Method for preparing eleostearic acid monoglycerides from tung oil
A technology for eleostearic acid and monoglyceride, which is applied in the field of preparing tungoleate monoglyceride from tung oil, can solve the problems of high viscosity of reaction mixture, incomplete esterification reaction, poor product color and luster, etc., and achieves low cost, less three wastes, and guaranteed production. The effect of rate and purity
Inactive Publication Date: 2013-10-23
CENTRAL SOUTH UNIVERSITY OF FORESTRY AND TECHNOLOGY
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Problems solved by technology
Adopt common chemical group protection method to prepare monoglyceride oleic acid, catalyze with conventional catalyst p-toluenesulfonic acid, also can obtain monoglyceride oleic acid, but this method needs to use water-carrying agent, if use cyclohexane as water-carrying agent If the esterification reaction is incomplete at 70°C-80°C, the product yield is low; when toluene is used as a water-carrying agent, when the esterification reaction is performed at a high temperature of 120°C-130°C, the viscosity of the reaction mixture will be high, and the color will turn black, resulting in poor color of the product
Method used
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Experimental program
Comparison scheme
Effect test
Embodiment 1
[0016] Example 1: 6.73 g of KOH, 30 mL of distilled water and 60 mL of methanol were added to a 250 mL three-neck flask, heated to 75°C, 30.63 g of tung oil was added dropwise with stirring, and the reaction was incubated for 1.5 h after the addition. Recovered methanol, adjusted the pH to 2-3 with dilute hydrochloric acid, stirred for 0.5 h, left to stand for stratification, separated and removed the water layer, washed the organic layer with hot water at 50°C for 3 times, and vacuum dehydrated to obtain 28.75 g of oleic acid, yield is 98.17%, and the acid value is 214.60 mg KOH / g.
Embodiment 2
[0017] Example 2: According to the process of Example 1, the amount of distilled water added was 45 mL, and the amount of methanol added was 45 mL. Finally, the yield of oleic acid was 91.67%, and the acid value was 186.27 mg KOH / g.
Embodiment 3
[0018] Example 3: According to the process of Example 1, the amount of distilled water added was 30 mL, and the amount of methanol added was 60 mL. Finally, the yield of oleic acid was 84.42%, and the acid value was 152.33 mg KOH / g.
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The invention relates to a method for preparing eleostearic acid monoglycerides from tung oil, which is used for preparing the eleostearic acid monoglycerides from the tung oil by taking a solid acid as a catalyst. The method comprises the following specific steps of: hydrolyzing the tung oil under alkaline conditions, and further acidifying and separating to obtain the eleostearic acid; and enabling glycerol and acetone to react under the catalysis of the solid acid to obtain isopropylidene glycerol; and finally enabling the eleostearic acid and the isopropylidene glycerol to perform esterification reaction under the catalysis of the solid acid, further hydrolyzing and performing deprotection to obtain the eleostearic acid monoglycerides. The process is simple and easy to control, solvents, namely the acetone and toluene can be recovered and mechanically applied after simple distillation, and the industrial production can be conveniently realized.
Description
technical field [0001] The invention relates to the field of chemical synthesis, in particular to a method for preparing monoglyceride using solid acid as a catalyst, in particular to a method for preparing tungoleic acid monoglyceride from tung oil. Background technique [0002] The preparation methods of monoglycerides reported in the literature include glycerol alcoholysis and chemical group protection methods, which are mainly used to prepare monoglyceride stearate. Tungoleic acid from tung oil is a type of fatty acid completely different from stearic acid, containing three conjugated double bonds, so the method for preparing tungoleic acid monoglyceride from tung oil and tungoleic acid has not been reported in the literature. Monoglyceryl oleic acid not only retains the three conjugated double bonds in the structure of tung oil, but also adds two new active hydroxyl groups, which has stronger reactivity and is an important raw material for the preparation of various adv...
Claims
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IPC IPC(8): C07C67/28C07C69/587
Inventor 孙汉洲周尽花章怀云谭晓风杨晶李妮麻文杰蔡波
Owner CENTRAL SOUTH UNIVERSITY OF FORESTRY AND TECHNOLOGY