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

Loïc Pantaine,Vincent Humblot,Anne Vallée,Vincent Coeffard

doi:10.3762/bjoc.13.64

Abstract

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).

Highlights

Self-assembled monolayers (SAMs) have raised considerable interest in the past decades because of their potential applications in various areas such as biomaterials, tissue engineering, biosensors and electronics [1,2,3]
SAMs were characterized by water contact angle (WCA) measurements, Fourier-transform infrared reflection absorption spectroscopy (IRRAS) and X-ray photoelectron spectroscopy (XPS)
In order to bring a new class of reusable surfaces, we describe the use of sulfamide chemistry for the generation of reversible patterns of sulfur-based SAMs on a gold surface (Scheme 1)

Summary

Introduction

Self-assembled monolayers (SAMs) have raised considerable interest in the past decades because of their potential applications in various areas such as biomaterials, tissue engineering, biosensors and electronics [1,2,3]. 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.

Results

Conclusion