25069-74-3Relevant articles and documents
Synthesis and photophysical properties of triphenylamine-based dendrimers with 1,3,5-triphenylbenzene cores
Xia, Haijian,He, Jiating,Peng, Ping,Zhou, Yinhua,Li, Yaowen,Tian, Wenjing
, p. 5877 - 5881 (2007)
Two new conjugated dendrimers bearing a triphenylamine moiety as dendrons and 1,3,5-triphenylbenzene as a core have been synthesized through a convergent synthetic strategy. These conjugated dendrimers have high fluorescence quantum yields and exhibit similar absorption and emission behaviors in solutions and in solid films, which demonstrate that these dendrimers form good amorphous states.
A tetraphenylmethane based starburst triarylamine cluster: Spectroscopy, electrochemistry and morphological studies
Sengupta, Saumitra,Sadhukhan, Subir Kumar,Muhuri, Sanjukta
, p. 3521 - 3524 (2002)
While tetraphenylmethane and triphenylamine are crystalline molecules, a starburst hybrid of the two leads to a low band-gap molecular glass which retains the optical and electrochemical properties of the individual components.
Piezofluorochromism of triphenylamine-based triphenylacrylonitrile derivative with intramolecular charge transfer and aggregation-induced emission characteristics
Wang, Xin,Wang, Yunhan,Zhan, Yong,Yang, Peng,Zhang, Xiaojing,Xu, Yongnan
, p. 2057 - 2061 (2018)
New triphenylacrylonitrile derivative (DPPA) with triphenylamine moiety as electron donor group has been synthesized. Its emission wavelengths were strongly affected by solvent polarity, indicating intramolecular charge transfer (ICT) transitions. It was found that DPPA was almost non-emissive in tetrahydrofuran (THF), and the emission could be intensified obviously when a great amount of H2O was added, illustrating aggregation induced emission property. It is interesting that the pristine crystal of DPPA emitted green light, and the ground made its emitting color to change into orange, which could be recovered under fumed with dichloromethane (DCM) vapor. The piezofluorochromic behavior might be switched reversibly under the stimulus of external force because of crystalline-amorphous phase transformation, which could be confirmed from the results of PXRD patterns and DSC curves in different solid states. This work might open a new strategy to provide a broad perspective for the development of AIE PFC materials.
A triphenylamine-capped solution-processable wholly aromatic organic molecule with electrochemical stability and its potential application in photovoltaic devices
Wang, Zhiming,Song, Xiaohui,Ma, Lingling,Feng, Ying,Gu, Cheng,Zhang, Xiaojuan,Lu, Ping,Ma, Yuguang
, p. 2440 - 2447 (2013)
A triphenylamine-capped solution-processable wholly aromatic conjugated molecule, TPA-TVBP, was designed and synthesized. It exhibited a high thermodynamic stability and good film forming ability as expected, originating from the absence of alkyl and alkoxyl moieties. The triphenylamine cap provided a good solubility because of three-dimensional propeller structure and a donor moiety to construct the organic D-π-A molecule with the electron-deficient tribenzo[a,c,i]phenazine moiety as the acceptor. The special electrochemical stability was discussed through cyclic voltammetry and potential switching step measurements, and the photocurrent generation in photovoltaic device application was described further. Simple bulk heterojunction photovoltaic cells were fabricated using TPA-TVBP and PCBM, and the higher short circuit current and fill factor than the similar structures were achieved. Based on the mechanism of the photocurrent generation, the TPA-TVBP molecule would be a good model molecule to investigate the electrochemical properties of the triphenylamine-capped material in photovoltaic device application.
Photorefractive response of polymeric composites with pendant triphenylamine moiety
Tsutsumi, Naoto,Murao, Takehiro,Sakai, Wataru
, p. 7521 - 7523 (2005)
The photorefractive property of newly synthesized polymeric composite, poly(4-diphenylamino)styrene (PDAS), as a triphenylamine pendant moiety is analyzed. The photorefractive performance of PADS composites including a sensitizer, a nonlinear optical dye and a plasticizer was also investigated. Photorefractive organic composites have the high potential applications such as holographic optical devices for data storage and real-time image processing. Large symmetric two-beam coupling, which is caused by out-of-phase refractive index modulation with respect to illumination pattern, is a unique feature of photorefractive materials.
