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Title: Discrimination of Bond Order in Organic Molecules Using Noncontact Atomic Force Microscopy

Abstract

Noncontact atomic force microscopy (nc-AFM) with a CO-functionalized tip can image submolecular structures through high-resolution images with the possibility of discriminating bond order. Here, we employ real-space pseudopotential calculations to simulate nc-AFM images of molecules containing double (dibenzo(cd,n)naphtho(3,2,1,8-pqra)perylene (DBNP), hexabenzo(bc,ef,hi,kl,no,qr)coronene (HBC)) and triple (1,2-bis[2-(2-ethynylphenyl)ethynyl]-benzene (BEEB), 6-phenylhexa-1,3,5-triynylbenzene (PHTB)) bonds. We find (1) triple bonds can be unambiguously distinguished from other interatomic interactions based on a characteristic image and (2) the degree of double bond character can be directly determined from the image. We propose that large lateral forces acting on the tip may induce specific image distortions in the cases of DBNP and BEEB.

Authors:
 [1];  [1]; ORCiD logo [1]
  1. Univ. of Texas, Austin, TX (United States)
Publication Date:
Research Org.:
Lawrence Berkeley National Lab. (LBNL), Berkeley, CA (United States); Univ. of Texas, Austin, TX (United States)
Sponsoring Org.:
USDOE Office of Science (SC), Basic Energy Sciences (BES); Welch Foundation
OSTI Identifier:
1577528
Grant/Contract Number:  
FG02-06ER46286; F-1837
Resource Type:
Accepted Manuscript
Journal Name:
Nano Letters
Additional Journal Information:
Journal Volume: 19; Journal Issue: 8; Journal ID: ISSN 1530-6984
Publisher:
American Chemical Society
Country of Publication:
United States
Language:
English
Subject:
37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY; chemistry; science & technology; other topics; materials science; physics; atomic force microscopy; density functional theory; real space; frozen density theory; CO tip; organic chemistry; energy; order; probes; electrical properties; molecules

Citation Formats

Fan, Dingxin, Sakai, Yuki, and Chelikowsky, James R. Discrimination of Bond Order in Organic Molecules Using Noncontact Atomic Force Microscopy. United States: N. p., 2019. Web. https://doi.org/10.1021/acs.nanolett.9b02097.
Fan, Dingxin, Sakai, Yuki, & Chelikowsky, James R. Discrimination of Bond Order in Organic Molecules Using Noncontact Atomic Force Microscopy. United States. https://doi.org/10.1021/acs.nanolett.9b02097
Fan, Dingxin, Sakai, Yuki, and Chelikowsky, James R. Thu . "Discrimination of Bond Order in Organic Molecules Using Noncontact Atomic Force Microscopy". United States. https://doi.org/10.1021/acs.nanolett.9b02097. https://www.osti.gov/servlets/purl/1577528.
@article{osti_1577528,
title = {Discrimination of Bond Order in Organic Molecules Using Noncontact Atomic Force Microscopy},
author = {Fan, Dingxin and Sakai, Yuki and Chelikowsky, James R.},
abstractNote = {Noncontact atomic force microscopy (nc-AFM) with a CO-functionalized tip can image submolecular structures through high-resolution images with the possibility of discriminating bond order. Here, we employ real-space pseudopotential calculations to simulate nc-AFM images of molecules containing double (dibenzo(cd,n)naphtho(3,2,1,8-pqra)perylene (DBNP), hexabenzo(bc,ef,hi,kl,no,qr)coronene (HBC)) and triple (1,2-bis[2-(2-ethynylphenyl)ethynyl]-benzene (BEEB), 6-phenylhexa-1,3,5-triynylbenzene (PHTB)) bonds. We find (1) triple bonds can be unambiguously distinguished from other interatomic interactions based on a characteristic image and (2) the degree of double bond character can be directly determined from the image. We propose that large lateral forces acting on the tip may induce specific image distortions in the cases of DBNP and BEEB.},
doi = {10.1021/acs.nanolett.9b02097},
journal = {Nano Letters},
number = 8,
volume = 19,
place = {United States},
year = {2019},
month = {7}
}

Journal Article:
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Cited by: 2 works
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Figures / Tables:

Figure 1 Figure 1: (a) Kekulé structure of DBNP, five selected carbon-carbon bonds are labeled as $\underline{a}$, $\underline{b}$, $\underline{c}$, $\underline{d}$ and $\underline{e}$. (b) Simulated nc-AFM image of DBNP. Tip height is 6.3 a.u. and the lateral spring constant of CO tip is 0.12 N/m. (c) Experimental nc-AFM image of DBNP on bilayermore » NaCl on Cu(111) surface. Tip height is 6.8 a.u. (c) is adapted with permission from Gross, L. et al. Science 2012, 337, 1326-1329. Copyright (2012) The American Association for the Advancement of Science. (d) Semi-transparent simulated nc-AFM image of DBNP. The black curve corresponds to the vertical forces acting on O atom of the tip across the dashed line in the direction as the arrow indicates. For example, on the black solid line, the black dot on the curve correspond to the vertical force acting on O atom of the tip where the tip is on top of the specimen at the position as the black dot on the dashed line indicates. Force is in pN/103 and the direction of the force points from O atom toward C atom. The scale bars correspond to 5 a.u. in (b) and (d) and correspond to 9.45 a.u. in (c).« less

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    Works referencing / citing this record:

    Simulating noncontact atomic force microscopy images
    journal, November 2019


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