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Merck
CN

156329

Bisphenol A dimethacrylate

>98%

Synonym(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

Linear Formula:
[H2C=C(CH3)CO2C6H4]2C(CH3)2
CAS Number:
3253-39-2
Molecular Weight:
364.43
NACRES:
NA.23
PubChem Substance ID:
24849606
UNSPSC Code:
12162002
EC Number:
221-846-9
MDL number:
MFCD00008585

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Product Name

Bisphenol A dimethacrylate, >98%

InChI key

QUZSUMLPWDHKCJ-UHFFFAOYSA-N

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

SMILES string

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

assay

>98%

form

solid

mp

72-74 °C (lit.)

storage temp.

2-8°C

Quality Level

100

Related Categories

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.

General description

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.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

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

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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
Jane C Atkinson et al.
Dental materials : official publication of the Academy of Dental Materials, 18(2), 128-135 (2002-01-05)
This study investigated the stability of compounds of dental sealant materials in a salivary matrix. Various amounts of bisphenol A (BPA), bisphenol A dimethacrylate (BIS-DMA) or triethylene-glycol dimethacrylate (TEGDMA) were added to whole salivary samples, and stored at -70 degrees
Faisal D Al-Qarni et al.
Journal of dentistry, 78, 91-99 (2018-08-29)
The objectives were to develop a calcium (Ca) and phosphate (P) ion-rechargeable and protein-repellent adhesive containing nanoparticles of amorphous calcium phosphate (NACP) and 2-methacryloyloxyethyl phosphorylcholine (MPC), and investigate the MPC effects on ion recharge and re-releases for the first time.
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
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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