Jin Jun-Ling, Yang Lixia, Ding Xiang, Ou Li-Hui, Chen Yuan-Dao, Gu Hao-Yu, Wu Yong, Geng Yun
Hunan Provincial Key Laboratory of Water Treatment Functional Materials, Hunan Province Engineering Research Center of Electroplating Wastewater Reuse Technology, Province Cooperative Innovation Center for the Construction & Development of Dongting Lake Ecological Economic Zone, College of Chemistry and Materials Engineering, Hunan University of Arts and Science, Changde, 415000, Hunan, China.
Institute of Functional Material Chemistry, Faculty of Chemistry, Northeast Normal University, Changchun, 130024, Jilin, China.
ACS Omega. 2020 Aug 13;5(33):21067-21075. doi: 10.1021/acsomega.0c02669. eCollection 2020 Aug 25.
In this work, to make out the aryl-fusion effect on the photophysical properties of boron-pyridyl-imino-isoindoline dyes, compounds - were theoretically studied through analyses of their geometric and electronic structures, optical properties, transport abilities, and radiative ( ) and non-radiative decay rate ( ) constants. The highest occupied molecular orbitals of aryl-fused compounds are higher owing to the extended conjugation. Interestingly, aryl fusion in pyridyl increases the lowest unoccupied molecular orbital (LUMO) level, while isoindoline decreases the LUMO level; thus, and with aryl fusion both in pyridyl and isoindoline exhibit a similar LUMO to . Compounds and show relatively low ionization potentials and high electron affinities, suggesting a better ability to inject holes and electrons. Importantly, the aryl fusion is conducive to the decrease of . The designed compound exhibits a red-shifted emission maximum, low λ, and low , which endow it with great potential for applications in organic electronics. Our investigation provides an in-depth understanding of the aryl-fusion effect on boron-pyridyl-imino-isoindoline dyes at molecular levels and demonstrates that it is achievable.
在本工作中，为了弄清楚芳基融合对硼 - 吡啶基 - 亚氨基 - 异吲哚啉染料光物理性质的影响，通过对化合物的几何和电子结构、光学性质、传输能力以及辐射（ ）和非辐射衰减率（ ）常数的分析，对这些化合物进行了理论研究。由于共轭的扩展，芳基稠合化合物的最高占据分子轨道更高。有趣的是，吡啶基中的芳基融合提高了最低未占据分子轨道（LUMO）能级，而异吲哚啉则降低了LUMO能级；因此，吡啶基和异吲哚啉中都有芳基融合的 和 表现出与 相似的LUMO。化合物 和 表现出相对较低的电离势和较高的电子亲和力，表明它们具有更好的空穴和电子注入能力。重要的是，芳基融合有利于 的降低。所设计的化合物 表现出最大发射波长红移、低λ和低 ，这使其在有机电子学应用中具有巨大潜力。我们的研究在分子水平上深入理解了芳基融合对硼 - 吡啶基 - 亚氨基 - 异吲哚啉染料的影响，并证明了这是可以实现的。
