Synthesis and Properties of Novel Low-Band-Gap Thienopyrazine-Based Poly(heteroarylenevinylene)s
Synthesis and Properties of Novel Low-Band-Gap Thienopyrazine-Based Poly(heteroarylenevinylene)s
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DOI：
10.1021/ma061231e
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发表时间：
2006-10
期刊：
影响因子：
5.5
通讯作者：
M. Shahid;R. S. Ashraf;†. A. Elisabeth Klemm;S. Sensfuss
中科院分区：
文献类型：
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作者：
M. Shahid;R. S. Ashraf;†. A. Elisabeth Klemm;S. Sensfuss
用霍纳缩聚法合成了含硫并[3，4-b]吡嗪基的杂芳亚乙烯S(P-1−P-6)和克诺文格尔缩聚法合成了氰基并[3，4-b]吡嗪基聚芳香亚胺(P-7−P-9)。用核磁共振、红外光谱、紫外光谱、凝胶渗透色谱和元素分析对共聚物进行了表征。得到了高相对分子质量(Mw可达279000g/mol)、耐热、易溶、成膜的材料。聚合物的吸收光谱在∼384~650 nm的紫外和可见光范围内有两个吸收峰，在聚合物太阳能电池中有很好的应用前景。聚合物在溶液和固体中的吸收和发射表明，聚合物在固体中形成了π堆积结构，薄膜中的聚合物分子是有序的。聚合物P-1、−、P-9的光学带隙为∼1.56−2.08 eV。循环伏安结果表明，聚合物(P-1、P-2、P-3、P-5和P-6)的p掺杂/脱掺杂和n掺杂/脱掺杂过程是可逆的。同性恋和..。
Thieno[3,4-b]pyrazine-based poly(heteroarylenevinylene)s (PHAVs) (P-1−P-6) by Horner polycondensation and cyano-PHAVs (P-7−P-9) by Knoevenagel polycondensation have been synthesized in quantitative yields. The copolymers are characterized by NMR, IR, UV, GPC, and elemental analysis. High molecular weight (Mw up to 279 000 g/mol), thermostable, soluble, and film-forming materials were obtained. The absorption spectra of the polymers show two peaks located in the UV and visible region from ∼384 to 650 nm and are promising for the application in polymer solar cells. The absorption and emission in solution and in solid state of the polymers revealed that the polymers generate a π-stacked structure in the solid state, and the polymer molecules in the film were ordered. Thin films of the polymers P-1−P-9 exhibit an optical band gap of ∼1.56−2.08 eV. Cyclic voltammograms display that the p-doping/dedoping and n-doping/dedoping processes of the polymers (P-1, P-2, P-3, P-5, and P-6) are reversible. The HOMO and ...