Stabilizer Blend
Patent Information
- Application Number
- JP2024516860
- Authority / Receiving Office
- JP · JP
- Patent Type
- Applications
- Current Assignee / Owner
- Priority Date
- 2021-09-16
- Filing Date
- 2022-09-16
- Publication Date
- 2025-09-25
AI Technical Summary
Existing additives such as hindered amine light stabilizers and UV absorbers fail to significantly improve the stability of organic materials exposed to UV light, leading to degradation issues in articles made from synthetic polymers like polyolefins and polyethylene.
A stabilizer formulation combining a UV absorber with a compound of formula (A) and an organic material, enhancing the durability of articles by improving their resistance to light exposure.
The combination of a UV absorber and compound of formula (A) improves the durability and extends the life of organic material-based articles, providing economic value through prolonged stability against UV light.
Smart Images

Figure 2023041690000001 
Figure 2023041690000002 
Figure 2023041690000003
Abstract
Description
[Technical field]
[0001] The present invention relates to a composition comprising an organic material, at least one compound of formula (A), and at least one UV absorber.Furthermore, the present invention relates to an organic material-based article comprising at least one compound of formula (A) and at least one UV absorber.Also, the present invention relates to the use of at least one compound of formula (A) and at least one UV absorber to enhance the stability of organic materials exposed to light. [Background technology]
[0002] Organic materials, i.e., synthetic polymers such as polyolefins and polyethylene, are widely used due to their ease of use in the manufacture of various extruded and molded articles. However, these articles often suffer from general stability problems due to repeated exposure to UV light. To prevent the adverse effects of UV light on articles made from organic materials, various additives, such as hindered amine light stabilizers, UV absorbers, etc., are used. However, these additives or mixtures of these additives cannot significantly improve the stability of organic materials. Summary of the Invention [Problem to be solved by the invention]
[0003] It is therefore an object of the present invention to overcome the above mentioned drawbacks and to provide a stabilizer formulation for stabilizing organic materials.
[0004] Another object of the present invention is to provide a stable organic material-based article having a thickness of at least 300 microns. [Means for solving the problem]
[0005] Surprisingly, it has been found that the stabilizer formulation of the presently claimed invention, i.e., the combination of a UV absorber with a compound of formula (A) and an organic material, improves the durability of the final article exposed to light, thus increasing the life span of the final article and providing economic value.
[0006] Thus, in one aspect, the invention claimed herein comprises: i. an organic material; ii. at least one compound of formula (A) [ka] (In the formula, E1 is a substituted or unsubstituted C1-C 18 Alkyl, formula P [ka] (In the formula, R, R', and R'' are each independently C1 to C 18 alkylene), b is an integer ranging from 1 to 3; or formula Q [ka] (In the formula, T and U are each independently a linear or branched C1-C 18 alkyl), E2 is hydrogen or hydroxyl; E3, E4, E5, and E6 are each independently hydrogen, hydroxyl, C1-C 18 Alkyl, substituted or unsubstituted C1-C 18 alkoxy, phenyl or phenyl substituted with 1, 2 or 3 C1-C4 alkyl, or a compound of formula Q [ka] (In the formula, T and U are each independently a linear or branched C1-C 18 alkyl) and and iii. at least one UV absorber.
[0007] In another aspect, the invention claimed herein comprises: a. at least one compound of formula (A) as defined above; b. at least one UV absorber.
[0008] In yet another aspect of the present invention, the present invention relates to the use of at least one compound of formula (A) as defined above and at least one UV absorber for enhancing the stability of an organic material exposed to light. DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS
[0009] Before describing the compositions and formulations of the present invention, it is to be understood that the invention is not limited to the particular compositions and formulations described, as such compositions and formulations may, of course, vary. It is also to be understood that the terms used herein are not intended to be limiting, since the scope of the invention claimed herein will be limited only by the appended claims.
[0010] Hereinafter, when a group is defined as including at least a certain number of embodiments, this is meant to include preferred groups consisting of only these embodiments. Furthermore, the terms "first", "second", "third", or "(a)", "(b)", "(c)", "(d)" and the like in this specification and claims are used to distinguish similar components and do not necessarily describe them in sequential or chronological order. Thus, it should be understood that the terms used in this manner are interchangeable under appropriate circumstances and that the embodiments of the invention described herein can be implemented in other orders than those described or illustrated herein. Where the terms "first", "second", "third" or "(A)", "(B)" and "(C)" or "(a)", "(b)", "(c)", "(d)", "i", "ii" etc. refer to steps of a method or use or assay, unless otherwise specified in this application, as described hereinbefore or hereinafter, there is no time interval or no consistent time interval between those steps, i.e., the steps may be performed simultaneously or there may be a time interval of seconds, minutes, hours, days, weeks, months or even years between those steps.
[0011] In the text below, various aspects of the invention are defined in more detail. Each aspect so defined may be combined with any other aspect or aspects, unless expressly indicated otherwise. In particular, any feature indicated as being preferred or advantageous may be combined with any other feature or features indicated as being preferred or advantageous.
[0012] Reference throughout this specification to "one embodiment" or "preferred embodiment" means that a particular feature, structure, or characteristic described in connection with that embodiment is included in at least one embodiment of the invention claimed herein. Thus, the appearance of the phrases "in one embodiment" or "in a preferred embodiment" or "in another embodiment" in various places throughout this specification do not necessarily all refer to the same embodiment, but may. Furthermore, particular features, structures, or characteristics may be combined in any suitable manner in one or more embodiments, as would be apparent to one of ordinary skill in the art from this disclosure. Furthermore, although some embodiments described herein include other features that are included in some, but other, embodiments, combinations of features of different embodiments are meant to be within the scope of the invention and form different embodiments, as would be understood by one of ordinary skill in the art. For example, in the appended claims, any of the claimed embodiments may be used in any combination.
[0013] Furthermore, ranges defined herein are inclusive of the extreme values, i.e., a range from 1 to 10 means that both 1 and 10 are included within the range. For the avoidance of doubt, the applicant reserves the right to any and all equivalents available under applicable law.
[0014] In order that this disclosure may be more readily understood, certain terms are first defined. Unless otherwise defined, all technical and scientific terms used herein have the same meaning as commonly understood by one of ordinary skill in the art to which embodiments of the invention pertain.
[0015] In one aspect, the invention claimed herein comprises: i. an organic material; ii. at least one compound of formula (A) [ka] (In the formula, E1 is a substituted or unsubstituted C1-C 18 Alkyl, formula P [ka] (In the formula, R, R', and R'' are each independently C1 to C 18 alkylene), b is an integer ranging from 1 to 3; or formula Q [ka] (In the formula, T and U are each independently a linear or branched C1-C 18 alkyl), E2 is hydrogen or hydroxyl; E3, E4, E5, and E6 are each independently hydrogen, hydroxyl, C1-C 18 Alkyl, substituted or unsubstituted C1-C 18 alkoxy, phenyl or phenyl substituted with 1, 2 or 3 C1-C4 alkyl, or a compound of formula Q [ka] (In the formula, T and U are each independently a linear or branched C1-C 18 alkyl) and and iii. at least one UV absorber.
[0016] In one embodiment, the organic material is selected from the group consisting of polyolefins, acrylonitrile / butadiene / styrene, polyvinyl chloride, polymethylmethacrylate, polyamides or polyoxymethylene, and mixtures thereof.
[0017] In a preferred embodiment, the polyolefin is acrylonitrile / butadiene / styrene. In a preferred embodiment, the polyolefin is a thermoplastic polyolefin. The thermoplastic polyolefin is a thermoplastic polyethylene or polypropylene.
[0018] Compounds of formula (A): In one embodiment, the composition comprises at least one compound of formula (A). [ka]
[0019] In one embodiment, E1 is hydrogen, substituted or unsubstituted C1-C8 alkyl, a group of formula (P) where b is an integer ranging from 1 to 2; or a group of formula Q.
[0020] In one embodiment, when b is 1, E1 is hydrogen, substituted or unsubstituted C1-C8 alkyl, or a group of formula Q; when b is 2, E1 is a group of formula P.
[0021] In one embodiment, E2 is hydrogen or hydroxyl, and E3, E4, E5, and E6 are each independently hydrogen, hydroxyl, C1-C8 alkyl, substituted or unsubstituted C1-C8 alkoxy, phenyl, or a group of formula Q.
[0022] Examples of alkyls having 18 or fewer carbon atoms include methyl, ethyl, propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, 2-ethylbutyl, n-pentyl, isopentyl, 1-methylpentyl, 1,3-dimethylbutyl, n-hexyl, 1-methylhexyl, n-heptyl, isoheptyl, 1,1,3,3-tetramethylbutyl, 1-methylheptyl, 3-methylheptyl, n-octyl, 2-ethylhexyl, 1,1,3-trimethylhexyl, 1,1,3,3-tetramethylpentyl, nonyl, decyl, undecyl, 1-methylundecyl, dodecyl, 1,1,3,3,5,5-hexamethylhexyl, tridecyl, tetradecyl, pentadecyl, hexadecyl, heptadecyl, and octadecyl.
[0023] In a preferred embodiment, the at least one compound of formula (A) is selected from formulas (A-1), (A-2), (A-3), (A-4), (A-5), (A-6) and (A-7). [ka] [ka] [ka]
[0024] Many of the compounds of formula (A) are known or may be prepared analogously to processes known to those skilled in the art.
[0025] Compounds of formula (A) can be prepared, for example, similarly to the methods described in US Pat. No. 6,255,483B.
[0026] In one embodiment, the UV absorber is selected from the group consisting of 2-(2'-hydroxyphenyl)benzotriazoles, 2-hydroxybenzophenones, 2-(2-hydroxyphenyl)-1,3,5-triazines, esters of substituted and unsubstituted benzoic acids, cyanoacrylates, oxanilides, benzoxazinones and mixtures thereof, other than the compounds of formula (A) defined above.
[0027] 2-(2'-hydroxyphenyl)benzotriazole is 2-(2'-hydroxy-5'-methylphenyl)-benzotriazole, 2-(3',5'-di-tert-butyl-2'-hydroxyphenyl)benzotriazole, 2-(5'-tert-butyl-2'-hydroxyphenyl)benzotriazole, 2-(2'-hydroxy-5'-(1,1,3,3-tetramethylbutyl)phenyl)benzotriazole, 2-(3',5'-di-tert-butyl-2'-hydroxyphenyl)-5-chloro-benzotriazole, 2-(3'-t ert-butyl-2'-hydroxy-5'-methylphenyl)-5-chloro-benzotriazole, 2-(3'-sec-butyl-5'-tert-butyl-2'-hydroxyphenyl)benzotriazole, 2-(2'-hydroxy-4'-octyloxyphenyl)benzotriazole, 2-(3',5'-di-tert-amyl-2'-hydroxyphenyl)benzotriazole, 2-(3',5'-bis-(α,α-dimethylbenzyl)-2'-hydroxyphenyl)benzotriazole, 2-(3'-tert-butyl-2'-hydroxy- 5'-(2-octyloxycarbonylethyl)phenyl)-5-chloro-benzotriazole, 2-(3'-tert-butyl-5'-[2-(2-ethylhexyloxy)-carbonylethyl]-2'-hydroxyphenyl)-5-chloro-benzotriazole, 2-(3'-tert-butyl-2'-hydroxy-5'-(2-methoxycarbonylethyl)phenyl)-5-chloro-benzotriazole, 2-(3'-tert-butyl-2'-hydroxy-5'-(2-methoxycarbonylethyl)phenyl)benzotriazole, 2-(3' -tert-butyl-2'-hydroxy-5'-(2-octyloxycarbonylethyl)phenyl)benzotriazole, 2-(3'-tert-butyl-5'-[2-(2-ethylhexyloxy)carbonylethyl]-2'-hydroxyphenyl)benzotriazole, 2-(3'-dodecyl-2'-hydroxy-5'-methylphenyl)benzotriazole, 2-(3'-tert-butyl-2'-hydroxy-5'-(2-isooctyloxycarbonylethyl)phenylbenzotriazole, 2,2'-methylene-bis[4-(1,1,3,3-tetramethylbutyl)-6-benzotriazol-2-ylphenol], 2-[3'-tert-butyl-5'-(2-methoxycarbonylethyl)-2'-hydroxyphenyl]-2H-benzotriazole and polyethylene glycol 300 transesterification product, [ka] wherein R=3'-tert-butyl-4'-hydroxy-5'-2H-benzotriazol-2-ylphenyl, 2-[2'-hydroxy-3'-(a,a-dimethylbenzyl)-5'-(1,1,3,3-tetramethylbutyl)-phenyl]benzotriazole, 2-[2'-hydroxy-3'-(1,1,3,3-tetramethylbutyl)-5'-(a,a-dimethylbenzyl)-phenyl]benzotriazole, and mixtures thereof.
[0028] In a preferred embodiment, the 2-(2'-hydroxyphenyl)benzotriazole is selected from 2-(2'-hydroxy-5'-(1,1,3,3-tetramethylbutyl)phenyl)benzotriazole, 2-(3'-tert-butyl-2'-hydroxy-5'-methylphenyl)-5-chloro-benzotriazole, and mixtures thereof.
[0029] The 2-hydroxybenzophenone is selected from the group consisting of 2-hydroxy-4-hydroxybenzophenone, 2-hydroxy-4-methoxybenzophenone, 2-hydroxy-4-octyloxybenzophenone, 2-hydroxy-4-decyloxybenzophenone, 2-hydroxy-4-dodecyloxybenzophenone, 2-hydroxy-4-benzyloxybenzophenone, 2-hydroxy-4,2',4'-trihydroxybenzophenone, 2-hydroxy-2'-hydroxy-4,4'-dimethoxybenzophenone derivatives, and mixtures thereof.
[0030] In a preferred embodiment, the 2-hydroxybenzophenone is 2-hydroxy-4-octyloxybenzophenone.
[0031] 2-(2-hydroxyphenyl)-1,3,5-triazine is 2,4,6-tris(2-hydroxy-4-octyloxyphenyl)-1,3,5-triazine, 2-(2,4-dihydroxyphenyl)-4,6-bis(2,4-dimethylphenyl)-1,3,5-triazine, 2,4-bis(2-hydroxy-4-propyloxyphenyl)-6-(2,4-dimethylphenyl)-1,3,5-triazine, 2-(2-hydroxy-4-octyloxyphenyl)-4,6-bis(4-methylphenyl)-1,3,5-triazine, 2-(2-hydroxy-4-octyloxyphenyl)-4,6-bis(4-methylphenyl)-1,3,5-triazine, 2-(2-hydroxy-4-tridecyloxyphenyl)-4,6-bis(2,4-dimethylphenyl)-1,3,5-triazine, 2-[2-hydroxy-4-(2-hydroxy-3-butyloxypropoxy)phenyl]-4,6-bis(2,4-dimethyl)-1,3,5-triazine, 2-[2-hydroxy-4-(2-hydroxy-3-octyloxypropyloxy)phenyl]-4,6-bis(2,4-dimethyl)-1,3,5-triazine, riazine, 2-[4-(dodecyloxy / tridecyloxy-2-hydroxypropoxy)-2-hydroxyphenyl]-4,6-bis(2,4-dimethylphenyl)-1,3,5-triazine, 2-[2-hydroxy-4-(2-hydroxy-3-dodecyloxypropoxy))phenyl]-4,6-bis(2,4-dimethylphenyl)-1,3,5-triazine, 2-(2-hydroxy-4-methoxyphenyl)-4,6-diphenyl-1,3,5-triazine, 2,4,6-tris[2-hydroxy-4-(3-butoxy-2-hydroxypropoxy] )phenyl]-1,3,5-triazine, 2-(2-hydroxyphenyl)-4-(4-methoxyphenyl)-6-phenyl-1,3,5-triazine, 2-{2-hydroxy-4-[3-(2-ethylhexyl-1-oxy)-2-hydroxypropyloxy]phenyl}-4,6-bis(2,4-dimethylphenyl)-1,3,5-triazine, 2,4-bis(4-[2-ethylhexyloxy]-2-hydroxyphenyl)-6-(4-methoxyphenyl)-1,3,5-triazine, 2-(4,6-bis-(2,4-dimethylphenyl))-1,3,5-triazin-2-yl)-5-(octyloxy)-phenol, bis{2-[4-(4,6-diphenyl-1,3,5-triazin-2-yl)-3-hydroxyphenoxy]ethyl}dodecanedioate, and mixtures thereof.
