Tripodal hydrogen bond donor binding with sulfonic acid enables ring-opening polymerization
| Autor: | Qiguo Zhang, Songquan Xu, Ning Zhu, Zhenjiang Li, Wang Huiying, Kai Guo, Zhao Chengxu, Cheng Chen, Zhi Xu, Li Xiaopei |
|---|---|
| Rok vydání: | 2016 |
| Předmět: |
chemistry.chemical_classification
Polymers and Plastics 010405 organic chemistry Hydrogen bond Organic Chemistry Bioengineering Sulfonic acid 010402 general chemistry 01 natural sciences Biochemistry Methanesulfonic acid Ring-opening polymerization 0104 chemical sciences chemistry.chemical_compound Sulfonate chemistry Polymerization Polymer chemistry Copolymer Trimethylene carbonate |
| Zdroj: | Polymer Chemistry. 7:1368-1374 |
| ISSN: | 1759-9962 1759-9954 |
| DOI: | 10.1039/c5py01931a |
| Popis: | H-bond donor (HBD) and Bronsted acid (BA) co-catalysis (HBD–BA) performed ring-opening polymerization (ROP) of cyclic esters in solution at room temperature. The HBD–BA strategy using thiophosphoric triamide (TPTA) binding with methanesulfonic acid (MSA) enabled the ROP of L-lactide (LA) to polylactide (PLA) with predicted molecular weights (Mn = 2.9–13.8 kDa) and low dispersities (Đ = 1.18–1.22). Associations of TPTA with MSA through triple hydrogen bonds stabilized the sulfonate anion and enhanced the catalytic performance of TPTA–MSA. Homopolymers of LA, trimethylene carbonate (TMC), δ-valerolactone, and e-caprolactone (CL), and diblock copolymers PLA-b-PTMC and PLA-b-PCL with predicted Mn and narrow Đ were synthesized. NMR measurements, kinetics investigations, and chain extension experiments indicated that the TPTA–MSA catalyzed ROPs were controlled/living in nature. This is the first Bronsted acidic catalysis platform workable in all of the three major types of cyclic ester monomers including lactides, cyclic carbonates, and lactones. |
| Databáze: | OpenAIRE |
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