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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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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)
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)
UV light copolymerization of dimethyl vinylphosphonate with bisphenol A ethoxylate dimethacrylate
Lavinia Macarie, et al.
Iranian Polymer Journal, 25, 437-442 (2016)
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
Salvatore Sauro et al.
Dental materials : official publication of the Academy of Dental Materials, 27(6), 563-572 (2011-04-02)
To compare microtensile bond strengths (MTBS) subsequent to load cycling of resin bonded acid-etched or EDTA-treated dentin using a modified ethanol wet-bonding technique. Flat dentin surfaces were obtained from extracted human molars and conditioned using 37% H(3)PO(4) (PA) (15s) or

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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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