Pyrrolidino[2,1–a]phthalazino[60]fullerenes: A New Family of Fullerene Derivatives for Photovoltaic Applications,Physica Status Solidi-Rapid Research Letters

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Pyrrolidino[2,1–a]phthalazino[60]fullerenes: A New Family of Fullerene Derivatives for Photovoltaic Applications
Physica Status Solidi-Rapid Research Letters ( IF 2.5 ) Pub Date : 2021-05-28 , DOI: 10.1002/pssr.202100181
Alexander Mumyatov ₁ , Alexander V. Chernyak ₁ , Mohamed Elnaggar _{1,

2,

3} , Petr Kuznetsov ₁ , Alexander F. Shestakov ₁ , Pavel A. Troshin ₁

Affiliation

A reaction of phthalaldehyde with tosylhydrazide and alcohols, used as solvents, is serendipitously discovered, resulting in the formation of the corresponding phthalazinium salts. The obtained salts represent convenient precursors for the generation of azomethine ylides and readily functionalize the fullerene C₆₀ upon treatment with a base to produce a new family of fullerene derivatives bearing pyrrolidino[2,1–a]phthalazine moiety on the fullerene cage. The revealed reaction provides a convenient synthetic route for the preparation of a broad variety of fullerene derivatives incorporating the substituents stemming from readily accessible alcohols. The obtained fullerene derivatives are investigated as electron-transport materials in p–i–n perovskite solar cells and delivered encouraging power conversion efficiencies of >14%. The ease of the preparation and tunability of optoelectronic properties of pyrrolidino[2,1–a]phthalazino[60]fullerenes make them highly promising materials for organic electronics and photovoltaics.

中文翻译：

吡咯烷并[2,1-a]酞嗪并[60]富勒烯：用于光伏应用的新系列富勒烯衍生物

苯二醛与甲苯磺酰肼和用作溶剂的醇的反应是偶然发现的，导致形成相应的酞嗪盐。所获得的盐代表了生成偶氮甲碱叶立德的方便前体，并且很容易使富勒烯 C ₆₀官能化用碱处理以产生在富勒烯笼上带有吡咯烷并[2,1-a]酞嗪部分的新富勒烯衍生物家族。所揭示的反应为制备各种富勒烯衍生物提供了一种方便的合成途径，这些富勒烯衍生物包含源自容易获得的醇的取代基。获得的富勒烯衍生物被研究作为 p-i-n 钙钛矿太阳能电池中的电子传输材料，并提供了令人鼓舞的>14% 的功率转换效率。吡咯烷并[2,1-a]酞嗪并[60]富勒烯的光电性质易于制备和可调，使其成为有机电子和光伏领域极具前景的材料。

更新日期：2021-05-28

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