AVS 50th International Symposium
    Biomaterial Interfaces Wednesday Sessions
       Session BI-WeP

Paper BI-WeP6
Amine-Reactive Mixed Monolayers on Scribed Silicon with Controlled Levels of Functionality: The Reaction of Scribed Silicon with Epoxides

Wednesday, November 5, 2003, 11:00 am, Room Hall A-C

Session: Poster Session
Presenter: M.R. Linford, Brigham Young University
Authors: M.R. Linford, Brigham Young University
Y.-Y. Lua, Brigham Young University
Correspondent: Click to Email
Epoxides are important in industry and in bioconjugate chemistry because of their reactivity with amines, sulfhydryls, and other nucleophiles. Here we report a significant advance in the preparation of patterned and functionalized silicon surfaces by showing that epoxides readily react with scribed silicon to yield monolayers with even greater efficiency that was reported for 1-alkenes,@footnote 1@ 1-alkynes,@footnote 1@ 1-haloalkanes,@footnote 2@ and alcohols.@footnote 3@ Mixed monolayers were prepared from solutions of 1,2-epoxyoctane and 1,2,7,8-diepoxyoctane to control the number of free epoxide groups at the surface. The amine reactivity of these surfaces increases as the fraction of 1,2,7,8-diepoxyoctane in the monolayers increases. The formation of monolayers occurrs by wetting a dry, oxide-coated or hydrogen-terminated silicon surface with a liquid epoxide or α,ω-diepoxide and by scribing in the air with a diamond-tipped instrument or tungsten carbide ball. In addition to this fundamental work, we plan to discuss i) the formation of biotinylated surfaces through a reaction of epoxide surfaces with biocytin (a lysine-biotin complex) and DNA-containing surfaces (through a reaction with amine-terminated oligonucleotides), and ii) patterning of silicon with these coatings using an AFM tip.@footnote 4@ @FootnoteText@ @footnote 1@ Niederhauser, T.L.; Jiang, G.; Lua, Y.-Y.; Dorff, M.; Woolley, A.T.; Asplund, M.C.; Berges, D.A.; Linford, M.R. Langmuir 2001, 17, 5889-5900.@footnote 2@ Niederhauser, T.L.; Lua, Y.-Y.; Sun, Y.; Jiang, G.; Strossman, G.S.; Pianetta, P.; Linford, M.R. Chemistry of Materials 2002, 14, 27-29.@footnote 3@ Niederhauser, T.L.; Lua, Y.-Y.; Jiang, G.; Davis, S.D.; Matheson, R.; Hess, D.A.; Mowat, I.A.; Linford, M.R. Angew. Chem. Int. Ed. 2002, 41(13), 2353-2356.@footnote 4@ Wacaser, B.A.; Maughan, M.J.; Mowat, I.A.; Niederhauser, T.L.; Linford, M.R.; Davis, R.C. Applied Physics Letters 2003, 82(5), 808-810.