Citation: Xiao-yi Sun, Jin-yu Li, Hui Liu, Ping Lu. Design, Synthesis and Optoelectronic Properties of Silicon-containing Wide Bandgap Light-emitting Polymers[J]. Acta Polymerica Sinica, ;2018, (2): 284-294. doi: 10.11777/j.issn1000-3304.2018.17247 shu

Design, Synthesis and Optoelectronic Properties of Silicon-containing Wide Bandgap Light-emitting Polymers

State Key Laboratory of Supramolecular Structure and Materials, College of Chemistry, Jilin University, Changchun 130012

Corresponding author: Ping Lu, lup@jlu.edu.cn
Received Date: 31 August 2017
Revised Date: 22 September 2017

The development of deep-blue light-emitting materials is of vital importance in organic light emitting diodes (OLEDs). Deep blue emission can efficiently reduce the power consumption in full-color displays. In this study, aiming at developing solution-processable materials for low-cost OLEDs, a series of wide bandgap polymers using tetraphenylsilane as the main chain and phenanthro[9, 10-d] imidazole (PPI) as the side chain were designed and successfully synthesized via Suzuki coupling reactions. The silane group provides the polymers with wide bandgaps, and PPI unit entitles the polymers with high quantum efficiencies. All the polymers show good solubility in common organic solvents even without long alkyl chains. The emission spectra are all located in deep-blue region in THF peaking at 421 nm. P1 , P2 and P4 show high quantum efficiencies of 82.3%-99.6% in THF. P3 exhibits a relatively low efficiency of 34.0% due to the intramolecular interactions caused by the dibenzo[b, d]thiophene-5, 5-dioxide in the mainchain. And only a few red-shifts in emission spectra are observed in the solid state. They also possess high thermal stability, good morphological stability and appropriate highest occupied molecular orbital (HOMO) and lowest unoccupied molecular orbital (LUMO) energy levels. AFM characterization presents that the spin-coating film of the polymers display fairly homogenous and smooth surface morphology with the root mean square roughness of 0.57-0.71 nm. The non-doped solution-processed devices are fabricated with a configuration of ITO/PEDOT:PSS (40 nm)/EML (20 nm)/TPBi (30 nm)/LiF (1.2 nm)/Al (120 nm). Among them, the device using P1 as emissive layer shows the best performance with a relatively high external quantum efficiency of 0.65% and deep blue CIE coordinates of (0.163, 0.099). The maximum peak of EL emission was at 420 nm with narrow full width at half maximum (FWHM). All of these results gives us a new foreground for the design of deep-blue light-emitting polymers and inspire its application in the future.
- Polymer light-emitting diodes,
- Deep-blue,
- Wide bandgap,
- Phenanthro[9, 10-d]imidazole,
- Tetraphenylsilane
1. [1]
  Hosokawa C, Eida E, Matuura M, Fukuoka F, Nakamura H, Kusumoto T. J Soc Inf Display, 1997, 5(4):331-338 doi: 10.1889/1.1985172
2. [2]
  Whang D R, You Y, Kim S H, Jeong W I, Park Y S, Kim J J, Park S Y. Appl Phys Lett, 2007, 91(23):233501 doi: 10.1063/1.2821116
3. [3]
  Gong S L, Sun N, Luo J J, Zhong C, Ma D G, Qin J G, Yang C L. Adv Funct Mater, 2014, 24(36):5710-5718 doi: 10.1002/adfm.v24.36
