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8.00609

Sigma-Aldrich

2,3-Epoxypropyl methacrylate

Technipur®, for synthesis

Synonyme(s) :

Glycidyl methacrylate, 2-((Methacryloxy)methyl)oxirane, 2,3-Epoxypropyl methacrylate, Methacrylic acid 2,3-epoxypropyl ester

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About This Item

Formule empirique (notation de Hill):
C7H10O3
Numéro CAS:
106-91-2
Poids moléculaire :
142.15
Numéro Beilstein :
2506
Numéro MDL:
MFCD00005137
Code UNSPSC :
12162002
Nomenclature NACRES :
NA.21

Qualité

for synthesis

Niveau de qualité

200

Pression de vapeur

4.2 hPa ( 25 °C)

Indice de réfraction

n20/D 1.449 (lit.)

Point d'ébullition

189 °C (lit.)

Pf

<-60 °C

Densité

1.042 g/mL at 25 °C (lit.)
1.07 g/cm3 at 25 °C

Chaîne SMILES 

CC(=C)C(=O)OCC1CO1

InChI

1S/C7H10O3/c1-5(2)7(8)10-4-6-3-9-6/h6H,1,3-4H2,2H3

Clé InChI

VOZRXNHHFUQHIL-UHFFFAOYSA-N

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Description générale

2,3-Epoxypropyl methacrylate is a methacrylic acid/glycidol ester. It is used as a monomer to produce polymers based on glycidyl methacrylate (GMA). It is also a dual functionality (epoxy and methacrylate) monomer, thus offering the opportunity for chemical modification of the parent polymer for various applications.

Application

2,3-Epoxypropyl methacrylate can be used as a monomer unit in polymer industries to produce poly (glycidyl methacrylate)(PGMA) for various uses in electronic and biomedical applications. The presence of epoxide group in PGMA allows it to be modified by a variety of functionalities such as amine-epoxy, thiol-epoxy, azide-epoxy, and acid-epoxy via nucleophilic ring-opening reactions. This overall flexibility in the functionalization of PGMA is because of the controlled polymerization of 2,3-epoxypropyl methacrylate monomer via free radical polymerization. Thus, PGMA is one of the most adaptable reactive scaffolds in polymer chemistry due to the long shelf life of the resulting polymers.

It is also used to prepare poly(n-butyl methacrylate-co-glycidyl methacrylate) copolymers, which find applications in adhesives, surface coatings, and electrical devices in various polymeric industries. The presence of epoxy groups and flexible butyl groups in epoxy resin-modified copolymers increases its mechanical properties, impact strength, and fracture elongation.

Informations légales

Technipur is a registered trademark of Merck KGaA, Darmstadt, Germany

Pictogrammes

CorrosionSkull and crossbonesHealth hazard
GHS05,GHS06,GHS08

Mention d'avertissement

Danger

Classification des risques

Acute Tox. 3 Dermal - Acute Tox. 4 Oral - Carc. 1B - Eye Dam. 1 - Muta. 2 - Repr. 1B - Skin Corr. 1C - Skin Sens. 1 - STOT RE 1 - STOT SE 3

Organes cibles

Respiratory system

Code de la classe de stockage

6.1C - Combustible, acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

168.8 °F - closed cup

Point d'éclair (°C)

76 °C - closed cup

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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Retrouvez la documentation relative aux produits que vous avez récemment achetés dans la Bibliothèque de documents.

Consulter la Bibliothèque de documents

Self-assembly and applications of poly(glycidyl methacrylate)s and their derivatives
Li Q-L, et al.
Chemical Communications (Cambridge, England), 87 (2014)
Diblock copolymers, triblock copolymers andmodel networks synthesized by sequential anionic polymerization of styrene and 2,3-epoxypropyl methacrylate
Hild G and Lamps J-P
Polymer, 39(12), 2637-2649 (1998)
Post-polymerization modification reactions of poly(glycidyl methacrylate)s
Muzammil EM, et al.
Royal Society of Chemistry Advances, 7, 55874-55884 (2017)
Shi G, et al.
Polymer-Plastics Technology and Engineering, 54(9), 881-888 (2015)
Epoxy-functional thermoplastic copolymers and their incorporation into a thermosetting resin
Sweet KR, et al.
Journal of Applied Polymer Science, 138(26), 50608-50608 (2021)

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