title: A non-oxidative approach toward chemically and electrochemically functionalizing Si(111).
abstract: A general method for the non-oxidative functionalization of single-crystal silicon(111) surfaces is described. The silicon surface is fully acetylenylated using two-step chlorination/alkylation chemistry. A benzoquinone-masked primary amine is attached to this surface via Cu(I)-catalyzed Huisgen 1,3-dipolar cycloaddition ("click" chemistry). The benzoquinone is electrochemically reduced, resulting in quantitative cleavage of the molecule and exposing the amine terminus. Molecules presenting a carboxylic acid have been immobilized to the exposed amine sites. X-ray photoelectron spectroscopy (XPS), Fourier transform infrared spectroscopy (FTIR), cyclic voltammetry (CV), and contact angle goniometry were utilized to characterize and quantitate each step in the functionalization process. This work represents a strategy for providing a general platform that can incorporate organic and biological molecules on Si(111) with minimal oxidation of the silicon surface.
authors.affiliation: Division of Chemistry and Chemical Engineering, MC 127-72, California Institute of Technology, Pasadena, California 91125, USA.
authors.forename: Rosemary D
authors.initials: RD
authors.lastname: Rohde
authors.forename: Heather D
authors.initials: HD
authors.lastname: Agnew
authors.forename: Woon-Seok
authors.initials: WS
authors.lastname: Yeo
authors.forename: Ryan C
authors.initials: RC
authors.lastname: Bailey
authors.forename: James R
authors.initials: JR
authors.lastname: Heath
mesh_terms: D003460:Crystallization; D004563:Electrochemistry; D015394:Molecular Structure; D010084:Oxidation-Reduction; D012666:Semiconductors; D012825:Silicon / Q000737:chemistry*; D013499:Surface Properties
chemical_list: D012825:Silicon