25713-60-4

Basic information

• Product Name: 2,4,6-Tris-(2,4,6-tribromophenoxy)-1,3,5-triazine
• Synonyms: TBPC;TRIS(TRIBROMOPHENOXY)-S-TRIAZINE;TRIS (TRIBROMOPHENYL) CYANURATE;2,4,6-TRIS-(2,4,6-TRIBROMOPHENOXY)-1,3,5-TRIAZINE;TRIS(TRIBROMOPHENOXY)-S-TRIAZINE(FR-245);Tris(Tribromophenyl)Triazine;1,3,5-Triazine, 2,4,6-tris(2,4,6-tribromophenoxy)-;XZ-2300
• CAS NO: 25713-60-4
• Molecular Formula: C₂₁H₆Br₉N₃O₃
• Molecular Weight: 1067.43
• EINECS: 426-040-2
• Product Categories: Flame retardant
• Mol File: 25713-60-4.mol

Chemical Properties

• Melting Point: 230°C
• Boiling Point: 812.2 °C at 760 mmHg
• Flash Point: 445 °C
• Appearance: white powder
• Density: 2.44
• Vapor Pressure: 2.02E-25mmHg at 25°C
• Refractive Index: 1.723
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: Chloroform (Slightly), Dichloromethane (Slightly)
• PKA: -2.43±0.10(Predicted)
• Water Solubility: 1μg/L at 20℃
• CAS DataBase Reference: 2,4,6-Tris-(2,4,6-tribromophenoxy)-1,3,5-triazine(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4,6-Tris-(2,4,6-tribromophenoxy)-1,3,5-triazine(25713-60-4)
• EPA Substance Registry System: 2,4,6-Tris-(2,4,6-tribromophenoxy)-1,3,5-triazine(25713-60-4)

Safety Data

• Safety Statements: 24/25
• Hazardous Substances Data: 25713-60-4(Hazardous Substances Data)

Usage

Uses

Tris(tribromophenyl) Cyanurate acts as a novel brominated flame retardant.

InChI:InChI=1/C21H6Br9N3O3/c22-7-1-10(25)16(11(26)2-7)34-19-31-20(35-17-12(27)3-8(23)4-13(17)28)33-21(32-19)36-18-14(29)5-9(24)6-15(18)30/h1-6H

Synthetic route

1,3,5-trichloro-2,4,6-triazine (108-77-0) + 2,4,6-tribromophenol (118-79-6) + phenol (108-95-2) → 2,4,6-tris(2,4,6-tribromophenoxy)-1,3,5-triazine (25713-60-4)

Conditions	Yield
With sodium hydroxide; hydrogen bromide; bromine; hydrazine In water; acetone	99%

1,3,5-trichloro-2,4,6-triazine (108-77-0) + 2,4,6-tribromophenol (118-79-6) → 2,4,6-tris(2,4,6-tribromophenoxy)-1,3,5-triazine (25713-60-4)

Conditions	Yield
With magnesium silicate; sodium hydroxide; sodium sulfite; trimethylamine In dichloromethane; water at 3 - 30℃; Product distribution / selectivity; Reflux;	98%
Stage #1: 2,4,6-tribromophenol With potassium carbonate In acetone for 1.5h; Heating / reflux; Stage #2: 1,3,5-trichloro-2,4,6-triazine In acetone at 25℃; for 3.25h; Heating / reflux;

1-methyl-1H-imidazole (616-47-7) + 1,3,5-trichloro-2,4,6-triazine (108-77-0) + 2,4,6-tribromophenol (118-79-6) → 2,4,6-tris(2,4,6-tribromophenoxy)-1,3,5-triazine (25713-60-4)

Conditions	Yield
Stage #1: 1-methyl-1H-imidazole; 2,4,6-tribromophenol In chlorobenzene at 40℃; for 2h; Stage #2: 1,3,5-trichloro-2,4,6-triazine In chlorobenzene at 20 - 25℃; for 4h; Temperature;	98%

Upstream product

• 616-47-7 1-methyl-1H-imidazole 
• 108-77-0 1,3,5-trichloro-2,4,6-triazine 
• 118-79-6 2,4,6-tribromophenol 
• 108-95-2 phenol 

Relevant articles and documents

2. 4, 6 - three (2, 4, 6 - three-bromophenylacetic oxy) - 1, 3, 5 - triazine synthesis method

The invention discloses a synthesis method of 2,4,6-tris(2,4,6-tribromophenoxy)-1,3,5-triazine. The method includes the steps that N-methylimidazole and 2,4,6-tribromophenol form salt when a solvent exists or no solvent exists, then, N-methylimidazole and 2,4,6-tribromophenol react with tricyanogen chloride, and the 2,4,6-tris(2,4,6-tribromophenoxy)-1,3,5-triazine is obtained. According to the synthesis method, inorganic base is not needed, no waste water with inorganic base is generated, and the method is an atom-economical and pollution-free method for preparing the 2,4,6-tris(2,4,6-tribromophenoxy)-1,3,5-triazine.

FLAME RETARDANT COMPOSITION FORFLAMMABLE PLASTIC MATERIALS COMPRISING2,4,6-TRIS(2,4,6-TRIBROMOPHENOXY)-1,3,5-TRIAZINE AND PROCESSFOR PRODUCING THE SAME

A flame retardant composition for flammable plastic materials and a method for producing the same are disclosed. The flame retardant composition comprises 2,4,6-tris(2,4,6-tribromophenoxy)-1,3,5- triazine that contains 1 to 1000ppm of a metal species of a water-insoluble polyvalent metal compound selected from the group consisting of oxide, hydroxide, carbonate, phosphate, sulfate and silicate present in the particles of 2,4,6-tris(2,4,6-tribromophenoxy)- 1,3,5-triazine. The flame retardant composition is produced by reacting an alkali metal salt of 2,4,6- tribromophenol and cyanuric chloride in the presence of said water-insoluble polyvalent metal compound.

PRODUCTION OF TRIS (2,4,6-TRIBROMOPHENOXY-1,3,5-TRIAZINE)

Tris(2,4,6-tribromophenoxy)-1,3,5-triazine , an effective flame retardant, is prepared by an efficient, low cost process. The process comprises (A) forming a mixture from 2,4,6- tribromophenol, alkali metal carbonate, and acetone as the solvent, refluxing the mixture to form a first reaction product mixture, (B) feeding cyanuric chloride portionwise to first reaction product mixture and refluxing the resultant mixture to form a solids-containing second reaction product mixture; C) recovering solids from second reaction product mixture, washing the solids with acetone and then with hot water, and thereafter drying the washed product.

Production of tris(2,4,6-tribromophenoxy)-s-1,3,5-triazine

In an aqueous reaction medium, phenol is brominated with bromine under conditions forming an aqueous hydrobromic acid phase and an organic phase consisting essentially of molten 2,4,6-tribromophenol. The aqueous hydrobromic acid phase and the molten 2,4,6-tribromophenol are separated from each other, and optionally the molten 2,4,6-tribromophenol is washed with an aqueous decolorizing solution. An alkali metal base and water are mixed with the 2,4,6-tribromophenol to form an alkali metal salt of tribromophenol. Then, in a mixture consisting essentially of water and at least one liquid ketone, cyanuric chloride is reacted with at least a portion of the alkali metal 2,4,6-tribromophenolate of such that tris(2,4,6-tribromophenoxy)-s-1,3,5-triazine is produced.