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  1. Article ; Online: A Simple Approach to Solution-Processible Small-Molecule Multi-Resonance TADF Emitters for High-Performance Narrowband OLEDs.

    Wang, Tao / Yin, Xiaojun / Cao, Xiaosong / Yang, Chuluo

    Angewandte Chemie (International ed. in English)

    2023  Volume 62, Issue 24, Page(s) e202301988

    Abstract: Most multi-resonance (MR) induced thermally activated delayed fluorescence (TADF) emitters generally exhibit strong aggregation and relatively worse solubility due to their rigid and planar molecule structures, which is highly undesirable for solution- ... ...

    Abstract Most multi-resonance (MR) induced thermally activated delayed fluorescence (TADF) emitters generally exhibit strong aggregation and relatively worse solubility due to their rigid and planar molecule structures, which is highly undesirable for solution-processible devices. Herein, a simple but feasible approach for solution-processible small-molecule MR-TADF emitters is developed by incorporating two MR-TADF units onto carbazole bridge bearing long alkyl chains. The obtained emitters demonstrate supreme film-forming capability and narrowband emissions with full-width at half-maximums (FWHMs) of 22 nm. The resulting solution-processed narrowband electroluminescent devices achieve maximum external quantum efficiency of 27.1 %, which represents the highest efficiency among the solution-processed OLEDs based on MR-TADF emitters. This simple approach reveals great potential of developing solution-processible emitters for rigid and planar molecular structures.
    Language English
    Publishing date 2023-05-05
    Publishing country Germany
    Document type Journal Article
    ZDB-ID 2011836-3
    ISSN 1521-3773 ; 1433-7851
    ISSN (online) 1521-3773
    ISSN 1433-7851
    DOI 10.1002/anie.202301988
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  2. Article ; Online: Narrowband Near-Infrared Multiple-Resonance Thermally Activated Delayed Fluorescence Emitters towards High-Performance and Stable Organic Light-Emitting Diodes.

    Hua, Tao / Li, Nengquan / Huang, Zhongyan / Zhang, Youming / Wang, Lian / Chen, Zhanxiang / Miao, Jingsheng / Cao, Xiaosong / Wang, Xinzhong / Yang, Chuluo

    Angewandte Chemie (International ed. in English)

    2024  Volume 63, Issue 7, Page(s) e202318433

    Abstract: Multiple-resonance thermally activated delayed fluorescence (MR-TADF) materials are highly coveted for their high efficiency and narrowband emission in organic light-emitting diodes (OLEDs). Nevertheless, the development of near-infrared (NIR) MR-TADF ... ...

    Abstract Multiple-resonance thermally activated delayed fluorescence (MR-TADF) materials are highly coveted for their high efficiency and narrowband emission in organic light-emitting diodes (OLEDs). Nevertheless, the development of near-infrared (NIR) MR-TADF emitters remains a formidable challenge. In this study, we design two new NIR MR-TADF emitters, PXZ-R-BN and BCz-R-BN, by embedding 10H-phenoxazine (PXZ) and 7H-dibenzo[c,g]carbazole (BCz) fragments to increase the electron-donating ability or extending π-conjugation on the framework of para-boron fusing polycyclic aromatic hydrocarbons (PAHs). Both compounds emit in the NIR region, with a full-width at half-maximum (FWHM) of 49 nm (0.13 eV) for PXZ-R-BN and 43 nm (0.11 eV) for BCz-R-BN in toluene. To sensitize the two NIR MR-TADF emitters in OLEDs, a new platinum complex, Pt-1, is designed as a sensitizer. The PXZ-R-BN-based sensitized OLEDs achieve a maximum external quantum efficiency (EQE
    Language English
    Publishing date 2024-01-11
    Publishing country Germany
    Document type Journal Article
    ZDB-ID 2011836-3
    ISSN 1521-3773 ; 1433-7851
    ISSN (online) 1521-3773
    ISSN 1433-7851
    DOI 10.1002/anie.202318433
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  3. Article ; Online: Orienting Group Directed Cascade Borylation for Efficient One-Shot Synthesis of 1,4-BN-Doped Polycyclic Aromatic Hydrocarbons as Narrowband Organic Emitters.

    Wu, Lin / Huang, Zhongyan / Miao, Jingsheng / Wang, Shuni / Li, Xinyao / Li, Nengquan / Cao, Xiaosong / Yang, Chuluo

    Angewandte Chemie (International ed. in English)

    2024  Volume 63, Issue 18, Page(s) e202402020

    Abstract: 1,4-BN-doped polycyclic aromatic hydrocarbons (PAHs) have emerged as very promising emitters in organic light-emitting diodes (OLEDs) due to their narrowband emission spectra that may find application in high-definition displays. While considerable ... ...

