613-32-1Relevant articles and documents
NIR organic dyes based on phenazine-cyanine for photoacoustic imaging-guided photothermal therapy
Yan, Yongchao,Chen, Jiawen,Yang, Zhijuan,Zhang, Xiao,Liu, Zhuang,Hua, Jianli
, p. 7420 - 7426 (2018)
As non-invasive diagnosis and therapy methods, photoacoustic (PA) imaging and photothermal therapy (PTT) have attracted extensive attention. Herein, two new acceptor-donor-acceptor near-infrared organic phenazine-cyanine dyes PH-1 and PH-2 were reported for photoacoustic imaging-guided photodynamic therapy. In the strong donor phenazine molecule, the electron-withdrawing indole salt unit was introduced for absorption to the near-infrared region. To improve water solubility, the two organic dyes were assembled with human serum albumin (HSA) to form nanoparticles of appropriate sizes, i.e., PH-1@HSA and PH-2@HSA, which showed excellent stability in both weakly acidic and weakly basic environments. Moreover, the results showed that PH-1@HSA and PH-2@HSA nanoparticles can effectively transform luminous energy to thermal energy in vitro and in vivo, and they can be utilized for PA imaging. Importantly, PH-1@HSA can accumulate in mice subcutaneous tumors by enhanced permeability and retention (EPR) and damage cancer tissues effectively.
Highly efficient green organic light emitting diodes with phenanthroimidazole-based thermally activated delayed fluorescence emitters
Huang, Zhi,Xiang, Songpo,Zhang, Qing,Lv, Xialei,Ye, Shaofeng,Guo, Runda,Wang, Lei
, p. 2379 - 2386 (2018)
Here, a phenanthroimidazole moiety was firstly introduced into the construction of thermally activated delayed fluorescence (TADF) emitters, and two novel TADF emitters consisting of phenanthroimidazole as the acceptor group and phenazine as the donor group, 1-(4-(tert-butyl)phenyl)-2-(4-(10-phenylphenazin-5(10H)-yl)phenyl)-1H-phenanthro[9,10-d]imidazole (PPZTPI) and 1-phenyl-2-(4-(10-phenylphenazin-5(10H)-yl)phenyl)-1H-phenanthro[9,10-d]imidazole (PPZPPI) were designed and synthesized. The highly twisted conformation between phenazine and phenanthroimidazole in the molecules results in effective spatial separation of the HOMO and LUMO and small singlet-triplet splittings. Both compounds possess obvious TADF features. Their crystallographic properties, electronic structures, thermal stabilities, photophysical properties, and energy levels are studied systematically. Organic light-emitting diodes (OLEDs) using these two green TADF emitters demonstrate high external quantum efficiencies of 21.06% for PPZPPI and 20.52% for PPZTPI, respectively, which is comparable to most of the previously reported TADF OLEDs.
Formation of 5,10-dihydrophenazine from phenazine by Pseudomonas cepacia IFO 15124 at low oxygen tensions
Kawashima, Hideki,Ogawa, Satoshi
, p. 1186 - 1187 (1996)
5,10-Dihydrophenazine (H2Phen) was formed from phenazine (Phen) by Pseudomonas cepacia IFO 15124 in growing cultures at low oxygen tensions. Effects of culture conditions on microbial reduction of Phen with this strain were investigated. Under optimized conditions, the transformation of Phen to H2Phen by this strain gave the molar conversion yield of 30%. However, H2Phen was not detected in the culture medium when the strain was incubated with Phen with sufficient aeration.
A robust phenazine-containing organic polymer as catalyst for amine oxidative coupling reactions
Guo, Zhiyong,Lin, Junyu,Zhan, Hongbing
, p. 338 - 344 (2020)
Here we present the design and synthesis of a new robust microporous organic polymer (TPBP) decorated with phenazine groups which endowed reversibly redox-active properties. The obtained TPBP possesses relatively high surface area (359 m2/g) and good thermal stability. TPBP exhibits excellent catalytic capability for the oxidative homocoupling of amines with high activity and selectivity toward target products. Besides, this metal-free catalyst demonstrated excellent recyclability after 6 cycles under the investigated conditions. By means of EPR and UV-vis spectroscopy, a plausible mechanism of the amine oxidative coupling reaction was deduced via a single electron transfer from TPBP radical cations to amine substrates.
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Voronkov et al.
, (1977)
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Controlled emission colors and singlet-triplet energy gaps of dihydrophenazine-based thermally activated delayed fluorescence emitters
Lee, Jiyoung,Shizu, Katsuyuki,Tanaka, Hiroyuki,Nakanotani, Hajime,Yasuda, Takuma,Kaji, Hironori,Adachi, Chihaya
, p. 2175 - 2181 (2015)
We have developed thermally activated delayed fluorescence (TADF) emitters containing 5,10-dihydrophenazine as an electron donor and various electron-acceptor units. The TADF emitters exhibit wide ranges of emission colors from green to orange, singlet-triplet energy gaps ΔEST of ~0-0.19 eV, and delayed fluorescence lifetimes τd of 0.1-50 μs. An organic light-emitting diode containing one of the TADF emitters exhibits a maximum external quantum efficiency (EQE) of 12%, which is higher than those obtained with conventional fluorescent emitters. Time-resolved photoluminescence measurements of the compounds in a host matrix reveal that TADF makes a large contribution to the EQE of the devices. Our findings provide guidelines for modulating ΔEST and τd of TADF emitters.
Bio-inspired Molecular Redesign of a Multi-redox Catholyte for High-Energy Non-aqueous Organic Redox Flow Batteries
Kwon, Giyun,Lee, Kyunam,Lee, Myeong Hwan,Lee, Byungju,Lee, Sechan,Jung, Sung-Kyun,Ku, Kyojin,Kim, Jihyeon,Park, Soo Young,Kwon, Ji Eon,Kang, Kisuk
, p. 2642 - 2656 (2019)
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Concerted Multiproton-Multielectron Transfer for the Reduction of O2to H2O with a Polyoxovanadate Cluster
Brennessel, William W.,Fertig, Alex A.,Matson, Ellen M.,McKone, James R.
, p. 15756 - 15768 (2021/10/02)
The concerted transfer of protons and electrons enables the activation of small-molecule substrates by bypassing energetically costly intermediates. Here, we present the synthesis and characterization of several hydrogenated forms of an organofunctionalized vanadium oxide assembly, [V6O13(TRIOLNO2)2]2-, and their ability to facilitate the concerted transfer of protons and electrons to O2. Electrochemical analysis reveals that the fully reduced cluster is capable of mediating 2e-/2H+ transfer reactions from surface hydroxide ligands, with an average bond dissociation free energy (BDFE) of 61.6 kcal/mol. Complementary stoichiometric experiments with hydrogen-atom-accepting reagents of established bond strengths confirm that the electrochemically established BDFE predicts the 2H+/2e- transfer reactivity of the assembly. Finally, the reactivity of the reduced polyoxovanadate toward O2 reduction is summarized; our results indicate a stepwise reduction of the substrate, proceeding through H2O2 en route to the formation of H2O. Kinetic isotope effect experiments confirm the participation of hydrogen transfer in the rate-determining step of both the reduction of O2 and H2O2. This work constitutes the first example of hydrogen atom transfer for small-molecule activation with reduced polyoxometalates, where both electron and proton originate from the cluster.