Flame retardant coatings

• US 20040002559A1
• Filed: 04/03/2003
• Published: 01/01/2004
• Est. Priority Date: 04/10/2002
• Status: Abandoned Application

• Current Assignee: CIBA Specialty Chemicals
• Original Assignee: CIBA Specialty Chemicals
• Inventors: Troutman, Malisa, Ravichandran, Ramanathan, King, Roswell E., Zingg, Juerg
• Application Number:
  US10/406,484
• Publication Number:
  US 20040002559A1
• Time in Patent Office: Days
• US Class Current: 524/100
• CPC Class Codes: C08K 2201/014 Additives containing two or more different additives of the same subgroup in C08K
• CPC Class Codes: C08K 5/0066 Flame-proofing or flame-retarding additives
• CPC Class Codes: C08K 5/02 Halogenated hydrocarbons C08K5/0091 takes precedence
• CPC Class Codes: C08K 5/34 Heterocyclic compounds having nitrogen in the ring
• CPC Class Codes: C08K 5/49 Phosphorus-containing compounds C08K5/0091 takes precedence
• CPC Class Codes: C08L 33/10 Homopolymers or copolymers of methacrylic acid esters
• CPC Class Codes: C09D 5/185 Intumescent paints

Abstract

Provided are flame retardant coating compositions and articles coated therewith, which compositions comprise (A) a coating and (B) an effective flame retarding amount of a mixture of (i) at least one compound selected from the group consisting of the (a) sterically hindered nitroxyl stabilizers, (b) sterically hindered hydroxylamine stabilizers and (c) sterically hindered alkoxyamine stabilizers and (ii) at least one conventional flame retardant selected from the group consisting of (d) organohalogen flame retardants, (e) organophosphorus flame retardants, (f) isocyanurate flame retardants and (g) melamine based flame retardants. The coated articles are for example iron, steel, stainless steel, aluminum and other non-ferrous metals, wood, plywood, paper, cardboard, chip board, particle board, plastics, thermoplastics, epoxies, neoprene, rubber, composites, fiberglass reinforced composites, polyesters, polymeric foam, masonry, fabric or textiles, wire and cable constructions and circuit boards.

Claims

1. A flame retardant coating composition which comprises

(A) a coating and

(B) an effective flame retarding amount of a mixture of

(i) at least one compound selected from the group consisting of the

(a) sterically hindered nitroxyl stabilizers,

(b) sterically hindered hydroxylamine stabilizers and

(c) sterically hindered alkoxyamine stabilizers and

(ii) at least one conventional flame retardant selected from the group consisting of

(d) organohalogen flame retardants,

(e) organophosphorus flame retardants

(f) isocyanurate flame retardants and

(g) melamine based flame retardants.

2. A composition according to claim 1 containing no antimony compounds or antimony compounds in an amount less than about 1% by weight based on the weight of the coating component (A).

3. A composition according to claim 1 containing no filler or a filler in an amount less than about 3% by weight based on the weight of the polymer component (A).

4. A composition according to claim 1 in which the coating is based on a resin selected from alkyd resins;

chlorinated alkyd resins;

polyurethane resins;

thermoplastic acrylic resins;

acrylic alkyls;

acrylic resins;

latex emulsions;

acrylic alkyd or polyester resins;

acrylic alkyd or polyester resins modified with silicon, isocyanates, ketimines or oxazolidines;

phenol-formaldehyde resins;

resorcinol-formaldehyde resins;

epoxy resins;

epoxide resins crosslinked with carboxylic acids, anhydrides, polyamines or mercaptans; and

acrylic or polyester resin systems modified with reactive groups in the backbone thereof and crosslinked with epoxide.

5. A composition according to claim 1 in which the coating is based on an epoxy resin.

6. A composition according to claim 1 in which the coating is a thermoplastic layer.

7. A composition according to claim 6 in which the thermoplastic is polypropylene.

8. A composition according to claim 1 which is a multilayer coating composition.

9. A composition according to claim 8 in which component (B) is present in one or more than one coating layer of the multilayer composition.

10. A composition according to claim 1 which is ambient cured, radiation cured, oven cured or cured with the aid of a catalyst.

