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A Highly Active Zinc Catalyst for the Controlled Polymerization of Lactide

Williams, Charlotte K., Breyfogle, Laurie E., Choi, Sun Kyung, Nam, Wonwoo, Young,, Victor G., Hillmyer, Marc A., Tolman, William B.·2003·Journal of the American Chemical Society

DOI 10.1021/ja0359512

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Abstract

We report the preparation, structural characterization, and detailed lactide polymerization behavior of a new Zn(II) alkoxide complex, (L(1)ZnOEt)(2) (L(1) = 2,4-di-tert-butyl-6-{[(2'-dimethylaminoethyl)methylamino]methyl}phenolate). While an X-ray crystal structure revealed the complex to be dimeric in the solid state, nuclear magnetic resonance and mass spectrometric analyses showed that the monomeric form L(1)ZnOEt predominates in solution. The polymerization of lactide using this complex proceeded with good molecular weight control and gave relatively narrow molecular weight distribution polylactide, even at catalyst loadings of <0.1% that yielded M(n) as high as 130 kg mol(-)(1). The effect of impurities on the molecular weight of the product polymers was accounted for using a simple model. Detailed kinetic studies of the polymerization reaction enabled integral and nonintegral orders in L(1)ZnOEt to be distinguished and the empirical rate law to be elucidated, -d[LA]/dt = k(p)[L(1)ZnOEt][LA]. These studies also showed that L(1)ZnOEt polymerizes lactide at a rate faster than any other Zn-containing system reported previously. This work provides important mechanistic information pertaining to the polymerization of lactide and other cyclic esters by discrete metal alkoxide complexes.

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Authors: Williams, C. K., Breyfogle, L. E., Choi, S. K., Nam, W., Young, Hillmyer, M. A., & Tolman, W. B.
Venue: Journal of the American Chemical Society
Publisher: American Chemical Society (ACS)
Published: 2003-08-21
Volume: 125
Issue: 37
Pages: 11350-11359
ISSN: 0002-7863 (ISSN-L)
1520-5126
DOI: 10.1021/ja0359512
OpenAlex: W2121894359
Cited by: 606
References: 4
FWCI: 8.87
Type: journal article
Language: en
Open access: closed

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A Highly Active Zinc Catalyst for the Controlled Polymerization of Lactide

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