Cited by 227biodegradable polymer synthesis and propertiesAdvanced Polymer Synthesis and CharacterizationPhotopolymerization techniques and applications

Controlled Cationic Polymerization of Lactide

Bourissou, Didier, Martin-Vaca, Blanca, Dumitrescu, Anca, Graullier, Magalie, Lacombe, Frédéric·2005·Macromolecules

Abstract

The combination of trifluoromethanesulfonic acid (as a catalyst) and a protic reagent (such as water, 2-propanol, or 1-pentanol as an initiator) efficiently initiates the cationic polymerization of lactide in dichloromethane solution at room temperature. Polylactides (PLAs) with molar masses up to 20 000 were obtained via an activated-monomer mechanism. 1 H NMR spectroscopy and electrospray-ionization mass spectrometry of PLA oligomers demonstrated the quantitative incorporation of the protic initiator in the polymer chains and showed that transesterification reactions did not occur to a significant extent. The controlled character of the polymerization was indicated by the linear relationships of the number-average molar mass vs monomer conversion and monomer-to-initiator ratio. Kinetic measurements revealed a first-order dependence on monomer concentration. Moreover, no noticeable epimerization of the stereogenic carbon atom was observed in these polymerization conditions, as deduced from 1 H NMR analysis of a poly( l -lactide) sample.

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Crossref · 10.1021/ma051646k

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17 of 17 references verified0 citation errors · 0 not checkable

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  • The most commonly used catalysts for ROP are transition and posttransition metal complexes, which mediate ROP through a coordination-insertion type mechanism.

    “The most commonly used catalysts for ROP are transition and posttransition metal complexes, which mediate the ROP through a “coordination-insertion” type mechanism (Scheme 7).289”

    From Catalysis as an Enabling Science for Sustainable Polymers (2018) · cites this paper as [289]

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Authors
Bourissou, D., Martin-Vaca, B., Dumitrescu, A., Graullier, M., & Lacombe, F.
Affiliations
  • Université Toulouse III - Paul Sabatier (FR)
  • Laboratoire Hétérochimie Fondamentale et Appliquée (UMR 5069), Université Paul Sabatier, 118 route de Narbonne, F-31062 Toulouse Cedex 9, France, and Ipsen Pharma, Ctra. Laureà Miró 395, E-08980 Sant Feliu de Llobregat, Spain
Venue
Macromolecules
Published
2005-11-01
Volume
38
Issue
24
Pages
9993-9998
ISSN
  • 0024-9297 (ISSN-L)
  • 1520-5835
OpenAlex
W2068119802
Cited by
226
References
17
Citations by year
2026: 5 · 2025: 3 · 2024: 8 · 2023: 6 · 2022: 7 · 2021: 13 · 2020: 10 · 2019: 16 · 2018: 13 · 2017: 21 · 2016: 12 · 2015: 10 · 2014: 16 · 2013: 24 · 2012: 11
FWCI
3.41
Type
journal article
Language
en
Open access
closed
Locations
  • Macromolecules (publishedVersion)
  • HAL (submittedVersion)
  • International Journal of Biological Macromolecules
Funders
  • Centre National de la Recherche Scientifique
  • Ipsen
Topics
  • Physical Sciences › Materials Science › Biomaterials › biodegradable polymer synthesis and properties
  • Physical Sciences › Chemistry › Organic Chemistry › Advanced Polymer Synthesis and Characterization
  • Physical Sciences › Chemistry › Organic Chemistry › Photopolymerization techniques and applications
Keywords
cationic polymerization, lactide, polylactic acid, trifluoromethanesulfonic acid, activated monomer mechanism, controlled polymerization, polymerization kinetics, epimerization, stereoselectivity, transesterification

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