Synthesis of Shape Memory Poly(glycerol sebacate)-Stearate Polymer

Abstract

The polycondensation of sebacic acid with glycerol leads to the obtaining of poly(glycerol sebacate), a tough biocompatible polymer, which exhibits shape memory properties. Due to its low glass transition and melting temperatures, the temporary shape has to be kept below room temperature. In this study, the goal is to control the melting of the polyester by adding various amount of stearic acid into the synthesis in order to store the deformed material at room temperature. The reaction is carried out with microwave heating at 180 °C until a gel is obtained. The molar ratio of sebacic acid/glycerol is fixed to 1, while the molar ratio of stearic acid/glycerol varies between 0 and 0.5. The use of a molar ratio of 0.5 leads to the obtaining of materials having a melting temperature of 29 °C able to keep their temporary shape substantially at room temperature and to recover their initial shape in water bath at 37 °C by 85%.

Phosphorus‐Containing Polymer Flame Retardants for Aliphatic Polyesters

“…Biobased polymers, that is, polymers that are prepared or originate from biological sources, have recently gained an increasing interest to improve sustainability in the plastics industry. A number of biobased, but synthetic polymers have already been successfully introduced, for instance, poly(lactic acid), poly(hydroxybutyrate) and their copolymers, thermoplastic starch, isosorbide‐based resins, poly(ethylene furanoate) (PEF), and poly(glycerol sebacate) acid stearate polymers . Poly(butylene succinate) (PBS) and its copolymers were introduced besides PEF as alternative to the classical polyesters, poly(ethylene terephthalate) (PET) and poly(butylene terephthalate) (PBT), for engineering applications.…”

“…A number of biobased, but synthetic polymers have already been successfully introduced, for instance, poly(lactic acid), poly(hydroxybutyrate) and their copolymers, thermoplastic starch, isosorbide-based resins, poly(ethylene furanoate) (PEF), [1,2] and poly(glycerol sebacate) acid stearate polymers. [3] Poly(butylene succinate) (PBS) [4] and its copolymers [5] were introduced besides PEF as alternative to the classical polyesters, poly(ethylene terephthalate) (PET) and poly(butylene terephthalate) (PBT), for engineering applications. PBS shows attractive properties: good processability, interesting mechanical performance, and a high heat deflection temperature of about 97 °C combined with a moderate degree of biodegradability.…”

Designing Biodegradable Shape Memory Polymers for Tissue Repair

“…To date, some chemistries have been developed to impart shape memory features into PGS including addition of extra glycerol, stearate groups or hybridization with urethanes and cellulose nanocrystals. [83][84][85] In order to create a polymer that has physiologically relevant shape memory, we increased the chain length of the switching segment by 2 carbons to synthesize poly(glycerol-dodecanedioate) (PGD) comprised of glycerol and dodecanedioic acid (Figure PGD Synthesis). [72] Specifically, glycerol is reacted with dodecanedioic acid via polycondensation reaction, ultimately yielding a SMP with T m close to 37 °C.…”

Biodegradable Shape Memory Polymers in Medicine

“…Considerable research has been devoted to the development of novel BSMP formulations that have the potential for use in medicine. For recent examples we direct the reader to the following references . In the Becker lab, we have developed amino acid‐based poly(ester urea)s (PEUs) and explored their shape memory behavior .…”