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Merck
CN

454974

mono-2-(Methacryloyloxy)ethyl succinate

Synonym(s):

2-(Methacryloyloxy)ethyl hydrogen succinate, 2-Methacryloyloxyethyl succinate, 3-[2-(Methacryloyloxy)ethoxycarbonyl]propionic acid, 4-[2-(Methacryloyloxy)ethoxy]-4-oxobutanoic acid, Methacryloyloxyethyl succinate, Monomethacryloyloxyethyl succinate

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About This Item

Linear Formula:
H2C=C(CH3)CO2CH2CH2O2CCH2CH2CO2H
CAS Number:
20882-04-6
Molecular Weight:
230.21
NACRES:
NA.23
PubChem Substance ID:
24869001
UNSPSC Code:
12162002
EC Number:
244-096-4
MDL number:
MFCD00274302

Key Documents

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InChI key

ZEWLHMQYEZXSBH-UHFFFAOYSA-N

InChI

1S/C10H14O6/c1-7(2)10(14)16-6-5-15-9(13)4-3-8(11)12/h1,3-6H2,2H3,(H,11,12)

SMILES string

CC(=C)C(=O)OCCOC(=O)CCC(O)=O

contains

750 ppm monomethyl ether hydroquinone as inhibitor

refractive index

n20/D 1.464 (lit.)

bp

267 °C (lit.)

density

1.19 g/mL at 25 °C (lit.)

storage temp.

2-8°C

Quality Level

200

Related Categories

Application

mono-2-(Methacryloyloxy)ethyl succinate can be used as:
  • A monomer to prepare peptide-polymer matrix to fabricate multifunctional adhesive hybrid resin composites for dental restorations. MMES has one carboxylic acid functional group for peptide conjugation and a double bond for copolymerization with the polymer matrix.
  • A precursor to synthesize CsPbBr3-based elastomers for flexible optoelectronic devices. The incorporation of MMES helps to improve elasticity, shape recovery, and flexibility.
  • A monomer to synthesize poly(MMES-co-GDMA) monosized microbeads to prepare a multifunctional gold nanocatalyst for the removal of organic pollutant 4-Nitrophenol. MMES contributes to the polymer matrix formation, attachment of gold nanoparticles, and enables the catalyst to exhibit magnetic properties.

General description

mono-2-(Methacryloyloxy)ethyl succinate(MMES) belongs to methacrylate class of monomers. It is widely used as a monomer to produce polymer coatings with enhanced adhesion, durability, and resistance to chemicals. It can be incorporated into adhesive formulations as it forms strong bonds between various substrates such as metals, plastics, and composites. MMES is compatible with photopolymerization processes and can be used to fabricate UV-curable coatings, inks, and dental restorative materials. It is also used to prepare photocatalysts for wastewater treatment.

pictograms

CorrosionExclamation mark
GHS05,GHS07

signalword

Danger

hcodes

H317,H318

Hazard Classifications

Eye Dam. 1 - Skin Sens. 1A

Storage Class

10 - Combustible liquids

wgk

WGK 1

flash_point_f

324.5 °F - closed cup

flash_point_c

162.5 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
WXBF1138V
MKCT5637
MKCQ6036
MKCP4898
MKCL5059

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Bioinspired multifunctional adhesive system for next generation bio-additively designed dental restorations
Rizacan Sarikaya, et al.
Journal of the Mechanical Behavior of Biomedical Materials, 113, 104135-104135 (2021)
Luminescent and ultrastable perovskite-acrylate based elastomers with excellent stretchability and self-healing capability for flexible backlight display
Aizhao Pan, et al.
Chemical Engineering Journal, 433, 133590-133590 (2022)
Alexandra Muñoz-Bonilla et al.
Polymers, 12(12) (2020-12-03)
Several hydrogels based on 2-hydroxyethyl methacrylate and a methacrylic monomer containing a thiazole group in its lateral chain have been prepared by thermal polymerization at 60 °C in water solution varying the chemical composition of the gels. The posterior quaternization

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