Arrays of Chemomechanically Patterned Patches of Homogeneous and Mixed Monolayers of 1-Alkenes and Alcohols on Single Silicon Surfaces

Abstract

We have previously demonstrated a facile, chemomechanical method of simultaneously functionalizing and patterning silicon with single organic monolayers by scribing it while it is wet with 1-alkenes, [1] 1-alkynes, [1] and 1-haloalkanes. [2] Here we show that this method can be extended to create individual surfaces that have different monolayer coatings in distinct and precisely controlled regions (Figure 1). Like microcontact [*] Dr.

Amine‐Reactive Monolayers on Scribed Silicon with Controlled Levels of Functionality: Reaction of a Bare Silicon Surface with Mono‐ and Diepoxides

“…Herein we report a significant advance in the preparation of patterned and functionalized silicon surfaces by showing that epoxides react with scribed silicon to yield monolayers with even greater efficiency than was reported for 1‐alkenes,1–5 1‐alkynes,2, 3 1‐halo‐ and α,ω‐dihalo‐ alkanes,3, 6 and alcohols 1. But more importantly we demonstrate that amine‐reactive mixed monolayers with controlled levels of functionality can be formed on scribed silicon from mixtures containing an α,ω‐diepoxide.…”

“…But more importantly we demonstrate that amine‐reactive mixed monolayers with controlled levels of functionality can be formed on scribed silicon from mixtures containing an α,ω‐diepoxide. As before,1–4, 6 monolayer formation simply consisted of wetting a dry, native oxide coated silicon surface with a reactive liquid, which had not been degassed, and scribing it in the air with a diamond tipped instrument. To our knowledge this is the first report of the reaction of an epoxide and a bare silicon surface (scribed or unpassivated).…”

Chemical manipulation of multifunctional hydrocarbons on silicon surfaces

“…3.75 puts the upper limit on the concentrational dependence of surface reactions. The 1-alkenes [443][444][445], 1-alkynes [443,445], aldehydes [446], alcohols [444], alkyl halides [445,447,448], epoxides [449], and acid chlorides [450] all react with the scribed silicon surface in a manner similar to that expected for Si (100) and Si(111) substrates. According to the review [442], the examples of epoxides [449] and acid chlorides [450] were the first demonstration of the reactivity of this type of compounds with bare silicon.…”

Silicon and Silicon-Related Surfaces for Biosensor Applications

“…In addition, micro-contact printing (μCP) -a fast and simple patterning technique, which is frequently used for alkylthiols on gold and alkylsilanes on oxide surfaces [Xia & Whitesides, 1998] -is currently not feasible with 1-alkenes and 1-alkynes directly on H-Si, due to the extended reaction times required for monolayer formation and related difficulties to remain a oxide-free monolayer-silicon interface. Only recently a number of elegant soft lithographic [Jun, et al, 2002& Mizuno & Buriak, 2008& Perring, et al, 2007 and scanning probe [Niederhauser, et al, 2001& Niederhauser, et al, 2002& Yang, L., et al, 2005& Yang, M., et al, 2009] methods for patterning of organic monolayer on oxide-free silicon were published.…”