Synthesis and characterization of new low band‐gap polymers containing electron‐accepting acenaphtho[1,2‐c]thiophene‐S,S‐dioxide groups

Publisher： John Wiley & Sons Inc

E-ISSN： 1099-0518|54|4|498-506

ISSN： 0887-624x

Source： Journal of Polymer Science Part A: Polymer Chemistry, Vol.54, Iss.4, 2016-02, pp. : 498-506

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Abstract

ABSTRACTTwo donor–acceptor conjugated polymers, PTSSO‐TT and PTSSO‐BDT, composed of acenaphtho[1,2‐c]thiophene‐S,S‐dioxide (TSSO) as a new electron acceptor and thienothiophene (TT) or benzo[1,2‐b:4,5‐b']dithiophene (BDT) as electron donors, were synthesized with Stille cross‐coupling reactions. The number‐averaged molecular weights (Mn) of PTSSO‐TT and PTSSO‐BDT were found to be 15100 and 26000 Da, with dispersity of 1.8 and 2.4, respectively. The band‐gap energies of PTSSO‐TT and PTSSO‐BDT are 1.56 and 1.59 eV, respectively. The HOMO levels of PTSSO‐TT and PTSSO‐BDT are −5.4 and −5.5 eV, respectively. These results indicate that the inclusion of TSSO accepting units into polymers is a very effective method for lowering their HOMO energy levels. The field‐effect mobilities of PTSSO‐TT and PTSSO‐BDT were determined to be 1.5 × 10−3 and 4.5 × 10−4 cm2 V−1 s−1, respectively. A polymer solar cell device prepared with PTSSO‐TT as the active layer was found to exhibit a power conversion efficiency (PCE) of 3.79% with an open circuit voltage of 0.71 V under AM 1.5 G (100 mW cm−2) conditions. © 2015 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2016, 54, 498–506