中文
Announcement
More
Progress in Chemistry 2022, Vol. 34 Issue (5): 1109-1123 DOI: 10.7536/PC210601 Previous Articles   Next Articles

• Review •

Arylsilanes Host Materials and Their Application in Phosphorescent Organic Light Emitting Diodes

Yibin Zhi, Lan Yu, Huanhuan Li(), Ye Tao, Runfeng Chen(), Wei Huang   

  1. State Key Laboratory of Organic Electronics and Information Displays & Jiangsu Key Laboratory for Biosensors, Institute of Advanced Materials (IAM), Jiangsu National Synergetic Innovation Center for Advanced Materials (SICAM), Nanjing University of Posts & Telecommunications,Nanjing 210023, China
  • Received: Revised: Online: Published:
  • Contact: Huanhuan Li, Runfeng Chen
  • Supported by:
    National Natural Science Foundation of China(62075102); National Natural Science Foundation of China(22075149); National Natural Science Foundation of China(21604039); National Natural Science Foundation of China(61875090); National Natural Science Foundation of China(91833306); National Natural Science Foundation of China(21704042)
Richhtml ( 10 ) PDF ( 265 ) Cited
Export

EndNote

Ris

BibTeX

Organic light emitting diodes (OLEDs) have shown great commercial application prospects in the fields of solid-state lighting and display, due to their novel optoelectronic and mechanical characteristics. In recent years, arylsilanes groups have received extensive attention in the synthesis of high-performance host materials for the electroluminescent device. Due to the easy modification and multi-function of the arylsilanes group, a host material with excellent performance can be synthesized by connecting functional units with different structures, in order to realize an efficient organic electroluminescent device. In this review, we start from the design and classification of materials and describe the current research status of arylsilanes host materials. The molecular structure design and synthesis, thermodynamic properties, photophysics properties, electrochemical properties, and electroluminescent device performance are summarized. Finally, the current problems of arylsilanes host materials in organic electroluminescent materials are discussed, and the perspective and development are also presented.

Contents

1 Introduction

2 Small molecule host materials of arylsilanes

3 Nitrogen heterocycle as acceptor based derivatives small host materials

3.1 Carbazole group-based derivatives small host materials

3.2 Other nitrogen heterocycle as acceptor based derivatives small host materials

4 Phosphine oxide-based derivatives small host materials

5 Fluorene-based derivatives small host materials

6 Other derivatives small host materials

7 Arylsilanes polymer host materials

8 Conclusion and outlook

Fig. 1 Schematic diagram of structure and function control of arylsilanes group
Fig. 2 Small molecule host materials
Fig. 3 Carbazole group-based derivatives small host materials
Fig. 4 Carbazole group-based derivatives small host materials
Fig. 5 Nitrogen heterocycle as acceptor based derivatives small host materials
Fig. 6 Nitrogen heterocycle as acceptor based derivatives small host materials
Fig. 7 Nitrogen heterocycle as acceptor based derivatives small host materials
Fig. 8 Nitrogen heterocycle as acceptor based derivatives small host materials
Fig. 9 Phosphine oxide-based derivatives small host materials
Fig. 10 Fluorene-based derivatives small host materials
Fig. 11 Other derivatives small host materials
Fig. 12 Arylsilanes polymer host materials
[1]
Wong M, Colman Z. Adv. Mater., 2017, 29: 1605444.

doi: 10.1002/adma.201605444
[2]
Tao Y T, Yang C L, Qin J G. Chem. Soc. Rev., 2011, 40(5): 2943.

doi: 10.1039/c0cs00160k
[3]
Song W, Lee I, Lee J Y. Adv. Mater., 2015, 27(29): 4358.

doi: 10.1002/adma.201501019
[4]
Burrows P E, Padmaperuma A B, Sapochak L S, Djurovich P, Thompson M E. Appl. Phys. Lett., 2006, 88(18): 183503.

doi: 10.1063/1.2193429
[5]
Tao Y, Yuan K, Chen T, Xu P, Li H H, Chen R F, Zheng C, Zhang L, Huang W. Adv. Mater., 2014, 26(47): 7931.

doi: 10.1002/adma.201402532
[6]
Sun D M, Ren Z J, Bryce M R, Yan S K. J. Mater. Chem. C, 2015, 3(37): 9496.

doi: 10.1039/C5TC01638J
[7]
Holmes R J, D’Andrade B W, Forrest S R, Ren X, Li J, Thompson M E. Appl. Phys. Lett., 2003, 83(18): 3818.