[0032] In one embodiment, the ester of substituted and unsubstituted benzoic acid is selected from the group consisting of 4-tert-butyl-phenyl salicylate, phenyl salicylate, octylphenyl salicylate, dibenzoylresorcinol, bis(4-tert-butylbenzoyl)resorcinol, benzoylresorcinol, 2,4-di-tert-butylphenyl 3,5-di-tert-butyl-4-hydroxybenzoic acid, hexadecyl 3,5-di-tert-butyl-4-hydroxybenzoic acid, octadecyl 3,5-di-tert-butyl-4-hydroxybenzoic acid, 2-methyl-4,6-di-tert-butylphenyl 3,5-di-tert-butyl-4-hydroxybenzoic acid, and mixtures thereof. In a preferred embodiment, the ester of substituted and unsubstituted benzoic acid is 2,4-di-tert-butylphenyl 3,5-di-tert-butyl-4-hydroxybenzoic acid.
[0033] In one embodiment, the cyanoacrylate is selected from the group consisting of ethyl α-cyano-β,β-diphenylacrylate, isooctyl α-cyano-β,β-diphenylacrylate, neopentyl tetra(α-cyano-β,β-diphenylacrylate), pentaerythritol tetrakis(2-cyano-3,3-diphenylacrylate), ethyl 2-cyano-3,3-diphenylacrylate, (2-ethylhexyl)-2-cyano-3,3-diphenylacrylate, and mixtures thereof. In a preferred embodiment, the cyanoacrylate is pentaerythritol tetrakis(2-cyano-3,3-diphenylacrylate).
[0034] In one embodiment the oxanilide is selected from the group consisting of 4,4'-dioctyloxyoxanilide, 2,2'-diethoxyoxanilide, 2,2'-dioctyloxy-5,5'-di-tert-butoxanilide, 2,2'-didodecyloxy-5,5'-di-tert-butoxanilide, 2-ethoxy-2'-ethyloxanilide, N,N'-bis(3-dimethylaminopropyl)oxamide, 2-ethoxy-5-tert-butyl-2'-ethoxanilide and mixtures thereof with 2-ethoxy-2'-ethyl-5,4'-di-tert-butoxanilide, mixtures of o- and p-methoxy disubstituted oxanilides, and mixtures of o- and p-ethoxy disubstituted oxanilides, and mixtures thereof; preferably the oxanilide is 2-ethoxy-2'-ethyloxanilide.
[0035] In one embodiment, the benzoxazinone is 2,2'-(1,4-phenylene)bis[4H-3,1-benzoxazin-4-one].
[0036] In one embodiment, the composition further comprises at least one antioxidant, at least one metal salt of a fatty acid, at least one metal hydroxide, at least one sterically hindered amine light stabilizer, and at least one UV absorber other than those defined above.
[0037] The at least one antioxidant may be selected from the group consisting of 2,4-bis(octylmercapto)-6-(3,5-di-tert-butyl-4-hydroxyanilino)-1,3,5-triazine, 2-octylmercapto-4,6-bis(3,5-di-tert-butyl-4-hydroxyanilino)-1,3,5-triazine, 2-octylmercapto-4,6-bi(3,5-di-tert-butyl-4-hydroxyphenoxy)-1,3,5-triazine, 2,4,6-tris(3,5-di-tert-butyl-4-hydroxyphenoxy)-1,3,5-triazine, and the like. 2,3-Triazine, 1,3,5-tris(3,5-di-tert-butyl-4-hydroxybenzyl)isocyanurate, 1,3,5-tris(4-tert-butyl-3-hydroxy-2,6-dimethylbenzyl)isocyanurate, 2,4,6-tris(3,5-di-tert-butyl-4-hydroxyphenylethyl)-1,3,5-triazine, 1,3,5-tris(3,5-di-tert-butyl-4-hydroxyphenylpropionyl)-hexahydro-1,3,5-triazine, 1,3,5-tris(3,5 -dicyclohexyl-4-hydroxybenzyl)isocyanurate, pentaerythritol tetrakis[3-[3,5-di-tert-butyl-4-hydroxyphenyl]propionate, 1,3,5-tris(3,5-di-tert-butyl-4-hydroxybenzyl)-2,4,6-trimethylbenzene, 1,4-bis(3,5-di-tert-butyl-4-hydroxybenzyl)-2,3,5,6-tetramethylbenzene, 2,4,6-tris(3,5-di-tert-butyl-4-hydroxybenzyl)phenol, Octadecyl 3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate, Octyl-3,5-di-tert-butyl-4-hydroxy-hydrocinnamate, Hexamethylene bis[3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate], 3-(3,5-di-tert-butyl-4-hydroxyphenyl)-N-[6-[3-(3,5-di-tert-butyl-4-hydroxyphenyl)propanoylamino]hexyl]propenamide, Calcium bis[monoethyl(3,5-di-tert-butyl-4-hydroxybenzyl)phosphonate], triethylene glycol bis(3-tert-butyl-4-hydroxy-5-methylphenyl)propionate, 3,5-di-tert-butyl-4-hydroxyhydrocinnamic acid, 1,3,5-tris(2-hydroxyethyl)-s-triazinetrione ester, 3-tert-butyl-2-hydroxy-5-methylphenyl sulfide, 2-methyl-4,6-bis(n-octylsulfanylmethyl)phenol, 2,2'-thiodiethylene bis[3-(3,5- di-tert-butyl-4-hydroxyphenyl)propionate], 2,4-di-tert-butylphenyl 3,5-di-tert-butyl-4-hydroxybenzoic acid, 4-((4,6-bis(octylthio)-1,3,5-triazin-2-yl)amino)-2,6-di-tert-butylphenol, bis(1,2,2,6,6-pentamethyl-4-piperidyl)[[3,5-bis(1,1-dimethylethyl)-4-hydroxyphenyl]methyl]butylmalonate, α-tocopherol, 3-(3,5-di-tert-butyl-4-hydrox- 2,2'-methylenebis(6-tert-butyl-4-methylphenol) monoacrylate, 2-propenoic acid, 2-(1,1-dimethylethyl)-2-hydroxyphenyl)propanehydrazide, tris(4-tert-butyl-3-hydroxy-2,6-dimethylbenzyl)isocyanurate, ethylene bis[3,3-bis[3-(1,1-dimethylethyl)-4-hydroxyphenyl]butyric acid], benzyl-2-acetamido-2-deoxy-α-D-galactopyranoside, 2,2'-methylenebis(6-tert-butyl-4-methylphenol) monoacrylate, 2-propenoic acid, 2-(1,1-dimethylethyl)-2-hydroxyphenyl)propanehydrazide, ethylethyl)-6-[1-[3-(1,1-dimethylethyl)-5-(1,1-dimethylpropyl)-2-hydroxyphenyl]ethyl]-4-(1,1-dimethylpropyl)phenyl ester, tris[2-tert-butyl-4-(5-tert-butyl-4-hydroxy-2-methylphenyl)sulfanyl-5-methylphenyl]phosphite, (1,2-dioxoethylene)bis(iminoethylene)bis(3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate), phenol, 2,6-bis[[3-(1,1-dimethylethyl)-2-hydroxy-5-methylphenyl]octahydro-4,7-methano-1H-indenyl]-4-methyl-, 4,4'-thiobis(2-tert-butyl-5-methylphenol), 4,6-bis(octylthiomethyl)-o-cresol, bis(octadecyl)hydroxylamine, benzenamine, N-phenyl-, reaction products with 2,4,4-trimethylpentene, 3,3'-thiodipropionic acid di-n-octadecyl ester, didodecyl 3,3'-thiodipropionic acid, 4,4'-bis(α,α-dimethylbenzyl)diphenylamine, 3,3'-thiodipropionic acid dimyristyl ester, dioctadecyl disulfide, N,N-di(C, 16 ~C 18 In a preferred embodiment, the at least one antioxidant is selected from the group consisting of N,N-di(C 16 ~C 18 alkyl)hydroxylamines, and 1,3,5-tris(3,5-di-tert-butyl-4-hydroxybenzyl)isocyanurate.
[0038] The at least one sterically hindered amine light stabilizer is selected from the group consisting of carbonic acid bis(1-undecyloxy-2,2,6,6-tetramethyl-4-piperidyl) ester, bis(2,2,6,6-tetramethyl-4-piperidyl) sebacate, bis(2,2,6,6-tetramethyl-4-piperidyl) succinate, bis(1,2,2,6,6-pentamethyl-4-piperidyl) sebacate, bis(1-octyloxy-2,2,6,6-tetramethyl-4-piperidyl) sebacate, bis(1,2,2,6,6-pentamethyl-4-piperidyl) n-butyl-3,5-di-t ert-Butyl-4-hydroxybenzyl malonate, condensation product of 1-(2-hydroxyethyl)-2,2,6,6-tetramethyl-4-hydroxypiperidine with succinic acid, linear or cyclic condensation product of N,N'-bis(2,2,6,6-tetramethyl-4-piperidyl)hexamethylenediamine with 4-tert-octylamino-2,6-dichloro-1,3,5-triazine, tris(2,2,6,6-tetramethyl-4-piperidyl)nitriloacetate, tetrakis(2,2,6,6-tetramethyl-4-piperidyl)-1,2,3,4-butanediamine tetracarboxylate, 1,1'-(1,2-ethanediyl)-bis(3,3,5,5-tetramethylpiperazinone), 4-benzoyl-2,2,6,6-tetramethylpiperidine, 4-stearyloxy-2,2,6,6-tetramethylpiperidine, bis(1,2,2,6,6-pentamethylpiperidyl)-2-n-butyl-2-(2-hydroxy-3,5-di-tert-butylbenzyl)malonate, 3-n-octyl-7,7,9,9-tetramethyl-1,3,8-triazaspiro[4.5]decane-2,4-dione, bis(1-octyloxy) bis(1-octyloxy-2,2,6,6-tetramethylpiperidyl) sebacate, bis(1-octyloxy-2,2,6,6-tetramethylpiperidyl) succinate, linear or cyclic condensation products of N,N'-bis(2,2,6,6-tetramethyl-4-piperidyl)hexamethylenediamine with 4-morpholino-2,6-dichloro-1,3,5-triazine, condensation products of 2-chloro-4,6-bis(4-n-butylamino-2,2,6,6-tetramethylpiperidyl)-1,3,5-triazine with 1,2-bis(3-aminopropylamino)ethane, condensation products of 2-chloro-4,Condensation product of 6-di(4-n-butylamino-1,2,2,6,6-pentamethylpiperidyl)-1,3,5-triazine with 1,2-bis(3-aminopropylamino)ethane, 8-acetyl-3-dodecyl-7,7,9,9-tetramethyl-1,3,8-triazaspiro[4.5]decane-2,4-dione, 3-dodecyl-1-(2,2,6,6-tetramethyl-4-piperidyl)pyrrolidine-2,5-dione, 3-dodecyl-1-(1,2,2,6,6-pentamethyl-4-piperidyl)pyrrolidine-2,5-dione, 4-hexadecyloxy- and Mixture of 4-stearyloxy-2,2,6,6-tetramethylpiperidine, condensation product of N,N'-bis(2,2,6,6-tetramethyl-4-piperidyl)hexamethylenediamine with 4-cyclohexylamino-2,6-dichloro-1,3,5-triazine, condensation product of 1,2-bis(3-aminopropylamino)ethane with 2,4,6-trichloro-1,3,5-triazine and 4-butylamino-2,2,6,6-tetramethylpiperidine, 1,6-hexanediamine and 2,4,6-trichloro-1,3,5-triazine and N,N-dibutylamine Condensation products of N-(2,2,6,6-tetramethylpiperidine) and 4-butylamino-2,2,6,6-tetramethylpiperidine, N-(2,2,6,6-tetramethyl-4-piperidyl)-n-dodecylsuccinimide, N-(1,2,2,6,6-pentamethyl-4-piperidyl)-n-dodecylsuccinimide, 2-undecyl-7,7,9,9-tetramethyl-1-oxa-3,8-diaza-4-oxo-spiro[4,5]decane, and 7,7,9,9-tetramethyl-2-cycloundecyl-1-oxa-3,8-diaza-4-oxospiro[4,5]decane with epichlorohydrin. Products, 1,1-bis(1,2,2,6,6-pentamethyl-4-piperidyloxycarbonyl)-2-(4-methoxyphenyl)ethene, N,N'-bis-formyl-N,N'-bis(2,2,6,6-tetramethyl-4-piperidyl)hexamethylenediamine, diester of 4-methoxymethylenemalonic acid with 1,2,2,6,6-pentamethyl-4-hydroxypiperidine, poly[methylpropyl-3-oxy-4-(2,2,6,6-tetramethyl-4-piperidyl)]siloxane, maleic anhydride-α-olefin copolymer and 2,2,6,Reaction products with 6-tetramethyl-4-aminopiperidine or 1,2,2,6,6-pentamethyl-4-aminopiperidine, 2,4-bis[N-(1-cyclohexyloxy-2,2,6,6-tetramethylpiperidin-4-yl)-N-butylamino]-6-(2-hydroxyethyl)amino-1,3,5-triazine, 1-(2-hydroxy-2-methylpropoxy)-4-octadecanoyloxy-2,2,6,6-tetramethylpiperidine, 5-(2-ethylhexanoyl)oxymethyl-3,3,5-trimethyl-2-morpholinone, 5-(2-ethylhexanoyl)oxymethyl-3,3,5-trimethyl-2-morpholinone, 2,4-bis[(1-cyclohexyloxy-2,2,6,6-piperidin-4-yl)butylamino]-6-chloro-s-triazine Reaction products of N-cyclohexyl-N-(2,2,6,6-tetramethylpiperazin-3-one-4-yl)amino)-s-triazine and N,N'-bis(3-aminopropyl)ethylenediamine, 1,3,5-tris(N-cyclohexyl-N-(2,2,6,6-tetramethylpiperazin-3-one-4-yl)amino)-s-triazine, 1,3,5-tris(N-cyclohexyl-N-(1,2,2,6,6-pentamethylpiperazin-3-one-4-yl)amino)-s-triazine, 4-N In a preferred embodiment, the sterically hindered amine light stabilizer is selected from the group consisting of 4-N-butyl-2-N,4-N-bis(2,2,6,6-tetramethylpiperidin-4-yl)-2-N-[6-[(2,2,6,6-tetramethylpiperidin-4-yl)amino]hexyl]-1,3,5-triazine-2,4-diamine, and N,N'-bis(2,2,6,6-tetramethyl-4-piperidyl)-N,N'-diformylhexamethylenediamine. In a preferred embodiment, the sterically hindered amine light stabilizer is 4-N-butyl-2-N,4-N-bis(2,2,6,6-tetramethylpiperidin-4-yl)-2-N-[6-[(2,2,6,6-tetramethylpiperidin-4-yl)amino]hexyl]-1,3,5-triazine-2,4-diamine.
[0039] In one embodiment, the weight ratio of UV absorber to hindered amine light stabilizer is in the range of 1:1 to 1:20, preferably, the weight ratio of UV absorber to hindered amine light stabilizer is in the range of 1:2 to 1:10, more preferably, the weight ratio of UV absorber to hindered amine light stabilizer is in the range of 1:2 to 1:5, and most preferably, the weight ratio of UV absorber to hindered amine light stabilizer is in the range of 1:3 to 1:5.
[0040] In one embodiment, the weight ratio of the compound of formula (A) to the sterically hindered amine light stabilizer is in the range of 1:10 to 1:40, preferably, the weight ratio of the compound of formula (A) to the sterically hindered amine light stabilizer is in the range of 1:15 to 1:35, more preferably, the weight ratio of the compound of formula (A) to the sterically hindered amine light stabilizer is in the range of 1:15 to 1:30, and most preferably, the weight ratio of the compound of formula (A) to the sterically hindered amine light stabilizer is in the range of 1:20 to 1:25.
