MXPA98008120A - Trifenil-s-triazines amino-e hydroxy-substituted, as stabilized - Google Patents

Abstract

The present invention provides compounds, having the formula (1) or (1A) in which R is hydrogen, hydroxy, halogen, C1-C20 alkyl, C4-C12 cycloalkyl, C2-C20 alkenyl, C2-C20 alkynyl, C1 alkoxy -C20, C4-C12 cycloalkoxy, C2-C20 alkenoxy, C2-C20 alkyloxy or C7-C13 aralkyl; R1 and R2, independently, are hydrogen, C1-C20 alkyl, C4-C12 cycloalkyl, C7-C13 aralkyl, -C ( = O) -R4 (wherein R4 is C1-C20 alkyl) interrupted by 1 to 6 oxygen atoms, C1-C20 alkyl substituted by a heterocyclic residue, C4-C12 cycloalkyl, C2-C20 alkenyl, C2-C20 alkynyl, C1 alkoxy -C20, C4-C12 cycloalkoxy, C2-C20 alkenoxy, C2-C20 alkyloxy, C6-C12 aryl, C6-C12 aryloxy or C7-C13 aralkyl or -C (= O) -NH-R1, wherein R1 has the meanings above, and R3 is hydrogen, halogen, hydroxy, C1-C20 alkyl, C4-C12 cycloalkyl, C2-C20 alkenyl, C2-C20 alkynyl, C1-C20 alkoxy, C4-C12 cycloalkoxy, C2-C20 alkenoxy, C2-C20 alkyloxy , phenyl, C7-C13 aralkyl or -N (R1) (R2), wherein R1 and R2 have the previous meanings, or R1 and R2 together form a C4-C12 ring members. The new triphenyltrazine compounds have improved absorption spectrum characteristics and superior resistance to UV light exposure, relative to known triphenyltriazine compounds.

Description

TR1FEN1L-S-TRIAZ1NAS AMINO- AND HIDROX1-SUBSTITUITIES, AS STABILIZERS The present invention relates to new compounds and, in particular, to new amino- or amido-substituted triazine compounds, which have excellent characteristics of absorption spectrum and good resistance to exposure to ultraviolet (UV) light, and to the use of these new compounds as absorbers of UV light. It is desirable to increase the light stability of an organic material, especially a coating, in which a light stabilizer is usually added. A class of light stabilizers, which is very often used, comprises UV light absorbers, which protect the material by absorption of harmful radiation by means of chromophores. An important group of UV light absorbers is that of triphenyltriazines, which are described, for example, in EP-A-434-608, EP-A-520-938, US-A-4 619 956, EP -A-483 488, EP-A-500 496, EP-A-502 816 and EP-A-506 615. A new group of triphenyltriazine compounds has now been found, which has improved characteristics of absorption and resistance spectrum superior to exposure to UV light, in relation to the known compounds of triphenyltriazine.

In accordance with the present invention, compounds having the formula are provided: wherein R is hydrogen, hydroxy, halogen, C1-C20 alkyl, C4-C12 cycloalkyl, C2-C20 alkenyl, C2-C20 alkynyl, C1-C20 alkoxy, C4-C12 cycloalkoxy, C2-C20 alkenoxy, C2-C20 alkyloxy or C7-C13 aralkyl, preferably hydrogen, hydroxy, halogen, C1-C20 alkyl, C1-C20 alkoxy; R1 and R2 'independently are hydrogen, C1-C20 alkyl, C4-C12 cycloalkyl, C7-C13 aralkyl, -C (= 0) -R4 (wherein R4 is C1-C20 alkyl, C2-C20 alkyl interrupted by 6 oxygen atoms, C1-C20 alkyl substituted by a heteroatom, C4-C12 cycloalkyl, C2-C20 alkenyl, C2-C20 alkynyl, C1-C20 alkoxy, C4-C12 cycloalkoxy, C2-C20 alkenoxy, C2-C20 alkyloxy, C6 aryl -C12, C6-C12 aryloxy or C7-C13 aralkyl) or -C (= 0) -NH-R ?, wherein R1 has the above meanings, preferably R ^ and R2, independently, are hydrogen, C1-C20 alkyl, C 7 -C 13 aralkyl, -C (= 0) -R 4 (wherein R 4 is C 1 -C 20 alkyl, C 1 -C 20 alkyl, interrupted by 1 to 6 oxygen atoms, C 2 -C 20 alkenyl, C 6 -C 12 aryl or C 6 aryloxy) C12) or -C (= 0) -, NH-R !, where Rx has the previous meanings; and R3 is hydrogen, halogen, hydroxy, C1-C20 alkyl, C4-C12 cycloalkyl, C2-C20 alkenyl, C2-C20 alkynyl, C1-C20 alkoxy, C4-C12 cycloalkoxy, C2-C20 alkenoxy, C2-C20 alkyloxy, phenyl , C7-C13 aralkyl or -N (R?) (2), wherein R ^ and R2 have the previous meanings, or R ^ and 2 together form a C4-C12 ring members, preferably R3 is hydrogen, halogen, hydroxy , C1-C20 alkyl, phenyl, -N (R; L) (R2), wherein R; L and R2 have the above meanings, and R2 together form a C4-C18 ring members. When R and / or R3 are halogen, these halogen substituents are fluorine, bromine, iodine or, especially, chlorine. The C1-C20 alkyl groups, R, Rlf R2, R3 and / or R, may be branched or unbranched, such as methyl, ethyl, n-propyl, isopropyl, n-butyl, secondary butyl, isobutyl, t-butyl , 2-ethylbutyl, n-pentyl, isopentyl, 1-methylpentyl, 1-3-dimethylbutyl, n-hexyl, 1-methylhexyl, n-heptyl, isoheptyl, 1,3,3-tetramethylbutyl, 1-methyl- heptyl, 3-methylheptyl, n-octyl, 2-ethylhexyl, 1,1,3-trimethylhexyl, 1, 1,3, 3-tetramethylpentyl, n-nonyl, n-decyl, n-undecyl, 1-methylundecyl, n- dodecyl, 1,1,3,3,5,5-hexamethylhexyl, n-tridecyl, n-tetradecyl, n-pentadecyl, n-hexadecyl, n-heptadecyl, n-octadecyl and n-icosyl. The C1-C20 alkoxy groups, R, R3 and R4, may be branched or unbranched, such as methoxy, ethoxy, n-propoxy, isopropoxy, n-butoxy, secondary butoxy, isobutoxy, t-butoxy, 2-ethylbutoxy, n -pentoxy, isopentoxy, 1-methylpentoxy, 1,3-dimethylbutoxy, n-hexoxy, 1-methylhexosi, n-heptoxy, isoheptoxy, 1,1,3,3-tetramethylbutoxy, 1-methyl-heptoxy, 3-methylheptoxy, n-octoxy, 2-ethylhexoxy, 1,1,3-trimethylhexoxy, 1, 1,3, 3 -tetramethylpentoxy, n-nonoxy, n-decoxy, n-undecoxy, 1-methylundecoxy, n-dodecoxy, 1,1,3,3,5,5-hexamethylhexoxy, n-tridecosi, n-tetradecoxy, n-pentadecoxy, n hexadecoxy, n-heptadecoxy, n-octadecoxy and n-icosoxy, preferably methoxy, ethoxy or propoxy groups, especially methoxy groups. When R4 is C2-C20 alkyl, which is interrupted by 1 to 6 oxygen atoms, this group may be branched or unbranched, such as 3-oxabutyl, 3-oxapentyl, 3-oxahexyl, 3-oxaoctyl, 3-oxadecyl , 3-oxadodecyl, 3-oxatetradecyl, 3-oxahexadecyl, 3-oxa-octadecyl, 3,6-dioxaheptyl, 3,6-dioxaoctyl, 3,6-dioxadecyl, 3,6-dioxadodecyl, 3,6-dioxatetradecyl, 3 , 6-dioxaheptadecyl, 3,6,9-trioxadecyl, 3,6,9-trioxaundecyl, 3,6,9-trioxadodecyl, 3,6,9-trioxatetradecyl, 3,6,9-trioxa-hexadecyl or 3,6 , 9-trioxadecaheptyl. When R 4 is C 1 -C 20 alkyl, which is substituted with a heterocyclic residue, it may be any of the C 1 -C 20 alkyl groups listed above in relation to the C 1 -C 20 alkyl groups, R 2 R 3 'R 3' or R 4 'preferably groups methyl, ethyl or propyl, especially a methyl group, substituted by a morpholinyl, piperidinyl, 2,2,6,6-tetramethyl-piperidyl, piperazinyl or N-methylpiperazinyl residue. When R4 is a C2-C20 alkenyl group, it may be, for example, allyl, isopropenyl, 2-butenyl, 3-butenyl, isobutenyl, n-penta-2,4-dienyl, 3-methyl-but-2-enyl. , n-oct-2-enyl, n-dodec-2-enyl, isododecenyl, n-dodec-2-enyl or n-octades-4-enyl. When R4 is a C6-C10 aryl group, it is a naphthyl group, or preferably a phenyl group. The C7-C20, R2 and / or R4 aralkyl groups can be naphthylalkyl groups, but are preferably phenylalkyl groups. Examples of phenylalkyl groups C7-C20, R2 and / or R4 include benzyl, a-methylbenzyl, a, a-dimethylbenzyl, phenylethyl, phenylpropyl, phenyl-butyl, phenylpentyl, phenylhexyl, phenylheptyl, phenyloctyl, phenylnonyl, phenyldecyl, phenyldodesyl and phenyltetradecyl. . C6-C10 aryl groups, R, and C7-C20 aralkyl groups R2 and / or R4 'may be unsubstituted or may be substituted by one or more substituents. Examples of each substituent group include hydroxyl, -NH2, -NHRi, -N 2R2 (in which R- and R2 have their previous meaning, halogen, C1-C20 alkyl, C1-C20 alkoxy, C2-C20 alkenyl, C3 alkynyl C20, C6-C12 aryl, sulfonyl, carboxyl, (meth) acryloxy or (meth) acrylamino Preferred compounds, according to the invention, are those having the formula: (2) wherein R is hydrogen or C1-C4 alkoxy, preferably methoxy; or R- ^ and R2 are each hydrogen, or R ^ is hydrogen and R2 is -C (= 0) -R4, wherein R4 is C1-C20 alkyl, C2-C20 alkenyl, C1-C20 alkoxy, optionally substituted phenyl with C1-C4 alkoxy or CH2- (OCH2CH2) n-OCH3, wherein n is an integer from 1 to 5; and R3 is hydrogen, C1-C20 alkyl, C1-C4 alkoxy or hydroxy: and wherein R is preferably hydrogen or methoxy; any of R2 and R2 are each hydrogen or R ^ is hydrogen and R2 is -CO-CH2- (OCH2CH2) n-OCH3, where n is an integer from 1 to 5; and R3 is hydrogen, C1-C20 alkyl, C2-C20 alkenyl, hydroxy, methoxy, phenyl or phenyl substituted by methoxy. Particularly preferred compounds, according to the invention, are those that have the formula: wherein any of R ^ and R2 are each hydrogen, or Rx is hydrogen and R2 is -C (= 0) -R4, wherein R4 is C1-C20 alkyl, C2-C20 alkenyl, C1-C20 alkoxy, phenyl optionally substituted with C1-C4 alkoxy, or CH2- (OCH.2CU2) -OC? L3, wherein n is an integer from 1 to 5; and R3 is hydrogen, hydroxy, C1-C20 alkyl, methoxy or phenyl, and wherein preferably any of R; L and R2 are each hydrogen, or Rj ^ is hydrogen and R2 is -CO-CH3; and R3 is hydrogen, methoxy or phenyl. The new compounds of formula (1) or (IA) can be prepared by any of several synthetic routes. For example, an o-hydroxybenzenamide, of the formula: in which R has its previous meanings, it can be reacted with a benzoyl chloride, of the formula: where R3 has its previous meaning, to produce a compound of the formula: where R and R3 have their previous meanings; and the compound of the formula (6) is then reacted with a benzamidine, of the formula: in which R, ^ and R2 have their previous meanings, to produce a compound of the formula (IA).

In a synthetic route, an o-hydroxybenzamide of the formula (4) can react with a p-nitro-benzoyl chloride of the formula: in which R3 has its previous meanings, to produce a compound that has the formula: in which R and R3 have their previous meanings, then react the compound of the formula (9) with a benzamidine, which has the formula: in which R has its previous meanings, to produce a compound of the formula: in which R and R3 have their previous meanings, and finally hydrogenate the compound of the formula (11) to produce a compound of the formula (IA).

In a third synthetic method for the production of specific compounds of the formula (1) or (IA), an o-hydroxybenzamide of the formula (4) can be reacted with a p-acylaminobenzoyl chloride, having the formula: in which R3 and R4 have their previous meanings, to produce compounds having the formula: wherein R, R3 and R4 have their previous meanings, and finally reacting the compound of the formula (13) with a compound of the formula (10), to produce a compound of the formula: in which R, R3 and R4 have their previous meanings. The novel triazine compounds are very good absorbers of UV light and, therefore, are useful as stabilizers for organic polymers, especially coating materials, against damage by light, and as light stabilizers for textile fiber materials . Particular advantages of the novel compounds include their surprisingly high absorption in the region of the 300 to 400 nm of the electromagnetic spectrum. The materials stabilized with the compounds according to the invention are characterized by a remarkable resistance to the effects of weathering and light, and a remarkable photostability of the built-in stabilizer. The materials to be stabilized can be, for example, oils, fats, waxes, cosmetics or biocides. A particularly interesting application is in polymeric materials that are present in plastics, rubbers, paints and other coating materials, photographic materials or adhesives. Examples of polymers and other substrates that can be stabilized in this manner 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 cyclopentene or norbornene; also polyethylene (which can optionally be interlaced), for example high density polyethylene (HDPE), high density polyethylene and high molecular mass (HDPE-HM), high density polyethylene and ultra high molecular weight (HDPE-UHM) , medium density polyethylene (MDPE), low density polyethylene (LDPE), linear low density polyethylene (LLDPE), branched low density polyethylene (BLDPE). Polyolefins, ie polymers of monoolefins exemplified in the preceding paragraph, in particular polyethylene and polypropylene, can be prepared by different, and especially by the following, methods: a) radical polymerization (usually under high pressure and at elevated temperature); or b) catalytic polymerization, which uses a catalyst that normally contains one or more metals of group IVb, Vb, VIb or VIII of the Periodic Table. These metals usually have one or more ligatures, such as oxides, halides, alcoholates, esters, ethers, amines, alkyls, alkenyls and / or aryls, which can be coordinated for each other. These metal complexes can be in the free or fixed form on the substrates, for example in 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 activated by themselves in the polymerization or the subsequent activators can be used, for example, metal alkyls, metal hydrides, metal alkyl halides, metal alkyl oxides or metal alkyloxanes, the metals are elements of the groups la, lía and / or Illa of the Periodic Table. The activators can be modified, for example, with further groups of ester, ether, amine or silyl ether. These catalyst systems are usually referred to as Phillips, Standard Oil Indiana, Ziegler (-Natta), TNZ (DuPont), metallocene or single site catalysts (SSC). 2. Mixtures of the polymers mentioned under 1), 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 DPE / HDPE). 3. Copolymers 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 -one, propylene / isobutylene copolymers, ethylene / but-1-ene copolymers, ethylene / hexene 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) same as ethylene terpolymers with propylene and a diene, such as hexadiene, dicyclopentadiene or ethylidene-norbornene, and mixtures of such copolymers with each other and with the polymers mentioned under 1), for example the copolymers of polypropylene / ethylene-propylene, the copolymers of LDPE / ethylene-vinyl acetate, copolymers of LDPE / etulene-acrylic acid, copolymers of LLDPE / ethylene-vinyl acetate, copolymers of LLDPE / ethylene-acrylic acid and random or alternative polyalkylene / carbon monoxide copolymers and their mixtures with other polymers, for example polyamides. 4. Hydrocarbon resins (for example C5-C9), which include their hydrogenated modifications (for example tackifiers) and mixtures of polyalkylenes and starch.