doi: 10.1063/1.1624639
[8]
Ren X F, Li J, Holmes R J, Djurovich P I, Forrest S R, Thompson M E. Chem. Mater., 2004, 16(23): 4743.

doi: 10.1021/cm049402m
[9]
Lin J J, Liao W S, Huang H J, Wu F I, Cheng C H. Adv. Funct. Mater., 2008, 18(3): 485.

doi: 10.1002/adfm.200700537
[10]
Kim J, Lee K H, Kim Y S, Lee H W, Lee H W, Kim Y K, Yoon S S. J. Lumin., 2016, 171: 58.

doi: 10.1016/j.jlumin.2015.10.056
[11]
Yeh S J, Wu M F, Chen C T, Song Y H, Chi Y, Ho M H, Hsu S F, Chen C H. Adv. Mater., 2005, 17(3): 285.

doi: 10.1002/adma.200401373
[12]
Sun D M, Zhou X K, Li H H, Sun X L, Ren Z J, Ma D G, Yan S K. ACS Appl. Mater. Interfaces, 2015, 7(32): 17802.

doi: 10.1021/acsami.5b04112
[13]
Kang J W, Lee D S, Park H D, Kim J W, Jeong W I, Park Y S, Lee S H, Go K, Lee J S, Kim J J. Org. Electron., 2008, 9(4): 452.

doi: 10.1016/j.orgel.2008.02.002
[14]
Tsai M H, Ke T H, Lin H W, Wu C C, Chiu S F, Fang F C, Liao Y L, Wong K T, Chen Y H, Wu C I. ACS Appl. Mater. Interfaces, 2009, 1(3): 567.

doi: 10.1021/am800124q
[15]
Han W S, Son H J, Wee K R, Min K T, Kwon S, Suh I H, Choi S H, Jung D H, Kang S O. J. Phys. Chem. C, 2009, 113(45): 19686.

doi: 10.1021/jp907104j
[16]
Wee K R, Kim A L, Jeong S Y, Kwon S, Kang S O. Org. Electron., 2011, 12(12): 1973.

doi: 10.1016/j.orgel.2011.08.021
[17]
Hu D H, Lu P, Wang C L, Liu H, Wang H, Wang Z M, Fei T, Gu X, Ma Y G. J. Mater. Chem., 2009, 19(34): 6143.

doi: 10.1039/b906782e
[18]
Hu D H, Cheng G, Liu H, Lv Y, Lu P, Ma Y G. Org. Electron., 2012, 13(12): 2825.

doi: 10.1016/j.orgel.2012.09.010
[19]
Liu H, Chen P, Hu D H, Tang X Y, Pan Y Y, Zhang H H, Zhang W Q, Han X, Bai Q, Lu P, Ma Y G. Chem. Eur. J., 2014, 20(8): 2149.

doi: 10.1002/chem.201304544
[20]
Bin J K, Cho N S, Hong J I. Adv. Mater., 2012, 24(21): 2911.

doi: 10.1002/adma.201200972
[21]
Xie Y M, Cui L S, Liu Y, Zu F S, Li Q, Jiang Z Q, Liao L S. J. Mater. Chem. C, 2015, 3(20): 5347.

doi: 10.1039/C5TC00523J
[22]
Kim G W, Yang D R, Kim Y C, Yang H I, Fan J G, Lee C H, Chai K Y, Kwon J H. Dyes Pigments, 2017, 136: 8.

doi: 10.1016/j.dyepig.2016.08.024
[23]
Li H H, Bi R, Chen T, Yuan K, Chen R F, Tao Y, Zhang H M, Zheng C, Huang W. ACS Appl. Mater. Interfaces, 2016, 8(11): 7274.

doi: 10.1021/acsami.5b10806
[24]
Li H H, Xu L J, Tang Y T, Tao Y, Xu S, Zheng C, Xing G C, Zhou X H, Huang W, Chen R F. J. Mater. Chem. C, 2016, 4(42): 10047.

doi: 10.1039/C6TC03877H
[25]
Li H H, Tao Y, Chen R F, Li H, Chen L F, Jiang Y B, Zheng C, Huang W. Dyes Pigments, 2018, 151: 187.

doi: 10.1016/j.dyepig.2017.12.055
[26]
Li H H, Li H, Zhi Y B, Wang J, Tang L L, Tao Y, Xie G H, Zheng C, Huang W, Chen R F. Adv. Optical Mater., 2019, 7(24): 1901124.

