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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.

Storage Class

10 - Combustible liquids

wgk_germany

WGK 2

Certificates of Analysis (COA)

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Biomimetic Piezoelectric Quartz Crystal Sensor with Chloramphenicol-Imprinted Polymer Sensing Layer
Ebarvia BS, et al.
Talanta (2015)
Bleed-out suppression of silicone rubber by electron beam crosslinking
Radiation Physics and Chemistry, 193, 110002-110002 (2022)
Rajagopal Rajkumar et al.
Biosensors & bioelectronics, 22(12), 3318-3325 (2007-04-10)
Molecularly imprinted polymers (MIPs) against fructosyl valine (Fru-Val), the N-terminal constituent of hemoglobin A1c beta-chains, were prepared by cross-linking of beta-D-Fru-Val-O-bis(4-vinylphenylboronate) with an excess of ethylene glycol dimethacrylate (EDMA) or trimethylolpropane trimethacrylate (TRIM). Control MIPs were prepared in analogy by
Julien Courtois et al.
Journal of chromatography. A, 1109(1), 92-99 (2005-12-27)
Monolithic molecularly imprinted polymers (mMIPs) have been synthesized in a novel way using a trimethylolpropane trimethacrylate core material photo-polymerized in situ in a 100 microm I.D. UV-transparent capillary and further photo-grafted to create specific cavities in the grafted layer. This
Anne-Sophie Belmont et al.
Biosensors & bioelectronics, 22(12), 3267-3272 (2007-03-21)
Reflectometric interference spectroscopic measurements were performed on molecularly imprinted polymer (MIP) films with the herbicide atrazine as the template molecule. A conventional imprinting protocol was used relying on non-covalent interactions between the functional monomers and the template. The MIPs were
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