Stabilizer composition and method for protecting organic materials from UV light and thermal degradation using the stabilizer composition

Abstract

Provided herein are stabilizer compositions, along with master concentrate compositions containing the stabilizer compositions, and methods of using them for stabilizing organic materials to protect against photodegradation and thermal degradation due to exposure to UV radiation, the stabilizer compositions having a stabilizing amount of at least one co-stabilizer, and a stabilizing amount of any one or more ultraviolet absorbers selected from an ortho-hydroxyphenyl triazine, an ortho-hydroxybenzophenone, or an ortho-hydroxyphenyl benzotriazole, optionally in combination with a stabilizing amount of a hindered amine light stabilizer.

Description

Background of the Invention

[0001] field. This invention generally relates to the field of adding light-stabilizing compositions to certain organic materials to prevent the harmful effects of prolonged exposure to UV radiation. More specifically, this disclosure relates to stabilizer compositions having certain UV light stabilizers and their use in a variety of materials such as polymer resins to achieve improved service properties.

[0002] 2. Relevant technical specifications. Many organic materials are known to undergo degradation through several mechanisms, including exposure to electromagnetic radiation such as sunlight and ultraviolet (“UV”) radiation and heat from other sources. For example, as a result of prolonged exposure to the sun, polymeric materials such as plastics often discolor, lose their luster, and become mechanically damaged and / or brittle. Consequently, numerous techniques have been developed for materials such as UV light absorbers and various other stabilizers that can inhibit this degradation in these materials.

[0003] In particular, UV light absorbers such as benzotriazole and benzophenone were initially used to stabilize polymer materials and prevent such materials from degradation upon exposure to UV light. It was later discovered that hindered amine light stabilizers (“HALS”) that scavenge free radicals formed in polymer materials when exposed to UV light are more effective than UV light absorbers (“UVA”). Therefore, the combined use of HALS and UV light absorbers is routinely used to stabilize polymer materials.

[0004] For weathering caused by the direct or indirect effects of heat and ultraviolet radiation, the use of UVA alone or in combination with HALS to stabilize polymers (such as coatings and plastics) remains an active area of ​​research. For example, U.S. Patent Nos. 4,619,956; 4,740,542; and 5,760,228 disclose compositions and / or methods for stabilizing polymer films, coatings, or molded articles against the effects of light, humidity, or oxygen by incorporating aryl triazines and HALS into said polymers. Further disclosures show that such triazines, when combined with certain HALS, exhibit enhanced stability due to synergistic effects.

[0005] The synergistic combination of stabilizer compositions is further demonstrated by U.S. Patent No. 6,051,164, which discloses that polyolefins containing certain ratios of HALS (having a molecular weight of at least 500 Da) and o-hydroxyphenyl triazine provide superior performance properties compared to those polyolefins containing either or only stabilizers, or both HALS and triazine but not in a synergistic ratio. Similarly, U.S. Patent No. 6,843,939 discloses synergistic UV stabilizer blends comprising o-hydroxyphenyl triazine, HALS, and hindered hydroxybenzoate, and provides improved performance compared to either or only stabilizers, or combinations of just two of these stabilizer additives.

[0006] Furthermore, while most stabilizer compositions are intended to reduce or prevent heat-induced degradation, such compositions typically do not produce the desired results. Frequently, stabilizer compositions useful for reducing or preventing heat-induced degradation are hindered or completely abandoned due to resistance when combined with compounds that are useful for absorbing ultraviolet light.

[0007] It is further known that specific functions of organic materials, such as polymer resins, can be achieved by blending certain additives with these polymer resins. For example, in some cases, it is desirable to modify the surface interface of polymer materials to produce a variety of related surface effects such as improved slip or lubricity, reduced agglomeration, or lubrication of processing equipment. In some cases, it may also be desirable to modify the polymer surface to improve the release of adhesives and facilitate the release or adhesion of other materials from the surface of the polymer composition. In other cases, polymer films with good clarity and optical properties and resistance to fogging are desirable. Various prior art additives, classified as anti-caking additives, slip aids, coefficient of friction modifiers, anti-fogging agents, antistatic agents, and release agents, have been used to attempt to impart these properties to different types of organic materials. These various prior art additives are generally described as surface-active compounds (i.e., surfactants).

[0008] A higher level of these additives—that is, an amount that significantly reduces the hydrophobicity of the surface of polymer articles (as measured by contact angle)—is required to achieve these desired functions. Therefore, when added at sufficient concentrations (typically at least 1%–3% or higher by weight of the polymer), some of these classes of additives can make the surface of polymer articles containing one or more such additives less hydrophobic, thereby reducing the contact angle of water on the article surface and imparting the desired characteristics or properties. While the amount of surfactant additive required to reduce the contact angle can vary depending on the type of one or more additives and / or polymer resin used, the total amount of one or more such additives needs to be high enough to impart the desired properties to the polymer article. In other words, regardless of the precise concentration of these classes of additives required, the contact angle of water at the surface of an article containing one or more of these additives needs to be low enough to achieve the desired properties (e.g., antifogging or antistatic). For example, Shlosman et al. reported a controlled migration of antifog additives from LLDPE compatibilized with LLDPE grafted maleic anhydride. Advanced Polymer Technology ( Polym.Adv.Technol. As reported in Volume 25, pp. 1484-91 (2014), the contact angle of water on articles containing these classes of compounds should be at or less than about 20°, and more typically less than 10°, in order to achieve the desired level of antifogging properties / surface effect. However, using these higher levels of surfactants required to achieve the desired surface effect results in higher costs and can often lead to undesirable properties such as blooming and poor processability. Blooming is the process by which polymer articles become supersaturated with higher levels of surfactants, resulting in the formation of unsightly deposits on the surface of the article.

[0009] Therefore, synergistic combinations of stabilizer additives can still be found, even if these compounds themselves may be known for use alone for a specific purpose, or for use together for a specific purpose at concentrations or ratios that have not been previously disclosed or suggested, and this does not result in undesirable performance characteristics such as blooming or poor processability of the organic material to which they are added.

[0010] The discovery of such synergistic stabilizer additives that significantly improve the performance characteristics of various organic materials subjected to mechanical stress, or to effects such as oxidation, chain breaking, and uncontrolled recombination and crosslinking reactions (caused by photo-oxidation and heat) will be a useful development in the field and can be rapidly adopted in many industries that require such stable materials. Invention Overview

[0011] The foregoing and additional objects of this invention are achieved based on the principles of the invention described herein, in which the inventors detail the following unexpected discovery that certain classes of compounds (some of which are known in the art as surfactants useful at various concentrations for imparting antifogging, antistatic, or slip properties to polymer resins containing them) have a synergistic effect on the stabilizing properties of UV absorbers, particularly when combined with free radical stabilizers such as hindered amine light stabilizers, and are effective for stabilizing a variety of organic materials susceptible to the harmful effects of prolonged exposure to heat and / or light (such as from electromagnetic radiation). For the purposes of describing the invention, throughout this specification and the claims, these certain classes of additive compounds are referred to as “co-activators.” As used throughout this specification and the claims, the term “UV stabilizer” should refer to the class of ultraviolet (“UV”) absorbers (or “UVA”) or hindered amine light stabilizers (“HALS”) described herein, either individually or in combination with each other. Individual references to UVA or HALS simply refer to the respective individual class of compounds.

[0012] Organic materials such as polymeric resins containing stable amounts of these co-activators and UV stabilizers described herein exhibit enhanced performance characteristics even when used at lower load levels. Additionally, when stabilizer compositions containing these co-activators and UV stabilizers are used to form such films or blended with such polymers, no other performance problems, such as film blooming or reduced polymer processability, are encountered.

[0013] Therefore, in a first aspect, the present invention provides stabilizer compositions having a stable amount of an ultraviolet absorber selected from the group consisting of: o-hydroxyphenyltriazine compounds; o-hydroxybenzophenone compounds; o-hydroxyphenylbenzotriazole compounds; benzoxazinone compounds; and mixtures thereof; and a stable amount of a co-activator, wherein the co-activator is present in an amount from 1 wt.% to 99 wt.% based on the total weight of the stabilizer composition.

[0014] In a related aspect, the present invention also provides stabilizer compositions having a stable amount of a hindered amine light stabilizer; a stable amount of an ultraviolet absorber selected from the group consisting of: o-hydroxyphenyltriazine compounds; o-hydroxybenzophenone compounds; o-hydroxyphenylbenzotriazole compounds; benzoxazinone compounds; and mixtures thereof; and a stable amount of a co-activator, wherein the co-activator is present in an amount from 1 wt.% to 99 wt.% based on the total weight of the stabilizer composition.

[0015] In another aspect, the present invention provides masterbatch concentrates having one or more stabilizer compositions as described herein, as well as at least one organic material that is the same as or compatible with the organic material to be stabilized.

[0016] In another aspect, the present invention provides a method for forming a stable article by combining an organic material subjected to degradation and / or discoloration due to light, oxygen, and / or heat (e.g., from prolonged exposure to electromagnetic radiation) with one or more stabilizer compositions or masterbatch concentrates as described herein, and shaping the organic material into an article, thereby forming a stable article. Therefore, articles made from the organic material to be stabilized and a stable amount of one or more stabilizer compositions or masterbatch concentrates described herein or claimed are also provided.

[0017] The present invention also provides a method for protecting an organic material from the harmful effects of light and heat due to exposure to UV radiation by combining the organic material with a stable amount of one or more stabilizer compositions or masterbatch concentrates described herein or claimed herein.

[0018] Finally, the present invention also provides kits having one or more stabilizer compositions or components thereof, as described herein or claimed, or one or more masterbatch concentrates in one or more containers, for stabilizing organic materials subjected to thermal and / or oxidative degradation due to light and heat.

[0019] These and other objects, features and advantages of the invention will become clear from the following detailed description of various aspects of the invention, taken in conjunction with the accompanying drawings and examples. Brief description of the attached figures

[0020] To enable a more detailed understanding of the features described above, a more specific description of the invention can be obtained by referring to the embodiments, some of which are illustrated or obtained in the accompanying drawings. However, it should be noted that these drawings represent only certain embodiments of the invention and should not be considered as limiting its scope, as the invention may allow for other equally effective embodiments.

[0021] Figure 1A-1BThe data are correlated with those provided in 7-(5) and 7-(6) of Table 7A, and images of polypropylene substrates exposed to weathering for 800 hours are shown. (A) with 0.09 wt.% UV-3346 (HALS) (available from Cytec Industries, Inc., Woodland Park, New Jersey) and 0.01 wt.% UV-1164 (o-hydroxyphenyl triazine) (available from Cytec Industries, Woodland Park, New Jersey) stabilized polypropylene substrates showed surface cracking (i.e., failure) after 800 hours; (B) with 0.09 wt.% UV-3346(HALS); 0.01 wt.% UV-1164 triazine; and 0.10 wt.% of S2 (diethylene glycol octadecyl ether) (available from Sigma-Aldrich Corp., St. Louis, Missouri) stabilized polypropylene substrates are shown with a smooth surface after 800 hours. Each substrate is shown at 40x magnification.

[0022] Detailed description of certain embodiments of the present invention

[0023] As outlined above, the present invention is based on the discovery that additive compounds known in the art (used at certain concentrations to provide a variety of performance functions (e.g., antifogging, antistatic, or slip properties) to polymer resins or articles containing them) have a synergistic effect on the stabilizing properties of UV absorbers and are effective for stabilizing a variety of organic materials susceptible to harmful effects from exposure to UV light, heat, and / or oxidation—even at concentrations lower than those typically used to achieve other performance functions exemplified in the prior art.

[0024] Materials containing the stabilizer compositions described herein offer improved performance characteristics against exposure to electromagnetic and thermal radiation, a result that is entirely unexpected and surprising, compared to existing stabilizer compositions. While only certain classes of these additive compounds are described herein that have a synergistic effect with the stabilizing properties of UV stabilizers on organic materials, the present invention encompasses any additive or mixture of additives that work synergistically with these UV stabilizers to stabilize organic materials from the harmful effects of UV light, heat, and / or oxidation. In some cases, these classes of additive compounds affect the surface tension of articles containing the stabilizer compositions according to the invention, wherein the water contact angle at the surface of the article is greater than 20°. Preferably, the water contact angle at the surface of articles containing the stabilizer compositions described herein is greater than 25°.

[0025] Therefore, as used throughout this specification and the claims, the term "co-activator" should refer to any such additive compound, or mixture of additive compounds (but not necessarily surfactants), that works synergistically with a UV absorber (alone or in combination with a hindered amine light stabilizer) to help stabilize organic materials from the harmful effects of UV light, heat, and / or oxidation. Stabilizer compositions containing these co-activators are optionally able to provide a contact angle with water greater than 20° at the surface of an article containing a stabilizer composition according to the invention.

[0026] Stabilizer composition. The stabilizer composition according to the invention is suitable for stabilizing various organic materials subjected to mechanical stress, discoloration, or effects such as oxidation, chain breaking, and uncontrolled recombination and crosslinking reactions (caused by photo-oxidation), and can be incorporated into such organic materials to protect them from these harmful effects, or it can be used as a UV filter layer or used in a UV filter layer to prevent UV radiation from reaching the organic material or articles made from the organic material.

[0027] The stabilizer compositions according to the invention can be readily combined with the organic material to be stabilized by any suitable method known to those skilled in the art, or vice versa. As used herein, the terms "combined" or "combining" relating to the stabilizer composition and the organic material to be stabilized include all methods and / or techniques known to those skilled in the art for intermixing, blending, integrating, mixing, or co-blending two or more substances. In some embodiments, the components of these stabilizer compositions can be combined with the material to be stabilized by at least one technique selected from extrusion, granulation, grinding, and molding. In other embodiments, combination can be carried out by at least one of melting, dissolving in a solvent, direct mixing, and dry mixing.

[0028] Incorporating the stabilizer composition according to the invention and optional additional co-stabilizers and / or co-additives into the organic material to be stabilized can be done by known methods, such as dry blending in powder form or wet mixing in the form of a solution, dispersion, or suspension (e.g., in an inert solvent, water, or oil). Such stabilizer compositions are preferably non-aqueous. Incorporating the co-activators and UV stabilizers, along with optional additional co-stabilizers and / or co-additives, into the organic material to be stabilized can be done by any suitable method known to those skilled in the art and includes, for example, before or after molding, or also by applying a dissolved or dispersed stabilizer mixture to the organic material to be stabilized, with or without subsequent evaporation of the solvent or suspension / dispersant. They can be added directly to processing equipment (e.g., extruders, mixers, kneaders, etc.) as dry mixtures or powders or as solutions, dispersions, suspensions, or melts.

[0029] For example, before, during, or immediately after the polymerization of the respective monomers, or at some point before crosslinking, the individual components of the stabilizer composition according to the invention, along with optional additional co-stabilizers and / or co-additives, can be incorporated into an organic material such as a polymer. In this context, the stabilizer composition according to the invention can also be incorporated into the organic material to be stabilized (in pure form (i.e., pure and directly as resin)) or encapsulated in a wax, oil, or polymer.

[0030] Various additives can also be pre-blended (i.e., mixed together) for simple addition to the organic material to be stabilized. Individual components of the stabilizer composition, along with optional additional co-stabilizers and / or co-additives, can also be sprayed onto the organic material to be stabilized. These can dilute other conventional additives or their melts, allowing them to be sprayed onto the material to be stabilized along with these additives. Addition by spraying can be particularly advantageous during the deactivation of any polymerization catalyst, as the released vapors can be used to deactivate the catalyst. In the case of spherically polymerized polymers, for example, it may be advantageous to apply the individual additive components of the stabilizer composition, optionally together with other additives, by spraying.

[0031] Therefore, in one aspect, the present invention provides stabilizer compositions having a stable amount of an ultraviolet A absorber (UVA) selected from the group consisting of: o-hydroxyphenyltriazine compounds; o-hydroxybenzophenone compounds; o-hydroxyphenylbenzotriazole compounds; benzoxazinone compounds; and mixtures thereof; and a co-activator from 1 wt.% to 99 wt.% based on the total weight of the stabilizer composition. In some embodiments, these stabilizer compositions may further comprise a stable amount of a hindered amine light stabilizer (HALS).

[0032] This refers to the stabilizer composition of the present invention, which contains the co-activator and UV stabilizer as a "pure" composition (i.e., without dilution or mixing with other substances). This stabilizer composition may optionally contain additional UV stabilizers, co-stabilizers, and / or co-additives. However, in another aspect, the present invention also includes masterbatch concentrates having the stabilizer composition as described herein in any embodiment, as well as an organic material that is identical or compatible with the organic material to be stabilized. In this context, the organic material that is identical or compatible with the organic material to be stabilized acts as a carrier for the stabilizer composition described herein, which is then blended with the organic material to be stabilized. While the amount of stabilizer composition present as part of the total masterbatch concentrate will vary based on, for example, the type of material to be stabilized and / or its end-use application, in some embodiments, the stabilizer composition will be present in an amount from 10 wt.% to 90 wt.% based on the total weight of the masterbatch concentrate. In other embodiments, the stabilizer composition may be present in the form of 30 wt.% to 80 wt.% of the total weight of the masterbatch concentrate; or from 40 wt.% to 75 wt.%.

[0033] In another aspect of the stabilizer compositions described herein, the present invention provides kits having at least one stabilizer composition as described herein, or a co-activator and UV stabilizer of such stabilizer compositions, and / or an organic material to be stabilized, in one or more containers. The kit may comprise one or more components of at least one stabilizer composition according to the invention, at least one material to be stabilized (e.g., a polymer composition such as a polyolefin), and optionally at least one additional co-stabilizer and / or co-additive, each individually packaged or formulated. In other embodiments, the kit may have one or more components of at least one stabilizer composition according to the invention, at least one material to be stabilized, and optionally at least one additional co-stabilizer and / or co-additive (packaged or formulated in combination).

[0034] Therefore, one or more components of the stabilizer composition as described herein (e.g., co-activator + UVA; co-activator + HALS, or co-activator + UVA + HALS) may be present in the first container, and the kit may optionally include one or more components of the stabilizer composition and / or the material to be stabilized in a second or additional container. The one or more containers may be placed within a package, and the package may optionally include instructions for implementation or mixing in the form of a label or website address on the package or in the form of an insert included in the package of the kit. The kit may also include additional components or other means for implementing or mixing these components, as well as solvents or other means for formulation.

[0035] Co-activators. As discussed above, a co-activator refers to any additive or mixture of additives that works synergistically with a UV absorber (optionally in combination with HALS) to effectively stabilize organic materials from the harmful effects of UV light, heat, and / or oxidation. In some embodiments, the combination of the co-activator and the UV absorber (and optionally in combination with HALS) does not significantly reduce the surface tension properties of the organic material, such that articles made therefrom have a contact angle with water greater than 20° at the surface of such articles. While some of these co-activators are known in the art (used at certain concentrations to impart specific properties to materials containing them), it was not previously known that these co-activators provide a synergistic effect on the stabilizing properties of UV absorbers, optionally in combination with free radical stabilizers such as hindered light amines, and, as demonstrated for the first time, are effective for stabilizing a variety of organic materials susceptible to the harmful effects of exposure to heat and / or light (such as from electromagnetic radiation).

[0036] In some embodiments, the stabilizing amount of co-activator for the stabilizer composition described herein may be selected from the group consisting of: C 12 -C 60 Alcohols; alkoxylated alcohols or their monoalkyl ethers; alkoxylated esters of fatty acids; sorbitol esters or their ethoxylated derivatives; monoglycerides or polyglycerides having 1 to 20 glycerol units or their alkoxylated derivatives; alkoxylated fatty amines, their esters or their salts; sugar esters; alkoxylated fatty amides; alkoxylated natural oils; ethylene oxide / propylene oxide copolymers; and mixtures thereof.

[0037] In some embodiments, the co-activator may be C 12 -C 60 Alcohols, which can be monohydric, polyhydric, or a mixture of both. When the co-activator is a monohydric alcohol, the monohydric alcohol can be C10-2000. 12 -C 36 And C is preferred 12 -C 22Alkyl alcohols, which are primary, secondary, straight-chain, branched, or cyclic (i.e., cycloalkanols). Such alcohols are well known to those skilled in the art and are commercially available from multiple suppliers under various trade names. Suitable alkanols for use in this invention generally include, but are not limited to, 1-dodecanol; 1-tridecanol; 1-tetradecanol; 1-pentadecanol; 1-hexadecanol; 1-heptadecanol; 1-heptadecanol; 1-octadecanol; 1-nonadecanol; 1-eicosanool; 1-tetracosanool; 1-hexadecanol; 1-octadecanol; 1-triacontanol; 2-methyl-1-undecanol; 2-propyl-1-nonanol; 2-butyl-1-octanol; 2-methyl-1-tridecanol; 2-ethyl-1-dodecanol; 2-propyl-1-undecanol; 2-butyl-1-decanol; 2-pentyl-1-nonanol; 2-hexyl-1-octanol; 2-methyl-1-pentadecanol ; 2-Ethyl-1-tetradecanool; 2-propyl-1-tridecanool; 2-butyl-1-dodecanool; 2-pentyl-1-undecanool; 2-hexyl-1-decanool; 2-hexyl-1-nonanol; 2-octyl-1-octanol; 2-methyl-1-heptadecanool; 2-ethyl-1-hexadecanool; 2-propyl-1-pentadecanol; 2-butyl-1-tetradecanool; 1-pentyl-1-tridecanool; 2-hexyl-1-dodecanool; 2-octyl-1-decanool; 2-nonyl-1-nonanol; 2-dodecanool; 3-dodecanool; 4-dodecanool; 5-dodecanool; 6-dodecanool; 2-tetradecanool; 3-tetradecanool; 4-decanool; 5-dodecanool; 6-dodecanool; 2-tetradecanool; 3-tetradecanool; 4-decanool; 5-decadecanool; 6-decadecanool; 2-tetradecanool; 3-tetradecanool; 4-decadecanool; 6-decadecanool; 2-tetradecanool; 3-tetradecanool; 6-decadecanool; 2 ... Tetraalkyl alcohol; 5-tetradecanool; 6-tetradecanool; tetradecanool; 7-tetradecanool; 2-hexadecanool; 3-hexadecanool; 4-hexadecanool; 5-hexadecanool; 6-hexadecanool; 7-hexadecanool; 8-hexadecanool; 2-octadecanool; 3-octadecanool; 4-octadecanool; 5-octadecanool; 6-octadecanool; 7-octadecanool; 8-octadecanool; 9-octadecanool; 9-octadecanool-1; 2,4,6-trimethyl-1-heptanol; 2,4,6,8-tetramethyl-1-nonanol; 3,5,5-trimethyl-1-hexanol; 3,5,5,7,7-pentamethyl-1-octanol; 3-butyl-1-nonanol; 3-butyl-1-undecanool; 3 - Hexyl-1-undecaneol; 3-hexyl-1-tetranol; 3-octyl-1-tetranol; 2-methyl-2-undecaneol; 3-methyl-3-undecaneol; 4-methyl-4-undecaneol; 2-methyl-2-tetranol; 3-methyl-3-tetranol; 4-methyl-3-tetranol; 4-methyl-4-tetranol; 3-ethyl-3-decanol; 3-ethyl-3-dodecaneol; 2,4,6,8-tetramethyl-2-nonanol; 2-methyl-3-undecaneol; 2-methyl-4-undecaneol; 4-methyl-2-undecaneol; 5-methyl-2-undecaneol; 4-ethyl-2-decanol; 4-ethyl-3-decanol; and mixtures thereof.

