1020657-86-6Relevant articles and documents
Facile synthesis and characterization of iridium(iii) complexes containing an N-ethylcarbazole-thiazole main ligand using a tandem reaction for solution processed phosphorescent organic light-emitting diodes
Giridhar, Thota,Cho, Woosum,Park, Juhyeon,Park, Jin-Su,Gal, Yeong-Soon,Kang, Sunwoo,Lee, Jin Yong,Jin, Sung-Ho
, p. 2368 - 2378 (2013)
A new series of highly efficient phosphorescent Ir(iii) complexes, which have potential applications in solution processable phosphorescent organic light-emitting diodes (PhOLEDs), were synthesized and their photophysical, electrochemical, and electroluminescent (EL) properties were investigated. The Ir(iii) complexes, including (Et-Cz-Tz)2Ir(pic), (Et-Cz-Tz) 2Ir(pic-N-O), (Et-Cz-Tz)2Ir(EO2-pic), and (Et-Cz-Tz)2Ir(EO2-pic-N-O), are comprised of linked N-ethylcarbazole (Et-Cz) and thiazole (Tz) units as the main ligand (Et-Cz-Tz) and picolinic acid (pic) and picolinic acid N-oxide (pic-N-O) as ancillary ligands. In addition, some of the Ir(iii) complexes contain an ethylene oxide solubilizing group attached to the ancillary ligands via a tandem reaction. High performance, solution processable PhOLEDs, fabricated using (Et-Cz-Tz) 2Ir(EO2-pic), were observed to have a maximum external quantum efficiency of 6.08% and a luminance efficiency of 10.98 cd A -1. This is the first report on the use of EO2-pic and EO2-pic-N-O ancillary ligands for the synthesis of solution processable Ir(iii) complexes via a tandem reaction. The performances of the PhOLEDs based on these Ir(iii) complexes correlate well with the theoretical properties predicted by using density functional theory calculations.
Strong solid emission and mechanofluorochromism of carbazole-based terephthalate derivatives adjusted by alkyl chains
Xue, Pengchong,Sun, Jiabao,Chen, Peng,Gong, Peng,Yao, Boqi,Zhang, Zhenqi,Qian, Chong,Lu, Ran
, p. 4086 - 4092 (2015)
Three 2,5-dialkylcarbazole-substituted terephthalate derivatives, in which carbazole and ethoxylcarbonyl groups are used as electron-donating and -accepting moieties, respectively, were synthesized. Owing to the presence of steric hindrance between ethoxylcarbonyl and carbazole groups, three compounds show intense blue fluorescence in both solution and the solid state. The fluorescence quantum yields of compounds with octyl and hexadecyl groups in the solid state exceed 95%. Single-crystal structures of three compounds were obtained and used to interpret the strong emission in the solid state. More interestingly, three compounds exhibited alkyl length-dependent mechanofluorochromism. The compound with ethyl groups exhibited the largest spectral shift under force stimuli, but that with a hexadecyl moiety did not change its emission color after grinding. Because of strong fluorescence in solution and the solid state, we believe that they can be used as luminescent materials and sensors. This journal is
Triphenyl phosphine oxide-bridged bipolar host materials for green and red phosphorescent organic light-emitting diodes
Zhang, Qingwei,Fang, Da,Jiang, Hongji,Zhang, Xinwen,Zhang, Hongmei
, p. 173 - 182 (2015)
Two wide band gap functional compounds of phenylbis(4-(spiro [fluorene-9,9'-xanthen]-2-yl)phenyl)phosphine oxide (2SFOPO) and (4-(9-ethyl-9H- carbazol-3-yl)phenyl)(phenyl)(4-(spiro[fluorene-9,9′-xanthen]-2-yl)phenyl)phosphine oxide (SFOPO-CZ) were designe
Effect of arylamino-carbazole containing hole transport materials on the device performance and lifetime of OLED
Joung, Kuk Soung,Kim, Kyu Sung,Kim, Seung Uk,Tak, So Hyun,Yu, Jae-Woong
, (2021/11/16)
We synthesized four hyper-conjugated aromatic hole transporting materials with different molecular geometry and energy levels by attaching arylamino moiety attached to the carbazole core. A brominated carbazole moiety reacted with an arylamino moiety using a Buchwald-Hartwig reaction. The characteristics of these hole transporting materials were investigated using TGA, DSC, UV–Vis and luminescence spectroscopy. The energy levels of all materials used in this study were estimated from cyclic voltammograms and absorption spectra. The hole transporting properties of the synthesized molecules were measured using single-carrier devices. All four hole transporting materials showed similar hole mobility. The effectiveness of hole transporting materials was compared by fabricating green-emitting organic light emitting diode (OLED) devices. It turned out that the device performances were critically dependent on the relative energy levels of the hole transporting layer and emission layer. However, the molecular geometry greatly influenced the device lifetime, determining thermally induced crystallization by the heat produced during device operation.
Iridium complex for oxygen sensing and preparation method thereof
-
Paragraph 0039-0042, (2021/11/19)
The invention discloses an iridium complex for oxygen sensing and a preparation method thereof, wherein the iridium complex is a dimer iridium complex. As 4,4 '- dimethyl -2, 2' - bipyridine ligand or 4 - ((decyloxy) methyl) -4 '- methyl -2 and 2' - bipyridyl ligand and hexafluorophosphate are prepared from the reaction raw materials, the obtained product can respectively target cell membranes and enter cytoplasm. The compound has good stability in a physiological environment, and can be stably existing without interference pH value variation.
