MXPA97002211A - Hidroxifenil triazi - Google Patents

Abstract

Compositions based on synthetic organic polymers or prepolymers are effectively stabilized against the detrimental effects of light, oxygen and / or heat, by the addition of a compound of the formula I: (See Formula), wherein Z is a group of of formulas II or III: (See Formula) R7 and R17, independently of each other, are radicals of one of formulas IV, V and Vi: (See Formula), and the remaining symbols are as defined in the claim

Description

HIDROXIFENILTR-AZINAS The invention relates to synthetic organic polymers or prepolymers, especially coating material, which is stabilized by the addition of one or more 2- (2 • -hydroxyphenyl) -4,6-diaryl-1,2,5- triazines, "to novel compounds of this type and to the use of these compounds as stabilizers.

If it is desired to increase the photostability of an organic material, for example a coating, it is common to add a light stabilizer. A class, very frequently used, of light stabilizers is that of UV light absorbers, which protect the material by absorbing harmful radiation by means of chromophores. An important group of absorbents of UV light is that of triphenyltriazines; compounds of this type, which comprise acid groups or ester groups, are described, inter alia, in patent publications US-A-3 244 708, US-A-3 249 608, CH-A-484695, GB- A-1 321 561 and US-A-4 826 978.

Patent documents EP-A-434 608, EP-A-530 135, US-A-5 364 749 and GB-A-2 273 498 also mention individual compounds of this class, which have branched side chains of ester.

For a compound to be efficient as a stabilizer, critical properties are not only its spectral and antioxidant properties, but also, among others, its compatibility with the material to be stabilized and its solubility.

It has now been found that certain compounds of the 2- (2'-hydroxyphenyl) -4,6-diaryl-1,3,5-triazine type, comprising branched side chains specific for acid or ester, possess, surprisingly, Stabilizing properties particularly good for organic polymers and prepolymers.

Therefore, the invention initially provides a composition comprising: A) a polymer or synthetic organic prepolymer and B) as a stabilizer against the detrimental effect of light, oxygen and / or heat, a compound of formula I: ? wherein Z is a group of formula II: or a group of formula III: R1, R5, R11 and R15, independently of each other, are H, (C1-C2) alkyl, (C3-C5) alkenyl, (C1-C12) alkoxy, (C3-C6) alkoxy, halogen or -CN; R, R3, R4, 12 Ri3 and R14 independently of each other, are H, (C-C12) alkyl, (C2-Cg) alkenyl, (C-C12) alkoxy, (C3-C6) alkenoxy, phenyl, halogen, trifluoromethyl; phenylalkyl (C-C11): phenyloxy: or CN; R7 and 17, independently of each other, are one of the radicals of formulas IV, V and VI: or -CH - CH-0-C-R? n \ / 10 (V) K18"(CH ^ CH-O-C-R ,,, wherein m is a number in the range of 1 to 12; Rg is alkyl (C? -C? 6), -C00R8 or phenyl; R8 is H, (C1-C18) alkyl, (C3-C8) alkenyl, (C5-C12) cycloalkyl, (C1-C4) alkyl cyclohexyl, phenyl, (C7-Ci4) alkyl phenyl, bicycloalkyl (Cg-Ci5) ), bicycloalkenyl (Cg-C5), tricycloalkyl (C6-C5), bicycloalkyl (C6-Ci5) -alkyl or phenylalkyl (C7-C11), and if Z is a group of the formula II, further comprises alkyl (C2) -C50) interrupted by O; R9 is (C2-Ci4) alkyl, phenyl or (C2-C5o) alkyl interrupted by O; or is (C 1 -C 14) alkyl which is substituted by phenyl, phenoxy, (C 1 -C 4) alkyl, cyclohexyl, (C 1 -C 4) alkyl cyclohexyloxy, (C 5 -C 12) cycloalkyl or (C 5 -C 12) cycloalkoxy; R10 is H, alkyl (C? -C? 7), alkoxy (C? C ^), phenoxy, phenyl, phenylalkyl (C7-Cn), alkyl (C7-C14) phenoxy, phenylalkoxy (C7-Cu), cycloalkyl ( C6-Ci2), alkyl (C1-C4) -cyclohexyloxy, cycloalkoxy (Cg-Ci2), cyclohexylalkyl (C7-Cn), bicyclo-alkyl (Cg-C15), bicycloalkenyl (Cg-C? 5), tricycloalkyl ( Cg-Cis), bicycloalkoxy (Cg-Ci5), bicycloalkeneoxy (Cg-C15), tricycloalkoxy (Cg-Ci5) or phenyl-NH-; Rl6 is hydrogen or as defined for Rg; o'Rg and ig taken together are alkylene (C4-Cu); Y Rl8 is (C3-C10) alkylene, with the exception of those compounds wherein Z is a group of formula III and R5 are both alkyl, and those in which R3 or R13 is phenyl and R7 or R17 is a radical of the Formula VI or Rig is hydrogen.

Of particular industrial importance are the compositions in which, in the compound of component B, Rl, R5, R11 and 15, independently of each other, are H, (C1-C12) alkyl, (C3-Cg) alkenyl, (C? -C? 2) alkoxy, (C3-Cg) alkenoxy, halogen or -CN; R2, R3, R4, R12 and Ri4 independently of each other, are H, (C1-C12) alkyl, (C-C6) alkenyl, (C? -C?) Alkoxy, (C3-C6) alkenoxy, phenyl, halogen, trifluoromethyl; phenylalkyl (C7-C): phenyloxy: or -CN; R7 and R17, independently of each other, are one of the radicals of formulas IV, V and VI: c - c ORs (IV) I R? or -CH - CH ~ O - C - R ^ ..v R18 O - (CH2) ^ CH-O-C-R10 (VI) ¿9 wherein m is a number in the range of 1 to 12; R6 is alkyl (C? ~ C? G), -COORg or phenyl; R8 is H, (C? -C? 8) alkyl, (C3-C? 8) alkenyl, (C5-C12) cycloalkyl, (C1-C4) alkyl cyclohexyl, phenyl, (C7-C14) alkyl, phenyl, phenylalkyl ( C7-C11), and if Z is a group of formula II, it further comprises alkyl (C2-C? 8) interrupted by 0; Rg is alkyl (C2-C?), Phenyl or alkyl (C2-C?) Interrupted by O; or is (C-C14) alkyl which is substituted by phenyl, phenoxy, (C1-C4) alkyl, cyclohexyl, alkyl (C1-C4) cyclohexyloxy, cycloalkyl (C5-C12) or cycloalkoxy (C5-C2); R10 is H, (C1-C17) alkyl, (C1-C12) alkoxy, phenoxy, phenyl, phenylalkyl (C7-C11), alkyl (C7-C14) phenoxy, phenylalkoxy (C7-C11), cycloalkyl (C6-Ci2) , (C 1 -C 4) alkyl-cyclohexyloxy, cycloalkoxy (Cg-C 2), cyclohexylalkyl (C 7 -C n), cyclohexylalkoxy (C 7 -C n), or phenyl-NH-; Ig is hydrogen or as defined for Rg; Y- Rl8 is (C3-C10) alkylene, with the exception of those compounds wherein Z is a group of formula III and Ri and R5 are both alkyl, and those in which R3 or R13 is phenyl and R7 or R17 is a radical of the formula VI or Ri is hydrogen.

Component (A) above does not include phospho-sensitive materials comprising silver halide emulsion layers.

The prepolymers, mentioned above, will be understood to be the monomeric or oligomeric compounds which, under the influence of heat or radiation, for example UV radiation, electron beams or X-rays, and / or under the influence of chemical components, such as crosslinkers, couplers or catalysts, can be converted into the high molecular weight (polymer) mass form.

The invention also provides the use of the compounds of the formula I as stabilizers for synthetic organic polymers or prepolymers against damage by light, oxygen or heat. The compounds of the formula I are especially suitable as light stabilizers (UV light absorbers). Of particular interest is its use in synthetic organic polymers or prepolymers, since they are present in plastics, rubbers, adhesives or, in particular, in coating materials. Examples of polymers that can be stabilized in this way are the following: 1. Polymers of monoolefins and diolefins, for example polypropylene, polyisobutylene, polybut-1-ene, poly-4-methylpent-1-ene, polyisoprene or polybutadiene, as well as cycloolefin polymers, for example of cyclopentene or norbornene, polyethylene (which , optionally, it can be interlaced), for example high density polyethylene (HDPE), high density and high molecular weight polyethylene (HDPE-HMW), high density polyethylene and ultra-high molecular weight (HDPE-UHMW), polyethylene medium density (MDPE), low density polyethylene (LDPE), linear low density polyethylene (LLDPE), branched low density polyethylene (BLDPE).

Polyolefins, ie the polymers of monolefins exemplified in the previous paragraph, preferably polyethylene and polypropylene, can be prepared by different, and especially by the following, methods: a) radical polymerization (usually under high pressure and at elevated temperatures b) polymerization catalytic, using a catalyst that normally contains one or more of the metals of Groups IVb, Vb, VIb or VIII of the Periodic Table.

These metals usually have one or more ligands, typically oxides, halides, alcoholates, esters, ethers, amines, alkyls, alkenyls and / or aryls, which may be either p- or s-coordinated. These metal complexes may be in the free form or fixed on substrates, typically an activated magnesium chloride, titanium (III) chloride, alumina or silicon oxide. These catalysts can be soluble or insoluble in the polymerization medium. The catalysts can be used by themselves in the polymerization or additional activators can be used, typically the hydrides of metal alkyls or metal hydrides, metal alkyl halides, metal alkyl oxides or metal alkyloxanes, these metals are elements of the Groups la, lia and / or Illa of the Periodic Table. The activators can be conveniently modified with additional ester, ether, amine or silyl ether groups. These catalyst systems are usually named as metallocenes or single site catalysts (SSC), Phillips, Standard Oil Indiana, Ziegler (-Natta), TNZ (DuPont). ezclas of the polymers mentioned under l), for example mixtures of polypropylene with polyisobutylene, polypropylene with polyethylene (for example PP / HDPE, PP / LDPE) and mixtures of different types of polyethylene (for example LDPE / HDPE). opolomers of monoolefins and diolefins with one another or with other vinyl monomers, for example ethylene / propylene copolymers, linear low density polyethylene (LLDPE) and mixtures thereof with low density polyethylene (LDPE), propylene / but-1- copolymers ene, propylene / isobutylene copolymers, ethylene / but-1-ene copolymers, ethylene / hexane copolymers, ethylene / methylpentene copolymers, ethylene / heptene copolymers, ethylene / octene copolymers, propylene / butadiene copolymers, copolymers of isobutylene / isoprene, ethylene / alkyl acrylate copolymers, ethylene / alkyl methacrylate copolymers, ethylene / vinyl acetate copolymers, and their copolymers with carbon monoxide or ethylene / acrylic acid copolymers and their salts (ionomers), like the terpolymers of ethylene with propylene and a diene, such as hexadiene, dicyclopentadiene or ethylidene-norbornene; and blends of such copolymers with each other or with the polymers mentioned in 1) above, for example polypropylene / ethylene-propylene copolymers, LDPE / ethylene-vinyl acetate (EVA) copolymers, LDPE / ethylene-acrylic acid copolymers ( EAA), LLDPE / VA, LLDPE / EAA and polyalkylene / carbon monoxide copolymers, alternative or random, and their mixtures with other polymers, for example polyamides. hydrocarbon esines (for example CsC) which include hydrogenated modifications (for example tackifying agents) and mixtures of polyalkylenes and starch. olistyrnene, poly (p-methylstyrene), poly (α-methylstyrene). styrene or a-methylstyrene copolymers with dienes or acrylic derivatives, for example styrene / butadiene, styrene / acrylonitrile, styrene / alkyl methacrylate, styrene / butadiene / alkyl acrylate, styrene / butadiene / methyl methacrylate, styrene / anhydride maleic, styrene / acrylonitrile / methyl acrylate; mixtures of styrene copolymers of high impact strength and other polymers, for example a polyacrylate, a diene polymer or an ethylene / propylene / diene terpolymer; and styrene block copolymers, such as styrene / butadiene / styrene, styrene / isoprene / styrene, styrene / ethylene / butylene / styrene or styrene / ethylene / propylene / styrene. styrene or a-methylstyrene graft copolymers, for example styrene in polybutadiene, styrene in polybutadiene-styrene or polybutadiene-acrylonitrile copolymers; styrene and acrylonitrile (or methacrylonitrile) in polybutadiene; styrene, acrylonitrile and methyl uic-tacrylate in polybutadiene, styrene and maleic anhydride in polybutadiene; styrene, acrylonitrile and maleic anhydride or maleimide in polybutadiene; styrene and maleimide or in polybutadiene; styrene and alkyl acrylates or methacrylates in polybutadiene; styrene and acrylonitrile in ethylene / propylene / diene terpolymers; styrene and acrylonitrile in polyalkyl acrylates or polyalkyl methacrylates, styrene and acrylonitrile in acrylate / butadiene copolymers, as well as their mixtures with the copolymers listed under 6), for example mixtures of copolymers known as ABS, MBS, ASA or AES halogen-containing oligomers, such as polychloroprene, chlorinated rubbers, chlorinated and brominated copolymers of isobutylene-isoprene (halobutyl rubber), chlorinated or sulfochlorinated polyethylene, copolymers of ethylene and chlorinated ethylene, homo- and copolymers of epichlorohydrin, especially polymers of vinyl compounds containing halogen, for example polyvinyl chloride, polyvinylidene chloride, polyvinyl fluoride, polyvinylidene fluoride, as well as their copolymers, such as vinyl chloride / vinylidene chloride, vinyl chloride / ethyl acetate, vinyl or vinylidene chloride / vinyl acetate. olimers derived from α, β-unsaturated acids and their derivatives, such as polyarylates and polymethacrylate, polymethyl methacrylates, polyacrylamides and polyacrylonitriles, modified on impact with butyl acrylate.

Copolymers of the monomers mentioned in 9), with each other and with other unsaturated monomers, for example the copolymers of acrylonitrile / butadiene, copolymers of acrylonitrile / alkyl acrylate, copolymers of arylonitrile / alkoxyalkyl acrylate or of acrylonitrile / vinyl halide or terpolymers of acrylonitrile / alkyl methacrylate / butadiene.

Polymers derived from unsaturated alcohols and amines or the acyl derivatives or their acetals, for example polyvinyl alcohol, polyvinyl acetate, polyvinyl stearate, polyvinyl benzoate, polyvinyl maleate, polyvinyl butyral, polyallyl phthalate or polyallyl melamine; like its copolymers with the olefins mentioned in 1) above. 12. Homopolymers and copolymers of cyclic ethers, such as polyalkylene glycols, polyethylene oxide, polypropylene oxide or their copolymers with bis-glycidyl ethers. 13. Polyacetals, such as polyoxymethylene and those polyoxymethylenes containing ethylene oxide as a comonomer; polyacetals modified with thermoplastic polyurethanes, acrylates or MBS. 14. Polyphenylene oxides and sulfides, and mixtures of polyphenylene oxides with styrene polymers or polyamides. 15. Polyurethanes derived from polyethers terminated by hydroxyl, polyesters or polybutadienes, on the one hand, and aliphatic or aromatic polyisocyanates, on the other, as well as their precursors. 16. Polyamides and copolyamides derived from diamines and dicarboxylic acids and / or aminocarboxylic acids or the corresponding lactams, for example, polyamide 4, polyamide 6, polyamide 6/6, 6/10, 6/12, 4/6, 12/12 , polyamide 11, polyamide 12, aromatic polyamines starting from the -xylene diamine and adipic acid; polyamides prepared from the hexa ethylene diamine and isophthalic acid or / and terephthalic acid, with or without an elastomer or modifier, for example the terephthalamide of the poly-2,4,4-trimethylhexamethylene or the isophthalamide of the poly-m-phenylene; and also block copolymers of the polyamides, mentioned above, with the polyolefins, olefin copolymers, ionomers or elastomers bound or chemically grafted; or with polyethers, for example with polyethylene glycol, polypropylene glycol or polytetramethylene glycol; as well as poly-amides or copolyamides modified with EPDM or ABS; and polyamides condensed during the process (RIM system [Reaction Injection Molding] of polyamide). 17. Polyureas, polyimides, polyamide-iraides, polyether-imides, polyester-imides, polyhydantoins and polybenzimidazoles. 18. Polyesters derived from dicarboxylic acids and diols and / or from hydroxycarboxylic acids or the corresponding lactones, for example polyethylene terephthalate, polybutylene terephthalate, poly-l, 4-dimethylolcyclohexane terephthalate and polyhydroxybenzoates, as well as derived block copolymer esters of hydroxyl terminated polyethers; and also polyesters modified with polycarbonates or MBS. 19. Polycarbonates and polyester carbonates.