[0038] In the same or other embodiments, the co-activator may include an alkoxylated alcohol or a monoalkyl ether thereof. In some embodiments, the co-activator may be an alkoxylated alcohol or a monoalkyl ether thereof according to formula (III):

[0039] R-(OCHR'CH2) y -OR” (III)

[0040] Where R is a hydrocarbon group having 12 to 60 carbon atoms; R' is selected from H or C1-C4 alkyl; R” is selected from H or a hydrocarbon group having 1 to 10 carbon atoms; and y is an integer from 1 to 100.

[0041] As used herein, the term "hydrocarbon group" is a general term for aliphatic, alicyclic, and aromatic groups having a full carbon skeleton and consisting of carbon and hydrogen atoms. In some cases, as defined herein, one or more carbon atoms constituting the carbon skeleton may optionally be replaced or interrupted by specific atoms or groups of atoms such as one or more heteroatoms of N, O, and / or S. Examples of hydrocarbon groups include alkyl, cycloalkyl, cycloalkenyl, carbocyclic aryl, alkenyl, ynylcycloalkyl, cycloalkylalkyl, cycloalkenylalkyl, and carbocyclic arylalkyl, alkylaryl, arylenyl, and aryynyl.

[0042] Such hydrocarbon groups may also be optionally substituted by one or more substituents as defined herein. The examples and preferences shown below also apply to each of the hydrocarbon substituents or hydrocarbon-containing substituents referred to in the various definitions of substituents of compounds having the formula described herein, unless the context otherwise indicates.

[0043] Preferred non-aromatic hydrocarbon groups are saturated groups, such as alkyl and cycloalkyl groups. Generally, and by way of example, these hydrocarbon groups can have up to one hundred carbon atoms, unless the context requires otherwise. Hydrocarbon groups having 1 to 60 carbon atoms are preferred, and those having 1 to 36 carbon atoms are more preferred. Within a subset of hydrocarbon groups, a specific example is C... 12-60 hydrocarbon group, C 12-30 hydrocarbon group, C 12-22 hydrocarbon group, C 1-10 hydrocarbon group, or C 1-4 Hydrocarbon groups, although selected from C1 to C2 60 Any single value, range, or combination of values ​​of the hydrocarbon group is contemplated by the inventors, as precisely enumerated herein.

[0044] As indicated by the context in which it is used, the term "alkyl" is intended to include straight-chain, branched, or cyclic hydrocarbon structures and combinations thereof. Lower alkyl groups refer to alkyl groups having 1 to 6 carbon atoms. Examples of lower alkyl groups include methyl, ethyl, propyl, isopropyl, butyl, sec-butyl and tert-butyl, pentyl, hexyl, or cyclohexyl, etc. Preferred alkyl groups include C14 and C24. 36 or below C 36 Those.

[0045] Therefore, in some embodiments, R having formula (III) can be an alkyl group having 12 to 30 carbon atoms. In other embodiments, R can contain 12 to 22 carbon atoms, and ideally 12 to 18 carbon atoms, or 12 to 15 carbon atoms.

[0046] As used herein, the terms "alkoxy," "alkoxyalkyl," or "alkoxylated" refer to a group of 1 to 20 carbon atoms in a straight-chain, branched, or cyclic configuration or a combination thereof, which is either attached to the parent structure via an oxygen atom or bonded to a portion of the main chain via an oxygen atom. Examples include methoxy, ethoxy, propoxy, isopropoxy, butoxy, cyclopropoxy, cyclohexyloxy, etc.

[0047] Therefore, in some embodiments, or in the same embodiments as those previously described with respect to formula (III), R' may be methyl or ethyl. In other embodiments, R' may be H.

[0048] Therefore, in some embodiments, the stabilizer composition according to the invention may comprise a co-activator that can be alkoxylated with one or more alkoxides. In some embodiments, the co-activator according to formula (III) may be ethoxylated. In other embodiments, the co-activator according to formula (III) may be propoxylated. In the same or other embodiments, the co-activator according to formula (III) may comprise a mixture of ethoxylated alcohol and propoxylated alcohol, or may be an alcohol that ethoxylates and propoxylates both.

[0049] While the degree of alkoxylation (i.e., the number of ethoxy and / or propoxy groups in the co-activator) can vary in the co-activator, the range of alkoxylation degree contemplated by the inventors for the co-activators described herein is from 1 to 100. In some embodiments, the range of alkoxylation degree given by “y” for the co-activator according to formula (III) may be from 1 to 75. In other embodiments, the range of alkoxylation degree may be from 2 to 25, or from 2 to 12.

[0050] In any of the embodiments discussed above regarding the co-activator according to formula (III), the co-activator may be an alcohol, such as when R” is H. In other embodiments, the co-activator may be a monoalkyl ether derived from such an alcohol, for example when R” is a hydrocarbon group having 1 to 10 carbon atoms. In one embodiment where the co-activator is a monoalkyl ether according to formula (III), R” is methyl.

[0051] In some embodiments, the co-activator may be selected from one or more of the following ethoxylated alcohols and / or propoxylated alcohols, wherein the alcohol is selected from docosyl alcohol; stearyl alcohol; oleyl alcohol; cetyl alcohol; isotrigine alcohol; lauryl alcohol; C 12 -C 30 alcohol; C 16 / C 18 Alcohol mixtures; C 20 -C 50 Alcohols; or monoalkyl ethers of these ethoxylated alcohols and / or propoxylated alcohols. In a specific embodiment, the co-activator is an ethoxylated and propoxylated C42-C ... 12 -C 30 Alcohol. In another specific embodiment, the co-activator may be an ethoxylated and propoxylated C-type alcohol having 2 to 5 ethylene oxide and propylene oxide groups. 12 -C 15 A mixture of alcohols.

[0052] While the alkoxylated alcohols or their monoalkyl ethers according to formula (III) of the present invention can be prepared by known methods readily available to those skilled in the art, a large number of such compounds are currently commercially available. These commercially available alkoxylated compounds include, but are not limited to, commercially available or... Any of the known alkoxylated alcohols under the trade name (available from Sigma-Aldridge, St. Louis, Missouri); (Available from Jeen Int'l Corp.); (Available from Sasol Olefins & Surfactants in Hamburg, Germany); Ethoxylated compounds (available from Baker Hughes, Inc.); (Available from Clariant SE, Switzerland); and (Available from GlobalSeven, Rockaway, NJ). While these compounds can generally be in any form (i.e., liquid, solid, semi-solid, flake, tablet), solid or semi-solid forms are preferred.

[0053] In some embodiments, the co-activator may be selected from any one or more of the following: diethylene glycol octadecyl ether (as...) S2 is available); triethylene glycol octadecyl ether (as...) S3 is available); 2-(dodecyloxy)ethanol (available as laureth 2); polyoxyethylene (5) octadecyl ether (available as Steareth-5); polyoxyethylene (10) octadecyl ether (available as...) SA-10 is available); polyoxyethylene (2) oleyl ether (as...) 93 (available); polyoxyethylene dodecyl ether (as) 22-4 available); Polyoxyethylene (2.6) saturated linear C 20 To C 50 Synthetic alcohols (as) 420 available); C with 2 EO and 5 PO 12 -C 15 Carbonyl synthesis alcohols (as) EP 2525 is available); C with 5 EOs and 2 POs 12 -C 15 Carbonyl synthesis alcohols (as) EP 2552 is available); or polyoxyethylene (4) oleyl ether (as (Available in OL-4)

[0054] Fatty acid esters have a wide range of commercial applications, and their alkoxylated forms are also suitable for use as co-activators in the stabilizing compositions according to the invention. The term "ester" has its ordinary meaning as used throughout this specification and the claims and refers to a compound in which the hydroxyl group of the reference compound is replaced by an -OCO-alkyl group. Any acid derived from fats by hydrolysis is suitable, but it must include at least one alkoxide. Fatty acids can be straight-chain, branched, or cyclic, and can be monounsaturated, polyunsaturated, or saturated.

[0055] In the embodiments, the alkoxylated esters of fatty acids may include monoesters or diesters of (poly)ethylene glycol or (poly)propylene glycol. As used herein, the term "(poly)ethylene glycol" refers to both "polyethylene glycol" and "ethylene glycol." The same applies to the term "(poly)propylene glycol." In some embodiments, one or more ester portions of (poly)ethylene glycol or (poly)propylene glycol are independently selected from hydrocarbon groups having 12 to 30 carbon atoms. In specific embodiments, the hydrocarbon group may be an alkyl group having 12 to 18 carbon atoms.

[0056] Commercially available monoesters or diesters of polyethylene glycol or propylene glycol are included in the trademark name. Any of the following (available from Lonza, Ltd., Switzerland). Therefore, in various embodiments, the co-activator may be an ethoxylated ester and / or a propoxylated ester of a fatty acid, which is selected from one or more of the following: ethylene glycol monostearate, ethylene glycol distearate, diethylene glycol monostearate, diethylene glycol distearate, diethylene glycol monooleate, diethylene glycol monolaurate, polyethylene glycol monostearate, polyethylene glycol distearate, polyethylene glycol monooleate, polyethylene glycol dioleate, polyethylene glycol monoresinate, polyethylene glycol diresinate, polyethylene glycol monocaprylate / decanoate, polyethylene glycol monolaurate, polyethylene glycol dilaurate, 2-(2-hydroxyethoxy)ethyl dodecanoate; polyethylene glycol beeswax, mannitol monooleate, natural oil ethoxylate / propoxylate, castor oil ethoxylate; or pentylenetetrazol dioleate.

[0057] In other embodiments, the co-activator may be sorbitol ester or its ethoxylated form, which also exhibit synergistic effects with these UV stabilizers to provide improved stability properties in organic materials stabilized with these compounds.

[0058] The preparation of sorbitol esters can be achieved by reacting sorbitol with the desired fatty acid under conditions known to those skilled in the art, according to techniques known to them, to produce the corresponding fatty acid ester. Sorbitol esters and their ethoxylates are also commercially available from various suppliers under different trade names. Sorbitol esters are available under their generally accepted chemical names from Sigma-Aldrich, St. Louis, Missouri, or from [other suppliers]. The product is available under the trade name from Protameen Chemicals, Totowa, NJ. Dehydrated sorbitan ester ethoxylate is particularly used as... (Available from Sigma-Aldrich) or (from Available from Int'l Corp. (commercially available).

[0059] In some embodiments, the co-activator may include, but is not limited to, one or more sorbitol esters selected from: sorbitol monolaurate; sorbitol monopalmitate; sorbitol monostearate; sorbitol monooleate; sorbitol monoresinate; sorbitol sesquioleate; or sorbitol tristearate. Sorbitol monostearate is a particularly suitable sorbitol ester for use as a co-activator in some embodiments of the present invention.

[0060] In other embodiments, the co-activator may include sorbitol ester ethoxylates. While those skilled in the art will recognize that many sorbitol ester ethoxylates are suitable as co-activators with the stabilizer compositions according to the invention, particularly suitable sorbitol ester ethoxylates include one or more selected from the group consisting of: polysorbate 20 (as...). 20 is available); polysorbate 21 (as 21 (available); polysorbate 40 (as) 40 (available); Polysorbate 60 (as) 60 is available); polysorbate 61 (as 61 (available); polysorbate 80 (as) 80 is available); or polysorbate 81 (as...) (Available at 81).

[0061] Monoglycerides and polyglycerides, and their ethoxylated derivatives, are also suitable for use as co-activators with the stabilizer compositions of the present invention. In some embodiments, the number of glycerol units may be up to and include 20. In other embodiments, the number of glycerol units may be up to and include 10. In the same or other embodiments, one or more ester portions of the monoglyceride or polyglyceride may be independently selected from hydrocarbon groups having 12 to 30 carbon atoms. In specific embodiments, the ester portion may include C 12 -C 18 Alkyl groups, which may also include mixtures of isomers of those alkyl groups.

[0062] Therefore, in some embodiments, the co-activator may be one or more monoglycerides or polyglycerides selected from the following: glyceryl monostearate; glyceryl distearate; glyceryl oleate; glyceryl triisostearate; diglyceryl monostearate; diglyceryl diisostearate; diglyceryl monooleate; triglyceryl monostearate; hexaglyceryl distearate; polyglycerol-10 monostearate; polyglycerol-10 monooleate; polyglycerol-10-dipalmitate; polyglycerol-10 decaoleate; polyglycerol-3 polyricinoleate; polyglyceryl esters of plant-based fatty acids; polyglycerol-4 decanoate; polyglycerol-3 decanoate; polyglycerol-4 isostearate; polyglycerol-3 oleate; polyglycerol-6 distearate; polyglycerol-9 stearate; or polyglycerol-4 oleate. Such compounds are generally commercially available from various suppliers under different trade names, such as... (From Lonza GmbH, Switzerland) or (Croda International Plc, UK)

[0063] The ethoxylated forms of the monoglycerides and polyglycerides described above are also useful as co-activators in the stabilizer compositions of the present invention. Therefore, in some embodiments, the co-activator includes, but is not limited to, diglyceride distearate ethoxylate; glyceryl stearate ethoxylate; glyceryl oleate ethoxylate; glyceryl laurate ethoxylate; glyceryl cocoate ethoxylate; diglyceride distearate ethoxylate; and diglyceryl laurate ethoxylate.

[0064] Other ethoxylated monoglycerides include ethoxylated castor oil or its hydrogenated form, and are also suitable as co-activators in the stabilizer compositions according to the invention. Such ethoxylated castor oil or ethoxylated hydrogenated castor oil is included in the trade name... 5. 7. and 25. Those available from Croda International Public Limited Company (UK). Those skilled in the art will understand that various natural oil ethoxylates can also be suitable as co-activators and may include, for example, those from: soybean oil; peanut oil; neem oil; and palm oil.

[0065] Sugar esters can also be used as co-activators in the stabilizer compositions described herein. The sugar can be a monosaccharide, disaccharide, or oligosaccharide, and the ester portion is preferably derived from a fatty acid having 12 to 24 carbon atoms. Representative monosaccharides include, but are not limited to, glucose, fructose, and galactose. Preferred disaccharides include, but are not limited to, sucrose, maltose, and lactose. While those skilled in the art will recognize that many sugar esters of fatty acids are thus available as co-activators, particularly suitable compounds include, but are not limited to, sucrose stearate; sucrose distearate; sucrose polystearate; sucrose monopalmitate; sucrose laurate; and sucrose polypalmitate. One such sucrose stearate is traded under the name... The F-160 is commercially available from Croda International Public Company Limited (UK).

[0066] In another embodiment, the co-activator may be an alkoxylated fatty amine according to formula (IV):

[0067] R 4 -NR 2 R 3 (IV), its esters or salts,

[0068] Or alkoxylated fatty amides according to formula (V)

[0069]

[0070] R, which has equations (IV) and (V) 4 Independently selected from C8-C 60 The hydrocarbon group is optionally interrupted by one or more heteroatoms; and has R of formula (IV) and formula (V). 2 and R 3 Each is independently selected from H, C1-C 30 Alkyl, or (-CH2CHR) 5 O-)nH, where R 5 Selected from H or methyl, and n is an integer from 1 to 100; and the premise is that R has formula (IV) and formula (V). 2 Or R 3 At least one of them is selected from (-CH2CHR) 5 O-)nH.

[0071] In some embodiments, R having formula (IV) and formula (V) 4The alkyl group can be independently selected from alkyl groups having 8 to 30 carbon atoms. In some embodiments of the co-activator according to formula (IV) or (V), the alkyl group may contain 12 to 22 carbon atoms. In the same or other embodiments, the alkyl group may be interrupted by one or more heteroatoms selected from N, O, or S. In one specific embodiment, when the co-activator according to formula (IV) or (V) is interrupted, it is interrupted by one or more oxygen atoms.

[0072] As previously noted, the selection was made from (-CH2CHR) 5 When O-)nH, for R 2 and / or R 3 Each of the co-activators according to formulas (IV) and (V) is expected to have an alkoxylation degree ranging from 1 to 100, as provided by a value specified as "n". In some embodiments, the alkoxylation degree of the co-activator according to formula (IV) or (V) may be ranging from 1 to 75. In other embodiments, the alkoxylation degree range may be from 2 to 25, or from 2 to 12. For all embodiments, this alkoxylation degree may be expressed as a value in R. 2 Or R 3 The total number of combinations of co-active agents having either formula (IV) or formula (V). In a specific embodiment, the total degree of alkoxylation may be 20 (i.e., R in either formula (IV) or formula (V)). 2 and / or R 3 The total value of "n" is 20.

[0073] Commercially available alkoxylated fatty amines include, but are not limited to, those listed under trademark names. (Available from Air Products and Chemicals Inc., Allen, Pennsylvania); (Available from Akzo Nobel NV, Netherlands); and Any of the alkoxylated fatty amines (available from Clariant AG, Switzerland). Therefore, in some embodiments, the co-activator of the stabilizer composition according to the invention may be an alkoxylated fatty amine according to formula (IV), and may be selected from one or more ethoxylated and / or propoxylated forms selected from: stearylamine; oleylamine; tallow amine; hydrogenated tallow amine; cetylamine; decanoylamine; or cocoamine. In specific embodiments, oleylamine may be both ethoxylated and propoxylated.

[0074] Any salt of the alkoxylated fatty amine according to formula (IV) is also suitable as a co-activator. While those skilled in the art will recognize that any fatty acid salt of the alkoxylated fatty amine according to formula (IV) will be suitable as a co-activator for use in the stabilizer compositions according to the invention, particularly advantageous salts include carboxylates. In some embodiments, the carboxylate of the alkoxylated fatty amine according to formula (IV) may be derived from a carboxylic acid moiety having from 2 to 30 carbon atoms. In specific embodiments, the carboxylic acid moiety may have from 12 to 24 carbon atoms.

[0075] Commercially available alkoxylated fatty amides include, but are not limited to, those listed under trademark names. (Available from Protameen Chemicals, Totowa, New Jersey); or Any of the alkoxylated fatty amides (available from Elementis Specialties, East Windsot, NJ). Therefore, in some embodiments of the invention, the co-activator of the stabilizer composition according to the invention may be an alkoxylated fatty amide according to formula (V), and may be selected from one or more of the following: cocoamide monoethanolamine; cocoamide diethanolamine; lauramide diethanolamine; oleamide diethanolamine; oleamide monoethanolamine; or ethoxylated and / or propoxylated forms thereof.

[0076] In some cases, it may be desirable to further alkoxylate the fatty amide according to formula (V). Therefore, in some embodiments, the alkoxylated fatty amide according to formula (V) can be further alkoxylated with 1 to 50 ethylene oxide and / or propylene oxide groups.

[0077] Another class of co-activators suitable for use in the stabilizer compositions according to the invention includes block copolymers of ethylene oxide / propylene oxide (EO / PO) monomers. In some embodiments, the ratio of the EO / PO monomers can be from 1:99 to 99:1. In specific embodiments, the EO / PO ratio can be from 1:9 to 9:1. In the same or other embodiments, the weight-average molecular weight of such copolymers can be up to and include 15,000 Da, wherein the wt.% of ethylene oxide is from 10 wt.% to 90 wt.% based on the total weight of the copolymer. In some embodiments, the weight-average molecular weight of the EO / PO block copolymer can be up to and include 10,000 Da. Such EO-PO block copolymers are available in commercially available forms including Any of those trademarks (available from BASF, Germany), including, but not limited to, L31; L81; L101; L62; L43; L35; and F38.

[0078] UV stabilizers and co-additives. Regarding the UV stabilizer system of this stabilizer composition, the inventors have unexpectedly discovered that only o-hydroxyphenyltriazine is an effective class of triazine for use in combination with the co-activator of this stabilizer composition. Various solubility measurements of o-hydroxyphenyltriazine in cyclohexane (a substitute for polypropylene) at room temperature indicate that such triazines having a solubility greater than 0.04 wt.% can be used as UV absorbers in some embodiments of the stabilizer compositions described herein. o-hydroxyphenyltriazine exhibits a solubility in cyclohexane greater than 0.04 wt.%, as reported in Tables 7A and 7B below.

[0079] o-Hydroxyphenyl triazines are well known in the art and in the field of stabilizer additives. They have been disclosed and addressed in numerous references and patents, including U.S. Patent Nos. 6,051,164 and 6,843,939, wherein these o-hydroxyphenyl triazine compounds are incorporated herein by reference. Particularly preferred o-hydroxyphenyl triazines include 2-(2'-hydroxyphenyl)-1,3,5-triazine compounds according to formula (I):

[0080]

[0081] in

[0082] R 34 and R 32 Same or different and selected independently

[0083] C6-C 10 Aryl, wherein the C6-C 10 The aryl group is optionally substituted at one to three substituted positions by one or more groups selected from OH, halogens, C1-C... 12 Alkyl, C1-C 12 Alkoxy, C 1-12 Alkoxy esters, C 2-12 An alkylyl group, or a phenyl group, wherein the phenyl group is optionally substituted at one or more substituent positions from 1 to 3, the one or more groups being selected from: hydroxyl, halogen, C 1-12 Alkyl, C 1-12 Alkoxy, C 1-12 alkoxy esters, or C 2-12 Alkyl group;

[0084] Single or double C1-C 12 Hydroxyl-substituted amino groups;

[0085] C2-C 12 Alkyl group;

[0086] C1-C12 alkyl;

[0087] C1-C 10 Acyl group; or

[0088] C1-C 10 alkoxy groups; and

[0089] R 36 It is a substituent that is the same or different at positions 0 to 4 of the phenoxy moiety having formula (I) and is independently selected from hydroxyl, halogen, C1-C 12 Alkyl, C1-C 12 Alkoxy, C1-C 12 Alkoxy esters, C2-C 12 Alkyl; phenyl; or C1-C 12 Acyl group.

