In 2022,Feriancova, Lucia; Cigan, Marek; Kozisek, Jozef; Gmucova, Katarina; Nadazdy, Vojtech; Dubaj, Tibor; Sobota, Michal; Novota, Miroslav; Weis, Martin; Putala, Martin published an article in Journal of Materials Chemistry C: Materials for Optical and Electronic Devices. The title of the article was 《Dithienylnaphthalenes and quaterthiophenes substituted with electron-withdrawing groups as n-type organic semiconductors for organic field-effect transistors》.SDS of cas: 3141-27-3 The author mentioned the following in the article:
The authors report a successful design strategy for n-type semiconductor materials based on an analogy with efficient p-type semiconductors, by introducing electron-withdrawing groups while maintaining the symmetry of the mols. upon omitting one thiophene unit on each side of the oligoaryl core. Two series of dithienylnaphthalenes and quaterthiophenes substituted with various electron-withdrawing groups have been synthesized using Suzuki or Stille cross-coupling, and Knoevenagel condensation as key steps. The comparison of theor. and exptl. mol. properties related to the effect of electron-withdrawing groups is presented. Both the DFT-calculated and exptl. determined values of the energy gap between frontier orbitals have shown a decreasing trend in the order of perfluoroalkyl, acyl, perfluoroacyl, nitro, alkyldicyanovinyl and perfluoroalkyldicyanovinyl in both series. The x-ray anal. of five derivatives revealed almost planar geometry of the oligoaryl core with a herringbone or lamellar packing motif. The crystal structures of quaterthiophenes exhibited an s-cis conformation between the outer thiophenes in the crystals, in contrast to the theor. prediction. Carbonyl-based compounds showed n-type behavior as an active layer in OFET devices with an electron mobility of up to 0.57 cm2 V-1 s-1. The results came from multiple reactions, including the reaction of 2,5-Dibromothiophene(cas: 3141-27-3SDS of cas: 3141-27-3)
2,5-Dibromothiophene(cas: 3141-27-3) , is mainly used as pharmaceutical intermediate and synthesis intermediate. 2,5-Dibromothiophene may be used as starting reagent for the synthesis of α,α′-didecylquater-, -quinque- and -sexi-thiophenes.SDS of cas: 3141-27-3
Referemce:
Bromide – Wikipedia,
bromide – Wiktionary