Stabilized adhesive compositions containing highly soluble, photostable benzotriazole UV absorbers and laminated articles derived therefrom

• US 6,268,415 B1
• Filed: 05/03/1999
• Issued: 07/31/2001
• Est. Priority Date: 05/03/1999
• Status: Expired due to Term

• Current Assignee: Ciba Specialty Chemicals Corp (BASF SE)
• Original Assignee: Ciba Specialty Chemicals Corp (BASF SE)
• Inventors: Ravichandran, Ramanathan, Renz, Walter, Hall, Luther A. R., Suhadolnik, Joseph, Iyengar, Revathi, Wood, Mervin Gale Jr.
• Primary Examiner(s): SANDERS, KRIELLION ANTIONETTE
• Application Number:
  US09/303,582
• Time in Patent Office: 820 Days
• Field of Search: 524/91, 524/110, 524/300, 524/487, 428/423.1, 428/480, 428/500
• US Class Current: 524/91
• CPC Class Codes: B32B 17/10761 containing vinyl acetal
• CPC Class Codes: C08K 5/3475 condensed with carbocyclic rings
• CPC Class Codes: C09J 11/06 organic
• CPC Class Codes: F24S 23/82 characterised by the material or the construction of the reflector
• CPC Class Codes: Y02E 10/40 Solar thermal energy, e.g. solar towers
• CPC Class Codes: Y10T 428/31551 Of polyamidoester [polyurethane, polyisocyanate, polycarbamate, etc.]
• CPC Class Codes: Y10T 428/31786 Of polyester [e.g., alkyd, etc.]
• CPC Class Codes: Y10T 428/31855 Of addition polymer from unsaturated monomers

Abstract

Adhesive compositions are rendered stable against degradation caused by ultraviolet light through the incorporation of a highly soluble, photostable benzotriazole UV absorber which is substituted in the ortho position of the hydroxyphenyl ring by α-cumyl or phenyl. Examples of such compounds are 2-(2-hydroxy-3-α-cumyl-5-tert-octylphenyl)-2H-benzotriazole, 5-chloro-2-(2-hydroxy-3-α-cumyl-5-tert-octylphenyl)-2H-benzotriazole, 5-fluoro-2-(2-hydroxy-3-α-cumyl-5-tert-octylphenyl)-2H-benzotriazole, 2-(2-hydroxy-3-α-cumyl-5-tert-butylphenyl)-2H-benzotriazole, 5-chloro-2-(2-hydroxy-3-α-cumyl-5-tert-butylphenyl)-2H-benzotriazole and 5-fluoro-2-(2-hydroxy-3-α-cumyl-5-tert-butylphenyl)-2H-benzotriazole. These compounds 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.

Claims

1. A stabilized adhesive composition, suitable for use as an adhesive layer in a laminted article or multilayer construction, which comprises

(a) an adhesive selected from the group consisting of

(i) polyurethanes;

(ii) polyacrylics;

(vi) poly(vinyl butyral);

(viii) polyacrylates;

(xi) poly(ethylene/vinyl acetate);

(xvii) poly(vinyl acetate); and

(xx) polyesters; and

(b) an effective stabilizing amount of a highly soluble and photostable benzotriazole which is 2-(2-hydroxy-3-α

-cumyl-5-tert-octylphenyl)-2H-benzotriazole, 5-chloro-2-(2-hydroxy-3-α

-cumyl-5-tert-octylphenyl)-2H-benzotriazole, 5-fluoro-2-(2-hydroxy-3-α

-cumyl-5-tert-octylphenyl)-2H-benzotriazole, 2-(2-hydroxy-3-α

-cumyl-5-tert-butylphenyl)-2H-benzotriazole, 5-chloro-2-(2-hydroxy-3-α

-cumyl-5-tert-butylphenyl)-2H-benzotriazole or 5-fluoro-2-(2-hydroxy-3-α

-cumyl-5-tert-butylphenyl)-2H-benzotriazole;

with the proviso that the benzotriazole in component (b) exhibits enhanced durability and low loss of absorbance when exposed to actinic radiation as witnessed by an absorbance loss of less than 0.5 absorbance units after exposure for 893 hours or less than 0.8 absorbance units after exposure for 1338 hours in a Xenon Arc Weather-Ometer.

2. A composition according to claim 1 where the effective stabilizing amount of benzotriazole of component (b) is 0.1 to 20% by weight based on the adhesive composition.