Synthesis and Characterization of Diketopyrrolopyrrole-based D-π-A-π-D Small Molecules for Organic Solar Cell Applications
Sivakumar, Gangala,Sasikumar, Mayarambakam,Rao, Vaidya Jayathirtha
, p. 1983 - 1994 (2017/05/29)
Four new small molecules – CTDP, BCTDP, CFDP, and BCFDP having D-π-A-π-D molecular architecture, possessing carbazole and benzocarbazole as electron donors, diketopyrrolopyrrole core as acceptor and thiophene/furan acting as spacer/bridge between donor (carbazole and benzocarbazole) and acceptor (diketopyrrolopyrrole) units are synthesized. All the four compounds exhibited absorption in the range of 300 to 700 nm, and, in particular, more intense absorption found in the 500 to 660 nm region. The estimated band gaps are found to be 1.92 eV for CTDP, 1.92 eV for BCTDP, 1.94 eV for CFDP, and 1.92 eV for BCFDP from their intersection point of absorption and emission spectra. The electrochemical studies revealed that the highest occupied molecular orbital/lowest unoccupied molecular orbital energy levels of all the four compounds, CTDP (?5.03/?3.65 eV), BCTDP (?5.03/?3.65 eV), CFDP (?4.94/?3.65 eV), and BCFDP (?4.90/?3.62 eV) are well matched with PCBM and expected to be act as donor materials in small molecule bulk hetero junction organic solar cells. All the compounds are thermally stable up to 382–416°C.
Nickel-Catalyzed Borylation of Aryl- and Benzyltrimethylammonium Salts via C-N Bond Cleavage
Hu, Jiefeng,Sun, Heqing,Cai, Wangshui,Pu, Xinghui,Zhang, Yemin,Shi, Zhuangzhi
, p. 14 - 24 (2016/01/15)
By developing a mild Ni-catalyzed system, a method for direct borylation of sp2 and sp3 C-N bonds has been established. The key to this hightly efficient C-N bond borylative cleavage depends on the appropriate choice of the nickel catalyst Ni(COD)2, ICy·HCl as a ligand, and the use of 2-ethoxyethanol as the cosolvent. This transformation shows good functional group compatibility and can serve as a powerful synthetic tool for gram-scale synthesis and late-stage C-N borylation of complex compounds.
Boryl substitution of functionalized aryl-, heteroaryl- and alkenyl halides with silylborane and an alkoxy base: expanded scope and mechanistic studies
Yamamoto, Eiji,Ukigai, Satoshi,Ito, Hajime
, p. 2943 - 2951 (2015/06/17)
A transition-metal-free method has been developed for the boryl substitution of functionalized aryl-, heteroaryl- and alkenyl halides with a silylborane in the presence of an alkali-metal alkoxide. The base-mediated boryl substitution of organohalides with a silylborane was recently reported to provide the corresponding borylated products in good to high yields, and exhibit good functional group compatibility and high tolerance to steric hindrance. In this study, the scope of this transformation has been extended significantly to include a wide variety of functionalized aryl-, heteroaryl- and alkenyl halides. In particular, the boryl substitution of (E)- and (Z)-alkenyl halides proceeded smoothly to afford the corresponding alkenyl boronates in good to high yields with retention of the configuration using modified reaction conditions. The results of the mechanistic studies suggest that this boryl substitution proceeds via a carbanion-mediated mechanism.
Iridium (III) Complexes, method for preparaion of Iridium (III) Complexes, and Organic Light-Emitting Diodes comprising thereof
-
Paragraph 0094; 0095; 0096, (2016/10/20)
The present invention relates to an iridium complex compound, more specifically, to an iridium complex compound in which carbazole, a p-type organic semiconductor, and thiazol, an n-type organic semiconductor, are introduced to a main ligand; a production method of the iridium complex compound; and an organic electroluminescent device comprising the iridium complex compound in a light emitting layer. The iridium complex compound by the present invention is obtained by remarkably reducing a synthesis process of the iridium complex compound using a tandem reaction method, a domino reaction method, or a cascade reaction method. The iridium complex compound of the present invention has a greenish red phosphorescence characteristics, high solubility, and a low molecular weight, is capable of producing a light emitting layer with vacuum deposition and solution processes, and is capable of being used as a light emitting material with excellent thin film properties. [Reference numerals] (AA) Auxiliary ligand = 4-alkyloxypicolinic acid; (BB) 4-alkyloxyalkyloxypicolinic acid; (CC) 4-alkylaminepicolinic acid; (DD) 4-arylaminepicolinic acid; (EE) 4-aminoalkylaminepicolinic acid; (FF) 4-alkyloxypicolinic acid-N-oxide; (GG) 4-alkyloxyalkyloxypicolinic acid-N-oxide; (HH) 4-alkylaminepicolinic acid-N-oxide; (II) 4-arylaminepicolinic acid-N-oxide; (JJ) 4-aminoalkylaminepicolinic acid-N-oxide
Copper-mediated fluorination of arylboronate esters. Identification of a Copper(III) fluoride complex
Fier, Patrick S.,Luo, Jingwei,Hartwig, John F.
supporting information, p. 2552 - 2559 (2013/03/29)
A method for the direct conversion of arylboronate esters to aryl fluorides under mild conditions with readily available reagents is reported. Tandem reactions have also been developed for the fluorination of arenes and aryl bromides through arylboronate ester intermediates. Mechanistic studies suggest that this fluorination reaction occurs through facile oxidation of Cu(I) to Cu(III), followed by rate-limiting transmetalation of a bound arylboronate to Cu(III). Fast C-F reductive elimination is proposed to occur from an aryl-copper(III)-fluoride complex. Cu(III) intermediates have been generated independently and identified by NMR spectroscopy and ESI-MS.
