MXPA01011146A - STABILIZED ADHESIVE COMPOSITIONS CONTAINING HIGHLY SOLUBLE, HIGH EXTINCTION, PHOTOSTABLE HYDROXYPHENYL-s-TRIAZINE UV ABSORBERS AND LAMINATED ARTICLES DERIVED THEREFROM - Google Patents

Abstract

Adhesive compositions are rendered stable against degradation caused by ultraviolet light through the incorporation of a highly soluble, high extinction, photostable hydroxy-phenyl-s-triazine UV absorber or mixtures of s-triazine UV absorbers. An example of such compounds is 2,4-bis(2, 4-dimethylphenyl)-6-[2-hydroxy-4-(3-nonyloxy*-2- hydroxypropyloxy)-5-&agr;-cumylphenyl]-s-triazine (*denotes a mixture of octyloxy, nonyloxy and decyloxy groups). Such compounds exhibit high extinction, excellent photostability and are highly soluble in adhesive formulations. The laminated articles derived from these compositions include, for example, solar control films, films and glazings, UV absorbing glasses and glass coatings, windscreens, retroreflective sheetings and signs, solar reflectors, optical films and the like.

Description

STABILIZED ADHESIVE COMPOSITIONS CONTAINING HYDROXYPENYL-3-TRIACIN UV ABSORBERS HIGHLY SOLUBLE, HIGH EXTINCTION, PHOTOSTABLES AND LAMINATED ARTICLES DERIVED FROM THEM FIELD OF THE INVENTION This invention pertains to stabilized adhesive compositions containing an effective amount of a s-triazine UV absorber or mixtures of s-triazine UV absorbers such as 2,4-bis (2,4-dimethylphenyl). -6- [2-hydroxy-4- (3-nonyloxy * -2-hydroxypropyloxy) -5-a-cumylphenyl] -s-triazine (* denotes a mixture of octyloxy, nonyloxy and decyloxy groups) having extinction values molar very high, improved solubility and excellent photostability.

Antecedent-bes of the Invention The adhesives are made up of various components such as polymers, adherents, waxes and oils. Adhesive formulations based on these ingredients are susceptible to degradation. The consequences of the degradation are discoloration, loss of elongation, loss of tensile strength, loss of adhesion and change in viscosity, molecular weight and molecular weight distribution. Degradation can be caused by prolonged exposure to sunlight. The light contains invisible ultraviolet (UV) radiation with wavelengths between 294 and 400 nm. This radiation is responsible for the start of photodegradation. The absorption of sunlight by chromophores present in the adhesive formulation transforms the chromophores into their excited states, which may experience additional undesirable reactions. Some polymers contain strongly absorbing chromophores as a major part of their structures. Other polymers contain unintentional impurities such as portions of ketones and hydroperoxide and catalyst residues which act as chromophores. The absorption of UV radiation by these chromophores eventually results in the cleavage of bonds, chain cleavage and / or crosslinking reactions. The photostabilization of the adhesives can be achieved by the addition of UV absorbers which convert the energy absorbed into less dangerous heat.An ideal UV absorbent should be extremely photostable and have greater absorption over the UV range of 290 to 400 nm , but particularly the range from 350 to 400 nm The classes of UV absorbers include the salicylates, cyanoacrylates, malonates, oxanilides, benzophenones, s-triazines and benzotriazoles.

Salicylates, cyanoacrylates, malonates and oxanilides absorb UV light mainly at shorter lengths in the UV range. These compounds have little or no absorption in the range of 350 to 400 nm which makes them unsuitable for the applications of the present. Benzophenones absorb over the lower half of the UV range, and tend to be prone to yellowing upon exposure to light due to photodegradation. Recently, it has been photochemically shown that benzophenones decompose prematurely in ethylene-vinyl acetate encapsulants, which leads to the production of polyene chromophores. This generation of light yellow to brown color is not only highly undesirable and unpleasant in adhesive systems, but also results in a loss of adhesive properties. In contrast, the selected s-triazine UV absorbers are particularly useful "because of their increased photostability.Some polymers such as polycarbonates, polyesters and aromatic polyurethanes can contain strongly absorbent chromophores as a main and integral part of their structures. (ethylene terephthalate) (PET) and poly (ethylene 2, 6-naphthalenedicarboxylate) (PEN) are particular examples of the latter that absorb in the red UV region and especially need red-deviated s-triazines for protection against UV, the addition of a UV protective adhesive layer containing the s-triazines, especially those described in the present invention, further protects such polymers in multi-layered or multi-layered constructions and articles. The description, preparation and uses of the s-triazine UV absorbers are described for automotive coatings, photographic applications, polymer film coatings and ink jet printing. Automotive coatings are described in British Patents 2,317,174A and 2,317,893A and in US Patent Nos. 5,556,973; 5,681,955; 5,726,309 and 5,106,891. Photographic applications are described in U.S. Patent No. 3,843,371 and Copending Application Serial No. 08 / 974,263. The polymeric film coatings are described in US Patent Nos. 4,619,956 and 4,740,542, and the ink jet printing is described in US Patent No. 5,096,489. Of each of these patents, the UV absorbers of s-triazine they are disclosed as highly photostable.S-triazine UV absorbers can be prepared by general synthetic methods set forth in US Patent Nos. 5,726,309, 5,681,955 and 5,556,973, British Patent 2,317,714A and WO 96/28431.

The use of UV absorbers in adhesives is well known. U.S. Patent Nos. 5,683,804; 5,387,458; 5,618,626 and 5,643,676 demonstrate the use of UV absorbers in the adhesive layers of various articles. Typically benzophenones, cyanoacrylates, benzotriazoles and salicylates are used. Benzophenones, cyanoacrylates and salicylates do not provide acceptable performance in these applications. The benzotriazoles lack high molar extinction values exhibited by the UV absorbers of s-triazine herein. Surprisingly, the s-triazines herein are surprisingly soluble in adhesives, which makes them especially well suited for use in those applications. The use of s-triazine UV absorbers in adhesive compositions is not known in the prior art. It is known in the art that the concomitant use of a hindered amine photostabilizer with a UV absorber such as an s-triazine provides excellent stabilization in many polymer compositions as summarized by G. Berner and M. Rembold, "New Light Stabilizers for High Solids Coatings, "Organic Coatings and Science and Technology, Vol. 6, De kar, New Iork, pp. 55-85. Molecules containing a UV-absorbing portion and a hindered amine moiety with N-H, N-alkyl, N-alkanoyl and N-hydrocarbyloxy derivatives are described in U.S. Patent Nos. 4,289,686; 4,344,876; 4,426,471; 4,314,933; 4,481,315; 4,619,956 and 5,021,478; British Patent 2,188,631; and L. Awar et al., "New Anti-UV Stabilizers for Automotive Coatings: (presented at the 1988 Meeting of the Federation of Societies for Coating Technology.) The concomitant use of a separate hindered amine molecule and a Separate UV absorbent is also taught in U.S. Patent No. 4,619,956 U.S. Patent No. 5,204,390 teaches hot melt, pressure sensitive adhesives for application to plasticized surfaces.It is taught in general that benzotriazoles and 1, 3, 5-tris (2-hydroxyphenyl) -s-triazine can be used in such products.The effect of UV light on laminated items that are exposed to the sun or to other UV light sources is of great concern to manufacturers of such products. Over time, constant repeated exposure to UV light may result in a dying of the dye and / or pigment for dyes and / or pigments used in such articles and n the degradation or weakening of adhesives, polymers or other materials used in the construction of articles. The aforementioned fading and degradation shortens the useful life of the articles in question, making the exposure to ultraviolet light a very important aspect for the manufacturers of such articles. Molecules known as UV absorbers are generally known in the art. However, due to the differences discussed above between the different classes of UV absorbers, it is the s-triazines and the articles that contain them, which will be discussed here. Due to the incompatibility and low solubility of certain UV absorbers, there is a need for a s-triazine UV absorber which is highly soluble and which is highly photostable and with a high molar extinction value. T. Nagashima and H. Kuramashi, J. Non-Cryst. Solids, 178, (1994), 182 reported "Recently a protective glass of ultraviolet (UV) light, which absorbs UV over the range of long wavelengths (320-400 nm) to avoid the effects of sunburn, which It has become an important aspect due to the possible danger of skin cancer due to depletion of the ozone layer. " The use of s-triazine UV absorbers in adhesive compositions and articles directed at their problems is not known in the prior art. In addition, articles incorporating the s-triazine UV absorber are useful for protecting textiles and interior fabrics against UV-induced photodegeneration. U.S. Patent No. 5, 770,114 describes stabilized compositions containing soluble benzotriazoles that are used in electrochromic devices. This patent discloses that 2- (2-hydroxy-5-methylphenyl) -2H-benzotriazole is effective in stabilizing such electrochromic devices against degradation of UV radiation, but is not sufficiently soluble in aprotic solvents, for example propylene carbonate. , to provide adequate protection for electrochromic devices for very long periods of time. This indicates that any acceptable UV component must also exhibit excellent solubility in substrates and solvents to be acceptable. The articles that would benefit from the incorporation of the highly soluble, high extinction and photostable s-triazine herein include, but are not limited to: (a) Retroreflective Sheets and Signals and Sheets Conformable Markers as seen in WO 97/42261; and U.S. Patent No. 5,387,458 which is incorporated herein by reference; (b) Solar Control Films of Various Constructions as seen in British Patent 2,012,668; European Patent 355,962; and U.S. Patent Nos. 3,290,203; 3,681,179; 3,776,805 and 4,095,013 which are incorporated herein by reference;; (c) Corrosion Resistant Silver Mirrors and Solar Reflectors, as seen in the Patent United States No. 4,645,714 which is incorporated herein by reference; (d) Reflective Printing Labels as seen in U.S. Patent No. 5,564,843 which is incorporated herein by reference; (e) UV Absorbent Glass and Glass Coatings as seen in U.S. Patent Nos. 5,372,889; 5,426,204; 5,683,804 and 5,618,626 which are incorporated herein by reference which are incorporated herein by reference; (f) Electrochromic Devices as seen in European Patent 752,612 Al; and U.S. Patent Nos. 5,239,406; 5,523,877 and 5,770,114 which are incorporated herein by reference; (g) Films / Glassworks as seen in WO 92/01557; Japanese Patent Nos. 75-33286; 93-143668; 95-3217 and 96-143831; and U.S. Patent Nos. 5,643,676 which are incorporated herein by reference; (h) Windshields and Intermediate Layers as noted in Japanese Patent Nos. 80-40018; 90-192118; 90-335037; 90-335038; 92-110128 and 94-127591; and U.S. Patent No. 5,618,863 which is incorporated herein by reference; and (i) Optical Films as seen in WO 97/32225; and U.S. Patent Nos. 4,871,784 and 5,217,794 which are incorporated herein by reference.

