MXPA01011191A

MXPA01011191A - Stabilized adhesive compositions containing highly soluble, red-shifted, photostable benzotriazole uv absorbers and laminated articles derived therefrom

Info

Publication number: MXPA01011191A
Application number: MXPA/A/2001/011191A
Authority: MX
Inventors: Ramanathan Ravichandran; Walter Renz; Mervin Gale Wood; Joseph Suhadolnik; Revathi Iyengar; Luther A R Hall
Original assignee: Ciba Specialty Chemicals Holding Inc
Priority date: 1999-05-03
Filing date: 2001-11-05
Publication date: 2002-06-05

Abstract

Adhesive compositions are rendered stable against degradation caused by ultraviolet light through the incorporation of selected highly soluble, red-shifted, photostable benzotriazole UV absorbers which absorb light strongly in the 350 to 400 nm range. Also suitable are 2-(2-hydroxy-3-&agr;-cumyl-5-tert-octylphenyl)-2H-benzotriazole and 2-(2-hydroxy-3-&agr;-cumyl-5-tert-butylphenyl)-2H-benzotriazole in combination with the red shifted benzotriazoles. A further subject of the invention are novel asymmetrical bisbenzotriazoles of formula (IIIc) where G2'is perfluoroalkyl of 1 to 12 carbon atoms, preferably CF3, and where G2 does not contain said group are red-shifted and due to the asymmetry are particularly soluble and useful in a host of applications including automotive coatings, thermoplastics and especially in adhesive compositions, themselves useful in solar panels and other laminate structures. All these UV absorbers exhibit 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 UV ABSORBENTS OF BENZOTRIAZOL PHOTOESTABLE WITH RED CURRENT, HIGHLY SOLUBLE AND LAMINATED ARTICLES DERIVED FROM THEM The invention relates to stabilized adhesive compositions containing an effective amount of a benzotriazole UV absorber having improved solubility, durability and absorption in the range of 350 to 400 nm . Also the subject matter of the invention are stabilized adhesive compositions containing an effective amount of a benzotriazole substituted in the ortho position of the hydroxy phenyl ring by a-cumyl or phenyl, such as 2- (2-hydroxy-3-a-cumyl-5) -ter-octylphenyl) -2H-benzotriazole having improved solubility and durability. A further object of the invention relates to novel asymmetric asymmetric bisbenzotriazole compounds with redshift, and are particularly soluble due to that asymmetry and which are useful in a multitude of end-use applications. BACKGROUND OF THE INVENTION Adhesives are constituted by various components such as polymers, tackifiers, waxes and oils. Adhesive formulations based on these ingredients are susceptible to degradation. The consequences of degradation are discoloration, loss of elongation, loss of tensile strength, loss of tack and change in viscosity, molecular weight and molecular weight distribution. Degradation can be caused by prolonged exposure to sunlight. Sunlight contains invisible ultraviolet (UV) radiation, with wavelengths between 290 and 400 nm. This radiation is responsible for the start of photodegradation. The absorption of UV light by chromophores present in the adhesive formulation transforms the chromophores into their excited states which can be subjected to additional undesired reactions. Some polymers contain strongly absorbing chromophores as a major part of their structures. Other polymers contain unintentional impurities such as ketone and hydroperoxide portions and catalyst residues that act as chromophores. The absorption of UV radiation by these chromophores eventually results in chain cleavage-binding cleavage and / or entanglement reactions. The photostabilization of adhesives can be achieved by the addition of UV absorbents that convert the energy absorbed into harmless heat. An ideal UV absorber should be extremely photostable and have strong absorption over the UV range from 290 to 400 nm, but particularly in the range of 350 to 400 nm. Classes of UV absorbers include salicylates, cyanoacrylates, malonates, oxanilides, benzophenones, s-triazines and benzotriazoles. Salicylates, cyanoacrylates, malonates and oxanilides absorb UV light, primarily at the lower wavelengths of the UV range. These compounds have little to no absorption in the range of 350 to 400 nm, which makes them unsuitable for the present applications. Benzophenones absorb more than the lower half of the UV range and tend to produce yellowing when exposed to light due to photodegradation. Recently, it has been photochemically shown that benzophenones decompose prematurely in ethylene-vinyl acetate encapsulants that lead 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 can also result in a loss of adhesive properties. In contrast, select benzotriazole UV absorbers are particularly useful because of their increased photostability.

Some polymers such as polycarbonates, polyesters and aromatic polyurethanes contain strongly absorbing chromophores as a main and integral part of their structures. Poly (ethylene terephthalate) (PET) and polyphenylene 2,6-naphthalenedicarboxylate) (PEN) are particular examples of the latter, which absorb in the red UV region and especially require redshift benzotriazoles for UV protection. The U.S. Patent No. 5,294,473 and WO 98/34981 illustrate the use of coatings containing UV absorbers including some benzotriazoles to stabilize PEN films. The addition of an adhesive UV filter layer containing the benzotriazoles, especially those described in the present invention, further protects these polymers in constructions and multilayer articles. The description, preparation and uses of the 2H-benzotriazole UV absorbers are described in U.S. Pat. Nos. 3,004,896; 3,055,896 3,072,585; 3,074,910; 3,189,615; 3,230,194; 4,127,586 4,226,763; 4,278,589; 4,315,848; 4,383,863; 4,675,352 4,681,905 and 4,853,471. Select benzotriazoles with only hydrogen or halogen in the 5-position of the benzo ring are photostable and soluble in adhesive formulations. Such a benzotriazole is 2- (2-hydroxy-3-α-cumyl-5-tert-octylphenyl) -2H-benzotriazole as described in U.S. Pat. Nos. 5,554,760; 5,563,242; 5,574,166 and 5,607,987. These patents are incorporated herein by reference. While the absorbance of this benzotriazole is not displaced or redshifted to longer UV wavelengths, it is highly photostable and surprisingly soluble in adhesives making it particularly well suited for the present applications. Although benzotriazoles with only hydrogen in portion 5 of the benzo ring are photostable and useful in adhesive formulations, they lack a redshift absorbance at longer UV wavelengths, which would be more useful for providing added protection to substrates . The Patents of the U.S.A. Nos. 5,319,091 and 5,410,071 describe the preparation of substituted benzotriazoles at the 5-position of the benzo ring with alkyl or aryl-sulfonyl moieties. It is illustrated in the U.S. patent. No. 5,280,124 that by introducing a higher alkyl or aryl sulfoxide or sulfone at the 5-position of the benzotriazole benzo ring, the resulting benzotriazole exhibits improved absorption in the near visible range (above 350 nm). These substituted sulfone products were shown to be useful in automotive coating applications. Additionally, this group that removes electrons dramatically increases the photostability of these benzotriazole UV absorbers in automotive coatings. Quite surprisingly, these redshifted benzotriazoles and particularly asymmetric substitutes are surprisingly soluble in adhesives making them especially well suited for the present applications. It is known in the art that the use of a hindered amine light stabilizer with a UV absorber such as benzotriazole with comitator, provides excellent stabilization in many polymer compositions as summarized by G. Berner and M. Rembold, "New Light Stabilizers for High Solids Coatings "(New light stabilizers for high solids coatings), Organic Coatings and Science and Technology, Vol. 6, Dekkar, New York, p. 55-85. The benzotriazole UV absorbers represent a special class of commercial UV absorbers as described above. Only a few references are made to substitution in the benzo ring by an aryl or alkyl sulfoxide or sulfonyl moiety. The patent of the U.S.A. No. 3,218,332 describes benzotriazoles substituted at the 5-position of the benzo ring by a lower alkyl sulfonyl moiety. However, this patent deals with placing reactable groups, ie alkenyl groups in the 3-position on the phenyl ring, and is of little relevance to the present application. The patents of the U.S.A. Nos. 5,268,450 and 5,319,091 describe polymer composition and a process for the production of substituted arylthio and arylsulfonyl benzotriazoles which are covalently bound to polymers, such as poly (phenylene sulfide), RYTON®, Phillips Petroleum. the U.S. patent No. 5,280,124 discloses benzotriazoles with only alkyl or arylsulfinyl or sulfonyl portions higher in the 5-position of the benzo ring which are useful to protect automotive thermoset coatings. Japanese Patent No. 92-352228 discloses the use of 5-ethylsulphonylbenzotriazoles with the 3-position of the phenyl ring unsubstituted or substituted by methyl for the UV protection of dust-proof polyvinyl chloride resin films. These compounds when studied in the present adhesive compositions are found to be quite insoluble and totally useless for the present adhesive compositions. By contrast, when a tertiary alkyl group is inserted in the 3-position of the phenyl ring, the solubility of the benzotriazole thus substituted in the adhesive composition is surprisingly improved. The present substituted compounds in the 5-position exhibit improved enhanced absorption characteristics, particularly in the UV region of long wavelength (over 350 nm), when compared to prior art compounds. Additionally, the present compounds have surprisingly and unexpectedly high solubility in adhesives making them especially well suited for use in adhesive formulations. Bisbenzotriazoles such as 2,2 '-methylenebis [4-octyl-6- (2H-benzotriazolyl-2-yl) phenol], TINUVIN® 360 (Ciba) are described in US Pat. No. 5,299,521. While useful, these compounds do not have a redshift. German Patent 1,670,951 describes generically both symmetrical and asymmetric alkylene-bisbenzotriazoles, but specifically only some symmetrical bisbenzotriazoles which are outside the scope of the present claims. None of the compounds described in German Patent 1,670,951 are substituted by a perfluoroalkyl portion such as CF 3. The patent of the U.S.A. No. 4,812,498 discloses symmetrical bisbenzotriazoles as stabilizers for polycarbonate resins. The bisbenzotriazoles are symmetrical in structure, do not contain perfluoroalkyl portions and are clearly outside the scope of the present compounds. EP 924,203 Al discloses bisbenzotriazole compounds, each containing a polymerizable portion and elaborated polymers thereof. None of these bisbenzotriazoles of the prior art has a redshift or contains a perfluoroalkyl group. The present compounds clearly differ from these previous bisbenzotriazoles. The effect of UV light on laminated items that are exposed to the sun or other sources of UV light is of great consideration to the manufacturers of these items. Over time, a constant or repeated exposure to UV light may result in fading of dye and / or pigment for dyes and / or pigments used in these articles and in the degradation or decomposition of adhesives, polymers or other materials used in construction. of the articles. The aforementioned fading and degradation shortens the useful life of the articles in question, making the protection of the exposure against UV light, an aspect of great importance for the manufacturers of these articles. Molecules known as UV absorbers are generally known in the art. However, due to the differences discussed above between the various classes of UV absorbents, it is the benzotriazoles and articles containing them that will be discussed here. Due to the incompatibility and low solubility of certain benzotriazoles, there is a need for select benzotriazoles which are highly soluble and which provide aggregate protection in the 350 to 400 nm region of the ultraviolet. T. Nagashima et al., J. Non-Cryst. Solids, 178 (1994), 182, recently report ultraviolet light protection glass (UV) which is UV absorbent over the range of long wavelengths (320-400 nm), to avoid burning effects of the sun, has become an important aspect due to the possible risk of skin cancer due to exhaustion of the In addition, articles incorporating the selected benzotriazoles of the present invention are useful for protecting interior structures, textiles and fabrics from UV-induced photodegradation such as automotive applications. International application WO 97/32225 describes the use of PEN films having polarizing and reflective elements for use as optical films US Patent No. 5,770,114 describes stabilized compositions containing soluble benzotriazoles, which are used in electrochromic devices, however, these benzotriazoles lack absorption with redshift in the region 350 to 400 nm. Articles that will benefit from the incorporation of benzotriaz Present, highly soluble, photostable and redshift oxides include but are not limited to: (a) Retro-reflective sheets and signs and adaptable marking sheets with formats as seen in WO 97/42261; and the US 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 US patents. Nos. 3,290,203; 3,681,179; 3,776,805 and 4,095,013 that are incorporated herein by reference; (c) Corrosion-resistant silver mirrors and solar reflectors as set forth in U.S. Pat. No. 4,645,714, which is incorporated herein by reference; (d) Reflective printing labels as seen in U.S. Pat. No. 5,564,843 which is incorporated herein by reference; (e) Glasses and coating of UV absorbing glass as seen in U.S. Patents. Nos. 5,372,889; 5,426,204; 5,683,804 and 5,618,626 which are incorporated herein by reference; (f) Electrochromic devices as seen in European Patent 752,612 Al; and in U.S. Patents. Nos. 5,239,406; 5,523,877 and 5,770,114 which are incorporated herein by reference; (g) Films / glaze coatings as seen in WO 92/01557; Japanese Patent Nos. 75-33286; 93-143668; 95-3217 and 96-143831; and the US patent. No. 5,643,676 which are hereby incorporated by reference; (h) Windshields and intermediate layers as seen in Japanese Patent Nos. 80-40018; 90-192118; 90-335037; 90-335038; 92-110128 and 94-127591; and in the US patent. No. 5,618,863 which are hereby incorporated by reference; and (i) Optical films as seen in WO 97/32225; and U.S. Patents. Nos. 4,871,784 and 5,217,794 that are incorporated herein by reference. DETAILED DESCRIPTION An object of the present invention is a stabilized adhesive composition, suitable for use as an adhesive layer in a laminated article or multilayer construction, comprising. (a) an adhesive; and (bl) a photostable benzotriazole with highly soluble redshift of formula I, II or III (b2) a highly soluble and photostable benzotriazole which is 2- (2-hydroxy-3-a-cumyl-5-tert-octylphenyl) -2H-benzotriazole or 2- (2-hydroxy-3-a-cumyl-5- tert-butylphenyl) -2H-benzotriazole; or a combination of the compounds of (bl) and (b2); wherein: Ci and G2 'are independently hydrogen or halogen, G2 and C2' are independently halogen, nitro, cyano, perfluoroalkyl of 1 to 12 carbon atoms, -C00G3, -P (0) (C6H5) 2, -CO-G3, -CO-NH-G3, -CO-N (G3) 2, -N (G3) -CO-G3, E3SO- or E3S02-; or G2 'is also hydrogen, G3 is hydrogen, straight or branched chain alkyl with 1 to 24 carbon atoms, straight or branched chain alkenyl with 2 to 18 carbon atoms, cycloalkyl of 5 to 12 carbon atoms, phenylalkyl 7 to 15 carbon atoms, phenyl, or the phenyl or phenylalkyl substituted on the phenyl ring by 1 to 4 alkyls with 1 to 4 carbon atoms, G6 is perfluoroalkyl with 1 to 12 carbon atoms, G7 is hydrogen or perfluoroalkyl with 1 to 12 carbon atoms, Ei is hydrogen, straight or branched chain alkyl with 1 to 24 carbon atoms, straight or branched chain alkenyl with 2 to 24 carbon atoms, cycloalkyl of 5 to 12 carbon atoms, phenylalkyl of 7 to 15 carbon atoms, phenyl, or phenyl or phenylalkyl substituted on the phenyl ring by 1 to 4 alkyls with 1 to 4 carbon atoms, or Ex is alkyl with 1 to 24 carbon atoms substituted by one or two hydroxy groups, E2 and E2 'independently are a straight or branched alkyl chain with 1 to 24 carbon atoms, straight or branched alkenyl chain with 2 to 18 carbon atoms, cycloalkyl of 5 to 12 carbon atoms, phenylalkyl of 7 to 15 carbon atoms, phenyl, or phenyl or phenylalkyl substituted on the phenyl ring by 1 to 3 alkyls with 1 to 4 carbon atoms, or E2 and E2 'independently of the alkyl having 1 to 24 carbon atoms or alkenyl having 2 to 18 carbon atoms substituted by one or more -OH, -0C0En, -OE4, -NCO, -NH2, -NHCO In, -NHE4 or -N (E4) 2, their mixtures, wherein E4 straight or branched chain alkyl with 1 to 24 carbon atoms, or alkyl or alkenyl interrupted by one Or more groups -0-, -NH- or -NE4- or their mixtures and which may be substituted or unsubstituted by one or more groups -OH, -0E4 or -NH2 or their mixture; n is 1 or 2, When n is 1, E5 is OE6 or NE7E8, or E5 is -PO (OE12) 2, -OSi (E11) 3 or -OCO-En, or alkyl with 1 to 24 carbon atoms, straight or branched chain interrupted by -O-, -S- or - In and which may be substituted or unsubstituted by -OH or -0C0-E1; L, cycloalkyl with 5 to 12 carbon atoms, which is unsubstituted or substituted by -OH, straight or branched chain 2 to 18 carbon alkenyl which is unsubstituted or substituted by -OH, aralkyl with 7 to 15 carbon atoms, -CH2-CHOH-E13 or glycidyl, E6 is hydrogen, alkyl with 1 to 24 carbon atoms, straight or branched chain, which is unsubstituted or substituted by one or more OH, 0E4 or NH2, or -OE6 is - (OCH2CH2) wOH or - (OCH2CH2) wOE21 where w is 1 to 12 and E21 is alkyl with 1 to 12 carbon atoms, E7 and E8 are independently hydrogen, alkyl with 1 to 18 carbon atoms, alkyl with 3 to 18 carbon atoms straight or branched chain interrupted by -0-, -S- or -NEU-, cycloalkyl with 5 to 12 carbon atoms, aryl with 6 to 14 carbon atoms, or hydroxyalkyl with 1 to 3 carbon atoms, or E7 and E8 together with the N atom are a pyrrolidine ring, piperidine, piperazine or morpholine, E5 is -X- (Z) pY-E15 wherein X is -O- or -N (E16) -, Y is -O- or -N (E17) -, Z is alkylene with 2 at 12 carbon atoms, alkylene with 4 to 12 carbon atoms, interrupted by one to three nitrogen atoms, oxygen atoms or their mixture, or is alkylene with 3 to 12 carbon atoms, butenylene, butynylene, cyclohexylene or phenylene, each substituted by a hydroxyl group, m is zero, 1 or 2, p is 1, op is also zero when X and Y are -N (E16) - and -N (E17) -, respectively, E15 is a group - CO-C (E18) = C (H) E19 o, when Y is -N (E17) -, forms together with E17 a group -C0-CH = CH-C0-, where E18 is hydrogen or methyl, and E19 is hydrogen, methyl or -CO-X-E20, where E20 is hydrogen with 1 to 12 carbon atoms or a group of the formula wherein the Elr symbols G2, X, Z, and p have the meanings defined above and E16 and E17 independently of each other, is hydrogen with 1 to 12 carbon atoms, alkyl with 3 to 12 carbon atoms interrupted by 1 to 3 oxygen atoms, or is cyclohexyl or aralkyl with 7 to 15 carbon atoms, and E16 together with E17 in the case where Z is ethylene, also forms ethylene, when n is 2, E5 is one of the divalent radicals -0-E9-0- or -N (E1X) -E10-N (EX1) -, E9 is alkylene with 2 to 8 carbon atoms, alkenylene with 4 to 8 carbon atoms , C 4 -C 4 alkynylene, cyclohexylene, C 4 -C 10 straight-chain or branched-chain alkylene interrupted by -O- or by -CH 2 -CHOH-CH 2-0-E 14-0-CH 2 -CHOH-CH 2 -, E10 is at straight or branched chain 2 to 12 carbon atoms which may be interrupted by -0-, cyclohexylene, or or E10 and EX1 with the two nitrogen atoms form a piperazine ring, E14 is straight or branched chain 2 to 8 carbon atoms, straight or branched chain 4- to 10-carbon alkylene interrupted by -O-, cycloalkylene, arylene or wherein E7 and E8 independently are hydrogen, alkyl having 1 to 12 carbon atoms, or E7 and E8 taken together are alkylene with 4 to 6 carbon atoms, 3-oxapentametlene, 3-iminopentametyl or 3-methyliminopentamethylene, The? is hydrogen, branched or branched chain alkyl, cycloalkyl with 5 to 12 carbon atoms, straight or branched chain 2 to 18 carbon alkenyl, aryl with 6 to 14 carbon atoms or aralkyl with 7 to 15 carbon atoms, E12 is alkyl with 1 to 18 carbon atoms branched or branched, straight chain or branched chain alkenyl with 3 to 18 carbon atoms, cycloalkyl with 5 to 10 carbon atoms, aryl with 6 to 16 carbon atoms. carbon or aralkyl atoms with 7 to 15 carbon atoms, E13 is H, branched or branched chain alkyl with 1 to 18 carbon atoms, which is substituted by -PO (OE12) 2, phenyl which is unsubstituted or substituted by OH , aralkyl with 7 to 15 carbon atoms or -CH2OE12, E3 is alkyl with 1 to 20 carbon atoms, hydroxyalkyl with 2 to 20 carbon atoms, alkyl substituted by alkoxycarbonyl with 2 to 9 carbon atoms, alkenyl with 3 to 18 carbon atoms, cycloalkyl with 5 to 12 carbon atoms, phen ilalkyl with 7 to 15 carbon atoms, aryl with 6 to 10 carbon atoms or the aryl substituted by one or two alkyls with 1 to 4 carbon atoms or 1,1,2,2-tetrahydroperfluoroalkyl wherein the perfluoroalkyl portion is 6 to 16 carbon atoms, and L is alkylene with 1 to 12 carbon atoms, alkylidene with 2 to 12 carbon atoms, benzylidene, p-xylylene, a, a, a ', a'-tetramethyl-m-xylylene or cycloalkylidene. alkyl with 1 to 18 carbon atoms, can be linear or branched. Examples are methyl, ethyl, propyl, isopropyl, butyl, 2-butyl, isobutyl, t-butyl, pentyl, 2-pentyl, hexyl, heptyl, octyl, 2-ethylhexyl, t-octyl, honyl, decyl, undecyl, dodecyl, Examples of alkoxy are methoxy, ethoxy, propoxy, isopropoxy, butoxy, isobutoxy, pentoxy, isopentoxy, hexoxy, heptoxy or octoxy. Alkenyl having 2 to 18 carbon atoms is, for example, ethenyl, propenyl or butenyl, dodecenyl or octoxenyl. Cycloalkyl having 5 to 12 carbon atoms is for example cyclopentyl, cyclohexyl and cyclooctyl. Phenylalkyl is for example benzyl. Preferably, the benzotriazole (bl) of formula I, II or III and benzotriazoles (b2) exhibit improved durability and low loss. of absorbance when exposed to actinic radiation as certified by a loss of absorbance of less than 0.5 absorbance unit after exposure for 893 hours or less than 0.8 absorbance unit after exposure by 1338 in a Xenon arc weathermeter. Preferred is a composition wherein the benzotriazole compound of the formula I is: wherein Gx is hydrogen G2 is cyano, chloro, fluoro, CF3-, -CO-G3, E3SO- 0 E3S02-, G3 is straight or branched chain alkyl with 1 to 24 carbon atoms, straight or branched chain alkenyl with 2 to 18 carbon atoms, cycloalkyl with 5 to 12 carbon atoms, phenylalkyl with 7 to 15 carbon atoms, phenyl or phenyl or substituted phenylalkyl in the ring phenyl by 1 or 4 alkyls with 1 to 4 carbon atoms. Ex is phenylalkyl with 7 to 15 carbon atoms, phenyl or phenyl or phenylalkyl substituted on the phenyl ring by 1 or 4 alkyls with 1 to 4 carbon atoms, E2 is a straight or branched chain alkyl chain with 1 to 24 carbon atoms, straight or branched chain alkenyl with 2 to 18 carbon atoms, cycloalkyl with 5 to 12 carbon atoms, phenylalkyl with 7 to 15 carbon atoms, phenyl, phenyl or phenylalkyl substituted on the phenyl ring by 1 or 3 alkyls with 1 to 4 carbon atoms; or E2 is alkyl with 1 to 24 carbon atoms or the alkenyl with 2 to 18 carbon atoms, substituted by one or more -OH groups, -OCOEn, -OE4, -NCO, -NH2 -NHC0En, -NHE4 or -N (E4) 2, or mixtures thereof, wherein E4 is straight or branched chain alkyl with 1 to 24 carbon atoms, or the alkyl or alkenyl interrupted by one or more -O-, -NH groups - or -NE4- or their mixtures and which may be unsubstituted or substituted by one or more groups -OH, -0E4 or -NH2 or their mixtures; E3 is alkyl with 1 to 20 carbon atoms, hydroxyalkyl with 2 to 20 carbon atoms, alkenyl with 3 to 18 carbon atoms, cycloalkyl with 5 to 12 carbon atoms, phenylalkyl with 7 to 15 carbon atoms, aryl with 6 to 10 carbon atoms or the aryl substituted by one or two alkyls with 1 to 4 carbon atoms or 1, 1, 2, 2-tetrahydroperfluoroalkyl wherein the perfluoroalkyl portion is from 6 to 16 carbon atoms; or is a compound of the formula I wherein, Gx is hydrogen, G2 is chloro, fluoro or CF3-, E3S0- or E3S02-, Ex is hydrogen or straight or branched chain alkyl with 1 to 24 carbon atoms, E2 is as defined above, and E3 is straight or branched chain alkyl with 1 to 7 carbon atoms. Also preferred is a composition wherein the benzotriazole compound is a compound of the formula IIA where G? is hydrogen, G2 CF3- or fluorine, Ex is hydrogen or straight or branched chain alkyl with 1 to 24 carbon atoms or phenylalkyl of 7 to 15 carbon atoms, E5 is -0E6 or -NE7E8, or E5 -X- ( Z) pY-E15 wherein X is -O- or -N (E16) -, Y is -O- or -N (E17) -, Z is alkylene with 2 to 12 carbon atoms, alkylene with 4 to 12 atoms of carbon interrupted by one to three nitrogen atoms, oxygen atoms or their mixture, or is alkylene with 3 to 12 carbon atoms, butenylene, butinylene, cyclohexylene or phenylene, each substituted by a hydroxyl group. m is 0, 1, 2 or 3, p is 1, op is also zero when X and Y are -N (E16) - and -N (E17) -, respectively, E15 is a group -CO-C (E18) = C (H) E19 or, when Y is -N (E17) -, forms together with E17 a group -C0-CH = CH-C0-, where E18 is hydrogen or methyl, and E19 is hydrogen, methyl or - CO-X-E20, wherein E20 is hydrogen, alkyl having 1 to 12 carbon atoms or a group of the formula.

