728911-52-2Relevant articles and documents
Long-Lived and Highly Efficient TADF-PhOLED with “(A)n–D–(A)n” Structured Terpyridine Electron-Transporting Material
Bian, Mengying,Zhang, Dongdong,Wang, Yuanxun,Chung, Yao-Hsien,Liu, Yang,Ting, Hungkit,Duan, Lian,Chen, Zhijian,Bian, Zuqiang,Liu, Zhiwei,Xiao, Lixin
, (2018)
The electron-transporting material (ETM) is one of the key factors to determine the efficiency and stability of organic light-emitting diodes (OLEDs). A novel ETM with a “(Acceptor)n–Donor–(Acceptor)n” (“(A)n–D–(A)n”) structure, 2,7-di([2,2′:6′,2″-terpyridin]-4′-yl)-9,9′-spirobifluorene (27-TPSF), is synthesized by combining electron-withdrawing terpyridine (TPY) moieties and rigid twisted spirobifluorene, in which the TPY moieties facilitate electron transport and injection while the spirobifluorene moiety ensures high triplet energy (T1 = 2.5 eV) as well as enhances glass transition temperature (Tg = 195 °C) for better stability. By using tris[2-(p-tolyl)pyridine]iridium(III) (Ir(mppy)3) as the emitter, the 27-TPSF-based device exhibits a maximum external quantum efficiency (ηext, max) of 24.5%, and a half-life (T50) of 121, 6804, and 382 636 h at an initial luminance of 10 000, 1000, and 100 cd m?2, respectively, which are much better than the commercialized ETM of 9,10-bis(6-phenylpyridin-3-yl)anthracene (DPPyA). Furthermore, a higher efficiency, a ηext, max of 28.2% and a maximum power efficiency (ηPE, max) of 129.3 lm W?1, can be achieved by adopting bis(2-phenylpyridine)iridium(III)(2,2,6,6-tetramethylheptane-3,5-diketonate) (Ir(ppy)2tmd) as the emitter and 27-TPSF as the ETM. These results indicate that the derivative of TPY to form “(A)n–D–(A)n” structure is a promising way to design an ETM with good comprehensive properties for OLEDs.
Increasing electron transporting properties and horizontal molecular orientation: Via meta -position of nitrogen for (A)n-D-(A)n structured terpyridine electron-transporting material
Guo, Xuan,Bian, Mengying,Lv, Fang,Wang, Yuanxun,Zhao, Zifeng,Bian, Zuqiang,Qu, Bo,Xiao, Lixin,Chen, Zhijian
, p. 11581 - 11587 (2019)
The electron-transporting materials (ETMs) with excellent electron injection (EI) and electron transporting properties are prerequisites for highly efficient organic light-emitting diodes (OLEDs). In this work, we report a novel ETM, 2,7-di([3,2′:6′,3′′-terpyridin]-4′-yl)-9,9′-spirobifluorene (27-mTPSF), which is synthesized by combining electron-withdrawing terpyridine (TPY) moieties with rigid twisted spirobifluorene. This rigid twisted structure helps to maintain the morphological stability of the amorphous film and contributes to the enhancement of the device lifetime. The nitrogen atom at the meta-position on the peripheral pyridine in 27-mTPSF can enhance the horizontal molecular orientation and the electron-transporting property. A green phosphorescent OLED (PhOLED) based on tris[2-(p-tolyl)pyridine]iridium(iii) (Ir(mppy)3) as the emitter and 27-mTPSF as ETM displayed a maximum external quantum efficiency (EQE) of 23.1%, and a half-life (T50) of 77, 4330 and 243495 h at an initial luminance of 10000, 1000 and 100 cd m-2, respectively, which are significantly superior to those of the device based on the conventional ETM 1,3,5-tris(N-phenylbenzimid azol-2-yl-benzene (TPBi). These results indicate a potential application for the (A)n-D-(A)n structured terpyridine ETMs.
Frequency-Upconverted Stimulated Emission by Up to Six-Photon Excitation from Highly Extended Spiro-Fused Ladder-Type Oligo(p-phenylene)s
Jiang, Yi,Li, King Fai,Gao, Kun,Lin, He,Tam, Hoi Lam,Liu, Yuan-Yuan,Shu, Yu,Wong, Ka-Leung,Lai, Wen-Yong,Cheah, Kok Wai,Huang, Wei
, p. 10007 - 10015 (2021/04/15)
Frequency-upconverted fluorescence and stimulated emission induced by multiphoton absorption (MPA) have attracted much interest. As compared with low-order MPA processes, the construction of high-order MPA processes is highly desirable and rather attracti
NITROGENOUS CYCLIC COMPOUND AND COLOR CHANGING FILM COMPRISING SAME
-
Paragraph 0120-0121; 0160-0161; 0170-0171, (2020/04/10)
The present specification relates to a compound containing nitrogen, and a color conversion film, a backlight unit, and a display device, including the same.
Dopant-Free Hole-Transporting Polymers for Efficient and Stable Perovskite Solar Cells
Valero, Silvia,Collavini, Silvia,V?lker, Sebastian F.,Saliba, Michael,Tress, Wolfgang R.,Zakeeruddin, Shaik M.,Gr?tzel, Michael,Delgado, Juan Luis
, p. 2243 - 2254 (2019/03/19)
A series of novel polymers (P1-P6) derived from the combination of different units (including thiophene, triarylamine, and spirobifluorene) were successfully synthesized, completely characterized, and used as hole-transporting materials (HTMs) for perovskite solar cells (PSCs). Solar cells with some of these materials as HTMs showed very good performances of almost 13% (12.75% for P4 and 12.38% for P6) even without additives, and devices based on these new HTMs show relatively improved stability against temperature compared to those based on PTAA. The presence of dopant additives has been linked to long-term degradation, which is the main barrier to the large-scale commercialization of this innovative type of solar cell. Obtaining efficient PSCs without using dopants could represent a further step toward improvement of long-term stability and thus their introduction into the market.
