Methoxyethyl Methacrylate
Overview
Methoxyethyl Methacrylate (MEM) is an ester derivative of methacrylic acid, classified as a reactive monomer in the acrylate family. Developed in the 1960s for specialty polymer applications, it combines the polymerizability of methacrylates with the solvating properties of ethylene glycol ether groups. Industrial production typically involves esterification of methacrylic acid with 2-methoxyethanol, followed by vacuum distillation. The commercial product contains polymerization inhibitors (usually 50-100 ppm MEHQ) to prevent premature curing during storage and transportation.
Physical and Chemical Properties
As a monofunctional monomer, MEM exhibits moderate viscosity (2-3 cP at 25°C) and a characteristic mild ester odor. Its molecular structure features both a polymerizable methacrylate group and an ethylene glycol ether segment, contributing to unique solvation properties. The monomer's reactivity follows typical radical polymerization kinetics, with Q-e parameters of Q≈0.82 and e≈0.60. It copolymerizes readily with other acrylates, styrene, and vinyl monomers. The 2-methoxyethoxy side chain lowers Tg (∼-50°C) of resulting polymers while maintaining chemical resistance compared to simple alkyl methacrylates.
Main Applications
In UV-curable coatings, MEM serves as a reactive diluent that reduces viscosity without compromising cure speed, while enhancing substrate adhesion to metals and plastics. Its low volatility makes it preferable to smaller acrylates in radiation-curable formulations. The monomer is critical in flexographic printing plates, where its combination of swelling resistance and developability enables high-resolution photopolymer reliefs. Dental material formulators utilize MEM in light-curable composites and denture bases for improved flexibility and reduced water sorption compared to standard MMA systems.
Safety and Storage
MEM requires careful handling due to flammability (flash point ∼82°C) and potential for peroxide formation if improperly stored. Containers should be nitrogen-purged and equipped with pressure relief, stored away from heat sources and oxidizing agents. Personal protective equipment (PPE) must include chemical goggles, nitrile gloves, and vapor respirators when ventilation is inadequate. Spill response requires non-combustible absorbents like vermiculite, followed by disposal as hazardous waste. Shelf life typically reaches 12 months when stored below 25°C with original inhibitors intact.
B2B Procurement Guide
Industrial buyers should specify technical grade (≥98% purity) with MEHQ inhibitor content clearly stated on certificates of analysis (COA). Bulk shipments (IBC totes or drums) require verification of stainless steel or fluoropolymer lining to prevent contamination. Key quality indicators include acid value (<0.5 mg KOH/g), water content (<0.1%), and color (APHA <50). For international shipments, ensure compliance with local regulations (e.g., REACH, TSCA) and proper hazard classification (UN 1993/PG III). Audit suppliers for distillation capabilities and quality control of byproducts like dimethacrylate esters.
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