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Sigma-Aldrich

Bisphenol A glycerolate dimethacrylate

glycerol/phenol 1

Synonyme(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

Formule linéaire :
[H2C=C(CH3)CO2CH2CH(OH)CH2OC6H4-4-]2C(CH3)2
Numéro CAS:
1565-94-2
Poids moléculaire :
512.59
Numéro MDL:
MFCD00191825
Code UNSPSC :
12162002
ID de substance PubChem :
24872895
Nomenclature NACRES :
NA.23

Composition

glycerol/phenol, 1

Indice de réfraction

n20/D 1.552 (lit.)

Densité

1.161 g/mL at 25 °C (lit.)

Température de stockage

2-8°C

Chaîne SMILES 

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

Clé InChI

AMFGWXWBFGVCKG-UHFFFAOYSA-N

Description générale

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

The Progress in Development of Dental Restorative Materials
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.

Pictogrammes

CorrosionExclamation mark
GHS05,GHS07

Mention d'avertissement

Danger

Mentions de danger

H317,H318,H412

Classification des risques

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

Code de la classe de stockage

10 - Combustible liquids

Classe de danger pour l'eau (WGK)

WGK 2

Point d'éclair (°F)

230.0 °F

Point d'éclair (°C)

110 °C

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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
Diana Gabriela Soares et al.
The journal of adhesive dentistry, 16(2), 123-128 (2013-10-09)
To assess the influence of adhesive restorations on hydrogen peroxide (H2O2) diffusion through enamel and dentin and its cytotoxicity to pulp (MDPC-23) cells. Sound and resin-restored enamel/dentin disks were stored in water for 24 h or 6 months and adapted
Dayany da Silva Alves Maciel et al.
BioMed research international, 2018, 7921247-7921247 (2018-06-29)
The aim of this study was to evaluate the effect of camphorquinone concentration in physical-mechanical properties of experimental flowable composites in order to find the concentration that results in maximum conversion, balanced mechanical strength, and minimum shrinkage stress. Model composites
Alexandra Dreanca et al.
Materials (Basel, Switzerland), 13(11) (2020-06-04)
The main objective of this research is to demonstrate the biocompatibility of two experimental graphene dental materials by in vitro and in vivo tests for applications in dentistry. The novel graphene dental materials, including one restorative composite and one dental
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
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Articles

The Progress in Development of Dental Restorative Materials

With dentists placing nearly 100 million dental fillings into patients′ teeth annually in the U.S. alone, polymeric composite restoratives account for a very large share of the biomaterials market.

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