14. A composition according to claim 1 wherein the the adhesive of component (a) is selected from the group consisting of the pressure sensitive adhesives, the rubber-based adhesives, the solvent or emulsion based adhesives, the hot melt adhesives and natural-product based adhesives.

15. A composition according to claim 1 wherein the adhesive composition is present in a laminated or multilayer construction.

16. A composition according to claim 15 wherein the laminated or multilayer construction is selected from the group consisting of

(a) retroreflective sheets and signs and conformable marketing sheets;

(b) solar control films of various construction;

(c) corrosion resistant silver mirrors and solar reflectors;

(d) reflective print labels;

(e) UV absorbing glasses and glass coatings;

(f) electrochromic devices;

(g) films/glazings;

(h) windscreens and intermediate layers; and

(i) optical films.

17. A composition according to claim 16 wherein the laminated or multilayer construction is selected from the group consisting of

(a) retroreflective sheets and signs and conformable marketing sheets;

(b) solar control films of various construction;

(e) UV absorbing glasses and glass coatings;

(g) films/glazings; and

(h) windscreens and intermediate layers.

18. A composition according to claim 17 wherein the laminated or multilayer construction is selected from the group consisting of

(b) a solar control films of various construction;

and

(h) windscreens and intermediate layers.

19. A composition according to claim 1 wherein the adhesive of component (a) is a polyacrylate.

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

21. A composition according to claim 20 wherein the amount of coadditive is from 0.025 to 5% by weight based on the adhesive.

22. A composition according to claim 21 wherein the amount of coadditive is from 0.1 to 3% by weight based on the adhesive.

23. A composition according to claim 1 wherein the optional coadditives are selected from the group consisting of plasticizers, adhesion promoters, waxes, petroleum waxes, elastomers, tackifier resins, oils, resins, polymers, rosin, modified rosin or rosin derivatives, hydrocarbon resins, terpene resins, paraffin wax, microcrystalline wax, synthetic hard wax and/or polyethylene wax.

44. A composition according to claim 1 wherein the adhesive of component (a) is poly(vinyl butyral).

3. A stabilized adhesive composition, suitable for use as an adhesive layer in a laminated article or multilayer construction, which comprises

(a) an adhesive selected from the group consisting of

(i) polyurethanes;

(ii) polyacrylics;

(vi) poly(vinyl butyral);

(viii) polyacrylates;

(xi) poly(ethylene/vinyl acetate);

(xvii) poly(vinyl acetate); and

(xx) polyesters; and

(b) an effective stabilizing amount of a combination of

(1) a highly photostable benzotriazole which is 2-(2-hydroxy-3,5-di-α

-cumylphenyl)-2H-benzotriazole or a red-shifted benzotriazole 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 said 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-α

-cumyl-5-tert-octylphenyl)-2H-benzotriazole or 2-(2-hydroxy-3-α

-cumyl-5-tert-butylphenyl)-2H-benzotriazole;

with the proviso that the benzotriazole in component (b) exhibits enhanced durability and low loss of absorbance when exposed to actinic radiation as witnessed by an absorbance loss of less than 0.5 absorbance units after exposure for 893 hours or less than 0.8 absorbance units after exposure for 1338 hours in a Xenon Arc Weather-Ometer.

4. A composition according to claim 3 wherein the effective amount of the UV absorber of (1) plus (2) in component (b) is 0.1 to 20% by weight based on the adhesive composition.

5. A composition according to claim 3 wherein the relative amount of (1) to (2) by weight is from 75:

25 to 25;

75.

6. A composition according to claim 5 wherein the relative amount of (1) to (2) by weight is 50:

50.

24. A composition according to claim 3 wherein the the adhesive of component (a) is selected from the group consisting of the pressure sensitive adhesives, the rubber-based adhesives, the solvent or emulsion based adhesives, the hot melt adhesives and natural-product based adhesives.

25. A composition according to claim 3 wherein the adhesive composition is present in a laminated or multilayer construction.

26. A composition according to claim 25 wherein the laminated or multilayer construction is selected from the group consisting of

(a) retroreflective sheets and signs and conformable marketing sheets;

(b) solar control films of various construction;

(c) corrosion resistant silver mirrors and solar reflectors;

(d) reflective print labels;

(e) UV absorbing glasses and glass coatings;

(f) electrochromic devices;

(g) films/glazings;

(h) windscreens and intermediate layers; and

(i) optical films.

