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27 August 2008 A low energy gap and fully regioregular poly(3-Dodecyl-2,5-thienylenevinylene) for photovoltaics
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Abstract
We report the development of a fully regioregular Poly(3-Dodecyl-2,5-thienylenevinylene) (HT-HT PDDTV) using the Horner-Emmons reaction, and studies using proton and carbon NMR spectroscopy, UV-vis absorption spectroscopy, fluorescence spectroscopy, cyclovoltametry, thermal analysis (DSC & TGA) and XRD. The HT-HT PDDTV developed has practically no solubility in boiling hexane, in sharp contrast to the literature PDDTV prepared from the Stille coupling reaction, which is mostly soluble in hexanes (an indication of high content of structural defects). The optical energy gaps are 1.80 eV in chloroform solution and 1.65 eV in film. The HOMO/LUMO of the film were -5.03 eV and -3.63eV, respectively. The electrochemical energy gap in the film is 1.4 eV. XRD study shows that a decent crystalline structure was formed without any annealing of the as-cast films. The lamellar sheets (formed from π. π. stacking) preferentially are oriented in parallel to the substrate surface with an interlayer spacing of 17.6 angstrom.
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Cheng Zhang, Taina Matos, Shahin Maaref, Eric Annih, Sam-Shajing Sun, Jian Zhang, and Xiaomei Jiang "A low energy gap and fully regioregular poly(3-Dodecyl-2,5-thienylenevinylene) for photovoltaics", Proc. SPIE 7052, Organic Photovoltaics IX, 70520Y (27 August 2008); https://doi.org/10.1117/12.795450
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