TY - JOUR
T1 - Ultrafast photoinduced charge separation resulting from self-assembly of a green perylene-based dye into π-stacked arrays
AU - Fuller, Michael J.
AU - Sinks, Louise E.
AU - Rybtchinski, Boris
AU - Giaimo, Jovan M.
AU - Li, Xiyou
AU - Wasielewski, Michael R
PY - 2005/2/17
Y1 - 2005/2/17
N2 - Condensation of 3,4,5-tris(n-dodecyloxy)aniline with the green chromophore 1,7-bis(N-pyrrolidinyl)perylene-3,4;9,10-tetracarboxylic dianhydride yields N,N′-bis(3,4,5-tris(n-dodecyloxy)phenyl)-1,7-bis(N-pyrrolidinyl) perylene-3,4;9,10-bis(dicarboximide), 5PDI-TAP, which absorbs light strongly from 550 to 750 nm. 5PDI-TAP dissolves readily in methylcyclohexane (MCH), resulting in self-assembly into H-aggregates. Small-angle X-ray scattering data obtained on 10 -4 M solutions of 5PDI-TAP in MCH show that the aggregates are π-stacked monodisperse pentamers. Femtosecond transient absorption spectroscopy on solutions of (5PDI-TAP) 5 in MCH shows evidence of charge separation occurring with τ ≤ 150 fs between adjacent stacked members of 5PDI-TAP within the pentamer followed by charge recombination with τ = 860 ps. Transmission electron microscopy of 5PDI-TAP films cast from solution show isolated bundles of columnar aggregates. (5PDI-TAP) n is a potentially useful material for organic photovoltaics because efficient photoinduced charge generation is an intrinsic property of the assembly.
AB - Condensation of 3,4,5-tris(n-dodecyloxy)aniline with the green chromophore 1,7-bis(N-pyrrolidinyl)perylene-3,4;9,10-tetracarboxylic dianhydride yields N,N′-bis(3,4,5-tris(n-dodecyloxy)phenyl)-1,7-bis(N-pyrrolidinyl) perylene-3,4;9,10-bis(dicarboximide), 5PDI-TAP, which absorbs light strongly from 550 to 750 nm. 5PDI-TAP dissolves readily in methylcyclohexane (MCH), resulting in self-assembly into H-aggregates. Small-angle X-ray scattering data obtained on 10 -4 M solutions of 5PDI-TAP in MCH show that the aggregates are π-stacked monodisperse pentamers. Femtosecond transient absorption spectroscopy on solutions of (5PDI-TAP) 5 in MCH shows evidence of charge separation occurring with τ ≤ 150 fs between adjacent stacked members of 5PDI-TAP within the pentamer followed by charge recombination with τ = 860 ps. Transmission electron microscopy of 5PDI-TAP films cast from solution show isolated bundles of columnar aggregates. (5PDI-TAP) n is a potentially useful material for organic photovoltaics because efficient photoinduced charge generation is an intrinsic property of the assembly.
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U2 - 10.1021/jp044796q
DO - 10.1021/jp044796q
M3 - Article
C2 - 16833403
AN - SCOPUS:14544280989
VL - 109
SP - 970
EP - 975
JO - Journal of Physical Chemistry A
JF - Journal of Physical Chemistry A
SN - 1089-5639
IS - 6
ER -