Flame retardant composition for flammable plastic materials comprising 2,4,6-tris(2,4,6-tribromophenoxy)-1,3,5-triazine and process for producing the same

Patent metadata

Field	Value
Publication number	US-9487707-B2
Application number	US-200913265628-A
Country	US
Kind code	B2
Filing date	May 1, 2009
Priority date	May 1, 2009
Publication date	Nov 8, 2016
Grant date	Nov 8, 2016

Abstract

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 1000 ppm 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.

First claim

The invention claimed is:

1. A flame retardant composition for flammable plastic materials consisting essentially of particulate 2,4,6-tris(2,4,6-tribromophenoxy)-1,3,5-triazine containing 1 to 1000 ppm of a metal species of a water-insoluble polyvalent metal compound having a solubility in water of less than 1 g/L at 25° C., wherein said water-insoluble polyvalent metal compound is selected from the group consisting of titanium dioxide, zirconium dioxide, aluminum oxide, hydroxides, carbonates, phosphates, sulfates and silicates, said water-insoluble polyvalent metal compound being present in said particulate 2,4,6-tris(2,4,6-tribromophenoxy)-1,3,5-triazine in a physically indiscrete form, wherein said particulate 2,4,6-tris(2,4,6-tribromophenoxy)-1,3,5-triazine is formed by reacting an alkali metal tribromophenolate and cyanuric chloride in the presence of 0.01 to 10% by weight of finely divided particles of said water-insoluble polyvalent metal compound, based on the weight of cyanuric chloride, and wherein the content of halide ion sources calculated as NaCl of the composition is less than 500 ppm when determined by the potentiometric titration with AgNO 3 .

2. The flame retardant composition according to claim 1 wherein the amount of said metal species is up to 500 ppm.

3. The flame retardant composition according to claim 1 wherein said metal species is magnesium, calcium, barium, aluminum, silicon, titanium, zirconium or antimony.

4. The flame retardant composition according to claim 1 wherein said water-insoluble polyvalent metal compound is talc, calcium carbonate, calcium phosphate, barium sulfate, aluminum polyphosphate, titanium dioxide, or zirconium dioxide.

5. The flame retardant composition according to claim 1 wherein the electroconductivity of leaching water of the composition is less than 50×10 −6 S/cm.

6. The flame retardant composition according to claim 1 , wherein said water-insoluble polyvalent metal compound is magnesium hydroxide, magnesium carbonate, magnesium phosphate, magnesium sulfate, magnesium silicate, calcium hydroxide, calcium carbonate, calcium phosphate, calcium sulfate, calcium silicate, barium carbonate, barium phosphate, barium sulfate, aluminum oxide, aluminum carbonate, aluminum phosphate, aluminum silicate, titanium dioxide, or zirconium dioxide.

7. The flame retardant composition according to claim 1 wherein the content of halide ion sources calculated as NaCl of the composition is less than 250 ppm when determined by the potentiometric titration with AgNO3.

8. The flame retardant composition according to claim 1 , wherein said water-insoluble polyvalent metal compound is selected from the group consisting of hydroxides, carbonates, phosphates, and sulfates.

9. A process for producing a flame retardant composition for flammable plastic materials comprising 2,4,6-tris(2,4,6-tribromophenoxy)-1,3,5-triazine according to claim 1 , said process consisting essentially of reacting an alkali metal salt of 2,4,6-tribromophenol and cyanuric chloride in the presence of 0.01 to 10% by weight of finely divided particles of said water-insoluble polyvalent metal compound, having a solubility in water of less than 1 g/L at 25° C., based on the weight of cyanuric chloride.

10. A process according to claim 9 wherein said polyvalent metal is magnesium, calcium, barium, aluminum, silicon, titanium, zirconium or antimony.

11. A process according to claim 9 wherein said water-insoluble polyvalent metal compound is calcium carbonate, barium sulfate, talc, aluminum polyphosphate, titanium dioxide, zirconium dioxide, or calcium phosphate.

12. A process according to claim 9 wherein said water-insoluble polyvalent metal compound has a mean particle diameter of less than 10 microns.

13. A process according to claim 9 wherein said finely divided particles of the water-insoluble polyvalent metal compound is present in a solution of said alkali metal salt of tribromophenol, and wherein said cyanuric chloride reactant is added to said solution.

14. A process according to claim 9 wherein said finely divided particles of the water-insoluble polyvalent metal compound and said cyanuric chloride reactant are simultaneously added to a solution of said alkali metal salt of tribromophenol.

15. A process according to claim 9 further comprising the steps of filtering the reaction mixture to recover the precipitated reaction product, and washing the recovered reaction product with water and/or an organic solvent in which an alkali metal halide is soluble.

16. A process according to claim 15 further including the step of drying said reaction product after washing.

17. The process according to claim 9 , wherein said water-insoluble polyvalent metal compound is magnesium hydroxide, magnesium carbonate, magnesium phosphate, magnesium sulfate, magnesium silicate, calcium hydroxide, calcium carbonate, calcium phosphate, calcium sulfate, calcium silicate, barium carbonate, barium phosphate, barium sulfate, aluminum oxide, aluminum carbonate, aluminum phosphate, aluminum silicate, titanium dioxide, or zirconium dioxide.

18. The process according to claim 9 , wherein said water-insoluble polyvalent metal compound is selected from the group consisting of hydroxides, carbonates, phosphates, and sulfates.

Assignees

• Onishi Hideaki
• Peled Michael
• Bromine Compounds Ltd
• Dai-Ichi Kogyo Seiyaku Co Ltd

Inventors

• Onishi Hideaki
• Peled Michael

Classifications

• C08K3/0058

  Chemistry & Metallurgy · mapped topic

• C08K5/0066

  Flame-proofing or flame-retarding additives · CPC title

• C09K21/10 Primary

  containing nitrogen · CPC title

• C08K5/3492

  Triazines · CPC title

• C08K13/02

  Organic and inorganic ingredients · CPC title