. Polysulfones, polyether sulfones and polyether ketones. 21. Interlaced polymers derived from aldehydes, on the one hand, and phenols, ureas and melamines, on the other, such as phenol / formaldehyde resins, urea / formaldehyde resins and melamine / formaldehyde resins. 22. Alkyd resins dried and not dried. 23. Unsaturated polyester resins, derived from copolyesters of saturated and unsaturated dicarboxylic acids with polyhydric alcohols and vinyl compounds as crosslinking agents, and also their halogen-containing modifications of low flash capacity. 24. Interlaxable acrylic resins, derived from substituted acrylates, for example epoxy acrylates, urethane acrylates or polyester acrylates.

. Alkyd resins, polyester resins and acrylate resins, entangled with melamine resins, urea resins, isocyanates, isocyanurates, polyisocyanates or epoxy resins. 26. Interlaced epoxy resins derived from aliphatic, cycloaliphatic, heterocyclic or aromatic glycidyl compounds, for example products of diglycidyl ethers of bis-phenol A and bis-phenol F, which are entangled with customary hardeners, such as anhydrides or amines, with or without accelerators. 27. Natural polymers, such as cellulose, rubber, gelatin and chemically modified homologous derivatives thereof, for example cellulose acetates, cellulose propionates and cellulose butyrates, or cellulose ethers, such as methyl cellulose; as well as colophonies and their derivatives. 28. Mixtures of the aforementioned polymers (polyblends), for example PP / EPDM, Polyamide / EPDM or ABS, PVC / EVA, PVC / ABS, PVC / MBS, PC / ABS, PBTP / ABS, PC / ASA, PC / PBT, PVC / CPE, PVC / acrylates, POM / PUR thermoplastic PC / PUR thermoplastics, POM / acrylate, POM / MBS, PPO / HIPS, PPO / PA 6.6 and copolymers, PA / HDPE, PA / PP, PA / PPO , PBT / PC / ABS or PBT / PET / PC.

The invention also provides a process for stabilizing synthetic organic polymers or prepolymers against damage by light, oxygen and / or heat, which comprises adding a compound of formula I as a stabilizer. The amount of the stabilizer that is used depends on the organic material to be stabilized and the intended use of the stabilized material. In general, the novel composition comprises from 0.01 to 15 parts by weight, in particular from 0.05 to 10 parts by weight and, especially, from 0.1 to 5 parts by weight of the stabilizer (component B) per 100 parts by weight of component A.

