333174-61-1Relevant articles and documents
Modulation of aggregation-induced emission and electroluminescence of silole derivatives by a covalent bonding pattern
Nie, Han,Chen, Bin,Quan, Changyun,Zhou, Jian,Qiu, Huayu,Hu, Rongrong,Su, Shi-Jian,Qin, Anjun,Zhao, Zujin,Tang, Ben Zhong
, p. 8137 - 8147 (2015)
The deciphering of structure-property relationships is of high importance to rational design of functional molecules and to explore their potential applications. In this work, a series of silole derivatives substituted with benzo[b]thiophene (BT) at the 2,5-positions of the silole ring are synthesized and characterized. The experimental investigation reveals that the covalent bonding through the 2-position of BT (2-BT) with silole ring allows a better conjugation of the backbone than that achieved though the 5-position of BT (5-BT), and results in totally different emission behaviors. The silole derivatives with 5-BT groups are weakly fluorescent in solutions, but are induced to emit intensely in aggregates, presenting excellent aggregation-induced emission (AIE) characteristics. Those with 2-BT groups can fluoresce more strongly in solutions, but no obvious emission enhancements are found in aggregates, suggesting they are not AIE-active. Theoretical calculations disclose that the good conjugation lowers the rotational motions of BT groups, which enables the molecules to emit more efficiently in solutions. But the well-conjugated planar backbone is prone to form strong intermoelcular interactions in aggregates, which decreases the emission efficiency. Non-doped organic light-emitting diodes (OLEDs) are fabricated by using these siloles as emitters. AIE-active silole derivatives show much better elecroluminescence properties than those without the AIE characterisic, demonstrating the advantage of AIE-active emitters in OLED applications. Stay connected! Connecting benzo[b]thiophene with a silole ring through its 2- or 5-position furnishes silole derivatives with totally different photoluminescence and electroluminescence properties (see figure).
Water-soluble AIE luminogens for monitoring and retardation of fibrillation of amyloid proteins
-
Page/Page column 67, (2016/04/20)
Compounds that exhibit aggregation induced emission (AIE), and more particularly to water-soluble conjugated polyene compounds that exhibit aggregation induced emission. The conjugated polyene compounds can be used as bioprobes for DNA detection, G-quadru
Creation of bifunctional materials: Improve electron-transporting ability of light emitters based on AIE-active 2,3,4,5-tetraphenylsiloles
Chen, Long,Jiang, Yibin,Nie, Han,Lu, Ping,Sung, Herman H. Y.,Williams, Ian D.,Kwok, Hoi Sing,Huang, Fei,Qin, Anjun,Zhao, Zujin,Tang, Ben Zhong
, p. 3621 - 3630 (2014/06/24)
2,3,4,5-Tetraphenylsiloles are excellent solid-state light emitters featured aggregation-induced emission (AIE) characteristics, but those that can efficiently function as both light-emitting and electron-transporting layers in one organic light-emitting diode (OLED) are much rare. To address this issue, herein, three tailored n-type light emitters comprised of 2,3,4,5- tetraphenylsilole and dimesitylboryl functional groups are designed and synthesized. The new siloles are fully characterized by standard spectroscopic and crystallographic methods with satisfactory results. Their thermal stabilities, electronic structures, photophysical properties, electrochemical behaviors and applications in OLEDs are investigated. These new siloles exhibit AIE characteristics with high emission efficiencies in solid films, and possess lower LUMO energy levels than their parents, 2,3,4,5-tetraphenylsiloles. The double-layer OLEDs [ITO/NPB (60 nm)/silole (60 nm)/LiF (1 nm)/Al (100 nm)] fabricated by adopting the new siloles as both light emitter and electron transporter afford excellent performances, with high electroluminescence efficiencies up to 13.9 cd A-1, 4.35% and 11.6 lm W-1, which are increased greatly relative to those attained from the triple-layer devices with an additional electron-transporting layer. These results demonstrate effective access to n-type solid-state emissive materials with practical utility. Grafting dimesitylboryl groups onto 2,3,4,5- tetraphenylsiloles generates efficient bifunctional materials that can simultaneously serve as light emitters and electron transporters in OLEDs. Remarkably high electroluminescence efficiencies up to 13.9 cd A-1, 4.35% and 11.6 lm W-1 are attained from the double-layer OLEDs based on them.
