6533b825fe1ef96bd128325e

RESEARCH PRODUCT

Poly(Ethylene Glycol) Dimethacrylates with Cleavable Ketal Sites: Precursors for Cleavable PEG-Hydrogels.

Hannah PohlitDaniel LeibigHolger Frey

subject

Polymers and PlasticsRadical polymerizationBioengineeringBiocompatible Materialsmacromolecular substances02 engineering and technology010402 general chemistryMethacrylate01 natural sciencesHydrogel Polyethylene Glycol DimethacrylatePolymerizationBiomaterialschemistry.chemical_compoundPEG ratioPolymer chemistryMaterials ChemistryMolecular massChemistryHydrolysistechnology industry and agricultureHydrogen-Ion Concentration021001 nanoscience & nanotechnology0104 chemical sciencesMolecular WeightKineticsDrug deliverySelf-healing hydrogelsProton NMR0210 nano-technologyEthylene glycolBiotechnology

description

The authors introduce poly(ethylene glycol) (PEG) based macromonomers containing acid-labile ketal moieties as well as terminal methacrylate units that are amenable to radical polymerization. The synthesis of PEGs of different molecular weights (ranging from 2000 to 13 000 g mol-1 with polydispersities <1.15) with a central ketal unit (PEG-ketal-diol) and their conversion to PEG-ketal-dimethacrylates (PEG-ketal-DMA) is introduced. Degradation rates of both PEG-ketal-diols and PEG-ketal-DMA are investigated by in situ 1 H NMR kinetic studies in deuterated phosphate buffer. Hydrogels containing 0, 5, or 10 wt% of PEG-ketal-DMA and 100, 95, or 90 wt% of PEG-DMA, respectively, are synthesized and disintegration of the gels is investigated in buffer at different pH values. Visible disintegration of the gels appears at pH 5 for hydrogels containing PEG-ketal-DMA, whereas no visible degradation is observed at all at neutral pH or for PEG hydrogels without PEG-ketal-DMA.

10.1002/mabi.201600532https://pubmed.ncbi.nlm.nih.gov/28337839