Additive mixture
Patent Information
- Application Number
- JP2023534610
- Authority / Receiving Office
- JP · JP
- Patent Type
- Applications
- Current Assignee / Owner
- Priority Date
- 2020-12-09
- Filing Date
- 2021-12-08
- Publication Date
- 2026-02-12
- Estimated Expiration
- Not applicable · inactive patent
AI Technical Summary
Organic materials, such as synthetic polymers, suffer from stability issues due to UV light exposure, leading to blooming and reduced adhesive properties, which are not effectively addressed by current stabilizing systems.
An additive mixture comprising specific compounds of formula (1) and formula (2), along with hindered amine light stabilizers and hydroxyphenyltriazine UV absorbers, is used to stabilize organic materials against oxidative, thermal, and light-induced degradation, preventing blooming and stickiness.
The additive mixture provides a stable surface that does not exhibit blooming or stickiness, effectively stabilizing organic materials against UV light and thermal degradation while maintaining adhesive properties.
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Abstract
Description
[Technical Field]
[0001] The claimed invention relates to an additive mixture comprising a compound of formula (1) and a compound of formula (2). The claimed invention further relates to a composition comprising an organic material susceptible to oxidative, thermal, or photoinducible decomposition and the additive mixture. The claimed invention also relates to a method for stabilizing an organic material by incorporating or applying the additive mixture thereto. Furthermore, the claimed invention relates to the use of the additive mixture as a light stabilizer for an organic material. [Background technology]
[0002] Organic materials such as polyolefins, polyethylene, and polypropylene, i.e., synthetic polymers, are widely used in the manufacture of various extruded and molded articles due to their ease of use. However, these articles often suffer from general stability issues when repeatedly exposed to UV light. Furthermore, current stabilization systems, i.e., anti-scratch modified organic materials, when used to prepare automotive articles, result in blooming / seepage due to repeated exposure to UV light. Blooming / seepage is undesirable because it can destroy the aesthetic surface properties of articles manufactured using blooming polymers. Blooming is particularly undesirable in articles where transparency is desired. Blooming is also undesirable because it reduces the ability of articles manufactured using blooming polymers to be securely bonded to other articles by adhesives. Blooming is recognized as a serious problem in several applications, and effective means of mitigating it have been sought for many years. [Overview of the project] [Problems that the invention aims to solve]
[0003] Therefore, it is highly desirable to maintain properties such as polymer stability when exposed to UV light and to reduce the tendency of polymer blooming.
[0004] Therefore, an object of the present invention is to provide an additive mixture that stabilizes organic materials susceptible to oxidative, thermal, or photo-induced decomposition.
[0005] Another object of the present invention is to provide an additive mixture that, when used in organic materials, provides a surface that does not exhibit tackiness toward organic material articles and does not show blooming / leakage from organic material articles. [Means for solving the problem]
[0006] Surprisingly, additive mixtures containing specific compounds according to the claimed invention have been found to stabilize organic materials susceptible to oxidative, thermal, or photo-induced decomposition. When used with organic materials, the additive mixtures of the claimed invention provide a surface that does not exhibit tackiness to organic material articles and does not exhibit blooming / leakage from organic material articles.
[0007] Therefore, in one embodiment, the claimed invention is a compound of formula (1) and a compound of formula (2). [ka] (In the formula, A1 is linear or branched, substituted or unsubstituted C1-C 20 It is alkyl, and A2 is linear or branched, substituted or unsubstituted C1-C 30 This relates to an additive mixture containing alkyl.
[0008] In another embodiment, the claimed invention is, a) Organic materials susceptible to oxidative, thermal, or photoinducible decomposition; and b) Additive mixture as defined above This relates to compositions containing the following:
[0009] In another embodiment, the claimed invention relates to an automotive interior or exterior material made from a composition comprising an organic material and an additive mixture as defined above.
[0010] In another embodiment, the claimed invention relates to a method for stabilizing an organic material susceptible to oxidative, thermal, or photoinducible decomposition, comprising incorporating or applying thereto the additive mixture defined above.
[0011] In yet another embodiment, the claimed invention relates to the use of an additive mixture as a light stabilizer for organic materials susceptible to photo-induced decomposition. [Modes for carrying out the invention]
[0012] Before describing the compositions and formulations of the present invention, it should be understood that such compositions and formulations are, of course, subject to change, and therefore the present invention is not limited to the specific compositions and formulations described. Furthermore, it should be understood that the scope of the claimed invention is limited only by the appended claims, and therefore the terms used herein are not intended to be limiting.
[0013] Hereinafter, when a group is defined as including at least a certain number of embodiments, this preferably also means that the group consists only of these embodiments. Furthermore, terms such as “first,” “second,” “third,” or “(a),” “(b),” “(c),” “(d)” in this specification and the claims are used to distinguish similar components and do not necessarily indicate a consecutive or chronological order. Thus, it should be understood that the terms used in this manner are interchangeable under appropriate circumstances, and that the embodiments described herein can be implemented in an order other than that described or illustrated herein. Where terms such as “first,” “second,” “third,” or “(A),” “(B),” “(C),” or “(a),” “(b),” “(c),” “(d),” “i,” “ii” relate to a method, use, or step of an assay, unless otherwise specified in this application, there may be no time interval between these steps, or the time intervals may be inconsistent, as described above or below herein, i.e., these steps may be performed simultaneously, or there may be time intervals of a few seconds, a few minutes, a few hours, a few days, a few months, a few weeks, or even a few years between such steps.
[0014] The following text provides more detailed definitions of different aspects of the present invention. Each of these defined aspects may be combined with any other aspect unless otherwise explicitly stated. In particular, any feature indicated as preferred or advantageous may be combined with any other feature indicated as preferred or advantageous.
[0015] In this specification, the description of "an embodiment" or "a preferred embodiment" means that the specific features, structures, or characteristics described in relation to the embodiment are included in at least one embodiment of the presently claimed invention. Therefore, the expressions "in one embodiment" or "in a preferred embodiment" or "in another embodiment" that appear in various places in this specification do not necessarily all refer to the same embodiment, but they may all refer to the same embodiment. Further, the specific features, structures, or characteristics may be combined in any suitable manner in one or more embodiments, as will be apparent to those skilled in the art from this disclosure. Additionally, some of the embodiments described in this specification include some, but other features included in other embodiments, and the combination of features of different embodiments means that it is within the scope of the present invention and forms different embodiments, as can be understood by those skilled in the art. For example, in the appended claims, any combination of the claimed embodiments can be used.
[0016] Furthermore, the ranges defined in this specification include the end values, that is, the range of 1 to 10 means that both 1 and 10 are included in that range. To avoid doubt, the applicant has the right to obtain any equivalents in accordance with applicable laws.
[0017] To make this disclosure more easily understood, certain terms are first defined. Unless otherwise defined, all technical and scientific terms used in this specification have the same meaning as commonly understood by a person of ordinary skill in the technical field to which the embodiments of the present invention pertain.
[0018] In one aspect, the presently claimed invention is a compound of formula (1) and a compound of formula (2)
Chemical formula
[0019] In a preferred embodiment, A1 is a linear or branched hydroxyl-substituted C1-C 20 It is alkyl.
[0020] In one embodiment, the alkyl substituent of A1 is selected from the group consisting of methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, nonyl, decyl, undecyl, dodecyl, tridecyl, tetradecyl, pentadecyl, hexadecyl, heptadecyl, octadecyl, and icosyl.
[0021] In a preferred embodiment, A1 is 2-hydroxy-2-methylpropyl.
[0022] In a preferred embodiment, A2 is linear or branched, unsubstituted C1-C 30 It is alkyl.
[0023] In one embodiment, the alkyl substituent of A2 is selected from the group consisting of methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, nonyl, decyl, undecyl, dodecyl, tridecyl, tetradecyl, pentadecyl, hexadecyl, heptadecyl, octadecyl, icosyl, henicosyl, docosyl, tricosyl, tetracosyl, pentacosyl, hexacosyl, heptacosyl, octacosyl, nonacosyl, and triacontyl.
[0024] In a preferred embodiment, A2 is selected from pentadecyl and heptadecyl.
[0025] In the most preferred embodiment, the compound of formula (2) is 1-(2-hydroxy-2-methylpropoxy)-4-octadecanoyloxy-2,2,6,6-tetramethylpiperidine.
[0026] In one embodiment, the weight ratio of the compound of formula (1) to the compound of formula (2) is within the range of 5:95 to 95:5, preferably 10:90 to 90:10, more preferably 20:80 to 80:20, even more preferably 30:70 to 70:30, even more preferably 40:60 to 60:40, and most preferably 50:50.
[0027] In one embodiment, the additive mixture comprises a hindered amine light stabilizer, a hydroxyphenyltriazine UV absorber, and a compound of formula (CI-8). [ka] (In the formula, n' is an integer in the range of 14 to 16), and The mixture further includes additives other than those defined above, selected from those mixtures.
[0028] In another embodiment of the currently claimed invention, the additive mixture comprises at least one compound selected from the group consisting of the compound of formula (1), the compound of formula (2), and hindered amine light stabilizers.
