1. Chemical Structure and Properties
Molecular Formula: C₁₄H₃₁N
Structural Formula: CH₃(CH₂)₁₁N(CH₃)₂ — a tertiary amine with a C12 (lauryl) alkyl chain and two methyl groups
Physical Properties:
Appearance: Colorless to pale yellow liquid with a faint amine odor
Boiling Point: ~250–270°C; Density: ~0.80–0.82 g/cm³
Solubility: Insoluble in water; soluble in ethanol, acetone, and hydrocarbons
Chemical Properties:
- Weak base (pKa ~10.0); reacts with acids to form quaternary ammonium salts
- Hydrophobic: Long alkyl chain enables surfactant behavior and micelle formation
2. Industrial Applications
Surfactant Production:
- Key intermediate in cationic surfactants such as lauryl dimethyl benzyl ammonium chloride
- Common in fabric softeners, disinfectants, and antistatic formulations
Personal Care Products:
- Used as emulsifier and conditioning agent in hair conditioners and creams
- Forms a cationic layer on hair to reduce frizz and enhance softness
Oilfield Chemicals:
- Acts as a corrosion inhibitor and demulsifier in crude oil separation
Agricultural Chemicals:
- Serves as a precursor in herbicide emulsifiers and pesticide adjuvants
3. Safety and Toxicology
Health Hazards:
- Skin/Eye: Causes irritation; prolonged exposure may lead to dermatitis
- Inhalation: May irritate respiratory tract; avoid confined spaces
- Ingestion: Low acute toxicity (LD50 oral, rat ~2,000 mg/kg); may cause nausea
Environmental Impact:
- Toxic to aquatic organisms (EC50 algae: ~5–10 mg/L)
- Biodegradability: >60% in 28 days (OECD 301D)
Protective Measures:
- PPE: Use nitrile gloves, goggles, and operate under proper ventilation
- Spill Response: Absorb with inert material; dispose of as hazardous waste
4. Environmental and Regulatory Considerations
EU: REACH-registered; restricted for use in persistent surfactant systems
USA: TSCA-listed; EPA mandates aquatic hazard labeling
China: Listed under IECSC chemical inventory
Transportation: UN 3082 — Environmentally Hazardous Substance, Liquid (marine pollutant)
5. Case Studies: Application Insights
Fabric Softeners:
- Procter & Gamble’s Downy® uses DLA-derived cationic surfactants to reduce static by 70% at 8% formulation level
Oilfield Demulsifiers:
- Shell applies DLA-based demulsifiers to separate 95% water from crude oil at 100 ppm dosage
Comparative Analysis:
- DLA offers strong hydrophobicity for industrial-grade surfactants
- Cocamidopropyl-based analogs are milder but less resistant to acid and heat