. Polystyrene, poly (p-methylstyrene, poly (α-methylstyrene). 6. Copolymers of styrene or α-methylstyrene with dienes or acrylic derivatives, for example styrene / butadiene, styrene / acrylonitrile, styrene / alkyl methacrylate, styrene / butadiene / alkyl acrylate, styrene / butadiene / alkyl methacrylate, styrene / maleic anhydride , styrene / acrylonitrile / methyl acrylate; mixtures of high impact resistance styrene copolymers and another polymer, 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. 7. Graft copolymers of styrene or α-methylstyrene, for example styrene on polybutadiene, styrene on polybutadiene-styrene or copolymers of polybutadiene-acrylonitrile, styrene and acrylonitrile (or methacrylonitrile) on polybutadiene; styrene, acrylonitrile and methyl methacrylate on polybutadiene; styrene and maleic anhydride on polybutadiene; styrene, acrylonitrile and maleic anhydride or maleimide on polybutadiene; styrene and maleimide on polybutadiene, styrene and alkyl acrylates or alkyl methacrylates on polybutadiene, styrene and acrylonitrile on ethylene / propylene / diene terpolymers, styrene and acrylonitrile on polyalkyl acrylates or polyalkyl methacrylates, styrene and acrylonitrile on acrylate copolymers / butadiene, as well as their mixtures with the copolymers mentioned under 6), for example mixtures of copolymers known as ABS, MBS, ASA or AES polymers. 8. Halogen-containing polymers, such as polychloroprene, chlorinated rubber, 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 halogen-containing vinyl compounds, for example polyvinyl chloride, polyvinylidene chloride, polyvinyl fluoride; polyvinylidene fluoride; as well as its copolymers, such as vinyl chloride / vinylidene chloride, vinyl chloride / vinyl acetate or vinylidene chloride / vinyl acetate. 9. Polymers derived from α, β-unsaturated acids and their derivatives, such as polyacrylates and polymethacrylates, polymethyl methacrylates, polyacrylamides and polyacrylonitriles, modified on impact with butyl acrylate.

. Copolymers of the monomers mentioned under 9), with each other or with other unsaturated monomers, for example the copolymers of acrylonitrile / butadiene, copolymers of acrylonitrile / alkyl acrylate, copolymers of acrylonitrile / alkoxyalkyl acrylate, copolymers of acrylonitrile / vinyl halide or acrylonitrile / alkyl methacrylate / butadiene terpolymers. 11. Polymers derived from unsaturated alcohols and amines of their asyl derivatives or 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 point 1. 12. Homopolymers and copolymers of cyclic ethers, such as polyalkylene glycols, polyethylene oxide, polypropylene oxide or their copolymers with bisglycidyl ethers. 13. Polyacetals, such as polyoxymethylene and those polyoxymethylenes containing comonomers, for example ethylene oxide; polyacetals modified with thermoplastic polyurethanes, acrylates or MBS. 14. Polyphenylene oxides and sulfides, and their mixtures with styrene polymers or polyamides.

. Polyurethanes derived from hydroxyl-terminated polyethers, polyesters and 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 from aminocarboxylic acids or the corresponding lactams, such as polyamide 4, polyamide 6, polyamide 6/6, 6/10, 6/9, 6/12, 4/6, 12/12, polyamide 11, polyamide 12, aromatic polyamides starting from m-xylene, diamine and adipic acid; polyamides prepared from hexamethylenediamine and isophthalic and / or terephthalic acid, with or without an elastomer as a modifier, for example terephthalamide of poly-2,4,4-trimethylhexamethylene or isophthalamide of poly-m-phenylene. Block copolymers of the aforementioned polyamides with polyolefins, olefin copolymers, ionomers or elastomers linked or chemically grafted; or with polyethers, for example with polyethylene glycol, polypropylene glycol or polytetramethylene glycol. Like polyamides or copolyamides modified with EPDM or ABS; and polyamides condensed during the process (RIM polyamide systems). 17. Polyureas, polyols, polyamide-imides, polyether-imides, polyester-imides, polyhydantoins and polybenzimidazoles. 18. Polyesters derived from dicarboxylic acids and diols and / or from hydroxycarboxylic acids or the corresponding lactones, such as polyethylene terephthalate, polybutylene terephthalate, poly-l, 4-dimethylolcyclohexane terephthalates and polyhydroxybenzoates, as well as block polyether esters hydroxyl terminated polyether derivatives; and also polyesters modified with polycarbonates or MBS; and polyesters modified with acids. 19. Polycarbonates and polyester carbonates.

. Polysulfones, polyether sulfones and polyether ketones. 21. Interlaced polymers derived from aldehydes, on the one hand, and phenols, urea or melamine, on the other, such as phenol / formaldehyde resins, urea / formaldehyde resins and melamine / formaldehyde resins. 22. Drying alkyd and non-drying resins. 23. Resins of unsaturated polyesters derived from copolyesters of saturated and unsaturated dicarboxylic acids with polyhydric alcohols and vinyl compounds as crosslinking agents, and also their modi? Cations which are halogen of low flammability. 24. Interlocking acrylic resins derived from substituted acrylates, for example from epoxy acrylates, urethane acrylates or polyester acrylates.

