Circularly Polarized Room Temperature Red Phosphorescence from a [9]-Heterohelicene Diimide

Sankar, Jeyaraman, Shivangee, Jha, Kundan Singh, Mehra, Pradip Kumar, Mondal, Camelia, Dutta, Jatish, Kumar, Sentamizh Selven, Ramalingam
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Abstract

Circularly polarized room temperature phosphorescence (CP-RTP) in the red region is fascinating, however, challenging to achieve in organic molecules. The difficulty stems from two necessary conditions required to design such molecules. Firstly, achieving circularly polarized luminescence, with higher emission quantum yield in the longer wavelength region is challeng-ing. Secondly, attaining phosphorescence from such molecules under ambient conditions is difficult. Achieving both the cri-teria together in a single molecule is ambitious. In this work, we devise a novel design strategy to realize CP-RTP from a [9]-heterohelicene diimide. The designed molecule possesses helical chirality and an extended conjugation affording chiroptical responses in the red region. Interestingly a four-fold increment in the dissymmetry factor has been achieved by switching the solvent polarity. Furthermore, the incorporation of sulphur atom in the molecular framework facilitates a prolonged emis-sion lifetime of 1.09 ms under ambient conditions, making it the only example of a rylene diimide exhibiting CP-RTP.
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来自 [9]- 杂己烯二亚胺的环形极化室温红色磷光
红色区域的圆偏振室温磷光(CP-RTP)令人着迷,但要在有机分子中实现却极具挑战性。困难源于设计此类分子所需的两个必要条件。首先,在较长的波长区域实现具有较高发射量子产率的圆偏振发光具有挑战性。其次,在环境条件下从此类分子中获得磷光也很困难。要在单个分子中同时实现这两个目标,难度很大。在这项工作中,我们设计了一种新颖的设计策略,利用[9]-己烯二亚胺实现了 CP-RTP。所设计的分子具有螺旋手性和扩展共轭,可在红色区域产生千色响应。有趣的是,通过改变溶剂极性,不对称因子增加了四倍。此外,由于在分子框架中加入了硫原子,因此在环境条件下的发射寿命延长至 1.09 毫秒,这也是唯一一个表现出 CP-RTP 的亚烯烃二亚胺实例。
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