27. A composition according to claim 26 wherein the laminated or multilayer construction is selected from the group consisting of

(a) retroreflective sheets and signs and conformable marketing sheets;

(b) solar control films of various construction;

(e) UV absorbing glasses and glass coatings;

(g) films/glazings; and

(h) windscreens and intermediate layers.

28. A composition according to claim 27 wherein the laminated or multilayer construction is selected from the group consisting of

(b) a solar control films of various construction;

and

(h) windscreens and intermediate layers.

29. A composition according to claim 3 wherein the adhesive of component (a) is a polyacrylate.

30. A composition according to claim 3 which additionally contains from 0.01 to 10% by weight based on the adhesive of a coadditive which is selected from the group consisting of the antioxidants, other UV absorbers, hindered amines, phosphites or phosphonites, hydroxylamines, nitrones, benzofuran-2-ones, thiosynergists, polyamide stabilizers, metal stearates, nucleating agents, fillers, reinforcing agents, lubricants, emulsifiers, dyes, pigments, optical brighteners, flame retardants, antistatic agents and blowing agents.

31. A composition according to claim 30 wherein the amount of coadditive is from 0.025 to 5% by weight based on the adhesive.

32. A composition according to claim 31 wherein the amount of coadditive is from 0.1 to 3% by weight based on the adhesive.

33. A composition according to claim 3 wherein the optional coadditives are selected from the group consisting of plasticizers, adhesion promoters, waxes, petroleum waxes, elastomers, tackifier resins, oils, resins, polymers, rosin, modified rosin or rosin derivatives, hydrocarbon resins, terpene resins, paraffin wax, microcrystalline wax, synthetic hard wax and/or polyethylene wax.

45. A composition according to claim 3 wherein the adhesive of component (a) is poly(vinyl butyral).

7. A stabilized adhesive composition, suitable for use as an adhesive layer in a laminated article or multilayer construction, which comprises

(a) an adhesive selected from the group consisting of

(i) polyurethanes;

(ii) polyacrylics;

(vi) poly(vinyl butyral);

(viii) polyacrylates;

(xi) poly(ethylene/vinyl acetate);

(xvii) poly(vinyl acetate); and

(xx) polyesters; and

(b) an effective stabilizing amount of a combination of

(i) a highly soluble and photostable benzotriazole which is 2-(2-hydroxy-3-α

-cumyl-5-tert-octylphenyl)-2H-benzotriazole, 5-chloro-2-(2-hydroxy-3-α

-cumyl-5-tert-octylphenyl)-2H-benzotriazole, 5-fluoro-2-(2-hydroxy-3-α

-cumyl-5-tert-octylphenyl)-2H-benzotriazole, 2-(2-hydroxy-3-α

-cumyl-5-tert-butylphenyl)-2H-benzotriazole, 5-chloro-2-(2-hydroxy-3-α

-cumyl-5-tert-butylphenyl)-2H-benzotriazole or 5-fluoro-2-(2-hydroxy-3-α

-cumyl-5-tert-butylphenyl)-2H-benzotriazole;

or the highly photostable benzotriazole which is 2-(2-hydroxy-3,5-di-α

-cumyl-phenyl)-2H-benzotriazole; and

(ii) a highly soluble, red-shifted, photostable benzotriazole which is a compound of formula I, II or III

 

wherein

G₁ and G₁′

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, —

CO—

N(G₃)₂, —

N(G₃)—

CO—

G₃, E₃SO—

or E₃SO₂—

;

or G₂′

is also hydrogen,

G₃ is hydrogen, straight or branched chain alkyl of 1 to 24 carbon atoms, straight or branched chain alkenyl of 2 to 18 carbon atoms, cycloalkyl of 5 to 12 carbon atoms, phenylalkyl of 7 to 15 carbon atoms, phenyl, or said phenyl or said phenylalkyl substituted on the phenyl ring by 1 to 4 alkyl of 1 to 4 carbon atoms,

