Photoswitching, aggregation, and negative photochromism in ionic arylazoisoxazolium photoswitches.

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Title: Photoswitching, aggregation, and negative photochromism in ionic arylazoisoxazolium photoswitches.
Authors: Parthiban, Gayathri1 (AUTHOR), Kumar, Himanshu1 (AUTHOR), Parambattummal, Anees Rahman1 (AUTHOR), Venkataramani, Sugumar1 (AUTHOR) sugumarv@iisermohali.ac.in
Source: Photochemistry & Photobiology. May/Jun2026, Vol. 102 Issue 3, p653-665. 13p.
Subjects: Photochromism, Azo compounds, Relaxation phenomena, Fluorescence, Microscopy, Photoactivation
Abstract: The direct introduction of ionic character in azoheteroarenes led to the generation of azopyridinium, azoimidazolium, and azopyrazolium photoswitches, which have previously garnered intriguing application prospects due to their varied Z‐E thermal relaxation properties. We leveraged this foundation to design and synthesize three azoisoxazolium‐based ionic photoswitches, aiming to expand their application scope and tailor their properties. The investigations on their photoswitching characteristics in different solvents, including water, revealed a solvent‐dependent aggregation that competes with isomerization, although their thermal relaxations slow down the aggregation. Also, spectroscopic and dynamic light scattering (DLS) studies showed that the azoisoxazolium ionic photoswitches can exhibit negative photochromism, light‐induced disaggregation at low concentrations in one of the derivatives, and significantly fluorescence emission in water. In addition, microscopic studies using scanning electron microscope (SEM), transmission electron microscope (TEM), polarized optical microscope (POM), and confocal microscope revealed the size and structural morphology and mesophase changes of the aggregates. Overall, our comprehensive investigation has positioned azoisoxazolium salts as a new class of ionic photoswitches characterized by several intriguing properties and a pronounced tendency to aggregate. [ABSTRACT FROM AUTHOR]
Copyright of Photochemistry & Photobiology is the property of Wiley-Blackwell and its content may not be copied or emailed to multiple sites without the copyright holder's express written permission. Additionally, content may not be used with any artificial intelligence tools or machine learning technologies. However, users may print, download, or email articles for individual use. This abstract may be abridged. No warranty is given about the accuracy of the copy. Users should refer to the original published version of the material for the full abstract. (Copyright applies to all Abstracts.)
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  Data: Photoswitching, aggregation, and negative photochromism in ionic arylazoisoxazolium photoswitches.
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  Data: <searchLink fieldCode="JN" term="%22Photochemistry+%26+Photobiology%22">Photochemistry & Photobiology</searchLink>. May/Jun2026, Vol. 102 Issue 3, p653-665. 13p.
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  Data: <searchLink fieldCode="DE" term="%22Photochromism%22">Photochromism</searchLink><br /><searchLink fieldCode="DE" term="%22Azo+compounds%22">Azo compounds</searchLink><br /><searchLink fieldCode="DE" term="%22Relaxation+phenomena%22">Relaxation phenomena</searchLink><br /><searchLink fieldCode="DE" term="%22Fluorescence%22">Fluorescence</searchLink><br /><searchLink fieldCode="DE" term="%22Microscopy%22">Microscopy</searchLink><br /><searchLink fieldCode="DE" term="%22Photoactivation%22">Photoactivation</searchLink>
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  Label: Abstract
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  Data: The direct introduction of ionic character in azoheteroarenes led to the generation of azopyridinium, azoimidazolium, and azopyrazolium photoswitches, which have previously garnered intriguing application prospects due to their varied Z‐E thermal relaxation properties. We leveraged this foundation to design and synthesize three azoisoxazolium‐based ionic photoswitches, aiming to expand their application scope and tailor their properties. The investigations on their photoswitching characteristics in different solvents, including water, revealed a solvent‐dependent aggregation that competes with isomerization, although their thermal relaxations slow down the aggregation. Also, spectroscopic and dynamic light scattering (DLS) studies showed that the azoisoxazolium ionic photoswitches can exhibit negative photochromism, light‐induced disaggregation at low concentrations in one of the derivatives, and significantly fluorescence emission in water. In addition, microscopic studies using scanning electron microscope (SEM), transmission electron microscope (TEM), polarized optical microscope (POM), and confocal microscope revealed the size and structural morphology and mesophase changes of the aggregates. Overall, our comprehensive investigation has positioned azoisoxazolium salts as a new class of ionic photoswitches characterized by several intriguing properties and a pronounced tendency to aggregate. [ABSTRACT FROM AUTHOR]
– Name: AbstractSuppliedCopyright
  Label:
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  Data: <i>Copyright of Photochemistry & Photobiology is the property of Wiley-Blackwell and its content may not be copied or emailed to multiple sites without the copyright holder's express written permission. Additionally, content may not be used with any artificial intelligence tools or machine learning technologies. However, users may print, download, or email articles for individual use. This abstract may be abridged. No warranty is given about the accuracy of the copy. Users should refer to the original published version of the material for the full abstract.</i> (Copyright applies to all Abstracts.)
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        Value: 10.1111/php.70056
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      – Code: eng
        Text: English
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        PageCount: 13
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      – SubjectFull: Photochromism
        Type: general
      – SubjectFull: Azo compounds
        Type: general
      – SubjectFull: Relaxation phenomena
        Type: general
      – SubjectFull: Fluorescence
        Type: general
      – SubjectFull: Microscopy
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      – SubjectFull: Photoactivation
        Type: general
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      – TitleFull: Photoswitching, aggregation, and negative photochromism in ionic arylazoisoxazolium photoswitches.
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            NameFull: Parthiban, Gayathri
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            NameFull: Kumar, Himanshu
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            NameFull: Parambattummal, Anees Rahman
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            NameFull: Venkataramani, Sugumar
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            – D: 01
              M: 05
              Text: May/Jun2026
              Type: published
              Y: 2026
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