Products Cited in Publications Worldwide Synthesis of Aminopropyltriethoxysilyl-Substituted Imines and Amides

Synthesis of Aminopropyltriethoxysilyl-Substituted Imines and Amides

Surya R. Banks; J. Tanner Morningstar; Mark E. Welker

DOI:

Abstract

A series of small molecules containing aminopropyltriethoxysilane (APTES) linkers were synthesized so that they could potentially be incorporated into self-assembled monolayers (SAMS) on metal oxide surfaces. Trialkoxysilanes are widely used to modify metal oxide surfaces since they readily react with surface hydroxyl groups to release the alkanol and provide a piano stool trialkoxysilane linkage to the surface [1,2,3,4,5,6,7,8,9,10,11]. Two main structural aspects of the small molecules to be synthesized were considered: (1) ease of synthesis of the small molecule, i.e., where possible, one-pot reactions from inexpensive, commercially available starting materials, and (2) presentation of a variety of aromatic functional groups that would be of interest to others working to use SAMS as components of materials for molecular electronics or sensing applications. Imines that contain both electron-donating and -withdrawing substituents on a benzene ring, as well as a number of imines with nitrogen heterocycles as the aromatic component, were prepared. Amides were prepared containing pyridine, furan, and thiophene rings as part of the aromatic component.

Keywords

aminopropyltriethoxysilane ; amide ; imine ; self-assembled monolayer

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