2,4,6-tris (allyloxy) -1,3,5-triazine

Structural formula
General
Surname	2,4,6-tris (allyloxy) -1,3,5-triazine
other names	2,4,6-tris (prop-2-enyloxy) -1,3,5-triazine; Triallyl cyanurate; Triallyl cyanurate; TAC;
Molecular formula	C 12 H 15 N 3 O 3
Brief description	yellow solid with a pungent odor
External identifiers / databases
EC number	202-936-7
ECHA InfoCard	100.002.670
PubChem	7555
Wikidata	Q1894083
properties
Molar mass	249.27 g mol −1
Physical state	firmly
density	1.11 g cm −3
Melting point	26-27 ° C
boiling point	162 ° C (3 hPa)
Vapor pressure	1.3 hPa (100 ° C)
solubility	very sparingly soluble in water (0.3 g l −1 at 20 ° C); miscible with acetone , benzene , trichloromethane , dioxane , ethanol , ethyl acetate , xylene ;
safety instructions
H and P phrases	H: 302-411
	P: 273
Toxicological data	590 mg kg −1 ( LD 50 , rat , oral ) ; 8600 mg kg −1 ( LD 50 , rabbit / mouse , transdermal ) ;
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

2,4,6-Tris (allyloxy) -1,3,5-triazine is a chemical compound from the group of substituted triazine derivatives .

Extraction and presentation

2,4,6-Tris (allyloxy) -1,3,5-triazine can be obtained by reacting cyanuric chloride and allyl alcohol in the presence of sodium hydroxide solution . The compound can also be prepared by transesterification of trialkyl cyanurates with allyl alcohol and sodium methoxide .

properties

2,4,6-Tris (allyloxy) -1,3,5-triazine is a flammable, difficult to ignite, yellow solid with a pungent odor, which is very sparingly soluble in water. It decomposes when heated above 150 ° C. It polymerizes when heated and is therefore commercially available with hydroquinone as a stabilizer. The compound undergoes transesterification with a number of glycols at a temperature of 100 to 140 ° C.

use

2,4,6-Tris (allyloxy) -1,3,5-triazine is used as a trifunctional crosslinking component for the production of thermoplastics from polyethylene , chlorinated polyethylene (PE-C), polyurethanes , ethylene-propylene-diene rubber , and others Rubber products, polyaryl ethers and cable insulation compounds and coating materials are used. Copolymers with methyl methacrylate produce hard acrylic sheets with excellent optical properties. Such plastics have an increased heat resistance, which can be used briefly up to 200 ° C and continuously up to 150 ° C.

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j Entry on 2,4,6-tris (allyloxy) -1,3,5-triazine in the GESTIS substance database of the IFA , accessed on September 17, 2017(JavaScript required) .
↑ ^a ^b ^c ^d ^e Entry on triallyl cyanurate. In: Römpp Online . Georg Thieme Verlag, accessed on September 18, 2017.
↑ Document DE102006034257A1: Process for the production of triallyl cyanurate - Document DE102006034257A1 , accessed on September 18, 2017.
^ NIIR Board of Consultants and Engineers: Synthetic Resins Technology Handbook . ASIA PACIFIC BUSINESS PRESS Inc., 2005, ISBN 81-7833-026-1 , pp. 85 ( limited preview in Google Book search).
↑ L. Rapoport, EM Smolin: Triazines . John Wiley & Sons, 2009, ISBN 0-470-18812-X , pp. 83 ( limited preview in Google Book search).
↑ Dipl.-Ing Hans Domininghaus: plastics properties and applications . Springer-Verlag, 2013, ISBN 978-3-662-06663-8 , pp. 1066 ( limited preview in Google Book search).
↑ Harro Hagen: Glass fiber reinforced plastics . Springer-Verlag, 2013, ISBN 978-3-642-52686-2 , pp. 78 ( limited preview in Google Book search).

[GESTIS-1] ↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j Entry on 2,4,6-tris (allyloxy) -1,3,5-triazine in the GESTIS substance database of the IFA , accessed on September 17, 2017(JavaScript required) .

[RömppOnline-2] Entry on triallyl cyanurate. In: Römpp Online . Georg Thieme Verlag, accessed on September 18, 2017.

[patent-de.com-3] Document DE102006034257A1: Process for the production of triallyl cyanurate - Document DE102006034257A1 , accessed on September 18, 2017.

[NIIR_Board_of_Consultants_and_Engineers-4] NIIR Board of Consultants and Engineers: Synthetic Resins Technology Handbook . ASIA PACIFIC BUSINESS PRESS Inc., 2005, ISBN 81-7833-026-1 , pp. 85 ( limited preview in Google Book search).

[L._Rapoport,_E._M._Smolin-5] L. Rapoport, EM Smolin: Triazines . John Wiley & Sons, 2009, ISBN 0-470-18812-X , pp. 83 ( limited preview in Google Book search).

[Dipl.-Ing_Hans_Domininghaus-6] Dipl.-Ing Hans Domininghaus: plastics properties and applications . Springer-Verlag, 2013, ISBN 978-3-662-06663-8 , pp. 1066 ( limited preview in Google Book search).

[Harro_Hagen-7] Harro Hagen: Glass fiber reinforced plastics . Springer-Verlag, 2013, ISBN 978-3-642-52686-2 , pp. 78 ( limited preview in Google Book search).