[0090] Commercially available o-hydroxyphenyl triazines include, but are not limited to, those listed under the trade name. UV-1164 (available from Cytec Industries, Woodland Park, New Jersey); 1577FF or (Available from BASF AG, Ludwigshafen, Germany) those below. In some embodiments, the o-hydroxyphenyl triazine compound of the stabilizer composition includes, but is not limited to, one or more of the following compounds:

[0091] 4,6-Bis-(2,4-Dimethylphenyl)-2-(2-hydroxy-4-octoxyphenyl)-S-triazine;

[0092] 2-(4,6-diphenyl-1,3,5-triazine-2-yl-)-5-((hexyl)oxy-phenol;

[0093] 4,6-Bis-(2,4-dimethylphenyl)-2-(2,4-dihydroxyphenyl)-S-triazine;

[0094] 2,4-Bis(2,4-dihydroxyphenyl)-6-(4-chlorophenyl)-S-triazine;

[0095] 2,4-Bis[2-hydroxy-4-(2-hydroxy-ethoxy)phenyl]-6-(4-chlorophenyl)-S-triazine;

[0096] 2,4-Bis[2-hydroxy-4-(2-hydroxy-4-(2-hydroxy-ethoxy)phenyl]-6-(2,4-dimethylphenyl)-s-triazine;

[0097] 2,4-Bis[2-hydroxy-4-(2-hydroxyethoxy)phenyl]-6-(4-bromophenyl)-S-triazine;

[0098] 2,4-Bis[2-hydroxy-4-(2-acetoxyethoxy)phenyl]-6-(4-chlorophenyl)-S-triazine;

[0099] 2,4-Bis(2,4-dihydroxyphenyl)-6-(2,4-dimethylphenyl)-S-triazine;

[0100] 2,4-Bis(4-biphenyl)-6-[2-hydroxy-4-[(octoxycarbonyl)ethoxy]phenyl]-s-triazine;

[0101] 2,4-Bis(4-biphenyl)-6-[2-hydroxy-4-(2-ethylhexyloxy)phenyl]-S-triazine;

[0102] 2-Phenylacetyl-4-[2-hydroxy-4-(3-sec-butoxy-2-hydroxypropoxy)phenyl]-6-[2-hydroxy-4-(3-sec-pentoxy-2-hydroxypropoxy)phenyl]-s-triazine;

[0103] 2,4-Bis(2,4-dimethylphenyl)-6-[2-hydroxy-4-(-3-benzyloxy-2-hydroxypropoxy)phenyl]-s-triazine;

[0104] 2,4-Bis(2-hydroxy-4-n-butoxyphenyl)-6-(2,4-di-n-butoxyphenyl)-s-triazine;

[0105] 2,4-Bis(2,4-dimethylphenyl)-6-[2-hydroxy-4-(3-nonoxy-2-hydroxypropoxy)-5-α-cumylphenyl]-s-triazine;

[0106] Methylenebis-{2,4-bis(2,4-dimethylphenyl)-6-[2-hydroxy-4-(3-butoxy-2-hydroxypropoxy)phenyl]-s-triazine};

[0107] A mixture of methylene-bridged dimers in a 5:4:1 ratio at the 3:5', 5:5' and 3:3' positions;

[0108] 2,4,6-Tris(2-hydroxy-4-isooctyloxycarbonyliso-propoxy-phenyl)-S-triazine;

[0109] 2,4,6-Tris(2-hydroxy-4-octyloxy-phenyl)-1,3,5-triazine;

[0110] 2,4-Bis(2,4-dimethylphenyl)-6-(2-hydroxy-4-hexyloxy-5-α-cumylphenyl)-S-triazine;

[0111] 2-(2,4,6-trimethylphenyl)-4,6-bis[2-hydroxy-4-(3-butoxy-2-hydroxypropoxy)phenyl]-s-triazine;

[0112] 2,4,6-Tris[2-hydroxy-4-(3-sec-butoxy-2-hydroxypropoxy)-phenyl]-S-triazine;

[0113] A mixture of 4,6-bis-(2,4-dimethylphenyl)-2-(2-hydroxy-4-(3-dodecyloxy-2-hydroxypropoxy)phenyl)-s-triazine and 4,6-bis-(2,4-dimethylphenyl)-2-(2-hydroxy-4-(3-tetratekoxy-2-hydroxypropoxy)phenyl)-s-triazine;

[0114] 4,6-Bis-(2,4-Dimethylphenyl)-2-(2-hydroxy-4(3-(2-ethylhexyloxy)-2-hydroxypropoxy)-phenyl)-S-triazine; or

[0115] 4,6-Diphenyl-2-(4-hexyloxy-2-hydroxyphenyl)-s-triazine.

[0116] Other UVA compounds suitable for use with the co-activators described herein include one or more of o-hydroxybenzophenone, o-hydroxyphenylbenzotriazole, or benzoxazinone compounds. In some embodiments, the UVA component of the stabilizer composition comprises alone o-hydroxytriazine, o-hydroxybenzophenone, o-hydroxyphenylbenzotriazole, or benzoxazinone. In other embodiments, the UVA component comprises a combination of two or more of such UVA compounds. O-hydroxybenzophenone, o-hydroxybenzotriazole, and benzoxazinone are well known to those skilled in the art of stabilizer additives. The suitability of components used as stabilizer compositions has been previously disclosed and addressed in at least U.S. Patent Nos. 2,976,259; 3,049,443; 3,399,169; 4,322,455; 4,446,262; 5,264,539; 6,051,164; 6,677,392; and 6,774,232, as well as U.S. Publication No. 2006 / 0052491, wherein benzophenone, benzotriazole, and benzoxazinone are incorporated herein by reference as suitable for use with the stabilizer compositions of the present invention.

[0117] Some other non-limiting examples of o-hydroxybenzophenone for use with the stabilizer composition intended herein include any one or more of the following: 2-hydroxy-4-methoxybenzophenone (as...) UV-9 is commercially available from Cytec Industries; 2,2'-dihydroxy-4-methoxybenzophenone (as...) UV-24 is commercially available from Cytec Industries; 2-hydroxy-4-octyloxybenzophenone (as...) UV-531 is commercially available from Cytec Industries; 2'-dihydroxy-4,4'-di-methoxybenzophenone; 2,2'-dihydroxybenzophenone; 2,2',4,4'-tetrahydroxybenzophenone; 2,2'-dihydroxy-4,4'-dimethoxybenzophenone; 2,2'-dihydroxy-4,4'-diethoxybenzophenone; 2,2'-dihydroxy-4,4'-dipropoxybenzophenone; 2,2'-dihydroxy-4,4'-dibutoxybenzophenone; 2,2'-dihydroxy-4-methoxy-4'-ethoxybenzophenone; 2,2'-dihydroxy-4-methoxy-4'-propoxybenzophenone; 2,2'-dihydroxy-4-methoxy-4'-butoxybenzophenone; 2,2'- Dihydroxy-4-ethoxy-4'-propoxybenzophenone; 2,2'-dihydroxy-4-ethoxy-4'-butoxybenzophenone; 2,3'-dihydroxy-4,4'-dimethoxybenzophenone; 2,3'-dihydroxy-4-methoxy-4'-butoxybenzophenone; 2-hydroxy-4,4',5'-trimethoxybenzophenone; 2-hydroxy-4,4',6'-tributoxybenzophenone; 2-hydroxy-4-butoxy-4',5'-dimethoxybenzophenone; 2-hydroxy-4-ethoxy-2',4'-dibutylbenzophenone; 2-hydroxy-4-propoxy-4',6'-dichlorobenzophenone; 2-hydroxy-4-propoxy-4',6'-dibromobenzophenone; 2,4-dihydroxy-4-ethoxy-4',6'-dibromobenzophenone; Benzene; 2-hydroxy-4-ethoxybenzophenone; 2-hydroxy-4-propoxybenzophenone; 2-hydroxy-4-butoxybenzophenone; 2-hydroxy-4-methoxy-4'-methylbenzophenone; 2-hydroxy-4-methoxy-4'-ethylbenzophenone; 2-hydroxy-4-methoxy-4'-propylbenzophenone; 2-hydroxy-4-methoxy-4'-butylbenzophenone; 2-hydroxy-4-methoxy-4'-tert-butylbenzophenone; 2-hydroxy-4-methoxy-4'-chlorobenzophenone; 2-hydroxy-4-methoxy-2'-chlorobenzophenone; 2-hydroxy-4-methoxy-4'-bromobenzophenone; 2-hydroxy-4,4'-dimethoxybenzophenone; 2-hydroxy-4,4'-dimethoxybenzophenone 2-Hydroxy-3-methylbenzophenone; 2-Hydroxy-4,4'-dimethoxy-2'-ethylbenzophenone; 2-Hydroxy-4,4',5'-trimethoxybenzophenone; 2-Hydroxy-4-ethoxy-4'-methylbenzophenone; 2-Hydroxy-4-ethoxy-4'-ethylbenzophenone; 2-Hydroxy-4-ethoxy-4'-propylbenzophenone; 2-Hydroxy-4-ethoxy-4'-butylbenzophenone; 2-Hydroxy-4-ethoxy-4'-methoxybenzophenone; 2-Hydroxy-4,4'-diethoxybenzophenone; 2-Hydroxy-4,4'-propoxybenzophenone; 2-Hydroxy-4-ethoxy-4'-butoxybenzophenone; 2-Hydroxy-4-ethoxy-4'-chlorobenzophenone;Or 2-hydroxy-4-ethoxy-4'-bromobenzophenone.

[0118] Some other non-limiting examples of o-hydroxyphenylbenzotriazole useful in the UVA component of the stabilizer compositions described herein include one or more of the following: those commercially available from Cytec Industries (e.g. UV-5411), or 2-(2'-hydroxy-5'-methylphenyl)-benzotriazole; 2-(2'-hydroxy-5'-tert-butylphenyl)-benzotriazole; 2-(2'-hydroxy-3'-methyl-5'-tert-butylphenyl)-benzotriazole; 2-(2'-hydroxy-5'-cyclohexylphenyl)-benzotriazole; 2-(2'-hydroxy-3',5'-dimethylphenyl)-benzotriazole; 2- (2'-hydroxy-5'-tert-butylphenyl)-5-chlorobenzotriazole; 2-(2'-hydroxy-5-tert-octylphenyl)-2H-benzotriazole; 2-(2'-hydroxy-5-octylphenyl)-2H-benzotriazole; 2-(3',5'-di-tert-butyl-2'-hydroxyphenyl)-5-chlorobenzotriazole; 2-(3',5'-di-tert-pentyl-2'-hydroxyphenyl)benzotriazole (as...) UV-2337 is commercially available from Cytec Industries; 2-(3',5'-bis(α,α-dimethylbenzyl)-2'-hydroxyphenyl)benzotriazole; 2-(3'-tert-butyl-2'-hydroxy-5'-(2-octyloxycarbonylethyl)phenyl)benzotriazole; 2,2'-methylene-bis[4-(1,1,3,3-tetramethylbutyl)-6-benzotriazole-2-ylphenol]; 2-[3'-tert-butyl-5'-(2- [Methoxycarbonylethyl]-2'-hydroxyphenyl]-2H-benzotriazole transesterification product with polyethylene glycol 300; 2-[2'-hydroxy-3'-(α,α-dimethylbenzyl)-5'-(1,1,3,3-tetramethyl-butyl)phenyl]benzotriazole; 5-trifluoromethyl-2-(2-hydroxy-3-α-cumyl-5-tert-octylphenyl)-2II-benzotriazole; 2-(2'-hydroxy-5'-(2-hydroxyethyl)phenyl 2-(2'-hydroxy-5'-(2-methacryloyloxyethyl)phenyl)benzotriazole; 2-(3'-tert-butyl-5'-methyl-2'-hydroxyphenyl)-5-chloro-benzotriazole; 2-(3'-sec-butyl-5'-tert-butyl-2'-hydroxyphenyl)-benzotriazole; 2-(3',5'-di-tert-butyl-2'-hydroxyphenyl)-benzotriazole; 2-(5'-tert-octyl-2'-hydroxyphenyl) - benzotriazole; 2-(3'-dodecyl-5'-methyl-2'-hydroxyphenyl)-benzotriazole; 2-(3'-tert-butyl-5'-(2-octoxycarbonylethyl)-2'-hydroxyphenyl)-5-chlorobenzotriazole; 2-(5'-methyl-2'-hydroxyphenyl)-benzotriazole; 2-(5'-tert-butyl-2'-hydroxyphenyl)-benzotriazole; or 2-(2'-hydroxy-3'-di-tert-butylphenyl)-benzotriazole.

[0119] Non-limiting examples of benzoxazinones useful in the UVA portion of the stabilizer compositions described herein include any one or more selected from the following: 2-methyl-3,1-benzoxazin-4-one; 2-butyl-3,1-benzoxazin-4-one; 2-phenyl-3,1-benzoxazin-4-one; 2-(1- or 2-naphthyl)-3,1-benzoxazin-4-one; 2-(4-biphenyl)-3,1-benzoxazin-4-one; 2-p-nitrophenyl-3,1-benzoxazin-4-one; 2-m-nitrophenyl-3,1-benzoxazin-4-one; 2-p-benzoylphenyl-3,1-benzoxazin-4-one; 2-p-methoxyphenyl-3,1-benzoxazin-4-one; 2-O -Methoxyphenyl-3,1-benzoxazin-4-one; 2-cyclohexyl-3,1-benzoxazin-4-one; 2-p-(or m-)phthalimide phenyl-3,1-benzoxazin-4-one; N-phenyl-4-(3,1-benzoxazin-4-one-2-yl)phthalimide; N-benzoyl-4-(3,1-benzoxazin-4-one-2-yl)aniline; N-benzoyl-N-methyl-4-(3,1-benzoxazin-4-one-2-yl)aniline; 2-[p-(N-phenylcarbamoyl)phenyl]-3,1-benzoxazin-4-one; 2-[p-(N-phenylN-methylcarbamoyl)phenyl]-3,1-benzoxazin-4-one; 2,2'- Bis(3,1-benzoxazin-4-one); 2,2'-ethylidene bis(3,1-benzoxazin-4-one); 2,2'-tetramethylene bis(3,1-benzoxazin-4-one); 2,2'-hexamethylene bis(3,1-benzoxazin-4-one); 2,2'-decamethyl bis(3,1-benzoxazin-4-one); 2,2'-p-phenylene bis(3,1-benzoxazin-4-one); 2,2'-m-phenylene bis(3,1-benzoxazin-4-one); 2,2'-(4,4'-diphenylene)bis(3,1-benzoxazin-4-one); 2,2'-(2,6- or 1,5-naphthalene)bis(3,1-benzoxazin-4-one); 2,2'-(2-methyl-p- 2,2'-(2-nitro-p-phenylene)bis(3,1-benzoxazin-4-one); 2,2'-(2-nitro-p-phenylene)bis(3,1-benzoxazin-4-one); 2,2'-(2-chloro-p-phenylene)bis(3,1-benzoxazin-4-one); 2,2'-(1,4-cyclohexylene)bis(3,1-benzoxazin-4-one); N-p-(3,1-benzoxazin-4-one-2-yl)phenyl; 4-(3,1-benzoxazin-4-one-2-yl)phthalimide; N-p-(3,1-benzoxazin-4-one-2-yl)benzoyl; 4-(3,1-benzoxazin-4-one-2-yl)aniline; 1,3,5-tris(3,1-benzoxazin-4-one-2-yl)benzene;1,3,5-Tris(3,1-benzoxazin-4-one-2-yl)naphthalene; or 2,4,6-Tris(3,1-benzoxazin-4-one-2-yl)naphthalene.

[0120] As previously discussed, HALS compounds scavenge free radicals formed in polymer materials when exposed to UV light, and are more effective than when certain UVA is used alone. The benefits imparted by various HALS compounds in combination with UVA have been demonstrated in at least U.S. Patent Nos. 6,051,164 and 6,843,939, the teachings of which are incorporated herein by reference. Therefore, in some embodiments, the stabilizer compositions described herein may further comprise a stable amount of one or more HALS compounds containing a functional group according to formula (II):

[0121]

[0122] in

[0123] R 31 Selected from: hydrogen; OH; C1-C 20 Hydrocarbon group; -CH2CN; C1-C 12 Acyl group; or C1-C 18 Alkoxy;

[0124] R 38 Selected from: hydrogen; or C1-C8 hydrocarbon groups; and

[0125] R 29 R 30 R 32 and R 33 Each is independently selected from C1-C 20 hydrocarbon group, or R 29 and R 30 and / or R 32 and R 33 Together with the carbon attached to them, they form C5-C 10 cycloalkyl; or

[0126] According to the functional groups in formula (IIa):

[0127]

[0128] in

[0129] m is an integer from 1 to 2;

[0130] R 39 Selected from: hydrogen; OH; C1-C 20 Hydrocarbon group; -CH2CN; C1-C 12 Acyl group; or C1-C 18 Alkoxy;

[0131] and

[0132] G1-G4 are each independently selected from C1-C 20 Hydrocarbon group.

