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Length-dependent self-assembly of oligothiophene derivatives in thin films

  • Brian S. Rolczynski (a1), Jodi M. Szarko (a2), Byeongdu Lee (a3), Joseph Strzalka (a3), Jianchang Guo (a4), Yongye Liang (a5), Luping Yu (a6) and Lin X. Chen (a7)...

Thin-film aggregation characteristics of a series of oligothiophenes with a central thieno[3,4-b]thiophene ester unit and 4 (M5), 8 (M9), and 16 (M17) regioregular hexylthiophene units were investigated. These oligomers exhibited length-dependent self-assembly characteristics upon spin coating. M9 formed long fibers, while M5 and M17 formed random domains. Grazing incidence x-ray diffraction was performed to understand the reason for this length dependence. The M5 had a dominant ester–ester interaction that disrupted long-range order. The M9 morphology was due to a balance of orthogonal backbone and ester effects, which imposed long-range order on the M9 aggregates. Meanwhile, the M17 ester chain had a smaller relative contribution to packing and functioned as a molecular defect, disrupting long-range order. As a result, though the local self-assembly between monomers was very similar for the molecules, backbone length dependent changes in intermolecular forces dominated long-range structure. The analysis of self-assembly characteristics in these materials provides guidance in the design of organic conjugated materials for use in semiconductor devices.

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20. A. Schenning and E. Meijer : Supramolecular electronics: Nanowires from self-assembled π-conjugated systems. Chem. Commun. 3245 (2005).

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Journal of Materials Research
  • ISSN: 0884-2914
  • EISSN: 2044-5326
  • URL: /core/journals/journal-of-materials-research
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