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477060

Sigma-Aldrich

2-Isocyanatoethyl methacrylate

contains ≤0.1% BHT as inhibitor, 98%

Synonyme(s) :

2-(Methacryloyloxy)ethyl isocyanate, IEM

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About This Item

Formule linéaire :
H2C=C(CH3)CO2CH2CH2NCO
Numéro CAS:
30674-80-7
Poids moléculaire :
155.15
Numéro CE :
250-284-7
Numéro MDL:
MFCD00080536
Code UNSPSC :
12162002
ID de substance PubChem :
24871328
Nomenclature NACRES :
NA.23

Pureté

98%

Contient

≤0.1% BHT as inhibitor

Indice de réfraction

n20/D 1.45 (lit.)

Point d'ébullition

211 °C (lit.)

Pf

−45 °C (lit.)

Densité

1.098 g/mL at 25 °C (lit.)

Température de stockage

2-8°C

Chaîne SMILES 

CC(=C)C(=O)OCCN=C=O

InChI

1S/C7H9NO3/c1-6(2)7(10)11-4-3-8-5-9/h1,3-4H2,2H3

Clé InChI

RBQRWNWVPQDTJJ-UHFFFAOYSA-N

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Description générale

2-Isocyanatoethyl methacrylate, belongs to the class of monomers known as isocyanate monomers. The presence of the isocyanate functional group in 2-Isocyanatoethyl methacrylate makes it highly reactive. This reactivity allows it to undergo polymerization and form cross-linked networks for the development of polymers with improved mechanical strength, chemical resistance, and adhesion properties. It is also used as a crosslinker in the manufacture of many resins, in electrodeposition, and adhesives, and as a co-monomer in crosslinked polymer polyolstyrene-acrylic resin, which is used in construction products, such as ceramic tile adhesives, fillers, putties, and elastomeric roof coatings.

Application

2-Isocyanatoethyl methacrylate can be used as:
  • A reactive monomer in the synthesis of poly(methyl urethane) acrylate oligomer for UV-curable coatings. By incorporating urethane and acrylate groups into the polymer, it enables the polymer to be utilized in UV-curable coatings, inks, and adhesives.
  • An additive in propylene carbonate-based electrolyte to enhance its properties, such as viscosity, conductivity, and stability. This improves the overall performance of the electrolyte and the battery.
  • As a modifier in the copolymerization process to prepare a bioprosthetic heart valve, which is used in the application of transcatheter aortic valve replacement.
  • A latent cross-linker for adhesive resins and coatings.

Pictogrammes

Skull and crossbonesHealth hazardCorrosion
GHS06,GHS08,GHS05

Mention d'avertissement

Danger

Classification des risques

Acute Tox. 1 Inhalation - Acute Tox. 4 Oral - Eye Dam. 1 - Resp. Sens. 1 - Skin Irrit. 2 - Skin Sens. 1

Code de la classe de stockage

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

210.2 °F - closed cup

Point d'éclair (°C)

99 °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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Genetics in medicine : official journal of the American College of Medical Genetics, 20(1), 151-158 (2017-07-21)
PurposeRecognizing individuals with inherited diseases can be difficult because signs and symptoms often overlap those of common medical conditions. Focusing on inborn errors of metabolism (IEMs), we present a method that brings the knowledge of highly specialized experts to professionals
Spec. Chem. Technol., 29, 765-765 (1984)
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In this work, the synthesis of a series of the functionalized inorganic/organic composite anion exchange membranes (AEMs) was carried out by employing the varying amount of inorganic filler consist of N-(trimethoxysilylpropyl)-N,N,N-trimethylammonium chloride (TMSP-TMA+Cl-) into the quaternized poly (2, 6-dimethyl-1, 4-phenylene
Qing Yu et al.
PLoS biology, 18(6), e3000769-e3000769 (2020-07-01)
We used functional magnetic resonance imaging (fMRI) to investigate the neural codes for representing stimulus information held in different states of priority in working memory. Human participants (male and female) performed delayed recall for 2 oriented gratings that could appear
T Furuzono et al.
Biomaterials, 21(4), 327-333 (2000-02-03)
2-Methacryloyloxyethyl phosphorylcholine (MPC) was grafted onto silk fabric in a two-step heterogeneous system through the vinyl bonds of 2-methacryloyloxyethyl isocyanate (MOI) modified on the fabric. First, habutae silk fabric was modified with the MOI monomer in anhydrous dimethyl sulfoxide using
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