Soybean oil was modified in two steps: (1) conjugation of soybean oil and (2) Diels‐Alder addition with 3‐(trimethoxysilyl)propyl methacrylate, 2,2,2‐trifluoroethyl methacrylate and triallyl ether acrylate. The structures were characterized using 1H NMR, 13C NMR, 13C‐1H gradient heteronuclear single quantum coherence (gHSQC) NMR spectroscopy, and MALDI‐TOF mass spectrometry. The 13C‐1H gHSQC NMR spectra helped confirm the formation of a cyclohexene ring in all reactions, indicating a Diels‐Alder addition. The diluent efficiency of modified soybean oil was evaluated in long oil alkyd formulation. Triallyl ether functionalized soybean oil resulted in the highest reduction in the viscosity of the alkyd formulations. © 2014 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2014, 52, 3045–3059

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A new method for the synthesis of autoxidatively curable acrylated alkyds is demonstrated. Acrylic block is grafted onto the backbone of the alkyd chain via atom transfer radical polymerization (ATRP) polymerization. The acrylated ATRP copolymers are compared to RAFT copolymer and both are characterized using quantitative 1H NMR, 13C NMR, and 2D‐NMR spectroscopy. In particular, the autoxidative curing of ATRP polymerized acrylated alkyd is compared to the RAFT polymerized acrylated alkyds using Fourier transform infrared spectroscopy (FTIR) spectroscopy. The analysis finds that the autoxidation of the RAFT acrylated alkyds is inhibited. It is postulated that the thiocarbonyl functionality hinders the autoxidative reactions. The performance of autoxidatively cured ATRP polymerized acrylated alkyd coatings is evaluated using tensile, viscoelastic, and general coating properties. Alkyd‐acrylic copolymer coatings show improved hardness, glass transition temperature, and drying time. General coating properties such as cross‐hatch adhesion, methyl ethyl ketone (MEK) resistance, and impact resistance are maintained except at higher acrylic concentrations.