Ethylene Glycol Monomethyl Ether Methacrylate

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Ethylene Glycol Monomethyl Ether Methacrylate
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Ethylene Glycol Monomethyl Ether Methacrylate (EGMEMA / 2-Methoxyethyl Methacrylate, CAS 69769-38-8) is a reactive polymerizable monomer — not a solvent — combining a methacryloyl group (CH₂=C(CH₃)COO–) with a short 2-methoxyethyl ether side chain. Formula C₇H₁₂O₃, MW 144.17 g/mol, bp ~190–192°C. Primary use: short-chain ether comonomer for PCE polycarboxylate superplasticizer synthesis (high water reduction, precast/UHPC concrete). Also used in waterborne acrylic emulsions, textile finishing polymers, UV-curable systems, and RAFT/ATRP precision polymer synthesis. Purity ≥99.0%, MEHQ 100–200 ppm. Not Repr. 1B; no SVHC.
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Ether Ester
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Reactive Monomer - Not a Solvent: EGMEMA (CAS 69769-38-8) is a polymerizable methacrylate monomer that becomes covalently incorporated into polymer chains during free-radical, RAFT, or ATRP polymerization. It is stabilized with 100–200 ppm MEHQ inhibitor to prevent premature self-polymerization. Store at 5–25°C, protect from heat and UV light, and segregate from initiators and oxidizers. Handle under reactive monomer protocols - see Storage & Safety section below.

Reactive Functional Monomer  ·  PCE Superplasticizer  ·  Waterborne Coatings  ·  Textile Finishing

EGMEMA - Ethylene Glycol Monomethyl Ether Methacrylate

(2-Methoxyethyl Methacrylate  /  MEMA  /  EG Monomethyl Ether Methacrylate)

CAS No. 69769-38-8
EC Number 274-053-3
IUPAC Name 2-methoxyethyl 2-methylprop-2-enoate
Synonyms EGMEMA, 2-methoxyethyl methacrylate, MEMA, methoxyethyl methacrylate, EG monomethyl ether methacrylate
Molecular Formula C₇H₁₂O₃  (MW = 144.17 g/mol)
Product Type Reactive polymerizable monomer; short-chain ether methacrylate
EU CLP / REACH ✓ Not CMR / Not SVHC Skin Sens. 1 (H317) Eye Irrit. 2 (H319)
Grade Polymerization Grade ≥99.0% Inhibitor: 100–200 ppm MEHQ

What Is EGMEMA? Structure, Reactivity & Technical Overview

Ethylene Glycol Monomethyl Ether Methacrylate (EGMEMA, CAS 69769-38-8) is a short-chain ether methacrylate functional monomer combining two key structural elements: the methacryloyl group (CH₂=C(CH₃)–COO–), which confers high free-radical polymerization reactivity, and the 2-methoxyethyl side chain (–CH₂CH₂–OCH₃), which provides tunable hydrophilicity, flexibility, and compatibility with both aqueous and solvent-borne polymer systems. Molecular formula C₇H₁₂O₃, MW 144.17 g/mol.

EGMEMA is produced by esterification of methacrylic acid (MAA) with ethylene glycol monomethyl ether (EGME), or by transesterification of methyl methacrylate (MMA) with EGME under acid catalysis. The result is a colorless, transparent liquid (bp ~190–192°C, flash point ~82°C) - its high boiling point and low volatility make it a safer-handling methacrylate monomer compared to lower-boiling alternatives such as MMA (flash point ~10°C), with less vapor exposure risk in open processing environments.

The primary industrial application of EGMEMA is as a short-chain ether comonomer in polycarboxylate ether (PCE) superplasticizer synthesis - the most advanced generation of concrete chemical admixtures globally. When copolymerized with acrylic acid or maleic anhydride, EGMEMA contributes dense short ether side chains to the PCE comb-polymer architecture, maximizing cement surface adsorption capacity and early water reduction performance. Secondary applications include waterborne acrylic emulsions, textile finishing polymers, water treatment scale inhibitors, and UV-curable systems.

EGMEMA vs. EGMEA - important distinction: Despite similar names, these are entirely different products. EGMEA (CAS 110-49-6) is a passive solvent (acetate ester, Repr. 1B classified). EGMEMA (CAS 69769-38-8) is a reactive polymerizable monomer (methacrylate ester, not Repr. 1B, no SVHC). Always verify CAS numbers when ordering - the two compounds have no interchangeable application.

