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| | 2-(Diethylamino)ethyl methacrylate Basic information |
| | 2-(Diethylamino)ethyl methacrylate Chemical Properties |
| Hazard Codes | Xn | | Risk Statements | 20-36/38-43 | | Safety Statements | 26-36/37 | | RIDADR | NA 1993 / PGIII | | WGK Germany | 1 | | RTECS | OZ4150000 | | TSCA | TSCA listed | | HS Code | 29224999 | | Hazardous Substances Data | 105-16-8(Hazardous Substances Data) | | Toxicity | mouse,LC50,inhalation,12100mg/m3/2H (12100mg/m3),"Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure," Izmerov, N.F., et al., Moscow, Centre of International Projects, GKNT, 1982Vol. -, Pg. 51, 1982. |
| | 2-(Diethylamino)ethyl methacrylate Usage And Synthesis |
| Chemical Properties | Colorless liquid | | Physical properties | The pKa of (Diethylamino)ethyl methacrylate (DEAEMA) monomers is 8.8, while the pKa of these corresponding homopolymers is 7.5[1]. | | Uses | 2-(Diethylamino)ethyl Methacrylate is used in preparation method and application of Hydrogel assembled self-adhesive material. | | General Description | A clear light colored liquid. Insoluble in water and slightly denser than water. Flash point between 100-141°F. May be toxic by ingestion. Contact may severely irritate skin. | | Air & Water Reactions | Flammable. Insoluble in water. | | Reactivity Profile | An acrylic acid ester/amine. Esters react with acids to liberate heat along with alcohols and acids. Strong oxidizing acids may cause a vigorous reaction that is sufficiently exothermic to ignite the reaction products. Heat is also generated by the interaction of esters with caustic solutions. Flammable hydrogen is generated by mixing esters with alkali metals and hydrides. Amines are chemical bases. They neutralize acids to form salts plus water. These acid-base reactions are exothermic. The amount of heat that is evolved per mole of amine in a neutralization is largely independent of the strength of the amine as a base. Amines may be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen is generated by amines in combination with strong reducing agents, such as hydrides. | | Health Hazard | Inhalation or contact with material may irritate or burn skin and eyes. Fire may produce irritating, corrosive and/or toxic gases. Vapors may cause dizziness or suffocation. Runoff from fire control or dilution water may cause pollution. | | Flammability and Explosibility | Non flammable | | Synthesis | (1) Synthesis step: In a 1000 mL three-necked flask equipped with a stirrer, a thermometer and a moisture separator, 240 g (2.4 mol) of methyl methacrylate, 117 g (1.0 mol) of diethylaminoethanol, 200 g of n-hexane, 8 g of lithium hydroxide, and 0.5 g of phenothiazine were added sequentially. The reaction mixture was heated to 65 °C to 73 °C and kept at reflux to separate the resulting methanol. The reaction was continued until no methanol was separated (about 5 hours) and a total of 34.5 g of methanol was collected. The content of methanol was 88.6% and the content of methyl methacrylate was 11.2% by gas chromatography. (2) Purification step: After the reaction mixture was cooled to room temperature, it was washed twice with 300 mL×2 deionized water. Subsequently, the pressure was gradually reduced (0 to 100 mmHg) at 60 °C to 100 °C to remove unreacted methyl methacrylate and diethylaminoethanol. Finally, diethylaminoethyl methacrylate was obtained by distillation at 5 to 10 mmHg and 90 °C to 100 °C under reduced pressure. The product 175.7 g (theoretical yield 185.26 g) was obtained in 94.1% yield. Gas chromatographic analysis showed that the content of diethylaminoethyl methacrylate in the product was 99.2%. | | References |
[1] Ali Darabi. “Nitroxide-Mediated Polymerization of 2-(Diethylamino)ethyl Methacrylate (DEAEMA) in Water.” Macromolecules 48 1 (2014): 72–80.
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| | 2-(Diethylamino)ethyl methacrylate Preparation Products And Raw materials |
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