Synthesis and characterization of cyclic acetal based degradable hydrogels
Sachiko Kaihara1, Shuichi Matsumura, John P Fisher
1Department of Applied Chemistry, Keio University, Yokohama, Japan.
Summary
This study developed new degradable hydrogels using a cyclic acetal that avoids acidic byproducts. Researchers controlled hydrogel properties by adjusting fabrication parameters for potential drug delivery and tissue engineering applications.
Area of Science:
- Biomaterials Science
- Polymer Chemistry
Background:
- Many synthetic degradable hydrogels produce acidic byproducts, limiting their biomedical applications.
- There is a need for hydrolytically degradable hydrogels with neutral degradation products.
Purpose of the Study:
- To develop and characterize novel hydrogels based on a cyclic acetal monomer that degrades into neutral diols and propanals.
- To overcome monomer hydrophobicity challenges in hydrogel fabrication using a co-monomer system.
- To investigate the physicochemical properties of the resulting hydrogels for potential biomedical uses.
Main Methods:
- Free radical polymerization of 5-ethyl-5-(hydroxymethyl)-beta,beta-dimethyl-1,3-dioxane-2-ethanol diacrylate (EHD) and poly(ethylene glycol)diacrylate (PEGDA) using benzoyl peroxide and N,N-dimethyl-p-toluidine.
- Utilized an acetone/water co-solvent system to facilitate polymerization of the hydrophobic EHD monomer.
- Characterized the EH-PEG hydrogel's chemical structure using FT-IR and determined swelling degree, sol fraction, and contact angle.
Main Results:
- Successful fabrication of EH-PEG hydrogels was achieved using the co-solvent system.
- Hydrogel swelling degree was found to be dependent on initiator concentration, monomer concentration, and monomer molar ratios.
- Sol fraction was significantly influenced by initiator and monomer concentrations.
Conclusions:
- The EHD and PEGDA co-monomer system enables the fabrication of novel cyclic acetal-based hydrogels.
- The study demonstrates control over hydrogel properties like swelling and sol fraction by adjusting polymerization parameters.
- These EH-PEG hydrogels show promise for drug delivery and tissue engineering applications due to their tunable and neutral degradation characteristics.
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