Self-Assembled Monolayers on Gold Generated from Alkanethiols with the Structure RNHCOCH2SH

Voltammetric study of adsorption layers of various 4-pyridyl terminated surfactants on a Au(111) electrode: Effects of electronic property of pyridyl group and intermolecular hydrogen bonding upon potential-driven phase changes

“…The presence of an amide group in the midway of an alkyl chain either suppresses sharp reorientation of pyridyl group or interrupts the condensed film formation in the positive potential region. This is in line with the reports claiming that the existence of amide group perturbs the packing of alkyl chains [39,40,44].…”

“…The structure is mainly of c(4×2) lattice, exhibiting a linear molecular arrangement structure due to the intermolecular hydrogen bonding, in contrast to amide-free normal alkanethiol SAMs. Tam-Chang and coworkers investigated the thermal stability of amide-containing alkanethiol SAMs under an ultrahigh vacuum condition and found that the existence of amide group in the SAM suppresses the desorption of the SAM [44]. Furthermore, the exchange rate of amide-containing short-chain alkanethiols in the SAMs for hexadecanethiol in ethanol solution is 10 2 -10 3 times slower than that of an amide-free alkanethiol.…”

“…Above-mentioned effect of the existence of amide group appears inconsistent with most of the previous reports on amide-containing alkanethiol SAMs. Those reports concluded that the existence of amide group in the alkyl chain of the molecules increases the stability of the structure of the SAM [41,43,44]. Valiokas and coworkers reported that the temperature of thermal disordering of alkyl chain of a SAM of ω-hydroxy-alkyl thiol in ultrahigh vacuum was made much higher by introducing an amide group in its alkyl chain [42].…”

Replacing −CH2CH2– with −CONH– Does Not Significantly Change Rates of Charge Transport through AgTS-SAM//Ga2O3/EGaIn Junctions

“…The amide group (-CONH-) is one of the best understood in organic chemistry, 49,50 and while not isostructural with -CH 2 CH 2 -is similar in size, and is known, from prior work, to be compatible with the formation of SAMs. [51][52][53][54][55] ii) Perhaps more importantly, we wished to develop a system of SAMs to use in studies of charge transport that was more easily modified structurally than are derivatives of n-alkanethiolates. Preparing compounds of the structure HS(CH 2 ) n R, where n is 10 -20, and R is a group that we might wish to select, with as few restrictions as possible, from the full range of organic and organometallic groups, can be synthetically arduous.…”

Construction of Various Self-assembled Films and Their Application as Lubricant Coatings

“…Generally speaking, there are two approaches to construct SAMFs with unique structures, viz, one-step assembling and multi-step assembling. As to the one-step process, the pre-designed target precursors are assembled onto the substrate (Tam-Chang et al, 1995; www.intechopen.com 1999; Song et al, 2006;Chambers et al, 2005); The multistep method involves common selfassembling and subsequent interface chemical reaction (Ren et al, 2003;Jiao et al, 2006). In most cases, the synthesis and the succedent purification for precursor molecules are too difficult to perform.…”