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729833

Sigma-Aldrich

2-N-Morpholinoethyl methacrylate

contains MEHQ as inhibitor, 95%

Synonym(s):

2-Methylprop-2-enoate, 2-Morpholin-4-ylethyl, MEMA

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About This Item

Empirical Formula (Hill Notation):
C10H17NO3
CAS Number:
2997-88-8
Molecular Weight:
199.25
MDL number:
MFCD00080577
UNSPSC Code:
12162002
PubChem Substance ID:
329764513
NACRES:
NA.23

Assay

95%

form

liquid

contains

MEHQ as inhibitor

SMILES string

CC(=C)C(=O)OCCN1CCOCC1

InChI

1S/C10H17NO3/c1-9(2)10(12)14-8-5-11-3-6-13-7-4-11/h1,3-8H2,2H3

InChI key

MNZNJOQNLFEAKG-UHFFFAOYSA-N

Related Categories

General description

2-N-Morpholinoethyl methacrylate (MEMA) is a methacrylate monomer featuring a morpholino group that enhances its reactivity and solubility in various solvents. Its hydrophilicity, attributed to the tertiary amine in the morpholino structure, makes MEMA suitable for numerous applications in polymer chemistry. It can undergo various polymerization techniques, including radical and anionic polymerization. MEMA is particularly valuable in biomedical applications, including drug delivery systems, medical adhesives, dental composites, tissue engineering, and controlled drug release. It is utilized in the development of biocompatible materials, polymer matrices, hydrogels, and scaffolds. Beyond biomedical uses, MEMA finds applications in coatings, electronics, optical materials, and the textile industry.

Application

2-N-Morpholinoethyl methacrylate can be used as:
  • A monomer for synthesizing pH-responsive amphiphilic polymers. These polymers are particularly useful in controlled release drug delivery systems due to their ability to respond to changes in pH, which is a critical factor in various physiological environments.
  • A crosslinking agent during the synthesis of the hydrogel nanocomposites. This crosslinking is vital for improving the mechanical stability and structural integrity of the hydrogels.
  • A monomer for the synthesis of thermoresponsive polymers, which are used for the applications in smart coatings and responsive drug delivery systems.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H319

Hazard Classifications

Eye Irrit. 2

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
MKCM5830
MKCL1650
MKCJ1538
MKBZ2117V
MKBW2844V

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Nanoprecipitation is a straightforward yet powerful technique to synthesize polymer nanoparticles loaded with various biologically active compounds or contrast agents. Particle formation in this approach is kinetically controlled, and various assembly parameters have been used to control the size distribution
Linyong Song et al.
Journal of dentistry, 43(9), 1132-1139 (2015-07-07)
The objective of this work was to investigate the polymerization behavior, neutralization capability, and mechanical properties of dentin adhesive formulations with the addition of the tertiary amine co-monomer, 2-N-morpholinoethyl methacrylate (MEMA). A co-monomer mixture based on HEMA/BisGMA (45/55, w/w) was

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