477060
2-Isocyanatoethyl methacrylate
contains ≤0.1% BHT as inhibitor, 98%
Synonym(s):
2-(Methacryloyloxy)ethyl isocyanate, IEM
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About This Item
Linear Formula:
H2C=C(CH3)CO2CH2CH2NCO
CAS Number:
Molecular Weight:
155.15
NACRES:
NA.23
PubChem Substance ID:
UNSPSC Code:
12162002
EC Number:
250-284-7
MDL number:
InChI key
RBQRWNWVPQDTJJ-UHFFFAOYSA-N
InChI
1S/C7H9NO3/c1-6(2)7(10)11-4-3-8-5-9/h1,3-4H2,2H3
SMILES string
CC(=C)C(=O)OCCN=C=O
assay
98%
contains
≤0.1% BHT as inhibitor
refractive index
n20/D 1.45 (lit.)
bp
211 °C (lit.)
mp
−45 °C (lit.)
density
1.098 g/mL at 25 °C (lit.)
storage temp.
2-8°C
Quality Level
Related Categories
General description
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.
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Danger
Hazard Classifications
Acute Tox. 1 Inhalation - Acute Tox. 4 Oral - Eye Dam. 1 - Resp. Sens. 1 - Skin Irrit. 2 - Skin Sens. 1
Storage Class
6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
wgk
WGK 3
flash_point_f
210.2 °F - closed cup
flash_point_c
99 °C - closed cup
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Jessica J Y Lee et al.
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)
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
Christine Lehmann et al.
PLoS pathogens, 14(5), e1007031-e1007031 (2018-05-17)
Parasite egress from infected erythrocytes and invasion of new red blood cells are essential processes for the exponential asexual replication of the malaria parasite. These two tightly coordinated events take place in less than a minute and are in part
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