Use of organic oxyimide salts as flame retardants, flame-retardant plastic compositions, method for the production thereof and moulded part, paint or coating

• US 10,450,442 B2
• Filed: 09/16/2015
• Issued: 10/22/2019
• Est. Priority Date: 09/18/2014
• Status: Active Grant

• Current Assignee: Fraunhofer Gesellschaft Zur Foerderung Der Angewandten Forsching E.V.
• Original Assignee: Fraunhofer Gesellschaft Zur Foerderung Der Angewandten Forsching E.V.
• Inventors: Pfaendner, Rudolf, Mazurowski, Markus
• Primary Examiner(s): Brooks, Kregg T
• Application Number:
  US15/511,410
• Publication Number:
  US 20170260362A1
• Time in Patent Office: 1,497 Days
• CPC Class Codes: C08K 5/32 Compounds containing nitrogen bound to oxygen
• CPC Class Codes: C08K 5/3415 Five-membered rings
• CPC Class Codes: C08K 5/3417 condensed with carbocyclic rings
• CPC Class Codes: C08K 5/34928 Salts
• CPC Class Codes: C08K 5/5317 Phosphonic compounds, e.g. R—P(:O)(OR')2
• CPC Class Codes: C08K 5/5393 Phosphonous compounds, e.g. R—P(OR')2
• CPC Class Codes: C08K 5/5399 Phosphorus bound to nitrogen
• CPC Class Codes: C08K 5/56 Organo-metallic compounds, i.e. organic compounds containing a metal-to-carbon bond
• CPC Class Codes: C08L 23/12 Polypropene
• CPC Class Codes: C09K 21/10 containing nitrogen
• CPC Class Codes: C09K 21/12 containing phosphorus

Abstract

The invention relates to the use of organic oxyimide salts as flame retardants for plastics and to a corresponding flame retardant plastic composition. The invention also relates to a method for producing said type of plastic composition or a molded part produced therefrom, a molding compound, a molded part, paint or a coating.

Claims

1. A method for imparting flame retardancy to a plastic material comprising incorporating an organic oxyimide salt having at least one structural element of formula I

2. The method according to claim 1, wherein the organic oxyimide salt

a) comprises a structural element of formula I and has a structure according to one of the formulae:

3. The method according to claim 2, wherein R² is selected from the group consisting of —

(CH₂)_n—

with n=1 to 18, —

CH(CH₃)—

, —

C(CH₃)₂—

, —

CH(CF₃)—

, —

O—

, —

S—

, —

SO₂—

, —

NHCO—

, —

CO—

, and —

OC(O)O— and

groups

4. The method according to claim 1, wherein the plastic material is selected from the group consisting of

a) polymers made of olefins or diolefins,

b) polystyrene, polymethylstyrene, polyvinylnaphthalene, styrene-butadiene (SB), styrene-butadiene-styrene (SBS), styrene-ethylene-butylene-styrene (SEBS), styrene-ethylene-propylene-styrene, styrene-isoprene, styrene-isoprene-styrene (SIS), styrene-butadiene-acrylonitrile (ABS), styrene-acrylonitrile-acrylate (ASA), styrene-ethylene, styrene-maleic anhydride polymers and graft copolymers made of methylmethacrylate, styrene-butadiene and ABS (MABS),

c) halogen-containing polymers,

d) polymers of unsaturated esters,

e) polymers made of unsaturated alcohols and derivatives thereof,

f) polyacetals,

g) polyphenylene oxides and blends with polystyrene or polyamides,

h) polymers of cyclic ethers,

i) polyurethanes made of hydroxy-terminated polyethers or polyesters and aromatic or aliphatic isocyanates,

j) polyamides,

k) polyimides, polyamideimides, polyetherimides, polyesterimides, poly(ether)ketones, polysulfones, polyethersulfones, polyarylsulfones, polyphenylenesulfides, polybenzimidazoles, or polyhydantoins,

l) polyesters made of aliphatic or aromatic dicarboxylic acids and diols or made of hydroxycarboxylic acids,

m) polycarbonates, polyestercarbonates and blends thereof,

n) cellulose derivatives,

o) elastomeric, thermoplastic, non-thermoplastic, and duroplastic materials, and

p) mixtures, combinations, or blends thereof.

5. The method according to claim 1, which includes incorporating at least one further flame retardant selected from the group consisting of

a) inorganic flame retardants,

b) nitrogen-containing flame retardants,

c) radical formers,

d) phosphorus-containing flame retardants,

e) halogen-containing flame retardants based on chlorine and bromine, optionally in combination with Sb₂O₃ and/or Sb₂O₅,

f) borates,

g) sulfur-containing compounds,

h) antidrip agents,

i) silicon-containing compounds, and

j) combinations or mixtures thereof.

6. The method according to the claim 5, wherein the radical formers are selected from the group consisting of

a) N-alkoxyamines according to the structural formula,

7. The method according to claim 5, wherein the organic oxyimide salt and the at least one further flame retardant are incorporated in a weight ratio of 99:

1 to 1;

99.

8. The method according to claim 1, wherein the organic oxyimide salt is incorporated in combination with at least one phosphorus-containing compound.

9. The method according to claim 1, wherein the organic oxyimide salt, relative to the plastic material is incorporated at 0.01 to 30% by weight.

10. A flame-retardant plastic material composition, comprising or consisting of:

a) 60 to 99.9 parts by weight of at least one plastic material,

b) 0.1 to 40 parts by weight of at least one organic oxyimide salt, comprising at least one structural element of the formula I,

11. The flame-retardant plastic material composition according to claim 10, which further includes

a) up to 40 parts by weight of at least one reinforcing- or filling material and/or

b) up to 5 parts by weight of at least one additive selected from the class of phenolic antioxidants, phosphites, acid collectors, hindered amines, dispersants, and combinations thereof.

12. The flame-retardant plastic material composition according to claim 10, which includes one or more additives selected from the group consisting of UV absorbers, light stabilisers, stabilisers, hydroxylamines, benzofuranones, nucleation agents, impact strength enhancers, plasticisers, lubricants, rheology modifiers, processing aids, pigments, colourants, optical brighteners, antimicrobial active substances, antistatic agents, slip agents, antiblocking agents, coupling means, dispersants, compatibilisers, oxygen collectors, acid collectors, marking means and anti-fogging means.

14. A moulded part, paint, or coating comprising a flame-retardant plastic material composition according to claim 10.

13. A method for the production of a flame-retardant plastic material composition, comprising introducing into the plastic material

a) 0.1 to 40 parts by weight of at least one organic oxyimide salt, comprising at least one structural element of the subsequently illustrated formula I,

15. The moulded part, paint, or coating according to claim 13, which is an injection moulded part, foil, coating, foam, fibre, cable or pipe, which is produced by an extrusion, injection moulding, blow-moulding, or pressing process.