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413437

Sigma-Aldrich

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

99%

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

Quality Level

200

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

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)

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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)
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)
Copolymerization of 2-[3-(2H-Benzotriazol-2-yl)-4-hydroxyphenyl]ethyl Methacrylate with Styren
Collection of Czechoslovak Chemical Communications, 72, 1244-12554 null
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)
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

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