Hostname: page-component-586b7cd67f-r5fsc Total loading time: 0 Render date: 2024-11-24T15:32:59.409Z Has data issue: false hasContentIssue false
  • English
  • Français

Electrochemically directed two-component monolayers on gold

Published online by Cambridge University Press:  24 January 2011

Joseph P. Labukas  and
Gregory S. Ferguson
Joseph P. Labukas
Affiliation:
Departments of Chemistry and Materials Science & Engineering, Lehigh University, Bethlehem, Pennsylvania 18015-3172
Gregory S. Ferguson*
Affiliation:
Departments of Chemistry and Materials Science & Engineering, Lehigh University, Bethlehem, Pennsylvania 18015-3172
*
a)Address all correspondence to this author. e-mail: [email protected]
Get access

Abstract

Self-assembled monolayers (SAMs) were formed on gold at anodic potentials from solutions containing two different alkyl thiosulfates, CH3(CH2)10S2O3Na and HO2C(CH2)10S2O3Na. The resulting two-component SAMs were analyzed using x-ray photoelectron spectroscopy to relate their compositions to those of the solutions from which they were adsorbed. This relationship was more linear than reported for analogous SAMs adsorbed from mixed solutions of alkanethiols. The wettability of these surfaces by water and by hexadecane was also measured and compared to analogous SAMs prepared by chemisorption of thiols from solution.

Keywords

Electrochemical SynthesisSelf-AssemblyX-ray Photoelectron Spectroscopy (XPS)
Type
Reviews
Information
Journal of Materials Research , Volume 26 , Issue 2: Focus Issue: Self-Assembly and Directed Assembly of Advanced Materials , 28 January 2011 , pp. 262 - 267
Copyright
Copyright © Materials Research Society 2011

Access options

Get access to the full version of this content by using one of the access options below. (Log in options will check for institutional or personal access. Content may require purchase if you do not have access.)

