2017
DOI: 10.1149/2.0281706jss
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Formation of Perfluoroalkyl Fullerene Alkylphosphonic Acid Self-Assembled Monolayers on Aluminum Oxide

Abstract: The possibility of fabricating self-assembled monolayers (SAMs) from alkylphosphonic acids functionalized with trifluoromethyl derivatives of C 60 on a metal oxide surface has been demonstrated in this work. Using several trifluoromethylfullerenes (TMFs) of different compositions and isomeric structures, we explored their relative reactivities in the Bingel-Hirsch cycloaddition reactions with 11-(diethoxyphosphoryl)undecyl methyl malonate for the first time. Only two isomers of C 60 (CF 3 ) 10 showed fairly se… Show more

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Cited by 3 publications
(2 citation statements)
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“…In spite of the low X-ray scattering contrast between different polymers and organic materials, the obtained SLD profile between the polymer matrix and the fullerene allows the determination of the distribution of components and correlate it with the electronic properties. For example, the use of growth interruptions and the deposition rate to manipulate the phase separation mechanism [213]; the correlation and balance between the miscibility and optoelectronic properties of polymer-fullerene solar cells [214]; the formation of SAM of functionalized fluorinated alkyl fullerenes on aluminum oxide surfaces [215]; the development of unidimensional fullerene channels along the π-stacking direction of the polymer crystallites during doctor blading with subsequent controlled polymer drying [216]; and the alignment of the C 60 head groups within the SAM tuned by the alkyl phosphonic acids chain length [217], etc. In situ measurements also revealed a previously unknown mechanism of how additives can influence the polymer: fullerene bulk-heterojunction microstructure formation [218].…”
Section: Polymer Photovoltaicsmentioning
confidence: 99%
“…In spite of the low X-ray scattering contrast between different polymers and organic materials, the obtained SLD profile between the polymer matrix and the fullerene allows the determination of the distribution of components and correlate it with the electronic properties. For example, the use of growth interruptions and the deposition rate to manipulate the phase separation mechanism [213]; the correlation and balance between the miscibility and optoelectronic properties of polymer-fullerene solar cells [214]; the formation of SAM of functionalized fluorinated alkyl fullerenes on aluminum oxide surfaces [215]; the development of unidimensional fullerene channels along the π-stacking direction of the polymer crystallites during doctor blading with subsequent controlled polymer drying [216]; and the alignment of the C 60 head groups within the SAM tuned by the alkyl phosphonic acids chain length [217], etc. In situ measurements also revealed a previously unknown mechanism of how additives can influence the polymer: fullerene bulk-heterojunction microstructure formation [218].…”
Section: Polymer Photovoltaicsmentioning
confidence: 99%
“…The compounds to form self‐assembly having π‐conjugated components are required for designing the optoelectronics devices . A well‐defined self‐assembly of the π‐conjugated molecule directly influences the performance of devices .…”
Section: Introductionmentioning
confidence: 99%