Aggregation and pH responsive disassembly of a new acid-labile surfactant synthesized by thiol-acrylate Michael addition reaction
| Autor: | Rakesh Pan, Krishna Dan, Suhrit Ghosh |
|---|---|
| Rok vydání: | 2010 |
| Předmět: |
Surface Properties
Micelle chemistry.chemical_compound Hydrolysis Surface-Active Agents Pulmonary surfactant Nucleophile Polymer chemistry Electrochemistry Organic chemistry General Materials Science Sulfhydryl Compounds Particle Size Spectroscopy Micelles Fluorescent Dyes chemistry.chemical_classification Acrylate Addition reaction Pyrenes Molecular Structure Surfaces and Interfaces Hydrogen-Ion Concentration Condensed Matter Physics Spectrometry Fluorescence chemistry Acrylates Thiol Michael reaction Acids |
| Zdroj: | Langmuir : the ACS journal of surfaces and colloids. 27(2) |
| ISSN: | 1520-5827 |
| Popis: | Nucleophilic thiol-acrylate Michael reaction between a hydrophobic thiol and hydrophilic acrylate derivative generated a nonionic surfactant with acid-labile β-thiopropionate linker. Micellization of the surfactant, its ability to encapsulate hydrophobic dye, acid-induced disruption of the aggregate and pH-selective dye release profile have been revealed in this report. The micellar aggregates were found to be stable under neutral conditions, but they could be disrupted in acidic pH (5.3), and thus the encapsulated hydrophobic dye molecules could be selectively released. Appropriate control experiments revealed that the sulfur atom in the β-position is essential for acidic hydrolysis of the ester functionality of the surfactant. |
| Databáze: | OpenAIRE |
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