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Documentos Principais

8.00609

Sigma-Aldrich

2,3-Epoxypropyl methacrylate

Technipur®, for synthesis

Sinônimo(s):

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

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About This Item

Fórmula empírica (Notação de Hill):
C7H10O3
Número CAS:
Peso molecular:
142.15
Beilstein:
2506
Número MDL:
Código UNSPSC:
12162002
NACRES:
NA.21

grau

for synthesis

Nível de qualidade

pressão de vapor

4.2 hPa ( 25 °C)

índice de refração

n20/D 1.449 (lit.)

pb

189 °C (lit.)

pf

<-60 °C

densidade

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

cadeia de caracteres 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

chave InChI

VOZRXNHHFUQHIL-UHFFFAOYSA-N

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Descrição geral

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.

Aplicação

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.

Informações legais

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

Palavra indicadora

Danger

Classificações de perigo

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

Órgãos-alvo

Respiratory system

Código de classe de armazenamento

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

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

168.8 °F - closed cup

Ponto de fulgor (°C)

76 °C - closed cup


Certificados de análise (COA)

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Visite a Biblioteca de Documentos

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)

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