Detailed Description The general embodiment of the present invention is for a stabilized adhesive composition, suitable for use as an adhesive layer in a laminated article or multi-layer construction, which comprises (a) an adhesive; and (b) a highly soluble, photostable stable molar extinction s-triazine UV absorber of formula I, II, III, TV, V, or VI or a mixture thereof where X and I are independently phenyl, naphthyl, or phenyl or naphthyl substituted by one to three alkyl of 1 to 6 carbon atoms, by halogen, by hydroxy or by alkoxy of 1 to 6 carbon atoms or by mixtures thereof; or X and I are independently Zi or Z2; Ri is hydrogen, straight or branched chain alkyl of 1 to 24 carbon atoms, cycloalkyl of 5 to 12 carbon atoms, phenylalkyl of 7 to 15 carbon atoms, halogen, -SR3, -S0R3 or -S02R3; or alkyl, cycloalkyl or phenylalkyl substituted by one to three halogen groups, -R, -OR5, -N (R5) 2, -COR5, -COOR5, -OCOR5, -CN, -N02, -SR5, -SOR5, - S02R5 or -P (0) (0R5) 2, morpholinyl, piperidinyl, 2, 2, 6, 6-tetramethylpiperidinyl, piperazinyl or N-methyl-piperidinyl or combinations thereof; or alkyl or cycloalkyl interrupted by one to four phenylene groups, -O-, -NR5-, -CONR5-, -COO-, -OCO- or -CO or combinations thereof; the alkyl or cycloalkyl are substituted and interrupted by combinations of the groups mentioned above; R3 is alkyl of 1 to 20 carbon atoms, alkenyl of 3 to 18 carbon atoms, cycloalkyl of 5 to 12 carbon atoms, phenylalkyl of 7 to 15 carbon atoms, aryl of 6 to 10 carbon atoms or substituted aryl, by two alkyl of 1 to 4 carbon atoms; R 4 is aryl of 6 to 10 carbon atoms or aryl substituted by one to three halogens, alkyl of 1 to 8 carbon atoms, alkoxy of 1 to 8 carbon atoms or combinations thereof; cycloalkyl of 5 to 12 carbon atoms; phenylalkyl of 7 to 15 carbon atoms or phenylalkyl substituted on the phenyl ring by one to three halogens, alkyl of 1 to 8 carbon atoms, alkoxy of 1 to 8 carbon atoms or combinations thereof; or straight or branched chain alkenyl of 2 to 18 carbon atoms; R5 is defined as R4; or R5 is also hydrogen or straight or branched chain alkyl of 1 to 24 carbon atoms, alkenyl of 2 to 24 carbon atoms; or R5 is a group of formula T is hydrogen, oxyl, hydroxyl, -OTi, alkyl of 1 to 24 carbon atoms, alkyl substituted by one to three hydroxy; benzyl or alkanoyl of 2 to 18 carbon atoms; i is alkyl of 1 to 24 carbon atoms, cycloalkyl of 5 to 12 carbon atoms, alkenyl of 2 to 24 carbon atoms, cycloalkenyl of 5 to 12 carbon atoms, phenylalkyl of 7 to 15 carbon atoms, a radical of a saturated or unsaturated bicyclic or tricyclic hydrocarbon of 7 to 12 carbon atoms or aryl of 6 to 10 carbon atoms or aryl substituted by one to three alkyl of 1 to 4 carbon atoms; R2 is hydrogen, straight or branched chain alkyl of 1 to 24 carbon atoms or cycloalkyl of 5 to 12 carbon atoms; or alkyl or cycloalkyl radical substituted by one to four halogens, epoxy, glycidyloxy, furyloxy, -R4, -OR5, -N (R5) 2, -CON (R5) 2, -COR5, -COOR5, -OCOR5, -OCOC ( R5) = C (R5) 2, -C (R5) = CCOOR5, -CN, -NCO, O or combinations thereof; or alkyl or cycloalkyl interrupted by one to four epoxy, -0-, -NR5-, -CONR5-, -COO-, -OCO-, -CO-, -C (R5) = C (R5) C00-, -0C0C (R5) = C (R5) -, -C (R5) = C (R5) -, phenylene or phenylene-G-phenylene in which G is -0-, -S-, -S02-, -CH2- or -C (CH3) 2- or combinations thereof, or alkyl or cycloalkyl both substituted and interrupted by combinations of the groups mentioned above; or R2 is -S02R3 or -C0R6; R6 is straight or branched chain alkyl of 1 to 18 carbon atoms, straight or branched chain alkenyl of 2 to 12 carbon atoms, phenoxy, alkylamino of 1 to 12 carbon atoms, arylamino of 6 to 12 carbon atoms, -R7C00H or -NH-R8-NC0; R7 is alkylene of 2 to 14 carbon atoms or phenylene; R8 is alkylene of 2 to 24 carbon atoms, phenylene, toluene, diphenylmethane or a group Ri Ri 'and Ri "are the same or different and are as defined for Ri, R2 / 2' and R2" are the same or different and are as defined for R2; X, X ', Y and Y' are the same or different and are as defined for X and Y; t is from 0 to 9; L is linear or branched alkylene of 1 to 12 carbon atoms, cycloalkylene of 5 to 12 carbon atoms or alkylene substituted or interrupted by cyclohexylene or phenylene; or L is benzylidene; or L is -S-, -SS-, -SES-, -SO-, -S02-, -SO-E-SO-, -S02-E-S02-, -CH2-NH-E-NH-CH2- or E is alkylene of 2 to 12 carbon atoms, cycloalkylene of 5 to 12 carbon atoms or alkylene interrupted or terminated by cycloalkylene of 5 to 12 carbon atoms; n is 2, 3 or 4; where n is 2; Q is linear or branched alkylene of 2 to 16 carbon atoms; or alkylene substituted by one to three hydroxy groups; or alkylene interrupted by one to three -CH = CH- or 0-; or alkylene both substituted or interrupted by combinations of the groups mentioned above; or Q is a xylylene group, or a group -CONH-R8-NHCO-, -CH2CH (OH) CH20-R9-OCH2CH (OH) CH2-, -CO-Rio-CO-, O- (CH2) m -COO -Rn-00C- (CH2) m-, where m is 1 to 3; or Q is R9 is alkylene of 2 to 50 carbon atoms; or alkylene interrupted by one to ten -O-, phenylene or a phenylene-G-phenylene group in which G is -O-, -S-, -S02-, -CH.2- or -C (CH3) 2 -; Rio is alkylene of 2 to 10 carbon atoms, or alkylene interrupted by one to four -O-, -S- or -CH = CH-; or Rio is arylene of 6 to 12 carbon atoms; Rn is alkylene of 2 to 20 carbon atoms or alkylene interrupted by one to eight -0-; when n is 3, Q is a group - [(CH2) mCOO] 3 -R12 where m is from 1 to 3, and R12 is a alcantriil of 3 to 12 carbon atoms; when n is 4, Q is a group - [(CH2) mC00] 4-Ri3 where m is 1 to 3, and R? it is an alkentetranyl of 4 to 12 carbon atoms; Zi is a group of formula Z2 is a group of formula where ri and r2 are independently 0 or 1; Rl4, Rl5 Rl6, Rl7? Rl8 r Rl9, R20? R21 r R22 YR? S SOn independently of each other hydrogen, hydroxy, cyano, alkyl of 1 to 20 carbon atoms, alkoxy of 1 to 20 carbon atoms, phenylalkyl of 7 to 15 carbon atoms, cycloalkyl of 5 to 12 carbon atoms carbon, cycloalkoxy of 5 to 12 carbon atoms, halogen, haloalkyl of 1 to 5 carbon atoms, sulfo, carboxy, acylamino of 2 to 12 carbon atoms, acyloxy of 2 to 12 carbon atoms, alkoxycarbonyl of 2 to 12 carbon atoms or aminocarbonyl; or Ri7 and Ri8 or R22 and R23 together with the phenyl radical to which they are attached are a cyclic radical interrupted by one to three -0- or -NR5-. Preferably the s-triazine of formula I, II, III, IV, V or VI or a mixture thereof exhibits greater durability and low loss of absorbance when exposed to actinic radiation as evidenced by a loss of absorbance of less 0.5 absorbance units after exposure for 1050 hours or less than 0.7 absorbance units after exposure for 1338 hours on a Xenon Arc Weather Resistance Meter. Preferably, the invention pertains to compounds of formula I wherein X and Y are the same or different and are phenyl or phenyl substituted by one to three alkyl of 1 to 6 carbon atoms, halogen, hydroxy or alkoxy of 1 to 12 atoms of carbon; or Zx or Z2; Ri is hydrogen, straight or branched chain alkyl of 1 to 24 carbon atoms, cycloalkyl of 5 to 12 carbon atoms, phenylalkyl of 7 to 15 carbon atoms or halogen; R2 is hydrogen, straight or branched chain alkyl of 1 to 24 carbon atoms or cycloalkyl of 5 to 12 carbon atoms; or alkyl or cycloalkyl substituted by one to three -R4, -OR5, -COOR5, -OCOR5 or combinations thereof; or alkyl or cycloalkyl interrupted by one to three epoxy, -0-, -COO-, -OCO- or -C0-; R 4 is aryl of 6 to 10 carbon atoms or aryl substituted by one to three halogens, alkyl of 1 to 8 carbon atoms, alkoxy of 1 to 8 carbon atoms or combinations thereof; cycloalkyl of 5 to 12 carbon atoms; phenylalkyl of 7 to 15 carbon atoms or phenylalkyl substituted on the phenyl ring by one to three halogens, alkyl of 1 to 8 carbon atoms, alkoxy of 1 to 8 carbon atoms or combinations thereof; R5 is defined as R; or R5 is also hydrogen or straight or branched chain alkyl of 1 to 24 carbon atoms; Zi is a group of formula Z2 is a group of formula where ri and r2 are each 1; and Rl / l5 / Rl6? l7 / Rl8 Rl9 f 20 R2l R22 and R23 SOn independently of each other hydrogen, hydroxy, cyano, alkyl of 1 to 20 carbon atoms, alkoxy of 1 to 20 carbon atoms, phenylalkyl of 7 to 15 carbon atoms, cycloalkyl of 5 to 12 carbon atoms, cycloalkoxy of 5 to 12 carbon atoms, halogen, haloalkyl of 1 to 5 carbon atoms, sulfo, carboxy, acylamino of 2 to 12 carbon atoms, acyloxy of 2 to 12 carbon atoms, or alkoxycarbonyl of 2 to 12 carbon atoms or aminocarbonyl. Preferably, the s-triazine UV absorber is also of formula II where X is phenyl, naphthyl or phenyl or naphthyl substituted by one to three alkyl of 1 to 6 carbon atoms, by halogen, by hydroxy or by alkoxy 1 to 6 carbon atoms or by mixtures thereof; or X is Zi; Ri and Ri 'are independently as defined for Ri; R2 and 2 'are independently as defined for R2. Preferably, the UV absorber of s-triazine is also of formula III where Ri / Ri 'and Ri "are independently as defined for Ra¬ R2, 2 'and R2"are independently as defined for R2; Preferably, the s-triazine UV absorber is also of formula VI where X and Y are independently phenyl or phenyl substituted by one to three alkyl of 1 to 6 carbon atoms, by halogen, by hydroxy or by alkoxy of 1 to 6 carbon atoms or by mixtures thereof, or X and Y are independently Zi or Z2, and L is linear or branched alkylene of 1 to 12 carbon atoms. carbon, cycloalkylene of 5 to 12 carbon atoms or alkylene substituted or interrupted by cyclohexylene or phenylene More preferably, the s-triazine UV absorbent of the present is of formula I wherein X and Y are the same or different and they are phenyl or phenyl substituted by one to three alkyl of 1 to 6 carbon atoms, Zi or Z2, Ri is hydrogen or phenylalkyl of 7 to 15 carbon atoms; R2 is hydrogen, straight or branched chain alkyl of 1 to 18 carbon atoms; or alkyl substituted by one to three -R4, -OR5 or mixtures thereof; or alkyl interrupted by one to eight -0- or -C00-; R 4 is aryl of 6 to 10 carbon atoms; Rs is hydrogen; Zi is a group of formula Z2 is a group of formula where ri and r2 are each 1; and R? , Ris, Laughs, Ri ?, Ris, R19 R20, R21, R22 and R23 are each hydrogen. Preferably, the s-triazine UV absorber of this invention is a compound which is (2: (4) a dimer mixture with a bridge of methylene bridge in the positions 3: 5", 5: 5 'and 3: 3' in a ratio: 4: 1 (7; (8) : 9) ; IO) gave; (12) iC8H? 7: residue of the octyl isomer mixture. The names of the compounds of the present illustrated in the structures given above are as listed and indicated below. (1) 2,4-bis (4-biphenylyl) -6- (2-hydroxy-4-octyloxy-carbonylethylidenoxyphenyl) -s-triazine; (2) 2-phenyl-4- [2-hydroxy-4- (3-sec-butyloxy-2-hydroxypropyloxy) phenyl] -6- [2-hydroxy-4- (3-sec-amyloxy-2-hydroxypropyloxy) phenyl] -s-triazine; (3) 2,4-bis (2,4-dimethylphenyl) -6- [2-hydroxy-4- (3-benzyloxy-2-hydroxypropyloxy) phenyl] -s-triazine; (4) 2,4-bis (2-hydroxy-4-n-butyloxyphenyl) -6- (2,4-di-n-butyloxyphenyl) -s-triazine; (5) 2,4-bis (2,4-dimethylphenyl) -6- [2-hydroxy-4- (3-nonyloxy * -2-hydroxypropyloxy) -5-a-cumylphenyl] -s-triazine; (* denotes a mixture of octyloxy, nonyloxy and decyloxy groups) (6) methylenebis-. { 2,4-bis (2,4-dimethylphenyl) -6- [2-hydroxy-4- (3-butyloxy-2-hydroxypropoxy) phenyl] -s-triazine} , dimeric mixture with a methylene bridge on the bridge in the 3: 5 ', 5: 5' and 3: 3 'positions in a ratio of 5: 4: 1; (7) 2, 4, 6-tris (2-hydroxy-4-isooctyloxycarbonyliso-propylidenoxyphenyl) -s-triazine; (8) 2,4-bis (2,4-dimethylphenyl) -6- (2-hydroxy-4-hexyloxy-5-a-cumylphenyl) -s-triazine; (9) 2,4-bis (2,4-dimethylphenyl) -6- (2-hydroxy-4-octyloxyphenyl) -s-triazine, CYASORB® 1164, Cytec; (10) 2- (2,4-, 6-trimethylphenyl) -4,6-bis [2-hydroxy-4- (3-butyloxy-2-hydroxypropyloxy) phenyl] -s-triazine; (11) 2, 4, 6-tris [2-hydroxy-4- (3-sec-butyloxy-2-hydroxypropyloxy) phenyl] -s-triazine; or (12) the mixture prepared by the reaction of 2,4,6-tris (2,4-dihydroxyphenyl) -s-triazine and isooctyl a-bromopropionate. Preferably, the UV absorber of the s-triazine of component (b) is (1) 2,4-bis (4-biphenylyl) -6- (2-hydroxy-4-octyloxy-carbonylethylidenexyphenyl) -s-triazine; (5) 2,4-bis (2,4-dimethylphenyl) -6- [2-hydroxy-4- (3-nonyloxy * -2-hydroxypropyloxy) -5-a-cumylphenyl] -s-triazine; (* denotes a mixture of octyloxy, nonyloxy and decyloxy groups); '(7) 2,4,6-tris (2-hydroxy-4-isooctyloxycarbonyliso-propylidenoxyphenyl) -s-triazine; or (12) the mixture prepared by the reaction of 2,4,6-tris (2,4-dihydroxyphenyl) -s-triazine and isooctyl a-bromopropionate. More particularly, the adhesive of component (a) is selected from the group consisting of pressure sensitive adhesives, rubber based adhesives, solvent or emulsion based adhesives, hot melt adhesives and adhesives based in natural products. These adhesives are selected from the group consisting of polyurethanes, polyacrylics, epoxies, phenolics, polyimides, poly (vinyl butyral), polycyanoacrylates, polyacrylates, ethylene / acrylic acid copolymers and their salts (ionomers), silicon polymers, poly (ethylene) vinyl acetate), atactic polypropylene, styrene-diene copolymers, polyamides, hydroxyl-terminated polybutadiene, polychloroprene, polyvinyl acetate, copolymers of carboxylated styrene / butadiene and polyvinyl alcohol. The effective stabilizing amount of a s-triazine of component (b) of formula I, II, III, IV, V or VI or a mixture of s-triazine UV absorbers thereof is 0.1 to 20% by weight on the adhesive base.

