Copolymerization of ε-Caprolactone and l-Lactide Catalyzed by Multinuclear Aluminum Complexes: An Immortal Approach

Li, Lei; Liu, Bo; Liu, Dongtao; Wu, Chunji; Li, Shihui; Liu, Bo; Cui, Dongmei

doi:10.1021/om5008264

Cited by 70biodegradable polymer synthesis and propertiesOrganometallic Complex Synthesis and CatalysisCarbon dioxide utilization in catalysis

Copolymerization of ε-Caprolactone and l-Lactide Catalyzed by Multinuclear Aluminum Complexes: An Immortal Approach

Li, Lei, Liu, Bo, Liu, Dongtao, Wu, Chunji, Li, Shihui, Liu, Bo, Cui, Dongmei·2014·Organometallics

DOI 10.1021/om5008264

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Abstract

A series of aluminum complexes L a Al 2 Me 4 ( 1 ), L b 2 Al 4 Me 4 ( 2 ), and L c Al 2 Me 4 ( 3 ) have been prepared from the reaction of AlMe 3 with Salan- and Salen-type ligands (L a H 2 = [2-OH-3,5- t Bu 2 -C 6 H 2 CH 2 N(CH 3 )] 2 -( m -phenylene); L b H 4 = [2-OH-3,5- t Bu 2 -C 6 H 2 CH 2 NH] 2 -( m -phenylene); L c H 2 = [2-OH-3,5- t Bu 2 -C 6 H 2 CH═N] 2 -( m -phenylene)), respectively. All these complexes were characterized by NMR spectroscopy, X-ray diffraction, and elemental analyses, with complexes 1 and 3 adopting binuclear structures, while complex 2 being tetranuclear. In the presence of alcohol, the binuclear complexes 1 and 3 catalyzed controlled ring-opening homopolymerizations of both ε-CL and l -LA. In the copolymerization experiments, complexes 1 and 2 produced tapered copolymers of ε-CL and l -LA, while complex 3 was able to provide ε-CL- co - l -LA with tendentially random structure indicated by the average lengths of the caproyl and lactidyl sequences ( L CL = 1.4; L LA = 2.6). Particularly, addition of excess alcohol into the catalytic system of complex 3 established the first “immortal” copolymerization of ε-CL/ l -LA, which accelerated the polymerization rates of both monomers and, thus, afforded random copolymers with predictable molecular weights and narrow molecular weight distributions.

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Dinuclear complex 93 exhibited higher catalytic activity than did mononuclear complex 94.
“Although dinuclear and mononuclear Al complexes were not compared to determine the benefit of electronic cooperation, dinuclear complex 93 exhibited higher catalytic activity than did mononuclear complex 94.[101]”
From Multinuclear metal catalysts in ring-opening polymerization of ε‑caprolactone and lactide: Cooperative and electronic effects between metal centers (2023) · cites this paper as [101]

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Authors: Li, L., Liu, B., Liu, D., Wu, C., Li, S., Liu, B., & Cui, D.
Affiliations: Chinese Academy of Sciences (CN)
Corresponding author: Li, Shihui
Cui, Dongmei
ORCID: Li, Lei
Li, Shihui
Cui, Dongmei
Venue: Organometallics
Publisher: American Chemical Society (ACS)
Published: 2014-10-23
Volume: 33
Issue: 22
Pages: 6474-6480
ISSN: 0276-7333 (ISSN-L)
1520-6041
DOI: 10.1021/om5008264
OpenAlex: W2317739619
Cited by: 70
References: 55
Citations by year: 2026: 1 · 2025: 1 · 2024: 4 · 2023: 2 · 2022: 4 · 2021: 4 · 2020: 8 · 2019: 6 · 2018: 6 · 2017: 13 · 2016: 15 · 2015: 6
FWCI: 4.30
Type: journal article
Language: en
Open access: closed
Locations: Organometallics (publishedVersion)
Funders: National Natural Science Foundation of China (21104074, 21274143, 2136114037, 51321062)
Topics: Physical Sciences › Materials Science › Biomaterials › biodegradable polymer synthesis and properties
Physical Sciences › Chemistry › Organic Chemistry › Organometallic Complex Synthesis and Catalysis
Physical Sciences › Chemical Engineering › Process Chemistry and Technology › Carbon dioxide utilization in catalysis
Keywords: ε-caprolactone, L-lactide, copolymerization, ring-opening polymerization, salan ligands, salen ligands, random copolymers, molecular weight distribution, polycaprolactone, polylactic acid

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Copolymerization of ε-Caprolactone and l-Lactide Catalyzed by Multinuclear Aluminum Complexes: An Immortal Approach

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