Repeated photoswitching performance of azobenzenes adsorbed on gold surfaces: a balance between space, intermolecular interactions, and phase separation

Mitsuyuki Kaneta, Takumu Honda, Ken Onda, Mina Han

Research output: Contribution to journalArticle

3 Citations (Scopus)

Abstract

Single-component azobenzene thiol (Me-SH) and two-component azobenzene dodecyl disulfide (Me-SS) have been used to understand how “space” necessary for trans ↔ cis photoisomerization, “intermolecular interactions” and “phase separation” affects the repeated photoswitching ability of azobenzene units on flat gold surfaces. Me-SH self-assembled monolayers (SAMs) with available space and π-π stacking interactions between photoswitchable azobenzene units showed ∼51% of the first trans-to-cis photoisomerization and good photoswitching performance in response to alternating irradiation with UV and visible light. On the other hand, our absorption spectral data and AFM observations suggest that each chemical component of Me-SS did not move continuously on a flat gold surface and was almost fixed after partially phase-separated SAM formation. The first trans-to-cis photoconversion of the Me-SS SAMs with additional free space arising from phase separation reached as high as 75 ± 3%. Repeated irradiation of the Me-SS SAMs with UV and visible light seems to cause (i) out-of-plane (homeotropic and/or oblique) reorientation and/or (ii) random arrangements of mixed trans- and cis-azobenzenes. Consequently, the initial excellent photoswitching ability declined gradually as the number of repeated irradiations increased. The observations indicate that a balance between space, intermolecular interactions, and phase separation plays an important role in forming repeatedly photoswitchable monolayers.

Original languageEnglish
Pages (from-to)1827-1833
Number of pages7
JournalNew Journal of Chemistry
Volume41
Issue number4
DOIs
Publication statusPublished - Jan 1 2017

Fingerprint

Azobenzene
Phase separation
Gold
Self assembled monolayers
Photoisomerization
Irradiation
Sulfhydryl Compounds
Disulfides
Monolayers
azobenzene

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Chemistry(all)
  • Materials Chemistry

Cite this

Repeated photoswitching performance of azobenzenes adsorbed on gold surfaces : a balance between space, intermolecular interactions, and phase separation. / Kaneta, Mitsuyuki; Honda, Takumu; Onda, Ken; Han, Mina.

In: New Journal of Chemistry, Vol. 41, No. 4, 01.01.2017, p. 1827-1833.

Research output: Contribution to journalArticle

@article{cc5dc00d669f447ead6cdd52c9bb0ee9,
title = "Repeated photoswitching performance of azobenzenes adsorbed on gold surfaces: a balance between space, intermolecular interactions, and phase separation",
abstract = "Single-component azobenzene thiol (Me-SH) and two-component azobenzene dodecyl disulfide (Me-SS) have been used to understand how “space” necessary for trans ↔ cis photoisomerization, “intermolecular interactions” and “phase separation” affects the repeated photoswitching ability of azobenzene units on flat gold surfaces. Me-SH self-assembled monolayers (SAMs) with available space and π-π stacking interactions between photoswitchable azobenzene units showed ∼51{\%} of the first trans-to-cis photoisomerization and good photoswitching performance in response to alternating irradiation with UV and visible light. On the other hand, our absorption spectral data and AFM observations suggest that each chemical component of Me-SS did not move continuously on a flat gold surface and was almost fixed after partially phase-separated SAM formation. The first trans-to-cis photoconversion of the Me-SS SAMs with additional free space arising from phase separation reached as high as 75 ± 3{\%}. Repeated irradiation of the Me-SS SAMs with UV and visible light seems to cause (i) out-of-plane (homeotropic and/or oblique) reorientation and/or (ii) random arrangements of mixed trans- and cis-azobenzenes. Consequently, the initial excellent photoswitching ability declined gradually as the number of repeated irradiations increased. The observations indicate that a balance between space, intermolecular interactions, and phase separation plays an important role in forming repeatedly photoswitchable monolayers.",
author = "Mitsuyuki Kaneta and Takumu Honda and Ken Onda and Mina Han",
year = "2017",
month = "1",
day = "1",
doi = "10.1039/c6nj03121h",
language = "English",
volume = "41",
pages = "1827--1833",
journal = "New Journal of Chemistry",
issn = "1144-0546",
publisher = "Royal Society of Chemistry",
number = "4",

