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292818

Sigma-Aldrich

2-Hydroxyethyl acrylate

96%, contains 200-650 ppm monomethyl ether hydroquinone as inhibitor

Synonym(s):

Ethylene glycol monoacrylate

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About This Item

Linear Formula:
CH2=CHCOOCH2CH2OH
CAS Number:
818-61-1
Molecular Weight:
116.12
Beilstein/REAXYS Number:
969853
EC Number:
212-454-9
MDL number:
MFCD00002865
UNSPSC Code:
12162002
PubChem Substance ID:
24857612
NACRES:
NA.23

vapor density

>1 (vs air)

vapor pressure

<0.1 mmHg ( 20 °C)

assay

96%

form

solid

contains

200-650 ppm monomethyl ether hydroquinone as inhibitor

refractive index

n20/D 1.45 (lit.)

bp

90-92 °C/12 mmHg (lit.)

density

1.011 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

OCCOC(=O)C=C

InChI

1S/C5H8O3/c1-2-5(7)8-4-3-6/h2,6H,1,3-4H2

InChI key

OMIGHNLMNHATMP-UHFFFAOYSA-N

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General description

2-Hydroxyethyl acrylate (HEA) is a monomer that is widely used in the field of material synthesis for the production of various types of polymers, such as hydrogels, coatings, adhesives, and thermosets. Its versatility lies in its ability to copolymerize with a variety of monomers, resulting in a wide range of polymer properties and applications. Its main use is in the production of hydrogels, which are highly absorbent and can be used in wound dressings, contact lenses, drug delivery systems, and other biomedical applications. Additionally, 2-hydroxyethyl acrylate-based coatings and adhesives are used in various surface modification and bonding applications, owing to their excellent adhesion, flexibility, and chemical resistance properties.

Application

Porous hydrogels can be prepared by copolymerization of 2-hydroxyethyl acrylate and a cross linking agent. 2-hydroxyethyl acrylate may be used in the synthesis of amphilic block copolymers by nitroxide mediated living radical polymeration. Also, it may be used to prepare tuned poly(hydroxyethyl acrylate) by atom transfer radical polymerization.

signalword

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 3 - Eye Dam. 1 - Skin Corr. 1B - Skin Sens. 1

Storage Class

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

wgk_germany

WGK 3

flash_point_f

213.8 °F - closed cup

flash_point_c

101 °C - closed cup

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

Certificates of Analysis (COA)

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Sabrina Dehn et al.
Biomacromolecules, 13(9), 2739-2747 (2012-07-10)
A strategy is presented that exploits the ability of synthetic polymers of different nature to disturb the strong self-assembly capabilities of amyloid based β-sheet forming peptides. Following a convergent approach, the peptides of interest were synthesized via solid-phase peptide synthesis
Yafeng Wu et al.
Analytical chemistry, 81(16), 7015-7021 (2009-07-09)
A novel signal amplification strategy for electrochemical detection of DNA and proteins based on the amplification-by-polymerization concept is described. Specifically, a controlled radical polymerization reaction is triggered after the capture of target molecules on the electrode surface. Growth of long
Mingxia Lu et al.
Biomacromolecules, 20(1), 273-284 (2018-12-15)
Glycopolymer-coated nanoparticles have attracted significant interest over the past few years, because of their selective interaction with carbohydrate receptors found on the surface of cells. While the type of carbohydrate determines the strength of the ligand-receptor interaction, the presentation of
J M Boothby et al.
Soft matter, 13(24), 4349-4356 (2017-05-04)
Materials that change shape are attractive candidates to replace traditional actuators for applications with power or size restrictions. In this work, we design a polymeric bilayer that changes shape in response to both heat and water by the incorporation of
Atom transfer radical polymerization of tert-butyl acrylate and preparation of block copolymers.
Davis KA and Matyjaszewski K
Macromolecules, 33(11), 4039-4047 (2000)
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