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Sigma-Aldrich

Triethylene glycol dimethacrylate

99%, cross-linking reagent polymerization reactions, 200 ppm monomethyl ether hydroquinone as inhibitor

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About This Item

Formule linéaire :
CH2=C(CH3)COO(CH2CH2O)3COC(CH3)=CH2
Numéro CAS:
Poids moléculaire :
286.32
Numéro Beilstein :
1797351
Numéro CE :
Numéro MDL:
Code UNSPSC :
12162002
ID de substance PubChem :
Nomenclature NACRES :
NA.23

product name

Triethylene glycol dimethacrylate, contains 200 ppm monomethyl ether hydroquinone as inhibitor, 99%

Niveau de qualité

Pureté

99%

Forme

liquid

Contient

200 ppm monomethyl ether hydroquinone as inhibitor

Pertinence de la réaction

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

Indice de réfraction

n20/D 1.461 (lit.)
n/D 1.4613

Point d'ébullition

170-172 °C/5 mmHg (lit.)

Densité

1.092 g/mL at 25 °C (lit.)
1.074 g/mL

Architecture des polymères

shape: linear
functionality: homobifunctional

Température de stockage

2-8°C

Chaîne SMILES 

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

Clé InChI

HWSSEYVMGDIFMH-UHFFFAOYSA-N

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Description générale

Triethylene glycol dimethacrylate is used as a cross-linking agent in the synthesis of poly (methacrylic acid-g-ethylene glycol ) hydrogels which shows large changes in swelling due to changes in pH, temperature and solvent composition. They are also used as a divinylic methacrylic monomer which are widely used to form copolymers with divinylbenzene (DVB) and glycidyl methacrylate (GMA) or hydroxyethyl methacrylate (HEMA) comonomers.

Application

  • Used as a diluent comonomer in dimethacrylate based dental composites.
  • Used as a branching agent in the atom transfer radical polymerization (ATRP) of styrene.

Caractéristiques et avantages

Lower viscosity compared to other dimethacrylate monomers enabling higher amounts of filler to be incorporated in dental composites. Non-toxic and can be rapidly polymerized in the presence of oxygen and water.

Pictogrammes

Exclamation mark

Mention d'avertissement

Warning

Mentions de danger

Classification des risques

Skin Sens. 1

Code de la classe de stockage

10 - Combustible liquids

Classe de danger pour l'eau (WGK)

WGK 1

Point d'éclair (°F)

332.6 °F - closed cup

Point d'éclair (°C)

167 °C - closed cup


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Consulter la Bibliothèque de documents

I Sideridou et al.
Biomaterials, 23(8), 1819-1829 (2002-04-13)
In this work the room-temperature photopolymerization of Bis-GMA, Bis-EMA, urethane dimethacrylate (UDMA) and triethylene glycol dimethacrylate (TEGDMA) induced by camphoroquinone/N,N-dimethylaminoethyl methacrylate, as photo-initiator system, was followed by FT-IR. The results obtained were then fitted by a non-linear least square method
Controlled release by using poly (methacrylic acid-g-ethylene glycol) hydrogels
Peppas, N. A., & Klier, J.
Journal of Controlled Release : Official Journal of the Controlled Release Society, 16(1), 203-214 (1991)
Development of branching in atom transfer radical copolymerization of styrene with triethylene glycol dimethacrylate
Yang, H. J., Jiang, B. B., Huang, W. Y., Zhang, D. L., Kong, L. Z., Chen, J. H., & Yang, Y.
Macromolecules, 42(16), 5976-5982 (2009)
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
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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