In addition to the stabilizer of formula I, the novel compositions may include other stabilizers or other additives, examples of which are antioxidants, additional light stabilizers, metal deactivators, phosphites or phosphonites. Examples of these are the following stabilizers: 1. Antioxidants 1. 1 Alkylated monophenols, for example 2, 6-di-tert. butyl-4-methylphenol, 2-tert-butyl-4,6-dimethylphenol, 2,6-di-tere. butyl-4-ethylphenol, 2,6-di-tert-butyl-4-n-butylphenol, 2,6-di-tert. -butyl-4-isobutylphenol, 2,6-dicyclopentyl-4-methylphenol, 2- (a-methylcyclohexyl) -4,6-dimethylphenol, 2,6-dioctadecyl-4-methylphenol, 2,4,6-tri-cyclohexylphenol, 2 , 6-di-tert. -butyl-4-methoxymethylphenol, nonylphenols which are linear or branched in the side chains, for example, 2,6-di-nonyl-4-methylphenol, 2,4-dimethyl-6- (1 * -methyl-undectan- 1 '-il) phenol, 2,4-dimethyl-6- (1-methylheptadec-ll-yl) phenol, 2,4-dimethyl-β-fl'-methyltridec-l, l) phenol, and mixtures thereof. 1. 2 Alkyltiomethylphenols, for example 2,4-dioctylthiomethyl-6-tert-butylphenol, 2,4-dioctylthiomethyl-6-methylphenol, 2,4-dioctylthiomethyl-6-ethylphenol, 2,6-di-dodecylthiomethyl-4-nonylphenol . 1. 3 Hydroquinones and alkylated hydroquinones, for example 2, 6-di-tert. -butyl-4-methoxyphenol, 2, 5-di-ter. -butylhydroquinone, 2,5-di-tert.-amylhydroquinone, 2,6-diphenyl-4-octadecyloxyphenol, 2,6-di-tert. -butylhydroquinone, 2,5-di-tert. -butyl-4-hydroxy-anisole, 3, 5-di-tert. -butyl-4-hydroxyanisole, 3,5-di-tert. stearate. -butyl-4-hydroxyphenyl and bis- (3, 5-di-tert.-butyl-4-hydroxyphenyl) adipate. 1. 4 Tocopherols. for example α-tocopherol, β-tocopherol, α-tocopherol, d-tocopherol and their mixtures (Vitamin E). 1.5 Hydroxylated thiodiphenyl ethers. for example 2,2'-thiobis (6-tert-butyl-4-methylphenol), 2,2'-thiobis (4-octylphenol), 4,4'-thiobis (6-tert-butyl-3-) methylphenol), 4,4'-thiobis (6-tert-butyl-2-methylphenol), 4,4 * -thiobis- (3,6-di-sec. -aminophenol), 4,4'-bis- ( 2,6-dimethyl-4-hydroxyphenyl) disulfide. 1. 6 Alkylidene-bis-phenols. for example, 2,2'-methylenebis (6-tert-butyl-4-methylphenol), 2,2'-methylenebis (6-tert-butyl-4-ethylphenol), 2,2-methylenbis [4-] methyl-6- (a-methylcyclohexyl) phenol], 2,2 '-methylenebis (4-methyl-6-cyclohexylphenol), 2,2'-methylene-bis (6-nonyl-4-methylphenol), 2,2 • -methylenebis (4,6-di-tert.-butylphenol), 2,2'-ethylidene-bis (4,6-di-tert.-butylphenol), 2,2'-ethylidene-bis (6-tert. butyl-4-isobutylphenol), 2,2 • -methylenebis [6- (a, a-dimethylbenzyl) -4-nonylphenol], 4,4'-methylenebis (2,6-di-tert.-butylphenol), 4, 4'-methylenebis (6-tert-butyl-2-methylphenol), 1,1-bis (5-tert-butyl-4-hydroxy-2-methylphenyl) butane, 2,6-bis (3-tere. -butyl-5-methyl-2-hydroxybenzyl) -4-methylphenol, 1, 1, 3-tris (5-tert-butyl-4-hydroxy-2-methylphenyl) butane, 1,1-bis (5-tert. .butyl-4-hydroxy-2-methyl-phenyl) -3-n-dodecyl mercaptobutane, ethylene glycol-bis [3, 3-bis (3'-tere. -butyl-4'-hydroxyphenyl) butyrate], bis (3 -tert.-butyl-4-hydroxy-5-methyl-phenyl) dicyclopentadiene, bis [2- (3'-tere. -buti1-2 '-hydroxy-5'-methyl) benzyl) -6-tert.-buyl-4-methylphenyl [terephthalate, 1,1-bis- (3,5-dimethyl-2-hydroxyphenyl) butane, 2,2-bis- (3,5-di-tert. -butyl-4-hydroxyphenyl) propane, 2, 2-bis (5-tert. butyl-4-hydroxy-2-methylphenyl) -4-n-dodecyl mercaptobutane, 1,1,5,5-tetra- (5-rerc-butyl-4-hydroxy-2-methylphenyl) pentane. 1. 7 Compounds of O-, N-? S-benzyl. for example 3, 5, 3 ', 5' -tetra-tert. -butyl-4, 4 • -dihydroxydibenzyl ether, octadecyl-4-hydroxy-3,5-dimethylbenzylmercaptoacetate, tridecyl-4-hydroxy-3,5-di-tert. , butylbenzylmercaptoacetate, tris (3,5-di-tert.-butyl-4-hydroxybenzyl) -amine, bis (4-tert.-butyl-3-hydroxy-2,6-dimethylbenzyl) dithio-terephthalate, bis (3, 5-di-tert-butyl-4-hydroxybenzyl) sulfide, isooctyl-3,5-di-tert. -butyl-4-hydroxybenzylmercaptoacetate. 1. 8 Hydroxybenzylated malonates. for example 2,2-bis- (3, 5-di-tert.-butyl-2-hydroxybenzyl) -doctadecylmalonate, 2- (3-tert-butyl-4-hydroxy-5-methylbenzyl) -malonate of di-octadecyl, 2,2-bis (3, 5-di-tert.-butyl-4-hydroxybenzyl) -di-dodecylmercaptoethylmalonate, 2,2-bis (3,5-di-tert.-butyl- 4-hydroxybenzyl) -bis- [4- (1,1,3,3'-tetramethylbutyl) phenyl] malonate]. 1.9 Hydroxybenzyl aromatic compounds for example 1,3,5-tris- (3,5-di-tert-butyl-4-hydroxybenzyl) -2,4,6-trimethylbenzene, 1,4-bis (3,5) -di-tert.-butyl-4-hydroxybenzyl) -2,3,5,6-tetramethylbenzene, 2,4,6-tris- (3,5-di-tert.-butyl-4-hydroxybenzyl) phenol. 1. 10 Triazine compounds. for example 2,4-bis (octylmercapto) -6- (3,5-di-tert.-butyl-4-hydroxyanilino) -1,3,5-triazine, 2-octylmercapto-4,6-bis (3 , 5-tert-butyl-4-hydroxyanilino) -1,3,5-triazine, 2-octylmercapto-4,6-bis (3,5-di-tert.-buty1-4-hydroxyphenoxy) -1,3 , 5-triazine, 2,4,6-tris (3,5-di-tert.-buty1-4-hydroxyphenoxy) -1,2,3-triazine, 1,3,5-tris- (3, 5) di-tert-butyl-4-hydroxybenzyl) isocyanate, 1,3,5-tris (4-tert-butyl-3-hydroxy-2,6-di-methylbenzyl) isocyanurate, 2,4,6-tris ( 3, 5-di-tert-butyl-4-hydroxyphenylethyl) -1,3,5-triazine, 1,3,5-tris (3,5-di-tert.-buty1-4-hydroxyphenylpropionyl) hexahydro-1 , 3, 5-triazine, 1,3-5-tris (3,5-dicyclohexyl-4-hydroxybenzyl) isocyanurate. 1. 11 Benzylphosphonates. for example 2, 5-di-tert. dimethyl-4-hydroxybenzylphosphonate, diethyl 3,5-di-tert.-butyl-4-hydroxybenzylphosphonate, 3,5-di-tere. -butyl-4-hydroxybenzylphosphonate dioctadecyl, 5-tert. -butyl-4-hydroxy-3-methylbenzylphosphonate dioctadecyl, the calcium salt of the monoethyl ester of 3,5-di-tert-butyl-4-hydroxybenzylphosphonic acid. 1. Acylaminophenols, for example 4-hydroxylauranylide, 4-hydroxystearanilide, N- (3,5-di-tert.-butyl-4-hydroxyphenyl) carbamate octyl. 1. 13 Esters of ß- (3,5-di-tert.-butyl-4-hydroxy-phenyl ropionic acid with mono- or polyhydric alcohols, for example methanol, ethanol, n-octanol, i-octanol, octadecanol, 1,6 -hexanediol, 1,9-nonanediol, ethylene glycol, 1,2-propanediol, neopentyl glycol, thiodiethylene glycol, pentaerythritol, tris (hydroxyethyl) isocyanurate, N, N'-bis (hydroxyethyl) oxamide, 3-thiaundecanol, 3-thiapentadecanol, trimethylhexanediol, trimethylolpropane, 4-hydroxymethyl-l-phospha-2, 6-7.trioxabicyclo [2.2.2] -octane. 1. 14 Esters of ß- (5-tert-butyl-4-hydroxy-3-methyl-phenyl) propionic acid. with mono- or polyhydric alcohols, for example methanol, ethanol, n-octanol, i-octanol, octadecanol, 1,6-hexanediol, 1,9-nonanediol, ethylene glycol, 1,2-propanediol, neopentyl- glycol, thiodiethylene glycol, pentaerythritol, tris (hydroxyethyl) isocyanurate, N, N'-bis (hydroxyethyl) oxamide, 3-thiaundecanol, 3-thiapentadecanol, trimethylhexanediol, trimethylolpropane, 4-hydroxymethyl-1-phospha-2, 6-7 .trioxabicyclo [2.2.2] -octane. 1. 15 Esters of ß- (3,5-dicyclohexyl-4-hydroxyphenyl) -propionic acid. with mono- or polyhydric alcohols, for example methanol, ethanol, n-octanol, i-octanol, octadecanol, 1,6-hexanediol, 1,9-nonanediol, ethylene glycol, 1,2-propanediol, neopentyl- glycol, thiodiethylene glycol, pentaerythritol, tris (hydroxyethyl) isocyanurate, N, N'-bis (hydroxyethyl) oxamide, 3-thiaundecanol, 3-thiapentadecanol, trimethylhexanediol, trimethylolpropane, 4-hydroxymethyl-l-phospha-2, 6-7 .trioxabicyclo [2.2.2] -octane 1. 16 Esters of 3,5-di-tert.-buty1-4-hydroxyphenylacetic acid. with mono- or polyhydric alcohols, for example methanol, ethanol, n-octanol, i-octanol, octadecanol, 1,6-hexanediol, 1,9-nonanediol, ethylene glycol, 1,2-propanediol, neopentyl- glycol, thiodiethylene glycol, pentaerythritol, tris (hydroxyethyl) isocyanurate, N, N'-bis (hydroxyethyl) oxamide, 3-thiaundecanol, 3-thiapentadecanol, trimethylhexanediol, trimethylolpropane, 4-hydroxymethyl-l-phospha-2, 6-7 .trioxabicyclo [2.2.2] -octane 1. 17 Amides of ß- (3,5-di-tert.-butyl-4-hydroxyphenyl) -propionic acid, for example N, N * -bis (3,5-di-tert.-butyl-4-hydroxyphenylpropionyl) hexamethylenediamine, N, N • -bis (3,5-di-tert.-butyl-4-hydroxyphenylpropionyl) trimethylenediamine, N, N'-bis (3,5-di-tert.-butyl-4-hydroxyphenylpropionyl) hydrazine. 1. 18 Ascorbic acid (Vitamin C). 1. 19. Aminic antioxidants. for example N, N'-di-isopropyl-p-phenyldiamine, N, N'-di-sec-butyl-p-phenylenediamine, N, N'-bis (1,4-dimethylpentyl) -p-phenylenediamine, N, N'-bis (l-ethyl-3-methylpentyl) -p-phenylenediamine, N, N'-bis (1-ethylheptyl) -p-phenylenediamine, N, N'-dicyclohexyl-p-phenylenediamine, N, N '-diphenyl-p-phenylenediamine, N, N'-bis (2-naphthyl) -p-phenylenediamine, N-isopropyl-N' -phenyl-p-phenylene, N- (1,3-dimethylbutyl) - N '-phenyl-p-phenylenediamine, N- (l-methylheptyl) -N'-phenyl-p-phenylenediamine, N-cyclohexyl-N'-phenyl-p-phenylenediamine, 4- (p-toluenesulfamoyl) -diphenylenediamine, N , N '-dimethyl-N, N'di-sec. -butyl-p-phenylenediamine, diphenylamine, N-allyldiphenylamine, 4-isopropoxydiphenylamine, N-phenyl-1-naphthylamine, N- (4-tert-octylphenol) -l-naphthylamine, N-phenyl-2-naphthylamine, diphenylamine octilada, for example p, p '-di-tere. -octyildiphenylamine, 4-n-butylaminophenol, 4-butyrylaminophenol, 4-nonylamino-phenol, 4-dodecanoylaminophenyl, 4-octadecanoylaminophenol, bis (4-methoxyphenyl) amine, 2,6-di-tert. -butyl-4-dimethylaminomethylphenol, 2,4'-diaminodiphenylmethane, 4,4'-diaryldiphenylmethane, N, N, N *, N * -tetramethyl-4,4'-diaminodiphenylmethane, 1,2-bis [(2- methylphenol) amino] ethane, 1,2-bis (phenylamino) propane, (o-tolyl) biguanide, bis [4- (1 ', 3 * -dimethylbutyl) phenyl] amine, N-phenyl-1-naphthylamine tere. -octylated, a mixture of dialkylated tert-butyl / tert-octyldiphenylamines, a mixture of mono- and dialkylated nonildiphenylamines, a mixture of mono- and dialkylated dodecyldiphenylamines, a mixture of isopropyl / isohexyldiphenylamide mono- and dialkylated, a mixture of tert. mono- and dialkylated butyldiphenylamines, 2,3-dihydro-3,3-dimethyl-4H-l, 4-benzothiazine, phenothiazine, a mixture of tert-butyl / tert.-octylphenothiazines mono- and dialkylated, a mixture of tert. -octylphenothiazines mono- and dialkylated, N-allylphenothiazine, N, N, N ', N'-tett-phenyl-l, 4-diamino-but-2-ene, N, N-bis (2, 2.6, 6 -tetramethyl-piperid-4-yl-hexamethylenediamine, bis (2,2,6,6-tetramethylpiperid-4-yl) sebacate, 2,2,6,6-tetramethylpiperidin-4-one, 2,2,6,6 -tetramethylpiperidin-4-ol. 2. Absorbents of UV radiation and light stabilizers 2. 1-hydroxyphenyl) benzotriazoles. for example 2- (2'-hydroxy-5 '-methylphenyl) -benzotriazole, 2, (3 ', 5' -di-tere. -buti1-2 '-hydroxyphenyl) benzotriazole, 2 (5'-tert-butyl-2'-hydroxyphenyl) benzotriazole, 2- (2'-hydroxy-5) '- (1,1,3,3-tetramethylbutyl) phenyl) benzotriazole, 2- (3', 5'-di-tere.-butyl-2 '-hydroxyphenyl) -5-chloro-benzotriazole, 2- (3') -tert.-butyl-2'-hydroxy-5-methylphenyl) -5-chloro-benzotriazole, 2- (3 'sec.-butyl-5'-tert-butyl-2'-hydroxyphenyl) benzotriazole, 2- (2 '-hydroxy-4 * -octyloxyphenyl) benzotriazole, 2, - (3', 5 '-di-tere. -amil-2 • -hydroxyphenyl) benzotriazolol, 2- (3 *, 5'-bis (a, a- di ethylbenzyl) 2'-hydroxyphenyl) benzotriazole, mixture of 2- (3'-tert-butyl-2 • -hydroxy-5 * - (2-octyloxycarbonylethyl) phenyl) -5-chloro-benzotriazole, 2, (3 ' -tere. -buti1-5 »- [2- (2-ethylhexyloxy) -carbonylethyl] -2'-hydroxyphenyl = -5-chloro-benzotriazole, 2- (3'-tert-butyl-2'-hydroxy-5'- (2-methoxycarbonylethyl) phenyl) -5-chloro-benzotriazole, 2- (3'-tere. -butyl-2'-hydroxy-5 '- (2-methoxycarbonylethyl) phenyl) benzotriazole, 2- (3'-tere. -butyl-2 '- hydroxy-5 • - (2-octyloxycarbonyl) til) phenyl) benzotriazole, 2- (3'-tere. -butyl-5 '[2- (2-ethylhexyloxy) carbonylethyl] -2'-hydroxyphenyl) benzotriazole, 2- (3 * -dodecyl-2'-hydroxy-5 • -methylphenyl) benzotriazole and 2- (3'-tere .butyl-2'-hydroxy-5 '(2-isooctyloxycarbonylethyl) phenylbenzotriazole, 2,2'-methylenebis [4- (1,1,3,3-tetramethylbutyl) -6-benzotriazol-2-ylphenol]the transesterification product of 2- [3'-tere.-butyl-5 '- (2-methoxycarbonylethyl) -2' hydroxyphenyl] -2H-benzotriazole with polyethylene glycol 300; [R-CH2CH2-cbo (CH2) 3] 2- > where R = 3 '-tere. -butyl-4 '-hydroxy-5'-2H-benzotriazol-2-ylphenyl. 2. 2. 2-Hydroxybenzophenones. for example, the derivatives of 4-hydroxy, 4-methoxy, 4-octyloxy, 4-decyloxy, 4-dodecyloxy, 4-benzyloxy, 4, 2 ', 4' -trihydroxy and 2'-hydroxy-4,4 '- dimethoxy. 2. 3 Esters of benzoic acids substituted and unsubstituted. as, for example, the salicylate of 4-tert. -butylphenyl, phenyl salicylate, octylphenyl salicylate, dibnezoyl resorcinol, bis (4-tert.-butylbenzoyl) rsorcinol, benzoyl resorcinol, 3,5-di-tert. -butyl- 2,4-di-tert. 4-hydroxybenzoate. -butylphenyl, 3, 5-di-tert. -butyl-4-hydroxybenzoate hexadecyl, 3, 5-di-tert. Octadecyl-3-hydroxybenzoate and 3,5-di-tert-butyl-4-hydroxybenzoate. 2-methyl-4,6-di-tert-butyl-4-hydroxybenzoate. -butylphenyl. 2, 4-Acylates, for example ethyl α-cyano-β, β-diphenylacrylate, methyl a-cyano-β, β-diphenylacrylate, methyl a-cyano-β-methyl-p-methoxycinnamate, a- butyl cyano-β-methyl-p-methoxycinnamate, methyl α-cyano-β-methyl-p-methoxycinnamate and N- (β-carbomethoxy-β-cyanovinyl) -2-methylindoline. 2.5 Nickel compounds. for example nickel complexes of 2,2 * -thio-bis- [4- (1,1,3,3-tetramethylbutyl) phenol], such as the complex of 1: 1 or 1: 2, with or without additional ligands , such as n-butylamine, triethanolamine or N-cyclohexyldiethanolamine, nickel dibutylthiocarbate, nickel salts of monoalkyl esters, for example the methyl or ethyl ester of 4-hydroxy-3,5-di-tert. -butylbenzylphosphonic, nickel complexes of ketoximes, for example complexes of 2-hydroxy-4-methylphenyl-undecylketoxime, nickel complexes of l-phenyl-4-lauroyl-5-hydroxypyrazole, with or without additional ligands. 2. 6 Amines hindered sterically, for example bis (2, 2,6,6-tetramethyl-4-piperridyl) sebacate, bis (2, 2, 6,6-tetramethyl-4-piperidyl) succinate. bis (1,2,2,6,6-pentamethyl-4-piperidyl) sebacate, bis (l-octylox-2, 2,6,6-tetramethyl-4-piperidyl) sebacate, bis (1,2,2, 6,6-pentamethyl-4-piperidyl) -n-butyl-3,5-di-tert. - butyl-4-hydroxybenzylmalonate, the condensate of the 1- (2-hydroxyethyl) 2,2,6,6-tetramethyl-4-hydroxypiperidine and the succinic acid, the condensate of the N, N'-bis (2, 2 , 6,6-tetramethyl-4-piperidyl) hexamethylenediamine and 4-tert. - octylamino-2,6-dichloro-l, 3, 5-triazine, tris (2, 2, 6, 6-tetramethyl-4-piperidyl) nitrilotriaetate, tetrakis (2, 2,6,6-tetramethyl-4-piperidyl) ) -1,2,3, 4-butane-tetracarboxylate, 1,1 '- (1,2-ethanediyl) bis (3,3,5,5-tetramethylpiperazinone), 4-benzoyl-2,2,6, 6 -tetramethylpiperidine, 4-stearyloxy-2, 2,6,6-tetramethylpiperidine, bis (1,2, 2,6,6-pentamethylpiperidyl) -2-n-butyl-2- (2-hydroxy-3,5-di) -terc-butylbenzyl) malonate, 3-n-octyl-7,7,9, 9-tetramethyl-l, 3,8-triazaspiro [4.5] decan-2,4-dione, bis (l-octyloxy-2, 2,6,6-tetramethylpiperidyl) sebacate, bis (l-octyloxy-2, 2,6,6-tetramethylpiperidyl) succinate, the condensate of N, N '-bis (2,2,6,6-tetamethyl-4 - piperidyl) hexamethylenediamine and 4-morpholino-2,6-dichloro-l, 3,5-triazine, the condensate of 2-chloro-4,6-bis (4-n-butylamino-2, 2, 6, 6- tetramethylpiperidyl) -l, 3,5-triazine and 1,2-bis (3-aminopropylamino) -ethane, the condensate of 2-chloro-4,6-di- (4-n-butylaraine-1, 2 , 2, 6, 6-pentamethylpiperidyl) -1, 3, 5-tri azine and 1,2-bis- (3-aminopropylamino) ethane, 8-acetyl-3-dodecyl-7, 7, 9, 9-tetramethyl-l, 3, 5-triaza spiro [4, 5]. 2,4-dione, 3-dodecyl-1- (2,2,6,6-tetramethyl-4-piperidyl) pyrrolidine-2,5-dione, 3-dodecyl-1- (1,2,2,6, 6-pentamethyl-4-piperidyl) pyrrolidin-2, 5-dione, a mixture of 4-hexadecyloxy- and 4-stearyloxy-2,2,6,6-tetramethylpiperidine, a condensation product of N, N ' -bis (2, 2,6,6-tetramethyl-4-piperidyl) hexamethylenediamine and 4-cyclohexylamino-2,6-dichloro-1,3,5-triazine, a condemnation product of 1,2-bis (3 - aminopropylamino) ethane and 2,4,6-trichloro-l, 3,5-triazine, as well as 4-butylamino-2,2,6,6-tetramethylpiperidine (CAS Reg. No. [136504-96- 6]); N- (2, 2, 6, 6-tetramethyl-4-piperidyl) -n-dodecyl succinimide, 2-undecyl-7, 7,9, 9-tetramethyl-l-oxa-3, 8-diaza-4-oxo-spiro [4.5] decane, a reaction product of 7,7,9,9-tetramethyl-2-cycloundecyl-l-oxa-3,8-diaza-4-oxyspiro [ 4, 5] decane and epichlorohydrin, (4-methoxyphenyl) -methylene-bis (1, 2,2,6,6-pentamethyl-4-piperidyl-ether of propandioic acid, N, N • -bis-formyl-N , N'-bis (2, 2,6,6-tetramethyl-4-piperidyl) -hexamethylenediamine, poly- [methylpropyl-3-oxy-4- (2, 2,6,6-tetramethyl-4-piperidyl)] - siloxane, a reaction product of the α-olefin copolymer of maleic acid and 2, 2, 6,6-tetramethyl-4-aminopiperidine ol, 2,2,6,6-pentamethyl-4-aminipiperidine. 2. 7 Oxamides. for example 4,4'-dioctyloxyoxanilide, 2,2 * -dietoxyoxanilide, 2,2'-dioctyloxy-5,5'di-tere. -butoxyanilide, 2,2'-didodecyloxy-5, 5'-di-tere. -butoxyanilide, 2-ethoxy-2'-ethyloxyanilide, N, N'-bis (3-dimethylaminopropyl) oamide, 2-ethoxy-5-tert-butyl-2'-ethoxyanilide and its mixture with 2-ethoxy-2 '-ethyl-5, 4' -di-tere. -butoxyanilide and mixtures of the disubstituted ortho and para-methoxy oxanilides and mixtures of the disubstituted o- and p-ethoxy oxyaildiad. 2,8. 2- (2-hydroxyphenyl) -1,3,5-triazines. for example 2,4,6-tris (2-hydroxy-4-octyloxyphenyl) -1, 3-5-triazine, 2- (2-hydroxy-4-octylphenyl) -4,6-bis (2, 4- dimethyldiphenyl) -1,3,5-triazine, 2- (2,4-dihydroxyphenyl) -4,6-bis (2,4-dimethylphenyl) -1,3,5-triazine, 2,4-bis (2- hydroxy-4-propyloxyphenyl) -6- (2,4-dimethylphenyl) -1,3,5-triazine, 2- (2-hydroxy-4-octyloxyphenyl) -4,6-bis (4-methylphenyl) -1, 3, 5-triazine, 2- (2-hydroxy-4-dodecyloxy-spheryl) -4,6-bis (2,4-dimethylphenyl) -1,3,5-triazine, 2- (2-hydroxy-4-tridecyloxyphenyl) -4,6-bis (2,4-dimethylphenyl) -1,3,5-triazine, 2- [2-hydroxy-4- (2-hydroxy-3-butyloxy-propoxy) phenyl] -4,6-bis (2,4-dimethyl) -1,3,5-triazine, 2- [2-hydroxy-4- (2-hydroxy-3-octyloxy-propyloxy) phenyl] -4,6-bis (2,4-dimethyl) ) -1,3, 5-triazine, 2- [4- (dodecyloxy / tridecyloxy-2-hydroxypropoxy) -2-hydroxy-phenyl] -4,6-bis (2,4-dimethylphenyl) -1,3,5 -triazine, 2- [2-hydroxy-4- (2-hydroxy-3-dodecyloxy-propoxy) phenyl] -4,6-bis (2,4-dimethylphenyl) -1,3,5-triazine, 2 (2 -hydroxy-4-hexyloxy) phenyl-4, 6-diphenyl-1,3,5-triazine, 2- (2-hydroxy-4-methoxyphenyl) -4,6-diphenyl-1,3,5-triazine, 2,4,6-tris [2-hydroxy] 4- (3-butoxy-2-hydroxy-propoxy) phenyl] -l, 3,5-triazine, 2- (2-hydroxyphenyl) -4- (4-methoxyphenyl) -6-phenyl-1,3,5- triazine. 3. Metal deactivators for example N, N'-diphenyloxy ida, N-salicylal-N'-salicyloyl-hydrazine, N, N'-bis (salicyloyl) hydrazine, N, N * -bis (3,5-di) -tert.-butyl-4-hydroxyphenylpropionyl) hydrazine, 3-salicylamino-l, 2,4-triazole, bis (benzylidene) oxalyl-di-hydrazine, oxanilide, isophthaloyl-dihydroazide, sebacoyl-bisphenylhydrazide, N, N »-diacetyl-dipoyl -dihydrazide, N, N'-bis (salicyloyl) oxalyl-dihydrazide, N, N'-bis (salicyloyl) -thiopropionyl-dihydrazide. 4. Phosphites and Phosphonites, for example triphenyl phosphite, alkyl-diphenyl phosphites, dialkyl-phenyl phosphites, tris (nonylphenyl) phosphite, trilauryl phosphite, trioctadecyl phosphite, distearyl-pentaerythritol diphosphite, trisphosphite ( 2,4-di-tert-butylphenyl), diisodecyl-pentaerythritol diphosphite, bis (2,4-di-tert.-buylphenyl) pentaerythritol diphosphite, bis (2,6-di-tert.-butyl-4-diphosphite) diphosphite -methylphenyl) -pentaerythritol, diphosphite diisodecyl oxypentaerythritol, bis (2,4-di-tert.-butyl-6-methylphenyl) pentaerythritol diphosphite, bis (2,4,6-tris (tere. -butylphenyl) pentaerythritol diphosphite, Triphosphate tristesaryl-sorbitol, tetrakis (2,4-di-tert.-butylphenyl) -4,4'-biphenylene, 6-isooctyloxy-2, 4,8,10.tetra.tere.-butyl-12H-dibenzfd diphosphonite , g] -l, 3,2-dioxaphosphocin, 6-fluoro-2,4,8, 10-tetra-tert-butyl-1,2-methyl-dibenz [d, g] -l, 3,2-dioxaphosphocin, bis (2,4-di-tert-butyl-6-methylphenyl) methylphosphite, bis (2,4-di-tert.-butyl-6-methylphenyl) ethyl phosphite.

Hydroxylamines, for example N, N-dibenzylhydroxylamine, N, N-diethylhydroxylamine, N, N-dioctylhydroxylamine, N, N-dilaurylhydroxylamine, N, N-ditetradecylhydroxylamine, N, N-dihexadecylhydroxylamine, N, N-dioctadecylhydroxylamine, N-hexadecyl N-octadecylhydroxylamine, N-heptadecyl-N-octadecylhydroxylamine, N, N-dialkylhydroxylamine derived from the amine was hydrogenated tallow. 6. Nitrones. for example N-benzyl-alpha-phenyl-nitrona, N-ethyl-alpha-ethyl-nitrona, N-octyl-alpha-heptyl-nitrona, N-lauryl-alpha-undecyl-nitrone, N-tetradecyl-alpha-tridecyl -nitrona, N-hexadecyl-alpha-pentadecyl-nitrone, N-octadecyl-alpha-heptadecyl-nitrone, N-hexadecyl-alpha-heptadecyl-nitrone, N-octadecyl-alpha-pentadecyl-nitrone, N-heptadecyl-alpha-heptadecyl -nitrona, N-octadecyl-alpha-hexadecyl-nitrona, nitrona derived from N, N-dialkylhydroxylamine which, in turn, is derived from the hydrogenated tallow amine. 7. Tiosinergistaa. for example, dilauryl thiodipropionate, or distearyl thiodipropionate.

