dimethylaminoethyl acrylate CAS 2439-35-2, dimethylaminoethyl acrylate, CAS 2439-35-2
Dimethyloxyethyl acrylate (DMAEA) is a key monomer for water treatment, biomedicine and smart materials due to its bifunctional reactivity and pH-responsive properties.
2439-35-2
C7H13NO2
143.18
219-460-0
CAS | 2439-35-2 |
Molecular formula | C7H13NO2 |
Molecular weight | 143.18 |
EIENCS | 219-460-0 |
Form | clear liquid |
Melting point | -60°C |
boling point | 64 °C12 mm Hg(lit.) |
Density | 0.943 g/mL at 25 °C(lit.) |
Solubility | Soluble in water (1.000 g/L at 20°C). |
PKA | 8.21±0.28(Predicted) |
Color | Colorless to Light yellow to Light orange |
Storage temp | 2-8°C |
Dimethyloxyethyl acrylate (DMAEA) is a key monomer for water treatment, biomedicine and smart materials due to its bifunctional reactivity and pH-responsive properties. Its safety needs to be strictly controlled (such as the addition of anti-agglomerating agents and protective equipment), and the design of block copolymers is driving its innovative applications in precision medicine. Future research should focus on:
Deepening of toxicity mechanism: Clarify the impact of chronic exposure on the reproductive system;
Improvement of biocompatibility: Develop low-toxicity copolymer structures (such as PEG modification);
Scaling up of green production: Optimize catalytic processes to reduce BDO dependence.
Functional group characteristics
Dual reaction sites:
Acrylate group: Participates in free radical polymerization (e.g., copolymerization with acrylamide, styrene).
Tertiary amine group (-N(CH₃)₂): Provides pH responsiveness. Under acidic conditions, it is protonated to form a cation, enhancing hydrophilicity and charge interaction.
Self-polymerization tendency: Sensitive to light and heat, requires the addition of a stabilizer (such as MEHQ, with a content of 1000-2000 ppm).
Polymerization behavior
Homopolymer/Copolymer: Can synthesize linear or block polymers, precisely controlling molecular weight and structure through RAFT polymerization.
Intelligent responsiveness:
pH response: Solubility changes after protonation (pKa ≈ 8.2), suitable for controlled-release carriers.
Temperature synergy: When copolymerized with NIPAM blocks, it exhibits dual-response self-assembly (such as micelle formation) under temperature/pH conditions.
1. Industrial Chemical Synthesis
Water treatment flocculants: Form cationic poly electrolytes through copolymerization with acrylamide, effectively adsorbing suspended particles.
Oilfield chemicals: As drilling fluid additives, they improve clay stability and rheological properties.
Anti-static coatings: The copolymer is used in electronic packaging materials to eliminate static charge accumulation.
2. Biomedical Materials
Drug Delivery Systems:
Block copolymers (such as PNIPAM-b-PDEAEAM) release drugs in the tumor microenvironment (pH 6.5).
Cationic nucleic acid (DNA/RNA) complexes are used for gene vector design.
Antibacterial agents: Protonated polymers disrupt bacterial membranes (such as medical device coatings).
3. Functional Polymers
Smart-responsive materials: Respond to environmental changes (such as temperature/pH) in sensors and self-repairing coatings.
Papermaking additives: Enhance fiber bonding strength and improve paper strength.
Risk classification
Health risks :
Acute toxicity (oral/dermal): LD₅₀ not specified, but classified as extremely toxic (T+).
Stinginess and sensitization: Skin contact causes burns (R34), eye irritation (R36), may cause sensitization (R43).
Environmental toxicity: Highly toxic to aquatic organisms (R50), leakage to water bodies must be prevented.
Operation and storage
Protective measures :
Wear nitrile rubber gloves, gas mask and goggles.
Work in a sealed environment, local ventilation, avoid contact with oxidants/strong acids.
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