Issue 7, 2023

Synthesis and characterization of a Schiff base crosslinked hydrogel based on hyperbranched polyglycerol

Abstract

Schiff base hydrogels have attracted much attention in recent years in the field of biomedical applications, due to the reversibility of the imine bond, granting the gels degradation properties. Commonly used multifunctional amines include proteins and polysaccharides like bovine serum albumin and chitosan, that exhibit low water solubility. One of the most commonly used dialdehydes, utilized for Schiff base formation, is glutaric aldehyde, that is known to be toxic. We are presenting a new two component Schiff-base-crosslinked hydrogel based on an aminoterminated hyperbranched polyglycerol (hPG-NH2) and a polyethyleneglycol dialdehyde (PEG-DA), that shows promising mechanical properties. The hPG-NH2 is synthesized by a photoinitiated thiolene coupling reaction, following a previously established copolymerization of glycidol and allyl glycidyl ether. The PEG-DA was synthesized in a one-pot synthesis, by the addition of isophorone diisocyanate (IPDI) and hydroxymethylfurfural (HMF). The hydrogels were characterized regarding their mechanical properties with a texture analyzer. With this method, the impact of the solid content, the ratio of the components and the pH on the gel properties was studied.

Graphical abstract: Synthesis and characterization of a Schiff base crosslinked hydrogel based on hyperbranched polyglycerol

Supplementary files

Article information

Article type
Paper
Submitted
21 nov 2022
Accepted
26 fev 2023
First published
07 mar 2023
This article is Open Access
Creative Commons BY-NC license

Mater. Adv., 2023,4, 1648-1655

Synthesis and characterization of a Schiff base crosslinked hydrogel based on hyperbranched polyglycerol

K. Karakyriazis, V. Lührs, S. Stößlein, I. Grunwald and A. Hartwig, Mater. Adv., 2023, 4, 1648 DOI: 10.1039/D2MA01050J

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