Entropy-Driven Ring-Opening Disulfide Metathesis Polymerization for the Synthesis of Functional Poly(disulfide)s
- 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); M-w(app) = 44-60 kDa, (sic) > 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 y-valerolactone. Thiol-terminated polymers are stable in bulk or when dissolved in weakly polar solvents, but rapidly depolymerize in dilute polar solution.
Author details: | Felix Nicolas BehrendtORCiDGND, Helmut SchlaadORCiDGND |
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DOI: | https://doi.org/10.1002/marc.201700735 |
ISSN: | 1022-1336 |
ISSN: | 1521-3927 |
Pubmed ID: | https://pubmed.ncbi.nlm.nih.gov/29315953 |
Title of parent work (English): | Macromolecular rapid communications |
Publisher: | Wiley-VCH |
Place of publishing: | Weinheim |
Publication type: | Article |
Language: | English |
Date of first publication: | 2018/02/05 |
Publication year: | 2018 |
Release date: | 2022/01/10 |
Tag: | disulfide; macrocycles; metathesis; ring-opening polymerization |
Volume: | 39 |
Issue: | 6 |
Number of pages: | 4 |
Funding institution: | University of Potsdam |
Organizational units: | Mathematisch-Naturwissenschaftliche Fakultät / Institut für Chemie |
DDC classification: | 5 Naturwissenschaften und Mathematik / 54 Chemie / 540 Chemie und zugeordnete Wissenschaften |
Peer review: | Referiert |