222554-28-1Relevant articles and documents
Benzo[1,2-d:4,5-d′]bisthiazole fluorophores for luminescent solar concentrators: synthesis, optical properties and effect of the polymer matrix on the device performances
Papucci, Costanza,Dessì, Alessio,Coppola, Carmen,Sinicropi, Adalgisa,Santi, Greta,Di Donato, Mariangela,Taddei, Maria,Foggi, Paolo,Zani, Lorenzo,Reginato, Gianna,Pucci, Andrea,Calamante, Massimo,Mordini, Alessandro
, (2021)
Three new fluorophores (BBT2-4) with a D-A-D structure, characterised by the common benzo[1,2-d:4,5-d′]bisthiazole (BBT) as acceptor core (A) and different donor groups (D), were designed and synthesised for use in thin-film luminescent solar concentrators (LSC). The optical and spectroscopic properties of the new dyes were analysed both in solution (toluene) and in polymeric films, using static and time-resolved techniques. All the prepared molecules showed intense emissions between 460 and 550 nm with large Stokes shift (>50 nm), moderate-to-good fluorescence quantum yields (Φf) both in toluene solution (18–73%) and in poly(methyl methacrylate) (PMMA) films (10–52%) and good optical efficiencies (5.8–7.5%) as LSC. Transient absorption spectroscopy (TAS) studies highlighted that higher Φf were related to long excited-state lifetimes and that such properties were critically dependent on the polarity of the surrounding environment. Notably, homogeneous BBT4 dispersions into the less polar poly(benzyl methacrylate) (PBzMA) and poly(cyclohexyl methacrylate) (PCMA) polymeric matrices showed higher Φf (52.6% and 65.6%, respectively) than those gathered from PMMA films. Accordingly, BBT4/PCMA films revealed significant optical efficiency of 9.0% as LSC, which was comparable to that provided by the state-of-art fluorophore Lumogen Red 305 (10.1%).
Approaching the Integer-Charge Transfer Regime in Molecularly Doped Oligothiophenes by Efficient Decarboxylative Cross-Coupling
Forgione, Pat,Hase, Hannes,Liu, Jiang Tian,Salzmann, Ingo,Taylor, Sarah
supporting information, p. 7146 - 7153 (2020/03/23)
A library of symmetrical linear oligothiophene was prepared employing decarboxylative cross-coupling reaction as the key transformation. Thiophene potassium carboxylate salts were used as cross-coupling partners without the need of co-catalyst, base, or additives. This method demonstrates complete chemoselectivity and is a comprehensive greener approach compared to the existing methods. The modularity of this approach is demonstrated with the preparation of discreet oligothiophenes with up to 10 thiophene repeat units. Symmetrical oligothiophenes are prototypical organic semiconductors where their molecular electrical doping as a function of the chain length can be assessed spectroscopically. An oligothiophene critical length for integer charge transfer was observed to be 10 thiophene units, highlighting the potential use of discrete oligothiophenes as doped conduction or injection layers in organic electronics applications.
The influence of alkyl side chains on molecular packing and solar cell performance of dithienopyrrole-based oligothiophenes
Schulz, Gisela L.,Kar, Prasenjit,Weidelener, Martin,Vogt, Astrid,Urdanpilleta, Marta,Lindén, Mika,Mena-Osteritz, Elena,Mishra, Amaresh,B?uerle, Peter
supporting information, p. 10514 - 10523 (2016/07/19)
The synthesis of a series of dithieno[3,2-b:2′,3′-d]pyrrole (DTP) containing A-D-A oligomers for use in solution-processed bulk heterojunction solar cells is presented. This series allows investigation of the effect of alkyl chains attached to the thiophene moieties or the nitrogen of the DTP unit on the thermal and physical properties of the oligomers. The photoactive layers were probed using absorption spectroscopy, grazing incident X-ray diffraction, and atomic force microscopy. From these experiments, it was found that the hexyl chains attached to the thiophene units are instrumental in obtaining good packing and high fill factors in the solar cell devices. For the fabrication of solar cells, both PEDOT:PSS and V2O5 were investigated as hole transport layers and PDMS was employed as a solvent additive. High open-circuit voltages of up to 1.1 V, moderate short-circuit current densities, and high fill factors of up to 0.63 were obtained yielding power conversion efficiencies as high as 5.3%.