基于咪唑并吡啶的双极性绿色磷光主体材料合成及其性能

黄科文; 陈嘉雄; 戴雷; 白科研; 周路; 霍延平

doi:10.37188/CJL.20210415

您当前的位置：

首页 >

文章列表页 >

基于咪唑并吡啶的双极性绿色磷光主体材料合成及其性能

材料合成及性能 | 更新时间：2022-04-20

- 基于咪唑并吡啶的双极性绿色磷光主体材料合成及其性能
  增强出版
- Synthesis and Performance of Bipolar Green Phosphorescent Host Material Based on Imidazopyridine
- 发光学报 2022年43卷第4期页码：518-527
- 作者机构：
  
  1.广东工业大学　轻工化工学院，广东　广州　510006
  2.广东阿格蕾雅光电材料有限公司，广东　佛山　528300
- 作者简介：
  
  [ "黄科文(1992-)，男，安徽阜阳人，硕士研究生，2019年于长春工业大学获得学士学位，主要从事磷光主体材料的合成和表征的研究。E-mail: huangkew@163.com" ]
  [ "陈嘉雄(1988-)，男，广东汕尾人，博士，副教授，硕士生导师，2018年于苏州大学获得博士学位，主要从事有机光电功能材料、基于热活化延迟荧光材料的有机发光二极管(OLED)、生物成像与诊疗的研究。E-mail: jiaxchen@gdut.edu.cn" ]
  [ "霍延平(1974-)，男，河北张家口人，博士，教授，博士生导师，2006年于中国科学院广州化学研究所获得博士学位，主要从事有机光功能材料的合成及其在有机发光二极管(OLED)等方面应用的研究。E-mail: yphuo@gdut.edu.cn" ]
- 基金信息：
  
  国家自然科学基金(U2001222;21975055;21975053;52003187)
- DOI：10.37188/CJL.20210415
  中图分类号： O482.31
- 纸质出版日期：2022-04-01，
  
  收稿日期：2021-12-29，
  
  修回日期：2022-01-11，
扫描看全文
黄科文, 陈嘉雄, 戴雷, 等. 基于咪唑并吡啶的双极性绿色磷光主体材料合成及其性能[J]. 发光学报, 2022,43(4):518-527.

Ke-wen HUANG, Jia-xiong CHEN, Lei DAI, et al. Synthesis and Performance of Bipolar Green Phosphorescent Host Material Based on Imidazopyridine[J]. Chinese Journal of Luminescence, 2022,43(4):518-527.
黄科文, 陈嘉雄, 戴雷, 等. 基于咪唑并吡啶的双极性绿色磷光主体材料合成及其性能[J]. 发光学报, 2022,43(4):518-527. DOI： 10.37188/CJL.20210415.

Ke-wen HUANG, Jia-xiong CHEN, Lei DAI, et al. Synthesis and Performance of Bipolar Green Phosphorescent Host Material Based on Imidazopyridine[J]. Chinese Journal of Luminescence, 2022,43(4):518-527. DOI： 10.37188/CJL.20210415.

摘要

高效的磷光有机电致发光器件有赖于主体材料，而双极性主体材料相对于传统主体材料不仅能降低驱动电压，提高电流效率和功率效率，还能加快载流子迁移率和平衡载流子的通量。因此本文基于咪唑并吡啶设计了两种给体-受体型双极性绿光主体材料，即9-苯基-3-(9-(4-(3-苯基咪唑并［1

2-a］吡啶-2-基)苯基)二苯并［b

d］呋喃-2-基)-9H-咔唑(CzDFDp)和9-苯基-3-(3 -(9 -(4 -(3-苯基咪唑并［1

2-a］吡啶-2-基)苯基)二苯并［b

d］呋喃-2-基)苯基)- 9H -咔唑(CzPDFDp)，对其结构进行核磁表征。通过光物理研究表明CzDFDp和CzPDFDp具有较高的三线态能级2.8 eV和2.49 eV，和较高的分解(509 ℃和529 ℃)与玻璃转化(130 ℃和138 ℃)温度，十分有利于磷光器件效率和器件的热稳定提升。以CzDFDp或CzPDFDp为主体、三(4-甲基-2

