Controlling C60 organization through dipole-induced band alignment at self-assembled monolayer interfaces

Mohamed A. Mezour; Oleksandr Voznyy; Edward H. Sargent; R. Bruce Lennox; Dmitrii F. Perepichka

doi:10.1021/acs.chemmater.6b03527

Controlling C₆₀ organization through dipole-induced band alignment at self-assembled monolayer interfaces

Mohamed A. Mezour, Oleksandr Voznyy, Edward H. Sargent, R. Bruce Lennox^*, Dmitrii F. Perepichka

^*Corresponding author for this work

Chemistry

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

8 Scopus citations

Abstract

Understanding the structural organization and growth of organic molecules on self-assembled monolayers (SAMs) is crucial for creating high-performance SAM-based electronic devices. We report herein C₆₀ adsorption onto benzenethiol (BT), pentafluorobenzenethiol (PFBT), and octanethiol (C8SH) SAM-modified Au(111) studied using scanning tunneling microscopy at the liquid-solid interface. A continuous film of C₆₀ molecules forms at a much faster rate (k = 3.3 × 10^-7 s^-1) on PFBT compared to that on BT (k = 7.2 × 10^-9 s^-1) and C8SH SAMs (k = 9.5 × 10^-9 s^-1). On the basis of density functional theory calculations, we propose that the difference in C₆₀ growth behavior originates from the dipole-induced dipole interactions between the SAM and C₆₀. This may be further augmented by an inverse charge transfer from C₆₀ to SAM. This work provides new insights into the self-assembly behavior of next-generation electronic materials.

Original language	English (US)
Pages (from-to)	8322-8329
Number of pages	8
Journal	Chemistry of Materials
Volume	28
Issue number	22
DOIs	https://doi.org/10.1021/acs.chemmater.6b03527
State	Published - Nov 22 2016

Funding

This work was funded by NSERC Discovery and FQRNT Team grants (to R.B.L. and D.F.P.). M.A.M. thanks NSERC and FQRNT for doctoral fellowships. E.H.S. acknowledges funding from a NSERC Discovery grant and the Research Excellence Program of the Ontario Research Fund. We thank Pelayo Garcia de Arquer for help with experiments. Computations were performed using the BlueGene/Q supercomputer at the SciNet HPC Consortium provided through the Southern Ontario Smart Computing Innovation Platform (SOSCIP).

ASJC Scopus subject areas

General Chemistry
General Chemical Engineering
Materials Chemistry

Access to Document

10.1021/acs.chemmater.6b03527

Cite this

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title = "Controlling C60 organization through dipole-induced band alignment at self-assembled monolayer interfaces",

abstract = "Understanding the structural organization and growth of organic molecules on self-assembled monolayers (SAMs) is crucial for creating high-performance SAM-based electronic devices. We report herein C60 adsorption onto benzenethiol (BT), pentafluorobenzenethiol (PFBT), and octanethiol (C8SH) SAM-modified Au(111) studied using scanning tunneling microscopy at the liquid-solid interface. A continuous film of C60 molecules forms at a much faster rate (k = 3.3 × 10-7 s-1) on PFBT compared to that on BT (k = 7.2 × 10-9 s-1) and C8SH SAMs (k = 9.5 × 10-9 s-1). On the basis of density functional theory calculations, we propose that the difference in C60 growth behavior originates from the dipole-induced dipole interactions between the SAM and C60. This may be further augmented by an inverse charge transfer from C60 to SAM. This work provides new insights into the self-assembly behavior of next-generation electronic materials.",

author = "Mezour, {Mohamed A.} and Oleksandr Voznyy and Sargent, {Edward H.} and Lennox, {R. Bruce} and Perepichka, {Dmitrii F.}",

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AU - Mezour, Mohamed A.

AU - Voznyy, Oleksandr

AU - Sargent, Edward H.

AU - Lennox, R. Bruce

AU - Perepichka, Dmitrii F.

PY - 2016/11/22

Y1 - 2016/11/22

N2 - Understanding the structural organization and growth of organic molecules on self-assembled monolayers (SAMs) is crucial for creating high-performance SAM-based electronic devices. We report herein C60 adsorption onto benzenethiol (BT), pentafluorobenzenethiol (PFBT), and octanethiol (C8SH) SAM-modified Au(111) studied using scanning tunneling microscopy at the liquid-solid interface. A continuous film of C60 molecules forms at a much faster rate (k = 3.3 × 10-7 s-1) on PFBT compared to that on BT (k = 7.2 × 10-9 s-1) and C8SH SAMs (k = 9.5 × 10-9 s-1). On the basis of density functional theory calculations, we propose that the difference in C60 growth behavior originates from the dipole-induced dipole interactions between the SAM and C60. This may be further augmented by an inverse charge transfer from C60 to SAM. This work provides new insights into the self-assembly behavior of next-generation electronic materials.

AB - Understanding the structural organization and growth of organic molecules on self-assembled monolayers (SAMs) is crucial for creating high-performance SAM-based electronic devices. We report herein C60 adsorption onto benzenethiol (BT), pentafluorobenzenethiol (PFBT), and octanethiol (C8SH) SAM-modified Au(111) studied using scanning tunneling microscopy at the liquid-solid interface. A continuous film of C60 molecules forms at a much faster rate (k = 3.3 × 10-7 s-1) on PFBT compared to that on BT (k = 7.2 × 10-9 s-1) and C8SH SAMs (k = 9.5 × 10-9 s-1). On the basis of density functional theory calculations, we propose that the difference in C60 growth behavior originates from the dipole-induced dipole interactions between the SAM and C60. This may be further augmented by an inverse charge transfer from C60 to SAM. This work provides new insights into the self-assembly behavior of next-generation electronic materials.

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