journal article·2025-01

Enhancement of Circularly Polarized Light Detection Through Ortho‐Substitution in Chiral Perylene Diimides

Zhenping Li, Xianfeng Shen, Wenkai Zhao, Ke Gao, Zhiwei Wang, Huagui Zhuo, Jinhang Liu, Zhuofan Wang, Lei Yang, Xinglong Zheng, Yang Yan, Yunsheng Fang, Feng Chen, Li Wan, Guankui Long, Rongjin Li, Wei Ma, Mingming Zhang, Xiaobo Shang

Advanced Functional Materials· Volume 35· Issue 5
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Abstract

Abstract Chiral organic small molecules are promising for circularly polarized light (CPL) detection due to their easy modifiability, strong intermolecular interactions, and straightforward manipulation of the transition dipole moments. However, they often exhibit a low absorption asymmetry factor (gabs) since their magnetic transition dipole moment (m) is overshadowed by the electric transition dipole moment (μ), and their alignment (θ) is not optimized, limiting the performance of CPL photodetectors. This study introduces an ortho‐substitution strategy to significantly enhance CPL detection in chiral perylene diimides (PDIs) by tuning the crystal packing motif. Incorporating a cyano group at the ortho‐position markedly reduces the angle (θ) between m and μ within the crystal, thus amplifying the gabs. The fabricated chiral organic single‐crystal film devices of (R)‐4CN‐PDI‐Ph demonstrated superior photodetecting performance, with a photocurrent asymmetry factor (gph) of 0.362 — three times larger than that of its counterpart (R)‐4PH‐PDI‐Ph. These findings underscore the pivotal role of ortho‐substitution in tuning molecular stacking, enhancing CPL detection, and deepening the understanding of the structure‐performance relationship in chiral organic optoelectronics.
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Research context

OpenAlex topics: Synthesis and Properties of Aromatic Compounds · Luminescence and Fluorescent Materials · Photoreceptor and optogenetics research

SciVX discovery tags are terminology-based. OpenAlex topics are source-provided classifications.

Affiliations

State Key Laboratory for Mechanical Behavior of Materials Shaanxi International Research Center for Soft Matter School of Materials Science and Engineering Xi'an Jiaotong University Xi'an 710049 P. R. China

Key Laboratory of Organic Integrated Circuit Ministry of Education & Tianjin Key Laboratory of Molecular Optoelectronic Sciences Department of Chemistry School of Science Tianjin University Tianjin 300072 P. R. China

Tianjin Key Lab for Rare Earth Materials and Applications Renewable Energy Conversion and Storage Center Smart Sensing Interdisciplinary Science Center School of Materials Science and Engineering National Institute for Advanced Materials Nankai University Tianjin 300350 P. R. China

Department of Cardiovascular Surgery The First Affiliated Hospital of Xi'an Jiaotong University Xi'an 710061 P. R. China

The Key Laboratory of Biomedical Information Engineering of Ministry of Education School of Life Science and Technology Xi'an Jiaotong University Xi'an 710049 P. R. China

State Key Laboratory for Manufacturing System Engineering and Shaanxi Key Laboratory of Photonics Technology for Information School of Electronic Science and Engineering Xi'an Jiaotong University Xi'an 710049 P. R. China

Max Planck Institute of Microstructure Physics 06120 Halle Germany

State Key Laboratory for Mechanical Behavior of Materials Xi'an Jiaotong University Xi'an 710049 P. R. China

Funding

Natural Science Basic Research Program of Shaanxi Province · National Natural Science Foundation of China

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