Homogeneous, monodispersed furan-melamine particles performing reversible binding and forming networks. (July 2019)

• Record Type: Journal Article
• Authors: Urdl, Katharina; Weiss, Stephanie; Brodbeck, Björn; Kandelbauer, Andreas; Zikulnig-Rusch, Edith; Müller, Uwe; Kern, Wolfgang
• Is Part Of: European polymer journal. Volume 116(2019)
• Page Start: 158
• Page End: 168
• Publication Date: 2019-07
• Subjects: Thermoset -- Melamine-formaldehyde -- Furan-functionalised -- Particle -- Diels-Alder reaction; Polymers -- Periodicals; Polymerization -- Periodicals; Polymères -- Périodiques; Polymérisation -- Périodiques; Polymerization; Polymers; Periodicals; Electronic journals; 547.705
• DOI: 10.1016/j.eurpolymj.2019.04.006
• Languages: English
• ISSNs: 0014-3057

Abstract

Graphical abstract: Highlights: Homogeneous and monodispersed furan-functionalised melamine based particles. Bi-functional monomer carrying network building melamine and DA reactive furan. Particles show enhanced reactivity towards maleimides, forming reversible networks. DA (Diels-Alder) reaction evaluated using AT-FT-IR and DSC measurements. Reaction conditions for model reaction successfully transferred to particle systems. Abstract: Homogeneous and monodispersed furan-functionalised melamine-formaldehyde particles were produced. As a precursor, 2-chloro-1, 3, 5-triazine-2, 4-diamine (Mel) was selectively substituted with 2-aminomethyl furan (Fu) units in a convenient one step reaction. The pure reaction product Fu-Mel, which was used without further purification, was reacted with formaldehyde by conventional sol-gel condensation in aqueous medium to yield chemically homogenous, spherically shaped and monodispersed particles. The particles were analysed using ATR-FT-IR, Raman, 1 H and 13 C NMR spectroscopy, TGA, SEM and DSC measurements. The reactivity of the furan groups located at the particle surface was studied by performing a thermoreversible Diels-Alder cycloaddition reaction with bis-maleimide coupling agents. The formed networks showed thermoreversible behaviour, which was characterised by dynamic IR and DSC measurements.