    Abstract 1,4-BN-doped polycyclic aromatic hydrocarbons (PAHs) have emerged as very promising emitters in organic light-emitting diodes (OLEDs) due to their narrowband emission spectra that may find application in high-definition displays. While considerable research has focused on investigating the properties of these materials, less attention has been placed on their synthetic methodology. Here we developed an efficient synthetic method for 1,4-BN-doped PAHs, which enables sustainable production of narrowband organic emitting materials. By strategically introducing substituents, such as methyl, tert-butyl, phenyl, and chloride, at the C5 position of the 1,3-benzenediamine substrates, we achieved remarkable regioselective borylation in the para-position of the substituted moiety. This approach facilitated the synthesis of a diverse range of 1,4-BN-doped PAHs emitters with good yields and exceptional regioselectivity. The synthetic method demonstrated excellent scalability for large-scale production and enabled late-stage transformation of the borylated products. Mechanistic investigations provided valuable insights into the pivotal roles of electron effect and steric hindrance effect in achieving highly efficient regioselective borylation. Moreover, the outstanding device performance of the synthesized compounds 10 b and 6 z, underscores the practicality and significance of the developed method.
    Language English
    Publishing date 2024-03-12
    Publishing country Germany
    Document type Journal Article
    ZDB-ID 2011836-3
    ISSN 1521-3773 ; 1433-7851
    ISSN (online) 1521-3773
    ISSN 1433-7851
    DOI 10.1002/anie.202402020
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  4. Article ; Online: Pure Polycyclic Aromatic Hydrocarbon Isomerides with Delayed Fluorescence and Anti-Kasha Emission: High-Efficiency Non-Doped Fluorescence OLEDs.

    Huang, Haoxin / Li, Nengquan / Fu, Shuguang / Mo, Xuechao / Cao, Xiaosong / Yin, Xiaojun / Yang, Chuluo

    Advanced science (Weinheim, Baden-Wurttemberg, Germany)

    2023  Volume 10, Issue 31, Page(s) e2304204

    Abstract: Pure polycyclic aromatic hydrocarbons (PAHs) consisting solely of carbon-hydrogen or carbon-carbon bonds offer great potential for constructing durable and cost-effective emitters in organic electroluminescence devices. However, achieving versatile ... ...

    Abstract Pure polycyclic aromatic hydrocarbons (PAHs) consisting solely of carbon-hydrogen or carbon-carbon bonds offer great potential for constructing durable and cost-effective emitters in organic electroluminescence devices. However, achieving versatile fluorescence characteristics in pure PAHs remains a considerable challenge, particularly without the inclusion of heteroatoms. Herein, an efficient approach is presented that involves incorporating non-six-membered rings into classical pyrene isomerides, enabling simultaneous achievement of full-color emission, delayed fluorescence, and anti-Kasha emission. Theoretical calculations reveal that the intensity and distribution of aromaticity/anti-aromaticity in both ground and excited states play a crucial role in determining the excited levels and fluorescence yields. Transient fluorescence measurements confirm the existence of thermally activated delayed fluorescence in pure PAHs. By utilizing these PAHs as emitting layers, electroluminescent spectra covering the entire visible region along with a maximum external quantum efficiency of 9.1% can be achieved, leading to the most exceptional results among non-doped pure hydrocarbon-based devices.
    Language English
    Publishing date 2023-09-17
    Publishing country Germany
    Document type Journal Article
    ZDB-ID 2808093-2
    ISSN 2198-3844 ; 2198-3844
    ISSN (online) 2198-3844
    ISSN 2198-3844
    DOI 10.1002/advs.202304204
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  5. Article: Dynamic bond interactions fine-tune the properties of multiple resonance emitters towards highly efficient narrowband green OLEDs.

    Zou, Yang / Yu, Mingxin / Miao, Jingsheng / Huang, Taian / Liao, Shuokun / Cao, Xiaosong / Yang, Chuluo

    Chemical science

    2023  Volume 14, Issue 12, Page(s) 3326–3331

    Abstract: Multiple resonance (MR) molecules based on a B/N polycyclic aromatic framework are the cutting-edge materials in the field of organic light-emitting diodes (OLEDs) owing to their superb photophysical properties. Tailoring the MR molecular framework with ... ...