4. [4]
  Yin X J, Xie G H, Peng Y H, Wang B W, Chen T H, Li S Q, Zhang W H, Wang L, Yang C L. Adv Funct Mater, 2017, 27(26):1700695 doi: 10.1002/adfm.v27.26
5. [5]
  Peng F, Xu J, Zhang Y H, He R F, Yang W, Cao Y. J Polym Sci, Part A:Polym Chem, 2017, 55(14):2332-2341 doi: 10.1002/pola.v55.14
6. [6]
  Huang Hongliang, Chen Bo, Ma Zhihua, Ding Junqiao, Wang Lixiang. Acta Polymerica Sinica, 2013, (5):626-634
7. [7]
  Fan Z K, Li N Q, Quan Y W, Chen Q M, Ye S H, Fan Q L, Huang W. J Polym Sci, Part A:Polym Chem, 2016, 54(6):795-801 doi: 10.1002/pola.v54.6
8. [8]
  Cook J H, Santos J, Al-Attar H A, Bryce M R, Monkman A P. J Mater Chem C, 2015, 3(37):9664-9669 doi: 10.1039/C5TC02162F
9. [9]
  Giovanella U, Botta C, Galeotti F, Vercelli B, Battiato S, Pasini M. J Mater Chem C, 2013, 1(34):5322 doi: 10.1039/c3tc31139b
10. [10]
  Santos J, Cook J H, Al-Attar H A, Monkman A P, Bryce M R. J Mater Chem C, 2015, 3(11):2479-2483 doi: 10.1039/C4TC02766C
11. [11]
  Yang X L, Xu X B, Zhou G J. J Mater Chem C, 2015, 3(5):913-944 doi: 10.1039/C4TC02474E
12. [12]
  Yu M Q, Wang S M, Shao S Y, Ding J Q, Wang L X, Jing X B, Wang F S. J Mater Chem C, 2015, 3(4):861-869 doi: 10.1039/C4TC02173H
13. [13]
  Jin G R, Xia L P, Liu Z, Lin H, Ling J, Wu H B, Hou L T, Mo Y Q. J Mater Chem C, 2016, 4(5):905-913 doi: 10.1039/C5TC03665H
14. [14]
  Takanobu S, Takahiro S, Chizuko K, Hideki S. J Am Chem Soc, 1998, 120:4552-4553 doi: 10.1021/ja973252h
15. [15]
  Sun D M, Ren Z J, Bryce M R, Yan S K. J Mater Chem C, 2015, 3(37):9496-9508 doi: 10.1039/C5TC01638J
16. [16]
  Gao Z, Cheng G, Shen F Z, Zhang S T, Zhang Y, Lu P, Ma Y G. Laser Photonics Revi, 2014, 8(1):L6-L10 doi: 10.1002/lpor.201300141
17. [17]
  Tang X Y, Yao L, Liu H, Shen F Z, Zhang S T, Zhang H H, Lu P, Ma Y G. Chemistry, 2014, 20(25):7589-7592 doi: 10.1002/chem.201402152
18. [18]
  Liu H, Bai Q, Yao L, Hu D, Tang X Y, Shen F Z, Zhang H H, Gao Y, Lu P, Yang B, Ma Y G. Adv Funct Mater, 2014, 24(37):5881-5888 doi: 10.1002/adfm.201401183
19. [19]
  Hu D H, Cheng G, Lu P, Liu H, Shen F Z, Li F H, Lv Y, Dong W Y, Ma Y G. Macromol Rapid Commun, 2011, 32(18):1467-1471 doi: 10.1002/marc.v32.18
20. [20]
  Liu H, Cheng G, Hu D H, Shen F Z, Lv Y, Sun G N, Yang B, Lu P, Ma Y G. Adv Funct Mater, 2012, 22(13):2830 -2836 doi: 10.1002/adfm.v22.13
21. [21]
  Gong S L, Chen Y H, Yang C L, Zhong C, Qin J G, Ma D G. Adv Mater, 2010, 22(47):5370-5373 doi: 10.1002/adma.201002732
22. [22]
  Yu L, Liu J, Hu S J, He R F, Yang W, Wu H B, Peng J B, Xia R D, Bradley D D C. Adv Funct Mater, 2013, 23(35):4366-4376 doi: 10.1002/adfm.v23.35
23. [23]
  Wang X C, Zhao L, Shao S Y, Ding J Q, Wang L X, Jing X B, Wang F S. Macromolecules, 2014, 47(9):2907-2914 doi: 10.1021/ma500407m
24. [24]
  Peng F, Guo T, Ying L, Yang W, Peng J B, Cao Y. Org Electron, 2017, 48:118-126 doi: 10.1016/j.orgel.2017.05.037
25. [25]
  Kamtekar K T, Vaughan H L, Lyons B P, Monkman A P, Pandya S U, Bryce M R. Macromolecules, 2010, 43(10): 4481 -4488 doi: 10.1021/ma100566p
26. [26]
  Cook J H, Santos J, Li H Y, Al-Attar H A, Bryce M R, Monkman A P. J Mater Chem C, 2014, 2(28):5587-5592 doi: 10.1039/C4TC00896K
27. [27]