The adhesive herein stabilized by a s-triazine of formula I, II, III, IV, V or VI or a mixture of s-triazine UV absorbers thereof may also optionally contain from 0.01 to 10% by weight; preferably from 0.025 to 5% by weight, and more preferably from 0.1 to 3% by weight of additional co-additives such as antioxidants, other UV Absorbents, hindered amines, phosphites or phosphonites, hydroxylamines, nitrones, benzofuran-2- Ons, thiosynergists, polyamide stabilizers, metal stearates, nucleating agents, fillers, reinforcing agents, lubricants, emulsifiers, dyes, pigments, optical brighteners, flame retardants, antistatic agents, blowing agents and the like. The stabilizers of the present invention can be easily incorporated into the adhesive compositions by conventional techniques, at any convenient stage prior to the manufacture of articles formed thereof. For example, the stabilizer may be mixed with the polymer in dry powder form, or a suspension or emulsion of the stabilizer may be mixed with a solution, suspension, or emulsion of the polymer. The resulting stabilized adhesive compositions of the invention can optionally also contain from about 0.01 to about 10%, preferably from about 0.025 to about 5%, and especially from about 0.1 to about 3% by weight of various conventional stabilizing co-additives, such as as the materials listed below, or mixtures thereof. 1. Antioxidants 1. 1. Alkylated monophenols, for example, 2,6-di-tert-butyl-4-methylphenol 2-tert-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-y-butylphenol 2,6-di-cyclopentyl-4-methylphenol 2- (a-methylcyclohexyl) -4,6-dimethylphenol 2,6-di-octadecyl-4 -methylphenol 2, 4, 6-tri-cyclohexylphenol 2,6-di-tert-butyl-1-4-methoxymethylphenol 1. 2. Alkylated hydroquinones, for example, 2, 6-di-tert-butyl-4-methoxyphenol 2,5-di-tert-butyl-hydroquinone 2,5-di-tert-amyl-hydroquinone 2,6-diphenyl-4-octadecyloxyphenol 1. 3. Hydroxylated thiodiphenyl ethers, for example, 2, 2'-thio-bis- (ß-tert-butyl-4-methylphenol) 2, 2'-thio-bis- (4-octylphenol) -4,4'-thio-bis- (6-tert-butyl- 3-methylphenol) 4, 4'-thio-bis- (6-tert-butyl-2-methylphenol) 1. 4. Uiliden-Bisphenols, for example, 2, 2'-methylene-bis- (6-tert-butyl-4-methylphenol) 2,2'-methylene-bis- (6-tert-butyl-4-ethylphenol) 2, 2'-methylene-bis- [ 4-Methyl-6- (a-methylcyclohexyl) -phenol] 2, 2'-methylene-bis- (4-methyl-6-cyclohexylphenol) 2, 2'-methylene-bis- (6-nonyl-4-methylphenol) 2,2 '-methylene-bis- [6- (a-methylbenzyl) -4-nonylphenol] 2, 2 '-methylene-bis- [6- (a, a-dimethylbenzyl) -4-nonylphenol] -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) 4,4'-methylene-bis- (2, 6-di- tert-butylphenol) 4,4'-methylene-bis- (6-tert-butyl-2-methylphenol) 1, l-bis- (5-tert-butyl-4-hydroxy-2-methylphenyl) -butane 2,6-di- (3-tert-butyl-5-methyl-2-hydroxybenzyl) -4-methylphenol 1,1,3-tris- (5-tert-butyl-4-hydroxy-2-methylphenyl) -butane 1, l-bis- (5-tert-butyl-4-hydroxy-2-methylphenyl) -3-n-dodecylmercaptobutane ethylene glycol bis- [3, 3-bis- (3'-tert-butyl-4'-hydroxyphenyl) -butyrate] di- [2- (3'-tert-butyl-2'-hydroxy-5'-methyl-benzyl) - (3-tert-butyl-4-hydroxy-5-methylphenyl) -dicyclopentadiene-terephthalate 6-tert-butyl-4-methylphenyl]. 1. 5. Benzyl compounds, for example, 1, 3, 5-tri- (3, 5-di-tert-butyl-4-hydroxybenzyl) -2,4,6-trimethylbenzene di- (3,5-di-tert-butyl-4-hydroxybenzyl) isooctyl sulfide 3, 5-di-tert-butyl-4-hydroxybenzyl mercaptoacetic acid terephthalate bis- (4-tert-butyl-3-hydroxy-2,6-dimethylbenzyl) dithiol isocyanurate ester of 1, 3, 5- tris- (3, 5-di-tert-butyl-4-hydroxybenzyl) isocyanurate of 1,3,5-tris- (4-tert-butyl-3-hydroxy-2,6-dimethylbenzyl) dioctadecyl ester of acid 3, 5-di-tert-butyl-4-hydroxybenzyl-phosphoric calcium salt of 3,5-di-tert-butyl-4-hydroxybenzyl-phosphoric acid monoethyl ester 1. 6. Acilaminofols, for example, Anuide of the 4-hydroxy-lauric acid anuide of 4-hydroxy-stearic acid 2,4-bis-octylmercapto-6- (3, 5-tert-butyl-4-hydroxyanilino) -s-triazine octyl-N- (3, 5-di-tert-butyl-4-hydroxyphenyl) -carbamate 1. 7. Esters of ß- (3,5-di-tert-butyl-4-hydroxy-enyl) -propionic acid with monohydric or polyhydric alcohols, for example, methanol diethylene glycol octadecanol triethylene glycol 1,6-hexanediol Pentaerythritol isocyanurate tris -hydroxyethyl neopentyl glycol thiodiethylene glycol diamide of dihydroxyethyl oxalic acid triethanolamine triisopropanolamine 1. 8 Esters of ß- (5-tert-butyl-4-hydroxy-3-ethylphenyl) -propionic acid with monohydric alcohols polyhydric, for example, methanol diethylene glycol octadecanol triethylene glycol 1,6-hexanediol Pentaerythritol isocyanurate neopentyl tris-hydroxyethyl glycol thiodiethylene glycol diamide of dihydroxyethyl oxalic acid triethanolamine triisopropanolamine 1.9. Amides of ß- (3,5-di-tert-butyl-4-hydroxy-enyl) propionic acid for example, N, N '-di- (3, 5-di-tert-buty1-4-hydroxyphenylpropionyl) -hexamethylenediamine N, N' -di- (3,5-di-tert-butyl-4-hydroxyphenylpropionyl) -trimethylenediamine N, N '-di- (3, 5-di-tert-butyl-4-hydroxyphenylpropionyl) hydrazine 1. 10 Diarilamines, for example, diphenylamine, N-phenyl-1-naphthylamine, N- (4-tert-octylphenyl) -1-naphthylamine, 4,4'-di-tert-octyl-diphenylamine, the product of the N-reaction. phenylbenzylamine and 2,4,4-trimethylpentene, the product of the reaction of diphenylamine and 2,4,4-trimethylpentene, the product of the reaction of N-phenyl-1-naphthylamine and 2,4,4-trimethylpentene.

UV absorbers and photostabilizers 2. 1. 2- (2'-Hydroxyphenyl) -benzotriazoles, for example, the derivatives of 5 '-methyl-, 3', 5'-di-tert-butyl-, 5'-tert-butyl-, 5 '- ( 1, 1, 3, 3-tetramethylbutyl) -, 5-chloro-3 ', 5'-di-tert-butyl-, 5-chloro-3'-tert-butyl-5'-methyl-, 3'-sec -butyl-5'-tert-butyl-, 4'-octoxy, 3 ', 5'-di-tert-amyl-, 3', 5'-bis- (a, a-dimethylbenzyl), 3'-ester butyl-5 '- (2- (or ega-hydroxy-octa- (ethyleneoxy) carbonyl-ethyl) -, 3'-dodecyl-5'-methyl-, and 3'-tert-butyl-5' - (2- octyloxycarbonyl) ethyl-, and 5'-methyl dodecylated. 2. 2. 2-Hydroxy-benzophenones, for example, the derivatives of 4-hydroxy-, 4-methoxy-, 4-octoxy, 4-decyloxy-, 4-dodecyloxy-, 4-benzyloxy, 4, 2 ', 4' - trihydroxy- and 2'-hydroxy-4,4'-dimethoxy. 2. 3. Esters of optionally substituted benzoic acids for example, phenyl salicylate, salicylate, 4-tert-butylphenyl salicylate, octylphenyl salicylate, dibenzoyl resorcinol, bis (4-tert-butylbenzoyl) resorcinol, benzoyl resorcinol, ester 2, 4-di- 3,5-di-tert-butyl-4-hydroxybenzoic acid tert-butylphenyl and 3,5-di-tert-butyl-4-hydroxybenzoic acid hexadecyl ester. 2. 4. Acrylates, for example ethyl ester-cyano-ß, ß-diphenylacrylate or isooctyl ester, methyl ester .alpha.-carbomethoxy-cinnamic acid methyl ester or butyl ester-cyano-beta-methyl-p -methoxy-cinnamic, methyl ester of a-carbomethoxy-p-methoxy-cinnamic acid, N- (β-carbomethoxy-β-cyanovinyl) -2-methyl-indoline. 2. 5. Nickel compounds, for example, 2,2'-thio-bis- [4- (1,1,3,3-tetramethylbutyl) -phenol] nickel complexes, such as the 1: 1 or 1 complex: 2, optionally with additional ligands such as n-butylamine, triethanolamine or N-cyclohexyl-diethanolamine, nickel dibutyldithiocarbamate, nickel salts of monoalkyl esters of 4-hydroxy-3, 5-di-tert-butilbencilfosfórico, such as methyl , ethyl or butyl ester, ketoximes nickel complexes such as 2-hydroxy-4-methyl-phenyl undecyl ketoxime, l-phenyl-4-lauroyl-5-hydroxy-pyrazole nickel complexes, optionally with additional ligands. 2. 6. Sterically hindered amines, for example bis- (2, 2, 6, 6-tetramethylpiperidyl) sebacate, bis- (1, 2, 2, 6, 6-pentamethylpiperidyl) sebacate, bis- (1,2,2 , 6,6-pentanemethylpiperidyl) n-butyl-3,5-di-tert-butyl-4-hydroxybenzyl malonic acid ester, the condensation product of l-hydroxyethyl-2,2,6,6-tetramethyl-4 -hydroxypiperidine and succinic acid, condensation product of N, N '- (2, 2, 6, 6-tetramethylpiperidyl) -hexamethylenediamine and 4-tert-octylamino-2, 6-dichloro-s-triazine, tris- (2 , 2,6,6-tetramethylpiperidyl) -nitrilotriacetate, tetracis- (2, 2, 6, 6-tetramethyl-4-piperidyl) 1,2,3,4-butanetetra carboxylate, 1,1 '(1, 2) -etandiil) -bis- (3, 3, 5, 5-tetrametilpiperacinona) sebacate, bis yl 6-tetramethylpiperidin-4-(l-octyloxy-2, 2, 6), especially the compounds listed in U.S. Patent Nos 4,831,134 and 5,204,473 and the copending application Serial No. 09 / 257,711. 2. 7. Diamines of oxalic acid, for example, 4,4'-di-octyloxy-oxanilide, 2,2'-di-octyloxy-5, 5'-di-tert-butyl-oxanilide, 2,2'-di- dodecyloxy-5, 5 '-di-tert-butoxanilide, 2-ethoxy-2'-ethyl-oxanilide, N, N' -bis (3-dimethylaminopropyl) -oxalamide, 2-ethoxy-5-tert-butyl- 2'-ethyloxanilide and its mixtures with 2-ethoxy-2'-ethyl-5,4'-di-tert-butyloxanilide and mixtures of ortho- and para-methoxy- as well as of a disubstituted o- and p-ethoxy-oxanilides . 2. 8. Hydroxyphenyl-s-triazines, for example 2,6-bis- (2,4-dimethylphenyl) -4- (2-hydroxy-4-octyloxyphenyl) -s-triazine; 2, 6-bis- (2,4-dimethylphenyl) -4- (2, -dihydroxyphenyl) -s-triazine; 2,4-bis (2,4-dihydroxyphenyl) -6- (4-chlorophenyl) -s-triazine; 2,4-bis [2-hydroxy-4- (2-hydroxyethoxy) phenyl] -6- (4-chlorophenyl) -s-triazine; 2,4-bis [2-hydroxy-4- (2-hydroxy-4- (2-hydroxyethoxy) phenyl] -6- (2,4-dimethylphenyl) -s-triazine; 2,4-bis [2-hydroxy] -4- (2-hydroxyethoxy) phenyl] -6- (4-bromophenyl) -s-triazine; 2,4-bis [2-hydroxy-4- (2-acetoxyethoxy) phenyl] -6- (4-chlorophenyl) -s-triazine, "2,4-bis (2,4-dihydroxyphenyl) -6- (2,4-dimethylphenyl) -s-triazine. 3. Metal deactivators, for example, N, '-diphenyloxalic acid diamide, N-salicylal-N' -salicyloyl-hydrazine, N, '-bis-salicyloylhydrazine, N, N'-bis- (3,5-di-ter) -butyl-4-hydroxyphenylpropionyl) -hydrazine, 3-salicyloylamino-1,2,4-triazole, bis-benzylidene-oxalic acid dihydrazide. 4. Phosphites and phosphonxtes, for example, triphenyl phosphite, diphenylalkyl phosphites, phenyldialkyl phosphites, tri- (nonylphenyl) phosphite, trilauryl phosphite, trioctadecyl phosphite, di-stearyl pentaerythritol diphosphite, tris- (2, 4-di-tert-butylphenyl), di-isodecylpentaerythritol diphosphite, di- (2, 4,6-tri-tert-butylphenyl) -pentaerythritol diphosphite, di- (2,4-di-tert-butyl) diphosphite 6-methylphenyl) -pentaerythritol, di- (2, 4-di-tert-butylphenyl) pentaerythritol diphosphite, tristearyl tristebitol triphosphite, 4,4 '-dipheny- (2,4-di-tert-butylphenyl) diphenylenediphosphonate) .

