Spin‐Cast and Patterned Organophosphonate Self‐Assembled Monolayer Dielectrics on Metal‐Oxide‐Activated Si

An efficient process is developed for modifying Si with self-assembled monolayers (SAMs) through in situ metal oxide surface activation and microcontact printing or spin-coating of phosphonic-acid-based molecules. The utility of this process is demonstrated by fabricating self-organized and solution-processed low-voltage organic thin-film transistors enabled by patterned and spin-cast phosphonate SAM/metal oxide hybrid dielectrics.

[1]  Hong Ma,et al.  π‐σ‐Phosphonic Acid Organic Monolayer/Sol–Gel Hafnium Oxide Hybrid Dielectrics for Low‐Voltage Organic Transistors , 2008 .

[2]  B. Neves,et al.  Thermal Stability Study of Self-Assembled Monolayers on Mica , 2000 .

[3]  A. Czanderna,et al.  Weak interactions between deposited metal overlayers and organic functional groups of self-assembled monolayers , 1995 .

[4]  John E. Anthony,et al.  High mobility solution processed 6,13-bis(triisopropyl-silylethynyl) pentacene organic thin film transistors , 2007 .

[5]  Paul H. Wöbkenberg,et al.  High mobility n-channel organic field-effect transistors based on soluble C-60 and C-70 fullerene derivatives , 2008 .

[6]  A. Arias,et al.  Materials and applications for large area electronics: solution-based approaches. , 2010, Chemical reviews.

[7]  H. Klauk,et al.  Ultralow-power organic complementary circuits , 2007, Nature.

[8]  N. Koch,et al.  Bonding self-assembled, compact organophosphonate monolayers to the native oxide surface of silicon. , 2003, Journal of the American Chemical Society.

[9]  Bo Zhang,et al.  Materials for Printable, Transparent, and Low‐Voltage Transistors , 2011 .

[10]  J. Robertson.  High dielectric constant gate oxides for metal oxide Si transistors , 2006 .

[11]  F. Schreiber.  Structure and growth of self-assembling monolayers , 2000 .

[12]  Yang Yang,et al.  Patterning organic single-crystal transistor arrays , 2006, Nature.

[13]  D. Allara,et al.  Nascent metal atom condensation in self-assembled monolayer matrices: coverage-driven morphology transitions from buried adlayers to electrically active metal atom nanofilaments to overlayer clusters during aluminum atom deposition on alkanethiolate/gold monolayers. , 2009, Journal of the American Chemical Society.

[14]  E. W. Meijer,et al.  About Supramolecular Assemblies of π-Conjugated Systems , 2005 .

[15]  G. Whitesides,et al.  Self-assembled monolayers of thiolates on metals as a form of nanotechnology. , 2005, Chemical reviews.

[16]  J. Hemminger,et al.  Determination of surface OH acidity from the formation of acid/base complexes on ultrathin films of γ-Al2O3 on NiAl(100) , 2004 .

[17]  G. Seifert,et al.  Adsorption of Phosphonic Acid at the TiO2 Anatase (101) and Rutile (110) Surfaces , 2009 .

[18]  A. Dereux,et al.  Selective Surface Modification of SiO 2 -TiO 2 Supports with Phosphonic Acids , 2004 .

[19]  Laura L. Kosbar,et al.  Patterning organic–inorganic thin-film transistors using microcontact printed templates , 2001 .

[20]  B. Bhushan,et al.  Phosphonate self-assembled monolayers on aluminum surfaces. , 2006, The Journal of chemical physics.

[21]  D. Castner,et al.  Structure and order of phosphonic acid-based self-assembled monolayers on Si(100). , 2010, Langmuir : the ACS journal of surfaces and colloids.

[22]  F. Effenberger,et al.  Preparation of high quality electrical insulator self-assembled monolayers on gold. Experimental investigation of the conduction mechanism through organic thin films. , 2005, Journal of the American Chemical Society.

[23]  I. Nielsen,et al.  Elucidating the bimodal acid-base behavior of the water-silica interface from first principles. , 2009, Journal of the American Chemical Society.

[24]  Ute Zschieschang,et al.  Low-voltage organic transistors with an amorphous molecular gate dielectric , 2004, Nature.

[25]  N. McIntyre,et al.  Delivering octadecylphosphonic acid self-assembled monolayers on a Si wafer and other oxide surfaces. , 2006, The journal of physical chemistry. B.

[26]  Michiel Sprik,et al.  Acidity of the Aqueous Rutile TiO2(110) Surface from Density Functional Theory Based Molecular Dynamics. , 2010, Journal of chemical theory and computation.

[27]  Seth R. Marder,et al.  n‐Type Organic Semiconductors in Organic Electronics , 2010, Advanced materials.

[28]  Alex K.-Y. Jen,et al.  Interface Engineering for Organic Electronics , 2010, Advanced Functional Materials.

[29]  J. Stephenson,et al.  Absolute Molecular Orientational Distribution of the Polystyrene Surface , 2001 .

[30]  Ute Zschieschang,et al.  Microcontact-printed self-assembled monolayers as ultrathin gate dielectrics in organic thin-film transistors and complementary circuits. , 2008, Langmuir : the ACS journal of surfaces and colloids.

[31]  M. Ratner,et al.  Molecular Self‐Assembled Monolayers and Multilayers for Organic and Unconventional Inorganic Thin‐Film Transistor Applications , 2009 .

[32]  H. Nie.  Revealing different bonding modes of self-assembled octadecylphosphonic acid monolayers on oxides by time-of-flight secondary ion mass spectrometry: silicon vs aluminum. , 2010, Analytical chemistry.

[33]  C. Bain,et al.  Sum-frequency vibrational spectroscopy of soluble surfactants at the air/water interface , 1996 .

[34]  P. Mutin,et al.  Hybrid materials from organophosphorus coupling molecules , 2005 .