Synthesis and characterization of cyclic P3HT as a donor polymer for organic solar cells
2019
Fukushima, Tatsuya | Ishibashi, Hirotaka | Suemasa, Daichi | Nakamura, Ryosuke | Yomogida, Masanobu | Isono, Takuya | Satoh, Toshifumi | Kaji, Hironori
In this study, cyclic poly(3‐hexylthiophene‐2,5‐diyl) (c‐P3HT) with a controlled Mₙ was synthesized by the intramolecular cyclization of α‐bromo‐ω‐ethynyl‐functionalized P3HT via the Sonogashira coupling reaction. The effect of the cyclic structure, which does not have terminal groups of polymers, on the photoelectric conversion characteristics was investigated in comparison to linear P3HT (l‐P3HT). c‐P3HT was successfully synthesized with Mₙ ≈ 17,000, dispersity ≈ 1.2, and regioregularity ≈ 99%. The hole mobility was determined to be 5.1 × 10⁻⁴ cm² V⁻¹ s⁻¹ by time‐of‐flight (TOF) experiment. This was comparable to that of l‐P3HT of 5.6 × 10⁻⁴ cm² V⁻¹ s⁻¹. Organic solar cell systems were fabricated with each polymer by blending them with [6,6]‐phenyl‐C₇₁‐butyric acid methyl ester (PC₇₁BM). The l‐P3HT:PC₇₁BM system showed a dispersive TOF photocurrent profile for electron transport, whereas a nondispersive profile was observed for c‐P3HT:PC₇₁BM. In addition, an amount of collected electrons in c‐P3HT:PC₇₁BM was greater than that in l‐P3HT:PC₇₁BM for TOF experiments. The photoelectric conversion characteristics were improved by using c‐P3HT rather than l‐P3HT (power conversion efficiency [PCE] = 4.05% vs 3.23%), reflecting the nondispersive transport and the improvement of electron collection. PCEs will be much improved by applying this cyclic concept to highly‐efficient OSC polymers. © 2019 Wiley Periodicals, Inc. J. Polym. Sci., Part B: Polym. Phys. 2019, 57, 266–271
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