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234907

Sigma-Aldrich

2-(Dimethylamino)ethyl methacrylate

contains 700-1000 ppm monomethyl ether hydroquinone as inhibitor, 98%

Sinônimo(s):

Methacrylic acid 2-(dimethylamino)ethyl ester

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About This Item

Fórmula linear:
CH2=C(CH3)COOCH2CH2N(CH3)2
Número CAS:
2867-47-2
Peso molecular:
157.21
Beilstein:
1757048
Número MDL:
MFCD00008589
Código UNSPSC:
12162002
ID de substância PubChem:
24854063
NACRES:
NA.23

densidade de vapor

5.4 (vs air)

pressão de vapor

<1 mmHg ( 25 °C)

Ensaio

98%

forma

liquid

contém

700-1000 ppm monomethyl ether hydroquinone as inhibitor

índice de refração

n20/D 1.439 (lit.)

pb

182-192 °C (lit.)

densidade

0.933 g/mL at 25 °C (lit.)

temperatura de armazenamento

2-8°C

cadeia de caracteres SMILES

CN(C)CCOC(=O)C(C)=C

InChI

1S/C8H15NO2/c1-7(2)8(10)11-6-5-9(3)4/h1,5-6H2,2-4H3

chave InChI

JKNCOURZONDCGV-UHFFFAOYSA-N

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Descrição geral

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.

Aplicação

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.

Pictogramas

CorrosionExclamation mark
GHS05,GHS07

Palavra indicadora

Danger

Frases de perigo

H302 + H312,H314,H317

Classificações de perigo

Acute Tox. 4 Dermal - Acute Tox. 4 Oral - Eye Dam. 1 - Skin Corr. 1B - Skin Sens. 1

Código de classe de armazenamento

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

Classe de risco de água (WGK)

WGK 1

Ponto de fulgor (°F)

147.2 °F - closed cup

Ponto de fulgor (°C)

64 °C - closed cup

Equipamento de proteção individual

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

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Anu M Alhoranta et al.
Biomacromolecules, 12(9), 3213-3222 (2011-07-19)
A series of amphiphilic star and linear block copolymers were synthesized using ATRP. The core consisted of either polystyrene (PS) or poly(n-butyl acrylate) (PBuA), having different glass-transition (T(g)) values. These polymers were used as macroinitiators in the polymerization of the
Saadyah E Averick et al.
Biomacromolecules, 13(11), 3445-3449 (2012-09-13)
Cationic nanogels with site-selected functionality were designed for the delivery of nucleic acid payloads targeting numerous therapeutic applications. Functional cationic nanogels containing quaternized 2-(dimethylamino)ethyl methacrylate and a cross-linker with reducible disulfide moieties (qNG) were prepared by activators generated by electron
Joseph M Antonucci et al.
Dental materials : official publication of the Academy of Dental Materials, 28(2), 219-228 (2011-11-01)
The widespread incidence of recurrent caries highlights the need for improved dental restorative materials. The objective of this study was to synthesize low viscosity ionic dimethacrylate monomers (IDMAs) that contain quaternary ammoniums groups (antimicrobial functionalities) and are compatible with existing
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)
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
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