Investigation of the Diels-Alder reaction as a cross-linking mechanism for degradable poly(ethylene glycol) based hydrogels

Kirchhof, Susanne and Brandl, Ferdinand P. and Hammer, Nadine and Goepferich, Achim M. (2013) Investigation of the Diels-Alder reaction as a cross-linking mechanism for degradable poly(ethylene glycol) based hydrogels. JOURNAL OF MATERIALS CHEMISTRY B, 1 (37). pp. 4855-4864. ISSN 2050-750X,

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Abstract

The Diels-Alder (DA) reaction was investigated as a cross-linking mechanism for poly(ethylene glycol) (PEG) based hydrogels. Two complementary macromonomers were synthesized by functionalizing star-shaped PEG with furyl and maleimide groups. Gel formation occurred in water at 37 degrees C; the gelation time ranged between 171 +/- 25 min and 14 +/- 1 min depending on the used hydrogel formulation. The complex shear modulus was dependent on the concentration, branching factor and molecular weight of the macromonomers; values between 2821 +/- 1479 Pa and 37097 +/- 6698 Pa were observed. Hydrogel swelling and degradation were influenced by the same parameters; the degradation time varied between a few days and several weeks. Gel dissolution was found to occur by retro-DA reaction and subsequent hydrolysis of maleimide groups. Calculations of the network mesh size revealed that the prepared hydrogels would be suitable for the controlled release of therapeutic proteins.

Item Type: Article
Uncontrolled Keywords: MICHAEL-TYPE ADDITION; DRUG-DELIVERY; BIOMEDICAL APPLICATIONS; PROTEIN DELIVERY; CLICK CHEMISTRY; NETWORKS; PEGYLATION; POLYMERS; BEHAVIOR; DESIGN;
Subjects: 600 Technology > 615 Pharmacy
Divisions: Chemistry and Pharmacy > Institute of Pharmacy
Chemistry and Pharmacy > Institute of Pharmacy > Pharmaceutical Technology (Prof. Göpferich)
Depositing User: Dr. Gernot Deinzer
Date Deposited: 29 Apr 2020 05:12
Last Modified: 29 Apr 2020 05:12
URI: https://pred.uni-regensburg.de/id/eprint/17374

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