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| Naji, M. |
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| Motta, Antonella |
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| Aletan, Dirar |
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| Mohamed, Tarek |
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| Ertürk, Emre |
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| Taccardi, Nicola |
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| Petrov, R. H. | Madrid |
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| Alshaaer, Mazen | Brussels |
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| Bih, L. |
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| Casati, R. |
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| Muller, Hermance |
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| Kočí, Jan | Prague |
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| Kalteremidou, Kalliopi-Artemi | Brussels |
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| Azam, Siraj |
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| Ospanova, Alyiya |
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| Blanpain, Bart |
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| Ali, M. A. |
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| Popa, V. |
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| Rančić, M. |
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| Ollier, Nadège |
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| Azevedo, Nuno Monteiro |
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| Landes, Michael |
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| Rignanese, Gian-Marco |
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Neitzel, Angelika E.
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Publications (3/3 displayed)
- 2019Entropically Driven Macrolide Polymerizations for the Synthesis of Aliphatic Polyester Copolymers Using Titanium Isopropoxidecitations
- 2019Hydrolytically-degradable homo- and copolymers of a strained exocyclic hemiacetal estercitations
- 2014Divergent mechanistic avenues to an aliphatic polyesteracetal or polyester from a single cyclic esteracetalcitations
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article
Entropically Driven Macrolide Polymerizations for the Synthesis of Aliphatic Polyester Copolymers Using Titanium Isopropoxide
Abstract
<p>Thermal and mechanical properties of sustainable aliphatic polyesters can be tuned through the synthesis of copolymers. The synthesis of two 14-membered macrolides are reported: a cyclic tetraester with alternating lactic acid (LA) and 3-hydroxypropionic acid (3HP) units and a cyclic diester with alternating glycolic acid (GA) and 2-methyl-1,3-propanediol (2MD) units. Ring-opening transesterification polymerization (ROTEP) of these macrolides to yield poly(LA-stat-3HP) and poly(GA-alt-2MD), respectively, were found to be modestly endothermic (ΔHp<sup>°</sup>= 2.0 and 0.5 kJ mol<sup>-1</sup>, respectively) and endoentropic (ΔSp<sup>°</sup>= 27 and 23 J mol<sup>-1</sup>K<sup>-1</sup>, respectively). Inexpensive and nontoxic titanium isopropoxide Ti(Oi-Pr)<sub>4</sub>functions as an active catalyst for these entropically driven ROTEPs, achieving high conversions (>90%) in under 1 h. The polymerizations exhibit control over molar mass with dispersity values <1.7. poly(GA-alt-2MD) is an amorphous polymer with a low glass transition temperature near -30 °C. poly(LA-co-3HP) exhibits a glass transition temperature up to 13 °C and, depending on the regioregularity, exhibits a melting temperature up to 96 °C.</p>