[0029] Hindered amine light stabilizers include bis(1-undecyloxy-2,2,6,6-tetramethyl-4-piperidyl) carbonate, bis(2,2,6,6-tetramethyl-4-piperidyl) sebacate, bis(2,2,6,6-tetramethyl-4-piperidyl) succinate, bis(1,2,2,6,6-pentamethyl-4-piperidyl) sebacate, bis(1-octyloxy-2,2,6,6-tetramethyl-4-piperidyl) sebacate, and bis(1,2,2,6,6-pentamethyl-4-piperidyl) n-butyl-3,5-di-tert-butyl-4- Hydroxybenzylmalonate, condensate of 1-(2-hydroxyethyl)-2,2,6,6-tetramethyl-4-hydroxypiperidine and succinic acid, linear or cyclic condensate of N,N'-bis(2,2,6,6-tetramethyl-4-piperidyl)hexamethylenediamine and 4-tert-octylamino-2,6-dichloro-1,3,5-triazine, tris(2,2,6,6-tetramethyl-4-piperidyl)nitriloacetate, tetrakis(2,2,6,6-tetramethyl-4-piperidyl)-1,2,3,4-butanetetracarboxylate, 1, 1'-(1,2-ethanediyl)-bis(3,3,5,5-tetramethylpiperazinone), 4-benzoyl-2,2,6,6-tetramethylpiperidine, 4-stearyloxy-2,2,6,6-tetramethylpiperidine, bis(1,2,2,6,6-pentamethylpiperidyl)-2-n-butyl-2-(2-hydroxy-3,5-di-tert-butylbenzyl)malonate, 3-n-octyl-7,7,9,9-tetramethyl-1,3,8-triazaspiro[4.5]decane-2,4-dione, bis(1-octyloxy-2,2,6,6-tetramethyl Lupiperidyl) sebacate, bis(1-octyloxy-2,2,6,6-tetramethylpiperidyl) succinate, linear or cyclic condensates of N,N'-bis(2,2,6,6-tetramethyl-4-piperidyl)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-tetramethylpiperidyl)-1,3,5-triazine and 1,2-bis(3-aminopropylamino)ethane, 2-chloro-4,6-di(4-n-butylamino-1,2Condensate of 2,6,6-pentamethylpiperidyl)-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]decane-2,4-dione, 3-dodecyl-1-(2,2,6,6-tetramethyl-4-piperidyl)pyrrolidine-2,5-dione, 3-dodecyl-1-(1,2,2,6,6-pentamethyl-4-piperidyl)pyrrolidine-2,5-dione, 4-hexadecyloxy- and 4-stearyloxy-2,2,6,6-tetramethyl A mixture of methylpiperidines, a condensate of N,N'-bis(2,2,6,6-tetramethyl-4-piperidyl)hexamethylenediamine and 4-cyclohexylamino-2,6-dichloro-1,3,5-triazine, a condensate of 1,2-bis(3-aminopropylamino)ethane, 2,4,6-trichloro-1,3,5-triazine and 4-butylamino-2,2,6,6-tetramethylpiperidine; 1,6-hexanediamine and 2,4,6-trichloro-1,3,5-triazine, as well as N,N-dibutylamine and 4-butylamino-2,2,6,6-tetramethylpiperidine; Condensates of lamethylpiperidine; N-(2,2,6,6-tetramethyl-4-piperidyl)-n-dodecylsuccinimide, N-(1,2,2,6,6-pentamethyl-4-piperidyl)-n-dodecylsuccinimide, 2-undecyl-7,7,9,9-tetramethyl-1-oxa-3,8-diaza-4-oxospiro[4,5]decane, reaction product of 7,7,9,9-tetramethyl-2-cycloundecyl-1-oxa-3,8-diaza-4-oxospiro-[4,5]decane and epichlorohydrin, 1,1-bis(1,2,2,6,6-pentameth (4-Piperidyloxycarbonyl)-2-(4-Methoxyphenyl)ethene, N,N'-Bis-Formyl-N,N'-Bis(2,2,6,6-Tetramethyl-4-Piperidyl)Hexamethylenediamine, Diester of 4-Methoxymethylenemalonic acid and 1,2,2,6,6-Pentamethyl-4-Hydroxypiperidine, Poly[Methylpropyl-3-Oxy-4-(2,2,6,6-Tetramethyl-4-Piperidyl)]Siloxane, Maleic acid anhydride-α-Olefin copolymer and 2,2,6,6-Tetramethyl-4-Aminopiperidine or 1,2,2,6,Reaction product with 6-pentamethyl-4-aminopiperidine, 2,4-bis[N-(1-cyclohexyloxy-2,2,6,6-tetramethylpiperidine-4-yl)-N-butylamino]-6-(2-hydroxyethyl)amino-1,3,5-triazine, 5-(2-ethylhexanoyl)oxymethyl-3,3,5-trimethyl-2-morpholinone, 5-(2-ethylhexanoyl)oxymethyl-3,3,5-trimethyl-2-morpholinone, reaction product of 2,4-bis[(1-cyclohexyloxy-2,2,6,6-piperidine-4-yl)butylamino]-6-chloro-s-triazine and N,N'-bis(3-aminopropyl)ethylenediamine), 1,3,5-tris( Selected from the group consisting of N-cyclohexyl-N-(2,2,6,6-tetramethylpiperazine-3-on-4-yl)amino)-s-triazine, 1,3,5-tris(N-cyclohexyl-N-(1,2,2,6,6-pentamethylpiperazine-3-on-4-yl)amino)-s-triazine, 4-N-butyl-2-N,4-N-bis(2,2,6,6-tetramethylpiperidine-4-yl)-2-N-[6-[(2,2,6,6-tetramethylpiperidine-4-yl)amino]hexyl]-1,3,5-triazine-2,4-diamine, N,N'-bis(2,2,6,6-tetramethyl-4-piperidyl)-N,N'-diformylhexamethylenediamine and mixtures thereof.
[0030] In a preferred embodiment, the hindered amine light stabilizer is as follows: [ka] (In the formula, a1 is between 2 and 10.) [ka] (In the formula, b1 is a number between 2 and 20, preferably between 2 and 10.) [ka] (In the formula, a1 is between 2 and 10.) [ka] (In the formula, a1 is between 2 and 10.) [ka] (In the formula, X1, X2, X3, X4, X5, X6, X7 and X8 are base [ka] (is), [ka] (In the formula, Y1 is independently hydrogen or propoxy, preferably propoxy.) [ka] (In the formula, n is between 4 and 20.) [ka]
[0031] In one embodiment, the hindered amine light stabilizer is selected from N,N'-bis(2,2,6,6-tetramethyl-4-piperidyl)-N,N'-diformylhexamethylenediamine (CI-9), 1,6-hexanediamine and 2,4,6-trichloro-1,3,5-triazine, as well as a condensate of N,N-dibutylamine and 4-butylamino-2,2,6,6-tetramethylpiperidine (CI-1), a condensate of 1-(2-hydroxyethyl)-2,2,6,6-tetramethyl-4-hydroxypiperidine and succicic acid, and mixtures thereof.
[0032] In preferred embodiments, the hindered amine light stabilizer is selected from N,N'-bis(2,2,6,6-tetramethyl-4-piperidyl)-N,N'-diformylhexamethylenediamine (CI-9), 1,6-hexanediamine and 2,4,6-trichloro-1,3,5-triazine, as well as a condensate of N,N-dibutylamine and 4-butylamino-2,2,6,6-tetramethylpiperidine (CI-1), and mixtures thereof.
[0033] In a more preferred embodiment, the hindered amine light stabilizer is a condensate (CI-1) of 1,6-hexanediamine and 2,4,6-trichloro-1,3,5-triazine, and N,N-dibutylamine and 4-butylamino-2,2,6,6-tetramethylpiperidine.
[0034] In the most preferred embodiment, the hindered amine light stabilizer is N,N'-bis(2,2,6,6-tetramethyl-4-piperidyl)-N,N'-diformylhexamethylenediamine (CI-9).
[0035] In another embodiment of the currently claimed invention, the additive mixture comprises at least one compound selected from the group consisting of the compound of formula (1), the compound of formula (2), and hydroxyphenyltriazine UV absorbers.
[0036] Hydroxyphenyltriazine UV absorber, 2,4,6-tris(2-hydroxy-4-octyloxyphenyl)-1,3,5-triazine, 2-(2-hydroxy-4-octyloxyphenyl)-4,6-bis(2,4-dimethylphenyl)-1,3,5-triazine, 2-(2,4-dihydroxyphenyl)-4,6-bis(2,4-dimethylphenyl)-1,3,5-triazine, 2,4-bis(2-hydroxy-4-propyloxyphenyl)-6-(2,4-dimethylphenyl)-1,3,5-triazine, 2-(2-hydroxy-4- Octyloxyphenyl)-4,6-bis(4-methylphenyl)-1,3,5-triazine, 2-(2-hydroxy-4-dodecyloxyphenyl)-4,6-bis(2,4-dimethylphenyl)-1,3,5-triazine, 2-(2-hydroxy-4-tridecyloxyphenyl)-4,6-bis(2,4-dimethylphenyl)-1,3,5-triazine, 2-[2-hydroxy-4-(2-hydroxy-3-butyloxypropoxy)phenyl]-4,6-bis(2,4-dimethyl)-1,3,5-triazine, 2-[2-hydroxy-4-(2- [Hydroxy-3-octyloxypropyloxy)phenyl]-4,6-bis(2,4-dimethyl)-1,3,5-triazine, 2-[4-(dodecyloxy / tridecyloxy-2-hydroxypropoxy)-2-hydroxyphenyl]-4,6-bis(2,4-dimethylphenyl)-1,3,5-triazine, 2-[2-hydroxy-4-(2-hydroxy-3-dodecyloxypropoxy)phenyl]-4,6-bis(2,4-dimethylphenyl)-1,3,5-triazine, 2-(2-hydroxy-4-hexyloxy)phenyl-4,6-diph Phenyl-1,3,5-triazine, 2-(2-hydroxy-4-methoxyphenyl)-4,6-diphenyl-1,3,5-triazine, 2,4,6-tris[2-hydroxy-4-(3-butoxy-2-hydroxypropoxy)phenyl]-1,3,5-triazine, 2-(2-hydroxyphenyl)-4-(4-methoxyphenyl)-6-phenyl-1,3,5-triazine, 2-{2-hydroxy-4-[3-(2-ethylhexyl-1-oxy)-2-hydroxypropyloxy]phenyl}-4,6-bis(2,4-dimethylphenyl)-1,3,Selected from the group consisting of 5-triazine, 2,4-bis(4-[2-ethylhexyloxy]-2-hydroxyphenyl)-6-(4-methoxyphenyl)-1,3,5-triazine, 2-(4,6-bis-biphenylyl-4-yl-1,3,5-triazine-2-yl)-5-(2-ethyl-(n)-hexyloxy)phenol, and mixtures thereof.
[0037] In a preferred embodiment, the hydroxyphenyltriazine UV absorber is as follows: [ka] [ka] [ka]
[0038] In a more preferred embodiment, the hydroxyphenyltriazine UV absorber is a compound of formula (C-II-1) and formula (C-II-3), particularly a compound of formula (C-II-1).
[0039] In another embodiment of the currently claimed invention, the additive mixture comprises a compound of formula (1), a compound of formula (2), and a compound of formula (CI-8).
[0040] In another embodiment, the claimed invention is, a) Organic materials susceptible to oxidative, thermal, or photoinducible decomposition; and b) Additive mixture as defined above This relates to compositions containing the following:
[0041] Examples of organic materials that can be stabilized are as follows:
[0042] 1. Polymers of monoolefins and diolefins, e.g., polypropylene, polyisobutylene, polybuta-1-ene, poly-4-methylpenta-1-ene, polyvinylcyclohexane, polyisoprene, or polybutadiene; and polymers of cycloolefins, e.g., polymers of cyclopentene or norbornene; polyethylene (optionally crosslinkable), e.g., high-density polyethylene (HDPE), high-density high-molecular-weight polyethylene (HDPE-HMW), high-density ultra-high-molecular-weight polyethylene (HDPE-UHMW), medium-density polyethylene (MDPE), low-density polyethylene (LDPE), linear low-density polyethylene (LLDPE), (VLDPE), and (ULDPE).
[0043] Polyolefins, i.e., the monoolefin polymers exemplified in the previous section, preferably polyethylene and polypropylene, can be prepared by various methods, particularly the following: a) Radical polymerization (usually under high pressure and high temperature). b) Catalytic polymerization using a catalyst typically comprising one or more metals from groups IVb, Vb, VIb, or VIII of the periodic table. These metals typically have one or more ligands, typically oxides, halides, alkoxides, esters, ethers, amines, alkyls, alkenyls, and / or aryls, which may be π- or σ-coordinated. These metal complexes may be in free form or immobilized on a substrate, typically activated magnesium chloride, titanium(III) chloride, alumina, or silicon oxide. These catalysts may be soluble or insoluble in the polymerization medium. The catalyst may be used alone in polymerization, or with further activators, typically metal alkyls, metal hydrides, metal alkyl halides, metal alkyl oxides, or metal alkyloxanes, wherein the metals are elements belonging to groups Ia, IIa, and / or IIIa of the periodic table. The activators may be further conveniently modified with ester groups, ether groups, amine groups, or silyl ether groups. These catalytic systems are commonly referred to as Phillips, Standard Oil Indiana, Ziegler (-Natta), TNZ (DuPont), metallocene, or single-site catalysts (SSC).