[0133] Exemplary HALS compounds contemplated for use as components in the stabilizer compositions described herein may include one or more of the following: those commercially available from Cytec Industries, such as mixtures of 4-hexadecyloxy- and 4-stearoxy-2,2,6,6-tetramethylpiperidine (e.g., CYASORB® UV-3853), or bis(2,2,6,6-tetramethylpiperidine-4-yl) sebacate; bis(2,2,6,6-tetramethylpiperidine-4-yl) succinate; bis(1,2,2,6,6-pentamethylpiperidine-4-yl) sebacate; bis(1-octyloxy-2,2,6,6-tetramethylpiperidine-4-yl) sebacate; bis(1,2,2,6,6-penta ... (Pyridine-4-yl)-n-butyl 3,5-di-tert-butyl-4-hydroxybenzyl malonate; condensate of 1-(2-hydroxyethyl)-2,2,6,6-tetramethyl-4-hydroxypiperidine and succinic acid; 2,2,6,6-tetramethylpiperidine-4-yl stearate; 2,2,6,6-tetramethylpiperidine-4-yl dodecanoate; 1,2,2,6,6-pentamethylpiperidine-4-yl stearate; 1 2,2,6,6-Pentamethylpiperidin-4-yl dodecanoate; N,N'-bis(2,2,6,6-tetramethylpiperidin-4-yl)hexamethylenediamine and 4-tert-octylamino-2,6-dichloro-1,3,5-triazine condensate; tris(2,2,6,6-tetramethylpiperidin-4-yl)hydantoin triacetate; tetra(2,2,6,6-tetramethylpiperidin-4-yl)-1,2 ,3,4-Butanetetracarboxylic acid ester; 4-benzoyl-2,2,6,6-tetramethylpiperidine; 4-stearoyl-2,2,6,6-tetramethylpiperidine; bis(1,2,2,6,6-pentamethylpiperidinyl)-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] Dec-2,4-dione; bis(1-octoxy-2,2,6,6-tetramethylpiperidinyl) sebacate; bis(1-octoxy-2,2,6,6-tetramethylpiperidinyl) succinate; N,N'-bis(2,2,6,6-tetramethylpiperidin-4-yl)hexamethylenediamine and 4-morpholino-2,6-dichloro-1,3,5-triazine condensate (as CYASORB®) UV-3346 is commercially available from Cytec Industries; a methylated condensate of N,N'-bis(2,2,6,6-tetramethylpiperidin-4-yl)hexamethylenediamine and 4-morpholino-2,6-dichloro-1,3,5-triazine (as CYASORB®UV-3529 is commercially available from Cytec Industries); a condensate of 2-chloro-4,6-bis(4-n-butylamino-2,2,6,6-tetramethylpiperidinyl)-1,3,5-triazine and 1,2-bis(3-aminopropylamino)ethane. ; a condensation of 2-chloro-4,6-bis(4-n-butylamino-1,2,2,6,6-pentamethylpiperidinyl)-1,3,5-triazine and 1,2-bis(3-aminopropylamino)ethane; 8-acetyl-3-dodecyl-7,7,9,9-tetramethyl-1,3,8-triazaspiro[4.5]dec-2,4-dione; 3-dodecyl-1-(2,2,6,6-tetramethylpiperidin-4-yl)pyrrolidine-2,5-dione; 3-dodecyl-1-(1-acetyl-2,2, 6,6-Tetramethylpiperidin-4-yl)pyrrolidine-2,5-dione; 3-dodecyl-1-(1,2,2,6,6-pentamethylpiperidin-4-yl)pyrrolidine-2,5-dione; a mixture of 4-hexadecyloxy- and 4-stearoyloxy-2,2,6,6-tetramethylpiperidine; a mixture of 4-hexadecyloxy- and 4-stearoyloxy-1,2,2,6,6-pentamethylpiperidine; N,N'-bis(2,2,6,6-tetramethylpiperidin-4-yl)hexamethylenediamine and 4-cyclohexylamino- Condensations of 2,6-dichloro-1,3,5-triazine; condensations of 1,2-bis(3-aminopropylamino)ethane, 2,4,6-trichloro-1,3,5-triazine and 4-butano-2,2,6,6-tetramethylpiperidine; condensations of 2-undecyl-7,7,9,9-tetramethyl-1-oxa-3,8-diaza-4-oxospiro[4.5]decane; oxo-piperazinyl-triazine; 7,7,9,9-tetramethyl-2-cycloundecyl-1-oxa-3,8-diaza-4-oxospiro[4.5]decane; oxo-piperazinyl-triazine; 7,7,9,9-tetramethyl-2-cycloundecyl-1-oxa-3,8-diaza-4-oxospiro[4.5]decane.5] The reaction product of decane and epichlorohydrin; tetra(2,2,6,6-tetramethyl-4-piperidinyl)butane-1,2,3,4-tetracarboxylic acid ester; 1,2,3,4-butanetetracarboxylic acid, tetra(1,2,2,6,6-pentamethyl-4-piperidinyl) ester; 1,2,3,4-butanetetracarboxylic acid, 1,2,2,6,6-pentamethyl-4-piperidinyltridecyl ester; 1,2,3,4-butanetetracarboxylic acid, 2,2,6,6-tetramethyl-4-piperidinyltridecyl ester; 1,2,3,4-butanetetracarboxylic acid, with 2,2,6,6-tetramethyl-2,4,8,10-tetraoxaspiro[5.5]-undecane-3,9-diethanol, Polymers of 1,2,2,6,6-pentamethyl-4-piperidinyl esters; polymers of 1,2,3,4-butanetetracarboxylic acid and 2,2,6,6-tetramethyl-2,4,8,10-tetraoxaspiro[5.5]-undecane-3,9-diethanol, 2,2,6,6-tetramethyl-4-piperidinyl esters; bis(1-undecoxy-2,2,6,6-tetramethylpiperidin-4-yl) carbonates; 1-(2-hydroxy-2-methylpropoxy)-2,2,6,6-tetramethyl-4-piperidinol ; 1-(2-hydroxy-2-methylpropoxy)-4-octadecanoyloxy-2,2,6,6-tetramethylpiperidine; 1-(4-octadecanoyloxy-2,2,6,6-tetramethylpiperidin-1-yloxy)-2-octadecanoyloxy-2-methylpropane; 1-(2-hydroxyethyl)-2,2,6,6-tetramethyl-4-piperidinol; the reaction product of 1-(2-hydroxyethyl)-2,2,6,6-tetramethyl-4-piperidinol and dimethyl succinate; 2,2,4,4-tetramethyl-7-oxa -3,20-diazabispiro[5.1.11.2]eicosano-21-one; esters of 2,2,6,6-tetramethyl-4-piperidinol with higher fatty acids; 3-dodecyl-1-(2,2,6,6-tetramethyl-4-piperidinyl)pyrrolidine-2,5-dione; 1H-pyrrole-2,5-dione, 1-octadecyl-, polymers with (1-methylvinyl)benzene and 1-(2,2,6,6-tetramethyl-4-piperidinyl)-1H-pyrrole-2,5-dione; piperazineone, 1,1',1''-[1,3,5-triazine-2,4,6-triyltris[(cyclohexylimino)-2,1-ethanediyl]]tris[3,3,5,5-tetramethyl-;piperazinone, 1,1',1''-[1,3,5-triazine-2,4,6-triyltris[(cyclohexylimino)-2,1-ethanediyl]]tris[3,3,4,5,5-pentamethyl-;7,7,9,9-tetramethyl-2-cycloundecyl-1-oxa-3,8-diaza-4-oxospi[4.5] The reaction product of decane and epichlorohydrin; a condensation of N,N'-bis(2,2,6,6-tetramethylpiperidin-4-yl)hexamethylenediamine and 4-cyclohexylamino-2,6-dichloro-1,3,5-triazine; a condensation of 1,2-bis(3-aminopropylamino)ethane, 2,4,6-trichloro-1,3,5-triazine and 4-butano-2,2,6,6-tetramethylpiperidine; a condensation of N,N'-bis(2,2,6,6-tetramethylpiperidin-4-yl)hexamethylenediamine and 4-morpholino-2,6-dichloro-1,3,5-triazine; 2- A condensation of chloro-4,6-bis(4-n-butylamino-2,2,6,6-tetramethylpiperidinyl)-1,3,5-triazine and 1,2-bis(3-aminopropylamino)ethane; a condensation of 2-chloro-4,6-bis(4-n-butylamino-1,2,2,6,6-pentamethylpiperidinyl)-1,3,5-triazine and 1,2-bis(3-aminopropylamino)ethane; 2-[(2-hydroxyethyl)amino]-4,6-bis[N-(1-cyclohexyloxy-2,2,6,6-tetramethylpiperidin-4-yl)butano-1,3,5-triazine; malonic acid, [(4-Methoxyphenyl)-methylene]-bis-(1,2,2,6,6-pentamethyl-4-piperidinyl) ester; tetra(2,2,6,6-tetramethylpiperidin-4-yl)-1,2,3,4-butanetetracarboxylic acid ester; phenylpropionic acid, 3,5-bis(1,1-dimethylethyl)-4-hydroxy-, 1-[2-[3-[3,5-bis(1,1-dimethylethyl)-4-hydroxyphenyl]-1-oxopropoxy]ethyl]-2,2,6,6-tetramethyl-4-piperidinyl ester; N-(1-octoxy-2,2,6,6-tetramethylpiperidin-4-yl)-N'-dodecyloxalamide; tris(2,2,6,6-tetramethylpiperidin-4-yl)hydantoin triacetate; 1,5-dioxaspiro{5,5}undecane-3,3-dicarboxylic acid, bis(1,2,2,6,6) -Pentamethyl-4-piperidinyl): 1,5-dioxane-3,3-dicarboxylic acid, bis(2,2,6,6-tetramethyl-4-piperidinyl); condensate of 1-(2-hydroxyethyl)-2,2,6,6-tetramethyl-4-hydroxypiperidine and succinic acid; condensate of N,N'-bis(2,2,6,6-tetramethylpiperidin-4-yl)hexamethylenediamine and 4-tert-octylamino-2,6-dichloro-1,3,5-triazine; 1,2,3,4-butanetetracarboxylic acid, 1,2,2,6,6-Pentamethyl-4-piperidinyltridecyl ester; Tetra(2,2,6,6-Tetramethylpiperidin-4-yl)-1,2,3,4-butanetetracarboxylic acid ester; 1,2,3,4-Butanetetracarboxylic acid, 2,2,6,6-Tetramethyl-4-piperidinyltridecyl ester; Tetra(1,2,2,6,6-Pentamethylpiperidin-4-yl)-1,2,3,4-butanetetracarboxylic acid ester; 2,2,4,4-Tetramethyl-21-oxo-7-oxa-3-ylA mixture of 20-diazaspiro(5.1.11.2)-eicosane-20-propionic acid-dodecyl ester and 2,2,4,4-tetramethyl-21-oxo-7-oxa-3,20-diazaspiro(5.1.11.2)-eicosane-20-propionic acid-tetradecyl ester; 1H,4H,5H,8H-2,3a,4a,6,7a,8a-hexaazacyclopentane[def]fluorene-4,8-dione, hexahydro-2,6- Bis(2,2,6,6-tetramethyl-4-piperidinyl)-; polymethyl[propyl-3-oxy(2',2',6',6'-tetramethyl-4,4'-piperidinyl)]siloxane; polymethyl[propyl-3-oxy(1',2',2',6',6'-pentamethyl-4,4'-piperidinyl)]siloxane; copolymer of methyl methacrylate with ethyl acrylate and 2,2,6,6-tetramethylpiperidin-4-yl acrylate; mixed C. 20 To C 24A copolymer of α-olefin and (2,2,6,6-tetramethylpiperidin-4-yl)succinimide; a polymer of 1,2,3,4-butanetetracarboxylic acid with β,β,β',β'-tetramethyl-2,4,8,10-tetraoxaspiro[5.5]undecane-3,9-diethanol, and 1,2,2,6,6-pentamethyl-4-piperidinyl ester; 1,2,3,4-butanetetracarboxylic acid with β,β,β',β'-tetramethyl-2,4,8,10-tetraoxaspiro[5.5]undecane-3,9-diethanol, Polymers of 2,2,6,6-tetramethyl-4-piperidinyl ester copolymers; 1,3-benzenedicarboxamide, N,N'-bis(2,2,6,6-tetramethyl-4-piperidinyl); 1,1'-(1,10-dioxo-1,10-decanediyl)-bis(hexahydro-2,2,4,4,6-pentamethylpyrimidine; ethanediamide, N-(1-acetyl-2,2,6,6-tetramethylpiperidinyl)-N'-dodecyl; formamide, N,N'-1,6-hexanediylbis[N-(2,2,6,6-tetramethyl-4-piperidinyl)-N'-dodecyl; 2-methyl-N-(2,2,6,6-tetramethyl-4-piperidinyl)-; 2,2,4,4-tetramethyl-7-oxa-3,20-diaza-21-oxo-dispiro[5.1.11.2]eicosane; propionamide, 2-methyl-N-(2,2,6,6-tetramethyl-4-piperidinyl)-2-[(2,2,6,6-tetramethyl-4-piperidinyl)amino]-; 7-oxa-3,20-diaza-dispiro[5.1.11.2].2] Docosano-20-propionic acid, 2,2,4,4-tetramethyl-21-oxo-,dodecyl ester; N-(2,2,6,6-tetramethylpiperidin-4-yl)-β-aminopropionic acid dodecyl ester; N-(2,2,6,6-tetramethylpiperidin-4-yl)-N'-aminooxalamide; propionamide, N-(2,2,6,6-tetramethyl-4-piperidinyl)-3-[(2,2,6,6-tetramethyl-4-piperidinyl)amino]-; a mixture of 4-hexadecyloxy- and 4-stearooxy-2,2,6,6-tetramethylpiperidine; 3-dodecyl-1-(1,2,2,6,6-pentamethylpiperidin-4-yl)pyrrolidine-2,5-dione; 3-dodecyl -1-(1-acetyl-2,2,6,6-pentamethylpiperidin-4-yl)pyrrolidine-2,5-dione; bis(2,2,6,6-tetramethylpiperidin-4-yl)succinate; bis(1,2,2,6,6-pentamethylpiperidin-4-yl)n-butyl3,5-di-tert-butyl-4-hydroxybenzylmalonate; tris(2,2,6,6-tetramethylpiperidin-4-yl)hydantoin triacetate; 1,1'-(1,2-ethanediyl)bis(3,3,5,5-tetramethylpiperazinone); 4-benzoyl-2,2,6,6-tetramethylpiperidin; 4-stearoyl-2,2,6,6-tetramethylpiperidin; bis(1,2,2,6,6-pentamethylpiperidinyl)-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]dec-2,4-dione; bis(1-octoxy-2,2,6,6-tetramethylpiperidinyl)sebacate; bis(1-octoxy-2,2,6,6-tetramethylpiperidinyl)succinate; 8-acetyl-3-dodecyl-7,7,9,9-tetramethyl-1,3,8-triazaspiro[4.5]dec-2,4-dione; 3-dodecyl-1-(2,2,6,6-tetramethylpiperidin-4-yl)pyrrolidine-2,5-dione; 3-dodecyl-1-(1-acetyl-2,2,6,6-tetramethylpiperidin-4-yl)pyrrolidine-2,5-dione; Methylpiperidin-4-yl)pyrrolidine-2,5-dione; 3-dodecyl-1-(1,2,2,6,6-pentamethylpiperidin-4-yl)pyrrolidine-2,5-dione; a mixture of 4-hexadecoxy- and 4-stearooxy-2,2,6,6-tetramethylpiperidine; 2-undecyl-7,7,9,9-tetramethyl-1-oxa-3,8-diaza-4-oxospiro[4.5]decane; 1,5-dioxaspiro{5,5}undecane-3,3-dicarboxylic acid, bis(2,2,6,6-tetramethyl-4-piperidinyl) and 1,5-dioxaspiro{5,5}undecane-3,3-dicarboxylic acid, bis(1,2,2,2,6,6-pentamethyl-4-piperidinyl); N. 1 -(β-hydroxyethyl)3,3-pentamethylene-5,5-dimethylpiperazin-2-one; N1 -tert-octyl-3,3,5,5-tetramethyl-diazazo-2-one; N 1 -tert-octyl-3,3-pentamethylene-5,5-hexamethylene-diazaphen-2-one; N 1 -tert-octyl-3,3-pentamethylene-5,5-dimethylpiperazin-2-one; trans-1,2-cyclohexane-bis-(N 1 -5,5-Dimethyl-3,3-pentamethylene-2-piperazinone; trans-1,2-cyclohexane-bis-(N 1 -3,3,5,5-Dispiropyramethylene-2-piperazinone); N 1 -Isopropyl-1,4-diazabispiro-(3,3,5,5)pentamethylene-2-piperazinone; N 1 -Isopropyl-1,4-diazabispiro-3,3-pentamethylene-5,5-tetramethylene-2-piperazinone; N 1 -Isopropyl-5,5-dimethyl-3,3-pentamethylene-2-piperazinone; trans-1,2-cyclohexane-bis-N 1 -(dimethyl-3,3-pentamethylene-2-piperazinone); N 1 -Octyl-5,5-dimethyl-3,3-pentamethylene-1,4-diazaphen-2-one; N 1 -Octyl-1,4-diazabispiro-(3,3,5,5)pentamethylene-1,5-diazaphen-2-one; TINUVIN® XT 200 (available from BASF); or TINUVIN ® NOR 371 (available from BASF).

[0134] It is precisely anticipated that the UVA portion of the stabilizer composition as described herein comprises, in various embodiments, a combination of one or more o-hydroxyphenyl triazines and one or more HALS compounds. In such embodiments, the weight ratio of one or more HALS compounds to one or more triazine compounds can be from 1:5 to 30:1, and preferably from 3:1 to 20:1. In some embodiments, it may be advantageous to replace the o-hydroxyphenyl triazine in the UVA portion of the stabilizer composition with o-hydroxybenzophenone compounds, o-hydroxyphenylbenzotriazole compounds, and / or benzoxazinone compounds in various suitable proportions combined with HALS compounds to achieve the desired performance characteristics of the organic material to be stabilized.

[0135] Similarly, in some embodiments, the stabilizer compositions described to date may comprise any one or more conventional co-stabilizers of any other class, including, but not limited to, hindered benzoates, thioesters, hydroxylamines, antioxidants, hindered phenols, phosphites, phosphonites, benzofuranones, or nitrones. They may also include one or more conventional co-additives known to those skilled in the art, such as, but not limited to, nucleating agents, fillers, metal stearates, metal oxides, reinforcing agents, plasticizers, lubricants, rheology modifiers, catalysts, leveling agents, optical brighteners, antistatic agents, foaming agents, flame retardants, dyes, or pigments. Such conventional co-stabilizers and co-additives are well known to those skilled in the art and may include, for example, any of those described in at least U.S. Patent Nos. 7,642,320 and 8,207,070.

[0136] Suitable hindered benzoate or benzamide for use with the UVA portion of this stabilizer composition include those according to formula (VI):

[0137]

[0138] in

[0139] R 21 and R 22 Each was independently selected from C 1-12 alkyl;

[0140] T is selected from O or NR 24 , where R 24 Is it H or C? 1-30 hydrocarbon group; and

[0141] R 23 Is it H or C? 1-30 Hydrocarbon group.

[0142] Preferred hindered benzoate esters may include any one or more of the following: those commercially available from Cytec Industries, such as hexadecyl-3,5-di-tert-butyl-4-hydroxybenzoate (e.g., UV-2908), or 2,4-di-tert-butylphenyl 3,5-di-tert-butyl-4-hydroxybenzoate; octadecyl-3,5-di-tert-butyl-4-hydroxybenzoate; octyl-3,5-di-tert-butyl-4-hydroxybenzoate; decyl-3,5-di-tert-butyl-4-hydroxybenzoate; dodecyl-3,5-di-tert-butyl-4-hydroxybenzoate; tetradecyl-3,5-di-tert-butyl-4-hydroxybenzoate; behenyl-3,5-di-tert-butyl-4-hydroxybenzoate; 2-methyl-4,6-di-tert-butylphenyl-3,5-di-tert-butyl-4-hydroxybenzoate; or butyl-3-[3-tert-butyl-4-(3,5-di-tert-butyl-4-hydroxybenzoyloxy)phenyl]propionate.

[0143] Suitable thioesters, hydroxylamines, antioxidants, hindered phenols, phosphites, phosphonites, benzofuranones, nitrones, and co-additives include any of those disclosed in U.S. Publications 2004 / 0152807; 2009 / 0085252; 2012 / 0146257; and 2013 / 0145962, which are clearly incorporated herein by reference or are known to those skilled in the art.

[0144] Preferred hydroxylamines include, but are not limited to, any one or more of the following N,N-dialkylhydroxylamines: N,N-dibenzylhydroxylamine; N,N-diethylhydroxylamine; N,N-dioctylhydroxylamine; N,N-dilaurylhydroxylamine; N,N-bis(dodecylhydroxylamine); N,N-bis(tetradecylhydroxylamine); N,N-bis(hexadecylhydroxylamine); N,N-bis(octadecylhydroxylamine); N-hexadecyl-N-tetradecylhydroxylamine; N-hexadecyl-N-heptadecylhydroxylamine; N-hexadecyl-N-octadecylhydroxylamine; N-heptadecyl-N-octadecylhydroxylamine; and N,N-bis(hydrogenated tallow)hydroxylamine.

[0145] The weight ratio of the co-activator to the UV stabilizer portion of the stabilizer composition can vary depending on the components within the UV stabilizer portion, the type of material to be stabilized, and / or the application of the material being stabilized. Generally, the ratio of the co-activator to the UVA can be found in weight ratios ranging from 1:50 to 200:1, 1:40 to 100:1, or 1:30 to 50:1. In some embodiments, the weight ratio of the co-activator to UVA+HALS in the stabilizer composition can be from 1:20 to 50:1. In other embodiments, a ratio of the co-activator to the UVA+HALS portion ranging from 1:10 to 40:1, or from 1:5 to 20:1, is suitable.

[0146] Method / Product.The invention also mentions the use of the stabilizer composition according to the invention for stabilizing organic materials. Therefore, another aspect of the invention provides methods for stabilizing organic materials subjected to degradation and / or discoloration due to the effects of light, oxygen, and / or heat, and articles thereby obtained. These methods are each implemented by adding a stabilizing amount of the stabilizer composition according to the invention, as described throughout this specification and the claims, to the organic material to be stabilized, before, during, or after processing. In some embodiments, the stabilizer composition may be added to the organic material to be stabilized as a pure composition. In other embodiments, a masterbatch concentrate as described herein may be added to the organic material to be stabilized.

[0147] In some aspects, the present invention also provides a method for forming stable articles or for protecting organic materials from degradation due to light and / or heat from UV irradiation by combining the organic material with a stabilizer composition as described herein. The method may further include forming the organic material into an article by extrusion, molding, blow molding, casting, thermoforming, or compacting the organic material into an article, thereby forming a stable article. In some embodiments, the method may include combining the organic material with a masterbatch concentrate as described herein.

[0148] Those skilled in the art will appreciate that these stabilizer compositions and methods are suitable for use with any industrial polymer molding method and are readily adaptable to any industrial polymer molding method, including but not limited to injection molding, rotational molding, blow molding, roll-to-roll molding, metal injection molding, compression molding, transfer molding, dip molding, gas-assisted molding, embedding injection molding, micromolding, reactive injection molding, two-shot injection molding, and any variations or combinations thereof.

[0149] In some embodiments, the stabilizer composition may be present in the stabilized organic material (e.g., in the article), based on the total weight of the stabilized organic material, and in some cases, based on the number and type of stabilizing additives to be added and / or the characteristics of the material to be stabilized, from 0.01 wt.% to 15.0 wt.% (i.e., any value from 0.01 wt.% to 15.0 wt.%, including any values ​​in between, such as 0.01 wt.%; 0.02 wt.%; 0.03 wt.%; 0.04 wt.%; 0.05 wt.%). wt.%; 0.075wt.%; 0.10wt.%; 0.15wt.%; 0.20wt.%; 0.25wt.%; 0.30wt.%; 0.35wt.%; 0.50wt.%; 0.75wt.%; 1.0wt.% ; 1.5wt.%; 2.0wt.%; 2.5wt.%; 3.0wt.%; 3.5wt.%; 5.0wt.%; 7.5wt.%; 10.0wt.%; 12.0wt.%; 14.0wt.%; or 15.0wt.%).

[0150] Therefore, another aspect of the present invention also includes an article having an organic material to be stabilized;

[0151] as well as

[0152] a) A stabilizer composition comprising, based on the total weight of the article, from 0.01 wt.% to 15 wt.% of the stabilizer composition.

[0153] i) A stable amount of ultraviolet absorbers (UVA) selected from the group consisting of: o-hydroxyphenyltriazine compounds; o-hydroxybenzophenone compounds; o-hydroxyphenylbenzotriazole compounds; benzoxazinone compounds; and mixtures thereof;

[0154] ii) a co-activator comprising, by weight, from 1 wt.% to 99 wt.% of the total weight of the stabilizer composition; and

[0155] iii) A stable amount of hindered amine light stabilizer compound (HALS), the hindered amine light stabilizer compound containing a functional group according to formula (II):

[0156]

[0157] Where R 31 Selected from: hydrogen; OH; C1-C 20 Hydrocarbon group; -CH2CN; C1-C 12 Acyl group; or C1-C 18 Alkoxy; R 38 Selected from: hydrogen; or C1-C8 hydrocarbon groups; and R 29 R 30 R32 and R 33 Each is independently selected from C1-C 20 hydrocarbon group, or R 29 and R 30 and / or R 32 and R 33 Together with the carbon attached to them, they form C5-C 10 cycloalkyl; or

[0158] According to the functional groups in formula (IIa):

[0159]

[0160] in

[0161] m is an integer from 1 to 2;

[0162] R 39 Selected from: hydrogen; OH; C1-C 20 Hydrocarbon group; -CH2CN; C1-C 12 Acyl group; or C1-C 18 alkoxy groups; and

[0163] G1-G4 are each independently selected from C1-C 20 hydrocarbon group; or

[0164] A mixture of HALS compounds having functional groups according to formulas (II) and (IIa); or

[0165] b) Masterbatch concentrates as described herein

[0166] The final concentration of the co-activator in the article is based on the weight of the article and ranges from 0.01 wt.% to 5 wt.%.

[0167] In some embodiments, the stabilizer composition or masterbatch concentrate may be present in amounts ranging from 0.02 wt.% to 20 wt.% of the total weight of the stabilized organic material, or from 0.05 wt.% to 10 wt.% of the total weight of the stabilized organic material. In the same or other embodiments, the final concentration of the co-activator in the article may be from 0.01 wt.% to 2 wt.%, from 0.01 wt.% to 1 wt.%, or from 0.05 wt.% to 0.50 wt.% of the weight of the article. Those skilled in the art will be able to readily determine the amount and type of one or more stabilizing additives to be added based on preparations known and / or described in the literature or simply through routine experiments.

[0168] In some embodiments, articles formed with stabilizer compositions as described herein or claimed can be further characterized and distinguished in that the contact angle of water droplets at the surface of the stabilized material can be from 10° to 100°; preferably greater than 20°; more preferably greater than 50°; and even more preferably greater than 75°.

[0169] Used for stable organic materials. Suitable for a variety of stable, non-living organic materials, including, but not limited to, polyolefins, poly(ethylene-vinyl acetate) (EVA); polyesters, polyethers, polyketides, polyamides, natural and synthetic rubbers, polyurethanes, polystyrene, high-impact polystyrene, polyacrylates, polymethacrylates, polyacetals, polyacrylonitrile, polybutadiene, polystyrene, acrylonitrile-butadiene-styrene, styrene-acrylonitrile, acrylate-styrene-acrylonitrile, cellulose acetate butyrate, cellulose polymers, polyimides, polyamide-imides, polyetherimides, polyphenylene sulfide, polyphenylene ether polysulfone, polyethersulfone, polyvinyl chloride, polycarbonate, polyketides, aliphatic polyketides, thermoplastic olefins (TPO), amino resin crosslinked polyacrylates and polyesters, polyisocyanate crosslinked polyesters and polyacrylates, phenol / formaldehyde, urea / formaldehyde, and melamine / formaldehyde. Resins, dried and non-dried alkyd resins, alkyd resins, polyester resins, acrylate resins crosslinked with melamine resins, urea resins, isocyanates, isocyanates, urethanes, epoxy resins, crosslinked epoxy resins derived from aliphatic, alicyclic, heterocyclic and aromatic glycidyl compounds, which are crosslinked with anhydrides or amines, polysiloxanes, Michael addition polymers, amines, amines terminated with activated unsaturated and methylene compounds, ketimins having activated unsaturated and methylene compounds, polyketimins combined with unsaturated acrylic polyacetoacetate resins, polyketimins combined with unsaturated acrylic resins, coating compositions, radiation-curable compositions, epoxy melamine resins, organic dyes, cosmetics, cellulose-based paper formulations, photographic film, fibers, waxes, and inks.

[0170] In some embodiments, the inanimate organic material to be stabilized is a polyolefin. Polyolefins suitable for use with the stabilizer compositions according to the invention include, but are not limited to:

[0171] (A) Polymers of monoolefins, such as polypropylene, polyisobutylene, polybut-1-ene, and poly-4-methylpent-1-ene; polymers of dienes, such as polyisoprene or polybutadiene; polymers of cycloolefins, such as cyclopentene or norbornene; and polyethylene (which may optionally be crosslinked), such as high-density polyethylene (HDPE), high-density and high-molecular-weight polyethylene (HDPE-HMW), high-density and ultra-high-molecular-weight polyethylene (HDPE-UHMW), medium-density polyethylene (MDPE), low-density polyethylene (LDPE), linear low-density polyethylene (LLDPE), (VLDPE) and (ULDPE).

[0172] (B) Polyolefins, polymers of the monoolefins exemplified in (A), preferably polyethylene and polypropylene, can be prepared by various, and particularly, methods: i) free radical polymerization (typically under high pressure and at elevated temperatures); or ii) catalytic polymerization using catalysts typically containing one or more metals of Group IVb, Vb, VIb, or VIII of the periodic table. These metals typically have one or more ligands, typically oxides, halides, alcohols, esters, ethers, amines, alkyl, alkenyl, and / or aryl groups, which can be either p- or s-coordinated. These metal complexes can be in free form or immobilized on a substrate, typically on activated magnesium chloride, titanium(III) chloride, alumina, or silica. These catalysts may be soluble or insoluble in the polymerization medium. These catalysts can be used in the polymerization themselves, or additional activators can be used, typically metal alkyl groups, metal hydrides, metal alkyl halides, metal alkyl oxides, or metal alkyloxanes, where the metal is an element of Group Ia, IIa, and / or IIIa of the periodic table. These activators can be readily modified with additional ester, ether, amine, or silyl ether groups. These catalyst systems are commonly referred to as Phillips, Standard Oil Indiana, Ziegler (Natta), TNZ (DuPont), metallocene, or single-point catalysts (SSC).

