100308-69-8Relevant articles and documents
Thermally cross-linkable hyperbranched polymers containing triphenylamine moieties: Synthesis, curing and application in light-emitting diodes
Yu, Juin-Meng,Chen, Yun
, p. 4484 - 4492 (2010)
This paper demonstrates synthesis of hyperbranched polymers (HTP and HTPOCH3), containing triphenylamine moieties in main chain and thermally cross-linkable periphery or terminal vinyl groups, and application as hole-transporting layer (HTL) in
Dendron engineering in self-host blue iridium dendrimers towards low-voltage-driving and power-efficient nondoped electrophosphorescent devices
Wang, Yang,Wang, Shumeng,Ding, Junqiao,Wang, Lixiang,Jing, Xiabin,Wang, Fosong
, p. 180 - 183 (2017)
Dendron engineering in self-host blue Ir dendrimers is reported to develop power-efficient nondoped electrophosphorescent devices for the first time, which can be operated at low voltage close to the theoretical limit (Eg/e: corresponding to the optical bandgap divided by the electron charge). With increasing dendron's HOMO energy levels from B-POCz to B-CzCz and B-CzTA, effective hole injection is favored to promote exciton formation, resulting in a significant reduction of driving voltage and improvement of power efficiency. Consequently, the nondoped device of B-CzTA achieves extremely low driving voltages of 2.7/3.4/4.4 V and record high power efficiencies of 30.3/24.4/16.3 lm W?1 at 1, 100 and 1000 cd m?2, respectively. We believe that this work will pave the way to the design of novel power-efficient self-host blue phosphorescent dendrimers used for energy-saving displays and solid-state lightings.
Redox- And protonation-induced fluorescence switch in a new triphenylamine with six stable active or non-active forms
Quinton, Cassandre,Alain-Rizzo, Valrie,Dumas-Verdes, Ccile,Miomandre, Fabien,Clavier, Gilles,Audebert, Pierre
, p. 2230 - 2240 (2015)
The synthesis, photophysical and electrochemical properties as well as theoretical calculation studies of a newly designed triphenylamine derivative are described. This original compound displays one neutral form, three oxidized forms, and two protonated
Dopant-Free Hole-Transporting Polymers for Efficient and Stable Perovskite Solar Cells
Valero, Silvia,Collavini, Silvia,V?lker, Sebastian F.,Saliba, Michael,Tress, Wolfgang R.,Zakeeruddin, Shaik M.,Gr?tzel, Michael,Delgado, Juan Luis
, p. 2243 - 2254 (2019/03/19)
A series of novel polymers (P1-P6) derived from the combination of different units (including thiophene, triarylamine, and spirobifluorene) were successfully synthesized, completely characterized, and used as hole-transporting materials (HTMs) for perovskite solar cells (PSCs). Solar cells with some of these materials as HTMs showed very good performances of almost 13% (12.75% for P4 and 12.38% for P6) even without additives, and devices based on these new HTMs show relatively improved stability against temperature compared to those based on PTAA. The presence of dopant additives has been linked to long-term degradation, which is the main barrier to the large-scale commercialization of this innovative type of solar cell. Obtaining efficient PSCs without using dopants could represent a further step toward improvement of long-term stability and thus their introduction into the market.
Organic small molecule hole injection/transport material and preparation method and application thereof
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Paragraph 0065; 0069-0071; 0109; 0113-0115, (2019/11/14)
The invention belongs to the technical field of organic small molecule hole injection/transport materials, and discloses an organic small molecule hole injection/transport material and a preparation method and application thereof. A structural formula of the organic small molecule hole injecting/transporting material is as shown in the specification, wherein Ar1, Ar2 and Ar3 are independently unsubstituted benzene ring, fused ring or spiro ring aromatic hydrocarbons, or independently benzene ring, fused ring or spiro ring aromatic hydrocarbons substituted by an alkyl group, an alkoxy group oran alkylthio group with a carbon atom number of 1-6 respectively, and a carbon atom number of the benzene ring, fused ring or spiro ring aromatic hydrocarbons is 6-40. A plurality of non-planar structure arylamine units are adopted, and methoxy end groups are introduced, so that the material has high thermal stability, high glass transition temperature, high HOMO energy level, high hole mobility and good solubility, and has important application prospects in optoelectronic devices.
