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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
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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[1], cross-linked gel electrolytes[2], and to synthesize copolymers via the photopolymerization process.[3]

Pictograms

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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)
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
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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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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