TY - JOUR
T1 - Oxidation and oligomerization of ethyl linoleate under the influence of the combination of ascorbic acid 6-palmitate/iron-2-ethylhexanoate
AU - Miccichè, Fabrizio
AU - Van Haveren, Jacco
AU - Oostveen, Eef
AU - Ming, Weihua
AU - Van Der Linde, Rob
PY - 2006/1/6
Y1 - 2006/1/6
N2 - In this paper we report the oxidation and oligomerization of ethyl linoleate (EL), a model compound for alkyd resins, under the influence of iron-2-ethylhexanoate (Fe-eh) in combination with ascorbic acid 6-palmitate (AsA6p) at different AsA6p/Fe-eh molar ratios (0/1-4/1). Reactions were studied in time by FT-IR, NMR, size exclusion chromatography (SEC) and peroxide amount determination. The oxidation and oligomerization of EL were accelerated by the combination of AsA6p and Fe-eh, and the catalytic properties of the catalysts were strongly dependent on the molar ratio AsA6p/Fe-eh. The molar ratio of 2/1 appeared to be optimal, at which both the oxidation and oligomerization of EL were the fastest. At molar ratio smaller than 2/1, or only in the presence of Fe-eh, the EL oxidation showed a time lag of up to 100 h; above the ratio 2/1 the rates of both EL oxidation and oligomerization decreased. Results are explained in terms of the multi-facet role played by AsA6p: its pro-oxidant or anti-oxidant properties, depending on the ratio of AsA6p/Fe-eh, and its effect on the Fe-eh complex.
AB - In this paper we report the oxidation and oligomerization of ethyl linoleate (EL), a model compound for alkyd resins, under the influence of iron-2-ethylhexanoate (Fe-eh) in combination with ascorbic acid 6-palmitate (AsA6p) at different AsA6p/Fe-eh molar ratios (0/1-4/1). Reactions were studied in time by FT-IR, NMR, size exclusion chromatography (SEC) and peroxide amount determination. The oxidation and oligomerization of EL were accelerated by the combination of AsA6p and Fe-eh, and the catalytic properties of the catalysts were strongly dependent on the molar ratio AsA6p/Fe-eh. The molar ratio of 2/1 appeared to be optimal, at which both the oxidation and oligomerization of EL were the fastest. At molar ratio smaller than 2/1, or only in the presence of Fe-eh, the EL oxidation showed a time lag of up to 100 h; above the ratio 2/1 the rates of both EL oxidation and oligomerization decreased. Results are explained in terms of the multi-facet role played by AsA6p: its pro-oxidant or anti-oxidant properties, depending on the ratio of AsA6p/Fe-eh, and its effect on the Fe-eh complex.
KW - Ascorbic acid 6-palmitate
KW - Ethyl linoleate
KW - Iron
KW - Oxidation
UR - http://www.scopus.com/inward/record.url?scp=28444442568&partnerID=8YFLogxK
U2 - 10.1016/j.apcata.2005.09.008
DO - 10.1016/j.apcata.2005.09.008
M3 - Article
AN - SCOPUS:28444442568
SN - 0926-860X
VL - 297
SP - 174
EP - 181
JO - Applied Catalysis A: General
JF - Applied Catalysis A: General
IS - 2
ER -