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Phosphine-Functionalized Squaramides as Responsive Organogelators: Structure, Gelation, and Metal-Ion Sensing
Daniel Salvador-Gil1,2,3, Sara Illescas-Lopez4, Raquel P Herrera5
1Universidad de Granada (UGR), Departamento de Química Orgánica, C. U. Fuentenueva, Avda. Severo Ochoa s/n, Granada E-18071 Spain.
New phosphine-functionalized squaramides form organogels. These responsive soft materials selectively collapse in the presence of gold ions, demonstrating tunable supramolecular assembly for advanced applications.
Area of Science:
- Supramolecular chemistry
- Materials science
Background:
- Low-molecular-weight gelators (LMWGs) are crucial for developing novel soft materials.
- Squaramides are versatile scaffolds for designing functional LMWGs.
Purpose of the Study:
- To design and evaluate phosphine-functionalized squaramides as organogelators.
- To investigate the influence of structural modifications on gelation properties.
- To explore the responsive behavior of these organogels to metal ions.
Main Methods:
- Synthesis and characterization of phosphine-containing squaramides.
- Organogelation studies in various organic solvents.
- Molecular dynamics simulations to elucidate self-assembly mechanisms.
- Metal ion interaction studies to assess responsiveness.
Main Results:
- Subtle structural changes in phosphine-squaramides significantly impact gelation ability.
- Molecular dynamics confirmed phosphine's role in directing fibrillar network formation.
- Organogels demonstrated selective and rapid collapse upon addition of gold precursors (Au³⁺).
- Other metal ions showed minimal or no effect on gel stability.
Conclusions:
- Phosphine-functionalized squaramides are effective organogelators.
- The phosphine moiety is critical for self-assembly and metal-ion-induced gel collapse.
- These findings enable the development of soft materials with tunable responses to specific metal ions via coordination-driven restructuring.
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