Trimethylol propane triacrylate

Structural formula
General
Surname	Trimethylol propane triacrylate
other names	1,1,1-trihydroxymethylpropyl triacrylate; 1,1,1-trimethylolpropane triacrylate; TMPTA; 1,1,1-tris (hydroxymethyl) propyl triacrylate;
Molecular formula	C 15 H 20 O 6
Brief description	colorless liquid
External identifiers / databases
EC number	239-701-3
ECHA InfoCard	100.036.077
PubChem	27423
Wikidata	Q7670760
properties
Molar mass	296.32 g mol −1
Physical state	liquid
density	1.1 g cm −3
boiling point	> 200 ° C
Vapor pressure	<0.01 mbar (20 ° C)
solubility	poorly soluble in water
Refractive index	1.474 (20 ° C)
safety instructions
GHS hazard labeling from Regulation (EC) No. 1272/2008 (CLP) , expanded if necessary Caution
H and P phrases	H: 315-317-319
	P: 280-305 + 351 + 338
Toxicological data	5710 mg kg −1 ( LD 50 , rat , oral ) ; 5170 mg kg −1 ( LD 50 , rabbit , transdermal ) ;
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . Refractive index: Na-D line , 20 ° C

Trimethylolpropane triacrylate is a chemical compound from the group of carboxylic acid esters .

Extraction and presentation

Trimethylolpropane triacrylate can be produced by esterification of trimethylolpropane . Acrylic acid is a known contaminant in technical products.

properties

Trimethylolpropane triacrylate is a slightly volatile, very difficult to ignite, colorless liquid that is sparingly soluble in water. It can polymerize, which is why the technical product hydroquinone monomethyl ether is added as an inhibitor.

use

Trimethylolpropane triacrylate is a trifunctional acrylate monomer that is used as a reactive diluent in radical radiation curing and crosslinking agent in UV-curable paints and plastics, e.g. B. for printing plates or plastic coatings, and for the production of polyfunctional aziridine hardeners is used.

Safety instructions / risk assessment

In the case of trimethylolpropane triacrylate, a sensitizing effect in humans has been demonstrated in several cases of contact dermatitis, some of which is due to work.

Trimethylolpropane triacrylate was included by the EU in 2014 in accordance with Regulation (EC) No. 1907/2006 (REACH) in the context of substance evaluation in the Community's ongoing action plan ( CoRAP ). The effects of the substance on human health and the environment are re-evaluated and, if necessary, follow-up measures are initiated. The reasons for the uptake of trimethylolpropane triacrylate were concerns about exposure of workers , high risk characterization ratio (RCR) and widespread use as well as the suspected hazards from sensitizing properties. The re-evaluation took place from 2014 and was carried out by France . A final report was then published.

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j ^k ^l Entry on 1,1,1-trimethylolpropane triacrylate in the GESTIS substance database of the IFA , accessed on July 23, 2016(JavaScript required) .
↑ ^a ^b Data sheet Trimethylolpropane triacrylate, contains 600 ppm monomethyl ether hydroquinone as inhibitor, technical grade from Sigma-Aldrich , accessed on August 16, 2014 ( PDF ).
↑ Entry on 2-ethyl-2 - [[(1-oxoallyl) oxy] methyl] -1,3-propanediyl diacrylate Template: Linktext-Check / Escaped in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on August 1, 2016. Manufacturer or distributor can expand the harmonized classification and labeling .
^ Entry on trimethylolpropane triacrylate in the Hazardous Substances Data Bank , accessed on August 16, 2014.
↑ ^a ^b Trimethylolpropane triacrylate (MAK Value Documentation in German language, 1998) - The MAK Collection for Occupational Health and Safety, doi : 10.1002 / 3527600418.mb1562589d0027 , accessed on August 16, 2014
↑ European Chemicals Agency (ECHA): Substance Evaluation Conclusion and Evaluation Report .
↑ Community rolling action plan ( CoRAP ) of the European Chemicals Agency (ECHA): 2-ethyl-2 - [[(1-oxoallyl) oxy] methyl] -1,3-propanediyl diacrylate Template: link text check / apostrophe , accessed on May 1, 2020.

[GESTIS-1] ↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j ^k ^l Entry on 1,1,1-trimethylolpropane triacrylate in the GESTIS substance database of the IFA , accessed on July 23, 2016(JavaScript required) .

[Sigma-2] Data sheet Trimethylolpropane triacrylate, contains 600 ppm monomethyl ether hydroquinone as inhibitor, technical grade from Sigma-Aldrich , accessed on August 16, 2014 ( PDF ).

[CLP_100.036.077-3] Entry on 2-ethyl-2 - [[(1-oxoallyl) oxy] methyl] -1,3-propanediyl diacrylate Template: Linktext-Check / Escaped in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on August 1, 2016. Manufacturer or distributor can expand the harmonized classification and labeling .

[HSDB-4] Entry on trimethylolpropane triacrylate in the Hazardous Substances Data Bank , accessed on August 16, 2014.

[mak-5] Trimethylolpropane triacrylate (MAK Value Documentation in German language, 1998) - The MAK Collection for Occupational Health and Safety, doi : 10.1002 / 3527600418.mb1562589d0027 , accessed on August 16, 2014

[6] European Chemicals Agency (ECHA): Substance Evaluation Conclusion and Evaluation Report .

[7] Community rolling action plan ( CoRAP ) of the European Chemicals Agency (ECHA): 2-ethyl-2 - [[(1-oxoallyl) oxy] methyl] -1,3-propanediyl diacrylate Template: link text check / apostrophe , accessed on May 1, 2020.