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N → B Ladder Polymers Prepared by Postfunctionalization: Tuning of Electron Affinity and Evaluation as Acceptors in All-Polymer Solar Cells
Macromolecules ( IF 5.1 ) Pub Date : 2019-01-24 00:00:00 , DOI: 10.1021/acs.macromol.8b02595 Markus Grandl 1 , Jonas Schepper 2 , Sudeshna Maity 3 , Andreas Peukert 3 , Elizabeth von Hauff 3 , Frank Pammer 2
Macromolecules ( IF 5.1 ) Pub Date : 2019-01-24 00:00:00 , DOI: 10.1021/acs.macromol.8b02595 Markus Grandl 1 , Jonas Schepper 2 , Sudeshna Maity 3 , Andreas Peukert 3 , Elizabeth von Hauff 3 , Frank Pammer 2
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A poly(biphenylene–pyrazinylene) (PPz, Egopt = 3.10 eV) and a head-to-tail regioregular polypyridine (rr-P4Py, Egopt = 3.25 eV) equipped with 1-alkenyl side chains have been prepared and postfunctionalized by hydroboration with different hydroboranes (9H-BBN, (C6F5)2B-H (BPF-H), Cl2B-H) to give the corresponding ladder polymers featuring intramolecular coordinative N → B bonds. Characterization of the optical and electrochemical properties of the postfunctionalized polymers shows that the borylation strongly increases their electron affinity and lowers the optical gaps. Electron affinities between −3.75 eV (PPzBBN, Egopt = 2.16 eV) and −4.35 eV (PPzBPF, Egopt = 2.07 eV) can be reached for hydroborated PPz, while rr-P4Py-derivatives reach LUMO levels of −3.45 eV (P4PyBBN, Egopt = 2.88 eV), −3.85 eV (P4PyBPF, Egopt = 2.95 eV), and −4.15 eV (P4PyBCl2, Egopt = 2.95 eV). The potential of this class of compounds as electron acceptors is demonstrated by the investigation of the semiconducting properties of PPzBBN and PPzBPF, which showed ambipolar charge transport with hole and electron mobilities in order of 2 × 10–5 cm2 V–1 s–1. The polymers were tested as acceptors in all-polymer solar cells, which yielded functioning devices, with open-circuit voltages that directly reflect the electron affinity of the employed acceptor.
中文翻译：
通过后功能化制备的N→B梯形聚合物：电子亲和力的调整和在全聚合物太阳能电池中作为受体的评估
制备了带有1-烯基侧链的聚（联苯并吡嗪基）（PPz，E g opt = 3.10 eV）和头尾区域规则的聚吡啶（rr -P4Py，E g opt = 3.25 eV），并进行了后官能化通过用不同的氢硼烷（9 H -BBN，（C 6 F 5）2 B-H（BPF-H），Cl 2BH），得到具有分子内配位N→B键的相应梯形聚合物。后官能化聚合物的光学和电化学性质的表征表明，硼酸酯化极大地增加了它们的电子亲和力并减小了光学间隙。对于硼氢化的PPz，电子亲和力可达到−3.75 eV（PPzBBN，E g opt = 2.16 eV）和−4.35 eV（PPzBPF，E g opt = 2.07 eV）之间，而rr -P4Py衍生物的LUMO水平达到−3.45 eV （P4PyBBN，E g opt = 2.88 eV），-3.85 eV（P4PyBPF，E g opt = 2.95 eV）和−4.15 eV（P4PyBCl 2，E g opt = 2.95 eV）。对PPzBBN和PPzBPF的半导体性质的研究证明了这类化合物作为电子受体的潜力，该性质显示了具有空穴和电子迁移率的双极电荷传输，其迁移率为2×10 –5 cm 2 V –1 s –1。在全聚合物太阳能电池中测试了这些聚合物作为受体的作用，它产生了功能正常的器件，其开路电压直接反映了所采用受体的电子亲和力。
更新日期：2019-01-24
中文翻译：
通过后功能化制备的N→B梯形聚合物：电子亲和力的调整和在全聚合物太阳能电池中作为受体的评估
制备了带有1-烯基侧链的聚（联苯并吡嗪基）（PPz，E g opt = 3.10 eV）和头尾区域规则的聚吡啶（rr -P4Py，E g opt = 3.25 eV），并进行了后官能化通过用不同的氢硼烷（9 H -BBN，（C 6 F 5）2 B-H（BPF-H），Cl 2BH），得到具有分子内配位N→B键的相应梯形聚合物。后官能化聚合物的光学和电化学性质的表征表明，硼酸酯化极大地增加了它们的电子亲和力并减小了光学间隙。对于硼氢化的PPz，电子亲和力可达到−3.75 eV（PPzBBN，E g opt = 2.16 eV）和−4.35 eV（PPzBPF，E g opt = 2.07 eV）之间，而rr -P4Py衍生物的LUMO水平达到−3.45 eV （P4PyBBN，E g opt = 2.88 eV），-3.85 eV（P4PyBPF，E g opt = 2.95 eV）和−4.15 eV（P4PyBCl 2，E g opt = 2.95 eV）。对PPzBBN和PPzBPF的半导体性质的研究证明了这类化合物作为电子受体的潜力，该性质显示了具有空穴和电子迁移率的双极电荷传输，其迁移率为2×10 –5 cm 2 V –1 s –1。在全聚合物太阳能电池中测试了这些聚合物作为受体的作用，它产生了功能正常的器件，其开路电压直接反映了所采用受体的电子亲和力。
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