Azo dye polyelectrolyte multilayer films reversibly re-soluble with visible light
Polymeric multilayer films were prepared using a layer-by-layer (LBL) technique on glass surfaces, by repeated and sequential dipping into dilute aqueous solutions of various combinations of water-soluble polyanions (polyacrylic acid (PAA)), polycations (polyallylamine hydrochloride (PAH) or chitosa...
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| Format: | Article |
| Language: | English |
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Frontiers Media S.A.
2024-01-01
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| Series: | Frontiers in Materials |
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| Online Access: | https://www.frontiersin.org/articles/10.3389/fmats.2024.1334863/full |
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| author | Mikhail Kim Coral Hillel Kayrel Edwards Tristan H. Borchers Ozzy Mermut Ozzy Mermut Ozzy Mermut William J. Pietro Christopher J. Barrett Christopher J. Barrett |
| author_facet | Mikhail Kim Coral Hillel Kayrel Edwards Tristan H. Borchers Ozzy Mermut Ozzy Mermut Ozzy Mermut William J. Pietro Christopher J. Barrett Christopher J. Barrett |
| author_sort | Mikhail Kim |
| collection | DOAJ |
| description | Polymeric multilayer films were prepared using a layer-by-layer (LBL) technique on glass surfaces, by repeated and sequential dipping into dilute aqueous solutions of various combinations of water-soluble polyanions (polyacrylic acid (PAA)), polycations (polyallylamine hydrochloride (PAH) or chitosan (CS)), with bi-functional water-soluble cationic azo dyes bismark brown R bismarck brown red or bismark brown Y (BBY), or anionic azo dyes allura red (ALR) or amaranth (AMA), as ionic cross-linkers. The electrostatically-assembled ionically-paired films showed good long-term stability to dissolution, with no re-solubility in water. However, upon exposure to low power visible light under running water, the films photo-disassembled back to their water-soluble constituent components, via structural photo-isomerization of the azo ionic crosslinkers. The relative rate of the disassembly (RRD) of the films was established using UV-Vis spectroscopy, demonstrating that these assemblies can in principle represent fully recyclable, environmentally structurally degradable materials triggered by exposure to sunlight, with full recovery of starting components. A density functional theory treatment of the allura red azo dye rationalizes the geometrical isomerization mechanism of the photo-disassembly and provides insight into the energetics of the optically-induced structural changes that trigger the disassembly and recovery. |
| first_indexed | 2024-03-08T11:55:23Z |
| format | Article |
| id | doaj.art-5d7c7e70ebd94ca4aa300ffa632fdb39 |
| institution | Directory Open Access Journal |
| issn | 2296-8016 |
| language | English |
| last_indexed | 2024-03-08T11:55:23Z |
| publishDate | 2024-01-01 |
| publisher | Frontiers Media S.A. |
| record_format | Article |
| series | Frontiers in Materials |
| spelling | doaj.art-5d7c7e70ebd94ca4aa300ffa632fdb392024-01-24T04:40:05ZengFrontiers Media S.A.Frontiers in Materials2296-80162024-01-011110.3389/fmats.2024.13348631334863Azo dye polyelectrolyte multilayer films reversibly re-soluble with visible lightMikhail Kim0Coral Hillel1Kayrel Edwards2Tristan H. Borchers3Ozzy Mermut4Ozzy Mermut5Ozzy Mermut6William J. Pietro7Christopher J. Barrett8Christopher J. Barrett9Department of Chemistry, McGill University, Montreal, QC, CanadaDepartment of Physics and Astronomy, York University, Toronto, ON, CanadaDepartment of Chemistry, McGill University, Montreal, QC, CanadaDepartment of Chemistry, McGill University, Montreal, QC, CanadaDepartment of Physics and Astronomy, York University, Toronto, ON, CanadaDepartment of Electrical Engineering and Computer Science, York University, Toronto, ON, CanadaDepartment of Chemistry, York University, Toronto, ON, CanadaDepartment of Chemistry, York University, Toronto, ON, CanadaDepartment of Chemistry, McGill University, Montreal, QC, CanadaDepartment of Physics and Astronomy, York University, Toronto, ON, CanadaPolymeric multilayer films were prepared using a layer-by-layer (LBL) technique on glass surfaces, by repeated and sequential dipping into dilute aqueous solutions of various combinations of water-soluble polyanions (polyacrylic acid (PAA)), polycations (polyallylamine hydrochloride (PAH) or chitosan (CS)), with bi-functional water-soluble cationic azo dyes bismark brown R bismarck brown red or bismark brown Y (BBY), or anionic azo dyes allura red (ALR) or amaranth (AMA), as ionic cross-linkers. The electrostatically-assembled ionically-paired films showed good long-term stability to dissolution, with no re-solubility in water. However, upon exposure to low power visible light under running water, the films photo-disassembled back to their water-soluble constituent components, via structural photo-isomerization of the azo ionic crosslinkers. The relative rate of the disassembly (RRD) of the films was established using UV-Vis spectroscopy, demonstrating that these assemblies can in principle represent fully recyclable, environmentally structurally degradable materials triggered by exposure to sunlight, with full recovery of starting components. A density functional theory treatment of the allura red azo dye rationalizes the geometrical isomerization mechanism of the photo-disassembly and provides insight into the energetics of the optically-induced structural changes that trigger the disassembly and recovery.https://www.frontiersin.org/articles/10.3389/fmats.2024.1334863/fullazo dyesbioplasticschitosanlight-responsive materialsphoto-degradation |
| spellingShingle | Mikhail Kim Coral Hillel Kayrel Edwards Tristan H. Borchers Ozzy Mermut Ozzy Mermut Ozzy Mermut William J. Pietro Christopher J. Barrett Christopher J. Barrett Azo dye polyelectrolyte multilayer films reversibly re-soluble with visible light Frontiers in Materials azo dyes bioplastics chitosan light-responsive materials photo-degradation |
| title | Azo dye polyelectrolyte multilayer films reversibly re-soluble with visible light |
| title_full | Azo dye polyelectrolyte multilayer films reversibly re-soluble with visible light |
| title_fullStr | Azo dye polyelectrolyte multilayer films reversibly re-soluble with visible light |
| title_full_unstemmed | Azo dye polyelectrolyte multilayer films reversibly re-soluble with visible light |
| title_short | Azo dye polyelectrolyte multilayer films reversibly re-soluble with visible light |
| title_sort | azo dye polyelectrolyte multilayer films reversibly re soluble with visible light |
| topic | azo dyes bioplastics chitosan light-responsive materials photo-degradation |
| url | https://www.frontiersin.org/articles/10.3389/fmats.2024.1334863/full |
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