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Merck

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

Product Name

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

InChI key

HWSSEYVMGDIFMH-UHFFFAOYSA-N

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

SMILES string

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

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

Quality Level

200

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Related Categories

Application

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

General description

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

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H317

Hazard Classifications

Skin Sens. 1

Storage Class

10 - Combustible liquids

wgk

WGK 1

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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Certificates of Analysis (COA)

Lot/Batch Number
SDBB4411
STBL0997
STBK7131
SDBB0773
STBK9289

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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
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
Eleftherios G Andriotis et al.
Nanomaterials (Basel, Switzerland), 11(1) (2021-01-17)
Mini-emulsion polymerization was applied for the synthesis of cross-linked polymeric nanoparticles comprised of methyl methacrylate (MMA) and Triethylene Glycol Dimethacrylate (TEGDMA) copolymers, used as matrix-carriers for hosting D-limonene. D-limonene was selected as a model essential oil, well known for its
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
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
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