1484-01-1Relevant academic research and scientific papers
Highly efficient phosphorescent materials based on Ir(III) complexes-grafted on a polyhedral oligomeric silsesquioxane core
Yu, Tianzhi,Xu, Zixuan,Su, Wenming,Zhao, Yuling,Zhang, Hui,Bao, Yanjun
, p. 13491 - 13502 (2016)
A new iridium(iii) complex containing a coumarin derivative as the cyclometalated ligand (L) and a carbazole-functionalized β-diketonate (Cz-acac-allyl) as the ancillary ligand, namely, Ir(iii) bis(3-(pyridin-2-yl)coumarinato-N,C4)(1-(9-butyl-9H-carbazol-3-yl)hept-6-ene-1,3-dionato-O,O) [Ir(L)2(Cz-acac-allyl)], was firstly synthesized as the emissive iridium(iii) complex. Then three new phosphorescent polyhedral oligomeric silsesquioxane (POSS) materials, consisting of the emissive Ir(iii) complex and carbazole moieties covalently attached to a polyhedral oligomeric silsesquioxane (POSS) core were successfully synthesized by hydrosilylation reaction in the presence of platinum(0)-1,3-divinyl-1,1,3,3-tetramethyldisiloxane (Pt-dvs) as the catalyst. These phosphorescent POSS materials offer many advantages including amorphous properties, good thermal stabilities, and good solubility in common solvents, and high purity via column chromatography. The photoluminescence spectra of the POSS materials in solution and in the solid state indicate a reduction in the degrees of interactions among the Ir(iii) complex units and concentration quenching due to the bulky POSS core. Solution processed light-emitting devices based on these phosphorescent POSS materials exhibit a maximum external quantum efficiency (EQE) of 9.77%.
Two novel six-coordinated cadmium(ii) and zinc(ii) complexes from carbazate β-diketonate: Crystal structures, enhanced two-photon absorption and biological imaging application
Nie, Cuiyun,Zhang, Qiong,Ding, Hongjuan,Huang, Bei,Wang, Xinyan,Zhao, Xianghua,Li, Shengli,Zhou, Hongping,Wu, Jieying,Tian, Yupeng
, p. 599 - 608 (2014)
To explore the photophysical properties of coordination compounds with enhanced two-photon absorption, two novel six-coordinated metal complexes (ML2, M = Cd(ii), Zn(ii)) from carbazole β-diketone ligand (HL = 4,4,4-trifluoro-1-(9-butylcarbazole-3-yl)-1,3-butanedione) were prepared and fully characterized. Their crystal structures were determined by X-ray diffraction analysis. Both variable temperature 1H NMR spectra and MALDI-TOF mass spectrometry proved that the coordination compounds exhibit good stability in solution. The results of time-dependent density functional theory (TD-DFT) calculations indicated that the complexation of the ligands with metal ion extends the electronic delocalization in the coordination compounds, leading to enhanced two-photon absorption. The photophysical properties for the coordination compounds were identified relying on both experimentally and theoretically studies. Finally, confocal microscopy and two-photon microscopy fluorescent imaging of HepG2 cells labeled with the Zn(ii) complexe revealed its potential applications as a biological fluorescent probe.
Synthesis, structure, photo- and electro-luminescence of an iridium(iii) complex with a novel carbazole functionalized β-diketone ligand
Yu, Tianzhi,Cao, Yan,Su, Wenming,Zhang, Chengcheng,Zhao, Yuling,Fan, Duowang,Huang, Mingjun,Yue, Kan,Cheng, Stephen Z. D.
