Startseite Vibrational sum-frequency generation study of molecular structure, sterical constraints and nonlinear optical switching contrast of mixed alkyl-azobenzene self-assembled monolayers
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Vibrational sum-frequency generation study of molecular structure, sterical constraints and nonlinear optical switching contrast of mixed alkyl-azobenzene self-assembled monolayers

  • Saira Riaz und Gernot Friedrichs EMAIL logo
Veröffentlicht/Copyright: 27. Juli 2020
Zeitschrift für Physikalische Chemie
Aus der Zeitschrift Zeitschrift für Physikalische Chemie Band 234 Heft 7-9

Abstract

Self-assembled monolayers (SAMs) of azobenzene (AB) functionalized alkyl thiols on gold diluted with simple alkyl thiols provide a straightforward way to photochromic surfaces with high and tunable photoswitching efficiency. Trans-cis isomerization of the AB molecule changes the physical properties of the surface, including the nonlinear optical (NLO) response. Vibrational sum-frequency generation (VSFG) spectroscopy as a nonlinear type of laser spectroscopy offers surface- and orientation-sensitive insight into the molecular structure of mixed SAMs. In this study, VSFG as well as ultraviolet-visible (UV/Vis) spectroscopy has been employed to investigate the morphology, molecular structure, and NLO response of mixed SAMs with systematically varied surface composition. Methylazobenzene (MeAB) has been used as the molecular switch with the methyl substituent serving as orientational VSFG marker. Both short-chain and long-chain alkyl thiol co-ligands have been used to gain insight into the interplay between SAM structure and sterical constraints that are known to limit the free switching volume. Underlining the dominating role of sterical effects for controlling photochromic properties, a strong inhibition of the photoswitching efficiency and NLO response has been observed for the SAMs with an alkyl thiol co-ligand long enough to spatially extend into the layer of the MeAB chromophore. Overall, with <12% signal change, the relative NLO switching contrasts remained low in all cases. VSFG spectral trends clearly revealed that the presumably higher photoswitching efficiency upon dilution with the co-ligand is counteracted by a loss of structural order of the chromophore.

Keywords: alkyl thiol; azobenzene; nonlinear optical contrast; photoswitching; self-assembled monolayer; vibrational sum-frequency generation
Corresponding author: Gernot Friedrichs, Institut für Physikalische Chemie, Christian-Albrechts-Universität zu Kiel, Max-Eyth-Str. 1, 24118, Kiel, Germany, E-mail:

Dedicated to Prof. Friedrich Temps on the occasion of his 65th birthday

Funding source: Deutsche Forschungsgemeinschaft

Acknowledgment

The authors thank Dr. Kristian Laß for many valuable discussions and his deep involvement in the preliminary VSFG studies of AB functionalized Au samples in the framework of the Bachelor theses of Bent Gorgel and Uta-Corinna Stange. Thanks to the anonymous reviewers for many valuable comments and for pointing us to the very promising opportunities of resonantly enhanced SHG experiments. This work is dedicated to Prof. Dr. Friedrich Temps on the occasion of his 65th birthday and acknowledges many years of rewarding collaboration. In particular, we thank him for his continued interest in the progress of this research project.

  1. Author contribution: All the authors have accepted responsibility for the entire content of this submitted manuscript and approved submission.

  2. Research funding: Deutsche Forschungsgemeinschaft, CRC/SFB 677 “Function by Switching”.

  3. Conflict of interest statement: The authors declare no conflicts of interest regarding this article.

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Supplementary Material

The online version of this article offers supplementary material https://doi.org/10.1515/jtse-2019-0044.

Received: 2020-02-28
Accepted: 2020-05-04
Published Online: 2020-07-27
Published in Print: 2020-08-27