S. Peroxide scavengers, for example the esters of the β-thiodipropionic acid, for example, the esters of lauryl, stearyl, myristyl or tridecyl, the meraptobenzimidazole of the zinc salt of 2-meraptobenzimidazole, the zinc dibutyldithiocarbamate, the disulfide of dioctadecyl, pentaerythritol tetrakis (β-dodecylmercapto) propionate. 9. Polyamide stabilizers, for example copper salts in combination with iodide and / or phosphorus compounds and salts of divalent manganese.

. Basic co-stabilizers, for example, melamine, polvnilpyrrolidone, dicyandiamide, triallyl cyanurate, urea derivatives, hydrazine derivatives, amines, polyamines, polyurethanes, alkali metal salts and salts of metals of higher fatty acids, for example the alcium stearate, zinc stearate, magnesium behenate, magnesium stearate, sodium ricinoleate and potassium palmitate, antimony pyrocatechol or tin pyrocatechollate. 11. Nucleation agents, for example inorganic substances, such as talcum, metal oxides, such as titanium dioxide or magnesium oxide, phosphates, carbonates or sulfates of, preferably, alkaline earth metals; organic compounds such as mono- or polycarboxylic acids and their salts, for example 4-tert. -butylbenzoic acid, adipic acid, diphenylacetic acid, sodium succinate or sodium benzoate; polymeric compounds, such as ionic copolymers ("ionomers"). 12. Filling and Reinforcing Agents, for example, calcium carbonate, silicates, glass fibers, vidiro bulbs, asbestos, talc, kaolin, mica, barium sulfate, metal oxides and hydroxides, carbon black, graphite, flour of wood and flours or firba of other natural products, synthetic fibers.

Other additives, for example, plasticizers, lubricants, emulsifiers, pigments, rheology additives, catalysts, flow control agents, optical scalers, fireproofing agents, antistatic agents and blowing agents.

Benzofuranones and Indolinones, for example those disclosed in US-A-4 325 863, US-A-4 338 244, US-A-5 175 312, US-A-5 216 052, US-A-5 252 643 , DE-A-4 316 622, DE-A-4 316 622, DE-A-4 316 876, EP-A-0 589 839 or EP-A-9 591 102, or 3- [4- (2 -acetoxyethoxy) phenyl] -5,7-di-tert. -butyl-benzofuran-2-one, 5,7-di-tert-butyl-3- [4- (2-stearoyloxyethoxy) phenyl] -benzofuran-2-one, 3,3'-bis [5,7- di-tert-butyl-3- (4- [2-hydroxyethoxy] -phenyl) -benzofuran-2-one], 5,7-di-tert-butyl-3- (4-ethoxyphenyl) benzofuran-2-one , 3- (4-acetoxy-3,5-dimethylphenyl) -5,7-di-tert-butyl-benzofuran-2-one, 3- (3,5-dimethyl-4-pivaloyloxyphenyl) -5,7- di-tert-butyl-benzofuran-2-one.

The nature and amount of additional stabilizers added was determined by the nature of the substrate to be stabilized and by its intended use; in many cases, 0.1 to 5% by weight is used, based on the polymer to be stabilized.

The compounds of the formula I can be used with a par- ticular advantage in compositions that undertake, as component A, a thermoplastic poller or a binder for coatings, for example pins.

Examples of suitable thermoplastic polymers are polyolefins, polymers comprising heteroatoms in the main chain, for example thermoplastic polymers whose main chain comprises nitrogen, oxygen and / or sulfur, in particular nitrogen or oxygen.

Incorporation into synthetic organic polymers or prepolymers can be accomplished by adding the novel compounds and, if desired, the further additives, by methods customary in the art. The incorporation can advantageously take place before or in the course of the configuration, for example by mixing the pulverulent components or adding the stabilizer to the melt or solution of the polymer or by applying the dissolved or dispersed compounds to the polymer, with or without subsequent evaporation of the solvent . When elastomers are involved, they will also be stabilized in a crosslinked manner. Another possible way to incorporate the novel compounds in polymers is by adding them before or during the polymerization of the corresponding monomers and / or before the entanglement.

The novel compounds, or their mixtures, can also be added to the plastics to be stabilized, in the form of a masterbatch containing these compounds in, for example, a concentration of 2.5 to 25% by weight. The novel compounds can advantageously be incorporated by the following methods: • as an emulsion or dispersion (for example to cross-linked or emulsion polymers) • as a dry mixture, during mixing with additional components or polymer blends • by direct addition to the process equipment (eg, extruders, internal mixers, etc.) • as a solution or melt.

Stabilized polymer compositions, obtained in this way, can be converted into shaped articles, for example, fibers, films, tapes, sheets, multilayer sheets, containers, tubes and other profiles, by conventional methods, for example by pressing in encouragement, rotary molding, extrusion or injection.

Therefore, the invention further provides the use of the novel polymer composition to produce a shaped article.

The use in multilayer systems is also of interest. In this case, a novel polymer composition having a high content of the stabilizer of the formula I, for example from 1 to 15% by weight, is applied in a thin film (10 to 100 μm), to a shaped article obtained from a polymer containing little or no stabilizer of the formula I. The application can be carried out at the same time as the article is configured, for example by co-extrusion. However, the application can also be made to the ready-made article, for example by rolling with a film or by coating with a solution. The outer layer or layers of the finished article have the function of a UV radiation filter, which protects the interior of the article against this radiation.

The outer layer preferably contains from 1 to 15% by weight, in particular from 5 to 10% by weight, and at least one stabilizer of the formula I. The use of the novel polymer composition to produce multilayer systems, in the which the outer layer (s) with a thickness of 10 to 100 μm, consist of a novel polymer composition, while the inner layer contains little or none of the stabilizer of the formula I and thus is also supplied by the invention.

The polymers stabilized in this way are notable for their high environmental resistance and especially high resistance to UV light. They retain their mechanical properties and their color and brightness, even when they are used outdoors for a prolonged period.

The use of the novel compounds of the formula I as stabilizers for coatings, especially for paints, is of particular interest. The invention, therefore, also provides these compositions wherein Component A is a binder that forms a film.

The novel coating composition preferably contains from 0.01 to 10 parts by weight of B, in particular from 0.05 to 10 parts by weight of B, especially 0.1 to 5 parts by weight of B, per 100 parts by weight of the solid binder A.

Here, again, multilayer systems are possible, where the concentration of the compound of formula I (component B) in the topcoat may be high, for example from 1 to 15 parts by weight of B, especially 3 to 10 parts. in weight of B per 100 parts by weight of the solid binder A.

The use of the compound of the formula I as a stabilizer in the coatings has the additional advantage that delamination, ie flaking off of the coating of the substrate, is impeded. This advantage is particularly noticeable in the case of metal substrates and also in the case of multilayer systems on metal substrates.

The suitable binders (component A) are, in principle, all those that are accustomed to the technique, for example those described in the Encyclopedia Ullmann's Encyclopedia of Industrial Chemistry, 5th Edition, Vol. A18, pages 368-426, VCH, Weinheim 1991. The substance involved is generally a film-forming binder, based on a resin thermoplastic or thermostable, predominantly on a thermosetting resin. Examples thereof are alkyd, acrylic, polyester, phenolic, melamine, epoxy and polyurethane resins, and mixtures thereof.

Component A may be a cold-curable or hot-curable binder, and the addition of a curing catalyst may have advantages. Examples of suitable catalysts that accelerate the cure of the binder are described in the Encyclopedia Ull ann 's Encyclopedia of Industrial Chemistry, Vol. A 18, page 469, VCH, Verigsgesellschaft, Weinheim 1991.

Preference is given to coating compositions wherein Component A is a binder comprising a functional acrylate resin and an interlayer.

Examples of coating compositions with specific binders are: 1. paints based on alkyd, acrylate, polyester, epoxy or melamine resins, which can be cold or hot-entangled, or mixtures of these resins, with or without the addition of a curing catalyst; 2. Two-component polyurethane paints, based on hydroxyl-containing acrylate, polyester or polyether resins and on isocyanates, isocyanurates or polyisocyanates. aliphatic or aromatic; 3. one-component polyurethane paints, based on isocyanates, isocyanurates or block polyisocyanates, which are unblocked in the course of baking; 4. two-component paints, based on (poly) ketimines and on aliphatic or aromatic isocyanates, isocyanurates or polyisocyanates; . two-component paints, based on (poly) ketimines and an unsaturated acrylate resin or a polyacetoacetate resin or a methacrylamidoglycolate methyl ester; 6. two-component paints, based on polyacrylates and polyepoxides containing carboxyl or amino; 7. two component paints, based on acrylate resins containing anhydride groups and on a polyhydroxy or polyamino component; 8. two-component paints, based on acrylates containing anhydrides and polyepoxides; 9. two-component paints based on) poly) oxazolines and on acrylate resins containing unsaturated acrylate anhydride or acrylate groups or isocyanates, isocyanurates or aliphatic or aromatic polyisocyanates; . two-component paints, based on polyacrylates and unsaturated polymalonates; 11. thermoplastic polyacrylate paints, based on acrylic thermoplastic resins or externally interlaced acrylate resins, in combination with etherified melamine resins; 12. paint systems based on acrylate resins modified with siloxane or modified with fluoride. The novel coating compositions can also be cured by radiation. In this case, the binder essentially comprises monomeric or oligomeric compounds containing ethylenically unsaturated bonds (prepolymers), which are cured, after application, by UV radiation or by electron beams, that is, they become a mass form high molecular, interlaced. Corresponding systems are described in the aforementioned publication, the Encyclopedia Kullmann's Encyclopedia of Industrial Chemistry, 5th Edition, Vol. A18, pages 451-453. In coating compositions which can be cured by radiation, the compounds of the formula I can be used even without the addition of sterically hindered amines.

In addition to components A and B, the novel coating composition preferably comprises, as component C, a light stabilizer of the hindered amine of type 2- (2-hydroxyphenyl) -1,3,5-triazine and or 2-hydroxyphenyl-2H-benzotriazole, for example as mentioned above in the above list under paragraphs 2.1, 2.6 and 2.8. Of particular industrial interest in this context is the addition of the 2-mono-resorcinyl-4,6-diaryl-l, 3,5-triazines and / or 2-hydroxyphenyl-2H-benzotriazoles.

In order to achieve maximum stability to light, it is of particular interest to add hindered amines sterically, as mentioned in the previous list under 2.6. Therefore, the invention also provides a coating composition which, in addition to components A and B, comprises a light stabilizer of the sterically hindered amine type, such as component C. This is preferably a derivative of 2, 2,6,6-tetraalkylpiperidine, which comprises at least one group of the formula: wherein R is hydrogen or methyl, especially hydrogen.

Component C is preferably used in an amount of 0.05 to 5 parts by weight per 100 parts by weight of the solid binder.

Examples of tetraalkylpiperidine derivatives, which can be used as component C, are given in EP-A-356 677, pages 3-17, sections a) to f). Those sections of this patent are considered as part of the present description. It is particularly advantageous to employ the following tetralkylpiperidine derivatives: bis (2,2,6,6-tetramethylpiperidine succinate, bis (2,2,6,6-tetra? t? ethylpiperidine sebacate, bis (l, 2,2,6,6-pentamethylpiperidine sebacate, malonate of di (1,2, 2, 6, 6-pentamethylpiperidin-4-yl) butyl- (3, 5-di-tert.-butyl-4-hydroxybenzyl) bis (l-octyloxy-2,2,6) sebacate; 6-tetramethylpiperidin-4-yl), 1,2,3,4-tetracarboxylate tetra (2,2,6,6-tetramethyl piperidin-4-yl) butane, 1,2,3,4-tetracarboxylate tetra ( 1, 2,2,6,6-pentamethyl piperidin-4-yl) butane, 2,2,4,4-tetramethyl-7-oxa-3,20-diaza-21-diespiro [5.1.11.2] henicosane, 8 -acetyl-3-dodecyl-l, 3-8-triaza-7, 7,9, 9-tetramethylpyrro [4, 5] decan-2,4-dione, or a compound of the formulas: R R-NH- (CH2) 3-N- (CH2) 2-N- (CH2) 3-NH-R where R = CH, R R CH, R-N- (CH2) 3-N- (CH2) 2-N- (CH2) 3-N-R where R wherein m is from 5 to 50. In addition to the components A, B and, if used, C, the coating composition may comprise additional components, such as solvents, pigments, dyes, plasticizers, stabilizers, thixotropic agents, catalysts. of drying and / or leveling aids. Examples of possible components are those described in the Encyclopedia Ullmann's Encyclopedia of Industrial Chemistry, 53 Ed., Vol. A18, pages 429-471, VCH, Weinheim 1991. Possible drying catalysts or curing catalysts are, for example, organometallic compounds, amines, resins and / or phosphines containing amino. Examples of organometallic compounds are the carboxylates of metals, especially those of metals: Pb, Mn, Co, Zn, Zr or Cu, or metal chelates, especially those of metals: Al, Ti or Zr, or organometallic compounds, such as, for example, organic tin compounds.

Examples of metal carboxylates are the stearates of Pb, Mn or Zn, the octoates of Co, Zn or Cu, the naphthenates of Mn and Co, or the corresponding linoleates, resinates or talates. Examples of metal chelates are the aluminum, titanium or zirconium chelates of acetylacetone, ethyl acetylacetate, salicylaldehyde, salicylalyoxime, or hydroxyacetophenone or ethyl trifluoroacetylacetate, and the alkoxides of these metals.

Examples of organic tin compounds are dibutyl tin oxide, dibutyl tin dilaurate and dibutyl tin dioctoate.

Examples of amines are, in particular, tertiary amines, for example tributylamine, triethanolamine, N-methyldiethanolamine, N-dimethylethanolamine, N-ethylmorpholine, N-methylmorpholine or diazabicyclo-octane (triethylenediamine) and their salts.

Additional examples are the quaternary ammonium salts, for example trimethylbenzylammonium chloride.

The amino-containing resins are simultaneously binders and curing catalysts. Examples thereof are the amino-containing acrylate copolymers.

The curing catalysts used can also be phosphines, for example, triphenol phosphine.

The novel coating compositions can also be radiation curable. In this case, the binder consists essentially of monomeric or oligomeric compounds, which have ethylenically unsaturated bonds, which, after application, are cured - that is, converted to a high molecular mass, interlaced - by means of actinic radiation. When the system involves a system of curing by UV radiation, it generally comprises, in addition, a photoinitiator. Corresponding systems are described in the aforementioned publication, Encyclopedia Ullmann's Encyclopedia of Industrial Chemistry, 58 Ed., Vol. A18, pages 451-453. In the radiation curable coating compositions, the novel stabilizer mixtures can still be used without the addition of the hindered amines sterically.

The novel coating compositions can be applied to any desired substrate, for example to metal, wood or plastic or ceramic materials. They are preferably used as a topcoat in automotive paint. When this upper coating comprises two layers, of which the lower layer is pigmented and the upper layer is not, the novel coating composition can be used for the upper or bottom layer or for both layers, but preferably for the upper layer.

The novel coating compositions can be applied to the substrates by the usual techniques, for example, by extension, spraying, curtain coating, immersion or electrophoresis; see also Encyclopedia Ullmann's Encyclopedia of Industrial Chemistry, 5th Ed., Vol. A18, pages 491-500.

Depending on the binder system, the coatings can be cured at room temperature or by heating. These coatings are preferably cured at 50-150SC, and the powder coatings also at higher temperatures.

The coatings obtained, according to the invention, have an excellent resistance to the damaging effects of light, oxygen and heat; particular mention must be made of the good light stability and environmental resistance of the resulting coatings, for example paints.

Accordingly, the invention also provides a coating, especially a paint, which has been stabilized against the deleterious effects of light, oxygen and heat, by the addition of a compound of the formula I. The paint is preferably an overcoat for automobiles The invention further comprises a process for stabilizing a coating based on organic polymers, against damage by light, oxygen and / or heat, which comprises mixing a compound of the formula I and for the use of the compounds to the coating composition. of the formula I in coating compositions as stabilizers against damage by light, oxygen and / or heat.

The coating compositions may comprise an organic solvent or a mixture of solvents, in which the binder is soluble. However, the coating composition can also be an aqueous solution or dispersion. The vehicle can be a mixture of an organic solvent and water. The coating composition can be a paint with a high solids content or it can be free of solvents (for example a powder coating).

The pigments can be inorganic, organic or metallic. The novel coating compositions preferably do not contain pigments and are used as a clear coating.

Equally preferred is the use of the coating composition as a topcoat for applications in the automotive industry, especially as a topcoat pigmented or otherwise, of the paint system. However, its use for lower layers is also possible.

The stabilizer (component B) can also be a mixture of two or more compounds of the formula I.