, p. 554 - 562 (2014)
A new iridium complex containing coumarin derivative as a cyclometalated ligand (1L) and a carbazole-functionalized β-diketonate ( 2L) as the ancillary ligand, namely, Ir(iii)bis(3-(pyridin-2-yl) coumarinato-N,C4)(1-(9-butyl-9H-carbazol-3-yl)-4,4,4-trifluoro- butane-1,3-dionato-O,O) (Ir(1L)2(2L)), was synthesized. The crystal structure of Ir(1L)2( 2L) was determined via combined wide angle X-ray diffraction (WAXD) and transmission electron microscopy (TEM), which showed π-π the interactions of Ir(1L)2(2L) molecules stacking along the crystal axes. The doped light-emitting diodes using this novel Ir(1L)2(2L) complex as the phosphorescent dopant were fabricated. At a Ir(1L)2(2L) concentration of 6.0 wt%, a green-yellow emitting OLED was achieved with a maximum external quantum efficiency (EQE) of 6.11% and a maximum luminous efficiency of 22.55 cd A-1 at the current density of 6.06 mA cm -2, and a maximum luminance of 6653 cd m-2 at 10.7 V. Furthermore, two reference complexes Ir(1L)2(acac) and Ir(1L)2(TTA) were also used as emitters to fabricate OLED devices with the same device configuration. The maximum luminous efficiency of Ir(1L)2(acac) doped device was measured to be 20.04 cd A-1 at 2.15 mA cm-2 (10.0 wt%), while the doped device of Ir(1L)2(TTA) had a maximum luminous efficiency of 16.59 cd A-1 at 1.36 mA cm-2. The better performances of Ir( 1L)2(2L) doped devices could be largely attributed to an improved hole-transporting property due to the introduction of the carbazole moiety. The Royal Society of Chemistry 2014.
A Green Synthesis of 2-Amino-4-(9H-carbazole-3-yl)thiophene-3-carbonitriles by a Step-wise and One-pot Three-component Gewald Reaction
Avula, Vijay Kumar Reddy,Vallela, Swetha,Anireddy, Jaya Shree,Chamarthi, Naga Raju
, p. 2471 - 2482 (2017/07/25)
An eco-friendly method has been developed for the synthesis of 2-amino-4-(9H-carbazole-3-yl)thiophene-3-carbonitriles from preliminary carbazole (1) through an intermediate of 2-(1-(9H-carbazole-3-yl)ethylidene)malononitriles using the Knoevenagel condensation followed by the Gewald reaction. On the other hand, the target compounds could also be prepared in a one-pot three-component manner by treating equimolar quantities of 1-(9H-carbazole-3-yl)ethanone (3), malononitrile, and elemental sulfur. The merits of this preparation are mild reaction conditions. The Gewald reaction is executed with inorganic base NaHCO3 (H2O) in tetrahydrofuran, easy work-up procedure with good yields.
Synthesis of 3-cyano-2-(1H-indol-3-yl)-6-(9-butylcarbazol-3-yl)pyridine derivatives by a multicomponent reaction under microwave irradiation
Geng, Li-Jun,Feng, Guo-Liang,Zhang, Hong-Li,Zhang, Yu-Mei
, p. 503 - 505 (2013/09/12)
Preparation of a series of 3-cyano-2-(1H-indol-3-yl)-6-(9-butylcarbazol-3- yl)pyridine derivatives through the one-pot four-component coupling of aromatic aldehydes, 1-(9-butylcarbazol-3-yl)ethanone, 3-(cyanoacetyl)indole and ammonium acetate is reported. All these compounds were obtained in good yield and their structures were confirmed by 1H NMR and IR spectroscopy and by elemental analysis.
New carbazole-containing chalcones and pyrimidines based thereon: Synthesis and electrochemical study
Syutkin,Abashev,Shklyaeva,Kudryavtsev
, p. 530 - 536 (2011/07/29)
Condensations of aromatic carbo- and heterocyclic ketones and aldehydes in methanol gave new chalcones containing carbazole fragments, 1,3-diaryl(9-R-9H- carbazol-3-yl)prop-2-en-1-ones. Some of the synthesized chalcones reacted with guanidine sulfate to produce 2-amino-4,6-diarylpyrimidines that are promising materials for the design of light emitting diodes. Study on electrochemical polymerization of both chalcones and pyrimidines derived therefrom showed that almost all the examined substrates give rise to stable colored conjugated polymer films on the surface of working electrode under conditions of cyclic voltammetry. Pleiades Publishing, Ltd., 2011.
A facile synthesis and properties of multicarbazole molecules containing multiple vinylene bridges
Yang, Jia-Xiang,Tao, Xu-Tang,Chun, Xue Yuan,Yun, Xing Yan,Wang, Lei,Liu, Zhi,Ren, Yan,Min, Hua Jiang
, p. 3278 - 3279 (2007/10/03)
Multibranched π-conjugated materials and hyperbranched polymers have received considerable interest in both academic research and industrial applications because of their unusual molecular structures and properties. In this communication, we provide an efficient approach to synthesize two novel π-conjugated multibranch compounds, which have good solubility and are nanosize (about 5 nm). The double bonds of the multibranch compounds are synthesized using solvent-free Wittig-Horner-Emmons reactions. The reaction conditions are simple and mild. Their optical properties are discussed too. Copyright