[0173] (C) Mixtures of polymers mentioned in (A), such as mixtures of polypropylene and polyisobutylene, mixtures of polypropylene and polyethylene (e.g., PP / HDPE, PP / LDPE), and mixtures of different types of polyethylene (e.g., LDPE / HDPE); and

[0174] (D) Copolymers of monoolefins and dienes with each other or with other vinyl monomers, such as ethylene / propylene copolymers, linear low-density polyethylene (LLDPE) and mixtures thereof with low-density polyethylene (LDPE), propylene / but-1-ene copolymers, propylene / isobutene copolymers, ethylene / but-1-ene copolymers, ethylene / hexene copolymers, ethylene / methylpentene copolymers, ethylene / heptene copolymers, ethylene / octene copolymers, propylene / butadiene copolymers, isobutene / isoprene copolymers, ethylene / alkyl acrylate copolymers, ethylene / alkyl methacrylate copolymers, ethylene / vinyl acetate copolymers, and... Copolymers thereof with carbon monoxide or ethylene / acrylic acid copolymers and their salts (ionomers) and terpolymers of ethylene with propylene and dienes (such as hexadiene, dicyclopentadiene or ethylene-norbornene); and mixtures of such copolymers with each other and with polymers mentioned in (A) above, such as polypropylene / ethylene-propylene copolymers, LDPE / ethylene-vinyl acetate copolymers (EVA), LDPE / ethylene-acrylic acid copolymers (EAA), LLDPE / EVA, LLDPE / EAA and alternating or random polyalkylene / carbon monoxide copolymers and mixtures thereof with other polymers such as polyamides.

[0175] Particularly preferred organic materials for stabilizing and providing articles include polyolefin polymers, such as i) polymers of monoolefins selected from polyethylene, polypropylene, polyisobutylene, polybut-1-ene, or poly-4-methylpent-1-ene; ii) polymers of dienes selected from polyisoprene or polybutadiene; iii) polymers of cycloolefins selected from cyclopentene or norbornene; iv) polyethylene selected from optionally crosslinked polyethylene, high-density polyethylene (HDPE), high-density and high-molecular-weight polyethylene (HDPE-HMW), high-density and ultra-high-molecular-weight polyethylene (HDPE-UHMW), medium-density polyethylene (MDPE), low-density polyethylene (LDPE), linear low-density polyethylene (LLDPE), very low-density polyethylene (VLDPE), or ultra-low-density polyethylene (ULDPE); v) thermoplastic olefins (TPO); vi) copolymers thereof; and vii) mixtures thereof.

[0176] In a specific embodiment, the organic material may be polyethylene or polypropylene, and may be combined with a stabilizing amount of a stabilizer composition having a co-activator in the form of diethylene glycol octadecyl ether in the form of 0.01 wt.% to 5 wt.% based on the weight of the stabilized material, and o-hydroxyphenyl triazine in the form of 4,6-bis-(2,4-dimethylphenyl)-2-(2-hydroxy-4-octoxyphenyl)-s-triazine in the form of 0.001 wt.% to 5 wt.% based on the weight of the stabilized material. In the same or other embodiments, the amount of the co-activator may be from 0.01 wt.% to 1 wt.%, and the stabilizer composition may further comprise from 0.01 wt.% to 5 wt.% of a hindered amine light stabilizer based on the weight of the stabilized material, which may be methylated or unmethylated in the form of a condensate of the reaction product of N,N'-bis(2,2,6,6-tetramethyl-4-piperidinyl)-1,6-hexanediamine polymer and morpholine-2,4-dichloro-1,3,5-triazine. In the same or other embodiments, the o-hydroxyphenyltriazine may be, in whole or in any part, replaced by an equal amount of o-hydroxybenzophenone in the form of 2-hydroxy-4-octyloxybenzophenone and / or by an equal amount of o-hydroxyphenylbenzotriazole in the form of 2-(2'-hydroxy-5'-octylphenyl)-benzotriazole. In the same or other embodiments, the stabilizer composition may also comprise from 0.01 wt.% to 5 wt.% of the weight of the stabilized material in the form of hexadecyl-35-di-tert-butyl-4-hydroxybenzoate.

[0177] Various implementation examples. As described herein, the invention includes at least the following embodiments:

[0178] Example 1. A stabilizer composition comprising:

[0179] i) A stable amount of ultraviolet absorbers (UVA) selected from the group consisting of: o-hydroxyphenyltriazine compounds; o-hydroxybenzophenone compounds; o-hydroxyphenylbenzotriazole compounds; benzoxazinone compounds; and mixtures thereof;

[0180] ii) A stable amount of co-activator selected from the following group, which consists of the following items: C 12 -C 60 Alcohols; alkoxylated alcohols or their monoalkyl ethers; alkoxylated esters of fatty acids; sorbitol esters or their ethoxylated derivatives; monoglycerides or polyglycerides having 1 to 20 glycerol units or their alkoxylated derivatives; alkoxylated fatty amines, their esters or their salts; sugar esters; alkoxylated fatty amides; ethylene oxide / propylene oxide copolymers; and mixtures thereof, wherein the co-activator is present in an amount from 1 wt.% to 99 wt.% based on the total weight of the stabilizer composition; and

[0181] iii) A stable amount of hindered amine light stabilizer compound (HALS), the hindered amine light stabilizer compound containing a functional group according to formula (II):

[0182]

[0183] Where R 31 Selected from: hydrogen; OH; C1-C 20 Hydrocarbon group; -CH2CN; C1-C 12 Acyl group; or C1-C 18 Alkoxy; R 38 Selected from: hydrogen; or C1-C8 hydrocarbon groups; and R 29 R 30 R 32 and R 33 Each is independently selected from C1-C 20 hydrocarbon group, or R 29 and R 30 and / or R 32 and R 33 Together with the carbon attached to them, they form C5-C 10 cycloalkyl; or

[0184] According to the functional groups in formula (IIa):

[0185]

[0186] in

[0187] m is an integer from 1 to 2;

[0188] R 39 Selected from: hydrogen; OH; C1-C 20 Hydrocarbon group; -CH2CN; C1-C 12 Acyl group; or C1-C 18 alkoxy groups; and

[0189] G1-G4 are each independently selected from C1-C 20 hydrocarbon group; or

[0190] A mixture of HALS compounds having functional groups according to formulas (II) and (IIa).

[0191] Example 2. The stabilizer composition according to Example 1, wherein the UV absorber is an o-hydroxyphenyltriazine compound having a solubility of greater than 0.04 wt.% in cyclohexane.

[0192] Example 3. A stabilizer composition according to Example 1 or Example 2, wherein the o-hydroxyphenyl triazine compound is a 2-(2'-hydroxyphenyl)-1,3,5-triazine compound according to formula (I):

[0193]

[0194] in

[0195] R 34 and R 35 Same or different and selected independently

[0196] C6-C 10 Aryl, wherein the C6-C 10 The aryl group is optionally substituted at one to three substituted positions by one or more groups selected from OH, halogens, C1-C... 12 Alkyl, C1-C 12 Alkoxy, C1-C 12 Alkoxy esters, C 2-12 Alkyl group, or phenyl group, wherein the phenyl group is optionally substituted at one to three substituted positions by one or more groups selected from: hydroxyl, halogen, C 1-12 Alkyl, C 1-12 Alkoxy, C 1-12 alkoxy esters, or C 2-12 Alkyl group;

[0197] Single or double C1-C 12 Hydroxyl-substituted amino groups;

[0198] C2-C 12 Alkyl group;

[0199] C1-C 12 alkyl;

[0200] C1-C 10 Acyl group; or

[0201] C1-C 10 alkoxy groups; and

[0202] R 36 It is a substituent that is the same or different at positions 0 to 4 of the phenoxy moiety having formula (I) and is independently selected from hydroxyl, halogen, C1-C 12 Alkyl, C1-C 12 Alkoxy, C1-C 12 Alkoxy esters, C2-C 12 Alkyl; phenyl; or C1-C 12 Acyl group.

[0203] Example 4. The stabilizer composition according to Example 3, wherein the 2-(2'-hydroxyphenyl)-1,3,5-triazine compound is selected from the group consisting of the following items:

[0204] 4,6-Bis-(2,4-Dimethylphenyl)-2-(2-hydroxy-4-octoxyphenyl)-S-triazine;

[0205] 2-(4,6-diphenyl-1,3,5-triazine-2-yl-)-5-((hexyl)oxy-phenol;

[0206] 4,6-Bis-(2,4-dimethylphenyl)-2-(2,4-dihydroxyphenyl)-S-triazine;

[0207] 2,4-Bis(2,4-dihydroxyphenyl)-6-(4-chlorophenyl)-S-triazine;

[0208] 2,4-Bis[2-hydroxy-4-(2-hydroxy-ethoxy)phenyl]-6-(4-chlorophenyl)-S-triazine;

[0209] 2,4-Bis[2-hydroxy-4-(2-hydroxy-4-(2-hydroxy-ethoxy)phenyl]-6-(2,4-dimethylphenyl)-s-triazine;

[0210] 2,4-Bis[2-hydroxy-4-(2-hydroxyethoxy)phenyl]-6-(4-bromophenyl)-S-triazine;

[0211] 2,4-Bis[2-hydroxy-4-(2-acetoxyethoxy)phenyl]-6-(4-chlorophenyl)-S-triazine;

[0212] 2,4-Bis(2,4-dihydroxyphenyl)-6-(2,4-dimethylphenyl)-S-triazine;

[0213] 2,4-Bis(4-biphenyl)-6-[2-hydroxy-4-[(octoxycarbonyl)ethoxy]phenyl]-s-triazine;

[0214] 2,4-Bis(4-biphenyl)-6-[2-hydroxy-4-(2-ethylhexyloxy)phenyl]-S-triazine;

[0215] 2-Phenylacetyl-4-[2-hydroxy-4-(3-sec-butoxy-2-hydroxypropoxy)phenyl]-6-[2-hydroxy-4-(3-sec-pentoxy-2-hydroxypropoxy)phenyl]-s-triazine;

[0216] 2,4-Bis(2,4-dimethylphenyl)-6-[2-hydroxy-4-(-3-benzyloxy-2-hydroxypropoxy)phenyl]-s-triazine;

[0217] 2,4-Bis(2-hydroxy-4-n-butoxyphenyl)-6-(2,4-di-n-butoxyphenyl)-s-triazine;

[0218] 2,4-Bis(2,4-dimethylphenyl)-6-[2-hydroxy-4-(3-nonoxy-2-hydroxypropoxy)-5-α-cumylphenyl]-s-triazine;

[0219] Methylenebis-{2,4-bis(2,4-dimethylphenyl)-6-[2-hydroxy-4-(3-butoxy-2-hydroxypropoxy)phenyl]-s-triazine};

[0220] A mixture of methylene-bridged dimers in a 5:4:1 ratio at the 3:5', 5:5' and 3:3' positions;

[0221] 2,4,6-Tris(2-hydroxy-4-isooctyloxycarbonyliso-propoxy-phenyl)-S-triazine;

[0222] 2,4,6-Tris(2-hydroxy-4-octyloxy-phenyl)-1,3,5-triazine;

[0223] 2,4-Bis(2,4-dimethylphenyl)-6-(2-hydroxy-4-hexyloxy-5-∝-cumylphenyl)-S-triazine;

[0224] 2-(2,4,6-trimethylphenyl)-4,6-bis[2-hydroxy-4-(3-butoxy-2-hydroxypropoxy)phenyl]-s-triazine;

[0225] 2,4,6-Tris[2-hydroxy-4-(3-sec-butoxy-2-hydroxypropoxy)-phenyl]-s-triazine;

[0226] A mixture of 4,6-bis-(2,4-dimethylphenyl)-2-(2-hydroxy-4-(3-dodecyloxy-2-hydroxypropoxy)phenyl)-s-triazine and 4,6-bis-(2,4-dimethylphenyl)-2-(2-hydroxy-4-(3-tetratekoxy-2-hydroxypropoxy)phenyl)-s-triazine;

[0227] 4,6-Bis-(2,4-Dimethylphenyl)-2-(2-hydroxy-4(3-(2-ethylhexyloxy)-2-hydroxypropoxy)-phenyl)-S-triazine;

[0228] 4,6-Diphenyl-2-(4-hexyloxy-2-hydroxyphenyl)-S-triazine; and

[0229] A mixture of them.

[0230] Example 5. A stabilizer composition according to any one of Examples 1 to 4, wherein the UV absorber comprises o-hydroxybenzophenone compounds selected from the group consisting of: 2-hydroxy-4-methoxybenzophenone; 2,2'-dihydroxy-4-methoxybenzophenone; 2-hydroxy-4-octoxybenzophenone; 2,2'-dihydroxy-4,4'-di-methoxybenzophenone; 2,2'-dihydroxybenzophenone; 2,2'-dihydroxybenzophenone; 2,2',4,4'-tetrahydroxybenzophenone; 2,2'-dihydroxy-4,4'-dimethoxybenzophenone; 2,2'-dihydroxy-4,4'-diethoxybenzophenone; 2,2'-dihydroxy-4,4'-dipropoxybenzophenone; 2,2'-dihydroxy-4,4'- Dibutoxybenzophenone; 2,2'-dihydroxy-4-methoxy-4'-ethoxybenzophenone; 2,2'-dihydroxy-4-methoxy-4'-propoxybenzophenone; 2,2'-dihydroxy-4-methoxy-4'-butoxybenzophenone; 2,2'-dihydroxy-4-ethoxy-4'-propoxybenzophenone; 2,2'-dihydroxy-4-ethoxy-4'-butoxybenzophenone; 2,3'-dihydroxy-4,4'-dimethoxybenzophenone; 2,3'-dihydroxy-4-methoxy-4'-butoxybenzophenone; 2-hydroxy-4,4',5'-trimethoxybenzophenone; 2-hydroxy-4,4',6'-tributoxybenzophenone; 2-hydroxy-4-butoxy-4',5'-dihydroxybenzophenone 2-Hydroxybenzophenone; 2-Hydroxy-4-ethoxy-2',4'-dibutylbenzophenone; 2-Hydroxy-4-propoxy-4',6'-dichlorobenzophenone; 2-Hydroxy-4-propoxy-4',6'-dibromobenzophenone; 2,4-dihydroxybenzophenone; 2-Hydroxy-4-ethoxybenzophenone; 2-Hydroxy-4-propoxybenzophenone; 2-Hydroxy-4-butoxybenzophenone; 2-Hydroxy-4-methoxy-4'-methylbenzophenone; 2-Hydroxy-4-methoxy-4'-ethylbenzophenone; 2-Hydroxy-4-methoxy-4'-propylbenzophenone; 2-Hydroxy-4-methoxy-4'-butylbenzophenone; 2-Hydroxy-4-methoxy-4'-tert-butylbenzophenone; 2-Hydroxy-4 -Methoxy-4'-chlorobenzophenone; 2-hydroxy-4-methoxy-2'-chlorobenzophenone; 2-hydroxy-4-methoxy-4'-bromobenzophenone; 2-hydroxy-4,4'-dimethoxybenzophenone; 2-hydroxy-4,4'-dimethoxy-3-methylbenzophenone; 2-hydroxy-4,4'-dimethoxy-2'-ethylbenzophenone; 2-hydroxy-4,4',5'-trimethoxybenzophenone; 2-hydroxy-4-ethoxy-4'-methylbenzophenone; 2-hydroxy-4-ethoxy-4'-ethylbenzophenone; 2-hydroxy-4-ethoxy-4'-propylbenzophenone; 2-hydroxy-4-ethoxy-4'-butylbenzophenone; 2-hydroxy-4-ethoxy-4'-methoxybenzophenone;2-Hydroxy-4,4'-diethoxybenzophenone; 2-hydroxy-4-ethoxy-4'-propoxybenzophenone; 2-hydroxy-4-ethoxy-4'-butoxybenzophenone; 2-hydroxy-4-ethoxy-4'-chlorobenzophenone; 2-hydroxy-4-ethoxy-4'-bromobenzophenone; and mixtures thereof.

[0231] Example 6. A stabilizer composition according to any one of Examples 1 to 5, wherein the UV absorber comprises an o-hydroxyphenylbenzotriazole compound selected from the group consisting of: 2-(2'-hydroxy-5'-methylphenyl)-benzotriazole; 2-(2'-hydroxy-5'-tert-butylphenyl)benzotriazole; 2-(2'-hydroxy-3'-methyl-5'-tert-butylphenyl)-benzotriazole; 2-(2'-hydroxy-5'-cyclohexylphenyl)-benzotriazole; 2-(2'-hydroxy-3',5'-dimethylphenyl)-benzotriazole; 2-(2'-hydroxy-5'-tert-butylphenyl)-5-chloro-benzotriazole; 2-(2'-hydroxy-5'-tert-octylphenyl)-2H -Benzotriazole; 2-(2'-hydroxy-5-octylphenyl)-2H-benzotriazole; 2-(3',5'-di-tert-butyl-2'-hydroxyphenyl)-5-chlorobenzotriazole; 2-(3'-tert-butyl-5'-methyl-butyl-2'-hydroxyphenyl)-5-chlorobenzotriazole; 2-(3',5'-di-tert-pentyl-2'-hydroxyphenyl)benzotriazole; 2-(3',5'-bis(α,α-dimethylbenzyl)-2'-hydroxyphenyl)benzotriazole; 2-(3'-tert-butyl-2'-hydroxy-5'-(2-octoxycarbonylethyl)phenyl)benzotriazole; 2,2'-methylene-bis[4-(1,1,3,3-tetramethylbutyl)-6-benzotriazole-2-ylphenol] ]; transesterification product of 2-[3'-tert-butyl-5'-(2-methoxycarbonylethyl)-2'-hydroxyphenyl]-2H-benzotriazole with polyethylene glycol 300; 2-[2'-hydroxy-3'-(α,α-dimethylbenzyl)-5'-(1,1,3,3-tetramethyl-butyl)phenyl]benzotriazole; 5-trifluoromethyl-2-(2-hydroxy-3-α-cumyl-5-tert-octylphenyl)-2H-benzotriazole; 2-(2'-hydroxy-5'-(2-hydroxyethyl)phenyl)benzotriazole; 2-(2'-hydroxy-5'-(2-methacryloyloxyethyl)phenyl)benzotriazole; 2-(3'-tert-butyl-5'-methyl-2'-hydroxyphenyl)-5-chloro-benzotriazole Triazoles; 2-(3'-sec-butyl-5'-tert-butyl-2'-hydroxyphenyl)-benzotriazole; 2-(3',5'-di-tert-butyl-2'-hydroxyphenyl)-benzotriazole; 2-(5'-tert-octyl-2'-hydroxyphenyl)-benzotriazole; 2-(3'-dodecyl-5'-methyl-2'-hydroxyphenyl)-benzotriazole; 2-(3'-tert-butyl-5'-(2-octoxycarbonylethyl)-2'-hydroxyphenyl)-5-chlorobenzotriazole; 2-(5'-methyl-2'-hydroxyphenyl)-benzotriazole; 2-(5'-tert-butyl-2'-hydroxyphenyl)-benzotriazole; 2-(2'-hydroxy-3'-di-tert-butylphenyl)-benzotriazole; and mixtures thereof.

[0232] Example 7. A stabilizer composition according to any one of Examples 1 to 6, wherein the UV absorber comprises a benzoxazinone compound selected from the group consisting of: 2-methyl-3,1-benzoxazin-4-one; 2-butyl-3,1-benzoxazin-4-one; 2-phenyl-3,1-benzoxazin-4-one; 2-(1- or 2-naphthyl)-3,1-benzoxazin-4-one; 2-(4-biphenyl)-3,1-benzoxazin-4-one; 2-p-nitrophenyl-3,1-benzoxazin-4-one; 2-m-nitrophenyl-3,1-benzoxazin-4-one; 2-p-benzoylphenyl-3,1-benzoxazin-4-one; 2-p-methoxyphenyl-3,1-benzoxazin-4-one Azine-4-one; 2-O-methoxyphenyl-3,1-benzoxazine-4-one; 2-cyclohexyl-3,1-benzoxazine-4-one; 2-p-(or m-)phthalimide phenyl-3,1-benzoxazine-4-one; N-phenyl-4-(3,1-benzoxazine-4-one-2-yl)phthalimide; N-benzoyl-4-(3,1-benzoxazine-4-one-2-yl)aniline; N-benzoyl-N-methyl-4-(3,1-benzoxazine-4-one-2-yl)aniline; 2-[p-(N-phenylcarbamoyl)phenyl]-3,1-benzoxazine-4-one; 2-[p-(N-phenylN-methylcarbamoyl)phenyl]-3,1-benzoxazine-4-one ; 2,2'-Bis(3,1-benzoxazin-4-one); 2,2'-Ethylenebis(3,1-benzoxazin-4-one); 2,2'-Tetramethylenebis(3,1-benzoxazin-4-one); 2,2'-Hexamethylenebis(3,1-benzoxazin-4-one); 2,2'-Decamethylbis(3,1-benzoxazin-4-one); 2,2'-p-Phenylidenebis(3,1-benzoxazin-4-one); 2,2'-m-Phenylidenebis(3,1-benzoxazin-4-one); 2,2'-(4,4'-diphenylene)bis(3,1-benzoxazin-4-one); 2,2'-(2,6-or 1,5-naphthalene)bis(3,1-benzoxazin-4-one); 2,2'-(2-methyl 2,2'-(2-nitro-p-phenylene)bis(3,1-benzoxazin-4-one); 2,2'-(2-nitro-p-phenylene)bis(3,1-benzoxazin-4-one); 2,2'-(2-chloro-p-phenylene)bis(3,1-benzoxazin-4-one); 2,2'-(1,4-cyclohexylene)bis(3,1-benzoxazin-4-one); N-p-(3,1-benzoxazin-4-one-2-yl)phenyl; 4-(3,1-benzoxazin-4-one-2-yl)phthalimide; N-p-(3,1-benzoxazin-4-one-2-yl)benzoyl; 4-(3,1-benzoxazin-4-one-2-yl)aniline; 1,3,5-tris(3,1-benzoxazin-4-one-2-yl)benzene;1,3,5-Tris(3,1-benzoxazin-4-one-2-yl)naphthalene; and 2,4,6-Tris(3,1-benzoxazin-4-one-2-yl)naphthalene.

