Oxidation of Long-Chain α-Olefins Using Environmentally-Friendly Oxidants

Abstract

Studies on the oxidation of α-olefins via the two-stage method are presented. The new method consisted of oxidizing C30+ α-olefins with hydrogen peroxide (2 equiv.) and subsequent oxidation with oxygen. Products with high acid numbers (29–82 mgKOH/g) and saponification numbers (64–140 mgKOH/g) were obtained and compared with products obtained using only hydrogen peroxide or oxygen. It was demonstrated that H2O2 can be partially replaced by oxygen in the oxidative cleavage reaction of α-olefins. N-hydroxyphthalimide in combination with Co(acac)2 demonstrated high activity in the oxidation stage using oxygen.

Oxidative cleavage of C–C double bond in cinnamic acids with hydrogen peroxide catalysed by vanadium(v) oxide

“…[25][26][27] The use of H 2 O 2 for the oxidative cleavage of olefins has been described in several articles, however there is a lack of simple and costeffective methods. [28][29][30][31][32][33][34] Cinnamic and ferulic acid derivatives are readily available and found in many plants, fruits, vegetables, etc. 35,36 Ferulic acid, the most abundant natural aromatic compound, is found in the lignocellulosic biomass in the cell walls of plants, grasses, vegetables, flowers, leaves, seeds and nuts.…”

Enzymatic Epoxidation of Long-Chain Terminal Alkenes by Fungal Peroxygenases

“…For several years, investigation has focused on the use of ecologically friendly chemical oxidizers, such as H 2 O 2 , dioxygen (O 2 ), organic peracids (R-CO 3 H), and alkyl hydroperoxides (R-O 2 H), in alkenes oxidative reactions [6][7][8][9][10][11][12][13]. The advantage of H 2 O 2 as an oxidizer is the formation of water (H 2 O) as the only byproduct, with the disadvantage of requiring the use of metallic catalysts [14][15][16]. Chemoenzymatic epoxidation using lipases and H 2 O 2 has also been reported for alkene epoxidation [17].…”

Desulfurization of Initial Sulfur Compounds in Diesel Fuel by Oxidation-Emulsification Processes

“…This commercial component produces water, widely utilized in the industry [22]. Recent investigations on desulfurization have identified numerous oxidation systems, including acetic acid/H2O2 [23,24], formic acid/H2O2 [24,25], heteropoly acid/H2O2 [26,27], polyoxometalates/OO2 [28,29], aldehyde/O2 [30,31], and TS-1/H2O2 [32,33]. The oxidation of sulfur dioxide with H2O2 is a promising desulfurization process because it produces just water as a by-product and does not pollute the environment.…”