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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:
41637-38-1
MDL number:
MFCD03703564
UNSPSC Code:
12162002
PubChem Substance ID:
24869017
NACRES:
NA.23

mol wt

average Mn ~1,700

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.

Application

The Progress in Development of Dental Restorative Materials

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H317,H319,H335

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

Certificates of Analysis (COA)

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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)
Forrest A Landis et al.
Biomacromolecules, 7(6), 1751-1757 (2006-06-14)
Model tissue engineering scaffolds based on photocurable resin mixtures with sodium chloride have been prepared for optical imaging studies of cell attachment. A photoactivated ethoxylated bisphenol A dimethacrylate was mixed with sieved sodium chloride (NaCl) crystals and photocured to form
Sabine H Dickens et al.
European journal of oral sciences, 112(5), 452-457 (2004-10-02)
An experimental resin-based bioactive calcium phosphate cement, intended as a pulp capping and basing material, was evaluated for dentin shear bond strength and microleakage. The interfacial morphology was examined by scanning electron microscopy (SEM). For microleakage, dentin cavities without (Group
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Articles

The Progress in Development of Dental Restorative Materials

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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