. Alkyd resins, polyester resins and acrylate resins, entangled with melamine resins, urea resins, isosynates, isosianurates, polyisocyanates or epoxy resins. 26. Interlocking epoxy resins, derived from aliphatic, cycloaliphatic, heterocyclic or aromatic glycidyl compounds, for example the products of diglycidyl ethers of bisphenol A, diglycidyl ethers of bisphenol F, which are crosslinked by customary hardeners, for example 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 turpentines 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 / asrilates, POM / PUR thermoplastic, PC / PUR thermoplastic, 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, therefore, also relates to a composition comprising: (A) an organic material, which is sensitive to damage by light, oxygen and / or heat, and (B) a stabilizer, a compound of the formulas (l) or (ÍA). The invention also relates to a method for stabilizing organic material against damage by light, oxygen and / or heat, which comprises adding, as a stabilizer, a compound of the formulas (1) or (IA) and the use of the compound, of the formula (1) or (ÍA) in stabilizing the organic material. The amount of the stabilizer to be 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, especially from 0.1 to 5 parts by weight, of the stabilizer (component B) per 100 parts by weight of the component (A) . The stabilizer (component (B)) can also be a mixture of two or more compounds of the formulas (1) or (ÍA). In addition to the novel compounds, the novel compositions can also include other stabilizers or other additives, for example antioxidants, additional light stabilizers, metal deactivators, phosphites or phosphonites. Examples of these stabilizers are the following: 1. Antioxidants 1. 1 Alkylated monophenols, for example 2, 6-di-tert. -butyl-4-methylphenol, 2-tere. -butyl-4, 6-dimethylphenol, 2,6-di-tert-butyl-4-ethylphenol, 2,6-di-tert. -butyl-4-n-butylphenol, 2,6-di-tert. -butyl-4-isobutylphenol, 2,6-dicislopentyl-4-methylphenol, 2- (a-methylsislohexyl) -4,6-dimethylphenol, 2,6-diostadesyl-4-methylphenol, 2,4,6-tricyclohexylphenol, 2 , 6-di-ters.-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- (l * -methylundec-1 '-yl) -phenol, 2,4-dimethyl-6- (1' -methylheptadec-1'-yl) phenol, 2,4-dimethyl-6- (1'-methyltrides-1 '- il) phenol and their mixtures. 1,2-alkylthiomethylphenols, for example 2,4-dioctyl-thiomethyl-6-tert., Butylphenol, 2,4-dioctylthiomethyl-6-methyl-phenol, 2,4-dioctylthiomethyl-6-ethylphenol, 2,6-diol. dodecyl-thiomethyl-4-nonylphenol. 1,3-hydroquinones and alkylated hydroquinones, for example 2,6-di-tert. -butyl-4-methoxyphenol, 2, 5-di-tert. -butylhydroquinone, 2,5-di-tert. -hydrohydroquinone, 2,6-diphenyl-4-octadecyloxyphenol, 2,6-di-tert.-butylhydroquinone, 2,5-di-tert. -butyl-4-hydroxyanisole, 3, 5-di-tert. -butyl-4-hydroxyanisole, 3,5-di-tert. stearate. -butyl-4-hydroxyphenyl, adipate (3, 5-di-tert.-butyl-4-hydroxyphenyl). 1, 4-tocopherols, for example α-tocopherol, β-tocopherol, d-tocopherol, and their mixtures (Vitamin E). 1.5 Hydroxylated thiodiphenyl ethers r for example 2,2'-thiobis (6-tert-butyl-4-methylphenol), 2, 2 * -thiobis (4-octyl-phenol), 4,4'-thiobis (6-tert-butyl-3-methylphenol), 4,4'-thiobis (6-tert-butyl-2-methylphenol), 4,4'-thiobis- (3,6-di-sec. ), 4,4'-bis (2,6-dimethyl-4-hydroxyphenyl) disulfide. 1. 6 Alkylidenebisphenols, for example 2, 2'-methylene-bis (6-tert-butyl-4-methylphenol), 2,2 • -methylene-bis (6-tert-butyl-4-ethylphenol), 2, 2'-methylenebis [4-methyl-6- (a-methylcyclohexyl) -phenol], 2,2'-methylene-bis (4-methyl-6-sislohexylphenol), 2,2'-methylene-bis (6-nonyl) -4-methylphenol), 2,2'-methylene-bis (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 * -methylene-bis (4,6-di-tert.-butylphenol), 2,2-ethylidene-bis - (6-tert-butyl-4-isobutylphenol), 2,2 '-methylene-bis [6- (a-methyl-bensyl) -4-nonylphenol], 2,2'-methylene-bis (a, a -dimethylbenzyl) -4-nonylphenol], 4,4'-methylene-bis (2,6-di-tert.-butylphenol), 4,4'-methylene-bis (6-tert-butyl-2-methylphenol) , 1,1-bis (5-tert-butyl-4-hydroxy-2-methylphenyl) butane, 2,6-bis (3-tert-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 -dodecilm ersaptobutane, ethylene glycol-bs [3,3-bis (3'-tere. -butyl-4 '-hydrosyphenyl) butyrate], bis (3-tert-butyl-4-hydroxy-5-methylphenyl) dicyclopentadiene, bis [3- (3'-tere. -butyl-2'-hydroxy-5'- methylbenzyl) -6-tert. -butyl-4-methylphenyl [terephthalate, 1,1-bis- (3, 5-dimethyl-2-hydroxyphenyl) butane, 2,2-bis- (3,5-di-tert.-butyl-4-hydroxy) phenyl) propane, 2, 2-bis (5-ters. -butyl-4-hydroxy-2-methylphenyl) -4-n-dodesylmersaptobutane, 1,1,5,5-tetra- (5-ters. 4-hydroxy-2-methylphenol) pentane. 1.7 Compounds of O-, N- and S-bensilof for example 3, 5, 3 ', 5' -tetra-ters. -butyl-4, 4 '-dihydroxydibensil-ether, octadecyl-4-hydroxy-3, 5-dimethylbenzylmeraptoacetate, 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) dithioterephthalate, bis (3, 5-di) -ters.-butyl-4-hydroxybenzyl) sulfide, iso-5-ethyl-3,5-di-tert-butyl-4-hydroxybenzyl mercaptoacetate. 1. 8. Hydroxybenzylated malonates, for example dioctadecyl-2, -bis- (3, 5-di-tert.-butyl-2-hydroxybenzyl) -malonate, di-octadecyl-2- (3-tert.-butyl-4-) hydroxy-5-methylbenzyl) -malonate, didodeylmercaptoethyl-2, 2-bis- (3, 5-di-ters. -butyl-4-hydroxybenzyl) malonate, bis [4- (1, 1, 2, 2-tetramethylbutyl) phenyl] -2, 2-bi (3,5-di-tert-butyl-4-hydroxybenzyl) malonate. 1. 9. Aromatic hydroxybenzyl compounds, for example 1,3,5-tris (3,5-di-tert.-butyl-4-hydroxybenzyl) -2,4,6-trimethylbensen, 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-di-tert.-butyl-4-hydroxyanilino) -1,3,5-triazine, 2-octylmethrot-4,6-bis (3,5-di-tert.-butyl- 4-hydroxyphenoxy) -1,3,5-triazine, 2,4,6-tris (3,5-di-tert.-butyl-4-hydroxyphenoxy) -1,2,3-triazine, 1,3,5 -tris- (3, 5-di-tert.-butyl-4-hydroxybenzyl) isocyanurate, 1,3,5-tris (4-tert.-butyl-3-hydroxy-2,6-dimethylbenzyl) -isocyanurate, 2 , 4,6-tris (3,5-di-tert.-butyl-4-hydroxyphenylethyl) -1,3,5-triazine, 1,3,5-tris (3, 5-di-tert.-butyl- 4-hydroxyphenylpropionyl) -hexahydro-1,3,5-triazine, 1,3,5-tris- (3,5-dicyclohexyl-4-hydroxybenzyl) isocyanurate. 1. 11. Benzylates, for example dimethyl-2,5-di-tert-butyl-4-hydroxybenzylphosphonate, diethyl-3,5-di-ters. -butyl-4-hydroxybenzylphosphonate, diostadesil-3, 5-di-ters. -butyl-4-hydroxybenzylphosphonate, dioctadecyl-5-tert. -butyl-4-hydroxy-3-methylbenzylphosphonate, the calcium salt of the monoethyl ester of 3,5-di-tert. -butyl-4-hydroxy-benzylphosphoric. 1. Cilaminophenols, for example 4-hydroxylauranylide, 4-hydroxystearanilide, N- (3, 5-di-tert.-butyl-4-hydroxy-phenyl) sarbutyl ostyl. 1. 13 Esters of ß- (3,5-di-tert.-buyl-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, diethylene glycol, triethylene glycol, pentaerythritol, tris (hydroxyethyl) -isosanurate, N, N '- bis (hydroxyethyl) oxamide, 3-tiaundeanol, 3-thiapentadesanol, trimethylhexanediol, trimethylolpropane, 4-hydroxymethyl-1-phospha-2,6,7-trioxabicyclo [2.2.2] ostane. 1. 14. ß- (5-tert.-butyl-4-hydroxy-3-methyl-phenyl) propionic acid steres are also mono- or polyhydrofolic steres, for example with methanol, ethanol, n-octanol, i-octanol, octadecanol, 1, 6-hexanediol, 1,9-nonanediol, ethylene glycol, 1,2-propanediol, neopentyl glycol, thiodiethylene glycol, dimethylene glycol, triethylene glycol, pentaerythritol, tris (hydroxyethyl) -isosanurate, N, N'-bis ( hydroxyethyl) oxamide, 3-thiaundecanol, 3-thiapentadesanol, trimethylhexanediol, trimethylolpropane, 4-hydroxymethyl-1-phospha-2, 6,7-trioxa-bicyclo [2.2.2] octane. 1. 15. Esters of ß- (3, 5-disislohexyl-4-hydroxyphenyl) -propionic acid with mono- or polyhydric alcohols, for example with methanol, ethanol, octanol, octadesanol, 1,6-hexanediol, 1,9-nonanediol, ethylene glycol, 1,2-propanediol, neopentyl glycol, thiodiethylene glycol, diethylene glycol, triethylene glycol, pentaerythritol, tris (hydroxyethyl) isocyanurate, N, N'-bis (hydroxyethyl) oxamide, 3-tiaundeanol, 3- tiapentadecanol, trimethylhexanediol, trimethylolpropane, 4-hydroxymethyl-l-phospha-2, 6-7-trioxabicyclo [2.2.2] octane. 1.16 steres of 3, 5-di-tert. -butyl-4-hydroxyphenyl-acetic with monohydric or polyhydric alcohols, for example with methanol, ethanol, octanol, octadesanol, 1,6-hexanediol, 1,9-nonanediol, ethylene glycol, 1,2-propanediol, neopentyl glycol, thiodiethylene glycol, diethylene glycol, triethylene 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] ostane. 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) examethylenediamine , N, N'-bis (3,5-di-tert.-butyl-4-hydroxyphenylpropionyl) trimethylenediamide, N, N * -bis (3,5-di-tert.-butyl-4-hydroxyphenylpropionyl) -hydrazide, N, N '-bis [2- (3- [3,5-di-tert-butyl-4-hydroxyphenyl] -propionyloxy) ethyl] oxamide (Naugard®XL-1, supplied by Uniroyal). 1. 18. Assorbiso acid (Vitamin C) 1. 19. Ammonic antixidants, for example N, N'-di-isopropyl-p-phenylenediamine, N, N-di-ses. -butyl-p-phenylene diamine, N, N'-bis (1,4-dimethylpentyl) -p-phenylenediamine, N, N'-bis (l-ethyl-3-methylpentyl) -p-phenylenediamine, N, N '-bis (l-methylheptyl) -p-phenylenediamine, N, N'-disyclohexyl-p-phenylenediamine, N, N' -diphenyl-p-phenylenediamine, N, N'-bis (2-naphthyl) -p-phenylenediamine , N-isopropyl-N »-phenyl-p-phenylenediamine, N- (1,3-dimethylbutyl) -N1-phenyl-p-phenylenediamine, N- (l-methyl-heptyl) -N '-phenyl-p-phenylenediamine , N-cislohexyl- '-phenyl-p-phenylenediamine, 4- (p-toluenesulfamoyl) diphenylamine, > N, N * -dimethyl-N, N'-di-ses. -butyl-p-phenylenediamine, diphenylamine, N-allyldiphenylene, 4-isopropoxydiphenylamine, N-phenyl-1-naphthylamine, N- (4-ters.-ostylphenyl) -1-naphthylamine, N-phenyl-2-naphthylamine, diphenylamine ostilated , for example p, p'-di-ters.-ostildiphenylamine, 4-n-butylaminophenol, 4-butyryl-aminophenol, 4-nonanoylaminophenol, 4-dodesanoylaminophenol, 4-octadesanoylaminophenol, bis (4-methoxyphenyl) amine, 2.6 -di-ters. -butyl-4-dimethylaminomethylphenol, 2,4'-diaminodiphenylmethane, 4,4'-diaminodiphenylmethane, N, N, N ', N'-tetramethyl-4,4-diaminodiphenylmethane, 1,2-bis [(2-methylphenyl)] amino] ethane, 1,2-bis (phenylamino) propane, (o-tolyl) biguanide, bis [4- (1-3'-dimethylbutyl) phenyl] amine, tert-ostilated N-phenyl-1-naphthylamine, a mezse of ters. -butil / ters. monomethyldiphenylamine and dialkylated, a mixture of mono- and dialkylated nonildiphenylamines, a mixture of mono- and dialkylated dodecyldiphenylamines, a mixture of mono- and dialkylated isopropyl (isohexyldiphenylamines, a mixture of mono- and dialkylated tert-butyldiphenylamines, 2,3- dihydro-3, 3-dimethyl-4H-l, 4-benzothiazine, phenothiazine, a mixture of tere. -butyl / tert. -octylphenothiazines mono- and dialkylated, a mixture of tert-octyl-phenothiazines mono- and dialkylated, N-allylphenothiazine , N, N, ', N' -tetraphenyl-1,4-diaminobut-2-ene, N, N-bis- (2,2,6,6-tetramethyl-piperid-4-yl-hexaamethylenediamine, bis (2 , 2,6,6-tetramethylpipierid-4-yl) -sebacate, 2,2,6,6-tetramethyl-piperidin-4-one, 2,2,6,6-tetramethylpiperidin-4-ol. 2. UV lamp absorbers and light stabilizers 2. 1. 2- (2'-Hydroxyphenyl) benzotriazoles f for example 2- (2'-hydroxy-5-methylphenyl) -benzotriazole, 2- (3 ', 5' di-tere. -butyl-2'-hydroxyphenyl) benzotriazole, 2- (5'-tere. -butyl-2'-hydroxy-phenyl) benzotriazole, 2- (2'-hydroxy-5 '- (1, 1,3,3-tetramethylbutyl) phenyl) benzotriazole, 2- (3 ', 5' -di-tert.-butyl-2'-hydroxy-phenyl) -5-chloro-benzotriazole, 2- (3-tert-butyl-2'-hydroxy-5-methylphenyl) -5- chloro-benzotriazole, 2- (3 '-sec-butyl-5'-tere. -butyl-2-hydroxyphenyl) -enototriazole, 2- (2'-hydroxy-4'-octyl-oxyphenyl) benzotriazole, 2- ( 3 ', 5' -di-tert. -amil-2 '-hydroxyphenyl) benzotriazole, 2. (3', S'-bisíaja-dimethylbenzyl) -2'-hydroxyphenyl) benzotriazole, 2- (3'-tere. butyl-2'-hydroxy-5 '- (2-octyloxycarbonylethyl) phenyl) -5-chloro-benzotriazole, 2- (3-tere. -butyl-2'-hydroxy-5' - (2-octyloxycarbonylethyl) phenyl) -5-chloro-benzotriazole, 2- (3'-tere. -butyl-5 '- [2- (2-ethylhexyloxy) -carbonylethyl [-2- -hydroxyphenyl) -5-chloro-benzotriazole, 2- (3 -tere -butil-2 '-hidrox i-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-octyloxycarbonylethyl) phenyl) benzotriazole, 2- (3'-tert-Butyl-5 '- [2- (2-ethylhexyloxy) carbonylethyl] -2- -hydroxyphenyl) benzotriazole, 2- (3'-dodecyl-2'-hydroxy-5'-methylphenyl) -benzotriazole 2- (3'-tert-Butyl-2 '-hydroxy-5' - (2-isooxyloxycarbonylethyl) phenylbenzotriazole, 2,2 '-methylene-bis- [4- (1,3,3-tetramethylbutyl) -6-benzotriazol-2-ylphenol], the transesterification product of 2- [3'-butyl-5 '(2-methoxycarbonylethyl) -2'-hydroxyphenyl] -2H-benzotriazole with polyethylene glycol 300; CH2CH2-COO-CH2-CH2] 2-, where R = 3'-tere.-butyl-4 * -hydroxy-5'-2H-benzotriazol-2-ylphenyl, 2- [2'-hydroxy-3 '- ( a, a-dimethylbenzyl) -5 * - (1, 1, 3, 3-tetramethylbutyl) -phenyl] benzotriazole; 2- [2'-hydroxy-3 '- (1, 1, 3,3-tetramethyl-butyl) -5 '- (a, a-dimethylbenzyl) -phenyl] benzotriazole. 2. 2-hydroxybenzophenones, for example those derived from 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 substituted and unsubstituted benzoic acids such as, for example, 4-tert.-butyl-phenyl salicylate, phenyl salicylate, octylphenyl salicylate, dibenzoyl resorption, bis (4-tert.-butylbenzoyl) -resorcionol, benzoyl resorcionol, 2,4-tert. -butylphenyl-3, 5-di-tert. -butyl-4-hydroxybenzoate, 3,5-di-tert. -butyl-4-hydroxybenzoate hexadecyl, 3, 5-di-tert. octabutyl-4-hydroxy-benzoate, 3, 5-di-tert. 2-methyl-4,6-di-tert-butyl-4-hydroxybenzoate. -butylphenyl. 2,4-acrylates, for example, α-cyano-β, ethyl β-diphenylacrylate, α-cyano β, isooctyl β-diphenylacrylate, methyl a-carbomethoxycinnamate, α-cyano-β-methyl-p-methoxy methyl cinnamate, butyl α-cyano-β-methyl-p-methoxy-cinnamate, methyl α-carbomethoxy-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 1: 1 or 1: 2 complex, with or without additional ligatures, such as n-butylamine, triethanolamine or N-cyclohexyldiethanolamine, nickel dibutyldithiocarbamate, nickel salts of the monoaqualyl esters, for example the methyl or ethyl ester of 4-hydroxy-3, 5- di-tert -butylbenzylphosphonic, nickel complexes of ketoximes, for example 3-hydroxy-4-methylphenyl-undecylketoxime, nickel complexes of l-phenyl-4-lauroyl-5-hydroxypyrazole, with or without additional linkages. 2. 6. Amines clogged sterically, for example bis (2,2,6,6-tetramethyl-4-piperidyl) sebacate, bis (2,2,6,6-tetramethyl-4-piperidyl) succinate, bis (1,2 , 2,6, 6-pentamethyl-4-piperidyl) sebacate, bis (l-octyloxy-2, 2-6,6-tetramethyl-4-piperidyl) sebacate, bis (1,2,6,6,6-pentamethyl) -4-piperidyl) -n-butyl-3,5-di-tert. -butyl-4-hydroxybenzylmalonate, the condensate of L- (2-hydroxyethyl) -2,2,6,6-tetramethyl-4-hydroxypiperidine and succinic acid, condensed, linear and cyclic of N, N'-bis (2,2,6,6-tetramethyl-4-piperidyl) hexamethylenediamine and 4-tert. -octylamino-2,6-dichloro-1,3,5-triazine, tris (2,2,6,6-tetramethyl-4-piperidyl) nitrilotriasetate, tetrakis- (2,2,6,6-tetramethyl-4-) piperidyl) -1,2,3,4-butane-tetracarboxylate, 1,1 '- (1,2-ethanediyl) -bis (3, 3, 3, 5, 5-tetramethylpiperazinone), 4-benzoyl-2,2,6 , 6-tetramethylpipieridine, 4-stearyloxy-2, 2,6,6-tetra-methylpiperidine, bis (1,2-, 2,6,6-pentamethylpiperidyl) -2-n-butyl-2- (2-hydroxy-3, 5 -di-tert-butylbenzyl) malonate, 3-n-octyl-7,7,9, 9-tetramethi-1, 3, 8-triazaspiro [4.5 [decan-2,4-dione, bis (l-octyloxy) 2, 2, 6,6-tetramethylpiperidyl) sebacate, linear or cyclic condensate, bis (1-octyloxy-2,2,6,6-tetramethylpiperidyl) succinate, of N, N'-bis (2,2,6,6) -tetramethyl-4-piperidyl) hexamethylenediamine and 4-morpholino-2,6-dichloro-1,3,5-triazine, the condensate of 2-chloro-4,6-bis (4-n-butylamino-2,2 , 6,6-tetramethylpiperidyl) -l, 3,5-triazine and l, 2-bis (3-aminopropylamino) ethane, the condensate of 2-chloro-4,6-di (4-n-butylamino-1) , 2,2, 6, 6-pentamethyl iperidyl) -1, 3,5-triazine and 1,2-bis- (3-a-inopropylamino) ethane, 8-acetyl-3-dodecyl-7,7,9, 9-tetramethyl-l, 3, 8- triazaspiro [4.5] -desan-2, 4-dione, 3-dodecyl-l- (2, 2,6,6-tetramethyl-4-piperidyl) pyrrolidin-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 1,4-cyclohexylamino-2,6-dichloro-1,3,5-triazine, a prodrug of 1 , 2-bis (3-aminopropylamino) ethane and 2,4,6-trisloro-1,3,5-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, N- (1, 2,2,6,6-pentamethyl-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-oxospiro [4,5] deano and epichlorohydrin, 1, 1-bus (1, 2, 2,6, 6-pentamethyl-4-piperidyloxycarbonyl) -2- (4-methoxyphenyl) ethene, N, N'-bis-formyl-N, N'-bis (2, 2, 6, 6-tetra-methyl-4-piperidyl) hexamethylenediamine, diester of 4-methoxy-methylene and malonic acid with 1,2,2,6,6-pentamethyl-4-hydroxypiperidine, poly [methylpropyl] -3-oxi-4- (2,2,6,6-tetra-methyl-4-piperidyl) siloxane, the reassess product of the copolymer of maleic acid anhydride and α-olefin with the 2, 2, 6, 6 -tetramethyl-4-aminopiperidine or 1,2,2,6,6-pentamethyl-4-aminopiperidine. 2.7 Cxamides f for example 4,4'-dioctyloxyoxanilide, 2,2'-diethoxyoxanilide, 2,2'-dioctyloxy-5, 5'-di-tert. -butoxyanilide, 2,2'-didodecyloxy-5,5'-di-ters. -butoxyanilide, 2-ethoxy-2'-ethyloxanilide, N, N'-bis (3-dimethylaminopropyl) oxamide, 2-ethoxy-5-tert-butyl-2-ethoxyanilide and the mixture with 2-ethoxy-2 ' -ethyl-5,4'-di-tert. -butozanilide, o- and p-methoxy-disubstituted oxanilide mixtures and mixtures of o- and p-ethoxy-disubstituted oxnilides. 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-octyloxyphenyl) -4,6-bis (2,4-dimethylphenyl) -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-dodesiloxyphenyl) -4,6-bvis (2,4-dimethylphenyl) -1 , 3, 5-triazine, 2- (2-hydroxy-4-tridyloxyphenyl) -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- ostyloxy-propyloxy) phenyl] -4,6-bis (2,4-1,3,5-triazine, 2- [4- (dodecyloxy / tridecyloxy-2-hydroxypropoxy) -2-hydroxy-phenyl] -4,6 bis (2,4-dimethylphenyl) -1,5,5-triazine, 2- [2-hydroxy-4- (2-hydroxy-3-dodecyloxy-propoxy) phenyl] -4,6-bi (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] -1,3,5-triazine, 2- (2-hydroxyphenyl) -4- (4-methoxyphenyl) -6-phenyl-1,3,5-triazine, 2- [2-hydroxy-4- [3- (2-ethylhexyl-1-oxy) -2-hydroxy-propyloxy] phenyl] -4,6-bis ( 2,4-dimethylphenyl) -1,3,5-triazine and / or 2,4-bis (4-phenylphenyl) -6-aryltriazine, for example from WO 96/28431, such as 2- [4 - (dodesiloxy / tridryloxy-2-hydroxypropoxy) -2-hydroxy-phenyl] -4,6-bis (4-phenylphenyl) -1,3,5-triazine, 2- (2-hydroxy-4-octyloxyphenyl) -4 , 6-bis (4-phenylphenyl) -1,3,5-triazine. 3. Metal deactivators, for example N, N * -diphenyloxamide, N-salicylal-N * -salicyloyl-hydrazine, N, N'-bis (salicyloyl) hydrazine, N, N'-bis (3,5-di-tert.) .butyl-4-hydroxyphenylpropionyl) hydrazine, 3-salicyloylamino-1,4,4-triazole, bis (benzylidene) oxalyl-dihydrazide, oxanilide, isophthaloyl-hydrazide, sebacoyl-bis-phenylhydrazide, N, N'-diacetyladipyl-dihydrazide , N, N'-bis (salicyloyl) oxalyl-dihydrazide, N, N * -bis (salicyloyl) thiopropionyl dihydrazide. 4. Phosphites and phosphonites, for example triphenyl phosphite, diphenyl-alkyl phosphites, phenyl-dialkyl phosphites, tris (nonylphenyl) phosphite, trilauryl phosphite, trioctadecyl phosphite, distearyl-pentaerythritol diphosphite, tris (2, 4-di-ters. -butylphenyl), diisodesyl-pentaerythritol diphosphite, bis (2, 4-di-ters.-butylphenyl) diphosphite, bis (2,6-di-ters.-butyl-4-methylphenyl) diphosphite ), diisodesiloxypentaerythritol diphosphite, bis (2,4-di-ters-butyl-6-methylphenyl) pentaerythritol diphosphite, bis (2,4,6-tris (ters.-butylphenyl) pentaerythritol diphosphite, tristearyl triphosphite sorbitol, tetrakis diphosphonium (2,4-di-ters-butylphenyl) -4,4'-biphenylene, 6-isostyloxy-2,4,8, 10-tetra-tert-butyl-12H-dibenz [d, g] -1, 3, 2-diopxaphosphocin, 6-fluoro-2,4,8, 10-tetra-tert-butyl-12-methyl-dibenz [d, g] -1, 3, 2-dioxafosfosine, phosphite of bis (2,4-di-ters-6-methylphenyl) methyl, bis (2,4-di-ters-6-methylphenyl) ethyl phosphite, 2, 2 ', 2"-nitro [triethyltris (3, 3 •, 5,5'-tetraethers-butyl-l, 1' -biphenyl-2, 2'-diyl) phosphite], 2-ethylhexyl- (3 , 3 », 5, 5 • -tetra-ters. -butyl-1, 1'-biphenyl-2, 2'-diyl) phosphite.