. Compounds which destroy the peroxide, for example, esters of ß-thiodipropionic acid, for example lauryl, stearyl, myristyl or tridecyl, mercapto-benzimidazole esters or the zinc salts of 2-mercaptobenzimidazole, zinc dibutyl-dithiocarbamate, dioctadecyl disulfide , pentaerythritol tetracis- (ß-dodecylmercapto) -propionate.

Hydroxylamines, for example, N, N-dibenzylhydroxylamine, N, -diethylhydroxylamine, N, N-dioctylhydroxylamine, N, N-dilaurylhydroxylamine, N, N-ditetradecylhydroxylamine, N, N-dihexadecylhydroxylamine, N, N-dioctadecylhydroxylamine, N-hexadecyl- N-octadecylhydroxy-amine, N-heptadecyl-N-octadecylhydroxylamine, N, N-dialkylhydroxylamine hydrogenated amine derivatives. 7. Nitrones, for example, derivatives of N-benzyl-alpha-phenyl nitrona, N-ethyl-alpha-methyl nitrone, N-octyl-alpha-heptyl nitrona, N-lauryl-alpha-undecyl nitrone, N-tetradecyl-alpha-tridacyl Nitrona, N-hexadecyl-alpha-pentadecyl nitrone, N-octadecyl-alpha-heptadecylInitrona, N-hexadecyl-alpha-heptadecyl nitrone, N-octadecyl-alpha-pentadecyl nitrone, N-heptadecyl-alpha-heptadecyl nitrone, N-octadecyl- alpha-hexadecyl nitrone, N, N-dialkylhydroxylamine nitrona derived from hydrogenated amine. 8. Polyamide stabilizers, for example copper salts in combination with iodine compounds and / or phosphorus compounds in combination with iodide and / or phosphorus compounds and divalent manganese salts. 9. Basic co-stabilizers, for example, melamine, polyvinylpyrrolidone, dicyandiamide, triallyl cyanurate, urea derivatives, hydrazine derivatives, amines, polyamides, polyurethanes, alkali metal salts and alkaline earth salts of high fatty acids eg Ca stearate, stearate Zn, Mg stearate, Na ricinoleate and K palmitate, Antimony pyrocatechol or zinc pyrocatechol.

. Nucleating agents, for example, 4-tert-butyl-benzoic acid, adipic acid, diphenylacetic acid. 11. Fillers and reinforcing agents, for example, calcium carbonate, silicates, glass fibers, asbestos, talc, kaolin, mica, barium sulfate, metal oxides and hydroxides, carbon black, graphite. 12. Other additives, for example, plasticizers, lubricants, emulsifiers, pigments, optical brighteners, flame-protecting agents, antistatic agents, blowing agents and thiosynergists such as dilauryl thiodipropionate or distearyl thiodipropionate. 13. Benzo urans and indolinones, for example those described in US-A-4325863, US-A-4338244 or US-A-5175312, or 3- [4- (2-acetoxyethoxy) phenyl] -5,7-dihydone. tert-butyl-benzofuran-2-one, 5,7-di-tert-butyl-3- [4- (2-stearoyloxy-ethoxy) phenyl] benzofuran-2-one, 3,3 '-bis [5,7] -di-tert-butyl-3- (4- [2-hydroxyethoxy] phenyl) benzofuran-2-one], 5,7-di-tert-butyl-3- (4-ethoxyphenyl) benzofuran-2-one, 3 - (4-acetoxy-3,5-dimethyl-phenyl) -5,7-di-tert-butyl-benzofuran-2-one, 3- (3,5-dimethyl-4-pivaloyloxyphenyl) -5,7-di -ter-butyl-benzofuran-2-one. The co-stabilizers, with the exception of the benzofuranones listed under 13, are added for example in concentrations of 0.01 to 10%, in relation to the total weight of the material to be stabilized. Additional preferred compositions comprise, in addition to components (a) and (b) additional additives, in particular phenolic antioxidants, photostabilizers or processing stabilizers. Particularly preferred additives are the phenolic antioxidants (item 1 of the list), sterically hindered amines (item 2.6 of the list), phosphites and phosphonites (item 4 of the list), UV absorbers (item 2 of the list) and compound -s that destroy the peroxide (item 5 of the list). Additional additives (stabilizers) which are particularly preferred are benzofuran-2-ones, as described, for example, in US-A-4 325 863, US-A-4,338 244 or US-A-5175312. The phenolic antioxidant of particular interest is selected from the group consisting of n-octadecyl 3,5-di-tert-butyl-4-hydroxyhydrocinnamate, tetracis (3,5-di-tert-butyl-4-hydroxyhydrocinnamate) of neopentanotetrayl, Di-n-octadecyl 3,5-di-tert-butyl-4-hydroxybenzylphosphonate, 1,3,5-tris (3,5-di-tert-butyl-4-hydroxybenzyl) isocyanurate, bis (3, 5) di-tert-butyl-4-hydroxyhydrocinnamate) of thioethylene, 1,3,5-trimethyl-2,4,6-tris (3,5-di-tert-butyl-4-hydroxybenzyl) benzene, bis (3-methyl) -5-tert-butyl-4-hydroxyhydrocinnamate) of 3,6-dioxaoctamethylene, 2,6-di-tert-butyl-p-cresol, 2,2'-ethylidebis (4,6-di-tert-butylphenol), 1, 3, 5-tris (2,6-dimethyl-4-tert-butyl-3-hydroxybenzyl) isocyanurate, 1,1,3, -tris (2-methyl-4-hydroxy-5-tert-butylphenyl) butane , 1, 3, 5-tris [2- (3, 5-di-tert-butyl-4-hydroxyhydrocinnamoyloxy) ethyl] isocyanurate, 3,5-di- (3, 5-di-tert-butyl-4-hydroxybenzyl) ) mesitol, bis (3, 5-di-tert-butyl-4-hydroxyhydrocinnamate) hexamethylene, 1- (3,5-di-tert-butyl-4-hydroxyanilino) -3 , 5-di (octylthio) -s-triazine, N, N'-hexamethylene-bis (3,5-di-tert-butyl-4-hydroxyhydrocinnamamide), bis (ethyl 3, 5-di-tert-butyl-4) -hydroxybenzylphosphonate) of calcium, bis [3, 3-di (3-te "r-butyl-4-hydroxyphenyl) butyrate] ethylene, 3, 5-di-tert-butyl-4-hydroxybenzylmercaptoacetate octyl, bis (3 , 5-di-tert-butyl-4-hydroxyhydrocinnamoyl) hydrazide, N, N '-bis [2- (3,5-di-tert-butyl-4-hydroxyhydrocin-moyloxy) -ethyl] -oxamide, 2,4 bis (octylthiomethyl) -6-methylphenol, and 2,4-bis (octylthiomethyl) -6-tert-butylphenol. A more preferred phenolic antioxidant is tetracis (3,5-di-tert-butyl-4-hydroxyhydrocinnamate) of neopentanotetrayl, 3,5-di-tert-butyl-4-hydroxyhydrocinnamate of n-octadecyl, 1, 3, 5-trimethyl. -2,4,6-tris (3,5-di-tert-butyl-4-hydroxybenzyl) benzene, 1/3, 5-tris (3,5-di-tert-butyl-4-hydroxybenzyl) isocyanurate, 2 , 6-di-tert-butyl-p-cresol, 2,2'-ethylidene-bis (4,6-di-tert-butylphenol), 2,4-bis (octylthiomethyl) -6-methylphenol or 2, 4- bis (octylthiomethyl) -6-tert-butylphenol. The hindered amine compound of particular interest is selected from the group consisting of bis (2, 2, 6, 6-tetramethylpiperidin-4-yl) sebacate, bis (1,2,2,6,6-pentamethyl-piperidin-4) -yl) sebacate, di (1, 2, 2, 6, 6-pentamethyl-piperidin-4-yl), 4-benzoyl-2, 2, 3-di-tert-butyl-4-hydroxybenzyl) butylmalonate; , 6,6-tetramethylpiperidine, 4-stearyloxy-2,2,6,6-tetramethylpiperidine, 3-n-octyl-7,7,9,9-tetramethyl-1,3,8-triaza-spiro [4.5] decane -2, 4-dione, tris (2, 2, 6, 6-tetramethylpiperidin-4-yl) nitrilotriacetate, 1,2-bis (2, 2, 6, 6-tetramethyl-3-oxopiperacin-4-yl) ethane, 2,2,4,4-tetramethyl-7-oxa-3, 20-diaza-21-oxodiespiro [5.1.11.2] henoico-sano, the product of the condensation of 2, 4-dichloro-6-ter -octylamino-s-triazine and 4,4'-hexamethylenebis (amino-2, 2,6,6,6-tetramethylpiperidine), the product of the condensation of 1- (2-hydroxyethyl) -2, 2, 6, 6 tetramethyl-4-hydroxypiperidine and succinic acid, the product of the condensation of 4,4'-hexamethylenebis- (amino -2, 2, 6, 6-tetramethylpiperidine) and 1/2-dibromoethane, 1,2, 3,4-butane tetracarboxylate tetracis (2,2,6,6-tetramethylpiperidin-4-yl), 1,2,3 , Tetracis (1, 2, 2, 6, 6-pentamethylpiperidin-4-yl) 4-butane tetracarboxylate, the product of the condensation of the, 4-dichloro-6-morpholino-s-triazine and 4,4'-hexamethylenebis (amino-2, 2,6,6-tetramethylpiperidine), N, N ', N ", N"' -tetracis [(4, 6-bis (butyl-1,2,2,6,6-pentamethylpiperidin-4-yl) -amino-s-triazin-2-yl] -1,10-diamino-4,7-diazadecane, 1, 2 3, 4-butanetetracarboxylate of [2,2,6,6-tetramethylpiperidin-4-yl / β, β, β ', β' -tetramethyl-3, 9- (2, 4, 8, 10-tetraoxaspiro [5.5] -undecano) diethyl] mixed, 1, 2, 3, 4-butanetetracarboxylate of [1,2,2,6,6-pentamethyl-piperidin-4-yl / β, β, β ', β' -tetramethyl-3, 9- (2, 4, 8, 10-tetraoxa-spiro [5.5] undecane) diethyl] mixed, bis (2, 2, 6, 6-tetra-methyl-piperidin-4-carboxylate) of octamethylene, 4,4'-ethylenebis (2, 2, 6, 6-tetramethylpiperazin-3-one), N-2, 2,6,6-tetramethylpiperidin-4-yl-n-dodecyl succinimide, Nl, 2,2,6,6-pentamethylpiperidin-4- il-n-dodecyl succinimide, N-1-acetyl-2, 2,6,6,6-tetramethylpiperidin-4-yl-n-dodecyl succinimide, 1-acetyl-3-dodecyl-7,7,9,9-tetramethyl-1, 3, 8-triazaspiro [4.5] -decan-2, 4-dione, di- (l-oct sebacate) iloxy-2,2,6,6-tetramethylpiperidin-4-yl), di- (1-cyclohexyloxy-2,2,6,6-tetramethylpiperidin-4-yl) succinate, l-octyloxy-2, 2, 6 , 6-tetra-methyl-4-hydroxy-piperidine, poly-. { [6-tert-octylamino-s-tri-acin-2,4-diyl] [2- (l-cyclohexyloxy-2,4,6,6-tetramethylpipe-ridin-4-yl) imino-hexa-methylene- [ 4- (1-cyclohexyloxy-2,6,6,6-tetramethylpiperidin-4-yl) imino], 2,4,6-tris [N- (1-cyclohexyloxy-2, 2,6,6-tetramethylpiperidine) -4-yl) -n-butylamino] -s-triazine, 2- (2-hydroxyethyl) amino-4,6-bis [N- (1-cyclohexyloxy-2,2,6,6-tetramethylpiperidin-4-yl) ) -n-butylamino] -s-triazine, 1,2-bis (3, 3, 3, 5, 5-tetramethylpiperazin-2-on-l-yl) ethane, 1,3,5-tris. { N-cyclohexyl-N- [2- (3, 3, 5, 5-tetramethylpiperazin-2-on-l-yl) ethyl] amino} -s-triacin, 1/3, 5-tris. { N-cyclohexyl-N- [2- (3,3,4,5,5-pentamethylpiperazin-2-on-l-yl) ethyl] amino} -s-triazine, reaction of 2-4 equivalents of 2,4-bis [(1-cyclohexyloxy-2,2,6,6-tetramethylpiperidin-4-yl) butylamino] -6-chloro-s-triazine with 1 equivalent of N, N'-bis (3-amino-propyl) ethylene diamine, bis [1- (2-hydroxy-2-methyl-propoxy) -2, 2,6,6,6-tetramethylpiperidin-4-sebacate ilo], mixture of bis [1- (2-hydroxy-2-methylpropoxy) -2,6,6-tetra-methyl-piperidin-4-yl] glutarate and bis [1- (2-hydroxy-2-adipate -methyl-propoxy) -2, 2,6,6,6-tetramethylpiperidin-4-yl], 4-hydroxy-1- (2-hydroxy-2-methylpro? oxy) -2,6,6-tetramethylpiperidine, 4 -octa-decyloxy-1- (2-hydroxy-2-methylpropoxy) -2, 2,6,6,6-tetramethyl-piperidine, 4-hydroxy-l-methoxy-2, 2,6,6-tetramethylpiperidine, 4-hydroxy -l-cyclohexyloxy-2,2,6,6-tetramethylpiperidine and 4-hydroxy-l-octyloxy-2,2,6,6-tetramethylpiperidine. A more preferred hindered amine compound is bis (2, 2, 6,6-tetramethylpiperidin-4-yl) sebacate, bis (1, 2, 2, 6, 6-pentamethylpiperidin-4-yl) sebacate, (3 , Di (1, 2,2, 6, 6-penta-methyl-piperidin-4-yl) -butyl-4-di-tert-butyl-4-hydroxybenzyl), the polycondensation product of 1- (2-hydroxyethyl) - 2, 2, 6,6-tetramethyl-4-hydroxypiperidine and succinic acid, the polycondensation product of 2,4-dichloro-6-ter-octylamino-s-triazine and 4,4'-hexamethylene-bis (amino- 2, 2, 6, 6-tetramethylpiperidine), di- (1-octyloxy-2,2,6,6-tetramethylpiperidin-4-yl) sebacate of N, N ', N ", N"' - tetracis [(4 , 6-bis (butyl- (1,2,2,6,6-pentamethylpiperidin-4-yl) amino) -s-triazin-2-yl] -1,10-diamino-4,7-diazadecane, succinate di- (1-cyclohexyloxy-2,4,6,6-tetramethylpiperidin-4-yl), l-octyloxy-2,2,6,6-tetramethyl-4-hydroxy-piperidine, poly- {[6- ter-octylamino-s-triazin-2,4-diyl] [2- (1-cyclohexyl-oxy-2, 2,6,6-tetramethylpiperidin-4-yl) imino-hexamethylene- [4- (1-ci clohexyloxy-2, 2,6,6,6-tetramethylpiperidin-4-yl) imino], 2,4,6-tris [N- (1-cyclohexyloxy-2, 2,6,6,6-tetramethylpiperidin-4-yl) -n -butylamino] -s-triazine, 2- (2-hydroxyethyl) amino-4,6-bis [N- (1-cyclohexyloxy-2, 2,6,6,6-tetramethylpiperidin-4-yl) -n-butyl-a ino] -s-triazine, 1,2-bis (3,3,5,5-tetramethylpiperazin-2-on-1-yl) ethane, 1,3,5-tris. { N-cyclohexyl-N- [2- (3, 3, 5, 5-tetramethyl-piperazin-2-on-l-yl) ethyl] amino} -s-triacin, 1/3, 5-tris. { N-cyclohexyl-N- [2- (3,3,4, 5, "5-pentamethylpiperazin-2-on-1-yl) ethyl] amino.}. - .sup.-triazine, reaction of 2-4 equivalents of , 4-bis [(1-cyclohexyloxy-2,2,6,6-tetramethylpiperidin-4-yl) butyl-amino] -6-chloro-s-triazine with 1 equivalent of N, N'-bis (3-aminopropyl) ) ethylenediamine, bis [1- (2-hydro? i-2-methylpropoxy) -2, 2,6,6,6-tetramethylpiperidin-4-yl] sebacate, bis [1- (2-hydroxy-2-glutarate] mixture -methylpropoxy) -2,6,6-tetra-methyl-piperidin-4-yl] and bis [1- (2-hydroxy-2-methyl-propoxy) -2, 2,6,6,6-tetramethylpiperidin-4 adipate. -yl], 4-hydroxy-1- (2-hydroxy-2-methylpropoxy) -2,6,6-tetramethylpiperidine or 4-octadecyloxy-1- (2-hydroxy-2-methylpropoxy) -2,2, 6,6-tetramethyl piperidine The composition herein may additionally contain another UV absorbent selected from the group consisting of benzotriazoles, s-triazines, the oxanilides, the hydroxybenzophenones, the benzoates and the α-cyanoacrylates. Laminated constructions or of multiple layers using an adhesive layer described above containing a highly soluble, photostable stable s-triazine of formula I, II, III, IV, V or VI or a mixture thereof are selected from, but are not limited to, the group consisting of (a) Retroreflective Sheets and Retroreflective Signs and Conformable Marking Sheets; (b) Solar Control films of various Constructions; (c) Silver Mirrors and Solar Reflectors Resistant to Corrosion; (d) Reflective Printing Marks; (e) Glass and Glass Coatings that Absorb UV; (f) Electrochromic Devices; (g) Films / Glassworks; (h) Windshields and Intermediate Layers; and (i) Optical films.

