We describe the synthesis of two novel poly(1,4-arylene-2,5-thienylene)s P1 and P2 containing benzo[c][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. (C) 2011 Elsevier B.V. All rights reserved.

Low band gap poly(1,4-arylene-2,5-thienylene)s with benzothiadiazole units: Synthesis, characterization and application in polymer solar cells

Mazzeo Marco;Gigli Giuseppe;
2011

Abstract

We describe the synthesis of two novel poly(1,4-arylene-2,5-thienylene)s P1 and P2 containing benzo[c][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. (C) 2011 Elsevier B.V. All rights reserved.
2011
Istituto di Chimica dei Composti OrganoMetallici - ICCOM -
Istituto Nanoscienze - NANO
Polymer solar cells
Conjugated polymers
Suzuki reaction
Cross-coupling
Polymerization
Photovoltaics
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/20.500.14243/159484
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