1. Chemical Structure and Properties
Molecular Formula: C₆H₁₄O₃
Structural Formula:
HO-CH₂CH₂-O-CH₂CH₂-O-CH₂CH₃
A glycol ether composed of two ethylene oxide units linked to an ethyl ether group, terminated with a hydroxyl group.
Physical Properties:
Appearance: Clear, colorless liquid with a mild, slightly sweet odor.
Boiling Point: 202°C; Density: 0.99–1.01 g/cm³; Vapor Pressure: 0.1 mmHg at 25°C.
Solubility: Fully miscible with water, alcohols, and most organic solvents (e.g., acetone, ethyl acetate).
Chemical Properties:
Hydrolysis Stability: Stable under neutral conditions; hydrolyzes in strong acids/bases to ethylene glycol and ethanol.
Thermal Stability: Decomposes above 250°C, releasing aldehydes and ethylene oxide.
Flammability: Combustible (flash point: 85°C).
2. Industrial Applications
Coatings & Inks:
Coalescing Agent: Enhances film formation in waterborne paints, latex adhesives, and printing inks.
Solvent: Dissolves resins and plasticizers in industrial coatings.
Cleaning Products:
Industrial Degreaser: Removes oils, greases, and waxes in automotive and aerospace applications.
Personal Care:
Humectant & Stabilizer: Used in cosmetics (e.g., lotions, creams) for moisture retention and texture enhancement.
Chemical Synthesis:
Intermediate: Produces surfactants, plasticizers, and specialty esters.
3. Safety and Toxicology
Health Hazards:
Acute Exposure:
Skin Contact: Mild irritation (rabbit skin LD₅₀: >2,000 mg/kg); prolonged exposure may cause defatting.
Inhalation: Irritates respiratory tract (TLV-TWA: 10 ppm); dizziness at high concentrations.
Ingestion: Moderately toxic (oral LD₅₀ rat: 3,500 mg/kg); metabolic acidosis in severe cases.
Chronic Effects:
Reproductive Toxicity: Potential embryotoxicity in animal studies (EU CLP: Repr. 1B).
Organ Toxicity: Linked to kidney damage in prolonged occupational exposure.
Protection Measures:
PPE: Nitrile gloves, vapor respirators, and explosion-proof ventilation.
Storage: Store in sealed containers away from oxidizers and heat sources.
4. Environmental and Regulatory Compliance
Environmental Impact:
Biodegradability: Moderate (OECD 301F: 50–70% in 28 days).
Aquatic Toxicity: LC₅₀ (fish, 96h): 100–200 mg/L; EC₅₀ (daphnia): 50–100 mg/L.
Bioaccumulation: Low (log Kow: -0.5).
Regulatory Frameworks:
EU:
REACH: Restricted in cosmetics (Annex XVII); CLP classified as Repr. 1B (H360D).
USA:
EPA: Regulated under TSCA; permissible exposure limit (PEL): 10 ppm (OSHA).
China:
GB 13690-2009: Classified as Hazardous Chemical (Class 6.1).
Waste Management:
Incinerate with VOC abatement; landfill disposal prohibited due to groundwater risk.
5. Case Studies and Application Insights
Case 1: Sustainable Waterborne Paints (AkzoNobel, 2023):
Challenge: Reduce VOC emissions in architectural paints.
Solution: Replaced 20% of ethylene glycol derivatives with diethylene glycol monoethyl ether.
Result: Achieved 30% lower VOC emissions (ASTM D6886) while maintaining drying time (ASTM D5895).
Case 2: Green Aerospace Cleaning (Boeing, 2022):
Process: Adopted diethylene glycol monoethyl ether in aircraft engine degreasing.
Impact: Reduced solvent waste by 50% and met Boeing D6-17487P safety standards.
Comparative Analysis:
DEGEE vs. EGBE:
Pros: Lower bioaccumulation potential; better water solubility.
Cons: Higher reproductive toxicity and regulatory restrictions.
DEGEE vs. PGME:
Pros: Superior solvency for polar resins; lower flammability.
Cons: PGME offers faster evaporation and lower chronic toxicity.
Specifications:
Diethylene glycol monoethyl ether is a primary alcohol that is ethanol substituted by a 2-ethoxyethoxy group at position 2. It has a role as a protic solvent. It is a diether, a primary alcohol, a hydroxypolyether and a glycol ether. It is functionally related to a diethylene glycol.