Physical & Chemical Properties of EGMEMA

Boiling Point
~190–192 °C
high bp = low workplace vapor
Flash Point
~82 °C
combustible liquid; safer than MMA (~10°C)
Density (d20)
~1.003 g/cm³
colorless transparent liquid
Molecular Weight
144.17 g/mol
C₇H₁₂O₃
Refractive Index
~1.432 (n20/D)
identity confirmation
Inhibitor (MEHQ)
100–200 ppm
verified by UV spectrophotometry
Purity (GC)
≥ 99.0%
every batch
Acid Value (as MAA)
≤ 0.1%
prevents uncontrolled chain transfer
Shelf Life
6 months
sealed, 5–25°C, dark; retest inhibitor at 3 mo.
Structure & Polymerization Notes EGMEMA condensed structure: CH₂=C(CH₃)–COO–CH₂CH₂–OCH₃. The methacryloyl group (vinyl + α-methyl) reacts readily with standard radical initiators - ammonium persulfate (APS), redox systems, azo compounds - under solution or emulsion polymerization conditions at 60–90°C. It is also compatible with RAFT and ATRP controlled radical polymerization for precision block copolymer and narrow-dispersity polymer synthesis.  |   Side chain contribution: Each EGMEMA molecule contributes exactly 2 ethylene oxide (EO) units to the polymer side chain, capped with a methyl group - the defining structural feature for PCE "short-chain" architecture.  |   MEHQ inhibitor oxygen dependency: MEHQ inhibitor requires dissolved oxygen to function. Do NOT store EGMEMA under full nitrogen blanket without confirming inhibitor level sufficiency - oxygen-free storage can deplete inhibitor efficacy and trigger runaway polymerization.

EGMEMA Polymerization-Grade Specifications - Sinolook Standard

Specification Item Standard / Value Test Method / Process Significance
Appearance Colorless transparent liquid Visual; no color = no oxidative degradation / radical scavengers
Purity (GC) ≥ 99.0% GC area normalization; ensures reproducible copolymerization kinetics
Inhibitor (MEHQ) 100–200 ppm UV spectrophotometry; consistent level = predictable induction period
Acid Value (as MAA) ≤ 0.1% Potentiometric titration; excess MAA causes uncontrolled chain transfer
Water Content ≤ 0.1% Karl Fischer; prevents ester hydrolysis, ensures consistent reactivity
Color (Pt-Co) ≤ 10 Colorimeter; color indicates oxidative degradation products = radical scavengers
Density (d20) ~1.003 g/cm³ Digital density meter; identity confirmation
Boiling Point ~190–192 °C Low vapor pressure; reduced ambient vapor exposure vs MMA or EA
Flash Point ~82 °C (closed cup) Combustible liquid - standard flammable handling; much safer than MMA
Refractive Index ~1.432 (n20/D) Refractometer; purity and identity check
Packaging 200 kg sealed drum  /  IBC on request N₂-padded drums available for O₂-sensitive applications

EGMEMA Applications

1. Polycarboxylate Ether (PCE) Superplasticizer Synthesis - Primary Application

PCE Monomer Short-Chain Ether High Water Reduction ASTM C494 EN 934-2

The largest commercial application of EGMEMA globally is as a short-chain ether comonomer in PCE (polycarboxylate ether) superplasticizer synthesis. PCE superplasticizers are amphiphilic comb-type copolymers that dominate modern high-performance concrete construction - their steric repulsion mechanism delivers superior water reduction (≥12–35% depending on dosage and formulation) vs earlier-generation sulfonated naphthalene or melamine formaldehyde water reducers.

When copolymerized with acrylic acid (AA), methacrylic acid (MAA), or maleic anhydride (MA) using persulfate/redox initiation in aqueous solution polymerization at 70–85°C, EGMEMA contributes exactly 2 ethylene oxide (EO) units per side chain to the PCE comb architecture. These dense, short ether side chains maximize cement surface adsorption capacity - particularly important in cement formulations with high C₃A content, which can rapidly consume adsorbed PCE molecules through aluminate phase intercalation.

