A dynamic chitosan-based self-healing hydrogel with tunable morphology and its application as an isolating agent

Maity, Santu; Datta, Arpita; Lahiri, Susanta; Ganguly, Jhuma

doi:10.1039/c6ra15138h

Cited by 24 publications

(7 citation statements)

References 54 publications

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“…In the 13 C NMR spectrum ( Figure 4 ), the corresponding signals of the imino carbon atom at 168 ppm and methyl group at 18 ppm were observed but with low intensity. Taking into account elemental analysis data and calculated DM values, we assumed that the formed aliphatic imine (Structure 1 in Figure 1 ) was more reactive than aromatic salicylimine [ 28 ] and underwent further conversion via the reaction of nucleophilic addition with non-functionalized amino groups, as was observed for the reaction between chitosan and formaldehyde [ 24 ], or with hydroxyl groups [ 34 ].…”

Section: Resultsmentioning

confidence: 99%

“…Despite their monofunctionality, aromatic aldehydes are capable of yielding chitosan hydrogels stabilized via non-covalent interactions without the formation of cross-linkages [ 22 , 23 ]. In many cases, reactions between chitosan and aldehydes result in the formation of several products and but the mechanism of gelation, which depends on the aldehyde structure, still remains a subject of investigation [ 24 , 25 , 26 , 27 , 28 ].…”

Section: Introductionmentioning

confidence: 99%

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Chitosan Cross-Linking with Acetaldehyde Acetals

et al. 2022

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Here we demonstrate the possibility of using acyclic diethylacetal of acetaldehyde (ADA) with low cytotoxicity for the fabrication of hydrogels via Schiff bases formation between chitosan and acetaldehyde generated in situ from acetals in chitosan acetate solution. This approach is more convenient than a direct reaction between chitosan and acetaldehyde due to the better commercial availability and higher boiling point of the acetals. Rheological data confirmed the formation of intermolecular bonds in chitosan solution after the addition of acetaldehyde diethyl acetal at an equimolar NH2: acetal ratio. The chemical structure of the reaction products was determined using elemental analysis and 13C NMR and FT-IR spectroscopy. The formed chitosan-acetylimine underwent further irreversible redox transformations yielding a mechanically stable hydrogel insoluble in a broad pH range. The reported reaction is an example of when an inappropriate selection of acid type for chitosan dissolution prevents hydrogel formation.

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Section: Resultsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Chitosan Cross-Linking with Acetaldehyde Acetals

et al. 2022

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“…The second stage of degradation of the BTHBC occurs in the temperature region of 121 to 568 °C with a loss of 89% weight. In this phase the weight loss is taking place due to a series of thermal and oxidative decomposition by removal of volatile products including dehydration, degradation and N‐deacetylation of the cracking unit of chitosan moiety ,. Maxima of the DTG curve is observed at about 310 °C and this point is probably due to the formylation of C=N bond.…”

Section: Resultsmentioning

confidence: 99%

“…Maxima of the DTG curve is observed at about 310 °C and this point is probably due to the formylation of C=N bond. As the BTHBC is completely stable at room temperature, it can be effectively employed for biological application under the ambient conditions …”

Section: Resultsmentioning

confidence: 99%

Sugar‐Based Self‐Assembly of Hydrogel Nanotubes Manifesting ESIPT: Theoretical Insight and Application in Live Cell Imaging

et al. 2018

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A biopolymeric hydrogel nanotubes (BTHBC) using 3-(benzo [d] thiazol-2-yl)-2-hydroxybenzaldehyde and chitosan have been synthesized which exhibits excited state intramolecular proton transfer (ESIPT) in both gel and solution phase. The optimized spatial structure of the monomer of BTHBC having lower energy (Energy: À1085688.464 kcal/mol) is found to be planar. FE-SEM analysis reveals that the spherical assemblies (20-100 nm) preceded gelation. Upon aging, gelation can be observed owing to the fusion of these spherical aggregates into nanotubes (200-500 nm). DFT study of BTHBC establishes that the migration of H atom from phenolic -OH group to the nitrogen of 2-(2' Hydroxyphenyl)benzothiazole (HBT) moiety is more feasible than the imine nitrogen of chitosan. The fluorescence lifetime of BTHBC is found to increase remarkably in gel phase compared to its aqueous solution. Both the cellular uptake and cell imaging efficiency suggest that the biocompatible nature of the hydrogel permits easy access of maximum number of molecules into the cells which causes enhancement of the fluorescence intensity of the cells.

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“…Naturally derived polymers such as chitosan, alginate, and hyaluronic acid are proper candidates for the preparation of self-healing hydrogels. − Chitosan (CS) is derived from chitin with good biocompatibility, low cytotoxicity, appropriate biodegradability, and convenient functionalization and has popular biomedical applications in wound dressing and drug delivery. , Polyethylene glycol with both ends functionalized by 4-formylbenzoic acid (DF-PEG) is a common cross-linker to prepare chitosan-based self-healing hydrogels . Various water-soluble chitosan derivatives with low cytotoxicity and suitable solubility in the physiological environment have been widely used to prepare the self-healing hydrogels in recent research. − Although chitosan-based self-healing hydrogels are well developed, the structural changes in nanoscale during the gelation process are not investigated so far.…”

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confidence: 99%

Gelation Mechanism and Structural Dynamics of Chitosan Self-Healing Hydrogels by In Situ SAXS and Coherent X-ray Scattering

2019

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Self-healing hydrogels with intrinsic self-healing ability, injectability, and biocompatibility have good potential in biomedical applications. The relevance between the self-healing ability and inner structure of hydrogels, however, has rarely been examined. The design criteria of self-healing hydrogels remain to be established. In this study, we utilized in situ small-angle X-ray scattering (in situ SAXS) and coherent X-ray scattering (CXS) to analyze the dynamics and gelation mechanism of three types of chitosan-based self-healing hydrogels with different dynamic interactions. In situ SAXS revealed the nucleation and growth mechanism for the gelling process, which has not been reported in a system of self-healing hydrogels. The critical nucleation radius (CNR) with different interactions could further influence the gelation rate and self-healing ability. Moreover, the continuous time-resolved CXS profile unveiled the dynamic behavior of different self-healing hydrogels in mesoscale, supported by rheological experiments. Information linking the rheological properties and structural changes could be useful in designing selfhealing hydrogels for biomedical applications.

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A dynamic chitosan-based self-healing hydrogel with tunable morphology and its application as an isolating agent

Abstract: A biopolymer chitosan based hydrogel with good transparency and rapid self-healing activity has been synthesized and utilized to get high purity separation of 152Eu (T1/2 = 13.33 a) and 137Cs (T1/2 = 30.17 a) employing SLX technique.

Cited by 24 publications

References 54 publications

Chitosan Cross-Linking with Acetaldehyde Acetals

Chitosan Cross-Linking with Acetaldehyde Acetals

Sugar‐Based Self‐Assembly of Hydrogel Nanotubes Manifesting ESIPT: Theoretical Insight and Application in Live Cell Imaging

Gelation Mechanism and Structural Dynamics of Chitosan Self-Healing Hydrogels by In Situ SAXS and Coherent X-ray Scattering

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