[en] Green routes for the synthesis of high-performance isocyanate-free polyurethane coatings and adhesives are intensively searched for. In this article, we report a solvent- and isocyanate-free formulation for novel poly(hydroxyurethane) glues bearing strongly adherent catechol groups. These adhesives are prepared by the polyaddition of a CO2-sourced tricyclic carbonate, hexamethylene diamine, and a catecholamine (dopamine). The role of the catechol functions on the PHU curing and on the final PHU properties are investigated. Although the dopamine slows down the curing of the formulation, this catecholamine added at only 3.9 mol % impressively improves the mechanical and adhesion performances of PHU. The lap shear adhesion of our product surpasses those of PHU that do not contain the catechols. We also demonstrate that the catechol-bearing PHU glues are competing with the adhesion performances of commercial PU glues, at least when a thermal curing is implemented to overcome the low reactivity of cyclic carbonate with amines. The use of renewable feedstocks, the solvent-free process, the atom economy polyaddition reaction, and the absence of any toxic reagent benefit the sustainability of the final product.
Research Center/Unit :
CESAM - Complex and Entangled Systems from Atoms to Materials - ULiège Center for Education and Research on Macromolecules (CERM)
Disciplines :
Materials science & engineering Chemistry
Author, co-author :
Panchireddy, Satyannarayana ; University of Liège (ULiège), Complex and Entangled Systems from Atoms to Materials (CESAM), Center for Education and Research on Macromolecules (CERM)
Grignard, Bruno ; University of Liège (ULiège), Complex and Entangled Systems from Atoms to Materials (CESAM), Center for Education and Research on Macromolecules (CERM)
Thomassin, Jean-Michel ; University of Liège (ULiège), Complex and Entangled Systems from Atoms to Materials (CESAM), Center for Education and Research on Macromolecules (CERM)
Jérôme, Christine ; University of Liège (ULiège), Complex and Entangled Systems from Atoms to Materials (CESAM), Center for Education and Research on Macromolecules (CERM)
Detrembleur, Christophe ; University of Liège (ULiège), Complex and Entangled Systems from Atoms to Materials (CESAM), Center for Education and Research on Macromolecules (CERM)
Language :
English
Title :
Catechol containing polyhydroxyurethanes as high-performance coatings and adhesives
Publication date :
05 November 2018
Journal title :
ACS Sustainable Chemistry and Engineering
eISSN :
2168-0485
Publisher :
American Chemical Society, Washington, United States - Washington
Volume :
6
Issue :
11
Pages :
14936-14944
Peer reviewed :
Peer Reviewed verified by ORBi
Name of the research project :
The Walloon Region in the frame of the Flycoat project
Funders :
F.R.S.-FNRS - Fonds de la Recherche Scientifique [BE] BELSPO - Service Public Fédéral de Programmation Politique scientifique [BE] Walloon region [BE]
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