PCE Comb-Polymer Architecture - Role of Each Component

PCE Component Monomer Source Function in PCE Polymer
Main chain (backbone) Acrylic acid (AA) / Maleic anhydride Carboxylate groups - adsorb onto cement particle surfaces via Ca²⁺ bridging
Short ether side chains ← EGMEMA EGMEMA (this product) Short 2-EO ether units - dense adsorption layer; high early water reduction; strong cement surface binding
Long PEG side chains PEGMA (higher MW, 8–23 EO) Long PEG tails - steric hindrance and slump retention over 60–90 min
Chain transfer agents Mercaptopropionic acid / Thioglycolate Control backbone MW and dispersity (Ð target < 2.0)
Initiator APS / Redox (APS + sodium bisulfite) Generate radicals; free-radical copolymerization at 70–85°C
Tuning PCE Performance via EGMEMA Feed Ratio:
High EGMEMA % Maximum water reduction, fast strength gain - precast concrete, UHPC, high early-strength applications
Balanced EGMEMA / PEGMA Combined water reduction + 60–90 min slump retention - ready-mix concrete, standard delivery
Low EGMEMA / High PEGMA Maximum slump retention, self-compacting concrete (SCC), pumped concrete, complex formwork

PCE superplasticizers based on EGMEMA qualify for ASTM C494 (Type F/G, water reduction ≥12%) and EN 934-2 performance standards. Optimal PCE Mw: 25,000–45,000 g/mol; carboxylate:ether side-chain molar ratio ~3:1 to 5:1 for high early-strength applications.

2. Waterborne Acrylic Emulsions - Architectural & Industrial Coatings

Emulsion Polymerization Hydrophilic Comonomer Open Time Extension Metal Adhesion

In waterborne coating emulsion polymerization, EGMEMA is incorporated alongside core monomers (MMA, BA, EA, St) as a functional hydrophilic comonomer. Its ether segments improve latex particle surface compatibility with water-phase pigments, dispersants, and thickeners; extend open time in architectural paints by retaining surface moisture during application; and enhance adhesion to polar and damp substrates via hydrogen bonding between ether oxygens and substrate hydroxyl groups.

For industrial waterborne coatings on metal substrates - where adhesion to bare metal, phosphated, or chromated surfaces determines corrosion protection service life - EGMEMA's contribution to substrate wetting and adhesion can be the difference between coating system pass and fail. Its dual compatibility with both polar (resin backbone, pigment surfaces) and non-polar (hydrophobic comonomer, plasticizer) domains makes it an effective internal compatibilizer in complex multi-component emulsion formulations.

3. Textile Finishing - Hydrophilic & Antistatic Polymer Systems

Moisture Wicking Antistatic Soft Hand Feel Durable Finish

EGMEMA-based acrylic polymers applied to cotton, polyester, nylon, and blended fabrics via padding, exhaust, or spray impart: improved moisture wicking (ether segment hydrophilicity), reduced static charge accumulation (polar ether side chains), and soft hand feel without the tackiness of purely hydrophobic polymer finishes. In functional textiles - sportswear, medical textiles requiring hydrophilic surfaces, and workwear for cleanroom or explosive-atmosphere environments requiring antistatic performance - EGMEMA-based finishing polymers provide durable functional performance that persists through multiple wash cycles due to strong physical bonding between the polymer film and fiber substrate.

4. Water Treatment, UV-Curable Systems & Specialty Polymers

Scale Inhibitor UV-Curable RAFT / ATRP Hydrogel

Water treatment: Copolymerized with acrylic acid and AMPS, EGMEMA produces amphiphilic scale inhibitors and dispersants for cooling water systems, boiler water treatment (ether groups more thermally stable than hydroxyl groups above 120°C), RO membrane antifouling, and mining process water management. The ether functionality improves thermal stability and dispersancy for calcium carbonate and calcium sulfate scale minerals.

UV-curable systems: EGMEMA is fully compatible with UV-radical polymerization using standard Type I and Type II photoinitiators (315–400 nm). Used as a reactive diluent in UV-curable coatings, adhesives, and inks - reducing viscosity while contributing hydrophilic ether functionality to the cured film for improved substrate adhesion on polar surfaces. Its high boiling point (190°C) reduces workplace vapor exposure and film volume loss during UV processing vs lower-boiling acrylate diluents.

Controlled radical polymerization (RAFT / ATRP): EGMEMA is compatible with RAFT and ATRP for precision synthesis of amphiphilic block copolymers, responsive hydrogels, pressure-sensitive adhesives, and biomedical polymer systems. For RAFT/ATRP, inhibitor removal by vacuum distillation or inhibitor-removal column is typically required before polymerization to achieve predictable induction periods and controlled chain growth at low initiator concentrations.

EGMEMA vs HEMA vs PEGMA - Selecting the Right Ether Methacrylate Monomer

In PCE superplasticizer and waterborne coating synthesis, EGMEMA competes with hydroxyl-functional HEMA and long-chain PEG methacrylates (PEGMA) as hydrophilic comonomer options. Sinolook supplies all three - the comparison below maps structural and performance differences to help formulators select the right monomer for their application.