© 2020 Walter de Gruyter GmbH, Berlin/Boston

Artikel in diesem Heft

  1. Frontmatter
  2. Preface
  3. Congratulations to Friedrich Temps: a multifaceted career in Physical Chemistry
  4. Time-Resolved Measurements and Master Equation Modelling of the Unimolecular Decomposition of CH3OCH2
  5. Direct Kinetic Measurements and Master Equation Modelling of the Unimolecular Decomposition of Resonantly-Stabilized CH2CHCHC(O)OCH3 Radical and an Upper Limit Determination for CH2CHCHC(O)OCH3 + O2 Reaction
  6. Elevated pressure low-temperature oxidation of linear five-heavy-atom fuels: diethyl ether, n-pentane, and their mixture
  7. Nucleation of soot: experimental assessment of the role of polycyclic aromatic hydrocarbon (PAH) dimers
  8. On the influence of water on urea condensation reactions: a theoretical study
  9. Comparison of detailed reaction mechanisms for homogeneous ammonia combustion
  10. Simplified Representation of Multichannel Thermal Unimolecular Reactions. II. Refined Parametrization of Formaldehyde Dissociation
  11. Cation and Anion Formation in F 1s-Excited SF6-Clusters
  12. Barrier to internal rotation, symmetry and carbonyl reactivity in methyl 3,3,3-trifluoropyruvate
  13. Shock-tube study of the decomposition of octamethylcyclotetrasiloxane and hexamethylcyclotrisiloxane
  14. Vibrational sum-frequency generation study of molecular structure, sterical constraints and nonlinear optical switching contrast of mixed alkyl-azobenzene self-assembled monolayers
  15. Aqueous Contact Ion Pairs of Phosphate Groups with Na+, Ca2+ and Mg2+ – Structural Discrimination by Femtosecond Infrared Spectroscopy and Molecular Dynamics Simulations
  16. Solvent-dependent photochemical dynamics of a phenoxazine-based photoredox catalyst
  17. The geometry relaxation and photodeactivation from the S2 state of dibenzofuran studied by ultrafast spectroscopy
  18. Approaching black-box calculations of pump-probe fragmentation dynamics of polyatomic molecules
  19. Full-Dimensional Photodynamics of Bistable Proton Transfer Switches
  20. Thermal Isomerization of [Co(acac)2(N3)(py)] in Liquid Solution Studied by Time-Resolved Fourier-Transform Infrared Spectroscopy
https://doi.org/10.1515/zpch-2020-1655
Schlagwörter für diesen Artikel
alkyl thiol; azobenzene; nonlinear optical contrast; photoswitching; self-assembled monolayer; vibrational sum-frequency generation

Artikel in diesem Heft

  1. Frontmatter
  2. Preface
  3. Congratulations to Friedrich Temps: a multifaceted career in Physical Chemistry
  4. Time-Resolved Measurements and Master Equation Modelling of the Unimolecular Decomposition of CH3OCH2
  5. Direct Kinetic Measurements and Master Equation Modelling of the Unimolecular Decomposition of Resonantly-Stabilized CH2CHCHC(O)OCH3 Radical and an Upper Limit Determination for CH2CHCHC(O)OCH3 + O2 Reaction
  6. Elevated pressure low-temperature oxidation of linear five-heavy-atom fuels: diethyl ether, n-pentane, and their mixture
  7. Nucleation of soot: experimental assessment of the role of polycyclic aromatic hydrocarbon (PAH) dimers
  8. On the influence of water on urea condensation reactions: a theoretical study
  9. Comparison of detailed reaction mechanisms for homogeneous ammonia combustion
  10. Simplified Representation of Multichannel Thermal Unimolecular Reactions. II. Refined Parametrization of Formaldehyde Dissociation
  11. Cation and Anion Formation in F 1s-Excited SF6-Clusters
  12. Barrier to internal rotation, symmetry and carbonyl reactivity in methyl 3,3,3-trifluoropyruvate
  13. Shock-tube study of the decomposition of octamethylcyclotetrasiloxane and hexamethylcyclotrisiloxane
  14. Vibrational sum-frequency generation study of molecular structure, sterical constraints and nonlinear optical switching contrast of mixed alkyl-azobenzene self-assembled monolayers
  15. Aqueous Contact Ion Pairs of Phosphate Groups with Na+, Ca2+ and Mg2+ – Structural Discrimination by Femtosecond Infrared Spectroscopy and Molecular Dynamics Simulations
  16. Solvent-dependent photochemical dynamics of a phenoxazine-based photoredox catalyst
  17. The geometry relaxation and photodeactivation from the S2 state of dibenzofuran studied by ultrafast spectroscopy
  18. Approaching black-box calculations of pump-probe fragmentation dynamics of polyatomic molecules
  19. Full-Dimensional Photodynamics of Bistable Proton Transfer Switches
  20. Thermal Isomerization of [Co(acac)2(N3)(py)] in Liquid Solution Studied by Time-Resolved Fourier-Transform Infrared Spectroscopy
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