Related Experiment Video
Updated: Aug 14, 2026

Synthesis of pH Dependent Pyrazole, Imidazole, and Isoindolone Dipyrrinone Fluorophores using a Claisen-Schmidt Condensation Approach
Published on: June 10, 2021
Phototriggered fluorescence color changes in azobenzene-functionalized conjugated polymers
Elizabeth J Harbron1, Diego A Vicente, Deana H Hadley
1Department of Chemistry, The College of William and Mary, Williamsburg, Virginia 23187-8795, USA. ejharb@wm.edu
This study shows that light can reversibly change the color and spectral properties of azobenzene-functionalized polymers by altering their shape. These phototriggered polymer conformational changes offer potential for new optical materials.
Area of Science:
- Polymer Science
- Photochemistry
- Materials Science
Background:
- Poly(p-phenylenevinylene) (PPV) derivatives are known for their unique optical and electronic properties.
- Azobenzene functionalization introduces photoresponsive behavior, allowing for light-induced structural changes.
- Polymer conformation significantly influences spectral properties like fluorescence.
Purpose of the Study:
- To investigate the phototriggered spectral changes in azobenzene-functionalized PPV derivatives (MPA-10-PPV and HPA-10-PPV).
- To understand the relationship between azobenzene photoisomerization, polymer conformation, and fluorescence properties.
- To explore the reversibility and potential applications of these light-induced changes.
Main Methods:
- Fluorescence spectroscopy was used to study MPA-10-PPV and HPA-10-PPV.
- Photoisomerization of azobenzene groups was induced using UV and visible light.
- Solvent mixtures (dichloromethane-methanol) were used to control polymer coil dimensions.
Main Results:
- Trans --> cis azobenzene photoisomerization caused small blue shifts in MPA-10-PPV's fluorescence spectrum in toluene.
- These spectral shifts were reversible upon visible light irradiation.
- Significant, visible color changes (yellow-orange to green) were observed in HPA-10-PPV solutions (65:35 dichloromethane-methanol) due to reversible UV-phototriggered polymer coil expansion.
Conclusions:
- Azobenzene photoisomerization reversibly alters the conformation and spectral properties of functionalized PPV polymers.
- The observed spectral shifts and color changes are attributed to light-induced expansion and contraction of polymer coils.
- These findings demonstrate the potential for developing photoresponsive materials with tunable optical characteristics.
More Related Videos
Related Concept Videos
Variables Affecting Phosphorescence and Fluorescence
Aryldiazonium Salts to Azo Dyes: Diazo Coupling
Protein Dynamics in Living Cells
Fluorescent recovery after photobleaching (FRAP) is a fluorescent-protein-based detection technique used to quantify protein movement rates within the cell. This method exposes a small portion of the cell to an intense laser beam. The laser beam causes permanent photobleaching of the fluorophore-tagged proteins in the exposed region. As the bleached...
Photochemical Electrocyclic Reactions: Stereochemistry
Selection Rules: Photochemical Activation