G₆ is perfluoroalkyl of 1 to 12 carbon atoms,

G₇ is hydrogen or perfluoroalkyl of 1 to 12 carbon atoms,

E₁ is hydrogen, straight or branched chain alkyl of 1 to 24 carbon atoms, straight or branched chain alkenyl of 2 to 24 carbon atoms, cycloalkyl of 5 to 12 carbon atoms, phenylalkyl of 7 to 15 carbon atoms, phenyl, or said phenyl or said phenylalkyl substituted on the phenyl ring by 1 to 4 alkyl of 1 to 4 carbon atoms;

or E₁ is alkyl of 1 to 24 carbon atoms substituted by one or two hydroxy groups,

E₂ and E₂′

are independently straight or branched alkyl chain of 1 to 24 carbon atoms, straight or branched chain alkenyl of 2 to 18 carbon atoms, cycloalkyl of 5 to 12 carbon atoms, phenylalkyl of 7 to 15 carbon atoms, phenyl, or said phenyl or said phenylalkyl substituted on the phenyl ring by one to three alkyl of 1 to 4 carbon atoms;

or E₂ and E₂′

are independently said alkyl of 1 to 24 carbon atoms or said alkenyl of 2 to 18 carbon atoms substituted by one or more —

OH, —

OCOE₁₁, —

OE₄, —

NCO, —

NH₂, —

NHCOE₁₁, —

NHE₄ or —

N(E₄)₂, or mixtures thereof, where E₄ is straight or branched chain alkyl of 1 to 24 carbon atoms;

or said alkyl or said alkenyl interrupted by one or more —

O—

, —

NH—

or —

NE₄—

groups or mixtures thereof and which can be unsubstituted or substituted by one or more —

OH, —

OE₄ or —

NH₂ groups or mixtures thereof;

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—

E₁₁, or straight or branched chain C₁-C₂₄alkyl which is interrupted by —

O—

, —

S—

or —

NE₁₁ and which can be unsubstituted or substituted by —

OH or —

OCO—

E₁₁, C₅-C₁₂ cycloalkyl which is unsubstituted or substituted by —

OH, straight chain or branched C₂-C₁₈alkenyl which is unsubstituted or substituted by —

OH, C₇-C₁₅aralkyl, —

CH₂—

CHOH—

E₁₃ or glycidyl,

E₆ is hydrogen, straight or branched chain C₁-C₂₄alkyl which is unsubstituted or substituted by one or more OH, OE₄ or NH₂ groups, or —

OE₆ is —

(OCH₂CH₂)_wOH or —

(OCH₂CH₂)_wOE₂₁ where w is 1 to 12 and E₂₁ is alkyl of 1 to 12 carbon atoms,

E₇ and E₈ are independently hydrogen, alkyl of 1 to 18 carbon atoms, straight or branched chain C₃-C₁₈alkyl which is interrupted by —

O—

, —

S—

or —

NE₁₁—

, C₅-C₁₂cycloalkyl, C₆-C₁₄aryl or C₁-C₃hydroxylalkyl, or E₇ and E₈ together with the N atom are a pyrrolidine, piperidine, piperazine or morpholine ring,

E₅ is —

X—

(Z)_p—

Y—

E₁₅

 

wherein

X is —

O—

or —

N(E₁₆)—

,

Y is —

O—

or —

N(E₁₇)—

,

Z is C₂-C₁₂-alkylene, C₄-C₁₂-alkylene interrupted by one to three nitrogen atoms, oxygen atoms or a mixture thereof, or is C₃-C₁₂-alkylene, butenylene, butynylene, cyclohexylene or phenylene, each substituted by a hydroxyl group,

m is zero, 1 or 2,

p is 1, or p 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 —

CO—

CH═

CH—

CO—

, wherein E₁₈ is hydrogen or methyl, and E₁₉ is hydrogen, methyl or —

CO—

X—

E₂₀, wherein E₂₀ is hydrogen, C₁-C₁₂-alkyl or a group of the formula

 

wherein the symbols E₁, G₂, X, Z, m and p have the meanings defined above, and E₁₆ and E₁₇ independently of one another are hydrogen, C₁-C₁₂-alkyl, C₃-C₁₂-alkyl interrupted by 1 to 3 oxygen atoms, or is cyclohexyl or C₇-C₁₅aralkyl, and E₁₆ together with E₁₇ in the case where Z is ethylene, also forms ethylene,

when n is 2, E₅ is one of divalent radicals —

O—

E₉—

O—

or —

N(E₁₁)—

E₁₀—

N(E₁₁)—

,

E₉ is C₂-C₈alkylene, C₄-C₈alkenylene, C₄alkynylene, cyclohexylene, straight or branched chain C₄-C₁₀alkylene which is interrupted by —

O—

or by —

CH₂—

CHOH—

CH₂—

O—

E₁₄—

O—

CH₂—

CHOH—

CH₂—

,

E₁₀ being straight or branched chain C₂-C₁₂alkylene which may be interrupted by —