References

REFERENCES

1.Love, J.C., Estroff, L.A., Kriebel, J.K., Nuzzo, R.G., and Whitesides, G.M.: Self-assembled monolayers of thiolates on metals as a form of nanotechnology. Chem. Rev. 105, 1103 (2005).CrossRefGoogle ScholarPubMed
2.Bain, C.D. and Whitesides, G.M.: Formation of two-component surfaces by the spontaneous assembly of monolayers on gold from solutions containing mixtures of organic thiols. J. Am. Chem. Soc. 110, 6560 (1988).CrossRefGoogle Scholar
3.Bain, C.D., Evall, J., and Whitesides, G.M.: Formation of monolayers by the coadsorption of thiols on gold: Variation in the head group, tail group, and solvent. J. Am. Chem. Soc. 111, 7155 (1989).CrossRefGoogle Scholar
4.Bain, C.D., Biebuyck, H.A., and Whitesides, G.M.: Comparison of self-assembled monolayers on gold: Coadsorption of thiols and disulfides. Langmuir 5, 723 (1989).CrossRefGoogle Scholar
5.Bertilsson, L. and Liedberg, B.: Infrared study of thiol monolayer assemblies on gold: Preparation, characterization, and functionalization of mixed monolayers. Langmuir 9, 141 (1993).CrossRefGoogle Scholar
6.Kang, J.F., Ulman, A., Liao, S., and Jordan, R.: Mixed self-assembled monolayers of highly polar rigid biphenyl thiols. Langmuir 15, 2095 (1999).CrossRefGoogle Scholar
7.Kang, J.F., Liao, S., Jordan, R., and Ulman, A.: Mixed self-assembled monolayers of rigid biphenyl thiols: Impact of solvent and dipole moment. J. Am. Chem. Soc. 120, 9662 (1998).CrossRefGoogle Scholar
8.Tielens, F., Humblot, V., Pradier, C.M., Calatayud, M., and Illas, F.: Stability of binary SAMs formed by omega-acid and alcohol functionalized thiol mixtures. Langmuir 25, 9980 (2009).CrossRefGoogle ScholarPubMed
9.Larsen, A.G. and Gothelf, K.V.: Electrochemical properties of mixed self-assembled monolayers on gold electrodes containing mercaptooctylhydroquinone and alkylthiols. Langmuir 21, 1015 (2005).CrossRefGoogle Scholar
10.Tsai, M.Y., Sun, Y.T., and Lin, J.C.: Surface characterization and platelet compatibility evaluation of the binary mixed self-assembled monolayers. J. Colloid Interface Sci. 308, 474 (2007).CrossRefGoogle ScholarPubMed
11.Folkers, J.P., Laibinis, P.E., and Whitesides, G.M.: Self-assembled monolayers of alkanethiols on gold: Comparisons of monolayers containing mixtures of short-chain and long-chain constituents with CH3 and CH2OH terminal groups. Langmuir 8, 1330 (1992).CrossRefGoogle Scholar
12.Laibinis, P.E., Nuzzo, R.G., and Whitesides, G.M.: Structure of monolayers formed by the coadsorption of two n-alkanethiols of different chain lengths on gold and its relation to wetting. J. Phys. Chem. 96, 5097 (1992).CrossRefGoogle Scholar
13.Bain, C.D. and Whitesides, G.M.: Formation of monolayers by the coadsorption of thiols on gold: Variation in the length of the alkyl chain. J. Am. Chem. Soc. 111, 7164 (1989).CrossRefGoogle Scholar
14.Bain, C.D. and Whitesides, G.M.: Correlations between wettability and structure in monolayers of alkanethiols adsorbed on gold. J. Am. Chem. Soc. 110, 3665 (1988).CrossRefGoogle Scholar
15.Offord, D.A., John, C.M., Linford, M.R., and Griffin, J.H.: Contact-angle goniometry, ellipsometry, and time-of flight secondary-ion mass-spectrometry of gold supported, mixed self-assembled monolayers formed from alkyl mercaptans. Langmuir 10, 883 (1994).CrossRefGoogle Scholar
16.Ulman, A., Evans, S.D., Shnidman, Y., Sharma, R., Eilers, J.E., and Chang, J.C.: Concentration-driven surface transition in the wetting of mixed alkanethiol monolayers on gold. J. Am. Chem. Soc. 113, 1499 (1991).CrossRefGoogle Scholar
17.Hayes, W.A., Kim, H., Yue, X.H., Perry, S.S., and Shannon, C.: Nanometer-scale patterning of surfaces using self-assembly chemistry. 2. Preparation, characterization, and electrochemical behavior of two-component organothiol monolayers on gold surfaces. Langmuir 13, 2511 (1997).CrossRefGoogle Scholar
18.Yang, Z.P., Engquist, I., Wirde, M., Kauffmann, J.M., Gelius, U., and Liedberg, B.: Preparation and characterization of mixed monolayer assemblies composed of thiol analogues of cholesterol and fatty acid. Langmuir 13, 3210 (1997).CrossRefGoogle Scholar