[0041] The metal salt of at least one fatty acid is an aliphatic saturated C2-C 22 Carboxylate, Aliphatic Olefin C3-C 22 Carboxylate, aliphatic C2-C substituted with at least one OH group 22 Carboxylate, cyclic or bicyclic C5-C 22 Carboxylate, aromatic C7-C 22 Carboxylate, aromatic C7-C substituted with at least one OH group 22 Carboxylate, C1-C 16 Alkyl-substituted phenyl carboxylates and phenyl-C1-C 16 The calcium, zinc, magnesium or aluminum salts from the series of alkyl carboxylates are selected from the group consisting of:
[0042] The at least one metal hydroxide is selected from the group consisting of hydrotalcite and magnesium hydroxide.
[0043] The at least one UV absorber other than those defined above is selected from the group consisting of thiosynergists, phosphites and phosphonites, hydroxylamines, and butanoic acid. In a preferred embodiment, the at least one UV absorber is poly(4-hydroxy-2,2,6,6-tetramethyl-1-piperidineethanol-alt-1,4-butanedioic acid).
[0044] In one embodiment, the composition further comprises at least one additive selected from slip agents, antiblocking agents, thermal fillers, pigments, anti-fog agents, and anti-mist agents.
[0045] In one embodiment, the weight ratio of the compound of Formula (A) to the UV absorber ranges from 50:1 to 1:50.
[0046] In a preferred embodiment, the weight ratio of the compound of formula (A) to the UV absorber ranges from 1:20 to 20:1.
[0047] In a more preferred embodiment, the weight ratio of the compound of formula (A) to the UV absorber ranges from 1:4 to 1:10.
[0048] In a most preferred embodiment, the weight ratio of the compound of formula (A) to the UV absorber ranges from 1:4 to 1:8.
[0049] In one embodiment, the composition further comprises at least one compound of formula (B) of general formula (I), general formula (II), general formula (III), and general formula (IV), and mixtures thereof.
[0050] Compound (B) of general formula (I): [ka] (In the formula, A1 is a linear or branched, substituted or unsubstituted C2-C 18 selected from alkylene, substituted or unsubstituted C5-C7 cycloalkylene, and C1-C4 alkylenedi(C5-C7 cycloalkylene); A2 is H, linear or branched, substituted or unsubstituted C1-C 12 Alkyl, C1-C 12 Alkyloxy, substituted or unsubstituted C5-C 12 Cycloalkyl and C5-C 12 cycloalkyloxy; A3 and A4 are H, linear or branched, substituted or unsubstituted C1-C 12 Alkyl, substituted or unsubstituted C5-C 12 Cycloalkyl, and formula (a-1) [ka] or A3 and A4 together with the nitrogen atom to which they are attached form a 5- to 10-membered heterocycle; a is an integer ranging from 1 to 20, and the repeating units are the same or different.
[0051] In the context of the present invention, the term alkyl as used herein denotes acyclic saturated aliphatic residues including linear or branched alkyl residues.
[0052] As used herein, "branched" refers to a chain of atoms having one or more side chains attached thereto. Branching occurs, for example, by the replacement of a substituent from a hydrogen atom with a covalently bonded aliphatic moiety.
[0053] Straight and branched unsubstituted C1-C 12Representative examples of alkyl include, but are not limited to, methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, 2-ethylbutyl, n-pentyl, isopentyl, 1-methylpentyl, 1,3-dimethylbutyl, n-hexyl, 1-methylhexyl, n-heptyl, isoheptyl, 1,1,3,3-tetramethylbutyl, 1-methylheptyl, 3-methylheptyl, 2-propylheptyl, n-octyl, 2-ethylhexyl, 1,1,3-trimethylhexyl, 1,1,3,3-tetramethylpentyl, n-nonyl, n-decyl, n-undecyl, isoundecyl, 1-methylundecyl, n-dodecyl, isododecyl, and 1,1,3,3,5,5-hexamethylhexyl.
[0054] C1~C 12 Representative examples of alkyloxy include, but are not limited to, methoxy, ethoxy, propoxy, isopropoxy, butoxy, isobutoxy, pentoxy, isopentoxy, hexoxy, heptoxy, octoxy, nonyloxy, decyloxy, undecyloxy, and dodecyloxy. In preferred embodiments, alkyloxy is selected from the group consisting of methoxy, ethoxy, propoxy, isopropoxy, butoxy, isobutoxy, pentoxy, isopentoxy, hexoxy, heptoxy, and octoxy. In more preferred embodiments, alkyloxy is propoxy.
[0055] C5~C 12 Representative examples of cycloalkyl are cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, cyclononyl, cyclodecyl, cycloundecyl, and cyclododecyl.
[0056] C5~C 12 Representative examples of cycloalkyloxy are cyclopentoxy, cyclohexoxy, cycloheptoxy, cyclooctoxy, cyclononyloxy, cyclodecyloxy, cycloundecyloxy, and cyclododecyloxy.
[0057] In a preferred embodiment, cycloalkyloxy is cyclohexoxy.
[0058] A preferred example of phenyl substituted with 1, 2 or 3 C1-C4 alkyl is 2,4-dimethylphenyl.
[0059] Preferred C2~C 18 Alkylene is ethylene, propylene, trimethylene, tetramethylene, pentamethylene, 2,2-dimethyltrimethylene and hexamethylene. In a more preferred embodiment, alkylene is hexamethylene.
[0060] An example of a C5-C7 cycloalkylene is cyclohexylene.
[0061] An example of a C1-C4 alkylene di(C5-C7 cycloalkylene) is methylenedicyclohexylene.
[0062] Examples of A3 and A4 groups forming a 5- to 10-membered heterocycle together with the nitrogen atom to which they are attached are 1-pyrrolidyl, piperidyl, morpholinyl, 1-piperazinyl, 4-methyl-1-piperazinyl, 1-hexahydroazepinyl, 5,5,7-trimethyl-1-homopiperazinyl or 4,5,5,7-tetramethyl-1-homopiperazinyl, preferably morpholinyl.
[0063] In the compound (B) of the general formula (I), the terminal group bonded to the diamino residue is, for example, hydrogen or a group represented by the formula [ka] and the terminal group attached to the triazine group is, for example, a group of the formula [ka] A group or formula [ka] is the basis.
[0064] In a preferred embodiment, A1 is hexamethylene, A2 is hydrogen, and propoxy.
[0065] In a preferred embodiment, A3 is butyl, [ka] It is.
[0066] In a preferred embodiment, A4 is butyl.
[0067] In a preferred embodiment, a is an integer in the range of 1-10.
[0068] Compound (B) of general formula (II): [ka] (In the formula, x1 and x2 are C1 to C 30 alkoxy).
[0069] In a preferred embodiment, x1 and x2 are linear or branched unsubstituted C1-C 30 alkyloxy.
[0070] Straight or branched unsubstituted C1-C 30 Representative examples of alkyloxy are methyloxy, ethyloxy, propyloxy, butyloxy, pentyloxy, hexyloxy, heptyloxy, octyloxy, nonyloxy, decyloxy, undecyloxy, dodecyloxy, tridecyloxy, tetradecyloxy, pentadecyloxy, hexadecyloxy, heptadecyloxy, octadecyloxy, nonadecyloxy, icosyloxy, henicosyloxy, docosyloxy, tricosyloxy, tetracosyloxy, pentacosyloxy, hexacosyloxy, heptacosyloxy, octacosyloxy, nonacosyloxy and triacontyloxy.
[0071] In a preferred embodiment, x1 and x2 are each undecyloxy.
[0072] Compound (B) of general formula (III): [ka] (In the formula, Y1 is a linear or branched, substituted or unsubstituted C 20 is alkyl, Y2 is C1~C 30 (It is alkyl).
[0073] In a preferred embodiment, Y1 is a linear or branched unsubstituted C3-C 20 It is an alkyl.
[0074] In one embodiment, Y1 is selected from the group consisting of methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, nonyl, decyl, undecyl, dodecyl, tridecyl, tetradecyl, pentadecyl, hexadecyl, heptadecyl, octadecyl, nonadecyl, and icosyl.
[0075] In a preferred embodiment, Y1 is selected from propyl or dodecyl.
[0076] In a preferred embodiment, Y2 is a linear or branched substituted C1-C 30 It is an alkyl.
[0077] In one embodiment, Y2 is selected from the group consisting of methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, nonyl, decyl, undecyl, dodecyl, tridecyl, tetradecyl, pentadecyl, hexadecyl, heptadecyl, octadecyl, nonadecyl, icosyl, henicosyl, docosyl, tricosyl, tetracosyl, pentacosyl, hexacosyl, heptacosyl, octacosyl, nonacosyl, and triacontyl.
[0078] In a preferred embodiment, Y2 is selected from pentadecyl or heptadecyl.
[0079] Compound (B) of general formula (IV): [ka] (In the formula, Y1 is a linear or branched, substituted or unsubstituted C 20 is alkyl, Y3 is a linear or branched substituted or unsubstituted C3-C 20 Alkyl and C3-C 20 independently selected from alkylidene; X is a C2-C5 alkyl group; and n is an integer ranging from 1 to 8.
[0080] In a preferred embodiment, Y3 is a linear or branched unsubstituted C3-C 20 Alkyl and C3-C 20 Alkylidene is selected from the group consisting of:
[0081] Representative examples of alkylidene having up to 20 carbon atoms are methylidene, ethylidene, propylidene, butylidene, pentylidene, hexylidene, heptylidene, octylidene, nonylidene, decylidene, undecylidene, dodecylidene, tridecylidene, tetradecylidene, pentadecylidene, hexadecylidene, heptadecylidene, octadecylidene, nonadecylidene and icosylidene.
[0082] In a preferred embodiment, Y1 is selected from decyl.
[0083] In a preferred embodiment, Y3 is selected from decyl or nonylidene.
[0084] In a preferred embodiment, compound (B) is selected from formulae (B-1), (B-2), (B-3), (B-4), (B-5), (B-6), (B-7) and (B-8). [ka] (wherein a is an integer ranging from 1 to 10), [ka] [ka] [ka] (wherein n is 2).
[0085] The composition may further include various conventional additives such as, for example, those listed below.
[0086] 1. Antioxidants 1.1. Alkylated monophenols, such as 2,6-di-tert-butyl-4-methylphenol, 2-tert-butyl-4,6-dimethylphenol, 2,6-di-tert-butyl-4-ethylphenol, 2,6-di-tert-butyl-4-n-butylphenol, 2,6-di-tert-butyl-4-isobutylphenol, 2,6-dicyclopentyl-4-methylphenol, 2-(α-methylcyclohexyl)-4,6-dimethylphenol, 2,6-dioctadecyl-4 -methylphenol, 2,4,6-tricyclohexylphenol, 2,6-di-tert-butyl-4-methoxymethylphenol, linear or branched nonylphenols such as 2,6-dinonyl-4-methylphenol, 2,4-dimethyl-6-(1'-methylundec-1'-yl)phenol, 2,4-dimethyl-6-(1'-methylheptadec-1'-yl)phenol, 2,4-dimethyl-6-(1'-methyltridec-1'-yl)phenol and mixtures thereof.
[0087] 1.2. Alkylthiomethylphenols, for example 2,4-dioctylthiomethyl-6-tert-butylphenol, 2,4-dioctylthiomethyl-6-methylphenol, 2,4-dioctylthiomethyl-6-ethylphenol, 2,6-di-dodecylthiomethyl-4-nonylphenol.
[0088] 1.3. Hydroquinone and alkylated hydroquinones, such as 2,6-di-tert-butyl-4-methoxyphenol, 2,5-di-tert-butylhydroquinone, 2,5-di-tert-amylhydroquinone, 2,6-diphenyl-4-octadecyloxyphenol, 2,6-di-tert-butylhydroquinone, 2,5-di-tert-butyl-4-hydroxyanisole, 3,5-di-tert-butyl-4-hydroxyanisole, 3,5-di-tert-butyl-4-hydroxyphenyl stearate, bis(3,5-di-tert-butyl-4-hydroxyphenyl)adipate.
[0089] 1.4. Tocopherols, such as α-tocopherol, β-tocopherol, γ-tocopherol, δ-tocopherol and mixtures thereof (vitamin E).
[0090] 1.5. Hydroxylated thiodiphenyl ethers, such as 2,2'-thiobis(6-tert-butyl-4-methylphenol), 2,2'-thiobis(4-octylphenol), 4,4'-thiobis(6-tert-butyl-3-methylphenol), 4,4'-thiobis(6-tert-butyl-2-methylphenol), 4,4'-thiobis(3,6-di-sec-amylphenol), 4,4'-bis(2,6-dimethyl-4-hydroxyphenyl) disulfide.
[0091] 1.6. Alkylidene bisphenols, such as 2,2'-methylenebis(6-tert-butyl-4-methylphenol), 2,2'-methylenebis(6-tert-butyl-4-ethylphenol), 2,2'-methylenebis[4-methyl-6-(α-methylcyclohexyl)phenol], 2,2'-methylenebis(4-methyl-6-cyclohexylphenol), 2,2'-methylenebis(6-nonyl-4-methylphenol), 2,2'-methylenebis(4,6-di-tert-butylphenol), 2,2'-ethylidene bis (4,6-di-tert-butylphenol), 2,2'-ethylidenebis(6-tert-butyl-4-isobutylphenol), 2,2'-methylenebis[6-(α-methylbenzyl)-4-nonylphenol], 2,2'-methylenebis[6-(α,α-dimethylbenzyl)-4-nonylphenol], 4,4'-methylenebis(2,6-di-tert-butylphenol), 4,4'-methylenebis(6-tert-butyl-2-methylphenol), 1,1-bis(5-tert-butyl-4-hydroxy-2-methylphenyl) Butane, 2,6-bis(3-tert-butyl-5-methyl-2-hydroxybenzyl)-4-methylphenol, 1,1,3-tris(5-tert-butyl-4-hydroxy-2-methylphenyl)butane, 1,1-bis(5-tert-butyl-4-hydroxy-2-methylphenyl)-3-n-dodecylmercaptobutane, ethylene glycol bis[3,3-bis(3'-tert-butyl-4'-hydroxyphenyl)butyrate], bis(3-tert-butyl-4-hydroxy-5-methylphenyl)dicyclopentadiene Ene, bis[2-(3'-tert-butyl-2'-hydroxy-5'-methylbenzyl)-6-tert-butyl-4-methylphenyl]terephthalate, 1,1-bis-(3,5-dimethyl-2-hydroxyphenyl)butane, 2,2-bis(3,5-di-tert-butyl-4-hydroxyphenyl)propane, 2,2-bis(5-tert-butyl-4-hydroxy2-methylphenyl)-4-n-dodecylmercaptobutane, 1,1,5,5-tetra-(5-tert-butyl-4-hydroxy-2-methylphenyl)pentane.
[0092] 1.7. O-, N- and S-benzyl compounds, such as 3,5,3',5'-tetra-tert-butyl-4,4'-dihydroxydibenzyl ether, octadecyl-4-hydroxy-3,5-dimethylbenzyl mercaptoacetate, tridecyl-4-hydroxy-3,5-di-tert-butylbenzyl mercaptoacetate, tris(3,5-di-tert-butyl-4-hydroxybenzyl)amine, bis(4-tert-butyl-3-hydroxy-2,6-dimethylbenzyl)dithioterephthalate, bis(3,5-di-tert-butyl-4-hydroxybenzyl)sulfide, isooctyl-3,5-di-tert-butyl-4-hydroxybenzyl mercaptoacetate.
[0093] 1.8. Hydroxybenzylated malonates, such as dioctadecyl-2,2-bis(3,5-di-tert-butyl-2-hydroxybenzyl)malonate, di-octadecyl-2-(3-tert-butyl-4-hydroxy-5-methylbenzyl)malonate, di-dodecylmercaptoethyl-2,2-bis(3,5-di-tert-butyl-4-hydroxybenzyl)malonate, bis[4-(1,1,3,3-tetramethylbutyl)phenyl]-2,2-bis(3,5-di-tert-butyl-4-hydroxybenzyl)malonate.
[0094] 1.9. Aromatic hydroxybenzyl compounds, such as 1,4-bis(3,5-di-tert-butyl-4-hydroxybenzyl)-2,3,5,6-tetramethylbenzene, 2,4,6-tris(3,5-di-tert-butyl-4-hydroxybenzyl)phenol.