11. A composition according to claim 1 in which the coating is clear or is pigmented.

12. A composition according to claim 1 in which the coating is waterborne or is solvent borne.

13. A composition according to claim 1 in which the coating is a powder coating or a gel coat.

14. A composition according to claim 1 in which the coating is a mastic, an adhesive, a binder, a caulk, a putty, a mortar or sealant.

15. A composition according to claim 1 in which the coating further comprises foaming agents, blowing agents, charring agents, binding agents, thixotropic agents, spumific agents or carbonific materials.

16. A composition according to claim 1 in which the compounds of component (i) are of the formula

17. A composition according to claim 16 in which the compounds of component (i) are of the formula A—

R

18. A composition according to claim 16 in which the compounds of component (i) are selected from the group consisting of

(a) the reaction product of 2,4-bis[(1-cyclohexyloxy-2,2,6,6-piperidin-4-yl)butylamino]-6-chloro-s-triazine with N,N′

-bis(3-aminopropyl)ethylenediamine);

(b) 1-cyclohexyloxy-2,2,6,6-tetramethyl-4-octadecylaminopiperidine;

(c) bis(1-octyloxy-2,2,6,6-tetramethylpiperidin-4-yl) sebacate;

(d) 2,4-bis[(1-cyclohexyloxy-2,2,6,6-tetramethylpiperidin-4-yl)butylamino]-6-(2-hydroxyethylamino-s-triazine;

(e) bis(1-cyclohexyloxy-2,2,6,6-tetramethylpiperidin-4-yl) adipate;

(h) 2,4-bis[(1-cyclohexyloxy-2,2,6,6-piperidin-4-yl)butylamino]-6-chloro-s-triazine;

(i) 1-(2-hydroxy-2-methylpropoxy)-4-hydroxy-2,2,6,6-tetramethylpiperidine;

(j) 1-(2-hydroxy-2-methylpropoxy)-4-oxo-2,2,6,6-tetramethylpiperidine;

(k) 1-(2-hydroxy-2-methylpropoxy)-4-octadecanoyloxy-2,2,6,6-tetramethylpiperidine;

(l) bis(1-(2-hydroxy-2-methylpropoxy)-2,2,6,6-tetramethylpiperidin-4-yl) sebacate;

(m) bis(1-(2-hydroxy-2-methylpropoxy)-2,2,6,6-tetramethylpiperidin-4-yl) adipate;

(n) 2,4-bis{N-[1-(2-hydroxy-2-methylpropoxy)-2,2,6,6-tetramethylpiperidin-4-yl]-N-butylamino}-6-(2-hydroxyethylamino)-s-triazine; and

(o) the compound of formula

in which n is from 1 to 15.

19. A composition according to claim 1 in which component (i) is present from about 0.1 to about 10% by weight based on the coating component (A).

20. A composition according to claim 1 in which the flame retardants of component (ii) are selected from the group consisting of

