Triclocarban: Commercial Antibacterial and Highly Effective H-Bond Donating Catalyst for Ring-Opening Polymerization
| Autor: | Matthew K. Kiesewetter, Nayanthara U. Dharmaratne, Oleg I. Kazakov, Timothy J. Bannin, Jinal U. Pothupitiya |
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| Rok vydání: | 2022 |
| Předmět: |
chemistry.chemical_classification
Polymers and Plastics Base (chemistry) Hydrogen bond Triclocarban Organic Chemistry 02 engineering and technology 010402 general chemistry 021001 nanoscience & nanotechnology 01 natural sciences Combinatorial chemistry Ring-opening polymerization 0104 chemical sciences Catalysis Inorganic Chemistry chemistry.chemical_compound chemistry Thiourea Polymerization Materials Chemistry Urea Organic chemistry 0210 nano-technology |
| Zdroj: | ACS macro letters. 6(4) |
| ISSN: | 2161-1653 |
| Popis: | The antibacterial compound, triclocarban (TCC), is shown to be a highly effective H-bond donating catalyst for ring-opening polymerization (ROP) when applied with an H-bond accepting base cocatalyst. These ROPs exhibit the characteristics of “living” polymerizations. TCC is shown to possess the high activity characteristic of urea (vs thiourea) H-bond donors. The urea class of H-bond donors is shown to remain highly active in H-bonding solvents, a trait that is not displayed by the corresponding thiourea H-bond donors. Two H-bond donating ureas that are electronically similar to TCC are evaluated for their efficacy in ROP, and a mechanism of action is proposed. This “off-the-shelf” H-bond donor is among the most active and most controlled organocatalysts for the ROP of lactones. |
| Databáze: | OpenAIRE |
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