浏览全部资源
扫码关注微信
1. 华南理工大学 发光材料与器件国家重点实验室,广东 广州,510640
2. 四川师范大学 化学与材料科学学院,四川 成都,610066
Received:12 October 2015,
Revised:18 December 2015,
Published:05 March 2016
移动端阅览
李雪莲, 骆开均, 李祥龙等. 新型蓝色荧光材料5,5',6,6'-四苯基-2,2'-联吡嗪的制备和发光性质[J]. 发光学报, 2016,37(3): 257-264
LI Xue-lian, LUO Kai-jun, LI Xiang-long etc. Synthesis and Luminescence of New Blue Fluorescent 5,5',6,6'-tetraphenyl-2,2'-bipyrazine[J]. Chinese Journal of Luminescence, 2016,37(3): 257-264
李雪莲, 骆开均, 李祥龙等. 新型蓝色荧光材料5,5',6,6'-四苯基-2,2'-联吡嗪的制备和发光性质[J]. 发光学报, 2016,37(3): 257-264 DOI: 10.3788/fgxb20163703.0257.
LI Xue-lian, LUO Kai-jun, LI Xiang-long etc. Synthesis and Luminescence of New Blue Fluorescent 5,5',6,6'-tetraphenyl-2,2'-bipyrazine[J]. Chinese Journal of Luminescence, 2016,37(3): 257-264 DOI: 10.3788/fgxb20163703.0257.
以乙二胺和二苯乙二酮为原料合成了5
6-二苯基-2
3-二氢吡嗪(Dpdhpz)
Dpdhpz在IrCl
3
3H
2
O或三氟化硼乙醚等路易斯酸作用下发生自身氧化偶联得到了5
5'
6
6'-四苯基-2
2'-联吡嗪(Dbppz)。在四氢呋喃(THF)溶液中
Dbppz的光致发光(PL)为深蓝色
最大发射峰位于400 nm
CIE坐标为(0.16
0.03)。Dbppz在THF溶液中最大量子效率为89%
在聚苯乙烯薄膜(Dbppz 质量分数5%)中的量子效率为78%。将Dbppz制备成器件结构为ITO/HAT-CN(5 nm)/NPB(40 nm)/Dbppz (20 nm)/TmPyPB (40 nm )/LiF(1 nm)/Al(100 nm) 的非掺杂电致发光器件。实验发现
该非掺杂器件并没有产生预期的蓝色发光
而是意外地得到了一个白光器件。我们推测产生白光发射的原因与发光层和空穴传输层之间相互作用有关。由于空穴传输层NPB的芳胺结构具有电子给体性质
而Dbppz的吡嗪结构具有电子受体结构
发光层与空穴传输层的界面发生了电子给体和电子受体的相互作用
形成了激基复合物。在电致发光(EL)光谱中
除了Dbppz发光材料在415 nm的发射外
在550 nm还出现强的激基复合物的发射。激基复合物的产生使得EL发射出现了长波长光谱
同时减弱了发光层的"本征"发光。蓝色"本征"发光与激基复合物的黄色发光构成了一个CIE坐标值为(0.27
0.33)(亮度100 cd/m
2
)的白光器件。器件最大外量子效率、最大功率效率和最大电流效率分别为44%、0.74 lm/W和1.04 cd/A。
5
5'
6
6'-tetraphenyl-2
2'-bipyrazine (Dbppz) was synthesized by oxidation coupling of two molecules 5
6-diphenyl-2
3-dihydropyrazine which was prepared from ethanediamine and benzil
with lewis acid as catalyst
such as IrCl
3
3H
2
O and boron fluoride ethyl ether. Dbppz shows intense fluorescent emission in the tetrahydrofuran (THF) solution at
max
=400 nm
with photoluminescence (PL) quantum yield of 89% in THF solution and 78% in polystyrene film doped with Dbppz mass fraction of 5%. Non-doped electroluminescence (EL) devices were fabricated with a structure of ITO/HAT-CN(5 nm)/NPB(40 nm)/Dbppz (20 nm)/TmPyPB (40 nm)/LiF(1 nm)/Al(100 nm). It is unexpected that the devices do not show blue electroluminescence (EL) as we expect
but white EL with CIE coordinates of (0.27
0.33). There are two emission peaks at 415 and 550 nm in EL spectrum. The emission peak at 415 nm is attributed to "the intrinsic emission" of Dbppz and low-energy emission at 550 nm relates to interface-interaction between hole-transporting layer and emission layer. Probably
the exciplex is formed by interaction of donor molecule NPB and acceptor Dbppz
resulting in new low-energy emission and restraining the intrinsic emission of Dbppz. This white device shows maximum external quantum efficiency of 44%
maximum luminance efficiency of 1.04 cd/A and maximum power efficiency of 0.74 lm/W.
