Summary: Organic‐inorganic hybrid films based on epoxidized cyclohexene derivatized linseed oil (ECLO) and tetraethylorthosilicate (TEOS) oligomers were prepared via a UV‐curing process. The kinetics of the hybrid materials were studied by photo‐differential scanning calorimetry (DSC). In addition to the kinetics, the tensile properties, pencil hardness, pull‐off adhesion, reverse impact resistance, solvent resistance and abrasion resistance of the hybrid coatings were evaluated. Both dynamic mechanical thermal analysis (DMTA) and thermogravimetric analysis (TGA) were used to investigate the viscoelastic and thermal properties of the hybrid films. The morphology of the hybrid film was characterized by atomic force microscopy (AFM). Based on the results from the aforementioned evaluation of the coatings, the hybrid films exhibited higher pencil hardness, tensile strength, tensile modulus, fracture toughness, abrasion resistance, cross‐link density and thermal stability compared to the ECLO organic film. The Photo‐DSC data showed that the photo‐curing speed of the hybrid materials increased with TEOS oligomers content. It was postulated that the TEOS oligomers were reactive diluents.Structure of ECLO.magnified imageStructure of ECLO.
Summary: Linseed oil was derivitized with 1,3‐butadiene via a Diels‐Alder reaction. The cycloaddition adduct was then epoxidized using a hydrogen peroxide/quaternary ammonium tetrakis(diperoxotungsto) phosphate system. The cyclohexene derivitized linseed oil (CLO) and the epoxidized cyclohexene derivatized linseed oil (ECLO) were characterized by 1H NMR, 13C NMR, and FT‐IR. In addition, 2D NMR measurements (COSY) were performed on CLO and ECLO to identify the cyclohexyl structures. Molecular weight was determined by ESI‐MS and GPC. The ECLO was photo‐polymerized using UV‐light, and the kinetics of the photo‐curing reactions was evaluated by real‐time FT‐IR and photo‐DSC. All the characterizations supported the successful introduction of cyclohexyl structure to the backbone of linseed oil directly and indirectly. Real‐time FT‐IR and photo‐DSC indicated the slightly improved reactivity of ECLO.Ideal structure of cyclohexene linseed oil (CLO).imageIdeal structure of cyclohexene linseed oil (CLO).
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