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413216

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:
Molecular Weight:
312.32
EC Number:
MDL number:
UNSPSC Code:
12162002
PubChem Substance ID:
NACRES:
NA.23
Pricing and availability is not currently available.

Quality Level

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

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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

Questions

  1. コンタクトレンズに添加する紫外線吸収剤として検討しております。 こちらの製品はコンタクトレンズに使用された実績はございますか? また、使用実績のあるものを可能な範囲で教えていただけると幸いです。

    1 answer
    1. One of the commercial applications for this compound is as a UV blocking agent in contact lenses. However, this specific product is suitable for research use only and is not to be used for any other purpose, which includes but is not limited to, unauthorized commercial uses, in vitro diagnostic uses, ex vivo or in vivo therapeutic uses or any type of consumption or application to humans or animals. A suitable grade for this application is not available at this time.

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