    Abstract Multiple resonance (MR) molecules based on a B/N polycyclic aromatic framework are the cutting-edge materials in the field of organic light-emitting diodes (OLEDs) owing to their superb photophysical properties. Tailoring the MR molecular framework with various functional groups toward ideal properties has become an emerging topic in the field of materials chemistry. Dynamic bond interactions are versatile and powerful tools in regulating the properties of materials. Herein, the pyridine moiety, which presents high affinity to form dynamic bond interactions such as hydrogen bonds and N→B dative bonds, was introduced into the MR framework for the first time, and the designed emitters are synthesized in a feasible way. The introduction of the pyridine moiety not only maintained the conventional MR properties of the emitters, but also endowed the emitters with tunable emission spectra, narrowed emission, enhanced photoluminescence quantum yield (PLQY), and intriguing supramolecular assembly in the solid state. Thanks to the overall superior properties brought by the hydrogen-bond promoted molecular rigidity, green OLEDs based on the emitter exhibit excellent device performance with external quantum efficiency (EQE) up to 38% and a small FWHM of 26 nm, together with good roll-off performance.
    Language English
    Publishing date 2023-02-28
    Publishing country England
    Document type Journal Article
    ZDB-ID 2559110-1
    ISSN 2041-6539 ; 2041-6520
    ISSN (online) 2041-6539
    ISSN 2041-6520
    DOI 10.1039/d3sc00246b
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  6. Article ; Online: Precisely regulating the double-boron-based multi-resonance framework towards pure-red emitters: high-performance OLEDs with CIE coordinates fully satisfying the BT. 2020 standard.

    Zou, Yang / He, Jiawei / Li, Nengquan / Hu, Yuxuan / Luo, Sai / Cao, Xiaosong / Yang, Chuluo

    Materials horizons

    2023  Volume 10, Issue 9, Page(s) 3712–3718

    Abstract: Here, we propose a new simple and effective strategy for designing pure-red multi-resonance (MR) emitters through precisely regulating the double-boron-based MR framework. The two designed emitters exhibit ultrapure red emission together with superb ... ...

    Abstract Here, we propose a new simple and effective strategy for designing pure-red multi-resonance (MR) emitters through precisely regulating the double-boron-based MR framework. The two designed emitters exhibit ultrapure red emission together with superb photophysical properties, and further enable high-performance, high color-purity red OLEDs.
    Language English
    Publishing date 2023-08-29
    Publishing country England
    Document type Journal Article
    ZDB-ID 2744250-0
    ISSN 2051-6355 ; 2051-6347
    ISSN (online) 2051-6355
    ISSN 2051-6347
    DOI 10.1039/d3mh00800b
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  7. Article ; Online: Versatile Host Materials for Both D-A-Type and Multi-Resonance TADF Emitters toward Solution-Processed OLEDs with Nearly 30% EQE.

    Li, Nengquan / Chen, Zhanxiang / Zhou, Changjiang / Ni, Fan / Huang, Zhongyan / Cao, Xiaosong / Yang, Chuluo

    Advanced materials (Deerfield Beach, Fla.)

    2023  Volume 35, Issue 28, Page(s) e2300510

    Abstract: Fabricating solution-processible host material for thermally activated delayed fluorescence (TADF) emitter remains a formidable challenge for organic light-emitting diodes (OLEDs). In this work, two new host materials, namely 3CzAcPy and 9CzAcPy, are ... ...

    Abstract Fabricating solution-processible host material for thermally activated delayed fluorescence (TADF) emitter remains a formidable challenge for organic light-emitting diodes (OLEDs). In this work, two new host materials, namely 3CzAcPy and 9CzAcPy, are found to exhibit high triplet energy levels, high thermal stability, and excellent film morphology from a solution process. An in-depth analysis on the photophysical data and device performance reveals the isomeric effect of the host materials has a significant impact not only on the host properties, but also on the host-dopant interactions and thus the performance of the resulting solution-processed TADF OLEDs. Impressively, the new hosts are proven to be suitable for both donor-acceptor type and multi-resonance TADF emitters, achieving state-of-the-art device performance. By using the new host 9CzAcPy, solution-processed OLED based on a donor-acceptor TADF emitter of DPAC-PCN, a maximum external quantum efficiency (EQE) of 29.5% is achieved, and solution-processed narrowband OLED based on a multiple-resonance TADF emitter of BN-CP1 acquires a maximum EQE of 26.6%. These efficiencies represent the highest values among the solution-processed TADF OLEDs. This study highlights the significance of host-dopant interactions in modulating the electroluminescence performance of TADF emitters, and provides an effective design principle for solution-processible host materials.
    MeSH term(s) Fluorescence ; Isomerism ; Vibration
    Language English
    Publishing date 2023-05-31
    Publishing country Germany
    Document type Journal Article
    ZDB-ID 1474949-X
    ISSN 1521-4095 ; 0935-9648
    ISSN (online) 1521-4095
    ISSN 0935-9648
    DOI 10.1002/adma.202300510
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  8. Article ; Online: Geometry engineering of a multiple resonance core

    Wu, Yimin / Liu, Xiaoyu / Liu, Junjie / Yang, Ge / Han, Songyan / Yang, Dezhi / Cao, Xiaosong / Ma, Dongge / Bin, Zhengyang / You, Jingsong

    Materials horizons

    2023  Volume 10, Issue 9, Page(s) 3785–3790

    Abstract: The geometry of the molecular skeleton is of importance for the property regulation of organic electronic materials. Herein, we present a phenyl-embedded molecular design strategy to adjust the molecular curvature and achieve the improvement of blue ... ...