[0233] Example 8. A stabilizer composition according to any one of Examples 1 to 7, wherein the hindered amine light stabilizer is selected from the group consisting of: bis(2,2,6,6-tetramethylpiperidin-4-yl) sebacate; bis(2,2,6,6-tetramethylpiperidin-4-yl) succinate; bis(1,2,2,6,6-pentamethylpiperidin-4-yl) sebacate; bis(1-octoxy-2,2,6,6-tetramethylpiperidin-4-yl) sebacate; bis(1,2,2,6,6-pentamethylpiperidin-4-yl) n-butyl-3,5-di-tert-butyl-4-hydroxybenzylmalonate; condensed form of 1-(2-hydroxyethyl)-2,2,6,6-tetramethyl-4-hydroxypiperidin and succinic acid. Compounds; 2,2,6,6-tetramethylpiperidin-4-yl stearate; 2,2,6,6-tetramethylpiperidin-4-yl dodecanoate; 1,2,2,6,6-pentamethylpiperidin-4-yl stearate; 1,2,2,6,6-pentamethylpiperidin-4-yl dodecanoate; condensate of N,N'-bis(2,2,6,6-tetramethylpiperidin-4-yl)hexamethylenediamine and 4-tert-octylamino-2,6-dichloro-1,3,5-triazine; tris(2,2,6,6-tetramethylpiperidin-4-yl)hydantoin triacetate; tetra(2,2,6,6-tetramethylpiperidin-4-yl)-1,2,3,4-butanetetracarboxylate; 4-benzoyl-2,2,6, 6-Tetramethylpiperidine; 4-Stearoxy-2,2,6,6-Tetramethylpiperidine; bis(1,2,2,6,6-pentamethylpiperidinyl)-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]dec-2,4-dione; bis(1-octoxy-2,2,6,6-tetramethylpiperidinyl)sebacate; bis(1-octoxy-2,2,6,6-tetramethylpiperidinyl)succinate; condensation of N,N'-bis(2,2,6,6-tetramethylpiperidin-4-yl)hexamethylenediamine and 4-morpholino-2,6-dichloro-1,3,5-triazine Compounds; methylated condensates of N,N'-bis(2,2,6,6-tetramethylpiperidin-4-yl)hexamethylenediamine and 4-morpholino-2,6-dichloro-1,3,5-triazine; condensates of 2-chloro-4,6-bis(4-n-butylamino-2,2,6,6-tetramethylpiperidinyl)-1,3,5-triazine and 1,2-bis(3-aminopropylamino)ethane; condensates of 2-chloro-4,6-bis(4-n-butylamino-1,2,2,6,6-pentamethylpiperidinyl)-1,3,5-triazine and 1,2-bis(3-aminopropylamino)ethane; 8-acetyl-3-dodecyl-7,7,9,9-tetramethyl-1,3,8-triazaspiro[4].5] Dec-2,4-dione; 3-dodecyl-1-(2,2,6,6-tetramethylpiperidin-4-yl)pyrrolidine-2,5-dione; 3-dodecyl-1-(1-acetyl-2,2,6,6-tetramethylpiperidin-4-yl)pyrrolidine-2,5-dione; 3-dodecyl-1-(1,2,2,6,6-pentamethylpiperidin-4-yl)pyrrolidine-2,5-dione; a mixture of 4-hexadecyloxy- and 4-stearoyloxy-2,2,6,6-tetramethylpiperidine; a mixture of 4-hexadecyloxy- and 4-stearoyloxy-1,2,2,6,6-pentamethylpiperidine; N,N'-bis(2,2,6,6-tetramethylpiperidin-4-yl)hexamethylenediamine and 4-cyclohexyl Condensations of amino-2,6-dichloro-1,3,5-triazine; condensations of 1,2-bis(3-aminopropylamino)ethane, 2,4,6-trichloro-1,3,5-triazine and 4-butano-2,2,6,6-tetramethylpiperidine; condensations of 2-undecyl-7,7,9,9-tetramethyl-1-oxa-3,8-diaza-4-oxospiro[4.5]decane; oxo-piperazinyl-triazine; reaction product of 7,7,9,9-tetramethyl-2-cycloundecyl-1-oxa-3,8-diaza-4-oxospiro[4.5]decane and epichlorohydrin; tetra(2,2,6,6-tetramethyl-4-piperidinyl)butane-1,2,3,4-tetracarboxylic acid ester; 1,2,3,4-butanetetracarboxylic acid, Tetra(1,2,2,6,6-pentamethyl-4-piperidinyl) ester; 1,2,3,4-butanetetracarboxylic acid, 1,2,2,6,6-pentamethyl-4-piperidinyltridecyl ester; 1,2,3,4-butanetetracarboxylic acid, 2,2,6,6-tetramethyl-4-piperidinyltridecyl ester; 1,2,3,4-butanetetracarboxylic acid, a polymer of 2,2,6,6-tetramethyl-2,4,8,10-tetraoxaspiro[5.5]-undecane-3,9-diethanol, 1,2,2,6,6-pentamethyl-4-piperidinyl ester; 1,2,3,4-butanetetracarboxylic acid, a polymer of 2,2,6,6-tetramethyl-2,4,8,10-tetraoxaspiro[5.5]-undecane-3,9-diethanol, 1,2,2,6,6-pentamethyl-4-piperidinyl ester; 1,2,3,4-butanetetracarboxylic acid, a polymer of 2,2,6,6-tetramethyl-2,4,8,10-tetraoxaspiro[5.5].[5]-Undecane-3,9-diethanol, 2,2,6,6-tetramethyl-4-piperidinyl ester polymers; bis(1-undecoxy-2,2,6,6-tetramethylpiperidin-4-yl) carbonates; 1-(2-hydroxy-2-methylpropoxy)-2,2,6,6-tetramethyl-4-piperidinol; 1-(2-hydroxy-2-methylpropoxy)-4-octadecanoyloxy-2,2,6,6-tetramethylpiperidin; 1-(4-octadecanoyloxy-2,2,6,6-tetramethylpiperidin-1-yloxy)-2-octadecanoyloxy-2-methylpropane; 1-(2-hydroxyethyl)-2,2,6,6-tetramethyl-4-piperidinol; 1-(2 The reaction product of 2,2,6,6-tetramethyl-4-piperidinol and dimethyl succinate; 2,2,4,4-tetramethyl-7-oxa-3,20-diazabispiro[5.1.11.2]eicosano-21-one; esters of 2,2,6,6-tetramethyl-4-piperidinol with higher fatty acids; 3-dodecyl-1-(2,2,6,6-tetramethyl-4-piperidinyl)pyrrolidine-2,5-dione; 1H-pyrrole-2,5-dione, 1-octadecyl-, and polymers with (1-methylvinyl)benzene and 1-(2,2,6,6-tetramethyl-4-piperidinyl)-1H-pyrrole-2,5-dione; piperazineone, 1,1',1''-[1,3,5-triazine-2,4,6-triyltris[(cyclohexylimino)-2,1-ethanediyl]]tris[3,3,5,5-tetramethyl-;piperazinone, 1,1',1''-[1,3,5-triazine-2,4,6-triyltris[(cyclohexylimino)-2,1-ethanediyl]]tris[3,3,4,5,5-pentamethyl-;7,7,9,9-tetramethyl-2-cycloundecyl-1-oxa-3,8-diaza-4-oxospiro[4.5] The reaction product of decane and epichlorohydrin; a condensation of N,N'-bis(2,2,6,6-tetramethylpiperidin-4-yl)hexamethylenediamine and 4-cyclohexylamino-2,6-dichloro-1,3,5-triazine; a condensation of 1,2-bis(3-aminopropylamino)ethane, 2,4,6-trichloro-1,3,5-triazine and 4-butano-2,2,6,6-tetramethylpiperidin; a condensation of N,N'-bis(2,2,6,6-tetramethylpiperidin-4-yl)hexamethylenediamine and 4-morpholino-2,6-dichloro-1,3,5-triazine; 2-chloro-4,6-bis(4-n-butylamino-2,2,6,6-tetramethylpiperidinyl)-1,3,5-triazine and 1,2-bis(3-aminopropylamino) Condensates of ethane; condensates of 2-chloro-4,6-bis(4-n-butylamino-1,2,2,6,6-pentamethylpiperidinyl)-1,3,5-triazine and 1,2-bis(3-aminopropylamino)ethane; 2-[(2-hydroxyethyl)amino]-4,6-bis[N-(1-cyclohexyloxy-2,2,6,6-tetramethylpiperidin-4-yl)butano-1,3,5-triazine; malonic acid, [(4-methoxyphenyl)-methylene]-bis-(1,2,2,6,6-pentamethyl-4-piperidinyl) ester; tetra(2,2,6,6-tetramethylpiperidin-4-yl)-1,2,3,4-butanetetracarboxylic acid ester; phenylpropionic acid, 3,5-bis(1,1-dimethylethyl)-4-hydroxy-,1-[2-[3 -[3,5-bis(1,1-dimethylethyl)-4-hydroxyphenyl]-1-oxopropoxy]ethyl]-2,2,6,6-tetramethyl-4-piperidinyl ester; N-(1-octoxy-2,2,6,6-tetramethylpiperidin-4-yl)-N'-dodecyl oxalamide; tris(2,2,6,6-tetramethylpiperidin-4-yl)hydantoin triacetate; 1,5-dioxaspiro{5,5}undecane-3,3-dicarboxylic acid, bis(1,2,2,6,6-pentamethyl-4-piperidinyl): 1,5-dioxaspiro{5,5}undecane-3,3-dicarboxylic acid, bis(2,2,6,6-tetramethyl-4-piperidinyl); 1-(2-hydroxyethyl)-2,2,6,6-tetramethyl-4-hydroxypiperidin and succinate Condensations of acids; condensations of N,N'-bis(2,2,6,6-tetramethylpiperidin-4-yl)hexamethylenediamine and 4-tert-octylamino-2,6-dichloro-1,3,5-triazine; 1,2,3,4-butanetetracarboxylic acid, 1,2,2,6,6-pentamethyl-4-piperidinyltridecyl ester; tetra(2,2,6,6-tetramethylpiperidin-4-yl)-1,2,3,4-butanetetracarboxylic acid ester; 1,2,3,4-butanetetracarboxylic acid, 2,2,6,6-tetramethyl-4-piperidinyltridecyl ester; tetra(1,2,2,6,6-pentamethylpiperidin-4-yl)-1,2,3,4-butanetetracarboxylic acid ester; 2,2,4,4-tetramethyl-21-oxo-7-oxa-3,20-diazaspiro(5).A mixture of 1.11.2)-cuicosanoid-20-propionic acid-dodecyl ester and 2,2,4,4-tetramethyl-21-oxo-7-oxa-3,20-diazaspiro(5.1.11.2)-cuicosanoid-20-propionic acid-tetradecyl ester; 1H,4H,5H,8H-2,3a,4a,6,7a,8a-hexaazacyclopentane[def]fluorene-4,8-dione,hexahydro-2,6-bis(2,2 ,6,6-Tetramethyl-4-piperidinyl)-; polymethyl[propyl-3-oxy(2',2',6',6'-tetramethyl-4,4'-piperidinyl)]siloxane; polymethyl[propyl-3-oxy(1',2',2',6',6'-pentamethyl-4,4'-piperidinyl)]siloxane; copolymer of methyl methacrylate with ethyl acrylate and 2,2,6,6-tetramethylpiperidin-4-yl acrylate; mixed C. 20 To C 24A copolymer of α-olefin and (2,2,6,6-tetramethylpiperidin-4-yl)succinimide; a polymer of 1,2,3,4-butanetetracarboxylic acid with β,β,β',β'-tetramethyl-2,4,8,10-tetraoxaspiro[5.5]undecane-3,9-diethanol, and 1,2,2,6,6-pentamethyl-4-piperidinyl ester; 1,2,3,4-butanetetracarboxylic acid with β,β,β',β'-tetramethyl-2,4,8,10-tetraoxaspiro[5.5]undecane-3,9-diethanol, Polymers of 2,2,6,6-tetramethyl-4-piperidinyl ester copolymers; 1,3-benzenedicarboxamide, N,N'-bis(2,2,6,6-tetramethyl-4-piperidinyl); 1,1'-(1,10-dioxo-1,10-decanediyl)-bis(hexahydro-2,2,4,4,6-pentamethylpyrimidine; ethanediamide, N-(1-acetyl-2,2,6,6-tetramethylpiperidinyl)-N'-dodecyl; formamide, N,N'-1,6-hexanediylbis[N-(2,2,6,6-tetramethyl-4-piperidinyl)-N'-dodecyl; 2-methyl-N-(2,2,6,6-tetramethyl-4-piperidinyl)-; 2,2,4,4-tetramethyl-7-oxa-3,20-diaza-21-oxo-dispiro[5.1.11.2]eicosane; propionamide, 2-methyl-N-(2,2,6,6-tetramethyl-4-piperidinyl)-2-[(2,2,6,6-tetramethyl-4-piperidinyl)amino]-; 7-oxa-3,20-diaza-dispiro[5.1.11.2].2] Docosano-20-propionic acid, 2,2,4,4-tetramethyl-21-oxo-, dodecyl ester; N-(2,2,6,6-tetramethylpiperidin-4-yl)-β-aminopropionic acid dodecyl ester; N-(2,2,6,6-tetramethylpiperidin-4-yl)-N'-aminooxalamide; propionamide, N-(2,2,6,6-tetramethyl-4-piperidinyl)-3-[(2,2,6,6-tetramethyl-4-piperidinyl)amino]-; a mixture of 4-hexadecyloxy- and 4-stearooxy-2,2,6,6-tetramethylpiperidine; 3-dodecyl-1-(1,2,2,6,6-pentamethylpiperidin-4-yl)pyrrolidine-2,5-dione; 3-dodecyl -1-(1-acetyl-2,2,6,6-pentamethylpiperidin-4-yl)pyrrolidine-2,5-dione; bis(2,2,6,6-tetramethylpiperidin-4-yl)succinate; bis(1,2,2,6,6-pentamethylpiperidin-4-yl)n-butyl3,5-di-tert-butyl-4-hydroxybenzylmalonate; tris(2,2,6,6-tetramethylpiperidin-4-yl)hydantoin triacetate; 1,1'-(1,2-ethanediyl)bis(3,3,5,5-tetramethylpiperazinone); 4-benzoyl-2,2,6,6-tetramethylpiperidin; 4-stearoyl-2,2,6,6-tetramethylpiperidin; bis(1,2,2,6,6-pentamethylpiperidinyl)-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]dec-2,4-dione; bis(1-octoxy-2,2,6,6-tetramethylpiperidinyl)sebacate; bis(1-octoxy-2,2,6,6-tetramethylpiperidinyl)succinate; 8-acetyl-3-dodecyl-7,7,9,9-tetramethyl-1,3,8-triazaspiro[4.5]dec-2,4-dione; 3-dodecyl-1-(2,2,6,6-tetramethylpiperidin-4-yl)pyrrolidine-2,5-dione; 3-dodecyl-1-(1-acetyl-2,2,6,6-tetramethylpiperidin-4-yl)pyrrolidine-2,5-dione; Methylpiperidin-4-yl)pyrrolidine-2,5-dione; 3-dodecyl-1-(1,2,2,6,6-pentamethylpiperidin-4-yl)pyrrolidine-2,5-dione; a mixture of 4-hexadecoxy- and 4-stearooxy-2,2,6,6-tetramethylpiperidine; 2-undecyl-7,7,9,9-tetramethyl-1-oxa-3,8-diaza-4-oxospiro[4.5]decane; 1,5-dioxaspiro{5,5}undecane-3,3-dicarboxylic acid, bis(2,2,6,6-tetramethyl-4-piperidinyl) and 1,5-dioxaspiro{5,5}undecane-3,3-dicarboxylic acid, bis(1,2,2,2,6,6-pentamethyl-4-piperidinyl); N. 1 -(β-hydroxyethyl)3,3-pentamethylene-5,5-dimethylpiperazin-2-one; N1 -tert-octyl-3,3,5,5-tetramethyl-diazazo-2-one; N 1 -tert-octyl-3,3-pentamethylene-5,5-hexamethylene-diazaphen-2-one; N 1 -tert-octyl-3,3-pentamethylene-5,5-dimethylpiperazin-2-one; trans-1,2-cyclohexane-bis-(N 1 -5,5-Dimethyl-3,3-pentamethylene-2-piperazinone; trans-1,2-cyclohexane-bis-(N 1 -3,3,5,5-Dispiropyramethylene-2-piperazinone); N 1 -Isopropyl-1,4-diazabispiro-(3,3,5,5)pentamethylene-2-piperazinone; N 1 -Isopropyl-1,4-diazabispiro-3,3-pentamethylene-5,5-tetramethylene-2-piperazinone; N 1 -Isopropyl-5,5-dimethyl-3,3-pentamethylene-2-piperazinone; trans-1,2-cyclohexane-bis-N 1 -(dimethyl-3,3-pentamethylene-2-piperazinone); N 1 -Octyl-5,5-dimethyl-3,3-pentamethylene-1,4-diazaphen-2-one; N 1 -Octyl-1,4-diazabispiro-(3,3,5,5)pentamethylene-1,5-diazaphen-2-one; TINUVIN®XT 200; TINUVIN® NOR HALS 371; and mixtures thereof.

[0234] Example 9. A stabilizer composition according to any one of Examples 1 to 8, wherein the co-activator is an alcohol selected from the group consisting of: octanol; nonanol; 1-decanol; 1-undecanol; 1-dodecanol; 1-tridecanol; 1-tetradecanol; 1-pentadecanol; 1-hexadecanol; 1-heptadecanol; 1-heptadecanol; 1-heptadecanol; 1-octadecanol; 1-nonadecanol; 1-eicosanool; 1-dococosanool; 1-hexadecanol; 1-octadecanol; 1-triacontanol; 2-methyl-1-undecanol; 2-propyl-1-nonanol; 2-butyl-1-octanol; 2-methyl-1-tridecanol; 2-ethyl-1-dodecanol; 2-propyl-1-undecanol; 2-butyl- 1-Decanol; 2-pentyl-1-nonanol; 2-hexyl-1-octanol; 2-methyl-1-pentadecanol; 2-ethyl-1-tetradecanool; 2-propyl-1-tridecanool; 2-butyl-1-dodecanool; 2-pentyl-1-undecanool; 2-hexyl-1-decanool; 2-heptyl-1-decanool; 2-hexyl-1-nonanol; 2-octyl-1-octanol; 2-methyl-1-heptadecanool; 2-ethyl-1-hexadecanool; 2-propyl-1-pentadecanol; 2-butyl-1-tetradecanool; 1-pentyl-1-tridecanool; 2-hexyl-1-dodecanool; 2-octyl-1-decanool; 2-nonyl-1-nonanol; 2-dodecanool; 3-dodecanool; 4-dodecanool; 5-dodecanool; 6-Dodecanool; 2-Tetradecanool; 3-Tetradecanool; 4-Tetradecanool; 5-Tetradecanool; 6-Tetradecanool; Tetradecanool; 7-Tetradecanool; 2-Hexadecanool; 3-Hexadecanool; 4-Hexadecanool; 5-Hexadecanool; 6-Hexadecanool; 7-Hexadecanool; 8-Hexadecanool; 2-Octadecanol; 3-Octadecanol; 4-Octadecanol; 5-Octadecanol; 6-Octadecanol; 7-Octadecanol; 8-Octadecanol; 9-Octadecanol; 9-Octadecanol-1; 2,4,6-Trimethyl-1-Heptanol; 2,4,6,8-Tetramethyl-1-Nonanol; 3,5,5-Trimethyl-1-Hexanol; 3,5,5-Pentamethyl-1-Octanol; 3-Butyl-1-Nonanol; 3 -Butyl-1-undecaneol; 3-hexyl-1-undecaneol; 3-hexyl-1-tetaneol; 3-octyl-1-tetaneol; 2-methyl-2-undecaneol; 3-methyl-3-undecaneol; 4-methyl-4-undecaneol; 2-methyl-2-tetaneol; 3-methyl-3-tetaneol; 4-methyl-3-tetaneol; 4-methyl-4-tetaneol; 3-ethyl-3-decanool; 3-ethyl-3-dodecaneol; 2,4,6,8-tetramethyl-2-nonanol; 2-methyl-3-undecaneol; 2-methyl-4-undecaneol; 4-methyl-2-undecaneol; 5-methyl-2-undecaneol; 4-ethyl-2-decanool; 4-ethyl-3-decanool; and mixtures thereof.

[0235] Example 10. A stabilizer composition according to any one of Examples 1 to 8, wherein the co-activator is an alkoxylated alcohol according to formula (III), or a monoalkyl ether thereof:

[0236] R-(OCHR'CH2) y -OR” (III)

[0237] Where R is a hydrocarbon group having 12 to 60 carbon atoms; R' is selected from H or C1-C4 alkyl; R” is selected from H or a hydrocarbon group having 1 to 10 carbon atoms; and y is an integer from 1 to 100.

[0238] Example 11. The stabilizer composition according to Example 10, wherein R is C 12 To C 30 alkyl.

[0239] Example 12. The stabilizer composition according to Example 11, wherein the alkyl group contains 12 to 22 carbons.

[0240] Example 13. The stabilizer composition according to any one of Examples 10 to 12, wherein R” is H.

[0241] Example 14. A stabilizer composition according to any one of Examples 10 to 13, wherein y is from 1 to 75.

[0242] Example 15. A stabilizer composition according to any one of Examples 1 to 14, wherein the co-activator comprises an ethoxylated alcohol and / or a propoxylated alcohol, wherein the alcohol is selected from the group consisting of: docosyl alcohol; stearyl alcohol; oleyl alcohol; cetyl alcohol; isotrigine alcohol; lauryl alcohol; C 12 -C 15 alcohol; C 16 / C 18 Alcohols; and C 20 -C 50 alcohol.

[0243] Example 16. The stabilizer composition according to Example 15, wherein the co-activator comprises a mixture of ethoxylated alcohol and propoxylated alcohol.

[0244] Example 17. The stabilizer composition according to Example 16, wherein the alcohol comprises C 12 -C 30 alcohol.

[0245] Example 18. A stabilizer composition according to any one of Examples 15 to 17, wherein the co-activator is selected from the group consisting of: C0 having 2 ethylene oxide and 5 propylene oxide groups. 12 -C15 Carbonyl synthesis alcohols; and C18 groups having 5 ethylene oxide and 2 propylene oxide groups. 12 -C 15 Carbonyl synthesis of alcohols.

[0246] Example 19. A stabilizer composition according to any one of Examples 10 to 14, wherein R” is methyl and the co-activator comprises a monoalkyl ether of an ethoxylated alcohol and / or a propoxylated alcohol, wherein the alcohol is selected from the group consisting of: docosyl alcohol; stearyl alcohol; oleyl alcohol; cetyl alcohol; isotriadecyl alcohol; lauryl alcohol; C 12 -C 15 alcohol; C 16 / C 18 Alcohols; and C 20 -C 50 alcohol.

[0247] Example 20. A stabilizer composition according to any one of Examples 1 to 8, wherein the co-activator comprises an alkoxylated fatty amine according to formula (IV):

[0248] R 4 -NR 2 R 3 (IV), its esters or salts,

[0249] Or alkoxylated fatty amides according to formula (V):

[0250]

[0251] R, which has equations (IV) and (V) 4 Independently selected from C8-C 60 The hydrocarbon group is optionally interrupted by one or more heteroatoms; and has R of formula (IV) and formula (V). 2 and R 3 Each is independently selected from H, C1-C 30 alkyl, or

[0252] (-CH2CHR 5 O-)nH, where R 5 Selected from H or methyl, and n is an integer from 1 to 100; and

[0253] R, which has equations (IV) and (V) 2 Or R 3 At least one of them is selected from (-CH2CHR) 5 O-)nH.

[0254] Example 21. The stabilizer composition according to Example 20, wherein R has formula (IV) and formula (V) 4 It is C8-C30 Alkyl groups are optionally interrupted by one of a plurality of heteroatoms.

[0255] Example 22. The stabilizer composition according to Example 21, wherein R has formula (IV) and formula (V) 4 It is C 12 -C 22 Alkyl groups are optionally interrupted by one or more heteroatoms.

[0256] Example 23. A stabilizer composition according to any one of Examples 20 to 22, wherein R has formula (IV) and formula (V) 4 It was interrupted by oxygen atoms.

[0257] Example 24. The stabilizer composition according to any one of Examples 20 to 23, wherein the total value of n is an integer from 1 to 20.

[0258] Example 25. A stabilizer composition according to any one of Examples 20 to 24, wherein the co-activator is an alkoxylated fatty amine according to formula (IV) and selected from the group consisting of: ethoxylated and / or propoxylated stearylamine; oleylamine; tallow amine; cetylamine; decanoylamine; hydrogenated tallow amine; and cocoylamine.

[0259] Example 26. A stabilizer composition according to any one of Examples 20 to 25, wherein the co-activator is a carboxylate of an alkoxylated fatty amine species according to formula (IV).