[0095] 1.10. Triazine compounds, such as 2,4-bis(octylmercapto)-6-(3,5-di-tert-butyl-4-hydroxyanilino)-1,3,5-triazine, 2-octylmercapto-4,6-bi(3,5-di-tert-butyl-4-hydroxyanilino)-1,3,5-triazine, 2-octylmercapto-4,6-bis(3,5-di-tert-butyl-4-hydroxyphenoxy)-1,3,5-triazine, 2,4,6-tris(3,5-di-tert-butyl-4-hydroxyphenyl)-1,3,5-triazine, phenoxy)-1,2,3-triazine, 1,3,5-tris(4-tert-butyl-3-hydroxy-2,6-dimethylbenzyl)isocyanurate, 2,4,6-tris(3,5-di-tert-butyl-4-hydroxyphenylethyl)-1,3,5-triazine, 1,3,5-tris(3,5-di-tert-butyl-4-hydroxyphenylpropionyl)-hexahydro-1,3,5-triazine, 1,3,5-tris(3,5-dicyclohexyl-4-hydroxybenzyl)isocyanurate.
[0096] 1.11. Benzylphosphonates, for example, dimethyl-2,5-di-tert-butyl-4-hydroxybenzylphosphonate, diethyl-3,5-di-tert-butyl-4-hydroxybenzylphosphonate, dioctadecyl 3,5-di-tert-butyl-4-hydroxybenzylphosphonate, dioctadecyl-5-tert-butyl-4-hydroxy-3-methylbenzylphosphonate, calcium salts of the monoethyl ester of 3,5-di-tert-butyl-4-hydroxybenzylphosphonic acid.
[0097] 1.12. Acylaminophenols, for example, 4-hydroxylauranilide, 4-hydroxystearanilide, octyl N-(3,5-di-tert-butyl-4-hydroxyphenyl)carbamate.
[0098] 1.13. Esters of β-(3,5-di-tert-butyl-4-hydroxyphenyl)propionic acid with mono- or polyhydric alcohols, such as methanol, ethanol, n-octanol, i-octanol, octadecanol, 1,6-hexanediol, 1,9-nonanediol, ethylene glycol, 1,2-propanediol, neopentyl glycol, thiodiethylene glycol, diethylene glycol, triethylene glycol, pentaerythritol, tris(hydroxyethyl)isocyanurate, N,N'-bis(hydroxyethyl)oxamide, 3-thiaundecanol, 3-thiapentadecanol, trimethylhexanediol, trimethylolpropane, 4-hydroxymethyl-1-phospha-2,6,7-trioxabicyclo[2.2.2]octane.
[0099] 1.14. Esters of β-(5-tert-butyl-4-hydroxy-3-methylphenyl)propionic acid with monohydric or polyhydric alcohols, such as methanol, ethanol, n-octanol, i-octanol, octadecanol, 1,6-hexanediol, 1,9-nonanediol, ethylene glycol, 1,2-propanediol, neopentyl glycol, thiodiethylene glycol, diethylene glycol, triethylene glycol, pentaerythritol, tris(hydroxyethyl)iso Esters with cyanurate, N,N'-bis(hydroxyethyl)oxamide, 3-thiaundecanol, 3-thiapentadecanol, trimethylhexanediol, trimethylolpropane, 4-hydroxymethyl-1-phospha-2,6,7-trioxabicyclo[2.2.2]octane, and 3,9-bis[2-{3-(3-tert-butyl-4-hydroxy-5-methylphenyl)propionyloxy}-1,1-dimethylethyl]-2,4,8,10-tetraoxaspiro[5.5]undecane.
[0100] 1.15. Esters of β-(3,5-dicyclohexyl-4-hydroxyphenyl)propionic acid with mono- or polyhydric alcohols, such as methanol, ethanol, octanol, octadecanol, 1,6-hexanediol, 1,9-nonanediol, ethylene glycol, 1,2-propanediol, neopentyl glycol, thiodiethylene glycol, diethylene glycol, triethylene glycol, pentaerythritol, tris(hydroxyethyl)isocyanurate, N,N'-bis(hydroxyethyl)oxamide, 3-thiaundecanol, 3-thiapentadecanol, trimethylhexanediol, trimethylolpropane, 4-hydroxymethyl-1-phospha-2,6,7-trioxabicyclo[2.2.2]octane.
[0101] 1.16. Esters of 3,5-di-tert-butyl-4-hydroxyphenylacetic acid with mono- or polyhydric alcohols, such as methanol, ethanol, octanol, octadecanol, 1,6-hexanediol, 1,9-nonanediol, ethylene glycol, 1,2-propanediol, neopentyl glycol, thiodiethylene glycol, diethylene glycol, triethylene glycol, pentaerythritol, tris(hydroxyethyl)isocyanurate, N,N'-bis(hydroxyethyl)oxamide, 3-thiaundecanol, 3-thiapentadecanol, trimethylhexanediol, trimethylolpropane, 4-hydroxymethyl-1-phospha-2,6,7-trioxabicyclo[2.2.2]octane.
[0102] 1.17. Amides of β-(3,5-di-tert-butyl-4-hydroxyphenyl)propionic acid, such as N,N'-bis(3,5-di-tert-butyl-4-hydroxyphenylpropionyl)hexamethylenediamide, N,N'-bis(3,5-di-tert-butyl-4-hydroxyphenylpropionyl)trimethylenediamide, N,N'-bis(3,5-di-tert-butyl-4-hydroxyphenylpropionyl)hydrazide, N,N'-bis[2-(3-[3,5-di-tert-butyl-4-hydroxyphenyl]propionyloxy)ethyl]oxamide (Naugard® XL-1 supplied by Uniroyal).
[0103] 1.18. Ascorbic acid (vitamin C).
[0104] 1.19. Amine antioxidants, such as N,N'-diisopropyl-p-phenylenediamine, N,N'-di-sec-butyl-p-phenylenediamine, N,N'-bis(1,4-dimethylpentyl)-p-phenylenediamine, N,N'-bis(1-ethyl-3-methylpentyl)-p-phenylenediamine, N,N'-bis(1-methylheptyl)-p-phenylenediamine, N,N'-dicyclohexyl-p-phenylenediamine, N,N'-diphenyl-p-phenylenediamine, Diamine, N,N'-bis(2-naphthyl)-p-phenylenediamine, N-isopropyl-N'-phenyl-p-phenylenediamine, N-(1,3-dimethylbutyl)-N'-phenyl-p-phenylenediamine, N-(1-methylheptyl)-N'-phenyl-p-phenylenediamine, N-cyclohexyl-N'-phenyl-p-phenylenediamine, 4-(p-toluenesulfamoyl)diphenylamine, N,N'-dimethyl-N,N'-di-sec-butyl-p -phenylenediamine, diphenylamine, N-allyldiphenylamine, 4-isopropoxydiphenylamine, N-phenyl-1-naphthylamine, N-(4-tert-octylphenyl)-1-naphthylamine, N-phenyl-2-naphthylamine, octylated diphenylamines such as p,p'-di-tert-octyldiphenylamine, 4-n-butylaminophenol, 4-butyrylaminophenol, 4-nonanoylaminophenol, 4-dodecanoylaminophenol, 4-Octadecanoylaminophenol, Bis(4-methoxyphenyl)amine, 2,6-di-tert-butyl-4-dimethylaminomethylphenol, 2,4'-diaminodiphenylmethane, 4,4'-diaminodiphenylmethane, N,N,N',N'-tetramethyl-4,4'-diaminodiphenylmethane, 1,2-bis[(2-methylphenyl)amino]ethane, 1,2-bis(phenylamino)propane, (o-tolyl)biguanide, bis[4-(1',3'-dimethylbutyl)phenyl]amine, tert-octylated N-phenyl-1-naphthylamine, mixtures of mono- and di-alkylated tert-butyl / tert-octyldiphenylamines, mixtures of mono- and di-alkylated nonyldiphenylamines, mixtures of mono- and di-alkylated dodecyldiphenylamines, mixtures of mono- and di-alkylated isopropyl / isohexyldiphenylamines, mixtures of mono- and di-alkylated tert-butyldiphenylamines, 2,3-dihydro-3,3-dimethyl-4H-1,4-benzothiazine, phenothiazine, mixtures of mono- and di-alkylated tert-butyl / tert-octylphenothiazines, mixtures of mono- and di-alkylated tert-octylphenothiazines, N-allylphenothiazine, N,N,N',N'-tetraphenyl-1,4-diaminobut-2-ene.,
[0105] 2.UV absorbers and light stabilizers 2.1. Esters of substituted and unsubstituted benzoic acids, for example, 4-tert-butylphenyl salicylate, phenyl salicylate, octylphenyl salicylate, dibenzoylresorcinol, bis(4-tert-butylbenzoyl)resorcinol, benzoylresorcinol, 2,4-di-tert-butylphenyl 3,5-di-tert-butyl-4-hydroxybenzoate, hexadecyl 3,5-di-tert-butyl-4-hydroxybenzoate, octadecyl 3,5-di-tert-butyl-4-hydroxybenzoate, 2-methyl-4,6-di-tert-butylphenyl 3,5-di-tert-butyl-4-hydroxybenzoate.
[0106] 2.2. Acrylates, for example, ethyl α-cyano-β,β-diphenylacrylate, isooctyl α-cyano-β,β-diphenylacrylate, methyl α-carbomethoxycinnamate, methyl α-cyano-β-methyl-p-methoxycinnamate, butyl α-cyano-β-methyl-p-methoxycinnamate, methyl-α-carbomethoxy-p-methoxycinnamate, N-(β-carbomethoxy-β-cyanovinyl)-2-methylindoline, neopentyl tetra(α-cyano-β,β-diphenylacrylate).
[0107] 2.3. Nickel compounds, such as nickel complexes of 2,2'-thio-bis[4-(1,1,3,3-tetramethylbutyl)phenol], such as 1:1 or 1:2 complexes (with or without additional ligands such as n-butylamine, triethanolamine or N-cyclohexyldiethanolamine), nickel dibutyldithiocarbamate, nickel salts of monoalkyl esters, such as nickel salts of the methyl or ethyl ester of 4-hydroxy-3,5-di-tert-butylbenzylphosphonic acid, nickel complexes of ketoximes, such as nickel complexes of 2-hydroxy-4-methylphenylundecylketoxime, nickel complexes of 1-phenyl-4-lauroyl-5-hydroxypyrazole (with or without additional ligands).
[0108] 2.4. Oxamides, such as 4,4'-dioctyloxyoxanilide, 2,2'-diethoxyoxanilide, 2,2'-dioctyloxy-5,5'-ditert-butoxanilide, 2,2'-didodecyloxy-5,5'-ditert-butoxanilide, 2-ethoxy-2'-ethyloxanilide, N,N'-bis(3-dimethylaminopropyl)oxamide, 2-ethoxy-5-tert-butyl-2'-ethoxanilide and mixtures thereof with 2-ethoxy-2'-ethyl-5,4'-di-tert-butoxanilide, mixtures of o- and p-methoxy-disubstituted oxanilides and mixtures of o- and p-ethoxy-disubstituted oxanilides.
[0109] 2.5. 2-(2-hydroxyphenyl)-1,3,5-triazines, such as 2,4,6-tris(2-hydroxy-4-octyloxyphenyl)-1,3,5-triazine, 2-(2,4-dihydroxyphenyl)-4,6-bis(2,4-dimethylphenyl)-1,3,5-triazine, 2,4-bis(2-hydroxy-4-propyloxyphenyl)-6-(2,4-dimethylphenyl)-1,3,5-triazine, 2-(2-hydroxy-4-octyloxyphenyl)-4,6-bis(4-methylphenyl)-1,3,5-triazine, Azine, 2-(2-hydroxy-4-dodecyloxyphenyl)-4,6-bis(2,4-dimethylphenyl)-1,3,5-triazine, 2-(2-hydroxy-4-tridecyloxyphenyl)-4,6-bis(2,4-dimethylphenyl)-1,3,5-triazine, 2-[2-hydroxy-4-(2-hydroxy-3-butyloxypropoxy)phenyl]-4,6-bis(2,4-dimethyl)-1,3,5-triazine, 2-[2-hydroxy-4-(2-hydroxy-3-octyloxypropyloxy)phenyl]-4,6-bis(2,4-dimethyl)-1,3,5-triazine, 2-[4-(dodecyloxy / tridecyloxy-2-hydroxypropoxy)-2-hydroxyphenyl]-4,6-bis(2,4-dimethylphenyl)-1,3,5-triazine, 2-[2-hydroxy-4-(2-hydroxy-3-dodecyloxypropoxy)phenyl]-4,6-bis(2,4-dimethylphenyl)-1,3,5-triazine, 2-(2-hydroxy-4-methoxyphenyl)-4,6-diphenyl-1,3,5-triazine, 2,4,6-tris[2-hydroxy bis(4-(3-butoxy-2-hydroxypropoxy)phenyl)-1,3,5-triazine, 2-(2-hydroxyphenyl)-4-(4-methoxyphenyl)-6-phenyl-1,3,5-triazine, 2-{2-hydroxy-4-[3-(2-ethylhexyl-1-oxy)-2-hydroxypropyloxy]phenyl}-4,6-bis(2,4-dimethylphenyl)-1,3,5-triazine, 2,4-bis(4-[2-ethylhexyloxy]-2-hydroxyphenyl)-6-(4-methoxyphenyl)-1,3,5-triazine.
[0110] 3. Metal deactivators, such as N,N'-diphenyloxamide, N-salicylal-N'-salicyloylhydrazine, N,N'-bis(salicyloyl)hydrazine, N,N'-bis(3,5-di-tert-butyl-4-hydroxyphenylpropionyl)hydrazine, 3-salicyloylamino-1,2,4-triazole, bis(benzylidene)oxalyl dihydrazide, oxanilide, isophthaloyl dihydrazide, sebacoyl bisphenylhydrazide, N,N'-diacetyladipoyl dihydrazide, N,N'-bis(salicyloyl)oxalyl dihydrazide, N,N'-bis(salicyloyl)thiopropionyl dihydrazide.
[0111] 4. Phosphites and phosphonites, such as triphenyl phosphite, diphenyl alkyl phosphites, phenyl dialkyl phosphites, tris(nonylphenyl) phosphite, trilauryl phosphite, trioctadecyl phosphite, distearyl pentaerythritol diphosphite, tris(2,4-di-tert-butylphenyl) phosphite, diisodecyl pentaerythritol diphosphite, bis(2,4-di-tert-butylphenyl) pentaerythritol diphosphite, Bis(2,4-dicumylphenyl)pentaerythritol diphosphite, bis(2,6-di-tert-butyl-4-methylphenyl)pentaerythritol diphosphite, diisodecyloxypentaerythritol diphosphite, bis(2,4-di-tert-butyl-6-methylphenyl)pentaerythritol diphosphite, bis(2,4,6-tris(tert-butylphenyl)pentaerythritol diphosphite, tristearyl sorbitol triphosphite, tetrakis(2,4-di-t ert-butylphenyl)4,4'-biphenylene diphosphonite, 6-isooctyloxy-2,4,8,10-tetra-tert-butyl-12H-dibenz[d,g]-1,3,2-dioxaphosphocin, bis(2,4-di-tert-butyl-6-methylphenyl)methyl phosphite, bis(2,4-di-tert-butyl-6-methylphenyl)ethyl phosphite, 6-fluoro-2,4,8,10-tetra-tert-butyl-12-methyl-dibenz[d,g]-1,3,2-dioxaphosphocin , 2,2',2''-nitrilo[triethyltris(3,3',5,5'-tetra-tert-butyl-1,1'-biphenyl-2,2'-diyl)phosphite], 2-ethylhexyl(3,3',5,5'-tetra-tert-butyl-1,1'-biphenyl-2,2'-diyl)phosphite, 5-butyl-5-ethyl-2-(2,4,6-tri-tert-butylphenoxy)-1,3,2-dioxaphosphirane, phosphorous acid, mixed 2,4-bis(1,1-dimethylpropyl)phenyl and 4-(1,1-dimethylpropyl)phenyl triester (CAS: 939402-02-5), phosphorous acid, triphenyl ester, polymer containing α-hydro-ω-hydroxypoly[oxy(methyl-1,2-ethanediyl)], C10-16-alkyl ester (CAS: 1227937-46-3), triphenyl phosphite, polymer containing 1,4-cyclohexanedimethanol and polypropylene glycol, C10-16 alkyl ester (CAS registration number 1821217-71-3).