    Abstract The geometry of the molecular skeleton is of importance for the property regulation of organic electronic materials. Herein, we present a phenyl-embedded molecular design strategy to adjust the molecular curvature and achieve the improvement of blue multiple resonance (MR)-emitters. The introduction of a bridged phenyl contributes to a highly twisted saddle skeleton and the separation of frontier molecular orbitals, which are beneficial for the increase of photoluminescence quantum yield (PLQY) as well as the decrease of singlet-triplet energy gap (Δ
    Language English
    Publishing date 2023-08-29
    Publishing country England
    Document type Journal Article
    ZDB-ID 2744250-0
    ISSN 2051-6355 ; 2051-6347
    ISSN (online) 2051-6355
    ISSN 2051-6347
    DOI 10.1039/d3mh00617d
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  9. Article ; Online: Charge Transfer Excited State Promoted Multiple Resonance Delayed Fluorescence Emitter for High-Performance Narrowband Electroluminescence.

    Huang, Zhongyan / Xie, Honghui / Miao, Jingsheng / Wei, Yaxiong / Zou, Yang / Hua, Tao / Cao, Xiaosong / Yang, Chuluo

    Journal of the American Chemical Society

    2023  Volume 145, Issue 23, Page(s) 12550–12560

    Abstract: Multiple resonance thermally activated delayed fluorescence (MR-TADF) emitters are promising candidates for narrowband organic light-emitting diodes, but their electroluminescent performance is typically hindered by the slow reverse intersystem crossing ... ...

    Abstract Multiple resonance thermally activated delayed fluorescence (MR-TADF) emitters are promising candidates for narrowband organic light-emitting diodes, but their electroluminescent performance is typically hindered by the slow reverse intersystem crossing rate (
    Language English
    Publishing date 2023-06-05
    Publishing country United States
    Document type Journal Article
    ZDB-ID 3155-0
    ISSN 1520-5126 ; 0002-7863
    ISSN (online) 1520-5126
    ISSN 0002-7863
    DOI 10.1021/jacs.3c01267
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  10. Article ; Online: Indolo[3,2-b]indole-based multi-resonance emitters for efficient narrowband pure-green organic light-emitting diodes.

    Jing, Yan-Yun / Yang, Yiyu / Li, Nengquan / Ye, Zeyuan / Wang, Xinzhong / Cao, Xiaosong / Yang, Chuluo

    Luminescence : the journal of biological and chemical luminescence

    2023  Volume 39, Issue 1, Page(s) e4624

    Abstract: Organic light-emitting diodes (OLEDs) utilizing multi-resonance (MR) emitters show great potential in ultrahigh-definition display benefitting from superior merits of MR emitters such as high color purity and photoluminescence quantum yields. However, ... ...

    Abstract Organic light-emitting diodes (OLEDs) utilizing multi-resonance (MR) emitters show great potential in ultrahigh-definition display benefitting from superior merits of MR emitters such as high color purity and photoluminescence quantum yields. However, the scarcity of narrowband pure-green MR emitters with novel backbones and facile synthesis has limited their further development. Herein, two novel pure-green MR emitters (IDIDBN and tBuIDIDBN) are demonstrated via replacing the carbazole subunits in the bluish-green BCzBN skeleton with new polycyclic aromatic hydrocarbon (PAH) units, 5-phenyl-5,10-dihydroindolo[3,2-b]indole (IDID) and 5-(4-(tert-butyl)phenyl)-5,10-dihydroindolo[3,2-b]indole (tBuIDID), to simultaneously enlarge the π-conjugation and enhance the electron-donating strength. Consequently, a successful red shift from aquamarine to pure-green is realized for IDIDBN and tBuIDIDBN with photoluminescence maxima peaking at 529 and 532 nm, along with Commission Internationale de l'Eclairage (CIE) coordinates of (0.25, 0.71) and (0.28, 0.70). Furthermore, both emitters revealed narrowband emission with small full width at half-maximum (FWHM) below 28 nm. Notably, the narrowband pure-green emission was effectively preserved in corresponding devices, which afford elevated maximum external quantum efficiencies of 16.3% and 18.3% for IDIDBN and tBuIDIDBN.
    MeSH term(s) Indoles ; Electrons ; Polycyclic Aromatic Hydrocarbons
    Chemical Substances Indoles ; Polycyclic Aromatic Hydrocarbons
    Language English
    Publishing date 2023-11-10
    Publishing country England
    Document type Journal Article
    ZDB-ID 1470995-8
    ISSN 1522-7243 ; 1522-7235 ; 1099-1271
    ISSN (online) 1522-7243
    ISSN 1522-7235 ; 1099-1271
    DOI 10.1002/bio.4624
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