Preferably, laminated or multilayer constructions using an adhesive layer containing a UV absorber of s-triazine of formula I, II, III, IV, V or VI or a mixture derived therefrom are selected from the group consisting of (a) Retrorreflective Sheets and Signs and Conformable Marking Sheets; (b) Solar Control films of various Constructions; (e) Glass and Glass Coatings that Absorb UV; (g) Films / Glassworks; and (h) Windshields and Intermediate Layers.

More specifically, laminated or multilayer constructions are (b) Solar Control films of several Constructions, or (h) Windshields and Intermediate Layers.

The adhesive of component (a) that can be used is a laminated multi-layer article is selected from, but not limited to, the group consisting of (i) Pressure Sensitive Adhesives; (ii) Rubber Based Adhesives; (iii) Adhesives Based on Solvents and / or Emulsions; (iv) Hot Melt Adhesives; and (v) Adhesives Based on Natural Products.

The adhesives are selected from the following chemical groups (i) Polyurethanes; (ii) Polyacrylics; (iii) Epoxies; (iv) Phenolics; "(v) Polyimides; (vi) Poly (butyl vinyl); (vii) Polycyanoacrylates; (viii) Polyacrylates; (ix) Ethylene / acrylic acid copolymers and their salts (ionomers); (x) Polymers of silicon; (xi) Poly (ethylene / vinyl acetate); (xii) atactic polypropylene; (xiii) Styrene-diene copolymers; (xiv) Polyamides; (xv) Hydroxy terminated polybutadiene; (xvi) Polychloroprene; (xvii) Poly (vinyl acetate); (xviii) carboxylated styrene / butadiene copolymers; (xix) Poly (vinyl alcohol); and (xx) Polyesters.

The following optional components are also often present in adhesive combinations and are presented herein for illustrative purposes only and does not mean that they limit the total adhesive compositions in any way. These optional components include plasticizers, adhesion promoters, waxes, petroleum waxes, elastomers, tackifying resins, oils, resins, polymers, rosin resin, modified rosin resin or rosin resin derivatives, hydrocarbon resins, terpene resins , paraffin wax, microcrystalline wax, synthetic hard wax and / or polyethylene wax. The amounts of these coadditives are those normally used in adhesive formulations.

Although in the present invention, it is intended that the s-triazines herein be used in adhesive and the adhesive layers of the laminated or multi-layered articles, it is clear that some protection against beneficial UV absorption would be provided to the articles if the s-triazines were also incorporated in the other layers of the articles, for example polymeric films with a dye or pigment present in them, either with the incorporation of direct, by co-extrusion or by migration from the adhesive layer to the other layers.

These polymers are those selected from the group consisting of (1) polyolefins; (2) polyolefin mixtures; (3) copolymers of monoolefins and diolefins or other vinyl monomers; (4) polystyrene, poly (p-methylstyrene) or poly (α-methylstyrene); (5) copolymers of styrene or α-methylstyrene with dienes or acrylic derivatives; (6) grafted copolymers of styrene or α-methylstyrene; (7) halogen-containing polymers; (8) polymers derived from α, β-unsaturated acids and derivatives thereof; (9) copolymers of monomers of (8) with each other or other unsaturated monomers; (10) polymers derived from unsaturated alcohols and amines or the acyl derivatives or acetals thereof; (11) polyacetals such as polyoxymethylene and those polyoxymethylenes containing ethylene oxide as a comonomer, polyacetals modified with thermoplastic polyurethanes, acrylates or MBS; (12) polyurethanes; (13) polyamides and copolyamides of diamines and dicarboxylic acids and / or of aminocarboxylic acids or the corresponding lactams; (14) polyureas or polyimides; (15) polyesters derived from dicarboxylic acids and diols and / or from hydroxycarboxylic acids or the corresponding lactones, especially poly (ethylene terephthalate) (PET) and poly (ethylene 2,6-naphthalenedicarboxylate) (PEN); (16) polyester polycarbonates and carbonates; (17) polysulfones and polyether sulfones; (18) crosslinked polymers derived from aldehydes on the one hand and phenols, ureas and melamines on the other hand; (19) unsaturated polyester resins derived from copolyesters of saturated and unsaturated dicarboxylic acids with polyhydric alcohols and vinyl compounds as crosslinking agents; (20) crosslinkable acrylic resins derived from substituted acrylates; (21) mixtures of the polymers mentioned above; (22) polysiloxanes; (23) polyketimines in combination with unsaturated acrylic polyacetoacetate resins or with unsaturated acrylic resins; (24) radiation curable compositions containing ethylenically unsaturated monomers or oligomers and a polyunsaturated aliphatic oligomer; and (25) ionomers (ethylene / acrylic acid copolymers and their salts). Additionally, the adhesives herein, particularly when the adhesive is poly (vinyl butyral) can be inserted between two (or more) glass layers such as on an automotive windshield. The adhesive of component (a) is typically a resin selected from the group consisting of polyimides, polyolefins, thermosetting polymers, styrene polymers, poly (vinyl butyral), ethylene / vinyl acetate copolymers, polyacrylics, polyacrylates, natural rubber, polycyanoacrylates, polyvinyl alcohol, styrene / butadiene rubber, phenolics, urea-formaldehyde polymers, epoxy resins, vinyl polymers, polyurethane block copolymers and styrene. Preferably, the component adhesive (a) is a resin selected from the group consisting of poly (vinyl butyral), ethylene / vinyl acetate copolymers, polyacrylics, polyacrylates, natural rubber, polycyanoacrylates, polyvinyl alcohol, styrene / butadiene rubber, phenolics, urea-formaldehyde polymers, epoxy resins, vinyl polymers, polyamides, polyurethanes, polyesters and styrene block copolymers. More specifically, the component adhesive (a) is a resin selected from the group consisting of poly (vinyl butyral), ethylene / vinyl acetate copolymers, polyacrylics, polyacrylates, natural rubber, polycyanoacrylates, polyvinyl alcohol, styrene / butadiene rubber, phenolics , vinyl copolymers, block copolymers of polyurethanes and styrene. The adhesive resin of component (a) is in particular a polyacrylate. A further object of the present invention is the use of a highly soluble, photo-stable molar extinction, s-triazine UV absorber of formula I, II, III, IV, V or VI or a mixture thereof as described above for the stabilization of an adhesive composition, suitable for use as an adhesive layer in a laminate article or multi-layer construction. The following examples illustrate the invention.

