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455059

Sigma-Aldrich

Bisphenol A ethoxylate dimethacrylate

average Mn ~1,700, EO/phenol 15, contains 200 ppm MEHQ as inhibitor

Synonym(s):

2,2-Bis(4-methacryloxypolyethoxyphenyl)propane, Bisphenol A-ethylene oxide adduct dimethacrylate, Ethoxylated bisphenol A dimethacrylate

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About This Item

Linear Formula:
[H2C=C(CH3)CO2(CH2CH2O)nC6H4-4-]2C(CH3)2
CAS Number:
MDL number:
UNSPSC Code:
12162002
PubChem Substance ID:
NACRES:
NA.23

mol wt

average Mn ~1,700

Quality Level

contains

200 ppm MEHQ as inhibitor
200 ppm monomethyl ether hydroquinone as inhibitor

composition

EO/phenol, 15

refractive index

n20/D 1.493

density

1.12 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

OCCO.OC(=O)C=C.CC(C)(c1ccc(O)cc1)c2ccc(O)cc2

InChI

1S/C15H16O2.C3H4O2.C2H6O2/c1-15(2,11-3-7-13(16)8-4-11)12-5-9-14(17)10-6-12;1-2-3(4)5;3-1-2-4/h3-10,16-17H,1-2H3;2H,1H2,(H,4,5);3-4H,1-2H2

InChI key

HGARWRTUWINPJC-UHFFFAOYSA-N

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General description

Bisphenol A ethoxylate dimethacrylate is an acrylic cross-linker widely used as a precursor to fabricate tissue-mimicking materials for 3D printing, cross-linked gel electrolytes, and to synthesize copolymers via the photopolymerization process.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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UV light copolymerization of dimethyl vinylphosphonate with bisphenol A ethoxylate dimethacrylate
Lavinia Macarie, et al.
Iranian Polymer Journal, 25, 437-442 (2016)
A study of cross-linked PEO gel polymer electrolytes using bisphenol A ethoxylate diacrylate: ionic conductivity and mechanical properties
Yongku Kang, et al.
Journal of Power Sources, 119-121, 432-437 (2003)
3D printing of noncytotoxic high-resolution microchannels in Bisphenol-a ethoxylate dimethacrylate tissue-mimicking materials
Roger Domingo-Roca, et al.
3D printing and additive manufacturing (2022)
Catherine Fan et al.
Dental materials : official publication of the Academy of Dental Materials, 27(4), 322-328 (2010-11-30)
To demonstrate that silver nanoparticles (AgNPs) could be synthesized in situ in acrylic dental resins. Light-cure (LC; bisphenol A glycidyl methacrylate, tetraethyleneglycol dimethacrylate, bisphenol A ethoxylate dimethacrylate blend) and chemical-cure systems (CC; orthodontic denture resin) were used to synthesize AgNPs
S E Langhorst et al.
Dental materials : official publication of the Academy of Dental Materials, 25(7), 884-891 (2009-02-14)
This study explores the efficacy of an experimental orthodontic amorphous calcium phosphate (ACP) composite to remineralize in vitro subsurface enamel lesions microradiographically similar to those seen in early caries. Lesions were artificially created in extracted human molars. Single tooth sections

Articles

With dentists placing nearly 100 million dental fillings into patients′ teeth annually in the U.S. alone, polymeric composite restoratives account for a very large share of the biomaterials market.

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