Acyl-substituted ferrocenes as driers for solvent-borne alkyd paints

• Published in: Journal of molecular catalysis. A, Chemical Chemical, 2012-02, Vol.353, p.13-21
• Main Authors: Erben, Milan, Veselý, David, Vinklárek, Jaromír, Honzíček, Jan
• Format: Article
• Language: English
• Subjects: Alkyd; Applied sciences; Coatings. Paints, varnishes and inks; Drier; ESR; Exact sciences and technology; Ferrocenes; FTIR; Polymer industry, paints, wood; Technology of painting and drying
• ISSN: 1381-1169; 1873-314X
• DOI: 10.1016/j.molcata.2011.10.024

[Display omitted] ► Acyl-substituted ferrocenes are utilizable as driers for alkyd autoxidation. ► Determination of drying time and hardness of prepared films. ► FTIR study of alkyd drying kinetics. ► Study of synergic effects in mixed drier systems. ► ESR spin trap study of t-butylhydroperoxide decomposition by ferrocenes. ► Ferrocene driers generate primarily alkoxy radicals from hydroperoxides. Ferrocenes bearing acyl substituents in the cyclopentadienyl rings [Fe(η 5-C 5H 4COR)(η 5-C 5H 5)] and [Fe(η 5-C 5H 4COR) 2] (R = CH 3, CF 3 and Ph) were examined as new driers for solvent-borne alkyd binder. All studied ferrocenes were found to be active catalysts for cross-linking reaction of the alkyd. These iron(II) compounds give solid polymeric films with hardness and drying time comparable to the commercial cobalt(II) drier. Acetyl- and benzoyl-substituted ferrocenes show an excellent synergic effect with the cobalt drier giving hard polymeric films within short drying time. The kinetics of the alkyd autoxidation was followed by FTIR spectroscopy. Spin-trapping ESR technique has proven the important role of the ferrocenium cation upon decomposition of hydroperoxides by ferrocene-based driers. The peroxy and alkoxy radicals, appearing in drying process, were resolved by the new spin trap methyl- N-mesityl nitrone.