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Sigma-Aldrich

Triethylene glycol dimethacrylate

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

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Synonym(s):
TEGDMA
Linear Formula:
CH2=C(CH3)COO(CH2CH2O)3COC(CH3)=CH2
CAS Number:
109-16-0
Molecular Weight:
286.32
Beilstein/REAXYS Number:
1797351
EC Number:
203-652-6
MDL number:
MFCD00008591
UNSPSC Code:
12162002
PubChem Substance ID:
24855819
NACRES:
NA.23

Quality Level

200

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

signalword

Warning

hcodes

H317

Hazard Classifications

Skin Sens. 1

wgk_germany

WGK 1

flash_point_f

332.6 °F

flash_point_c

167 °C

ppe

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

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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
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
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
Andrzej Dworak et al.
ACS applied materials & interfaces, 5(6), 2197-2207 (2013-03-02)
Well-defined thermosensitive poly[tri(ethylene glycol) monoethyl ether methacrylate] (P(TEGMA-EE)) brushes were synthesized on a solid substrate by the surface-initiated atom transfer radical polymerization of TEGMA-EE. The polymerization reaction was initiated by 2-bromo-2-methylpropionate groups immobilized on the surface of the wafers. The
Emel Karaman et al.
The journal of adhesive dentistry, 14(5), 485-492 (2012-06-23)
To evaluate the 24-month clinical performance of cervical restorations using a nanohybrid and a flowable resin composite with a one-step self-etching adhesive. Twenty-one patients with at least one pair of non-carious cervical lesions participated in this study. A total of
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