234907
2-(Dimethylamino)ethyl methacrylate
contains 700-1000 ppm monomethyl ether hydroquinone as inhibitor, 98%
Sinónimos:
Methacrylic acid 2-(dimethylamino)ethyl ester
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Fórmula lineal:
CH2=C(CH3)COOCH2CH2N(CH3)2
Número CAS:
Peso molecular:
157.21
UNSPSC Code:
12162002
NACRES:
NA.23
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
1757048
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Permítanos ayudarleInChI
1S/C8H15NO2/c1-7(2)8(10)11-6-5-9(3)4/h1,5-6H2,2-4H3
SMILES string
CN(C)CCOC(=O)C(C)=C
InChI key
JKNCOURZONDCGV-UHFFFAOYSA-N
vapor density
5.4 (vs air)
vapor pressure
<1 mmHg ( 25 °C)
assay
98%
form
liquid
contains
700-1000 ppm monomethyl ether hydroquinone as inhibitor
refractive index
n20/D 1.439 (lit.)
bp
182-192 °C (lit.)
density
0.933 g/mL at 25 °C (lit.)
storage temp.
2-8°C
Quality Level
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Application
2-(Dimethylamino)ethyl methacrylate (DMAEMA) can be used as starting material in the synthesis of poly (DMAEMA) and amphiphilic block copolymers. Poly (DMAEMA) is a thermal and pH-sensitive biocompatible polymer widely used in the following applications.
- Quaternized poly (DMAEMA) can be used to prepare highly efficient antibacterial magnetic particles. The high density of quaternary ammonium groups generated via surface-initiated ATRP are responsible for high antibacterial activity.
- Ag nanoparticles immobilized into a poly (DMAEMA) brush layer can be used as a sensor platform for the detection of organic molecules by surface-enhanced Raman spectroscopy (SERS).
- It can also be used to prepare stable polymer-based gene delivery systems.
General description
2-(Dimethylamino)ethyl methacrylate (DMAEMA) is a methacrylic acid derivative that is used as a monomer in the production of polymers with a wide range of applications. The most common use of DMAEMA is in the production of cationic polymers, which are highly charged and have applications such as flocculants, coagulants, dispersants, and stabilizers. In addition, DMAEMA-based polymers have found uses in drug delivery systems, tissue engineering, and gene therapy, owing to their excellent biocompatibility and biodegradability properties. DMAEMA can also be used as a modifying agent in coatings, adhesives, and textiles to improve properties such as adhesion, hardness, and water resistance.
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 4 Dermal - Acute Tox. 4 Oral - Eye Dam. 1 - Skin Corr. 1B - Skin Sens. 1
Clase de almacenamiento
6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
wgk
WGK 1
flash_point_f
147.2 °F - closed cup
flash_point_c
64 °C - closed cup
ppe
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
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Ying Wang et al.
Biomacromolecules, 13(8), 2585-2593 (2012-07-05)
Photo- and pH-responsive amphiphilic hyperbranched star copolymers, poly(6-O-methacryloyl-1,2;3,4-di-O-isopropylidene-d-galactopyranose)[poly(2-(N,N-dimethylaminoethyl) methacrylate)-co-poly(1'-(2-methacryloxyethyl)-3',3'-dimethyl-6-nitro-spiro(2H-1-benzo-pyran-2,2'-indoline))](n)s [HPMAlpGP(PDMAEMA-co-PSPMA)(n)], were synthesized by reversible addition-fragmentation chain transfer (RAFT) polymerization of the DMAEMA and the SPMA using hyperbranched PMAlpGP as a macro RAFT agent. In aqueous solution, the copolymers self-assembled to
Hong Y Cho et al.
Biomacromolecules, 12(10), 3478-3486 (2011-09-08)
Star polymers with poly(ethylene glycol) (PEG) arms and a degradable cationic core were synthesized by the atom transfer radical copolymerization (ATRP) of poly(ethylene glycol) methyl ether methacrylate macromonomer (PEGMA), 2-(dimethylamino)ethyl methacrylate (DMAEMA), and a disulfide dimethacrylate (cross-linker, SS) via an
Synthesis of well-defined amphiphilic block copolymers with 2-(dimethylamino) ethyl methacrylate by controlled radical polymerization
Zhang Y and Matyjaszewski K
Macromolecules, 32(6), 1763-1766 (1999)
Freeze-drying of poly((2-dimethylamino)ethyl methacrylate)-based gene delivery systems.
J Y Cherng et al.
Pharmaceutical research, 14(12), 1838-1841 (1998-02-07)
Sang Beom Lee et al.
Biomacromolecules, 4(5), 1386-1393 (2003-09-10)
Amphiphilic random, gradient, and block copolymers of 2-(dimethylamino)ethyl methacrylate (DMAEMA) and n-butyl methacrylate (BMA) were synthesized by atom transfer radical polymerization (ATRP) in water/2-propanol mixtures using a methoxy-poly(ethylene glycol) (MPEG) (M(n) = 2000) macroinitiator. Kinetic studies indicate that the copolymerization
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