[0112] The following phosphites are particularly preferred: Tris(2,4-di-tert-butylphenyl)phosphite (Irgafos® 168, Ciba Specialty Chemicals Inc.), tris(nonylphenyl)phosphite. [ka] [ka]
[0113] 5. Hydroxylamines, such as N,N-dibenzylhydroxylamine, N,N-diethylhydroxylamine, N,N-dioctylhydroxylamine, N,N-dilaurylhydroxylamine, N,N-ditetradecylhydroxylamine, N,N-dihexadecylhydroxylamine, N,N-dioctadecylhydroxylamine, N-hexadecyl-N-octadecylhydroxylamine, N-heptadecyl-N-octadecylhydroxylamine, N,N-dialkylhydroxylamines derived from hydrogenated tallow amine.
[0114] 6. Nitrones, such as N-benzyl-α-phenyl nitrone, N-ethyl-α-methyl nitrone, N-octyl-α-heptyl nitrone, N-lauryl-α-undecyl nitrone, N-tetradecyl-α-tridecyl nitrone, N-hexadecyl-α-pentadecyl nitrone, N-octadecyl-α-heptadecyl nitrone, N-hexadecyl-α-heptadecyl nitrone, N-octadecyl-α-pentadecyl nitrone, N-heptadecyl-α-heptadecyl nitrone, N-octadecyl-α-hexadecyl nitrone, nitrones derived from N,N-dialkylhydroxylamines derived from hydrogenated tallow amine.
[0115] 7. Thiosynergists, for example dilauryl thiodipropionate, dimistryl thiodipropionate, pentaerythritol tetrakis[3-(dodecylthio)propionate], distearyl thiodipropionate or distearyl disulfide.
[0116] 8. Peroxide scavengers, for example, esters of β-thiodipropionic acid, such as the lauryl, stearyl, myristyl or tridecyl ester, zinc salts of mercaptobenzimidazole or 2-mercaptobenzimidazole, zinc dibutyldithiocarbamate, dioctadecyl disulfide, pentaerythritol tetrakis(β-dodecylmecapto)propionate.
[0117] 9. Polyamide stabilizers, such as iodides and / or phosphorus compounds in combination with copper salts and divalent manganese salts.
[0118] 10. Basic co-stabilizers, for example, melamine, polyvinylpyrrolidone, dicyandiamide, triallyl cyanurate, urea derivatives, hydrazine derivatives, amines, polyamides, polyurethanes, alkali metal salts and alkaline earth metal salts of higher fatty acids, for example, calcium stearate, zinc stearate, magnesium behenate, magnesium stearate, sodium ricinoleate and potassium palmitate, antimony pyrocatecholate or zinc pyrocatecholate.
[0119] 11. Nucleating agents, for example inorganic substances such as talcum, metal oxides such as titanium dioxide or magnesium oxide, phosphates, carbonates or sulfates, preferably of alkaline earth metals, organic compounds such as mono- or polycarboxylic acids and their salts, for example 4-tert-butylbenzoic acid, adipic acid, diphenylacetic acid, sodium succinate or sodium benzoate, polymeric compounds such as ionic copolymers (ionomers). Particularly preferred are 1,3:2,4-bis(3',4'-dimethylbenzylidene)sorbitol, 1,3:2,4-di(paramethyldibenzylidene)sorbitol and 1,3:2,4-di(benzylidene)sorbitol.
[0120] 12. Fillers and reinforcing agents, such as calcium carbonate, silicates, surface treated silicas (e.g., those described in US Patent Application Publication Nos. 2007 / 60,697A and 2009 / 111,918A), glass fibers, glass beads, asbestos, talc, kaolin, mica, barium sulfate, metal oxides and hydroxides, carbon black, graphite, wood flour and other natural product fine powders or fibers, synthetic fibers.
[0121] 13. Other additives, such as plasticizers, lubricants, emulsifiers, pigments, rheological additives, catalysts, flow control agents, optical brighteners, flame retardants, antistatic agents and foaming agents.
[0122] 14. Benzofuranones and indolinones, for example those described in U.S. Pat. No. 4,325,863, U.S. Pat. No. 4,338,244, U.S. Pat. No. 5,175,312, U.S. Pat. No. 5,216,052, U.S. Pat. No. 5,252,643, German Patent Application Publication No. A-4316611, German Patent Application Publication No. A-4316622, German Patent Application Publication No. A-4316631, German Patent Application Publication No. A-4316632, German Patent Application Publication No. A-4316634, German Patent Application Publication No. A-4316636, German Patent Application Publication No. A-4316638, German Patent Application Publication No. A-4316639, German Patent Application Publication No. A-4316640, German Patent Application Publication No. A-4316641, German Patent Application Publication No. A-4316642, German Patent Application Publication No. A-4316643, German Patent Application Publication No. A-4316644, German Patent Application Publication No. A-4316645, German Patent Application Publication No. A-4316646, German Patent Application Publication No. A-4316647, German Patent Application Publication No. A-4316648, German Patent Application Publication No. A-4316649 ... EP-A-0589839, EP-A-0591102, EP-A-1291384, or 3-[4-(2-acetoxyethoxy)phenyl]-5,7-di-tert-butylbenzofuran-2-one, 5,7-di-tert-butyl-3-[4-(2-stearoyloxyethoxy)phenyl]- 3-(4-(2-hydroxyethoxy)phenyl)benzofuran-2-one, 3,3'-bis[5,7-di-tert-butyl-3-(4-[2-hydroxyethoxy]phenyl)benzofuran-2-one], 5,7-di-tert-butyl-3-(4-ethoxyphenyl)benzofuran-2-one, 3-(4-acetoxy-3,5-dimethylphenyl)-5,7-di-tert-butylbenzofuran-2-one, 3-(3,5-dimethyl-4-pivaloyloxyphenyl)-5,7-di-tert-butylbenzofuran-2-one, 3-(3,4-dimethylphenyl)-5,7-di-tert-butylbenzofuran-2-one, 3-(2,3-dimethylphenyl)-5,7-di-tert-butylbenzofuran-2-one, 3-(2-acetyl-5-isooctylphenyl)-5-isooctylbenzofuran-2-one.
[0123] In another aspect, the invention claimed herein comprises: a. at least one compound of formula (A) as defined above; b. at least one UV absorber as defined above.
[0124] In one embodiment, the organic material is as defined above.
[0125] The organic-based article, i.e. the hollow article, can be manufactured using rotational molding or blow molding, the thickness of the organic-based article being at least 300 microns.
[0126] In yet another aspect, the invention claimed herein relates to the use of at least one compound of formula (A) as defined above and at least one UV absorber as defined above for increasing the stability of an organic material exposed to light.
[0127] The materials stabilized according to the invention are used in various forms, for example as films, fibers, tapes, moulding compositions, profiles or as binders for paints, adhesives or putties.
[0128] More particularly, the organic materials stabilized according to the invention can be used in the manufacture of the following devices:
[0129] I-1) Automotive applications, especially bumpers, dashboards, batteries, rear and front linings, under hood mouldings, rear shelves, trunk linings, interior linings, airbag covers, electronic mouldings for parts (lights), dashboard panes, headlight lenses, instrument panels, exterior linings, upholstery, auto lights, headlights, parking lights, tail lights, stop lights, interior and exterior trim, door panels, gas tanks, front side glazing, rear windows, seat backings, exterior panels, wire insulation, sealing profile extrusions, cladding, pillar covers, chassis parts, exhaust systems, fuel filters / fillers, fuel pumps, fuel tanks, side door belt mouldings, convertible tops, side mirrors, exterior trim, fasteners / fixtures, front end modules, glass, hinges, locking systems, luggage / roof racks, pressed / stamped parts, seals, side impact protection, sound deadening / insulation and sunroofs.
[0130] I-2) Devices for airplanes, trains, and automobiles (cars, motorcycles), including furniture.
[0131] I-3) Devices for space applications, in particular rockets and satellites, e.g. re-entry shields.
[0132] I-4) Devices for architecture and design, mining applications, soundproofing systems, street shelters and shelters.
[0133] II-1) Household appliance applications, in particular washing machines, tumble dryers, ovens (microwave ovens), dishwashers, mixers and irons.
[0134] II-2) Capacitor foil, refrigerators, heaters, air conditioners, sealing of electronic devices, semiconductors, coffee makers and vacuum cleaners.
[0135] III-1) Technical parts such as cogwheels (gears), slide fittings, spacers, screws, bolts, handles, knobs, etc.
[0136] III-2) Rotating blades, ventilators and windmill blades, solar panels, swimming pools, swimming pool covers, pool tarpaulins, pond tarpaulins, closets, wardrobes, partition walls, slat walls, folding walls, roofs, shutters (e.g. roller shutters), fittings, connections between pipes, sleeves and conveyor belts.
[0137] III-3) Profiles (window glass) and siding of all shapes.
[0138] III-4) Glass substitutes, in particular extruded plates, architectural glazing (single, double or multi-wall), aircraft, schools, extruded sheets, architectural glazing, trains, transportation, sanitary and greenhouse window films.
[0139] III-5) Plates (walls, cutting boards), extrusion coatings (photographic paper, tetra packs and pipe coatings), silos, wood substitutes, plastic lumber, wood composites, walls, facings, furniture, decorative foils, flooring (interior and exterior), flooring, decking and tiles.
[0140] III-6) Cement, concrete, composite applications and coverings, exterior siding and cladding, hand rails, balustrades, kitchen counters, roofing, roofing sheets, tiles and tarpaulins.
[0141] IV-1) Plates (walls and cutting boards), trays, artificial turf, astroturf, artificial roofs for athletic stadiums (athletics), artificial flooring and tapes for athletic stadiums (athletics).
[0142] V-1) General plastic films (packaging, display cases, laminations, swimming pool covers, garbage bags, wallpaper, stretch and shrink film, raffia, desalination film, batteries and connectors).
[0143] V-2) Agricultural films (greenhouse covers, tunnels, mulches, silage, bale wraps), especially where intensive application of pesticides is used).
[0144] VI-1) Food packaging and wrapping (flexible and solid), BOPP, BOPET, bottles.
[0145] VI-2) Cartridges, syringes, medical applications, transport containers, waste paper baskets and bins, garbage bags, bins, dust bins, trash bin liner, wheeled bins, containers in general, tanks for water / used water / chemical reactions / gas / oil / petrol / diesel, tank liners, boxes, crates, battery cases, troughs, medical devices e.g. pistons, ophthalmic applications, diagnostic equipment and pharmaceutical blister packaging.
[0146] VII-1) Filled polymer devices (talc, chalk, china clay (kaolin), wollastonite, pigments, carbon black, TiO2, mica, nanocomposites, dolomite, silica, silicates, glass, asbestos).
[0147] The invention claimed herein provides one or more of the following advantages: 1. Articles made using a combination of UV absorbers and compounds of formula (A) and stabilized organic materials improve the durability of the final article when exposed to light. 2. Articles with improved durability to light exposure extend the life of the final article. 3. The long-term effects of the final product provide economic value.
[0148] Specific embodiments of the invention claimed herein are described below: 1. i. an organic material; ii. at least one compound of formula (A) [ka] (In the formula, E1 is a substituted or unsubstituted C1-C 18 Alkyl, formula P [ka] (In the formula, R, R', and R'' are each independently C1 to C 18 alkylene), b is an integer ranging from 1 to 3, or a group of formula Q [ka] (In the formula, T and U are each independently a linear or branched C1-C 18 alkyl), E2 is hydrogen or hydroxyl; E3, E4, E5, and E6 are each independently hydrogen, hydroxyl, C1-C 18 Alkyl, substituted or unsubstituted C1-C 18 alkoxy, phenyl or phenyl substituted with 1, 2 or 3 C1-C4 alkyl, or a compound of formula Q [ka] (In the formula, T and U are each independently a linear or branched C1-C 18 alkyl) and iii. at least one UV absorber.
[0149] 2. The composition of embodiment 1, wherein the organic material is selected from the group consisting of polyolefins, acrylonitrile / butadiene / styrene, polyvinyl chloride, polymethylmethacrylate, polyamides or polyoxymethylene, and mixtures thereof.
[0150] 3. The composition of embodiment 1 or 2, wherein the polyolefin is a thermoplastic polyolefin.
[0151] 4. The composition according to one or more of the preceding embodiments, wherein the thermoplastic polyolefin is a thermoplastic polyethylene or polypropylene.
[0152] 5. The composition of embodiment 1, wherein E1 is hydrogen, substituted or unsubstituted C1-C8 alkyl, a group of formula (P), where b is an integer ranging from 1 to 2, or a group of formula Q; E2 is hydrogen or hydroxyl; and E3, E4, E5, and E6 are each independently hydrogen, hydroxyl, C1-C8 alkyl, substituted or unsubstituted C1-C8 alkoxy, phenyl, or a group of formula Q.
[0153] 6. The composition of embodiment 1 or 5, wherein the at least one compound of formula (A) is selected from formulas (A-1), (A-2), (A-3), (A-4), (A-4), (A-5), (A-6), and (A-7). [ka] [ka] [ka]
[0154] 7. The composition according to embodiment 1, wherein the UV absorber is selected from the group consisting of 2-(2'-hydroxyphenyl)benzotriazoles, 2-hydroxybenzophenones, 2-(2-hydroxyphenyl)-1,3,5-triazines, esters of substituted and unsubstituted benzoic acid, cyanoacrylates, oxanilides, benzoxazinones, and mixtures thereof, other than the compounds of formula (A) as defined in embodiment 1.
[0155] 8. 2-(2'-hydroxyphenyl)benzotriazole is 2-(2'-hydroxy-5'-methylphenyl)-benzotriazole, 2-(3',5'-di-tert-butyl-2'-hydroxyphenyl)benzotriazole, 2-(5'-tert-butyl-2'-hydroxyphenyl)benzotriazole, 2-(2'-hydroxy-5'-(1,1,3,3-)tetramethylbutyl)phenyl)benzotriazole, 2-(3',5'-di-tert-butyl-2'-hydroxyphenyl)-5-chloro-benzotriazole, 2-(3' -tert-butyl-2'-hydroxy-5'-methylphenyl)-5-chloro-benzotriazole, 2-(3'-sec-butyl-5'-tert-butyl-2'-hydroxyphenyl)benzotriazole, 2-(2'-hydroxy-4'-octyloxyphenyl)benzotriazole, 2-(3',5)'-di-tert-amyl-2'-hydroxyphenyl)benzotriazole, 2-(3',5'-bis-(α,α-dimethylbenzyl)-2'-hydroxyphenyl)benzotriazole, 2-(3'-tert-butyl-2'-hydroxy-5'-methylphenyl)-5-chloro-benzotriazole, 2-(3'-tert-butyl-5'-[2-(2-ethylhexyloxy)-carbonylethyl]-2'-hydroxyphenyl)-5-chloro-benzotriazole, 2-(3'-tert-butyl-2'-hydroxy-5'-(2-methoxycarbonylethyl)phenyl)-5-chloro-benzotriazole, 2-(3'-tert-butyl-2'-hydroxy-5'-(2-methoxycarbonylethyl)phenyl)benzotriazole, 2-(3 '-tert-butyl-2'-hydroxy-5'-(2-octyloxycarbonylethyl)phenyl)benzotriazole, 2-(3'-tert-butyl-5'-[2-(2-ethylhexyloxy)carbonylethyl]-2'-hydroxyphenyl)benzotriazole, 2-(3'-dodecyl-2'-hydroxy-5'-methylphenyl)benzotriazole, 2-(3'-tert-butyl-2'-hydroxy-5'-(2-isooctyloxycarbonylethyl)phenylbenzotriazole, 2,2'-methylene-bis[4-(1,1,3,3-tetramethylbutyl)-6-benzotriazol-2-ylphenol], 2-[3'-tert-butyl-5'-(2-methoxycarbonylethyl)-2'-hydroxyphenyl]-2H-benzotriazole and polyethylene glycol 300 transesterification product, [ka] 8. The composition of embodiment 7, wherein R=3'-tert-butyl-4'-hydroxy-5'-2H-benzotriazol-2-ylphenyl, 2-[2'-hydroxy-3'-(α,α-dimethylbenzyl)-5'-(1,1,3,3-tetramethylbutyl)-phenyl]benzotriazole, 2-[2'-hydroxy-3'-(1,1,3,3-tetramethylbutyl)-5'-(α,α-dimethylbenzyl)-phenyl]benzotriazole, and mixtures thereof.
