Adsorption of heterobifunctional 4-nitrophenol on the Ge(100)-2 x 1 surface

被引:2
作者
Shong, Bonggeun [1 ,2 ]
Hellstern, Thomas R. [1 ]
Bent, Stacey F. [1 ]
机构
[1] Stanford Univ, Dept Chem Engn, 443 Via Ortega, Stanford, CA 94305 USA
[2] Chungnam Natl Univ, Dept Chem, 99 Daehak Ro, Daejeon 34134, South Korea
基金
美国国家科学基金会;
关键词
Germanium; Organic functionalization; Chemisorption; Bifunctional adsorption; Heterobifunctional; MOLECULAR LAYER DEPOSITION; SELECTIVE FUNCTIONALIZATION; BIFUNCTIONAL MOLECULES; SI(100) SURFACE; CHEMISTRY; NITROBENZENE; OXIDE; INTERFACE; SPECTRA; LINKAGE;
D O I
10.1016/j.susc.2015.04.007
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
We report the adsorption chemistry of a heterobifunctional molecule, 4-nitrophenol, on the Ge(100)-2 x 1 surface. X-ray photoelectron and infrared spectroscopy experiments and density functional theory calculations were used to determine the adsorption products. The results show that 4-nitrophenol reacts with the Ge surface through either one or both of the -OH or -NO2 functionalities. It was found that the fraction of dually and singly tethered adsorbates varies according to reaction conditions: namely, singly tethered adsorbates are favored at higher adsorbate coverages and lower adsorption temperatures. These variations are explained by a two-step adsorption mechanism for 4-nitrophenol, in which geometrical limitations of the adsorbates on the surface affect the product distribution. (C) 2015 Elsevier B.V. All rights reserved.
引用
收藏
页码:279 / 284
页数:6
相关论文
共 59 条
[1]   Theoretical infrared spectrum and revised assignment for para-nitrophenol.: Density functional theory studies [J].
Abkowicz-Bienko, AJ ;
Latajka, Z ;
Bienko, DC ;
Michalska, D .
CHEMICAL PHYSICS, 1999, 250 (02) :123-129
[2]   Toward reliable density functional methods without adjustable parameters: The PBE0 model [J].
Adamo, C ;
Barone, V .
JOURNAL OF CHEMICAL PHYSICS, 1999, 110 (13) :6158-6170
[3]   Nitrocatechol/ZnO Interface: The Role of Dipole in a Dye/Metal-Oxide Model System [J].
Arnaud, G. F. ;
De Renzi, V. ;
del Pennino, U. ;
Biagi, R. ;
Corradini, V. ;
Calzolari, A. ;
Ruini, A. ;
Catellani, A. .
JOURNAL OF PHYSICAL CHEMISTRY C, 2014, 118 (08) :3910-3917
[4]   Oxide-free hybrid silicon nanowires: From fundamentals to applied nanotechnology [J].
Bashouti, Muhammad Y. ;
Sardashti, Kasra ;
Schmitt, Sebastian W. ;
Pietsch, Matthias ;
Ristein, Juergen ;
Haick, Hossam ;
Christiansen, Silke H. .
PROGRESS IN SURFACE SCIENCE, 2013, 88 (01) :39-60
[5]   Scanning tunneling microscopy study of single molecule motion on the Si(100)-2 X 1 surface [J].
Basu, R ;
Tovar, JD ;
Hersam, MC .
JOURNAL OF VACUUM SCIENCE & TECHNOLOGY B, 2005, 23 (04) :1785-1789
[6]   The electronic structure of gas phase croconic acid compared to the condensed phase: More insight into the hydrogen bond interaction [J].
Bisti, F. ;
Stroppa, A. ;
Perrozzi, F. ;
Donarelli, M. ;
Picozzi, S. ;
Coreno, M. ;
de Simone, M. ;
Prince, K. C. ;
Ottaviano, L. .
JOURNAL OF CHEMICAL PHYSICS, 2013, 138 (01)
[7]   Adsorption, ordering, and chemistry of nitrobenzene on Si(100)-2 x 1 [J].
Bocharov, S ;
Teplyakov, AV .
SURFACE SCIENCE, 2004, 573 (03) :403-412
[8]   A high resolution photoemission study of phenol adsorption on Si(100)2 x 1 [J].
Casaletto, MP ;
Carbone, M ;
Piancastelli, MN ;
Horn, K ;
Weiss, K ;
Zanoni, R .
SURFACE SCIENCE, 2005, 582 (1-3) :42-48
[9]   High-Performance Two-Dimensional Polydiacetylene with a Hybrid Inorganic-Organic Structure [J].
Cho, Sangho ;
Han, Gibok ;
Kim, Kwan ;
Sung, Myung M. .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2011, 50 (12) :2742-2746
[10]   A DFT analysis of the vibrational spectra of nitrobenzene [J].
Clarkson, J ;
Smith, WE .
JOURNAL OF MOLECULAR STRUCTURE, 2003, 655 (03) :413-422