Butyl oleate

Butyl oleate is a relatively inexpensive plasticizer that is used occasionally to improve processability. Considered a secondary plasticizer, it is relatively inexpensive but has limited compatibility with some elastomers. Butyl oleate can impart significantly better low-temperature properties than many other synthetic ester plasticizers. On the other hand, butyl oleate may be more volatile with less permanence. It is sometimes used in sheeting and hose applications. 

ASTM D1992 can be used to classify butyl oleate plasticizer. 

Nova Specialty Chemicals Harwick Standard Cognis Hallstar 

It is a relatively inexpensive ester plasticizer with fairly good low-temperature properties but not great permanence because of its volatility. 

Butyl oleate is commonly also used in plastic applications such as with vinyl plasti-sols. It is also used in adhesive applications. 

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Rhaman and coworkers [112,113] studied the adsorption of lipase on [MgAl] LDH and its biocatalytic activity for butyl oleate synthesis. They demonstrated that up to 277 and 531 mgg-1 of lipase were adsorbed on [MgAl-N03] and [MgAl-Dodecylsulfate] LDH, respectively, showing the highest adsorption capacity of the anionic clays compared to smectite or inorganic phosphate. Recently, we reported the adsorption isotherms of urease on [ZnRAl] LDH under various experimental conditions (pH, buffer) [117]. The kinetic study showed the fast adsorption process (less than 60 min) (Figure 15.3). 

Butyl oleate, b58la tert-Butyl perbenzoate, b584 Butyl o-phthalate, dl 65 Butyl 2-propenoate, b507a... 

Butyl oleate, cosmetically useful lipid, 7 833t... 

Butyl oleate, 10 492 y-Butyloxycarbonyl-L-leucine anhydride, chiral derivatizing reagent, 6 76t Butylparaben, antimicrobial used in cosmetics, 7 831t terl-Butyl peroxyacetate, 13 484 terl-Butyl peroxybenzoate, 13 486 2-sec-Butylphenol (OSBP), 2 221-222 health and safety data, 2 220t physical properties of, 2 205t o-sec-Butylphenol. See 2-sec-Butylphenol (OSBP)... 

Unsaturated alcohols can be obtained from unsaturated esters under special precautions. Catalytic hydrogenation over zinc chromite converted butyl oleate to oleyl alcohol (9-octadecenol) in 63-65% yield even under very energetic conditions (283-300°, 200atm) [52]. 

FIGURE 11. High-energy CID of lithium (a) and sodium (b) cationized -butyl oleate ... 

Butanol, which at one time was an unwanted by-product in the preparation of acetone, is now the most important product of the fermentation. The building of a large new factory in Puerto Rico using 10,000 tons of molasses per annum for its production is an indication of this importance. Butanol is probably still the best solvent for cellulose nitrate lacquers. Dibutyl phthalate is certainly the most widely used plasticizer for synthetic resins, and butyl oleate, tributyl citrate and dibutyl tartrate have also been described as plasticizers. Another important use of butanol is as a source of butadiene, which serves as an intermediate in the conversion of sucrose into a synthetic rubber. Although in recent years other methods have been described for the preparation of butanol (for example, from ethyl alcohol and from acetylene), yet the fermentation of carbohydrates is still the cheapest process. 

Butyl oleate 180 FALSE FALSE FALSE FALSE... 

Cognate preparations. Butyl oleate. Proceed as for isopropyl lactate using 28 g (0.1 mol) of redistilled oleic acid, 37.0 g (46 ml, 0.5 mol) of butan-l-ol (the excess of the latter acts as the water carrier) and 8.0 g of Zerolit 225/H in a 250-ml flask. Reflux the mixture with magnetic stirring for 4 hours, allow to cool, separate the resin by suction filtration and wash it with three 5 ml portions of butan-l-ol. Remove the butanol from the combined filtrate and washings by distillation under reduced pressure (water pump) the residue consists of crude ester. Distil the residue under diminished pressure (oil pump) and collect the butyl oleate at 232 °C/9 mmHg. The yield is 27 g (85%). 

Lipases (E.C. 3.1.1.3.) catalyze the hydrolysis of lipids at an oil/water interface. In a membrane reactor, the enzymes were immobilized both on the side of the water phase of a hydrophobic membrane as well as on the side of the organic phase of a hydrophilic membrane. In both cases, no other means for stabilization of the emulsion at the membrane were required. The synthesis reaction to n-butyl oleate was achieved with lipase from Mucor miehei, which had been immobilized at the wall of a hollow fiber module. The degree of conversion reached 88%, but the substrate butanol decomposed the membrane before the enzyme was deactivated. 

Oleyl alcohol occurs naturally in fish oils. Synthetically, it can be prepared from butyl oleate by a Bouveault-Blanc reduction with sodium and butyl alcohol. An alternative method of manufacture is by the hydrogenation of triolein in the presence of zinc chromite. 

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