On the Conditions Determining the Formation of Self-Crosslinking Chitosan Hydrogels with Carboxylic Acids
The formation of self-crosslinking chitosan hydrogels using carboxylic acids has a number of limitations. Chitosan dissolves in oxalic, malonic, and succinic acids at a ratio of 1 amino group to 2 carboxyl groups into viscous solutions (G′ < G′′), but does not dissolve with lower amounts of the a...
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MDPI AG
2025-04-01
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| author | Nils Münstermann Oliver Weichold |
| author_facet | Nils Münstermann Oliver Weichold |
| author_sort | Nils Münstermann |
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| description | The formation of self-crosslinking chitosan hydrogels using carboxylic acids has a number of limitations. Chitosan dissolves in oxalic, malonic, and succinic acids at a ratio of 1 amino group to 2 carboxyl groups into viscous solutions (G′ < G′′), but does not dissolve with lower amounts of the acid. Mixing chitosan hydrochloride with disodium carboxylates does not afford gels, but only a coacervate in the case of disodium oxalate, which dissolves upon dialysis. In the homologous series of <i>N</i>-carboxyalkyl derivatives (alkyl = methyl, ethyl, propyl), all members form gels (G′ > G′′). At approx. 50% of substitution, the storage modulus increases from 40 Pa (methyl) to 30,000 Pa (propyl) indicating the increasing strength of intermolecular interactions with the increasing length of the alkyl spacer. This could indicate that a sufficiently long spacer is required to properly connect the chitosan helices. <i>N</i>-succinyl chitosan, where the spacer is attached to the backbone as an amide, also forms polymer gels across all degrees of <i>N</i>-acylation. When compared to <i>N</i>-carboxypropyl chitosan, the latter forms significantly stiffer gels that swell less. This indicates that one covalent bond, a sufficient length, and the conformational flexibility of the spacer are important for gelation. |
| format | Article |
| id | doaj-art-e150f4894ff34a05ac65e02c54658607 |
| institution | Kabale University |
| issn | 2310-2861 |
| language | English |
| publishDate | 2025-04-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Gels |
| spelling | doaj-art-e150f4894ff34a05ac65e02c546586072025-08-20T03:47:54ZengMDPI AGGels2310-28612025-04-0111533310.3390/gels11050333On the Conditions Determining the Formation of Self-Crosslinking Chitosan Hydrogels with Carboxylic AcidsNils Münstermann0Oliver Weichold1Institute of Building Materials Research, RWTH Aachen University, Schinkelstraße 3, 52062 Aachen, GermanyInstitute of Building Materials Research, RWTH Aachen University, Schinkelstraße 3, 52062 Aachen, GermanyThe formation of self-crosslinking chitosan hydrogels using carboxylic acids has a number of limitations. Chitosan dissolves in oxalic, malonic, and succinic acids at a ratio of 1 amino group to 2 carboxyl groups into viscous solutions (G′ < G′′), but does not dissolve with lower amounts of the acid. Mixing chitosan hydrochloride with disodium carboxylates does not afford gels, but only a coacervate in the case of disodium oxalate, which dissolves upon dialysis. In the homologous series of <i>N</i>-carboxyalkyl derivatives (alkyl = methyl, ethyl, propyl), all members form gels (G′ > G′′). At approx. 50% of substitution, the storage modulus increases from 40 Pa (methyl) to 30,000 Pa (propyl) indicating the increasing strength of intermolecular interactions with the increasing length of the alkyl spacer. This could indicate that a sufficiently long spacer is required to properly connect the chitosan helices. <i>N</i>-succinyl chitosan, where the spacer is attached to the backbone as an amide, also forms polymer gels across all degrees of <i>N</i>-acylation. When compared to <i>N</i>-carboxypropyl chitosan, the latter forms significantly stiffer gels that swell less. This indicates that one covalent bond, a sufficient length, and the conformational flexibility of the spacer are important for gelation.https://www.mdpi.com/2310-2861/11/5/333ionic hydrogelcarboxyalkylationhydrogelchitosan |
| spellingShingle | Nils Münstermann Oliver Weichold On the Conditions Determining the Formation of Self-Crosslinking Chitosan Hydrogels with Carboxylic Acids Gels ionic hydrogel carboxyalkylation hydrogel chitosan |
| title | On the Conditions Determining the Formation of Self-Crosslinking Chitosan Hydrogels with Carboxylic Acids |
| title_full | On the Conditions Determining the Formation of Self-Crosslinking Chitosan Hydrogels with Carboxylic Acids |
| title_fullStr | On the Conditions Determining the Formation of Self-Crosslinking Chitosan Hydrogels with Carboxylic Acids |
| title_full_unstemmed | On the Conditions Determining the Formation of Self-Crosslinking Chitosan Hydrogels with Carboxylic Acids |
| title_short | On the Conditions Determining the Formation of Self-Crosslinking Chitosan Hydrogels with Carboxylic Acids |
| title_sort | on the conditions determining the formation of self crosslinking chitosan hydrogels with carboxylic acids |
| topic | ionic hydrogel carboxyalkylation hydrogel chitosan |
| url | https://www.mdpi.com/2310-2861/11/5/333 |
| work_keys_str_mv | AT nilsmunstermann ontheconditionsdeterminingtheformationofselfcrosslinkingchitosanhydrogelswithcarboxylicacids AT oliverweichold ontheconditionsdeterminingtheformationofselfcrosslinkingchitosanhydrogelswithcarboxylicacids |