doi: 10.1002/adom.201901124
[27]
Li H H, Tao Y, Zhi Y B, Chen R F, Li H, Xing G C, Xu S, Huang W. Chem. Eng. J., 2020, 380: 122562.

doi: 10.1016/j.cej.2019.122562
[28]
Fan C H, Sun P P, Su T H, Cheng C H. Adv. Mater., 2011, 23(26): 2981.

doi: 10.1002/adma.201100610
[29]
Gong S L, Chen Y H, Yang C L, Zhong C, Qin J G, Ma D G. Adv. Mater., 2010, 22(47): 5370.

doi: 10.1002/adma.201002732
[30]
Gong S L, Chen Y H, Luo J J, Yang C L, Zhong C, Qin J G, Ma D G. Adv. Funct. Mater., 2011, 21(6): 1168.

doi: 10.1002/adfm.201002066
[31]
Gong S L, Fu Q, Wang Q, Yang C L, Zhong C, Qin J G, Ma D G. Adv. Mater., 2011, 23(42): 4956.

doi: 10.1002/adma.201102758
[32]
Gong S L, Chen Y H, Zhang X, Cai P J, Zhong C, Ma D G, Qin J G, Yang C L. J. Mater. Chem., 2011, 21(30): 11197.

doi: 10.1039/c1jm11208b
[33]
Lee A R, Lee J, Lee J, Han W S. Org. Electron., 2016, 38: 222.

doi: 10.1016/j.orgel.2016.08.021
[34]
Leung M, Yang W, Chuang C, Lee J, Lin C, Wei M, Liu Y. Org. Lett., 2012, 14: 4986.

doi: 10.1021/ol301734a
[35]
Zhang S, Xu Q L, Jing Y M, Liu X, Lu G Z, Liang X, Zheng Y X, Zuo J L. RSC Adv., 2015, 5(35): 27235.

doi: 10.1039/C5RA02475G
[36]
Gong S L, Zhong C, Fu Q, Ma D G, Qin J G, Yang C L. J. Phys. Chem. C, 2013, 117(1): 549.

doi: 10.1021/jp309100e
[37]
Gong S L, Fu Q, Zeng W X, Zhong C, Yang C L, Ma D G, Qin J G. Chem. Mater., 2012, 24(16): 3120.

doi: 10.1021/cm301032p
[38]
Hu D H, Shen F Z, Liu H, Lu P, Lv Y, Liu D D, Ma Y G. Chem. Commun., 2012, 48(24): 3015.

doi: 10.1039/c2cc17682c
[39]
Bai Q, Liu H, Yao L, Shan T, Li J Y, Gao Y, Zhang Z, Liu Y L, Lu P, Yang B, Ma Y G. ACS Appl. Mater. Interfaces, 2016, 8(37): 24793.

doi: 10.1021/acsami.6b09488
[40]
Han T, Choi M, Jeon C, Kim Y, Kwon S, Lee T. Sci. adv., 2016, 2: e1601428.

doi: 10.1126/sciadv.1601428
[41]
Choi S, Godumala M, Ji H, Kim G, Ji S, Kim J, Yoon D, Yang J, Kim J, Min J. J. Mater. Chem. C., 2017, 5: 6570.

doi: 10.1039/C7TC01357D
[42]
Ding L, Wang J N, Liu X Y, Chen H, Igbari F, Liao L S. Org. Electron., 2019, 71: 258.

doi: 10.1016/j.orgel.2019.05.033
[43]
Han C M, Xu H. Chin. Sci. Bull., 2019, 64(7): 663.

doi: 10.1360/N972018-01115
[44]
Cho Y J, Lee J Y. J. Phys. Chem. C, 2011, 115(20): 10272.

doi: 10.1021/jp201851e
[45]
Kim O, Lee J. J. Ind. Eng. Chem., 2011, 18: 1029.

doi: 10.1016/j.jiec.2011.11.148
[46]
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.

doi: 10.1002/adfm.201103126
[47]
Liu H, Bai Q, Yao L, Hu D H, 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.

doi: 10.1002/adfm.201401183
[48]
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.

doi: 10.1002/adfm.201400149
[49]
Shih P I, Chien C H, Chuang C Y, Shu C F, Yang C H, Chen J H, Chi Y. J. Mater. Chem., 2007, 17(17): 1692.

doi: 10.1039/b616043c
[50]
Lyu Y Y, Kwak J, Jeon W S, Byun Y, Lee H S, Kim D, Lee C, Char K. Adv. Funct. Mater., 2009, 19(3): 420.

