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411167

Sigma-Aldrich

Bisphenol A glycerolate (1 glycerol/phenol) diacrylate

contains MEHQ as inhibitor

Synonym(s):

2,2-Bis[4-(3-acryloyloxy-2-hydroxypropoxy)phenyl]propane, 2,2-Bis[acryloyloxy(2′-hydroxypropyloxy)phenyl]propane, Bisphenol A glycerolate diacrylate

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About This Item

Empirical Formula (Hill Notation):
C27H32O8
CAS Number:
4687-94-9
Molecular Weight:
484.54
EC Number:
225-144-3
MDL number:
MFCD01317012
UNSPSC Code:
12162002
PubChem Substance ID:
24865731
NACRES:
NA.23

contains

MEHQ as inhibitor
250-500 ppm MEHQ as inhibitor

refractive index

n20/D 1.557 (lit.)

viscosity

2000-4000 cP(65 °C)(lit.)

acid number

<5 mg KOH/g

density

1.18 g/mL at 25 °C (lit.)

SMILES string

CC(C)(c1ccc(OCC(O)COC(=O)C=C)cc1)c2ccc(OCC(O)COC(=O)C=C)cc2

InChI

1S/C27H32O8/c1-5-25(30)34-17-21(28)15-32-23-11-7-19(8-12-23)27(3,4)20-9-13-24(14-10-20)33-16-22(29)18-35-26(31)6-2/h5-14,21-22,28-29H,1-2,15-18H2,3-4H3

InChI key

VZTQQYMRXDUHDO-UHFFFAOYSA-N

Related Categories

Application

UV curable cross-linking agent. Component of curable inks, coatings, varnishes and lacquers.

Features and Benefits

High viscosity, non-volatile, difunctional acrylate. Gives fast cure speeds, low odor and low volatility.

Physical form

epoxy acrylate oligomer

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H317

Hazard Classifications

Skin Sens. 1

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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D L Holness et al.
Contact dermatitis, 28(4), 216-219 (1993-04-01)
Epoxy resin of the bisphenol A type (ERBA) is a common cause of occupational contact dermatitis. 167 patients with a history of potential exposure were patch tested with epoxy resin (molecular weight 340) (ERBAM) 1% in pet. and with a
B Björkner
Acta dermato-venereologica, 61(1), 7-10 (1981-01-01)
One commonly used prepolymer in ultraviolet (UV) curing inks is epoxy acrylate. Of 6 men with dermatitis contracted from UV-curing inks, 2 had positive patch test reaction to epoxy acrylate. None reacted to the chemically related bisphenol A dimethacrylate. The
Han N Lee et al.
American journal of contact dermatitis : official journal of the American Contact Dermatitis Society, 13(3), 108-115 (2002-08-08)
The study's objective was 2-fold: first, to evaluate the potential cross-reactivity between Bis-A epoxy resins and epoxy acrylates and second, to study the cross reactivity between Bis-A epoxy resins and newer Bis-F epoxy resins in patients with allergic contact dermatitis
B Bjorkner et al.
Contact dermatitis, 10(5), 286-304 (1984-05-01)
Most composite materials in dentistry used today, contain resins based on dimethacrylates. BIS-GMA [2,2-bis-(4-(2-hydroxy-3-methacryloxypropoxy)phenyl)propane], the addition reaction product of bisphenol A and glycidyl methacrylate or an epoxy resin and methacrylic acid, is used most extensively. More recently, dimethacrylates based on
L Kanerva et al.
Contact dermatitis, 14(2), 80-84 (1986-02-01)
A dental assistant developed sensitivity to dental restorative materials within 3 months of starting to use them. They contained the epoxy acrylate BIS-GMA, which is the most commonly used dimethacrylate monomer in dental composite restorations. She was positive to a
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