Verification and Temperature-Dependent Rectification by HBQ, the Smallest Unimolecular Donor-Acceptor Rectifier

Yingmei Han; Li Jiang; Joseph E. Meany; Yulong Wang; Stephen A. Woski; Marcus S. Johnson; Christian A. Nijhuis; Robert M. Metzger

doi:10.1021/acsomega.2c01182

Verification and Temperature-Dependent Rectification by HBQ, the Smallest Unimolecular Donor-Acceptor Rectifier

Yingmei Han, Li Jiang, Joseph E. Meany, Yulong Wang, Stephen A. Woski, Marcus S. Johnson, Christian A. Nijhuis, Robert M. Metzger^*

^*Corresponding author for this work

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Abstract

Five years ago, rectification of electrical current was found in 4′-bromo-3,4-dicyano-2′,5′-dimethoxy-[1,1′-biphenyl]-2,5-dione (1), a hemibiquinone (which we will call either 1 or HBQ) that has a very small working length (1.1 nm). Monolayers of HBQ on AuTS were detected by "nanodozing"atomic force microscopy (AFM) and were contacted with two types of top electrodes: either cold Au or eutectic Ga-In. Here, we describe cyclic voltammetry of a self-assembled monolayer (SAM) of HBQ and its orientation on a gold substrate with angle-resolved X-ray photoelectron spectroscopy. New measurements of its rectification as a monolayer as a function of bias range and temperature confirm and prove that HBQ is truly the smallest donor-acceptor rectifier and provide some insight into the mechanism of rectification.

Original language	English
Pages (from-to)	28790-28796
Number of pages	7
Journal	ACS Omega
Volume	7
Issue number	33
DOIs	https://doi.org/10.1021/acsomega.2c01182
Publication status	Published - 23 Aug 2022

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Han-2022-Verification-and-temperature-dependFinal published version, 2.66 MBLicence: CC BY

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title = "Verification and Temperature-Dependent Rectification by HBQ, the Smallest Unimolecular Donor-Acceptor Rectifier",

abstract = "Five years ago, rectification of electrical current was found in 4′-bromo-3,4-dicyano-2′,5′-dimethoxy-[1,1′-biphenyl]-2,5-dione (1), a hemibiquinone (which we will call either 1 or HBQ) that has a very small working length (1.1 nm). Monolayers of HBQ on AuTS were detected by {"}nanodozing{"}atomic force microscopy (AFM) and were contacted with two types of top electrodes: either cold Au or eutectic Ga-In. Here, we describe cyclic voltammetry of a self-assembled monolayer (SAM) of HBQ and its orientation on a gold substrate with angle-resolved X-ray photoelectron spectroscopy. New measurements of its rectification as a monolayer as a function of bias range and temperature confirm and prove that HBQ is truly the smallest donor-acceptor rectifier and provide some insight into the mechanism of rectification.",

author = "Yingmei Han and Li Jiang and Meany, {Joseph E.} and Yulong Wang and Woski, {Stephen A.} and Johnson, {Marcus S.} and Nijhuis, {Christian A.} and Metzger, {Robert M.}",

note = "Funding Information: The authors acknowledge the National Research Program (award NRF-CRP 8-2011-07) of the Research Foundation of Singapore for supporting this research under the Competitive Research Program. This research was also supported by the NRF, the Prime Minister{\textquoteright}s Office, Singapore, under its medium-sized Centre Program. Publisher Copyright: {\textcopyright} 2022 The Authors. Published by American Chemical Society. Financial transaction number: 2500017085 ",

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T1 - Verification and Temperature-Dependent Rectification by HBQ, the Smallest Unimolecular Donor-Acceptor Rectifier

AU - Han, Yingmei

AU - Jiang, Li

AU - Meany, Joseph E.

AU - Wang, Yulong

AU - Woski, Stephen A.

AU - Johnson, Marcus S.

AU - Nijhuis, Christian A.

AU - Metzger, Robert M.

N1 - Funding Information: The authors acknowledge the National Research Program (award NRF-CRP 8-2011-07) of the Research Foundation of Singapore for supporting this research under the Competitive Research Program. This research was also supported by the NRF, the Prime Minister’s Office, Singapore, under its medium-sized Centre Program. Publisher Copyright: © 2022 The Authors. Published by American Chemical Society. Financial transaction number: 2500017085

PY - 2022/8/23

Y1 - 2022/8/23

N2 - Five years ago, rectification of electrical current was found in 4′-bromo-3,4-dicyano-2′,5′-dimethoxy-[1,1′-biphenyl]-2,5-dione (1), a hemibiquinone (which we will call either 1 or HBQ) that has a very small working length (1.1 nm). Monolayers of HBQ on AuTS were detected by "nanodozing"atomic force microscopy (AFM) and were contacted with two types of top electrodes: either cold Au or eutectic Ga-In. Here, we describe cyclic voltammetry of a self-assembled monolayer (SAM) of HBQ and its orientation on a gold substrate with angle-resolved X-ray photoelectron spectroscopy. New measurements of its rectification as a monolayer as a function of bias range and temperature confirm and prove that HBQ is truly the smallest donor-acceptor rectifier and provide some insight into the mechanism of rectification.

AB - Five years ago, rectification of electrical current was found in 4′-bromo-3,4-dicyano-2′,5′-dimethoxy-[1,1′-biphenyl]-2,5-dione (1), a hemibiquinone (which we will call either 1 or HBQ) that has a very small working length (1.1 nm). Monolayers of HBQ on AuTS were detected by "nanodozing"atomic force microscopy (AFM) and were contacted with two types of top electrodes: either cold Au or eutectic Ga-In. Here, we describe cyclic voltammetry of a self-assembled monolayer (SAM) of HBQ and its orientation on a gold substrate with angle-resolved X-ray photoelectron spectroscopy. New measurements of its rectification as a monolayer as a function of bias range and temperature confirm and prove that HBQ is truly the smallest donor-acceptor rectifier and provide some insight into the mechanism of rectification.

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Verification and Temperature-Dependent Rectification by HBQ, the Smallest Unimolecular Donor-Acceptor Rectifier

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