Low-bandgap oligothiophene-naphthalimide oligomeric semiconductors for thermoelectric applications
Artikel i vetenskaplig tidskrift, 2025
State-of-the-art p-type organic conjugated polymers are mostly thiophene-based semiconductors. Still, novel chemical design and a fresh perspective on different polymer backbones could pave the way for new high-performing materials and a deep understanding of donor-acceptor conjugated assemblies. Herein we designed and synthesized two novel electroactive oligomeric materials based on a donor terthiophene unit endowed with a strong electron-withdrawing naphthalimide unit. This molecular assembly has been polymerized using a palladium cross-coupling reaction with two different linkers, 1,1,1,2,2,2-hexabutyldistannane and (4,8-bis((2-ethylhexyl)oxy)benzo[1,2-b:4,5-b′]dithiophene-2,6-diyl)bis(trimethylstannane), to obtain the target polymers NIP3T-poly and NIP3T-BDT-poly, respectively. Both polymers exhibited an extended absorption up to 1000 nm and higher hole field-effect mobilities of up to 1.8 × 10−3 cm2 V−1 s−1, in comparison to the molecular assembly NIP3T, and precisely tuned energy levels that make them compatible with common p-type dopants like 2,3,5,6-tetrafluoro-7,7,8,8-tetracyanoquinodimethane (F4TCNQ). After optimizing the doping level, we obtained a thermoelectric figure of merit up to zT = 0.02 for NIP3T-BDT-poly, comparable with benchmark F4TCNQ-vapor doped polythiophenes.
Författare
Matías J. Alonso-Navarro
Universidad Rey Juan Carlos
Universidad Complutense de Madrid
Osnat Zapata-Arteaga
Consejo Superior de Investigaciones Científicas (CSIC)
Sergi Riera-Galindo
Consejo Superior de Investigaciones Científicas (CSIC)
Jiali Guo
Consejo Superior de Investigaciones Científicas (CSIC)
None Aleksandr-Peredeventsv
Consejo Superior de Investigaciones Científicas (CSIC)
Edgar Gutiérrez-Fernández
Universidad del Pais Vasco / Euskal Herriko Unibertsitatea
Juan Sebastián Reparaz
Consejo Superior de Investigaciones Científicas (CSIC)
Mar Ramos
Universidad Rey Juan Carlos
Christian Müller
Chalmers, Kemi och kemiteknik, Tillämpad kemi
Jaime Martín
Universidad del Pais Vasco / Euskal Herriko Unibertsitatea
Marta Mas-Torrent
Consejo Superior de Investigaciones Científicas (CSIC)
José L. Segura
Universidad Complutense de Madrid
M. Campoy-Quiles
Consejo Superior de Investigaciones Científicas (CSIC)
Journal of Materials Chemistry C
20507526 (ISSN) 20507534 (eISSN)
Vol. 13 13 6922-6932Ämneskategorier (SSIF 2025)
Materialkemi
Polymerkemi
Den kondenserade materiens fysik
DOI
10.1039/d4tc05383d