197807-87-7Relevant academic research and scientific papers
Effect of chain extension on the electrochemical and electronic properties of π-conjugated soluble thienylenevinylene oligomers
Elandaloussi, El Hadj,Frère, Pierre,Richomme, Pascal,Orduna,Garin,Roncali, Jean
, p. 10774 - 10784 (2007/10/03)
Thienylenevinylene oligomers (nTVs) containing up to 10 thiophene rings and bearing solubilizing hexyl groups at the α-position of the end thiophene rings or octyl or dibutyl chains at the 3-position or the 3- and 4-positions of the thiophene rings have been synthesized by a combination of formylation reaction, Wittig-Horner olefination, and McMurry dimerization. Owing to the good solubility imparted by alkyl chains, the electrochemical behavior of nTVs has been analyzed for the first time. Chain extension leads to;a negative shift of the peak potentials corresponding to the formation of the cation radical and dication and to a decrease of their difference. For the octamers the dication is formed directly through a two-electron transfer while the system can be reversibly charged up to the tetracationic state. Electronic absorption spectra show the expected bathochromic shift of λ(max) and decrease of the HOMOLUMO gap with extension of the conjugation length. Thus, solution-cast films of octamers exhibit band-gap values electrochemical and optical data to infinite chain length suggests that the oxidation potential and:intrinsic band gap of a defect-free PTV could be significantly smaller than the present experimental values.
Soluble thienylenevinylene oligomers end-capped with 1,3-dithiole-2-ylidene groups
Elandaloussi, El Hadj,Frere, Pierre,Roncali, Jean
, p. 6121 - 6124 (2007/10/03)
The synthesis of thienylenevinylene oligomers end-capped with 1,3-dithiole-2-ylidene is described. CV analysis shows that these compounds can be oxidized up to their tetracationic state within a narrow potential window.
