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Nowadays, numerous experimental and theoretical studies are devoted to the research field of polythiophenes and other electroconjugated polymers due to the huge potentialities of those conducting polymers. Synthetic procedures are now developed to reach the highest control over both polymerization and analytical methodologies allowing an in‐depth and straightforward characterization of the polymer samples without any required doubt. Mass spectrometry methodologies and in particular MALDI‐ToF measurements are definitively suitable to meet the characterization requirements. In the present study, trans‐2‐[3‐(4‐t‐butyl‐phenyl)‐2‐methyl‐2‐propenylidene]malononitrile (DCTB) was shown to afford better results than the reported terthiophene and dithranol matrices as far as sensitivity and signal‐to‐noise ratio are concerned. We tentatively proposed that the ionization of the P3HT molecules is performed …