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Merck
CN

494356

Bisphenol A glycerolate dimethacrylate

glycerol/phenol 1

Synonym(s):

2,2′-Bis[4-(3-methacryloxy-2-hydroxypropoxy)phenyl]propane, 2,2′-Bis[4-(3-methacryloyloxy-2-hydroxypropoxy)phenyl]propane, 2,2-Bis[p -(3-methacryloxy-2-hydroxypropoxy)phenyl]propane, 2,2-Bis[p -[2-hydroxy-3-(methacryloxy)propoxy]phenyl]propane, Bisphenol A bis(2-hydroxy-3-methacryloxypropyl) ether

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About This Item

Linear Formula:
[H2C=C(CH3)CO2CH2CH(OH)CH2OC6H4-4-]2C(CH3)2
CAS Number:
Molecular Weight:
512.59
NACRES:
NA.23
PubChem Substance ID:
UNSPSC Code:
12162002
MDL number:
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composition

glycerol/phenol, 1

Quality Level

refractive index

n20/D 1.552 (lit.)

density

1.161 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

CC(=C)C(=O)OCC(O)COc1ccc(cc1)C(C)(C)c2ccc(OCC(O)COC(=O)C(C)=C)cc2

InChI

1S/C29H36O8/c1-19(2)27(32)36-17-23(30)15-34-25-11-7-21(8-12-25)29(5,6)22-9-13-26(14-10-22)35-16-24(31)18-37-28(33)20(3)4/h7-14,23-24,30-31H,1,3,15-18H2,2,4-6H3

InChI key

AMFGWXWBFGVCKG-UHFFFAOYSA-N

General description

Bisphenol A glycerolate dimethacrylate(BisGMA) is an advanced derivative of Bisphenol A(BPA). It is a conventional epoxy methacrylate that is widely used as a monomer in many applications due to the following properties:
  • Phenyl ring provides chemical resistance
  • Ether linkage allows flexibility
  • Hydroxyl group gives good adhesion
  • Methacrylate is the reactive site for crosslinking

Application

Bisphenol A glycerolate dimethacrylate can be used:
  • As a crosslinking monomer in the preparation of zwitter ionic monolithic columns for liquid chromatography.
  • In the preparation of an antibacterial dental adhesive.


pictograms

CorrosionExclamation mark

signalword

Danger

Hazard Classifications

Aquatic Chronic 3 - Eye Dam. 1 - Skin Sens. 1

Storage Class

10 - Combustible liquids

wgk

WGK 2

flash_point_f

230.0 °F

flash_point_c

110 °C



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Articles

Composite materials based on methacrylate monomers are used to provide aesthetic and functional restoration of dental tissue. Polymerization chemistries are being developed to improve the reliability of these materials.


Bruno Albuquerque Carneiro et al.
The Journal of oral implantology, 40(2), 161-168 (2014-05-02)
The use of provisional resin implant-supported complete dentures is a fast and safe procedure to restore mastication and esthetics of patients soon after surgery and during the adaptation phase to the new denture. This study assessed stress distribution of provisional
Amalia Mazilu Moldovan et al.
Materials (Basel, Switzerland), 12(13) (2019-07-03)
The novelty of this study consists of the formulation and characterization of three experimental bleaching gels with hydroxylapatite oxides and fluorine (G28®, G29®, G30®) based on natural fruit extracts compared to the commercial Opalescence 15% (GC, Ultradent, South Jordan, UT
Marioara Moldovan et al.
Materials (Basel, Switzerland), 12(13) (2019-07-03)
The novelty of this study consists in the formulation and characterization of three experimental dental composites (PM, P14M, P2S) for cervical dental lesion restoration compared to the commercial composites Enamel plus HRi® - En (Micerium S.p.A, Avengo, Ge, Italy), G-ænial



Global Trade Item Number

SKUGTIN
494356-100ML04061832407937
494356-1L04065274119731