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477060

Sigma-Aldrich

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:
30674-80-7
Molecular Weight:
155.15
EC Number:
250-284-7
MDL number:
MFCD00080536
UNSPSC Code:
12162002
PubChem Substance ID:
24871328
NACRES:
NA.23
Pricing and availability is not currently available.

Quality Level

200

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.[1][2][3]

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 Classifications

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

Storage Class Code

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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Certificates of Analysis (COA)

Lot/Batch Number
MKCQ7584
MKCP7150
MKCN6134
MKCN2702
MKCJ1904

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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
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
Spec. Chem. Technol., 29, 765-765 (1984)
Muhammad Imran Khan et al.
Membranes, 11(2) (2021-03-07)
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
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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Questions

1–2 of 2 Questions  

  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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