Cited by 627biodegradable polymer synthesis and propertiesAsymmetric Synthesis and CatalysisAdvanced Polymer Synthesis and Characterization

Highly stereoelective polymerization of rac‐(D,L)‐lactide with a chiral schiff's base/aluminium alkoxide initiator

Spassky, Nicolas, Wisniewski, Muriel, Pluta, Christian, Le Borgne, Alain·1996·Macromolecular Chemistry and Physics

Abstract

A chiral Schiff's base/aluminium alkoxide initiator bearing a ligand derived from R‐(+)‐1,1′‐binaphthyl‐2,2′‐diamine was synthesized and used for the stereoelective polymerization of rac‐(D,L)‐lactide. Rather high stereoelectivity is observed: a polymer with 88% enantiomeric enrichment in D units is obtained at 19% conversion. At high conversions a stereocomplex between D‐ and L‐enriched stereocopolymers is formed. The polymerization reaction shows living type features, and narrow molecular weight distributions (M̄w/M̄n = 1,05–1,30) are obtained up to very high conversions. This indicates that transesterification reactions do not occur significantly with this sterically hindered initiator.

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Registry

Crossref · 10.1002/macp.1996.021970902

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24 of 24 references verified0 citation errors · 0 not checkable

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  • Aluminum complexes supported by SALEN-type ligands are some of the most stereoselective catalysts for the ROP of racemic LA, but their low reactivities limit their applicability.

    “Aluminum complexes supported by SALEN-type ligands [301][302][303][304][305][306][307][308][309] are some of the most stereoselective catalysts for the ROP of racemic LA but their low reactivities (typical reaction conditions: Al loading >1 mol%, 70-130 °C, and long reaction time) limit their applicability.”

    From Catalysis as an Enabling Science for Sustainable Polymers (2018) · cites this paper as [301]

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Authors
Spassky, N., Wisniewski, M., Pluta, C., & Le Borgne, A.
Affiliations
Université Pierre-et-Marie-Curie (FR)
Corresponding author
Spassky, Nicolas
Venue
Macromolecular Chemistry and Physics
Publisher
Wiley
Published
1996-09
Volume
197
Issue
9
Pages
2627-2637
ISSN
  • 1022-1352 (ISSN-L)
  • 1521-3935
OpenAlex
W2061088416
Cited by
627
References
24
Citations by year
2026: 7 · 2025: 16 · 2024: 29 · 2023: 19 · 2022: 17 · 2021: 22 · 2020: 29 · 2019: 32 · 2018: 21 · 2017: 41 · 2016: 31 · 2015: 36 · 2014: 46 · 2013: 34 · 2012: 26
FWCI
4.77
Type
journal article
Language
en
Open access
closed
Locations
Macromolecular Chemistry and Physics (publishedVersion)
Topics
  • Physical Sciences › Materials Science › Biomaterials › biodegradable polymer synthesis and properties
  • Physical Sciences › Chemistry › Organic Chemistry › Asymmetric Synthesis and Catalysis
  • Physical Sciences › Chemistry › Organic Chemistry › Advanced Polymer Synthesis and Characterization
Keywords
BINAM, stereocomplex, living polymerization, enantiomeric enrichment, transesterification, molecular weight distribution

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