A further preferred composition wherein the benzotriazole is a compound of the formula IIIA wherein G6 is CF3 G7 is hydrogen or CF3 Ex and E2 'are independently straight or branched chain alkyl with 1 to 24 carbon atoms, straight or branched chain alkenyl with 2 to 18 carbon atoms, cycloalkyl with 5 to 12 atoms carbon, phenylalkyl with 7 to 15 carbon atoms, phenyl, or the phenyl or phenylalkyl substituted on the phenyl ring by 1 or 3 alkyls with 1 to 4 carbon atoms; and L is alkylene with 1 to 12 carbon atoms, alkylidene with 2 to 12 carbon atoms, benzylidene, p-xylylene, a, a, a ', a'-tetramethyl-m-xylylene or cycloalkylidene. A composition is preferred wherein the benzotriazole is a compound of the formula I. wherein Gx is hydrogen, G2 is CF3-, Ex is phenylalkyl with 7 to 15 carbon atoms, phenyl, or the phenyl or phenylalkyl substituted on the phenyl ring by 1 or 4 alkyls with 1 to 4 carbon atoms, E2 is straight or branched chain alkyl with 1 to 24 carbon atoms, straight or branched chain alkenyl with 2 to 18 carbon atoms, cycloalkyl with 5 to 12 carbon atoms, phenylalkyl with 7 to 15 carbon atoms, phenyl or phenyl or the phenylalkyl substituted on the phenyl ring by 1 to 3 alkyls with 1 to 4 carbon atoms; or E2 is the alkyl with 1 to 24 carbon atoms, or the alkenyl with 2 to 18 carbon atoms substituted by one or more -OH, -OCOEn, -NH or -NHCOEll7 or their mixtures, or the alkyl or the alkenyl interrupted by one or more -O- and which may be unsubstituted or substituted by one or more -OH; or is a compound of formula I wherein Gi is hydrogen, G2 is CF3-, Ex is hydrogen, straight or branched chain alkyl with 1 to 24 carbon atoms, or phenylalkyl with 7 to 15 carbon atoms, and E2 is as defined above. Also particularly preferred is a composition wherein benzotriazole is a compound of formula IIA. wherein Gx is hydrogen, G2 is CF3-, Ex is hydrogen, straight or branched chain alkyl with 1 to 24 carbon atoms, or phenylalkyl with 7 to 15 carbon atoms, E5 is -0E6 or -NE7E8 where E6 is hydrogen, straight or branched chain 1 to 24 carbon atoms that is unsubstituted or substituted by one or more OH groups, or -OE6 is - (0CH2CH2) wOH or - (OCH2CH2) wOE21 wherein w is 1 to 12 and E21 is alkyl with 1 to 12 carbon atoms, and E7 and E8 independently are hydrogen, alkyl having 1 to 18 carbon atoms, straight or branched chain alkyl with 3 to 18 carbon atoms which is interrupted by -O-, -S- or -NEU-, cycloalkyl with 5 to 12 carbon atoms, aryl with 6 to 14 carbon atoms or hydroxyalkyl with 1 to 3 carbon atoms, or E7 and E8 together with the N atom are a pyrrolidine ring, piperidine , piperazine or morpholino, A composition in which the benzotriazole is a compound of the formula IIIA is particularly preferred. wherein G6 is CF3, G7 is hydrogen, CF3, E1, and E2 'independently are a straight or branched chain alkyl with 1 to 24 carbon atoms, straight or branched chain alkyl with 2 to 18 carbon atoms, cycloalkyl with 5 to 12 carbon atoms, phenylalkyl with 7 to 15 carbon atoms, phenyl or phenyl or phenylalkyl substituted on the phenyl ring by 1 or 3 alkyls with 1 to 4 carbon atoms; and L is methylene is especially preferred a composition wherein the benzotriazole is (a) 5-trif luoromethyl-2- (2-hydroxy-3-a-cumyl-5-tert-octylf-enyl) -2H-benzotriazole; (b) 5-tri f luorome tyl-2 - (2-hydroxy-5-t er-octylfyl) -2H-benzotriazole; (c) 5- trifluoromethyl-2- (2-hydroxy-3,5-di-tert-octylfyl) -2H-benzotriazole; (d) 2,2 '-methyl-bis [6- (5-trifluoromethyl 2H-benzotriazol-2-yl) -4-tert-octylfolol]; (e) methylene-2- [4-tert-octyl-6- (2H-benzotriazol-2-yl) phenol] 2 '- [4-tert-octyl-6- (5-trifluoromethyl-2H-benzotriazole -2-yl) phenol]; (f) 3- (5-trifluoromethyl-2H-benzotriazol-2-yl) -5-tert-butyl-4-hydroxyhydrocinnamic acid; (g) methyl 3- (5-trif luoromethyl-2H-benzotriazol-2-yl) ~ 5-tert-butyl-4-hydroxyhydrocinnamate; (h) isooctyl 3- (5-trif luoromethyl-2H-benzotriazol-2-yl) -5-tert -butyl-4-hydroxyhydrocinnamate; (i) 5-trifluoromethyl-2- [2-hydroxy-5- (3-hydroxypropyl) phenyl] -2H-benzotriazole; (j) 5-Butylsulfonyl-2- (2-hydroxy-3-a-cumyl-5-tert-octylphenyl) -2H-benzotriazole; (k) 5-octylsulfonyl-2- (2-hydroxy-3, 5-di-a-cumylphenyl) -2H-benzotriazole; (1) 5-dodecylsulfonyl-2- (2-hydroxy-3,5-di-tert-butylphenyl) -2H-benzotriazole; (m) 5-octylsulfonyl-2- (2-hydroxy-3,5-ditert-octylphenyl) -2H-benzotriazole; (n) 5-trifluoromethyl-2- (2-hydroxy-3-a-cumyl-5-tert-butylphenyl) -2H-benzotriazole; (o) 5-trifluoromethyl-2- (2-hydroxy-3-a-cumyl-5-nonylphenyl) -2H-benzotriazole; (p) 5-trifluoromethyl-2- [2-hydroxy-3-a-cumyl-5- (2-hydroxyethyl) phenyl] -2H-benzotriazole; (q) 5-trifluoromethyl-2- [2-hydroxy-3-a-cumyl-5- (3-hydroxypropyl) phenyl] -2H-benzotriazole; (r) 5-trifluoromethyl-2 - (2-hydroxy-3,5-di-tert-amylphenyl) -2H-benzotriazole; (s) 5-trifluoromethyl-2 - (2-hydroxy-3,5-di-tert-butylphenyl) -2H-benzotriazole; (t) 5-trifluoromethyl-2- (2-hydroxy-3-dodecyl-5-methylphenyl) -2H-benzotriazole; (u) 5-trifluoromethyl-2- [2-hydroxy-3-tert-butyl-5- (3-hydroxypropyl) phenyl) -2H-benzotriazole; (v) 5-trifluoromethyl-2- [2-hydroxy-3-tert-butyl-5- (2-hydroxyethyl) phenyl] -2H-benzotriazole; (w) 5-trifluoromethyl-2- [2-hydroxy-5- (2-hydroxyethyl) phenyl] -2H-benzotriazole; (x) 5-trifluoromethyl-2 - (2-hydroxy-3,5-di-a-cumylphenyl) -2H-benzotriazole; (y) 5-fluoro-2- (2-hydroxy-3,5-di-a-cumylphenyl) -2H-benzotriazole; (z) 5-butylsulfonyl-2- (2-hydroxy-3,5-di-a-cumylphenyl) -2H-benzotriazole; (aa) 5-butylsulfonyl-2- (2-hydroxy-3,5-di-tert-butylphenyl) -2H-benzotriazole; (bb) 5-Butylsulfonyl-2- (2-hydroxy-3,5-ditert-octylphenyl) -2H-benzotriazole; (ce) 5-phenylsulfonyl-2- (2-hydroxy-3,5-di-tert-butylphenyl) -2H-benzotriazole; or (dd) 5-chloro-2- (2-hydroxy-3,5-di-a-cumylphenyl) -2H-benzotriazole. Particularly preferred is the composition wherein the benzotriazole is (a) 5-trifluoromethyl-2- (2-hydroxy-3-a-cumyl-5-tert-octylphenyl) -2H-benzotriazole; (b) 5-tri? uororne t i lo-2 - (2-hydroxy-5-er-octylphenyl) -2H-benzotriazole; (c) 5-trifluoromethyl-2- (2-hydroxy-3,5-di-tert-octylphenyl) -2H-benzotriazole; (g) methyl 3- (5-trifluoromethyl-2H-benzotriazol-2-yl) -5-tert-butyl-4-hydroxyhydrocinnamate; (j) 5-Butylsulfonyl-2- (2-hydroxy-3-a-cumyl-5-tert-octylphenyl) -2H-benzotriazole; (n) 5-trifluoromethyl-2- (2-hydroxy-3-a-cumyl-5-tert-butylphenyl) -2H-benzotriazole; (s) 5-trifluoromethyl-2- (2-hydroxy-3,5-di-tert-butylphenyl) -2H-benzotriazole, - (x) 5-trifluoromethyl-2- (2-hydroxy-3,5-dihydroxy) α-cumylphenyl) -2H-benzotriazole; (aa) 5-Butylsulfonyl-2- (2-hydroxy-3,5-di-tert-butylphenyl) -2H-benzotriazole; or (ce) 5-phenylsulfonyl-2- (2-hydroxy-3,5-di-tert-butylphenyl) -2H-benzotriazole. Preferably, the amount of benzotriazole of component (bl) or (b2) is from 0.1 to 20%, more preferably from 1 to 10% and in particular from 2 to 5% by weight based on the adhesive composition. Preferably, the relative amount of (bl) to (b2) by weight is from 75:25 to 25:75, in particular 50:50. Preferably, the adhesive of component (a) is selected from the group consisting of pressure-sensitive adhesives, rubber-based adhesives, solvent-based or emulsion-based adhesives, hot melt adhesives and adhesives based on natural products. Suitable resins are selected from the group consisting of polyurethanes, polyacrylics, epoxides, phenolics, polyimides, poly (vinyl butyral), polycyanoacrylates, polyacrylates, ethylene / acrylic acid copolymers and their salts (ionomers), silicone polymers, poly (ethylene / vinyl acetate), attic polypropylene, styrene-diene copolymers, polyamides, hydroxyl-terminated polybutadiene, polychloroprene, thermophores, urea-formaldehyde polymers, poly (vinyl acetate), carboxylated styrene / butadiene copolymers and polyvinyl alcohol. Preferably, the adhesive composition is present in a layered or multilayer construction. Preferably, the laminar or multi-layered construction is chosen from the group consisting of: (a) retro-reflective sheets and conformable signs and marking sheets; (b) films for solar control of various constructions; (c) corrosion resistant mirrors and solar reflectors; (d) reflective printing labels; (e) glass coatings and UV absorbing glasses; (f) electrochromic devices; (g) films / glazes; (h) windshields and intermediate layers; and (i) optical films. More preferably, the laminated or multilayer construction is chosen from the group consisting of: (a) retro-reflective sheets and conformable signs and marking sheets; (b) films for solar control of various constructions; (e) UV absorbing glasses and glass coatings; (g) films / glazes; and (h) windshields and intermediate layers. More preferably, the laminated or multilayer construction is chosen from the group consisting of: (b) solar control films of various constructions; and (h) windshields and intermediate layers. Preference is given to a composition wherein the adhesive of component (a) is a resin selected from the group consisting of (i) polyurethanes; (ii) polyacrylics; (iii) epoxides; (iv) phenolics; (v) polyimides; (vi) poly (vinyl butyral); (vii) policianoacrylates; (viii) polyacrylates; (ix) ethylene / acrylic acid copolymers and their salts (ionomers); (x) silicone polymers; (xi) poly (ethylene / vinyl acetate); (xii) attic polypropylene; (xiii) styrene-diene copolymers; (xiv) polyamides; (xv) hydroxyl-terminated polybutadiene; (xvi) polychloroprene; (xvii) poly (vinyl acetate); (xviii) carboxylated styrene / butadiene copolymers, - (xix) poly (vinyl alcohol); and (xx) polyesters. More preferably the adhesive is a resin selected from the group consisting of polyurethanes, polyacrylics, epoxy resins, phenolics, polyimides, poly (vinyl butyral), poly (vinyl alcohol), ethylene / vinyl acetate copolymers, polyolefins, natural rubber, rubber of styrene / butadiene, polyacrylates, thermosets, vinyl polymers, urea-formaldehyde polymers, styrene polymers and polycyanoacrylates. Another preferred embodiment is where 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, rubber of styrene / butadiene, phenolics, urea-formaldehyde polymers, epoxy reams, vinyl polymers, polyurethanes and styrene block copolymers. Particularly preferred is a composition wherein 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, polymers of vinyl polymers, polyurethanes and styrene block copolymers. Particularly preferred is a composition wherein the adhesive of component (a) is a polyacrylate. The present adhesive stabilized by a benzotriazole can also optionally contain from 0.01 to 10% by weight; preferably .025 to 5% by weight and in particular from .1 to 3% by weight of additional co-additives such as antioxidants, other UV absorbers, hindered amines, phosphites or phosphonites, hydroxylamines, nitrones, benzofuran-2-ones, uncles inertis, polyamide stabilizers, metal stearates, nucleating agents, fillers or fillers, reinforcing agents, lubricants, emulsifiers, dyes, pigments, optical brighteners, pyro-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 the articles formed therefrom. For example, the stabilizer can be mixed with the polymer in dry powder form, or a suspension or emulsion of the stabilizer can be mixed with a solution, suspension or emulsion of the polymer. Examples of co-additives will be given below. 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-ter- 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-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- (6-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. Alkulidene-bisphenols, for example, -methylene-bis- (6-tert-butyl-4-methylphenol) -methylene-bis- (6-tert-butyl-4-ethylphenol) -methylene-bis- [4-methyl-6] - (α-methylcyclohexyl) -phenol] -methylene-bis- (4-methyl-6-cyclohexylphenol) -methylene-bis- (6-nonyl-4-methylphenol) -methylene-bis- [6- (a-methylbenzyl) ) -4 -nonylphenol] 2,2'-methylene-bis- [6- (a, a-dimethylbenzyl) -4-nonylfolol] 2,2 '-methylene-bis- (4,6-di-tert-but-yl-enol) 2,2'-ethylidene-bis- (4,6-di-tert-but-yl-enol) 2,2'-ethylidene -bis- (6-tert-butyl-4-isobutyl phenol) 4,4'-methylene-bis- (2,6-di-tert-butyl-1-enol) 4,4'-methylene-bis- (6-ester) -butyl-2-methyl tilol) 1, 1-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-methyl-phenyl) -butane-1,1-bis- (5-tert-butyl-4-hydroxy-2-methylphenyl) - 3 - n-dodecylcaptobu-anethylene glycol bis- [3, 3-bis- (3'-tert-butyl-4'-hydroxyphenyl) -butyrate] di- (3-tert-butyl-4-hydroxy-5-methylphenyl) -dicyclopentadiene di- [2- (3'-tert-butyl-2'-hydroxy-5'-methyl-benzyl) -6-tert-butyl-4-methyl-f-enyl] terephthalate. 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-ter) sulfide -butyl-4-hydroxybenzyl) 3,5-di-tert-butyl-4-hydroxybenzyl-mercaptoacetic acid isooctyl ester bis- (4-tert-butyl-3-hydroxy-2,6 -dimet i I ene i 1) di thiol terephthalate 1, 3, 5-tris- (3, 5-di-tert-butyl-4-hydroxybenzyl) isocyanurate 1,3,5-tris- (4-tert-butyl-3-hydroxy) -2 , 6-dimethyl-4-benzyl) isocyanurate Dioctadecyl ester of 3,5-di-tert-butyl-4-hydroxybenzyl-phosphoric acid Calcium salt of 3,5-di-tert-butyl-4-hydroxybenzyl-phosphoric acid monoethyl ester 1.6. Acilaminofenols, for example. Anuide of 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 b- (3,5-di-tert-butyl-4-hydroxyphenyl) -propionic acid with monohydric or polyhydric alcohols, for example, methanol diethylene glycol octadecanol triethylene glycol 1,6-hexanediol pentaerythritol neopentyl glycol tris-hydroxyethyl isocyanurate thiodiethylene glycol diamide of di-hydroxyethyl oxalic acid triethanolamine triisopropanolamine 1.8. Esters of b- (5-tert-butyl-4-hydroxy-3-methylphenyl) -propionic acid with monohydric or polyhydric alcohols, for example. methanol diethylene glycol octadecanol triethylene glycol 1,6-hexanediol pentaerythritol neopentyl glycol tris-hydroxyethyl isocyanurate thiodiethylene glycol diamide di-hydroxyethyl oxalic acid triethanolamine triisopropanolamine 1.9. Amides of b- (3, 5-di-tert-butyl-4-hydroxy-enyl) -propionic acid, for example, N, N '-di- (3,5-di-tert-butyl-4-hydroxy-enyl-propionyl) -hexanotilenediamine N, N '-di- (3, 5-di-tert-butyl-4-hydroxy-phenylpropionyl) -trimethylenediamine N, N' -di- (3,5-di-tert-butyl-4-hydroxy-enyl-propionyl) -hydrazine 1.10 Diarilamines, for example, diphenylamine, N-phenyl-1-naphthylamine, N- (4-tert-octylf-enyl) -1-naphthylamine, 4,4'-di-tert-octyl-diphenylamine, product of reaction of fN-phenylbenzylamine and 2, 4, 4-trimethylpentene, reaction product of diphenylamine and 2,4,4-trimethylpentene, reaction product of N-phenyl-1-naphthylamine and 2,4,4-trimethylpentene. 2. UV absorbers and light stabilizers 2.1. 2- (2'-Hydroxyphenyl) -benzotriazoles, for example, the derivatives 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'-tert-butyl-5 '- (2- (omega-hydroxyocta- (ethyleneoxy) carbonyl-ethyl) -, 3'-dodecyl-5'-methyl-, and 3'-tert-butyl-5 '- (2-octyloxycarbonyl) ethyl-, and dodecylated -5-methyl-2,2-2-Hydroxy-benzophenones, for example, the derivatives 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, 4-tert-butylphenyl salicylate, octylphenyl salicylate, dibenzoylresorcinol, bis- ( 4-tert-butylbenzoyl) -resorcinol, benzoylresorcinol, 3,5-di-tert-butyl-4-hydroxybenzoic acid, 2,4-di-tert-butylphenyl and hexadecyl ester of 3,5-di-tert-butyl-4-hydroxybenzoic acid. 2.4. Acrylates, for example, ethyl ester or isooctyl ester of a-cyano-b, b-diphenylacrylic acid, methyl ester of a-carbomethoxy cinnamic acid, methyl ester or butyl ester of a-cyano-b-methyl-p-methoxy acid -cinnamic, methyl ester of a-carbomethoxy-p-methoxy-cinnamic acid, N- (b-carbomethoxy-b-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: 2 complex, 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-butylbenzylphosphonic acid, such as methyl, ethyl or butyl ester, ketoximes nickel complexes such as 2-hydroxy-4-methyl-phenyl undecyl ketoxime, nickel complexes of 1-phenyl-4-lauroyl-5-hydroxy-pyrazole, optionally with additional ligands. 2.6. Spherically 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 -pentanmethylpiperidyl) n-butyl-3,5-di-tert.-butyl-4-hydroxybenzyl malonic acid ester, 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, tetrakis- (2,2,6,6-tetramethyl-4-piperidyl) 1, 2, 3, 4-butantetracarboxylate, 1,1 '(1,2-ethanediyl) -bis- (3, 3 , 5, 5-tetramethylpiperazinone), bis (1-octyloxy-2, 2,6,6,6-tetramethylpiperidine-4-yl) sebacate. 2.7. Diamides of oxalic acid, for example, 4,4'-di-octyloxy-oxanilide, 2,2'-di-octyloxy-5, 5'-di-tert-butyl-oxanyl ida, 2,2'-di -dodecyloxy-5, 5'-di-tert-butyl-oxanyl-ida, 2-ethoxy-2'-ethyl-oxanilide, N, N'-bis (3-dimethylaminopropyl) -oxalamide, 2-ethoxy-5-ter -butyl-2'-ethyloxanilide and its mixture with 2-ethoxy-2'-ethyl-5,4'-di-tert-butyloxanilide and mixtures of ortho- and para-methoxy-oxanilides as well as o- and p-ethoxy -disubstituted. 2.8. Hydroxy-en-s-triazines, for example 2, 6-bis- (2, 4-dimethyl-phenyl) -4- (2-hydroxy-4-oct-yloxy-enyl) -s-triazine; 2, 6-bis- (2,4-dimethylphenyl) -4- (2,4-dihydroxy phenyl) -s-triazine; 2,4-bis (2,4-dihydroxy phenyl) -6- (4-chloro-enyl) -s-triazine; 2,4-bis [2-hydroxy-4- (2-hydroxyethoxy) phenyl] -6- (4-chloro-enyl) -s-triazine; 2,4-bis [2-hydroxy-4 - (2-hydroxy-4- (2-hydroxyethoxy) phenyl] -6- (2,4-dimethyl-phenyl) -s-triazine; 2,4-bis [2 -] hydroxy -4 - (2-hydroxyethoxy) phenyl] -6- (4-bromofenyl) -s-triazine; 2,4-bis [2-hydroxy-4- (2-acetoxyethoxy) phenyl] -6- (4 - chlorofenyl) -s-triazine, 2,4-bis (2,4-dihydroxyphenyl) -6- (2,4-dimethyl-phenyl) -s-triazine. 3. Metal deactivators, for example, N, N'-diphenyloxalic acid diamide, N-salicylal-N '-salicyloylhydrazine, N, 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 phosphonites, 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) ) phosphite, di-isodecylpentaerythritol diphosphite, di- (2, 4, 6-tri-tert-butylphenyl) -pentaerythritol diphosphite, di- (2,4-di-tert-butyl-6-methylphenyl) -pentaerythritol diphosphite, di- (2,4-di-tert-butylphenyl) pentaerythritol diphosphite, tristearyl sorbitol triphosphite, tetrakis- (2,4-di-tert-butylphenyl) -4,4'-diphenylenedylenediphosphonium. 5. Compounds that destroy peroxide, for example, esters of b-thiodipropionic acid, for example lauryl, stearyl, myristyl or tridecyl esters, mercapto-benzimidazole or the zinc salt of 2-mercaptobenzimidazole, zinc dibutyl-dithiocarbamate, dioctadecyl disulfide, pentaerythritol tetrakis- (b-dodecylcapto) -propionate. 6. Hydroxylamines, for example, N, N-dibenzylhydroxylamine, N, -diethylhydroxylamine, N, N-dioctylhydroxylamine, N, N-dilaurylhydroxylamine, N, N-ditetradecylhydroxylamine, N, N-dihexadecylhydroxylamine,, N-dioc t -tetrahydroxy-1-amine , N-hexadec i 1-N-octadecylhydroxylamine, N-heptadecyl-N-oc t-hydroxylamino, N, N-di-alkyl-idroxy-sheet derived from hydrogenated tallow amine. 7. Nitrones, for example, N-benzyl-a-phenyl-nitrona, N-ethyl-a-a-methyl-nitrona, N-octyl-a-heptyl-nitrona, N-lauryl-a-undecyl nitrona, N-tetradecyl -alf a-tridecyl nitrone, N-hexadecyl-a-pentadecyl nitrone, N-octadecyl-a-heptadecylnitrone, N-hexadecyl-a-heptadecyl nitrone, N-octadecyl-alpha-pentadecyl nitrone, N-heptadecyl-alf a-heptadecyl nitrone, N-octadecyl-alpha a-hexadecyl nitrone, nitrone derived from N, N-dialkylhydroxylamine derived from hydrogenated tallow amine. 8. Polyamide stabilizers, for example copper salts in combination with iodides and / or phosphorus compounds and salts of divalent manganese. 9. Basic co-stabilizers, for example, melamine, polyvinyl pyrrolidone, dicyandiamide, triallyl cyanurate, urea derivatives, hydrazine derivatives, amines, polyamides, polyurethanes, alkali metal salts, and alkali metal salts of higher fatty acids, by Examples are Ca stearate, Zn stearate, Mg stearate, Na ricinoleate and K palmitate, Antimony pyrocatechol or Zinc pyrocatechol. 10. Nucleating agents, for example, 4-tert-butyl-benzoic acid, adipic acid, diphenylacetic acid. 11. Fillers or 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 retardants, anti-static agents, blowing agents, and thiosynergists such as dilauryl thiodipropionate or distearyl thiodipropionate. 13. Benzofuranones 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-di-ter -butyl-benz ofur-an-2-one, 5, 7-di-t-bu ti -3- [4 - (2-stearoyloxyethoxy) phenyl] benzofuran-2-one, 3,3'-bis [5 , 7-di-tert-butyl-3- (4- [2-hydroxyethoxy] phenyl) benzofuran-2-one], 5,7-di-tert-butyl-3- (4-ethoxyphenyl) benzofuran-2-one , 3- (4-acetoxy-3,5-dimethylphenyl) -5,7-di-butyl-benzofuran-2-one, 3- (3,5-dimethyl-4-pivaloyloxyphenyl) -5,7-di -ter-butyl-benzofuran-2-one. The co-stabilizers, except for the benzofuranones listed below 13, are added, for example, in concentrations of 0.01 to 10%, with respect to the total weight of the material to be stabilized. Additional preferred compositions comprise in addition to the additional components (a) and (b) additives, in particular phenolic antioxidants, light stabilizers or processing stabilizers. Particularly preferred additives are phenolic antioxidants, (item 1 of the list), spherically hindered amines (item 2.6 of the list), phosphites and phosphonites (item 4 of the list), UV absorbers (item 2 of the list) and compounds that destroy peroxide (item 5 on the list). Additional additives (stabilizers) which are also 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, neopentanetetrayl tetrakis (3,5-di-tert-butyl-4-hydroxyhydrocinnamate), n-octadecyl-3, 5-di-tert-butyl-4-hydroxybenzylphosphonate, 1,3,5-tris (3,5-di-tert-butyl-4-hydroxybenzyl) isocyanurate, thiodiethylene bis (3, 5-di- tert-butyl-4-hydroxyhydrocinnamate), 1,3,5-trimethyl-2,4,6,6-tris (3,5-di-tert-butyl-4-hydroxybenzyl) benzene, 3,6-dioxaoctamethylene bis (3-) methyl-5-tert-butyl-4-hydroxyhydrocinnamate), 2,6-di-tert-butyl-p-cresol, 2,2 '-ethylidene-bis (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-butyl phenyl) butane, , 3, 5-tris [2- (3, 5-di-tert-butyl-4-hydroxyhydrocinnamoyloxy) eti] isocyanur ato, 3,5-di- (3,5-di-tert-butyl-4-hydroxybenzyl) mesitol, hexamethylene bis (3,5-di-tert-butyl-4-hydroxyhydrocinnamate), 1- (3, 5-di- tert-butyl-4-hydroxyanilino) -3,5-di (octyl thio) -s-triazine, N, N '-hexamethylene-bis (3,5-di-tert-butyl-4-hydroxyhydrocinnamamide), bis (ethyl) 3, 5-di-tert-butyl-4-hydroxybenzylphosphonate) calcium, ethylene bis [3, 3-di (3-butylbutyl-4-hydroxyphenyl) butyrate], octyl 3,5-di-tert-butyl- 4-hydroxybenzylmercaptoacetate, bis (3,5-di-tert-butyl-4-hydroxyhydrocinnamoyl) hydrazide, N, N'-bis [2- (3,5-di-tert-butyl-4-hydroxyhydrocinnamoxy) -ethyl] - oxamide, 2,4-bis (octylthiomethyl) -6-methylphenol, and 2,4-bis (octylthiomethyl) -6-tert-butyl-enol. A more preferred phenolic antioxidant is neopentantetrail tetrakis (3,5-di-tert-butyl-4-hydroxyhydrocinnamate), n-octadecyl 3,5-di-tert-butyl-4-hydroxyhydrocinnamate, 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-butyl-enol), 2,4-bis (octylthiomethyl) -6-methyl-enol or 2, 4- bis (octylthiomethyl) -6-tert-butyl-enol. The hindered amine compound of particular interest is selected from the group consisting of bis (2,2,6,6-tetramethylpiperidine-4-yl) sebacate, bis (1, 2, 2, 6, 6-pentamethylpiperidine-4-yl) ) sebacate, di (1, 2, 2, 6, 6-pentamethylpiperidin-4-yl) (3, 5-di-tert-butyl-4-hydroxybenzyl) butylmalonate, 4-benzoyl-2, 2,6,6-tetramethylpiperidine, 4-is tear i loxi-2,2,6,6-tetramethylpiperidine, 3-n-octyl-7,7,9,9-tetramethyl-1,3,8-triaza-spiro [4.5] decane-2, 4 -diane, tris (2, 2, 6, 6-tetramethylpiperidine-4-yl) nitrilotriacetate, 1,2-bis (2,2,6,6-tetramethyl-3-oxopiperazine-4-yl) ethane, 2, 2, 4, 4-tetramethyl-7-oxa-3, 20-diaza-21-oxodispiro [5.1.11.2] heneicosane, polycondensation product of 2,4-dichloro-6-ter-octylamino-s-triazine and 4,4 '-hexamet ilenbis (amino-2, 2,6,6,6-tetramethylpiperidine), polycondensation product of 1- (2-hydroxyethyl) -2,2,6,6-tetramethyl-4-hydroxypiperidine and succinic acid, polycondensation product of 4,4'-hexamethylenebis- (amino-2, 2,6,6-tetramethylpiperidine) and 1,2-dibromoethane, tetrakis (2,2,6,6-tetramethylpiperidine-4-yl) 1, 2, 3,4-butantetracarboxylate, tetrakis (1, 2, 2, 6, 6-pentamet-ilpiperidine-4-i) lo) 1, 2, 3, 4 -butanetetracarboxylate, polycondensation product of 2,4-dichloro-6-morphino-s-triazine and 4,4'-hexamethylenebis (amino-2, 2,6,6,6-tetramethylpiperidine) , N, N ', N ", N"' -tetrakis [(4,6-bis (butyl-1, 2,2,6,6-pentamethylpiperidine-4-yl) -amino-s-triazine-2-yl ] -1, 10-diamino-4,7-diazadecane, mixture of [2,2,6,6-tetramethylpiperidine-4-yl / b, b, b ', b' -tetramethyl-3,9- (2,4,8,10-tetraoxaspiro [5.5] -undecane) diethyl] 1, 2, 3, 4-butanetetracarboxylate, mixture of [1,2,2,6,6-pentamet-ilpiperidine-4-yl / b, b, b ', b'-tetramethyl-3,9- (2,4 , 8,10-tetraoxaspiro [5.5] undecane) diethyl] 1,2,3,4-butanetetracarboxylate, octamethylene bis (2, 2,6,6-tetramethylpiperidine-4-carboxylate), 4,4'-ethylenebis (2, 2,6,6-tetramethylpiperazine-3 -one), N-2,2,6,6-tetramethylpiperidine-4-i lo-n-dodecyl succinimide, N-1, 2, 2, 6,6-pentamethylpiperidine-4 -yl-n-dodecyl succinimide, N-l-acetyl -2, 2,6,6,6-tetramethylpiperidine-4-I -dodecyl succinimide, 1-acetyl-3 -dodecyl- 7, 7, 9, 9 -tetramethyl-l, 3 , 8-triazaspiro [4.5] decane-2,4-dione, di- (1-octyloxy-2, 2,6,6-tetramethylpiperidine-4-yl) sebacate, di- (1-cyclohexyl oxy -2,2, 6, 6- tet rame t ilpiper i dina-4-yl) succinate, 1-octyloxy -2, 2,6,6-tetramethyl-4-hydroxy-piperidine, poly-. { [6-tert-octylamino-s-triazine-2,4-diyl] [2- (1-cyclohexyloxy-2, 2,6,6-tetramethylpiperidine-4-yl) imino-hexamethylene- [4- (1-cydohexyl oxy-2,2,6,6-tetramethylpiperidin-4-yl) imino], 2,4,6-tris [N- (1-cyclohexyloxy-2,2,6,6-e e trame t ilpiper i di -4-yl) -n-butylamino] -s-triazine2- (2-hydroxyethyl) amino-4,6-bis [N- (1-cyclohexyl-oxy-2, 2,6,6-tetramethylpiperidine-4-yl) -n-butylamino] -s-triazine, 1 2-bis (3, 3, 5, 5-tetramethylpiperazin-2-one-l-yl) ethane, 1,3,5-tris. { N-cyclohexyl-N- [2 - (3,3, 5, 5-tetramethylpiperazin-2-one-l-yl) ethyl] amino} -s-triazine, 1, 3, 5-tris. { N-cyclohexyl-N- [2- (3, 3, 4, 5, 5-pentaamethylpiperazin-2-one-l-yl) ethyl] amino} -s-triazine, reaction of 2-4 equivalents of 2,4-bis [(1-cyclohexyloxy-2,2,6,6-tertramethylpiperidin-4-yl) butylamino] -6-chloroes -triazine with 1 equivalent of N, N'-bis (3-aminopropyl) ethylenediamine, bis [1- (2-hydroxy-2-methylpropoxy) -2,2,6,6-tetramethylpiperidine-4-yl] sebacate, mixture of bis [1- (2-hydroxy-2-methylpropoxy) -2,2,6,6-tetramethylpiperidine-4-yl] glutarate and bis [1- (2-hydroxy-2-methylpropoxy) -2,2,6 , 6-tetramethylpiperidin-4-yl] adipate, 4-hydroxy-1- (2-hydroxy-2-methylpropoxy) -2,6,6-tetramethylpiperidine and 4-octadecyloxy-1- (2-hydroxy-2 - methylpropoxy) -2,2,6,6-tetramethipiperidine. A most preferred hindered amine compound is bis (2,2,6,6-tetramethylpiperidine-4-yl) sebacate, bis (1,2,3,6-pentamethylpiperidine-4-yl) sebacate, di (1), 2, 2, 6, 6-pentamethylpiperidin-4-yl) (3,5-di-tert-butyl-4-hydroxybenzyl) butylmalonate, 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 '-hexamethylbis (amino-2, 2,6,6-tetramethylpiperidine) , N, N ', N ", N"' -tetrakis [(4,6-bis (butyl- (1,2,2,6,6-pentamethylpiperidine-4-yl) amino) -s-triazine- 2 - ilo] -1, 10-diamino-4,7-diazadecane, di- (1-octyloxy-2, 2,6,6-tetramethylpiperidine-4-yl) sebacate, di- (1-cyclohexyloxy-2, 2,6 , 6-tetramethylpiperidine-4-yl) succinate, l-octyloxy-2, 2,6,6-tetramethyl-4-hydroxy-piperidine, poly- { [6-tert-octylamino-s-triazine-2, 4-diyl] [2- (1-cyclohexyloxy-2, 2,6,6-tetramethylpiperidine-4-yl) imino-hexachmet and log- [4 - (1-cyclohexylloxy-2,6,6,6-tetramethylpiperidine-4-yl) imino], 2,4,6-tris [N- (1-cyclohexyloxy-2, 2 , 6, 6- tet ramet ilpiper id i na -4 -yl) -n-butylamino] -s-triazine, 2- (2-hydroxyethyl) amino-4,6-bis [N- (1-cyclohexyloxy-2, 2,6,6-tetramethylpiperidine-4-yl) -n-butylamino] -s-triazine, 1,2 -bis (3,3,5,5-tetramethylpiperazin-2-one-l-yl) ethane, l, 3, 5 - tri s. { N-C i Clohexyl l-N- [2 - (3, 3, 3, 5, 5-tetramethylpiperazin-2-one-l-yl) ethyl] amino} -s-triazine, l, 3, 5 -tris. { N-cyclohexyl-N- [2 - (3, 3, 4, 5, 5-pentaamethylpiperazin-2-one-l-yl) ethyl] amino} -s-triazine, reaction of 2-4 equivalents of 2,4-bis [(1-cyclohexyloxy-2,2,6,6-tetramethylpiperidine-4-lo) butylamino] -6-chloros-triazine with 1 equivalent of N, N'-bis (3-aminopropy 1) ethylenediamine, bis [1- (2-hydroxy-2-methylpropoxy) -2,6,6-tetramethylpiperidine-4-yl] sebacate, mixture of bis [1] - (2-hydroxy-2-methylpropoxy) -2,6,6-tetramethylpiperidine-4-yl] glutarate and bis [l- (2-hydroxy-2-methylpropoxy) -2,2,6,6-tetramethylpiperidine -4-yl] adipate, 4-hydroxy-1- (2-hydroxy-2-methylpropoxy) -2,6,6-tetramethylpiperidine or 4-octadecyloxy-1- (2-hydroxy-2-methylpropoxy) -2 , 2,6,6-tetramethylpiperidine. The present composition may additionally contain another UV absorbent selected from the group consisting of benzotriazoles, s-triazines, the oxanilides, the hydroxybenzofenones, benzoates and the α-cyanoacrylates. The following optional compounds are also often present in adhesive formulations and are presented herein for illustrative purposes only and are not intended to 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, modified turpentine or turpentine resin derivatives, hydrocarbon resins, terpene resins, paraffin wax, microcrystalline wax, synthetic hard wax and / or polyethylene wax. The amounts of these co-additives are those normally used in adhesive formulations. Although in the present invention, the present benzotriazoles are intended to be used in the adhesive and the adhesive layers of the laminated or multilayer articles, it is clear that the same beneficial UV absorption protection will be provided to the articles if the benzotriazoles are also they incorporate into the other layers of the articles, for example polymeric films with any pigment dye therein present, either by direct incorporation, by coextrusion or by migration of the adhesive layer in the one or more 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 alpha-methylstyrene with dienes or acrylic derivative; (6) styrene or alpha-methylstyrene graft copolymers; (7) halogen-containing polymers; (8) polymers derived from a, b-unsaturated acids and their derivatives; (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 their acetals; (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 from diamines and dicarboxylic acids and / or 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-naphthalene dicarboxylate) (PEN); (16) polycarbonates and polyester carbonates; (17) polysulfones and polyether sulfones; (18) entangled 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 entanglement agents; (20) Interlaxable acrylic resins derived from substituted acrylates; (21) Mixtures of the aforementioned polymers; (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 present adhesives particularly when the adhesive is poly (vinyl butyral) can be inserted between two (or more) glass layers such as on an automotive windshield. A further object of the invention is a stabilized adhesive composition, suitable for use as an adhesive layer in a laminated article or multi-layer construction, comprising: (a) an adhesive; and (b) a combination of (1) a highly photostable benzotriazole which is 2- (2-hydroxy-3,5-di-a-cumylphenyl) -2H-benzotriazole or a benzotriazole with red shift, which is 5-chloro- 2- (2-Hydroxy-3,5-di-tert-butylphenyl) -2H-benzotriazole or 5-chloro-2- (2-hydroxy-3-tert-butyl-5-methylphenyl) -2H-benzotriazole each of which has relatively low solubility in some adhesives; and (2) a solubilizing amount of a second benzotriazole having high solubility in the adhesives and selected from the group consisting of 2- (2-hydroxy-3,5-di-tert-butylphenyl) -2H-benzotriazole, 2- ( 2-hydroxy-3,5-di-tert-amylphenyl) -2H-benzotriazole, 2- (2-hydroxy-5-tert-octylphenyl) -2H-benzotriazole, 2- (2-hydroxy-3-sec-butyl- 5- tert-butylphenyl) -2H-benzotriazole, 2- (2-hydroxy-3-a-cumyl-5-tert-octylphenyl) -2H-benzotriazole or 2- (2-hydroxy-3-a-cumyl-5- tert-butylphenyl) -2H-beazotriazole. Preferably, the mixture of benzotriazoles in component (b) exhibits improved stability and low loss of absorbance when exposed to actinic radiation as evidenced by a loss of absorbance of less than 0.5 absorbance unit after exposure for 893 hours or less of 0.8 absorbance unit after exposure for 1338 hours in a Xenon arc intermeter. The definitions and preferences with respect to the adhesives also apply to the aforementioned stabilized adhesive composition. Yet another object of the present invention is a compound of the formula lile wherein Gx and Gx are independently hydrogen or halogen; G2 is halogen, nitro, cyano, -COOG3, -P (O) (C6H5) 2, -CO-G3, -CO-NH-G3, -CO-N (G3) 2, -N (G3) -CO- G3, E3S-, E3SO- or E3S02-; G2 it is perfluoroalkyl of 1 to 12 carbon atoms; G3 is hydrogen, straight or branched chain alkyl with 1 to 24 carbon atoms, straight or branched chain alkenyl with 2 to 18 carbon atoms, cycloalkyl of 5 to 12 carbon atoms, phenylalkyl of 7 to 15 carbon atoms, phenyl, or the phenyl or phenylalkyl substituted on the phenyl ring by 1 to 4 alkyls with 1 to 4 carbon atoms; E2 and E2 'are independently straight or branched chain alkyl with 1 to 24 carbon atoms, straight or branched chain alkenyl with 2 to 18 carbon atoms, cycloalkyl with 5 to 12 carbon atoms, phenylalkyl with 7 to 15 carbon atoms. carbon, phenyl or the phenyl or the phenylalkyl substituted on the phenyl ring by 1 or 3 alkyls with 1 to 4 carbon atoms; or E2 and E2. independently they are alkyl with 1 to 24 carbon atoms, or the alkenyl with 2 to 18 carbon atoms, substituted by one or more -OH, -0C0En, -0E4, -NCO, -NH2, -NHCOEn, -NHE4 or -N (E4) 2, their mixtures, wherein E4 is a straight or branched chain alkyl with 1 to 24 carbon atoms; or the alkyl or the alkenyl interrupted by one or more groups -O-, -NH- or -NE4- or their mixtures and which may be unsubstituted or substituted by one or more -OH, -OE4 or -NH2 groups their mixtures; or E2 and E2, independently are - (CH2) m-CO-E5; or E2 and E2. independently they are a group of the formula - (CH2) m-CO-X- (Z) pY-E15 where E5 is -OE6 or -NE7E8, or E5 is -PO (OE12) 2, -OSi (En) 3 or -OCO-E ^, or straight or branched chain alkyl with 1 to 24 carbon atoms, interrupted by -O-, -S- or -NE1X and which may be unsubstituted or substituted by -OH or -OCO-E? : L, cycloalkyl with 5 to 12 carbon atoms which is unsubstituted or substituted by -OH, straight or branched chain 2 to 18 carbon alkenyl which is unsubstituted or substituted by -OH, aralkyl with 7 to 15 atoms of carbon, -CH2-CHOH-E13 or glycidyl, E6 is hydrogen, straight or branched chain alkyl with 1 to 24 carbon atoms which is unsubstituted or substituted by one or more OH, OE4 or NH2 groups, or -OE6 is - (OCH2CH2) wOH or - (OCH2CH2) wOE21, wherein w is 1 to 12 and E21 is alkyl of 1 to 12 carbon atoms.

