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Low band gap poly(1,4-arylene-2,5-thienylene)s with benzothiadiazole units: Synthesis, characterization and application in polymer solar cells |
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| Authors: | Alessandra OperamollaSilvia Colella Roberta MusioAnna Loiudice Omar Hassan OmarGiovanna Melcarne Marco Mazzeo Giuseppe Gigli Gianluca M Farinola Francesco Babudri |
| Affiliation: | a Dipartimento di Chimica, Università degli Studi Aldo Moro di Bari, Via Orabona 4, I-70126 Bari, Italy b Università del Salento, Dipartimento di Ingegneria dell''Innovazione, via per Monteroni, I-73100 Lecce, Italy c CNR Istituto di Nanoscienze, NNL-Nano, via Arnesano 16, I-73100 Lecce, Italy d CNR-ICCOM Istituto di Chimica dei Composti OrganoMetallici, via Orabona 4, I-70126 Bari, Italy |
| Abstract: | We describe the synthesis of two novel poly(1,4-arylene-2,5-thienylene)s P1 and P2 containing benzoc]2,1,3]thiadiazole monomeric units via Suzuki-Miyaura polymerization of a thiophene diboronic ester with aryl diiodides. The use of a catalyst complex consisting of Pd(OAc)2 in combination with the electron-rich biaryl phosphine S-Phos resulted in efficient polymerization reactions. The polymers synthesized, P1 and P2, were characterized by UV-vis spectroscopy and cyclic voltammetry. Theoretical calculations and electrochemical measurements on P1 suggested a favorable position of the molecular orbitals for employment in polymer solar cells in combination with PCBM. Devices containing P1:PCBM 1:2 in the active layer showed an efficiency of 1.2% by simple spin casting from chloroform. |
| Keywords: | Polymer solar cells Conjugated polymers Suzuki reaction Cross-coupling Polymerization Photovoltaics |
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