Skip to main content
U.S. Department of Energy
Office of Scientific and Technical Information

Molecular interactions between organized surface-confined monolayers and vapor-phase probe molecules. 8. Reactions between acid-terminated self-assembled monolayers and vapor-phase bases

Journal Article · · Langmuir
DOI:https://doi.org/10.1021/la9505226· OSTI ID:219684
; ; ;  [1];  [2]
  1. Texas A&M Univ., College Station, TX (United States)
  2. Sandia National Labs., Albuquerque, NM (United States)

We present the results of a study of the interactions between three different acid-terminated self-assembled monolayer(SAM) surfaces and three basic vapor-phase probe molecules. The SAMs are composed of 4-mercaptobenzoic acid (MBA), 3-mercaptopropionic acid(MPA), and 11-mercaptoundecanoic acid (MUA), and the vapor-phase probes are, in order of increasing solution-phase acidity, decylamine, pyridine, and pyrazine. Our results are based on data from surface infrared spectroscopy and thickness-shear mode mass sensors. We find that all three SAMs irreversibly bind approximately one monolayer of decylamine, although there are slight differences that correlate with the structural nuances of the SAMs. The MPA and MBA SAMs bind decylamine through an electrostatic interaction brought about by transfer of a proton from the acid to the base. Because the MUA SAM is more impenetrable than the others, complete proton transfer is hindered, and binding of decylamine arises through a combination of proton transfer and strong hydrogen bonding. In the presence of its vapor, pyridine adsorbs to MBA surfaces at near-monolayrer coverage, but upon N{sub 2} purging about two-thirds of it desorbs. Only one-half monolayer of pyrazine, which is less basic than pyridine, adsorbs to the MBA SAM, and upon N{sub 2} purging, about two-thirds of it desorbs. The aliphatic acid SAMs follow a similar trend. 40 refs., 10 figs., 2 tabs.

Research Organization:
Sandia National Laboratory
DOE Contract Number:
AC04-94AL85000
OSTI ID:
219684
Journal Information:
Langmuir, Journal Name: Langmuir Journal Issue: 3 Vol. 12; ISSN 0743-7463; ISSN LANGD5
Country of Publication:
United States
Language:
English

Similar Records

Interactions between surface-confined acids and a vapor-phase base: Structure/reactivity relationships
Conference · Tue Oct 01 00:00:00 EDT 1996 · OSTI ID:370187

Reactive Capture of Gold Nanoparticles by Strongly Physisorbed Monolayers on Graphite
Journal Article · Fri Nov 30 23:00:00 EST 2012 · Journal of Colloid and Interface Science, 387(1):221-227 · OSTI ID:1052944

The Effect of Ring Substitution Position on the Structural Conformation of Mercaptobenzoic Acid Self-Assembled Monolayers on Au(111)
Journal Article · Wed Apr 12 00:00:00 EDT 2006 · Langmuir, vol. 22, no. 26, December 19, 2006, pp. 11134-11141 · OSTI ID:899406