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Bipolar charge transport in organic electron donor‐acceptor systems with stable organic radicals as electron‐withdrawing moieties
Author(s) -
Bobet Ares,
Cuadrado Alba,
Fajarí Lluís,
Sirés Ignasi,
Brillas Enric,
Almajano Maria Pilar,
Jankauskas Vygintas,
Velasco Dolores,
Juliá Luis
Publication year - 2019
Publication title -
journal of physical organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.325
H-Index - 66
eISSN - 1099-1395
pISSN - 0894-3230
DOI - 10.1002/poc.3974
Subject(s) - chemistry , moiety , ambipolar diffusion , photochemistry , homo/lumo , acceptor , electron donor , electron acceptor , carbazole , polar effect , adduct , electron , radical ion , radical , ion , stereochemistry , molecule , organic chemistry , physics , quantum mechanics , catalysis , condensed matter physics
Two very stable organic radical adducts 1 and 2 formed by an electron donor‐acceptor system with bipolar charge transport behavior have been investigated. Both present the same electron donor moiety, 3,6‐bis( N ‐carbazolyl)carbazole, and are distinguished by the paramagnetic electron‐withdrawing moiety, tris(2,3,5,6‐tetrachlorophenyl)methyl radical (DTM) in 1 and tris(2,4,6‐trichlorophenyl)methyl radical (TTM) in 2 . They exhibit low band gaps (difference between HOMO and LUMO orbitals), 1.54 and 1.81 eV for 1 and 2 , respectively, absorbing in the visible rang of the electromagnetic spectrum. Both radical adducts present suitable charge transport results with the DTM derivative 1 showing the best performance. Thus, 1 with higher structural congestion displays a well‐balanced ambipolar behavior and the highest hole and electron mobility values.