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Sigma-Aldrich

2-Ethylhexyl methacrylate

98%, contains ~50 ppm monomethyl ether hydroquinone as stabilizer

Synonym(s):

2-EHA, EHMA

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About This Item

Linear Formula:
CH2=C(CH3)COOCH2CH(C2H5)(CH2)3CH3
CAS Number:
688-84-6
Molecular Weight:
198.30
Beilstein/REAXYS Number:
1769420
EC Number:
211-708-6
MDL number:
MFCD00009494
UNSPSC Code:
12162002
PubChem Substance ID:
24857488
NACRES:
NA.23

vapor density

6.9 (vs air)

Quality Level

200

assay

98%

contains

~50 ppm monomethyl ether hydroquinone as stabilizer

refractive index

n20/D 1.438 (lit.)

bp

120 °C/18 mmHg (lit.)

density

0.885 g/mL at 25 °C (lit.)

SMILES string

CCCCC(CC)COC(=O)C(C)=C

InChI

1S/C12H22O2/c1-5-7-8-11(6-2)9-14-12(13)10(3)4/h11H,3,5-9H2,1-2,4H3

InChI key

WDQMWEYDKDCEHT-UHFFFAOYSA-N

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General description

2-Ethylhexyl methacrylate(EHMA) is a methacrylate ester monomer with low volatility and excellent adhesion to a wide range of substrates. This monomer enhances the flexibility, impact resistance, and toughness of polymers when used in copolymerization. It has good resistance to weathering and helps to enhance the durability and long-term performance of coatings. These copolymers and coatings are applied in the fields of contact lenses, dental restorative materials, and 3D printing.

Application

-Ethylhexyl methacrylate can be used:
  • As a monomer to prepare poly(2-phenoxyethyl methacrylate-co-2-phenoxyethyl acrylate-co-2-ethylhexyl methacrylate) (PPPE) intraocular lenses used in cataract treatment. Polymers with 2% 2-ethylhexyl methacrylate are foldable and showed excellent optical and thermomechanical properties.
  • To prepare copolymer for the surface modification of dental composite resins to control plaque formation. EHMA imparts water resistance and antifouling properties of dental resins.
  • As an internal plasticizer to prepare photo-crosslinked shape memory polymer films used as a photoprintable resins in stereolithography.
  • As a precursor to synthesize hydrogels for fabricating contact lenseswith flexibility, permeability, and comfort.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Aquatic Chronic 3 - Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk_germany

WGK 1

flash_point_f

197.6 °F - closed cup

flash_point_c

92 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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