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Merck

759406

Sigma-Aldrich

Triethylenglycoldimethacrylat

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

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About This Item

Lineare Formel:
CH2=C(CH3)COO(CH2CH2O)3COC(CH3)=CH2
CAS-Nummer:
Molekulargewicht:
286.32
Beilstein:
1797351
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
12162002
PubChem Substanz-ID:
NACRES:
NA.23

product name

Triethylenglycoldimethacrylat, contains 200 ppm monomethyl ether hydroquinone as inhibitor, 99%

Qualitätsniveau

Assay

99%

Form

liquid

Enthält

200 ppm monomethyl ether hydroquinone as inhibitor

Eignung der Reaktion

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

Brechungsindex

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

bp

170-172 °C/5 mmHg (lit.)

Dichte

1.092 g/mL at 25 °C (lit.)
1.074 g/mL

Polymerarchitektur

shape: linear
functionality: homobifunctional

Lagertemp.

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

InChIKey

HWSSEYVMGDIFMH-UHFFFAOYSA-N

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Allgemeine Beschreibung

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.

Anwendung

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

Leistungsmerkmale und Vorteile

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.

Piktogramme

Exclamation mark

Signalwort

Warning

H-Sätze

Gefahreneinstufungen

Skin Sens. 1

Lagerklassenschlüssel

10 - Combustible liquids

WGK

WGK 1

Flammpunkt (°F)

332.6 °F - closed cup

Flammpunkt (°C)

167 °C - closed cup


Analysenzertifikate (COA)

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Die Dokumentenbibliothek aufrufen

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
Mono-or narrow disperse poly (methacrylate-co-divinylbenzene) microspheres by precipitation polymerization
Li, W. H., & Stover, H. D.
Journal of Polymer Science Part A: Polymer Chemistry, 37(15), 2899-2907 (1999)
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)
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)
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

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