Feasible energy level tuning in polymer solar cells based on broad band-gap polytriphenylamine derivatives
Zhang, Bin,Chen, Guiting,Xu, Jin,Hu, Liwen,Yang, Wei
, p. 402 - 412 (2016/01/12)
A series of versatile broad band-gap alternating copolymers (P1, P2, P3 and P4) based on triphenylamine (TPA) and benzofurazan derivatives, differing in the substituted groups [-OC8H17, -C8H17, -CF3, -(CF3)2] in their triphenylamine units, were designed and synthesized by Suzuki polycondensation. The relationships between the substituted groups in TPA and the highest occupied molecular orbital (HOMO) energy levels, as well as the open circuit voltages (Vocs), were investigated in detail. The HOMO levels of these four polymers decreased sequentially when the substituted groups shifted from electron-donating groups [-OC8H17, -C8H17] to electron-withdrawing groups [-CF3, -(CF3)2], which led to the successive increase in Vocs of the polymer solar cells (PSCs) based on these polymers. Through the characterization of photovoltaic performance, the highest Voc, which reached up to 1.00 V, was achieved by the polymer with bis(trifluoromenthyl) substituted group (P4), which is one of the highest Voc values based on polytriphenylamine derived polymers for PSCs. Among these polymers, the one with octyl side chain (P2) showed the best photovoltaic performance with the highest short circuit current density (Jsc) and fill factor (FF), giving a Jsc of 4.84 mA cm-2, FF of 50%, Voc of 0.80 V and power conversion efficiency (PCE) of 2.22%.
C-N cross-coupling reaction catalysed by reusable CuCr2O4 nanoparticles under ligand-free conditions: A highly efficient synthesis of triarylamines
Safaei-Ghomi, Javad,Akbarzadeh, Zeinab,Khojastehbakht-Koopaei, Bahareh
, p. 28879 - 28884 (2015/04/14)
A convenient, efficient and ligand-free method for the C-N coupling reaction of anilines and aryl iodides was performed using CuCr2O4 nanoparticles. Copper chromite nanocatalyst improved the rate and facility of the synthesis of triarylamines. The heterogeneous catalyst was fully characterized by scanning electron microscopy, IR and X-ray diffraction techniques. Recyclability, excellent yields of products and short reaction times are the important advantages of this ligand-free procedure by using the CuCr2O4 nanoparticles. This journal is
Synthesis, electrochemical, and optical properties of low band gap homo- and copolymers based on squaraine dyes
Voelker, Sebastian F.,Dellermann, Theresa,Ceymann, Harald,Holzapfel, Marco,Lambert, Christoph
, p. 890 - 911 (2014/03/21)
A broad series of monomeric and polymeric squaraines was synthesized to investigate the impact of electron-donating bridges, such as unsaturated triarylamine, carbazole, and saturated piperazine groups, on the spectroscopic and redox properties. These bridges were attached to both standard trans-indolenine squaraines and dicyanomethylene-substituted cis-indolenine squaraines. The conjugates were investigated by absorption, steady-state, and time-resolved fluorescence spectroscopy and cyclic voltammetry. While addition of the donors resulted in significant redshift of the absorption of the model compounds, hardly any further shift or broadening was observed for the copolymers. Also the redox properties remained nearly unchanged compared with the model dyes. In contrast, immense broadening and redshift was observed for homopolymers. This behavior is explained by mostly excitonic coupling of localized squaraine transitions. The increasing distance of the chromophores determined by the bridges led to a decrease of the exciton coupling energy. We also performed semiempirical CNDO/S2 calculations on AM1 optimized structures.
A convenient and efficient synthesis of triarylamine derivatives using CuI nanoparticles
Safaei-Ghomi, Javad,Akbarzadeh, Zeinab,Ziarati, Abolfazl
, p. 16385 - 16390 (2014/05/06)
We report a simple and efficient method for the synthesis of triarylamine derivatives using copper iodide nanoparticles, 1,10-phenanthroline and potassium hydroxide. Copper iodide nanoparticles enhanced the rate and ease of reaction and exhibited a high influence in the efficient synthesis of various amine derivatives. The nanoparticles also increased the yields of products and decreased the reaction times in all cases. The heterogeneous mediator was fully characterized by scanning electron microscopy and X-ray diffraction techniques.
Design of new tetrazine-triphenylamine bichromophores - Fluorescent switching by chemical oxidation
Quinton, Cassandre,Alain-Rizzo, Valerie,Dumas-Verdes, Cecile,Clavier, Gilles,Miomandre, Fabien,Audebert, Pierre
, p. 1394 - 1403 (2012/04/17)
Original new fluorescent and electroactive compounds have been prepared, which feature two different fluorescent groups linked through an oxygen atom spacer. We describe here the synthesis, photophysical and electrochemical properties and their interplay, and our theoretical calculations. These molecules are composed of two fluorophores, an electron-rich triphenylamine unit and an electron-poor tetrazine unit. Although the bichromophores are not fluorescent in the neutral state due to a photoinduced electron transfer from the triphenylamine unit to the tetrazine unit, one can restore the fluorescence by oxydation of the triphenylamine moiety. Thus, a redox-fluorescent switch has been realized. Tetrazine-triphenylamine bichromophores linked by an oxygen atom were designed and synthesized. Their photophysical and electrochemical properties were investigated. These dyads are nonfluorescent compounds in their neutral state because of phoinduced electron transfer. However, tetrazine fluorescence was restored by chemical oxidation (cation radical formation). Copyright