When two or more radicals of the same name occur within the same compound of formula I, they may be identical or - within the scope of the possible definitions indicated - different. A halogen substituent is -F, -Cl, -Br or -I; preference is given to -F-, -Cl or -Br, especially to -Cl. The alkylphenyl is phenyl substituted by alkyl; (C7-C14) alkyl phenyl, for example, comprises methylphenyl (tolyl), dimethylphenyl (xylyl), trimethylphenyl (mesityl), ethylphenyl, propylphenyl, butylphenyl, dibutylphenyl, pentylphenyl, hexylphenyl, heptyphenyl or octylphenyl.

Phenylalkyl is alkyl substituted by phenyl; for example, phenylalkyl (- ^ - C ^^) comprises benzyl, α-methylbenzyl, α-ethylbenzyl, α, α-dimethylbenzyl, phenylethyl, phenylpropyl, phenylbutyl and phenylpentyl. The glycidyl is 2, 3-epoxypropyl.

The n-alkyl or alkyl-n is an unbranched alkyl radical.

The alkyl interrupted by O may generally include one or more heteroatoms, in this case the oxygen atoms are not adjacent. Preferably, a carbon atom of the alkyl chain is attached to not more than one oxygen atom.

Within the scope of the. indicated definitions, the alkyl radicals R.sup.1, R.sup.2, R.sup.3, R.sup.s R.sup.R.sub.8 R.sup.9 R.sup.10 R.sup.11, R.sup.2 R.sup.1 R.sup.1 R.sup.1 'R.sup.15 and R.sup.16' are branched or unbranched alkyl radicals, such as methyl, ethyl, propyl, isopropyl, n-butyl, secondary butyl, isobutyl, tertiary butyl, 2-ethylbutyl, n-pentyl, isopentyl, 1-methylpentyl, 1,3-dimethylbutyl, n-hexyl, 1-methylhexyl, n-heptyl, isoheptyl, 1, 1,3, 3-tetramethylbutyl, 1-methylheptyl, 3-methylheptyl, n-octyl, 2-ethylhexyl, 1,1,3-trimethylhexyl, 1, 1,3,3-tetramethylpentyl, nonyl, decyl, undecyl, 1- methylundecyl, dodecyl, 1,1,3,3,5,5-hexamethylhexyl, tridecyl, tetradecyl, pentadecyl, hexadecyl, heptadecyl or octadecyl. Preferably R ^, R2, R3, R4, R5, R11, 12 R13 R14 and R15c as alkyls, are short chain, for example alkyl (Ci-Cg), especially alkyl (C -C), such as methyl or butyl. -j_, R11 (R3, R13, R5, R15 are, in particular, preferably methyl, ethyl or isopropyl.

R1, R11, R3, Ri3, R5, R15, R2, R12, R4 and R14 are preferably H, (C1-C12) alkyl, (C1-C12) alkoxy; especially H, (C 1 -C 4) alkyl, (C 1 -C 4) alkoxy; in particular H, methyl or methoxy. Of particular importance are the compounds of the formula I in which R2, Ri2 'R4- and / ° R4 are phenyl.

The (C1-C4) alkyl is, in particular, methyl, ethyl, isopropyl, n-butyl, 2-butyl, 2-methylpropyl or tertiary butyl.

Within the scope of the indicated definitions, the alkenyl Rx, R11 (R3, R12, R5, R15, R2, i2 # R4, R14 and Rg include, among others, allyl, isopropenyl, 2-butenyl, 3-butenyl, isobutenyl , n-penta-2,4-dienyl, 3-methyl-but-2-enyl, Rg additionally comprises n-oct-2-enyl, n-dodec-2-enyl, isododecenyl, n-octadec-2 enyl, n-octadec-4-enyl In the case of R2, Ri2 / R3 »R13» R4-Y R14 »the definition of vinyl is also possible, for example.

Rg is preferably (C2-C4) alkyl, phenyl or -CH2-O-R19, especially (C2-C14) alkyl or -CH2-O-R19; Rig here is phenyl, phenylalkyl (C2-Cn), alkyl (C ~ C4) cyclohexyl, cycloalkyl (C5-C12), alkyl (C2-C3) or alkyl (C2-C13) which is interrupted by -0-. The alkyl Rg is particularly preferred the (C3-C13) alkyl, especially (C4-C13) alkyl.

R 10 is preferably (C 1 -C 17) alkyl, cycloalkyl or phenyl.

R g together with the carbon atoms attached to it, form a cycloalkyl ring; preference is given to cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl and cyclododecyl, especially cyclopentyl and cyclohexyl.

Novel preferred compositions are those in which, in the compound of formula I, R, R5, Rn and 15, independently of each other, are H, (C1-C4) alkyl, C3 alkenyl, (C1-C4) alkoxy, alkenoxy ( C3-C6), -F or -Cl; R.sub.2, R.sub.3, R.sub.4, Ri.sub.2 and R.sub.14 independently of one another, are H, (C.sub.1 -C.sub.4) alkyl, (C.sub.3 -C.sub.6) alkenyl, (C.sub.4 -C.sub.4) alkoxy, (C.sub.3 -C.sub.6) alkenoxy, phenyl, - F, -Cl or -CN; Rg is alkyl (C? ~ C6) or phenyl; Rg is H, alkyl (C? -C? G), alkenyl (C3-Cg), cyclohexyl, alkyl (C1-C4) cyclohexyl, phenyl, norbon-2-yl, norborn-5-en-2-yl, norborn -2-methyl, norborn-2-netyl, norborn-5-en-2-methyl or phenylalkyl (C7-C 1) and, if Z is a group of the formula II, further comprises alkyl (C 2 -C) interrupted by OR; Rg is (C2-C4) alkyl or (C3-C14) alkyl interrupted by O, or phenyl; R10 is H, (C1-C17) alkyl, (C1-C12) alkoxy, phenoxy, phenyl, phenylalkyl (C7-C11), cyclohexyl, cyclohexylalkyl (C7-Cn), norbornyl, norbornenyl, 1-adamantyl or phenyl-NH-; Rl6 is hydrogen or is as defined for Rg; and R1 is alkylene (C3-C0) • Particular preference is given to novel compositions in which, in the compound of formula I, R6 is alkyl (C! -C? 6); R8 is (C -Cg) alkyl, C3 alkenyl, cyclohexyl, methylcyclohexyl, phenyl or benzyl and, if Z is a group of formula II, further comprises (C3-C13) alkyl interrupted by 0; Rg is (C2-C14) alkyl or (C3-C14) alkyl interrupted by O, or phenyl; RIQ is alkyl (C -C17), (C1-C12) alkoxy, phenyl, phenylalkyl (C7-C1), cyclohexyl or phenyl-NH-; R1 is hydrogen or is as defined for Rg; and R g is (C3-C10) alkylene - Of particular importance are the novel compositions in which, in the compound of the formula I,R1, R5, R11 and R15, independently of each other, are H or (C1-C4) alkyl; R2, R3, R4, i2e R13 # and Ri4 independently of each other, are H, (C 1 -C 4) alkyl, methoxy, phenyl, -F, -Cl, benzyl or -CN; m is a number in the range of 1 to 8; Rg is alkyl (C? ~ C? G); R8 is (C1-C15) alkyl, C3 alkenyl, cyclohexyl or phenyl and, if Z is a group of formula II, further comprises (C3-C13) alkyl interrupted by O; Rg is (C2-Cg) alkyl or (C3-C12) alkyl interrupted by O; R10 is (C-C7) alkyl, (C-C12) alkoxy or cyclohexyl; Rlg is hydrogen or is as defined for Rg; and Ri8 is alkylene (C3 ~ Cg).

Special preference is given to the novel compositions in which, in the compound of formula I, Ri, R 2, R 3, R 4, R 5, R n, R 2, R 13 'R 14 and R 15 independently from each other, are H or methyl; R7 and R17 'independently of each other, are a radical of one of formulas IV, V and VI, in which m is 1; Rg is alkyl (C? ~ Cg); Rg is alkyl (Ci-Cio) Y, if Z is a group of formula II, further comprises (C3-C8) alkyl interrupted by O; Rg is -CH2-0-R? G; R10 is (C1-C17) alkyl or (C2 ~ C8) alkoxy; Ri6 is hydrogen or alkyl (C? ~ Cg); Rig is alkylene (C3-Cg) and Rig is alkyl (C2-C? 3).

The preparation of the compounds of the formula I can be carried out analogously to one of the methods indicated in EP-A-434 608, or in the publication by H. Brunetti and C. E. Lüthi, Helv, Chim. Acta 55, 1566 (1972), by the addition of Friedel-Crafts of halotriazines in corresponding phenols. This can be followed by a further reaction, by known methods, to give compounds of the formula I, in which R7 is different from hydrogen; such reactions and processes are described, for example, in EP-A-434 608, page 15, line 11 to page 17 line 1. The preparation of the compounds of the formula I is advantageously carried out starting from an equivalent of a compound of the formula (A): Cl N 'N (A) FG N ^ Z- in which R' is a radical of the formula: where Rl t R2, R3, R4 and R5 are each as defined above for formula 1, and Z 'is as defined for R' or is chloro, and reacting this compound with one (if Z 'is R') or two (if Z is Cl) resorcinol equivalents.

The reaction is carried out in a manner known per se, by the reaction of the starting materials in an inert solvent, in the presence of anhydrous AICI3. In this reaction, aluminum trichloride and resorcinol are advantageously used in excess; for example, aluminum trichloride can be used in a molar excess of 5 to 15% and phenol in a molar excess of 1 to 30%, especially 5 to 20%. Examples of suitable solvents are hydrocarbons, chlorinated hydrocarbons, hydrocarbons containing SO groups or SO2 groups, or nitrated aromatic hydrocarbons; Preference is given to high-boiling hydrocarbons, such as ligroin, petroleum ether, toluene or xylene, or sulfolane. In general, the temperature is not critical. It is usual to operate at temperatures between 202C and the boiling point of the solvent, for example between 50 and 150dC. The processing is done by customary methods, for example by extraction and separation, filtration and drying steps; if required, it is possible to carry out further purification steps, such as, for example, recrystallization. The free phenolic hydroxyl groups of the reaction product, which are in the p-position relative to the triazine ring, can then be etherified in a known manner.

The compounds of the formula I, wherein R 7 and, if desired, R 17 are radicals of the formula IV: C _ C ORfi i (IV) they can be prepared advantageously by the reaction of the aforementioned phenolic intermediate with an a-halogenated ester of formula IV-Hal: Hal ic'6? C - OR8 (IV-Hal). GO* where Hal is a halogen atom, for example Cl or Br, preferably Br; the other symbols are as defined above. The reaction is conveniently carried out in the presence of an acidic binder and an appropriate solvent. It is advantageous to use aprotic solvents, such as diglyme, for example. Acid binders that have proven to be suitable include carbonates and bicarbonates, for example K2CO3.

Compounds of the formula I in which R7 and, if desired, R17 are radicals of the formula V or VI: O-CH CH-O-C-R10 / (V) ^ 18 or - (CH-> g) -CH-O-C-R10 (VI) they are advantageously prepared by means of an additional intermediate and the subsequent esterification.

For the first reaction stage, the preparation of alcohol, the following methods are possible: i) reacting the aforementioned phenolic intermediate with a halogenated alcohol of formula VI-Hal: Hal (CH2) - CH- OH (VI-Hal) Ro where m, in the formula VI-Hal, is a number in the range of 1 to 12. Hal is a halogen atom, for example Cl or Br, preferably Br; the remaining symbols are co or defined above. The reaction is advantageously carried out in the presence of an acidic binder and a suitable solvent, for example diglyme. Acid binders that have proven to be suitable include hydroxides, carbonates and bicarbonates, for example KOH or K2CO3.

React the aforementioned phenolic intermediate product with an epoxide of one of the formulas V-Ep and VI-Ep: O / \ CH- CH \ / (V-Ep) R18 OR CH2- CH (VI-Ep) Ro The reaction is advantageously carried out in the presence of a suitable catalyst, for example a quaternary ammonium or phosphonium salt, for example the alkyltriphenylphosphonium halides, tetraalkylammonium halides, dialkylphenylammonium hydrohalides. The epoxide VI-Ep can, for example, be a glycidyl compound, of the formula VI-Gly CHj-CH-CH20-R9 '(VI-Gly) where Rg 'is Ci-Cn alkyl. iii) reacting the aforementioned phenolic intermediate with a carbonate of the formula Vl-Cb: with heating and elimination of CO2. The reaction is also advantageously carried out in the presence of suitable catalysts, for example the quaternary ammonium salts.

The reactions, mentioned above, often take place under heating, at a temperature range of from 80 to 2002C, advantageously in the presence of a suitable solvent, for example an aprotic solvent. Reaction ii) can be carried out, for example, using triphenylethylphosphonium bromide, in mesitylene, at 150 ° C.

The esterification of the aliphatic OH group can be achieved, for example, by the reaction with chlorides or acid anhydrides, of the formulas V-Ac and V-An: or CI-C-R, (V-Ac) O 0 = 0 ^ ^ c = or R (V-An) 10 R 10 conveniently with the use of a basic catalyst and an appropriate solvent. It is common to operate at temperatures above 20-252C, for example in the range of 50 to 150SC. Suitable catalysts include tertiary amines, for example triethylamine or pyridine, preferably using only catalytic amounts of amine. The solvent employed is conveniently an apolar aprotic compound, for example a hydrocarbon having the appropriate boiling range, such as toluene or xylene.

The starting compounds of the formula (A) can be prepared, for example, by reacting the cyanuric chloride with an appropriately substituted phenylmagnesium halide (Grignard reaction). The reaction can be carried out similarly in a known manner, for example in analogy to the process described in EP-A-577 559. This is done, first of all, by preparing the phenylmagnesium halide, by the reaction of a compound of the formula: wherein X 'is Cl or Br, with metallic magnesium in an ether, for example in diethyl ether or in tetrahydrofuran (THF). This reagent then reacts with the cyanuric chloride to form the compound of the formula (A), preferably excluding oxygen and moisture, for example under nitrogen. The subsequent processing can again be carried out in a known manner, for example by dilution with an organic solvent, such as toluene, hydrolysis of the residual phenylmagnesium halide with aqueous HCl and isolation, drying and concentration of the organic phase.