Property EGMEMA
CAS 69769-38-8
HEMA
CAS 868-77-9
PEGMA (various MW)
Long-chain PEG
Side Chain –CH₂CH₂OCH₃ (short ether, 2 EO) –CH₂CH₂OH (hydroxyl) –(CH₂CH₂O)ₙH (long PEG, 8–23 EO)
Mol. Weight (g/mol) 144.17 130.14 360–1000+ (varies with MW)
Hydrophilicity Moderate (ether) High (hydroxyl) Very High (PEG)
PCE Side-Chain EO Units 2 EO (short-chain PCE) Not used in PCE 8–23 EO (long-chain PCE)
PCE Water Reduction High (dense short-chain comb) N/A Moderate–High (spaced comb)
PCE Slump Retention Good (dense adsorption) N/A Excellent (steric PEG bulk)
Cost (relative) Low–Moderate ✓ Low ✓ High (MW-dependent)
Concrete Target Application Precast, UHPC, high early-strength N/A SCC, ready-mix, complex formwork
EU Repr. Classification Not classified ✓ Not classified ✓ Not classified ✓

Storage & Safety - Reactive Monomer Handling Protocols

⚠️ SELF-POLYMERIZATION RISK: EGMEMA is a reactive monomer stabilized with 100–200 ppm MEHQ. Exposure to heat (>30°C), UV/visible light, radical initiators, or strong oxidizers can trigger runaway self-polymerization - generating significant heat. Inspect drums for increased viscosity, discoloration, or gelation before opening. Do NOT heat drums showing any sign of self-polymerization.
🚫 OXYGEN REQUIREMENT: MEHQ inhibitor requires dissolved oxygen to function. Do NOT store EGMEMA under full nitrogen blanket without first confirming sufficient inhibitor level - oxygen-free conditions can deplete inhibitor efficacy. Maintain normal air atmosphere in partially emptied drums.

Critical Storage Requirements

Temperature: 5–25°C strictly. Do NOT exceed 30°C - elevated temperature accelerates inhibitor depletion and dramatically increases self-polymerization risk.

Light: protect from all UV and visible light. Photoinitiated polymerization can occur in clear or translucent containers in sunlight.

Segregation: Store rigorously away from radical initiators (peroxides, persulfates, azo compounds), strong acids, strong bases, and oxidizers.

Shelf life: 6 months from manufacture. Perform inhibitor level check before use if stored >3 months. Stack max 2 layers. N₂-padded drums available on request for controlled O₂ applications.

PPE & Handling Requirements

GHS hazards: Skin Sensitizer 1 (H317), Eye Irritant 2 (H319), Combustible Liquid (flash point ~82°C). No Repr. 1B; no SVHC.

Skin sensitization warning: Even brief skin contact can trigger sensitization. Once sensitized, re-exposure causes allergic contact dermatitis. Wear nitrile gloves (≥0.3 mm) or butyl rubber at all times during handling.

Eye protection: Safety goggles with side shields; face shield for bulk transfer.

Spill: Use inert absorbent (vermiculite, dry sand - not sawdust). Dispose as reactive monomer waste per local regulations. Full GHS-compliant SDS: sales@sinolookchem.com.

Frequently Asked Questions about EGMEMA

Q: What is the difference between EGMEMA (CAS 69769-38-8) and EGMEA (CAS 110-49-6)?

Despite nearly identical abbreviations, these are entirely different compounds. EGMEA (CAS 110-49-6) is the acetate ester of EGME - a passive solvent used to dissolve resins, coatings, and inks. It carries EU Repr. 1B classification. EGMEMA (CAS 69769-38-8) is the methacrylate ester of EGME - a reactive polymerizable monomer that covalently incorporates into polymer chains during free-radical polymerization. It is not classified as Repr. 1B, has no SVHC status, and has completely different applications (PCE synthesis, emulsion polymerization). Always verify CAS numbers - these compounds cannot be substituted for each other in any application.

Q: How does EGMEMA content affect PCE superplasticizer water reduction and slump retention?

In PCE comb-polymer architecture, each EGMEMA molecule contributes exactly 2 ethylene oxide (EO) units per side chain. Higher EGMEMA mole fraction in the PCE feed increases the density of short ether side chains on the backbone - maximizing cement surface adsorption capacity (more carboxylate anchor groups per backbone unit length) and accelerating cement particle dispersion, yielding higher initial water reduction at standard dosage (0.1–0.3% bwc). The trade-off: shorter side chains provide less steric bulk to resist hydration-driven reconsolidation over 30–90 minute timeframes - slump retention is shorter. PCE formulators targeting very high water reduction (>30%) for precast or UHPC use EGMEMA as the primary side-chain monomer; those targeting 60–90 min slump retention for ready-mix blend EGMEMA with longer-chain PEGMA co-monomers.

