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Published on: November 21, 2017
Dimethylaluminium aldiminophenolates: synthesis, characterization and ring-opening polymerization behavior towards
Wenjuan Zhang1, Youhong Wang, Wen-Hua Sun
1Key Laboratory of Engineering Plastics and Beijing National Laboratory for Molecular Sciences, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, China. whsun@iccas.ac.cn
New aluminum complexes catalyze ring-opening polymerization of lactides. Ligand choice influences catalytic activity and polymer properties, with enhanced efficiency observed for D-lactide polymerization using dimethylaluminum aldiminophenolates.
Area of Science:
- Organometallic Chemistry
- Polymer Science
- Catalysis
Background:
- Salicylaldimine derivatives are versatile ligands in coordination chemistry.
- Aluminum complexes are known catalysts for polymerization reactions.
- Ring-opening polymerization (ROP) is a key method for synthesizing polyesters like polylactide.
Purpose of the Study:
- To synthesize novel dimethylaluminum aldiminophenolate complexes.
- To investigate the catalytic activity of these complexes in the ring-opening polymerization of lactides.
- To understand the influence of ligand structure on catalytic performance and polymer properties.
Main Methods:
- Stoichiometric reaction of salicylaldimine derivatives (L1-L12) with trimethylaluminum.
- Characterization of resulting complexes (C1-C12) using NMR spectroscopy and elemental analysis.
- Single-crystal X-ray diffraction for structural determination of representative complexes (C1, C6, C8).
- Ring-opening polymerization (ROP) of L-lactide, D-lactide, and rac-lactide activated by BnOH.
Main Results:
- Successfully synthesized and characterized twelve dimethylaluminum aldiminophenolate complexes (C1-C12).
- X-ray diffraction revealed distorted tetrahedral geometry around the aluminum center in representative complexes.
- Catalytic ROP studies showed higher efficiency for D-lactide polymerization.
- Ligand structure significantly impacted catalytic activity and the properties of the resulting polylactides.
Conclusions:
- Dimethylaluminum aldiminophenolates are effective catalysts for lactide ROP.
- The choice of salicylaldimine ligand is crucial for tuning catalytic efficiency and polymer characteristics.
- These findings contribute to the development of tailored catalysts for controlled polyester synthesis.
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