title: Novel indolin-2-one-substituted methanofullerenes bearing long n-alkyl chains: synthesis and application in bulk-heterojunction solar cells.
abstract: An easy, high-yield and atom-economic procedure of a C60 fullerene modification using a reaction of fullerene C60 with N-alkylisatins in the presence of tris(diethylamino)phosphine to form novel long-chain alkylindolinone-substituted methanofullerenes (AIMs) is described. Optical absorption, electrochemical properties and solubility of AIMs were studied. Poly(3-hexylthiophene-2,5-diyl) (P3HT)/AIMs solar cells were fabricated and the effect of the AIM alkyl chain length and the P3HT:AIM ratio on the solar cell performance was studied. The power conversion efficiencies of about 2% were measured in the P3HT/AIM devices with 1:0.4 P3HT:AIM weight ratio for the AIMs with hexadecyl and dodecyl substituents. From the optical and AFM data, we suggested that the AIMs, in contrast to [6,6]-phenyl-C61-butyric acid methyl ester (PCBM), do not disturb the P3HT crystalline domains. Moreover, the more soluble AIMs do not show a better miscibility with the P3HT crystalline phase.
authors.affiliation: A.E. Arbuzov Institute of Organic and Physical Chemistry Kazan Research Center of the Russian Academy of Sciences, Kazan 420088, Russian Federation.
authors.forename: Irina P
authors.initials: IP
authors.lastname: Romanova
authors.affiliation: A.E. Arbuzov Institute of Organic and Physical Chemistry Kazan Research Center of the Russian Academy of Sciences, Kazan 420088, Russian Federation.
authors.forename: Andrei V
authors.initials: AV
authors.lastname: Bogdanov
authors.affiliation: Faculty of Physics and International Laser Center, M.V. Lomonosov Moscow State University, Moscow 119991, Russian Federation ; Faculty of Bioengineering and Bioinformatics, M.V. Lomonosov Moscow State University, Moscow 119991, Russian Federation.
authors.forename: Inessa A
authors.initials: IA
authors.lastname: Izdelieva
authors.affiliation: Faculty of Physics and International Laser Center, M.V. Lomonosov Moscow State University, Moscow 119991, Russian Federation.
authors.forename: Vasily A
authors.initials: VA
authors.lastname: Trukhanov
authors.affiliation: A.E. Arbuzov Institute of Organic and Physical Chemistry Kazan Research Center of the Russian Academy of Sciences, Kazan 420088, Russian Federation.
authors.forename: Gulnara R
authors.initials: GR
authors.lastname: Shaikhutdinova
authors.affiliation: A.E. Arbuzov Institute of Organic and Physical Chemistry Kazan Research Center of the Russian Academy of Sciences, Kazan 420088, Russian Federation.
authors.forename: Dmitry G
authors.initials: DG
authors.lastname: Yakhvarov
authors.affiliation: A.E. Arbuzov Institute of Organic and Physical Chemistry Kazan Research Center of the Russian Academy of Sciences, Kazan 420088, Russian Federation.
authors.forename: Shamil K
authors.initials: SK
authors.lastname: Latypov
authors.affiliation: A.E. Arbuzov Institute of Organic and Physical Chemistry Kazan Research Center of the Russian Academy of Sciences, Kazan 420088, Russian Federation.
authors.forename: Vladimir F
authors.initials: VF
authors.lastname: Mironov
authors.affiliation: Faculty of Physics and International Laser Center, M.V. Lomonosov Moscow State University, Moscow 119991, Russian Federation.
authors.forename: Vladimir A
authors.initials: VA
authors.lastname: Dyakov
authors.affiliation: Faculty of Physics and International Laser Center, M.V. Lomonosov Moscow State University, Moscow 119991, Russian Federation.
authors.forename: Ilya V
authors.initials: IV
authors.lastname: Golovnin
authors.affiliation: Faculty of Physics and International Laser Center, M.V. Lomonosov Moscow State University, Moscow 119991, Russian Federation.
authors.forename: Dmitry Yu
authors.initials: DY
authors.lastname: Paraschuk
authors.affiliation: A.E. Arbuzov Institute of Organic and Physical Chemistry Kazan Research Center of the Russian Academy of Sciences, Kazan 420088, Russian Federation.
authors.forename: Oleg G
authors.initials: OG
authors.lastname: Sinyashin
keywords: bulk heterojunction; fullerenes; isatin; phosphorus; photovoltaics