Q: What MEHQ inhibitor level is in Sinolook's EGMEMA, and do I need to remove it before PCE synthesis?

Sinolook's standard EGMEMA contains 100–200 ppm MEHQ, verified by UV spectrophotometry on every batch. For PCE synthesis in aqueous solution polymerization at 70–85°C using persulfate or redox initiation, this inhibitor level is typically consumed during the polymerization induction period and does not require removal - simply design your process to account for a short induction period before chain growth commences. For RAFT or ATRP controlled radical polymerization, where low initiator concentrations are used, inhibitor removal by vacuum distillation or inhibitor-removal column is recommended to achieve predictable induction period length and controlled chain growth. Contact our technical team for guidance specific to your polymerization system.

Q: What target molecular weight should EGMEMA-based PCE aim for?

Optimal PCE molecular weight for concrete admixture performance is typically Mw 20,000–80,000 g/mol with dispersity Ð < 2.0. For EGMEMA-rich PCE targeting precast and high early-strength applications, Mw in the 25,000–45,000 g/mol range with a carboxylate backbone:ether side-chain molar ratio of approximately 3:1 to 5:1 is widely reported as optimal. Chain transfer agent (mercaptopropionic acid or sodium methallyl sulfonate) dosage is the primary variable for MW control. Sinolook provides technical guidance on CTA selection and dosage for customers developing new EGMEMA-based PCE formulations.

Q: Can EGMEMA be used in UV-curable coating and adhesive systems?

Yes - EGMEMA is fully compatible with UV-radical polymerization using standard Type I photoinitiators (benzoin ethers, acyl phosphine oxides) and Type II systems (benzophenone/amine synergist) at 315–400 nm wavelength (UV-A/UV-B lamp or LED). It functions as a reactive diluent monomer in UV-curable coatings, adhesives, and inks - reducing formulation viscosity while contributing hydrophilic ether functionality to the cured film for improved adhesion on polar substrates and better compatibility with hydrophilic pigments. Its high boiling point (~190°C) reduces workplace vapor exposure and coating film volume loss during UV processing compared to monofunctional acrylate reactive diluents with lower boiling points.

Technical & Regulatory References

📋
ECHA - EGMEMA Substance Information: CAS 69769-38-8 ↗
ECHA substance page: REACH registration status, EU CLP classification (Skin Sens. 1, Eye Irrit. 2), no CMR/SVHC, registered industrial uses including PCE superplasticizer and polymer applications.
🔬
PubChem - 2-Methoxyethyl Methacrylate (CID 70508) · NIH ↗
NCBI PubChem compound record: IUPAC name, molecular structure, physicochemical properties, GHS hazard summary, and spectral data for EGMEMA (CAS 69769-38-8).
🇺🇸
EPA CompTox - 2-Methoxyethyl Methacrylate ↗
US EPA CompTox dashboard: TSCA inventory status, physicochemical property data, and environmental fate information for EGMEMA.
🏗️
ASTM C494 - Chemical Admixtures for Concrete (Type A, F, G) ↗
ASTM standard governing performance classification, water reduction requirements, and slump retention testing for PCE superplasticizers manufactured from EGMEMA-based copolymers.
🇪🇺
EN 934-2 - Admixtures for Concrete, Mortar and Grout (Europe) ↗
European standard for concrete admixture performance requirements - including PCE-based high-range water reducers manufactured from EGMEMA copolymers.

Buy EGMEMA from China · Polymerization-Grade · PCE & Coating Monomer Supply

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Sinolook supplies EGMEMA (Ethylene Glycol Monomethyl Ether Methacrylate, CAS 69769-38-8) at polymerization grade ≥99.0%, inhibitor 100–200 ppm MEHQ, with full COA, GHS-compliant SDS, and REACH documentation. MOQ 500 kg; standard lead time 10–15 business days. PCE synthesis process guidance and polymerization test samples (1–5 kg) available. Response within 24 hours.

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Related products: HEMA (2-Hydroxyethyl Methacrylate)  ·  PEGMA (PEG Methacrylate, various MW)  ·  Methacrylic Acid (MAA)  ·  Acrylic Acid (AA)  ·  EGME (Ethylene Glycol Monomethyl Ether)  ·  EGMEA (Ethylene Glycol Monomethyl Ether Acetate)  ·  MMA (Methyl Methacrylate)

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