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261548

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%

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

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

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Certificates of Analysis (COA)

Lot/Batch Number
STBK7131
SDBB0773
STBK9289
STBL0997
STBK7874

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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
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
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
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
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