[0156] 9. The composition according to any one of the preceding claims, wherein the 2-(2'-hydroxyphenyl)benzotriazole is selected from 2-(2'-hydroxy-5'-(1,1,3,3-tetramethylbutyl)phenyl)benzotriazole, 2-(3'-tert-butyl-2'-hydroxy-5'-methylphenyl)-5-chloro-benzotriazole, and mixtures thereof.
[0157] 10. The composition of embodiment 7, wherein the 2-hydroxybenzophenone is selected from the group consisting of 2-hydroxy-4-hydroxybenzophenone, 2-hydroxy-4-methoxybenzophenone, 2-hydroxy-4-octyloxybenzophenone, 2-hydroxy-4-decyloxybenzophenone, 2-hydroxy-4-dodecyloxybenzophenone, 2-hydroxy-4-benzyloxybenzophenone, 2-hydroxy-4,2',4'-trihydroxybenzophenone, 2-hydroxy-2'-hydroxy-4,4'-dimethoxybenzophenone derivatives, and mixtures thereof.
[0158] 11. The composition of embodiment 7 or 10, wherein the 2-hydroxybenzophenone is 2-hydroxy-4-octyloxybenzophenone.
[0159] 12. 2-(2-hydroxyphenyl)-1,3,5-triazine is 2,4,6-tris(2-hydroxy-4-octyloxyphenyl)-1,3,5-triazine, 2-(2,4-dihydroxyphenyl)-4,6-bis(2,4-dimethylphenyl)-1,3,5-triazine, 2,4-bis(2-hydroxy-4-propyloxyphenyl)-6-(2,4-dimethylphenyl)-1,3,5-triazine, 2-(2-hydroxy-4-octyloxyphenyl)-4,6-bis(4-methylphenyl)-1,3,5-triazine, 2- (2-hydroxy-4-dodecyloxyphenyl)-4,6-bis(2,4-dimethylphenyl)-1,3,5-triazine, 2-(2-hydroxy-4-tridecyloxyphenyl)-4,6-bis(2,4-dimethylphenyl)-1,3,5-triazine, 2-[2-hydroxy-4-(2-hydroxy-3-butyloxypropoxy)phenyl]-4,6-bis(2,4-dimethyl)-1,3,5-triazine, 2-[2-hydroxy-4-(2-hydroxy-3-octyloxypropyloxy)phenyl]-4,6-bis(2,4-dimethyl)-1,3,5-triazine, 2-[4-(dodecyloxy / tridecyloxy-2-hydroxypropoxy)-2-hydroxyphenyl]-4,6-bis(2,4-dimethylphenyl)-1,3,5-triazine, 2-[2-hydroxy-4-(2-hydroxy-3-dodecyloxypropoxy)phenyl]-4,6-bis(2,4-dimethylphenyl)-1,3,5-triazine, 2-(2-hydroxy-4)-methoxyphenyl)-4,6-diphenyl-1,3,5-triazine, 2,4,6-tris[2-hydroxy-4-(3-butoxyphenyl)- -2-hydroxypropoxy)phenyl]-1,3,5-triazine, 2-(2-hydroxyphenyl)-4-(4-methoxyphenyl)-6-phenyl-1,3,5-triazine, 2-{2-hydroxy-4-[3-(2-ethylhexyl-1-oxy)-2-hydroxypropyloxy]phenyl}-4,6-bis(2,4-dimethylphenyl)-1,3,5-triazine, 2,4-bis(4-[2-ethylhexyloxy]-2-hydroxyphenyl)-6-(4-methoxyphenyl)-1,3,5-triazine, 2-(4,6-bis-(2,8. The composition of embodiment 7, wherein the aryl group is selected from the group consisting of 4-dimethylphenyl)-1,3,5-triazin-2-yl)-5-(octyloxy)-phenol, bis{2-[4-(4,6-diphenyl-1,3,5-triazin-2-yl)-3-hydroxyphenoxy]ethyl}dodecanedioate, and mixtures thereof.
[0160] 13. The composition of embodiment 7, wherein the esters of substituted and unsubstituted benzoic acid are selected from the group consisting of 4-tert-butylphenyl salicylate, phenyl salicylate, octylphenyl salicylate, dibenzoylresorcinol, bis(4-tert-butylbenzoyl)resorcinol, benzoylresorcinol, 2,4-di-tert-butylphenyl 3,5-di-tert-butyl-4-hydroxybenzoate, hexadecyl 3,5-di-tert-butyl-4-hydroxybenzoate, octadecyl 3,5-di-tert-butyl-4-hydroxybenzoate, 2-methyl-4,6-di-tert-butylphenyl 3,5-di-tert-butyl-4-hydroxybenzoate, and mixtures thereof.
[0161] 14. The composition of embodiment 7, wherein the cyanoacrylate is selected from the group consisting of ethyl α-cyano-β,β-diphenylacrylate, isooctyl α-cyano-β,β-diphenylacrylate, neopentyl tetra(α-cyano-β,β-diphenylacrylate, pentaerythritol tetrakis(2-cyano-3,3-diphenylacrylate), ethyl 2-cyano-3,3-diphenylacrylate, (2-ethylhexyl)-2-cyano-3,3-diphenylacrylate, and mixtures thereof.
[0162] 15. The composition of embodiment 7, wherein the oxanilide is selected from the group consisting of 4,4'-dioctyloxyoxanilide, 2,2'-diethoxyoxanilide, 2,2'-dioctyloxy-5,5'-di-tert-butoxanilide, 2,2'-didodecyloxy-5,5'-di-tert-butoxanilide, 2-ethoxy-2'-ethyloxanilide, N,N'-bis(3-dimethylaminopropyl)oxamide, 2-ethoxy-5-tert-butyl-2'-ethoxanilide, and mixtures thereof with 2-ethoxy-2'-ethyl-5,4'-di-tert-butoxanilide, mixtures of o- and p-methoxy disubstituted oxanilides, and mixtures of o- and p-ethoxy disubstituted oxanilides, and mixtures thereof.
[0163] 16. The composition of embodiment 7 or 15, wherein the oxanilide is 2-ethoxy-2'-ethyloxanilide.
[0164] 17. The composition of embodiment 7, wherein the benzoxazinone is 2,2'-(1,4-phenylene)bis[4H-3,1-benzoxazin-4-one].
[0165] 18. The composition according to one or more of embodiments 1-17, further comprising at least one antioxidant, at least one fatty acid metal salt, at least one metal hydroxide, at least one sterically hindered amine light stabilizer, and at least one UV absorber, other than those disclosed in embodiments 7-17.
[0166] 19. At least one antioxidant is selected from the group consisting of 2,4-bis(octylmercapto)-6-(3,5-di-tert-butyl-4-hydroxyanilino)-1,3,5-triazine, 2-octylmercapto-4,6-bis(3,5-di-tert-butyl-4-hydroxyanilino)-1,3,5-triazine, 2-octylmercapto-4,6-bi(3,5-di-tert-butyl-4-hydroxyphenoxy)-1,3,5-triazine, 2,4,6-tris(3,5-di-tert-butyl-4-hydroxyphenoxy)- 1,2,3-triazine, 1,3,5-tris(3,5-di-tert-butyl-4-hydroxybenzyl)isocyanurate, 1,3,5-tris(4-tert-butyl-3-hydroxy-2,6-dimethylbenzyl)isocyanurate, 2,4,6-tris(3,5-di-tert-butyl-4-hydroxyphenylethyl)-1,3,5-triazine, 1,3,5-tris(3,5-di-tert-butyl-4-hydroxyphenylpropionyl)-hexahydro-1,3,5-triazine, 1,3,5-tris(3, 5-Dicyclohexyl-4-hydroxybenzyl)isocyanurate, Pentaerythritol tetrakis[3-[3,5-di-tert-butyl-4-hydroxyphenyl]propionate, 1,3,5-tris(3,5-di-tert-butyl-4-hydroxybenzyl)-2,4,6-trimethylbenzene, 1,4-bis(3,5-di-tert-butyl-4-hydroxybenzyl)-2,3,5,6-tetramethylbenzene, 2,4,6-tris(3,5-di-tert-butyl-4-hydroxybenzyl)phenol , Octadecyl 3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate, Octyl-3,5-di-tert-butyl-4-hydroxy-hydrocinnamate, Hexamethylene bis[3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate], 3-(3,5-di-tert-butyl-4-hydroxyphenyl)-N-[6-[3-(3,5-di-tert-butyl-4-hydroxyphenyl)propanoylamino]hexyl]propenamide, Calcium bis[monoethyl(3,5-di-tert-butyl-4-hydroxybenzyl)phosphonate], triethylene glycol bis(3-tert-butyl-4-hydroxy-5-methylphenyl)propionate, 3,5-di-tert-butyl-4-hydroxyhydrocinnamic acid, 1,3,5-tris(2-hydroxyethyl)-s-triazinetrione ester, 3-tert-butyl-2-hydroxy-5-methylphenyl sulfide, 2-methyl-4,6-bis(n-octylsulfanylmethyl)phenol, 2,2'-thiodiethylene bis[3-(3,5- di-tert-butyl-4-hydroxyphenyl)propionate], 2,4-di-tert-butylphenyl 3,5-di-tert-butyl-4-hydroxybenzoic acid, 4-((4,6-bis(octylthio)-1,3,5-triazin-2-yl)amino)-2,6-di-tert-butylphenol, bis(1,2,2,6,6-pentamethyl-4-piperidyl)[[3,5-bis(1,1-dimethylethyl)-4-hydroxyphenyl]methyl]butylmalonate, α-tocopherol, 3-(3,5-di-tert-butyl-4-hydrox- 2,2'-methylenebis(6-tert-butyl-4-methylphenol) monoacrylate, 2-propenoic acid, 2-(1,1-dimethylethyl)-2-hydroxyphenyl)propanehydrazide, tris(4-tert-butyl-3-hydroxy-2,6-dimethylbenzyl)isocyanurate, ethylene bis[3,3-bis[3-(1,1-dimethylethyl)-4-hydroxyphenyl]butyric acid], benzyl-2-acetamido-2-deoxy-α-D-galactopyranoside, 2,2'-methylenebis(6-tert-butyl-4-methylphenol) monoacrylate, 2-propenoic acid, 2-(1,1-dimethylethyl)-2-hydroxyphenyl)propanehydrazide, ethylethyl)-6-[1-[3-(1,1-dimethylethyl)-5-(1,1-dimethylpropyl)-2-hydroxyphenyl]ethyl]-4-(1,1-dimethylpropyl)phenyl ester, tris[2-tert-butyl-4-(5-tert-butyl-4-hydroxy-2-methylphenyl)sulfanyl-5-methylphenyl]phosphite, (1,2-dioxoethylene)bis(iminoethylene)bis(3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate), phenol, 2,6-bis[[3-(1,1-dimethylethyl)-2-hydroxy-5-methylphenyl]octahydro-4,7-methano-1H-indenyl]-4-methyl-, 4,4'-thiobis(2-tert-butyl-5-methylphenol), 4,6-bis(octylthiomethyl)-o-cresol, bis(octadecyl)hydroxylamine, benzenamine, N-phenyl-, reaction products with 2,4,4-trimethylpentene, 3,3'-thiodipropionic acid di-n-octadecyl ester, didodecyl 3,3'-thiodipropionic acid, 4,4'-bis(α,α-dimethylbenzyl)diphenylamine, 3,3'-thiodipropionic acid dimyristyl ester, dioctadecyl disulfide, N,N-di(C, 16 ~C 18 19. The composition of embodiment 18, wherein the compound is selected from the group consisting of 2,2-bis[[3-(dodecylthio)-1-oxopropoxy]methyl]propane-1,3-diylbis[3-(dodecylthio)propionate], 2,2-bis[[3-(dodecylthio)-1-oxopropoxy]methyl]propane-1,3-diylbis[3-(dodecylthio)propionate],
[0167] 20. At least one sterically hindered amine light stabilizer is selected from the group consisting of carbonic acid bis(1-undecyloxy-2,2,6,6-tetramethyl-4-piperidyl) ester, bis(2,2,6,6-tetramethyl-4-piperidyl) sebacate, bis(2,2,6,6-tetramethyl-4-piperidyl) succinate, bis(1,2,2,6,6-pentamethyl-4-piperidyl) sebacate, bis(1-octyloxy-2,2,6,6-tetramethyl-4-piperidyl) sebacate, bis(1,2,2,6,6-pentamethyl-4-piperidyl) n-butyl-3,5- Di-tert-butyl-4-hydroxybenzyl malonate, condensation product of 1-(2-hydroxyethyl)-2,2,6,6-tetramethyl-4-hydroxypiperidine with succinic acid, linear or cyclic condensation product of N,N'-bis(2,2,6,6-tetramethyl-4-piperidyl)hexamethylenediamine with 4-tert-octylamino-2,6-dichloro-1,3,5-triazine, tris(2,2,6,6-tetramethyl-4-piperidyl)nitriloacetate, tetrakis(2,2,6,6-tetramethyl-4-piperidyl)-1,2,3,4-butadiene tetracarboxylate, 1,1'-(1,2-ethanediyl)-bis(3,3,5,5-tetramethylpiperazinone), 4-benzoyl-2,2,6,6-tetramethylpiperidine, 4-stearyloxy-2,2,6,6-tetramethylpiperidine, bis(1,2,2,6,6-pentamethylpiperidyl)-2-n-butyl-2-(2-hydroxy-3,5-di-tert-butylbenzyl)malonate, 3-n-octyl-7,7,9,9-tetramethyl-1,3,8-triazaspiro[4.5]decane-2,4-dione, bis(1-octyl 2-chloro-4,6-bis(4-n-butylamino-2,2,6,6-tetramethylpiperidyl)-1,3,5-triazine and 1,2-bis(3-aminopropylamino)ethane condensation product; 2-chloro-4,6-bis(4-n-butylamino-2,2,6,6-tetramethylpiperidyl)-1,3,5-triazine and 1,2-bis(3-aminopropylamino)ethane condensation product; 2-chloro-4,Condensation product of 6-di(4-n-butylamino-1,2,2,6,6-pentamethylpiperidyl)-1,3,5-triazine with 1,2-bis(3-aminopropylamino)ethane, 8-acetyl-3-dodecyl-7,7,9,9-tetramethyl-1,3,8-triazaspiro[4.5]decane-2,4-dione, 3-dodecyl-1-(2,2,6,6-tetramethyl-4-piperidyl)pyrrolidine-2,5-dione, 3-dodecyl-1-(1,2,2,6,6-pentamethyl-4-piperidyl)pyrrolidine-2,5-dione, 4-hexadecyloxy- and Mixture of 4-stearyloxy-2,2,6,6-tetramethylpiperidine, condensation product of N,N'-bis(2,2,6,6-tetramethyl-4-piperidyl)hexamethylenediamine with 4-cyclohexylamino-2,6-dichloro-1,3,5-triazine, condensation product of 1,2-bis(3-aminopropylamino)ethane with 2,4,6-trichloro-1,3,5-triazine and 4-butylamino-2,2,6,6-tetramethylpiperidine, 1,6-hexanediamine and 2,4,6-trichloro-1,3,5-triazine and N,N-dibutylamine Condensation products of N-(2,2,6,6-tetramethylpiperidine) and 4-butylamino-2,2,6,6-tetramethylpiperidine, N-(2,2,6,6-tetramethyl-4-piperidyl)-n-dodecylsuccinimide, N-(1,2,2,6,6-pentamethyl-4-piperidyl)-n-dodecylsuccinimide, 2-undecyl-7,7,9,9-tetramethyl-1-oxa-3,8-diaza-4-oxo-spiro[4,5]decane, and 7,7,9,9-tetramethyl-2-cycloundecyl-1-oxa-3,8-diaza-4-oxospiro[4,5]decane with epichlorohydrin. Products, 1,1-bis(1,2,2,6,6-pentamethyl-4-piperidyloxycarbonyl)-2-(4-methoxyphenyl)ethene, N,N'-bis-formyl-N,N'-bis(2,2,6,6-tetramethyl-4-piperidyl)hexamethylenediamine, diester of 4-methoxymethylenemalonic acid with 1,2,2,6,6-pentamethyl-4-hydroxypiperidine, poly[methylpropyl-3-oxy-4-(2,2,6,6-tetramethyl-4-piperidyl)]siloxane, maleic anhydride-α-olefin copolymer and 2,2,6,Reaction products with 6-tetramethyl-4-aminopiperidine or 1,2,2,6,6-pentamethyl-4-aminopiperidine, 2,4-bis[N-(1-cyclohexyloxy-2,2,6,6-tetramethylpiperidin-4-yl)-N-butylamino]-6-(2-hydroxyethyl)amino-1,3,5-triazine, 1-(2-hydroxy-2-methylpropoxy)-4-octadecanoyl 5-(2-ethylhexanoyl)oxymethyl-3,3,5-trimethyl-2-morpholinone, 5-(2-ethylhexanoyl)oxymethyl-3,3,5-trimethyl-2-morpholinone, 2,4-bis[(1-cyclohexyloxy-2,2,6,6-piperidin-4-yl)butylamino]-6-chloro-s-triazine and N,N'- Reaction products with bis(3-aminopropyl)ethylenediamine), 1,3,5-tris(N-cyclohexyl-N-(2,2,6,6-tetramethylpiperazin-3-one-4-yl)amino)-s-triazine, 1,3,5-tris(N-cyclohexyl-N-(1,2,2,6,6-pentamethylpiperazin-3-one-4-yl)amino)-s-triazine, 4-N-butyl-2-N,4- The composition according to embodiment 18, wherein the aryl group is selected from the group consisting of N-bis(2,2,6,6-tetramethylpiperidin-4-yl)-2-N-[6-[(2,2,6,6-tetramethylpiperidin-4-yl)amino]hexyl]-1,3,5-triazine-2,4-diamine, and N,N'-bis(2,2,6,6-tetramethyl-4-piperidyl)-N,N'-diformylhexamethylenediamine.