[0044] Mixtures of polymers as described in 2.1), for example, 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).
[0045] 3. Copolymers of monoolefins and diolefins with each other or with other vinyl monomers, e.g., ethylene / propylene copolymer, linear low-density polyethylene (LLDPE) and mixtures thereof with low-density polyethylene (LDPE), propylene / buto-1-ene copolymer, propylene / isobutylene copolymer, ethylene / buto-1-ene copolymer, ethylene / hexene copolymer, ethylene / methylpentene copolymer, ethylene / heptene copolymer, ethylene / octene copolymer, ethylene / vinylcyclohexane copolymer, ethylene / cyclolevhine copolymer (e.g., ethylene / norbornene, COC, etc.), ethylene / 1-olefin copolymer (1-olefin is produced in situ), propylene / butadiene copolymer, isobutylene / isoprene copolymer, Ethylene / vinylcyclohexene copolymers, ethylene / alkyl acrylate copolymers, ethylene / alkyl methacrylate copolymers, ethylene / vinyl acetate copolymers, ethylene / acrylic acid copolymers and their salts (ionomers), as well as copolymers of ethylene with dienes such as propylene and hexadiene, dicyclopentadiene or ethylidene norbornene, and mixtures of such copolymers with each other and the polymers of 1) above, for example, polypropylene / ethylene-propylene copolymer, LDPE / ethylene-vinyl acetate copolymer (EVA), LDPE / ethylene-acrylic acid copolymer (EAA), LLDPE / EVA, LLDPE / EAA and alternating or random polyalkylene / carbon monoxide copolymers and other polymers, for example, polyamides and mixtures thereof.
[0046] 4. Examples include hydrocarbon resins (e.g., C5-C9), hydrogenation-modified materials (e.g., tackifiers), and mixtures of polyalkylenes and starches.
[0047] The homopolymers and copolymers from 1.) to 4.) may have any stereostructure including syndiotactic, isotactic, hemiisotactic, or atactic, with atactic polymers being preferred. Stereoblock polymers are also included.
[0048] 5. Polystyrene, poly(p-methylstyrene), poly(α-methylstyrene).
[0049] 6. Aromatic homopolymers and copolymers derived from vinyl aromatic monomers, including all isomers of styrene, α-methylstyrene, and vinyltoluene, particularly p-vinyltoluene, all isomers of ethylstyrene, propylstyrene, vinyl biphenyl, vinyl naphthalene, and vinyl anthracene, and mixtures thereof.
[0050] Homopolymers and copolymers may have any stereostructure, including syndiotactic, isotactic, hemiisotactic, or atactic, with atactic polymers being preferred. Stereoblock polymers are also included.
[0051] 6a. Copolymers comprising the aforementioned vinyl aromatic monomers and comonomers selected from ethylene, propylene, diene, nitrile, acid, maleic anhydride, maleimide, vinyl acetate and vinyl chloride or acrylic derivatives and mixtures thereof. For example, styrene / butadiene, styrene / acrylonitrile, styrene / ethylene (interpolymer), styrene / alkyl methacrylate, styrene / butadiene / alkyl acrylate, styrene / butadiene / alkyl methacrylate, styrene / maleic anhydride, styrene / acrylonitrile / methyl acrylate; high impact strength mixtures of styrene copolymers with other polymers, such as polyacrylates, diene polymers, ethylene / propylene / diene interpolymers; and styrene block copolymers such as styrene / butadiene / styrene, styrene / isoprene / styrene, styrene / ethylene / butylene / styrene or styrene / ethylene / propylene / styrene.
[0052] Examples include hydrogenated aromatic polymers derived from the hydrogenation of polymers described in 6b.6, particularly polycyclohexylethylene (PCHE) prepared by the hydrogenation of atactic polystyrene, which is often called polycyclohexane (PVCH).
[0053] Hydrogenated aromatic polymers derived from the hydrogenation of polymers described in 6c.6a.).
[0054] Homopolymers and copolymers may have any stereostructure, including syndiotactic, isotactic, hemiisotactic, or atactic, with atactic polymers being preferred. Stereoblock polymers are also included.
[0055] 7. Graft copolymers of vinyl aromatic monomers such as styrene or α-methylstyrene, e.g., styrene on polybutadiene, styrene on polybutadiene-styrene, or polybutadiene-acrylonitrile copolymer; styrene and acrylonitrile (or methacrylonitrile) on polybutadiene; styrene, acrylonitrile, and methyl methacrylate on polybutadiene; styrene and maleic anhydride on polybutadiene; styrene, acrylonitrile, and maleic anhydride or maleimide on polybutadiene; styrene and maleimide on polybutadiene; styrene and alkyl acrylate or methacrylate on polybutadiene; styrene and acrylonitrile on ethylene / propylene / diene polymer; styrene and acrylonitrile on polyalkyl acrylate or polyalkyl methacrylate, styrene and acrylonitrile on acrylate / butadiene copolymer, and mixtures thereof with the copolymers described in 6), e.g., copolymer mixtures known as ABS, MBS, ASA, or AES polymers.
[0056] 8. Halogen-containing polymers, for example, polychloroprene, chlorinated rubber, isobutylene-isoprene chlorinated and brominated copolymers (halobutyl rubber), chlorinated or sulfochlorinated polyethylene, copolymers of ethylene and chlorinated ethylene, epichlorohydrin homopolymers and copolymers, in particular polymers of halogen-containing vinyl compounds, for example, polyvinyl chloride, polyvinylidene chloride, polyvinyl fluoride, polyvinylidene fluoride, and their copolymers, for example, vinyl chloride / vinylidene chloride, vinyl chloride / vinylate, vinyl chloride / vinyl acetate copolymers.
[0057] 9. Polymers obtained from α,β-unsaturated acids and their derivatives, such as polyacrylates, polymethacrylates, polymethyl methacrylates, polyacrylamides, and polyacrylonitriles, which are impact-modified with butyl acrylate.
[0058] Copolymers of monomers described in 10.9) with each other or with other unsaturated monomers, for example, acrylonitrile / butadiene copolymer, acrylonitrile / alkyl acrylate copolymer, acrylonitrile / alkoxyalkyl acrylate or acrylonitrile / vinyl halogenated copolymer, or acrylonitrile / alkyl methacrylate / butadiene copolymer.
[0059] 11. Polymers derived from unsaturated alcohols and amines, or their acyl derivatives or acetals, such as polyvinyl alcohol, polyvinyl acetate, vinyl polystearate, polyvinyl polybenzoate, vinyl polymaleate, polybutyral, polyallyl phthalate or polyallyl melamine, and copolymers thereof with the olefins of 1) above.
[0060] 12. Homopolymers and copolymers of cyclic ethers such as polyalkylene glycol, polyethylene oxide, and polypropylene oxide, or copolymers thereof with bisglycidyl ethers.
[0061] 13. Polyacetals such as polyoxymethylene and polyoxymethylene containing ethylene oxide as a comonomer; polyacetals modified with thermoplastic polyurethane, acrylate, or MBS.
[0062] 14. Polyphenylene oxides and sulfides, and mixtures of polyphenylene oxide with styrene polymers or polyamides.
[0063] 15. Polyurethanes derived from hydroxyl-terminated polyethers, polyesters, or polybutadienes on the one hand, and from aliphatic or aromatic polyisocyanates on the other hand, and precursors thereof.
[0064] 16. Polyamides and copolyamides derived from diamines and dicarboxylic acids and / or aminocarboxylic acids or corresponding lactams, e.g., polyamide 4, polyamide 6 / 6, 6 / 10, 6 / 9, 6 / 12, 4 / 6, 12 / 12, polyamide 11, polyamide 12, aromatic polyamides starting from m-xylylenediamine and adipic acid; polyamides prepared from hexamethylenediamine and isophthalic acid or / and terephthalic acid, with or without elastomers as modifiers, e.g., poly-2,4,4-trimethyl Xamethylene terephthalamide or poly-m-phenylene isophthalamide; block copolymers of the aforementioned polyamides with polyolefins, olefin copolymers, ionomers, or chemically bonded or grafted elastomers; or block copolymers of polyethers with, for example, polyethylene glycol, polypropylene glycol, or polytetramethylene glycol; and polyamides or copolyamides modified with EPDM or ABS; and polyamides condensed during processing (RIM polyamide systems).
[0065] 17. Polyureas, polyimides, polyamide-imides, polyetherimides, polyesterimides, polyhydantoins, and polybenzimidazoles.
[0066] 18. Polyesters derived from dicarboxylic acids and diols, and / or from hydroxycarboxylic acids or corresponding lactones or lactides, such as polyethylene terephthalate, polybutylene terephthalate, poly-1,4-dimethylolcyclohexane terephthalate, polyalkylene naphthalate and polyhydroxybenzoate, and copolyether esters derived from hydroxyl-terminated polyethers, as well as polycarbonates and polyesters modified by MBS. Copolyesters include, for example, but are not limited to, polybutylene succinate / terephthalate, polybutylene adipate / terephthalate, polytetramethylene adipate / terephthalate, polybutylene succinate / adipate, polybutylene succinate / carbonate, poly-3-hydroxybutyrate / octanoate copolymer, and poly-3-hydroxybutyrate / hexanoate / decanoate copolymer. Furthermore, aliphatic polyesters may include, for example, but are not limited to, the class of poly(hydroxyalkanoates), particularly poly(propiolactone), poly(butyrolactone), poly(pivalolactone), poly(valerolactone), and poly(caprolactone), polyethylene succinate, polypropylene succinate, polybutylene succinate, polyhexamethylene succinate, polyethylene adipate, polypropylene adipate, polybutylene adipate, polyhexamethylene adipate, polyethylene oxalate, polypropylene oxalate, polybutylene oxalate, polyhexamethylene oxalate, polyethylene sebacate, polypropylene sebacate, polybutylene sebacate, and polylactic acid (PLA), as well as the corresponding polyesters modified with polycarbonate or MBS.The term "polylactic acid (PLA)" preferably means a homopolymer of poly-L-lactide and any blend or alloy with other polymers; a copolymer of lactic acid or lactide with other monomers, e.g., hydroxycarboxylic acids, e.g., glycolic acid, 3-hydroxybutyric acid, 4-hydroxybutyric acid, 4-hydroxyvaleric acid, 5-hydroxyvaleric acid, 6-hydroxycaproic acid and their cyclic products; the term "lactic acid" or "lactide" includes L-lactic acid, D-lactic acid, mixtures thereof and dimers, i.e., L-lactide, D-lactide, D-lactide, D-lactide, D-lactide, D-lactide; i.e., L-lactide, D-lactide, meso-lactide and any mixtures thereof.
[0067] 19. Polycarbonate and polyester carbonate.
[0068] 20. Polyketones.
[0069] 21. Polysulfones, polyethersulfones, and polyetherketones.
