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Stereoselective Polymerization of rac-Lactide Using a Monoethylaluminum Schiff Base Complex

Tang, Zhaohui, Chen, Xuesi, Pang, Xuan, Yang, Yongkun, Zhang, Xuefei, Jing, Xiabin·2004·Biomacromolecules

Abstract

A monoethylaluminum Schiff base complex (2) with formula LAlEt (L = N,N'-(2,2-dimethylpropylene)bis(3,5-di-tert-butylsalicylideneimine) was synthesized and employed for the stereoselective ring-opening polymerization of rac-lactide (rac-LA). The complex 2 was characterized by nuclear magnetic resonance, crystal structure, and elemental analysis. It contains a five-coordinate aluminum atom with distorted trigonal bipyramidal geometry in the solid state. In the presence of 2-propanol, 2 showed high stereoselectivity for the polymerization of rac-LA. The polymerization yielded crystalline poly(rac-LA) with a high melting temperature (193-201 degrees C). NMR, differential scanning calorimetry, and wide-angle X-ray diffraction indicated that the poly(rac-LA) was highly isotactic, and a stereocomplex was formed between poly-l- and poly-d-lactide block sequences. By the analysis of electrospray-ionization mass spectrometry and (1)H NMR, the polymer was demonstrated to be endcapped in both terminals with an isopropyl ester and a hydroxy group, respectively. The polymerization was of first order in rac-LA concentration. The relationship between the rac-LA conversion and molecular weights of the polymer was linear so that the polymerization could be well controlled.

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Metadata

Authors
Tang, Z., Chen, X., Pang, X., Yang, Y., Zhang, X., & Jing, X.
Venue
Biomacromolecules
Published
2004-03-12
Volume
5
Issue
3
Pages
965-970
ISSN
  • 1525-7797 (ISSN-L)
  • 1526-4602
OpenAlex
W1967054776
Cited by
215
References
6
FWCI
6.14
Type
journal article
Language
en
Open access
closed

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CoChat. (2026). Citation check: Stereoselective Polymerization of rac-Lactide Using a Monoethylaluminum Schiff Base Complex. https://app.cochat.ai/papers/10.1021/bm034467o
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Tang, Z., Chen, X., Pang, X., Yang, Y., Zhang, X., & Jing, X. (2004). Stereoselective Polymerization of rac-Lactide Using a Monoethylaluminum Schiff Base Complex. Biomacromolecules. https://doi.org/10.1021/bm034467o

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