EXAMPLE 1 UV absorption of selected s-triazine UV absorbers The following table shows the UV absorption of various UV absorbers of s-triazine. The UV absorption spectra are measured in ethyl acetate solution at a concentration of approximately 20 mg / L. These data show the high molar extinction values at a maximum wavelength for each of the compounds. The typical benz? Triazole and benzophenone UV absorbers are shown for comparison. The molar extinction values of the s-triazines are more numerous than the values for each of the benzotriazoles or benzophenones.

Compound *? Max (nm) Molar Extinction Coefficient A 342 9880 B 359 8983 349 13,953 D 344 15,700 E 319 65,000 354 35,000 289 39,800 H 347 53,500 291 40,100 J 291 75,800 K 359 60,000 L 291 41,100 M 289 39,200 N 353 38,000 OR 358 55,400 * A is 4-methoxy-2, 2'-dihydroxybenzophenone. B is 4,4'-dimethoxy-2,2'-dihydroxybenzophenone. C is 5-chloro-2- (2-hydroxy-3,5-di-tert-butylphenyl) -2H-benzotriazole, TINUVIN® 327, Ciba. D is 2- (2-hydroxy-3,5-di-a-cumylphenyl) -2H-benzo-triazole, TINUVIN® 900, Ciba. E is 2,4-bis (4-biphenylyl) -6- (2-hydroxy-4-octyloxy-carbonylethylidenexyphenyl) -s-triazine. F is 2-phenyl-4- [2-hydroxy-4- (3-sec-butyloxy-2-hydroxypropyloxy) phenyl] -6- [2-hydroxy-4- (3-sec-amyloxy-2-hydroxypropyloxy) phenyl ] -s-triacin. G is 2, 4-bis (2,4-dimethylphenyl) -6- [2-hydroxy-4- (3-benzyloxy-2-hydroxypropyloxy) phenyl] -s-triazine. H is 2,4-bis (2-hydroxy-4-butyloxyphenyl) -6- (2,4-di-butyloxyphenyl) -s-triazine. I is 2,4-bis (2,4-dimethylphenyl) -6- [2-hydroxy-4- (3-nonyloxy * -2-hydroxypropyloxy) -5-a-cumylphenyl] -s-triazine. (* denotes a mixture of octyloxy, nonyloxy and decyloxy groups) J is methylenebis-. { 2,4-bis (2,4-dimethylphenyl) -6- [2-hydroxy-4- (3-butyloxy-2-hydroxypropoxy) phenyl] -s-triazine} , dimeric mixture with a methylene bridge in the bridge in the 3: 5 ', 5: 5' and 3: 3 'positions in a 5: 4: 1 ratio. K is 2,4,6-tris (2-hydroxy-4-isooctyloxycarbonyliso-propylidenoxyphenyl) -s-triazine.

L is 2,4-bis (2, -dimethylphenyl) -6- (2-hydroxy-4-hexyloxy-5-a-cumylphenyl) -s-triazine. M is 2,4-bis (2,4-dimethylphenyl) -6- (2-hydroxy-4-octyloxyphenyl) -s-triazine, CYASORB® 1164, Cytec. N is 2- (2,4,6-trimethylphenyl) -4,6-bis [2-hydroxy-4- (3-butyloxy-2-hydroxypropyloxy) phenyl] -s-triazine. Or is 2, 4, 6-tris [2-hydroxy-4- (3-sec-butyloxy-2-hydroxypropyloxy) phenyl] -s-triazine. P is the mixture prepared by the reaction of 2,4,6-tris (2,4-dihydroxyphenyl) -s-triazine and isooctyl a-bromopropionate.

EXAMPLE 2 Solubility of the s-Triasin UV absorber in the Adhesive To measure the solubility of the s-triasin UV absorbent compounds, the compound was added to a typical GELVA 263 adhesive (Solutia) which is a 44.5% solution of a polyacrylate in a mixture of ethyl acetate and hexane. Polyacrylate is a copolymer of methyl methacrylate, 2-ethylhexyl methacrylate and glycidyl methacrylate. The test s-triazine is dissolved in 5 mL of ethyl acetate, toluene or a mixture of ethyl acetate and toluene. To the solution is added 5 g of GELVA® 263 and 2-3 mL of the resulting solution is placed in individual clock glasses. The solubility is then evaluated on the basis of the observed crystallization once the solvent has evaporated. Observations begin after several hours and then continue for a period of several weeks. The solubility values given in the table below are the approximate maximum concentrations where signs of subsequent crystallization are not evident. Solubilities are reported by weight of total s-triazine added to GELVA® 263 as such. From these data it is clear that some of the s-triazines are considerably more soluble in the adhesives (in this case of GELVA® 263) than many benzotriazoles of the prior art. The use of many UV absorbers in many adhesives has been limited in the past by the limited solubility and compatibility of some UV absorbing compounds. By using the selected s-triazines, the level of use can be substantially increased and add a greatly increased stabilization protection which is further enhanced by the excellent photostability of the s-triazine UV absorbers of the I presented.

Compound * Trade name or Solubility without Class Crystallization (%) D TINUVIN® 900 2.0 C TINUVIN® 327 2.0 M s-triazine 1.0 L s-triazine 2.0 J s-triazine 4.0 0 s-triazine 4.0 E s-triazine 4.0 F s- triazine 8.0 H s-triazine 8.0 K s-triazine 8.0 N s-triazine 11.3 I s-triazine 22.6 G s-triazine 22.6 P s-triazine 22.6 * the chemical names of each of the compounds are identified at the end of the table in Example 1. The solubility of the s-triazines differs depending on the specific structure of the compounds.

EXAMPLE 3 Weather Degradation Experiments In order to determine the effect of durability and rate of loss of the s-triazine UV absorbent test compounds, the following test was carried out on the adhesive compositions in selected articles. The GELVA® 263 adhesive (Solutia) is described in Example 2. A biaxially oriented poly (ethylene terephthalate) (PET) film was obtained from United States Plastics. GELVA® 263 was reduced to 50% by dilution with ethyl acetate to a final resin solids content of 23%. The test stabilizer was dissolved in the GELVA® 263 solution and samples were prepared in duplicate. The formulations observed in the table below were based on the total coating solids. Coatings of approximately 8 microns were applied to 1.5 inch (3.81 cm) glass discs for each formulation using a Headway Research Inc. Photo Resist Spinner (Model EC101DT) operating at 5000 rpm for 10 seconds. All the formulations received the same bake of 80 ° C x 3 minutes in an oven model LUT 6050F of Hereaus operating at 3 air changes / minute.

Since the adhesive remains adhesive even after baking, direct thickness measurements are not possible. The indirect film thickness is determined by creating a sandwich adhesive between two layers of PET film and comparing its thickness against two sheets of PET without adhesive using the magnetic induction methodology. In this way, the coating conditions are obtained by centrifugation. Furthermore, since the conditions of coating by centrifugation do not change by applying the adhesive on the glass, very few, if any, thickness variations are expected. After curing in an oven, place a layer of PET (2 thousandths of an inch (0.0005 millimeters)) over the adhesive and press it down. The absorbance spectra are collected using a UVWINLAB program that operates on a Lambda spectrophotometer "19 from Perkin Elmer." Absorbance data are collected from 400-300 nm per half nanometer at a speed of 240 nm / minute and a slot width of 2 nm The weather resistance test is carried out at a controlled radiation at 6500 W. The cycle is as follows: a direct irradiation of 3.8 hours without water spray, followed by an hour of darkness. The temperature of the black panel is controlled at 89 ° C. The temperature of the chamber (dry bulb) is 62 ° C in the light cycle.The relative humidity in the light cycle is in the range of 50-55% and in the dark cycle it is 95% .The temperature of the chamber (dry bulb) is 38 ° C in the dark cycle.The test samples are placed in a weather resistance meter of Xenon Arc with the oriented glass towards the Xenon lamp to simulate such items like solar films. The UV spectra are obtained at intervals of approximately 250 hours. The UV spectra are obtained at 500 hours and the samples are rotated to ensure that all samples receive similar environmental conditions. To track the loss of UV absorber from the adhesive composition, the UV spectrum is measured initially and after exposure to the weather. The UV spectrophotometer measures the absorbance linearly up to an absorbance of 5.5 units using a reference beam attenuation technique. It was assumed that the degradation products for the UV absorber do not contribute to the UV spectrum. This was tested by following the absorbance ratio of the band at 300 nm and the band at about 340 nm. The relationship does not change after exposing the sample to the weather. This suggests that the UV spectrum of the films exposed to the weather corresponds to the amount of UV absorber that remains in the film with very little or no contribution to the spectrum by the photodegradants. The results after 1050 hours of exposure are given in the following table.

Compound (%) * Loss in Units Absorbent Loss of Absorbance of UV in% I (8%) 1. 45 50. 3 II (10%) 0. 86 30. 6 III (8%) 0. 24 5. 5 The * is the amount in weight in the formulation. I is 2, 2'-dihydroxy-4-methoxybenzophenone. II is octyl 3- (2H-benzotriazol-2-yl) -5-tert-butyl-4-hydroxyhydrocinnamate. III is 2,4,6-tris (2-hydroxy-4-isooctyloxycarbonyl-isopropylidenexyphenyl) -s-triazine (Compound K given in the list in Example 1). These data clearly show that the s-triazines of the present are especially durable in adhesives as measured by the low rate of loss of absorbance values after exposure to actinic radiation. In summary, the s-triazines herein combine high photostability and unexpectedly high solubility in adhesive systems.

Example 4 Weather Degradation Experiments To determine the effect of durability and rate or rate of loss of other UV-absorbing test compounds of s-triazine, the following test was carried out on adhesive compositions in selected articles as described. in Example 3. Each of the test samples also contains 0.5% by weight of bis (l-octyloxy-2,2,6,6-tetra-methylpiperidin-4-yl) sebacate of hindered amine. The results after 1338 hours of exposure are given in the following table.

Compound (%) * Loss in Units Absorbance Loss of Absorbance of UV in% I (4%) 0. .86 55.0 II (4%) 0. .07 4.0 III (3.2%; 0. .17 6.7 In * the% the amount in weight in the formulation. I is 2, 2'-dihydroxy-4-methoxybenzophenone.

II is 2,4,6-tris (2-hydroxy-4-isooctyloxycarbonyl-isopropylidenoxyphenyl) -s-triazine (Compound K given in the list in Example 1) III is 2,4-bis (4-biphenylyl) -6 - (2-hydroxy-4-octyl-oxycarbonylethylidenoxyphenyl) -s-triazine (Compound E given in the list in Example 1). These data clearly show that the s-triazine herein is especially durable in adhesives as measured by the low rate of loss of absorbance values after exposure to actinic radiation. In summary, the s-triazines herein combine high photostability and unexpectedly high solubility in adhesive systems.

Example 5 - Windscreen Layer Assembly When an adhesive composition containing a s-triazine UV absorber is placed between two sheets of glass, the assembly resembles a typical windshield. In this closed environment, there is no opportunity for the s-triazine stabilizer to escape by volatility, since the glass sheets provide an impermeable container for the adhesive interlayer. The photostability and durability of the soluble s-triazine stabilizer is now extreme. S-triazine UV absorbers whose structures make them volatile and prevent their use in other types of applications can be used in such interleaved windshield assemblies with impunity to achieve long-lasting and stable windshield structures. A prototype windshield or windshield structure is exposed to the weather according to the procedure described in Example 3. The GELVA® 263 adhesive (Solutia) is placed between two glass sheets and additionally contains 3.2 to 4% by weight of The selected test UV absorbers. The structure is then exposed to the weather for 1338 hours as described in Example 3. The results are shown in the table below. Each test sample also contains 0.5% bis (l-octyloxy-2,2,6,6-tetramethylpiperidin-4-yl) sebacate of hindered amine. Compound (%) * Loss of absorbance Loss of Absorbance in Percent I (4%) 1.22 II (4%) 0.44 26 III (3.2%) 0.48 19 *% is the amount by weight in the formulation. I is 2, 2'-dihydroxy-4-methoxybenzophenone. II is the, 4,6-tris (2-hydroxy-4-isooctyloxycarbonyl-isopropylidenexyphenyl) -s-triazine (compound K given in the list in Example 1). III is 2,4-bis (4-biphenylyl) -6- (2-hydroxy-4-octyloxycarbonylethylidenoxyphenyl) -s-triazine (compound E given in the list in Example 1).

