Synthesis and photovoltaic properties of benzo[1,2-b:4,5-b ']dithiophene derivative-based polymers with deep HOMO levels

초록

Two benzo[1,2-b:4,5-b']dithiophene (BDT) derivatives with conjugated substituents, triisopropylsilylethynyl (TIPS) and 4-octylphenylethynyl groups, were synthesized as donor units (D) and copolymerized with two acceptor units (A), 4,7-bis(4-octylthiophen-2-yl)-2,1,3-benzothiadiazole (BT) and 4,4'-diundecyl-2,2'-bithiazole (BTZ), respectively, using Stille coupling reaction to afford four new copolymers, PTBDT-BT, PTBDT-BTZ, POPEBDT-BT, POPEBDT-BTZ. All polymers exhibited highest occupied molecular orbital (HOMO) energy levels that were deeper than -5.4 eV due to the conjugated substituents. Small band gaps were successfully achieved for PTBDT-BT (1.67 eV) and POPEBDT-BT (1.67 eV) and were attributable to the strong intramolecular charge transfer within the D-A alternating structure. The resultant photovoltaic performances showed high open-circuit voltages (V-oc) ranging from 0.73 V to 0.92 V, whereas the power conversion efficiencies (PCEs) depended strongly on the blend morphologies. The polymer solar cell based on the blend of PTBDT-BT and PC71BM gave the best photovoltaic performance among the series, with a high V-oc of 0.81 V and a PCE of 4.61%.

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