[0070] 22. Crosslinked polymers derived from aldehydes on the one hand and phenol, urea, and melamine on the other, such as phenol / formaldehyde resins, urea / formaldehyde resins, and melamine / formaldehyde resins.
[0071] 23. Dry and non-dry alkyd resins.
[0072] 24. Unsaturated polyester resins derived from copolyesters using saturated and unsaturated dicarboxylic acids, polyhydric alcohols, and vinyl compounds as crosslinking agents, and halogen-containing modified products thereof that have low flammability.
[0073] 25. Substitute acrylates, such as crosslinkable acrylic resins derived from epoxy acrylate, urethane acrylate, or polyester acrylate.
[0074] 26. Alkyd resins, polyester resins, and acrylate resins crosslinked with melamine resin, urea resin, isocyanate, isocyanurate, polyisocyanate, or epoxy resin.
[0075] 27. Crosslinked epoxy resins derived from aliphatic, alicyclic, heterocyclic, or aromatic glycidyl compounds, for example, products of diglycidyl ethers of bisphenol A and bisphenol F crosslinked with or without accelerators using conventional curing agents such as anhydrides or amines.
[0076] 28. Natural polymers, such as cellulose, rubber, gelatin, and chemically modified derivatives thereof, such as cellulose acetate, cellulose propionate, and cellulose butyrate, or cellulose ethers such as methylcellulose, as well as rosin and its derivatives.
[0077] 29. Blends of the aforementioned polymers (polyblends), for example, PP / EPDM, polyamide / EPDM or ABS, PVC / EVA, PVC / ABS, PVC / MBS, PC / ABS, PBTP / ABS, PC / ASA, PC / PBT, PVC / CPE, PVC / acrylate, POM / thermoplastic PUR, PC / thermoplastic PUR, POM / acrylate, POM / MBS, PPO / HIPS, PPO / PA6.6 and copolymers, PA / HDPE, PA / PP, PA / PPO, PBT / PC / ABS or PBT / PET / PC.
[0078] 30. Natural and synthetic organic materials that are pure monomer compounds or mixtures thereof, for example, mineral oils, animal and vegetable oils and waxes, or oils and waxes based on synthetic esters (e.g., phthalates, adipates, phosphates or trimellites), as well as mixtures of synthetic esters and mineral oils in any weight ratio, typically used as spinning compositions, and aqueous emulsions of such materials.
[0079] 31. Aqueous emulsions of natural or synthetic rubber, e.g., natural latex or carboxylated styrene / butadiene copolymer latex.
[0080] Polyolefins, acrylonitrile / butadiene / styrene, polyvinyl chloride, polymethyl methacrylate, polyamides, or polyoxymethylenes are of particular interest.
[0081] In a preferred embodiment, the organic material is a thermoplastic elastomer.
[0082] Examples of thermoplastic elastomers include polyolefin thermoplastic elastomers and block copolymer type polystyrene thermoplastic elastomers. Polyolefin thermoplastic elastomers contain polyolefin resins such as polypropylene and polyethylene as hard segments and rubber compositions such as ethylene-propylene-diene-elastomer (EPDM) as soft segments. Block copolymer type polystyrene thermoplastic elastomers contain polystyrene as hard segments and polydienes such as polybutadiene or polyisoprene as soft segments.
[0083] Alternatively, a blend of polyolefin elastomer and polystyrene elastomer may be used as the thermoplastic elastomer of the present invention. Methods for combining soft segments and hard segments in thermoplastic elastomers can be broadly classified into simple blends, copolymerization, and dynamic crosslinking. Examples of segment combinations for polystyrene thermoplastic elastomers include styrene-butadiene-styrene block copolymer (SBS), styrene-isoprene-styrene block copolymer (SIS), styrene-ethylenebutylene-styrene block copolymer (SEBS), styrene-ethylenepropylene-styrene block copolymer (SEPS), a hydrogenated polymer of any one of the four copolymers, a hydrogenated polymer of random SBR (HSBR), and a blend of polypropylene with one or more arbitrary members selected from these polymers (SBR = styrene-butadiene rubber).
[0084] Of particular interest are thermoplastic polyolefins, especially polyethylene or polypropylene containing a rubber phase based on ethylene and / or propylene.
[0085] The additive mixture of the present invention can be used in various proportions depending on the properties of the organic material to be stabilized, its end use, and the presence of other additives.
[0086] Generally, it is appropriate to use the additive mixture of the present invention in an amount of, for example, 0.01 to 5.0% by weight, preferably 0.01 to 2.0%, and particularly 0.01 to 1.0%, relative to the weight of the organic material. 0.05 to 2.0%, and particularly 0.05 to 1.0%, is highly preferred.
[0087] In the most preferred embodiment, the additive mixture of the present invention is used at a concentration of 0.6% by weight relative to the weight of the organic material.
[0088] In one embodiment, the weight ratio of the organic material to the additive mixture is in the range of 99.99:0.01 to 1.0:99, preferably 99.9:0.05 to 1.0:99.
[0089] The additive mixture of the present invention can be added to a polymer material, for example, before, during, or after the polymerization or crosslinking of the material. Furthermore, these can be incorporated into the polymer material in their pure form or encapsulated in wax, oil, or polymer.
[0090] It will be understood that the compounds of the additive mixture defined above can be added directly to the organic material as a mixture, or that the individual compounds can be added to the organic material separately.
[0091] Generally, the additive mixture of the present invention can be incorporated into organic materials by various processes, such as dry mixing in powder form, wet mixing in solution or suspension form, or in the form of a masterbatch containing the additive mixture of the present invention at a concentration of 0.01 to 99% by weight; in such operations, the polymer can be used in the form of powder, granules, solution, suspension, or latex. Suitable carrier polymers are, for example, polyethylene, polypropylene, or mixtures thereof.
[0092] Examples of processing of the composition according to the present invention are as follows: Injection blow molding, extrusion molding, blow molding, rotational molding, in-mold decoration (back injection), slush molding, injection molding, co-injection molding, molding, compression molding, pressing, film extrusion (cast film; blow film), spinning (woven fabrics, nonwoven fabrics), stretching (uniaxial, biaxial), annealing, deep drawing, calendering, mechanical transformation, sintering, co-extrusion, coating, lamination, crosslinking (radiation, peroxide, silane), vapor deposition, welding, adhesive, vulcanization, thermoforming, pipe extrusion, profile extrusion, sheet extrusion; sheet casting, spin coating, strapping, foaming, recycling / rework, extrusion coating, screw breaking (peroxide, heat), fiber melt blow, spunbond, surface treatment (corona discharge, flame, plasma), sterilization (gamma ray, electron beam), gel coating, tape extrusion, SMC process, or Plastisol.
[0093] The composition of the currently claimed invention further comprises component (C) an anti-scratch agent, a filler, a pigment, and mixtures thereof.
[0094] Examples of anti-scratch additives include saturated or unsaturated fatty acid amides, such as erucamide, oleamide, and stearamide, as well as poly(organo)siloxanes and mixtures thereof.
[0095] The anti-scratch additive of the present invention is known to those skilled in the art.
[0096] They can be prepared in a manner similar to known methods. Most of them are commercially available.
[0097] Preferred commercially available poly(organo)siloxane anti-scratch additives are as follows: TEGOMER (registered trademark) AntiScratch 100, TEGOMER(registered trademark) M-Si 2650, TEGOPREN (registered trademark) 6846 TEGOMER (registered trademark) H-Si 6440 P, TEGOMER (registered trademark) AntiScratch 200, GENIOPLAST(registered trademark)S GENIOPLAST® Pellet P, and GENIOPLAST (registered trademark) Pellet P plus.
[0098] Preferred poly(organo)siloxane anti-scratch additives relate to mixtures of silica and silicone polymers (e.g., 0-50% by weight, preferably 30% by weight of fumed silica and 50-100% by weight, preferably 70% by weight of silicone polymer).
[0099] A more preferred poly(organo)siloxane anti-scratch additive is given by the following formula: [ka] The compound is such that (wherein R is an alkyl, polyester residue, acrylate residue, epoxy, hydroxyalkyl, aminoalkyl, etc.).
[0100] Another preferred anti-scratch additive is IRGASURF® SR 100.
[0101] The composition of the currently claimed invention further comprises conventional additives.
[0102] Examples of conventional additives include the following:
[0103] 1. Antioxidant 1.1. Alkylated monophenols, e.g., 2,6-di-tert-butyl-4-methylphenol, 2-tert-butyl-4,6-dimethylphenol, 2,6-di-tert-butyl-4-ethylphenol, 2,6-di-tert-butyl-4-n-butylphenol, 2,6-di-tert-butyl-4-isobutylphenol, 2,6-dicyclopentyl-4-methylphenol, 2-(α-methylcyclohexyl)-4,6-dimethylphenol, 2,6-dioctadecyl-4- Methylphenol, 2,4,6-tricyclohexylphenol, 2,6-di-tert-butyl-4-methoxymethylphenol, nonylphenols with linear or branched side chains, such as 2,6-dinonyl-4-methylphenol, 2,4-dimethyl-6-(1'-methylundeca-1'-yl)phenol, 2,4-dimethyl-6-(1'-methylheptadeca-1'-yl)phenol, 2,4-dimethyl-6-(1'-methyltrideca-1'-yl)phenol, and mixtures thereof.
[0104] 1.2. Alkylthiomethylphenols, for example, 2,4-dioctylthiomethyl-6-tert-butylphenol, 2,4-dioctylthiomethyl-6-methylphenol, 2,4-dioctylthiomethyl-6-ethylphenol, 2,6-di-dodecylthiomethyl-4-nonylphenol.
[0105] 1.3. Hydroquinones and alkylated hydroquinones, e.g., 2,6-di-tert-butyl-4-methoxyphenol, 2,5-di-tert-butylhydroquinone, 2,5-di-tert-amylhydroquinone, 2,6-diphenyl-4-octadecyloxyphenol, 2,6-di-tert-butylhydroquinone, 2,5-di-tert-butyl-4-hydroxyanisole, 3,5-di-tert-butyl-4-hydroxyanisole, 3,5-di-tert-butyl-4-hydroxyphenyl stearate, bis(3,5-di-tert-butyl-4-hydroxyphenyl) adipate.
[0106] 1.4. Tocopherols, such as α-tocopherol, β-tocopherol, γ-tocopherol, δ-tocopherol, and mixtures thereof (vitamin E).
[0107] 1.5. Hydroxylated thiodiphenyl ethers, e.g., 2,2'-thiobis(6-tert-butyl-4-methylphenol), 2,2'-thiobis(4-octylphenol), 4,4'-thiobis(6-tert-butyl-3-methylphenol), 4,4'-thiobis(6-tert-butyl-2-methylphenol), 4,4'-thiobis(3,6-di-sec-amylphenol), 4,4'-bis(2,6-dimethyl-4-hydroxyphenyl) disulfide.
