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Sigma-Aldrich

2-(4-Benzoyl-3-hydroxyphenoxy)ethyl acrylate

98%

Synonym(s):

2-Hydroxy-4-acryloxyethoxybenzophenone, 4-(2-Acryloxyethoxy)-2-hydroxybenzophenone

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About This Item

Linear Formula:
H2C=CHCO2CH2CH2OC6H3(OH)COC6H5
CAS Number:
16432-81-8
Molecular Weight:
312.32
EC Number:
240-488-4
MDL number:
MFCD00081133
UNSPSC Code:
12162002
PubChem Substance ID:
24865847
NACRES:
NA.23

Assay

98%

form

powder

mp

77-80 °C (lit.)

SMILES string

Oc1cc(OCCOC(=O)C=C)ccc1C(=O)c2ccccc2

InChI

1S/C18H16O5/c1-2-17(20)23-11-10-22-14-8-9-15(16(19)12-14)18(21)13-6-4-3-5-7-13/h2-9,12,19H,1,10-11H2

InChI key

NMMXJQKTXREVGN-UHFFFAOYSA-N

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General description

2-(4-Benzoyl-3-hydroxyphenoxy)ethyl acrylate is a derivative of oxybenzone that is widely used as a UV-blocking agent in the fabrication of contact lenses. It contains both a vinyl group and an aromatic benzoyl group which makes it useful in polymerization and crosslinking reactions. This acrylate monomer is commonly used as a building block in the synthesis of polymers utilized in various coatings, adhesives, and dental fillings. Due to its unique structure, it can exhibit desirable properties such as high reactivity, good adhesion to a variety of substrates, and resistance to UV degradation.

Application

2-(4-Benzoyl-3-hydroxyphenoxy)ethylacrylate can be used as a monomer to synthesize fluorine-silicone acrylic resinto improve the UV resistance of the resin and make it more durable andlong-lasting.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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T V Chirila et al.
Journal of cataract and refractive surgery, 17(5), 596-603 (1991-09-01)
A tendency to reduce the use of benzophenone absorbers is currently evident in the manufacture of the UV-absorbing IOLs, mainly because the cutoff wavelengths are inferior to those provided by benzotriazoles. In principle, by incorporating large amounts of benzophenones it
T V Chirila et al.
Journal of cataract and refractive surgery, 15(5), 504-509 (1989-09-01)
A poly(2-hydroxyethyl methacrylate) hydrogel material exhibiting ultraviolet-absorbing properties was synthesized by simultaneous polymerization, crosslinking, and covalent bonding of an available polymerizable absorber. The two-stage leaching experiments carried out by aqueous extraction and the analysis of the concentrated extracts by high

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