Online citations, reference lists, and bibliographies.
← Back to Search

Photoreactivity In Self-Assembled Monolayers Formed From Asymmetric Disulfides Having Para-Substituted Azobenzenes

H. Akiyama, K. Tamada, Jun'ichi Nagasawa, and Koji Abe, T. Tamaki
Published 2003 · Chemistry

Cite This
Download PDF
Analyze on Scholarcy
Share
Asymmetric dialkyl disulfides with a para-substituted azobenzene (i.e., 4-substituted 4‘-(12-(dodecyldithio)dodecyloxy)azobenzenes) produced photoresponsive self-assembled monolayers (SAMs) on gold (111) surfaces. Infrared reflection absorption (IR-RA) spectroscopy and reflection ultraviolet (UV) and visible (vis) light absorption spectroscopy gave information on the molecular orientational order of the adsorbates in the SAMs. The photoreactivity was investigated using dynamic contact-angle measurements with a Wilhelmy-type surface balance. The structure and photoreactivity of the SAMs were dependent on the substituent at the para position of an azobenzene moiety. Relatively ordered structures in the methylene parts and the photoisomerization of azobenzene moieties were observed for the SAMs formed from the hexyl- and the nonsubstituted azobenzene disulfides. However, a less-ordered SAM structure was seen for the cyanoazobenzene disulfide SAM, and the photoresponse is rather unstable.



This paper is referenced by
10.1039/b922882a
Self-assembly of triazatriangulenium-based functional adlayers on Au(111) surfaces.
Sonja Kuhn (2010)
10.1002/adma.201201532
Photoresponsive molecules in well-defined nanoscale environments.
Yue Bing Zheng (2013)
10.23939/MMC2016.01.033
Photo-controllable percolation of decorated nanoparticles in a nanopore: molecular dynamics simulation study
Jaroslav M. Ilnytskyi (2016)
10.1063/1.2969468
Reversible work function changes induced by photoisomerization of asymmetric azobenzene dithiol self-assembled monolayers on gold
Lloyd F.N. Ah Qune (2008)
Design of photo-switchable self-assembled monolayers for the study of protein-receptor interactions
Scott D. Charlesworth (2012)
10.1021/la202696a
In situ hydrolysis of imine derivatives on Au(111) for the formation of aromatic mixed self-assembled monolayers: multitechnique analysis of this tunable surface modification.
Y. Luo (2012)
10.1063/1.4913912
Optically switchable natural silk
I. I. Krasnov (2015)
10.1071/CH09308
Preparation of Azobenzenealkanethiols for Self-Assembled Monolayers with Photoswitchable Properties
Simone Krakert (2010)
10.1016/j.jcis.2009.09.040
Gap-mode SERS studies of azobenzene-containing self-assembled monolayers on Au(111).
U. Jung (2010)
10.1063/1.3336463
Multitime response functions and nonlinear spectra for model quantum dissipative systems.
M. Sahrapour (2010)
10.3762/bjnano.2.93
Direct monitoring of opto-mechanical switching of self-assembled monolayer films containing the azobenzene group
E. Tirosh (2011)
10.1002/JCCS.201100467
Self‐assembled Azobenzenethiol Monolayer on Electrode Surfaces: Effect of Photo‐switching on the Surface and Electrical Property
Szu-Ying Wang (2012)
10.1002/AOC.3369
Recent research progress in the synthesis, properties and applications of ferrocene‐based derivatives and polymers with azobenzene
Xiaoting Zhai (2016)
10.1039/b314710j
Monitoring photoswitching of azobenzene-based self-assembled monolayers on ultrathin platinum films by UV/Vis spectroscopy in the transmission modeElectronic supplementary information (ESI) available: synthesis and characterization of 1 and its photoisomerization in solution. See http://www.rsc.org/
S. Sortino (2004)
10.1039/c0cp02588g
Photoisomerization of azobenzene derivatives confined in gold nanoparticle aggregates.
Jun Hee Yoon (2011)
Propriétés optiques de monocouches moléculaires auto-assemblées sur surfaces métalliques
M. Jaouen (2014)
10.1088/1361-648X/aa7ca7
Understanding the effects of packing and chemical terminations on the optical excitations of azobenzene-functionalized self-assembled monolayers.
C. Cocchi (2017)
10.1002/9781119455042.CH9
Temperature Dependence of the Swelling and Surface Wettability of Dense Polymer Brushes
Pengyu Zhuang (2018)
Hybrid semiconducting nanoplatelets: synthesis and molecule-driven assembly
Yesica Flores arias (2018)
10.1016/J.MOLSTRUC.2012.06.012
Theoretical investigation of the conformation and hydrogen bonding ability of 5-arylazosalicylaldoximes
A. Manimekalai (2012)
10.1002/9783527671403.HLC100
Self‐Assembled Monolayers of Liquid Crystals on Surfaces
S. D. Evans (2014)
10.1021/ja808231c
Reversible phototuning of the large anisotropic magnetization at the interface between a self-assembled photochromic monolayer and gold.
Masayuki Suda (2009)
10.1039/C2RA22363E
E/Z Photochemical switches: syntheses, properties and applications
Cristina García-Iriepa (2013)
10.1039/C6NJ03121H
Repeated photoswitching performance of azobenzenes adsorbed on gold surfaces: a balance between space, intermolecular interactions, and phase separation
Mitsuyuki Kaneta (2017)
10.1039/C6RA16201K
Recent progress in ferrocene- and azobenzene-based photoelectric responsive materials
Xia Xia (2016)
10.1021/nn103577g
Light-driven wettability changes on a photoresponsive electrospun mat.
M. Chen (2011)
10.1021/la104654p
Azobenzene-containing triazatriangulenium adlayers on Au(111): structural and spectroscopic characterization.
Ulrich Jung (2011)
10.1515/zpch-2020-1655
Vibrational sum-frequency generation study of molecular structure, sterical constraints and nonlinear optical switching contrast of mixed alkyl-azobenzene self-assembled monolayers
S. Riaz (2020)
10.1016/J.TET.2013.02.054
Synthesis of azobenzene substituted tripod-shaped bi(p-phenylene)s. Adsorption on gold and CdS quantum-dots surfaces
Jesús Hierrezuelo (2013)
10.1117/12.874617
Nanostructure formation by self-assembled monolayers: influence of the isomerization state of azobenzene ligands on monolayer formation
Florian Vogel (2011)
10.1002/mrc.3874
DFT and experimental determination of conformations of 2‐(ethoxycarbonylmethoxy)‐5‐(arylazo)benzaldehydes and their oximes
A. Manimekalai (2012)
10.1016/J.TET.2006.08.069
Syntheses of new functionalized azobenzenes for potential molecular electronic devices
Byung-chan Yu (2006)
See more
Semantic Scholar Logo Some data provided by SemanticScholar