[0108] 1.6. Alkylidenebisphenols, e.g., 2,2'-methylenebis(6-tert-butyl-4-methylphenol), 2,2'-methylenebis(6-tert-butyl-4-ethylphenol), 2,2'-methylenebis[4-methyl-6-(α-methylcyclohexyl)phenol], 2,2'-methylenebis(4-methyl-6-cyclohexylphenol), 2,2'-methylenebis(6-nonyl-4-methylphenol), 2,2'-methylenebis(4,6-di-tert-butylphenol), 2,2'-ethylidenebis (4,6-di-tert-butylphenol), 2,2'-ethylidenebis(6-tert-butyl-4-isobutylphenol), 2,2'-methylenebis[6-(α-methylbenzyl)-4-nonylphenol], 2,2'-methylenebis[6-(α,α-dimethylbenzyl)-4-nonylphenol], 4,4'-methylenebis(2,6-di-tert-butylphenol), 4,4'-methylenebis(6-tert-butyl-2-methylphenol), 1,1-bis(5-tert-butyl-4-hydroxy-2-methylphenyl) Butane, 2,6-bis(3-tert-butyl-5-methyl-2-hydroxybenzyl)-4-methylphenol, 1,1,3-tris(5-tert-butyl-4-hydroxy-2-methylphenyl)butane, 1,1-bis(5-tert-butyl-4-hydroxy-2-methylphenyl)-3-n-dodecylmercaptobutane, ethylene glycol bis[3,3-bis(3'-tert-butyl-4'-hydroxyphenyl)butyrate], bis(3-tert-butyl-4-hydroxy-5-methylphenyl)dicyclopentadi En, bis[2-(3'-tert-butyl-2'-hydroxy-5'-methylbenzyl)-6-tert-butyl-4-methylphenyl]terephthalate, 1,1-bis-(3,5-dimethyl-2-hydroxyphenyl)butane, 2,2-bis(3,5-di-tert-butyl-4-hydroxyphenyl)propane, 2,2-bis(5-tert-butyl-4-hydroxy-2-methylphenyl)-4-n-dodecylmercaptobutane, 1,1,5,5-tetra-(5-tert-butyl-4-hydroxy-2-methylphenyl)pentane.
[0109] 1.7. O-, N-, and S-benzyl compounds, e.g., 3,5,3',5'-tetra-tert-butyl-4,4'-dihydroxydibenzyl ether, octadecyl-4-hydroxy-3,5-dimethylbenzyl mercaptoacetate, tridecyl-4-hydroxy-3,5-di-tert-butylbenzyl mercaptoacetate, tris(3,5-di-tert-butyl-4-hydroxybenzyl)amine, bis(4-tert-butyl-3-hydroxy-2,6-dimethylbenzyl)dithioterephthalate, bis(3,5-di-tert-butyl-4-hydroxybenzyl)sulfide, isooctyl-3,5-di-tert-butyl-4-hydroxybenzyl mercaptoacetate.
[0110] 1.8. Hydroxybenzylated malonates, e.g., dioctadecyl-2,2-bis(3,5-di-tert-butyl-2-hydroxybenzyl)malonate, dioctadecyl-2-(3-tert-butyl-4-hydroxy-5-methylbenzyl)malonate, didodecylmercaptoethyl-2,2-bis(3,5-di-tert-butyl-4-hydroxybenzyl)malonate, bis[4-(1,1,3,3-tetramethylbutyl)phenyl]-2,2-bis(3,5-di-tert-butyl-4-hydroxybenzyl)malonate.
[0111] 1.9. Aromatic hydroxybenzyl compounds, e.g., 1,3,5-tris(3,5-di-tert-butyl-4-hydroxybenzyl)-2,4,6-trimethylbenzene, 1,4-bis(3,5-di-tert-butyl-4-hydroxybenzyl)-2,3,5,6-tetramethylbenzene, 2,4,6-tris(3,5-di-tert-butyl-4-hydroxybenzyl)phenol.
[0112] 1.10. Triazine compounds, e.g., 2,4-bis(octylmercapto)-6-(3,5-di-tert-butyl-4-hydroxyanilino)-1,3,5-triazine, 2-octylmercapto-4,6-bis(3,5-di-tert-butyl-4-hydroxyanilino)-1,3,5-triazine, 2-octylmercapto-4,6-bis(3,5-di-tert-butyl-4-hydroxyphenoxy)-1,3,5-triazine, 2,4,6-tris(3,5-di-tert-butyl-4-hydroxyphenoxy)-1,2,3-triazine, 1,3, 5-Tris(3,5-di-tert-butyl-4-hydroxybenzyl) isocyanurate, 1,3,5-Tris(4-tert-butyl-3-hydroxy-2,6-dimethylbenzyl) isocyanurate, 2,4,6-Tris(3,5-di-tert-butyl-4-hydroxyphenylethyl)-1,3,5-triazine, 1,3,5-Tris(3,5-di-tert-butyl-4-hydroxyphenylpropionyl)-hexahydro-1,3,5-triazine, 1,3,5-Tris(3,5-dicyclohexyl-4-hydroxybenzyl) isocyanurate.
[0113] 1.11. Benzyl phosphonates, for example, dimethyl-2,5-di-tert-butyl-4-hydroxybenzylphosphonate, diethyl-3,5-di-tert-butyl-4-hydroxybenzylphosphonate, dioctadecyl-3,5-di-tert-butyl-4-hydroxybenzylphosphonate, dioctadecyl-5-tert-butyl-4-hydroxy-3-methylbenzylphosphonate, and calcium salts of monoethyl esters of 3,5-di-tert-butyl-4-hydroxybenzylphosphonic acid.
[0114] 1.12. Acylaminophenols, e.g., 4-hydroxylauranilide, 4-hydroxystearanilide, octyl N-(3,5-di-tert-butyl-4-hydroxyphenyl)carbamate.
[0115] 1.13. Esters of β-(3,5-di-tert-butyl-4-hydroxyphenyl)propionic acid with monohydric or polyhydric alcohols, for example, methanol, ethanol, n-octanol, i-octanol, octadecanol, 1,6-hexanediol, 1,9-nonanediol, ethylene glycol, 1,2-propanediol, neopentyl glycol, thiodiethylene glycol, diethylene glycol, triethylene glycol, pentaerythritol, tris(hydroxyethyl)isocyanurate, N,N'-bis(hydroxyethyl)oxamide, 3-thiaundecanol, 3-thiapentadecanol, trimethylhexanediol, trimethylolpropane, and 4-hydroxymethyl-1-phosphine-2,6,7-trioxabicyclo[2.2.2]octane.
[0116] 1.14. Esters of β-(5-tert-butyl-4-hydroxy-3-methylphenyl)propionic acid with monohydric or polyhydric alcohols, e.g., methanol, ethanol, n-octanol, i-octanol, octadecanol, 1,6-hexanediol, 1,9-nonanediol, ethylene glycol, 1,2-propanediol, neopentyl glycol, thiodiethylene glycol, diethylene glycol, triethylene glycol, pentaerythritol, tris(hydroxyethyl)iso Esters with cyanurate, N,N'-bis(hydroxyethyl)oxamide, 3-thiaundecanol, 3-thiapentadecanol, trimethylhexanediol, trimethylolpropane, 4-hydroxymethyl-1-phospha-2,6,7-trioxabicyclo[2.2.2]octane; and 3,9-bis[2-{3-(3-tert-butyl-4-hydroxy-5-methylphenyl)propionyloxy}-1,1-dimethylethyl]-2,4,8,10-tetraoxaspiro[5.5]undecane.
[0117] 1.15. Esters of β-(3,5-dicyclohexyl-4-hydroxyphenyl)propionic acid with monohydric or polyhydric alcohols, for example, methanol, ethanol, octanol, octadecanol, 1,6-hexanediol, 1,9-nonanediol, ethylene glycol, 1,2-propanediol, neopentyl glycol, thiodiethylene glycol, diethylene glycol, triethylene glycol, pentaerythritol, tris(hydroxyethyl)isocyanurate, N,N'-bis(hydroxyethyl)oxamide, 3-thiaundecanol, 3-thiapentadecanol, trimethylhexanediol, trimethylolpropane, and 4-hydroxymethyl-1-phosphine-2,6,7-trioxabicyclo[2.2.2]octane.
[0118] 1.16.3,5-di-tert-butyl-4-hydroxyphenylacetic acid esters with monohydric or polyhydric alcohols, for example methanol, ethanol, octanol, octadecanol, 1,6-hexanediol, 1,9-nonanediol, ethylene glycol, 1,2-propanediol, neopentyl glycol, thiodiethylene glycol, diethylene glycol, triethylene glycol, pentaerythritol, tris(hydroxyethyl)isocyanurate, N,N'-bis(hydroxyethyl)oxamide, 3-thiaundecanol, 3-thiapentadecanol, trimethylhexanediol, trimethylolpropane, and 4-hydroxymethyl-1-phosphine-2,6,7-trioxabicyclo[2.2.2]octane.
[0119] 1.17. Amides of β-(3,5-di-tert-butyl-4-hydroxyphenyl)propionic acid, e.g., N,N'-bis(3,5-di-tert-butyl-4-hydroxyphenylpropionyl)hexamethylenediamide, N,N'-bis(3,5-di-tert-butyl-4-hydroxyphenylpropionyl)trimethylenediamide, N,N'-bis(3,5-di-tert-butyl-4-hydroxyphenylpropionyl)hydrazide, N,N'-bis[2-(3-[3,5-di-tert-butyl-4-hydroxyphenyl]propionyloxy)ethyl]oxamide (Naugard® XL-1 supplied by Uniroyal).
[0120] 1.18. Ascorbic acid (Vitamin C)
[0121] 1.19. Amine-based antioxidants, e.g., N,N'-di-isopropyl-p-phenylenediamine, N,N'-di-sec-butyl-p-phenylenediamine, N,N'-bis(1,4-dimethylpentyl)-p-phenylenediamine, N,N'-bis(1-ethyl-3-methylpentyl)-p-phenylenediamine, N,N'-bis(1-methylheptyl)-p-phenylenediamine, N,N'-dicyclohexyl-p-phenylenediamine, N,N'-diphenyl-p-phenyl Diendiamine, N,N'-bis(2-naphthyl)-p-phenylenediamine, N-isopropyl-N'-phenyl-p-phenylenediamine, N-(1,3-dimethylbutyl)-N'-phenyl-p-phenylenediamine, N-(1-methylheptyl)-N'-phenyl-p-phenylenediamine, N-cyclohexyl-N'-phenyl-p-phenylenediamine, 4-(p-triensulfamoyl)diphenylamine, N,N'-dimethyl-N,N'-di-sec-butyl-p - Phenylenediamine, diphenylamine, N-allyldiphenylamine, 4-isopropoxydiphenylamine, N-phenyl-1-naphthylamine, N-(4-tert-octylphenyl)-1-naphthylamine, N-phenyl-2-naphthylamine, octylated diphenylamine, e.g., p,p'-di-tert-octyldiphenylamine, 4-n-butylaminophenol, 4-butyrylaminophenol, 4-nonanoylaminophenol, 4-dodecanoylamine Nophenol, 4-octadecanoylaminophenol, bis(4-methoxyphenyl)amine, 2,6-di-tert-butyl-4-dimethylaminomethylphenol, 2,4'-diaminodiphenylmethane, 4,4'-diaminodiphenylmethane, N,N,N',N'-tetramethyl-4,4'-diaminodiphenylmethane, 1,2-bis[(2-methylphenyl)amino]ethane, 1,2-bis(phenylamino)propane, (o-tolyl)biguanide, bis[4-(1',[3'-dimethylbutyl)phenyl]amine, tert-octylated N-phenyl-1-naphthylamine, mixtures of mono and dialkylated tert-butyl / tert-octyldiphenylamine, mixtures of mono and dialkylated nonyldiphenylamine, mixtures of mono and dialkylated dodecyldiphenylamine, mixtures of mono and dialkylated isopropyl / isohexyldiphenylamine, mixtures of mono and dialkylated tert-butyldiphenylamine, 2,3-dihydro-3,3-dimethyl-4H-1,4-benzothiazine, phenothiazine, mixtures of mono and dialkylated tert-butyl / tert-octylphenothiazine, mixtures of mono and dialkylated tert-octylphenothiazine, N-allylphenothiazine, N,N,N',N'-tetraphenyl-1,4-diaminobuto-2-ene.
