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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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| Kononenko, Denys |
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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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| Šuljagić, Marija |
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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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Hadjichristidis, Nikos
European Commission
in Cooperation with on an Cooperation-Score of 37%
Topics
Publications (15/15 displayed)
- 2024Interpenetrated and Bridged Nanocylinders from Self-Assembled Star Block Copolymerscitations
- 2024Controlled Ring‐Opening Polymerization of Methyl Glycolide with Bifunctional Organocatalystcitations
- 2023Poly(lactic acid) stereocomplexes based molecular architectures : synthesis and crystallization
- 2020Poly(vinylidene fluoride)-based Complex Macromolecular Architectures: From Synthesis to Properties and Applicationscitations
- 2019Generating Triple Crystalline Superstructures in Melt Miscible PEO-b-PCL-b-PLLA Triblock Terpolymers by Controlling Thermal History and Sequential Crystallizationcitations
- 2018CO 2 as versatile carbonation agent of glycosides: Synthesis of 5- and 6-membered cyclic glycocarbonates and investigation of their ring-openingcitations
- 2018Block Copolymers of Macrolactones/Small Lactones by a “Catalyst-Switch” Organocatalytic Strategy. Thermal Properties and Phase Behaviorcitations
- 2017A New Role for CO2: Controlling Agent of the Anionic Ring-Opening Polymerization of Cyclic Esterscitations
- 2017Self-assembly of Polystyrene- b -poly(2-vinylpyridine)- b -poly(ethylene oxide) Triblock Terpolymerscitations
- 2017Anionic Polymerization of Styrene and 1,3-Butadiene in the Presence of Phosphazene Superbasescitations
- 2016Metal-Free Alternating Copolymerization of CO2with Epoxides: Fulfilling “Green” Synthesis and Activitycitations
- 2016Well-defined 4-arm stars with hydroxy-terminated polyethylene, polyethylene-b-polycaprolactone and polyethylene-b-(polymethyl methacrylate) 2 armscitations
- 2016Ring-opening polymerization of ω-pentadecalactone catalyzed by phosphazene superbasescitations
- 2015Triblock and pentablock terpolymers by sequential base-assisted living cationic copolymerization of functionalized vinyl etherscitations
- 2009Solid state nanofibers based on self-assemblies:from cleaving from self-assemblies to multilevel hierarchical constructscitations
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article
Controlled Ring‐Opening Polymerization of Methyl Glycolide with Bifunctional Organocatalyst
Abstract
<jats:p>A bifunctional thiourea‐amine‐based organocatalyst (Takemoto’s catalyst), employing a metal‐free approach, is presented for the regioselective ring‐opening polymerization (ROP) of optically active (D and L) methyl glycolide (MG). In this study, a chiral version of Takemoto’s catalyst efficiently promotes the ROP of MG at room temperature, yielding poly(lactic‐co‐glycolic acids) (PLGAs) with predicted molecular weights and narrow polydispersity indices (PDI≤1.2). These PLGAs exhibit highly alternating structures without transesterification, as confirmed by 1H NMR, SEC, and MALDI‐TOF analyses. Additionally, various macromolecular architectures, including linear and star‐shaped PLGAs, were successfully synthesized using corresponding multi‐functional alcohol initiators while maintaining the same alternating structures and regioselectivity with PLGA obtained from benzyl alcohol as initiator. Computational studies were conducted to elucidate the mechanism of alternating PLGA formation, revealing two key transition states (TSs): TS‐1, which implicates the nucleophilic attack of the hydroxyl group of the initiator or propagating chain on the carbonyl carbon of MG, and TS‐2, which involves the subsequent ring‐opening of the cyclic ester. The results indicate that ring‐opening occurs at both the glycolyl and lactyl sites, with a preference for the glycolyl site, as supported by experimental results. The resulting atactic PLGAs are amorphous, rendering them suitable for drug delivery applications.</jats:p>