Especially preferred are the following phosphites: Tris (2,4-di-tert.-butylphenyl) phosphite (Irgafos®168, Ciba-Geigy, tris (nonylphenyl) phosphite, . Hydroxylamines, for example N, N-dibenzylhydroxylamine, N, N-diethylhydroxylamine, N, N-dioctylhydroxylamine, N, N-dilaurylhydroxylamine, N, N * -ditetradesylhydroxylamine, N, N-dihexadecylhydroxylamine, N, N-dioctadecylhydroxylamine, N- hexadecyl-N-octadesilylhydroxylamine, N-heptadecyl-N-octadecylhydroxyla, N, N-dialkylhydroxylamine, derived from the amine must be hydrogenated. 6. Nitrones, for example N-benzyl-alpha-phenyl-nitrona, N-ethyl-alpha-methyl-nitrona, N-octyl-alpha-heptyl-nitrone, N-lauryl-alpha-undecyl-nitrone, N-tetradecyl-alpha -tridecyl-nitrone, N-hexadecyl-ala-pentadecyl-nitrone, N-octadecyl-alpha-heptadecyl-nitrone, N-hexadecyl-alpha-heptadesyl-nitrone, N-octadecl-alpha-pentadecyl-nitrone, -heptadecyl-alpha- heptadecyl-nitron, N-octadecyl-alpha-hexadeyl-nitrona, nitrone derived from N, N-dialkylhydroxylamine which in turn is derived from the hydrogenated tallow amine. 7. Tiosynergists, for example, dilauryl thiodipropionate or distearyl thiodipropionate. 8. Peroxide scavengers, for example the esters of β-thiopropionic acid, such as the esters of lauryl, stearyl, myristyl or tridecyl, the mercaptobensimidazole or the zins salt of 2-mersaptobensimidazole, dibutyldithiosarbamate zins, diostadesyl disulfide, tetrakis (β -dodecyl-mercapto) pentaerythritol propionate. 9. Polyamide stabilizers, for example copper salts in combination with iodides and &or phosphorus compounds and salts of divalent manganese.

. Basic co-stabilizers, for example melamine, polyvinylpyrrolidone, dicyandiamide, triallyl cyanurate, urea derivatives, hydrazine derivatives, amines, polyamides, polyurethanes, salts of alsaline metals and salts of alsalinothermic metals of higher fatty acids, for example calcyl stearate , zins stearate, magnesium behenate, magnesium stearate, sodium ricinoleate and potassium palmitate, antimony pyrocatetylate or zircon pyrosatestolate. 11. Nusleasing 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. -butylbenzoiso, acid adipose, acid diphenylase, sodium sussinate or sodium benzoate; polymeric solids, such as ionic copolymers (ionomers). 12. Fillers and reinforcing agents, for example calcium carbonate, silicates, glass fibers, glass globules, asbestos, talc, kaolin, mica, barium sulfate, metal oxides and hydroxides, carbon black, graphite, wood flour and flours or fibers of other natural products, synthetic fibers. 13. Other additives, for example, plasticizers, lubricants, emulsifiers, pigments, rheology additives, catalysts, flow control agents, optical brighteners, flameproofing agents, antistatic agents and blowing agents. 14. Benzofuranones and Indolinones, for example those described in the patents: U.S. 4,325,863, U.S. 4,338,244, U.S. 5,175,312, U.S. 5,216,052, U.S. 5,252,643, DE-A-4316611, DE-A-4316622, DE-A-4316876, EP-A-0589839 or EP-A-0591102 or 3- [4- (2-acetoxyethoxy) -phenyl] -5, 7 -di-terc. -butyl-benzofuran-2-one, 5, 7-di-tert. -butyl-3- [4- (2-stearoyloxyphenoxy) -phenyl] -enofofuran-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-dimethyl-phenyl) -5,7-di-tert. -butyl-benzofuran-2-one, 3- (3,5-dimethyl-4-pivaloyloxyphenyl) -5,7-di-tert. -butyl-benzofuran-2-one, 3- (3,4-dimethylphenyl) -5,7-di-tert. -butyl-benzofuran-2-one, 3- (2,3-dimethylphenyl) -5,7-di-tert. -butyl-benzofuran-2-one. The type and amount of the additional stabilizers added was determined by the type of substrate to be stabilized and its intended use; Frequently 0.1 to 5% by weight is used, based on the polymer to be stabilized. The novel stabilizers can be used, with particular advantage, in compositions wherein the component (A) is a synthetic organic polymer, especially a thermoplastic polymer, a binder for coatings, for example paints, or a photographic material. Examples of suitable thermoplastic polymers are polyolefins and polymers comprising heteroatoms in the main chain. Preference is also given to compositions where component (A) is a thermoplastic polymer comprising nitrogen, oxygen and / or sulfur, especially nitrogen or oxygen, in the main chain.

Also of interest are compositions where the component (A) is a polyolefin, for example polyethylene or polypropylene. The incorporation in the organic polymers, for example in the synthetic organism polymer and, in particular, the thermoplastic polymers, can be carried out by the addition of the novel triphenyl-substituted triazine compound and any further additive, by the methods of the art in the art. The insorporation can be hesitably before or during the sonfiguration, for example by mixing the powdery 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 the subsequent evaporation of the solvent. The elastomers can also be stabilized as latex. Another way to incorporate the novel mixtures in the polymers comprises adding them before or during the polymerization of the corresponding monomers or before the entanglement. The novel compounds can also be added to the plastics to be stabilized, in the form of a masterbatch, which comprises these compounds, for example, in a concentration of 2.5 to 25% by weight. The novel compounds can be easily incorporated by the following methods: - as an emulsion or dispersion (for example to latex or emulsion polymers), - as a dry mixture during the combination of the additional components or polymer blends, - by the addition direct to the process equipment (for example, extrusion apparatus, internal mixers, etc.), - as a solution or more melted.

Therefore, the invention additionally refers to the use of the composition of polymers, according to the invention, for the production of a sonifigured article. The use in multi-layer systems is also of interest. In this case, a novel polymer composition, having a relatively high content of the novel stabilizer, for example from 5 to 15% by weight, is piled on a thin film (10-100 μm) to a sonicated article obtained from a polymer that they have no or no stabilizer of the formulas (1) or (1A =). The splicing can be done at the same time as the configuration of the base structure, for example by coextrusion. However, the application can also be hesha to the base conformation formed easily, for example by lamination with a film or coating it is a solution. The sapa or external sapas of the baked article have the function of a UV light filter, the sual protects the interior of the article from the UV light. The outer sap is preferably 5 to 15% by weight, in particular 5 to 10% by weight, of at least one moiety of the formulas (1) or (IA). The polymers stabilized in this way are remarkable for their high resistance to weathering, especially their high resistance to UV light. This enables them to retain their mechanical properties and their solor and brightness for a long time, even if they are used outdoors. Similarly of particular interest is the use of novel formulations of the formulas (1) or (IA) for stabilizers for coatings, for example paints. Accordingly, the invention also relates to those compositions wherein the component (A) is a binder that forms films for the coatings. The novel coating composition preferably comprises from 0.01 to 10 parts by weight of (B), in particular from 0.05 to 10 parts by weight of (B), especially from 0.1 to 5 parts by weight of (B), per 100 parts by weight. weight of the solid binder (A).

Multilayer systems are possible here as well, where the concentration of the novel stabilizer (component (B)) in the outer layer can be relatively high, for example from 1 to 15 parts by weight of (B), in particular from 3 to 10. parts by weight of (B) per 100 parts by weight of the solid binder (A). The use of the novel stabilizer in the coatings is achieved by the additional advantage that prevents delamination, ie, flaking of the coating from the substrate. This advantage is particularly important in the case of metal substrates, which include multilayer systems on metal substrates. The binder (component (A)) can, in principle, be any binder customary in the industry, for example those described in the Encyclopedia Ullmann's Encyclopedia of Industrial Chemistry, 5th Edition, Vol. A18, pages 368-426, VCH , Weinheim 1991. In general, it is a film-forming binder, based on a thermoplastic or thermosetting resin, predominantly on a thermosetting resin. Examples of it are alkyd, acrylic, polyester, phenolic, melamine, epoxy and polyurethane resins and their mixtures.

The component (A) can be a cold-curable or hot-curable binder; the addition of a curing catalyst can be advantageous. Suitable catalysts that accelerate the cure of the binder are described, for example in the Ullmann encyclopaedia Encyclopedia of Industrial Chemistry, Vol. A18, pages 469, VCH Verlagsgesellsshaft, Weinheim 1991. Preference is given to re-exposition sompositions where the somponent (A ) is a binder that dyes a fungicidal resin of asrilate and an interlacing agent. Examples of coating compositions that contain specific binders are: 1. paints based on alkyd, asrilate, polyester, epoxy or melamine resins, cold-drawn or over-stretched, or mixtures of such resins, if desired, are an admixture of a surasion agent; 2. two-component polyurethane paints, based on acrylate resins containing hydroxyl, polyester or polyether, and aliphatic or aromatic isocyanates, isocyanurates or polyisocyanates; 3. one-component polyurethane paints, based on blocked isocyanates, isocyanurates or polyisocyanates, which are unblocked during baking; 4. one-component polyurethane paints, based on aliphatic or aromatic urethanes or polyurethanes, and acrylate, polyester or polyether resins, containing hydroxyl groups; 5. one-component polyurethane paints, based on aliphatic or aromatic urethanoacrylates or polyurethanoacrylates, having free amino groups, within the urethane structure and melamine resins or polyether resins, if necessary with a curing catalyst; 6. two-component paints, based on (poly) ketimines and isocyanates, isocyanurates or aliphatic or aromatic polyisocyanates; 7. two-component paints, based on (poly) ketimines and an unsaturated acrylate resin or a polyacetoacetate resin or a methacryloamidoglycolate methyl ester; 8. two-component paints, based on polyacrylates and polyepoxides containing carboxyl or amino; 9. two-component paints, based on acrylate resins containing anhydride groups or on a polyhydroxy or polyamino component; . two-component paints, based on anhydrides and polyepoxides containing acrylate; 11. two-component paints, based on (poly) oxazolines and acrylate resins containing anhydride groups, or unsaturated acrylate resins, or aliphatic or aromatic isocyanates, isocyanurates or polyisocyanates; 12. two-component paints, based on polyacrylates and unsaturated polymalonates; 13. thermoplastic polyacrylate paints, based on thermoplastic acrylate resins or interlacing acrylate resins, in combination with etherified melamine resins; 14. paint systems based on acrylate resins modified with siloxane or modified with fluorine. In addition to the components (A) and (B), the resorption composition, of agreement is the invention, preferably comprises as component (C) a sterically hindered amine type stabilizer, the type of 2- (2-hydroxyphenyl) -1, 3, 5-triazine and / or 2-hydroxyphenyl-2H-benzo-triazole, for example, as mentioned in the previous list in Sections 2.1, 2.6 and 2.8. Additional examples for light stabilizers of the 2- (2-hydroxyphenyl) -1,3,5-triazine type which will be added successfully can be found, for example in the publications: US-A-4619956, EP-A -434608, US-A-5198498, US-A-5322868, US-A-5369140, US-A-5298067, WO-94/18278, EP-A-704437, GB-A-2297091, WO-96/28431 . Of special interest is the addition of 2- (2-hydroxyphenyl) -l, 3,5-triazines and / or 2-hydroxyphenyl-2H-benzo-triazoles, especially 2- (2-hydroxyphenyl) -1, 3 , 5-triazines. To achieve maximum stability to light, it is of particular interest to add sterically hindered amines, as noted in the aforementioned list under 2.6. The invention, therefore, also relates to a coating composition, which, in addition to the components (A) and (B), comprises, as the component (C), a light stabilizer of the amine-blocked amine type. . This stabilizer is preferably a derivative of 2, 2, 6,6-tetraalkylpiperidine, which contains at least one group of the formula: wherein G 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 provided in EP-A-356 677, pages 3-17, sections a) to f).

