Abstract
A series of three thiophene-naphthalene-based asymmetric oligomers-5-decyl-2, 2′:5′,2″:5″,2′″- quaterthio-phene (DtT), 5-decyl-5″-(naphthalen-2-yl)-2, 2′:5′,2″-terthiophene (D3TN), and 5-(4-decylphenyl)-5′- (naphthalen-2-yl)-2, 2′-bithiophene (DP2TN)-was synthesized by Suzuki cross-coupling reactions. The long alkyl side chains improved both the solubility of the oligomers in solvents and their tendency to self-assemble. UV/Vis absorption measurements suggested that DtT, D3TN, and DP2TN form H-type aggregates with a face-to-face packing structure. In addition, the three oligomers were found to adopt vertically aligned crystalline structures in films deposited on substrates, as revealed by grazing-incidence wide-angle X-ray scattering. These oligomers were used as the active layers of p-type organic field-effect transistors, and the resulting devices showed field-effect mobilities of 3.3×10-3 cm2V-1s -1 for DtT, 1.6 × 10-2cm2V -1s-1 for D3TN, and 3.7 × 10-2cm 2V-1s-1 for DP2TN. The differences in transistor performances were attributed to the degree of π overlap and the morphological differences determined by the molecular structures.
Original language | English |
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Pages (from-to) | 14052-14060 |
Number of pages | 9 |
Journal | Chemistry - A European Journal |
Volume | 19 |
Issue number | 42 |
DOIs | |
State | Published - 11 Oct 2013 |
Keywords
- Aggregation
- Oligothio-phenes
- Semiconductors
- Thin films
- Transistors