A molecular approach to self-assembly of trimethylsilylacetylene derivatives on gold

被引:37
作者
Katsonis, N
Marchenko, A
Taillemite, S
Fichou, D [1 ]
Chouraqui, G
Aubert, C
Malacria, M
机构
[1] CEA Saclay, LRC Semicond Organ, DSM, DRECAM,SPCSI, F-91191 Gif Sur Yvette, France
[2] Univ Paris 06, Chim Organ Lab, UMR 7611, F-75252 Paris, France
关键词
chemisorption; nanostructures; organosilanes; scanning probe microsocopy; self-assembly; silanes;
D O I
10.1002/chem.200204682
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
We recently discovered that a linear multifunctional trimethylsilylacetylene (TMSA) compound forms long-range and highly stable self-assembled monolayers (SAMs) on reconstructed Au(111). To better understand the interactions governing self-assembly in this new system, we synthesized a series of homologue organosilanes and performed scanning tunneling microscopy (STM) measurements at the Au(111)/n-tetradecane interface. The four TMSA-terminated linear silanes that we synthesized self-assemble in similar ways on gold, with the molecules standing upright on the surface. In contrast, compounds with a slightly modified terminal group but the same polyunsaturated linear chain above the TMSA head do not, self-assemble. In particular, substituting a methyl group of TMSA with a more bulky one prevents self-assembly. Removing the CdropC triple bond of TMSA or substituting the Si atom by a C atom also hinders self-assembly. Finally, substituting one methyl group of TMSA by a hydrogen atom induces self-assembly but in a different geometry, with the molecules lying flat on the gold surface in a quasi-epitaxy mode. Our molecular approach demonstrates the key role played by the TMSA head in self-assembly, its origin being twofold: 1) the TMSA layers are commensurate to the Au(111) adlattice along the (112) direction, and 2) the CdropC triple bond of TMSA activates the Si atom and induces the creation of a surface Si-Au chemical bond. The highly stable TMSA-based SAMs appear then as promising materials for applications in surface modification.
引用
收藏
页码:2574 / 2581
页数:8
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