Synthesis and Characterization of Monocarboxylated Poly(3-hexylthiophene)s via Quantitative End Group Functionalization

Titelangaben

Lohwasser, Ruth H. ; Thelakkat, Mukundan:
Synthesis and Characterization of Monocarboxylated Poly(3-hexylthiophene)s via Quantitative End Group Functionalization.
In: Macromolecules. Bd. 43 (2010) Heft 18 . - S. 7611-7616.
ISSN 1520-5835
DOI: https://doi.org/10.1021/ma1013258

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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.