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Fig. 1 Lewis structures of fatty acids commonly found in drying oils. Fatty acids may be present as both triglycerides and free acids.
Fig. 2 Proposed mechanisms for radical initiation by transition metal driers.
Fig. 3 Olefin structural motifs formed during drying oil autoxidation: A , non-conjugated cis -olefins with a methylene spacer; B , cis-trans conjugated olefins formed upon rearrangement after initial H-atom abstraction; C , isolated trans -olefins formed from termination reactions.
Fig. 4 FT-IR spectra of linseed oil mixed with 1.36 mM Co(hfac)2 collected at 1-hour intervals for 12 hours. Initial timepoint corresponds to 2 hours.
Fig. 5 Residual spectra (dark to light with respect to time, initial and final spectra shown in red and purple respectively) for 1.36 mM Co(hfac)2 sample fit using a) A Bmodel, b) A B C model, and c) AB C D model over 13 hours. For each plot, induction period is 80 minutes and first time point shown is 120 minutes while subsequent time points are 20 minutes apart.
Fig. 6 Species associated spectra (SAS) for species AD (blue, orange, black, and green respectively) from global analysis of 1.36 mM Co(hfac)2 fit with a) AB model, b) A B C model, and c)A B C D model.
Fig. 7 Residual spectra (dark to light with respect to time, initial and final spectra shown in red and purple respectively), and SAS (blue, orange, and black correspond to species A , B , and C ) of global fits for 1.36 mM Co(hfac)2 in linseed oil, when k1 and k2 are unrestricted (a, c) and k1 is fixed as equal to k2 (b, d).
Fig. 8 a) Raw spectra and b) predicted SAS (A blue,B orange, C black) for the autoxidation of linseed oil containing 2.04 mM Co(acac)2 drier.
Table 1. Calculated rate constants and statistical parameters for global fits of linseed oil oxidation with Co(acac)2, Co(hfac)2, and Co(oct)2.