Swavey Shawn, Wright Alexa
Department of Chemistry, University of Dayton, Dayton, OH 45469, USA.
Molecules. 2023 Dec 15;28(24):8101. doi: 10.3390/molecules28248101.
A series of meso-carbazole and meso-pyrene boron dipyrromethene(BDP) dyes have been synthesized using a two-step method. This simplified synthetic method did not require catalysts or oxidizing agents. Solution spectroscopic and electrochemical studies indicate that the HOMO and LUMO energies are dependent on the extent of π-conjugation associated with the pyrroles. Solution electrochemistry of the dyes in chloroform reveal film formation onto glassy carbon electrodes. Electrolysis of chloroform solutions of the dyes using indium tin oxide (ITO) glass slides as the working electrode show, using UV/vis spectroscopy, the formation of films. For two of the dyes, the BODIPY structure stays in tact upon electrolysis, exhibiting sharp absorption peaks on the ITO slides similar to that observed for the same dyes in solution.
采用两步法合成了一系列中位咔唑和中位芘硼二吡咯亚甲基（BDP）染料。这种简化的合成方法不需要催化剂或氧化剂。溶液光谱和电化学研究表明，最高占据分子轨道（HOMO）和最低未占据分子轨道（LUMO）的能量取决于与吡咯相关的π共轭程度。染料在氯仿中的溶液电化学显示在玻碳电极上形成了薄膜。以氧化铟锡（ITO）玻璃载片作为工作电极，对染料的氯仿溶液进行电解，通过紫外/可见光谱法观察到薄膜的形成。对于其中两种染料，硼二吡咯亚甲基（BODIPY）结构在电解后保持完整，在ITO载片上呈现出尖锐的吸收峰，类似于在溶液中观察到的相同染料的吸收峰。
