Molecular Steganography Using Multistate Photoswitchable Hydrazones

The development of photochromic compounds that can have multiaddressable and -stable states is desirable for imparting multistate responses in soft materials. Here, we report on two such photochromes, composed of <i>para</i>-NO<sub>2</sub>- and pentafluoro-phenyl functionalized hydrazones connected nonsymmetrically through an isosorbide linker, which exhibit highly efficient, orthogonal, and sequential switching. We took advantage of these properties and the multistability of the four different isomeric states (i.e., <i>ZZ</i>, <i>ZE</i>, <i>EZ</i>, and <i>EE</i>) to control the photophysical properties of nematic liquid crystals (LCs). Doping the switches into 5CB, followed by switching to the <i>EE</i> state, triggered an unusual cholesteric to focal conic phase transition. We used this property to modulate the opacity of the LC films, resulting in a molecular steganography application.

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Publication Details

Journal
Journal of the American Chemical Society
Published
2025-05-28
DOI
https://doi.org/10.1021/jacs.5c03668
Citations
11
Primary Topic
Photochromic and Fluorescence Chemistry
Type
article
Field-Weighted Citation Impact
5.70

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article

Molecular Steganography Using Multistate Photoswitchable Hydrazones

Ivan Aprahamian, Brandon Balamut
11 citations
Journal of the American Chemical Society
Photochromic and Fluorescence Chemistry
5.70
article

Molecular Steganography Using Multistate Photoswitchable Hydrazones

Ivan Aprahamian, Brandon Balamut
article en
11 citations

Abstract

The development of photochromic compounds that can have multiaddressable and -stable states is desirable for imparting multistate responses in soft materials. Here, we report on two such photochromes, composed of <i>para</i>-NO<sub>2</sub>- and pentafluoro-phenyl functionalized hydrazones connected nonsymmetrically through an isosorbide linker, which exhibit highly efficient, orthogonal, and sequential switching. We took advantage of these properties and the multistability of the four different isomeric states (i.e., <i>ZZ</i>, <i>ZE</i>, <i>EZ</i>, and <i>EE</i>) to control the photophysical properties of nematic liquid crystals (LCs). Doping the switches into 5CB, followed by switching to the <i>EE</i> state, triggered an unusual cholesteric to focal conic phase transition. We used this property to modulate the opacity of the LC films, resulting in a molecular steganography application.

Journal of the American Chemical SocietyVol. 147(23)
Dartmouth College (US), Burke Foundation (US), Dartmouth Hospital (GB)
Division of Materials Research
Openalex Percentile: Top 3%
Photochromic and Fluorescence Chemistry
5.70
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Molecular Steganography Using Multistate Photoswitchable Hydrazones — Ivan Aprahamian, Brandon Balamut · Journal of the American Chemical Society (2025) | TGRS Research Map | TGRS