Abstract
π-Conjugated oligomeric and polymeric semiconductors have been the focus of intense research over the past few decades as alternatives to inorganic semiconductors for lowcost electronic applications such as organic thinfilm transistors (OTFTs), light-emitting diodes (OLEDs), and photovoltaics (OPVs). These materials enable vapor- or solution-phase fabrication of large-area, lightweight electronic devices and are compatible with plastic substrates for mechanically flexible, conformable, and wearable electronics. In this research, we aim at modification of the H/Br end groups of poly (3-hexylthiophene) to CHO/Br end groups via Vilsmeier-haack reaction using POCl3 and DMF as the catalytic system in toluene medium. The end groups of the obtained polymer were determined via FT-IR spectroscopy and were further confirmed by Maldi-ToF. The result showed that completion of the Vilsmeierhaack reaction was obtained after 24 h at 75 °C.
Highlights
Polythiophenes have become the subject of extensive study
MALDI mass spectra were recorded using a Waters QToF Premier mass spectrometer equipped with a nitrogen laser, operating at 337 nm with a maximum output of 500 mW delivered to the sample in 4 ns pulses at 20 Hz repeating rate
A formyl-de-hydrogenation of the as-obtained α-bromo P3HT (Br-P3HT-H) protic end-group was successfully performed by Vilsmeier reaction
Summary
Polythiophenes have become the subject of extensive study These materials are viewed as potentially useful components in field-effect transistors, optical and electronic sensors, lightemitting devices, non-linear optical materials, etc [1,4]. These polymers exhibit an intrinsic insolubility which makes purification, as well as chemical modification and processability, difficult. Recent research on P3AT has focused on the HT regioregularity These HT regiospecific polymers have improved electroconductivity, optical nonlinearity and magnetic properties over regiorandom polymers in which more sterically hindered HH linkages can cause defects in the conjugated polymer chains and reduce the desired physical properties of the materials. The end-groups of P3HT were characterized via FTIR and Maldi-Tof spectroscopies
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