Premium
Tuning the Electron‐Acceptor Properties of [60]Fullerene by Tailored Functionalization for Application in Bulk Heterojunction Solar Cells
Author(s) -
Cristofani Michele,
Menna Enzo,
Seri Mirko,
Muccini Michele,
Prosa Mario,
Antonello Sabrina,
Mba Miriam,
Franco Lorenzo,
Maggini Michele
Publication year - 2016
Publication title -
asian journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.846
H-Index - 44
eISSN - 2193-5815
pISSN - 2193-5807
DOI - 10.1002/ajoc.201600084
Subject(s) - homo/lumo , fullerene , chemistry , acceptor , organic solar cell , cyclic voltammetry , electron acceptor , polymer solar cell , photochemistry , excited state , computational chemistry , chemical physics , polymer , organic chemistry , electrochemistry , molecule , atomic physics , physics , electrode , condensed matter physics
The synthesis of a series of fullerene derivatives designed to act as photoactive acceptor materials in polymer:fullerene photovoltaic blends has been reported. DFT calculations, which provide the LUMO energy values as a function of the fullerene substitution pattern, were employed in the design of these compounds. The functionalizations focused on the type of addition (1,2‐ or 1,4‐addition) and electronic properties of the addends. Cyclic voltammetry determined the LUMO energies to be in good agreement with the calculated values. The photovoltaic efficiencies of the solar cells, composed of poly(3‐hexylthiophene) (P3HT):fullerene blends, were measured. EPR spectroscopy was used to characterize the magnetic interactions and symmetry properties of radical anions and the excited triplet states of the derivatives. An explanation of the observed LUMO energy shifts based on the symmetry change in the frontier orbitals of the derivatives has been proposed.