Abstract
Oligodepsipeptides (ODPs) with alternating amide and ester bonds prepared by ring-opening polymerization of morpholine-2,5-dione derivatives are promising matrices for drug delivery systems and building blocks for multifunctional biomaterials. Here, we elucidate the behavior of three telechelic ODPs and one multiblock copolymer containing ODP blocks at the air-water interface. Surprisingly, whereas the oligomers and multiblock copolymers crystallize in bulk, no crystallization is observed at the air-water interface. Furthermore, polarization modulation infrared reflection absorption spectroscopy is used to elucidate hydrogen bonding and secondary structures in ODP monolayers. The results will direct the development of the next ODP-based biomaterial generation with tailored properties for highly sophisticated applications.
Highlights
The application of biomaterials based on natural or synthetic polymers in implants accompanied the tremendous development in medicine within the last few decades
The block copolymers with a molecular weight of Mn = 43,000 g/mol were synthesized by joining equimolar amounts of oligo(ε-caprolactone)diols and OIBMD blocks with trimethyl-1,6-diisocyanatohexane according the procedure in Ref. 24
A break in the logarithmic plot of surface pressure versus concentration is commonly identified with the critical micellar concentration (CMC)
Summary
The application of biomaterials based on natural or synthetic polymers in implants accompanied the tremendous development in medicine within the last few decades. Modern clinical applications like regenerative therapies or minimally invasive surgical procedures require medical devices which are highly multifunctional.[1] Implants should modulate the immune response and degrade in a controlled manner or execute movements on demand or release a drug with defined kinetics.[2,3,4] For example, polyesters were designed for adjusting the degradation rate whereas polyamides were considered with regard to their high toughness and tensile strength, electrical insulation, heat- or abrasion resistance.[5,6] Poly(ester amide)s contain ester and amide bonds and serve as platform for the development of highly sophisticated multifunctional biomaterials.[7].
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