929602-16-4Relevant academic research and scientific papers
Substituent position engineering of diphenylquinoline-based Ir(III) complexes for efficient orange and white PhOLEDs with high color stability/low efficiency roll-off using a solution-processed emission layer
Sarada, Ganguri,Yoon, Juho,Cho, Woosum,Cho, Minji,Cho, Daw Won,Kang, Sang Ook,Nam, Yeonsig,Lee, Jin Yong,Jin, Sung-Ho
, p. 113 - 120 (2015)
Three new heteroleptic Ir(iii) complexes o-LIrpic, m-LIrpic, and p-LIrpic (L = CF3DPQ) consisting of 2,4-diphenylquinoline (DPQ) with a -CF3 group at ortho (o)/meta (m)/para (p) positions of the metalated phenyl ring, respectively, as the main ligands were synthesized and used as emitters in phosphorescent organic light-emitting diodes (PhOLEDs). We realized that -CF3 position extremely affects the crucial photophysical and electronic properties such as emission color, photoluminescence quantum yield (PLQY) and energy levels of these Ir(iii) complexes resulting in -CF3 position-dependent performance of their PhOLEDs. To verify the effect of -CF3 group position on device performance, three other Ir(iii) complexes o-LIrtmd, m-LIrtmd, and p-LIrtmd were synthesized using the same main ligands but a different ancillary ligand. In the two series of Ir(iii) complexes, the devices with m-CF3 based complexes are outstanding in performance compared to o- or p-CF3 based ones due to the enhanced PLQY and well suppressed non-radiative deactivations by m-substitution. Finally, the single emission layer solution-processed orange and two-component white PhOLEDs fabricated using m-LIrpic as orange emitter achieved the maximum external quantum efficiency of 17.1% (43.9 cd A-1) and 21.1% (48.8 cd A-1), respectively, with highly stable color coordinates and low efficiency roll-off. This is the highest efficiency reported to date for solution-processed orange PhOLEDs using a small molecular host with easily accessible emitter.
Metal-Free Synthesis of 2-Substituted Quinolines via High Chemoselective Domino Condensation/Aza-Prins Cyclization/Retro-Aldol between 2-Alkenylanilines with β-Ketoesters
Nan, Jiang,Chen, Pu,Zhang, Yuxin,Yin, Yun,Wang, Bo,Ma, Yangmin
, p. 14042 - 14054 (2020/11/13)
A highly chemoselective domino condensation/aza-Prins cyclization/retro-aldol between 2-alkenylanilines with β-dicarbonyl compounds under metal-free conditions was accomplished, giving a large category of valuable 2-substituted quinolines in good yields with excellent functional group toleration. This newly established process, adopting β-ketoesters as masked C1 synthons via C-C cleavage, could even be simplified into a three-component [3 + 2 + 1] domino version consisting of exceedingly low-priced commercial starting materials. The synthetic application of products was exemplified by several intriguing chemical operations.
Sustainable synthesis of quinolines (pyridines) catalyzed by a cheap metal Mn(I)-NN complex catalyst
Chai, Huining,Tan, Weiqiang,Lu, Yuanyuan,Zhang, Guangyao,Ma, Jiping
, (2020/05/22)
This study represents the first example of a bidentate phosphine-free manganese(I)-NN complex catalyst for the synthesis of quinolines (pyridines) through acceptorless dehydrogenative condensation of various secondary alcohols with amino alcohols. The coupling reactions occurred at 3 mol% catalyst loading and 110°C, and tolerated diverse functional groups. Moderate to excellent yields ranging from 45% to 89% were achieved after 12 hr of reaction. The present protocol provides a concise and environmentally friendly method for the construction of heterocyclic compounds.
Synthesis of multi-functionalized quinolines and 1,2-dihydroquinolines through FeCl3-mediated reactions of carbonyl compounds with 2-vinylanilines
Liu, Sha,Li, Gaoqiang,Xu, Feng
, p. 888 - 892 (2018/07/25)
A facile and efficient approach toward the synthesis of functionalized quinolines and 1,2-dihydroquinolines from carbonyl compounds and 2-vinylanilines is described. The protocol utilizes the nonhazardous and less expensive FeCl3 as catalyst wi
Solution-processable highly efficient deep-red and orange organic light-emitting diodes based on multi-functional Ir(III) complexes
Cho, Woosum,Sarada, Ganguri,Maheshwaran, Athithan,Gal, Yeong-Soon,Nam, Yeonsig,Yong Lee, Jin,Jin, Sung-Ho
, p. 10029 - 10038 (2017/10/13)
A heteroleptic deep-red iridium(iii) complex, TPQIr-HT, based on thiophene-phenylquinoline (TPQ), and orange Ir(iii) complexes, m-CF3DPQIr-HT and m-CF3DPQIr-ET based on diphenylquinoline (DPQ), are designed by attaching a carbazole-based hole transporting (HT) group and an oxadiazole (OXD)-based electron transporting (ET) group to the parent Ir(iii) complexes, TPQIr and m-CF3DPQIr. The Ir(iii) complexes TPQIr-HT show a deep-red emission peak at 612 nm, similar to that of TPQIr, whereas m-CF3DPQIr-HT and m-CF3DPQIr-ET show an orange emission peak at 567 ± 1 nm, which is similar to that of m-CF3DPQIr. The newly functionalized Ir(iii) complexes show improved device performance compared to the Ir(iii) complexes, TPQIr and m-CF3DPQIr, without the additional functional groups. The phosphorescent organic light-emitting diodes (PhOLEDs) fabricated using a deep-red Ir(iii) complex, TPQIr-ET, achieved a maximum external quantum efficiency (EQE) of 17.47% using GraHIL as the hole injection layer (HIL). Similarly, the orange Ir(iii) complex, m-CF3DPQIr-HT, achieved a maximum EQE of 21.61%.
Iridium (III) Complexes, method for preparaion of Iridium (III) Complexes, and Organic Light-Emitting Diodes comprising thereof
-
Paragraph 0068; 0070, (2017/06/19)
The present invention relates to an iridium (III) complex which allows control of colors and shows excellent light-emitting characteristics, luminance and color purity. The present invention also relates to a method for preparing the iridium (III) complex
Rh-catalyzed sequential hydroarylation/hydrovinylation-heterocyclization of β-(2-aminophenyl)-α,β-ynones with organoboron derivatives: A new approach to functionalized quinolines
Abbiati, Giorgio,Arcadi, Antonio,Marinelli, Fabio,Rossi, Elisabetta,Verdecchia, Mirella
, p. 3218 - 3224 (2008/09/17)
4-Aryl and 4-vinyl quinolines were prepared via a sequential procedure involving regioselective Rh(acac)(C2H2)/dppf-catalyzed hydroarylation/hydrovinylation of β-(2-aminophenyl)-α,β-ynones with arylboronic acids or potassium aryl and