Synthesis and properties of twin derivatives of triphenylamine and carbazole
Simkus,Tomkeviciene,Volyniuk,Mimaite,Sini,Budreckiene,Grazulevicius
, p. 62 - 69 (2017)
Synthesis as well as thermal, optical, photophysical, and electrochemical properties of new carbazole and triphenylamine twin derivatives with high triplet energies are reported. The synthesized compounds exhibit ability of glass formation. Their glass transition temperatures are in the range of 32–37?°C. The triphenylamine and carbazole derivatives absorb electromagnetic irradiation in the range of 200–360?nm with the band gaps of 3.71 and 3.44?eV, respectively. DFT calculations show that HOMO and LUMO orbitals of compounds are localized separately on the substituents and central 4,4′-thiodibenzenthiol unit, respectively. The synthesized twin derivatives have triplet energies of 2.72 and 2.76?eV. The electron photoemission spectra of the films of the synthesized compounds reveal ionization potentials of 5.54 and 5.61?eV.
Synthesis, characterization, two-photon absorption, and optical limiting properties of triphenylamine-based dendrimers
Xu, Bin,Fang, Honghua,Chen, Feipeng,Lu, Hongguang,He, Jiating,Li, Yaowen,Chen, Qidai,Sun, Hongbo,Tian, Wenjing
, p. 2457 - 2464 (2009)
Three π-conjugated dendrimers (Ph-G0, Ph-G1 and Ph-G2) bearing triphenylamine moieties have been synthesized through a convergent synthetic strategy without any protection-deprotection chemistry. The linear photophysical properties, two-photon absorption (TPA), and optical limiting behavior of the dendrimers were investigated in solution at room temperature. Linear absorption and emission spectra revealed a bathochromic shift and decreased fluorescence quantum yields with increasing dendrimer generation. A strong cooperative effect in the TPA absorption of these dendrimers was observed. The TPA cross-sections increase gradually with the proportion of triphenylamine units and the maximum value of the TPA cross-section can reach 5690 GM for Ph-G2. These triphenylamine-based dendrimers exhibited efficient two-photon optical limiting under femtosecond excitation.
Ultra-fast co-sensitization and tri-sensitization of dye-sensitized solar cells with N719, SQ1 and triarylamine dyes
Holliman, Peter J.,Mohsen, Moneer,Connell, Arthur,Davies, Matthew L.,Al-Salihi, Kareem,Pitak, Mateusz B.,Tizzard, Graham J.,Coles, Simon J.,Harrington, Ross W.,Clegg, William,Serpa, Carlos,Fontes, Octavio H.,Charbonneau, Cecile,Carnie, Matthew J.
, p. 13318 - 13327 (2012)
This paper describes the synthesis of a new, yellow triphenylamine dye, 4-[2-(4-diphenylaminophenyl)vinyl]benzoic acid] (6), with a sorption maximum at 380 nm in solution for which EQE data show shifts to 420 nm on sorption to TiO2. The performance of this dye has been measured in dye-sensitized solar cell (DSC) devices, showing η = 2.6% for 1 cm2 devices. Light soaking of (6) shows excellent long-term stability with 2 photo-electrodes in 5 minutes using one or two dyes and the first example of ultra-fast tri-sensitization. The dyes tested include the ruthenium dye N719, the squaraine dye SQ1, the red triphenylamine dye 2-cyano-3-{4-[2-(4-diphenylaminophenyl) vinyl]phenyl}acrylic acid (5) and (6). DSC efficiencies of 7.5% have been achieved for 1 cm2 devices co-sensitized using (6) and N719. These efficiencies exceed those recorded for single dye devices and EQE measurements confirm efficient photon capture from two or more dyes in a single photo-electrode. Photo-acoustic calorimetry (PAC) has also been used to measure the energy of the charge separation states formed for (6) and N719, showing a larger value (1.47 eV) for (6) compared to N719 (1.08 eV), whilst a TiO 2 film co-sensitized with both (6) and N719 gave an intermediate value (1.28 eV). These data have been used to calculate dye HOMO, LUMO and λmax levels for (6) and N719 leading to important insights for future successful co-sensitization.
An octupolar near-IR dye with triphenylamine donors: Preparation and absorption properties
Sengupta, Saumitra
, p. 307 - 310 (2003)
A topologically new NIR dye based on a carbocation centered octupole and conjugated triphenylamine donors is described. The dye produced an absorption maximum at 954 nm and by virtue of its two degenerate NBMO-LUMO transitions, showed a large molar extinction coefficient (log ε 4.9).
Nanostructures of n-type organic semiconductor in a p-type matrix via self-assembly of block copolymers
Lindner, Stefan M.,Thelakkat, Mukundan
, p. 8832 - 8835 (2004)
The block copolymerization of 4-vinyltriphenylamine and a perylene bisimide acrylate was analyzed using a nitroxide-mediated living radical polymerization. The functionalized block copolymer consists of one block with a hole transport moiety and second block with an electron transport moiety with light absorption properties. It was observed that the polymers show phase separation with increasing amounts of dye that build up in nanostructures of perylene bisimide in a PvTPA matrix over a large area. The formation of n-type organic semiconductor in a polymer matrix opens up new concept in nanoscience and molecular electronics.