E7 and E8 independently are hydrogen, alkyl having 1 to 18 carbon atoms, alkyl having 3 to 18 carbon atoms straight or branched chain which is interrupted by -O-, -S- or -NEU-, cycloalkyl with 5 to 12 carbon atoms, aryl with 6 to 14 carbon atoms or hydroxyalkyl with 1 to 3 carbon atoms, or E7 and E8 together with the N atom are a pyrrolidine, piperidine, piperazine or morpholine ring, X is -O- or -N (E16) -, Y is -O- or -N (E17) -, Z is alkylene with 2 to 12 carbon atoms, alkylene with 4 to 12 carbon atoms interrupted by one to three nitrogen atoms, oxygen atoms or its mixture, or it is alkylene with 3 to 12 carbon atoms, butenylene, butinylene, cyclohexylene or phenylene, each substituted by a hydroxyl group, m is zero, 1 or 2, p is 1, op is also zero when X and Y are -N (E16) - and -N (E17) -, respectively, E15 is a group -CO-C (E18) = C (H) E19 or when Y is -N (E17) -, together with E17 forms a group -CO-CH = CH-CO-, wherein E18 is hydrogen or methyl, and E19 is hydrogen, methyl or -CO-X-E20, wherein E20 is hydrogen or alkyl with 1 to 18 carbon atoms; Ei6 and Ep independently of each other are hydrogen, alkyl with 1 to 18 carbon atoms, alkyl with 3 to 12 carbon atoms interrupted by 1 to 3 oxygen atoms, or is cyclohexyl or aralkyl with 7 to 15 carbon atoms, and E16 together with E17 in the case where Z is ethylene, also forms ethylene, En is hydrogen, straight-chain or branched alkyl with 1 to 18 carbon atoms, cycloalkyl with 5 to 12 carbon atoms, alkenyl with 2 to 18 carbon atoms. straight or branched chain carbon, aryl with 6 to 14 carbon atoms or aralkyl with 7 to 15 carbon atoms; E12 is straight or branched chain alkyl with 1 to 18 carbon atoms, straight or branched chain 3 to 18 carbon atoms, cycloalkyl with 5 to 10 carbon atoms, aryl with 6 to 16 carbon atoms or aralkyl with 7 to 15 carbon atoms; E13 is hydrogen, straight or branched chain alkyl with 1 to 18 carbon atoms which is substituted by -PO (OE12) 2, phenyl which is unsubstituted or substituted by OH, aralkyl with 7 to 15 carbon atoms or -CH2OE12; E3 is alkyl with 1 to 20 carbon atoms, hydroxyalkyl with 2 to 20 carbon atoms, alkyl substituted by alkoxycarbonyl with 2 to 9 carbon atoms, alkenyl with 3 to 18 carbon atoms, cycloalkyl with 5 to 12 carbon atoms, phenylalkyl with 7 to 15 carbon atoms, aryl with 6 to 10 carbon atoms or the aryl substituted by one or two alkyls with 1 to 4 carbon atoms or 1,1,2,2-tetrahydroperfluoroalkyl where the perfluoroalkyl portion it is from 6 to 16 carbon atoms; and L is alkylene with 1 to 12 carbon atoms, alkylidene with 2 to 12 carbon atoms, benzylidene, p-xylylene, a, a, a ', a'-tet rame ti 1-m- xi 1 i or cycloalkylidene . These compounds are novel and clearly distinct from the prior art because they are substituted asymmetrically by a perfluoroalkyl portion in a ring, and the other ring is replaced by a different electron withdrawing portion. Preferred is a compound of the formula lile wherein Gi and Gitade are hydrogen, G2 is chloro, phenylsulphonyl or phenylthio, G2. is CF3, E2 and E2, are independently straight or branched chain alkyl with 1 to 24 carbon atoms, straight or branched chain alkenyl with 2 to 18 carbon atoms, cycloalkyl with 5 to 12 carbon atoms, phenylalkyl with 7 a 15 carbon atoms, phenyl, or the phenyl or phenylalkyl substituted on the phenyl ring by 1 to 3 alkyl having 1 to 4 carbon atoms; and L is alkylene with 1 to 12 carbon atoms, alkylidene with 2 to 12 carbon atoms, benzylidene, p-xylylene, a, a, a ', a'-tet rame ti 1 -m- xi 1 i 1 ene or cycloalkylidene. More preferred is a compound of formula IIle wherein Gi and G ?, each is hydrogen, G2 is chloro, phenylsulfonyl or phenylthio, G2. is CF3, E2 and E2. are straight or branched chain alkyl independently with 1 to 24 carbon atoms, straight or branched chain alkenyl with 2 to 18 carbon atoms, cycloalkyl with 5 to 12 carbon atoms, phenylalkyl with 7 to 15 carbon atoms, phenyl, or the phenyl or phenylalkyl substituted on the phenyl ring by 1 to 3 alkyls with 1 to 4 carbon atoms; and L is methylene. The following compounds are particularly preferred (a) methylene-2- [4-tert-butyl-6- (5-f-enylsulfonyl-2H-benzotriazol-2-yl) phenol] -2 '- [4-tert-octyl] -6- (5-trifluoromethyl-2H-benzotriazol-2-yl) phenol]; (b) methylene-2- [4-tert-butyl-6 - (5-chloro-2H-benzotriazol-2-yl) phenol] -2 '- [4-tert-octyl-6- (5-trif luoro -methyl-2H-benzotriazol-2-yl) phenol]; or (c) methylene-2- [4-tert-butyl-6- (5-f-enylthio-2H-benzotriazol-2-yl) phenol] -2 '- [4-tert-octyl-6- (5-trif luoro-methyl-2H-benzotriazol-2-yl) phenol]. The compounds of the formula lile are also very useful as stabilizers in an adhesive composition. Accordingly, a further objective of the invention is a stabilized adhesive composition, suitable for use as an adhesive layer in a multilayer construction or laminated article, comprising (a) an adhesive; and (b) a highly soluble, photostable, redshift benzotriazole of the lile formula. The definitions and preferences with respect to the adhesives also apply to the aforementioned stabilized adhesive composition. The compounds of the formula lile are particularly suitable for this application, since they combine a redshift with a very good solubility. Still another object of the invention is a composition stabilized against oxidative thermal degradation, or induced by light, comprising (a) an organic material subject to oxidative or light-induced thermal degradation, and (b) an effective amount of stabilizer of a composed of the lile formula. Preferably, the organic material is an interlaced, natural, semi-synthetic or synthetic thermoplastic polymer. More preferably, the polymer is a polyolefin or polycarbonate, especially polyethylene or polypropylene; in particular, polypropylene; or the polymer is a styrenic, ABS, a nylon, a polyester such as poly (ethylene terephthalate) or poly (butylene terephthalate), a polyurethane, an acrylate, a styrenic modified with rubber, poly (vinyl chloride), poly (vinyl) butyral), polyacetal (polyoxymethylene), poly (ethylene naphthalenedicarboxylate), or other mixtures or copolymers such as poly (ethylene / l, 4-cyclohexylenedimethylene terephthalate) PETG or an ionomer. A composition in which the polymer is a polyester is particularly preferred.

