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Ring opening copolymerisation of lactide and mandelide for the development of environmentally degradable polyesters with controllable glass transition temperatures

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Abstract
Environmentally degradable polyesters offer an interesting perspective for a vast number of applications. However, current front-runners like poly(lactide), poly(glycolide) and poly(e-caprolactone) are either semi crystalline excluding applications for which optical transparency is desired, or exhibit low glass transition temperatures (T-s) resulting in poor dimensional stability at temperatures exceeding the T-g. In the present work, copolymers of lactide and mandelide are explored as a method to obtain amorphous, environmentally degradable polyesters with a glass transition temperature exceeding 50 degrees C. Mandelide and lactide can be successfully copolymerised and the resulting copolymers revealed rising T-g values upon increasing the mandelide content. The obtained molecular weights were superior to the molecular weights previously obtained via poly condensation, but were limited by the epimerisation of the mandelide monomer, which passes through an enolic intermediate that is able to initiate the polymerisation.
Keywords
Polyester, Ring opening polymerisation, Mandelide, Lactide, Glass transition temperature, BIODEGRADABLE POLYMERS, NMR-SPECTROSCOPY, POLYMERIZATION, POLYLACTIDE, POLYSTYRENE, SCAFFOLDS, WEIGHT, ACID)

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Chicago
Graulus, Geert-Jan, Niels Van Herck, Kristof Van Hecke, Gonzalez Van Driessche, Bart Devreese, Hugo Thienpont, Heidi Ottevaere, Sandra Van Vlierberghe, and Peter Dubruel. 2018. “Ring Opening Copolymerisation of Lactide and Mandelide for the Development of Environmentally Degradable Polyesters with Controllable Glass Transition Temperatures.” Reactive & Functional Polymers 128: 16–23.
APA
Graulus, G.-J., Van Herck, N., Van Hecke, K., Van Driessche, G., Devreese, B., Thienpont, H., Ottevaere, H., et al. (2018). Ring opening copolymerisation of lactide and mandelide for the development of environmentally degradable polyesters with controllable glass transition temperatures. REACTIVE & FUNCTIONAL POLYMERS, 128, 16–23.
Vancouver
1.
Graulus G-J, Van Herck N, Van Hecke K, Van Driessche G, Devreese B, Thienpont H, et al. Ring opening copolymerisation of lactide and mandelide for the development of environmentally degradable polyesters with controllable glass transition temperatures. REACTIVE & FUNCTIONAL POLYMERS. 2018;128:16–23.
MLA
Graulus, Geert-Jan, Niels Van Herck, Kristof Van Hecke, et al. “Ring Opening Copolymerisation of Lactide and Mandelide for the Development of Environmentally Degradable Polyesters with Controllable Glass Transition Temperatures.” REACTIVE & FUNCTIONAL POLYMERS 128 (2018): 16–23. Print.
@article{8560816,
  abstract     = {Environmentally degradable polyesters offer an interesting perspective for a vast number of applications. However, current front-runners like poly(lactide), poly(glycolide) and poly(e-caprolactone) are either semi crystalline excluding applications for which optical transparency is desired, or exhibit low glass transition temperatures (T-s) resulting in poor dimensional stability at temperatures exceeding the T-g. In the present work, copolymers of lactide and mandelide are explored as a method to obtain amorphous, environmentally degradable polyesters with a glass transition temperature exceeding 50 degrees C. Mandelide and lactide can be successfully copolymerised and the resulting copolymers revealed rising T-g values upon increasing the mandelide content. The obtained molecular weights were superior to the molecular weights previously obtained via poly condensation, but were limited by the epimerisation of the mandelide monomer, which passes through an enolic intermediate that is able to initiate the polymerisation.},
  author       = {Graulus, Geert-Jan and Van Herck, Niels and Van Hecke, Kristof and Van Driessche, Gonzalez and Devreese, Bart and Thienpont, Hugo and Ottevaere, Heidi and Van Vlierberghe, Sandra and Dubruel, Peter},
  issn         = {1381-5148},
  journal      = {REACTIVE \& FUNCTIONAL POLYMERS},
  language     = {eng},
  pages        = {16--23},
  title        = {Ring opening copolymerisation of lactide and mandelide for the development of environmentally degradable polyesters with controllable glass transition temperatures},
  url          = {http://dx.doi.org/10.1016/j.reactfunctpolym.2018.04.014},
  volume       = {128},
  year         = {2018},
}

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