[0260] Example 27. The stabilizer composition according to Example 26, wherein the carboxylate is derived from C2-C 30 carboxylic acid.

[0261] Example 28. The stabilizer composition according to Example 27, wherein the carboxylate is derived from C 12 -C 24 carboxylic acid.

[0262] Example 29. A stabilizer composition according to any one of Examples 20 to 24, wherein the co-activator is an alkoxylated fatty amide according to formula (V) and selected from the group consisting of: cocoamide monoethanolamine; cocoamide diethanolamine; lauramide diethanolamine; oleamide monoethanolamine; oleamide diethanolamine; and ethoxylated and / or propoxylated forms thereof.

[0263] Example 30. The stabilizer composition according to Example 29, wherein the alkoxylated fatty amide according to formula (V) further comprises from 1 to 50 ethoxylates and / or propoxylates.

[0264] Example 31. A stabilizer composition according to any one of Examples 1 to 8, wherein the co-activator comprises sorbitol ester or its ethoxylated form.

[0265] Example 32. The stabilizer composition according to Example 31, wherein the co-activator is selected from the group consisting of: sorbitol monolaurate; sorbitol monopalmitate; sorbitol monostearate; sorbitol monooleate; sorbitol monoresinate; sorbitol sesquioleate; sorbitol tristearate; polysorbate 20; polysorbate 21; polysorbate 40; polysorbate 60; polysorbate 61; polysorbate 80; polysorbate 81; and mixtures thereof.

[0266] Example 33. A stabilizer composition according to any one of Examples 1 to 8, wherein the co-activator comprises a monoglyceride or a polyglyceride or an ethoxylated thereof, wherein the polyglyceride comprises up to 20 glycerol units.

[0267] Example 34. The stabilizer composition according to Example 33, wherein the polyglycerol ester comprises up to 10 glycerol units.

[0268] Example 35. A stabilizer composition according to Example 33 or Example 34, wherein one or more ester groups are independently selected from C 12 -C 30 alkyl.

[0269] Example 36. A stabilizer composition according to any one of Examples 33 to 35, wherein the co-activator is selected from the group consisting of: glyceryl monostearate; glyceryl distearate; glyceryl oleate; glyceryl triisostearate; diglyceryl monostearate; diglyceryl diisostearate; diglyceryl monooleate; triglyceryl monostearate; hexaglyceryl distearate; polyglyceryl-10 monostearate; polyglyceryl-10 monooleate; polyglyceryl-10-dipalmitate; polyglyceryl-10-decaoleate; polyglyceryl-3-polyricinoleate; Polyglycerol esters of plant-based fatty acids; polyglycerol-4-decanoate; polyglycerol-3-decanoate; polyglycerol-4-isostearate; polyglycerol-3-oleate; polyglycerol-6-distearate; polyglycerol-9-stearate; polyglycerol-4-oleate; diglycerol distearate ethoxylate; glycerol stearate ethoxylate; glycerol oleate ethoxylate; glycerol laurate ethoxylate; glycerol cocoate ethoxylate; diglycerol distearate ethoxylate; diglycerol laurate ethoxylate; ethoxylated castor oil; and ethoxylated hydrogenated castor oil.

[0270] Example 37. A stabilizer composition according to any one of Examples 1 to 8, wherein the co-activator is a copolymer comprising ethylene oxide / propylene oxide (EO / PO) monomers.

[0271] Example 38. The stabilizer composition according to Example 37, wherein the ratio of the EO / PO monomer is from 1:99 to 99:1.

[0272] Example 39. The stabilizer composition according to Example 37 or Example 38, wherein the EO / PO ratio is from 1:9 to 9:1.

[0273] Example 40. The stabilizer composition according to any one of Examples 37 to 39, wherein the copolymer has a weight-average molecular weight up to and including 15,000 Da.

[0274] Example 41. The stabilizer composition according to Example 40, wherein the copolymer has a weight-average molecular weight up to and including 10,000 Da.

[0275] Example 42. A stabilizer composition according to any one of Examples 37 to 41, wherein the co-activator is selected from the group consisting of poly(ethylene glycol)-block-poly(propylene glycol)-block-poly(ethylene glycol) copolymers, wherein the EO portion is based on the total weight of the copolymer and ranges from 10 wt.% to 90 wt.%.

[0276] Example 43. A stabilizer composition according to any one of Examples 1 to 8, wherein the co-activator comprises an alkoxylated ester of a fatty acid.

[0277] Example 44. The stabilizer composition according to Example 43, wherein the ester moiety comprises C 12 -C 30 alkyl.

[0278] Example 45. A stabilizer composition according to Example 43 or Example 44, wherein the co-activator is an ethoxylated ester and / or propoxylated ester of a fatty acid selected from the group consisting of: ethylene glycol monostearate, ethylene glycol distearate, diethylene glycol monostearate, diethylene glycol distearate, diethylene glycol monooleate, diethylene glycol monolaurate, polyethylene glycol monostearate, polyethylene glycol distearate, polyethylene glycol monooleate, polyethylene glycol dioleate, polyethylene glycol monoresinate, polyethylene glycol diresinate, polyethylene glycol monocaprylate / caprate, polyethylene glycol monolaurate, polyethylene glycol dilaurate, polyethylene glycol beeswax, mannitol monooleate, natural oil ethoxylate / propoxylate, castor oil ethoxylate; pentylenetetrate dioleate; and mixtures thereof.

[0279] Example 46. A stabilizer composition according to any one of Examples 1 to 8, wherein the co-activator comprises a sugar ester.

[0280] Example 47. The stabilizer composition according to Example 46, wherein the sugar ester is selected from the group consisting of: sucrose stearate; sucrose distearate; sucrose polystearate; sucrose monopalmitate; sucrose laurate; and sucrose polypalmitate.

[0281] Example 48. The stabilizer composition according to any one of Examples 1 to 47 further comprises a stable amount of a co-stabilizer selected from the group consisting of: hindered benzoate; thioester; hydroxylamine; antioxidant; hindered phenol; phosphite; phosphonite; benzofuranone; nitrone; and mixtures thereof.

[0282] Example 49. The stabilizer composition according to Example 48, wherein the co-stabilizer is a hindered benzoate or benzamide compound according to formula (VI):

[0283]

[0284] in

[0285] R 21 and R 22 Each is independently selected from C1-C 12 alkyl;

[0286] T is selected from O or NR 24 , where R 24 Is it H or C1-C? 30 hydrocarbon group; and

[0287] R 23 Is it H or C1-C? 30 Hydrocarbon group.

[0288] Example 50. A stabilizer composition according to Example 48 or Example 49, wherein the hindered benzoate compound is selected from the group consisting of: 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; octyl-3,5-di-tert-butyl-4-hydroxybenzoate; decyl-3,5-di-tert-butyl-4-hydroxybenzoate; decyl-3,5-di-tert-butyl-4-hydroxybenzoate. 4-hydroxybenzoate; dodecyl-3,5-di-tert-butyl-4-hydroxybenzoate; tetradecyl-3,5-di-tert-butyl-4-hydroxybenzoate; behenyl-3,5-di-tert-butyl-4-hydroxybenzoate; 2-methyl-4,6-di-tert-butylphenyl-3,5-di-tert-butyl-4-hydroxybenzoate; butyl-3-[3-tert-butyl-4-(3,5-di-tert-butyl-4-hydroxybenzoyloxy)phenyl)propionate; and mixtures thereof.

[0289] Example 51. The stabilizer composition according to any one of Examples 1 to 50 further comprises a stable amount of a co-additive compound selected from the group consisting of: nucleating agents; fillers; metal stearates; metal oxides; reinforcing agents; plasticizers; lubricants; rheology modifiers; catalysts; leveling agents; optical brighteners; antistatic agents; foaming agents; flame retardants; dyes; pigments; and mixtures thereof.

[0290] Example 52. A stabilizer composition according to any one of Examples 1 to 51, wherein the co-activator and the UV absorber are present in a ratio from 1:50 to 200:1.

[0291] Example 53. A stabilizer composition according to any one of Examples 1 to 52, wherein the co-activator is present in a ratio of 1:20 to 50:1, or from 1:10 to 40:1, or from 1:5 to 20:1.

[0292] Example 54. A stabilizer composition according to any one of Examples 1 to 53, wherein the weight ratio of the hindered amine light stabilizer to o-hydroxyphenyltriazine is from 1:3 to 20:1.

[0293] Example 55. A masterbatch concentrate comprising a stabilizer composition as defined in any one of Examples 1 to 54; and at least one organic material that is the same as or compatible with the organic material to be stabilized, wherein the stabilizer composition is present in an amount from 10 wt.% to 90 wt.% based on the total weight of the masterbatch concentrate.

[0294] Example 56. The masterbatch concentrate according to Example 55, wherein the stabilizer composition is present in an amount from 30 wt.% to 80 wt.% based on the total weight of the masterbatch concentrate.

[0295] Example 57. The masterbatch concentrate according to Example 55 or Example 56, wherein the stabilizer composition is present in an amount from 40 wt.% to 75 wt.% based on the total weight of the masterbatch concentrate.

[0296] Example 58. A kit for stabilizing organic materials, the kit comprising a stabilizer composition according to any one of Examples 1 to 54 or a masterbatch concentrate according to any one of Examples 55 to 57 in one or more containers.

[0297] Example 59. The kit according to Example 58 further includes a co-stabilizer or co-additive according to any one of Examples 48 to 51 in the same or additional container.

[0298] Example 60. An article comprising an organic material to be stabilized; and

[0299] a) A stabilizer composition comprising, based on the total weight of the article, from 0.01 wt.% to 15 wt.% of the stabilizer composition.

[0300] i) A stable amount of ultraviolet absorbers (UVA) selected from the group consisting of: o-hydroxyphenyltriazine compounds; o-hydroxybenzophenone compounds; o-hydroxyphenylbenzotriazole compounds; benzoxazinone compounds; and mixtures thereof;

[0301] ii) a co-activator comprising, by weight, from 1 wt.% to 99 wt.% of the total weight of the stabilizer composition; and

[0302] iii) A stable amount of hindered amine light stabilizer compound (HALS), the hindered amine light stabilizer compound containing a functional group according to formula (II):

[0303]

[0304] Where R 31 Selected from: hydrogen; OH; C1-C 20 Hydrocarbon group; -CH2CN; C1-C 12 Acyl group; or C1-C 18 Alkoxy; R 38 Selected from: hydrogen; or C1-C8 hydrocarbon groups; and R 29 R 30 R 32 and R 33 Each is independently selected from C1-C 20hydrocarbon group, or R 29 and R 30 and / or R 32 and R 33 Together with the carbon attached to them, they form C5-C 10 cycloalkyl; or

[0305] According to the functional groups in formula (IIa):

[0306]

[0307] in

[0308] m is an integer from 1 to 2;

[0309] R 39 Selected from: hydrogen; OH; C1-C 20 Hydrocarbon group; -CH2CN; C1-C 12 Acyl group; or C1-C 18 alkoxy groups; and

[0310] G1-G4 are each independently selected from C1-C 20 hydrocarbon group; or

[0311] A mixture of HALS compounds having functional groups according to formulas (II) and (IIa); or

[0312] b) Masterbatch concentrate as defined in any of Examples 55 to 57, such that the final concentration of the co-activator in the article is from 0.01 wt.% to 5 wt.% based on the weight of the article.

[0313] Example 61. The article according to Example 60, wherein the concentration of the co-activator in the article is from 0.01 wt.% to 2 wt.% based on the weight of the article.

[0314] Example 62. The article according to Example 61, wherein the concentration of the co-activator in the article is from 0.01 wt.% to 1 wt.% based on the weight of the article.

[0315] Example 63. The article according to Example 62, wherein the concentration of the co-activator in the article is from 0.05 wt.% to 0.50 wt.% based on the weight of the article.

[0316] Example 64. The article according to Example 60, wherein the stabilizer composition or masterbatch concentrate is present at a final concentration of from 0.02 wt.% to 20 wt.% based on the total weight of the article.

[0317] Example 65. The article according to Example 64, wherein the stabilizer composition or masterbatch concentrate is present at a final concentration of 0.05 wt.% to 10 wt.% based on the total weight of the article.

[0318] Example 66. The article according to any one of Examples 60 to 65 is further characterized by having a contact angle with water at the surface of the article greater than 20°.

[0319] Example 67. The article according to Example 66, wherein the contact angle is greater than 50°.

[0320] Example 68. The article according to Example 67, wherein the contact angle is greater than 75°.

[0321] Example 69. An article according to any one of Examples 60 to 68, wherein the organic material to be stabilized is selected from the group consisting of: polyolefins, poly(ethylene-vinyl acetate) (EVA), polyesters, polyethers, polyketides, polyamides, natural and synthetic rubbers, polyurethanes, polystyrene, high-impact polystyrene, polyacrylates, polymethacrylates, polybutyl acrylates, polyacetals, polyacrylonitrile, polybutadiene, polystyrene, acrylonitrile-butadiene-styrene, styrene-acrylonitrile, acrylate-styrene-acrylonitrile, cellulose acetate butyrate, cellulose polymers, polyimides, polyamide-imides, polyetherimides, polyphenylene sulfide, polyphenylene ether polysulfone, polyethersulfone, polyvinyl chloride, polycarbonate, polyketides, aliphatic polyketides, thermoplastic olefins (TPO), amino resin crosslinked polyacrylates and polyesters, polyisocyanate crosslinked polyesters and polyacrylates. Phenol / formaldehyde, urea / formaldehyde and melamine / formaldehyde resins, dried and non-dried alkyd resins, alkyd resins, polyester resins, acrylate resins crosslinked with melamine resins, urea resins, isocyanates, isocyanurates, urethanes, epoxy resins, crosslinked epoxy resins derived from aliphatic, alicyclic, heterocyclic and aromatic glycidyl compounds, which are crosslinked with anhydrides or amines, polysiloxanes, Michael addition polymers, amines, amines terminated with activated unsaturated and methylene compounds, ketimins having activated unsaturated and methylene compounds, polyketimins combined with unsaturated acrylic polyacetoacetate resins, polyketimins combined with unsaturated acrylic resins, coating compositions, radiation-curable compositions, epoxy melamine resins, organic dyes, cosmetics, cellulose-based paper formulations, photographic film, fibers, waxes, and inks.

[0322] Example 70. The article according to Example 69, wherein the organic material to be stabilized is a polyolefin polymer selected from the group consisting of: i) a polymer of a monoolefin selected from polyethylene, polypropylene, polyisobutylene, polybut-1-ene, or poly-4-methylpent-1-ene; ii) a polymer of a diene selected from polyisoprene or polybutadiene; iii) a polymer of a cyclopentene or norbornene; iv) polyethylene selected from optionally crosslinked polyethylene, high-density polyethylene (HDPE), high-density and high-molecular-weight polyethylene (HDPE-HMW), high-density and ultra-high-molecular-weight polyethylene (HDPE-UHMW), medium-density polyethylene (MDPE), low-density polyethylene (LDPE), linear low-density polyethylene (LLDPE), very low-density polyethylene (VLDPE), or ultra-low-density polyethylene (ULDPE); v) thermoplastic olefins (TPO); vi) copolymers thereof; and vii) mixtures thereof.

[0323] Example 71. An article according to any one of Examples 60 to 70, wherein the stabilizer composition is as defined in any one of Examples 1 to 54.

[0324] Example 72. An article according to any one of Examples 60 to 71, wherein the ratio of surfactant to UVA in the article is from 200:1 to 1:50.

[0325] Example 73. The article according to Example 72, wherein the ratio of surfactant to UVA in the article is from 100:1 to 1:40.

[0326] Example 74. The article according to Example 73, wherein the ratio of surfactant to UVA in the article is from 50:1 to 1:30.

[0327] Example 75. A method for forming a stable article made from an organic material subjected to degradation and / or discoloration due to exposure to light, oxygen and / or heat, the method comprising: combining at least one organic material with a stabilizer composition as defined in any one of Examples 1 to 54, or a masterbatch concentrate as defined in any one of Examples 55 to 57, or a kit as defined in Examples 58 or 59; and extruding, molding, blow molding, rotational molding, casting, thermoforming or compacting the organic material into an article.

[0328] Example 76. The method according to Example 75, wherein the organic material is a polyolefin polymer selected from the group consisting of: i) a polymer of a monoolefin selected from polyethylene, polypropylene, polyisobutylene, polybut-1-ene, or poly-4-methylpent-1-ene; ii) a polymer of a diene selected from polyisoprene or polybutadiene; iii) a polymer of a cyclopentene or norbornene; iv) a polyethylene selected from optionally crosslinked polyethylene, high-density polyethylene (HDPE), high-density and high-molecular-weight polyethylene (HDPE-HMW), high-density and ultra-high-molecular-weight polyethylene (HDPE-UHMW), medium-density polyethylene (MDPE), low-density polyethylene (LDPE), linear low-density polyethylene (LLDPE), very low-density polyethylene (VLDPE), or ultra-low-density polyethylene (ULDPE); v) thermoplastic olefins (TPO); vi) copolymers thereof; and vii) mixtures thereof.

[0329] Example 77. The method according to Example 75 or Example 76, wherein the organic material is polyethylene or polypropylene and is blended with a stable amount of a stabilizer composition comprising i) from 0.01 wt.% to 5 wt.% of a hindered amine light stabilizer, in the form of a condensate of an N,N'-bis(2,2,6,6-tetramethyl-4-piperidinyl)-1,6-hexanediamine polymer reacted with morpholine-2,4-dichloro-1,3,5-triazine, methylated or unmethylated; ii) from 0.001 wt.% to 5 wt.% of o-hydroxyphenyl triazine, in the form of 4,6-bis-(2,4-dimethylphenyl)-2-(2-hydroxy-4-octoxyphenyl)-s-triazine; and iii) from 0.01 wt.% to 5 wt.% of a co-activator, in the form of diethylene glycol octadecyl ether.

[0330] Example 78. The method according to Example 77, wherein the amount of the co-activator is from 0.01 wt.% to 1 wt.% based on the total weight of the stabilizer composition.

[0331] Example 79. The method according to Example 77 or Example 78, wherein the o-hydroxyphenyltriazine is replaced by o-hydroxybenzophenone in the form of 2-hydroxy-4-octyloxybenzophenone and / or o-hydroxyphenylbenzotriazole in the form of 2-(2'-hydroxy-5'-octylphenyl)-benzotriazole.

[0332] Example 80. The method according to Example 77 or Example 78, wherein the stable amount of o-hydroxyphenyltriazine is reduced and replaced by an equal amount of o-hydroxyphenylbenzophenone in the form of 2-hydroxy-4-octyloxybenzophenone and / or o-hydroxyphenylbenzotriazole in the form of 2-(2'-hydroxy-5'-octylphenyl)-benzotriazole.

[0333] Example 81. The method according to any one of Examples 77 to 80, wherein the stabilizer composition further comprises (iv) from 0.01 wt.% to 5 wt.% of a hindered benzoate in the form of hexadecyl-3,5-di-tert-butyl-4-hydroxybenzoate.

[0334] Example

[0335] The following examples are provided to help those skilled in the art further understand certain embodiments of the present invention. These examples are intended for illustrative purposes and should not be construed as limiting the scope of the various embodiments of the present invention.

[0336] Example 1

[0337] UV weathering properties of polypropylene (60° gloss data)

[0338] Methods / methods used:

[0339] Sample preparation Various additive materials were blended with a polypropylene (Pro-fax 6301) polymer from Lyondell Basell Industries and extruded using standard single-screw extrusion parameters. Following extrusion, a standard 2×2×0.125 inch substrate and a 1-inch stretch bar were injection molded using an Arburg injection molding machine. The conditions during injection molding were as follows: nozzle temperature: 230°C; injection pressure: 60; shot size: 14.5. These additives were used as is, except for the methylation of certain ethoxylated alcohols according to the following method.

[0340] for UV weathering The samples were exposed to QUV-313 under ASTM G-154 test conditions. Gloss (60°) values ​​were measured at set exposure intervals. High gloss values ​​indicate a smooth surface, free from surface cracks or blooming. Samples were considered failed when they began to show surface cracks.

[0341] for physical properties Five tensile bars were tested at each data point on an Instron Engineering Company tensile testing machine (model TTB). The average physical properties of the five test specimens were measured using ASTM D638 Type-5 method. The crosshead speed of the tensile testing machine was 2 inches (0.508 cm) per minute. Specimens were considered failed if they retained less than 50% of their original physical properties.

[0342] Preparation of methylated ethoxylated alcohols

[0343] methylation Synthesis of S2 - Pour 4.35 g of sodium hydride into a 500 ml round-bottom flask, followed by 75 ml of n-heptane. Stir the flask with a magnetic stir bar under a nitrogen atmosphere for 20 minutes, then allow the NaH to settle. Remove the n-heptane using a pipette. Repeat the n-heptane washing. Then add 200 ml of fresh n-heptane. Add to this a mixture of 50 ml of tetrahydrofuran (THF) dissolved in... S2 (27g). In this... A slight exothermic reaction was observed during the addition of S2, and the contents were stirred at room temperature under nitrogen for approximately 30 minutes. Methyl iodine (10.5 g) was then slowly added to the mixture, and the contents were first stirred at room temperature for 1 hour and then heated to approximately 50°C for approximately 3 hours. The reaction was then cooled and diluted with 100 mL of methanol. The mixture was then concentrated under reduced pressure, and the residue was treated with a dichloromethane / water mixture. The organic layer was separated and washed with water, concentrated under reduced pressure, and dried under vacuum to give the desired methylation characterized by LC / MS and NMR analysis. S2.

[0344] methylation Synthesis of OL-4 - Place 4.8 g of sodium hydride into a 500 ml round-bottom flask, followed by 75 ml of n-heptane. Stir the flask with a magnetic stir bar under a nitrogen atmosphere for 20 minutes, then allow the NaH to settle. Remove the n-heptane using a pipette. Repeat the n-heptane washing. Then add 200 ml of fresh n-heptane. Add to this a mixture of 50 ml of tetrahydrofuran (THF) dissolved in... OL-4 (44.4g). In this... A slight exothermic reaction was observed during the addition of OL-4, and the contents were stirred at room temperature under nitrogen for approximately 30 minutes. Methyl iodine (15.6 g) was then slowly added to the mixture, and the contents were first stirred at room temperature for 1 hour and then heated to approximately 50°C for approximately 3 hours. The reaction was then cooled and diluted with 100 mL of methanol. The mixture was then concentrated under reduced pressure, and the residue was treated with a dichloromethane / water mixture. The organic layer was separated, washed with water, and concentrated under reduced pressure. A slightly yellow liquid material was obtained. The product was passed through silica gel and treated with activated carbon to remove the chromophore. The resulting product was characterized by LC / MS and NMR analysis as the desired methylation. OL-4.

[0345] These results are shown in the table below and Figure 1A-B. The following provides information on the various co-activators and other additives used in the formulation of these examples, listed by trade name, chemical name, and source of supply. In some cases, these same chemicals may be available from other suppliers under different trade names.

[0346] Table of Chemical Sources

[0347]

[0348]

[0349]

[0350]

[0351]

[0352] Table 1: UV weathering properties of polypropylene stabilized with HALS + UV absorber + mono-hydroxy alcohol

[0353] (60° gloss data)

[0354]

[0355] The sample failed due to surface cracks.

[0356] Formulations 1-(4) demonstrated that stearyl alcohol exhibited synergistic properties when used in combination with UV-1164 (UV absorber) / UV-3346 (HALS).

