Preparation and characterization of a Cu (II)‐IDA poly HEMA monolith syringe for proteomic applications

Khaparde, Ashish; Vijayalakshmi, M.A.; Tetala, Kali Kishore Reddy

doi:10.1002/elps.201700219

Cited by 5 publications

(1 citation statement)

References 27 publications

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“…The reactivity of α-oxo-aldehyde with amine groups in synthetic polymers, only has scarce antecedents in which DAT cross-linker was used for immobilization of ligands in polymeric matrices by reductive amination. [28][29][30] The coexistence of α-oxo-aldehyde with amino FGs in polymeric networks, to generate imine as cross-linking points, could give rise to materials with properties such as shape memory, sol-gel transitions and self-healing.…”

Section: Introductionmentioning

confidence: 99%

Imine bonding self-repair hydrogels after periodate-triggered breakage of their cross-links

Wolfel

Igarzabal

Romero

2020

European Polymer Journal

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The development of new materials with smart properties is currently expanding the development of new technologies. Therefore, the design of materials with novel sensitivities and smart behavior is important for the development of smart systems with automated responsivity. We have recently reported the synthesis of hydrogels, crosslinked by N,N'-diallyltartardiamide (DAT). The covalent DAT-crosslinking points have vicinal diols which can be easily cleaved with periodate, generating changes in the hydrogel properties, as well as generating valuable α-oxo-aldehyde functional groups useful for further chemical modification. Based on those findings, we envisioned that a self-healable hydrogel could be obtained by incorporation of primary amino functional groups, from 2-aminoethyl methacrylate hydrochloride (AEMA), coexisting with DAT into the same network. Herein, α-oxo-aldehyde groups generated after the reaction with periodate would arise in the immediate environment of amine groups to form imine cross-links. For this purpose, DAT-crosslinked hydrogels were synthesized and carefully characterized. The cleavage of DAT-crosslinks with periodate promoted changes in the mechanical and swelling properties of the materials. As expected, a self-healing behavior was observed, based on the spontaneous formation of imine covalent bonds.In addition, we surprisingly found a combination of fast vicinal diols cleavage and a low speed self-crosslinking reaction by imine formation. Consequently, it was found a timewindow in which a periodate-treated polymer was obtained in a transient liquid state, which can be exploited to choose the final shape of the material, before automated gelling. The singular properties attained on these hydrogels could be useful for developing sensors, actuators, among other smart systems.

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Section: Introductionmentioning

confidence: 99%