Citation: GUAN Yu-Qiao, CHEN Gang, SONG Juan, WANG Cheng-Xin, QIAN Yan, ZHANG Qin, DENG Ling-Ling, FENG Zeng-Qin, SHANG Wen-Juan, TAO You-Tian, CHEN Shu-Fen, WANG Lian-Hui, HUANG Wei. One-Step Synthesized Novel Spiro[fluorene-9,9'-xanthene]-Based Materials as Highly Efficient Blue Phosphorescent Hosts in Organic Light-Emitting Devices[J]. Acta Physico-Chimica Sinica, ;2017, 33(4): 816-822. doi: 10.3866/PKU.WHXB201612223 shu

One-Step Synthesized Novel Spiro[fluorene-9,9'-xanthene]-Based Materials as Highly Efficient Blue Phosphorescent Hosts in Organic Light-Emitting Devices

1.
Key Laboratory for Organic Electronics and Information Displays and Jiangsu National Synergetic Innovation Center for Advanced Materials, Nanjing University of Posts and Telecommunications, Nanjing 210023, P. R. China;
2.
School of Optoelectronic Engineering, Nanjing University of Posts and Telecommunications, Nanjing 210023, P. R. China;
3.
State Key Laboratory on Integrated Optoelectronics, College of Electronic Science and Engineering, Jilin University, Changchun 130012, P. R. China;
4.
Key Laboratory of Flexible Electronics and National Synergistic Innovation Center for Advanced Materials, Nanjing Tech University, Nanjing 211816, P. R. China

Received Date: 31 October 2016
Revised Date: 22 December 2016

Fund Project: The project was supported by the National Key Basic Research Program of China (973) (2015CB932202, 2012CB933301), National Natural Science Foundation of China (61274065, 51173081, 61136003, BZ2010043, 21373114, 21573111, 21003076, 61505086, 21304047), Science Fund for Distinguished Young Scholars of Jiangsu Province, China (BK20160039), Ministry of Education of China (IRT1148), Natural Science Foundation of Jiangsu Province, China (BM2012010, BK20141424), Priority Academic Program Development of Jiangsu Provincial Higher Education Institutions, China (YX030001), Ordinary University Graduate Student Practical Innovation Projects of Jiangsu Province, China (SJLX15_0390), Pandeng Project of Nanjing University of Posts and Telecommunications, China (NY214085), and Open Foundation from Jilin University, China (IOSKL2015KF32).

