Selectively Depolymerizable Polyurethanes from Unsaturated Polyols Cleavable by Olefin Metathesis
| Autor: | Brad H. Jones, Jackson Powers, Jessica Román-Kustas, Chad L. Staiger, Jeremy A. Herman |
|---|---|
| Rok vydání: | 2021 |
| Předmět: |
chemistry.chemical_classification
Condensation polymer Polymers and Plastics Polymers Depolymerization Polyurethanes Organic Chemistry 02 engineering and technology Polymer Alkenes 010402 general chemistry 021001 nanoscience & nanotechnology Metathesis 01 natural sciences Polymerization 0104 chemical sciences chemistry.chemical_compound Ring-closing metathesis chemistry Polyol Materials Chemistry Organic chemistry 0210 nano-technology Cycloalkene |
| Zdroj: | Macromolecular Rapid Communications. 42:2170011 |
| ISSN: | 1521-3927 1022-1336 |
| DOI: | 10.1002/marc.202170011 |
| Popis: | This communication describes a novel series of linear and crosslinked polyurethanes (PUs) and their selective depolymerization under mild conditions. Two unique polyols are synthesized bearing unsaturated units in a configuration designed to favor ring-closing metathesis (RCM) to five- and six-membered cycloalkenes. These polyols are co-polymerized with toluene diisocyanate to generate linear PUs and trifunctional hexamethylene- and diphenylmethane-based isocyanates to generate crosslinked PUs. The polyol design is such that the RCM reaction cleaves the backbone of the polymer chain. Upon exposure to dilute solutions of Grubbs' catalyst under ambient conditions, the PUs are rapidly depolymerized to low molecular weight, soluble products bearing vinyl and cycloalkene functionalities. These functionalities enable further re-polymerization by traditional strategies for polymerization of double bonds. It is anticipated that this general approach can be expanded to develop a range of chemically recyclable condensation polymers that are readily depolymerized by orthogonal metathesis chemistry. |
| Databáze: | OpenAIRE |
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