Polycyclization decorated organoboron emitters with hetero[8]helicenes electronic structure for highly‐efficient and stable narrowband circularly polarized electroluminescence

Abstract Multiresonance organoboron helicenes are promising narrowband circularly polarized luminescence (CPL) emitters, which, however, still face formidable challenges to balance a large luminescence dissymmetry factor (glum) and a high luminescence efficiency. Here, two pairs of organoboron enant...

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Main Authors: Chenglong Li, Jianping Zhou, Hengyi Dai, Meng Li, Dongdong Zhang, Lian Duan
Format: Article
Language:English
Published: Wiley 2025-04-01
Series:InfoMat
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Online Access:https://doi.org/10.1002/inf2.12652
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author Chenglong Li
Jianping Zhou
Hengyi Dai
Meng Li
Dongdong Zhang
Lian Duan
author_facet Chenglong Li
Jianping Zhou
Hengyi Dai
Meng Li
Dongdong Zhang
Lian Duan
author_sort Chenglong Li
collection DOAJ
description Abstract Multiresonance organoboron helicenes are promising narrowband circularly polarized luminescence (CPL) emitters, which, however, still face formidable challenges to balance a large luminescence dissymmetry factor (glum) and a high luminescence efficiency. Here, two pairs of organoboron enantiomers (P/M‐BN[8]H‐ICz and P/M‐BN[8]H‐BO) with the same hetero[8]helicene geometric structures are developed through polycyclization decoration. We find that it is the helicity of helicene electronic structures rather than the geometrical one that determines the molecular dissymmetry property as a larger electronic helicity could enhance the electron‐orbital coupling of the helicene structure. Therefore, P/M‐BN[8]H‐BO who possesses a hetero[8]helicene electronic structure realizes a nearly one‐order‐of‐magnitude higher glum (+2.75/−2.52 × 10−3) and a higher photoluminescence quantum yield (PLQY) of 99% compared with P/M‐BN[8]H‐ICz bearing only a hetero[6]helicene electronic distribution structure (glum of only +2.41/−2.37 × 10−4 and PLQY of 95%). Moreover, BN[8]H‐BO exhibits a narrowband green emission peaking at 538 nm with a full‐width at half‐maxima of merely 34 nm, narrower than most multiresonance CPL helicenes. The corresponding organic light‐emitting diodes simultaneously realize a high external quantum efficiency of 31.7%, an electroluminescence dissymmetry factors (gEL) of +5.23/−5.07 × 10−3, and an extremely long LT95 (time to 95% of the initial luminance) of over 731 h at an initial luminance of 1000 cd m–2.
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spelling doaj-art-fbb0ac5c6bf64ec4a0697ccd94f55c562025-08-20T02:16:05ZengWileyInfoMat2567-31652025-04-0174n/an/a10.1002/inf2.12652Polycyclization decorated organoboron emitters with hetero[8]helicenes electronic structure for highly‐efficient and stable narrowband circularly polarized electroluminescenceChenglong Li0Jianping Zhou1Hengyi Dai2Meng Li3Dongdong Zhang4Lian Duan5Key Laboratory of Organic Optoelectronics and Molecular Engineering of Ministry of Education, Department of Chemistry Tsinghua University Beijing the People's Republic of ChinaKey Laboratory of Organic Optoelectronics and Molecular Engineering of Ministry of Education, Department of Chemistry Tsinghua University Beijing the People's Republic of ChinaKey Laboratory of Organic Optoelectronics and Molecular Engineering of Ministry of Education, Department of Chemistry Tsinghua University Beijing the People's Republic of ChinaBeijing National Laboratory for Molecular Sciences, CAS Key Laboratory of Molecular Recognition and Function, Institute of Chemistry Chinese Academy of Sciences Beijing the People's Republic of ChinaKey Laboratory of Organic Optoelectronics and Molecular Engineering of Ministry of Education, Department of Chemistry Tsinghua University Beijing the People's Republic of ChinaKey Laboratory of Organic Optoelectronics and Molecular Engineering of Ministry of Education, Department of Chemistry Tsinghua University Beijing the People's Republic of ChinaAbstract Multiresonance organoboron helicenes are promising narrowband circularly polarized luminescence (CPL) emitters, which, however, still face formidable challenges to balance a large luminescence dissymmetry factor (glum) and a high luminescence efficiency. Here, two pairs of organoboron enantiomers (P/M‐BN[8]H‐ICz and P/M‐BN[8]H‐BO) with the same hetero[8]helicene geometric structures are developed through polycyclization decoration. We find that it is the helicity of helicene electronic structures rather than the geometrical one that determines the molecular dissymmetry property as a larger electronic helicity could enhance the electron‐orbital coupling of the helicene structure. Therefore, P/M‐BN[8]H‐BO who possesses a hetero[8]helicene electronic structure realizes a nearly one‐order‐of‐magnitude higher glum (+2.75/−2.52 × 10−3) and a higher photoluminescence quantum yield (PLQY) of 99% compared with P/M‐BN[8]H‐ICz bearing only a hetero[6]helicene electronic distribution structure (glum of only +2.41/−2.37 × 10−4 and PLQY of 95%). Moreover, BN[8]H‐BO exhibits a narrowband green emission peaking at 538 nm with a full‐width at half‐maxima of merely 34 nm, narrower than most multiresonance CPL helicenes. The corresponding organic light‐emitting diodes simultaneously realize a high external quantum efficiency of 31.7%, an electroluminescence dissymmetry factors (gEL) of +5.23/−5.07 × 10−3, and an extremely long LT95 (time to 95% of the initial luminance) of over 731 h at an initial luminance of 1000 cd m–2.https://doi.org/10.1002/inf2.12652circularly polarized electroluminescencehetero[8]helicenemulti‐resonanceoperational stabilityorganic light‐emitting diode
spellingShingle Chenglong Li
Jianping Zhou
Hengyi Dai
Meng Li
Dongdong Zhang
Lian Duan
Polycyclization decorated organoboron emitters with hetero[8]helicenes electronic structure for highly‐efficient and stable narrowband circularly polarized electroluminescence
InfoMat
circularly polarized electroluminescence
hetero[8]helicene
multi‐resonance
operational stability
organic light‐emitting diode
title Polycyclization decorated organoboron emitters with hetero[8]helicenes electronic structure for highly‐efficient and stable narrowband circularly polarized electroluminescence
title_full Polycyclization decorated organoboron emitters with hetero[8]helicenes electronic structure for highly‐efficient and stable narrowband circularly polarized electroluminescence
title_fullStr Polycyclization decorated organoboron emitters with hetero[8]helicenes electronic structure for highly‐efficient and stable narrowband circularly polarized electroluminescence
title_full_unstemmed Polycyclization decorated organoboron emitters with hetero[8]helicenes electronic structure for highly‐efficient and stable narrowband circularly polarized electroluminescence
title_short Polycyclization decorated organoboron emitters with hetero[8]helicenes electronic structure for highly‐efficient and stable narrowband circularly polarized electroluminescence
title_sort polycyclization decorated organoboron emitters with hetero 8 helicenes electronic structure for highly efficient and stable narrowband circularly polarized electroluminescence
topic circularly polarized electroluminescence
hetero[8]helicene
multi‐resonance
operational stability
organic light‐emitting diode
url https://doi.org/10.1002/inf2.12652
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