Persistent n-doped conjugated polymers were achieved by doping the electron accepting PDNDIV and PFNDIV polymers with ionic (TBACN) or neutral (TDAE) dopants. The great electron affinities, as indicated by the low LUMO levels of PDNDIV (−4.09 eV) and PFNDIV (−4.27 eV), facilitated the chemical reduction from either TBACN or TDAE. The low-lying LUMOs of the neutral polymers PDNDIV and PFNDIV were achieved by incorporation of vinylene spacers between the electron poor NDI units to increase the conjugation length without the use of an electron donor, and this was lowered further by an electron-withdrawing fluorinated N-substituent on the NDI moiety. The polymer radical anions were found to persist for several days under ambient conditions by EPR spectroscopy. A distinguishing and noteworthy feature of these polymers is that they can be consecutively reduced by up to four electrons in acetonitrile. Conductivity measurements demonstrate the prospective impact of PDNDIV and PFNDIV for organic electronics.

中文翻译：

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基于萘二亚胺和亚乙烯基间隔物的持久自由基阴离子聚合物†

通过用离子 (TBACN) 或中性 (TDAE) 掺杂剂掺杂电子接受PDNDIV和PFNDIV聚合物来实现持久的 n 掺杂共轭聚合物。PDNDIV (-4.09 eV) 和PFNDIV (-4.27 eV)的低 LUMO 水平表明，高电子亲和力促进了 TBACN 或 TDAE 的化学还原。中性聚合物PDNDIV和PFNDIV的低位 LUMO是通过在缺电子 NDI 单元之间加入亚乙烯基间隔物来实现的，以在不使用电子供体的情况下增加共轭长度，而这通过吸电子氟化N进一步降低-NDI部分上的取代基。通过 EPR 光谱发现聚合物自由基阴离子在环境条件下持续数天。这些聚合物的一个显着和值得注意的特征是它们可以在乙腈中被多达四个电子连续还原。电导率测量表明PDNDIV和PFNDIV对有机电子产品的预期影响。