scholarly journals Synthesis of fluorescent long-chain thiols/disulfides as building-blocks for self-assembled monolayers preparation

2012 ◽  
Vol 10 (2) ◽  
pp. 295-299 ◽  
Author(s):  
Sushilkumar Jadhav
Keyword(s):  
Hydrogen Sulfide ◽  
Nitrogen Heterocycles ◽  
Building Blocks ◽  
Self Assembled Monolayers ◽  
Sodium Hydrogen ◽  
End Groups ◽  
Assembled Monolayers ◽  
Self Assembled ◽  
Symmetrical Disulfides ◽  
Long Chain

AbstractNew symmetrical disulfides together with the corresponding thiols bearing fluorescent end-groups have been synthesized as building-blocks for self-assembled monolayers (SAMs). The synthesis has been accomplished starting from aromatic nitrogen heterocycles in three steps. The conversion of the tosylated intermediate into the final disulfide is accomplished by use of sodium hydrogen sulfide (NaSH). Both products (thiols and disulfides) were isolated and characterized.

scholarly journals Sulfamide chemistry applied to the functionalization of self-assembled monolayers on gold surfaces

2017 ◽  
Vol 13 ◽  
pp. 648-658 ◽  
Author(s):  
Loïc Pantaine ◽  
Vincent Humblot ◽  
Vincent Coeffard ◽  
Anne Vallée
Keyword(s):  
Photoelectron Spectroscopy ◽  
Self Assembled Monolayers ◽  
Gold Surfaces ◽  
Water Contact ◽  
X Ray ◽  
Infrared Reflection Absorption Spectroscopy ◽  
Infrared Reflection ◽  
End Groups ◽  
Assembled Monolayers ◽  
Self Assembled

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).

scholarly journals Kinetic Isotope Effect on Electron Transfer Rates Across Self-Assembled Monolayers: A Case for Quantum Effects

2019 ◽  
Author(s):  
Samir Chattopadhyay ◽  
Sabyasanchi Bandyopadhyay ◽  
Abhishek Dey
Keyword(s):  
Cyclic Voltammetry ◽  
Kinetic Isotope Effect ◽  
Substantial Contribution ◽  
Self Assembled Monolayers ◽  
Transfer Rates ◽  
Medium Chain Length ◽  
Kinetic Isotope ◽  
Assembled Monolayers ◽  
Self Assembled ◽  
Long Chain

Long range ET across several self-assembled mon-olayer (SAM) covered Au electrodes is investigated using protonated and deuterated thiols (RSH/RSD). The rate of tunneling is measured using both chronoamperometry and cyclic voltammetry and it shows a prominent KIE. The KIE is ~2 (normal) for medium chain length thiols where the Tafel plot indicate substantial through space tunneling and is ~0.25 (inverse) for long chain thiols where the Tafel plot indicate mostly through bond tunneling. These results imply substantial contribution from the classical modes at the Au-(H)SR interface, which shift substantially on deuteration of the thiols, to the ET process.<br>

scholarly journals Influence of the nature of the alkanethiol terminal group on the electrochemical stability and blocking ability of self-assembled nanofilms on Au electrode

2021 ◽  
Vol 340 ◽  
pp. 01013
Author(s):  
Svetlana Ovchinnikova ◽  
Tatyana Aleksandrova
Keyword(s):  
Functional Group ◽  
Energy State ◽  
Terminal Group ◽  
Electrochemical Stability ◽  
Self Assembled Monolayers ◽  
Oh Groups ◽  
End Groups ◽  
Assembled Monolayers ◽  
Self Assembled ◽  
Terminal Functional Group

We studied the effect of the nature of the terminal group of thiols with the same chain length HS (CH2)8 – R (R: -CH3, -CH2OH, -NH2) on the electrodesorption behaviour of well-formed SAMs (the self-assembled monolayers), their stability and blocking ability using voltammetry and chronoamperometry. The nature of the terminal functional group determines the surface properties of SAM and provides the basis for subsequent interactions (for example, with peptides, proteins, DNA) in order to create sensors and bioagents. For the studied thiols, the hydrophilicity of the end groups increases in the series -CH3<< -NH2 ≤ -CH2OH; they also differ in polarity and the possibility of protonation of the amino group. For thiols with -CH3 and -CH2OH groups, an increase in the hydrophilicity of the terminal group leads to the formation of less stable and less ordered films. The replacement of carbon by nitrogen with approximately the same hydrophilicity of the groups (-CH2OH and -NH2) leads to the formation of a more stable film consisting of molecules in the same energy state, butwith poorer insulatingproperties.

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