O—

, cyclohexylene, or

 

or E₁₀ and E₁₁ with the two nitrogen atoms form a piperazine ring,

E₁₄ is straight or branched chain C₂-C₈alkylene, straight or branched chain C₄-C₁₀alkylene which is interrupted by —

O—

, cycloalkylene, arylene or

 

where E₇ and E₈ are independently hydrogen, alkyl of 1 to 18 carbon atoms or E₇ and E₈ together are alkylene of 4 to 6 carbon atoms, 3-oxapentamethylene, 3-iminopentamethylene or 3-methyliminopentamethylene,

E₁₁ is hydrogen, straight or branched chain C₁-C₁₈alkyl, C₅-C₁₂cycloalkyl, straight or branched chain C₂-C₁₈alkenyl, C₆-C₁₄aryl or C₇-C₁₅aralkyl,

E₁₂ is straight or branched chain C₁-C₁₈alkyl, straight or branched chain C₃-C₁₈alkenyl, C₅-C₁₀cycloalkyl, C₆-C₁₆aryl or C₇-C₁₅aralkyl,

E₁₃ is H, straight chain or branched C₁-C₁₈alkyl which is substituted by —

PO(OR₁₂)₂, phenyl which is unsubstituted or substituted by OH, C₇-C₁₅aralkyl or —

CH₂OE₁₂,

E₃ is alkyl of 1 to 20 carbon atoms, hydroxyalkyl of 2 to 20 carbon atoms, alkyl substituted by alkoxycarbonyl of 2 to 9 carbon atoms, alkenyl of 3 to 18 carbon atoms, cycloalkyl of 5 to 12 carbon atoms, phenylalkyl of 7 to 15 carbon atoms, aryl of 6 to 10 carbon atoms or said aryl substituted by one or two alkyl of 1 to 4 carbon atoms or 1,1,2,2-tetrahydroperfluoroalkyl where the perfluoroalkyl moiety is of 6 to 16 carbon atoms, and

with the proviso that formula I does not represent 5-ethylsulfonyl-2-(2-hydroxy-5-methylphenyl)-2H-benzotriazole;

5-fluoro-2-(2-hydroxy-3-α

-cumyl-5-tert-octylphenyl)-2H-benzotriazole;

5-fluoro-2-(2-hydroxy-3-α

-cumyl-5-tert-butylphenyl)-2H-benzotriazole;

5-chloro-2-(2-hydroxy-3-α

-cumyl-5-tert-octylphenyl)-2H-benzotriazole;

5-chloro-2-(2-hydroxy-3-α

-cumyl-5-tert-octyl-phenyl)-2H-benzotriazole;

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; and

with the further proviso that the benzotriazole in component (b) exhibits enhanced durability and low loss of absorbance when exposed to actinic radiation as witnessed by an absorbance loss of less than 0.5 absorbance units after exposure for 893 hours or less than 0.8 absorbance units after exposure for 1338 hours in a Xenon Arc Weather-Ometer.

8. A composition according to claim 7 wherein the effective amount of the UV absorber of (i) plus (ii) in component (b) is 0.1 to 20% by weight based on the adhesive composition.

9. A composition according to claim 7 wherein the relative amount by weight of (i) to (ii) is from 99:

1 to 1;

99.

10. A composition according to claim 9 wherein the relative amount by weight of (i) to (ii) is from 90:

10 to 25;

75.

11. A composition according to claim 10 wherein the relative amount of (i) to (ii) is 50:

50.

12. A composition according to claim 7 wherein the benzotriazole of component (ii) is a compound which is

(a) 5-trifluoromethyl-2-(2-hydroxy-3-α -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-tert-octyl-6-(2H-benzotriazol-2-yl) phenol]2′

-[4-tert-octyl-6-(5-trifluoromethyl-2H-benzotriazol-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-α

-cumyl-5-tert-octylphenyl)-2H-benzotriazole;

(k) 5-octylsulfonyl-2-(2-hydroxy-3,5-di-α

-cumylphenyl)-2H-benzotriazole;

(l) 5-dodecylsulfonyl-2-(2-hydroxy-3,5-di-tert-butylphenyl)-2H-benzotriazole;

(m) 5-octylsulfonyl-2-(2-hydroxy-3,5-di-tert-octylphenyl)-2H-benzotriazole;

(n) 5-trifluoromethyl-2-(2-hydroxy-3-α

-cumyl-5-tert-butylphenyl)-2H-benzotriazole;

