三芳胺-均苯三甲酰胺衍生物的自组装及光电性能  

Self-assembly and Photoelectric Properties of an Triarylamine-1,3,5-benzenetricarboxamide Derivative

作　　者：历成龙 蒋艺斐 张宝[1] 冯亚青[1,2] LI Cheng-long;JIANG Yi-fei;ZHANG Bao;FENG Ya-qing(School of Chemical Engineering and Technology, Tianjin University, Tianjin 300350, China;The National Collaborative Innovation Center of Chemical Science and Engineering (Tianjin), Tianjin 300072, China)

机构地区：[1]天津大学化工学院,天津300350 [2]天津化学化工协同创新中心,天津300072

出　　处：《精细化工》2019年第4期730-736,共7页Fine Chemicals

基　　金：国家自然科学基金(21761132007);天津市科技创新平台计划(14TXGCCX00017)~~

摘　　要：以对碘苯酚和溴代正十二烷为原料,合成了一种三芳胺-均苯三甲酰胺基衍生物N,N?,N?-三{3-[(4-{双[4-(十二烷氧基)苯基]氨基}苯基)氨基]丙基}-1,3,5-苯三甲酰胺(H1),以超分子组装的方法实现了三芳胺功能单元的长程有序排列。紫外-可见吸收光谱及荧光光谱研究表明,H1在弱极性溶剂正庚烷中有较明显的自组装特性;分别用光学显微镜和SEM观察了H1的自组装形貌;通过量子化学计算和电化学性质测试考察了H1的空穴传输性能,计算结果和实验测得的HOMO能级(?5.14 eV)、LUMO能级(?1.80 eV)均与钙钛矿的HOMO能级(?5.43 eV)和LUMO能级(?3.93 eV)匹配,同时测得H1的热分解温度为445℃。研究表明,H1可以作为空穴传输材料在有机电化学与工业中应用于钙钛矿太阳能电池。A triarylamine-1,3,5-benzenetricarboxamide derivative, N^1,N^3,N^5-tris[3-(4-{bis[4-(dodecyloxy)phenyl]amino}phenylamino)propyl]benzene-1,3,5-tricarboxamide(H1) was synthesized by using 4-iodophenol and 1-bromododecane as raw materials. And ordered long range arrangement of triarylamine functional units was achieved by using a supramolecular assembly method. UV-vis absorption and fluorescence spectra showed that H1 had self-assembly characteristics in the weak polar solvent n-heptane. The self-assembly morphology of H1 was observed by optical microscope and SEM, respectively. Further,quantum chemical calculations and electrochemical measurements were performed. The calculated results and measured HOMO level(-5.14 eV) and LUMO level(-1.80 eV) were matched with the HOMO level(-5.43 eV) and LUMO level(-3.93 eV) of perovskite. The thermal decomposition temperature of H1 was found to be 445 ℃. Thus, H1 could be applied as a hole transport material in the perovskite solar cell of electro-organic chemistry and industry.

关 键 词：三芳胺 均苯三甲酰胺 自组装 空穴传输材料 钙钛矿太阳能电池 有机电化学与工业 

分 类 号：TQ630[化学工程—精细化工]