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Title: Polymerization of ϵ-Caprolactone Using Bis(phenoxy)-amine Aluminum Complex: Deactivation by Lactide
Authors: Phongnarin Chumsaeng
Setsiri Haesuwannakij
Sareeya Bureekaew
Vuthichai Ervithayasuporn
Supawadee Namuangruk
Khamphee Phomphrai
Vidyasirimedhi Institute of Science and Technology
Mahidol University
Thailand National Science and Technology Development Agency
Keywords: Chemistry
Issue Date: 20-Aug-2018
Citation: Inorganic Chemistry. Vol.57, No.16 (2018), 10170-10179
Abstract: Copyright © 2018 American Chemical Society. Polymerizations of biodegradable lactide and lactones have been the subjects of intense research during the past decade. They can be polymerized/copolymerized effectively by several catalyst systems. With bis(phenolate)-amine aluminum complex, we have shown for the first time that lactide monomer can deactivate the aluminum complex during the ongoing polymerization of ϵ-caprolactone to a complete stop. After hours of dormant state, the aluminum complex can be reactivated again by heating at 100 °C without the addition of any external chemicals still giving polymer with narrow dispersity. Studies using NMR, in situ FTIR, and single-crystal X-ray crystallography indicated that the coordination of the carbonyl group in lactyl unit was responsible for the unusual behavior of lactide. In addition, the unusual methyl-migration from methyl lactate ligand to the amine side chain of the aluminum complex was observed through intermolecular nucleophilic-attack mechanism.
ISSN: 1520510X
Appears in Collections:Scopus 2018

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