Original Suzuki–Miyaura Coupling Using Nitro Derivatives for the Synthesis of Perylenediimide-Based Multimers
Rocard, Lou,Hatych, Danylo,Chartier, Thomas,Cauchy, Thomas,Hudhomme, Piétrick
supporting information, p. 7635 - 7643 (2019/11/22)
A series of perylenediimide (PDI)-based multimers were synthesized using an original Suzuki–Miyaura Coupling (SMC) reaction. The new approach considers the reaction between 1-nitroPDI as the electrophilic reagent with a wide variety of boronic esters to reach PDI dimers, trimers and tetramers which are of particular interest as Non-Fullerene Acceptors (NFAs) in organic photovoltaics. In this work, we compared the reactivity of 1-bromoPDI and 1-nitroPDI towards this pallado-catalyzed cross-coupling reaction. Considering that 1-nitroPDI is more accessible in terms of selectivity, time reaction, purification efficiency, atom economy, etc, we have shown that the use of nitroarenes is largely favored in the preparation of these PDI-based multimers. The latter were characterized with determination of their spectroscopic and electrochemical properties. With the aim of extending this SMC reaction to N-annulated PDI analogues, an original and efficient transformation of nitro-PDI into pyrrole-fused PDI was found as an alternative to the well-known reductive Cadogan cyclization. The SMC reaction was applied to bromo and nitro N-annulated PDI derivatives, and DFT calculations were accomplished in order to clarify the oxidative addition step of the cross-coupling and understand the difference of reactivity between the bromo- and nitro-PDI based electrophiles.
Substituent effects on fluorene-based linear supramolecular polymerizsation
Zhang, Guang-Wei,Luo, Meng-Cheng,Lei, Jia-Qi,Zhong, Tao-Tao,Wei, Ying,Xie, Ling-Hai,Huang, Wei
, p. 391 - 401 (2019/05/17)
Two supramolecular systems were constructed based on fluorene-based π-conjugated monomers with or without spiro structures, respectively, and their self-assemble behaviour and optical properties were investigated. Concentration-dependent 1H NMR
Diketopyrrolopyrrole-based acceptors with multi-arms for organic solar cells
Sun, Po,Li, Xiangzhi,Wang, Yulong,Shan, Haiquan,Xu, Jiaju,Liu, Changmei,Zhang, Cong,Chen, Fei,Xu, Zongxiang,Chen, Zhi-kuan,Huang, Wei
, p. 25031 - 25039 (2018/07/29)
Three small molecules SBF-1DPPDCV, SBF-2DPPDCV and SBF-4DPPDCV consisting of a spirobifluorene (SBF) unit as the core and one, two, and four diketopyrrolopyrrole dicyanovinyl (DPPDCV) units as the arms have been designed and synthesized for solution-processed bulk-heterojunction (BHJ) solar cells. The UV-Vis absorption and cyclic voltammetry measurement of these compounds showed that all these compounds have an intense absorption band over 300-750 nm with a LUMO energy level at around -3.87 eV. When pairing with PTB7-Th as the donor, devices fabricated based on PTB7-Th?:?SBF-4DPPDCV blends showed a decent PCE of 3.85%, which is the highest power conversion efficiency (PCE) amongst the three DPP acceptor fabricated devices without extra treatment. Devices with SBF-1DPPDCV and SBF-2DPPDCV acceptors showed lower PCEs of 0.26% for SBF-1DPPDCV and 0.98% for SBF-2DPPDCV respectively. The three dimensional (3D) structure of SBF-4DPPDCV facilitates the formation of a 3D charge-transport network and thus enables a rational electron-transport ability (1.04 × 10-4 cm2 V-1 s-1), which further leads to a higher Jsc (10.71 mA cm-2). These findings suggest that multi-arm acceptors present better performance than one-arm or two-arm molecules for organic solar cells.
Enhanced three-photon absorption and excited up-conversion fluorescence of phenanthroimidazole derivatives
Zhang, Xingye,Cao, Shilin,Huang, Liulian,Chen, Lihui,Ouyang, Xinhua
, p. 110 - 115 (2017/06/06)
Two novel phenanthroimidazole derivatives were synthesized for efficient three-photon excited fluorescence and absorption. By introducing spirobi [9H-fluorene] to replace fluorene, the three-photon-excited fluorescence and cross-section are significantly
DIOL COMPOUND HAVING SPIROBIFLUORENE SKELETON AND METHOD FOR PRODUCING THE SAME
-
Paragraph 0064, (2017/03/14)
PROBLEM TO BE SOLVED: To provide a novel diol compound having a fluorene structure that can achieve higher refractive index and lower birefringence, has a low melting point and even when the temperature of the compound is elevated to a temperature higher than the melting point, does not largely decrease the weight and to provide a method for producing the diol compound. SOLUTION: The diol compound having a spirobifluorene skeleton represented by formula (1a) is produced by allowing two oxyalkylene groups to be bonded on the same plane of the fluorene skeleton selected from fluorene skeletons and is represented by formula (1a). The method for producing the diol compound is provided. SELECTED DRAWING: None COPYRIGHT: (C)2016,JPOandINPIT