  Li Y Y, Wu H B, Zou J H, Ying L, Yang W, Cao Y. Org Electron, 2009, 10(5):901-909 doi: 10.1016/j.orgel.2009.04.021
28. [28]
  Li G, Zhao J W, Zhang D, Zhu J J, Shi Z C, Tao S L, Lu F, Tong Q X. New J Chem, 2017, 41(12):5191-5197 doi: 10.1039/C7NJ00155J
29. [29]
  Li C L, Li Z Q, Yan X J, Zhang Y W, Zhang Z L, Wang Y. J Mater Chem C, 2017, 5(8):1973-1980 doi: 10.1039/C6TC05639C
30. [30]
  Shan T, Liu Y L, Tang X Y, Bai Q, Gao Y, Gao Z, Li J Y, Deng J, Yang B, Lu P, Ma Y G. ACS Appl Mater Interfaces, 2016, 8(42):28771-28779 doi: 10.1021/acsami.6b10004
31. [31]
  Tang X Y, Shan T, Bai Q, Ma H W, He X, Lu P. Chem Asian J, 2017, 12(5):552-560 doi: 10.1002/asia.v12.5
1. [1]
  Xiao SANG , Qi LIU , Jianping LANG . Synthesis, structure, and fluorescence properties of Zn(Ⅱ) coordination polymers containing tetra-alkenylpyridine ligands. Chinese Journal of Inorganic Chemistry, 2024, 40(11): 2124-2132. doi: 10.11862/CJIC.20240158
2. [2]
  Junjie Zhang , Yue Wang , Qiuhan Wu , Ruquan Shen , Han Liu , Xinhua Duan . Preparation and Selective Separation of Lightweight Magnetic Molecularly Imprinted Polymers for Trace Tetracycline Detection in Milk. University Chemistry, 2024, 39(5): 251-257. doi: 10.3866/PKU.DXHX202311084
3. [3]
  Yihao Zhao , Jitian Rao , Jie Han . Synthesis and Photochromic Properties of 3,3-Diphenyl-3H-Naphthopyran: Design and Teaching Practice of a Comprehensive Organic Experiment. University Chemistry, 2024, 39(10): 149-155. doi: 10.3866/PKU.DXHX202402050
4. [4]
  Jiaqi AN , Yunle LIU , Jianxuan SHANG , Yan GUO , Ce LIU , Fanlong ZENG , Anyang LI , Wenyuan WANG . Reactivity of extremely bulky silylaminogermylene chloride and bonding analysis of a cubic tetragermylene. Chinese Journal of Inorganic Chemistry, 2024, 40(8): 1511-1518. doi: 10.11862/CJIC.20240072
5. [5]
  Zhongxin YU , Wei SONG , Yang LIU , Yuxue DING , Fanhao MENG , Shuju WANG , Lixin YOU . Fluorescence sensing on chlortetracycline of a Zn-coordination polymer based on mixed ligands. Chinese Journal of Inorganic Chemistry, 2024, 40(12): 2415-2421. doi: 10.11862/CJIC.20240304
6. [6]
  Hongxia Yan , Rui Wu , Weixu Feng , Yan Zhao , Yi Yan . Innovation Inspired by Classical Chemistry: Luminescent Hyperbranched Polysiloxanes. University Chemistry, 2025, 40(4): 154-159. doi: 10.12461/PKU.DXHX202409010
7. [7]
  Bao Jia , Yunzhe Ke , Shiyue Sun , Dongxue Yu , Ying Liu , Shuaishuai Ding . Innovative Experimental Teaching for the Preparation and Modification of Conductive Organic Polymer Thin Films in Undergraduate Courses. University Chemistry, 2024, 39(10): 271-282. doi: 10.12461/PKU.DXHX202404121
8. [8]
  Xuefei Leng , Yanshai Wang , Hai Wang , Shengyang Tao . The In-Depth integration of “Industry-University-Research” in the Exploration and Practice of “Comprehensive Training in Polymer Engineering”. University Chemistry, 2025, 40(4): 66-71. doi: 10.12461/PKU.DXHX202405105
9. [9]
  Ruiying WANG , Hui WANG , Fenglan CHAI , Zhinan ZUO , Benlai WU . Three-dimensional homochiral Eu(Ⅲ) coordination polymer and its amino acid configuration recognition. Chinese Journal of Inorganic Chemistry, 2025, 41(5): 877-884. doi: 10.11862/CJIC.20250052
10. [10]
