Self-Assembled Monolayers of Aromatic ω-Aminothiols on Gold: Surface Chemistry and Reactivity

被引：18

作者：

Dietrich, Paul M. ^{[2
]}

Graf, Nora ^{[2
]}

Gross, Thomas ^{[2
]}

Lippitz, Andreas ^{[2
]}

Schuepbach, Bjoern ^{[1
]}

Bashir, Asif ^{[4
]}

Woell, Christof ^{[3
]}

Terfort, Andreas ^{[1
]}

Unger, Wolfgang E. S. ^{[2
]}

机构：

[1] Goethe Univ Frankfurt, Inst Anorgan & Analyt Chem, D-60438 Frankfurt, Germany

[2] BAM Bundesanstalt Mat Forsch & Prufung, D-12203 Berlin, Germany

[3] Ruhr Univ Bochum, Lehrstuhl Phys Chem 1, D-44780 Bochum, Germany

[4] Max Planck Inst Eisenforsch GmbH, D-40237 Dusseldorf, Germany

来源：

LANGMUIR | 2010年 / 26卷 / 06期

关键词：

RAY PHOTOELECTRON-SPECTROSCOPY; BIPHENYL-BASED THIOLS; X-RAY; ELECTRONIC-STRUCTURE; SULFUR; 2P; IMMOBILIZATION; MOLECULES; AU(111); SPECTRA; PHOTOEMISSION;

D O I：

10.1021/la903293b

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Amino-terminated self-assembled monolayers on gold substrates were studied by X-ray photoelectron spectroscopy (XPS), near-edge X-ray absorption Fine structure (NEXAFS) measurements,and atomic force microscopy (AFM). Two different omega-amino-4,4'-terphenyl substituted alkanethiols of the general structure H2N-(C6H4)(3)-(CH2)(n)-SH (ATPn) were used: 2-(4 ''-amino-1,1':4',1 ''-terphenyl-4-yl)ethane-1-thiol (n = 2, ATP2) and 3-(4 ''-amino-1,1':4',1 ''-terphenyl-4yl)propane-1-thiol (n = 3, ATP3). Moreover, the addressability of amino groups within the films was investigated by chemical derivatization of ATPn SAMs with 3,5-bis(trifluoromethyl) phenyl isothiocyanate (ITC) forming fluorinated thiourea ATPn-F Films. Evaluation of high-resolution C Is and N Is XPS data revealed successful derivatization of at least 50% of surface amino species. Furthermore, it could be demonstrated by angle-resolved NEXAFS spectroscopy that chemical derivatization with ITC has no noticeable influence on the preferential upright orientation of the molecules in the SAMs.

引用

页码：3949 / 3954

页数：6

共 58 条

[21] Determination of accessible amino groups on surfaces by chemical derivatization with 3,5-bis(trifluoromethyl)phenyl isothiocyanate and XPS/NEXAFS analysis [J].

Graf, Nora ;

Lippitz, Andreas ;

Gross, Thomas ;

Pippig, Falko ;

Hollaender, Andreas ;

Unger, Wolfgang E. S. .

ANALYTICAL AND BIOANALYTICAL CHEMISTRY, 2010, 396 (02) :725-738

[22] XPS and NEXAFS studies of aliphatic and aromatic amine species on functionalized surfaces [J].

Graf, Nora ;

Yegen, Eda ;

Gross, Thomas ;

Lippitz, Andreas ;

Weigel, Wilfried ;

Krakert, Simone ;

Terfort, Andreas ;

Unger, Wolfgang E. S. .

SURFACE SCIENCE, 2009, 603 (18) :2849-2860

[23] Induced orientational order in long alkyl chain aminosilane molecules by preadsorbed octadecyltrichlorosilane on hydroxylated Si(100) [J].

Harder, P ;

Bierbaum, K ;

Wöll, C ;

Grunze, M ;

Heid, S ;

Effenberger, F .

LANGMUIR, 1997, 13 (03) :445-454

[24] Odd-even effects in self-assembled monolayers of ω-(biphenyl-4-yl)alkanethiols:: A first-principles study [J].

Heimel, Georg ;

Romaner, Lorenz ;

Bredas, Jean-Luc ;

Zojer, Egbert .

LANGMUIR, 2008, 24 (02) :474-482

[25] Odd-even effects at the S-metal interface and in the aromatic matrix of biphenyl-substituted alkanethiol self-assembled monolayers [J].

Heister, K ;

Rong, HT ;

Buck, M ;

Zharnikov, M ;

Grunze, M ;

Johansson, LSO .

JOURNAL OF PHYSICAL CHEMISTRY B, 2001, 105 (29) :6888-6894

[26]

Hermanson GT, 2008, BIOCONJUGATE TECHNIQUES, 2ND EDITION, P1, DOI 10.1016/B978-0-12-370501-3.00001-1

[27] Fabrication of a carboxyl-terminated organic surface with self-assembly of functionalized terphenylthiols:: The importance of hydrogen bond formation [J].

Himmel, HJ ;

Terfort, A ;

Wöll, C .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (46) :12069-12074

[28]

*ISO, 193182004 ISO

[29]

*ISO, 154722001 ISO

[30] X-ray and low energy electron induced damage in alkanethiolate monolayers on Au-substrates [J].

Jager, B ;

Schurmann, H ;

Muller, HU ;

Himmel, HJ ;

Neumann, M ;

Grunze, M ;

Woll, C .

ZEITSCHRIFT FUR PHYSIKALISCHE CHEMIE-INTERNATIONAL JOURNAL OF RESEARCH IN PHYSICAL CHEMISTRY & CHEMICAL PHYSICS, 1997, 202 :263-272

← 1 2 3 4 5 6 →