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Ionic supramolecular polymerization of water-soluble porphyrins: balancing ionic attraction and steric repulsion to govern stacking

We have synthesized novel water-soluble anionic porphyrin monomers that undergo pH-regulated ionic supramolecular polymerization in aqueous media. By tuning the total charge of the monomer, we selectively produced two different supramolecular polymers: J- and H-stacked. The main driving force toward...

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Autores principales: Kanzaki, Chisako, Yoneda, Hiroshi, Nomura, Shota, Maeda, Takato, Numata, Munenori
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9597584/
https://www.ncbi.nlm.nih.gov/pubmed/36337941
http://dx.doi.org/10.1039/d2ra05542b
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author Kanzaki, Chisako
Yoneda, Hiroshi
Nomura, Shota
Maeda, Takato
Numata, Munenori
author_facet Kanzaki, Chisako
Yoneda, Hiroshi
Nomura, Shota
Maeda, Takato
Numata, Munenori
author_sort Kanzaki, Chisako
collection PubMed
description We have synthesized novel water-soluble anionic porphyrin monomers that undergo pH-regulated ionic supramolecular polymerization in aqueous media. By tuning the total charge of the monomer, we selectively produced two different supramolecular polymers: J- and H-stacked. The main driving force toward the J-aggregated supramolecular polymers was the ionic interactions between the sulfonate and protonated pyrrole groups, ultimately affording neutral supramolecular polymers. In these J-aggregated supramolecular polymers, amide groups were aligned regularly along polymer wedges, which further assembled in an edge-to-edge manner to afford nanosheets. In contrast, the H-aggregated supramolecular polymers remained anionic, with their amide NH moieties acting as anion receptors along the polymer chains, thereby minimizing repulsion. For both polymers, varying the steric bulk of the peripheral ethylene glycol (EG) units controlled the rates of self-assembly as well as the degrees of polymerization. This steric effect was further tunable, depending on the solvation state of the EG chains. Accordingly, this new family of supramolecular polymers was created by taking advantage of unique driving forces that depended on both the pH and solvent.
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spelling pubmed-95975842022-11-03 Ionic supramolecular polymerization of water-soluble porphyrins: balancing ionic attraction and steric repulsion to govern stacking Kanzaki, Chisako Yoneda, Hiroshi Nomura, Shota Maeda, Takato Numata, Munenori RSC Adv Chemistry We have synthesized novel water-soluble anionic porphyrin monomers that undergo pH-regulated ionic supramolecular polymerization in aqueous media. By tuning the total charge of the monomer, we selectively produced two different supramolecular polymers: J- and H-stacked. The main driving force toward the J-aggregated supramolecular polymers was the ionic interactions between the sulfonate and protonated pyrrole groups, ultimately affording neutral supramolecular polymers. In these J-aggregated supramolecular polymers, amide groups were aligned regularly along polymer wedges, which further assembled in an edge-to-edge manner to afford nanosheets. In contrast, the H-aggregated supramolecular polymers remained anionic, with their amide NH moieties acting as anion receptors along the polymer chains, thereby minimizing repulsion. For both polymers, varying the steric bulk of the peripheral ethylene glycol (EG) units controlled the rates of self-assembly as well as the degrees of polymerization. This steric effect was further tunable, depending on the solvation state of the EG chains. Accordingly, this new family of supramolecular polymers was created by taking advantage of unique driving forces that depended on both the pH and solvent. The Royal Society of Chemistry 2022-10-26 /pmc/articles/PMC9597584/ /pubmed/36337941 http://dx.doi.org/10.1039/d2ra05542b Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Kanzaki, Chisako
Yoneda, Hiroshi
Nomura, Shota
Maeda, Takato
Numata, Munenori
Ionic supramolecular polymerization of water-soluble porphyrins: balancing ionic attraction and steric repulsion to govern stacking
title Ionic supramolecular polymerization of water-soluble porphyrins: balancing ionic attraction and steric repulsion to govern stacking
title_full Ionic supramolecular polymerization of water-soluble porphyrins: balancing ionic attraction and steric repulsion to govern stacking
title_fullStr Ionic supramolecular polymerization of water-soluble porphyrins: balancing ionic attraction and steric repulsion to govern stacking
title_full_unstemmed Ionic supramolecular polymerization of water-soluble porphyrins: balancing ionic attraction and steric repulsion to govern stacking
title_short Ionic supramolecular polymerization of water-soluble porphyrins: balancing ionic attraction and steric repulsion to govern stacking
title_sort ionic supramolecular polymerization of water-soluble porphyrins: balancing ionic attraction and steric repulsion to govern stacking
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9597584/
https://www.ncbi.nlm.nih.gov/pubmed/36337941
http://dx.doi.org/10.1039/d2ra05542b
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