These sections of this patent are considered as part of the present description. It is particularly convenient to use the following tetraalkylpiperidine derivatives: bis (2,2,6,6-tetramethylpiperid-4-yl) succinate, bis (2,2,6,6-tetramethylpiperid-4-yl) sebacate bis (1, 2,2,6,6-pentamethylpiperid-4-yl) sebacate di (1,2-, 2,6,6-pentamethylpiperid-4-yl) butyl- (3,5-di-tert.-butyl-4-hydroxybenzyl) ) malonate, bis (l-octyloxy-2, 2,6,6,6-tetramethylpiperid-4-yl) sebasate, tetra (2, 2,6,6-6-tetramethylpiperid-4-yl) butan-1, 2,3,4 -tetracarboxylate, tetra (1,2,2,6, 6-pentamethylpiperid-4-yl) butan-1,2,3,4-tetracarboxylate, 2,2,4,4-tetramethyl-7-oxa-3, 20 -diaza-21-oxo-dispiro [5.1.11.2] henisosano, 8-acetil-3-dodecil-l, 3, 8-triaza-7, 7,9, 9-tetramethylpiro [4,5] desano-2, 4 -dione, 1,1-bis (1,2, 2, 6, 6-pentamethylpiperidin-4-yl-oxisarbonyl) -2- (4-methoxy-enyl) -ethene, or a compound of the formulas: R R i R-NH- (C-H2) 3-N- (CH 2) 2-N- (CH,) 3-NH-R where R CH, R R CH, N- (CH 2) 3-Ñ- (CH 2) 2-Ñ- (CH 2) 3-Ñ. R R where R - CH, CH, It is from 5 to 50.

Apart from the components (A), (B) and, when used, (C), the coating composition can also show additional somponents, examples being the solvents, pigments, dyes, plastifisants, stabilizers, thixotropy agents, satants of sesado and / or leveling agents. Examples of possible components are those described in the Ullmann encyclopedia of Industrial Chemistry 5th Edition, Vol. A18, pages 429-471, VCH, Weinheim 1991. Possible drying catalysts or curing catalysts are, for example, organometallic compounds. , amines, resins containing amino and / or phosphines. 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, salicylaldoxime, o-hydroxyaptophenone or ethyl trifluoroastylacetate, and the alsosides of these metals. Examples of stannous organisomers are dibutyltin oxide, dibutyl tin dilaurate or dibutyltin diostoate. Examples of amines are, in part, tertiary amines, for example tributylamine, triethanolamine, N-methyldiethanolamine, N-dimethylethanolamine N-ethylmorpholine, N-methylmorpholine or diazabicycloostane (triethylenediamine) and their salts. Additional examples are the quaternary ammonium salts, for example trimethylbenzylammonium chloride. The amino-containing resins are simultaneously binders and cure catalysts. Examples thereof are the amino-containing acrylate copolymers. The curing catalyst used can also be a phosphine, for example triphenylphosphine. The novel coating compositions can also be radiation curable coating compositions. In this case, the binder comprises essentially monomeric or oligomeric compounds containing ethylenically unsaturated bonds, which, after application, are cured by actinic radiation, that is to say they are converted into an interlaced, high molecular weight form. When the system is cured by UV light, it also usually contains a photoinitiator. Corresponding systems are described in the aforementioned publication, Ullmann's Encyclopedia of Industrial Chemistry, 5th Edition, Vol. A18, pages 451-453. In radiation curable coating compositions, the novel stabilizers can also be employed without the addition of sterically hindered amines. The coating compositions according to the invention can be applied to any desired substrate, for example to metal, wood, plastic or ceramic materials. They are preferably used as a topcoat in automotive finishing. If the upper coating comprises two layers, of which the lower layer is pigmented and the upper layer is not pigmented, the novel coating composition can be used for either the upper or lower layer or for both layers, but preferably the upper layer . The novel rewetting compositions can be applied to substrates by customary methods, for example by brush, spraying, pouring, immersion or electrophoresis; see also Ullmann's Encylopedia of Industrial Chemistry 5th Edition, Vol. A18, pages 491-500. Depending on the binder system, the coatings can be cured at room temperature or by heating. The coatings are preferably cured at 50-150SC and in the case of powder coatings, even at higher temperatures. The coatings obtained, according to the invention, have excellent resistance to the detrimental effects of light, oxygen and heat; Particulate mention must be made of the good light stability and weather resistance of the coatings thus obtained, for example paints. Therefore, the invention also relates to a coating, in particular a paint, which has been stabilized against the detrimental effects of light, oxygen and heat, by a content of the compound of the formula (1) or ( ÍA), according to the invention. The paint is preferably a top coating for automobiles. The invention also relates to a process for stabilizing a coating based on organic polymers against damage by light, oxygen and / or heat, which comprises mixing with the coating composition a mixture comprising a compound of the formula ( 1) or (ÍA); and the use of mixtures comprising a compound of the formula (I) or (IA) in coating compositions as stabilizers against damage by light, oxygen and / or heat.

The coating compositions may comprise an organic solvent or mixture of solvents wherein the binder is soluble. This overlay composition may, otherwise, be an aqueous solution or dispersion. The vehicle can also 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 solvent (for example a powder coating material). Powder coatings are, for example, those described in Ullmann's Encylopedia of Industrial Chemistry 5th Edition, Vol. A18, pages 438-444. The powder coating material may also have the form of an aqueous powder-slurry (dispersion of the powder preferably in water). 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 pigmented or non-pigmented topcoat in the paint finish. Its use for underlying coatings, however, is also possible.

Preference is given to the use of the novel composition of formula (1) or (A) in photographic materials, as a stabilizer against damage by light, especially UV light. Therefore, the invention also relates to a photographic material comprising a compound of the formula (1) or (IA). The compounds, according to the invention, can be used for photosensitive materials of all kinds. For example, they can be used for color paper, color reverse paper, direct positive color material, negative color film, positive solor film, color reverse film and other materials. They are preferably used, inter alia, for photosensitive color material, which comprises a reverse substrate or which forms positive. Also, the novel compounds can be combined with other UV light absorbers, especially those which are dispersible in aqueous gelatin, for example with hydroxyphenylbenzotriazoles (see, for example, US-A-4, 853, 471, US Pat. -A-4, 973, 702, US-A-4,921,966 and US-A-4, 973, 701), benzophenones, oxanilides, cyanoacrylates, salicylates, acrylonitriles or thiazolines. In this context it is advantageous to use these UV light absorbers dissolved in oil in the photographic material in layers, in addition to those comprised by the novel absorbers of UV light. In particular, it is possible to successfully stabilize photographic materials similar to those described in US-A-4,518,686. Therefore, the invention further relates to a photographic material comprising, on a support, a layer of silver halide emulsion sensitive to blue, sensitive to green and / or sensitive to red, and, if desired, a layer protective with a layer comprising a UV light absorber being disposed above the upper end silver halide emulsion layer, wherein the UV light absorber is a compound of the formula (1) or (IA). Further preference is given to photographic materials which have a layer comprising a compound of formula (1) or (IA), above the silver halide emulsion layer, uppermost end, and / or between the emulsion layers of silver halide sensitive to green and red. Also, it may be advantageous if all or some of the layers, which may comprise a UV light absorber to have a mixture of the UV light absorber and / or an absorber more than the UV light, which may be dispersed in gelatin aqueous, but a compound of the formula (1) or (IA) must be present in at least one layer. The novel material preferably has gelatin interlayers between the silver halide emulsion layers. Preference is given to photographic materials in which the can halide in the blue sensitive layer, sensitive to green and / or sensitive to red, be a chloride and silver bromide, comprising at least 0% silver chloride. The compounds of formula (1) or (ÍA), which are used according to the invention, can be incorporated alone together with the color coupler and if used, additional additives, into the color photographic material, dissolving the compounds beforehand in high-boiling organic solvents. It is preferred to use solvents that boil over 1602C. Typical examples of such solvents are the esters of phthalic acid, phosphoric acid, citric acid, benzoic acid or fatty acids, and also alkylamides and phenols. Preferred color couplers, for use in the composition of the invention, examples of such compounds, additional additives, such as solor dye inhibitors, DIR bumpers and additional light stabilizers, such as UV light absorbers, phenols , phosphorus compounds (III), organometallic complexes, hydroquinones and hydroquinone ethers and more precise details in the structure of various photographic materials, can be found, for example, in EP-A-531 258 and EP-A-520 938, and in the literature quoted there. The novel triazine compounds of the formula (1) or (ÍA) are also suitable for use in a process for the photochemical stabilization of dyed, dyed or printed fiber materials, comprising, for example, silk, leather , wood, polyamide, polyester or polyurethanes, and especially fiber materials containing cellulose of all kinds. This process forms one more aspect of the present invention. Examples of such fiber materials are natural cellulose fibers, such as cotton, linen, jute and hemp, and also short fibers of viscose and regenerated cellulose. Preferred textile fiber materials are those of cotton or polyester. The novel triazine compounds substituted by triphenyl are also suitable for the photochemical stabilization of hydroxyl-containing fibers in mixed fabrics, for example mixtures of cotton with polyester fibers or polyamide fibers. A further preferred application area relates to the blocking or reduction of the UV light radiation, which passes through the aforementioned textile materials (UV light cutting) and the intense sun protection, than the textile materials finished with a composite Novelty offer to human skin. As a textile fiber material to be treated, fiber materials containing polyester or cellulose acetate are of particular interest. Examples of polyester fibers are, for example, cellulose ester fibers, such as cellulose acetate fibers 21/2 and cellulose triacetate fibers, especially linear polyester fibers, optionally those modified with acid. These polyester fibers can be obtained by the condensation of terephthalic acid with 1,4-bis (hydroxymethyl) -isilohexane. Also of interest are the copolymer fibers of terephthalic acid and isophthalic acid and ethylene glycol. Conventional polyester fibers in the textile industry are particularly those comprising terephthalic acid and ethylene glycol. The textile material to be treated can also be a mixed fabric of polyester fibers and other fibers, for example mixed fibers of polyacrylonitrile / polyester, polyamide / polyester, polyester / cotton, polyester / viscose or polyester / wood, which can be stained or printed intermittently or sonorously, in a conventional manner.

The textile material can be used in various forms, for example as part products, such as products or knitted fabrics, or as yarns, for example in bundles of tow or warp. Also very suitable for use in the process of the present invention are textile fabrics which are used in the outer garment sector and which are at least partially permeable to light. By the use of these textiles, treated according to the process of the present invention, the skin tissue under the outer garment can be protected from the damaging effects of UV radiation. This protective effect is known as UV light cutting and is manifested in that the textile fiber material treated with a component of the formula (1) or (IA) has a significantly increased UV Protection Factor (UPF), in relation to the material of untreated textile fibers. The UPF is defined as the quotient of the dose of UV radiation that damages the protected skin, that which damages the unprotected skin. Therefore, a UPF is also a measure of the extent to which untreated fiber materials and fiber materials treated with a novel compound of formula (1) or (A) are permeable to UV radiation. The determination of the ultraviolet protection factor of the textile fiber materials is explained, for example in WO 94/04515 or in J. Soc. Cosmet. Chem. 40, 127-133 (1989) and can be carried out analogously there. The compound of the formula (1) or (IA) is added in an amount of 0.01 to 5% by weight, preferably 0.1 to 3% by weight and, in particular, of 0.25 to 2% by weight, based on the weight of the fiber material. The compounds of the formula (1) or (IA) are only sparingly soluble in water and, therefore, are applied in dispersed form. The dispersions are formed by grinding the compounds of the formula (1) or (IA) in water, using an appropriate dispersing agent, with the aid, for example of quartz spheres and a high-speed stirrer, until the particle size required for the application conditions. Examples of dispersing agents for the compounds of the formula (1) or (IA) include, for example: - acid esters or their alkylene oxide adducts salts, such as the acid esters or their salts of a polyether 4 to 40 moles of ethylene oxide in 1 mole of a phenol, or esters of the phosphoric acid of the adducts of 6 to 30 moles of ethylene oxide in 1 mole of 4-nonylphenol, in 1 mole of dinonylphenol or, especially, in 1 mole of compounds produced by the addition of 1 to 3 moles of opionically substituted styrenes in 1 mole of phenol; - polystyrene sulfonates; - taurides of fatty acids; - diphenyl oxide and alkylated mono- or di-sulfonates; sulfonates of esters of polycarboxylic acids; Addition products, which are converted to an ester of an acid, are an organic dicarboxylic acid or an inorganic polybasic acid, from 1 to 60, preferably from 2 to 30 moles of ethylene oxide and / or propylene oxide, in C8-C22 grade amines , fatty amides, fatty acids or fatty alcohols, or in C3-C6 alcohols having from 3 to 6 hydroxy groups; - lignin sulfonates; and particularly, preferably - formaldehyde condensation products, such as the condensation products of lignin sulfonates and / or phenol and formaldehyde, condensation products of formaldehyde with aromatic sulfonic acids, such as the prodrug products of dithylether sulfonates and formaldehyde, condensation products of naphthalene sulphonates and / or naphthol or naphthylamine sulphonic acids with formaldehyde, condensation products of phenol-sulfonisos acids and / or sulphonated dihydroxydiphenylsulfone and phenols and cresols with formaldehyde and / or urea, as well as the condensation products of diphenyloxide-disulfonic acid derivatives with formaldehyde. The textile material to be stabilized is preferably a dyed textile material, in particular a textile material dyed with dispersion dyes, which are slightly soluble in water. These dyes are, therefore, present in the dyeing liquor predominantly as a fine dispersion. They may be of various kinds of dyes, such as the dyeing classes of acridone, azo, anthraquinone, sumarin, methine, perinone, naphthoquinoneimine, quinophthalone, styryl or nitro. Mixtures of the dispersion dyes can also be used, according to the present invention. The dyes are derived from muddy baths that use a continuous or discontinuous process. For discontinuous processes (depletion processes, the liquor ratio can be selected within a wide range, for example from 1: 1 to 1: 100, preferably from 1: 6 to 1:50.) The dyeing temperature is at least of 50SC and generally not higher than 140SC Preferably the dyeing temperature is in the range of 80 to 1352C.