doi: 10.1002/adfm.200801319
[51]
Jiang Z, Chen Y, Cong F, Yang C, Qi W, Tao Y, Zhang Z, Qin J, Ma D. Chem. Comm., 2009, 40: 3398.
[52]
Wei W, Djurovich P I, Thompson M E. Chem. Mater., 2010, 22(5): 1724.
[53]
Chen H, Jiang Z Q, Gao C H, Xu M F, Dong S C, Cui L S, Ji S J, Liao L S. Chem. Eur. J., 2013, 19(35): 11791.

doi: 10.1002/chem.201301106
[54]
Fan C, Chen Y H, Liu Z Y, Jiang Z Q, Zhong C, Ma D G, Qin J G, Yang C L. J. Mater. Chem. C, 2013, 1(3): 463.

doi: 10.1039/C2TC00082B
[55]
Jeong S, Cho S, Lee H W, Kim Y K, Yoon S S. J. Nanosci. Nanotechnol., 2017, 17(8): 5550.

doi: 10.1166/jnn.2017.14113
[56]
Jang S E, Lee J Y. J. Ind. Eng. Chem., 2011, 17(3): 575.

doi: 10.1016/j.jiec.2010.10.026
[57]
Park J K, Lee K H, Park J S, Seo J H, Kim Y K, Yoon S S. J. Nanosci. Nanotech., 2011, 11(5): 4357.

doi: 10.1166/jnn.2011.3698
[58]
Ding L, Fo W Z, Liu X Y, Chen H, Igbari F, Wu J H, Jiang Z Q. Org. Electron., 2020, 78: 105581.

doi: 10.1016/j.orgel.2019.105581
[59]
Fei T, Cheng G, Hu D H, Lu P, Ma Y G. J. Polym. Sci. A Polym. Chem., 2009, 47(18): 4784.

doi: 10.1002/pola.23532
[60]
Fei T, Cheng G, Hu D H, Dong W Y, Lu P, Ma Y G. J. Polym. Sci. A Polym. Chem., 2010, 48(9): 1859.

doi: 10.1002/pola.23934
[61]
Hu D H, Liu H, Li X X, Sun X Y, Lu F, Bai Q, Lu P. Chem. Res. Chin. Univ., 2017, 33(2): 287.

doi: 10.1007/s40242-017-6477-3
[62]
Li X X, Bai Q, Li J Y, Lu F, Sun X Y, Lu P. New J. Chem., 2018, 42(5): 3344.

doi: 10.1039/C7NJ04213B
[63]
Sun D M, Fu Q, Ren Z J, Li W, Li H H, Ma D G, Yan S K. J. Mater. Chem. C, 2013, 1(34): 5344.

doi: 10.1039/c3tc31108b
[64]
Sun D M, Fu Q, Ren Z J, Li H H, Ma D G, Yan S K. Polym. Chem., 2014, 5(1): 220.

doi: 10.1039/C3PY00840A
[65]
Sun D M, Yang Z M, Sun X L, Li H H, Ren Z J, Liu J T, Ma D G, Yan S K. Polym. Chem., 2014, 5(17): 5046.

doi: 10.1039/C4PY00450G
[66]
Sun D M, Yang Z M, Ren Z J, Li H H, Bryce M R, Ma D G, Yan S K. Chem. Eur. J., 2014, 20(49): 16233.

doi: 10.1002/chem.201402374
[67]
Sun D M, Zhou X K, Li H H, Sun X L, Zheng Y H, Ren Z J, Ma D G, Bryce M R, Yan S K. J. Mater. Chem. C, 2014, 2(39): 8277.

doi: 10.1039/C4TC01467G
[1] Ma Zhijun, Lei Ting, Pei Jian*, Liu Chenjiang*. Blue Host Materials for Phosphorescent Organic Light-Emitting Diodes [J]. Progress in Chemistry, 2013, 25(06): 961-974.
[2]

Wang Lei|Lei Gangtie** Yi Xiaohua

. White Organic Light Emitting Diodes Based on Combination of Fluorescence and phosphorescence [J]. Progress in Chemistry, 2008, 20(0708): 1050-1056.
[3] Wang Hongyu1,Feng Jiachun1|Huang Wei1**|Wei Wei2 **. Organic Functional Materials Based on Cross-shaped Conjunction Structures [J]. Progress in Chemistry, 2007, 19(0203): 276-282.
[4] Chuanming Wang Quli Fan Yanli Huo Wei Huang . Molecular Design of Organic Electrophosphorescent Materials: from Host Materials to Guest Materials [J]. Progress in Chemistry, 2006, 18(05): 519-525.