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759406

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

Fórmula linear:
CH2=C(CH3)COO(CH2CH2O)3COC(CH3)=CH2
Número CAS:
109-16-0
Peso molecular:
286.32
Beilstein:
1797351
Número CE:
203-652-6
Número MDL:
MFCD00008591
Código UNSPSC:
12162002
ID de substância PubChem:
329766782
NACRES:
NA.23

product name

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

Nível de qualidade

100

Ensaio

99%

forma

liquid

contém

200 ppm monomethyl ether hydroquinone as inhibitor

adequação da reação

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

índice de refração

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

pb

170-172 °C/5 mmHg (lit.)

densidade

1.092 g/mL at 25 °C (lit.)
1.074 g/mL

arquitetura do polímero

shape: linear
functionality: homobifunctional

temperatura de armazenamento

2-8°C

cadeia de caracteres 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

chave InChI

HWSSEYVMGDIFMH-UHFFFAOYSA-N

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Descrição geral

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.

Aplicação

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

Características e benefícios

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.

Pictogramas

Exclamation mark
GHS07

Palavra indicadora

Warning

Frases de perigo

H317

Classificações de perigo

Skin Sens. 1

Código de classe de armazenamento

10 - Combustible liquids

Classe de risco de água (WGK)

WGK 1

Ponto de fulgor (°F)

332.6 °F - closed cup

Ponto de fulgor (°C)

167 °C - closed cup

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Certificados de análise (COA)

Lot/Batch Number
MKCD5684
MKBK2405

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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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