(729h) Dipeptide-Based Polyphosphazene Polymers for Regenerative Engineering
AIChE Annual Meeting
2018
2018 AIChE Annual Meeting
Materials Engineering and Sciences Division
Bio-Based Polymers
Friday, November 2, 2018 - 10:00am to 10:15am
An ideal polymer for regenerative engineering should be biocompatible, have desired initial mechanical properties, should degrade in a controlled fashion timed to match the rate of tissue regeneration, have resorbable degradation products, be osteoconductive and allow for neovascularization. However, so far a polymer that can match all the properties listed above has not been ideally developed.
Polyphosphazenes offer a great platform for the design and synthesis of new biodegradable polymeric biomaterials with efficient control over degradation rate, mechanical properties, In vitro osteocompatibility, and In vivo biocompatibility.
Here, we report the synthetic design and physicochemical analysis of novel mixed substituent dipeptide-based polyphosphazene polymers using glycylglycine ethyl ester as the main substituent side group and co-substituting with phenylphenoxy and phenylalanine ethyl ester respectively. Poly [(glycine ethylglycinato)(phenylphenoxy)phosphazene](PNGEG-PhPh) and Poly[(ethyl phenylalanato)(glycine ethyl glycinato)phosphazene](PNEPA-GEG) with different side group compositions were synthesized via macromolecular nucleophilic substitution under anhydrous conditions. Structural analysis using 31P-NMR and FTIR identified the chemical structures of PNGEG-PhPh and PNEPA-GEG and confirmed the total replacement of chlorine atoms of the dichloro-polyphosphazene prepolymer with the nucleophilic side groups. Results from GPC, DSC, DMA, TGA, Contact angle analysis showed that the optimization of the side group chemistry of polyphosphazenes could yield polymers with a wide range of physicochemical properties such as glass transition temperatures, molecular weights, polydispersities, hydrophilicity/hydrophobicity, tensile modulus, and strength, etc. These novel peptide-based polymers have the potential to form a self-neutralizing blend with PLAGA.
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