Carbazole-Based DABNA Analogues as Highly Efficient Thermally Activated Delayed Fluorescence Materials for Narrowband Organic Light-Emitting Diodes

被引：197
作者：
Oda, Susumu [1 ]
Kumano, Wataru [1 ]
Hama, Toshiki [1 ]
Kawasumi, Ryosuke [2 ]
Yoshiura, Kazuki [1 ]
Hatakeyama, Takuji [1 ]
机构：
[1] Kwansei Gakuin Univ, Sch Sci & Technol, Dept Chem, 2-1 Gakuen, Sanda, Hyogo 6691337, Japan
[2] JNC Petrochem Corp, 5-1 Goi Kaigan, Ichihara, Chiba 2908551, Japan
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2021年 / 60卷 / 06期
基金：
日本学术振兴会; 日本科学技术振兴机构;
关键词：
borylation; carbazole; organic light-emitting diodes; organoboron; thermally activated delayed fluorescence; MOLECULAR DESIGN; PURE BLUE; BORON COMPLEXES; DONOR; EMITTERS; BORYLATION; STRATEGY; OLEDS;
D O I：
10.1002/anie.202012891
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Carbazole-based DABNA analogues (CzDABNAs) were synthesized from triarylamine by regioselective one-shot single and double borylation. The reaction proceeded selectively at the ortho position of the carbazolyl group, where the highest occupied molecular orbital is mainly localized owing to the difference in the electron-donating abilities of the diarylamino and carbazolyl groups. The facile and scalable method enabled synthesis of CzDABNAs, exhibiting narrowband thermally activated delayed fluorescence with emission spectra ranging from deep blue to green. The organic light-emitting diode devices employing these products as emitters exhibited deep-blue, sky-blue, and green emission with high external quantum efficiencies of 19.5, 21.8, and 26.7 %, respectively.
引用
收藏
页码：2882 / 2886
页数：5
相关论文
共 60 条
  • [1] Pentacyclic Ladder-Heteraborin Emitters Exhibiting High-Efficiency Blue Thermally Activated Delayed Fluorescence with an Ultrashort Emission Lifetime
    Agou, Tomohiro
    Matsuo, Kyohei
    Kawano, Rei
    Park, In Seob
    Hosoya, Takaaki
    Fukumoto, Hiroki
    Kubota, Toshio
    Mizuhata, Yoshiyuki
    Tokitoh, Norihiro
    Yasuda, Takuma
    [J]. ACS MATERIALS LETTERS, 2020, 2 (01): : 28 - 34
  • [2] Highly efficient blue thermally activated delayed fluorescence emitters based on symmetrical and rigid oxygen-bridged boron acceptors
    Ahn, Dae Hyun
    Kim, Si Woo
    Lee, Hyuna
    Ko, Ik Jang
    Karthik, Durai
    Lee, Ju Young
    Kwon, Jang Hyuk
    [J]. NATURE PHOTONICS, 2019, 13 (08) : 540 - +
  • [3] Highly Twisted Donor-Acceptor Boron Emitter and High Triplet Host Material for Highly Efficient Blue Thermally Activated Delayed Fluorescent Device
    Ahn, Dae Hyun
    Lee, Hyuna
    Kim, Si Woo
    Karthik, Durai
    Lee, Jungsub
    Jeong, Hyein
    Lee, Ju Young
    Kwon, Jang Hyuk
    [J]. ACS APPLIED MATERIALS & INTERFACES, 2019, 11 (16) : 14909 - 14916
  • [4] [Anonymous], 2018, ANGEW CHEM, V130, P11486
  • [5] [Anonymous], 2020, ANGEW CHEM, V132, P17595, DOI DOI 10.1002/ANGE.202007210
  • [6] Marching Toward Highly Efficient, Pure-Blue, and Stable Thermally Activated Delayed Fluorescent Organic Light-Emitting Diodes
    Cai, Xinyi
    Su, Shi-Jian
    [J]. ADVANCED FUNCTIONAL MATERIALS, 2018, 28 (43)
  • [7] Optically Triggered Planarization of Boryl-Substituted Phenoxazine: Another Horizon of TADF Molecules and High-Performance OLEDs
    Chen, Deng-Gao
    Lin, Tzu-Chieh
    Chen, Chi-Lin
    Chen, Yi-Ting
    Chen, Yi-An
    Lee, Gene-Hsiang
    Chou, Pi-Tai
    Liao, Chia-Wei
    Chiu, Po-Chen
    Chang, Chih-Hao
    Lien, Yi-Jyun
    Chi, Yun
    [J]. ACS APPLIED MATERIALS & INTERFACES, 2018, 10 (15) : 12886 - 12896
  • [8] Fast spin-flip enables efficient and stable organic electroluminescence from charge-transfer states
    Cui, Lin-Song
    Gillett, Alexander J.
    Zhang, Shou-Feng
    Ye, Hao
    Liu, Yuan
    Chen, Xian-Kai
    Lin, Ze-Sen
    Evans, Emrys W.
    Myers, William K.
    Ronson, Tanya K.
    Nakanotani, Hajime
    Reineke, Sebastian
    Bredas, Jean-Luc
    Adachi, Chihaya
    Friend, Richard H.
    [J]. NATURE PHOTONICS, 2020, 14 (10) : 636 - +
  • [9] Data P., 2016, Angew. Chem, V128, P5833, DOI [10.1002/ange.201600113, DOI 10.1002/ANGE.201600113]
  • [10] Dibenzo[a,j]phenazine-Cored Donor-Acceptor-Donor Compounds as Green-to-Red/NIR Thermally Activated Delayed Fluorescence Organic Light Emitters
    Data, Przemyslaw
    Pander, Piotr
    Okazaki, Masato
    Takeda, Youhei
    Minakata, Satoshi
    Monkman, Andrew P.
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2016, 55 (19) : 5739 - 5744
123456