262861-81-4Relevant articles and documents
Synthesis of a Carbazole-[pi]-carbazole Molecular Rotor with Fast Solid State Intramolecular Dynamics and Crystallization-Induced Emission
Aguilar-Granda, Andrés,Pérez-Estrada, Salvador,Roa, Arian E.,Rodríguez-Hernández, Joelis,Hernández-Ortega, Simón,Rodriguez, Mario,Rodríguez-Molina, Braulio
, p. 3435 - 3442 (2016)
Herein we report the synthesis of the highly stable crystalline carbazole-based rotor 3 with simultaneous rapid solid state internal rotation and good fluorescence emission. Single crystal and powder X-ray diffraction studies along with microscopy revealed a phase transition from a labile benzene solvate (phase I) to highly stable crystals (phase II) that feature fast intramolecular rotation in the megahertz regime at room temperature, according to variable temperature 2H solid state NMR experiments using isotopically enriched analogues. In addition to the megahertz rotation within its crystals, this crystal phase II displays enhanced solid state fluorescence with a higher quantum yield of ? = 0.28, relative to the emission of this compound in THF solution (? = 0.06). These two solid state properties are significantly different from shorter compounds 1 and 2 (static and nonemissive) included here for comparison purposes.
Synthesis and luminescence of poly(phenylacetylene)s with pendant iridium complexes and carbazole groups
Vicente, Jose,Gil-Rubio, Juan,Zhou, Guijiang,Bolink, Henk J.,Arias-Pardilla, Joaquin
, p. 3744 - 3757 (2010)
Poly(phenylacetylene)s containing pendant phosphorescent iridium complexes have been synthesized and their electrochemical, photo-and electroluminescent properties studied. The polymers have been synthesized by rhodium-catalyzed copolymerization of 9-(4-ethynylphenyl)carbazole (CzPA) and phenylacetylenes (C∧N)2Ir(κ2-O,O'-MeC(O)CHC(O)C6H 4C≡CH-4) (C∧N = κ2-N,C1-2- (pyridin-2-yl)phenyl (IrppyPA) or κ2-N,C 1-2-(isoquinolin-1-yl)phenyl (IrpiqPA)). In addition, organic poly(phenylacetylene)s with pendant carbazole groups have been synthesized by rhodium-catalyzed copolymerization of CzPA and 1-ethynyl-4-pentylbenzene. Complex (C∧N)2Ir(κ2- O,O'-MeC(O)CHC(O)Ph) (IrpiqPh; C∧N = 2-(isoquinolin-1-yl)phenyl- κ2-N,C1) was prepared and characterized. While the copolymers of the Irppy series were weakly phosphorescent, those of the Irpiq series displayed at room temperature intense emissions from the carbazole (fluorescence) and iridium (phosphorescence) emitters, being the latter dominant when the spectra were recorded using polymer films. Triple layer OLED devices employing copolymers of the Irpiq series or the model complex IrpiqPh yielded electroluminescence with an emission spectra originating from the iridium complex and maximum external quantum efficiencies of 0.46% and 2.99%, respectively.
Functionalization of a ruthenium-diacetylide organometallic complex as a next-generation push-pull chromophore
De Sousa, Samuel,Ducasse, Laurent,Kauffmann, Brice,Toupance, Thierry,Olivier, Celine
, p. 7017 - 7024 (2014)
The design and preparation of an asymmetric ruthenium-diacetylide organometallic complex was successfully achieved to provide an original donor-π-[M]-π-acceptor architecture, in which [M] corresponds to the [Ru(dppe)2] (dppe: bisdiphenylphosphinoethane) metal fragment. The charge-transfer processes occurring upon photoexcitation of the push-pull metal-dialkynyl σ complex were investigated by combining experimental and theoretical data. The novel push-pull complex, appropriately end capped with an anchoring carboxylic acid function, was further adsorbed onto a semiconducting metal oxide porous thin film to serve as a photosensitizer in hybrid solar cells. The resulting photoactive material, when embedded in dye-sensitized solar cell devices, showed a good spectral response with a broad incident photon-to-current conversion efficiency profile and a power conversion efficiency that reached 7.3 %. Thus, this material paves the way to a new generation of organometallic chromophores for photovoltaic applications.
Luminescent Carbazole-Based EuIII and YbIII Complexes with a High Two-Photon Absorption Cross-Section Enable Viscosity Sensing in the Visible and near IR with One- And Two-Photon Excitation
De Bettencourt-Dias, Ana,Fetto, Natalie R.,Monteiro, Jorge H. S. K.,Tucker, Matthew J.
, p. 3193 - 3199 (2020/03/19)
The newly synthesized EuIII and YbIII complexes with the new carbazole-based ligands CPAD2- and CPAP4- display the characteristic long-lived metal-centered emission upon one- and two-photon excitation. The EuIII complexes show the expected narrow emission bands in the red region, with emission lifetimes between 0.382 and 1.464 ms and quantum yields between 2.7% and 35.8%, while the YbIII complexes show the expected emission in the NIR region, with emission lifetimes between 0.52 and 37.86 μs and quantum yields between 0.028% and 1.12%. Two-photon absorption cross sections (σ2PA) as high as 857 GM were measured for the two ligands. The complexes showed a strong dependence of the one- and two-photon sensitized emission intensity on solvent viscosity in the range of 0.5-200 cP in the visible and NIR region.
Mechanofluorochromism, polymorphism and thermochromism of novel D-π-A piperidin-1-yl-substitued isoquinoline derivatives
Chen, Yating,Zhang, Xinyu,Wang, Mengzhu,Peng, Jingqing,Zhou, Yunbing,Huang, Xiaobo,Gao, Wenxia,Liu, Miaochang,Wu, Huayue
, p. 12580 - 12587 (2019/10/28)
Two novel D-π-A isoquinoline derivatives IQ-TPA and IQ-PC using triphenylamine and 9-phenyl-9H-carbazole as an electron donor, respectively, were synthesized to investigate their applications in mechanofluorochromic (MFC) materials. The design was inspire
