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Accessing the Next Generation of Synthetic Mussel-Glue Polymers via Mussel-Inspired Polymerization.

ABSTRACT: The formation of cysteinyldopa as biogenic connectivity in proteins is used to inspire a chemical pathway toward mussel-adhesive mimics. The mussel-inspired polymerization (MIPoly) exploits the chemically diverse family of bisphenol monomers that is oxidizable with 2-iodoxybenzoic acid to give bisquinones. Those react at room temperature with dithiols in Michael-type polyadditions, which leads to polymers with thiol-catechol connectivities (TCC). A set of TCC polymers proved adhesive behavior even on challenging poly(propylene) substrates, where they compete with commercial epoxy resins in dry adhesive strength. MIPoly promises facile scale up and exhibits high modularity to tailor adhesives, as proven on a small library where one candidate showed wet adhesion on aluminum substrates in both water and sea water models.

SUBMITTER: Kruger JM

PROVIDER: S-EPMC7985868 | biostudies-literature | 2021 Mar

REPOSITORIES: biostudies-literature

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Accessing the Next Generation of Synthetic Mussel-Glue Polymers via Mussel-Inspired Polymerization.

Krüger Jana M JM Börner Hans G HG

Angewandte Chemie (International ed. in English) 20210212 12

The formation of cysteinyldopa as biogenic connectivity in proteins is used to inspire a chemical pathway toward mussel-adhesive mimics. The mussel-inspired polymerization (MIPoly) exploits the chemically diverse family of bisphenol monomers that is oxidizable with 2-iodoxybenzoic acid to give bisquinones. Those react at room temperature with dithiols in Michael-type polyadditions, which leads to polymers with thiol-catechol connectivities (TCC). A set of TCC polymers proved adhesive behavior ev ...[more]

PMID: 33507605

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Dataset Information

Accessing the Next Generation of Synthetic Mussel-Glue Polymers via Mussel-Inspired Polymerization.

Publications

Accessing the Next Generation of Synthetic Mussel-Glue Polymers via Mussel-Inspired Polymerization.

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