Self-healing chitosan/vanillin hydrogels based on Schiff-base bond/hydrogen bond hybrid linkages

Xu, Chuanhui; Zhan, Wei; Tang, Xiuzhen; Mo, Fuwang; Fu, Lihua; Lin, Baofeng

doi:10.1016/j.polymertesting.2018.01.016

Cited by 166 publications

(95 citation statements)

References 42 publications

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“…Schiff base reactions between amine and aldehyde groups to form imine derivatives have been used extensively for cell encapsulation, tissue repair, drug delivery, and wound dressing applications. The dynamic Schiff base reactions are commonly formed between the amine groups on chitosan backbones and benzaldehyde groups at telechelic difunctional poly(ethylene glycol) (DF‐PEG) chain ends; however, HA, dextran, chondroitin sulfate, poly(vinyl alcohol), other chitosan derivatives, and recently vanillin (4‐hydroxy‐3‐methoxybenzaldehyde), have all been used for the preparation of hydrogels via Schiff base reaction. Toward 3D cell encapsulation, HeLA cells, bovine articular chondrocytes, murine neural stem cells, as well as zebrafish embryos have been encapsulated in Schiff base hydrogels and reported to maintain their normal morphology.…”

Section: Dynamic Covalent Chemistry To Form Hydrogelsmentioning

confidence: 99%

Recent advances in shear‐thinning and self‐healing hydrogels for biomedical applications

Uman

Dhand

Burdick

2019

J of Applied Polymer Sci

237

215

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Shear‐thinning and self‐healing hydrogels are being investigated in various biomedical applications including drug delivery, tissue engineering, and 3D bioprinting. Such hydrogels are formed through dynamic and reversible interactions between polymers or polypeptides that allow these shear‐thinning and self‐healing properties, including physical associations (e.g., hydrogen bonds, guest–host interactions, biorecognition motifs, hydrophobicity, electrostatics, and metal–ligand coordination) and dynamic covalent chemistry (e.g., Schiff base, oxime chemistry, disulfide bonds, and reversible Diels–Alder). Their shear‐thinning properties allow for injectability, as the hydrogel exhibits viscous flow under shear, and their self‐healing nature allows for stabilization when shear is removed. Hydrogels can be formulated as uniform polymer and polypeptide assemblies, as hydrogel nanocomposites, or in granular hydrogel form. This review focuses on recent advances in shear‐thinning and self‐healing hydrogels that are promising for biomedical applications. © 2019 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2020, 137, 48668.

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Section: Dynamic Covalent Chemistry To Form Hydrogelsmentioning

confidence: 99%

Recent advances in shear‐thinning and self‐healing hydrogels for biomedical applications

Uman

Dhand

Burdick

2019

J of Applied Polymer Sci

237

215

View full text Add to dashboard Cite

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“…Vanillin is used as a natural crosslinker to fabricate chitosan hydrogel for wound healing. Self-healing chitosan-vanillin hydrogel is developed based on Schiff base and hydrogen bond hybrid linkages between chitosan and vanillin (Xu et al 2018). At the atomic level, aldehyde moiety of vanillin reacts with amino group of one chitosan molecule through Schiff-base reaction and its hydroxyl moiety forms hydrogen bond with the hydroxyl or the amino groups in another chitosan molecule.…”

Section: Application In Wound Healing and Tissue Engineeringmentioning

confidence: 99%

Vanillin: a review on the therapeutic prospects of a popular flavouring molecule

Arya

Rookes

Cahill

et al. 2021

ADV TRADIT MED (ADTM)

133

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“…This is carried out to replace the chemical crosslinking structure and improve the brittle state of chemical networks. Among the physical crosslinking forms, non‐covalent interactions such as hydrogen bonding, hydrophobic interactions, host‐guest interactions, and metal coordination bonds have the self‐healing characteristics without the external stimuli (eg, pH, UV, temperature, etc.). Thus, these are often utilized for the preparation of self‐healing gels.…”

Section: Introductionmentioning

confidence: 99%

Poly(acrylic acid)‐chitosan @ tannic acid double‐network self‐healing hydrogel based on ionic coordination

Zhang

et al. 2020

Polymers for Advanced Techs

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In this work, poly(acrylic) acid-chitosan @ tannic acid-aluminum ion (PAA-CS@TA-Al 3+ ) double-network hydrogel was prepared via prefabrication, blending method, and Al 3+ immersion method. The interaction between chitosan and tannic acid (CS@TA) was analyzed using Fourier transfer infrared spectra and UV-Vis spectra. The UV-Vis spectrum was also used to confirm the formation of ionic coordination in the gel. Then, the possible coordination modes were studied and analyzed. The microscopic pore structure and macroscopic strain behavior of the gel were analyzed using SEM and tensile testing, respectively, which verified that the tensile strength (≈32 KPa) and elongation at break (≈1700%) of the gel primarily resulted from its crosslinking structure. In addition, the gel also demonstrated a good self-healing performance with recovery ≈92.2% at 60 minutes.Hence, the proposed novel self-healing gel can provide inspiration for the preparation of future self-healing gels. K E Y W O R D Schitosan, double-network hydrogel, ionic coordination, self-healing, tannic acid

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Self-healing chitosan/vanillin hydrogels based on Schiff-base bond/hydrogen bond hybrid linkages

Cited by 166 publications

References 42 publications

Recent advances in shear‐thinning and self‐healing hydrogels for biomedical applications

Recent advances in shear‐thinning and self‐healing hydrogels for biomedical applications

Vanillin: a review on the therapeutic prospects of a popular flavouring molecule

Poly(acrylic acid)‐chitosan @ tannic acid double‐network self‐healing hydrogel based on ionic coordination

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