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Chemical Identity
IUPAC Name: 2,4,6-Tris[(dimethylamino)methyl]phenol
CAS Number: 90-72-2
Molecular Formula: C₁₅H₂₇N₃O
Molecular Weight: 265.39 g/mol
Synonyms: DMP-30, tris(dimethylaminomethyl)phenol, tris-DMP
SMILES Notation: CN(C)CC1=CC(=C(C(=C1)CN(C)C)O)CN(C)C
InChI Key: AHDSRXYHVZECER-UHFFFAOYSA-N
Synthesis Methods
DMP-30 is synthesized through a Mannich condensation reaction, involving phenol, formaldehyde, and dimethylamine.
This reaction typically occurs in aqueous solutions under controlled temperatures.
Method 1: Batch Process
Mix phenol and dimethylamine aqueous solution at temperatures between 0–70°C.
Add paraformaldehyde in batches over 0.5–1 hour, maintaining the mixture at 30–100°C for 1–4 hours.
Separate the organic and aqueous phases, then distill under reduced pressure to obtain DMP-30.
Method 2: Continuous Process
Combine phenol and dimethylamine aqueous solution.
Add formaldehyde aqueous solution dropwise, then heat to 90–95°C for reaction.
Separate phases, concentrate the organic phase under reduced pressure, and distill to yield DMP-30.
Applications
Epoxy Resin Curing Agent
DMP-30 serves as a hardener and accelerator in epoxy resin systems, facilitating rapid curing at ambient or slightly elevated temperatures.
This property is particularly valuable in industries such as electronics, aerospace, and automotive manufacturing, where rapid curing is necessary to meet production demands.
Polyurethane Systems
In polyurethane chemistry, DMP-30 acts as a catalyst in the formation of urethane linkages, promoting the reaction between isocyanates and polyols.
This application is crucial in the production of foams, elastomers, and coatings.
Anion Exchange Membranes
DMP-30 is utilized in the preparation of phenolate anion-based branched/cross-linked anion exchange membranes (AEMs), contributing to the development of advanced materials for various applications.
Photographic Chemicals
Used in the formulation of photographic developers and fixers, DMP-30 serves as a developing agent in black-and-white film processing and as a fixing agent to remove unexposed silver halide grains from photographic emulsions.
Textile Industry
DMP-30 improves the color fastness and wash resistance of dyed fabrics by forming stable complexes with dyes.
Additionally, it imparts flame retardant properties and reduces static electricity buildup, enhancing the comfort and safety of textile products.
Safety and Handling
DMP-30 is classified as hazardous.
It is corrosive to eyes, skin, mouth, stomach, and throat. Vapors can irritate eyes and corrode the upper respiratory tract.
Serious injury or death may result from inhalation, ingestion, or skin contact.
Safety Measures:
Personal Protective Equipment (PPE): Wear appropriate PPE, including gloves, goggles, and protective clothing.
Ventilation: Ensure adequate ventilation in work areas.
Storage: Store in tightly sealed containers, away from moisture and air to prevent degradation.
Spill Handling: In case of spills, use inert absorbent materials and dispose of according to local regulations.
Research and Studies
Allergenicity Studies
Recent studies have identified DMP-30 as a potential allergen, particularly in individuals exposed through occupational settings. Sensitization can lead to allergic contact dermatitis.
Material Science Applications
Research has explored the grafting of DMP-30 onto sulphonated poly(ether ether ketone) (PEEK) to enhance the material's properties, demonstrating its versatility in advanced material applications.
Regulatory Information
REACH Registration: Registered under the European Union's REACH regulation.
GHS Classification: GHS05 (Corrosive), GHS07 (Harmful).
Signal Word: Danger.
Hazard Statements: H314
SAFETY INFORMATION ABOUT 2,4,6-TRIS(DIMETHYLAMINOMETHYL)PHENOL
First aid measures:
Description of first aid measures:
General advice:
Consult a physician.
