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Enhanced deep-red emission in donor-acceptor molecular architecture:The role of ancillary acceptor of cyanophenyl
Institution:1. State Key Laboratory of Supramolecular Structure and Materials, College of Chemistry, Jilin University, Changchun 130012, China;2. State Key Laboratory of Luminescent Materials and Devices, South China University of Technology, Guangzhou 510640, China;1. School of Life Science, Wuchang University of Technology, Wuchang, Wuhan, 430223, China;2. State Key Laboratory of Plateau Ecology and Agriculture, Qinghai University, Xining, 810016, China;3. School of Chemical Engineering, Qinghai University, Xining, 810016, China;1. Key Laboratory for Advanced Materials and Institute of Fine Chemicals, East China University of Science & Technology, Shanghai 200237, PR China;2. Istituto per la Sintesi Organica e la Fotoreattività - Consiglio Nazionale delle Ricerche, via Gobetti 101, 40129 Bologna, Italy;3. Shanghai Taoe Chemical Technology Co., Ltd, Shanghai, PR China;1. Frontiers Science Center for Flexible Electronics, Xi’an Institute of Flexible Electronics (IFE) and Xi’an Institute of Biomedical Materials & Engineering, Northwestern Polytechnical University, Xi’an 710072, China;2. Key Laboratory of Interface Science and Engineering in Advanced Materials, Taiyuan University of Technology, Ministry of Education, Taiyuan 030024, China;3. Key Laboratory of Flexible Electronics (KLOFE) & Institute of Advanced Materials (IAM), Nanjing Tech University (NanjingTech), Nanjing 211816, China;1. CAS Key Laboratory of Organic Solids, Beijing National Laboratory for Molecular Science (BNLMS), Institute of Chemistry, Chinese Academy of Sciences, Beijing, PR China;2. State Key Laboratory for Supramolecular Structures and Materials, College of Chemistry, Jilin University, Changchun 130012, PR China
Abstract:Organic solid-state luminescent materials with high-efficiency deep-red emission have attracted considerable interest in recent years. Constructing donor-acceptor (D-A) type molecules has been one of most commonly used strategies to achieve deep-red emission, but it is always difficult to achieve high photoluminescence (PL) quantum yield (ηPL) due to forbidden charge-transfer state. Herein, we report a new D-A type molecule 4-(7-(4-(diphenylamino)phenyl)-9-oxo-9H-fluoren-2-yl)benzonitrile (TPA-FOCN), deriving from donor-acceptor-donor (D-A-D) type 2,7-bis(4-(diphenylamino)phenyl)-9H-fluoren-9-one (DTPA-FO) with a fluorescence maximum of 627 nm in solids. This molecular design enables a transformation of acceptor from fluorenone (FO) itself to 4-(9-oxo-9H-fluoren-2-yl)benzonitrile (FOCN). Compared with DTPA-FO, the introduction of cyanophenyl not only shifts the emission of TPA-FOCN to deep red with a fluorescence maximum of 668 nm in solids, but also maintains the high ηPL of 10%. Additionally, a solution-processed non-doped organic light-emitting diode (OLED) was fabricated with TPA-FOCN as emitter. TPA-FOCN device showed a maximum luminous efficiency of 0.13 cd/A and a maximum external quantum efficiency (EQE) of 0.22% with CIE coordinates of (0.64, 0.35). This work provides a valuable strategy for the rational design of high-efficiency deep-red emission materials using cyanophenyl as an ancillary acceptor.
Keywords:Deep-red emission  Fluorenone  Cyanophenyl group  Donor-acceptor  Organic light-emitting diodes
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