Affiliation:
1. Department of Chemistry and Chemical BiologyMcMaster University, 1280 Main St. W, Hamilton, ON L8S 4M1, Canada
Abstract
Increasing demand for fully recyclable polymers has prompted an interest in materials crosslinked via non-covalent interactions. Aggressive depolymerization can cleave backbone SiO bonds to generate linear oils or cyclic monomers from silicone rubbers, but one would rather recover the starting material oils simply by selectively breaking crosslinks. We demonstrate that ligand binding to metals can be used to reversibly crosslink silicone chains. Aminopropylsilicones were crosslinked via complexation with copper (II) acetate to form blue silicone oils. These oils slowly cured in air at room temperature to form soft, green elastomers over a month, or overnight at 50–55 °C in air to give robust, hard red elastomers. Potential explanations for the observed color changes are discussed. Elastomers prepared by either pathway underwent ready degradation by removal of the copper ions via competitive ligand binding using ethylenediamine, allowing for recovery of the unmodified silicone oil; the recovered amine could be reused with more copper to form a (softer) elastomer. This process provides a method for the synthesis of stable elastomeric silicones that are degradable on demand.
Funder
Natural Sciences and Engineering Council of Canada
Publisher
Canadian Science Publishing
Subject
Organic Chemistry,General Chemistry,Catalysis
Cited by
1 articles.
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