For continuous products, the dyeing baths, which may contain additional auxiliaries, as well as dyes, are applied to the products in pieces, for example by padding, spraying or inclined padding, and are developed by thermoforming or high steam processes. temperature. The polyester linear fibers and the cellulose fibers are preferably dyed by the so-called high temperature processes, in a closed and pressure resistant apparatus, at temperatures above 100 ° C, preferably between 110 and 1352 ° C and optionally under pressure. Suitable closed containers are, for example, the circulation apparatus, such as tow or bund dyeing machines, winch vats, shroud or drum dyeing machines, sleeve dyeing apparatuses, pallets or artefacts. The 21/2 cellulose acetate fibers are preferably stained at temperatures of 80-85 ° C. If the blanks of formula (1) or (ÍA) are added during the staining of the dyeing, they can also be crimped so that the fiber material is first treated and then the dyeing or, preferably, the dyeing material is performed. The fiber is treated simultaneously with the compounds of the formula (1) or (1A) and the coloring matter in the dyeing bath. The application of the compounds of the formula (1) or (IA) can also be carried out, however, subsequently in the finished dyeing by means of thermofixing, for example at 190-230 ° C, for a period of 30 seconds to 5 minutes. A pretreatment with the compounds of the formula (1) or (IA) is also possible, whereby the textile material is fixed simultaneously on the surface. The dyeing liquors may also contain additional additives, such as dyeing aids, dispersing agents, carriers, wool protection and soaking agents, as well as defoamers. Likewise, the dyebaths may contain strong minerals, such as the acid sulfuric acid or the phosphoric acid, or conveniently organic acids, such as the carboxylic acids aliphatic, for example the formic acid, acid-acetic, acid-oxalic or acidic and / or solid salts, such as ammonium acetate, ammonium sulfate or sodium acetate. The asides are used partially to adjust the pH value of the dyeing bath used, the pH value is preferably between 4 and 5. Preferably, the fiber material is initially soldered for 5 minutes at 40-80 ° C in the bath containing the dye, the stabilizing compounds of formula (1) or (ÍA) and optionally additional additives, and which is adjusted to a H value of 4.5 to 5.5, the temperature is increased to 125-1302C over 10 to 20 minutes and it is further treated at this temperature for 15 to 90 minutes, preferably for 30 minutes. The dyeing is finished by cooling the dye liquor to 50-80 ° C, rinsing the dyeings with water and opsionally cleaning, in a conventional manner, in an alkaline medium under reductive conditions. The dyeings are then rinsed again and dried. If tub dyes are used for the cellulose component, the products are first treated with hydrosulfite at a pH value of 6 to 12.5, in a conventional manner, then treated with an oxidizing agent and finally cleaned by washing. For the production of impressions, the stabilizing compounds of the formula (1) or (ÍA), in the form of their aqueous dispersions, are mixed with the printing pastes. These printing pastes contain, for example, from 0.1 to 10%, preferably from 0.1 to 5%, of the corresponding stabilizing compounds of the formula (1) or (IA), based on the weight of the printing paste. The amount of coloring matter that is added to the printing paste depends on the desired shade of color; generally, amounts of 0.01 to 15, preferably 0.02 to 10% by weight, based on the textile material used, are sufficient. In addition to the coloring matters and the aqueous dispersions of the stabilizing compounds of the formula (1) or (IA), the printing pastes also conveniently contain acid-stable thickeners, preferably those of natural origin, such as those derived from carob bean flour, especially sodium alginate, or used alone or in mixture with modified cellulose, especially with around from 20 to 25% by weight of the carboxymethylcellulose. The printing pastes may also contain acid donors, such as butyrolactones or sodium hydrogen phosphate, stabilizers, segregation agents, emulsifiers, water-insoluble solvents, oxidizing agents or de-aerating agents. Preferred stabilizers are agents that release formaldehyde, such as paraformaldehyde or trioxane, especially in aqueous solutions containing 30 to 40% by weight of formaldehyde; Sequestering agents are, for example, sodium nitrilotriacetate, sodium ethylenediaminetetraacetate, especially sodium polymetaphosphate, in particular sodium hexametaphosphate; the emulsifiers are preferably adducts of an alkylene oxide and a fatty alcohol, especially a driest of oleyl alcohol and ethylene oxide; Water-insoluble solvents are preferably saturated high-boiling hydrocarbons, especially paraffins having a boiling point range of 160 to 210sc, (named white spirits), oxidation agents are, for example, aromatic nitro compounds, preferably mono- or di-nitrocarboxylic acids or sulfidic acids, which are optionally used as alkylene oxide adducts, especially the nitrobenzene sulfonisos acids; and deaerating agents are, for example, high boiling point solvents, preferably turpentine, higher alcohols, preferably C8-C10 alcohols, terpene alcohols or deaeration agents based on mineral and / or silicone oils, especially commercial formulations of about 15 to 25% by weight of a mixture of mineral oil and silicone and about 75 to 85% of a C8-C10 alcohol, such as 2-ethyl-n-hexane1. For the printing of the fiber material, the printing paste can be applied directly to all or part of the surface, conveniently using printing machines of conventional construction, typically inkjet printing, Vigoreux printing machines, rotogravure printing, printing of rotary screen and surface screen printing. After printing, the fiber material can be dried at temperatures up to 150 sec, preferably 80-120 ° C. Subsequent fixing of the fiber material is usually carried out by the heat treatment at temperatures preferably from 100 to 220 ° C. The heat treatment is generally conducted using superheated steam under pressure. Depending on the temperature, the fixation may take from 20 seconds to 10 minutes, preferably from 4 to 8 minutes. The impressions are finished in a conventional manner by rinsing with water, followed by optional additional cleaning in an alkaline medium under reductive condiions, for example using sodium dithionite. In the latter case, the printing dyes are again rinsed, dehydrated and dried. The textile fibers treated with stabilizing compounds of the formula (1) to (A) have good resistance to the damaging effects of light, oxygen and heat. In particular, the stabilization process, according to the present invention, makes possible the provision of polyester dyes and prints, which exhibit high light resistance and high resistance to sublimation. No prior or subsequent specific treatment of the fiber material with the stabilization process is necessary in accordance with the present invention. The UV light absorbers according to the invention are also suitable as photoprotective agents in cosmetic preparations. The invention also relates, therefore, to a cosmetic preparation comprising at least one compound of the formula (1) or (A) and cosmetically acceptable carriers or auxiliaries. The novel cosmetic composition contains from 0.1 to 15% by weight, preferably from 0.5 to 10% by weight, based on the overall weight of the composition, of a UV light absorber of the formula (1) or (IA) and a cosmetically acceptable auxiliary The cosmetic composition can be prepared by physically mixing the novel UV light absorbent with the auxiliary by means of customary methods, for example by simply stirring the two materials together. However, preferably, the insoluble or sparingly water soluble UV light absorber of formula (1) or (IA) is milled to an average particle size of 100 to 400 nm or less, for example by wet milling in water using a suitable milling aid and with the addition of the conventional auxiliary, such as a surfactant or a polymer or a mixture thereof, the nanopigment, thus obtained, is incorporated in a conventional formulation of protection against the sun. The production of oil-in-water or water-in-oil emulsions containing one or more pigments and in the presence of one or more water-soluble UV light absorbers of the formula (1) or (IA), can be accomplished using conosidos methods for the preparasión of emulsions of protection against the sun. The cosmetic preparation, according to the invention, can be formulated as an oil-in-water or water-in-oil emulsion, as an oil-in-oil alcohol lotion, as a vesicular dispersion of an ionic or non-ionic amphiphilic lipid, as a gel formulation, solid stick or as an aerosol. As the water-in-oil or oil-in-water emulsion, the auxiliary, cosmetically acceptable, preferably has 5 to 50% of an insoluble phase, 5 to 20% of an emulsifier and 30 to 90% of water. The above-mentioned phase can comprise any oil that is suitable for cosmetic formulations, for example one or more hydrosharb oils, a sera, a natural food, a silicone soap, a fatty acid ester or an alcohol. fatty. Preferred mono or polyols are ethanol, isopropanol, propylene glycol, hexylene glycol, glycerol and sorbitol. For cosmetic formulations, according to the invention, it is possible to use any conventionally employed emulsifier, for example one or more ethoxylated esters of naturally occurring derivatives, for example polyethoxylated esters of hydrogenated castor oil; or a silicone oil emulsifier, such as the silicone polyol,. an unmodified or ethoxylated fatty acid soap; an ethoxylated fatty alcohol, an unmodified or ethoxylated sorbitan ester; an ethoxylated fatty acid or an ethoxylated glyceride. The cosmetic formulation may also comprise additional components, for example emollients, emulsion stabilizers, skin moisturizers, tanning accelerators, thickeners, such as xanthan, moisture retention agents, such as glycerol, preservatives or fragrances, and loners The novel susmétisa formulaiones are remarkable for the good protessión of the human skin and / or the hair sontra the damaging efesto of the sunlight, while, at the same time, provide the bronze stencil of the skin. The following Examples illustrate the present invention in an additional manner.

Example 1 g of the 4-methoxybenzole chloride were stirred with 12 g of salicylamide, for 30 minutes at 170 cs. A homogeneous oil was produced which crystallized upon cooling. The resulting crystalline mass was treated with a suspension of 18.7 g of p-aminobenzamidine: 2 HCl in 500 ml of methanol and with 40 g of a 30% aqueous solution of sodium methylate. The mixture, thus obtained, was boiled under reflux for one hour. After cooling and filtering the resulting mixture, 25.8 g (79.5% of theory) of a light yellow product having a melting point of 281-2832c was obtained. The UV spectrum reading [? Max (nm) / e (L / mol-cm)] is 335/44195, as determined in CHCI3, at 259C. Elemental analysis of the compound having the formula (101) and with the empirical formula C22H18N4O2: Calculated% C 71.37; H 4.9; N 15.13; O 8.64 Found% C 71.27; H 4.99; N 15.7; OR 8.97, Example 2 The procedure described in Example 1 was repeated, except that the 4-methoxybenzoyl chloride was replaced by the equivalent amount of the benzoyl chloride. After preparation, the compound of formula (102) was obtained with a yield of 81% of the theory, and having a melting point of 293-2942C. The UV spectrum readings [? M ^ x (nm) / e (L / mol-cm)] were 275/33035 and 348/34825, as determined in CHC13, at 252c. Elemental analysis of the compound having the formula (102) and with the empirical formula of C21H-L N4O gives: Calculated%: C 74.1; H 4.74; N 16.46; O 4.7. Found%: C 74.0, H 4.8; N 16.4; OR 4.8.

Example 3 The procedure described in Example 1 was repeated, except that the 4-methoxybenzoyl chloride was replaced by the equivalent amount of the biphenyl-4-carboxylic acid chloride and the salicylamide was replaced by the equivalent sanctity of the 4-methoxy-salicylamide. After preparation, the compound of the formula (102) was obtained with a yield of 66% of the theory, and having a melting point of 244-247 ° C. The UV spectrum reading [? Má? (nm) / e (L / mol-cm)] was 334/58810, as determined in CHC13, at 252C. Elemental analysis of the formula that has the formula (103) and are the empirical formula of C28H22N4 ° 2 supplies: Calsulated%: C 75.32; H 4.97; N, 12.55; OR 7.17. Found%: C 74.97, H 5.05; N, 12.39; O 7.62.

Example 4 The procedure described in Example 1 was repeated, except that the 4-methoxybenzoyl chloride was replaced by the equivalent amount of the salicylic acid chloride. After preparation, the compound of the formula (104) was obtained with a yield of 91% of theory, and having a melting point of 327-3282C. Elemental analysis of the compound having the formula (104) and with the empirical formula of C 21 H 16 N 4 O 2 provides: Calculated%: C 70.78; H 4.53; N 15.72; OR 8.98. Found%: C 70.67; H 4.58; N 15.72; O 9.0.

Example 5 The dessrito prosedimiento was repeated in Example 1, except that the salisylamide was replaced by the equivalent amount of 4-methoxysalicylamide. After preparation, the compound of formula (105) was obtained with a yield of 69% of the theory, and having a melting point of 223-2272C. Elemental analysis of the formula that has the formula (105) and with the empirical formula of C23H20 4O3 gives: Calculated%: C 68.99; H 5.03; N 13.99; OR 11.99. Found%: C 69.06; H 5.08; N 14.02; OR 11.84.

Example 6 The procedure described in Example was repeated 1, except that the 4-methoxybenzoyl chloride was replaced by the equivalent amount of 4-octylbenzoyl chloride. After preparing, the compound of the formula was obtained (106) with a yield of 69.5% of theory, and which has a melting point of 184-185ac. Elemental analysis of the compound having the formula (106) and with the empirical formula of C29H32N4O gives: Calculated%: C 76.96; H 7.13; N, 12.38; O 3.54. Found%: C 76.97; H 7.11; N, 12.39; O 3.53.

Example 7 1 g of the compound of the formula (101) in 15 ml of carbon tetrachloride was boiled under reflux for 30 minutes with 0.4 g of pyridine and 0.81 g of the 2-ethylhexanoyl chloride. After filtering and separating the reaction mixture, 1.08 g of a clear yellow solor crystalline prodrug of the formula (107) was obtained, with a 73% yield of theory and having a melting point of 221-2232C. The elemental analysis of the compound, which has the formula (107) and are the empirical formula of C30H32H4O3 proportions: Calsulated%: C 72.27; H 6.51; N 11.24; OR 9.98, 0.4% of H20. Found%: C 72.49; H 6.31; N 11.63; Or 9.57, O.4% of H20.

Example 8 The dessrito prosedimiento was repeated in the Example 7, exsept that the compound of formula (101) was replaced by a sanctity equivalent to the formula of the formula (107) and the 2-ethylhexanoyl slurry was replaced by an equivalent holiness of the stearoyl slurry. After preparation, the compound of the formula (108) was obtained, yielding 98% of the theory and having a melting point of 222-2242C. The elementary analysis of the formula that has the formula (108) and with the empirical formula of C39H50N4O3 provides: Calculated%: C 75.21; H 8.09; N 9.00; O 7.71. Sounding%: C 75.14; H 8.07; N 9.02; OR 7.86.

Example 9 The procedure described in Example was repeated 7, except that the 2-ethylhexanoyl chloride was replaced by an equivalent amount of the 4-methoxybenzoyl chloride.

After preparing, the compound of the formula was obtained (109) with a yield of 25% of theory and which has a melting point of 285-2862C. The elemental analysis of the compound having the formula (109) and with the empirical formula of C 30 H 24 N 4 O 4 provides: Calculated%: C 71.42; H 4.79; N 11.10; O 12.68. Found%: C 71.25; H 4.80; N 11.20; O 12.75.

Example 10 The procedure described in Example 7 was repeated, except that the 2-ethylhexanoyl chloride was replaced by an equivalent amount of the dodecanoyl chloride. After preparation, the compound of the formula (110) was obtained in 92% yield of the theory and that it has a melting point of 182-1832C. The spectrum reading [? Max (nm) / e (L / mol-cm)] is 320/55035, as determined in CHCI3 a Elemental analysis of the compound having the formula (110) and with the empirical formula of C 34 H 40 N 4 O 3 provides: Calculated%: C 73.88; H 7.29; N 10.14; O 8.68. Found%: C 73.75; H 7.23; N 10.09; 0 8.92.

