Co-reporter:Gaowen Liu;Chuanjun Wang;Baoxiu Mi;Minjie Zhuo;Changjin Ou
Science China Chemistry 2017 Volume 60( Issue 2) pp:223-230
Publication Date(Web):2017 February
DOI:10.1007/s11426-016-0155-y
Two pure hydrocarbon molecules of 1,3,5-tris(9-phenyl-9H-fluoren-9-yl)benzene (mTPFB) and 1,3,5-tris(2-tert-butyl-9-phenyl-9H-fluoren-9-yl)benzene (tBu-mTPFB) were synthesized. Due to the conjugation blocked connection mode and rigid/bulky substitutions, these two materials possess high triplet energy, enabling them as good hosts for blue phosphor in PhOLEDs. By studying their thermal, electrochemical, electronic absorption and photoluminescent properties, it was found that the influence of the inert tert-butyl group on material photoelectrical properties is negligible. For instance, mTPFB and tBu-mTPFB showed very similar absorption and emission profiles, with almost the same bandgap, triplet energy and energy levels. However, the encapsulation of tert-butyl on the 2-position of 9-phenylfluorene enhanced material thermal stability. Most importantly, carrier transport properties were improved dramatically, as proved by the mono carrier device. Blue phosphorescent OLEDs hosted by tBu-mTPFB showed external quantum efficiency of 15.2% and current efficiency of 23.0 cd/A, which were much higher than that of the OLEDs based on mTPFB with the analogous structure.
Co-reporter:Dr. Juan Song;Wei Sun;Yali Li;Fuliang Wei; Chao Liu;Dr. Yan Qian; Shufen Chen
Chemistry – An Asian Journal 2016 Volume 11( Issue 2) pp:211-215
Publication Date(Web):
DOI:10.1002/asia.201501135
Abstract
Fluorenes have been synthesized through an efficient novel Pd-catalyzed tandem cross-coupling reaction; these substrates are fascinating building blocks found in organic photoelectric materials. The position of the substituent on fluorenes could be conveniently tuned by changing the halogen in the ortho-halobenzyl bromide substrates when coupled with various arylboronic acids. This newly developed synthetic approach could achieve the potential diversity in fluorene-based molecular architectures.
Co-reporter:MinJie Zhuo, Wei Sun, GaoWen Liu, Juan Wang, LiYuan Guo, Chen Liu, BaoXiu Mi, Juan Song and ZhiQiang Gao
Journal of Materials Chemistry A 2015 vol. 3(Issue 35) pp:9137-9144
Publication Date(Web):05 Aug 2015
DOI:10.1039/C5TC01913C
Four pure hydrocarbon molecules of 1,3,5-tris(9-phenyl-9H-fluoren-9-yl)benzene (mTPFB), 4,4′-bis(9-phenyl-9H-fluoren-9-yl)biphenyl (pDPFBP), 1,4-bis(9-phenyl-9H-fluoren-9-yl)benzene (pDPFB) and 1,3-bis(9-phenyl-9H-fluoren-9-yl)benzene (mDPFB), with different connecting modes and cores were prepared in a one-pot reaction. Among them, mTPFB and pDPFDB were newly designed for the study of the structure–property relationship and developing good blue hosts for phosphorescent organic light-emitting devices (PhOLEDs). The four materials show very similar photophysical properties in solution, with almost the same bandgap and triplet energy, as well as similar energy levels. However, their device behavior is quite different with the best performance coming from mTPFB. The conjugation blocked connection mode in the starburst mTPFB molecule with rigid and bulky substituents results in a high triplet energy coupled with good and balanced electron and hole transport, as proved by the internal reorganization energy calculation and mono charge device study, which makes it a good host for a blue phosphor in a PhOLED. The device shows an external quantum efficiency of 15.7% and a current efficiency of 30.6 cd A−1, which is among the best for pure hydrocarbon host based devices.
Co-reporter:Juan Song, Fuliang Wei, Wei Sun, Ke Li, Yanan Tian, Chao Liu, Yali Li, and Linghai Xie
Organic Letters 2015 Volume 17(Issue 9) pp:2106-2109
Publication Date(Web):April 20, 2015
DOI:10.1021/acs.orglett.5b00680
A new route to various substituted fluoren-9-ones has been developed via an efficient Pd-catalyzed carbonylative multiple C–C bond formation. Under a CO atmosphere, using commercially available aryl halides and arylboronic acids as substrates, this three-component reaction proceeded smoothly in moderate to excellent yields with good functional-group compatibility. The mechanistic investigations suggested a sequential process for the reaction that forms o-bromobiaryls in the first stage followed by a cyclocarbonylation reaction. This chemistry has been successfully extended to construct ladder-type oligo-p-phenylene cores.
Co-reporter:Xiao Cao, Weidong Yang, Chao Liu, Fuliang Wei, Kun Wu, Wei Sun, Juan Song, Linghai Xie, and Wei Huang
Organic Letters 2013 Volume 15(Issue 12) pp:3102-3105
Publication Date(Web):June 12, 2013
DOI:10.1021/ol4013052
A novel Pd-catalyzed C–H functionalization reaction was developed to construct a quaternary carbon center with high yield. This reaction provides an efficient method for the synthesis of 9,9′-diarylfluorenes by direct arylation of monoarylfluorene.
Co-reporter:MinJie Zhuo, Wei Sun, GaoWen Liu, Juan Wang, LiYuan Guo, Chen Liu, BaoXiu Mi, Juan Song and ZhiQiang Gao
Journal of Materials Chemistry A 2015 - vol. 3(Issue 35) pp:NaN9144-9144
Publication Date(Web):2015/08/05
DOI:10.1039/C5TC01913C
Four pure hydrocarbon molecules of 1,3,5-tris(9-phenyl-9H-fluoren-9-yl)benzene (mTPFB), 4,4′-bis(9-phenyl-9H-fluoren-9-yl)biphenyl (pDPFBP), 1,4-bis(9-phenyl-9H-fluoren-9-yl)benzene (pDPFB) and 1,3-bis(9-phenyl-9H-fluoren-9-yl)benzene (mDPFB), with different connecting modes and cores were prepared in a one-pot reaction. Among them, mTPFB and pDPFDB were newly designed for the study of the structure–property relationship and developing good blue hosts for phosphorescent organic light-emitting devices (PhOLEDs). The four materials show very similar photophysical properties in solution, with almost the same bandgap and triplet energy, as well as similar energy levels. However, their device behavior is quite different with the best performance coming from mTPFB. The conjugation blocked connection mode in the starburst mTPFB molecule with rigid and bulky substituents results in a high triplet energy coupled with good and balanced electron and hole transport, as proved by the internal reorganization energy calculation and mono charge device study, which makes it a good host for a blue phosphor in a PhOLED. The device shows an external quantum efficiency of 15.7% and a current efficiency of 30.6 cd A−1, which is among the best for pure hydrocarbon host based devices.