Marandi Ghasem, Hassanzadeh Ali
Department of Organic Chemistry, Faculty of Chemistry, Urmia University, Urmia, Iran.
Department of Physical Chemistry, Faculty of Chemistry, Urmia University, Urmia, Iran.
Sci Rep. 2024 Apr 11;14(1):8464. doi: 10.1038/s41598-024-59272-4.
Here, for the first time, we report synthesis of 1,10-phenanthroline-5,6-diimine (Phendiimine) based on an acid catalysed SN reaction of 1,10-phenanthroline-5,6-dione and 2-picolylamine in EtOH as a solvent. The synthesized Phendiimine molecule showed excellent photo-sensitivity against visible light, together with photoluminescence in both water and ethanol and also, it showed electrochemical activity with Fe electrode in ethanol and HSO solution. Tauc plot also showed Phendiimine is a direct band-gap semiconductor. The hot-point probe test also showed that it is a n-type semiconductor. The UV-vis. absorption maximum shift in two solvents (water and ethanol) demonstrates the solvatochromism behavior of the molecule. The practical significance of this work and its guiding implication for future related research can be outlined as follows. Based on the results obtained, it appears that the Phendiimine molecule could revolutionize the medical field, potentially in the design of artificial eyes, increasing the yield of photovoltaic cells through enhanced heat transfer, improving computers and industrial photo-cooling systems, serving as photo-controller in place of piezoelectric devices, functioning as electronic opt couplers, controlling remote lasers, changing convection in photothermal heaters, designing miniaturized real photo-stimulated motors, creating photo or thermal switches through spin crossover complexes, developing electronic light-dependent resistance (LDR) devices, constructing X-ray and gamma-ray detectors, designing intelligent clothing, creating photo dynamic tumour therapy (PDT) complexes, singlet fission materials in solar cells and more.
在此,我们首次报道了基于1,10 - 菲咯啉 - 5,6 - 二酮与2 - 甲基吡啶胺在乙醇溶剂中发生酸催化的SN反应合成1,10 - 菲咯啉 - 5,6 - 二亚胺(Phendiimine)。合成的Phendiimine分子对可见光表现出优异的光敏性,在水和乙醇中均有光致发光,并且在乙醇和HSO溶液中与铁电极表现出电化学活性。Tauc图还表明Phendiimine是一种直接带隙半导体。热点探针测试也表明它是一种n型半导体。在两种溶剂(水和乙醇)中的紫外 - 可见吸收最大波长位移证明了该分子的溶剂化显色行为。这项工作的实际意义及其对未来相关研究的指导意义可概述如下。基于所获得的结果,Phendiimine分子似乎可能会彻底改变医学领域,潜在地应用于人工眼的设计、通过增强热传递提高光伏电池的产量、改进计算机和工业光冷却系统、替代压电装置用作光控制器、作为电子光耦合器、控制远程激光器、改变光热加热器中的对流、设计小型化的实际光刺激电机、通过自旋交叉配合物创建光或热敏开关、开发电子光敏电阻(LDR)器件、构建X射线和伽马射线探测器、设计智能服装、创建光动力肿瘤治疗(PDT)配合物、太阳能电池中的单线态裂变材料等等。