We synthesized a series of novel spiro[fluorene-9,9'-xanthene] (SFX)-based host materials via a one-step palladium-catalyzed cross-coupling reaction. These materials have high triple energy levels and high yield, and thus can be used as hosts for blue phosphors. Blue phosphorescent organic light-emitting devices (PHOLEDs) with a bis(3,5-difluoro-2-(2-pyridyl)phenyl-(2-carboxypyri-dyl)iridium(III) (FIrpic) emission were fabricated. Furthermore, we applied cohosts composed of one of the new synthesized materials and the hole transport material di-[4-(N,N-ditolyl-amino)-phenyl]cyclohexane (TAPC) to the blue PHOLEDs to successfully acquire efficient blue emissions. The SFX-based material provided efficient energy transfer while TAPC improved the mobility of the cohost as well as reduced the working voltage. Maximum current efficiencies of 22.56 and 25.93 cd·A^-1 and the maximum brightnesses of 6421 and 6196 cd·m^-2 were obtained for the PHOLEDs with TAPC: 2-(9-phenyl-fluoren-9-yl)spiro[fluorene-9,9'-xanthene] (PF-SFX) and TAPC: 2-(9-(4-(octyloxy)-phenyl)-9H-fluoren-9-yl)spiro[fluorene-9,9'-xanthene] (C8OPF-SFX) cohosts, respectively. The experimental results obtained for the four SFX-based host materials were enough to declare that SFX is an effective main unit that can be used to build efficient host materials for blue phosphors containing only C, H, and O basic elements.
- Palladium catalyzed reaction,
- One-step method,
- Cohost,
- High performance,
- Blue organic light-emitting device
1. [1]
2. [2]
3. [3]
4. [4]
5. [5]
6. [6]
7. [7]
8. [8]
9. [9]
10. [10]
11. [11]
12. [12]
13. [13]
14. [14]
15. [15]
16. [16]
17. [17]
18. [18]
19. [19]
20. [20]
21. [21]
22. [22]
23. [23]
24. [24]
25. [25]
26. [26]
27. [27]
1. [1]
  Bingliang Li , Yuying Han , Dianyang Li , Dandan Liu , Wenbin Shang . One-Step Synthesis of Benorilate Guided by Green Chemistry Principles and in vivo Dynamic Evaluation. University Chemistry, 2024, 39(6): 342-349. doi: 10.3866/PKU.DXHX202311070
2. [2]
  Xueting Cao , Shuangshuang Cha , Ming Gong . Interfacial Electrical Double Layer in Electrocatalytic Reactions: Fundamentals, Characterizations and Applications. Acta Physico-Chimica Sinica, 2025, 41(5): 100041-0. doi: 10.1016/j.actphy.2024.100041
3. [3]
  Wenxiu Yang , Jinfeng Zhang , Quanlong Xu , Yun Yang , Lijie Zhang . Bimetallic AuCu Alloy Decorated Covalent Organic Frameworks for Efficient Photocatalytic Hydrogen Production. Acta Physico-Chimica Sinica, 2024, 40(10): 2312014-0. doi: 10.3866/PKU.WHXB202312014
4. [4]
  Xiyuan Zhang , Rui Dong , Yang Yang , Jiapeng Ding , Zhiwei Miao . Palladium-Catalyzed Tandem Cyclization of 4-Vinylbenzoxazinone and Indene-2-carbaldehyde: A Comprehensive Organic Chemistry Experiment. University Chemistry, 2025, 40(9): 361-367. doi: 10.12461/PKU.DXHX202410062
5. [5]
  Xudong Lv , Tao Shao , Junyan Liu , Meng Ye , Shengwei Liu . Paired Electrochemical CO₂ Reduction and HCHO Oxidation for the Cost-Effective Production of Value-Added Chemicals. Acta Physico-Chimica Sinica, 2024, 40(5): 2305028-0. doi: 10.3866/PKU.WHXB202305028
6. [6]
  Renxiao Liang , Zhe Zhong , Zhangling Jin , Lijuan Shi , Yixia Jia . A Palladium/Chiral Phosphoric Acid Relay Catalysis for the One-Pot Three-Step Synthesis of Chiral Tetrahydroquinoline. University Chemistry, 2024, 39(5): 209-217. doi: 10.3866/PKU.DXHX202311024
7. [7]
  .
  CCS Chemistry 综述推荐│绿色氧化新思路：光/电催化助力有机物高效升级
  . CCS Chemistry, 2025, 7(10.31635/ccschem.024.202405369): -.
8. [8]
  Mian Wei , Chang Cheng , Bowen He , Bei Cheng , Kezhen Qi , Chuanbiao Bie . Inorganic-organic CdS/YBTPy S-scheme photocatalyst for efficient hydrogen production and its mechanism. Acta Physico-Chimica Sinica, 2025, 41(12): 100158-0. doi: 10.1016/j.actphy.2025.100158