Example 11 The procedure described in Example 7 was repeated, except that the compound of the formula (101) was replaced by an equivalent amount of the compound of the formula (102) and that the 2-ethylhexanoyl chloride was replaced by an equivalent amount of the chloride of oleic acid .. After preparation, the compound of the formula (111) was obtained with a yield of 30% of the theory and having a melting point of 172-1732C. The readings of the spectrum [? Max (nm) / e (L / mol-cm)] are 279/38515 and 320/35056, as determined in CHC13 at 252C. Elemental analysis of the compound having the formula (111) and with the empirical formula of C39H48 4O2 provides: Calculated%: C 77.45; H 8.00; N 9.26; OR 5.29. Found%: C 77.14; H 7.75; N 9.42; OR 5.69.

Example 12 The procedure described in Example 11 was repeated, exsept that the alloy of the oleide solid was replaced by an equivalent amount of the dodecanoyl chloride. After preparation, the compound of the formula (112) was obtained in a 63% yield of the theory and it has a melting point of 222-2232C. The readings of the spectrum [? M x (nm) / e (L / mol-cm)] are 279/37865 and 320/34635, as determined in CHC13 at 252C. Elemental analysis of the compound having the formula (112) and with the empirical formula of C33H38N4O2 provides: Calculated%: C 75.83; H 7.33; N 10.72; OR 6.12. Found%: C 75.7; H 7.3; N 10.7; 0 6.3 ..

Example 13 The procedure described in Example 11 was repeated, except that the oleic acid chloride was replaced by an equivalent amount of the acetyl chloride. After preparation, the compound of the formula (113) was obtained with a yield of 93% of the theory and having a melting point of 317-3182C. The readings of the spectrum [? Max (nm) / e (L / mol-cm)] are 279/37442 and 318/33136, as determined in CHC13 at 252C. The elementary analysis of the formula that has the formula (113) and are the empirical formula of C23H18 4O2 supplies: Calsulated%: C 72.24; H 4.74; N 14.65; O 8.37. Sounding%: C 72.0; H 4.9; N 14.7; O 8.4 ..

Example 14 The procedure described in Example 7 was repeated, except that the 2-ethylhexanoyl chloride was replaced by an equivalent amount of the acetyl chloride. After preparation, the compound of the formula (114) was obtained with a yield of 99% of theory and having a melting point greater than 3002C. The reading of the spectrum [? M ^ x (nm) / e (L / mol-cm)] is 321/54075, as determined in CHCI3 a The elementary analysis of the formula that has the formula (114) and with the empirical formula of C24H2oN4 ° 3 provides: Calculated%: C 69.89; H 4.89; N 13.58; OR 11.64. Found%: C 69.54; H 4.86; N, 13.52; O 12.08.

Example 15 The procedure described in Example was repeated 7, except that the 2-ethylhexanoyl chloride was replaced by an equivalent amount of stearoyl chloride. After preparation, the compound of the formula (115) was obtained with a yield of 97% of the theory and having a melting point of 172-172. Elemental analysis of the compound having the formula (115) and with the empirical formula of C40H52N4O3 provides: Calculated%: C 75.44; H 8.23; N 8.80; 0 7.54. Found%: C 75.29; H 8.04; N, 8.90; O 7.77.

Example 16 The procedure described in Example was repeated 7, except that the 2-ethylhexanoyl chloride was replaced by an equivalent amount of the 3,6,9-trioxadesanoyl chloride. After preparation, the compound of the formula (116) was obtained with a yield of 65% of the theory and having a melting point of 125-126 .. The elemental analysis of the compound having the formula (116) and with the empirical formula of C29H30N4O5 supplies: Calculated%: C 65.65; H 5.70; N, 10.56; O 18.09. Found%: C 65.40; H 5.76; N, 10.39; O 18.45.

Example 17 A) 4.4 g of salicylamide in 25 ml of xylene (isomeric mixture) were stirred with 12.2 g of 2-nitrsbenzoyl chloride, for 6 hours at 100 C, until the development of HCl was greatly abated. After cooling, a precipitate formed. This precipitate was separated by suction, washed with xylene and dried to give 10.3 g of colorless crystals. The colorless crystals were then reacted with the benzamidine, in methanol at 70 ° C, to give the compound (117A) as light yellow crystals, with a melting point of 181-1822C, with a yield of 80%.

The elemental analysis for the compound of the formula (117A) and with the empirical formula of C21H14N4O3 provides: Calculated%: C 67.1; H 3.81; N 15.12. Found%: C 67.41; H 3.81; N 15.10.

B) 6.4 g of the compound (117A), obtained as described in part A), were hydrogenated in dimethylacetamide using the Raney nickel catalyst. The hydrogenation was conducted at 25 c at a normal pressure over 10 hours. After the catalyst was filtered and separated, an orange solution remained. The compound (117) was precipitated from the solution by the addition of water. This compound 117 was obtained in an amount of 5.87 g (99% of theory) as yellow crystals and melting point of 218-2202C.

The UV spectrum readings [? Má? (n) / e (L / mol-cm)] are from 278/45004 and 351/10164, as determined in CHC13 to 252c.

The elemental analysis of the compound of the formula (117) and with the empirical formula of C 21 H 16 N 4 O supplies: Calculated% C 74.1; H 4.74; N 16.46. Found%: C 74.11; H 4.76; N 16.45.

Example 18 A solution of 2.28 g of the compound (117), obtained as described in Example 17, in dimethylacetamide, was reacted with 0.6 g of the acetyl chloride at 252c and then stirred for 1 hour at 100 ° C, after which it precipitated a thick flocculated product. After filtration with suction and washing with dimethylasetamide, methanol and petrol, 2.25 g (88%) of the compound of formula 118) having a melting point of 201-2032c was obtained. The lesions of the UV thickener [? Max (nm) / e (L / mol-sm)] are 283/48316 and 354/15277, as determined in CHC13 at 25 c. The elementary analysis of the formula of formula (118) and are the empirical formula of C23H18N4O2 supplies: Calculated% C 72.24; H 4.74; N 14.65. Found%: C 72.60; H 4.75; N 14.70.

Example 19 In a manner analogous to the procedure described in Example 18, a solution of 2.28 g of the compound (117), obtained as described in Example 17 in dimethylacetamide, was reacted with 1.59 g of the ethyl chloroformate. After filtration with suction and drying, 1.95 g (69.9%) of the compound of the formula (119) were obtained, with a melting point of 193-1952C. The UV spectrum readings [? Max (nm) / e (L / mol-cm)] are 283/50208 and 355/15368, as determined in CHC13 at 252C. The elemental analysis of the compound of the formula (119) and with the empirical formula of C 24 H 20 N 4 O 3 provides: Calculated% C 69.89; H 4.88; N 13.58. Found%: C 70.12; H 4.91; N 13.73.

Example 20 In a manner analogous to the procedure described in Example 13, 12.9 g of the compound of the formula (102), obtained as described in Example 2, were reacted with the ethyl chloroformate. After filtration with suction, washing with carbon tetrachloride and alcohol and then drying, 14.49 g (93%) of the compound of the formula (120) were obtained, with a melting point of 247-2492C. The UV spectrum readings [? M? X (nm) / e (L / mol-cm)] are 279/37530 and 319/33765, as determined in CHC13 at 252C. Elemental analysis of the compound of the formula (120) and with the empirical formula of C 24 H 20 N 4 O 3 provides: Calculated% C 69.89; H 4.88; N 13.58. Found%: C 69.55; H 4.88; N, 13.55 Example 21 8. 25 g of the compound of the formula (12), obtained as described in Example 20, were heated in 10 g of the 3- (2-methoxyethoxy) propylamine for 2 hours, to 1502c. The reassuring medley was inisially clear, became cloudy after 20 minutes and, after 1 hour, it was solid. After cooling, the excess amine was stirred by boiling the reaction mixture twice with acetone, using 150 ml of acetone each time. 7.75 g (78%) of almost colorless crystals of compound (121) remained, which have a melting point of 232-2342C. The UV spectrum readings [? more (nm) / e (L / mol-cm)] are 276/34409 and 342/38834, as determined in CHCl3 at 25 c. Elemental analysis of the compound having the formula (121) and with the empirical formula C28H29N5O4 provides: Calculated%: C 67.32; H 5.85; N 14.02 Found%: C 67.52; H 5.87; N 14.04.

Example 22 8 g of the compound of the formula (102), obtained as described in Example 2, were suspended in 80 ml of dimethylacetamide and treated with 5.5 g of the 2-ethylhexyl chloroformate and the mixture was stirred for 1 hour at 35 c. . It turned out a clear solution. The compound (122) was isolated by precipitation in 200 ml of ethyl alcohol. After filtration with suction and washing with ethyl alcohol and petroleum ether, 10.6 g (90.8%) of light yellow crystals of the compound (122) having a melting point of 172-1742C were obtained. Elemental analysis of the compound having the formula (122) and with the empirical formula C30H32N4O4 provided: Calculated%: C 72.56; H 6.49; N 11.28. Found%: C 72.55; H 6.44; N 11.61. Example 23 The procedure described in Example 7 was repeated, that the 2-ethylhexanoyl slurry was replaced by an equivalent holiness of hexadecanoyl chloride. After preparation, the compound of the formula (123) was obtained with a yield of 94.5% of theory and had a melting point of 165-1672C. Elemental analysis of the compound having the formula (123) and with the empirical formula C38H 8N4O3 provided: Calculated%: C 75.00; H 7.95; N 7.88. Found%: C 75.00; H 7.92; N 7.89.

Example 24 The procedure described in Example 16 was repeated, except that the starting material is the compound of the formula (102) instead of the compound of the formula (101).

After preparation, the compound of formula (124) was obtained and had a melting point of 90-912C. The elemental analysis of the compound that has the formula (124) and with the empirical formula C28H28N4 ° 4 supplied: Calculated%: C 67.19; H 5.56; N 11.19. Found%: C 66.80; H 5.64; N 11.14.

Example 25 The procedure described in Example 16 was repeated, except that the starting material is the compound of the formula (102) instead of the compound of the formula (101), and this was reacted to be the methoxyacetyl sloride. After preparation, the compound of the formula (125) was obtained with a yield of 89% of the theory and melting point of 213-2152C.

Elemental analysis of the compound having the formula (125) and with the empirical formula C24H2oN4 ° 3 supplied: Calculated%: C 69.89; H 4.89; N 13.58. Found%: C 69.96; H 4.83; N 13.30. . 26 The procedure described in Example 24 was repeated, except that the starting material is the compound of the formula (101) instead of the somatic compound of the formula (102) and this was resuspended is the methoxyacetyl sloride. After preparation, the compound of the formula (126) was obtained, they are a yield of 89% of the theory and melting point of 195-1962C. Elemental analysis of the compound having the formula (126) and with the empirical formula C25H22 4O4 gave: Calculated%: C 67.86; H 5.01; N, 12.66. Found%: C 67.33; H 4.96; N, 12.58 Examples 27 to 32 Determination of the stability to UV light. 100 mg of each test compound was dissolved in 100 ml of chloroform to give a material solution of 1000 ppm. 10 ppm test solutions were prepared by diluting the material solution twice in the 1/10 ratio with chloroform. Molecular oxygen was removed from the test solution before irradiation, by rinsing for 30 minutes with argon. 200 ml of the test solution, thus prepared, were placed in a UV irradiation device (DEMA 13/2 Hans-Mangels Fa) equipped with a filter system and irradiated with a UV light lamp (HPK-125, Phillips ). The test samples (3 ml each) were removed through a thin PET tube in a 5 ml one way syringe, and subjected directly to UV spectroscopy. A Shimazu UV-2100 spectrometer was used, which has a registration interval of 220-420 nm. The determination of the photostability of the difference between the UV light absorption spectrum of the original compound and that measured after a 24 hour exposure to UV irradiation was determined. The measurements were made at a wavelength of maximum absorption, if it is in the wavelength range of 300-400 nm, which is the relevant interval for the stabilization of UV light. If there is no maximum in this range, the difference in absorption at 300 nm is measured. The results are indicated in the following table.

Table Compounds with poor photostability suffer from complete erosion of absorption, after exposure for only a few minutes under these test conditions. The results in the table demonstrate, therefore, the excellent stability of the inventive blankets, when exposed to UV radiation for 24 hours.

Example 33 Determination of the high temperature light resistance of the dyed polyester A) 5 g of the compound of the formula (113) were milled are 2.5 g of a dispersing agent (the dissolved prodrug of the naphthalene sulphonic acid and the formaldehyde) dissolved in 15 ml of water. The milling was carried out in the presence of 25 g of quartz spheres (diameter of 1 mm) using a rotary shaker at 1600 rpm. The grinding continued until the particle size was below 2 miera. The dispersion was separated from the quartz spheres using a fine mesh screen and this dispersion was adjusted to an active substance content of 5.5% by the addition of water. B) A 10 g sample of a polyester tricot was dyed in a high temperature dyeing apparatus, using a liquor ratio of 1:10. The aqueous dyeing liquor used contained 2 g / 1 of ammonium sulfate; 0.5 g / 1 of a dyeing aid (Univadin® 3-flex); 0.5% by weight, based on the polyester tricot of the formulation according to step A) above; and 0.83% by weight, based on the polyester knit, of a dye mixture containing: 33.7% by weight of the dye C.l. Disperse Yellow 42, 15.7% by weight of the dye C.l. Disperse Red 86 19.3% by weight of dye C.l. Disperse Blue 60 and 31.3% by weight of dye C.l. Disperse Violet 57. The dye liquor was adjusted to a pH of 5 with acetic acid, homogenized and placed in a pressure pump with the tricot. The dyeing started at 70ec and then the temperature rose to 1302C in 30 minutes. After a dyeing time of 60 minutes at this temperature, a cooling was performed at 752C, the dyed products were rinsed hot and cold and then reductively cleaned at 702C, with a liquor containing 3 ml / 1 of hydroxide. 30% aqueous sodium and 2 g / 1 sodium dithionite. After rinsing and drying, a green dyed polyester tricot was obtained, which had a very good resistance to light at high temperature. When the dyeing was carried out using a dyeing liquor which does not contain the formulation, according to step A) above, a dyeing was obtained which had a light resistance, at high temperature, significantly reduced.

