Reactions of 2,2‘-Methylenebis(4-chloro-6-isopropyl-3-methylphenol) and 2,2‘-Ethylidenebis(4,6-di-tert-butylphenol) with MgnBu2: Efficient Catalysts for Ring-Opening Polymerization of ε-Caprolactone and l-Lactide
Abstract
Three novel magnesium aryloxides, [(MCIMP) 2 Mg 2 (THF)] 2 ( 1 ), [(EDBP)Mg(Et 2 O)] 2 ( 2 ), and [(EDBP)Mg(THF)] 2 ( 3 ), have been synthesized by the reaction of 2,2‘-methylenebis(4-chloro-6-isopropyl-3-methylphenol) (MCIMP−H 2 ) or 2,2‘-ethylidenebis(4,6-di- tert -butylphenol) (EDBP−H 2 ) with Mg n Bu 2 in diethyl ether or tetrahydrofuran, respectively. Experimental results show that 1 − 3 efficiently catalyze the ring-opening polymerization of ε-caprolactone and l -lactide in a controlled fashion, yielding polymers with very narrow polydispersity indexes in a wide range of monomer-to-initiator ratios. Compound 1 has paved a way to synthesize as much as 500-fold polymer chains of poly(ε-caprolactone) with a very narrow polydispersity index. In addition, block copolymers such as poly(ε-caprolactone)- b -poly( l -lactide), poly(ethylene glycol) methyl ether- b -poly( l -lactide), and polystyrene- b -poly( l -lactide) have also been prepared.
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- Authors
- Shueh, M.-L., Wang, Y.-S., Huang, B.-H., Kuo, C.-Y., & Lin, C.-C.
- Affiliations
- National Chung Hsing University (TW)
- ORCID
- Lin, Chu-Chieh
- Venue
- Macromolecules
- Publisher
- American Chemical Society (ACS)
- Published
- 2004-06-12
- Volume
- 37
- Issue
- 14
- Pages
- 5155-5162
- ISSN
- 0024-9297 (ISSN-L)
- 1520-5835
- OpenAlex
- W2013696121
- Cited by
- 127
- References
- 32
- Citations by year
- 2026: 1 · 2025: 1 · 2023: 2 · 2022: 2 · 2021: 1 · 2020: 1 · 2019: 2 · 2018: 4 · 2017: 4 · 2016: 6 · 2015: 7 · 2014: 7 · 2013: 13 · 2012: 18
- FWCI
- 3.83
- Type
- journal article
- Language
- en
- Open access
- closed
- Locations
- Macromolecules (publishedVersion)
- Topics
- Physical Sciences › Materials Science › Biomaterials › biodegradable polymer synthesis and properties
- Physical Sciences › Chemistry › Organic Chemistry › Advanced Polymer Synthesis and Characterization
- Physical Sciences › Chemical Engineering › Process Chemistry and Technology › Carbon dioxide utilization in catalysis
- Keywords
- ring-opening polymerization, ε-caprolactone, L-lactide, polycaprolactone, poly(L-lactic acid), controlled polymerization, polydispersity index
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