  Youlin SI , Shuquan SUN , Junsong YANG , Zijun BIE , Yan CHEN , Li LUO . Synthesis and adsorption properties of Zn(Ⅱ) metal-organic framework based on 3, 3', 5, 5'-tetraimidazolyl biphenyl ligands. Chinese Journal of Inorganic Chemistry, 2024, 40(9): 1755-1762. doi: 10.11862/CJIC.20240061
11. [11]
  Qilu DU , Li ZHAO , Peng NIE , Bo XU . Synthesis and characterization of osmium-germyl complexes stabilized by triphenyl ligands. Chinese Journal of Inorganic Chemistry, 2024, 40(6): 1088-1094. doi: 10.11862/CJIC.20240006
12. [12]
  Xingchao Zhao , Xiaoming Li , Ming Liu , Zijin Zhao , Kaixuan Yang , Pengtian Liu , Haolan Zhang , Jintai Li , Xiaoling Ma , Qi Yao , Yanming Sun , Fujun Zhang . 倍增型全聚合物光电探测器及其在光电容积描记传感器上的应用. Acta Physico-Chimica Sinica, 2025, 41(1): 2311021-. doi: 10.3866/PKU.WHXB202311021
13. [13]
  Fanpeng Meng , Fei Zhao , Jingkai Lin , Jinsheng Zhao , Huayang Zhang , Shaobin Wang . 优化氮化碳纳米片/球形共轭聚合物S型异质结界面电场以促进析氢反应. Acta Physico-Chimica Sinica, 2025, 41(8): 100095-. doi: 10.1016/j.actphy.2025.100095
14. [14]
  Aidang Lu , Yunting Liu , Yanjun Jiang . Comprehensive Organic Chemistry Experiment: Synthesis and Characterization of Triazolopyrimidine Compounds. University Chemistry, 2024, 39(8): 241-246. doi: 10.3866/PKU.DXHX202401029
15. [15]
  Qiaowen CHANG , Ke ZHANG , Guangying HUANG , Nuonan LI , Weiping LIU , Fuquan BAI , Caixian YAN , Yangyang FENG , Chuan ZUO . Syntheses, structures, and photo-physical properties of iridium phosphorescent complexes with phenylpyridine derivatives bearing different substituting groups. Chinese Journal of Inorganic Chemistry, 2025, 41(2): 235-244. doi: 10.11862/CJIC.20240311
16. [16]
  Dongdong Yao , JunweiGu , Yi Yan , Junliang Zhang , Yaping Zheng . Teaching Phase Separation Mechanism in Polymer Blends Using Process Representation Teaching Method: A Teaching Design for Challenging Theoretical Concepts in “Polymer Structure and Properties” Course. University Chemistry, 2025, 40(4): 131-137. doi: 10.12461/PKU.DXHX202408125
17. [17]
  Caixia Lin , Zhaojiang Shi , Yi Yu , Jianfeng Yan , Keyin Ye , Yaofeng Yuan . Ideological and Political Design for the Electrochemical Synthesis of Benzoxathiazine Dioxide Experiment. University Chemistry, 2024, 39(2): 61-66. doi: 10.3866/PKU.DXHX202309005
18. [18]
  You Wu , Chang Cheng , Kezhen Qi , Bei Cheng , Jianjun Zhang , Jiaguo Yu , Liuyang Zhang . ZnO/D-A共轭聚合物S型异质结高效光催化产H₂O₂及其电荷转移动力学研究. Acta Physico-Chimica Sinica, 2024, 40(11): 2406027-. doi: 10.3866/PKU.WHXB202406027
19. [19]
  .
  南开大学师唯/华北电力大学（保定）刘景维：二维配位聚合物中有序的亲锂冠醚位点用于无枝晶锂沉积
  . CCS Chemistry, 2025, 7(0): -.
20. [20]
  Linjie ZHU , Xufeng LIU . Electrocatalytic hydrogen evolution performance of tetra-iron complexes with bridging diphosphine ligands. Chinese Journal of Inorganic Chemistry, 2025, 41(2): 321-328. doi: 10.11862/CJIC.20240207

Get Citation

PDF

XML

Metrics

PDF Downloads(0)
Abstract views(133)
HTML views(8)

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

Design, Synthesis and Optoelectronic Properties of Silicon-containing Wide Bandgap Light-emitting Polymers

南开大学师唯/华北电力大学（保定）刘景维：二维配位聚合物中有序的亲锂冠醚位点用于无枝晶锂沉积

Metrics

通讯作者: 陈斌, bchen63@163.com