The starting compounds of the formula (A) can also be prepared by the Friedel-Crafts reaction of a compound of the formula: with AICI3 and cyanuric chloride, for example, in analogy to the process described in GB-A-884 802. The compounds of formula I are, for the most part, novel compounds. Therefore, the invention also provides a compound of the formula I ': where Z is a group of formula II ': or a group of formula III1 R1, R5, R1 and R15, independently of each other, are H, (C1-C12) alkyl, (C3-Cg) alkenyl, (C? -C? 2) alkoxy, (C3-Cg) alkenoxy or -CN; R2, R3, R4 i2 R13 and R14 / independently of each other, are H, alkyl (C? -C? 2), alkenyl (C2 ~ Cg), alkoxy (C1-C12), alkenoxy (C3 ~ Cg), phenyl, halogen, trifluoromethyl; phenylalkyl (C7-C11); phenyloxy; or -CN: R7 and R17, independently of one another, are radicals of one of formulas IV, V and VI ': R 16 O -c ORfi I -c (IV) R or or - (CH2) -CH-O-¿R] 0 (VI ') Ro wherein m is a number in the range of 1 to 12; Rg is alkyl (C? -C16), -COORg or phenyl; R8 is H, (C? -C?) Alkyl, (C3? C? 8) alkenyl, (C5-C12) cycloalkyl, (C1-C4) alkyl cycloalkyl, phenyl, (C7? C4) alkyl, phenyl, bicycloalkyl ( Cg-C? 5), bicyclalkenyl (Cg-C 5), tricycloalkyl (Cg-C? 5), bicycloalkyl (Cg-C? 5) -alkyl or phenylalkyl (C7-C 1), and if Z is a group of Formula II, further comprises alkyl (C2-Ci) interrupted by O; Rg is (C2-C14) alkyl or phenyl; or is (C1-C14) alkyl, which may be substituted by phenyl, phenoxy, alkyl (C? ~ C4) cyclohexyl, alkyl (C-C4), cyclohexyloxy, cycloalkyl (C5-c12) ° cycloalkoxy (C5-C12); R10 is H, (C1-C17) alkyl, (C1-C12) alkoxy, phenoxy, phenyl, phenylalkyl (C7-C1), (C7-C14) alkyl, phenylalkoxy (C7-Cn), cycloalkyl (Cg-C2) ), (C1-C4) alkyl-cyclohexyloxy, (C2-C12) cycloalkoxy, cyclohexylalkyl (C7-Cn), cyclohexylalkoxy (C7-Cn), bicycloalkyl (Cg-C5), bicycloalkenyl (Cg-Ci5), tricycloalkyl ( Cg-Ci5), bicycloalkoxy (Cg-Ci5), bicycloalkeneoxy (Cg-Ci5), tricycloalkoxy (Cg-C5) or phenyl-NH-; R-L6 is as defined for Rg and, if Z is a group of formula II, it further comprises hydrogen; and Rlg is (C3-C10) alkylene, with the exception of those compounds in which Z is a group of the formula III and R5 are both alkyl and of those in which R3 or Ri3 is phenyl and R7 ° R17 is a radical of the Formula VI1 or Ri6 is hydrogen. Novel preferred compounds are, within the scope of the definitions given for formula I ', the same as those indicated above for formula I; of corresponding interest are also the novel compounds of the formula I ', in which R1, R5, R11 and 15 are, independently of each other, H, (C1-C4) alkyl, (C1-C4) alkoxy, alkenoxy (C3-C6), -F or -Cl; R2, R3, R4 Ri2 / R13 and Ri4r independently of each other, are H, (C1-C4) alkyl, (C3-Cg) alkenyl, (C1-C4) alkoxy, (C3-Cg) alkenoxy, phenyl, -F, -Cl or -CN; Rg is alkyl (C? ~ C? G) or phenyl; Rg is H, alkyl (C? -C?), Alkenyl (C3-C? 8), cycloalkyl, alkyl (C1-C4) cyclohexyl, phenyl, phenylalkyl (C7-C1), and, if Z is a group of formula II, further comprises alkyl (C2 ~ C? G) interrupted by O; R g is (C 2 -C 4) alkyl R 10 is H, (C 1 -C 17) alkyl, (C 1 -C 12) alkoxy, phenoxy, phenyl, phenylalkyl (C 7 -C n), cyclohexyl, cyclohexylalkyl (C 7 -C n) or phenyl-NH-; Rlg is as defined for Rg and, if Z is a group of formula II, it additionally comprises hydrogen; and R8 is (C3-C10) alkylene. Particular preference is given to the novel compounds of the formula I1, in which Rg is alkyl (C? ~ Cg); Rg is alkyl (C? ~ C? G), alkenyl (C3), cycloalkyl, phenyl or benzyl and, if Z is a group of formula II, further comprises (C3-C13) alkyl interrupted by O; Rio alkyl (C1-C17), alkoxy (C1-C12), phenyl, phenylalkyl (C7-C11), cyclohexyl, or phenyl-NH-; and R8 is alkylene (C3-Cg).

Of particular importance are the novel compounds of the formula I ', in which: Ri, R5, R11 and R15, independently of each other, are H or alkyl (C? -C4); R 2, R 3, R 4 Ri 2 * R 13 and R 14"independently of each other, are H, (C 1 -C 4) alkyl, methoxy, phenyl, -F, -Cl, benzyl or -CN; m is a number in the range of 1 to 8; Rg is alkyl (C? -C g); R8 is (C1-C5) alkyl, (C3) alkenyl, cyclohexyl or phenyl and if Z is a group of formula II, further comprises (C3-C3) alkyl interrupted by 0; Rg is (C2-C8) alkyl RlO is H, alkyl (C ~ Ci7), (C1-C12) alkoxy, or cyclohexyl and lg is alkylene (C3-Cg) especially those where R1, R3, R11 and R13, independently of each other, are H or methyl; and R2, R, R5 RÍ2, Ri4 and Ri5 / are H; R7 and R17 independently of each other, are radial of one of formulas IV, V and VI, where m is 1; Rg is alkyl (C? -Cg); Rg is (C1-C10) alkyl, and, if Z is a group of formula II, further comprises (C3-C8) alkyl interrupted by O; Rg is alkyl (C2-Cg); R10 is (C1-C17) alkyl or (C2-C8) alkoxy and R8 is (C3-Cg) alkylene.

The invention further provides compositions comprising: A) an organic material, which is sensitive to the action of light, oxygen and / or heat; Y B) as a stabilizer, a compound of the formula I ?, and a process for stabilizing organic material against the action of light, oxygen and / or heat, which comprises mixing a compound of the formula I 'as a stabilizer to this material, m and provides the use of a compound of the formula I 'as a stabilizer against the action of light, oxygen and / or heat. Possible examples of such materials to be stabilized, according to the invention, by the addition of a compound of formula I ', are oils, fats, waxes, photographic materials, cosmetics or biocides. Of particular interest in their use in polymeric materials, they are present in plastics, rubbers, coating materials or adhesives. When the material to be stabilized comprises a photographic material, its structure is preferably as described in US Pat. No. 5,338,840, column 25, line 60 to column 106, line 35, and the novelty compound of the formula I is applied analogously to the compound of the formula (I), described in the patent US 5 538 840 and / or the polymers prepared therefrom; the mentioned sections of the patent US-5 538 840, are incorporated herein by reference.

The following compounds are examples of the compounds of the formula I; the suffix n, in each case, denotes a radical of straight chain, the suffix i denotes a mixture of different isomeric radicals. (i) R CH (CH3) -CO-0-CH3 (2) R CH (CH3) -CO-0-C2H5 (3) R CH (C2H5) -CO-0-C8H17 (4) R CH (C2H5) -CO-0-CH2CH2-O-C2H5 (5) R CH (C3H7-n) -CO-0-C8H17 (6) R CH (C4H9-n) -CO-0-C8H17 (7) R CH (C6H13-n) -CO-0-C2H5 (8 ) R CH (C 6 H, 3-n) -CO-0-CH 2 -CH (CH 3) 2 (9) R CH (C6H13-n) -CO-0-C8H17-i (10) R CH (C6H13-n) -CO-0-CH2-CH (C2H5) 2 (11) R CH C6U ^ 3-n) -CO-0-CH2CH2-0-C2H5 (12) R CH2-CH (CH2-0-C4H9-n) -0-CO-CH3 (13) R CH2-CH (CH2-0-C4H9-n) -0-CO-C (CH3) 3 (14) R = CH2-CH (CH2-0-C4H9-n) -0-CO-C] 1H23-n O (141) R = II CH CH- O C CH., O (143) R = II CH CH- O - • CnH. 23"CH3 O I II (144) R = C - C - O - C2H5 CH, (146) R = CH2-CH (CH2-0-C4H9-n) -0-CO-0-C2H5 (147) R = CH2-CH (CH2-0-C4H9-n) -0-CO-0-C4H9 -n (15) R = CH (CH3) -CO-0-C2H5 (16) R = CH (C2H5) -CO-0-C8H] 7 (17) R = CH (C3H7-n) -CO-0-C8H17 ( 18) R = CH (C4H9-n) -CO-0-C8H17 (19) R = CH (C6H13-n) -CO-0-C2H5 (20) R = CH (C6H, 3-n) -CO-0 -C8H, 7- i (21) R = CH (C6H] 3-n) -CO-0-CH2-CH (C2H5) 2 (22) R = CH (C6H13-n) -CO-0-CH2CH2-0-C2H5 (23) R = CH2-CH (CH2-0-C4H9-n) -0-CO-CH3 (24) R - CH 2 - CH (CH 2 - 0 - C 4 H 9 - n) - 0 - CO - C (CH 3) 3 (25) R = CH2-CH (CH2-O-C4H9-n) -O-CO-CMH23-p (26; R CH (CH 3) -CO-0-C 2 H 5 (27 R CH (C 2 H 5) -CO-0-C 8 H] 7 (28 R CH (C 3 H 7 -n) -CO-0-C 8 H 17 (29 R CH (C 4 H 9 -n) -CO-0-C8H17 (30; R CH (C6H13-n) -CO-0-C2H5 (31 R CH (C6H13-n) -CO-0-CH2-CH (CH3) 2 (32 R CH (C6H] 3-n) -CO-0-C8H17-i (33 R CH (C6H13-n) -CO-0-CH2-CH (C2H5) 2 (34 R CH (C6H] 3-n) -CO- 0-CH2CH2-0-C2H5 (36 R CH (C9H19-n) -CO-0-C2H5 (37; R CH2-CH (CH2-0-C4H9-n) -0-CO-CH3 (38 R CH2-CH (CH2-0-C4H9-n) -O-CO-C (CH3) 3 (39 R CH2-CH (CH2-0-C4H9-n) -0-CO-CnH23-n O ( 151) R II - CH- CH-OC-CH, CH3 O I II (154) R = C - C - 0 - C2H5 CH, (156) R = CH2-CH (CH2-0-C4H9-n 0-CO-0-C2H5 (157) R = CH2-CH (CH2-0-C4H9-n) -0-CO-0-C4H9-n (40) R CH (CH3) -CO-0-C2H5 (45) R CH (C4H9-n) -CO-0-C2H5 (46) R CH (C4H9-n) -CO-O-CH (CH3) 2 (47) R CH (C4H9-n) -CO-O-C4H9-n (48) R CH (C9H, 9-n) -CO-O-C2H5 (52) R CH2-CH (CH2-0-C4H9- n O-CO-CH3 (53) R CH2-CH (CH2-0-C4H9-n O-CO-C (CH3) 3 (54) R CH2-CH (CH2-0-C4H9-n> O-CO-C1, H23-n CH3 O t II (164) R = C - C - O - C2H5 CH3 (166) R = CH2 - CH (CH2 - 0 - C4H9 - n) - 0 - CO - 0 - C2H5 (167) R = CH2 - CH (CH2-0-C4H9-n) -0-CO-0-C4H9-n The following examples describe the invention in more detail, without constituting a restriction. In the 'examples, the parts and percentages are by weight; when in an example it mentions the ambient temperature, it should be taken as a temperature in the range of 20 to 25SC. In the case of solvent mixtures, for chromatography, for example, parts by volume are indicated. These definitions apply in each case, unless stated otherwise.

The following abbreviations are used: THF tetrahydrofuran abs. anhydrous p.f. melting point or melting range NMR Magnetic-nuclear resonance Torr mm Hg (l Torr corresponds to about 133 Pa) Tg glass transition temperature.

A) Preparation Examples Example Al: 2, 4-diphenyl-6- (2-hydroxy-4- [(1-methoxycarbonyl) -ethoxy] phenyl) -1,3,5-triazine A suspension of 20.0 g (0.0596 mol) of the 2, 4-diphenyl-6- (2,4-dihydroxyphenyl) -l, 3,5-triazine, 8.1 g (0.0586 mol) of anhydrous K2C03 (Merck, 99% and 0.3 g (1.8 mmol) of potassium iodide (Merck, 99.5%) in 100 ml of diethylene glycol dimethyl ether (diglyme, Fluka, 99.5%) was heated to 602C under nitrogen, and 10.3 g (62.9 mmol) of methyl 2-bromopropionate (Fluka, 99%) were added. The mixture was heated to 110 ° C., with stirring, for a period of 16 hours The filtration and the evaporative concentration of the filtrate in a rotary evaporator gave 27.3 g of the crude product, which, after recrystallization of 80 ml. of ethyl cellosolve (2-ethoxyethanol) and drying for 14 hours at 100 ° C / 60 Torr gave 18.5 g of the title compound (compound 1) of the formula: p.f .: 140-142SC.

The same method was used to obtain Compounds 2-11, 15-22, 26-36 and 40-48 of the Table The following, the corresponding phenol compound was reacted, in each case, with the indicated halide. In the case of using the bis-resorcinyl precursor for the compounds 40-51, twice the amount of the indicated halogen compound was used. The crude product was purified or as described above by recrystallization from ethylcellulose / method. of purification R) or by column chromatography (silica gel, 60, 230-400 mesh, eluted with toluene / ethyl acetate in a volume ratio of 9: 1) (purification method C). The melting intervals given for the characterization are indicated in dC; other characterization parameters are noted in the column. The analytical data gives the amounts found in% by weight.

Table A1: Preparation of compounds 2-11, 15-22, 26-36 and 40-51 Material of do) No. Purification P.F: o Analysis (Find Item characterization% C% H% N (2) BrCH (CH3) COOC2H5 137-140 ° C 70.55 5.29 9.58 (3) BrCH (C2H5) COOC8H17 73.76 7.10 7.19 (4) BrCH (C2H5) COOCH2CH2OC2H5 98-104 ° C 69.99 5.99 8.43 (5) BrCH (C3H7-h) -CO-0-C8H17 74.02 6.91 7.38 No. Purification Material P.F: o Analysis (Found) Characterization item% C% H% N (6) BrCH (C4H9-n) -CO-0-C8H] 7 74.24 7.36 6.97 (7) BrCH (C6H13-n) -CO-0-C2H5 120-122 ° C 72.99 6.37 7.87 (8) BrCH (C6Hj 3-n) COOCH2CH (CH3) 2 87-93 ° C 73.64 7.09 7.87 (9) BrCH (C6H] 3-n) -CO-0-C8H: 7-i 74.75 7.71 6.91 (10) BrCH (C6H, 3-n) COOCH2CH (C2H5) 2 79-82 ° C 74.19 7.25 7.41 (11) BrCH (C6H13-n) COOCH2CH2? C2H5 104-109 ° C 71.6 6.82 7.41" (15) BrCH (CH3) -CO-0-C2H5 (16) BrCH (C2H5) -CO-0-C8H, 7 74.24 7.47 6.88 (17) BrCH (C3H7-n) -CO-0-C8H 74.36 7.43 7.09 (18) BrCH (C4H9-n) -CO-0-C8H17 74.60 7.72 6.53 (19) BrCH (C6H13-n) -CO-0-C2H5 138-140 ° C 73.30 7.00 7.72 (20) BrCH (C6H j 3-n) -CO-0-C8H17-i 75.27 8.15 6.28 (21) BrCH (C6H13-n) COOCH2CH (C2H5) 2 92-94 ° C 74.37 7.66 6.79 (22) BrCH (C6H) 3-n) COOCH2CW: OC2H5 118-121 ° C 71.78 7.30 7.06 (26) BrCH (CH3) -CO-0-C, H5 120-122 ° C 72.43 6.54 8.38 (27) BrCH (C2H5) -CO-0-C8H17 74.99 7.78 6.74 (28) BrCH (C3H7-n) -CO-0-C8H17 75.25 7.83 6.42 (29) BrCH (C4H9-n) -CO-0-C8H] 7 75.11 7.96 6.39 (30) BrCH (C6H? 3-n) -CO-0-C, H5 94-95 ° C 74.32 7.50 7.51 (31) BrCH (C6H] 3-n) COOCH2CH (CH3) 2 74.60 7.82 6.77 (32) BrCH (C6H] 3-n) -CO-0-C8H17-i 75.28 8.25 6.20 (33) BrCH (C6H] 3-n) COOCH2CH (C2H5) 2 75.15 7.95 6.76 (34) BrCH (C6H] 3-n) COOCH2CH2OC2H5 87-90 ° C 72.58 7.48 6.66 Starting material for compounds 37-39 (EP-A-434 608, Example 1) 23. 8 g (0.06 mol) of 2- (2,4-dihydroxyphenyl) -4,6-bis (2,4-dimethylphenyl) -1,3,5-triazine (prepared according to US-A-3 patent) 244 708, Example 16) and dispersed in 300 ml of xylene, 12.1 g (0.09 mol) of 97% butyl glycidyl ether and 0.75 g (0.006 mol) of dimethylbenzylamine, were added and the mixture was refluxed. After 5 hours, the "brown solution was cooled and filtered through 100 g of silica gel." The yellow solution was concentrated and the residue was recrystallized from hexane / toluene. - [2-hydroxy-4- (3-butoxy-2-hydroxypropyloxy) phenyl] -4,6-bis (2,4-dimethylphenyl) -1,3,5-triazine (= 86%), with melting point from 80-832C.

An analogous method was used to obtain the starting materials for compounds 12-14, 23-25 and 52-54 of the formula: Starting material for R1 No 12-14 phenyl H H -CH2-CH (OH) -CH2-O-C H9-n 23-25 p-tolyl H CH3 -CH2-CH (OH) -CH2-O-C4H9-n 37-39 m-xylyl CH3 CH3 -CH2-CH (OH) -CH2-O-C4H9-n 52-54 phenyl OH = OR1-CH2-CH (OH) -CH2-O-C4H9-n Example A2: Compounds 12, 23, 37 and 52 A mixture of 20.0 g (31.6 mmoles) of 2-phenyl-4,6-bis [2-hydroxy-4- (3-butoxy-2-hydroxypropyloxy) phenyl] - 1,3,5-triazine, 7.4 g (94.8 mmol) of acetyl chloride (Fluka, 99%) and 0.8 g (10 mmol) of pyridine in 250 ml of toluene (Fluka, 99.5%) were stirred under nitrogen and kept at 60ce for 14 hours. After cooling, the solvent was removed in a rotary evaporator and the crude product was purified by column chromatography (silica gel, 230-400 mesh, eluted with petroleum ether / ethyl acetate [2: 1]). This gave 2-phenyl-4,6-bis [2-hydroxy-4- (3-n-butoxy-2-acetyloxypropoxy) phenyl] -l, 3,5-triazine (compound 52) as the main fraction, which dried at 80 ° C / 0.01 Torr, for 2 hours.