(o) 5-trifluoromethyl-2-(2-hydroxy-3-α

-cumyl-5-nonylphenyl)-2H-benzotriazole;

(p) 5-trifluoromethyl-2-[2-hydroxy-3-α

-cumyl-5-(2-hydroxyethyl)phenyl]-2H-benzotriazole;

(q) 5-trifluoromethyl-2-[2-hydroxy-3-α

-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-α

-cumylphenyl)-2H-benzotriazole;

(y) 5-fluoro-2-(2-hydroxy-3,5-di-α

-cumylphenyl)-2H-benzotriazole;

(z) 5-butylsulfonyl-2-(2-hydroxy-3,5-di-α

-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;

(cc) 5-phenylsulfonyl-2-(2-hydroxy-3,5-di-tert-butylphenyl)-2H-benzotriazole;

or (dd) 5-chloro-2-(2-hydroxy-3,5-di-α

-cumylphenyl)-2H-benzotriazole.

13. A composition according to claim 12 wherein the benzotriazole of component (ii) is

(a) 5-trifluoromethyl-2-(2-hydroxy-3-α

-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;

(g) methyl 3-(5-trifluoromethyl-2H-benzotriazol-2-yl)-5-tert-butyl-4-hydroxyhydrocinnamate;

(j) 5-butylsulfonyl-2-(2-hydroxy-3-α

-cumyl-5-tert-octylphenyl)-2H-benzotriazole;

(n) 5-trifluoromethyl-2-(2-hydroxy-3-α

-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-di-α

-cumylphenyl)-2H-benzotriazole;

(aa) 5-butylsulfonyl-2-(2-hydroxy-3,5-di-tert-butylphenyl)-2H-benzotriazole;

or

(cc) 5-phenylsulfonyl-2-(2-hydroxy-3,5-di-tert-butylphenyl)-2H-benzotriazole.

34. A composition according to claim 7 wherein the the adhesive of component (a) is selected from the group consisting of the pressure sensitive adhesives, the rubber-based adhesives, the solvent or emulsion based adhesives, the hot melt adhesives and natural-product based adhesives.

35. A composition according to claim 7 wherein the adhesive composition is present in a laminated or multilayer construction.

36. A composition according to claim 35 wherein the laminated or multilayer construction is selected from the group consisting of

(a) retroreflective sheets and signs and conformable marketing sheets;

(b) solar control films of various construction;

(c) corrosion resistant silver mirrors and solar reflectors;

(d) reflective print labels;

(e) UV absorbing glasses and glass coatings;

(f) electrochromic devices;

(g) films/glazings;

(h) windscreens and intermediate layers; and

(i) optical films.

37. A composition according to claim 36 wherein the laminated or multilayer construction is selected from the group consisting of

(a) retroreflective sheets and signs and conformable marketing sheets;

(b) solar control films of various construction;

(e) UV absorbing glasses and glass coatings;

(g) films/glazings; and

(h) windscreens and intermediate layers.

38. A composition according to claim 37 wherein the laminated or multilayer construction is selected from the group consisting of

(b) a solar control films of various construction;

and

(h) windscreens and intermediate layers.

39. A composition according to claim 7 wherein the adhesive of component (a) is a polyacrylate.

40. A composition according to claim 7 which additionally contains from 0.01 to 10% by weight based on the adhesive of a coadditive which is selected from the group consisting of the antioxidants, other UV absorbers, hindered amines, phosphites or phosphonites, hydroxylamines, nitrones, benzofuran-2-ones, thiosynergists, polyamide stabilizers, metal stearates, nucleating agents, fillers, reinforcing agents, lubricants, emulsifiers, dyes, pigments, optical brighteners, flame retardants, antistatic agents and blowing agents.

41. A composition according to claim 40 wherein the amount of coadditive is from 0.025 to 5% by weight based on the adhesive.

42. A composition according to claim 41 wherein the amount of coadditive is from 0.1 to 3% by weight based on the adhesive.

43. A composition according to claim 7 wherein the optional coadditives are selected from the group consisting of plasticizers, adhesion promoters, waxes, petroleum waxes, elastomers, tackifier resins, oils, resins, polymers, rosin, modified rosin or rosin derivatives, hydrocarbon resins, terpene resins, paraffin wax, microcrystalline wax, synthetic hard wax and/or polyethylene wax.

46. A composition according to claim 7 wherein the adhesive of component (a) is poly(vinyl butyral).