These data clearly show that the s-triazines of the present are especially durable in adhesives as measured by the low rate of loss of absorbance values after exposure to actinic radiation. Additionally, it is noted that these s-triazines are superior to benzophenones in adhesive compositions. In addition, the combination of s-triazines with a hindered amine stabilizer offers a much higher performance. In summary, the s-triazines herein combine greater photostability and unexpectedly high solubility in adhesive systems.

Example 6 The s-triazine UV absorbers of the present can be used in rigid plastic protective films and overlaminates for printed materials and photographs providing excellent photostability.

Example 7 The s-triazine UV absorbers herein can be used in backlight visualization devices to provide excellent long-term stabilization.

Example 8 The present s-triazine UV absorbers can be used in semitransparent and opaque window displays, signs and decals where a rigid plastic film or graphic is laminated to the glass window to provide excellent stabilization to long term.

Example 9 The s-triazine UV absorbers herein can be used in clear / inked anti-graffiti films used on substrates for grades, metal or plastic to provide excellent long-term stabilization.

Example 10 The s-triazine UV absorbers of the present can be used in clear or transparent "safety" antilacerative films or used over or between glass or polycarbonate layers to provide long-term stabilization.

'Example 11 The s-triazine UV absorbers of the present can be used in decorative films and decorative and protective decals for painted surfaces such as on automobiles, buses, equipment and other outdoor products to provide long-term stabilization.

Example 12 2, 4, 6-tris (2,4-dihydroxyphenyl) -s-triazine (12.15 g), sodium carbonate (10.5 g), N, N-dimethylformamide (20 mL) and isooctyl a-bromopropionate (25.56) were heated. g, isomeric mixture) with stirring for 5 hours. Subsequently, water was added and the mixture was extracted with an organic solvent. Removal of the solvent produced a bright orange resin containing the components iCsH? 7: residue of the octyl isomer mixture.

Example 13 To determine the effect of the durability and rate of loss of the UV-absorbing test compounds of s-triazine, the following test was carried out on polyurethane films.

Preparation of the Polyurethane Film RK 4037, acrylic polyol, 75% solids in methyl amyl ketone, was used from DuPont in those experiments. The molecular weight is 7,000 - 9,000 and the OH number of 145. At 595 g of the acrylic polyol, 26.2 g of butyl acetate, 5.8 g, ethyl acetate and 0.4 g of FC 450 were added with a force of 50% and they mixed. 0.75 g of bis (l-octyl-2, 2,6,6,6-tetramethylpiperidin-2-yl) sebacate (Tinuvin 123) was added to the mixture (1% by weight based on the resin solids). At 2.43 g of the above mixture, 0.9 g of Desmodur® N-3390, an aliphatic polyisocyanate, 90% solids, from Bayer was added. The test UV absorbers were incorporated into the acrylic polyol portion. The coating was applied on a quartz disc by spin coating at 1,000 rpm for 2 seconds. The wet coating was cured at 260 ° F (127 ° C) for 30 minutes. UV spectra were collected using the Perkin Elmer UV-9 spectrophotometer at each half nm at 120 nm / min using a 2 nm slot width.

Weather Conditions The speeds or loss rates of a coating of 1.4 mils (35.56 μm) were measured. The absorbance of the long wavelength UV absorbance band is approximately 2.3 before exposure to the weather. Exposure to the weather is done according to SAEJ 1960 (exterior car exterior conditions): 0.55 watts / square meter at 340 nm using internal borosilicate filters. and external; 40 'linear irradiation without water spray; 20 'of light plus frontal spray; 60 'of light and 60' of darkness plus subsequent dew (condensation). The black panel temperature of the light cycle is 70 ± C and the relative humidity of 50 - 55% in the light cycle and 100% in the dark. The loss of the long wavelength absorbance band is followed after approximately every 200 hours. The results after 2012 exposure hours are given in the following table.

Compound (%) * Absorbance sorbancy Final Initial Absorbance Loss C (2.0%) 2.05 0.49 1.56 C (2.2%) 2.62 0.56 2.06 P (1.6%) 2.33 1.83 0.50 K (1.4%) 2.47 1.98 0.49 *% is the amount in weight in the formulation. C is 5-chloro-2- (2-hydroxy-3,5-di-tert-butylphenyl) -2H-benzotriazole, TINUVIN® 327, Ciba. P is the reaction mixture of Example 12. K is 2,4,6-tris (2-hydroxy-4-isooctyloxycarbonyliso-propylidenoxyphenyl) -s-triazine.

These data clearly show that the s-triazine herein is especially durable in polyurethane films as measured by the low velocity or rate of loss of absorbance values after exposure to actinic radiation. In summary, the s-triazines herein combine high photostability and unexpectedly high solubility in adhesive systems.

Example 14 Exposure to the Weather Experiments To determine the effect of durability and rate or rate of loss of the UV-absorbing test compounds of s-triazine, the following test was carried out on polyurethane films according to the procedure of Example 13. The same films were used. of polyurethane with other UV absorbers tested. The results after 998 hours of exposure are given in the following table.

Compound (%) * Absorbance Absorbance Final Initial Absorbance Loss B (1.35%) 2.56 0.30 2.26 H (0.75%) 2.45 2.22 0.23 Q (0.75%) 2.69 2.61 0.08 *% is the amount by weight in the formulation. B is 2, 2'-dihydroxy-4,4'-dimethoxybenzophenone. H is 2,4-bis (2-hydroxy-4-butyloxyphenyl) -6- (2,4-di-butyloxyphenyl) -s-triazine. Q is 2, 4, 6-tris (2-hydroxy-4-ethyloxycarbonylethylidenoxyphenyl) -s-triazine.

These data clearly show that the s-triazine herein is "especially durable in polyurethane films as measured by the low velocity or rate of loss of absorbance values after exposure to actinic radiation. the s-triazines herein combine high photostability and unexpectedly high solubility in adhesive systems.

Claims (22)

1. A stabilized adhesive composition, suitable for use as an adhesive layer in a laminated article or in a multilayer construction, characterized in that it comprises (a) an adhesive; and (b) an effective stabilizing amount of a highly soluble, photostable stable s-triazine UV absorber of formula I, II, III, IV, V or VI or a mixture thereof, where X and Y are independently phenyl, naphthyl, or phenyl or naphthyl substituted by one to three alkyl of 1 to 6 carbon atoms, by halogen, by hydroxy or by alkoxy of 1 to 6 carbon atoms or by mixtures thereof; or X and Y are independently Zi or Z2; Ri is hydrogen, straight or branched chain alkyl of 1 to 24 carbon atoms, cycloalkyl of 5 to 12 carbon atoms, phenylalkyl of 7 to 15 carbon atoms, halogen, -SR3, -SOR3 or -SO2R3 groups; or alkyl, cycloalkyl or phenylalkyl substituted by one to three halogens, -R4, -0R5, -N (RS) 2, -COR5, -COOR5, -OCOR5, -CN, -N02, -SR5, -SOR5, -S02R5 or -P (0) (OR 5) 2, morpholinyl, piperidinyl, 2, 2, 6,6-tetramethylpiperidinyl, piperazinyl, N-methylpiperidinyl or combinations thereof; alkyl or cycloalkyl interrupted by one to four groups, -O-, -NR5-, -CONR5-, -COO-, -OCO- or combinations thereof; or alkyl or cycloalkyl both substituted and interrupted by combinations of the groups mentioned above; R3 is alkyl of 1 to 20 carbon atoms, alkenyl of 3 to 18 carbon atoms, cycloalkyl of 5 to 12 carbon atoms, phenylalkyl of 7 to 15 carbon atoms, aryl of 6 to 10 carbon atoms or substituted aryl by one or two alkyl of 1 to 14 carbon atoms, R is aryl of 6 to 10 carbon atoms or aryl substituted by one to three halogens, alkyl of 1 to 8 carbon atoms, alkoxy of 1 to 8 carbon atoms or combinations thereof: cycloalkyl of 5 to 12 carbon atoms; phenylalkyl of 7 to 15 carbon atoms or phenylalkyl substituted on the phenyl ring by one to three halogens, alkyl of 1 to 8 carbon atoms, alkoxy of 1 to 8 carbon atoms or combinations thereof; or straight or branched chain alkenyl of 2 to 18 carbon atoms; R5 is defined as R4; or Rs is also hydrogen or straight or branched chain alkyl of 1 to 24 carbon atoms, alkenyl of 2 to 24 carbon atoms; or Rs is a formula group T is hydrogen, oxyl, hydroxyl, -OTi, alkyl of 1 to 24 carbon atoms, alkyl substituted by one to three hydroxy; benzyl or alkanoyl of 2 to 18 carbon atoms; Ti is alkyl of 1 to 24 carbon atoms, cycloalkyl of 5 to 12 carbon atoms, alkenyl of 2 to 24 carbon atoms, cycloalkenyl of 5 to 12 carbon atoms, phenylalkyl of 7 to 15 carbon atoms, a radical of a bicyclic or tricyclic saturated or unsaturated hydrocarbon of 7 to 12 carbon atoms or aryl of 6 or 10 carbon atoms or aryl substituted by one to three alkyl of 1 to 4 carbon atoms; R2 is hydrogen, straight or branched chain alkyl of 1 to 24 carbon atoms or cycloalkyl of 5 to 12 carbon atoms; or alkyl or cycloalkyl substituted by one to four halogens, epoxy, glycidyloxy, furyloxy, -R4, -0R5, -N (R5) 2 / -CON (R5) 2, -COR5, -COORs, -OCORs, -OCOC (R5) ) = C (R5) 2, -C (R5) = CCOOR5, -CN, -NCO, O or combinations thereof; or alkyl or cycloalkyl interrupted by one to four epoxy, -0-, -NR5-, -C0NR5-, -COO-, -OCO-, -CO-, -C (R5) = C (R5) COO-, -0C0C (R5) = C (R5) -, C (R5) = C (R5) -, phenylene or phenylene-G-phenylene in which G is -O-, -S-, -S02-, -CH2- or - C (CH3) 2- or combinations thereof, or alkyl or cycloalkyl both substituted and interrupted by combinations of the groups mentioned above; or R2 is -SO2R3 or -C0R6; R6 is straight or branched chain alkyl of 1 to 18 carbon atoms, straight or branched chain alkenyl of 2 to 12 carbon atoms, phenoxy, alkylamino of 1 to 12 carbon atoms, arylamino of 6 to 12 carbon atoms, -R7COOH or -NH-R8-NCO; R7 is alkylene of 2 to 14 carbon atoms or phenylene; R8 is alkylene of 2 to 24 carbon atoms, phenylene, toluene, diphenylmethane or a group Ri, Ri 'and Ri "are the same or different and are as defined for Rx; R2 / R2' and R2" are the same or different and are as defined for R2; X, X ', Y and Y' are the same or different and are as defined for X and Y; t is from 0 to 9; L is linear or branched alkylene of 1 to 12 carbon atoms, cycloalkylene of 5 to 12 carbon atoms or alkylene substituted or interrupted by cyclohexylene or phenylene; or L is benzylidene; or L is -S-, -SS-, -SES-, - SO-, -S02-, -SO-E-SO-, -S02-E-S02-, -CH2-NH-E-NH-CH2- OR E is alkylene of 2 to 12 carbon atoms, cycloalkylene of 5 to 12 carbon atoms or alkylene interrupted or terminated by cycloalkylene of 5 to 12 carbon atoms; n is 2, 3 or 4; when n is 2; Q is linear or branched alkylene of 2 to 16 carbon atoms; or alkylene substituted by one to three hydroxy groups; or alkylene interrupted by one to three -CH = CH- or -0-; or alkylene both substituted and interrupted by combinations of the groups mentioned above; or Q is xylylene or a group -CONH-R8-NHCO-, -CH2CH (OH) CH20-R9-0CH2CH (0H) CH2-, -CO-Rio-CO-, or - (CH2) m-C00-R? ? -00C- (CH2) m-, where m is 3; or Q is Rs is alkylene of 2 to 50 carbon atoms; or alkylene interrupted by one to ten -0-, phenylene or a phenylene-G-phenylene group in which G is -O-, -S-, -S02-, -CH2- or -C (CH3) 2-; Rio is alkylene of 2 to 10 carbon atoms, or alkylene interrupted by one to four -0-, -S- or -CH = CH-; or Rio is arylene of 6 to 12 carbon atoms; Rn is alkylene of 2 to 20 carbon atoms or alkylene interrupted by one to eight -0-; when n is 3, Q is a group - [(CH2) mC00] 3-Ri2 where m is 1 to 3, and R? 2 is a alcantriil of 3 to 12 carbon atoms; when n is 4, Q is a group - [(CH2) mC00] 4-Ri3 where m is 1 to 3, and R? it is an alkentetranyl of 4 to 12 carbon atoms; i is a formula group Z2 is a formula group where ri and r2 are independently 0 or 1; R14, R15, Ri6, R7, Ris, R19, R20, R21, R22 and R23 are independently from each other hydrogen, hydroxy, cyano, alkyl of 1 to 20 carbon atoms, alkoxy of 1 to 20 carbon atoms, phenylalkyl from 7 to 15 carbon atoms, cycloalkyl of 5 to 12 carbon atoms, cycloalkoxy of 5 to 12 carbon atoms, halogen, haloalkyl of 1 to 5 carbon atoms, sulfo, carboxy, acylamino of 2 to 12 carbon atoms, acyloxy of 2 to 12 carbon atoms, alkoxycarbonyl of 2 to 12 carbon atoms or aminocarbonyl; or R? and R 8 or R 22 and R 23 together with the phenyl radical to which they are attached are a cyclic radical interrupted by one to three -O- or -NR 5 -.

