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Merck

156329

Sigma-Aldrich

Bisphenol A dimethacrylate

>98%

Sinónimos:

2,2-Bis(4-hydroxyphenyl)propane dimethacrylate, 2,2-Bis(4-methacryloxyphenyl)propane, 2,2-Bis(4-methacryloyloxyphenyl)propane, 4,4′-Isopropylidenediphenol dimethacrylate, BPADMA

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About This Item

Fórmula lineal:
[H2C=C(CH3)CO2C6H4]2C(CH3)2
Número de CAS:
Peso molecular:
364.43
Número CE:
Número MDL:
Código UNSPSC:
12162002
ID de la sustancia en PubChem:
NACRES:
NA.23

Ensayo

>98%

Formulario

solid

mp

72-74 °C (lit.)

temp. de almacenamiento

2-8°C

cadena SMILES

CC(=C)C(=O)Oc1ccc(cc1)C(C)(C)c2ccc(OC(=O)C(C)=C)cc2

InChI

1S/C23H24O4/c1-15(2)21(24)26-19-11-7-17(8-12-19)23(5,6)18-9-13-20(14-10-18)27-22(25)16(3)4/h7-14H,1,3H2,2,4-6H3

Clave InChI

QUZSUMLPWDHKCJ-UHFFFAOYSA-N

Descripción general

Bisphenol A dimethacrylate (BPA-DMA) is a key monomer, available in solid form with an assay of >98%, widely used in material science, particularly in the formulation of polymers and composite materials. BPA-DMA is primarily utilized as a crosslinking agent in the production of various thermosetting polymers. In dental applications, BPA-DMA is often incorporated into composites and adhesives due to its excellent bonding properties and ability to form durable, wear-resistant materials.

Aplicación

Bisphenol A dimethacrylate (BPA-DMA) can be used as:
  • A template in the synthesis of molecularly imprinted polymers (MIPs). The use of BPA-DMA allows for the formation of specific cavities in the polymer matrix that match the shape and functional groups of BPA, enhancing the selectivity and affinity of the resulting polymer for its target analyte.
  • A co-monomer in the synthesis of photopolymerized monoliths for capillary electrochromatography.
  • A key component in the production of bisphenol A-glycidyl methacrylate (Bis-GMA), which is widely used in dental restorative materials due to its mechanical properties and potential for additional functionalities like antibacterial activity.

Pictogramas

Exclamation mark

Palabra de señalización

Warning

Frases de peligro

Clasificaciones de peligro

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

Órganos de actuación

Respiratory system

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

dust mask type N95 (US), Eyeshields, Gloves


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Stomatitis and perioral dermatitis caused by epoxy diacrylates in dental composite resins.
L Kanerva et al.
Journal of the American Academy of Dermatology, 38(1), 116-120 (1998-02-03)
H Tarumi et al.
Journal of dental research, 79(11), 1838-1843 (2001-01-06)
It is controversial whether the dental resinous materials containing 2,2-bis[4-(2-hydroxy-3-methacryloyloxypropoxy)phenyl]propane (Bis-GMA), which is synthesized from the estrogenic compound bisphenol A (BPA), include unreacted BPA and/or can mimic the effects of natural steroid hormones. In the present study, the estrogenic activities
Junjie Ou et al.
Journal of chromatography. A, 1217(22), 3628-3634 (2010-04-17)
A novel porous polymer monolith was prepared in situ in a fused-silica capillary using photoinitiated polymerization. Bisphenol A dimethacrylate (BPADMA) was selected as a crosslinker, copolymerized with benzyl methacrylate (BMA) in the presence of a binary porogenic solvent consisting of
Ravana Angelini Sfalcin et al.
Clinical oral investigations, 21(6), 2143-2151 (2016-11-14)
This study aimed at evaluating the chemophysical properties of experimental resin infiltrants (ERIs) doped with different bioactive particles. A control resin infiltrant (CR) was formulated using triethylene glycol dimethacrylate (TEGDMA) and ethoxylated bisphenol A dimethacrylate (BisEMA). Moreover, five experimental ERIs
K Yoshida et al.
Dental materials : official publication of the Academy of Dental Materials, 8(2), 137-139 (1992-03-01)
Light-cured opaque resins were prepared using four types of monomer liquids and titanium dioxide powder. This study investigated the relationship between the monomer composition and the physical properties of light-cured opaque resin. Depth of cure, KHN, residual monomer eluent, and

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