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114235

Sigma-Aldrich

1,3,5-Triallyl-1,3,5-triazine-2,4,6(1H,3H,5H)-trione

98%

Synonym(s):

1,3,5-Tri-2-propen-1-yl-1,3,5-triazine-2,4,6(1H ,3H ,5H )-trione, 1,3,5-Triallyl-1,3,5-triazinane-2,4,6-trione, 1,3,5-Triallylisocyanurate, 1,3,5-Triallylisocyanuric acid, 1,3,5-Tris-2′-propenylisocyanuric acid, Triallyl isocyanurate

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About This Item

Empirical Formula (Hill Notation):
C12H15N3O3
CAS Number:
1025-15-6
Molecular Weight:
249.27
Beilstein/REAXYS Number:
225482
EC Number:
213-834-7
MDL number:
MFCD00006554
UNSPSC Code:
12162002
PubChem Substance ID:
24847161
NACRES:
NA.23

assay

98%

contains

500 ppm tert-butylhydroquinone as inhibitor

refractive index

n20/D 1.513 (lit.)

bp

149-152 °C/4 mmHg (lit.)

density

1.159 g/mL at 25 °C (lit.)

SMILES string

C=CCN1C(=O)N(CC=C)C(=O)N(CC=C)C1=O

InChI

1S/C12H15N3O3/c1-4-7-13-10(16)14(8-5-2)12(18)15(9-6-3)11(13)17/h4-6H,1-3,7-9H2

InChI key

KOMNUTZXSVSERR-UHFFFAOYSA-N

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General description

1,3,5-Triallyl-1,3,5-triazine-2,4,6(1H,3H,5H)-trione, also known as triallyl isocyanurate (TAIC), is a versatile monomer widely employed in polymer synthesis as a crosslinking agent or co-monomer. It is commonly used as a key component in various applications, including rubber and plastic industries, coatings, adhesives, elastomers, and in the development of dental restorative materials.

Application

1,3,5-Triallyl-1,3,5-triazine-2,4,6(1H,3H,5H)-trione can be used as:
  • A crosslinking agent or additive in the synthesis of polylactic acid /flax composite materials to enhance their properties and performance under gamma irradiation.
  • A monomer in the synthesis of flexible ionogels with good mechanical properties via in situ thiol-ene photopolymerization with trimethylolpropane tris(3-mercaptopropionate). These ionogels further find applications in electrochemical capacitors.
  • A monomer in the fabrication of the shape memory polymer substrates.
The Progress in Development of Dental Restorative Materials

pictograms

Health hazardExclamation mark
GHS08,GHS07

signalword

Warning

hcodes

H302,H373

Hazard Classifications

Acute Tox. 4 Oral - STOT RE 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 1

flash_point_f

319.1 °F - closed cup

flash_point_c

159.5 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Certificates of Analysis (COA)

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Qingbing Zeng et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 789(2), 265-272 (2003-05-14)
Biocompatible affinity adsorbents prepared from macroporous glycidyl methacrylate-triallyl isocyanurate copolymer (GT) has been used for removing circulating immune complexes (CICs). In this work, adsorption of circulating immune complexes on GT-based affinity adsorbents has been studied by using batch and hemoperfusion
Cheng-Lan Lin et al.
Journal of chromatography. A, 1272, 65-72 (2012-12-25)
This study describes the ability of triallyl isocyanurate (TAIC)-co-methacrylate ester polymer monoliths as stationary phases for the separation of hydrophilic compounds (phenolic acids, amino acids and catecholamines) in capillary electrochromatography (CEC) and ultra high pressure liquid chromatography (UHPLC). Several TAIC-co-methacrylate
Zhiquan Li et al.
Photochemistry and photobiology, 95(5), 1219-1229 (2019-03-19)
Designing digital light processing (DLP) 3D printable photosensitive resins with antibacterial properties is especially vital because of their potential applications in various biomedical fields. In this contribution, a thiol-ene-acrylate ternary system with reduced volume shrinkage and fast photopolymerization rate was
Chuanglong He et al.
Journal of biomedical materials research. Part A, 99(4), 655-665 (2011-09-29)
The radiation crosslinked poly(L-lactide) (PLLA) electrospun nanofibers have been developed with improved thermal stability and mechanical properties. Trially isocyanurate (TAIC) were added into PLLA solution at different weight ratios (1, 3, and 5%) and electrospun into nanofibrous mats, the mats
Dustin M Simon et al.
Journal of biomedical materials research. Part A, 105(1), 159-168 (2016-09-13)
Intracortical probe technology, consisting of arrays of microelectrodes, offers a means of recording the bioelectrical activity from neural tissue. A major limitation of existing intracortical probe technology pertains to limited lifetime of 6 months to a year of recording after
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The Progress in Development of Dental Restorative Materials

With dentists placing nearly 100 million dental fillings into patients′ teeth annually in the U.S. alone, polymeric composite restoratives account for a very large share of the biomaterials market.

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