[0168] 21. The metal salt of at least one fatty acid is an aliphatic saturated C2-C 22 Carboxylate, Aliphatic Olefin C3-C 22 Carboxylate, aliphatic C2-C substituted with at least one OH group 22 Carboxylate, cyclic or bicyclic C5-C 22 Carboxylate, aromatic C7-C 22 Carboxylate, aromatic C7-C substituted with at least one OH group 22 Carboxylate, C1-C16 Alkyl-substituted phenyl carboxylates and phenyl-C1-C 16 The composition of embodiment 18, wherein the calcium, zinc, magnesium or aluminum salt is selected from the group consisting of alkyl carboxylates.
[0169] 22. The composition of embodiment 18, wherein the at least one metal hydroxide is selected from the group consisting of hydrotalcite and magnesium hydroxide.
[0170] 23. The composition of embodiment 18, wherein the at least one UV absorber other than those described in embodiments 7-17 is selected from the group consisting of thiosynergists, phosphites and phosphonites, hydroxylamines, and butanoic acid.
[0171] 24. The composition of any one of the preceding embodiments, further comprising at least one additive selected from slip agents, antiblocking agents, thermal fillers, pigments, antifogging agents, and anti-misting agents.
[0172] 25. The composition according to one or more of the preceding embodiments, wherein the weight ratio of the compound of formula (A) to the UV absorber ranges from 50:1 to 1:50.
[0173] 26. The composition according to one or more of the preceding embodiments, wherein the weight ratio of the compound of formula (A) to the UV absorber ranges from 1:20 to 20:1.
[0174] 27. The composition according to one or more of the preceding embodiments, further comprising at least one compound of formula (B) of general formula (I), general formula (II), general formula (III), and general formula (IV), - a compound (B) of general formula (I) [ka] (In the formula, A1 is a linear or branched, substituted or unsubstituted C2-C 18selected from alkylene, substituted or unsubstituted C5-C7 cycloalkylene, and C1-C4 alkylenedi(C5-C7 cycloalkylene); A2 is H, linear or branched, substituted or unsubstituted C1-C 12 Alkyl, C1-C 12 Alkyloxy, substituted or unsubstituted C5-C 12 Cycloalkyl and C5-C 12 cycloalkyloxy; A3 and A4 are H, linear or branched, substituted or unsubstituted C1-C 12 Alkyl, substituted or unsubstituted C5-C 12 Cycloalkyl, and formula (a-1) [ka] or A3 and A4 together with the nitrogen atom to which they are attached form a 5- to 10-membered heterocycle; a is an integer ranging from 1 to 20, and the repeating units are the same or different; - a compound (B) of general formula (II) [ka] (In the formula, x1 and x2 are C1 to C 30 alkoxy), - a compound (B) of general formula (III) [ka] (In the formula, Y1 is a linear or branched, substituted or unsubstituted C 20 is alkyl, Y2 is C1~C 30 alkyl), - a compound (B) of general formula (IV) [ka] (In the formula, Y1 is a linear or branched, substituted or unsubstituted C20 is alkyl, Y3 is a linear or branched substituted or unsubstituted C3-C 20 Alkyl and C3-C 20 independently selected from alkylidene; X is a C2-C5 alkyl group; and n is an integer ranging from 1 to 8.
[0175] 28. The composition of embodiment 29, wherein the compound of formula (B) is selected from formulas (B-1), (B-2), (B-3), (B-4), (B-5), (B-6), (B-7), and (B-8). [ka] (wherein a is an integer ranging from 1 to 10), and [ka] [ka] [ka] (wherein n is 2).
[0176] 29. Organic material-based articles: c. at least one compound of formula (A) as defined in embodiments 1, 5 and 6; d. at least one UV absorber as defined in embodiments 1, 7-17, and 23.
[0177] 30. The organic material-based article according to embodiment 29, wherein the organic material is as defined in embodiments 2-4.
[0178] 31. Use of at least one compound of formula (A) as defined in embodiments 1, 5 and 6 and at least one UV absorber as defined in embodiments 1, 7 to 17 and 23 for increasing the stability of an organic material exposed to light.
[0179] The following examples illustrate the invention in more detail. All percentages and parts are by weight unless otherwise stated. EXAMPLES
[0180] Example A: Additives shown in Tables 1 to 6 is shown below : [ka] [ka] Compound (C-1): 2-ethoxy-2'-ethyloxanilide, Compound (C-2): 2-(3'-tert-butyl-2'-hydroxy-5'-methylphenyl)-5-chloro-benzotriazole, Compound (C-3): 2-(2'-hydroxy-5'-(1,1,3,3-tetramethylbutyl)phenyl)benzotriazole, Compound (C-4): 2-hydroxy-4-octyloxybenzophenone.
[0181] All parts and percentages are by weight unless otherwise indicated. Weight percentages (wt %) are based on the total composition, free of volatile materials, unless otherwise indicated.
[0182] Sample preparation: Example 1: The additive was low density polyethylene (Dow DJM-3552 LDPE, 0.935 g / cm 3, 5.5MI) to obtain the formulation. Additive levels are reported in ppm (parts per million) by weight based on the weight of polyethylene. The dry blend is melt extruded into pellets in a Leistritz 27mm twin screw extruder with zone settings of 150°C / 200°C / 220°C / 230°C / 230°C / 230°C, Die-230°C, screw speed of 200 rpm, K-Tron feeder 120 rpm. The pellets are then compression molded in a 60 mil thick, 5×5 inch mold. The platens are set at 400°F and set for 2 minutes heat softening (no pressure) / 2 minutes low pressure heating / 2 minutes high pressure heating / 3 minutes high pressure cooling. Samples are cut on a die cutter using a Type V dog bone die. The die cut dog bones are then exposed to long term accelerated weathering - ASTM G-155-A or DIN EN ISO 4892-2 Cycle 1 method in an Atlas Xenon weatherometer. Mechanical properties were determined after exposure using an Instron tensile tester. The UV-X grading system in rotational molding measures the % elongation retention (tensile strain at break - normal, %).
[0183] Each of formulations 1 to 15 contained 300 ppm of N,N-di(C 16 ~C 18 alkyl)hydroxylamine, 300 ppm of 1,3,5-tris(3,5-di-tert-butyl-4-hydroxybenzyl)isocyanurate, 1100 ppm of tris(2,4-di-tert-butylphenyl)phosphite, 1400 ppm of 4-N-butyl-2-N,4-N-bis(2,2,6,6-tetramethylpiperidin-4-yl)-2-N-[6-[(2,2,6,6-tetramethylpiperidin-4-yl)amino]hexyl]-1,3,5-triazine-2,4-diamine, 700 ppm of poly(4-hydroxy-2,2,6,6-tetramethyl-1-piperidineethanol-alt-1,4-butanedioic acid), 300 ppm of hydrotalcite (acid scavenger) and 300 ppm of zinc stearate (acid scavenger). Formulations 16-20 further contain 500 ppm distearyl thiodipropionate.
[0184] Formulations 21 to 25 contain 300 ppm of N,N-di(C 16 ~C 18 alkyl)hydroxylamine, 300 ppm of 1,3,5-tris(3,5-di-tert-butyl-4-hydroxybenzyl)isocyanurate, 1100 ppm of tris(2,4-di-tert-butylphenyl)phosphite, 1400 ppm of 4-N-butyl-2-N, 4-N-bis(2,2,6,6-tetramethylpiperidin-4-yl)-2-N-[6-[(2,2,6,6-tetramethylpiperidin-4-yl)amine 700 ppm of poly(4-hydroxy-2,2,6,6-tetramethyl-1-piperidineethanol-alt-1,4-butanedioic acid), 200 ppm of 2,4-di-tert-butylphenyl 3,5-di-tert-butyl-4-hydroxybenzoate, 300 ppm of hydrotalcite (acid scavenger) and 300 ppm of zinc stearate (acid scavenger).
[0185] All formulations contain a UV absorber or UV mixture as set forth in Tables 1-4 below.
[0186] [Table 1]
[0187] All formulations contained 300 ppm 1,3,5-tris(3,5-di-tert-butyl-4-hydroxybenzyl)isocyanurate + 1100 ppm tris(2,4-di-tert-butylphenyl)phosphite + 300 ppm N,N-di(C 16 ~C 18alkyl)hydroxylamine + 1400 ppm of 4-N-butyl-2-N,4-N-bis(2,2,6,6-tetramethylpiperidin-4-yl)-2-N-[6-[(2,2,6,6-tetramethylpiperidin-4-yl)amino]hexyl]-1,3,5-triazine-2,4-diamine + 700 ppm of poly(4-hydroxy-2,2,6,6-tetramethyl-1-piperidineethanol-alt-1,4-butanedioic acid) + 300 ppm of hydrotalcite + 300 ppm of ZnSte stabilized.
[0188] With time exposure, a high percentage of tensile strain to break is required.
[0189] Example 2: Injection molded plaques prepared as described in Example 1
[0190] [Table 2]
[0191] All formulations contained 300 ppm 1,3,5-tris(3,5-di-tert-butyl-4-hydroxybenzyl)isocyanurate + 1100 ppm tris(2,4-di-tert-butylphenyl)phosphite + 300 ppm N,N-di(C 16 ~C 18 alkyl)hydroxylamine + 1400 ppm of 4-N-butyl-2-N,4-N-bis(2,2,6,6-tetramethylpiperidin-4-yl)-2-N-[6-[(2,2,6,6-tetramethylpiperidin-4-yl)amino]hexyl]-1,3,5-triazine-2,4-diamine + 700 ppm of poly(4-hydroxy-2,2,6,6-tetramethyl-1-piperidineethanol-alt-1,4-butanedioic acid) + 300 ppm of hydrotalcite + 300 ppm of ZnSte stabilized.
[0192] With time exposure, a high percentage of tensile strain to break is required.
[0193] Example 3: Injection molded plaques prepared as described in Example 1. An additional 500 ppm of distearyl thiodipropionate is incorporated into the base formulation. In each case, the weight percent of the thermoplastic polyolefin is adjusted so that the sum of all components equals 100%.
[0194] [Table 3]
[0195] All formulations contained 300 ppm 1,3,5-tris(3,5-di-tert-butyl-4-hydroxybenzyl)isocyanurate + 500 ppm distearyl thiodipropionate + 1100 ppm tris(2,4-di-tert-butylphenyl)phosphite + 300 ppm N,N-di(C 16 ~C 18 alkyl)hydroxylamine, +1400ppm of 4-N-butyl-2-N,4-N-bis(2,2,6,6-tetramethylpiperidin-4-yl)-2-N-[6-[(2,2,6,6-tetramethylpiperidin-4-yl)amino]hexyl]-1,3,5-triazine-2,4-diamine, +700ppm of poly(4-hydroxy-2,2,6,6-tetramethyl-1-piperidineethanol-alt-1,4-butanedioic acid) +300ppm of hydrotalcite +300ppm of ZnSte.
[0196] With time exposure, a high percentage of tensile strain to break is required.
[0197] Example 4: Injection molded plaques prepared as described in Example 1. An additional 200 ppm of Tinuvin 120 is incorporated into the base formulation. In each case, the weight percentage of the thermoplastic polyolefin is adjusted so that the sum of all components equals 100%.
[0198] [Table 4]
[0199] All formulations contained 300 ppm 1,3,5-tris(3,5-di-tert-butyl-4-hydroxybenzyl)isocyanurate + 1100 ppm tris(2,4-di-tert-butylphenyl)phosphite + 300 ppm N,N-di(C 16 ~C 18 alkyl)hydroxylamine + 1400 ppm of 4-N-butyl-2-N,4-N-bis(2,2,6,6-tetramethylpiperidin-4-yl)-2-N-[6-[(2,2,6,6-tetramethylpiperidin-4-yl)amino]hexyl]-1,3,5-triazine-2,4-diamine + 700 ppm of poly(4-hydroxy-2,2,6,6-tetramethyl-1-piperidineethanol-alt-1,4-butanedioic acid) + 200 ppm of 2,4-di-tert-butylphenyl 3,5-di-tert-butyl-4-hydroxybenzoate + 300 ppm of hydrotalcite + 300 ppm of ZnSte.
[0200] With time exposure, a high percentage of tensile strain to break is required.
[0201] Example 5: Thermoplastic polypropylene blend (Moplen HF500N from LyondellBasell, melt flow rate: 12 g / 10 min (ISO 1133), density: 90 kg / m 3(ISO 1183) is stabilized with 1000 ppm of 1,3,5-tris(3,5-di-tert-butyl-4-hydroxybenzyl)isocyanurate + 1000 ppm of tris(2,4-di-tert-butylphenyl)phosphite + 1400 ppm of reactants of 1,6-hexanediamine, N,N'-bis(2,2,6,6-tetramethyl-4-piperidin-yl),2,4,6-trichloro-1,3,5-triazine, N-butyl-1-butylamine, and N-butyl-2,2,6,6-tetramethyl-4-piperidinamine + 0.05% of N,N'-bis(2),2,6,6-tetramethyl-4-piperidyl)-N,N'-diformylhexamethylenediamine. Further additives, as outlined in Tables 5 and 6 below, are incorporated in the same manner as in the above formulation. In each case, the weight percent of the thermoplastic polyolefin is adjusted so that the total of all components equals 100%.
[0202] Preparation of test specimens: The above formulation is premixed in a high-speed mixer. This mixture is combined with the additional additives shown in Tables 5 and 6 in the high-speed mixer, then compounded in a Collin ZK25Ex42D extruder at 230°C, and then injection molded in an Arburg Allrounder Selecta 320S 500-150 injection molding machine at 230°C.
[0203] The entire formulation is then injection molded on an Engel HL65 injection molding machine. The injection molded plaques (85mm x 90mm x 1mm) are exposed to artificial weathering using an Atlas 5000 according to the international standard DIN EN ISO 4892-2 cycle 1 (Xenon light with Boro S / Boro S filter, 60W / m2 at 300-400nm (equivalent to 0.51W / (m2·nm) at 340nm), BPT 65±2°C, 50+ / -5% relative humidity, dry bulk temperature 38+ / -3°C, 102 minutes of light, 18 minutes of water spray). The Gray Scale visual and Delta E were measured over time after exposure. The results are shown in Table 5.