Preferably, the polyester is poly (ethylene terephthalate), poly (butylene terephthalate) or poly (ethylene naphthalene dicarboxylate), or poly (ethylene / l, 4-cyclohexylenedimethylene terephthalate) PETG copolymer. A further preferred polymer is a copolymer of ethylene / acrylic acid or an alkali metal, alkaline earth metal or transition metal salt thereof (an ionomer). A composition wherein the polymer is a polyolefin or polycarbonate is also preferred. In particular, the polyolefin is polyethylene or polypropylene, more preferably polypropylene. The stabilized composition against thermal, oxidative or light-induced degradation may additionally contain an effective stabilizer amount of at least one other UV absorbent, selected from the group consisting of the benzotriazoles, the s-triazines, hydroxy-benzophenones, the a-cyanoacrylates. , oxanilides and benzoates. Preferred are 2-hydroxyphenyl-2H-benzotriazoles which are selected from the group consisting of 2- (2-hydroxy-5-methylphenyl) -2H-benzotriazole; 2- (2-hydroxy-3,5-di-tert-butylphenyl) -2H-benzotriazole; 2- (2-hydroxy-5-tert-butylphenyl) -2H-benzotriazole; 2- (2-hydroxy-5-tert-octylphenyl) -2H-benzotriazole; - . 5-chloro-2- (2-hydroxy-3,5-ditert-butylphenyl) -2H-benzotriazole; 5-chloro-2- (2-hydroxy-3-tert-butyl-5-methyl-phenyl) -2H-benzotriazole; 2- (2-hydroxy-3-sec-butyl-5-tert-butylphenyl) -2H-benzotriazole; 2- (2-hydroxy-4-octyloxyphenyl) -2H-benzotriazole; 2- (2-hydroxy-3-dodecyl-5-methylphenyl) -2H-benzotriazole; 2- (2-hydroxy-3,5-di-tert-amylphenyl) -2H-benzotriazole; 2 - [2-hydroxy-3,5-di (a, a-dimethylbenzyl) phenyl] -2H-benzotriazole; 2- [2-hydroxy-3- (a, a-dimethylbenzyl) -5-tert-octylphenyl] -2H-benzotriazole; 2- . { 2-hydroxy-3-tert-butyl-5- [2- (omega-hydroxy-octa (ethylene-oxy) carbonyl) ethyl] phenyl} -2H-benzotriazole; and 2 -. { 2-Hydroxy -3-tert-butyl -5- [2- (octyloxy) carbonyl) -ethyl] phenyl} -2H-benzotriazole. In particular the other benzotriazole is 2- (2-hydroxy-3,5-di-tert-amylf-enyl) -2H-benzotriazole; 2- [2-hydroxy-3,5-di (a, a-dimethylbenzyl) phenyl] -2H-benzotriazole; 2- [2-hydroxy-3- (a, a-dimethylbenzyl) -5-tert-octylphenyl] -2H-benzotriazole; 2- . { 2-Hydroxy-3-tert-butyl-5- [2- (omega-hydroxy-octa (ethylene-oxy) carbonyl) ethyl] phenyl} -2H-benzotriazole; -chloro-2- (2-hydroxy-3,5-di-tert-butylphenyl) -2H-benzotriazole; 5-chloro-2- (2-hydroxy-3-tert-butyl-5-methyl-phenyl) -2H-benzotriazole; 2- (2-hydroxy-5-tert-octylphenyl) -2H-benzotriazole; or 2-. { 2-hydroxy-3-tert-butyl-5- [2- (octyloxy) carbonyl) ethyl] -phenyl} -2H-benzotriazole. The stabilized composition against oxidative or light-induced thermal degradation may also contain an effective stabilizing amount of a hindered amine. In another preferred embodiment of the present invention, the organic material is a resin selected from the group consisting of a thermoset acrylic melamine resin, an acrylic urethane resin, a carboxy epoxy resin, an acrylic melamine modified with silane, an acrylic resin with groups secondary carbamate interlaced with melamine or an acrylic polyol resin entangled with melamine containing carbamate groups. More preferably, the resin is a thermoset acrylic melamine resin or an acrylic urethane resin.

