de Amorim Lima Nayane Maria, Camargo Avila Harold José, do Nascimento Marchiori Cleber Fabiano, Gondim Sampaio Samuel, Ferreira Mota João Paulo, Gomes Pereira Ribeiro Viviane, da Silva Clemente Claudenilson, Mele Giuseppe, Cremona Marco, Mazzetto Selma Elaine
Laboratory of Products and Process Technology (LPT), Organic and Inorganic Chemistry Department, Federal University of Ceara (UFC), Campus do Pici, Fortaleza-CE 60440-900, Brazil.
Molecular Optoelectronic Laboratory (LOEM), Physics Department, Pontifical Catholic University of Rio de Janeiro (PUC-Rio), Rio de Janeiro-RJ 22451-900, Brazil.
Materials (Basel). 2019 Apr 1;12(7):1063. doi: 10.3390/ma12071063.
In this work, the -tetra[4-(2-(3-n-pentadecylphenoxy)ethoxy]phenylporphyrin (H₂P), obtained from the cashew nut shell liquid (CNSL), and its zinc (ZnP) and copper (CuP) metallic complexes, were applied as emitting layers in organic light emitting diodes (OLEDs). These compounds were characterized via optical and electrochemical analysis and the electroluminescent properties of the device have been studied. We performed a cyclic voltammetry analysis to determine the Highest Occupied Molecular Orbital (HOMO) and Lowest Unoccupied Molecular Orbital (LUMO) energy levels for the porphyrins, in order to select the proper materials to assemble the device. H₂P and ZnP presented fluorescence emission band in the red region, from 601 nm to 718 nm. Moreover, we verified that the introduction of bulky substituents hinders the π⁻π stacking, favoring the emission in the film. In addition, the strongest emitter, ZnP, presented a threshold voltage of 4 V and the maximum irradiance of 10 μW cm with a current density (J) of 15 mA cm at 10 V. The CuP complex showed to be a favorable material for the design of OLEDs in the infrared. These results suggest that the porphyrins derived from a renewable source, such as CNSL, is a promising material to be used in organic optoelectronic devices such as OLEDs.
在本工作中，从腰果壳液（CNSL）中获得的-四[4-(2-(3-正十五烷基苯氧基)乙氧基]苯基卟啉（H₂P）及其锌（ZnP）和铜（CuP）金属配合物被用作有机发光二极管（OLED）的发光层。通过光学和电化学分析对这些化合物进行了表征，并研究了器件的电致发光性能。我们进行了循环伏安分析以确定卟啉的最高占据分子轨道（HOMO）和最低未占据分子轨道（LUMO）能级，以便选择合适的材料来组装器件。H₂P和ZnP在601nm至718nm的红色区域呈现荧光发射带。此外，我们证实引入庞大的取代基会阻碍π-π堆积，有利于薄膜中的发射。此外，最强的发射体ZnP在10V时的阈值电压为4V，最大辐照度为10μW/cm²，电流密度（J）为15mA/cm²。CuP配合物被证明是用于红外OLED设计的有利材料。这些结果表明，源自可再生资源（如CNSL）的卟啉是一种有前途的材料，可用于诸如OLED等有机光电器件。
