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Sigma-Aldrich

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:
109-16-0
Molecular Weight:
286.32
Beilstein:
1797351
EC Number:
203-652-6
MDL number:
MFCD00008591
UNSPSC Code:
12162002
PubChem Substance ID:
24855819
NACRES:
NA.23

product name

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

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

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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.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H317

Hazard Classifications

Skin Sens. 1

Storage Class Code

10 - Combustible liquids

WGK

WGK 1

Flash Point(F)

332.6 °F - closed cup

Flash Point(C)

167 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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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
Vidhi Malik et al.
International journal of molecular sciences, 21(15) (2020-08-06)
The anti-metastatic and anti-angiogenic activities of triethylene glycol derivatives have been reported. In this study, we investigated their molecular mechanism(s) using bioinformatics and experimental tools. By molecular dynamics analysis, we found that (i) triethylene glycol dimethacrylate (TD-10) and tetraethylene glycol
Geum-Jun Han et al.
The journal of adhesive dentistry, 14(5), 461-469 (2012-06-23)
To evaluate the effect of applied power on dental ceramic bonding of composite resin using nonthermal atmospheric pressure plasma (APP). A pencil-type APP torch was used to modify the surface chemical composition and hydrophilicity of dental ceramic and to improve
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
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