In yet another preferred embodiment of the invention, the organic material is a recording material. The recording materials according to the invention are suitable for pressure sensitive copying systems, photocopying systems using microcapsules, thermo-sensitive copying systems, photographic materials and inkjet printing. The recording materials according to the invention are distinguished by an unexpected improvement in quality, especially with respect to light fastness. The recording materials according to the invention have the construction known for the particular use. They consist of a usual carrier, for example plastic film or paper, which has been coated with one or more layers. Depending on the type of material, these layers contain the appropriate necessary components, in the case of photographic materials, for example, silver halide emulsions, bleaching couplers, colorants and the like. Material particularly suitable for inkjet printing has a particularly absorbent layer for ink in a conventional carrier. Uncoated paper can also be used for inkjet printing. In this case, the paper acts both as the carrier material and as the ink absorbing layer. Suitable materials for inkjet printing for example are described in U.S. Pat. No. 5,073,448 which is incorporated herein by reference. The recording material can also be transparent, such as for example in the case of projection films. The compounds of the formula lile can be incorporated into the carder material, as early as the production of the latter, in the production of paper, for example added to the paper pulp. A second method of application is to spray the carder with an aqueous solution of compounds of the formula lile or to add the compounds to the coating composition. Proposed coating compositions for transparent recording materials suitable for protection can not contain particles that scatter light such as pigments and fillers or fillers. The dye binder coating composition may contain a quantity of other additives, for example, antioxidants, light stabilizers (also including UV absorbers, which do not fall under the scope of the UV absorbers of this invention), viscosity improvers, fluorescent brighteners, biocides and / or antistatic agents. The coating composition is usually prepared as follows: the water soluble components, for example, the binder, are dissolved in water and agitated together; the solid components, for example fillers or fillers and other additives already described, are dispersed in this aqueous medium; and the dispersion is advantageously carried out by devices, for example ultrasonic systems, turbine agitators, homogenizers, colloid mills, bead mills, sand mills, high speed agitators and the like. The compounds of the formula lile can be easily incorporated into the coating composition. The recording material according to this invention preferably contains 1 to 5000 mg / m2, in particular 50-1200 mg / m2, of a compound of the formula lile. As already mentioned, the recording materials according to the invention cover a wide field. The compounds of the formula lile, for example, can be used in pressure sensitive copying systems. They can be introduced either into the paper in order to protect the microencapsulated dye precursors against light, or in the binder or the developer layer in order to protect the dyes formed therein. Photocopying systems using microcapsules sensitive to light, which are revealed by pressure, are described in U.S. Patents. Nos. 4,416,966; 4,483,912; 4,352,200; 4,535,050; 4,535,463; 4,551,407; 4,562,137 and 4,608,330; and also in EP-A 139,479; EP-A 162,664; EP-A 164,931; EP-A 237,024; EP-A 237,025 and EP-A 260,129. In all of these systems, the compounds can be placed in the dye receptor layer. The compounds however can also be placed in the donor layer in order to protect the color formers against light. Photographic materials that can be stabilized are photographic dyes and layers containing these dyes or their precursors, for example, photographic films and paper. Suitable materials, for example, are described in U.S. Pat. No. 5,364,749, which is incorporated herein by reference. The compounds of the formula lile act here as a UV filter against electrostatic flashes or lightning flashes. In color photographic materials, couplers and dyes are also protected against photochemical decomposition.

The present compounds of the formula lile can be used for all types of color photographic materials. For example, they can be used for color paper, color inversion paper, direct positive color material, negative color film, positive color film, color inversion film and the like. Preferably they are used inter alia, for photographic color material that contains an investment substrate or form positive. Color photographic recording materials usually contain, on a support, a layer of silver halide emulsion sensitive to blue and / or sensitive to green and / or sensitive to red and, if desired, a protective layer, with the present compounds which are preferably already in the green-sensitive or red-sensitive layer or in a layer between the green-sensitive and red-sensitive layer or a layer on the silver halide emulsion layers. The compounds of the formula lile can also be used in recording materials, based on principles of photopolymerization, photoplastification or rupture of microcapsules, or in cases where diazonium salts sensitive to heat and sensitive to light, leuco dyes having a oxidizing agent or coloring lactones having Lewis acids, are employed.

In addition, the present compounds can be used in recording materials for transfer printing with dye diffusion, thermal wax transfer printing and printing without matrix, and for use with electrostatic, electrographic, electrophoretic, magnetographic and electrophotographic-laser printers and pen plotters. Of the above recording materials for transfer printing with dye diffusion are preferred, for example as described in EP-A 507,734. The present compounds of the formula lile can also be employed in inks, preferably for inkjet printing, for example, as described in US Pat. No. 5,098,477 which is incorporated herein by reference. The compounds exhibit superior hydrolytic stability, handling stability and storage, as well as good resistance to their extraction capacity when present in a stabilized composition. The present benzotriazoles are prepared by conventional methods to prepare these compounds. The usual procedure involves the diazotization of a substituted o-nitroaniline, followed by coupling the resulting diazonium salt with a substituted phenol and reduction of the corresponding azobenzene intermediate to the corresponding desired benzotriazole. The starting materials for these benzotriazoles are substantially commercial products or can be prepared by normal methods of organic synthesis. The following examples illustrate the present invention. Examples A: Use of Benzotriazoles Example Al UV absorption spectra Various benzotriazoles present substituted on the phenyl ring with a 3-a-cumyl portion and a 5-tert-octyl group and having a maximum absorbance value and the determined wavelength , they are seen below. The UV spectra are measured in ethyl acetate solution at a concentration of approximately 20 mg / L. Compound absorbance *? max (nm) at 375 (nm) A 345 0.28 B 352 0.40 C 348 0.33 D 362 0.50 E 358 0.42 F 357 0.59 G 354 0.41 * A is 2- (2-hydroxy-3-cumyl-5-tert-octylphenyl) ) -2H-benzotriazole. B is 5-chloro-2- (2-hydroxy-3-cumyl-5-tert-octylphenyl) -2H-benzotriazole. C is 5-trifluoromethyl-2- (2-hydroxy-3-0-cumyl-5-tert-octylphenyl) -2H-benzotriazole. D is 5-phenylsulfonyl-2- (2-hydroxy-3-cumyl-5-tert-octylphenyl) -2H-benzotriazole. E is 5-methoxycarbonyl-2- (2-hydroxy-3-a-cumyl-5-tert-octylphenyl) -2H-benzotriazole. F is 5-butylsulfonyl-2- (2-hydroxy-3,5-di-tert-butylphenyl) -2H-benzotriazole. G is methyl 3- (5-trifluoromethyl-2H-benzotriazol-2-yl) -5-tert-butyl-4-hydroxyhydrocinnamate. Example A2 UV Absorption Spectra The maximum absorbance value and the determined wavelength of various mixtures of benzotriazoles are determined as seen below. The UV spectra are measured in ethyl acetate solution at a concentration of approximately 20 mg / L. Absorbance mixture Compounds *? max (nm) at 375 (nm) B 349 0.39 C 352 0.46 B is a 1: 3 mixture by weight of 2- (2-hydroxy-3,5-di-a-cumylphenyl) -2H-benzotriazole (TINUVIN® 900 , Ciba) and 5-trifluoromethyl-2- (2-hydroxy-3-O-cumyl-5-tert-octylphenyl) -2H-benzotriazole. C is a mixture by weight of 1: 3 5-chloro-2- (2-hydroxy-3,5-di-tert-butylphenyl) -2H-benzotriazole (TINUVIN® 327, Ciba) and 5-trifluoromethyl-2- ( 2-hydroxy-3-cumyl-5-tert-octylphenyl) -2H-benzotriazole. Example A3 Solubility of Benzotriazole in Adhesive To measure this solubility, a quantity of structurally different benzotriazoles is added to a typical adhesive, GELVA® 263 (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 benzotriazole is dissolved in 5 mL of ethyl acetate, toluene or a mixture of ethyl acetate and toluene. To this solution is added 5 g of GELVA® 263 and 2-3 mL of the resulting solution are placed in individual watch crystals. The solubility is then evaluated based on the observed crystallization, once the solvent has evaporated. The observations start after several hours and then continue for a period of several weeks. The solubility values given in the table below are approximate maximum concentrations where there is no obvious sign of subsequent crystallization. Solubility in weight of total benzotriazole added to GELVA® 263 is reported as is. From this data, it is clear that the present benzotriazoles are considerably more soluble in adhesives (in this case GELVA® 263) than many benzotriazoles of the prior art. The use of many benzotriazoles in adhesives has been limited in the past by the limited solubility and compatibility of some benzotriazole compounds. By using the present benzotriazoles, the levels of use can be substantially increased to greatly add increased stabilization protection which is further increased by the photostability and red shift of the present benzotriazoles. Compound * Trade name Solubility without or Class Crystallization (%) To 5-ethylsulfonyl <; 1 B TINUVIN / 900 2.0 C TINUVIN / 327 2.0 D 5-butylsulfonyl 4.0 E 5-CF3 4.0 Compound * Trade name Solubility without or Class Crystallization (%) F 5,5'-CF3 4.0 G 5 -butylsulfonyl 8.0 H 5-CF3 8.0 I 5-CF3 8.0 J 5-methoxycarbonyl-methylsulfinyl 8.0 K 5-phenylsulfonyl 11.3 L 5-phenylsulfonyl 11.3 M 5-CF3 22.6 N 5-CF3 22.6 O 5-CF3 22.6 P TINUVIN® 928 22.6 Q 5-chlorine 22.6 * A is 5-ethylsulfonyl-2- (2-hydroxy-5-methylphenyl) -2H-benzotriazole. B is 2- (2-hydroxy-3,5-di-a-cumylphenyl) -2H-benzotriazole. C is 5-chloro-2- (2-hydroxy-3,5-di-tert-butylphenyl) -2H-benzotriazole. D is 5-Butylsulfonyl-2- (2-hydroxy-3,5-di-tert-butylphenyl) -2H-benzotriazole. E is 5-trifluoromethyl-2- (2-hydroxy-3,5-di-a-cumylphenyl) -2H-benzotriazole.

F is 2,2 '-methylene-bis [6 - (5-trifluoromethyl-2H-benzotriazol-2-yl) -4-tert-octylphenol]. G is 5-butylsulfonyl-2- (2-hydroxy-3-a-cumyl-5-tert-octylphenyl) -2H-benzotriazole; H is 5-trifluoromethyl-2- (2-hydroxy-5-tert-octylphenyl) -2H-benzotriazole; I is methyl 3- (5-trifluoromethyl-2H-benzotriazol-2-yl) -5-tert-butyl-4-hydroxyhydrocinnamate. J is 5-methoxycarbonylmethylsulfinyl-2- (2-hydroxy-3,5-di-tert-butylphenyl) -2H-benzotriazole. K is methyl 3- (5-phenylsulfonyl-2H-benzotriazol-2-yl) -5-tert-butyl-4-hydroxyhydrocinnamate. L is 5-phenylsulfonyl-2- (2-hydroxy-3,5-di-tert-butylphenyl) -2H-benzotriazole. M is 5-trifluoromethyl-2- (2-hydroxy-3-a-cumyl-5-tert-octylphenyl) -2H-benzotriazole. N is 5-trifluoromethyl-2- (2-hydroxy-3,5-di-octylphenyl) -2H-benzotriazole. Or is 5-trifluoromethyl-2- (2-hydroxy-3-a-cumyl-5-tert-butylphenyl) -2H-benzotriazole. P is 2- (2-hydroxy-3-a-cumyl-5-tert-octylphenyl) -2H-benzotriazole. Q is 5-chloro-2- (2-hydroxy-3-a-cumyl-5-tert-butylphenyl-2H-benzotriazole.) Example A4 Solubility in Adhesive of Benzotriazole Mixtures Following the procedure of Example 3, the solubility in GELVA® 263 (Solutia) of various mixtures of benzotriazoles is determined.The results are shown in the following table: Mixture of Compounds * Solubility without Crystallization (%) A 22.6 B 22.6 CC 22.6 D 22.6 * A is a 3: 1 mixture by weight of 2- (2-hydroxy-3-a-cumyl-5-tert-octylphenyl) -2H-benzotriazole (TINUVIN® 928, Ciba) and 5-trifluoromethyl-2- (2-hydroxy-3-a-cumyl-5) -ter-octylphenyl) -2H-benzotriazole B is a mixture of 1: 3 by weight of 2- (2-hydroxy-3,5-di-a-cumyl-phenyl) -2H-benzotriazole (TINUVIN® 900, Ciba ) and 5-trifluoromethyl-2- (2-hydroxy-3-a-cumyl-5-tert-octylphenyl) -2H-benzotriazole C is a 1: 3 mixture by weight of 5-chloro-2- (2-hydroxy) -3,5-di-tert-butylphenyl) -2H-benzotriazole (TINUVIN® 327, Ciba) and 5-trifluoromethyl-2- (2-hydroxy-3-a-cumyl-5-tert-octylphenyl) -2H-benzotriazole D is a mixture of 3: 1 by weight of 2- (2-hydroxy-3-a-cumyl-5-tert-octylphenyl) -2H-benzotriazole (TINUVIN® 928, Ciba) and 5-chloro-2- (2-idroxy) 3, 5-di-tert-butyl-phenyl) -2H-benzotriazole (TINUVIN® 327, Ciba). Example A5 Weathering Experiments To evaluate the effect of durability and rate of loss of various benzotriazole test compounds, the following test is carried out on adhesive compositions in selected articles. Adhesive PGELVA® 263 (Solutia) is described in Example 3. A biaxially oriented poly (ethylene terephthalate) (PET) film is obtained from United States Plastics. GELVA® 263 is reduced 50% by dilution with ethyl acetate to a final content of resin solids of 23%. The test compound is dissolved in the GELVA® 263 solution and the samples are prepared in duplicate. The formulations seen in the table below are based on total coating solids. Approximately 8 micron coatings are applied to the 3.81 cm (1.5 inch) watch crystals for each formulation using a Photo Resistance Centrifuge from Headway Research Inc. (Model EC101DT) operating at 5000 rpm for 10 seconds. All the formulations receive the same bake of 80 ° C x 3 minutes in a Hereaus oven model LUT 6050F that operates at 3 air changes / minute. Since the adhesive remains tacky even after baking, a direct thickness measurement is not possible. Indirect film thickness is determined by creating a sandwich of adhesive between layers of film PET and compare its thickness against two sheets of PET without adhesive, using magnetic induction methodology. The coating conditions with centrifugation in this way are obtained. In addition, since the spin coating conditions are not changed to apply the adhesive on the glass, very few thickness variations are expected, if any.

After curing in an oven, a layer of PET (approximately .0508 mm (2 mils)) is placed over the adhesive and pressure down. Absorbance spectra are collected using a Perkin Elmer Lambda 19 Spectrophotometer that operates with UVWINLAB software. 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 weathering is carried out at controlled irradiance at 6500 W. The cycle is as follows: 3.8 hours of direct irradiance without water spray, followed by an hour of darkness. In the light cycle, the black panel temperature is controlled at 89 ° C. The chamber temperature (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 95%. The chamber temperature (dry bulb) is 38 ° C in the dark cycle. The test samples are placed in a Xenon Arc Meter with glass front of the Xenon lamp to emulate items such as solar films. UV spectra are obtained at intervals of approximately 250 hours. UV spectra are obtained at 500 hours and the samples are rotated to ensure that all samples receive similar weathering conditions. To track the loss of the UV absorber from the adhesive composition, UV spectra are measured initially and after weathering. The UV spectrophotometer measures absorbance linearly up to 5.5 absorbance units using a reference beam attenuation technique. It is considered that the degradation products for the UV absorber do not contribute to the UV spectrum.

This is tested by following the absorbance ratio of the band at 300 nm and the band at about 340 nm. The proportion does not change when weathering the sample. This suggests that the UV spectrum of weathered films corresponds to the amount of UV absorber remaining in the film with very little, if there is a contribution to the spectrum by the photodegradants. The results after 893 hours of exposure are given in the table below. Compound (%) * Absorbance Absorbance Loss of Initial Final Absorbance I (8%) 2,998 2,048 0.950 11 (10%) 2,810 2,013 0.797 III (5%) 1,561 1,241 0.320 IV (10%) 2,181 1,904 0.277 IV (10%) 2,088 1,974 0.114 + V (0.5%) *% is the amount by weight of formulation. I is 2, 2'-dihydroxy-4-methoxybenzophenone. II is octyl 3- (2H-benzotriazol-2-yl) -5-tert-butyl-4-hydroxyhydrocinnamate. III is 2- (2-hydroxy-3-a-cumyl-5-tert-octylphenyl) -2H-benzotriazole. IV is 5-trifluoromethyl-2- (2-hydroxy-3-a-cumyl-5-tert-octylphenyl) -2H-benzotriazole. V is bis (l-octyloxy-2, 2,6,6,6-tetramethylpiperidin-4-yl) -sebacate.

These data clearly show that the present benzotriazole is especially durable in adhesives, as measured by the low values of absorbance loss after exposure to actinic radiation. The present benzotriazoles such as 2- (2-hydroxy-3-a-cumyl-5-tert-octylphenyl) -2H-benzotriazole even when they do not have redshift, as well as the redshifted benzotriazoles, are considerably superior to those benzophenones in adhesive compositions. In addition, the combination of benzotriazoles with a hindered amine stabilizer offers superior performance. In summary, the present benzotriazoles combine both high photostability and unexpectedly high solubility in adhesive systems. Example A6 Weathering Experiments In an experiment similar to Example 5, GELVA® 263 adhesive (Solutia) described in Example 3, containing 8% by weight of a test compound, is placed between a glass sheet and a biaxially oriented film of poly (ethylene terephthalate) (PET) described in Example 4. The structure is then exposed to weathering for 947 hours as described in Example 4.

