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Faculty for Biology, Chemistry, and Earth Sciences

Macromolecular Chemistry I:

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Lohwasser, R.H.; Thelakkat, M.: Synthesis and Characterization of Monocarboxylated Poly(3-hexylthiophene)s via Quantitative End Group Functionalization, Macromolecules, 43(18), 7611–-7616 (2010) -- DOI: 10.1021/ma1013258
Abstract:
We report the quantitative conversion of bromine end groups in regioregular poly(3-hexylthiophene)s (P3HTs) and the characterization of the resulting monocarboxylated P3HTs (P3HT-COOHs) carrying one carboxylic acid group at their chain ends. The monocarboxylation for three different chain lengths is carried out, and the resulting P3HT-COOHs are characterized with size exclusion chromatography, matrix-assisted laser desorption ionization spectroscopy with time-of-flight detection mass spectroscopy, and UV−vis spectroscopy. The thermal properties and crystallinity in bulk and thin films were studied in a comparison between P3HT and P3HT-COOHs. Differential scanning calorimetry and wide-angle X-ray scattering support the increasing crystallinity for the higher molecular weight samples. Preliminary OFET measurements show a good charge carrier mobility in the range of 10−3 cm2/(V s) for P3HT-COOHs with molecular weights of 5000 and 10800 g/mol.
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