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Pyrrolidino[2,1–a]phthalazino[60]fullerenes: A New Family of Fullerene Derivatives for Photovoltaic Applications
Author(s) -
Mumyatov Alexander V.,
Chernyak Alexander V.,
Elnaggar Mohamed M.,
Kuznetsov Petr M.,
Shestakov Alexander F.,
Troshin Pavel A.
Publication year - 2021
Publication title -
physica status solidi (rrl) – rapid research letters
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.786
H-Index - 68
eISSN - 1862-6270
pISSN - 1862-6254
DOI - 10.1002/pssr.202100181
Subject(s) - fullerene , materials science , organic solar cell , moiety , combinatorial chemistry , fullerene chemistry , photovoltaic system , nanotechnology , chemistry , organic chemistry , polymer , ecology , biology
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 C 60 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.