}

TY - JOUR

T1 - Repeated photoswitching performance of azobenzenes adsorbed on gold surfaces

T2 - a balance between space, intermolecular interactions, and phase separation

AU - Kaneta, Mitsuyuki

AU - Honda, Takumu

AU - Onda, Ken

AU - Han, Mina

PY - 2017/1/1

Y1 - 2017/1/1

N2 - Single-component azobenzene thiol (Me-SH) and two-component azobenzene dodecyl disulfide (Me-SS) have been used to understand how “space” necessary for trans ↔ cis photoisomerization, “intermolecular interactions” and “phase separation” affects the repeated photoswitching ability of azobenzene units on flat gold surfaces. Me-SH self-assembled monolayers (SAMs) with available space and π-π stacking interactions between photoswitchable azobenzene units showed ∼51% of the first trans-to-cis photoisomerization and good photoswitching performance in response to alternating irradiation with UV and visible light. On the other hand, our absorption spectral data and AFM observations suggest that each chemical component of Me-SS did not move continuously on a flat gold surface and was almost fixed after partially phase-separated SAM formation. The first trans-to-cis photoconversion of the Me-SS SAMs with additional free space arising from phase separation reached as high as 75 ± 3%. Repeated irradiation of the Me-SS SAMs with UV and visible light seems to cause (i) out-of-plane (homeotropic and/or oblique) reorientation and/or (ii) random arrangements of mixed trans- and cis-azobenzenes. Consequently, the initial excellent photoswitching ability declined gradually as the number of repeated irradiations increased. The observations indicate that a balance between space, intermolecular interactions, and phase separation plays an important role in forming repeatedly photoswitchable monolayers.

AB - Single-component azobenzene thiol (Me-SH) and two-component azobenzene dodecyl disulfide (Me-SS) have been used to understand how “space” necessary for trans ↔ cis photoisomerization, “intermolecular interactions” and “phase separation” affects the repeated photoswitching ability of azobenzene units on flat gold surfaces. Me-SH self-assembled monolayers (SAMs) with available space and π-π stacking interactions between photoswitchable azobenzene units showed ∼51% of the first trans-to-cis photoisomerization and good photoswitching performance in response to alternating irradiation with UV and visible light. On the other hand, our absorption spectral data and AFM observations suggest that each chemical component of Me-SS did not move continuously on a flat gold surface and was almost fixed after partially phase-separated SAM formation. The first trans-to-cis photoconversion of the Me-SS SAMs with additional free space arising from phase separation reached as high as 75 ± 3%. Repeated irradiation of the Me-SS SAMs with UV and visible light seems to cause (i) out-of-plane (homeotropic and/or oblique) reorientation and/or (ii) random arrangements of mixed trans- and cis-azobenzenes. Consequently, the initial excellent photoswitching ability declined gradually as the number of repeated irradiations increased. The observations indicate that a balance between space, intermolecular interactions, and phase separation plays an important role in forming repeatedly photoswitchable monolayers.

UR - http://www.scopus.com/inward/record.url?scp=85012910816&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=85012910816&partnerID=8YFLogxK

U2 - 10.1039/c6nj03121h

DO - 10.1039/c6nj03121h

M3 - Article

AN - SCOPUS:85012910816

VL - 41

SP - 1827

EP - 1833

JO - New Journal of Chemistry

JF - New Journal of Chemistry

SN - 1144-0546

IS - 4

ER -