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Key Documents

454974

Sigma-Aldrich

mono-2-(Methacryloyloxy)ethyl succinate

Synonyme(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

Formule linéaire :
H2C=C(CH3)CO2CH2CH2O2CCH2CH2CO2H
Numéro CAS:
Poids moléculaire :
230.21
Numéro CE :
Numéro MDL:
Code UNSPSC :
12162002
ID de substance PubChem :
Nomenclature NACRES :
NA.23

Contient

750 ppm monomethyl ether hydroquinone as inhibitor

Indice de réfraction

n20/D 1.464 (lit.)

Point d'ébullition

267 °C (lit.)

Densité

1.19 g/mL at 25 °C (lit.)

Température de stockage

2-8°C

Chaîne SMILES 

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

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)

Clé InChI

ZEWLHMQYEZXSBH-UHFFFAOYSA-N

Description générale

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.

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.

Pictogrammes

CorrosionExclamation mark

Mention d'avertissement

Danger

Mentions de danger

Classification des risques

Eye Dam. 1 - Skin Sens. 1A

Code de la classe de stockage

10 - Combustible liquids

Classe de danger pour l'eau (WGK)

WGK 1

Point d'éclair (°F)

324.5 °F - closed cup

Point d'éclair (°C)

162.5 °C - closed cup

Équipement de protection individuelle

Eyeshields, Gloves, type ABEK (EN14387) respirator filter


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Consulter la Bibliothèque de documents

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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