5-二苯基吡啶)合铱(GD-Ir)为发光掺杂材料制作绿光器件，启亮电压只有2.6 V，最大电流效率分别达到44.9 cd·A

-1

和47.2 cd·A

-1

，最大功率效率达到50.4 lm·W

-1

和57 lm·W

-1

，远优于CBP为主体材料参比的器件(3.6 V

14.4 cd·A

-1

5.8 lm·W

-1

)，两个主体材料的启亮电压降低了1 V，电流效率提高3倍以上，且功率效率提高了8倍以上，表明本文两个双极性主体材料具有良好的传输性质，能够有效地平衡载流子通量，是优异的绿光主体材料。

Abstract

High-performance phosphorescent organic electroluminescent devices rely on host materials. Compared with normal host materials

bipolar host materials can not only reduce driving voltage

improve current efficiency and power efficiency

but also accelerate carrier mobility and balance current carriers. Therefore

in this paper

two donor-acceptor type bipolar green host materials named 9-phenyl-3-(9-(4-(3-Phenylimidazo ［1

2-a］ pyridin-2-yl) phenyl)dibenzo ［b

d］ furan-2-yl) -9H-carbazole(CzDFDp) and 9-Phenyl-3-(3-(9-(4-(3-phenylimidazo ［1

2-a］ pyridin-2-yl) phenyl) dibenzo ［b

d］ furan-2-Phenyl) -9H-carbazole(CzPDFDp) were developed by using 9-phenylcarbazole and dibenzofuran as the electron donor units

respectively

and imidazopyridine as the electron acceptor group. Their structures were characterized by HNMR. Photophysical studies show that CzDFDp and CzPDFDp have higher triplet states energy levels of 2.8 eV and 2.49 eV

the decomposition temperatures(

decomposition temperature at 5% loss) are 509 ℃ and 529 ℃

and the glass transition temperatures(

) are 130 ℃ and 138 ℃

respectively

indicating that it has good thermal stability and morphological stability

which is conducive to device evaporation and film formation. Therefore

GD-Ir-based doped devices using CzDFDp and CzPDFDp as host matrix exhibit low driving voltage(

1 cd·m

-2

) of only 2.6 V

the maximum current efficiency of 44.9 cd·A

-1

and 47.2 cd·A

-1

and the maximum power efficiency of 50.4 lm·W

-1

and 57 lm·W

-1

. Compared to device using the conventional host CBP(3.6 V

14.4 cd·A

-1

5.8 lm·W

-1

)

these two host materials-based devices show 1 V lower in the driving voltage

the current efficiency is increased by more than 3 times

and the power efficiency is increased by more than 8 times

indicating that these two novel bipolar host materials have good transmission properties and can effectively balance carriers

and are excellent green host materials.

关键词

双极主体材料咪唑并吡啶绿光有机磷光

Keywords

bipolar host materialimidazopyridinegreen lightorganic phosphorescen

references

LI G J, ZHENG J B, KLIMES K, et al. Novel carbazole/fluorene-based host material for stable and efficient phosphorescent OLEDs [J]. ACS Appl. Mater. Interfaces, 2019, 11(43):40320-40331.

SUGIMOTO A, OCHI H, FUJIMURA S, et al. Flexible OLED displays using plastic substrates [J]. IEEE J. Sel. Top. Quantum Electron., 2004, 10(1):107-114.

SUN N, JIANG C M, LI Q K, et al. Performance of OLED under mechanical strain:a review [J]. J. Mater. Sci.:Mater. Electron., 2020, 31(23):20688-20729.

WEI Q, FEI N N, ISLAM A, et al. Small-molecule emitters with high quantum efficiency:mechanisms,structures,and applications in OLED devices [J]. Adv. Opt. Mater., 2018, 6(20):1800512-1-31.

YANG X L, JIAO B, DANG J S, et al. Achieving high-performance solution-processed orange OLEDs with the phosphorescent cyclometalated trinuclear Pt(Ⅱ) complex [J]. ACS Appl. Mater. Interfaces, 2018, 10(12):10227-10235.

IM Y, BYUN S Y, KIM J H, et al. Recent progress in high-efficiency blue-light-emitting materials for organic light-emitting diodes [J]. Adv. Funct. Mater., 2017, 27(13):1603007-1-24.

LIU X Y, LIANG F, YUAN Y, et al. Utilizing 9,10-dihydroacridine and pyrazine-containing donor-acceptor host materials for highly efficient red phosphorescent organic light-emitting diodes [J]. J. Mater. Chem. C, 2016, 4(33):7869-7874.

WANG F, SUN J, LIU M L, et al. D-A-D-type bipolar host materials with room temperature phosphorescence for high-efficiency green phosphorescent organic light-emitting diodes [J]. J. Mater. Chem. C, 2020, 8(5):1871-1878.

