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246840

Sigma-Aldrich

Trimethylolpropane trimethacrylate

contains 250 ppm monomethyl ether hydroquinone as inhibitor, technical grade

Synonym(s):

Acryester TMP, Blemmer PTT, PTMA, TMPTMA

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About This Item

Linear Formula:
[H2C=C(CH3)CO2CH2]3CC2H5
CAS Number:
3290-92-4
Molecular Weight:
338.40
EC Number:
221-950-4
MDL number:
MFCD00008588
UNSPSC Code:
12162002
PubChem Substance ID:
24854829
NACRES:
NA.23

grade

technical grade

Quality Level

200

vapor density

>1 (vs air)

vapor pressure

<0.01 mmHg ( 20 °C)

contains

250 ppm monomethyl ether hydroquinone as inhibitor

refractive index

n20/D 1.472 (lit.)

density

1.06 g/mL at 25 °C (lit.)

SMILES string

CCC(COC(=O)C(C)=C)(COC(=O)C(C)=C)COC(=O)C(C)=C

InChI

1S/C18H26O6/c1-8-18(9-22-15(19)12(2)3,10-23-16(20)13(4)5)11-24-17(21)14(6)7/h2,4,6,8-11H2,1,3,5,7H3

InChI key

OKKRPWIIYQTPQF-UHFFFAOYSA-N

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General description

Trimethylolpropane trimethacrylate (TMPTMA) belongs to the class of monomers known as methacrylates. It is used in the synthesis of various TMPTMA-based polymers, which are widely used in the dental industry. They are often incorporated into dental composites and resin materials due to their excellent mechanical properties and biocompatibility. These polymers provide durability and resistance to wear, making them suitable for dental fillings, crowns, and other dental materials. TMPTMA-based polymers are also used in various applications, which include, coatings and adhesives, UV-curable materials, optical materials, and microelectronics. Additionally, TMPTMA is also used as a crosslinking agent and it has excellent hardness making it a suitable choice for adhesive applications.

Application

Trimethylolpropane trimethacrylate can be used as a cross-linking agent to synthesize:
  • Poly(hydroxyethyl methacrylate) (pHEMA) nanocomposites that are used in the dental industry.
  • Silicone rubber with a reduced bleed-out ratio.
  • Organic monolithic column by living/controlled free-radical polymerization. This column can be used as a stationary phase in capillary liquid chromatography.
  • Macroporous poly (glycidyl methacrylate-co-trimethylolpropane trimethacrylate) materials with fine controlled porous properties.
It is also used as a key component in the production of dental composites and resins. TMPTMA is valued for its ability to form strong and durable bonds with other dental materials, making it an important ingredient in the manufacture of dental restorations such as fillings, crowns, and bridges. Its high reactivity and compatibility with other monomers make it a versatile ingredient in dental materials, contributing to their mechanical strength, durability, and aesthetic properties.

WGK

WGK 2

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Ash M nd Ash I
Handbook of Fillers, Extenders, and Diluents null
={?Molded? Macroporous Poly(glycidyl methacrylate-co-trimethylolpropane trimethacrylate) Materials with Fine Controlled Porous Properties:?Preparation of Monoliths Using Photoinitiated Polymerization
={Viklund, et al.
Chemistry of Materials, 9, 463-471 (1997)
Preparation and characterization of a novel superabsorbent of konjac glucomannan-poly (acrylic acid) with trimethylolpropane trimethacrylate cross-linker.
Chen J, et al.
Royal Society of Chemistry Advances, 5(48), 38417-38423 (2015)
Andoni Rodriguez-Abetxuko et al.
Frontiers in bioengineering and biotechnology, 8, 830-830 (2020-08-28)
The number of methodologies for the immobilization of enzymes using polymeric supports is continuously growing due to the developments in the fields of biotechnology, polymer chemistry, and nanotechnology in the last years. Despite being excellent catalysts, enzymes are very sensitive
Processing of pHEMA/TiO2 based nanocomposites used as an excellent dental materials
Md. Alamgir, et al.
Materials Today: Proceedings (2022)
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