chloroalkyl phosphate esters,

tris(2-chloroethyl)phosphate,

polybrominated diphenyl oxide,

decabromodiphenyl oxide,

tris[3-bromo-2,2-bis(bromomethyl)propyl]phosphate,

tris(2,3-dibromopropyl)phosphate,

tris(2,3-dichloropropyl)phosphate,

chlorendic acid,

tetrachlorophthalic acid,

tetrabromophthalic acid,

bis-(N,N′

-hydroxyethyl)tetrachlorphenylene diamine,

poly-β

-chloroethyl triphosponate mixture,

bis(2,3-dibromopropyl ether) of bisphenol A,

brominated epoxy resin,

ethylene-bis(tetrabromophthalimide),

bis(hexachlorocyclopentadieno)cyclooctane,

chlorinated paraffins,

octabromodiphenyl ether,

hexachlorocyclopentadiene derivatives,

1,2-bis(tribromophenoxy)ethane,

tetrabromo-bisphenol A,

ethylene bis-(dibromo-norbornanedicarboximide),

bis-(hexachlorocyclopentadieno) cyclooctane,

PTFE

tris-(2,3-dibromopropyl)-isocyanurate, and

ethylene-bis-tetrabromophthalimide,

tetraphenyl resorcinol diphosphite,

triphenyl phosphate,

trioctyl phosphate,

tricresyl phosphate,

tetrakis(hydroxymethyl)phosphonium sulfide,

diethyl-N,N-bis(2-hydroxyethyl)-aminomethyl phosphonate,

hydroxyalkyl esters of phosphorus acids,

ammonium polyphosphate,

resorcinol diphosphate oligomer,

phosphazene flame retardants,

ethylenediamine diphosphate,

polyisocyanurate,

esters of isocyanuric acid,

isocyanurates,

hydroxyalkyl isocyanurates,

melamine cyanurate,

melamine borate,

melamine phosphates,

melamine polyphosphates and

melamine pyrophosphates.

21. A composition according to claim 1 in which the flame retardants of component (ii) are selected from the group consisting of

chloroalkyl phosphate esters,

polybrominated diphenyl oxide,

decabromodiphenyl oxide,

tris[3-bromo-2,2-bis(bromomethyl)propyl]phosphate,

bis(2,3-dibromopropyl ether) of bisphenol A,

brominated epoxy resin,

ethylene-bis(tetrabromophthalimide),

bis(hexachlorocyclopentadieno)cyclooctane,

chlorinated paraffins,

1,2-bis(tribromophenoxy)ethane,

tetrabromo-bisphenol A,

ethylene bis-(dibromo-norbornanedicarboximide),

bis-(hexachlorocyclopentadieno) cyclooctane,

tris-(2,3-dibromopropyl)-isocyanurate,

ethylene-bis-tetrabromophthalimide

tris-(2-hydroxyethyl)isocyanurate,

tris(hydroxymethyl)isocyanurate,

tris(3-hydroxy-n-proyl)isocyanurate,

triglycidyl isocyanurate,

melamine cyanurate,

melamine borate,

melamine phosphates,

melamine polyphosphates and

melamine pyrophosphates.

22. A composition according to claim 1 in which the flame retardants of component (ii) are present from about 0.5 to about 45% by weight based on the weight of the coating (A).

23. A composition according to claim 1 comprising a further component selected from the group consisting of pigments, dyes, plasticizers, phenolic antioxidants, thixotropic agents, levelling assistants, basic costabilizers, nitrone stabilizers, amine oxide stabilizers, benzofuranone stabilizers, UV absorbers, sterically hindered amines, metal passivators, metal oxides, organophosphorus compounds, hydroxylamines, and mixtures thereof.

24. A flame retardant coated article comprising

a substrate coated with a flame retardant coating composition comprising

(A) a coating and

(B) an effective flame retarding amount of a mixture of

(i) at least one compound selected from the group consisting of the

(a) sterically hindered nitroxyl stabilizers,

(b) sterically hindered hydroxylamine stabilizers and

(c) sterically hindered alkoxyamine stabilizers and

(ii) at least one conventional flame retardant selected from the group consisting of

(d) organohalogen flame retardants,

(e) organophosphorus flame retardants,

(f) isocyanurate flame retardants and

(g) melamine based flame retardants.

25. A coated article according to claim 24 in which the substrate is selected from the group consisting of iron, steel, stainless steel, aluminum and other non-ferrous metals, wood, plywood, paper, cardboard, chip board, particle board, plastics, thermoplastics, epoxies, neoprene, rubber, composites, fiberglass reinforced composites, polyesters, polymeric foam, masonry, fabric or textiles, wire and cable constructions and circuit boards.

26. A coated article according to claim 25 in which the plastics are polyvinyl chloride, polycarbonate, polyolefin, thermoplastic polyolefin, ABS or polyester.

27. A coated article according to claim 25 in which the fabric or textile is woven, knitted or nonwoven and is based on polyethylene, polypropylene, polyethylene terephthalate, polyamide, cellulose or cotton.

28. A coated article according to claim 24 which is an automotive thermoplastic olefin structure.

29. A coated article according to claim 24 in which the coating is an extruded plastic.

30. A coated article according to claim 24 which is a coextruded plastic article.