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Organic Monolayers Onto Oxide-free Silicon With Improved Surface Coverage: Alkynes Versus Alkenes.

Luc Scheres, M. Giesbers, H. Zuilhof
Published 2010 · Chemistry, Medicine

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On H-Si(111), monolayer assembly with 1-alkenes results in alkyl monolayers with a Si-C-C linkage to the silicon substrate, while 1-alkynes yield alkenyl monolayers with a Si-C=C linkage. To investigate the influence of the different linkage groups on the final monolayer structure, organic monolayers were prepared from 1-alkenes and 1-alkynes with chain lengths from C(12) to C(18), and the final monolayer structures were studied in detail by static water contact angles measurements, ellipsometry, attenuated total reflectance infrared (ATR-IR) spectroscopy, and X-ray photoelectron spectroscopy (XPS). The thicknesses, tilt angles, and packing densities of the alkyl monolayers are in good agreement with literature values, whereas increased thicknesses, reduced tilt angles, and improved packing densities were observed for the alkenyl monolayers. Finally, the surface coverages for alkyl monolayers were determined to be 50-55% (in line with literature values), while those for the alkenyl monolayers increased with the chain length from 55% for C(12) to as high as 65% for C(18)! The latter value is very close to the theoretical maximum of 69% obtainable on H-Si(111). Such enhanced monolayer quality and increased surface coverage of the alkenyl monolayers, in combination with the oxidation-inhibiting nature of the Si-C=C linkage, significantly increases the chance of successful implementation of organic monolayers on oxide-free silicon in molecular electronic and biosensor devices, especially in view of the importance of a defect-free monolayer structure and the corresponding stability of the monolayer-silicon interface.



This paper is referenced by
A microscopic study of structural and electronic properties of functionalized silicon surfaces based on first-principles
Hadi Arefi (2015)
10.1103/PhysRevB.85.045433
Charge transport across metal/molecular (alkyl) monolayer-Si junctions is dominated by the LUMO level
Omer Yaffe (2012)
10.1016/J.APSUSC.2011.12.026
Surface-initiated addition polymerization of norbornene by a Pd(II) catalyst bearing acetylacetone ligand on the glass slide
Xiaohui He (2012)
10.1021/acs.langmuir.5b02121
Electron Transfer through Surface-Grown, Ferrocene-Capped Oligophenylene Molecular Wires (5-50 Å) on n-Si(111) Photoelectrodes.
F. Li (2015)
10.1021/ACS.JPCC.8B00910
UV-Initiated Si–S, Si–Se, and Si–Te Bond Formation on Si(111): Coverage, Mechanism, and Electronics
Minjia Hu (2018)
10.1039/C3RA41471J
Homogeneously and gradually anchored self-assembled monolayer by tunable vapor phase-assisted silanization
Grégoire Souharce (2013)
10.1021/acs.chemrev.5b00595
Functionalization of Oxide-Free Silicon Surfaces with Redox-Active Assemblies.
B. Fabre (2016)
10.1021/JP212043V
Controlling Space Charge of Oxide-Free Si by in Situ Modification of Dipolar Alkyl Monolayers
T. Toledano (2012)
10.1021/OM4006017
Covalent Immobilization of Redox-Active Fe(κ2-dppe)(η5-C5Me5)-Based π-Conjugated Wires on Oxide-Free Hydrogen-Terminated Silicon Surfaces
K. Green (2013)
Functionalization and microfluidic integration of silicon nanowire biologically gated field effect transistors
Andrea Pfreundt (2016)
Chemical Stability toward O 2 and H 2 O of Si(111) Grafted with CH 3 , CH 2 CH 2 CH 3 , CHCHCH 3 , and CCCH 3
F. A. Soria (2015)
10.1021/JP403177E
Effect of Doping Density on the Charge Rearrangement and Interface Dipole at the Molecule–Silicon Interface
Omer Yaffe (2013)
10.1080/02678292.2013.805833
In situ self-assembled photo-switchable liquid crystal alignment layer using azosilane monomer-liquid crystal mixture system
M. R. Vengatesan (2013)
10.1038/ncomms15056
Single-molecule electrical contacts on silicon electrodes under ambient conditions
Albert c. Aragonès (2017)
10.1021/acs.langmuir.9b03536
Antifouling Polymer Brushes via Oxygen-Tolerant Surface-Initiated PET-RAFT
A. Kuzmyn (2020)
10.1021/OM400515G
Synthesis and Characterization of Redox-Active Mononuclear Fe(κ2-dppe)(η5-C5Me5)-Terminated π-Conjugated Wires
K. Green (2013)
Monolayer Doping for Fabrication of Recessed Channel MOSFETs
Veena Nudnure (2019)
10.1002/SIA.6436
XPS study during a soft and progressive sputtering of a monolayer on indium phosphide by argon cluster bombardment
D. Aureau (2018)
10.1021/JP412498T
Redox-Active Molecular Wires Derived from Dinuclear Ferrocenyl/Ruthenium(II) Alkynyl Complexes: Covalent Attachment to Hydrogen-Terminated Silicon Surfaces
G. Grelaud (2014)
10.1021/acs.langmuir.7b00110
Organic Monolayers by B(C6F5)3-Catalyzed Siloxanation of Oxidized Silicon Surfaces
J. Escorihuela (2017)
10.1021/ar100085q
Ferrocene-terminated monolayers covalently bound to hydrogen-terminated silicon surfaces. Toward the development of charge storage and communication devices.
B. Fabre (2010)
10.1021/acsami.7b05444
Thermal Stability of Organic Monolayers Grafted to Si(111): Insights from ReaxFF Reactive Molecular Dynamics Simulations.
F. A. Soria (2017)
10.1021/la400040e
Covalently attached organic monolayers onto silicon carbide from 1-alkynes: molecular structure and tribological properties.
S. Pujari (2013)
10.1002/anie.201306709
Covalent surface modification of oxide surfaces.
S. Pujari (2014)
10.1016/J.PROGSURF.2012.10.003
Wet chemical surface functionalization of oxide-free silicon
P. Thissen (2012)
10.1039/C8MH01012A
Growth of a dense gadolinium metal–organic framework on oxide-free silicon for cryogenic local refrigeration
G. Lorusso (2019)
10.1039/C1SC00639H
Structure Matters: Correlating temperature dependent electrical transport through alkyl monolayers with vibrational and photoelectron spectroscopies
H. Shpaisman (2012)
10.1016/J.SUSC.2011.05.027
Characterization of peptide immobilization on an acetylene terminated surface via click chemistry
F. Shamsi (2011)
10.1063/1.4767121
Barrier height distribution and dipolar relaxation in metal-insulator-semiconductor junctions with molecular insulator: Ageing effects
A. Fadjie-Djomkam (2012)
10.1021/ja210048x
Electrochemical "switching" of Si(100) modular assemblies.
S. Ciampi (2012)
10.1016/J.SUSC.2011.03.015
Constructing polyamidoamine dendrons from poly(poly(ethylene glycol) monomethacrylate) brushes grafted from planar silicon hydride surfaces for biomedical applications
Xiang Liu (2011)
10.1021/JP508728V
Chemical Stability toward O2 and H2O of Si(111) Grafted with —CH3, —CH2CH2CH3, —CHCHCH3, and —CCCH3
F. A. Soria (2015)
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