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
EC Number:
MDL number:
UNSPSC Code:
12162002
PubChem Substance ID:
NACRES:
NA.23
Quality Level
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
SMILES string
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
InChI key
RBQRWNWVPQDTJJ-UHFFFAOYSA-N
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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.
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 1 Inhalation - Acute Tox. 4 Oral - Eye Dam. 1 - Resp. Sens. 1 - Skin Irrit. 2 - Skin Sens. 1
WGK
WGK 3
Certificates of Analysis (COA)
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C Cock et al.
Neurogastroenterology and motility : the official journal of the European Gastrointestinal Motility Society, 28(12), 1890-1901 (2016-06-28)
Dysphagia becomes more common in old age. We performed high-resolution impedance manometry (HRIM) in asymptomatic healthy adults (including an older cohort >80 years) to assess HRIM findings in relation to bolus clearance. Esophageal HRIM was performed in a sitting posture in
Sheng H Wang et al.
NeuroImage, 173, 610-622 (2018-01-30)
Inter-areal functional connectivity (FC), neuronal synchronization in particular, is thought to constitute a key systems-level mechanism for coordination of neuronal processing and communication between brain regions. Evidence to support this hypothesis has been gained largely using invasive electrophysiological approaches. In
Cranley, P.E.
Polym. Sci. Technol., 29, 765-765 (1984)
Bingxian Yang et al.
Journal of proteomics, 150, 323-340 (2016-10-22)
High level of UV-B irradiation followed by dark treatment (HUV-B+D) causes accumulation of secondary metabolites in Clematis terniflora DC. To investigate the response mechanism under HUV-B+D, transcriptomic and proteomic analyses were performed in leaves of C. terniflora. The number of
Afia S Karikari et al.
Biomacromolecules, 6(5), 2866-2874 (2005-09-13)
Four-arm, star-shaped poly(D,L-lactide) (PDLLA) oligomers of controlled molar mass and narrow molar mass distribution were successfully synthesized by use of an ethoxylated pentaerythritol initiator. Derivatization of the terminal hydroxyl groups with either methacrylic anhydride (MAAH) or 2-isocyanatoethyl methacrylate (IEM) to
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