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Sigma-Aldrich

2-[3-(2H-Benzotriazol-2-yl)-4-hydroxyphenyl]ethyl methacrylate

99%

Synonym(s):

2-[2-Hydroxy-5-[2-(methacryloyloxy)ethyl]phenyl]-2H-benzotriazole

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About This Item

Empirical Formula (Hill Notation):
C18H17N3O3
CAS Number:
96478-09-0
Molecular Weight:
323.35
MDL number:
MFCD01080772
UNSPSC Code:
12162002
PubChem Substance ID:
24865865
NACRES:
NA.23

Assay

99%

form

solid

mp

96-98 °C (lit.)

SMILES string

CC(=C)C(=O)OCCc1ccc(O)c(c1)-n2nc3ccccc3n2

InChI

1S/C18H17N3O3/c1-12(2)18(23)24-10-9-13-7-8-17(22)16(11-13)21-19-14-5-3-4-6-15(14)20-21/h3-8,11,22H,1,9-10H2,2H3

InChI key

VCYCUECVHJJFIQ-UHFFFAOYSA-N

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General description

2-[3-(2H-Benzotriazol-2-yl)-4-hydroxyphenyl]ethyl methacrylate is an organic compound that belongs to the class of acrylate monomers. It is commonly used as a UV absorber or stabilizer in polymers, coatings, adhesives, intraocular lenses, and other materials to protect them from the harmful effects of UV radiation.

Application

2-[3-(2H-Benzotriazol-2-yl)-4-hydroxyphenyl]ethyl methacrylate can be used:
  • To prepare a polymer material by copolymerization with 2-hydroxy-4-acryloyloxybenzophenone (HABP). The synthesized polymer can be applied to cotton fabric for UV protection.
  • In the preparation of ultraviolet (UV) protective textiles. It is grafted onto the fabric via polymerization to create a UV-protective coating.
  • As a monomer in synthesizing fluoroalkyl end-capped oligomers with good surface-active properties.
  • It is also used as a UV absorber (UVAs) in intraocular lenses.

Hazard Statements

H413

Precautionary Statements

P273 - P501

Hazard Classifications

Aquatic Chronic 4

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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Analysis of Polymeric UV Absorber (Tinuvin 213) Using LDI-TOFMS: Solvent Effect in Sample Preparation
Im SH and Choi SS
Bull. Korean Chem. Soc., 32 (6), 2093-2093 (2011)
SYNTHESIS AND APPLICATIONS OF NOVEL FLUOROALKYL END-CAPPED OLIGOMERS CONTAINING 3,5-DIMETHYL-4-HYDROXYBENZYL AND 3-(2H-BENZOTRIAZOL-2-yl)-4-HYDROXYPHENYL SEGMENTS
Hideo Sawada, et al
International Journal of Polymeric Materials and Polymeric Biomaterials, 4, 311-332 (2005)
Bhalchandra S Lele et al.
Biomacromolecules, 6(1), 475-482 (2005-01-11)
The use of enzymes in conjunction with inorganic photocatalysts requires stability against photooxidation. In this paper, we describe enhanced stabilization of a model enzyme, chymotrypsin, to photooxidation driven by titanium dioxide exposed to ultraviolet light (TiO(2)-UV). Stabilization is achieved conjugating
Broad ultraviolet protection by copolymerization of 2-[3-(2H-benzotriazol-2-yl)-4-hydroxyphenyl] ethyl methacrylate and 2-hydroxy-4-acryloyloxybenzophenone on cotton via admicellar polymerization
Tragoonwichian, et al.
Journal of Applied Polymer Science, 108, 4004-4013 (2008)
Copolymerization of 2-[3-(2H-Benzotriazol-2-yl)-4-hydroxyphenyl]ethyl Methacrylate with Styren
Collection of Czechoslovak Chemical Communications, 72, 1244-12554 null

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Monomers for ophthalmic use aim for purity, reliability, and comfort, driving innovation for affordable contact lenses.

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