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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.

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Metadaten
Author details:Felix Nicolas BehrendtORCiDGND, Helmut SchlaadORCiDGND
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
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