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Merck
CN

261548

Triethylene glycol dimethacrylate

95%, cross-linking reagent polymerization reactions, methacrylate, 80-120 ppm MEHQ as inhibitor

Synonym(s):

TEGDMA

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About This Item

Linear Formula:
CH2=C(CH3)COO(CH2CH2O)3COC(CH3)=CH2
CAS Number:
Molecular Weight:
286.32
NACRES:
NA.23
PubChem Substance ID:
UNSPSC Code:
12162002
EC Number:
203-652-6
MDL number:
Beilstein/REAXYS Number:
1797351
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Product Name

Triethylene glycol dimethacrylate, contains 80-120 ppm MEHQ as inhibitor, 95%

Quality Level

assay

95%

form

liquid

contains

80-120 ppm MEHQ as inhibitor

reaction suitability

reagent type: cross-linking reagent
reaction type: Polymerization Reactions

refractive index

n20/D 1.461 (lit.)

bp

170-172 °C/5 mmHg (lit.)

density

1.092 g/mL at 25 °C (lit.)

Ω-end

methacrylate

α-end

methacrylate

polymer architecture

shape: linear
functionality: homobifunctional

storage temp.

2-8°C

SMILES string

CC(=C)C(=O)OCCOCCOCCOC(=O)C(C)=C

InChI

1S/C14H22O6/c1-11(2)13(15)19-9-7-17-5-6-18-8-10-20-14(16)12(3)4/h1,3,5-10H2,2,4H3

InChI key

HWSSEYVMGDIFMH-UHFFFAOYSA-N

General description

Triethylene glycol dimethacrylate (TEGDMA) is a hydrophilic, low viscosity, difunctional methacrylic monomer employed as a crosslinking agent.

Application

TEGDMA is a monomer typically used in dental resin materials that can cause specific stress responses in eukaryotic cells.


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pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Skin Sens. 1B

Storage Class

10 - Combustible liquids

flash_point_f

332.6 °F - closed cup

flash_point_c

167 °C - closed cup

ppe

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



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Articles

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.


Helmut Schweikl et al.
Biomaterials, 29(10), 1377-1387 (2008-01-01)
Triethylene glycol dimethacrylate (TEGDMA) is a comonomer that is released from dental resin-based materials into hydrophilic solvents. The compound reduces cell vitality, and causes genotoxicity in mammalian cells in vitro. Here, we used gene expression profiling, combined with pathway analysis
M Dewaele et al.
Journal of dental research, 91(12), 1178-1183 (2012-10-09)
Volumetric shrinkage reduction is a constant challenge in the improvement of dental resins. The inclusion of hyperbranched polymers (HBPs) with modified functionalities (hydroxyl, propionate, and methacrylate) instead of conventional dimethacrylate monomers has the potential to reduce shrinkage, but can also
E Marsich et al.
Acta biomaterialia, 9(2), 5088-5099 (2012-10-13)
Bisphenol A glycidylmethacrylate (BisGMA)/triethyleneglycol dimethacrylate (TEGDMA) thermosets are biomaterials commonly employed for orthopedic and dental applications; for both these fields, bacterial adhesion to the surface of the implant represents a major issue for the outcome of the surgical procedures. In



Global Trade Item Number

SKUGTIN
261548-1L04061837886393
261548-250ML04061837886409