Polyethers Based on Short-Chain Alkyl Glycidyl Ethers: Thermoresponsive and Highly Biocompatible Materials

The polymerization of short-chain alkyl glycidyl ethers (SCAGEs) enables the synthesis of biocompatible polyethers with finely tunable hydrophilicity. Aliphatic polyethers, most prominently poly(ethylene glycol) (PEG), are utilized in manifold biomedical applications due to their excellent biocompatibility and aqueous solubility. By incorporation of short hydrophobic side-chains at linear polyglycerol, control of aqueous solubility and the respective lower critical solution temperature (LCST) in aqueous solution is feasible. Concurrently, the chemically inert character in analogy to PEG is maintained, as no further functional groups are introduced at the polyether structure. Adjustment of the hydrophilicity and the thermoresponsive behavior of the resulting poly(glycidyl ether)s in a broad temperature range is achieved either by the combination of the different SCAGEs or with PEG as a hydrophilic block. Homopolymers of methyl and ethyl glycidyl ether (PGME, PEGE) are soluble in aqueous solution at room temperature. In contrast, n-propyl glycidyl ether and iso-propyl glycidyl ether lead to hydrophobic polyethers. The use of a variety of ring-opening polymerization techniques allows for controlled polymerization, while simultaneously determining the resulting microstructures. Atactic as well as isotactic polymers are accessible by utilization of the respective racemic or enantiomerically pure monomers. Polymer architectures varying from statistical copolymers, di- and triblock structures to star-shaped architectures, in combination with PEG, have been applied in various thermoresponsive hydrogel formulations or polymeric surface coatings for cell sheet engineering. Materials responding to stimuli are of increasing importance for smart biomedical systems, making thermoresponsive polyethers with short-alkyl ether side chains promising candidates for future biomaterials.

Automated summary

Short-chain alkyl glycidyl ethers (SCAGEs) can be polymerized to produce biocompatible polyethers with adjustable hydrophilicity. By incorporating hydrophobic side chains into linear polyglycerol, the aqueous solubility and lower critical solution temperature (LCST) can be controlled. The resulting poly(glycidyl ether)s maintain the chemically inert character similar to poly(ethylene glycol) (PEG). The hydrophilicity and thermoresponsive behavior of these polyethers can be tailored by combining different SCAGEs or incorporating PEG as a hydrophilic block.