HU S M, ZENG J J, ZHU X Y, et al. Universal bipolar host materials for blue,green,and red phosphorescent OLEDs with excellent efficiencies and small-efficiency roll-off [J]. ACS Appl. Mater. Interfaces, 2019, 11(30):27134-27144.

XIANG C Y, FU X Y, WEI W, et al. Efficiency roll-off in blue emitting phosphorescent organic light emitting diodes with carbazole host materials [J]. Adv. Funct. Mater., 2016, 26(9):1463-1469.

孙军, 张玉祥, 赵卫华, 等. 基于7-(9H-carbazol-9-yl)-N,N-diphenyl-9,9'-spirobi[fluoren]-2-amine主体材料的高效红色电致磷光器件 [J]. 发光学报, 2014, 35(3):327-331.

SUN J, ZHANG Y X, ZHAO W H, et al. Highly efficient red electrophosphorescent devices based on 7-(9H-carbazol-9-yl)-N,N-diphenyl-9,9’-spirobi[fluoren]-2-amine host material [J]. Chin. J. Lumin., 2014, 35(3):327-331. (in Chinese)

HO C L, CHI L C, HUNG W Y, et al. Carbazole-based coplanar molecule (CmInF) as a universal host for multi-color electrophosphorescent devices [J]. J. Mater. Chem., 2012, 22(1):215-224.

MONDAL E, HUNG W Y, CHEN Y H, et al. Molecular topology tuning of bipolar host materials composed of fluorene-bridged benzimidazole and carbazole for highly efficient electrophosphorescence [J]. Chem. Eur. J., 2013, 19(32):10563-10572.

CHOU H H, CHENG C H. A highly efficient universal bipolar host for blue,green,and red phosphorescent OLEDs [J]. Adv. Mater., 2010, 22(22):2468-2471.

KIM D, COROPCEANU V, BRÉDAS J L. Design of efficient ambipolar host materials for organic blue electrophosphorescence:theoretical characterization of hosts based on carbazole derivatives [J]. J. Am. Chem. Soc., 2011, 133(44):17895-17900.

CHASKAR A, CHEN H F, WONG K T. Bipolar host materials:a chemical approach for highly efficient electrophosphorescent devices [J]. Adv. Mater., 2011, 23(34):3876-3895.

CHEN Y, WEI X, CAO J, et al. Novel bipolar indole-based solution-processed host material for efficient green and red phosphorescent OLEDs [J]. ACS Appl. Mater. Interfaces, 2017, 9(16):14112-14119.

LEE C W, LEE J Y. High quantum efficiency in solution and vacuum processed blue phosphorescent organic light emitting diodes using a novel benzofuropyridine-based bipolar host material [J]. Adv. Mater., 2013, 25(4):596-600.

TAO Y T, WANG Q, YANG C L, et al. Solution-processable highly efficient yellow- and red-emitting phosphorescent organic light emitting devices from a small molecule bipolar host and iridium complexes [J]. J. Mater. Chem., 2008, 18(34):4091-4096.

刘凯鹏, 孙军, 张宏科, 等. 新型高效双极性磷光主体材料的合成及光电性能 [J]. 发光学报, 2020, 41(11):1383-1390.

LIU K P, SUN J, ZHANG H K, et al. Synthesis and photoelectronic properties of novel high-efficiency bipolar phosphorescent host material [J]. Chin. J. Lumin., 2020, 41(11):1383-1390. (in Chinese)

ZHANG T, MIAO J S, ALI M U, et al. Phosphorescent OLEDs with extremely low efficiency roll-off enabled via rationally designed benzimidazole-based bipolar hosts [J]. Dyes Pigm., 2020, 180:108477-1-9.

CHOI H, PARK S, PAEK S, et al. Efficient star-shaped hole transporting materials with diphenylethenyl side arms for an efficient perovskite solar cell [J]. J. Mater. Chem. A, 2014, 2(45):19136-19140.

钟建, 陈文彬, 杨刚, 等. 以TPBi为发光主体的蓝光OLED器件研究 [J]. 半导体光电, 2007, 28(1):40-42.

ZHONG J, CHEN W B, YANG G, et al. Study on blue OLED with TPBi as emitting host material [J]. Semicond. Opt., 2007, 28(1):40-42. (in Chinese)

浏览量

下载量

CSCD

文章被引用时，请邮件提醒。

提交

工具集

关联资源

新型高效双极性磷光主体材料的合成及光电性能