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D3415

Sigma-Aldrich

Bisphenol A diglycidyl ether

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Synonym(s):
BADGE, DGEBA, NSC 5022, 2,2-Bis[4-(glycidyloxy)phenyl]propane, 4,4′-Isopropylidenediphenol diglycidyl ether, D.E.R. 332
Empirical Formula (Hill Notation):
C21H24O4
CAS Number:
Molecular Weight:
340.41
Beilstein/REAXYS Number:
299026
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.77

form

viscous liquid

Quality Level

composition

Epoxide equivalent weight, 172-176

density

1.16 g/mL at 25 °C (lit.)

SMILES string

CC(C)(c1ccc(OCC2CO2)cc1)c3ccc(OCC4CO4)cc3

InChI

1S/C21H24O4/c1-21(2,15-3-7-17(8-4-15)22-11-19-13-24-19)16-5-9-18(10-6-16)23-12-20-14-25-20/h3-10,19-20H,11-14H2,1-2H3

InChI key

LCFVJGUPQDGYKZ-UHFFFAOYSA-N

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This Item
311851513873417
Bisphenol A diglycidyl ether

D3415

Bisphenol A diglycidyl ether

D.E.R.™ 332 used as embedding medium

31185

D.E.R. 332

Bisphenol A diglycidyl ether analytical standard

15138

Bisphenol A diglycidyl ether

Quality Level

100

Quality Level

-

Quality Level

100

Quality Level

100

composition

Epoxide equivalent weight, 172-176

composition

-

composition

-

composition

-

density

1.16 g/mL at 25 °C (lit.)

density

-

density

-

density

-

General description

Bisphenol A diglycidyl ether is an epoxy resin.

Application

Bisphenol A diglycidyl ether has been used:
  • to study its effects on propiomelanocortin (POMC):enhanced green fluorescent protein (EGFP) expression in our transgenic fish
  • to study the curing behavior, kinetics of epoxy, polyamidoamine systems and the influence of the incorporation of Fe3O4 magnetic nanoparticles (MNPs)
  • as a thermosetting resin
  • to determine the optimum composition of the epoxy-polysiloxane blend
  • for the preparation of transparent epoxy-based nanocomposite coatings
  • for the preparation, coating and curing of epoxy-graphene (E/G)

Biochem/physiol Actions

PPARγ inhibitor that blocks rosiglitazone- and insulin-induced adipogenesis.

Features and Benefits

This compound is featured on the Nuclear Receptors (PPARs) page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Linkage

Epoxy resin often used in conjunction with DER 732 to form blocks of varying strength and hardness.

Legal Information

D.E.R. is a trademark of The Dow Chemical Company or an affiliated company of Dow

pictograms

Exclamation markEnvironment

signalword

Warning

Hazard Classifications

Aquatic Chronic 2 - Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1

Storage Class

10 - Combustible liquids

wgk_germany

WGK 2

flash_point_f

507.2 - 514.4 °F - closed cup

flash_point_c

264 - 268 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter


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Transparent nanocomposite coatings based on epoxy and layered double hydroxide: nonisothermal cure kinetics and viscoelastic behavior assessments
Rastin H, et al.
Progress in Organic Coatings, 113, 126-135 (2017)
H M Wright et al.
The Journal of biological chemistry, 275(3), 1873-1877 (2000-01-15)
While searching for natural ligands for the peroxisome proliferator-activated receptor (PPAR) gamma, we identified a synthetic compound that binds to this receptor. Bisphenol A diglycidyl ether (BADGE) is a ligand for PPARgamma with a K(d(app)) of 100 microM. This compound
Enhanced protective properties and UV stability of epoxy/graphene nanocomposite coating on stainless steel.
Alhumade H, et al.
Express Polymer Letters, 10(12) (2016)
Hoa H Le et al.
Endocrinology, 151(12), 5689-5699 (2010-10-12)
Estrogenic endocrine disrupting chemicals (EDCs) constitute a diverse group of man-made chemicals and natural compounds derived from plants and microbial metabolism. Estrogen-like actions are mediated via the nuclear hormone receptor activity of estrogen receptor (ER)α and ERβ and rapid regulation
Enhanced Charpy impact strength of epoxy resin modified with vinyl-terminated polydimethylsiloxane
Vilcakova J, et al.
Journal of Applied Polymer Science, 135(4), 45720-45720 (2018)

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