19.Nelson, K.E., Gamble, L., Jung, L.S., Boeckl, M.S., Naeemi, E., Golledge, S.L., Sasaki, T., Castner, D.G., Campbell, C.T., and Stayton, P.S.: Surface characterization of mixed self-assembled monolayers designed for streptavidin immobilization. Langmuir 17, 2807 (2001).CrossRefGoogle Scholar
20.Auletta, T., van Veggel, F., and Reinhoudt, D.N.: Self-assembled monolayers on gold of ferrocene-terminated thiols and hydroxyalkanethiols. Langmuir 18, 1288 (2002).CrossRefGoogle Scholar
21.Shibue, T., Nakanishi, T., Matsuda, T., Asahi, T., and Osaka, T.: Thermal desorption high-resolution mass spectrometry of mixed self-assembled monolayers on gold. Langmuir 18, 1528 (2002).CrossRefGoogle Scholar
22.Auditore, A., Tuccitto, N., Quici, S., Marzanni, G., Puntoriero, F., Campagna, S., and Licciardello, A.: ToF-SIMS investigation of functional mixed aromatic thiol monolayers on gold. Appl. Surf. Sci. 231, 314 (2004).CrossRefGoogle Scholar
23.Auditore, A., Tuccitto, N., Marzanni, G., Quici, S., Puntoriero, F., Campagna, S., and Licciardello, A.: Organized assemblies of thiol-terpyridine and thiophenol on gold surfaces: Preferential composition of mixed species evidence. Chem. Commun, 2003, 2494.Google Scholar
24.Valiokas, R., Klenkar, G., Tinazli, A., Reichel, A., Tampe, R., Piehler, J., and Liedberg, B.: Self-assembled monolayers containing terminal mono-, bis-, and tris-nitrilotriacetic acid groups: Characterization and application. Langmuir 24, 4959 (2008).CrossRefGoogle ScholarPubMed
25Bain, C.D. and Whitesides, G.M.: A study by contact-angle of the acid-base behavior of monolayers containing omega-mercaptocarboxylic acids adsorbed on gold- an example of reactive spreading. Langmuir 5, 1370 (1989).CrossRefGoogle Scholar
26.Xing, Y.F., Li, S.F.Y., Lau, A.K.H., and O’Shea, S.J.: Electrochemical impedance spectroscopy study of mixed thiol monolayers on gold. J. Electroanal. Chem. 583, 124 (2005).CrossRefGoogle Scholar
27.Stranick, S.J., Parikh, A.N., Tao, Y.T., Allara, D.L., and Weiss, P.S.: Phase-separation of mixed-composition self-assembled monolayers into nanometer-scale molecular domains. J. Phys. Chem. 98, 7636 (1994).CrossRefGoogle Scholar
28.Hobara, D., Ota, M., Imabayashi, S., Niki, K., and Kakiuchi, T.: Phase separation of binary self-assembled thiol monolayers composed of 1-hexadecanethiol and 3-mercaptopropionic acid on Au(111) studied by scanning tunneling microscopy and cyclic voltammetry. J. Electroanal. Chem. 444, 113 (1998).CrossRefGoogle Scholar
29.Hobara, D., Ueda, K., Imabayashi, S., Yamamoto, M., and Kakiuchi, T.: Phase separation of binary self-assembled thiol monolayers of 2-mercaptoethanesulfonic acid and 1-octadecanethiol on Au(111). Electrochemistry 67, 1218 (1999).CrossRefGoogle Scholar
30.Yu, H.Z., Soolaman, D.M., Rowe, A.W., and Banks, J.T.: Evaporation of water microdroplets on self-assembled monolayers: From pinning to shrinking. Chem. Phys. Chem. 5, 1035 (2004).CrossRefGoogle ScholarPubMed
31.Hsueh, C-C., Lee, M.T., Freund, M.S., and Ferguson, G.S.: Electrochemically directed self-assembly on gold. Angew. Chem. Int. Ed. 39, 1228 (2000).3.0.CO;2-F>CrossRefGoogle ScholarPubMed
32.Lee, M.T., Hsueh, C-C., Freund, M.S., and Ferguson, G.S.: Electrochemical self-assembly of monolayers from alkylthiosulfates on gold. Langmuir 19, 5246 (2003).CrossRefGoogle Scholar
33.Labukas, J.P., Drake, T.J.H., and Ferguson, G.S.: Compatibility of ω-functionality in the electrochemically directed self-assembly of monolayers on gold from alkyl thiosulfates. Langmuir 26, 9497 (2010).CrossRefGoogle Scholar
34.Sun, L. and Gardella, J.A. Jr.: Oxidation-assisted secondary ion mass spectrometry methodology to quantify mixed alkylthiol self-assembled monolayers on gold: Applications to competitive chemical adsorption. Langmuir 18, 9289 (2002).CrossRefGoogle Scholar
35.Neumann, A.W. and Good, R.J.: Thermodynamics of contact angles 1. Heterogeneous solid surfaces. J. Colloid Interface Sci. 38, 341 (1972).CrossRefGoogle Scholar
36.Cassie, A.B.D.: Contact angles. Discuss. Faraday Soc. 3, 11 (1948).CrossRefGoogle Scholar