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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)...
Abstract
Abstract

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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a)Address all correspondence to these authors. e-mail: lchen@anl.gov
b)e-mail: lupingyu@uchicago.edu
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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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