F. N. Behrendt, H. Schlaad
Entropy-Driven Ring-Opening Disulfide Metathesis Polymerization for the Synthesis of Functional Poly(disulfide)s
Macromol. Rapid Commun. 2018, 39, 1700735
DOI: 10.1002/marc.201700735
Metal-free entropy-driven disulfide metathesis polymerization of unsaturated L-cystine based macrocycles produces high-molar-mass heterofunctional poly(disulfide)s, i.e., poly(ester-disulfide-alkene) and poly(amide-disulfide-alkene); Mwapp = 44–60 kDa, Ð > 1.7. The polymerization is fast and reaches equilibrium within 1–5 minutes (monomer conversion 70–90%) in polar aprotic solvents such as N,N-dimethylacetamide, dimethylsulfoxide, or γ-valerolactone. Thiol-terminated polymers are stable in bulk or when dissolved in weakly polar solvents, but rapidly depolymerize in dilute polar solution.
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