[0122] 2. UV absorbers and light stabilizers 2.1.2-(2'-hydroxyphenyl)benzotriazole, e.g., 2-(2'-hydroxy-5'-methylphenyl)-benzotriazole, 2-(3',5'-di-tert-butyl-2'-hydroxyphenyl)benzotriazole, 2-(5'-tert-butyl-2'-hydroxyphenyl)benzotriazole, 2-(2'-hydroxy-5'-(1,1,3,3-tetramethylbutyl)phenyl)benzotriazole, 2-(3',5'-di-tert-butyl-2'-hydroxyphenyl)-5-chloro-benzotriazole, 2- (3'-tert-butyl-2'-hydroxy-5'-methylphenyl)-5-chlorobenzotriazole, 2-(3'-sec-butyl-5'-tert-butyl-2'-hydroxyphenyl)benzotriazole, 2-(2'-hydroxy-4'-octyloxyphenyl)benzotriazole, 2-(3',5'-di-tert-amyl-2'-hydroxyphenyl)benzotriazole, 2-(3',5'-bis-(α,α-dimethylbenzyl)-2'-hydroxyphenyl)benzotriazole, 2-(3'-tert-butyl-2'-hydroxyphenyl) Xy-5'-(2-octyloxycarbonylethyl)phenyl)-5-chloro-benzotriazole, 2-(3'-tert-butyl-5'-[2-(2-ethylhexyloxy)-carbonylethyl]-2'-hydroxyphenyl)-5-chloro-benzotriazole, 2-(3'-tert-butyl-2'-hydroxy-5'-(2-methoxycarbonylethyl)phenyl)-5-chloro-benzotriazole, 2-(3'-tert-butyl-2'-hydroxy-5'-(2-methoxycarbonylethyl)phenyl)benzotriazole, 2-(3 '-tert-butyl-2'-hydroxy-5'-(2-octyloxycarbonylethyl)phenyl)benzotriazole, 2-(3'-tert-butyl-5'-[2-(2-ethylhexyloxy)carbonylethyl]-2'-hydroxyphenyl)benzotriazole, 2-(3'-dodecyl-2'-hydroxy-5'-methylphenyl)benzotriazole, 2-(3'-tert-butyl-2'-hydroxy-5'-(2-isooctyloxycarbonylethyl)phenylbenzotriazole, 2,2'-methylene-bis[4-(1,1,3,[3-tetramethylbutyl)-6-benzotriazole-2-ylphenol]; transesterification product of 2-[3'-tert-butyl-5'-(2-methoxycarbonylethyl)-2'-hydroxyphenyl]-2H-benzotriazole and polyethylene glycol 300; [ka] (wherein R = 3'-tert-butyl-4'-hydroxy-5'-2H-benzotriazole-2-ylphenyl, 2-[2'-hydroxy-3'-(α,α-dimethylbenzyl)-5'-(1,1,3,3-tetramethylbutyl)phenyl]benzotriazole; and 2-[2'-hydroxy-3'-(1,1,3,3-tetramethylbutyl)-5'-(α,α-dimethylbenzyl)-phenyl]benzotriazole).
[0123] 2.2.2-Hydroxybenzophenones, for example, 4-hydroxy, 4-methoxy, 4-octyloxy, 4-decyloxy, 4-dodecyloxy, 4-benzyloxy, 4,2',4'-trihydroxy, and 2'-hydroxy-4,4'-dimethoxy derivatives.
[0124] 2.3. Substituted and unsubstituted benzoic acid esters, e.g., 4-tert-butyl-phenyl salicylate, phenyl salicylate, octylphenyl salicylate, dibenzoyl resorcinol, bis(4-tert-butylbenzoyl)resorcinol, benzoyl resorcinol, 2,4-di-tert-butylphenyl 3,5-di-tert-butyl-4-hydroxybenzoate, hexadecyl 3,5-di-tert-butyl-4-hydroxybenzoate, octadecyl 3,5-di-tert-butyl-4-hydroxybenzoate, 2-methyl-4,6-di-tert-butylphenyl 3,5-di-tert-butyl-4-hydroxybenzoate. In preferred embodiments, the substituted and unsubstituted benzoic acid esters are 2,4-di-tert-butylphenyl 3,5-di-tert-butyl-4-hydroxybenzoate and / or hexadecyl 3,5-di-tert-butyl-4-hydroxybenzoate.
[0125] 2.4. Acrylates, for example, ethyl α-cyano-β,β-diphenyl acrylate, isooctyl α-cyano-β,β-diphenyl acrylate, methyl α-carbomethoxy cinnamate, methyl α-cyano-β-methyl-p-methoxy cinnamate, butyl α-cyano-β-methyl-p-methoxy cinnamate, methyl α-carbomethoxy-p-methoxy cinnamate, N-(β-carbomethoxy-β-cyanovinyl)-2-methylindoline, neopentyltetra(α-cyano-β,β-diphenyl acrylate).
[0126] 2.5. Nickel compounds, e.g., nickel complexes of 2,2'-thio-bis[4-(1,1,3,3-tetramethylbutyl)phenol], e.g., 1:1 or 1:2 complexes (with or without additional ligands such as n-butylamine, triethanolamine, or N-cyclohexyldiethanolamine), nickel dibutyldithiocarbamate, nickel salts of monoalkyl esters, e.g., nickel salts of methyl or ethyl esters of 4-hydroxy-3,5-di-tert-butylbenzylphosphonic acid, nickel complexes of ketoximes, e.g., nickel complexes of 2-hydroxy-4-methylphenylundecylketoxime, nickel complexes of 1-phenyl-4-lauroyl-5-hydroxypyrazole (with or without additional ligands).
[0127] 2.6. Sterilely hindered amines, for example, [ka]
[0128] 2.7. Oxamides, for example, 4,4'-dioctyloxyoxanilide, 2,2'-diethoxyoxanilide, 2,2'-dioctyloxy-5,5'-ditert-butoxanilide, 2,2'-didodecyloxy-5,5'-ditert-butoxanilide, 2-ethoxy-2'-ethyloxanilide, N,N'-bis(3-dimethylaminopropyl)oxamide, mixtures thereof with 2-ethoxy-5-tert-butyl-2'-ethoxanilide and 2-ethoxy-2'-ethyl-5,4'-ditert-butoxanilide, mixtures of o- and p-methoxy-disubstituted oxanilides, and mixtures of o- and p-ethoxy-disubstituted oxanilides.
[0129] 3. Metal deactivators, for example, N,N'-diphenyloxamide, N-salicyl-N'-salityroylhydrazine, N,N'-bis(salityroyl)hydrazine, N,N'-bis(3,5-di-tert-butyl-4-hydroxyphenylpropionyl)hydrazine, 3-salityroylamino-1,2,4-triazole, bis(benzylidene)oxalyl dihydrazide, oxanilide, isophthaloyl dihydrazide, sebacoylbisphenylhydrazide, N,N'-diacetyladipoyl dihydrazide, N,N'-bis(salityroyl)oxalyl dihydrazide, N,N'-bis(salityroyl)thiopropionyl dihydrazide.
[0130] 4. Phosphates and phosphonites, for example, triphenyl phosphite, diphenylalkyl phosphite, phenyl dialkyl phosphite, tris(nonylphenyl) phosphite, trilauryl phosphite, trioctadecyl phosphite, distearyl pentaerythritol diphosphite, tris(2,4-di-tert-butylphenyl) phosphite, diisodecyl pentaerythritol diphosphite, bis(2,4-di-tert-butylphenyl) pentaerythritol diphosphite, Bis(2,4-di-cumylphenyl)pentaerythritol diphosphite, bis(2,6-di-tert-butyl-4-methylphenyl)pentaerythritol diphosphite, diisodecyloxypentaerythritol diphosphite, bis(2,4-di-tert-butyl-6-methylphenyl)pentaerythritol diphosphite, bis(2,4,6-tris(tert-butylphenyl)pentaerythritol diphosphite), tristearylsorbitol triphosphite, tetrakis(2,4-di (-tert-butylphenyl)4,4'-biphenylenediphosphonite, 6-isooctyloxy-2,4,8,10-tetra-tert-butyl-12H-dibenz[d,g]-1,3,2-dioxaphosphosine, bis(2,4-di-tert-butyl-6-methylphenyl)methylphosphite, bis(2,4-di-tert-butyl-6-methylphenyl)ethylphosphite, 6-fluoro-2,4,8,10-tetra-tert-butyl-12-methyldibenz[d,g]-1,3,2-dioxaphosphosine Hosine, 2,2',2''-nitrilo[triethyltris(3,3',5,5'-tetra-tert-butyl-1,1'-biphenyl-2,2'-diyl)phosphite], 2-ethylhexyl(3,3',5,5'-tetra-tert-butyl-1,1'-biphenyl-2,2'-diyl)phosphite, 5-butyl-5-ethyl-2-(2,4,6-tri-tert-butylphenoxy)-1,3,2-dioxaphosphyran, phosphoric acid, mixed 2,4-bis(1,1-dimethylpropyl)phenyl and 4-(1,1-Dimethylpropyl)phenyl triester (CAS: 939402-02-5), phosphoric acid, triphenyl ester, α-hydro-ω-hydroxypoly[oxy(methyl-1,2-ethanediyl)] with polymer, C, 10~16 - Alkyl ester (CAS: 1227937-46-3).
[0131] The following phosphites are particularly preferred: Tris(2,4-di-tert-butylphenyl) phosphite, Tris(nonylphenyl) phosphite, [ka]
[0132] 5. Hydroxylamines, such as N,N-dibenzylhydroxylamine, N,N-diethylhydroxylamine, N,N-dioctylhydroxylamine, N,N-dilaurylhydroxylamine, N,N-ditetradecylhydroxylamine, N,N-dihexadecylhydroxylamine, N,N-dioctadecylhydroxylamine, N-hexadecyl-N-octadecylhydroxylamine, N-heptadecyl-N-octadecylhydroxylamine, and N,N-dialkylhydroxylamines derived from hydrogenated fat amines.
