Shabir, Aamer Saeed, Muhammad Arshad and Muhammad Zahid.
在本文中，设计了一种沿苝二酐发色团分子轴进行对称共轭扩展的新方法，以实现具有长程离域电子的物种，其紫外-可见辐射的吸收和发射发生红移。在合成过程中，新型醛与4-氨基乙酰苯胺的游离氨基席夫碱在喹啉中于高温下与苝二酐缩合。合成了双苝二酰亚胺席夫碱（5a - e），其吸收波长在461 - 526 nm，发射波长在525 - 550 nm。新获得化合物的结构已通过氢谱和碳谱核磁共振研究得到证实。这些染料的循环伏安分析显示出氧化和还原峰，这为它们作为n型材料用于太阳能电池中半导体敏化的潜在用途提供了间接证据。发现最低未占分子轨道（LUMO）和最高已占分子轨道（HOMO）能级分别在 - 4.21至 - 5.20和 - 6.75至 - 7.57 eV范围内。图形摘要 带有席夫碱的多色双轴扩展苝发色团、合成表征及电化学研究。古拉姆·沙比尔、阿默尔·赛义德、穆罕默德·阿尔沙德和穆罕默德·扎希德。
