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:
Molecular Weight:
364.43
NACRES:
NA.23
PubChem Substance ID:
UNSPSC Code:
12162002
EC Number:
221-846-9
MDL number:
assay
>98%
form
solid
mp
72-74 °C (lit.)
storage temp.
2-8°C
SMILES string
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
InChI key
QUZSUMLPWDHKCJ-UHFFFAOYSA-N
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.
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.
signalword
Warning
hcodes
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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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
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.
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