[0133] 6. Nitrones, for example, N-benzyl-α-phenylnitrone, N-ethyl-α-methylnitrone, N-octyl-α-heptylnitrone, N-lauryl-α-undecylnitrone, N-tetradecyl-α-tridecylnitrone, N-hexadecyl-α-pentadecylnitrone, N-octadecyl-α-heptadecylnitrone, N-hexadecyl-α-heptadecylnitrone, N-octadecyl-α-pentadecylnitrone, N-heptadecyl-α-heptadecylnitrone, N-octadecyl-α-hexadecylnitrone, and nitrones derived from N,N-dialkylhydroxylamines derived from hydrogenated fat amines.
[0134] 7. Thio synergistic agents, such as dilauryl thiodipropionate, dimistrill thiodipropionate, distearyl thiodipropionate, pentaerythritol tetrakis[3-(dodecylthio)propionate], or distearyl disulfide.
[0135] 8. Peroxide scavengers, such as esters of β-thiodipropionic acid, such as lauryl, stearyl, myristyl or tridecyl esters, zinc salts of mercaptobenzimidazole or 2-mercaptobenzimidazole, zinc dibutyldithiocarbamate, dioctadecyl disulfide, pentaerythritol tetrakis(β-dodecylmecapto)propionate.
[0136] 9. Polyamide stabilizers, e.g., copper salts and divalent manganese salts combined with iodide and / or phosphorus compounds.
[0137] 10. Basic co-stabilizers, such as melamine, polyvinylpyrrolidone, dicyandiamide, triallyl cyanurate, urea derivatives, hydrazine derivatives, amines, polyamides, polyurethanes, alkali metal salts and alkaline earth metal salts of higher fatty acids, such as calcium stearate, zinc stearate, magnesium behenate, magnesium stearate, sodium ricinoleate and potassium palmitate, antimony pyrocatecholate, or zinc pyrocatecholate.
[0138] 11. Nucleating agents, such as inorganic substances, such as talcam; metal oxides, such as titanium dioxide or magnesium oxide; phosphates, carboxylates or sulfates, preferably alkaline earth metals; organic compounds, such as mono or polycarboxylic acids and their salts, such as 4-tert-butylbenzoic acid, adipic acid, diphenylacetic acid, sodium succinate or sodium benzoate; polymer compounds, such as ionic copolymers (ionomers). Particularly preferred are 1,3:2,4-bis(3',4'-dimethylbenzylidene)sorbitol, 1,3:2,4-di(paramethyldibenzylidene)sorbitol, and 1,3:2,4-di(benzylidene)sorbitol.
[0139] 12. Fillers and reinforcing agents, such as calcium carbonate, silicates, glass fibers, glass beads, asbestos, talc, kaolin, mica, barium sulfate, metal oxides and hydroxides, carbon black, graphite, wood flour and other powders or fibers of natural products, synthetic fibers.
[0140] 13. Other additives, such as plasticizers, lubricants, emulsifiers, pigments, rheological additives, catalysts, flow regulators, fluorescent whitening agents, flame retardants, antistatic agents, and foaming agents.
[0141] 14. Benzofuranones and indolinones, e.g., U.S. Patent No. 4,325,863; U.S. Patent No. 4,338,244; U.S. Patent No. 5,175,312; U.S. Patent No. 5,216,052; U.S. Patent No. 5,252,643; German Patent Application Publication No. A-4316611; German Patent Application Publication No. A-4316622; German Patent Application Publication No. A-43 Disclosed in Specification 16876; European Patent Application Publication A-0589839; European Patent Application Publication A-0591102; European Patent Application Publication A-1291384, or 3-[4-(2-acetoxyethoxy)phenyl]-5,7-di-tert-butylbenzofuran-2-one, 5,7-di-tert-butyl-3-[4-(2-stearoyloxyethoxy] [C)phenyl]benzofuran-2-one, 3,3'-bis[5,7-di-tert-butyl-3-(4-[2-hydroxyethoxy]phenyl)benzofuran-2-one], 5,7-di-tert-butyl-3-(4-ethoxyphenyl)benzofuran-2-one, 3-(4-acetoxy-3,5-dimethylphenyl)-5,7-di-tert-butylbenzofuran-2-one, 3-(3,5-dimethyl-4-pivaloyloxyphenyl)-5,7-di-tert-butylbenzofuran-2-one, 3-(3,4-dimethylphenyl)-5,7-di-tert-butylbenzofuran-2-one, 3-(2,3-dimethylphenyl)-5,7-di-tert-butylbenzofuran-2-one, 3-(2-acetyl-5-isooctylphenyl)-5-isooctylbenzofuran-2-one.
[0142] Phenolic antioxidants are preferred. Those listed in item 1 above are of particular interest. Phenolic antioxidants and process stabilizers, such as pentaerythritol tetrakis[3,5-di-tert-butyl-4-hydroxyphenylpropionate], octadecyl-3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate, 1,3,5-tris(3,5-di-tert-butyl-4-hydroxybenzyl)-2,4,6-trimethylbenzene, N,N'-bis(3,5-di-tert-butyl-4-hydroxyphenylpropionyl)hexamethylenediamide, bis(1,2,2,6,6-pentamethylpiperidine-4-yl)-butyl(3,5-di-t-butyl-4-hydroxybenzyl)malonate), and tris[2,4-di-tert-butylphenyl]phosphite are of particular interest.
[0143] Further preferred additives are pentaerythritol tetrakis[3-(dodecylthio)propionate] and calcium stearate.
[0144] Pigments such as TiO2 and carbon black are even more preferable. Fillers such as talc are also of interest. Talc is Mg3Si4O 10 It is a clay mineral composed of hydrated magnesium silicate, such as (OH)2.
[0145] Carbon black typically refers to finely ground amorphous carbon obtained as soot from the partial combustion of hydrocarbons. Any commercially available talc and carbon black pigment may be used.
[0146] Generally, it is appropriate to use conventional additives in amounts of, for example, 0.01 to 30% by weight, preferably 0.01 to 20% by weight, and especially 0.01 to 10% by weight, relative to the weight of the organic material. 0.05 to 20% by weight, and especially 0.05 to 10% by weight, is highly preferred.
[0147] The weight ratio of the compound in the additive mixture of the present invention to the conventional additive is, for example, 1:100 to 100:1, preferably 1:100 to 10:1, and particularly 1:10 to 10:1.
[0148] The compositions according to the present invention can be advantageously used in the preparation of articles of various shapes. Examples include:
[0149] I-1) Floating devices, marine applications, pontoons, buoys, plastic sheets for decks, piers, boats, kayaks, oars, and beach reinforcements.
[0150] I-2) Automotive applications, particularly bumpers, dashboards, batteries, rear and front linings, molded parts under the hood, hat shelves, trunk linings, interior linings, airbag covers, electronically molded parts for fittings (lights), dashboard panels, headlamp glass, instrument panels, exterior linings, interiors, automotive lights, headlights, parking lights, taillights, stoplights, interior and exterior trim; door panels; gasoline tanks; front side glass; rear windows; seat backs, exterior panels, wire insulation, profile extrusions for sealing, cladding, pillar covers, chassis components, exhaust systems, fuel filters / fillers, fuel pumps, fuel tanks, body side molded parts, convertible tops, exterior mirrors, exterior trim, fasteners / fixtures, front end modules, glass, hinges, locking systems, luggage / roof racks, pressed / stamped parts, seals, side impact protection, soundproofing / insulation and sunroofs.
[0151] I-3) Road traffic devices, especially guideposts, road marking posts, car accessories, warning triangles, medical cases, helmets, and tires.
[0152] I-4) Devices for airplanes, trains, and automobiles (cars, motorcycles), including furnishings.
[0153] I-5) Devices for space applications, especially rockets and satellites, such as re-entry shields.
[0154] I-6) Devices for architecture and design, mining, acoustic equipment, street shelters and shelters.
[0155] II-1) Cases and covers for electrical appliances, general-purpose and electrical / electronic devices (personal computers, telephones, mobile phones, printers, televisions, audio and video devices), flower pots, satellite receivers, and panel devices.
[0156] II-2) Jackets made of steel and other materials such as fibers.
[0157] II-3) Electronic industrial devices, especially plugs, especially insulating materials for computer plugs, cases for electrical and electronic components, printed circuit boards, and materials for electronic data storage such as chips, check cards or credit cards.
[0158] II-4) Electrical appliances, especially washing machines, tumblers, ovens (microwave ovens), dishwashers, mixers and irons.
[0159] II-5) Covers for lighting (e.g., streetlights, lampshades).
[0160] II-6) Applications in electric wires and cables (semiconductors, insulators, and cable jackets).
[0161] II-7) Foils for condensers, refrigerators, heating devices, air conditioners, sealing of electronic equipment, semiconductors, coffee makers, and vacuum cleaners.
[0162] III-1) Technical products such as gears, sliding fittings, spacers, screws, bolts, handles, and knobs.
[0163] III-2) Rotary blades, ventilation systems and wind turbine blades, solar cell systems, swimming pools, pool covers, pool liners, pond liners, closets, wardrobes, partition walls, slat walls, folding walls, roofs, shutters (e.g., roller shutters), fittings, connections between pipes, sleeves, and conveyor belts.
[0164] III-3) Sanitary items, especially shower rooms, toilet seats, covers, and sinks.
[0165] III-4) Sanitary products, especially diapers (for infants and adult incontinence), feminine hygiene products, shower curtains, brushes, mats, bathtubs, portable toilets, toothbrushes, and bedpans.
[0166] III-5) Pipes for water, drainage, and chemicals (whether cross-linked or not), pipes for protecting electric wires and cables, pipes for gas, oil, and sewage, gutters, downpipes, and drainage systems.
[0167] III-6) Profiles (window panes) and siding of any shape.
[0168] III-7) Glass substitutes, especially extruded plates, building glazing (monolithic, twin, or multi-wall), aircraft, schools, extruded sheets, window films for building glazing, trains, transport, and sanitary supplies.
[0169] III-8) Plates (walls, cutting boards), extruded coatings (photographic paper, Tetra Pak and pipe coatings), silos, wood substitutes, plastic sheets, wood composites, walls, surfaces, furniture, decorative foils, flooring (interior and exterior), flooring, duckboard and tiles.
[0170] III-9) Intake and exhaust manifold.
[0171] III-10) Cement, concrete, composites and covers, siding and cladding, handrails, banisters, kitchen worktops, roofing, roofing sheets, tiles, and tarpaulins.
[0172] IV-1) Plates (walls and cutting boards), trays, artificial turf, AstroTurf, artificial coverings for athletic rings, artificial flooring for athletic rings, and tape.
[0173] IV-2) Continuous and short fiber fabrics, textiles (carpets / sanitary products / geotextiles / monofilaments / filters / wipes / curtains (shades) / medical use), bulk fibers (for use in gowns / protective clothing, etc.), nets, ropes, cables, strings, cords, threads, safety seat belts, clothing, underwear, gloves; boots, rubber boots, innerwear, clothing, swimwear, sportswear, umbrellas (parasols, sunshades), parachutes, paragliders, sails, "balloon silk", camping equipment, tents, air beds, sunbeds, bulk bags, and bags.
