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Trimethylolpropane triacrylate

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Trimethylolpropane triacrylate Basic information

Product Name:
Trimethylolpropane triacrylate
Synonyms:
  • 1,1,1-(TRIHYDROXYMETHYL)PROPANE TRIACRYLATE
  • 1,1,1-TRIMETHYLOL PROPANE TRIACRYLATE
  • 2-propenoic acid 2-ethyl-2-[[(1-oxo-2-propenyl)oxy]methyl]-1,3-propanediyl ester
  • 2-ETHYL-2-(HYDROXYMETHYL)-1,3-PROPANEDIOL TRIACRYLATE
  • 2-Ethyl-2-[[(1-oxoallyl)oxy]methyl]-1,3-propanediyl diacrylate
  • TMPTA
  • TRIMETHYLOLPROPANE TRIACRYLATE
  • HEXAGLYCERINE TRIACRYLATE
CAS:
15625-89-5
MF:
C15H20O6
MW:
296.32
EINECS:
239-701-3
Product Categories:
  • Functional Monomer
  • 15625-89-5
Mol File:
15625-89-5.mol
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Trimethylolpropane triacrylate Chemical Properties

Melting point:
-66°C
Boiling point:
>200°C
Density 
1.1 g/mL at 25 °C (lit.)
vapor density 
>1 (vs air)
vapor pressure 
<0.01 mm Hg ( 20 °C)
refractive index 
n20/D 1.474(lit.)
Flash point:
>230 °F
storage temp. 
Refrigerator
form 
Liquid
pka
0[at 20 ℃]
Specific Gravity
1.1
color 
Colorless to Light yellow to Light orange
Water Solubility 
Miscible with water.
FreezingPoint 
-66
InChIKey
DAKWPKUUDNSNPN-UHFFFAOYSA-N
LogP
4.35 at 20℃
CAS DataBase Reference
15625-89-5(CAS DataBase Reference)
IARC
2B (Vol. 122) 2019
NIST Chemistry Reference
TMPTA (Trimethylol propane triacrylate)(15625-89-5)
EPA Substance Registry System
Trimethylolpropane triacrylate (15625-89-5)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/38-43
Safety Statements 
39
WGK Germany 
1
RTECS 
AT4810000
TSCA 
Yes
HS Code 
29161290
Hazardous Substances Data
15625-89-5(Hazardous Substances Data)
Toxicity
LD50 oral in rat: 5190uL/kg

MSDS

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Trimethylolpropane triacrylate Usage And Synthesis

Description

Trimethylolpropane triacrylate (TMPTA) is a multifunctional acrylie monomer. It reacts with propyleneimine to form polyfunctional aziridine. Sensitization was observed in a textile fabric printer. Patch tests were positive with the polyfunctional aziridine hardener, but were negative to TMPTA. TMPTA caused contact dermatitis in an optic-fiber manufacturing worker and was reported as a sensitizer in a floor top coat or in photopolymerizable inks.

Chemical Properties

Colorless viscid liquid

Uses

Trimethylol propane triacrylate is a triacrylate for use in UV -curable lithographic inks, varnishes, artificial nails, wood finish solder, and etch resists in the electronics industry.

Uses

Trimethylolpropane triacrylate has important properties like low volatility, resistance against weather, chemical, water and abrasion, and immediate curing property. The above mentioned properties prompted its use in the production of adhesives, plastics, sealant chemicals, paint additives, photosensitive chemicals, ink and toner. It finds application in alkyd coatings, dental polymers, compact discs, hardwood floors, concrete polymers, screen printing, elastomers, automobile headlamps, acrylics and plastic components for the medical industry.

Preparation

Synthesis of trimethylolpropane triacrylate: 2.44 kg of trimethylolpropane, 3.93 kg of acrylic acid, 0.5 kg of an acid ion exchanger (Lewatit 3333 of BAYER AG), 9 g of hydroquinone and 1.5 liters of petroleum ether (boiling range 60° to 70° C) were heated under a water separator, whilst stirring, in a 10 liter three-necked flask equipped with a stirrer, water separator and gas inlet tube. At the same time, a constant stream of air saturated with allyl alcohol was passed through the flask at a rate of 2 liters/hour. In total, 16 ml of allyl alcohol were introduced into the esterification mixture in this way. After 80 hours, the reaction mixture had an acid number of 32 and the boiling point had risen to 72° C. The petroleum ether was distilled off, remnants being removed by applying a vacuum of 0.2 mm Hg at a product temperature of 40° C. The esterification catalyst was separated off by filtration and was kept for further use. The trimethylolpropane triacrylate obtained in practically quantitative yield was pale yellowish and clear. The viscosity corresponded to a time of outflow of 20 seconds measured in a DIN cup 4 at 20° C. The product showed no change even on storage for 4 months at 60° C. When used in a UV light-curing printing ink which contained a photoinitiator, the product polymerised at high speed.
Literature source US04059721

Definition

ChEBI: Trimethylolpropane triacrylate is a carbonyl compound.

Flammability and Explosibility

Not classified

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