Novel Thiophene–Phenylene–Thiophene
Fused Bislactam-Based Donor–Acceptor Type Conjugate Polymers:
Synthesis by Direct Arylation and Properties
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Abstract
Three new donor–acceptor copolymers
based on thiophene–phenylene–thiophene fused bislactam
and various donors (3,4-dodecylthiophene, 4,4′-didodecyl-2,2′-bithiophene,
and ethylenedioxythiophene) were synthesized, characterized, and used
in field-effect transistors. Polycondensation was performed using
nonactivated thiophene derivatives by employing palladium-catalyzed
direct arylation under phosphine-free conditions. This method is superior
to traditional cross-coupling polymerization because it requires fewer
synthetic operations and does not employ toxic organometallic intermediates.
Regioselective polymers can also be generated by using β-substituted
thiophene derivatives. The studied polymers were tested in a bottom
gate top contact thin film transistor (OTFT) architecture. The best
electronic performance was shown by polymer <b>P3</b>, with
enhanced π-conjugation due to the appearance of intramolecular
attractive interactions