Description
1-Ethylcyclohexyl methacrylate (ECHM) is a type of methacrylate monomer,
a monofunctional acrylate monomer that is used in the synthesis of
polymers and other materials. It is a colorless liquid with a faint odor
and a low volatility. ECHM is used in a variety of industries,
including the production of adhesives, coatings, elastomers, and
plastics. It is also used in the production of polymers and other
materials used in medical and industrial applications.
Preparation
The preparation of 1-Ethylcyclohexyl methacrylate is as follows:Weigh 34.3g (1.4mol) of magnesium chips,10 g (0.04 mol) of cesium chloride and 100 g of diethyl ether were placed in a 2 L three-necked flask and protected by dry nitrogen. Weigh 222.4g (2.04mol) of ethyl bromide,100g (1.02mol)After cyclohexanone is uniformly mixed with 500 g of diethyl ether, a preliminary solution I is formed and placed in a constant pressure dropping funnel.The internal temperature is 32 °C. Add 5 mL of the preliminary solution I to the magnesium chips, and after the reaction is initiated, a large amount of heat is released.The internal temperature rises to 60 ° C,The solution turned grey and white smoke appeared. When the internal temperature drops to 40 ° C, the preliminary solution I is continuously added dropwise and stirring is started. Control the internal temperature <65 ° C, lh drops,After maintaining the temperature at 40 ° C for 2 h. Add 8.96g(0.08 mol) potassium t-butoxide, 10 g phenothiazine.188.6 g (1.2 mol) of methacrylic anhydride was weighed and mixed with 100 g of diethyl ether to form a preliminary liquid II, which was placed in a constant pressure dropping funnel. When the internal temperature of the reaction system is 40 ° C,Start adding the preliminary solution II, and with the addition of the mixed solution,The reaction was slowly exothermic and the internal temperature was controlled to drop below 65 °C. After 30 minutes,After stirring at 50 ° C for 3 h, the reaction was stopped, and after cooling to 25 ° C,The reaction solution was poured into 1 L of ice water and stirred for 40 min. Liquid separation,The aqueous phase was extracted with 150. 0 g x 2 of diethyl ether.The organic phases were combined, washed with 50.0 g of 2 NaOH aqueous solution, and washed with 200 g×2 pure water.Drying with 100. 0 g of anhydrous sodium sulfate, suction filtration,Distillation under reduced pressure, collecting fractions at 60 Pa (60-80 ° C),180.6 g of a colorless transparent liquid was obtained, and the nuclear magnetic spectrum confirmed that the structure was correct.The purity of the GC was 99.52%, and the yield was 90.3%.
