Self-Assembled Monolayers Derived from Bidentate Organosulfur Adsorbates

1999 ◽  
Vol 576 ◽  
Author(s):  
Young-Seok Shon ◽  
Nupur Garg ◽  
Ramon Colorado ◽  
Ramon J. Villazana ◽  
T. Randall Lee

ABSTRACTThe adsorption of a series of 1,2-bis(mercaptomethyl)-4,5-dialkylbenzenes (1), spiroalkanedithiols (2), and aliphatic dithiocarboxylic acids (3) on gold yielded new types of self-assembled monolayers (SAMs). The new SAMs were characterized by optical ellipsometry, contact angle goniometry, and polarization modulation infrared reflection absorption spectroscopy (PM-IRRAS). These results were compared to those obtained from SAMs derived from normal alkanethiols (4) of analogous chain length. Comparisons of ellipsometric thickness and contact angle wettability showed that the new SAMs were well packed and highly oriented. Comparisons of the PM-IRRAS data showed that the SAMs generated from 1 and 2 exhibited slightly less crystallinity than their alkanethiolate-based analogs, while the SAMs generated from 3 exhibited comparable crystallinity to their alkanethiolate-based analogs. Moreover, the SAMs derived from 1 and 2 showed no “odd-even” wettability or PM-IRRAS effects, while those derived from 3 showed remarkably large “odd-even” effects compared to those derived from normal alkanethiols.

2017 ◽  
Vol 13 ◽  
pp. 648-658 ◽  
Author(s):  
Loïc Pantaine ◽  
Vincent Humblot ◽  
Vincent Coeffard ◽  
Anne Vallée

Aniline-terminated self-assembled monolayers (SAMs) on gold surfaces have successfully reacted with ArSO2NHOSO2Ar (Ar = 4-MeC6H4 or 4-FC6H4) resulting in monolayers with sulfamide moieties and different end groups. Moreover, the sulfamide groups on the SAMs can be hydrolyzed showing the partial regeneration of the aniline surface. SAMs were characterized by water contact angle (WCA) measurements, Fourier-transform infrared reflection absorption spectroscopy (IRRAS) and X-ray photoelectron spectroscopy (XPS).


2011 ◽  
Vol 115 (36) ◽  
pp. 17788-17798 ◽  
Author(s):  
María Alejandra Floridia Addato ◽  
Aldo A. Rubert ◽  
Guillermo A. Benítez ◽  
Mariano H. Fonticelli ◽  
Javier Carrasco ◽  
...  

2012 ◽  
Vol 3 ◽  
pp. 12-24 ◽  
Author(s):  
Hicham Hamoudi ◽  
Ping Kao ◽  
Alexei Nefedov ◽  
David L Allara ◽  
Michael Zharnikov

Self-assembled monolayers (SAMs) of nitrile-substituted oligo(phenylene ethynylene) thiols (NC-OPEn) with a variable chain length n (n ranging from one to three structural units) on Au(111) were studied by synchrotron-based high-resolution X-ray photoelectron spectroscopy and near-edge absorption fine-structure spectroscopy. The experimental data suggest that the NC-OPEn molecules form well-defined SAMs on Au(111), with all the molecules bound to the substrate through the gold–thiolate anchor and the nitrile tail groups located at the SAM–ambient interface. The packing density in these SAMs was found to be close to that of alkanethiolate monolayers on Au(111), independent of the chain length. Similar behavior was found for the molecular inclination, with an average tilt angle of ~33–36° for all the target systems. In contrast, the average twist of the OPEn backbone (planar conformation) was found to depend on the molecular length, being close to 45° for the films comprising the short OPE chains and ~53.5° for the long chains. Analysis of the data suggests that the attachment of the nitrile moiety, which served as a spectroscopic marker group, to the OPEn backbone did not significantly affect the molecular orientation in the SAMs.


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