Poly(naphthalene diimide-alt-bithiophene) Prepared by Direct (Hetero)arylation Polymerization for Efficient All-Polymer Solar Cells

A high molecular weight alternating naphthalene diimide–bithiophene copolymer (poly­{[N,N′-bis­(2-octyldodecyl)-naphthalene-1,4,5,8-bis­(dicarboximide)-2,6-diyl]-alt-5,5′-(2,2′-bithiophene)} (PNDIOD-T2)) has been prepared by direct (hetero)­arylation polymerization (DHAP). Its structure and properti...

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Veröffentlicht in:Chemistry of materials 2018-08, Vol.30 (15), p.5353-5361
Hauptverfasser: Robitaille, Amélie, Jenekhe, Samson A, Leclerc, Mario
Format: Artikel
Sprache:eng
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Zusammenfassung:A high molecular weight alternating naphthalene diimide–bithiophene copolymer (poly­{[N,N′-bis­(2-octyldodecyl)-naphthalene-1,4,5,8-bis­(dicarboximide)-2,6-diyl]-alt-5,5′-(2,2′-bithiophene)} (PNDIOD-T2)) has been prepared by direct (hetero)­arylation polymerization (DHAP). Its structure and properties were investigated in comparison with the Stille-prepared commercial analog, N2200. It was found that the new DHAP-derived PNDIOD-T2 and known N2200 have similar optical absorption spectra and HOMO/LUMO energy levels but slightly different 1H NMR spectra. Inverted all-polymer solar cells using PNDIOD-T2 as the acceptor and PCE12 or PCE10 as the donor polymer showed slightly superior performances compared to similar N2200 devices. All-polymer solar cells with 7.3% efficiency could be achieved with PNDIOD-T2 blends without the use of a processing additive. These results demonstrate that low-cost and eco-friendly DHAP-based n-type semiconducting polymers are promising for developing high performance all-polymer solar cells.
ISSN:0897-4756
1520-5002
DOI:10.1021/acs.chemmater.8b02160