2. A composition according to claim 1 wherein the s-triazine of formula I, II, III, IV, V or VI or a mixture thereof exhibits improved durability and low absorbance losses when exposed to actinic radiation. as evidenced by an absorbance loss of less than 0.5 absorbance units after an exposure of 1050 hours or less 0.7 absorbance units after an exposure of 1338 hours in a Xenon Arc Weather Resistance Meter.

3. The composition according to claim 1 characterized in that the s-triazine of component (b) is of formula I wherein X and Y are the same or different and are phenyl or phenyl substituted by one to three alkyl of 1 to 6 carbon atoms , halogen, hydroxy or alkoxy of 1 to 12 carbon atoms; or Zi or Z2; Ri is hydrogen, straight or branched chain alkyl of 1 to 24 carbon atoms, cycloalkyl of 5 to 12 carbon atoms, phenylalkyl of 7 to 15 carbon atoms or halogen; R 2 is hydrogen, straight or branched chain alkyl of 1 to 24 carbon atoms or cycloalkyl of 5 to 12 carbon atoms; or alkyl or cycloalkyl substituted by one to three -R4, -OR5, -COOR5, -OCOR5 or combinations thereof; or alkyl or cycloalkyl interrupted by one to three epoxy, -O-, -COO-, -OCO- or -C0-; R 4 is aryl of 6 to 10 carbon atoms or aryl substituted by one to three halogen, alkyl of 1 to 8 carbon atoms, alkoxy of 1 to 8 carbon atoms or combinations thereof; cycloalkyl of 5 to 12 carbon atoms; phenylalkyl of 7 to 15 carbon atoms or phenylalkyl substituted on the phenyl ring by one to three halogen, alkyl of 1 to 8 carbon atoms, alkoxy of 1 to 8 carbon atoms or combinations thereof; R5 is as defined for R; or R5 is also hydrogen or straight or branched chain alkyl of 1 to 24 carbon atoms; Zi is a formula group Z2 is a formula group where ri and r2 are each 1; and R? / is / R17 / Ris / R19 / 20 / R21 / R22 and R23 are independently hydrogen, hydroxy, cyano, alkyl of 1 to 20 carbon atoms, alkoxy of 1 to 20 carbon atoms, phenylalkyl 7 to 15 carbon atoms, cycloalkyl of 5 to 12 carbon atoms, cycloalkoxy of 5 to 12 carbon atoms, halogen, haloalkyl of 1 to 5 carbon atoms, sulfo, carboxy, acylamino of 2 to 12 carbon atoms, aclloxy of 2 to 12 carbon atoms, or alkoxycarbonyl of 2 to 12 carbon atoms or aminocarbonyl.

4. The composition according to claim 1 characterized in that the s-triazine of component (b) is of formula II wherein X is phenyl, naphthyl or phenyl or naphthyl substituted by one to three alkyl of 1 to 6 carbon atoms, by halogen, by hydroxy or by alkoxy of 1 to 6 carbon atoms or by mixtures thereof; or X is Zi; Ri and Ri 'are independently as defined for Ri; R2 and R2 'are independently as defined for R2.

The composition according to claim 1 characterized in that the s-triazine of component (b) is of formula III where Ri, i 'Y "2 are independently as defined for Rx, and 2 / and R2' are independently or was defined for R2

6. The composition according to claim 1 characterized in that the s-triazine of component (b) is of formula VI where X and Y are the same or different and are phenyl or phenyl substituted by one to three alkyl of 1 to 6 carbon atoms, by halogen, by hydroxy, or by alkoxy of 1 to 6 carbon atoms or by mixtures thereof, or X and Y are independently Zx, Z2, and L is linear or branched alkylene 1 to 12 carbon atoms, cycloalkylene of 5 to 12 carbon atoms or alkylene substituted or interrupted by cyclohexylene or phenylene 7. The composition according to claim 1, characterized in that the s-triazine of component (b) is of formula I, where X and Y are the same or different and are phenyl or phenyl substituted by one to three alkyls of 1 to 6 carbon atoms; Zi or Z2; Ri is hydrogen or phenylalkyl of 7 to 15 carbon atoms; R2 is hydrogen, straight or branched chain phenyl of 1 to 18 carbon atoms; or alkyl substituted by one to three -R, -OR5 or mixtures thereof; or alkyl interrupted by one to eight -0-, C00-; R 4 is aryl of 6 to 10 carbon atoms; R5 is hydrogen Zi is a group of formula Z2 is a formula group where ri and r2 are independently from each other 1; and R14, R15, Ri

7 R7 / Ris / R19 20 / R21 / R22 and R23 are independently hydrogen.

8. The composition according to claim 1 characterized in that the s-triazine UV absorber of component (b) is (1) 2,4-bis (4-biphenylyl) -6- (2-hydroxy-4-octyloxy-carbonylethylidenexyphenyl) ) -s-triazine; (2) 2-phenyl-4- [2-hydroxy-4- (3-sec-butyloxy-2-hydroxypropyloxy) phenyl] -6- [2-hydroxy-4- (3-sec-amyloxy-2-hydroxypropyloxy) phenyl] -s-triazine; (3) 2,4-bis (2,4-dimethylphenyl) -6- [2-hydroxy-4- (3-benzyloxy-2-hydroxypropyloxy) phenyl] -s-triazine; (4) 2,4-bis (2-hydroxy-4-butyloxyphenyl) -6- (2,4-di-butyloxyphenyl) -s-triazine; (5) 2,4-bis (2,4-dimethylphenyl) -6- [2-hydroxy-4- (3-nonyloxy * -2-hydroxypropyl-bxy) -5-a-cumyl-phenyl] -s-triazine; (* denotes a mixture of octyloxy, nonyloxy and decyloxy groups) (6) methylenebis-. { 2,4-bis (2,4-dimethylphenyl) -6- [2-hydroxy-4- (3-butyloxy-2-hydroxypropoxy) phenyl] -s-triazine} , dimer mixture with a methylene bridge with a bridge in the 3: 5 ', 5: 5' and 3: 3 'positions in a ratio of 5: 4: 1; (7) 2,4,6-tris (2-hydroxy-4-isooctyloxycarbonyliso-propylidenoxyphenyl) -s-triazine; (8) 2,4-bis (2,4-dimethylphenyl) -6- (2-hydroxy-4-hexyloxy-5-a-cumylphenyl) -s-triazine; (9) 2,4-bis (2,4-dimethylphenyl) -6- (2-hydroxy-4-octyloxyphenyl) -s-triazine, CIASORB® 1164, Cytec; (10) 2- (2,4,6-trimethylphenyl) -4,6-bis [2-hydroxy-4- (3-butyloxy-2-hydroxypropyloxy) phenyl] -s-triazine; (11) 2, 4, 6-tris [2-hydroxy-4- (3-sec-butyloxy-2-hydroxypropyloxy) phenyl] -s-triazine; or (12) the mixture prepared by the reaction of 2,4,6-tris (2,4-dihydroxyphenyl) -s-triazine and isooctyl a-bromopropionate.

9. The composition according to claim 1 characterized in that the effective stabilizing amount of a s-triazine of formula I, II, III, IV, V or VI or a mixture thereof is from 0.1 to 20% by weight on the adhesive base.

10. The composition according to claim 1, characterized in that the adhesive of component (a) is selected from the group consisting of pressure-sensitive adhesives, rubber-based adhesives, solvent-based adhesives or emulsions, adhesives. hot meltable and adhesives based on natural products.

11. The composition according to claim 1, characterized in that the adhesive composition is present in a laminated or multilayer construction.

The composition according to claim 11, characterized in that the laminated or multilayer construction is selected from the group consisting of (a) retroreflective sheets and signals and conformable score sheets; (b) control solar control films of different construction; (c) silver mirrors and solar reflectors resistant to corrosion; (d) reflective printing labels; (e) UV absorbing glass and coatings; (f) electrochromic devices; (g) films / glassware; (h) windshields and intermediate layers; and (I) optical films.

13. The composition according to claim 12, characterized in that the laminated or multilayer construction is selected from the group consisting of (a) retroreflective sheets and signals and conformable score sheets; (b) control solar control films of different construction; (e) UV absorbing glass and coatings; (g) films / glassware; and (h) windshields and intermediate layers.

The composition according to claim 13, characterized in that the laminated or multilayer construction is selected from the group consisting of (b) control solar control films of different construction; and (h) windshields and intermediate layers.

15. The composition according to claim 1, characterized in that the adhesive of component (a) is a resin selected from the group consisting of (i) polyurethanes; (ii) polyacrylics; (iii) epoxies; (iv) phenolics; (v) polyimides; (vi) poly (vinyl butyral); (vii) policianoacrylates; (viii) polyacrylates; (ix) ethylene / acrylic acid copolymers and their salts (ionomers); (x) silicon polymers; (xi) poly (ethylene / vinyl acetate); (xii) atactic polypropylene; (xiii) styrene-diene copolymers; (xiv) polyamides; (xv) hydroxyl-terminated polybutadiene; (xvi) polychloroprene; (xvii) poly (vinyl acetate); (xviii) carboxylated styrene copolymers /butadiene; (xix) poly (vinyl alcohol); and (xx) polyesters.

16. The composition according to claim 1, characterized in that the adhesive is a resin selected from the group consisting of polyimides, polyolefins, thermosets, styrene polymers, poly (vinyl butyral), ethylene / vinyl acetate copolymers, polyacrylics, polyacrylates, rubber. natural, polycyanoacrylates, polyvinyl alcohol, styrene / butadiene rubber, phenolics, urea-formaldehyde polymers, epoxy resins, vinyl polymers, polyurethanes and styrene block copolymers.

The composition according to claim 1 characterized in that the adhesive of component (a) is a resin selected from the group consisting of poly (vinyl butyral), ethylene / vinyl acetate copolymers, polyacrylics, polyacrylates, natural rubber, polycyanoacrylates, polyvinyl alcohol, styrene / butadiene rubber, phenolics, urea-formaldehyde polymers, epoxy resins, vinyl polymers, polyurethanes and block copolymers styrene

18. The composition according to claim 17, characterized in that the adhesive of component (a) is a resin selected from the group consisting of poly (vinyl butyral), ethylene / vinyl acetate copolymers, polyacrylics, polyacrylates, natural rubber, polycyanoacrylates , polyvinyl alcohol, styrene / butadiene rubber, phenolics, vinyl polymers, polyurethanes and styrene block copolymers.

19. The composition according to claim 18, characterized in that the adhesive of component (a) is a polyacrylate.

20. The composition according to claim 1, characterized in that it additionally contains from 0.01 to 10% by weight on the basis of the adhesive of a co-additive which is selected from the group consisting of antioxidants, other UV absorbers, hindered amines, phosphites or phosphonites, hydroxylamines, nitrones, benzofuran-2-ones, thiosynergists, polyamide stabilizers, metal stearates, nucleating agents, fillers, reinforcing agents, lubricants, emulsifiers, dyes, pigments, optical brighteners, retarders, antistatic agents and agents of blowing.

21. The composition according to claim 1, characterized in that the optional coadditives are selected from the group consisting of plasticizers, adhesion promoters, waxes, petroleum waxes, elastomers, adherent resins, oils, resins, polymers, rosin resin , modified rosin resin or rosin resin derivatives, hydrocarbon resins, terpene resins, paraffin wax, microcrystalline wax, synthetic hard wax and / or polyethylene wax

22. The use of a s-triazine UV absorber highly soluble, high mole and photostable extinguishing of formula I, I ?, III, IV, V or VI or a mixture thereof according to claim 1 for the stabilization of an adhesive composition, suitable for use as an adhesive layer in a laminated article or multilayer construction.