4.8 Article

Replacing -CH2CH2- with -CONH- Does Not Significantly Change Rates of Charge Transport through AgTS-SAM//Ga2O3/EGaIn Junctions

Journal

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 134, Issue 26, Pages 10876-10884

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ja301778s

Keywords

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Funding

  1. U.S. Department of Energy [DE-SC0000989]
  2. NSF Material Research Science and Engineering Centre [DMR-0820484]
  3. NanoScience and Engineering Centre at Harvard University

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This paper describes physical-organic studies of charge transport by tunneling through self-assembled monolayers (SAMs), based on systematic variations of the structure of the molecules constituting the SAM. Replacing a -CH2CH2- group with a -CONH- group changes the dipole moment and polarizability of a portion of the molecule and has, in principle, the potential to change the rate of charge transport through the SAM. In practice, this substitution produces no significant change in the rate of charge transport across junctions of the structure Ag-TS-S(CH2)(m)X(CH2)(n)H//Ga2O3/EGaIn (TS = template stripped, X = -CH2CH2- or -CONH-, and EGaIn = eutectic alloy of gallium and indium). Incorporation of the amide group does, however, increase the yields of working (non-shorting) junctions (when compared to n-alkanethiolates of the same length). These results suggest that synthetic schemes that combine a thiol group on one end of a molecule with a group, R, to be tested, on the other (e.g., HS similar to CONH similar to R) using an amide-based coupling provide practical routes to molecules useful in studies of molecular electronics.

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