[0204] [Table 5]
[0205] All formulations are stabilized with 1000 ppm 1,3,5-tris(3,5-di-tert-butyl-4-hydroxybenzyl)isocyanurate + 1000 ppm tris(2,4-di-tert-butylphenyl)phosphite + 1400 ppm reactants of 1,6-hexanediamine, N,N'-bis(2,2,6,6-tetramethyl-4-piperidin-yl), 2,4,6-trichloro-1,3,5-triazine, N-butyl-1-butylamine, and N-butyl-2,2,6,6-tetramethyl-4-piperidinamine + 0.05% N,N'-bis(2,2,6,6-tetramethyl-4-piperidyl)-N,N'-diformylhexamethylenediamine.
[0206] Grayscale visuals should be ≧4 and Delta E should be as low as possible across exposures.
[0207] Specimens are cut on a die cutter using a type VA dog bone from injection molded plaques exposed to artificial weathering (DIN EN ISO 4892-2 Cyclus 1 (Xenon light with Boro S / Boro S filter, 60 W / m2 at 300-400 nm (equivalent to 0.51 W / (m2 nm) at 340 nm), BPT 65±2°C, 50+ / -5% relative humidity, dry bulk temperature 38+ / -3°C, 102 min light, 18 min water spray). Mechanical properties are determined in type VA bone. The results are shown in Table 6.
[0208] [Table 6]
[0209] All formulations are stabilized with 1000 ppm 1,3,5-tris(3,5-di-tert-butyl-4-hydroxybenzyl)isocyanurate + 1000 ppm tris(2,4-di-tert-butylphenyl)phosphite + 1400 ppm reactants of 1,6-hexanediamine, N,N'-bis(2,2,6,6-tetramethyl-4-piperidin-yl), 2,4,6-trichloro-1,3,5-triazine, N-butyl-1-butylamine, and N-butyl-2,2,6,6-tetramethyl-4-piperidinamine + 0.05% N,N'-bis(2,2,6,6-tetramethyl-4-piperidyl)-N,N'-diformylhexamethylenediamine.
[0210] The time required to reach 50% elongation at break must be as long as possible.
[0211] Example B: Additives shown in Tables 7 to 11 is shown below : [ka] Compound (C-1): 2-ethoxy-2'-ethyloxanilide, Compound (C-4): 2-hydroxy-4-octyloxybenzophenone, Compound (C-5): pentaerythritol tetrakis(2-cyano-3,3-diphenylacrylate), Compound (C-6): 2,4-di-tert-butylphenyl 3,5-di-tert-butyl-4-hydroxybenzoate.
[0212] All parts and percentages are by weight unless otherwise indicated. Weight percentages (wt %) are based on the total composition, excluding volatile materials, unless otherwise indicated.
[0213] Sample preparation: process: All additives were in powder form and dry blended with ground polypropylene (PP) in a high speed mixer at 3000 rpm for 2 minutes (Moplen HP 500N, PP homopolymer used for general purpose molding applications, density 900 kg / m3, melt flow rate 12 g / 10 min at 230° C. / 2.16 kg) to obtain the formulations. Additive levels are reported in weight % based on the weight of PP.
[0214] All examples contained a base stabilizer consisting of 0.033% pentaerythritol tetrakis(3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate) + 0.067% tris(2,4-di-tert-butylphenyl)phosphite + 0.1% 1,6-hexanediamine, N,N'-bis(2,2,6,6-tetramethyl-4-piperidinyl)-polymer with 2,4,6-trichloro-1,3,5-triazine, reaction product of N-butyl-1-butanamine and N-butyl-2,2,6,6-tetramethyl-4-piperidinamine + 0.1% N,N'-bis(2,2,6,6-tetramethyl-4-piperidyl)-N,N'-diformylhexamethylenediamine.
[0215] The powder blend was melt extruded into pellets in a co-rotating twin screw extruder with a screw diameter of 25 mm and a length to diameter ratio of 42. The screw rotation speed was 160 rpm, the material throughput was 5 kg / h, the zone settings were 160°C / 170°C / 180°C / 190°C / 200°C / 210°C / 220°C / 220°C, and the melt temperature was 222°C + / - 1°C. The extruder feeder was under nitrogen blanket (40 ml / min). The extrudate was cooled directly in water after leaving the cylindrical extruder nozzle. The pelletization of the extrudate was carried out under air. Pellets were obtained.
[0216] The pellets were then compression molded in a compression molding press with aluminum foil on top and bottom. The press temperature was set at 230°C, the preheating step was set at 1 bar pressure for 1 minute, the pressing step was set at 30 bar pressure for 2 minutes, then the cooling step was performed at room temperature and at 50 bar pressure for 1.5 minutes in another press equipped with a cooling system. Plaques with dimensions 2 mm x 160 mm x 110 mm were obtained. The plaques did not adhere to the aluminum foil. The plaques were then cut into smaller plaques with dimensions 2 mm x 44 mm x 68 mm.
[0217] The plaques were then exposed for long term accelerated weathering in an Atlas Xenon Weatherometer with parameters set in ASTM G155 Cycle 1 (102 minute cycle of xenon light, irradiance 0.35 W / (m2 nm) at 340 nm, dry bulb temperature 42° C., black panel temperature 63° C., relative humidity 55% + 18 minutes of the same xenon light exposure and water spray). Measurements were taken at various times and are shown in hours in the table below.
[0218] Measurement method: Gloss of a surface at an angle of 60°. A black polished glass standard plate is used to set a value of 100 Gloss Units (GU). The results in the table below are given in GU relative to this standard value. The higher the gloss value, the more positive it is.
[0219] The increase in carbonyl is 1710cm -1 The values are given in percentages. Low values are positive.
[0220] The carbonyl increase was based on FT-IR in horizontal attenuated total reflectance (H-ATR) mode using a zinc selenide crystal. This mode was maintained due to the large measurement range. The signal was observed at 2917 cm -1 The carbonyls were standardized using the absorption peak at 1700–1750 cm -1 The value is taken as the maximum value of the range. Values are expressed as percentages. Low values are positive.
[0221] [Table 7]
[0222] The above results show that the gloss is significantly higher for PP stabilized with the inventive examples containing (C-1) and further a triazine UV absorber.
[0223] [Table 8]
[0224] The above results show that the carbonyl increase is significantly lower for PP stabilized with (C-5) and the inventive examples further comprising a triazine-based UV absorber.
[0225] [Table 9]
[0226] The above results show that the carbonyl increase is lower for PP stabilized with examples of the present invention containing at least one UV absorber ((C-4) or (C-4) + (C-6)) and further a triazine-based UV absorber.
[0227] [Table 10]
[0228] The above results show that the carbonyl increase is significantly lower for PP stabilized with the inventive examples which contain a mixture of two UV absorbers and also a triazine-based UV absorber.
[0229] [Table 11]
[0230] The above results show that the carbonyl increase is significantly lower for PP stabilized with (C-1) and the inventive examples further comprising a triazine-based UV absorber.
[0231] Example C: All parts and percentages are by weight unless otherwise indicated. Weight percentages (wt %) are based on the total composition, free of volatile materials, unless otherwise indicated.
[0232] The following examples contained a base stabilizer consisting of 0.02% octadecyl-3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate plus 0.08% tris(2,4-di-tert-butylphenyl)phosphite.
[0233] The additives shown in Tables 12-14 are as follows: [ka] [ka] Compound (C-1): 2-ethoxy-2'-ethyloxanilide Compound (C-4): 2-hydroxy-4-octyloxybenzophenone Compound (C-5): Pentaerythritol tetrakis(2-cyano-3,3-diphenylacrylate) Compound (C-7): Bis(2,2,6,6-tetramethyl-4-piperidyl) sebacate Compound (C-8): N,N'-bis(2,2,6,6-tetramethyl-4-piperidyl)-N,N'-diformylhexamethylenediamine Compound (C-9): Phenol, 2-(2H-benzotriazol-2-yl)-4-methyl
[0234] process: All additives were in powder form and dry blended with ground acrylonitrile / butadiene / styrene in a high speed mixer at 3000 rpm for 2 minutes to obtain the formulation (Terluran GP-22: general purpose injection molding grade with high resistance to forward, impact and thermal deformation, density 1040 kg / m3, melt volume rate 19 cm3 / 10 min (220°C / 10 kg). Additive levels are reported in weight % based on the weight of ABS.
[0235] The mixture was pre-dried in a vacuum oven at 60° C. for 12 hours.
[0236] The dry blend was melt extruded into pellets in a co-rotating twin screw extruder with a screw diameter of 25 mm and a length to diameter ratio of 42. The screw rotation speed was 160 rpm, the material throughput was 7 kg / h, the zone settings were 160°C / 170°C / 180°C / 190°C / 200°C / 210°C / 220°C / 220°C, and the melt temperature was 215°C. The extruder feeder was under a nitrogen blanket (40 ml / min). The extrudate was cooled in water directly after leaving the extruder nozzle. The pelletization of the extrudate was carried out under air. Pellets were obtained.
[0237] The pellets were pre-dried in a vacuum oven at 60° C. for 12 hours.
[0238] The pre-dried pellets were then injection molded in an injection molding machine with a clamping force of 500 kN and zone settings of 45°C / 190°C / 200°C / 210°C / 220°C / 220°C. The nozzle temperature was 220°C. The mold temperature was 60°C on both sides. Plaques with dimensions 2 mm x 44 mm x 68 mm were obtained.
[0239] The plaques were then exposed for long-term accelerated weathering in an Atlas Xenon weatherometer using the parameters set out in DIN EN ISO105 B06 (Xenon light, irradiance 1.20 W / (m2nm) at 420 nm). The dry bulb temperature was 65° C., the black standard temperature was 100° C., the relative humidity was 30%, and no water spray was used. Measurements were taken at various times and are given in hours in the table below.
[0240] Measurement method: Color coordinate L* in CIELAB units according to ISO 4582, where 0 defines black and 100 defines white.
[0241] Delta E* in CIELAB units is taken as the square root of the difference between the L*, a*, and b* CIELAB color coordinates at the recall time minus the zero time, as defined in ISO 11664-4.
[0242] Yellowness index, unitless, according to ASTM E313.
[0243] The results summarized in the table below are obtained after 519 and 779 hours of exposure, as shown in the right hand column.
[0244]
Table 12
[0245] The above results show significantly lower Delta E* color difference for ABS stabilized with examples of the present invention that include a combination of a light stabilizer and also a triazine UV absorber.
[0246]
Table 13
[0247] The above results show significantly lower Delta E* color difference for ABS stabilized with examples of the present invention that include a combination of a light stabilizer and also a triazine UV absorber.
[0248]
Table 14
[0249] The above results show that the Yellowness Index is significantly lower for ABS stabilized with examples of the present invention that include a combination of a light stabilizer and also a triazine-based UV absorber.
Claims
1. i. an organic material; ii. at least one compound of formula (A) 【Chemical 1】 (In the formula, E 1 is a substituted or unsubstituted C 1 ~C 18 Alkyl, formula P 【Chemistry 2】 wherein R, R′, and R″ are independently C 1 ~C 18 alkylene), b is an integer ranging from 1 to 3, or a group of formula Q 【Chemistry 3】 wherein T and U are each independently a linear or branched C 1 ~C 18 alkyl), E 2 is hydrogen or hydroxyl, E 3 , E 4 , E 5 , and E 6 are independently hydrogen, hydroxyl, C 1 ~C 18 Alkyl, substituted or unsubstituted C 1 ~C 18 Alkoxy, phenyl or 1, 2 or 3 C 1 ~C 4 alkyl-substituted phenyl, or a compound of formula Q 【Chemistry 4】 wherein T and U are each independently a linear or branched C 1 ~C 18 alkyl) and iii. at least one UV absorber.
2. 10. The composition of claim 1, wherein the organic material is selected from the group consisting of polyolefins, acrylonitrile / butadiene / styrene, polyvinyl chloride, polymethyl methacrylate, polyamides or polyoxymethylene, and mixtures thereof.
3. The composition of claim 2 wherein the polyolefin is a thermoplastic polyolefin.
4. 4. The composition of claim 3, wherein the thermoplastic polyolefin is a thermoplastic polyethylene or polypropylene.
5. E 1 is hydrogen, substituted or unsubstituted C 1 ~C 8 alkyl, a group of formula (P) where b is an integer ranging from 1 to 2, or a group of formula Q; 2 is hydrogen or hydroxyl, E 3 , E 4 , E 5 , and E 6 are independently hydrogen, hydroxyl, C 1 ~C 8 Alkyl, substituted or unsubstituted C 1 ~C 8 2. The composition of claim 1, wherein the aryl group is alkoxy, phenyl, or a group of formula Q:
6. The at least one compound of formula (A) is represented by formula (A-1), (A-2), (A-3), (A-4), (A-5), (A-6) and (A-7): 【Chemistry 5】 【Chemistry 6】 【Chemistry 7】 The composition of claim 1 selected from:
7. The composition of claim 1, wherein the UV absorber is selected from the group consisting of 2-(2'-hydroxyphenyl)benzotriazoles, 2-hydroxybenzophenones, 2-(2-hydroxyphenyl)-1,3,5-triazines, esters of substituted and unsubstituted benzoic acid, cyanoacrylates, oxanilides, benzoxazinones, and mixtures thereof, other than the compound of formula (A) of claim 1.
8. 8. The composition of claim 7, further comprising at least one antioxidant, at least one metal salt of a fatty acid, at least one metal hydroxide, at least one sterically hindered amine light stabilizer, and at least one UV absorber other than those described in claim 7.
9. 10. The composition of claim 1, further comprising at least one additive selected from slip agents, antiblocking agents, thermal fillers, pigments, anti-fogging agents, and anti-misting agents.
10. The composition of claim 1, wherein the weight ratio of the compound of formula (A) to the UV absorber ranges from 50:1 to 1:
50.
11. The composition of claim 1, wherein the weight ratio of the compound of formula (A) to the UV absorber ranges from 1:20 to 20:
1.
12. Formula (B) of general formula (I), general formula (II), general formula (III), and general formula (IV) Compound (B) of general formula (I) 【Chemistry 8】 (In the formula, A 1 is a linear or branched, substituted or unsubstituted C 2 ~C 18 Alkylene, substituted or unsubstituted C 5 ~C 7 Chloroalkylene and C 1 ~C 4 Alkylene Diene (C 5 ~C 7 cycloalkylene), A 2 is H, linear or branched, substituted or unsubstituted C 1 ~C 12 Alkyl, C 1 ~C 12 Alkyloxy, substituted or unsubstituted C 5 ~C 12 Cycloalkyl and C 5 ~C 12 cycloalkyloxy; A 3 and A 4 is H, linear or branched, substituted or unsubstituted C 1 ~C 12 Alkyl, substituted or unsubstituted C 5 ~C 12 Cycloalkyl, and formula (a-1) 【Chemistry 9】 or A 3 and A 4 together with the nitrogen atom to which they are attached form a 5- to 10-membered heterocycle; a is an integer ranging from 1 to 20, and the repeat units are the same or different; Compound (B) of general formula (II) 【Chemistry 10】 (In the formula, x 1 and x 2 is C 1 ~C 30 alkoxy), Compound (B) of general formula (III) 【Chemistry 11】 (In the formula, Y 1 is a linear or branched, substituted or unsubstituted C 3 ~C 20 is alkyl, Y2 is C 1 ~C 30 alkyl), Compound (B) of general formula (IV) 【Chemistry 12】 (In the formula, Y 1 is a linear or branched, substituted or unsubstituted C 3 ~C 20 is alkyl, Y 3 is a linear or branched, substituted or unsubstituted C 3 ~C 20 Alkyl and C 3 ~C 20 independently selected from alkylidene; X is C 2 ~C 5 is alkyl, n is an integer ranging from 1 to 8. The composition of claim 1 further comprising at least one compound of the formula:
13. a. at least one compound of formula (A) according to claim 1; b) at least one UV absorber according to claim 1.
14. The organic material-based article according to claim 13, wherein the organic material is as defined in claims 2 to 4.
15. 10. Use of at least one compound of formula (A) according to claims 1, 5 and 6 and at least one UV absorber according to claims 1 and 7 for increasing the stability of said organic materials exposed to light.