Show this safety data sheet to the doctor in attendance.
Move out of dangerous area:
If inhaled:
If breathed in, move person into fresh air.
If not breathing, give artificial respiration.
Consult a physician.
In case of skin contact:
Take off contaminated clothing and shoes immediately.
Wash off with soap and plenty of water.
Consult a physician.
In case of eye contact:
Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician.
Continue rinsing eyes during transport to hospital.
If swallowed:
Do NOT induce vomiting.
Never give anything by mouth to an unconscious person.
Rinse mouth with water.
Consult a physician.
Firefighting measures:
Extinguishing media:
Suitable extinguishing media:
Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide.
Special hazards arising from the substance or mixture
Carbon oxides, Nitrogen oxides (NOx), Hydrogen chloride gas
Advice for firefighters:
Wear self-contained breathing apparatus for firefighting if necessary.
Accidental release measures:
Personal precautions, protective equipment and emergency procedures
Use personal protective equipment.
Avoid breathing vapours, mist or gas.
Evacuate personnel to safe areas.
Environmental precautions:
Prevent further leakage or spillage if safe to do so.
Do not let product enter drains.
Discharge into the environment must be avoided.
Methods and materials for containment and cleaning up:
Soak up with inert absorbent material and dispose of as hazardous waste.
Keep in suitable, closed containers for disposal.
Handling and storage:
Precautions for safe handling:
Avoid inhalation of vapour or mist.
Conditions for safe storage, including any incompatibilities:
Keep container tightly closed in a dry and well-ventilated place.
Containers which are opened must be carefully resealed and kept upright to prevent leakage.
Storage class (TRGS 510): 8A: Combustible, corrosive hazardous materials
Exposure controls/personal protection:
Control parameters:
Components with workplace control parameters
Contains no substances with occupational exposure limit values.
Exposure controls:
Appropriate engineering controls:
Handle in accordance with good industrial hygiene and safety practice.
Wash hands before breaks and at the end of workday.
Personal protective equipment:
Eye/face protection:
Tightly fitting safety goggles.
Faceshield (8-inch minimum).
Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU).
Skin protection:
Handle with gloves.
Gloves must be inspected prior to use.
Use proper glove
removal technique (without touching glove's outer surface) to avoid skin contact with this product.
Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices.
Wash and dry hands.
Full contact:
Material: Nitrile rubber
Minimum layer thickness: 0.11 mm
Break through time: 480 min
Material tested:Dermatril (KCL 740 / Aldrich Z677272, Size M)
Splash contact
Material: Nitrile rubber
Minimum layer thickness: 0.11 mm
Break through time: 480 min
Material tested:Dermatril (KCL 740 / Aldrich Z677272, Size M)
It should not be construed as offering an approval for any specific use scenario.
Body Protection:
Complete suit protecting against chemicals, The type of protective equipment must be selected according to the concentration and amount of the dangerous substance at the specific workplace.
Respiratory protection:
Where risk assessment shows air-purifying respirators are appropriate use a fullface respirator with multi-purpose combination (US) or type ABEK (EN 14387) respirator cartridges as a backup to engineering controls.
If the respirator is the sole means of protection, use a full-face supplied air respirator.
Use respirators and components tested and approved under appropriate government standards such as NIOSH (US) or CEN (EU).
Control of environmental exposure
Prevent further leakage or spillage if safe to do so.
Do not let product enter drains.
Discharge into the environment must be avoided.
Stability and reactivity:
Chemical stability:
Stable under recommended storage conditions.
Incompatible materials:
Strong oxidizing agents:
Hazardous decomposition products:
Hazardous decomposition products formed under fire conditions.
Carbon oxides, Nitrogen oxides (NOx), Hydrogen chloride gas.
Disposal considerations:
Waste treatment methods:
Product:
Offer surplus and non-recyclable solutions to a licensed disposal company.
Contact a licensed professional waste disposal service to dispose of this material.
Contaminated packaging:
Dispose of as unused product
