Isotactic degradable polyesters derived from O-carboxyanhydrides of l-lactic and l-malic acid using a single organocatalyst/initiator system

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Isotactic degradable polyesters derived from O-carboxyanhydrides of l-lactic and l-malic acid using a single organocatalyst/initiator system. / Bexis, Panagiotis; De Winter, Julien; Coulembier, Olivier; Dove, Andrew.

In: European Polymer Journal, Vol. 95, 01.10.2017, p. 660-670.

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@article{6edef70748ee452c9d87710475a30f57,
title = "Isotactic degradable polyesters derived from O-carboxyanhydrides of l-lactic and l-malic acid using a single organocatalyst/initiator system",
abstract = "The preparation of stereoregular isotactic P(l-BnMA) and PLLA by ring-opening polymerization (ROP) of 5-(S)-[(benzyloxycarbonyl)methyl]-1,3-dioxolane-2,4-dione (l-malOCA) and (S)-5-methyl-1,3-dioxolane-2,4-dione (l-lacOCA) is reported. The polymerization process was shown to be well controlled using two easily accessible single organocatalyst/initiator systems, pyridine/l-benzyl(Bn)malate and pyridine/lactic acid (Py·LA) ion pair adducts respectively. The obtained biodegradable polymers displayed narrow dispersity ({\D}M) and excellent molar mass control. All ROP reactions were conducted at ambient temperature. The stereoregularity and thermal properties of the materials were thoroughly studied, demonstrating the retention of high levels of isotactic enrichment.",
keywords = "O-carboxyanhydride, stereoregularity, isotacticity, organocatalysis, ring opening polymerization, polyesters, lactide",
author = "Panagiotis Bexis and {De Winter}, Julien and Olivier Coulembier and Andrew Dove",
year = "2017",
month = oct,
day = "1",
doi = "10.1016/j.eurpolymj.2017.05.038",
language = "English",
volume = "95",
pages = "660--670",
journal = "European Polymer Journal",
issn = "0014-3057",
publisher = "Elsevier",

}

RIS

TY - JOUR

T1 - Isotactic degradable polyesters derived from O-carboxyanhydrides of l-lactic and l-malic acid using a single organocatalyst/initiator system

AU - Bexis, Panagiotis

AU - De Winter, Julien

AU - Coulembier, Olivier

AU - Dove, Andrew

PY - 2017/10/1

Y1 - 2017/10/1

N2 - The preparation of stereoregular isotactic P(l-BnMA) and PLLA by ring-opening polymerization (ROP) of 5-(S)-[(benzyloxycarbonyl)methyl]-1,3-dioxolane-2,4-dione (l-malOCA) and (S)-5-methyl-1,3-dioxolane-2,4-dione (l-lacOCA) is reported. The polymerization process was shown to be well controlled using two easily accessible single organocatalyst/initiator systems, pyridine/l-benzyl(Bn)malate and pyridine/lactic acid (Py·LA) ion pair adducts respectively. The obtained biodegradable polymers displayed narrow dispersity (ĐM) and excellent molar mass control. All ROP reactions were conducted at ambient temperature. The stereoregularity and thermal properties of the materials were thoroughly studied, demonstrating the retention of high levels of isotactic enrichment.

AB - The preparation of stereoregular isotactic P(l-BnMA) and PLLA by ring-opening polymerization (ROP) of 5-(S)-[(benzyloxycarbonyl)methyl]-1,3-dioxolane-2,4-dione (l-malOCA) and (S)-5-methyl-1,3-dioxolane-2,4-dione (l-lacOCA) is reported. The polymerization process was shown to be well controlled using two easily accessible single organocatalyst/initiator systems, pyridine/l-benzyl(Bn)malate and pyridine/lactic acid (Py·LA) ion pair adducts respectively. The obtained biodegradable polymers displayed narrow dispersity (ĐM) and excellent molar mass control. All ROP reactions were conducted at ambient temperature. The stereoregularity and thermal properties of the materials were thoroughly studied, demonstrating the retention of high levels of isotactic enrichment.

KW - O-carboxyanhydride

KW - stereoregularity

KW - isotacticity

KW - organocatalysis

KW - ring opening polymerization

KW - polyesters

KW - lactide

U2 - 10.1016/j.eurpolymj.2017.05.038

DO - 10.1016/j.eurpolymj.2017.05.038

M3 - Article

VL - 95

SP - 660

EP - 670

JO - European Polymer Journal

JF - European Polymer Journal

SN - 0014-3057

ER -