The results are shown in the following table. Each test sample also contains 0.5% hindered amine bis (l-octyloxy-2, 2,6,6-6-tetramethylpiperidin-4-yl) sebacate. Absorbance Absorbance Loss of Compound (%) * Initial Final Absorbance I (8%) 2.88 2.12 0.76 11 (8%) 1.73 1.55 0.18 111 (8%) 1.46 1.45 0.01 IV (8%) 1.96 1.59 0.37 *% is the amount in weight in the formulation. I is 2, 2'-dihydroxy-4-methoxybenzophenone. II is methyl 3- (5-trifluoromethyl-2H-benzotriazol-2-yl) -5-tert-butyl-4-hydroxyhydrocinnamate. III is 5-trifluoromethyl-2- (2-hydroxy-3-a-cumyl-5-tert-octylphenyl) -2H-benzotriazole. IV is 2- (2-hydroxy-3-a-cumyl-5-tert-octylphenyl) -2H-benzotriazole. These data clearly show that the present benzotriazoles substituted in the 5-position of the benzo ring with a portion that removes electrons or an a-cumyl portion in the ortho position of the phenyl ring, are especially durable in adhesives as measured by the low velocity values of loss of absorbance after exposure to actinic radiation.

Additionally, it is seen that benzotriazoles with redshift are considerably superior to benzophenones in adhesive compositions. In addition, the combination of the benzotriazoles with redshift with a hindered amine stabilizer, offers a much higher performance. In summary, benzotriazole presenes with redshift combine both high photostability and unexpectedly high solubility in adhesive systems. Example A7 Windshield Interlayer Structure When an adhesive composition containing a benzotriazole UV absorber is placed between two glass sheets, the structure resembles a typical windshield. In this confined environment, there is no possibility that the benzotriazole stabilizer can escape by volatility, since the glass sheets provide a waterproof container for the interlayer of adhesive. The photostability and durability of the soluble benzotriazole stabilizer is now fundamental. The benzotriazole UV absorbers whose structures cause them to be volatile and that prevents their use in other types of applications, can be used in these windshield interlayer structures with impunity to achieve long-lasting and stable windshield structures. A windshield or windshield prototype structure is exposed to weathering according to the procedure described in Example 5. The GELVA® 263 adhesive (Solutia) is placed between two sheets of glass sheets and additionally contains 8% by weight of the absorbers UV test selected. The structure is then exposed to weathering for 1338 hours as described in Example 5. The results are shown in the table below. Each test sample contains only one UV absorber and no hindered amine co-additive. Absorbance Absorbance Loss of Compound (%) * Initial Final Absorbance I (8%) 2.69 0.85 1.84 11 (8%) 2.24 1.54 0.70 111 (8%) 1.81 1.02 0.79 IV (8%) 0.35 *% is the amount by weight in formulation. I is 2, 2'-dihydroxy-4-methoxybenzophenone. II is 5-trifluoromethyl-2- (2-hydroxy-5-tert-octylphenyl) -2H-benzotriazole. III is methyl 3- (5-trifluoromethyl-2H-benzotriazol-2-yl) -5-tert-butyl-4-hydroxyhydrocinnamate.

IV is 2- (2-hydroxy-3-a-cumyl-5-tert-octylphenyl) -2H-benzotriazole. These data clearly show that the present benzotriazoles substituted in the 5-position of the benzo ring with an electron retaining portion or an a-cumyl portion in the ortho position of the phenyl ring, are especially durable in adhesives as measured by low loss values of absorbance after exposure to actinic radiation. Additionally, it is seen that benzotriazoles with redshift are considerably superior to benzophenones in adhesive compositions. In summary, the present red-shifted benzotriazoles combine both large photostability and unexpectedly high solubility in adhesive systems. Example A8 A windshield or windshield prototype structure as described in Example 7 is exposed to weathering according to the procedure described in the Example. The GELVA® 263 adhesive (Solutia) is placed between two glass sheets and additionally contains 8% by weight of selected test UV absorbers. The structure is then exposed to weathering for 1338 hours as described in Example 5.

The results are shown in the following table. Each test sample also contains 0.5% of hindered amine bis (l-octyloxy-2,2,6,6-tetramethylpiperidin-4-yl) sebacate. Absorbance Absorbance Loss of Compound (%) * Initial Final Absorbance I (8%) 3.69 2.89 0.80 11 (8%) 2.06 1.85 0.21 111 (8%) 1.45 1.21 0.24 IV (8%) 1.84 1.61 0.23 V (8%) 1.34 1.02 0.32 *% is the amount by weight in formulation. I is 2, 2'-dihydroxy-methoxybenzophenone. II is 5-trifluoromethyl-2- (2-hydroxy-5-tert-octylphenyl) -2H-benzotriazole. III is 5-trifluoromethyl-2- (2-hydroxy-3-a-cumyl-5-tert-octylphenyl) -2H-benzotriazole. IV is methyl 3- (5-trifluoromethyl-2H-benzotriazol-2-yl) -5-tert-butyl-4-hydroxyhydrocinnamate. V is 5-n-butylsulfonyl-2- (2-hydroxy-3-a-cumyl-5-tert-octylphenyl) -2H-benzotriazole. These data clearly show that the present benzotriazoles substituted at the 6-position of the benzo ring with a portion that removes electrons, are especially durable in adhesives as measured by low values of absorbance velocity loss after exposure to actinic radiation. Additionally, it is seen that benzotriazoles with redshift are considerably superior to benzophenones in adhesive compositions. In addition, the combination of benzotriazoles with redshift with a hindered amine stabilizer offers a much higher performance. In summary, the present redshifted benzotriazoles combine both high photostability and unexpectedly high solubility in adhesive systems. Example A9 The present benzotriazole UV absorbers can be used in overlaying laminates of rigid plastic and films for printed matter and photographs, which provide excellent photostability. Example A10 The present benzotriazole UV absorbers can be used in backlit displays to provide excellent long-term stabilization. EXAMPLE 11 The present benzotriazole UV absorbers can be used in opaque and semi-transparent window displays, signs and decals, where a rigid plastic film or graphic is laminated in window glass to provide excellent long-term stabilization. Example Al2 The present benzotriazole UV absorbers can be employed in clear / stained anti-graffiti films used on glass, metal or plastic substrates to provide excellent long-term stabilization. Example Al3 The present benzotriazole UV absorbers can be used in anti-lacerative or anti-lacerative films.

"Safety" transparent, used on or between layers of glass or polycarbonate, to provide long-term stabilization. Example Al4 The present benzotriazole UV absorbers can be used in decorative and protective films and decals for painted surfaces such as in automobiles, trucks, equipment and other outdoor products, to provide long-term stabilization. Examples B: Preparation and Use of Novel Benzotriazoles of Formula IIIc. Example Bl 5-Trifluoromethyl-2- (2-hydroxy-3- (di-n-butyl-aminomethyl-5-tert-octylphenyl) -2H-benzotriazole 5-trifluoromethyl-2 - (2-hydroxy-5-tert-octylphenyl) ) -2H-benzotriazole (40.9 g, 0.104 mol), paraformaldehyde (3.65 g, 0.116 mol) and di-n-butylamine (28.2 g, 0.216 mol) are charged to a pressure reactor at room temperature. the temperature is increased to 160 ° C. The reaction mass is maintained at 160 ° C for four hours and then discharged.The reactor is rinsed with toluene.Toluene, amine and water, are extracted by rotary evaporation.This crude Mannich product chromatography on silica gel using a heptane / ethyl acetate gradient as eluent to remove a trace of unreacted starting benzotriazole intermediate The title compound is obtained as a yellow oil in 93% yield after chromatography Analysis: XH NMR (CDC13): d 0.79 (s, 9H), 0.88 (t, 6H), 1.32 (m, 4H), 1.40 (s, 6H), 1.52 (m, 4H), 1.75 (s, 2H); 2.55 (t, 4H); 3.90 (s, 2H); 7.18 (d, 1H); 7.60 (dd, 1H); 7.68 (d, 1H); 8.13 (dd, 1H); 8.35 (d, 1H). Mass spectrometry: m / z 533 (M + H). Example B2 Methylene-2- [4-tert-butyl-6- (5-phenylsulfonyl-2H-benzotriazol-2-yl) phenol] -2 '- [4-tert-octyl-6- (5-trifluoromethyl-2H- benzotriazol-2-yl) phenol] 5-Phenylsulfonyl-2- (2-hydroxy-5-tert-butyl-phenyl) -2H-benzotriazole (6.8 g, 0.017 mol), sodium methoxide (0.99 g, 0.017 mol) and xylenes (20 g, 0.187 mol) are added to a reaction flask which is then heated to 160 ° C. The compound prepared in Example Bl (8.93 g, 0.0167 mol) dissolved in 8 g of xylenes is dripped into the reaction mass for a period of one hour. At the end of the addition, the reaction mass is heated to 205 ° C while xylene, methanol and di-n-butylamine are distilled off. After one hour at 205 ° C, the reaction mass is subjected to a vacuum of 66.04 cm (26 inches) of Hg, for three hours, after the vacuum is released, the reaction mass is cooled to 100 ° C. and 50 g of xylenes are added. The solution is then washed with 25 g of 10% aqueous hydrochloric acid. After distilling off the solvent, 15.5 g of crude product are obtained. This is chromatographed on silica gel using 15% ethyl acetate in heptane as eluent. The title compound is obtained as a solid in a yield of 6.6 g which melts at 95-100 ° C. Analysis: NMR: H (CDC13): d 0.72 (s, 9H); 1.35 (s, 9H); 1.42 (s, 6H); 1.76 (s, 2H); 4.31 (s, 2H); 7.44 (d, 2H); 7.55 (t, 2H); 7.61 (t, 1H); 7.68 (dd, 1H); 7.91. { dd, 1H); 8.03 (d, 2H); 8.04 (d, 1H); 8.08 (d, 1H); 8.31 (d, 1H); 8.32 (d, 2H); 8.73 (d, 1H); 11.14 (s, 1H); 11.23 (s, 1H). NMR 19F (CDC13): -68.9 ppm. Mass spectrometry: m / z 811 (M + H). Example B3 Methylene-2- [4-tert-butyl-6- (5-chloro-2H-benzotriazol-2-yl) phenol] -2 '- [4-tert-octyl-6- (5-trifluoromethyl-2H- benzotriazol-2-yl) phenol] Using the procedure of Example B2 with 4.5 g of 5-chloro-2- (2-hydroxy-5-tert-butylphenyl) -2H-benzotriazole in place of 5-phenylsulfonyl-2- (2 -hydroxy-5-tert-butylphenyl) -2H-benzotriazole and maintaining the same molar proportions of the same reagents, 8.67 g of the title compound are obtained with a melting point of 32-44 ° C. Analysis: XH NMR (CDC13): d 0.73 (s, 9H); 1.36 (s, 9H); 1.42 (s, 6H); 1.76 (s, 2H); 4.31 (s, 2H); 7.40 (d, 1H); 7.43 (d, 1H); 7.44 (dd, 1H); 7.68 (dd, 1H); 7.89 (d, 1H); 7.94 (d, 1H); 8.08 (d, 1H); 8.29 (d, 1H); 8.32 (d, 2H); 11.23 (s, 1H); 11.29 (s, 1H). NMR 19F (CDC13): -68.9 ppm. Mass spectrometry: m / z 705 (M + H). Example B4 Methylene-2- [4-tert-butyl-6- (5-phenylthio-10O 2 H -benzotriazol-2-yl) phenol] -2 '- [4-tert-octyl-6- (5-trifluoromethyl-2H -benzotriazol-2-yl) phenol] Using the procedure of Example B2 with 5.67 g of 5-phenylthio-2- (2-hydroxy-5-tert-butylphenyl) -2H-benzotriazole in place of 5-phenylsulfonyl-2- ( 2-hydroxy-5-tert-butylphenyl) -2H-benzotriazole and maintained in the same molar proportions of the reactants, 5.97 g of the title compound is obtained having a melting point of 49-65 ° C. Analysis: XH NMR (CDC13): d 0.72 (s, 9H); 1.34 (s, 9H); 1.41 (s, 6H); 1.75 (s, 2H); 4.30 (s, 2H); 7.34-7.52 (m, 3H); 7.37 (d, 1H); 7.39 (dd, 1H); 7.43 (d, 1H); 7.50 (d, 2H); 7.68 (d, 1H); 7.73 (d, 1H); 7.84 (d, 1H); 8.08 (d, 1H); 8.26 (d, 1H); 8.31 (d, 1H); 8.32 (d, 1H); 11.20 (s, 1H); 11.36 (s, 1H). NMR 19F (CDC13): -68.9 ppm. Mass spectrometry: m / z 779 (M + H). Example B5 2,2'-Methylene-bis [6- (5-phenylsulfonyl-2H-benzotriazol-2-yl) -4-tert-butylphenol] 5-Phenylsulfonyl-2- (2-hydroxy-5-tert-butylphenyl) - 2H-benzotriazole (15 g, 0.037 mol), paraformaldehyde (0.63 g, 0.019 mol) and di-n-butylamine (5.0 g, 0.386 mol) are charged to a reactor which is then sealed. The temperature is increased to 110 ° C at which time sodium methoxide is added (0.33 g, 0.0069 mol). The reaction mixture is then heated to 205 ° C and kept there for three hours. The reaction mass is then cooled to 110 ° C and 100 mL of xylenes are added. The reaction mass is neutralized with 10% aqueous hydrochloric acid and the organic phase is washed twice with water. The xylene phase is filtered through a plug of silica gel and then distilled. The crude Mannich product is recrystallized twice from heptane, to give 8.3 g of the title compound having a melting point of 224-234 ° C. Analysis: XH NMR (CDC13): d 1.40 (s, 18H); 4.30 (s, 2H); 7.50 (d, 2H); 7.55 (t, 4H); 7.61 (t, 4H); 7.91 (dd, 2H); 8.04 (m, 6H); 8.30 (d, 2H); 8.73 (d, 2H); 11.12 (s, 2H). Mass spectrometry: m / z 827 (M + H). Example B6 Solubility of Bisbenzotriazole in Adhesive To measure the solubility of the present UV absorbent bisbenzotriazole in an adhesive composition, the compound is added to a typical adhesive GELVA® 263 (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 compound is dissolved in 5 mL of ethyl acetate, toluene or a mixture of ethyl acetate and toluene. To the solution 5 g of GELVA® 263 are added. 2-3 mL of the resulting solution are placed in individual watch crystals. The solubility is then evaluated based on the observed crystallization, once the solvent has evaporated. Observations start after several hours and then continue for a period of several weeks. The solubility values given in the table below are approximate maximum concentrations where there is no evidence of signs of subsequent crystallization. Solubilities in weight of a total of bisbenzotriazole added to GELVA® 263 are reported as is. From these data, it is clear that some of the bisbenzotriazoles present are considerably more soluble in adhesives, in this case GELVA® 263, than some bisbenzotriazoles of the prior art. The use of many UV absorbers in adhesive compositions has been limited in the past by the limited solubility and compatibility of some UV absorbing compounds. By using the present bisbenzotriazoles selected, the levels of use of the UV absorber can be raised substantially to greatly contribute to an increased stabilization protection that is achieved by the present compound. This is further enhanced by the excellent photostability and nature of the shift or redshift of the present bisbenzotriazoles. Trade Name Solubility Without Compound * or Class Crystallization (%) A Bisbenzotriazole 0.0 B TINUVIN® 900 2.0 C TINUVIN® 327 2.0 D Bisbenzotriazole 2.0 E Bisbenzotriazole 4.0 F Bisbenzotriazole 11.0 G Bisbenzotriazole 22.0 H Bisbenzotriazole 22.0 * A is the Comparative Symmetric Bisbenzotriazole Compound of Example 5, generically described in the German patent 1,670,951. B is 2- (2-hydroxy-3,5-di-a-cumylphenyl) -2H-benzotriazole. C is 5-chloro-2- (2-hydroxy-3,5-di-tert-butylphenyl) -2H-benzotriazole. D is methylene-2- [4-tert-octyl-6- (2H-benzotriazol-2-yl) phenol] -2 '- [4-tert-octyl-6- (5-trifluoromethyl-2H-benzotriazole-2- il) phenol]. E is 2, 2 '-met ilen-bis [6 - (5-trifluoromethyl-2 H -benzotriazol-2-yl) -4-tert-octylphenol].

F is the asymmetric bisbehzotriazole compound present of Example 3. G is the asymmetric bisbenzotriazole compound present in Example 2. H is the asymmetric bisbenzotriazole compound present in Example 4. Example B7 Methylene-2- [4- (2-methoxycarbonyloethyl) -6- (5-chloro-2H-benzotriazol-2-yl) phenol] -2 '- [4-tert-octyl-6- (5-trifluoromethyl-2H-benzotriazol-2-yl) phenol] Following the established general synthesis procedures in Examples Bl and B2, or described in EP 924,203 Al, the title compound is prepared. Examples B8-B30 Following the general synthesis procedures set forth in Examples 1 and 2, the following compounds of the formula I are prepared.