9. [9]
  Jiageng Li , Putrama . 数值积分耦合非线性最小二乘法一步确定反应动力学参数. University Chemistry, 2025, 40(6): 364-370. doi: 10.12461/PKU.DXHX202407098
10. [10]
  Zhi FANG , Liang SUN , Mingze ZHENG , Wenhao SHENG , Hongliang HUANG , Chongli ZHONG . An aluminum-based metal-organic framework with slit pores for the efficient separation and recovery of electronic specialty gas C₃F₈. Chinese Journal of Inorganic Chemistry, 2025, 41(10): 2054-2062. doi: 10.11862/CJIC.20250096
11. [11]
  Bizhu Shao , Huijun Dong , Yunnan Gong , Jianhua Mei , Fengshi Cai , Jinbiao Liu , Dichang Zhong , Tongbu Lu . Metal-Organic Framework-Derived Nickel Nanoparticles for Efficient CO₂ Electroreduction in Wide Potential Windows. Acta Physico-Chimica Sinica, 2024, 40(4): 2305026-0. doi: 10.3866/PKU.WHXB202305026
12. [12]
  Xinwan Zhao , Yue Cao , Minjun Lei , Zhiliang Jin , Tsubaki Noritatsu . Constructing S-scheme heterojunctions by integrating covalent organic frameworks with transition metal sulfides for efficient noble-metal-free photocatalytic hydrogen evolution. Acta Physico-Chimica Sinica, 2025, 41(12): 100152-0. doi: 10.1016/j.actphy.2025.100152
13. [13]
  Asif Hassan Raza , Shumail Farhan , Zhixian Yu , Yan Wu . Double S-Scheme ZnS/ZnO/CdS Heterostructure Photocatalyst for Efficient Hydrogen Production. Acta Physico-Chimica Sinica, 2024, 40(11): 2406020-0. doi: 10.3866/PKU.WHXB202406020
14. [14]
  Qiangqiang SUN , Pengcheng ZHAO , Ruoyu WU , Baoyue CAO . Multistage microporous bifunctional catalyst constructed by P-doped nickel-based sulfide ultra-thin nanosheets for energy-efficient hydrogen production from water electrolysis. Chinese Journal of Inorganic Chemistry, 2024, 40(6): 1151-1161. doi: 10.11862/CJIC.20230454
15. [15]
  Haoyu Sun , Dun Li , Yuanyuan Min , Yingying Wang , Yanyun Ma , Yiqun Zheng , Hongwen Huang . Hierarchical Palladium-Copper-Silver Porous Nanoflowers as Efficient Electrocatalysts for CO₂ Reduction to C₂₊ Products. Acta Physico-Chimica Sinica, 2024, 40(6): 2307007-0. doi: 10.3866/PKU.WHXB202307007
16. [16]
  Hui-Ying Chen , Hao-Lin Zhu , Pei-Qin Liao , Xiao-Ming Chen . Integration of Ru(Ⅱ)-Bipyridyl and Zinc(Ⅱ)-Porphyrin Moieties in a Metal-Organic Framework for Efficient Overall CO₂ Photoreduction. Acta Physico-Chimica Sinica, 2024, 40(4): 2306046-0. doi: 10.3866/PKU.WHXB202306046
17. [17]
  Jiajie Li , Xiaocong Ma , Jufang Zheng , Qiang Wan , Xiaoshun Zhou , Yahao Wang . Recent Advances in In-Situ Raman Spectroscopy for Investigating Electrocatalytic Organic Reaction Mechanisms. University Chemistry, 2025, 40(4): 261-276. doi: 10.12461/PKU.DXHX202406117
18. [18]
  Ruige ZHANG , Zhe ZHANG , He ZHENG , Zhan SHI . Recent advances of metal-organic frameworks for alkaline electrocatalytic oxygen evolution reaction. Chinese Journal of Inorganic Chemistry, 2025, 41(10): 2011-2028. doi: 10.11862/CJIC.20250185
19. [19]
  Haodong JIN , Qingqing LIU , Chaoyang SHI , Danyang WEI , Jie YU , Xuhui XU , Mingli XU . NiCu/ZnO heterostructure photothermal electrocatalyst for efficient hydrogen evolution reaction. Chinese Journal of Inorganic Chemistry, 2025, 41(6): 1068-1082. doi: 10.11862/CJIC.20250048
20. [20]
  Heng Zhang . Determination of All Rate Constants in the Enzyme Catalyzed Reactions Based on Michaelis-Menten Mechanism. University Chemistry, 2024, 39(4): 395-400. doi: 10.3866/PKU.DXHX202310047

Get Citation

PDF

XML

Metrics

PDF Downloads(2)
Abstract views(731)
HTML views(78)

通讯作者: 陈斌, bchen63@163.com

1.
沈阳化工大学材料科学与工程学院沈阳 110142