Light‐ and Water‐Driven Nanoarchitectonics of Amphiphilic Azobenzene Derivatives: Photoswitching and Self‐Aggregation Dispersion Studies

Herein, how aggregation‐dispersion behavior of fluorinated azobenzene derivatives 5 and 6 with an amphiphilic dodecaoctane substituent is affected by UV light irradiation and water is described. The influence of fluorine substituents on their photophysical properties, photoswitching differences, and aggregation in waterin‐ground trans and excited cis ‐state is studied. Their photophysical and photoswitching properties are investigated under the polar MeOH and nonpolar solvent benzene and it is found that 6 shows different behavior as compared to 5 in both solvents. Further, to check their aggregation properties in MeOH, a competing solvent water is added. It is observed that in MeOH–H 2 O solution (0.9‐1.5 mL), compounds show a redshift with a decrease in the absorbance, and fluorescence emission is found. Further, dynamic light scattering shows the opposite behavior, 5 initially is in the macromolecular aggregated state both in trans and cis ‐states but the addition of water disperses the solution. However, 6 shows uniform micromolecular aggregated features in the trans ‐state and disperses further after the addition of water. Scanning electron microscopy images of 5 and 6 suggest aggregated patterns that change the morphology when added to water. IR, 1 H, and 19 F NMR are done to understand the site of aggregation and intermolecular interactions.

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Journal
ChemPhotoChem
Published
2025-05-30
DOI
https://doi.org/10.1002/cptc.202500052
Primary Topic
Photochromic and Fluorescence Chemistry
Type
article
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article

Light‐ and Water‐Driven Nanoarchitectonics of Amphiphilic Azobenzene Derivatives: Photoswitching and Self‐Aggregation Dispersion Studies

Durg Vijay Singh, Girish Chandra, Gopal Kumar Mahato, Samridhi Patel
ChemPhotoChem
Photochromic and Fluorescence Chemistry
article

Light‐ and Water‐Driven Nanoarchitectonics of Amphiphilic Azobenzene Derivatives: Photoswitching and Self‐Aggregation Dispersion Studies

Durg Vijay Singh, Girish Chandra, Gopal Kumar Mahato, Samridhi Patel
article en

Abstract

Herein, how aggregation‐dispersion behavior of fluorinated azobenzene derivatives 5 and 6 with an amphiphilic dodecaoctane substituent is affected by UV light irradiation and water is described. The influence of fluorine substituents on their photophysical properties, photoswitching differences, and aggregation in waterin‐ground trans and excited cis ‐state is studied. Their photophysical and photoswitching properties are investigated under the polar MeOH and nonpolar solvent benzene and it is found that 6 shows different behavior as compared to 5 in both solvents. Further, to check their aggregation properties in MeOH, a competing solvent water is added. It is observed that in MeOH–H 2 O solution (0.9‐1.5 mL), compounds show a redshift with a decrease in the absorbance, and fluorescence emission is found. Further, dynamic light scattering shows the opposite behavior, 5 initially is in the macromolecular aggregated state both in trans and cis ‐states but the addition of water disperses the solution. However, 6 shows uniform micromolecular aggregated features in the trans ‐state and disperses further after the addition of water. Scanning electron microscopy images of 5 and 6 suggest aggregated patterns that change the morphology when added to water. IR, 1 H, and 19 F NMR are done to understand the site of aggregation and intermolecular interactions.

ChemPhotoChemVol. 9(8)
Central University of South Bihar (IN)
Openalex Percentile: Top 92%
Photochromic and Fluorescence Chemistry
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Light‐ and Water‐Driven Nanoarchitectonics of Amphiphilic Azobenzene Derivatives: Photoswitching and Self‐Aggregation Dispersion Studies — Durg Vijay Singh, Girish Chandra, et al. · ChemPhotoChem (2025) | TGRS Research Map | TGRS