(I) 8 F CH3 t-Bu-CH2- 9 F t-Oc t-Oc-CH2- 10 Cl Do J .3 m-Xy 11 Cl t-Bu t-Bu -CH2- 12 PO (Ph) 2 Do Do -CH2- 13 COOG3 Cu Bu p-Xy CH3 14 COOG3 CH3 CH3 -CH2- Octad COOG3 t-Oc CH3 -CH2- Benz 16 CONHG3 C2 H 9 Bu -CH2- Bu 17 CON (G3) 2 Do Hept -CH2- Al 18 CN t-Oc t-Bu-CH2- 19 CN Cu Do -CH2- 20 E3SO CH3 Cu -CH2- Bu 21 EaS CH3 t-Bu-CH2- Do 22 E3S02 MeOCOEt t-Bu -CH2- Ph 23 E3S02 MeOCOEt MeOCOEt -CH2- Oc 24 E3S02 t-Bu t-Bu-CH2- HOEt Cl AlOCOEt CH3 -CH2- 26 Cl OcOCOEt Oc -CH2- 27 Cl AlOCOEt AlOCOEt -CH2- 28 Cl MeAcOEt CH3 -CH2- 29 Cl Do MeAcOEt -CH2- 30 Cl HOPr HOPr -CH2- * G2 is always hydrogen except in the Example 9 where is F and in Examples 10-11 where is Cl. Gx. it is always hydrogen except in Example 11 where it is Cl. G2 'is always CF3 except in Example 10 where it is C8F17 and in Example 11 where it is C2F5. Al is allyl, AlOCOEt is CH2 = CH-CH20COCH2CH2, Benz is benzyl, Bu is butyl, t-Bu is tert-butyl, Cu is a-cumyl, Do is dodecyl, Hept is heptyl, HOEt is HOCH2CH2, HOPr is HOCH2CH2CH2, MeAcOEt is CH2 = C (CH3) COOCH2CH2, MeOCOEt is CH3OCOCH2CH2, Oc is octyl, t-Oc is ter-octyl, OcOCOEt is C8H17OCOCH2CH2, Octad is octadecyl, Ph is phenyl, m-Xy is a, a, a ', a '-tetramethyl-m-xylylene and p-Xy is a, a, a', a'-tetramethyl-p-xylylene. Example 31 Polycarbonate The durability of the present benzotriazoles in thermoplastic substrates is determined by incorporating various test compounds into films molded with polycarbonate resin solvent. The self-supporting films are mounted on cardboard supports, fastened in metal frames and exposed in an Xenon Atlas C165 arc weathermeter under dry conditions in accordance with ASTM G26 for 1100 and 2200 exposure hours. Loss of UV absorber is determined by verifying the loss of diagnostic UV absorption as previously described. Performance is measured by a change in color or the physical integrity of the film. Polycarbonate flakes (LEXANá 145, General Electric) are dissolved in methylene chloride at room temperature together with between 1 and 3% by weight of the test benzotriazole, based on the polycarbonate. The films are molded using a calibrated extension bar, to prepare a film with a thickness of .0254 mm (1 mil) after drying. There is an increase in durability that is obtained with a benzotriazole substituted at the 5-position of the benzo ring with a trifluoromethyl portion. EXAMPLE 32 Pigmented Polyacetal The following example shows an improvement in color protection of a pigmented polyacetal formulation for a bisbenzotriazole substituted at the 5-position of the benzo ring with a trifluoromethyl portion. The test additives are dry mixed with polyacetal nodules (DELRIN® 500P NC010, DuPont) using a Turbula mixer. The dry mix is extruded and pelletized using a twin-screw extruder at a melting temperature of about 210 ° C (410 ° F). The nodes are molded on 5.08 x 5.08 and 0.15 cm (2 x 2 x 0.060 inch) test plates using an injection molding machine operated at 204-216 ° C (410-420 ° F). The plates are exposed to a Xenon Arc Meter, in accordance with the automotive test procedure SAE J1885. Exposure is measured in terms of total irradiation, measured in kilojoules per square meter (kJ / m2). The color change in the exposed samples is determined by measuring the color of the exposed samples compared to the unexposed samples as a color difference (DE) according to ASTM D2244. Example 33 Poly (butylene terephlate) The following example illustrates the superior performance of a bisbenzotriazole substituted at the 5-position of the benzo ring with a trifluoromethyl group to protect poly (butylene terephthalate) as measured by gloss retention. The test additives are mixed dry with poly (butylene terephthalate) nodules (VALOXá 315-1001, General Electric) using a Turbula mixer. The dry mixes are extruded and pelletized using a twin screw extruder at 465-490 ° C. The nodes are molded on 5.08 x 5.08 x 0.15 cm (2 x 2 x 0.060 inch) test plates using injection molding operated at 246-268 ° C (475-515 ° F). The plates are exposed on a Xenon Arc Meter according to test method A of ASTM G26. The brightness is measured at 60 ° in the unexposed and exposed samples using a brightometer according to ASTM D523. % gloss retention = (exposed sample brightness / unexposed sample brightness) x 100. Example 34 Polystyrene Polystyrene films (crystalline polystyrene obtained from Chevron, free of zinc stearate and mineral oil), are supported in solvent of solutions in methylene chloride. These films are exposed to UV light as described in Example 31. The samples do not contain hindered amine stabilizer and are verified by color change after 1000 hours of exposure, by loss of UV absorbent and by physical integrity (crushing or cracking). or catastrophic movie failure). Example 35 Poly (methyl methacrylate) The durability of benzotriazoles present in thermoplastic substrates, is determined by incorporating various test compounds into films emptied with a solvent of a poly (methyl methacrylate) resin. The self-supporting films are mounted on cardboard supports, clamped in metal racks and exposed on a Atlas C165 Xenon Arc Meter, under dry conditions in accordance with ASTM G26 for an exposure of 1100 and 2200 hours. Loss of UV absorber is determined by verifying the loss of diagnostic UV absorption as previously described. Performance is measured by a change in color or physical integrity of the film, or in loss of absorbance of the UV absorber at? Max. Poly (methyl methacrylate), average molecular weight, Aldrich, is dissolved in methylene chloride at room temperature together with between 1 and 3% by weight of the test benzotriazole, based on the PMMA resin. Films are molded using a calibrated dispersion bar to prepare film with a thickness of .0254 mm (1 mil) after drying. There is an increase in durability that is obtained with a bisbenzotriazole substituted at the 5-position of the benzo ring with a trifluoromethyl portion. Example 36 Polyurethane An acrylic polyol (RK 4037, DuPont) which is 75% solids in methyl amyl ketone is used in these experiments. The molecular weight is 7000-9000 and the OH number is 145. To 595 g of the acrylic polyol are added 26.2 g of butyl acetate, 5.8 g of ethyl acetate and 0.4 g of FC 439 with 50% concentration (auxiliary flow control , 3M). Bis (l-octyloxy-2, 2,6,6-tetramethylpiperidin-4-yl) sebacate (0.75 g TINUVIN®123, Ciba), 1% by weight based on resin solids is added to the mixture. To 2.43 g of the above mixture is added 0.9 g of DESMODUR® N-3390 (Bayer), an aliphatic polyisocyanate, 90% solids. The UV absorber is incorporated into the acrylic polyol component. The formed polyurethane is applied as a coating on a quartz disc by coating with centrifugation at 1000 rpm for two seconds. The wet coating is cured at 127 ° C (260 ° F) for 30 minutes. UV spectra are collected using a Perkin Elmer a-9 spectrophotometer, each nm medium at 120 nm / min using a slot width of 2 nm. Loss rates are measured from a coating of .0356 mm (1.4 mils). The absorbance of the long wavelength UV absorbance band is about 2.3 before weathering. The weathering is done according to SAE J-1960 (exterior automotive weather conditions): 0.55 watts / 6.45 cm2 (inch2) at 340 nm using indoor and outdoor borosilicate filters, direct irradiance at 12.19 m (40 feet) without water spray; 6.10 m (20 ft) light plus frontal spray; light at 18.29 m (60 feet) and darkness at 18.29 m (60 feet) plus subsequent dew (condensation). Black panel temperature in light cycle is 70 ± 2 ° C and relative humidity of 50-55% in light cycle and 100% in dark cycle. The loss of the long wavelength absorbance band is followed after approximately every 200 hours. This test shows that the present bisbenzotriazoles are especially durable in polyurethane films as judged by low loss rates. Example 37 Poly (vinyl chloride) Poly (vinyl chloride) (PVC) films of GEON® 27 (Geon Co.) are emptied with solvent as described in Example 31 in hot tetrahydrofuran (THF) and then exposed on an Atlas C165 Meterimeter as described in Example 31. This test shows that the present bisbenzotriazoles are especially Durable in PVC films, as judged by low loss rates. EXAMPLE 38 Coating Composition A clear, high-solids, fixed acrylic thermoplastic coating is prepared by mixing an experimental polyol acrylic resin and hexametoxymethylmelamine resin (Resimene® 747, Monsanto) at a solids ratio of 60/40. The dodecylbenzene sulphonic acid catalyst (Nacure®5225, King Industries) is added to 0.70% by weight. A Modaflow® flow attendant (Monsanto) is added at 0.25% by weight, to form an acrylic melamine resin system model. The clear coating model is reduced with xylene at a viscosity of 26-27 seconds using a Zahn # 2 cup and applied by a conventional air spray at 3.5 Kg / cm2 (50 psi) on a 2.54 cm x 7.62 cm quartz plate (1 x 3 inches). Curing is achieved by baking the plates for 30 minutes at 127 ° C (260 ° F). The clear coating is stabilized with 1% by weight of a hindered amine light stabilizer, bis- (1-octyloxy-2, 2,6,6-tetramethyl-piperidin-4-yl) sebacate, (TINUVIN® 123, Ciba). The various test benzotriazole UV absorbers are incorporated at 5% in mmol by weight in the clear coating. The film thickness in the quartz plates is in the range of 0.029 to 0.036 mm (1.15 to 1.41 mils). The films in the quartz plates are weathered according to the following conditions in the Xenon Arc Meter with controlled irradiance at 6500 W, using inner quartz and external borosilicate S-type filter. The irradiation cycle is as follows: 40 minutes of direct irradiation without water spray, followed by 20 minutes of light plus frontal spray, followed by 60 minutes of light irradiation and finally by 60 minutes of darkness plus subsequent spray (condensation). The adjustment is at 0.55 W / M2 at 340 nm, 1.98 kj / hour. In the light cycle, the black panel temperature is controlled at 70 ± 2 ° C. The relative humidity in the light cycle is in the range of 50-55% and in the dark cycle 100%. The absorbance of the UV band of long wavelength as a function of hours of weathering with Xenon Arc is recorded. To track the loss of UV absorbers from clear coatings, UV spectra are measured initially and after weathering at regular time intervals. The UV spectrophotometer measures absorbance linearly up to 5.5 absorbance units using a reference beam attenuation technique. It is considered that the degradation products of the UV absorber do not contribute to the UV spectrum. This is tested by following the absorbance ratio of the band at about 300 nm and the band at about 340 nm. The proportion does not change when weathering the sample. This suggests that the UV spectrum of the weathered discs corresponds to the amount of UV absorber remaining in the film with very little, if any, contribution to the spectrum by degrading photos. Representative bisbenzotriazole test compounds are incorporated into a thermoset acrylic melamine resin of high solids content at concentrations between 1.93 and 3% by weight to give equal molar concentrations of the test benzotriazole at equal and sufficient film thickness to give an absorbance of starting from approximately 2.0 absorbance units. The test samples are exposed for 2000 hours. The test shows that the present bisbenzotriazoles are especially durable in automotive coatings as judged by low loss rates.

Claims

CLAIMS 1. A stabilized adhesive composition, suitable for use as an adhesive layer in a laminated article or multilayer construction, comprising, (a) an adhesive; and (bl) a photostable benzotriazole with highly soluble redshift of formula I, II or III (III) or (b2) a highly soluble and photostable benzotriazole that is 2- (2-hydroxy-3-a-cumyl-5-tert-octylphhenyl) -2H-benzotriazole or 2- (2-hydroxy-3-a- cumyl-5-tert-butyl-phenyl) -2H-benzotriazole; or a combination of the compounds of (bl) and (b2); wherein: G ± and Gx 'are independently hydrogen or halogen, G2 and G2' are independently halogen, nitro, cyano, perfluoroalkyl of 1 to 12 carbon atoms, -COOG3, -P (O) (C6H5) 2, -CO -G3, -CO-NH-G3, -C0-N (G3) 2, -N (G3) -CO-G3, E3SO- or E3S02-; or G2 'is also hydrogen, G3 is hydrogen, straight or branched chain alkyl with 1 to 24 carbon atoms, straight or branched chain alkenyl with 2 to 18 carbon atoms, cycloalkyl of 5 to 12 carbon atoms, phenylalkyl 7 to 15 carbon atoms, phenyl, or the phenyl or phenylalkyl substituted on the phenyl ring by 1 to 4 alkyls with 1 to 4 carbon atoms, G6 is perfluoroalkyl with 1 to 12 carbon atoms, G7 is hydrogen or perfluoroalkyl with 1 to 12 carbon atoms, Ex is hydrogen, straight or branched chain alkyl with 1 to 24 carbon atoms, straight or branched chain alkenyl with 2 to 24 carbon atoms, cycloalkyl of 5 to 12 carbon atoms, phenylalkyl 7 to 15 carbon atoms, phenyl, or the phenyl or phenylalkyl substituted on the phenyl ring by 1 to 4 alkyls with 1 to 4 carbon atoms, or E? is alkyl having 1 to 24 carbon atoms substituted by one or two hydroxy groups, E2 and E2 'independently being a straight or branched alkyl chain with 1 to 24 carbon atoms, straight or branched alkenyl chain with 2 to 18 carbon atoms, cycloalkyl of 5 to 12 carbon atoms, phenylalkyl of 7 to 15 carbon atoms, phenyl, or the phenyl or phenylalkyl substituted on the phenyl ring by 1 to 3 alkyls with 1 to 4 carbon atoms, or E2 and E2 ' independent of alkyl having 1 to 24 carbon atoms or alkenyl having 2 to 18 carbon atoms substituted with one or more -OH, -OCOEn, -OE4, -NCO, -NH2, -NHCOEn, -NHE4 or -N (E4) 2, their mixtures, wherein E4 straight or branched chain alkyl with 1 to 24 carbon atoms, or alkyl or alkenyl interrupted by one or more -O-, -NH- or -NE4- groups or mixtures thereof and they may be substituted or unsubstituted by one or more -OH, -OE4 or -NH2 groups or their mixture; n is 1 or 2, when n is 1, E5 is 0E6 or NE7E8, or E5 is -PO (OE12) 2, -OSi (En) 3 or -0C0-Ell7 or alkyl with 1 to 24 carbon atoms, chain straight or branched interrupted by -O-, -S- or -NEU and which may be substituted or unsubstituted by -OH or -OCO-En, cycloalkyl with 5 to 12 carbon atoms, which is unsubstituted or substituted by -OH straight or branched chain 2 to 18 carbon alkenyl which is unsubstituted or substituted by -OH, aralkyl with 7 to 15 carbon atoms, -CH2-CHOH-E13 or glycidyl, E6 is hydrogen, alkyl with 1 to 24 carbon atoms, straight or branched chain, which is unsubstituted or substituted by one or more OH, OE4 or NH2 groups, or -0E6 is - (OCH2CH2) wOH or - (OCH2CH2) wOE21 where w is 1 to 12 and E21 is alkyl having 1 to 12 carbon atoms, E7 and E8 are independently hydrogen, alkyl having 1 to 18 carbon atoms, alkyl having 3 to 18 carbon atoms straight or branched chain interrupted by -O-, -S- or -NEX1-, c icloalkyl with 5 to 12 carbon atoms, aryl with 6 to 14 carbon atoms, or hydroxyalkyl with 1 to 3 carbon atoms, or E7 and E8 together with the N atom are a pyrrolidine, piperidine, piperazine or morpholine ring, E5 is -X- (Z) pY-E15 wherein X is -O- or -N (E16) ~, Y is -O- or -N (E17) -, Z is alkylene containing 2 to 12 carbon atoms, alkylene with 4 to 12 carbon atoms, interrupted by one to three nitrogen atoms, oxygen atoms or their mixture, or is alkylene with 3 to 12 carbon atoms, butenylene, butinylene, cyclohexylene or phenylene, each substituted by a hydroxyl group, m is zero, 1 or 2, p is 1, op is also zero when X and Y are -N (E16) - and -N (E17) -, respectively, E15 is a group -CO-C (E18) = C (H) E19 or, when Y is -N (E17) - , forms together with E17 a group -C0-CH = CH-C0-, where E18 is hydrogen or methyl, and E19 is hydrogen, methyl or -CO-X-E20, wherein E20 is hydrogen with 1 to 12"atoms of carbon or a group of the formula wherein the symbols El7 G2, X, Z, m and p have the meanings defined above and E16 and E17 independently of each other, is hydrogen alkyl having 1 to 12 carbon atoms, alkyl having 3 to 12 carbon atoms interrupted by 1 to 3 atoms of oxygen, or is cyclohexyl or aralkyl with 7 to 15 carbon atoms, and E16 together with E17 in the case where Z is ethylene, also forms ethylene, when n is 2, E5 is one of the divalent radicals -0-E9 -O- or -N (EX1) -E10-N (E1X) -, E9 is alkylene with 2 to 8 carbon atoms, alkenylene with 4 to 8 carbon atoms, alkynylene with 4 carbon atoms, cyclohexylene, alkylene with 4 to 10 straight or branched chain carbon atoms interrupted by -O- or by -CH2-CHOH-CH2-0-E14-0-CH2-CHOH-CH2-, E10 is straight chain 2 to 12 carbon atoms or branched which may be interrupted by -O-, cyclohexylene, or 12 or E10 and Elx with the two nitrogen atoms form a piperazine ring, E14 is straight or branched chain 2 to 8 carbon atoms, straight or branched chain 4- to 10-carbon alkylene interrupted by -O-, cycloalkylene, arylene or wherein E7 and E8 independently are hydrogen, alkyl having 1 to 12 carbon atoms, or E7 and E8 taken together are alkylene with 4 to 6 carbon atoms, 3 -oxapentamethylene, 3-iminopentamethylene or 3-methyliminopentamethylene, EX1 is hydrogen, alkyl with 1 to 18 carbon atoms of branched chain 0, cycloalkyl with 5 to 12 carbon atoms, alkenyl with 2 to 18 carbon atoms straight or branched chain, aryl with 6 to 14 carbon atoms or aralkyl with 7 to 15 carbon atoms, E12 is branched or branched chain-1 to 18-carbon atoms, straight-chain or branched-chain alkenyl with 3 to 18 carbon atoms, cycloalkyl with 5 to 10 carbon atoms, aryl with 6 to 16 carbon atoms or aralkyl with 7 to 15 carbon atoms, E13 is H, alkyl with 1 to 18 carbon atoms of chain or branched, which is substituted by -PO (OE12) 2, phenyl which is unsubstituted or substituted by OH, aralkyl with 7 to 15 carbon atoms or -CH2OE12, E3 is alkyl with 1 at 20 carbon atoms, hydroxyalkyl with 2 to 20 carbon atoms, alkyl substituted by alkoxycarbonyl with 2 to 9 carbon atoms, alkenyl with 3 to 18 carbon atoms, cycloalkyl with 5 to 12 carbon atoms, phenylalkyl with 7 to 15 carbon atoms, aryl with 6 to 10 carbon atoms or the aryl substituted by one or two alkyls with

1 to 4 carbon atoms or 1,1,2,2-tetrahydroperfluoroalkyl wherein the perfluoroalkyl portion is from 6 to 16 carbon atoms, and L is alkylene with 1 to 12 carbon atoms, alkylidene with 2 to 12 carbon atoms , benzylidene, p-xylylene, a, a, a ', a'-tetramethyl-m-xylylene or cycloalkylidene.

2. A composition according to claim 1, characterized in that the benzotriazole (bl) of the formula I, II or III and the benzotriazoles (b2) exhibit improved durability and low loss of absorbance when exposed to actinic radiation as certified by a loss of absorbance less than 0.5 absorbance unit after exposure for 893 hours or less than 0.8 absorbance unit after exposure by 1338 in a Xenon arc weathermeter.

3. A composition according to claim 1, characterized in that the benzotriazole compound of the formula I is: wherein Gx is hydrogen, G2 is cyano, chloro, fluoro, CF3-, -C0-G3, E3SO- or E3S02-, G3 is straight or branched chain alkyl with 1 to 24 carbon atoms, straight or branched chain alkenyl with 2 to 18 carbon atoms, cycloalkyl with 5 to 12 carbon atoms, phenylalkyl with 7 to 15 carbon atoms, phenyl or phenyl or phenylalkyl substituted on the phenyl ring with 1 or 4 alkyls with 1 to 4 carbon atoms . Ex is phenylalkyl with 7 to 15 carbon atoms, phenyl or phenyl or phenylalkyl substituted on the phenyl ring by 1 or 4 alkyls with 1 to 4 carbon atoms, E2 is a straight or branched chain alkyl chain with 1 to 24 carbon atoms, straight or branched chain alkenyl with 2 to 18 carbon atoms, cycloalkyl with 5 to 12 carbon atoms, phenylalkyl with 7 to 15 carbon atoms, phenyl, phenyl or phenylalkyl substituted on the phenyl ring by 1 or 3 alkyls with 1 to 4 carbon atoms; or E2 is alkyl with 1 to 24 carbon atoms or the alkenyl with 2 to 18 carbon atoms, substituted by one or more groups -OH, -OCOEn, -0E4, -NCO, -NH2 -NHC0E, -NHE4 or -N (E4) 2, or mixtures thereof, wherein E4 is straight or branched chain alkyl with 1 to 24 carbon atoms, or alkyl or alkenyl interrupted by one or more -O-, -NH- or -NE4- groups or their mixtures and which may be unsubstituted or substituted by one or more groups -OH, -0E4 or -NH2 or their mixtures; E3 is alkyl with 1 to 20 carbon atoms, hydroxyalkyl with 2 to 20 carbon atoms, alkenyl with 3 to 18 carbon atoms, cycloalkyl with 5 to 12 carbon atoms, phenylalkyl with 7 to 15 carbon atoms, aryl with 6 to 10 carbon atoms or the aryl substituted by one or two alkyls with 1 to 4 carbon atoms or 1,1,2,2-tetrahydroperfluoroalkyl wherein the perfluoroalkyl portion is from 6 to 16 carbon atoms; or is a compound of the formula I wherein, Gx is hydrogen, G2 is chloro, fluoro or CF3-, E3SO- or E3S02-, Ex is hydrogen or straight or branched chain alkyl with 1 to 24 carbon atoms, E2 is as defined above, and E3 is straight or branched chain alkyl with 1 to 7 carbon atoms.

