Search results for "Triphenylamine"
showing 10 items of 29 documents
Aza-macrocyclic triphenylamine ligands for G-quadruplex recognition
2018
A new series of triphenylamine-based ligands with one (TPA1PY), two (TPA2PY) or three pendant aza-macrocycle(s) (TPA3PY) has been synthesised and studied by means of pH-metric titrations, UV/Vis spectroscopy and fluorescence experiments. The affinity of these ligands for G-quadruplex (G4) DNA and the selectivity they show for G4s over duplex DNA were investigated by Forster resonance energy transfer (FRET) melting assays, fluorimetric titrations and circular dichroism spectroscopy. Interestingly, the interactions of the bi- and especially the tri-branched ligands with G4s lead to a very intense redshifted fluorescence emission band that may be associated with intermolecular aggregation betw…
Development of Polyamine‐Substituted Triphenylamine Ligands with High Affinity and Selectivity for G‐Quadruplex DNA
2019
Currently, significant efforts are devoted to designing small molecules able to bind selectively to guanine quadruplexes (G4s). These noncanonical DNA structures are implicated in various important biological processes and have been identified as potential targets for drug development. Previously, a series of triphenylamine (TPA)-based compounds, including macrocyclic polyamines, that displayed high affinity towards G4 DNA were reported. Following this initial work, herein a series of second-generation compounds, in which the central TPA has been functionalised with flexible and adaptive linear polyamines, are presented with the aim of maximising the selectivity towards G4 DNA. The acid-bas…
Liquid Crystalline Orientation of Semiconducting Nanorods in a Semiconducting Matrix
2008
This paper describes the synthesis of narrowly distributed block copolymers consisting of a hole conducting triarylamine block and an anchor block via RAFT polymerization. The anchor block is thereby introduced via a reactive ester approach. Block copolymers with dopamine anchor groups bind to oxidic semiconductors like TiO 2 , SnO 2 , and ZnO. Thus, it becomes possible to cover inorganic electron conducting (acceptor) nanomaterials with a corona of an organic hole conducting (donor) polymer like poly(triphenylamine), giving new hybrid materials. The poly(triphenylamine) grafted to inorganic nanorods allows the preparation of stable nanorod dispersions in appropriate solvents. At higher con…
Comparison of Hybrid Blends for Solar Cell Application
2010
In blended hybrid systems distinct micro- or nanostructured materials can be formed by phase separation. Network structures of particles or rods in a polymer matrix can be developed via self-assembly. We use this blending approach to compare active materials for application in solar cell devices. Blends were fabricated from either poly(hexylthiophene) P3HT or poly(triphenylamine) PTPA mixed with nanocrystalline TiO 2 rods. In this manner, we compare two different hole conducting polymers in their performance in photovoltaic devices, while experimental conditions are kept identical. We find that the choice of solvent and photovoltaic characterization conducted in inert atmosphere is of impor…
Phenothiazine-based dyes for efficient dye-sensitized solar cells
2016
As an emerging photovoltaic technology, dye-sensitized solar cells (DSSCs) have attracted a great deal of academic and industrial interest due to their reasonably high power conversion efficiency, low material cost and facile fabrication process. Metal-free organic dyes, as one of the key components of DSSCs, play a pivotal role in light harvesting and electron injection. Among the various species of organic dyes, easily tunable 10H-phenothiazine-based dyes hold a large proportion. The electron-rich nitrogen and sulfur atoms render 10H-phenothiazine a stronger donor character than other amines, even better than triphenylamine, tetrahydroquinoline, carbazole and iminodibenzyl. On the other h…
Template-assisted fabrication of free-standing nanorod arrays of a hole-conducting cross-linked triphenylamine derivative: toward ordered bulk-hetero…
2009
Free-standing nanorod arrays of a thermally cross-linked semiconducting triphenylamine were fabricated on conductive ITO/glass substrates via an anodic aluminum oxide (AAO) template-assisted approach. By using a solution wetting method combined with a subsequent thermal imprinting step to fill the nanoporous structure of the template with a cross-linkable triphenylamine derivative, a polymeric replication of the AAO was obtained after thermal curing and selective removal of the template. To obtain well-aligned and free-standing nanorod arrays, aggregation and collapse of the nanorods were prevented by optimizing their aspect ratio and applying a freeze-drying technique to remove the aqueous…
Electrochemically Induced Reversible and Irreversible Coupling of Triarylamines
2011
The electrochemical coupling and dimerization behavior of the low molecular compounds triphenylamine (TPA) and 9-phenylcarbazole (PHC) in comparison to tri-p-tolylamine (p-TTA) with para-blocked methyl groups has been investigated in detail. In contrast to the unsubstituted radical cations of TPA and PHC, the radical cations of p-TTA are stable in the radical cation state and do not undergo any further coupling reactions. However, we found that the dicationic state of p-TTA does undergo two different competitive reaction pathways: (1) an irreversible intramolecular coupling reaction which leads to phenylcarbazole moieties and (2) a reversible intermolecular dimerization leading to charged σ…
Metal-free organic dyes with di(1-benzothieno)[3,2-b:2′,3′-d]pyrrole as an auxiliary donor for efficient dye-sensitized solar cells: Effect of the mo…
2019
Abstract A series of novel di(1-benzothieno)[3,2-b:2′,3′-d]pyrrole (DBTP)-based organic dyes (WL5-10) with D-D-π-A or D-D-A-π-A configurations are designed and the relationship between the properties and molecular configurations of these organic dyes are studied systematically. WL5,7–8 with D-D-π-A configuration incorporating triphenylamine or phenothiazine as donor and DBTP as auxiliary donor and WL9-10 with D-D-A-π-A configuration incorporating benzothiadiazole as an auxiliary acceptor are synthesized to study the effect of the molecular engineering on the photovoltaic performance. WL5,7–8 exhibit similar absorption spectra and high molar extinction coefficient. Especially, the dye WL5 wi…
Dithienopyrrolobenzothiadiazole-based organic dyes for efficient dye-sensitized solar cells
2014
Four novel D–π–A metal-free organic dyes DTP1–4 containing a dithienopyrrolobenzothiadiazole (DTPBT) unit were synthesized and applied in dye-sensitized solar cells, where DTPBT was employed as a π-spacer for the first time. The photophysical, electrochemical and photovoltaic properties of the dyes were systematically investigated. The dyes DTP1–4 showed broad absorption spectra and high molar extinction coefficient, resulting in high light harvesting efficiency. In addition, the impacts of donors and the thiophene unit as an additional π-spacer were also studied. The results showed that the dye DTP4 with triphenylamine as the donor exhibited better photovoltaic performance than DTP1–3 with…
Anti-recombination organic dyes containing dendritic triphenylamine moieties for high open-circuit voltage of DSSCs
2013
Abstract Three novel sensitizers with dendritic triphenylamine moieties were synthesized and used for dye-sensitized solar cells (DSSCs). Their absorption spectra, electrochemical and photovoltaic properties were extensively investigated. All three DSSCs exhibit high open-circuit voltage over 0.8 V. The photovoltaic results indicate that the dendritic triphenylamine units improve the open-circuit voltage, which is attributed to the retardation of charge recombination, demonstrating that non-planar and larger molecules exert better blocking function. Under standard global AM 1.5 solar conditions, the best performance of the DSSCs exhibits a short-circuit current density of 10.35 mA cm−2, an …