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Determination Of The Structure And Orientation Of Organic Molecules Tethered To Flat Graphitic Carbon By ATR-FT-IR And Raman Spectroscopy.

Franklin Anariba, U. Viswanathan, D. Bocian, R. McCreery
Published 2006 · Chemistry, Medicine

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Mono- and multilayers of nitroazobenzene (NAB), azobenzene (AB), nitrobiphenyl (NBP), biphenyl (BP), and fluorene (FL) were covalently bonded to flat pyrolyzed photoresist films (PPF) by electrochemical reduction of their diazonium derivatives. The structure and orientation of the molecular layers were probed with ATR-FT-IR and Raman spectroscopy. A hemispherical germanium ATR element used with p-polarized light at 65 degrees incidence angle yielded high signal/noise IR spectra for monolayer coverage of molecules on PPF. The IR spectra are dominated by in-plane vibrational modes in the 1000-2000-cm(-1) spectral range but also exhibit weaker out-of-plane deformations in the 650-1000-cm(-1) region. The average tilt angle with respect to the surface normal for the various molecules varied from 31.0 +/- 4.5 degrees for NAB to 44.2 +/- 5.4 degrees for FL with AB, NBP, and BP exhibiting intermediate adsorption geometries. Raman intensity ratios of NAB and AB for p- and s-polarized incident light support the conclusion that the chemisorbed molecules are in a predominantly upright orientation. The results unequivocally indicate that molecules electroreduced from their diazonium precursors are not chemisorbed flat on the PPF surface, but rather at an angle, similar to the behavior of Au/thiol self-assembled monolayers, Langmuir-Blodgett films, and porphyrin molecules chemisorbed thermally on silicon and PPF from alkyne and alkene precursors.
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This paper is referenced by
Synthesis and Characterization of a Thiol-Tethered Tripyridyl Porphyrin on Au(111)
Yang-Hsiang Chan (2008)
Electronic characteristics of fluorene/TiO2 molecular heterojunctions.
Jing Wu (2007)
pH-Dependent Wettability of Carboxyphenyl Films Grafted to Glassy Carbon
D. Packwood (2011)
Physical structure of standing-up aromatic SAMs revealed by scanning tunneling microscopy.
Abdelaziz Houmam (2011)
Assembling molecular electronic junctions one molecule at a time.
Andrew P. Bonifas (2011)
Comprehensive Characterization of Hybrid Junctions Comprised of a Porphyrin Monolayer Sandwiched Between a Coinage Metal Overlayer and a Si(100) Substrate
Franklin Anariba (2008)
Molecular Dynamics Simulation Study of Chlorophyll a in Different Organic Solvents.
Khadga Karki (2011)
Investigation of Sensitivity Against Different Flavonoid Derivatives of Aminophenyl-Modified Glassy Carbon Sensor Electrode and Antioxidant Activities
Ibrahim Ender Mülazimoglu (2012)
Stabilization of the mesomorphic phase in a self-assembled two-component system.
Y. Zhou (2008)
Syntheses and modifications of bisdiazonium salts of 3,8-benzo[c]cinnoline and 3,8-benzo[c]cinnoline 5-oxide onto glassy carbon electrode and the characterization of the modified surfaces
A. İsbir-Turan (2011)
Utilizing Nearest-Neighbor Interactions To Alter Charge Transport Mechanisms in Molecular Assemblies of Porphyrins on Surfaces
Amanda E. Schuckman (2015)
Covalent attachment of pyridine-type molecules to glassy carbon surfaces by electrochemical reduction of in situ generated diazonium salts. Formation of ruthenium complexes on ligand-modified surfaces
Ali Yeşildağ (2010)
Synthesis of gold nanoparticles on diazonium-generated heteroaryl films and their electrocatalytic activities
Ö. Ünal (2018)
Application of the linear principle for the strongly-correlated variables: Calculations of differences between spectra
R. R. Nigmatullin (2011)
Electrogenerated chemiluminescence at bare glassy carbon electrode in basic media
Ai-hong Wu (2008)
Using a hydrazone-protected benzenediazonium salt to introduce a near-monolayer of benzaldehyde on glassy carbon surfaces.
Kristoffer Malmos (2009)
Polarization anisotropy of photoluminescence from triphenylamine‐based molecular single crystals
T. Prutskij (2013)
Influence of Eu2O3 on phase crystallization and nanocrystals formation in tellurite glasses
I. V. García-Amaya (2018)
The electrochemical grafting of a mixture of substituted phenyl groups at a glassy carbon electrode surface.
Cyril Louault (2008)
Advanced electrochemical analysis: boron-doped diamond electrodes, electrocatalytic films, and combined SECM - SPR
A. Hartmann (2018)
Photoresponse of Molecular Tunnel Junctions: Converting Photons to Charge Carriers and Probing Internal Energy Levels
Jerry A Fereiro (2015)
Comment on "Extent of conjugation in diazonium-derived layers in molecular junction devices determined by experiment and modelling" by C. Van Dyck, A. J. Bergren, V. Mukundan, J. A. Fereiro and G. A. DiLabio, Phys. Chem. Chem. Phys., 2019, 21, 16762.
R. McCreery (2020)
Characterization of Growth Patterns of Nanoscale Organic Films on Carbon Electrodes by Surface Enhanced Raman Spectroscopy.
Mustafa Supur (2017)
Grafting of thin organic films by electrooxidation of arylhydrazines
Kristoffer Malmos (2011)
General approach for electrochemical functionalization of glassy carbon surface by in situ generation of diazonium ion under acidic and non-acidic condition with a cascade protocol
H. Salehzadeh (2014)
Synthetic 2D Polymers: A Critical Perspective and a Look into the Future.
W. Wang (2019)
Spontaneous Modification of Free-Floating Few-Layer Graphene by Aryldiazonium Ions: Electrochemistry, Atomic Force Microscopy, and Infrared Spectroscopy from Grafted Films
Anna K Farquhar (2016)
Nickel (II) tetraphenylporphyrin modified surfaces via electrografting of an aryldiazonium salt
A. Gross (2011)
Vibrational analysis of [4-[(E)-phenylazo] phenyl]ethanol based on the comparison between the experimental and DFT calculated Raman spectra
B. Minisini (2014)
Rh(I) complexes bearing N,N and N,P ligands anchored on glassy carbon electrodes: toward recyclable hydroamination catalysts.
A. A. Tregubov (2013)
High- versus low-quality graphene: a mechanistic investigation of electrografted diazonium-based films for growth of polymer brushes.
Mie Lillethorup (2014)
An FT-IRRAS study of nitrophenyl mono- and multilayers electro-deposited on gold by reduction of the diazonium salt.
A. Ricci (2006)
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