[0357] Table 2: UV weathering properties of polypropylene stabilized with HALS + UV absorber + glyceryl ester

[0358] (60° gloss data)

[0359]

[0360] The sample failed due to surface cracks.

[0361] Formulation 2-(4) demonstrated that glyceryl monostearate exhibited synergistic properties when used in combination with UV-1164 (UV absorber) / UV-3346 (HALS).

[0362] Table 3: UV weathering properties of polypropylene stabilized with HALS + UV absorber + sorbitol ester

[0363] (60° gloss data)

[0364]

[0365] The sample failed due to surface cracks.

[0366] Formulation 3-(4) demonstrated that sorbitan monostearate exhibited synergistic properties when used in combination with UV-1164 (UV absorber) / UV-3346 (HALS).

[0367] Table 4: UV weathering properties of polypropylene stabilized with UV absorber and ethoxylated alcohol

[0368] (60° gloss data)

[0369]

[0370] The sample failed due to surface cracks.

[0371] Formulations 4-(6) and 4-(8) demonstrate that triazine UV absorbers ( Both 1577FF and UV-1164 should be compared with The S2 combination demonstrated synergistic performance.

[0372] Table 5: UV weathering properties of polypropylene stabilized with UV absorber and ethoxylated alcohol

[0373] (60° gloss data)

[0374]

[0375] The sample failed due to surface cracks.

[0376] Comparing formulations 5-(4) and 5-(8) in the table above demonstrates that when combined with... When used in combination with S2, benzophenone UV absorber (UV-531) showed higher synergistic performance than triazine UV absorber (UV-1164).

[0377] Tables 6A and 6B: UV weathering properties of polypropylene stabilized with HALS variants and ethoxylated alcohols

[0378] (60° gloss data)

[0379] 6A

[0380]

[0381] The sample failed due to surface cracks.

[0382] 6B

[0383]

[0384] The sample failed due to surface cracks.

[0385] Preparations 6-(4), 6-(6), and 6-(10) show that HALS (UV-3529, UV-3853, UV-3346) when combined with No synergistic performance was observed when the S2 was used in combination.

[0386] Table 7A: UV weathering properties of polypropylene stabilized with UV absorber + HALS + ethoxylated alcohol

[0387] (60° gloss data)

[0388] 7A.

[0389]

[0390] The sample failed due to surface cracks.

[0391] Formulations 7-(6), 7-(8), and 7-(10) demonstrate that HALS (UV-3346) in combination with triazine UV absorber variants is effective when combined with... S2 showed synergistic properties when used in combination. Formulation 7-(4) showed a lack of synergistic properties when methylated UV-1164 was used.

[0392] Table 7B: Solubility of triazine UV absorbers in cyclohexane at room temperature (20°C).

[0393] 7B.

[0394]

[0395] Tables 7A and 7B show that formulations containing triazine, which has high solubility in cyclohexane, are superior to formulations containing triazine, which has very low solubility in cyclohexane.

[0396] Table 8: UV weathering properties of polypropylene stabilized with HALS + UV absorber + ethoxylated alcohol

[0397] (Physical property: Percentage of fracture stress retained)

[0398]

[0399] The sample retains less than 50% of its original tensile strength.

[0400] Preparation 8-(4) proved that S2 exhibits synergistic performance in enhancing physical properties when used in combination with UV-1164 (UV absorber) / UV-3346 (HALS).

[0401] Table 9: UV weathering properties of polypropylene stabilized with HALS + different types of UV absorbers + ethoxylated alcohols

[0402] (60° gloss data)

[0403]

[0404] The sample failed due to surface cracks.

[0405] Formulations 9-(2), 9-(4), and 9-(6) demonstrate that HALS (UV-3346) in combination with different classes of UV absorbers is effective when combined with... The S2 combination demonstrates synergistic performance.

[0406] Table 10: UV weathering properties of polypropylene stabilized with HALS + UV absorber + hindered benzoate + ethoxylated alcohol

[0407] (60° gloss data)

[0408]

[0409] The sample failed due to surface cracks.

[0410] Formulation 10-(2) demonstrated that HALS (UV-3346) in combination with UV absorber (UV-i164) and hindered benzoate (UV-2908) was effective when combined with... The S2 combination demonstrates synergistic performance.

[0411] Table 11: Comparison of HALS + UV absorber + stearyl alcohol UV weathering properties of S2 stabilized polypropylene

[0412] (60° gloss data)

[0413]

[0414] The sample failed due to surface cracks.

[0415] Comparison of formulations 11-(3) and 11-(4) demonstrates that HALS (UV-3346) in combination with the UV absorber (UV-1164) is effective when combined with... When used together with S2, it showed higher synergistic performance than when used with stearyl alcohol.

[0416] Table 12: UV absorption of polypropylene stabilized with HALS + UV absorber + ethoxylated alcohols with different degrees of ethoxylation Weathering performance

[0417] (60° gloss data)

[0418]

[0419] The sample failed due to surface cracks.

[0420] Formulations 12-(3), 12-(4) and 12-(5) in the table above demonstrate that ethoxylated alcohols with different degrees of ethoxylation exhibit synergistic properties when used with HALS (UV-3346) and UV absorber (UV-1164).

[0421] Table 13: UV weathering properties of polypropylene stabilized with HALS + UV absorber + ethoxylated alcohol with alkyl chain variants able

[0422] (60° gloss data)

[0423]

[0424]

[0425] The sample failed due to surface cracks.

[0426] Formulations 13-(3) to 13-(7) demonstrated that ethoxylated alcohols with different degrees of alkyl chain length exhibited synergistic properties when used with HALS (UV-3346) and UV absorber (UV-1164).

[0427] Table 14: UV weathering properties of polypropylene stabilized with HALS + UV absorber + ethoxylated branched alcohol

[0428] (60° gloss data)

[0429]

[0430] The sample failed due to surface cracks.

[0431] Formulations 14-(5) and 14-(6) demonstrated that branched ethoxylated alcohols exhibited synergistic properties when used with HALS (UV-3346) and UV absorber (UV-1164).

[0432] Table 15: UV weathering properties of polypropylene stabilized with HALS + UV absorber + alkylated ethoxylated alcohol

[0433] (60° gloss data)

[0434]

[0435] The sample failed due to surface cracks.

[0436] Formulations 15-(5) and 15-(6) demonstrated that methylated ethoxylated alcohols exhibited synergistic properties when used with HALS (UV-3346) and UV absorber (UV-1164).

[0437] Tables 16A and 16B: UV weathering properties of polypropylene stabilized with HALS variant + UV absorber + ethoxylated alcohol

[0438] (60° gloss data)

[0439] 16A

[0440]

[0441] The sample failed due to surface cracks.

[0442] 16B

[0443]

[0444] The sample failed due to surface cracks.

[0445] Formulations 16-(2), 16-(4), and 16-(6) demonstrate that all HALS (UV-3346, UV-3529, UV-3853) in combination with the UV absorber (UV-1164) are effective when combined with... The S2 combination demonstrates synergistic performance.

[0446] Table 17: UV weathering properties of polypropylene stabilized with HALS + UV absorber + sorbitol ester

[0447] (60° gloss data)

[0448]

[0449] The sample failed due to surface cracks.

[0450] Formulations 17-(6), 17-(7) and 17-(8) demonstrate that HALS (UV-3346) in combination with the UV absorber (UV-1164) exhibits synergistic performance when used in combination with different dehydrated sorbitol esters.

[0451] Table 18: UV weathering properties of polypropylene stabilized with +HALS + UV absorber + ethoxylated dehydrated sorbitol ester

[0452] (60° gloss data)

[0453]

[0454] *Sample failed due to surface cracks

[0455] Formulations 18-(5) and 18-(6) demonstrated that HALS (UV-3346) in combination with the UV absorber (UV-1164) exhibited synergistic performance when used in combination with different ethoxylated sorbitol esters.

[0456] Table 19: UV weathering properties of polypropylene stabilized with HALS + UV absorber + sucrose ester

[0457] (60° gloss data)

[0458]

[0459] The sample failed due to surface cracks.

[0460] Formulations 19-(3) in the table above demonstrate that HALS (UV-3346) in combination with the UV absorber (UV-1164) exhibits synergistic performance when used in combination with sucrose esters.

[0461] Tables 20A, 20B, and 20C: UV weathering of polypropylene stabilized with HALS + UV absorber + fatty acid ethoxylated esters performance

[0462] (60° gloss data)

[0463] 20A.

[0464]

[0465] The sample failed due to surface cracks.

[0466] 20B.

[0467]

[0468] The sample failed due to surface cracks.

[0469] 20C.

[0470]

[0471]

[0472] The sample failed due to surface cracks.

[0473] Formulations 20-(6), 20-(7), 20-(8), 20-(11), and 20-(14) demonstrate that HALS (UV-3346) in combination with a UV absorber (UV-1164) exhibits synergistic performance when used in combination with ethoxylated esters of fatty acids.

[0474] Tables 21A and 21B: UV weathering properties of polypropylene stabilized with HALS, UV absorber, and ethylene glycol fatty acid esters

[0475] (60° gloss data)

[0476] 21A.

[0477]

[0478] The sample failed due to surface cracks.

[0479] 21B.

[0480]

[0481] The sample failed due to surface cracks.

[0482] Formulations 21-(4) and 21-(7) demonstrated that HALS (UV-3346) in combination with the UV absorber (UV-1164) exhibited synergistic performance when used in combination with ethylene glycol fatty acid esters.

[0483] Table 22: UV weathering properties of polypropylene stabilized with HALS + UV absorber + ethoxylated castor oil

[0484] (60° gloss data)

[0485]

[0486] *Sample failed due to surface cracks

[0487] Formulation 22-(4) demonstrated that HALS (UV-3346) in combination with UV absorber (UV-1164) exhibited synergistic performance when used in combination with ethoxylated castor oil.

[0488] Tables 23A and 23B: UV weathering properties of polypropylene stabilized with HALS + UV absorber + ethoxylated hydrogenated castor oil

[0489] (60° gloss data)

[0490] 23A.

[0491]

[0492] The sample failed due to surface cracks.

[0493] 23B.

[0494]

[0495] The sample failed due to surface cracks.

[0496] Formulations 23-(3) and 23-(7) demonstrated that HALS (UV-3346) in combination with UV absorber (UV-1164) exhibited synergistic performance when used in combination with ethoxylated hydrogenated castor oil.

[0497] Table 24: UV weathering of polypropylene stabilized with HALS + UV absorber + ethylene oxide / propylene oxide block copolymer performance

[0498] (60° gloss data)

[0499]

[0500]

[0501] The sample failed due to surface cracks.

[0502] Formulations 24-(9) to 24-(15) demonstrate that HALS (UV-3346) in combination with the UV absorber (UV-1164) exhibits synergistic properties when used in combination with ethylene oxide / propylene oxide block copolymers.

[0503] Tables 25A and 25B: UV weathering properties of polypropylene stabilized with HALS + UV absorber + fatty amine ethoxylate

[0504] (60° gloss data)

[0505] 25A.

[0506]

[0507]

[0508] The sample failed due to surface cracks.

[0509] 25B.

[0510]

[0511] The sample failed due to surface cracks.

[0512] Formulations 25-(8) to 25-(13), 25-(18) and 25-(19) demonstrate that HALS (UV-3346) in combination with UV absorber (UV-1164) exhibits synergistic performance when used in combination with fatty amine ethoxylates.

[0513] Tables 26A and 26B: UV weathering properties of polypropylene stabilized with HALS + UV absorber + fatty acid amide ethoxylate able

[0514] (60° gloss data)

[0515] 26A.

[0516]

[0517]

[0518] The sample failed due to surface cracks.

[0519] 26B.

[0520]

[0521] The sample failed due to surface cracks.

[0522] Formulations 26-(6) to 26-(8) and 26-(11) demonstrate that HALS (UV-3346) in combination with UV absorber (UV-1164) exhibits synergistic performance when used in combination with fatty acid amide ethoxylates.

[0523] Tables 27A and 27B: UV weathering properties of polypropylene stabilized with HALS + UV absorber + fatty acid polyglycerol ester

[0524] (60° gloss data)

[0525] 27A.

[0526]

[0527]

[0528] The sample failed due to surface cracks.

[0529] 27B.

[0530]

[0531] The sample failed due to surface cracks.

[0532] Formulations 27-(5), 27-(6), and 27-(9) demonstrate that HALS (UV-3346) in combination with the UV absorber (UV-1164) exhibits synergistic performance when used in combination with polyglycerol esters of fatty acids.

[0533] Tables 28A and 28B: UV weathering of polypropylene stabilized with HALS + UV absorber + alcohol ethoxylate / propoxylate performance

[0534] (60° gloss data)

[0535] 28A.

[0536]

[0537] The sample failed due to surface cracks.

[0538] 28B.

[0539]

[0540] The sample failed due to surface cracks.

[0541] Formulations 28-(3) and 28-(7) demonstrate that HALS (UV-3346) in combination with the UV absorber (UV-1164) exhibits synergistic performance when used in combination with alcohol ethoxylates / propoxylates.

[0542] Table 29: UV weathering properties of polypropylene stabilized with HALS + UV absorber + ethoxylated alcohol

[0543] (60° gloss data)

[0544]

[0545] The sample failed due to surface cracks.

[0546] Table 29 shows a series of ethoxylated alcohols that can be used in this invention and contain ethoxylated C. 12Stabilizer formulations containing alcohols (or those with higher carbon numbers) offer the best stability. The ethoxylated alcohol can also be alkylated at the terminal hydroxyl group.

[0547] Example 2

[0548] UV weathering properties of other resin types / (60° gloss data)

[0549] Similar to Example 1, various additive compounds were combined with high-density polyethylene polymer (as... 2909 is available from Nova Chemicals) or with polyamide nylon 66 polymer (as U4800NC01 (available from M. Holland) was compounded and extruded using standard twin-screw extrusion parameters. After extrusion, a standard 2×2×0.125 inch substrate and a 1-inch stretch bar were injection molded using an Arburg injection molding machine. These results are provided in the table below.

[0550] Table 30: UV weathering properties of high-density polyethylene stabilized with HALS + UV absorber + ethoxylated alcohol

[0551] (60° gloss data)

[0552]

[0553] The sample failed due to surface cracks.

[0554] In high-density polyethylene polymers, formulation 30-(3) demonstrated that HALS (UV-3346) in combination with UV absorber (UV-1164) was effective when combined with... The S2 combination demonstrates synergistic performance.

[0555] Table 31: UV weathering properties of high-density polyethylene stabilized with HALS + UV absorber + ethoxylated alcohol

[0556] ( Physical properties: Percentage of fracture strain retained )

[0557]

[0558]

[0559] ***The sample retains less than 50% of the original elongation at break.

[0560] In high-density polyethylene polymers, formulation 31-(3) demonstrated that HALS (UV-3346) in combination with UV absorber (UV-1164) was effective when combined with... When used in combination, S2 exhibits synergistic performance in enhancing physical properties.

[0561] Table 32: UV weathering properties of polyamide (nylon 66) stabilized with HALS + UV absorber + ethoxylated alcohol

[0562] (60° gloss data)

[0563]

[0564] The sample failed due to surface cracks.

[0565] In nylon, formulation 32-(2) demonstrated that HALS (UV-3346) in combination with the UV absorber (UV-1164) was effective when combined with... The S2 combination demonstrates synergistic performance.

[0566] Example 3

[0567] Contact angle measurement (water on a polypropylene substrate)

[0568] Contact angles were measured using the seated drop method, an optical contact angle method employed with the KSV Model 200 CAM. Measurements were performed on several droplets on an injection-molded substrate. The instrument software measured the left and right angles using a method based on Young's equation / Laplace's equation. The droplet area was measured using the software, rather than controlling the droplet volume with a micropipette. The volume of each droplet was approximately 10.0 ± 0.5 μL. The results are shown in the table below.

[0569] Table 33. Contact Angle Measurement (Water on Polypropylene Substrate)

[0570]

[0571] Table 33 shows that the formulations of the present invention can provide a low degree of wettability, as measured by contact angle measurements with water droplets on the surface of an article made of a material containing a stabilizer composition as described herein, such as polypropylene.

[0572] As will be appreciated by those skilled in the art, all ranges described herein include upper and lower limits and any values ​​in between, as precisely listed herein, and each value is contemplated by the inventors. Therefore, disclosure of a narrower range or a more specific group, in addition to a broader range, does not constitute a waiver of claims to that broader range or larger group. Various patent and / or scientific literature references have been mentioned throughout this application. The disclosures of these publications are incorporated herein by reference in their entirety, as if written herein. However, if any terminology in this application contradicts or conflicts with terminology in an incorporated reference, the terminology from this application shall prevail over the conflicting terminology from the incorporated reference. In view of the foregoing description and examples, those skilled in the art will be able to implement the claimed disclosure without excessive experimentation.

[0573] While the foregoing description has shown, described and pointed out the essential novel features of typical embodiments of the present invention, it should be understood that those skilled in the art can make various omissions, substitutions and changes without departing from the scope of this teaching.

Claims

1. A stabilizer composition for use in polymeric organic materials, the stabilizer composition comprising the following components: i) A stable amount of ultraviolet absorber (UVA), wherein the ultraviolet absorber (UVA) is selected from 2-hydroxy-4-octyloxybenzophenone; 2-(2'-hydroxy-5-tert-octylphenyl)-2H-benzotriazole; and its mixtures; ii) A stabilizing amount of a co-activator selected from diethylene glycol octadecyl ether, wherein the co-activator is present in an amount from 1 wt.% to 99 wt.% based on the total weight of the stabilizer composition; and iii) Stable amounts of hindered amine light stabilizer compounds (HALS) selected from the condensate of N,N'-bis(2,2,6,6-tetramethylpiperidin-4-yl)hexamethylenediamine and 4-morpholino-2,6-dichloro-1,3,5-triazine; and methylated condensates of N,N'-bis(2,2,6,6-tetramethylpiperidin-4-yl)hexamethylenediamine and 4-morpholino-2,6-dichloro-1,3,5-triazine. and its mixtures; The final concentration of the co-activator in the stabilized article is 0.01 wt.% to 1 wt.%, based on the weight of the stabilized article, which is formed from a polymeric organic material stabilized by the stabilizer composition, and the surface of the stabilized article has a contact angle with water greater than 20º.

2. The stabilizer composition according to claim 1, wherein the co-activator and the UV absorber combined with HALS (co-activator: (UVA + HALS)) are present in a weight ratio from 1:20 to 50:

1.

3. A masterbatch concentrate comprising a stabilizer composition as defined in any one of claims 1 to 2; and at least one polymeric organic material that is the same as or compatible with the polymeric organic material to be stabilized by the masterbatch concentrate, wherein the stabilizer composition is present in an amount from 10 wt.% to 90 wt.% based on the total weight of the masterbatch concentrate.

4. A stabilized article having a contact angle with water at its surface greater than 20º, the stabilized article comprising a polymeric organic material to be stabilized; and a) A stabilizer composition as defined in any one of claims 1 to 2, ranging from 0.01 wt.% to 15 wt.% based on the total weight of the article; or b) Masterbatch concentrate as defined in claim 3; This results in a final concentration of the co-activator in the article of 0.01 wt.% to 1 wt.%, calculated based on the weight of the article.

5. The article of claim 4, wherein the final concentration of the co-activator in the article is from 0.05 wt.% to 0.5 wt.% based on the weight of the article.

6. The article of claim 4 to 5, wherein the organic material to be stabilized is selected from the group consisting of the following: Polyolefins, poly(ethylene-vinyl acetate) (EVA), polyesters, polyethers, polyketides, polyamides, natural and synthetic rubbers, polyurethanes, polystyrene, polyacrylates, polymethacrylates, polybutyl acrylates, polyacetals, polyacrylonitrile, polybutadiene, acrylonitrile-butadiene-styrene, styrene-acrylonitrile, acrylate styrene-acrylonitrile, cellulose acetate butyrate, cellulose polymers, polyimides, polyamide-imides, polyether-imides, polyphenylene sulfide, polyphenylene ether polysulfone, polyethersulfone, polyvinyl chloride, polycarbonate, aliphatic polyketides, thermoplastic olefins (TPO), amino resin crosslinked polyacrylates and polyesters, polyisocyanate crosslinked polyesters and polyacrylates, phenol / formaldehyde, urea / formaldehyde and melamine / formaldehyde resins, alkyd resins, polyesters Resins, acrylate resins crosslinked with melamine resins, urea resins, isocyanates, isocyanurates, urethanes, epoxy resins, crosslinked epoxy resins derived from aliphatic, alicyclic, heterocyclic and aromatic glycidyl compounds, which are crosslinked with anhydrides or amines, polysiloxanes, Michael addition polymers, amines, amines terminated with activated unsaturated and methylene compounds, ketimins having activated unsaturated and methylene compounds, polyketimins combined with unsaturated acrylic polyacetoacetate resins, polyketimins combined with unsaturated acrylic resins, coating compositions, radiation-curable compositions, epoxy melamine resins, organic dyes, cosmetics, cellulose-based paper formulations, photographic film, fibers, waxes, and inks.

7. The article of claim 6, wherein the organic material to be stabilized is a polyolefin polymer selected from the group consisting of: i) a polymer of a monoolefin selected from polyethylene, polypropylene, polyisobutylene, polybut-1-ene, or poly-4-methylpent-1-ene; ii) a polymer of a diene selected from polyisoprene or polybutadiene; iii) a polymer of a cyclic olefin selected from cyclopentene or norbornene; iv) a polyethylene selected from optionally crosslinked polyethylene, high-density polyethylene (HDPE), high-density and high-molecular-weight polyethylene (HDPE-HMW), high-density and ultra-high-molecular-weight polyethylene (HDPE-UHMW), medium-density polyethylene (MDPE), low-density polyethylene (LDPE), linear low-density polyethylene (LLDPE), very low-density polyethylene (VLDPE), or ultra-low-density polyethylene (ULDPE); v) thermoplastic olefins (TPO); vi) copolymers of any of the mono-, di-, cyclic, thermoplastic olefins; and vii) mixtures of any of (i) to (vi).

8. The article according to any one of claims 4 to 5, wherein the ratio of surfactant to UVA in the article is from 200:1 to 1:

50.

9. The article of claim 8, wherein the ratio of surfactant to UVA in the article is from 50:1 to 1:

30.

10. The article of any one of claims 4 to 5, wherein the contact angle with water at the surface of the article is greater than 50º.

11. The article according to any one of claims 4 to 5, wherein the polymeric organic material is polyethylene or polypropylene and is blended with a stabilizing amount of a stabilizer composition, the stabilizer composition comprising i) 0.01 wt.% to 5 wt.% of benzotriazole compounds selected from the group consisting of: 2-(2'-hydroxy-5-tert-octylphenyl)-2H-benzotriazole; ii) From 0.05 wt.% to 0.5 wt.% of a co-activator, wherein the co-activator is diethylene glycol octadecyl ether; iii) From 0.01 wt.% to 5 wt.% of a hindered amine light stabilizer, wherein the hindered amine light stabilizer is selected from the group consisting of: condensates of N,N'-bis(2,2,6,6-tetramethylpiperidin-4-yl)hexamethylenediamine and 4-morpholino-2,6-dichloro-1,3,5-triazine; methylated condensates of N,N'-bis(2,2,6,6-tetramethylpiperidin-4-yl)hexamethylenediamine and 4-morpholino-2,6-dichloro-1,3,5-triazine.

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