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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

Niveau de qualité

100

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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Takashi Ikegami et al.
Analytical and bioanalytical chemistry, 378(8), 1898-1902 (2004-02-06)
Synthetic polymers which can adsorb bisphenol A (BPA) and related compounds were prepared by a covalent molecular imprinting technique. BPA dimethacrylate, used as template molecule, was polymerized with a crosslinker, triethylene glycol dimethacrylate (TEGDMA) or trimethylol propane trimethacrylate (TRIM). After
Alain Pefferkorn et al.
Dental materials : official publication of the Academy of Dental Materials, 24(12), 1647-1654 (2008-05-13)
The elaboration of efficient dental resins requires a high degree of internal cohesion and a strong organization of the filler/matrix systems, and a good compatibility between the organic and inorganic constituents of the composite. Combining fractal aerosils and polymer constitutes
Homa Darmani et al.
Journal of biomedical materials research. Part A, 69(4), 637-643 (2004-05-27)
The current study evaluated the effect of bisphenol A dimethacrylate (Bis-DMA) on mouse fertility. Adult male and female mice were exposed to intragastric Bis-DMA (0, 5, 25, and 100 microg/kg) daily for 28 days and then mated with sexually mature
G Eliades et al.
Dental materials : official publication of the Academy of Dental Materials, 17(4), 277-283 (2001-05-18)
The purpose of this study was to investigate whether monomer separation occurs in single-bottle adhesives applied on acid-etched dentin surfaces. Smear-layer covered dentin specimens produced from sound premolars, were acid-etched and analyzed by micro-MIR FTIR spectroscopy, before and after treatment
T E Schafer et al.
Journal of biomedical materials research, 45(3), 192-197 (1999-07-09)
Although pit and fissure sealants have been utilized extensively in dentistry as a way of preventing occlusal caries, results described by Olea et al. (1996) raised concerns about the safety of sealants and other resin-based dental materials due to the
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