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Principaux documents

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156329

Sigma-Aldrich

Bisphenol A dimethacrylate

>98%

Synonyme(s) :

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

Formule linéaire :
[H2C=C(CH3)CO2C6H4]2C(CH3)2
Numéro CAS:
3253-39-2
Poids moléculaire :
364.43
Numéro CE :
221-846-9
Numéro MDL:
MFCD00008585
Code UNSPSC :
12162002
ID de substance PubChem :
24849606
Nomenclature NACRES :
NA.23

Essai

>98%

Forme

solid

Pf

72-74 °C (lit.)

Température de stockage

2-8°C

Chaîne 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

Clé InChI

QUZSUMLPWDHKCJ-UHFFFAOYSA-N

Catégories apparentées

Description générale

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.

Application

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.

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H315,H319,H335

Classification des risques

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

Organes cibles

Respiratory system

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

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Certificats d'analyse (COA)

Lot/Batch Number
MKBV0958V
08316BW
05323DP
03924AR
08802PZ

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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)
R E Smith et al.
Biochimica et biophysica acta, 1550(1), 100-106 (2001-12-12)
The dental restorative monomer, BISGMA (2,2-bis[4-(2-hydroxy-3-methacryloxypropoxy)phenyl]propane), and bisphenol A diglycidyl ether (BADGE) increase the velocity of the reaction catalyzed by pancreatic cholesterol esterase (CEase, bovine). The metabolite of these monomers, bisphenol A bis(2,3-dihydroxypropyl) ether, and a common plasticizer, di-2-ethylhexyl phthalate
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
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
Théophile Pelras et al.
Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology, 16(5), 649-662 (2017-02-18)
The potential of tetrachlorinated and tetrabrominated bisphenol A diacrylates and dimethacrylates for self-initiation of a radical photopolymerization was investigated. The kinetics of the photopolymerization of an acrylic model varnish containing halogenated monomers was studied by real-time FTIR spectroscopy, whereas the
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