An intramolecular hydrogen bonded azine has been investigated as a building block for π-conjugated polymers. X-ray single crystal diffraction revealed that the azine had a centrosymmetric structure with an E,E configuration of two CN double bonds, and an s-trans conformation in the solid state. The intramolecular hydrogen bonding enabled a rigid coplanar structure, enhanced π-electron delocalization and promoted intermolecular stacking. Two conjugated polymers P1 and P2 based on the new building block were synthesized by Stille cross-coupling reactions. P1 was used as a donor in organic solar cells and the devices showed significant improvement in power conversion efficiency compared to other polyazine based solar cell devices. The semiconducting properties of P2 were evaluated in organic field-effect transistor devices.

中文翻译：

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氢键吖嗪作为 π 共轭聚合物的构建单元及其半导体特性

分子内氢键吖嗪已被研究作为 π-共轭聚合物的构建单元。 X射线单晶衍射表明，吖嗪具有中心对称结构，具有两个CN双键的E，E构型，固态时具有s-反式构象。分子内氢键形成刚性共面结构，增强π电子离域并促进分子间堆积。通过Stille交叉偶联反应合成了两种基于新结构单元的共轭聚合物P1和P2 。 P1被用作有机太阳能电池的供体，与其他基于聚嗪的太阳能电池器件相比，该器件在功率转换效率方面表现出显着提高。P2的半导体特性在有机场效应晶体管器件中进行了评估。