The same method was used to obtain the compounds 12, 13 and 37 of the following Table A2, in which the corresponding phenol compound is, in each case, reacted with the indicated halide in a reaction of prolonged duration of 70 hours. When mono-resorcinyl starting materials were used, half the amount of the halogen compound was used. The melting intervals indicated for the characterization are indicated in dC; other characterization parameters are noted in the column.

The analytical data indicate the amounts found in% by weight.

Table A2: Characterization of compounds 12, 23, 37 and 52.

No. P.F .; or characterization Analysis (found) 3íC £ N (12) 108-1100C 70.09 6.21 8. 12 (23) 104-108 SS 70.70 6.57 7. 72 (37) 71.55 7. 15 6.99 (52) 65.13 6.65 5.71 Example A3: Compounds 13, 24, 38 and 53 A mixture of 20.0 g (31.6 mmol) of the 2-phenyl-4,6-bis [2-hydroxy-4- (3-butoxy-2-hydroxypropyloxy) phenyl] -1,3,5-triazine, 16.3 g ( 135.3 mmoles) of pivaloyl chloride (Fluka, 98%) and 0.8 g (10 mmoles) of pyridine in 250 ml of toluene (Fluka, 99.5%) was stirred under nitrogen and maintained at 100 ° C for 14 hours. After cooling, the solvents and the excess of the starting material were separated on a rotary evaporator and the crude product was purified by column chromatography (silica gel, 230-400 mesh, column h = 4 cm, d = 6 cm eluted with ethyl acetate). This gave 2-phenyl-4,6-bis [2-hydroxy-4- (3-n-butoxy-2-butoxy-2-pivaloyloxypropoxy) phenyl] -1,3,5-triazine (compound 53) as the fraction main, which was dried at 100se / 0.01 Torr, for 3 hours.

The same -... all was used to obtain the compounds 13, 24 and 38 of the following Table A3, in which the corresponding phenol compound is, in each case, reacted with the indicated halide. When mono-resorcinyl starting materials were used, half the amount of the halogen compound was used. The melting intervals indicated for the characterization are indicated in SC; other characterization parameters are noted in the column. The analytical data gives the amounts found in% by weight.

Table A3: Characterization of compounds 13, 24, 38 and 53.

No. P.F .: or characterization Analysis (found) a-c __ (13) 70.89 6.84 7.13 (24) 104-1070C 72.12 7.10 7.23 (38) 72.68 7.52 6.46 (53) 67.36 7.65 5.15 Example 4: Compounds 14, 25, 39, 166, 167 and 54 and also 162, 163 and 165 A mixture of 14.0 g (22.0 mmol) of 2-phenyl-4,6-bis [2 -hydroxy-4- (3-butoxy-2-hydroxypropyloxy) phenyl] -1,3,5-triazine, 10.6 g (48.5 mmoles) of dodecanoyl lauric chloride (Fluka, 98%) and 0.8 g (10 mmoles) of pyridine in 150 ml of toluene (Fluka, 99.5%) was stirred under nitrogen and kept at 90-100 ° C for 4 hours. After cooling, the solvent was removed on a rotary evaporator and the crude product was purified by column chromatography (silica gel, 230-400 mesh, column h = 4 cm, d = 6 cm, eluted with ethyl acetate) . This gave 2-phenyl-4,6-bis [2-hydroxy-4- (3-n-butoxy-2-dodecanoyloxy-propoxy) phenyl] -l, 3,5-triazine (compound 54) as the main fraction, which was dried at 100ce / 0.01 Torr, for 3 hours.

The same method was used to obtain the compounds 14, 25, 39, 54, 166 and 167 of the following Table A4, in which the corresponding phenol compound is, in each case, reacted with the indicated halide. The compounds 162, 163 and 165 were prepared by the reaction of the starting material, described below in Example A5c, with the appropriate halide. When mono-resorcinyl starting materials were used, half the amount of the halogen compound was used. The melting ranges indicated for the characterization are indicated in 2C; other characterization parameters are noted in the column. The analytical data indicate the amounts found in% by weight.

Table A4: Characterization of compounds 14, 25, 39, 162, 163, 165, 166, 167 and 54.

No. P.F .; or characterization Analysis (found) * c * S (14) 74. 17 8. 42 5.52 (25) 73. 97 8. 11 6. 01 (39) 74 .45 8. 40 5.50 (54) 71.28 8.76 4. 00 (162) Tg = 10.72C 70.67 7. 38 5.18 (163) Tg = -8.52C 73. 33 8.69 4.22 (165) P.F. = 57.1BC (DSC) 66. 67 6. 37 6. 00 (166) Tg = 9.62C 63. 37 6. 64 5.22 (167) Tg = -7.80c 65.28 7. 10 5.02 Example A5 a) Starting material for compounds 141. 142. 143. 145: 2, 4-diphenyl-6- (2'-hydroxy-4 • - (2"-hydroxycyclohexyloxy) phenyl-1,3,5-triazine Under nitrogen, a mixture of 13.0 g (29.6 mmol) of the 2,4- diphenyl-6- (2 ', 4'-dihydroxyphenyl) -1,3,5-triazine, 7.50 g (76.4 mmol) of cyclohexene oxide (Fluka, 99%) and 2.2 g (5.9 mmol) of ethyltriphenylphosphonium bromide ( Fluka, 97%) in 65 ml of toluene (Merck, 99.5%) was maintained at 100 ° C, with stirring, for 42 hours.The orange solution was filtered at 80 ° C. After cooling to 0 ° C. for two hours , the solid was separated by filtration and dried at 802C / 50 Torr for 14 hours, to give 10.1 g (77.8%) of the title product, with melting point of 169-1712C. b) Starting material for compounds 151. 152. 153. 155: 2, 4-bis (2 ', 4, -dimethylphenyl) -6- (2'-hydroxy-4, - (2"-hydroxycyclohexyloxy) phenyl) -1,3,5-triazine Procedure according to a), using the amount equivalent of 3, 4-bis (2 •, 4 »-dimethylphenyl) -6- (2 •, 4 • -dihydroxyphenyl) -1,3,5-triazine instead of 2,4-diphenyl-6- ( 2 ', 4' -dihydroxyphenyl) -1,3,5-triazine gave the title product followed by recrystallization from toluene, melting point 160-1612C. c) Starting material for compounds 161, 162. 163. 165: 2-phenyl-4,6-bis (2'-hydroxy-4 '(2"-hydroxycyclohexyloxy) phenyl) -1,3,5-triazine. according to a) with 24-hour reaction of 1 equivalent of 2-phenyl-4,6-bis (2 •, 4'-dihydroxyphenyl) -1,3,5-triazine with 3 equivalents of cyclohexene oxide in the presence of 0.1 equivalent of ethyltriphenylphosphonium bromide in mesitylene, at 1302C, gave the title product melting point of 137-143SC.

Example A6: 2,4-diphenyl-6- (2'-hydroxy-4 '- (2'-acetoxycyclohexyloxy) phenyl) -1,3,5-triazine (compound 141) A mixture of 13.0 g (29.6 mmol) of the 2, 4-diphenyl-6- (2'-hydroxy-4 '(2"-hydroxycyclohexyloxy) phenyl) -1,3,5-triazine, 7.0 g (89.2 mmol) of acetyl chloride (Fluka, 99%) and 0.6 g (7.6 mmoles) of pyridine in 140 ml of toluene (Merck, 99.5%) was stirred under nitrogen and kept at 50 ° C. for 6 hours, after cooling, 5.0 g of bleaching earth (Tonsil AC®) was added, the mixture it was stirred for 15 minutes, and the bleaching earth was filtered and separated.The solvent was separated in a rotary evaporator and the product was dried at 130 ° C./1.1 Torr, for 8 hours, to give 13.3 g (93.6%) of the title product.; Tg = 60.42C (DSC).

Using the same method and the corresponding starting materials (see Example A5, b and c), compounds 151 and 161 of Table A6 below were obtained. The melting ranges indicated for the characterization are given in ac; other characterization parameters are noted in the column. The analytical data gives the amounts found in% by weight.

Table A6: Characterization of compounds 151 and 161.

No. P.F .: or characterization Analysis (found)% C% H __ (151) Tg = 38.92C (DSC) 73.89 6.55 7.74 (161) Tg = 58.12C 68.08 6.28 6.25 Example A7: 2, 4-diphenyl-6- (2 • -hydroxy-4 '- (2"-dodecanoyloxycyclohexyloxy) phenyl ) -1, 3, 5-triazine (compound 143) A mixture of 5.0 g (11.3 mmoles) of 2,4-diphenyl-6- (2'-hydroxy-4 '- (2H-hydroxycyclohexyloxy) phenyl) -l , 3,5-triazine, 5.7 g (26 min) of decanoyl chloride (Fluka, 98%) and 0.1 g (1.3 mmol) of pyridine in 60 ml of toluene were stirred under nitrogen and kept at 50 C for 20 hours After cooling, 5.0 g of Prolith Rapid® bleaching earth was added), the mixture was stirred for 3 minutes, and this bleaching earth was filtered and separated.The filtrate was concentrated by evaporation and dried, 10.6 g of the crude product was added. recrystallized from 100 ml of hexane After drying at 60 ° C / 50 Torr for 14 hours, 5.6 g of the title product was obtained: PF = 82-952C.

Using the same method and the corresponding halides, compounds 1142, 145, 146 and 147 of the following Table A7 were obtained. Using the starting material of Example A6b, the indicated compounds 152, 153, 155, 156 and 157 were obtained. The purification was carried out, in some cases, by recrystallization from hexane and, in others, by column chromatography. The melting intervals indicated for the characterization are given in C; other characterization parameters are noted in the column. The analytical data gives the amounts found in% by weight.

Table A7: Characterization of compounds 142, 145, 146, 147, 152, 153, 155, 156 and 157.

No. P.F .; or characterization Analysis (found) _c 3-N (142) Tg = 38.9 ° C (DSC) 73.64 6.46 7.77 (145) p. F 140-142 ° C (DSC) -70.59 5.80 8.41 - (146) Tg = 56.0 ° C (DSC) 68.54 6.25 j 7.61 (147) Tg = 55.3 ° C (DSC) 69.52 6.57 7.27 (152) UV (CHCl3): e (339nm) = 24 330 74.73 7.54 7.10 (153) T - "= -2.8 ° C 76.21 8.29 6.36 (155) Tg = 52 ° C 72.10 6.75 7.35 (156) Tg = 5.5 ° C (DSC) 70.12 6.81 7.02 (157) T "= 42.2 ° C 70.90 7.04 6.68 Example A8: 2,4-diphenyl-6- (2'-hydroxy-4 '- (2"-ethoxycarbonylprop-2" -yloxy) phenyl) -1,3,5-triazine (compound 144) - A mixture of 12.7 g (37.2 mmoles) of 2,4-diphenyl-6- (2 •, 4'-dihydroxyphenyl) -l, 3,5-triazine, 12.0 g (61.5 mmoles) of ethyl a-bromoisobutanoate (Fluka, 97% ), 10.3 g (74.5 mmoles) of anhydrous potassium carbonate (Merck, 99%) and 0.3 g (2 mmoles) of potassium iodide in 60 ml of toluene, and 80 ml of diethylene glycol dimethyl ether (Diglime, Fluka, 99.5%), was stirred under nitrogen and maintained at 100-1102C for 30 hours. It was filtered at 802C. Evaporation of the filtrate by concentration gave 14.0 g of the crude product. After column chromatography (250 g of silica gel 60 / 230-400 mesh, eluent: toluene / hexane 1: 1) the main fraction was dried at 502C / 50 Torr for 24 hours, supplying 9.8 g of the title product; P.F. = 131-1322C Using the same method and the corresponding starting materials of Example A5, in the appropriate amounts, compounds 15A and 164, indicated in Table A8, were obtained. The melting intervals indicated for the characterization are given in C; other characterization parameters are noted in the column. The analytical data gives the amounts found in% by weight.

Table A8: Characterization of compounds 154 and 164.

No. P.F.; or characterization Analysis (found) __ __ __ (154) Tg = 22.32C 72.56 6.51 8.13 (164) Tg = 28.12C 65.95 5.67 7.05 B) Examples of Use Example Bl: Stabilization of a 2 coating metal system The compound to be tested is incorporated into 5-10 g of xylene and tested in a clear coating, having the following composition (parts by weight): Uracron® 2263B1) 59.2 Cymel® 3272) 11.6 Xylene 19.4 Butyl glycol acetate Butanol 3.3 Leveling assistant, Baysilon® A6) 1.0 Aluminum trisacetylacetonate 1.6 - (Healing catalyst) 101. 6 1) Acrylate Resin, NV Resins from ^ DSM 2) Melamine Resin, American Cyanamid Corp. 6) Manufacturer: Bayer AG; 1% solution in xylene To the clear coating was added 1.5% by weight of the compound to be tested and also 0.7% of the compound (Compound A), based, in each case, on the solids content of the coating material. The control used is a. Clear coating that does not contain a light stabilizer. * - • The clear coating was diluted to the spray viscosity with Solvesso® 100 and applied by spraying to a prepared aluminum panel (coil coating, varnish, silver metal coating) and baked at 130 c for 30 minutes. This gives a dry film thickness of the clear coating of 50 to 50 μm.

The samples were then placed outdoors in a UVCON® instrument that measures the environmental resistance of Atlas Corp. (UVB-313 lamps) with a cycle of 8 hours of UV irradiation at 702C and 4 hours of condensation at 502C. Samples were inspected at regular intervals for brightness (brightness at 202, according to DIN 67530) and freedom from fissures. The results are indicated in the following Table Bl.

Table Bl: Brightness at 202 and crack formation after the designated test period of the UVCON instrument Brightness at 202 Stabilizer Cracks Oh 1200h 7200h 8400h 1C after None 2000 h 87 48 Compound No. 5 10000 h 87 85 68 70 67 Compound No. 28 10000 h 87 85 67 62 53 Compound No. 3 10000 h 87 83 73 69 68 Compound No. 16 10000 h 87 84 71 69 67 Compound No. 27 10000 h 87 84 67 61 53 Compound No. 7 10000 h 87 81 72 72 70 Compound No. 19 10000 h 87 79 74 72 71 Compound No. 30 10000 h 87 76 68 62 56 The samples, stabilized according to the invention, exhibited better environmental stability (gloss retention, crack resistance) than the non-stabilized control sample.

Example B2: Stabilization of a powder coating. The compound to be tested was tested in a clear coating based on a glycidyl methacrylate functionalized polyacrylate. For this purpose, the following components were mixed in a mixer and extruded twice using a Buss PLK46L co-kneader at 402C and 80C in zones 1 and 2 and at 125 revolutions / minute: Synthacril® VSC 14361) 756 g Additol® VXL 13811) 236 g Benzoin 3 g Additol® XL 4902) 5 g Stabilizer B3 10 g lOlOg 1) Hoechst AG; 2) Vianova AG; 3) di (1,2,2,6,6-pentamethylpiperidin-4-yl) (3,5-di-t-butyl-4-hydroxybenzyl-n-butyl) malonate In addition to the amounts indicated, the mixture contains 20 g of the novel stabilizer given in Table B2. One more formulation was prepared as indicated, but without the novel stabilizer.

The extrudate was cooled, ground, ground to a stage 1 in a Retsch ZM-1 ultracentrifugal mill and with a 1.0 mm sieve. and finally passed through a rotating 90 μm sieve. The resulting powder has an average particle size of 31 μm.

Test panels of the coil-coated aluminum were prepared by applying a coating (35-40 μm) of a water-based sizing, followed by a coating of a silver metallic sizing. The surfaces of the test panels were cured at 1302C for 30 minutes. The clear coating was then applied using an ESB-Wagner® corona gun type instrument and cured at 1452c for 30 minutes. The thickness of the resulting film is a clear coating of 60 μm. The samples were then placed outdoors on a UVCON® instrument, from Atlas Corp. (UVB-313 nm lamps) with an 8 hour cycle of UV irradiation at 70 C and 4 hours of condensation at 502C. The samples were examined in the fissures after 4000 hours; the fisu - cs were evaluated according to the TNO scale of type 353.

