139100-06-4Relevant articles and documents
Benzo[1,2-b:4,5-b']dithiophene-based copolymers applied in bottom-contact field-effect transistors
Leenen, Mark A.M.,Cucinotta, Fabio,Pisula, Wojciech,Steiger, Jürgen,Anselmann, Ralf,Thiem, Heiko,De Cola, Luisa
, p. 3099 - 3107 (2010)
Three copolymers of benzo[1,2-b:4,5-b']dithiophene and 3,3'-bis(alkyl)-5,5'-bithiophene (dodecyl, tetradecyl and hexadecyl side chains) have been synthesized through Stille copolymerization. The polymers have number-average molecular weights over 20 kg/mol, are well-packed in the bulk and thin film, and possess an ionization potential of -5.1 eV in thin film, which offers stability versus oxidation in environmental conditions. The thin film packing of the polymer with dodecyl side chains leads to an excimeric emission upon excitation, which is not observed for longer side chain lengths. The presence of the dimers responsible for this excimer formation results in a device performance improvement as well. Field-effect transistors fabricated from these copolymers have On/Off ratios >107, equal saturation and linear hole mobilities above 10-2 cm2/Vs, almost no hysteresis and turn-on voltages around 0 V in bottom-contact devices.
Air-stable, solution-processable n-channel and ambipolar semiconductors for thin-film transistors based on the indenofluorenebis(dicyanovinylene) core
Usta, Hakan,Facchetti, Antonio,Marks, Tobin J.
, p. 8580 - 8581 (2008)
We present here the synthesis, characterization, and field-effect performance of a novel n-channel semiconducting molecule TIFDMT and of the corresponding thiophene-based copolymer P-IFDMT4 based on the indenofluorenebis(dicyanovinylene) core. TIFDMT-based field-effect transistors fabricated by spin-coating exhibit high electron mobilities of 0.10-0.16 cm2/V s in air, low turn-on voltages (～0 to +5 V), and high on/off ratios of 107-108. These devices also exhibit excellent air stability over a prolonged time of storage in ambient conditions. P-IFDMT4-based devices exhibit the first example of an air-stable ambipolar polymer processable from solution. Copyright
Thiophene-benzothiadiazole based donor–acceptor–donor (D-A-D) bolaamphiphiles, self-assembly and photophysical properties
Chang, Qing,Cheng, Xiaohong,Ding, Wei,Ma, Tao,Zhang, Lin
, (2021/11/03)
Bolaamphiphilies with D-A-D type π-conjugated rigid cores composed by thiophenes as donors (D) and benzothiadiazole (BTD) as central acceptor (A) have been synthesised. Their self-assemblies and photophysical properties were investigated by polarising optical microscope, differential scanning calorimetry, X-ray diffraction and scanning electron microscopy. Such compounds can self-assemble into honeycomb cylinder mesophases with Colhex?/p6mm and Colsqu/p4mm lattices in their pure states as well as organogels with different morphologies in organic solvents. Their absorption spectra cover nearly the entire visible light range and their band gaps are relatively low. Tetrathiophene BTD based bolaamphilphiles (BT4/n) with higher D/A ratios than the bisthiophene BTD bolaamphilphiles (BT2/n) can self-assemble into more ordered nanostructures in both bulk states and solution. Both the absorption and emission peaks of BT4/n are strongly red shifted. The influence of the molecular conformation, the conjugated core length, as well as the D/A ratio on the self-assemble and photophysical characteristics of such D-A-D bolaamphiphiles are discussed.
Intermolecular Arrangement of Fullerene Acceptors Proximal to Semiconducting Polymers in Mixed Bulk Heterojunctions
Wang, Chao,Nakano, Kyohei,Lee, Hsiao Fang,Chen, Yujiao,Hong, You-Lee,Nishiyama, Yusuke,Tajima, Keisuke
supporting information, p. 7034 - 7039 (2018/06/15)
Precise control of the molecular arrangements at the interface between the electron donor and acceptor in mixed bulk heterojunctions (BHJs) remains challenging, despite the correlation between structural characteristics and efficiency in organic photovoltaics (OPVs). This study reveals that the substitution patterns of linear and branched alkyl side chains on electron-donating/-accepting alternating copolymers can control the positions of an acceptor molecule (C60) around the π-conjugated main chains in mixed BHJs. Two-dimensional solid-state NMR demonstrates a marked difference in the location of C60 in the blend films. A copolymer with an electron-accepting unit positioned in close proximity to C60 demonstrated higher OPV performance in combination with various fullerene derivatives. This molecular design offers precise control over the interfacial molecular structure, thereby paving the way for overcoming the current limitations of OPVs comprising mixed BHJs.
Synthesis of donor-acceptor copolymer using benzoselenadiazole as acceptor for OTFT
Shaik, Baji,Han, Jin-Hee,Song, Dong Jin,Kang, Hun-Min,Kim, Ye Beyeol,Park, Chan Eon,Lee, Sang-Gyeong
, p. 4070 - 4076 (2016/01/20)
Donor-acceptor-based poly(E)-4-(3,4′-didodecyl-5′-(2-(3-dodecylthiophen-2-yl)vinyl)-2,2′-bithiophen-5-yl)-7-(4-dodecylthiophen-2-yl)benzo[c][1,2,5]selenadiazole (11) has been synthesized by a Stille coupling reaction. This polymer has a low energy band gap between the HOMO and LUMO energy levels of 1.75 eV. The polymer exhibited good thermal stability. An OTFT prepared using this polymer displayed high hole mobility of 0.097 cm2 V-1 s-1 at 200°C, a high on/off ratio of 7.8 × 104, and a low threshold voltage of 11.2 V. When compared with as-cast films, annealed films exhibited higher mobility, which was attributed to an increase in crystallinity with an increase in the annealing temperature.