4. A composition according to claim 1, characterized in that the benzotriazole compound is a compound of the formula IIA where G? is hydrogen, G2 CF3- or fluorine, Ex is hydrogen or straight or branched chain alkyl with 1 to 24 carbon atoms or phenylalkyl of 7 to 15 carbon atoms, E5 is -0E6 or -NE7E8, or E5 -X- ( Z) pY-E15 wherein X is -O- or -N (E16) -, Y is -O- or -N (E17) -, Z is alkylene with 2 to 12 carbon atoms, alkylene with 4 to 12 atoms of carbon interrupted by one to three nitrogen atoms, oxygen atoms or their mixture, or is alkylene with 3 to 12 carbon atoms, butenylene, butinylene, cyclohexylene or phenylene, each substituted by a hydroxyl group, m is 0.1. , 2 or 3, p is 1, op is also zero when X and Y are -N (E16) -y -N (E17) -, respectively, E15 is a group -C0-C (E18) = C (H) E19 o, when Y is -N (E17) -, forms together with E17 a group -CO-CH = CH-CO-, where E18 is hydrogen or methyl, and E19 is hydrogen, methyl or -CO-X-E20 , wherein E20 is hydrogen, alkyl having 1 to 12 carbon atoms or a group of the formula.

5. A composition according to claim 1, characterized in that the benzotriazole is a compound of the formula IIIA wherein G6 is CF3, G7 is hydrogen or CF3, Ex and E2 are independently straight or branched chain alkyl with 1 to 24 carbon atoms, straight or branched chain alkenyl with 2 to 18 carbon atoms, cycloalkyl with 5 to 12 carbon atoms, phenylalkyl with 7 to 15 carbon atoms, phenyl, or the phenyl or phenylalkyl substituted on the phenyl ring by 1 or 3 alkyls with 1 to 4 carbon atoms; and L is alkylene with 1 to 12 carbon atoms, alkylidene with 2 to 12 carbon atoms, benzylidene, p-xylylene, a, a, a ', a'-tetramethyl-m-xylylene or cycloalkylidene.

6. A composition according to claim 1, characterized in that the benzotriazole is a compound of the formula I. where G? is hydrogen, G2 is CF3-, Ex is phenylalkyl with 7 to 15 carbon atoms, phenyl, or the phenyl or phenylalkyl substituted on the phenyl ring by 1 or 4 alkyls with 1 to 4 carbon atoms, E2 is chain alkyl straight or branched with 1 to 24 carbon atoms, straight or branched chain alkenyl with 2 to 18 carbon atoms, cycloalkyl with 5 to 12 carbon atoms, phenylalkyl with 7 to 15 carbon atoms, phenyl or phenyl or phenylalkyl substituted on the phenyl ring by 1 to 3 alkyls with 1 to 4 carbon atoms; or E2 is the alkyl with 1 to 24 carbon atoms, or the alkenyl with 2 to 18 carbon atoms substituted by one or more -OH, OCOEn, -NH or -NHCOEn, or their mixtures, or the alkyl or the alkenyl interrupted by one or more -O- and which may be unsubstituted or substituted by one or more -OH; or is a compound of the formula I wherein G? is hydrogen, G2 is CF3-, Ex is hydrogen, straight or branched chain alkyl with 1 to 24 carbon atoms, or phenylalkyl with 7 to 15 carbon atoms, and E2 is as defined above.

7. A composition according to claim 1, characterized in that the benzotriazole is a compound of the formula IIA. wherein Gx is hydrogen, G2 is CF3-, Ex is hydrogen, straight or branched chain alkyl with 1 to 24 carbon atoms, or phenylalkyl with 7 to 15 carbon atoms, E5 is -0E6 or -NE7E8 where E6 is hydrogen, straight or branched chain 1 to 24 carbon atoms which is unsubstituted or substituted by one or more OH groups, or -OE6 is - (OCH2CH2) wOH or - (OCH2CH2) W0E21 wherein w is 1 to 12 and E21 is alkyl with 1 to 12 carbon atoms, and E7 and E8 independently are hydrogen, alkyl having 1 to 18 carbon atoms, straight or branched chain alkyl with 3 to 18 carbon atoms which is interrupted by -O-, -S- or -NEn-, cycloalkyl with 5 to 12 carbon atoms, aryl with 6 to 14 carbon atoms or hydroxyalkyl with 1 to 3 carbon atoms, or E7 and E8 together with the N atom are a pyrrolidine ring, piperidine , piperazine or morpholine.

8. A composition according to claim 1, characterized in that the benzotriazole is a compound of the formula IIIA. wherein G6 is CF3, G7 is hydrogen, CF3, E2 and E2 'independently are a straight or branched chain alkyl with 1 to 24 carbon atoms, straight or branched chain alkyl with 2 to 18 carbon atoms, cycloalkyl with 5 a 12 carbon atoms, phenylalkyl with 7 to 15 carbon atoms, phenyl or phenyl or phenylalkyl substituted on the phenyl ring by 1 or 3 alkyls with 1 to 4 carbon atoms; and L is methylene.

9. A composition according to claim 1, characterized in that the benzotriazole is (a) 5-trifluoromethyl-2- (2-hydroxy-3-a-cumyl-5-tert-octylphenyl) -2H-benzotriazole; (b) 5-trifluoromethyl-2- (2-hydroxy-5-tert-octylphenyl) -2H-benzotriazole; (c) 5-trifluoromethyl-2- (2-hydroxy-3,5-di-tert-octylphenyl) -2H-benzotriazole; (d) 2, 2'-methylene-bis [6- (5-trifluoromethyl-2H-benzotriazol-2-yl) -4-tert-octylphenol]; (e) methylene-2- [4-t er-octyl-6 - (2H-benzotriazol-2-yl) phenol] 2 '- [4-tert-octyl-6- (5- trifluoromethyl-2H-benzotriazole- 2-yl) phenol]; (f) 3- (5-Trifluoromethyl-2H-benzotriazol-2-yl) -5-tert-butyl-4-hydroxyhydrocinnamic acid; (g) methyl 3- (5-trifluoromethyl-2H-benzotriazol-2-yl) -5-tert-butyl-4-hydroxyhydrocinnamate; (h) isooctyl 3- (5-trifluoromethyl-2H-benzotriazol-2-yl) -5-tert-butyl-4-hydroxyhydrocinnamate; (i) 5-trifluoromethyl-2- [2-hydroxy-5- (3-hydroxypropyl) phenyl] -2H-benzotriazole; (j) 5-butylsulfonyl-2- (2-hydroxy-3-a-cumyl-5-tert-octylphenyl) -2H-benzotriazole; (k) 5-octylsulfonyl-2- (2-hydroxy-3,5-di-a-cumylphenyl) -2H-benzotriazole; (1) 5-dodecylsulfonyl-2- (2-hydroxy-3,5-di-tert-butylphenyl) -2H-benzotriazole; (m) 5-octylsulfonyl-2- (2-hydroxy-3,5-di-tert-octylfyl) -2H-benzotriazole; (n) 5-trifluoromethyl-2 - (2-hydroxy-3-a-cumyl-5-tert-butyl-phenyl) -2H-benzotriazole; (o) 5-trif luoromethyl-2 - (2-hydroxy-3-a-cumi-5-n-nylf-enyl) -2H-benzotriazole; (p) 5-trifluoromethyl-2 - [2-hydroxy-3-a-cumyl-5 - (2-hydroxyethyl) phenyl] -2H-benzotriazole; (q) 5- trifluoromethyl-2 - [2-hydroxy-3-a-cumyl-5- (3-hydroxypropyl) phenyl] -2H-benzotriazole; (r) 5-trif luoromethyl-2- (2-hydroxy-3,5-di-ter-amylfyl) -2H-benzotriazole; (s) 5-trifluoromethyl-2- (2-hydroxy-3,5-di-tert-butylfyl) -2H-benzotriazole; (t) 5-trifluoromethyl-2 - (2-hydroxy-3-dodecyl-5-methylphenyl) -2H-benzotriazole; (u) 5- trifluoromethyl-2 - [2-hydroxy-3-tert-butyl-5- (3-hydroxypropyl) phenyl) -2H-benzotriazole; (v) 5-trif luoromethyl-2- [2-hydroxy-3-tert-butyl-5- (2-hydroxyethyl) phenyl] -2H-benzotriazole; (w) 5-trif luoromethyl-2- [2-hydroxy-5- (2-hydroxyethyl) phenyl] -2H-benzotriazole; (x) 5-trifluoromethyl-2- (2-hydroxy-3,5-di-a-cumylphenyl) -2H-benzotriazole; (y) 5-Fluoro-2 - (2-hydroxy-3,5-di-a-cumyl-phenyl) -2H-benzotriazole; (z) 5-Butylsulfonyl-2- (2-hydroxy-3,5-di-a-cumylphenyl) -2H-benzotriazole; (aa) 5-Butylsulfonyl-2- (2-hydroxy-3,5-di-tert-butylphenyl) -2H-benzotriazole; (bb) 5-Butylsulfonyl-2- (2-hydroxy-3,5-di-tert-octylphenyl) -2H-benzotriazole; (ce) 5-phenylsulfonyl-2- (2-hydroxy-3,5-di-tert-butylphenyl) -2H-benzotriazole; or (dd) 5-chloro-2- (2-hydroxy-3,5-di-a-cumylphenyl) -2H-benzotriazole.

10. A composition according to claim 1, characterized in that the amount of benzotriazole of the component (bl) or (b2) is from 0.1 to 20% by weight based on the adhesive composition.

11. A composition according to claim 1, characterized in that the relative amount of (bl) to (b2) by weight is from 75:25 to 25:75.

12. A 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 or emulsion-based adhesives, melt adhesives hot and adhesives based on natural products.

13. A composition according to claim 1, characterized in that the adhesive composition is present in a layered or multilayer construction.

14. A composition according to claim 13, characterized in that the laminar or multilayer construction is chosen from the group consisting of: (a) retro-reflective sheets and conformable signs and marking sheets; (b) films for solar control of various constructions; (c) corrosion-resistant silver mirrors and solar reflectors; (d) reflective printing labels; (e) glass coatings and UV absorbing glasses; (f) electrochromic devices; (g) films / glazes; (h) windshields and intermediate layers; and (i) optical films.

15. A 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) epoxides; (iv) phenolics; (v) polyimides; (vi) poly (vinyl butyral); (vii) policianoacrylates; (viii) polyacrylates; (ix) ethylene / acrylic acid copolymers and their salts (ionomers); (x) silicone polymers; (xi) poly (ethylene / vinyl acetate); (xii) attic polypropylene; (xiii) styrene-diene copolymers; (xiv) polyamides; (xv) hydroxyl-terminated polybutadiene; (xvi) polychloroprene; (xvii) poly (vinyl acetate); (xviii) carboxylated styrene / butadiene copolymers; (xix) poly (vinyl alcohol); and (xx) polyesters.

16. A composition according to claim 15, 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 styrene block copolymers.

17. A stabilized adhesive composition, suitable for use as an adhesive layer in a laminated article or multilayer construction, comprising: (a) an adhesive; and (b) a combination of (1) a highly photostable benzotriazole which is 2- (2-hydroxy-3,5-di-a-cumylphenyl) -2H-benzotriazole or a benzotriazole with red shift, which is 5-chloro- 2- (2-hydroxy-3,5-di-tert-butylphenyl) -2H-benzotriazole or 5-chloro-2- (2-hydroxy-3-tert-butyl-5-methylphenyl) -2H-benzotriazole each of which has relatively low solubility in some adhesives; and (2) a solubilizing amount of a second benzotriazole having high solubility in the adhesives and selected from the group consisting of 2- (2-hydroxy-3,5-di-tert-butylphenyl) -2H-benzotriazole, 2 - ( 2-hydroxy-3,5-di-tert-amylphenyl) -2H-benzotriazole, 2- (2-hydroxy-5-tert-octylphenyl) -2H-benzotriazole, 2- (2-hydroxy-3-sec-butyl- 5-tert-butylphenyl) -2H-benzotriazole, 2- (2-hydroxy-3-a-cumyl-5-tert-octylphenyl) -2H-benzotriazole or 2- (2-hydroxy-3-a-cumyl-5- tert-butylphenyl) -2H-benzotriazole. A composition according to claim 17, characterized in that the mixture of benzotriazoles in component (b) exhibits improved durability and low absorbance loss when exposed to actinic radiation as evidenced by an absorbance loss of less than 0.5 unit. of absorbance after exposure for 893 hours or less than 0.8 absorbance unit after exposure for 1338 hours in a Xenon arc interperimeter. 19. A compound of the formula lile (MIC) wherein Gx and Gx are independently hydrogen or halogen; G2 is halogen, nitro, cyano, -COOG3, -P (0) (C6H5) 2, -CO-G3, -CO-NH-G3, -CO-N (G3) 2, -N (G3) -CO- G3, E3S-, E3SO- or E3S02-; G2 is perfluoroalkyl of 1 to 12 carbon atoms; G3 is hydrogen, straight or branched chain alkyl with 1 to 24 carbon atoms, straight or branched chain alkenyl with 2 to 18 carbon atoms, cycloalkyl of 5 to 12 carbon atoms, phenylalkyl of 7 to 15 carbon atoms, phenyl, or the phenyl or phenylalkyl substituted on the phenyl ring by 1 to 4 alkyls with 1 to 4 carbon atoms; E2 and E2 'are independently straight or branched chain alkyl with 1 to 24 carbon atoms, straight or branched chain alkenyl with 2 to 18 carbon atoms, cycloalkyl with 5 to 12 carbon atoms, phenylalkyl with 7 to 15 carbon atoms. carbon, phenyl or the phenyl or the phenylalkyl substituted on the phenyl ring by 1 or 3 alkyls with 1 to 4 carbon atoms; or E2 and E2. independently they are alkyl with 1 to 24 carbon atoms, or the alkenyl with 2 to 18 carbon atoms, substituted by one or more -OH, -OCOEn, -OE4, -NCO, -NH2, -NHCOEn, -NHE4 or -N (E4) 2, their mixtures, wherein E4 is a straight or branched chain alkyl with 1 to 24 carbon atoms; or the alkyl or the alkenyl interrupted by one or more groups -O-, -NH- or -NE4- or their mixtures and which may be unsubstituted or substituted by one or more groups -OH, -0E4 or -NH2 their mixtures; or E2 and E2. independently they are - (CH2) m-CO-E5; or E2 and E2, independently are a group of the formula - (CH2) m-CO-X- (Z) pY-E15 where E5 is -0E6 or -NE7E8, or E5 is -PO (OE12) 2, -OSi (En) 3 o -OCO-En, or straight or branched chain alkyl with 1 to 24 carbon atoms, interrupted by -0-, -S- or -NE and which may be unsubstituted or substituted by -OH or -0C0-E, cycloalkyl with 5 to 12 carbon atoms which is unsubstituted or substituted by -OH, alkenyl with 2 to 18 straight or branched chain carbon atoms which is unsubstituted or substituted by -OH, aralkyl with 7 to 15 carbon atoms, -CH2-CHOH-E13 or glycidyl, E6 is hydrogen, straight or branched chain alkyl with 1 to 24 carbon atoms which is unsubstituted or substituted by one or more OH, 0E4 or NH2 groups, or -0E6 is - (OCH2CH2) wOH or - (OCH2CH2) wOE21, wherein w is 1 to 12 and E21 is alkyl from 1 to 12 carbon atoms. E7 and E8 independently are hydrogen, alkyl having 1 to 18 carbon atoms, alkyl with 3 to 18 carbon atoms straight or branched chain which is interrupted by -O-, -S- or -NE1X-, cycloalkyl with 5 to 12 carbon atoms, aryl with 6 to 14 carbon atoms or hydroxyalkyl with 1 to 3 carbon atoms, or E7 and E8 together with the N atom are a pyrrolidine, piperidine, piperazine or morpholine ring, X is -O- or -N (E16) -, Y is -O- or -N (E17) -, Z is alkylene with 2 to 12 carbon atoms, alkylene with 4 to 12 carbon atoms interrupted by one to three nitrogen atoms, oxygen atoms or its mixture, or it is alkylene with 3 to 12 carbon atoms, butenylene, butinylene, cyclohexylene or phenylene, each substituted by a hydroxyl group, m is zero, 1 or 2, p is 1, op is also zero when X and Y are -N (E16) ~ and -N (E17) -, respectively, E15 is a group -C0-C (E18) = C (H) E19 or when Y is -N (E17) -, together with E17 forms a group -C0-CH = CH-C0-, where E18 is hydr Oxygen or methyl, and E19 is hydrogen, methyl or -CO-X-E20, wherein E20 is hydrogen or alkyl with 1 to 18 carbon atoms; E16 and E17 independently of one another are hydrogen, alkyl having 1 to 18 carbon atoms, alkyl having 3 to 12 carbon atoms interrupted by 1 to 3 oxygen atoms, or is cyclohexyl or aralkyl having 7 to 15 carbon atoms, and E16 together with E17 in the case where Z is ethylene, it also forms ethylene; Eu is hydrogen, straight or branched chain 1 to 18 carbon atoms, cycloalkyl with 5 to 12 carbon atoms, straight or branched chain 2 to 18 carbon alkenyl, aryl with 6 to 14 carbon atoms or aralkyl with 7 to 15 carbon atoms; E12 is straight or branched chain alkyl with 1 to 18 carbon atoms, straight or branched chain 3 to 18 carbon atoms, cycloalkyl with 5 to 10 carbon atoms, aryl with 6 to 16 carbon atoms or aralkyl with 7 to 15 carbon atoms; E13 is hydrogen, straight or branched chain alkyl with 1 to 18 carbon atoms which is substituted by -PO (OE12) 2, phenyl which is unsubstituted or substituted by OH, aralkyl with 7 to 15 carbon atoms or -CH2OE12; E3 is alkyl with 1 to 20 carbon atoms, hydroxyalkyl with 2 to 20 carbon atoms, alkyl substituted by alkoxycarbonyl with 2 to 9 carbon atoms, alkenyl with 3 to 18 carbon atoms, cycloalkyl with 5 to 12 carbon atoms, phenylalkyl with 7 to 15 carbon atoms, aryl with 6 to 10 carbon atoms or the aryl substituted by one or two alkyls with 1 to 4 carbon atoms or 1,1,2,2-tetrahydroperfluoroalkyl wherein the perfluoroalkyl portion is 6 to 16 carbon atoms; and L is alkylene with 1 to 12 carbon atoms, alkylidene with 2 to 12 carbon atoms, benzylidene, p-xylylene, a, a, a ', a'-tetramethyl-m-xylylene or cycloalkylidene. 20. A compound of the lile formula according to claim 1, characterized in that Gi and Gi. they are each hydrogen, G2 is chloro, phenylsulfonyl or phenylthio, G2 is CF3, E2 and E2. they are independently straight or branched chain alkyl with 1 to 24 carbon atoms, straight or branched chain alkenyl with 2 to 18 carbon atoms, cycloalkyl with 5 to 12 carbon atoms, phenylalkyl with 7 to 15 carbon atoms, phenyl, or the phenyl or phenylalkyl substituted on the phenyl ring by 1 to 3 alkyl having 1 to 4 carbon atoms; and L is methylene. 21. A composition stabilized against thermal, oxidative or light-induced degradation, characterized in that it comprises: (a) an organic material subject to thermal, oxidative or light-induced degradation, and (b) a compound of formula IIIc in accordance with claim 20. 22. A composition according to claim 21, characterized in that the organic material is a natural polymer, semi-synthetic, synthetic, thermoplastic or interlaced.