The results are given in Table B2.

Table B2 Outdoor period of powder coating to crack formation, and evaluation according to TNO Stabilization Duration TNO Evaluation None 2800 h E4b Compound 21 > 10 000 h Seamless The stabilized samples according to the invention exhibited a better weather stabilization compared to the non-stabilized control sample.

Example B3 Stabilization of a metallic system of 2 coatings.

The compound to be tested was incorporated in 5-10 g of xylene and tested in a clear coating, having the following composition (parts by weight): Synthacryl® SC 3031) 31.84 Synthacryl® SC 3702 23.34 Maprenal® MF 6503) 27.29 Isobutanol 4.87 Solvesso® 1404) 2.72 Kristallol K-305) 8.74 Leveling aid, Baysilon® MA6 1.20 100.00 1) Acrylate resin, Hoechst AG: Solution 65% xylene / butanol 26: 9 2) Acrylate resin, Hoechst AG; 75% solution in Solvesso® 1004) 3) Melamine resin, Hoechst AG; 55% solution in isobutanol 4) Mixture of aromatic hydrocarbons, boiling range 182-293 ° C (Solvesso® 150) or 161-178 ° C (Solvesso® 100); manufacturer: ESSO 5) Mixture of aliphatic hydrocarbons, boiling range 145-200 ° C; maker. Shell 6) 1% in Solvesso® 1504); manufacturer: Bayer AG.

To the clear coating were added 1.5% of the compound to be tested and also 0.7% of compound A (see Example Bl), based on the solids content of the coating material. The control used is a clear coating that does not contain a light stabilizer. The clear coating was diluted to the spray viscosity with Solvesso® 100 and applied by spraying to a prepared aluminum panel (coil coating, varnish, silver metallic base coat) and baked at 130 c for 30 minutes. The result is a dry film thickness of 40 to 50 μm of the clear coating. The samples were placed outdoors and evaluated as described in Example Bl. The results are indicated in the following Table B3.

Table B3: Brightness at 202 and crack formation after the indicated period in the UVCON device Brightness at 202 Stabilizer Fissures after Oh 1200h 2000h 2400 h 2800 h None 1200 h 90 5 Compound No. 29 2800 h 90 88 Compound No. 11 2800 h 90 86 Compound No. 34 2800 h 90 80 Compound No. 33 2800 h 90 Example B4: A clear coating was prepared, applied and placed outdoors as described in Example B3. The results are indicated in the following Table B4.

Table B4: Brightness at 202 and crack formation after the period indicated outdoors in the UVCON device.

Brightness to 202 Stabilizer Cracks after Oh 1200h 2400 h 2800 h None 1200 h 89 11 Compound No. 53 3200 89 89 88 82 Compound No. 54 3200 h 88 89 88 68 Compound No. 23 3200 h 89 91 90 77 Compound No. 37 3200 h 89 91 87 69 Compound No. 38 3200 h 89 88 89 60 Compound No. 24 3200 90 91 89 Compound No. 25 3200 90 91 89 Compound No. 12 3200 90 91 88 Compound No. 13 3200 89 91 90 Compound No. 14 3200 h 90 90 87 Compound No. 39 3200 h 90 91 Example B5: The procedure of Example B3 was repeated, but the clear coating contains, instead of 0.7% of compound A, 1.0% by weight of a compound of the formula: (compound B) and the coating material was applied to a green metal base coat to light. The results are indicated in the following Table B5. Table B5: Brightness at 202 and outdoors after the designated period of the UVCON device Brightness at 20ß Stabilizer Cracks after Oh 0800 4800 5600 of None 1200 h 83 27 Compound No. 9 5200 h 82 84 74 Compound No. 20 6000 h 79 87 74 56 Compound No. 32 5200 82 85 74

Claims (16)

1. A composition comprising: A) a polymer or synthetic organic prepolymer and B) as a stabilizer against the detrimental effect of light, oxygen and / or heat, a compound of formula I: wherein Z is a group of formula II: or a group of formula III: Ri, R5, R11 and R15, independently of each other, are H, (C1-C12) alkyl, (C-Cg) alkenyl, (C1-C12) alkoxy, (C-Cg) alkenoxy, halogen or -CN; .-. R2, R3, R4, R12. R13 and Ri4 / independently of each other, are H, (C1-C12) alkyl, (C2-Cg) alkenyl, (C-C12) alkoxy, (C-Cg) alkenoxy, phenyl, halogen, trifluoromethyl; phenylalkyl (C-C11): phenyloxy: or CN; R7 and 17, independently of each other, are one of the radicals of formulas IV, V and VI: R 16 O C - C - ORs I (IV) R * O-CH CH-O-C-R] 0 ?? \ / 1U (V) R18 O - (CH) -CH i - OO - C-R10 (VI) R ^ 9 wherein m is a number in the range of 1 to 12; Rβ is alkyl (C? -C? G), -COOR3 or phenyl; R8 is H, (C? -C? 8) alkyl, (C3-C18) alkenyl, (C5-C12) cycloalkyl, (C1-C4) alkyl cyclohexyl, phenyl, (C7-Ci4) alkyl phenyl, bicycloalkyl (Cg-? Ci5), bicycloalkenyl (Cg-Ci5), tricycloalkyl (Cg-C5), bicycloalkyl (Cg-C5) -alkyl or phenylalkyl (C7-C11), and if Z is a group of the formula II, further comprises alkyl (C2-C50) interrupted by O; Rg is (C2-C4) alkyl, phenyl or (C2-C50) alkyl interrupted by O; or is (C1-C14) alkyl which is substituted by phenyl, phenoxy, (C1-C4) alkyl, cyclohexyl, (C-C4) alkyl, cyclohexyloxy, (C5-C12) cycloalkyl or (C5-C2) cycloalkoxy; R10 is H, (C1-C17) alkyl, (C1-C12) alkoxy, phenoxy, phenyl, phenylalkyl (C7-C11), alkyl (C7-C14) phenoxy, phenylalkoxy (C7-Cn), cycloalkyl (Cg-C2) ) / alkyl (C-C4) -cyclohexyloxy, cycloalkoxy (Cg-Ci2), cyclohexylalkyl (C7-C), bicyclo-alkyl (C6-C5), bicycloalkenyl (Cg-C5), tricycloalkyl (C5-) C15), bicycloalkoxy (C6-Ci5), bicycloalkeneoxy (Cg-C15), tricycloalkoxy (Cg-Ci5) or phenyl-NH-; R1 is hydrogen or as defined for Rg; or Rg and Rig taken together are alkylene (C4-C 1); Y Rl3 is (C3-C10) alkylene, with the exception of those compounds wherein Z is a group of formula III and ^ and R5 are both alkyl, and those in which R3 or R13 is phenyl and R7 or R7 is a radical of the formula VI or R g is hydrogen.

2. A composition, according to claim 1, wherein the component A is a thermoplastic polymer or a binder for the coatings.

3. A composition, according to claim 1, containing from 0.01 to 15 parts by weight of component B per 100 parts by weight of component A.

4. A composition, according to claim 1, further comprising the stabilizer of the formula I, other stabilizers or other additives.

5. A composition, according to claim 1, wherein the component A is a binder for the coatings.

6. A composition, according to claim 5, comprising, in addition to components A and B, such as component C, a light stabilizer of a sterically hindered amine, type 2 (2-hydroxyphenyl) -1,3, 5-triazine and / or 2-hydroxyphenyl-2H-benzotriazole.

7. A composition, according to claim 1, wherein, in formula I of component B: R1, R5, R1 and 15, independently of each other, are H, (C1-C4) alkyl, C3 alkenyl, alkoxy (C -C4), alkenoxy (C3-C6), -F or -Cl;

R2, R3, R4, R12 »R13 and Ri4 / independently of each other, are H, (C? -C4) alkyl, (C3-Cg) alkenyl, (C1-C4) alkoxy, (C3-C6) alkenoxy, phenyl, -F, -Cl or -CN; Rg is alkyl (Ci-Cg) or phenyl; R8 is H, (C1-C13) alkyl, (C3-C3) alkenyl, cyclohexyl, (C1-C4) alkyl, cyclohexyl, phenyl, norbon-2-yl, norborn-5-en-2-yl, norborn-2- methyl, norborn-2-methyl, norborn-5-en-2-methyl or phenylalkyl (C7-C11) and, if Z is a group of the formula II, further comprises (C2-C13) alkyl interrupted by 0; Rg is alkyl (C2-Ci4) or alkyl (C3-C14) interrupted by O, or phenyl; 10 is H, (C1-C17) alkyl, (C1-C12) alkoxy, phenoxy, phenyl, phenylalkyl (C7-C2), cyclohexyl, cyclohexylalkyl (C7-Cn),, norbornyl, norbornenyl, 1-adamantyl or phenyl -NH-; Rlg is hydrogen or is as defined for Rg; and R3 is (C3-C10) alkylene. 8. A composition, according to claim 1, wherein, in formula I of component B, Rg is alkyl (C? -C? g); R8 is alkyl (Ci-Cis), C3 alkenyl, cyclohexyl, methylcyclohexyl, phenyl or benzyl and, if Z is a group of formula II, further comprises (C3-13) alkyl interrupted by O; Rg is (C2-C) alkyl or (C3-C14) alkyl interrupted by O, or phenyl; R10 is alkyl (C -C17), (C1-C12) alkoxy, phenyl, phenylalkyl (C7-Cn), cyclohexyl or phenyl-NH-; R1 is hydrogen or is as defined for Rg; and R13 is (C3-C10) alkylene.

9. A composition, according to claim 1, wherein, in formula I of component B, R1, R5, R11 and R5, independently of each other, are H or alkyl (C? -C4); R 2, R 3, R 4, R 12 R 13 and R 14"independently of each other, are H, (C 1 -C 4) alkyl, methoxy, phenyl, -F, -Cl, benzyl or -CN; m is a number in the range of 1 to 8; R6 is alkyl (C? -C? G); R3 is (C1-C5) alkyl, C3 alkenyl, cyclohexyl or phenyl and, if Z is a group of formula II, further comprises (C3-C13) alkyl interrupted by 0; Rg is (C2-C3) alkyl or (C3-C12) alkyl interrupted by O; R 10 is alkyl (C -C 17), (C 1 -C 12) alkoxy or cyclohexyl; Rlg is hydrogen or is as defined for Rg; and R13 is alkylene (C3-Cg).

10. A composition, according to claim 1, wherein, in formula I of component B, Rl / R2 'R3 > R4 'R5' Rll * R12 '13 14 and R15 * independently of each other, are H or methyl; R7 and R17, independently of each other, are a radical of one of formulas IV, V and VI, in which m is 1; Rg is alkyl (Ci-Cs); R8 is alkyl (C? -C o) and, if Z is a group of formula II, further comprises (C3-C3) alkyl interrupted by O; Rg is -CH2-0-R g; R10 is (C1-C17) alkyl or (C2-C3) alkoxy; Rlg is hydrogen or (C 1 -C 3) alkyl; R 3 is (C 3 -C 6) alkylene and Rig is (C 2 -C 13) alkyl.

11. A method for stabilizing synthetic organic polymers or prepolymers against damage by light, oxygen and / or heat, this method comprises adding a compound of the formula I, according to claim 1, as a stabilizer.

12. The use of a compound of the formula I, according to claim 1, for stabilizing synthetic organic polymers or prepolymers against damage by light, oxygen and / or heat.

13. A compound of the formula I ' where Z is a group of formula II •: or a group of formula III * R1, R5, R11 and R15, independently of each other, are H, (C1-C12) alkyl, (C3-C6) alkenyl, (C? -C?) alkoxy, (C3) alkenoxy; C) or -CN; R, R3, R4 R12 R13 and R14 / independently of each other, are H, alkyl (C? -C? 2), alkenyl (C2-C6), alkoxy (C1-C2), alkenoxy (C3? Cg), phenyl , halogen, trifluoromethyl; phenylalkyl (C7-C 1); phenyloxy; or -CN: R7 and Ri7, independently of each other, are radicals of one of formulas IV, V and VI ': R 16 0 C - - C 0Rfi I (IV) R, O -CH CH- O - C - R \ / 1? 0? (V ') R 18 O - (CH ^ CH- O - C - R ^ Ro wherein m is a number in the range of 1 to 12; R6 is alkyl (Ci-C g), -COOR3 or phenyl; R8 is H, alkyl (C? -C? 8), alkenyl (C3-C? 8), cycloalkyl (C5-c12) '(C1-C4) alkyl cycloalkyl, phenyl, alkyl (C7? C? 4) phenyl, bicycloalkyl (Cg-C? 5), bicyclalkenyl (Cg-C 5), tricycloalkyl (Cg-C? 5), bicycloalkyl (Cg-Ci5) -alkyl or phenylalkyl (C7-Cn), and if Z is a group of the Formula II, further comprises alkyl (C 2 -C 8) interrupted by O; Rg is (C2-C14) alkyl or phenyl; or is (C1-C14) alkyl, which may be substituted by phenyl, phenoxy, alkyl (C? ~ C4) cyclohexyl, alkyl (C1-C4), cyclohexyloxy, cycloalkyl (C5-C12) or cycloalkoxy (C5-C12); Rio is H, alkyl (C? -C? 7), (C1-C12) alkoxy, phenoxy, phenyl, phenylalkyl (C7-C11), alkyl (C7-C14), phenylalkoxy (C7-C11), cycloalkyl (Cg-? Ci2), alkyl (C1-C4) -cyclohexyloxy, cycloalkoxy (C2-C12), cyclohexylalkyl (C7-Cn), cyclohexylalkoxy (C7-Cn), bicycloalkyl (Cg-Ci5), bicycloalkenyl (Cg-Ci5), tricycloalkyl (Cg) -Ci5), bicycloalkoxy (Cg-Ci5), bicycloalkeneoxy (Cg-Ci5), tricycloalkoxy (Cg-C 5) or phenyl-NH-; Rlg is as defined for Rg and, if Z is a group of formula II, it additionally comprises hydrogen; and R 8 is (C 3 -C 10) alkylene, with the exception of those compounds in which Z is a group of formula III and and R are both alkyl and those in which R 3 or R 3 is phenyl and R 7 or R 17 is a radical of the formula VI1 or R6 is hydrogen.

14. A compound of the formula I 'according to claim 13, in which R1, R5, R11 and R15 are, independently of each other, H, (C1-C4) alkyl, (C3) alkenyl, (C1-6 alkoxy) C4), alkenoxy (C3-C6), -F or -Cl, R2, R3, R4 Ri2 'R13 and Rl4f independently of each other, are H, (C1-C) alkyl, (C3-C) alkenyl, (C1-C4) alkoxy, (C3-Cg) alkenoxy, phenyl, -F, -Cl or -CN; Rg is alkyl (C? -C? G) or phenyl; R8 is H, (C1-C13) alkyl, (C3-C8) alkenyl, cycloalkyl, (C1-C4) alkyl, cyclohexyl, phenyl, phenylalkyl (C7-C1), and, if Z is a group of formula II, further comprises (C2-C13) alkyl interrupted by O; Rg is (C2-C4) alkyl Rio is H, (C1-C17) alkyl, (C? -C1) alkoxy, phenoxy, phenyl, phenyl (C7-Cn), cyclohexyl, cyclohexylalkyl (C7-Cn) or phenyl- NH-; Ri6 is as defined for Rg and, if Z is a group of formula II, it additionally comprises hydrogen; and R13 is (C3-C10) alkylene.

15. A composition comprising: A) an organic material, which is sensitive to damage of light, oxygen and / or heat, and B) as a stabilizer, at least one compound of the formula I ', according to claim 13.

16. One of the compounds:, 4-diphenyl-6- (2'-hydroxy-4 '- (2"-hydroxycyclohexyloxy) phenyl) 1,3,5-triazine, , 4-bis- (2 ', 4"-dimethylphenyl) -6- (2 • -hydroxy-4 • - (2" -hydroxycyclohexyloxy) phenyl) -1,3,5-triazine. phenyl-4,6-bis- (2, -hydroxy-4, - (2"-hydroxycyclohexyloxy) phenyl) -1,3,5-triazine. SUMMARY OF THE INVENTION Compositions based on synthetic organic polymers or prepolymers are effectively stabilized against the detrimental effects of light, oxygen and / or heat, by the addition of an acomposition of the formula I: in which Z is a group of one of formulas II or III: R7 and R17, independently of one another, are radicals of one of formulas IV, V and VI: R oo 0 - C - C - OR - CH - CH - O - C - R10 - (CH,) - CH - O - C - R10 I ° / IQ i R6 'R18 Ro (IV) (V) (VI) ) and the remaining symbols are as defined in claim 1.