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New Photochrome Probe Allows Simultaneous pH and Microviscosity Sensing.

Yuanyuan Wu¹, Vladislav Papper, Oleksandr Pokholenko

¹School of Materials Science and Engineering, Nanyang Technological University, Singapore, Singapore.

Journal of Fluorescence

|May 20, 2015

Summary

This study details the synthesis and characterization of a novel photochrome probe, 4-N,N'-dimethylamino-4'-N'-stilbenemaleamic acid (DASMA). DASMA shows pH-dependent fluorescence and photoisomerization, with decay rates influenced by solvent viscosity.

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Area of Science:

Photochemistry
Molecular Probes
Organic Chemistry

Background:

Development of molecular photochrome probes is crucial for advanced optical applications.
Understanding photoisomerization dynamics in various environments is key to designing functional materials.
Solubility and stability across different media remain challenges for many photochromic compounds.

Purpose of the Study:

To synthesize and chemically characterize a novel photochrome probe, 4-N,N '-dimethylamino-4 '-N '-stilbenemaleamic acid (DASMA).
To investigate the photophysical properties of DASMA in diverse organic solvents and aqueous environments.
To explore the influence of medium viscosity and pH on DASMA's photoisomerization and fluorescence kinetics.

Main Methods:

Chemical synthesis and purification of DASMA.
Spectroscopic analysis including absorption, fluorescence excitation, and emission spectra.
Measurement of constant-illumination fluorescence decay in various solvents and aqueous glycerol mixtures.
Kinetic studies to determine pH-dependent fluorescence and photoisomerization.

Main Results:

DASMA was successfully prepared, purified, and characterized.
The probe exhibited trans-cis photoisomerization in a wide range of organic solvents and aqueous pH environments.
Fluorescence decay rates followed pseudo-first-order kinetics and were strongly dependent on medium viscosity.
DASMA displayed pH-dependent fluorescence and photoisomerization kinetics.

Conclusions:

DASMA is a versatile photochrome probe with excellent solubility and photoisomerization capabilities across various media.
Medium viscosity significantly impacts the fluorescence decay rates of DASMA.
The pH-dependent behavior of DASMA opens possibilities for its use in responsive systems and sensing applications.