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Merck

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:
1565-94-2
Molecular Weight:
512.59
NACRES:
NA.23
PubChem Substance ID:
24872895
UNSPSC Code:
12162002
MDL number:
MFCD00191825

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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

SMILES string

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

InChI key

AMFGWXWBFGVCKG-UHFFFAOYSA-N

composition

glycerol/phenol, 1

refractive index

n20/D 1.552 (lit.)

density

1.161 g/mL at 25 °C (lit.)

storage temp.

2-8°C

Quality Level

200

Related Categories

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

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.

pictograms

CorrosionExclamation mark
GHS05,GHS07

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

Group 4: Flammable liquids + Type 3 petroleums + Hazardous rank III + Water insoluble liquid

fsl

Substances Subject to be Indicated Names

ishl_indicated

Substances Subject to be Notified Names

ishl_notified

494356-VAR: + 494356-BULK: + 494356-100ML:4548173981253

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Certificates of Analysis (COA)

Lot/Batch Number
MKCQ9702
MKCQ9701
MKCQ6327
MKCQ4318
MKCN9020

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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
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
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
Wael Aly Ghuneim
The Journal of oral implantology, 39(5), 559-573 (2011-07-20)
This study is a phase of a biomechanical study, a part of a research program concerned with the new concept of in situ tooth replication. The purpose of the study was to evaluate tooth replica under each of two possible
Jun Hyup Lee
Polymers, 12(10) (2020-09-30)
To attain the narrow bezel characteristic of information displays, functional sealing composite materials should possess high adhesion strength and water barrier performance due to their narrow line widths. In this study, highly adhesive UV/heat dual-curable epoxy-acrylate composites with outstanding water-resistant
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