Adsorption and oligomerization of 1,3-phenylene diisocyanide on Au(111)

Kestell, John; Walker, Joshua; Bai, Yun; Boscoboinik, J. Anibal; Garvey, Michael; Tysoe, Wilfred T.

doi:10.1021/acs.jpcc.6b01613

Title: Adsorption and oligomerization of 1,3-phenylene diisocyanide on Au(111)

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Abstract

The adsorption and self-assembly of 1,3-phenylene diisocyanide (1,3-PDI) are studied on Au(111) using reflection–adsorption infrared spectroscopy (RAIRS), scanning tunneling microscopy (STM), and temperature-programmed desorption (TPD) supplemented by density functional theory (DFT) calculations and the results compared with the structures formed from 1,4-PDI where it assembled to form –(Au–PDI)– oligomer chains that incorporate gold adatoms. The infrared spectra display a single isocyanide feature consistent with the isocyanide binding to gold adatoms, while DFT calculations confirm that isocyanide binding to gold adatoms is more energetically favorable than binding to the surface. STM images show that 1,3-PDI forms zigzag chains containing hairpin bends that cause the chains to double back on each other, consistent with the 120° angle between the isocyanide groups. Hexagonal structural motifs are also observed that are proposed to be due to the self-assembly of three isocyanides as well as small structures that are assigned to 1,3-PDI dimers. Furthermore, the results suggest that the formation of gold-containing oligomers from isocyanide-containing molecules is a general phenomenon.

Authors:

Kestell, John ^[1]; Walker, Joshua ^[2]; Bai, Yun ^[2]; Boscoboinik, J. Anibal ^[1]; Garvey, Michael ^[3]; Tysoe, Wilfred T. ^[2]

Univ. of Wisconsin-Milwaukee, Milwaukee, WI (United States); Brookhaven National Lab. (BNL), Upton, NY (United States)
Univ. of Wisconsin-Milwaukee, Milwaukee, WI (United States)
Univ. of Wisconsin-Milwaukee, Milwaukee, WI (United States); Univ. of Illinois at Urbana-Champaign, Champaign, IL (United States)

Publication Date:: Mon Apr 18 00:00:00 EDT 2016

Research Org.:: Brookhaven National Lab. (BNL), Upton, NY (United States)

Sponsoring Org.:: USDOE Office of Science (SC), Basic Energy Sciences (BES)

OSTI Identifier:: 1328381

Report Number(s):: BNL-112691-2016-JA
Journal ID: ISSN 1932-7447; KC0403020

Grant/Contract Number:: SC00112704

Resource Type:: Accepted Manuscript

Journal Name:: Journal of Physical Chemistry. C

Additional Journal Information:: Journal Volume: 120; Journal Issue: 17; Journal ID: ISSN 1932-7447

Publisher:: American Chemical Society

Country of Publication:: United States

Language:: English

Subject:: 77 NANOSCIENCE AND NANOTECHNOLOGY

Citation Formats


                    Kestell, John, Walker, Joshua, Bai, Yun, Boscoboinik, J. Anibal, Garvey, Michael, and Tysoe, Wilfred T. Adsorption and oligomerization of 1,3-phenylene diisocyanide on Au(111).  United States: N. p., 2016. 
Web.  doi:10.1021/acs.jpcc.6b01613.

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                    Kestell, John, Walker, Joshua, Bai, Yun, Boscoboinik, J. Anibal, Garvey, Michael, & Tysoe, Wilfred T. Adsorption and oligomerization of 1,3-phenylene diisocyanide on Au(111).  United States.  https://doi.org/10.1021/acs.jpcc.6b01613

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                    Kestell, John, Walker, Joshua, Bai, Yun, Boscoboinik, J. Anibal, Garvey, Michael, and Tysoe, Wilfred T. Mon .  
"Adsorption and oligomerization of 1,3-phenylene diisocyanide on Au(111)".  United States.  https://doi.org/10.1021/acs.jpcc.6b01613.  https://www.osti.gov/servlets/purl/1328381.

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@article{osti_1328381,

  title        = {Adsorption and oligomerization of 1,3-phenylene diisocyanide on Au(111)},

  author       = {Kestell, John and Walker, Joshua and Bai, Yun and Boscoboinik, J. Anibal and Garvey, Michael and Tysoe, Wilfred T.},

  abstractNote = {The adsorption and self-assembly of 1,3-phenylene diisocyanide (1,3-PDI) are studied on Au(111) using reflection–adsorption infrared spectroscopy (RAIRS), scanning tunneling microscopy (STM), and temperature-programmed desorption (TPD) supplemented by density functional theory (DFT) calculations and the results compared with the structures formed from 1,4-PDI where it assembled to form –(Au–PDI)– oligomer chains that incorporate gold adatoms. The infrared spectra display a single isocyanide feature consistent with the isocyanide binding to gold adatoms, while DFT calculations confirm that isocyanide binding to gold adatoms is more energetically favorable than binding to the surface. STM images show that 1,3-PDI forms zigzag chains containing hairpin bends that cause the chains to double back on each other, consistent with the 120° angle between the isocyanide groups. Hexagonal structural motifs are also observed that are proposed to be due to the self-assembly of three isocyanides as well as small structures that are assigned to 1,3-PDI dimers. Furthermore, the results suggest that the formation of gold-containing oligomers from isocyanide-containing molecules is a general phenomenon.},

  doi          = {10.1021/acs.jpcc.6b01613},

  journal      = {Journal of Physical Chemistry. C},

  number       = 17,

  volume       = 120,

  place        = {United States},

  year         = {Mon Apr 18 00:00:00 EDT 2016},

  month        = {Mon Apr 18 00:00:00 EDT 2016}

}

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