XIAO L X, CHEN Z J, QU B, et al.. Recent progresses on materials for electrophosphorescent organic light-emitting devices [J]. Adv. Mater., 2011, 23(8):926-952.
ULBRICHT C, BEYER B, FRIEBE C, et al.. Recent developments in the application of phosphorescent iridium (III) complex systems [J]. Adv. Mater., 2009, 21(44):4418-4441.
安永,徐茂梁,王子俊,等. 新型蓝光材料9,9'-联蒽衍生物的合成及其光电性能 [J]. 发光学报, 2011, 32(9):890-895. AN Y, XU M L, WANG Z J, et al.. Synthesis of novel blue light emitting 9, 9'-bianthracene derivatives and their optoelectronic properties [J]. Chin. J. Lumin., 2011, 32(9):890-895. (in Chinese)
彭强,苏丹,徐军,等. 新型咔唑-吲哚并咔唑共轭聚合物材料的合成与性能研究 [J]. 功能材料, 2011, 42(5):838-841. PENG Q, SU D, XU J, et al.. Synthesis and properties of novel conjugated polymers based on carbazole and indolocarbazole [J]. J. Funct. Mater., 2011, 42(5):838-841. (in Chinese)
毛炳雪,张大鹏,华晓阳,等. 芴类蓝光生色团在合成有机电致发光材料中的应用 [J]. 化学进展, 2010, 22(12):2353-2376. MAO B X, ZHANG D P, HUA X Y, et al.. Application of fluorene-based blue light-emitting chromophores in synthesis of organic electroluminescent materials [J]. Prog. Chem., 2010, 22(12):2353-2376. (in Chinese)
肖立新,胡双元,孔胜,等. 蓝色荧光小分子电致发光材料 [J]. 光学学报, 2010, 30(7):1895-1903. XIAO L X, HU S Y, KONG S, et al.. Small organic molecules for blue electroluminescence [J]. Acta Opt. Sinica, 2010, 30(7):1895-1903. (in Chinese)
LI H C, LIN Y P, CHOU P T, et al.. Color tuning and highly efficient blue emitters of finite diphenylamino-containing oligo (arylenevinylene) derivatives using fluoro substituents [J]. Adv. Funct. Mater., 2007, 17(4):520-530.
TONZOLA C J, KULKARNI A P, GIFFORD A P, et al.. Blue-light-emitting oligoquinolines: synthesis, properties, and high-efficiency blue-light-emitting diodes [J]. Adv. Funct. Mater., 2007, 17(6):863-874.
KUO W J, CHEN Y H, JENG R J, et al.. Peripheral aryl-substituted pyrrole fluorophores for glassy blue-light-emitting diodes [J]. Tetrahedron, 2007, 63(30):7086-7096.
GUAN M, BIAN Z Q, ZHOU Y F, et al.. High-performance blue electroluminescent devices based on 2-(4-biphenylyl)-5-(4-carbazole-9-yl) phenyl-1, 3, 4-oxadiazole [J]. Chem. Commun., 2003(21):2708-2709.
CHEN C H, WU F I, SHU C F, et al.. Spirobifluorene-based pyrazoloquinolines: efficient blue electroluminescent materials [J]. J. Mater. Chem., 2004, 14(10):1585-1589.
LI Z H, WONG M S, FUKUTANI H, et al.. Synthesis and light emitting properties of bipolar oligofluorenes containing triarylamine and 1, 2, 4-triazole moieties [J]. Org. Lett., 2006, 8(19):4271-4274.
朱成顺,彭晓晨,冯晓东. 白光OLED器件结构的研究进展 [J]. 电子元件与材料, 2014, 33(5):8-11. ZHU C S, PENG X C, FENG X D. Development of the structure of white OLED [J]. Electron. Comp. Mater., 2014, 33(5):8-11. (in Chinese)
ZHANG B H, TAN G P, LAM C S, et al.. High-efficiency single emissive layer white organic light-emitting diodes based on solution-processed dendritic host and new orange-emitting iridium complex [J]. Adv. Mater., 2012, 24(14):1873-1877.
PARK S, KWON J E, KIM S H, et al.. A white-light-emitting molecule: frustrated energy transfer between constituent emitting centers [J]. J. Am. Chem. Soc., 2009, 131(39):14043-14049.
QI X F, SLOOTSKY M, FORREST S. Stacked white organic light emitting devices consisting of separate red, green, and blue elements [J]. Appl. Phys. Lett., 2008, 93(19):193306-1-3.
0
Views
160
下载量
1
CSCD
Publicity Resources
Related Articles
Related Author
Related Institution