Examples 34 to 38 Stabilization of a 2-layered metallic lacquer Several test light stabilizers were dissolved in 20-30 g of an aromatic hydrosarbon mixture (boiling range of 182-2032c) and tested in a clear lacquer, which has the following composition: acrylate resin (65% solution in xylene / butanol 26: 9) 27.51 acrylate resin (75% solution in a mixture of aromatic hydrocarbons (boiling range 161-178 ° C) 23.34 melamine resin (55% solution in isobutanol) 27.29 butyl acetate / butanol (37_8) 4.33 isobutanol 4.87 mixture of aromatic hydrocarbons (boiling range 182-203 ° C) 2.72 mixture of aromatic hydrocarbons (boiling range 145-200 ° C ) 8.74 auxiliary flow (1% in a mixture of aromatic hydrocarbons (boiling range of 182-203 ° C) 1.20 100. 00 g 1. 5% by weight of each of the test stabilizers were added to separate samples of the clear lacquer. A further set of test lacquers were prepared and contained in addition to the test stabilizers of the present invention, 1% by weight of the light stabilizing conoside compound, having the formula: Somative tests were performed using samples of slabs that are not light-stabilizing. The various clear lacquer samples were diluted with a mixture of aromatic hydrocarbons (boiling range 161-178QC), to obtain a suitable consistency for spraying. The diluted samples were then sprayed on a prepared aluminum foil (Uniprime Epoxy, silver metallic basecoat) and baked at 1302C for 30 minutes. A dry film thickness of 40-50 μm was obtained from each clear lacquer. Each test sample was subjected to weathering using a UVCON® weathering device (UVB-313 lamps) using a cycle consisting of 8 hours of irradiation at 70 c and 4 hours of condensation at 50 C. Superfisial brightness of sada sample solosada outdoors was measured (brightness at 202, DIN 67530) inisially and after 400, 800, 1200 and 1600 hours, respectively. The results obtained using the test light stabilizers of the present invention alone are indicated in the following Table: The results obtained using the test light stabilizers of the present invention, together with the known light stabilizer, are indicated in the following Table: These results demonstrate the improved weathering resistance (as shown by the superior gloss retention) of the stabilized compositions of the invention, in relation to the unstabilized compositions.

Example 39 Preparation of a sun protection solution The compound of the formula (113) was ground in water containing quartz sand and 8% of the phospholipid (Phospholipone 80), as an auxiliary, at an average particle size of 250 nm. The suspension of nanopigments, thus obtained, was then incorporated in the following composition.

Phase A dimethicone 2% isopropyl myristate 9% stearyl alcohol 10% stearic acid 4% octyl methoxycinnamate 3. 5% Phase B Phase A was homogenized separately very carefully and, as with Phase B, then heated separately to 75-802c. Phase B was then added, with vigorous stirring, to Phase A. While stirring, the mixture was allowed to cool. mixture. Using the SPF analyzer (SPF 290 ex Optometrix) the light protection factor of the sunscreen cream thus obtained was found to be 22. The permeability of the sun protection cream thus obtained to the UV component of 360 nm is zero.

Example 40 Preparation of a sun protection emulsion The compound of the formula (102) was milled in water containing "zircon sand" and 7% of Plantaren 2000 at an average particle size of 180 nm. The nanopigment suspension, thus obtained, was then incorporated into the following composition: Phase A Phase B Phase C triethanolamine 0.27% Phases A and B were separated separately at 75-802C. Phase B was then added to Phase A, they are vigorous homogenization, followed by Phase C and everything was intensively re-homogenized. Using the SPF analyzer (SPF-290 ex Optometrix) the light protection fastor of the sun protection cream, thus obtained, was found to be 11. The permeability of the oil emulsion in sun-protecting water, thus obtained, to the UVA component at 360 nm, it is zero.

Examples 41 and 42 10 g of polycarbonate powder (Lexan 115) were dissolved, with stirring at 25 ° C, in 50 g of methylene slurry. Several hours of agitation are required. Then 0.2 g of the UV light absorber was added (2% in the polycarbonate). A film having a thickness of 20 microns was molded from the resulting solution. The resilient films were exposed in an Atlas Weatherometer Cl 65 device, at a temperature of the black table of 632C and a relative humidity of 60%. At regular intervals, the discoloration of the samples was examined by measuring the Yellowness fndise (method Yl, DIN 6167). In the following Table, the respective exposure times (in hours) required for the test films to reach an Yellowness index of 5 or 7 are indicated.

Polycarbonate is especially sensitive to light and tends to quickly take on a yellow color. Therefore, the results in the Table demonstrate that the test compounds used in Examples 41 and 42 are very valuable UV absorbers for polycarbonate.

Examples 43 and 44 To 100 parts of the polyoxymethylene copolymer (unstabilized) was added 0.1 part of calcium stearate, 0.1 part of melamine and 0.3 part of an anti-oxidant (Irganox 245). To the mixture was then added 0.3 part of an obstructed amine light stabilizer (Tinuvin 622) and 0.3 part of the UV absorbent test. The powder mixture was mixed well at 252C, using a "Henkel" mixer. The powder mixture was then extruded to granules in a twin screw extruder operating at 150 rpm, which uses the temperature profile of 45/180 / 1902C. The granulate was then converted into plates (2 mm) in an injection molding device. The respective plates were exposed in an Atlas Weatherometer Cl 65 device at a black table temperature of 552C, using the cycle of 102 minutes of drying and 18 minutes of humidity. At regular intervals, the brightness of the respective plates was determined using a brightness measuring device (Micro Gloss Byk Gardner) with the setting at 602 to measure the light. The results obtained are indicated in the following Table.

Table * After 750, 1000 and 1250 hours, the control sample developed fissures.

The results demonstrate that the test compounds of Examples 43 and 44 are valuable UV light absorbers for use in polyoxymethylene copolymers.

Claims (27)

1. A compound that has the formula; wherein R is hydrogen, hydroxy, halogen, C1-C20 alkyl, C4-C12 cycloalkyl, C2-C20 alkenyl, C2-C20 alkynyl, C1-C20 as well, C4-C12 cycloalsoxy, C2-C20 alkenoxy, C2-C20 alkyloxy or C7-C13 aralkyl; R ^ and R2, independently, are hydrogen, C1-C20 alkyl, C4-C12 cycloalkyl, C7-C13 aralkyl, -C (= 0) -R4 (wherein R is C1-C20 alkyl, C2-C20 alkyl interrupted by 1 to 6 oxygen atoms, C1-C20 alkyl substituted by a heterocyclic residue, C4-C12 cycloalkyl, C2-C20 alkenyl, C2-C20 alkynyl, C1-C20 alkoxy, C4-C12 cycloalkoxy, C2-C20 alkenoxy, C2-C20 alkyloxy , C6-C12 aryl, C6-C12 aryloxy or C7-C13 aralkyl) or -C (= 0) -NH-Ri, wherein Rx has the above meanings; and R3 is hydrogen, halogen, hydroxy, C1-C20 alkyl, C4-C12 cycloalkyl, C2-C20 alkenyl, C2-C20 alkynyl, C1-C20 alkoxy, C4-C12 cisloalsoxy, C2-C20 alkenoxy, C2-C20 alkyloxy, phenyl , C7-C13 aralkyl or -N (R?) (R2), wherein R ^ and R2 have the above meanings, or R ^ and R2 together form a C4-C12 ring members.

2. A set, according to claim 1, in sual R is hydrogen, hydroxy, halogen, alkyl (Cl-C20) or alsoxi (C1-C20); R ^ and R2, independently, are hydrogen, C1-C20 alkyl, C7-C13 aralkyl, -C (= 0) -R (where R4 is C1-C20 alkyl, C2-C20 alkyl interrupted by 1 to 6 oxygen atoms, C2-C20 alkenyl, C6-C12 aryl or C6-C12 aryloxy), or -C (= 0) -NH-Ri, where R ^ has the previous signifis; and R3 is hydrogen, halogen, hydroxy, Cl-C20 alkyl, phenyl, -N (R ^) (R2), wherein R ^ and R2 have the above meanings and R2 together form a C4-C12 ring members.

3. A package, according to claim 1, having the formula: wherein R is hydrogen or C1-C4 alkoxy; or R1 and R2 are each hydrogen, or R ^ is hydrogen and R is -C (= 0) -R4, where R4 is C1-C20 alkyl, C2-C20 alkenyl, C1-C20 alkoxy, phenyl optionally substituted with alkoxy C1-C4 or CH2- (0CH2CH2) n-OCH3, wherein n is an integer from 1 to 5; and R3 is hydrogen, C1-C20 alkyl, hydroxy, C1-C4 alkoxy or hydroxy or phenyl.

4. A compound, according to the claim 3, in sual R is hydrogen or methoxy; any of R; L and R2 are all hydrogen, or R ^ is hydrogen and R2 is -CO-CH2- (0CH2CH2) -0CH3, where n is an integer from 1 to 5; and R3 is hydrogen, C1-C20 alkyl, hydroxy, methoxy or phenyl.

5. A sompuesto, of agreement are the reivindisasión 1, which has the formula: in the sual any of R ^ and R2 are each hydrogen, or R ^ is hydrogen and R2 is -C (= 0) -R4, where R4 is C1-C20 alkyl, C2-C20 alkenyl, C1-C20 alkoxy, phenyl optionally substituted with C1-C4 alkoxy, or CH2- (OCH2CH2) n-0CH3, wherein n is an integer from 1 to 5; and R3 is hydrogen, hydroxy, C1-C20 alkyl, methoxy or phenyl.

6. A compound, according to the claim 5, in which any of R ^ and R2 are each hydrogen, or l is hydrogen and R2 is -C0-CH3; and R3 is hydrogen, methoxy or phenyl.

7. A composition comprising: (A) an organic material, which is sensitive to damage by light, oxygen and / or heat, and (B) as a stabilizer, a compound according to any of claims 1 to 3.

8. A composition, according to claim 7, comprising 0.01 to 15 parts by weight of the component (B), per 100 parts by weight of the component (A).

9. A composition, according to claims 7 or 8, comprising, in addition to the components (A) and (B), one or more additional stabilizers or additives.

10. A composition, according to any of claims 7 to 9, comprising, as component (A), a synthetic organic polymer.

11. A composition, of agreement, is any of the claims 7 to 10, which includes, as component (A), a thermoplastic polymer, a binder for re-surfacing or a photographic material.

12. A composition, according to claim 9, comprising, as the component (A), a binder for coatings and, as an additional component (C), one or more stabilizers, selected from the light stabilizers of the obstructed amine type. sterically and / or 2-hydroxyphenyl-2H-benzotriazole.

13. A composition, according to claim 12, wherein the component (C) is present in an amount of 0.05 to 5 parts by weight, per 100 parts by weight of the binder.

14. A composition, of agreement, is the substitution 7, in which the organismal material, which is sensitive to damage by light, oxygen and / or heat, is an undyed, dyed or printed fiber material.

15. A method for increasing the protection factor is the sun of textile fiber materials, this method appears to aplly to the fiber materials a set of agreement are any of the claims 1 to 6, in an asuosa or an organic-asuosa solusion, and then fix this compound.

16. A cosmetic preparation, comprising at least one agreement, is any one of claims 1 to 6, and a subsidiary that is unacceptably acceptable.

17. A method for stabilizing an organism material is damage by light, oxygen and / or salor, the system includes adding to this material a stabilizer that includes one or more compounds according to any of claims 1 to 6.

18. The use of a sunshade, according to any of the claims 1 to 6, as a sun screen for the human skin.

19. A process for the production of a compound of the formula (IA), which appears to react an o-hydroxybenzamide, of the formula: wherein R has the definitions of claim 1, with a benzoyl chloride, of the formula: wherein R3 has the definitions of claim 1, to produce a compound of the formula: where R and R3 have their previous meanings; and the compound of the formula (6) is then reached with a benzamidine, of the formula: wherein R, R- ^ and R2 are as defined in claim 1, to produce a compound of the formula (IA).

20. A process for the production of a compound of the formula (IA), the sual appears to react an o-hydroxybenzamide of the formula (4), as defined in claim 19, with a p-nitro-benzoyl chloride, of the formula: in which R3 is as defined in claim 1, to produce a package that has the formula: wherein R and R3 are as defined in claim 1, then reacting the compound of the formula (9) with a benzamidine, having the formula: wherein R is as defined in claim 1, to produce a formula of the formula: wherein R and R3 are as defined in claim 1, and finally hydrogenating the compound of the formula (11) to produce a compound of the formula (IA).

21. A process for the production of a compound of the formula (1) or (IA), which comprises reacting an o-hydroxybenzamide of the formula (4), as defined in claim 19, with a p-acylaminobenzoyl chloride, which has the formula: wherein R3 and R4 are as defined in claim 1, to produce compounds having the formula: in the sual R, 3 and R4 are as defined in claim 1, and finally react the compound of the formula (13) with a compound of the formula (10), to produce a compound of the formula: wherein R, R2 and R4 are as defined in claim 1.

22. The compounds that have the formula: wherein R and R3 are as defined in claim 1.

23. A process for the production of compounds having the formula (5), as defined in claim 22, which comprises reacting an o-hydroxybenzamide of the formula: OR wherein R is as defined in claim 1, is a benzoyl sloride of the formula: wherein R2 is as defined in claim 1, to produce a compound of the formula (6).

24. A compound having the formula (9): wherein R and R3 is as defined in claim 1.

25. A process for the production of a compound of the formula (9), as defined in claim 24, which comprises reacting an o-hydroxybenzamide of the formula (4), as defined in claim 19, with a p-nitro-benzoyl, of the formula: wherein R3 is as defined in claim 1, to produce a compound having the formula (9).

26. A compound having the formula (13): where R, R3 and R4 are as defined in the claim 1.

27. A process for the production of a compound having the formula (13), which comprises reacting an o-hydroxybenzamide of the formula (4), as defined in claim 19, with a p-acylaminobenzoyl chloride, having the formula : wherein R3 and R4 are somo were defined in claim 1, to produce compounds having the formula (13). SUMMARY OF THE INVENTION The present invention supplies compounds, which have the formula: wherein R is hydrogen, hydroxy, halogen, C1-C20 alkyl, C4-C12 cycloalkyl, C2-C20 alkenyl, C2-C20 alkynyl, C1-C20 alkoxy, C4-C12 cycloalsoxy, C2-C20 alkenoxy, C2-C20 alkyloxy or C7-C13 aralkyl; R-? and R2, independently, are hydrogen, C1-C20 alkyl, C4-C12 cycloalkyl, C7-C13 aralkyl, -C (= 0) -R4 (wherein R4 is C1-C20 alkyl, C2-C20 alkyl interrupted by 1 to 6 oxygen atoms, C1-C20 alkyl substituted by a heterocyclic residue, C4-C12 cycloalkyl, C2-C20 alkenyl, C2-C20 alkynyl, C1-C20 alkoxy, C4-C12 cycloalkoxy, C2-C20 alkenoxy, C2-C20 alkyloxy, aryl C6-C12, C6-C12 aryloxy or C7-C13 aralkyl) or -C (= 0) -? I -R ^, wherein R; L has the previous meanings; and R3 is hydrogen, halogen, hydroxy, C1-C20 alkyl, C4-C12 cycloalkyl, C2-C20 alkenyl, C2-C20 alkynyl, C1-C20 alkoxy, C4-C12 cycloalkoxy, C2-C20 alkenoxy, C2-C20 alkyloxy, phenyl , C7-C13 aralkyl or -N (R?) (R2), wherein R ^ and R2 have the above meanings, or R ^ and R2 together form a C4-C12 ring members. The novel triphenyltriazine compounds have improved absorption spectrum characteristics and superior resistance to UV light exposure, relative to known triphenyltriazine compounds.