Synthesis, Properties, and Solar Cell Performance of Poly(4‐(p‐alkoxystyryl)thiazole)s
Synthesis, Properties, and Solar Cell Performance of Poly(4‐(p‐alkoxystyryl)thiazole)s
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DOI：
10.1002/macp.201700496
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发表时间：
2018-03
影响因子：
2.5
通讯作者：
Jakob Jäger;Sandra Schraff;F. Pammer
中科院分区：
文献类型：
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作者：
Jakob Jäger;Sandra Schraff;F. Pammer
通过根岸偶联缩聚反应制备了一系列具有不同增溶性对烷氧基（OR，R =正辛基，正十二烷基，2-乙基己基，2-己基癸基）的共轭苯乙烯基侧链的聚噻唑（PvTzs）。获得数均分子量高达 Mn= 8.5 kDa（多分散性 (PDI) = 1.3，聚合度 (DPn) ≈ 20）的可溶性材料，根据与参考聚合物的比较估算，PvTz 的头尾含量约为 77%。这些聚合物表现出与其聚噻吩类似物相似的光学吸收特性，而它们的电化学表征显示其前沿轨道能级显着稳定。荧光测量表明，在富电子烷氧基苯乙烯基侧链的激发下，电荷转移到更缺电子的聚噻唑主链上。这一发现得到了低聚物模型系统的密度泛函理论 (DFT) 计算的证实，该系统也一致地再现了聚合物观察到的光学特性。这些材料在有机电子领域的应用潜力可以通过它们在有机光伏电池中用作供体材料来证明，与 P3HT 或类似的聚噻吩基电池 (VOC= 0.5–0.6 V) 相比，有机光伏电池表现出更高的开路电压 (VOC，高达 0.86 V)。
A series of polythiazoles (PvTzs) featuring conjugated styryl sidechains equipped with different solubilizingp‐alkoxy‐groups (OR, R =n‐octyl,n‐dodecyl, 2‐ethylhexyl, 2‐hexyldecyl) is prepared by Negishi‐coupling polycondensation. Soluble material with number‐average molecular weights of up toMn= 8.5 kDa (polydispersity (PDI) = 1.3, degree of polymerization (DPn) ≈ 20) is obtained, with a head‐to‐tail content of the PvTzs of ≈77%, as estimated from comparison with reference polymers. The polymers exhibit optical absorption properties similar to their polythiophene analogues, while their electrochemical characterization shows a significant stabilization of their frontier orbital levels. Fluorescence measurements indicate that upon excitation of the electron rich alkoxystyryl side‐chains charge transfer onto the more electron deficient polythiazole backbone occurs. This finding is corroborated by density functional theory (DFT) calculations on oligomeric model systems, which also consistently reproduce the optical properties observed for the polymers. The potentialities of these materials for applications in organic electronics can be demonstrated by their use as donor materials in organic photovoltaic cells, which exhibit higher open circuit voltages (VOC, up to 0.86 V) than P3HT‐ or analogous polythiophene‐based cells (VOC= 0.5–0.6 V).