High efficiency organic photovoltaics incorporating a new family of soluble fullerene derivatives

Scott A. Backer; Kevin Sivula; David F. Kavulak; Jean M.J. Fréchet

doi:10.1021/cm070893v

High efficiency organic photovoltaics incorporating a new family of soluble fullerene derivatives

Scott A. Backer, Kevin Sivula, David F. Kavulak, Jean M.J. Fréchet

Research output: Contribution to journal › Article › peer-review

173 Scopus citations

Abstract

The synthesis of organic photovoltaics (OPV) such as dihydronapthyl bridged ester derivatives, including fullerenoid benzyl alcohol and a highly soluble fullerene benzoates, was investigated. Methyl ester, a moderately soluble fullerene derivative, was synthesized by the reaction of C₆₀- fullerene with an ortho-dimethinequinine formed by reaction of methyl-(3,4-dibromomethyl)-benzoate with potassium iodide. The benzyl alcohol was synthesized from the ester via reduction with diisobutyl-aluminum hydride. Esterification of methyl ester with benzyl alcohol with benzoyl chloride and subsequent purification synthesized a dihydronaphthyl fullerene benzyl alcohol benzoic acid ester. It was observed that polymer/fullerene mixing and the formation of interpenetrating bulk hetrojunction affected OPV performance of the material. Result shows that dihydronaphthyl fullerene benzyl alcohol is a soluble functional fullerene derivative, which can be used as a OPV for solar cells.

Original language	English (US)
Pages (from-to)	2927-2929
Number of pages	3
Journal	Chemistry of Materials
Volume	19
Issue number	12
DOIs	https://doi.org/10.1021/cm070893v
State	Published - Jun 12 2007
Externally published	Yes

ASJC Scopus subject areas

General Chemistry
General Chemical Engineering
Materials Chemistry

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10.1021/cm070893v

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title = "High efficiency organic photovoltaics incorporating a new family of soluble fullerene derivatives",

abstract = "The synthesis of organic photovoltaics (OPV) such as dihydronapthyl bridged ester derivatives, including fullerenoid benzyl alcohol and a highly soluble fullerene benzoates, was investigated. Methyl ester, a moderately soluble fullerene derivative, was synthesized by the reaction of C60- fullerene with an ortho-dimethinequinine formed by reaction of methyl-(3,4-dibromomethyl)-benzoate with potassium iodide. The benzyl alcohol was synthesized from the ester via reduction with diisobutyl-aluminum hydride. Esterification of methyl ester with benzyl alcohol with benzoyl chloride and subsequent purification synthesized a dihydronaphthyl fullerene benzyl alcohol benzoic acid ester. It was observed that polymer/fullerene mixing and the formation of interpenetrating bulk hetrojunction affected OPV performance of the material. Result shows that dihydronaphthyl fullerene benzyl alcohol is a soluble functional fullerene derivative, which can be used as a OPV for solar cells.",

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T1 - High efficiency organic photovoltaics incorporating a new family of soluble fullerene derivatives

AU - Backer, Scott A.

AU - Sivula, Kevin

AU - Kavulak, David F.

AU - Fréchet, Jean M.J.

PY - 2007/6/12

Y1 - 2007/6/12

N2 - The synthesis of organic photovoltaics (OPV) such as dihydronapthyl bridged ester derivatives, including fullerenoid benzyl alcohol and a highly soluble fullerene benzoates, was investigated. Methyl ester, a moderately soluble fullerene derivative, was synthesized by the reaction of C60- fullerene with an ortho-dimethinequinine formed by reaction of methyl-(3,4-dibromomethyl)-benzoate with potassium iodide. The benzyl alcohol was synthesized from the ester via reduction with diisobutyl-aluminum hydride. Esterification of methyl ester with benzyl alcohol with benzoyl chloride and subsequent purification synthesized a dihydronaphthyl fullerene benzyl alcohol benzoic acid ester. It was observed that polymer/fullerene mixing and the formation of interpenetrating bulk hetrojunction affected OPV performance of the material. Result shows that dihydronaphthyl fullerene benzyl alcohol is a soluble functional fullerene derivative, which can be used as a OPV for solar cells.

AB - The synthesis of organic photovoltaics (OPV) such as dihydronapthyl bridged ester derivatives, including fullerenoid benzyl alcohol and a highly soluble fullerene benzoates, was investigated. Methyl ester, a moderately soluble fullerene derivative, was synthesized by the reaction of C60- fullerene with an ortho-dimethinequinine formed by reaction of methyl-(3,4-dibromomethyl)-benzoate with potassium iodide. The benzyl alcohol was synthesized from the ester via reduction with diisobutyl-aluminum hydride. Esterification of methyl ester with benzyl alcohol with benzoyl chloride and subsequent purification synthesized a dihydronaphthyl fullerene benzyl alcohol benzoic acid ester. It was observed that polymer/fullerene mixing and the formation of interpenetrating bulk hetrojunction affected OPV performance of the material. Result shows that dihydronaphthyl fullerene benzyl alcohol is a soluble functional fullerene derivative, which can be used as a OPV for solar cells.

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ER -

High efficiency organic photovoltaics incorporating a new family of soluble fullerene derivatives

Abstract

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