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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:
969853
EC Number:
212-454-9
MDL number:
MFCD00002865
UNSPSC Code:
12162002
PubChem Substance ID:
24857612
NACRES:
NA.23
Pricing and availability is not currently available.

vapor density

>1 (vs air)

Quality Level

100

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.[1] 2-hydroxyethyl acrylate may be used in the synthesis of amphilic block copolymers by nitroxide mediated living radical polymeration.[2] Also, it may be used to prepare tuned poly(hydroxyethyl acrylate) by atom transfer radical polymerization.[3]

Signal Word

Danger

Hazard Statements

H302,H311,H314,H317,H410

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 Code

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

WGK

WGK 3

Flash Point(F)

213.8 °F - closed cup

Flash Point(C)

101 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
STBL4384
STBK7418
STBL0598
STBK3755
STBK1308

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Konrad Gziut et al.
Polymers, 12(10) (2020-09-30)
A new fabrication method for thin (120 µm) thermally curable structural self-adhesive tapes (SATs) was demonstrated by utilizing a series of acrylic syrups (ASs) modified using Bisphenol A-based liquid epoxy resin. The acrylic syrups containing poly(butyl acrylate-co-butyl methacrylate-co-glycidyl methacrylate-co-2-hydroxyetyl acrylate-co-4-acryloyloxy
Karen McAllister et al.
Journal of the American Chemical Society, 124(51), 15198-15207 (2002-12-19)
Polymeric nanogel vectors were developed for cellular gene and antisense delivery. Inverse microemulsion polymerization was utilized to synthesize biocompatible nanogels with controlled size, morphology, and composition. The chemical composition, size, polydispersity, stability, and swelling behavior of the nanogels were investigated
M Lepag et al.
Physics in medicine and biology, 46(10), 2665-2680 (2001-11-01)
Polymer gel dosimeters of different formulations were manufactured from different monomers of acrylamide, acrylic acid, methacrylic acid, 1-vinyl-2-pyrrolidinone, 2-hydroxyethyl methacrylate and 2-hydroxyethyl acrylate. Gelatin and agarose were used as the gelling agents and N,N'-methylene-bis-acrylamide was used as a co-monomer in
Porous poly (2-hydroxyethyl acrylate) hydrogels.
Monleon Pradas M, et al.
Polymer, 42(10), 4667-4674 (2001)
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
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Questions

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  1. 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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  2. 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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