[0174] IV-3) Roofs, tunnels, dumps, pond membranes, insulation, covers, seals, dumps, wall roofing membranes, geomembranes, pools, curtains (sunshades), awnings, canopies, wallpaper, food packaging and packing (flexible and solid), medical packaging (flexible and solid), airbags / seat belts, armrests and headrests, carpets, center consoles, dashboards, cockpits, doors, overhead console modules, door trims, headliners, interior lighting, interior mirrors, parcel shelves, rear luggage covers, seats, steering columns, steering wheels, textiles and trunk trims.
[0175] V-1) Films (packaging, dump, lamination, bale wrap, pool, garbage bags, wallpaper, stretch film, raffia, desalination film, batteries and connectors).
[0176] V-2) Agricultural films (greenhouse covers, tunnels, mulches, silage, bale wraps), especially when concentrated pesticide application is involved.
[0177] VI-1) Food packaging and packing (flexible and solid), BOPP, BOPET, bottles.
[0178] VI-2) Storage systems for boxes (crates), luggage, chests, household boxes, pallets, shelves, trucks, screw boxes, packs, and cans.
[0179] VI-3) Cartridges, syringes, medical applications, transport containers, garbage baskets and trash cans, garbage bags, trash cans, dustbins, bin liners, wheeled trash cans, containers in general, tanks for water / used water / chemicals / gas / oil / gasoline / diesel; tank liners, boxes, wooden crates, battery cases, troughs, medical devices, e.g., pistons, ophthalmic applications, diagnostic devices, and pharmaceutical blister packaging.
[0180] VII-1) Extrusion coatings (photographic paper, Tetra Pak, pipe coatings), all kinds of household goods (e.g., electrical appliances, thermos bottles / clothes hangers), fastening systems, e.g., plugs, wire and cable clamps, zippers, closures, locks, and snap closures.
[0181] VII-2) Support devices, leisure items, e.g., sports and fitness devices, gymnastics mats, ski boots, inline skates, skis, Bigfoot, sports surfaces (e.g., tennis courts), screw tops, bottle and can tops and stoppers.
[0182] VII-3) All types of furniture, foam products (cushions, shock absorbers), foam, sponges, dishcloths, mats, garden chairs, stadium seats, tables, sofas, toys, assembly kits (boards / figures / balls), playhouses, slides, and toy cars.
[0183] VII-4) Materials for optical and magnetic data storage.
[0184] VII-5) Kitchenware (eating, cooking, storage).
[0185] VII-6) Cases for CDs, cassettes and videotapes; DVD electronic items, all kinds of office supplies (ballpoint pens, stamps and ink pads, mice, shelves, trucks), bottles of all sizes and contents (beverages, detergents, perfumes and other cosmetics), and adhesive tapes.
[0186] VII-7) Footwear (shoes / soles), insoles, leggings, adhesives, structural adhesives, food boxes (fruits, vegetables, meat, fish), synthetic paper, bottle labels, benches, artificial joints (human), printing plates (flexographic), printed circuit boards, and display technology.
[0187] VII-8) Devices filled with polymers (talc, chalk, Chinese clay (kaolin), wollastonite, pigments, carbon black, TiO2, mica, nanocomposites, dolomite, silicate, glass, asbestos).
[0188] Automotive interior and exterior materials manufactured from the compositions according to the present invention are preferred. Particularly preferred molded articles are those listed in I-2 above. Surface materials for roofs, seats, or dashboards are also of interest. The compound of formula (2) and its preparation are known, for example, from International Publication No. 2008 / 077830.
[0189] The additive mixture of the present invention is an excellent stabilizer against the harmful effects of light, heat, and oxidation in a variety of applications, including but not limited to automotive applications. The additive mixture is particularly suitable as a light stabilizer.
[0190] Therefore, in another embodiment, the claimed invention relates to a method for stabilizing an organic material susceptible to oxidative, thermal, or photoinducible decomposition, comprising incorporating or applying the additive mixture of the present invention thereto.
[0191] In another aspect, the presently claimed invention relates to the use of the additive mixture of the invention as a light stabilizer for organic materials that are susceptible to photoinduced degradation.
[0192] The presently claimed invention provides one or more of the following advantages:
[0193] The additive mixture of the invention stabilizes organic materials that are susceptible to oxidative, thermal or photoinduced degradation.
[0194] When used in organic materials, the additive mixture of the invention provides a surface that does not exhibit tackiness to organic material articles and does not exhibit blooming / exudation from organic material articles.
[0195] The following describes specific embodiments of the presently claimed invention:
[0196] 1. A compound of formula (1) and a compound of formula (2)
Chemical formula
[0197] 2. An additive mixture according to embodiment 1, wherein A1 is a linear or branched hydroxyl-substituted C1-C 20 alkyl and A2 is a linear or branched unsubstituted C1-C 30 alkyl.
[0198] 3. An additive mixture according to embodiment 1 or 2, wherein A1 is 2-hydroxy-2-methylpropyl and A2 is C 15 -C 17 alkyl.
[0199] 4. An additive mixture according to one or more of Embodiments 1 to 3, wherein the weight ratio of the compound of formula (1) to the compound of formula (2) is in the range of 5:95 to 95:5.
[0200] 5. Hindered amine light stabilizers, hydroxyphenyltriazine UV absorbers, compounds of formula (CI-8) [ka] (In the formula, n' is an integer in the range of 14 to 16), and An additive mixture according to one or more of Embodiments 1 to 4, further comprising additives other than those defined in Embodiment 1, selected from those mixtures.
[0201] 6. Hindered amine light stabilizers include bis(1-undecyloxy-2,2,6,6-tetramethyl-4-piperidyl) carbonate, bis(2,2,6,6-tetramethyl-4-piperidyl) sebacate, bis(2,2,6,6-tetramethyl-4-piperidyl) succinate, bis(1,2,2,6,6-pentamethyl-4-piperidyl) sebacate, bis(1-octyloxy-2,2,6,6-tetramethyl-4-piperidyl) sebacate, and bis(1,2,2,6,6-pentamethyl-4-piperidyl) n-butyl-3,5-di-tert-butyl- 4-Hydroxybenzylmalonate, condensate of 1-(2-hydroxyethyl)-2,2,6,6-tetramethyl-4-hydroxypiperidine and succinic acid, linear or cyclic condensate of N,N'-bis(2,2,6,6-tetramethyl-4-piperidyl)hexamethylenediamine and 4-tert-octylamino-2,6-dichloro-1,3,5-triazine, tris(2,2,6,6-tetramethyl-4-piperidyl)nitriloacetate, tetrakis(2,2,6,6-tetramethyl-4-piperidyl)-1,2,3,4-butanetetracarboxylate, 1,1'-(1,2-ethanediyl)-bis(3,3,5,5-tetramethylpiperazinone), 4-benzoyl-2,2,6,6-tetramethylpiperidine, 4-stearyloxy-2,2,6,6-tetramethylpiperidine, bis(1,2,2,6,6-pentamethylpiperidyl)-2-n-butyl-2-(2-hydroxy-3,5-di-tert-butylbenzyl)malonate, 3-n-octyl-7,7,9,9-tetramethyl-1,3,8-triazaspiro[4.5]decane-2,4-dione, bis(1-octyloxy-2,2,6,6-tetramethyl Methylpiperidyl) sebacate, bis(1-octyloxy-2,2,6,6-tetramethylpiperidyl) succinate, linear or cyclic condensates of N,N'-bis(2,2,6,6-tetramethyl-4-piperidyl)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-tetramethylpiperidyl)-1,3,5-triazine and 1,2-bis(3-aminopropylamino)ethane, 2-chloro-4,6-di(4-n-butylamino-1,Condensate of 2,2,6,6-pentamethylpiperidyl)-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]decane-2,4-dione, 3-dodecyl-1-(2,2,6,6-tetramethyl-4-piperidyl)pyrrolidine-2,5-dione, 3-dodecyl-1-(1,2,2,6,6-pentamethyl-4-piperidyl)pyrrolidine-2,5-dione, 4-hexadecyloxy- and 4-stearyloxy-2,2,6,6-te A mixture of tramethylpiperidines, a condensate of N,N'-bis(2,2,6,6-tetramethyl-4-piperidyl)hexamethylenediamine and 4-cyclohexylamino-2,6-dichloro-1,3,5-triazine, a condensate of 1,2-bis(3-aminopropylamino)ethane, 2,4,6-trichloro-1,3,5-triazine and 4-butylamino-2,2,6,6-tetramethylpiperidine; 1,6-hexanediamine and 2,4,6-trichloro-1,3,5-triazine, as well as N,N-dibutylamine and 4-butylamino-2,2,6,6- Condensates of tetramethylpiperidine; N-(2,2,6,6-tetramethyl-4-piperidyl)-n-dodecylsuccinimide, N-(1,2,2,6,6-pentamethyl-4-piperidyl)-n-dodecylsuccinimide, 2-undecyl-7,7,9,9-tetramethyl-1-oxa-3,8-diaza-4-oxospiro[4,5]decane, reaction products of 7,7,9,9-tetramethyl-2-cycloundecyl-1-oxa-3,8-diaza-4-oxospiro-[4,5]decane and epichlorohydrin, 1,1-bis(1,2,2,6,6-penta Methyl-4-piperidyloxycarbonyl)-2-(4-methoxyphenyl)ethene, N,N'-bis-formyl-N,N'-bis(2,2,6,6-tetramethyl-4-piperidyl)hexamethylenediamine, diester of 4-methoxymethylenemalonic acid and 1,2,2,6,6-pentamethyl-4-hydroxypiperidine, poly[methylpropyl-3-oxy-4-(2,2,6,6-tetramethyl-4-piperidyl)]siloxane, maleic anhydride-α-olefin copolymer and 2,2,6,6-tetramethyl-4-aminopiperidine or 1,2,2,Reaction product with 6,6-pentamethyl-4-aminopiperidine, 2,4-bis[N-(1-cyclohexyloxy-2,2,6,6-tetramethylpiperidine-4-yl)-N-butylamino]-6-(2-hydroxyethyl)amino-1,3,5-triazine, 5-(2-ethylhexanoyl)oxymethyl-3,3,5-trimethyl-2-morpholinone, 5-(2-ethylhexanoyl)oxymethyl-3,3,5-trimethyl-2-morpholinone, reaction product with 2,4-bis[(1-cyclohexyloxy-2,2,6,6-piperidine-4-yl)butylamino]-6-chloro-s-triazine and N,N'-bis(3-aminopropyl)ethylenediamine), 1,3,5-tris(N-cyclo An additive mixture according to Embodiment 5, selected from the group consisting of xyl-N-(2,2,6,6-tetramethylpiperazine-3-on-4-yl)amino)-s-triazine, 1,3,5-tris(N-cyclohexyl-N-(1,2,2,6,6-pentamethylpiperazine-3-on-4-yl)amino)-s-triazine, 4-N-butyl-2-N,4-N-bis(2,2,6,6-tetramethylpiperidine-4-yl)-2-N-[6-[(2,2,6,6-tetramethylpiperidine-4-yl)amino]hexyl]-1,3,5-triazine-2,4-diamine, N,N'-bis(2,2,6,6-tetramethyl-4-piperidyl)-N,N'-diformylhexamethylenediamine and mixtures thereof.
[0202] 7. Hydroxyphenyltriazine UV absorbers include 2,4,6-tris(2-hydroxy-4-octyloxyphenyl)-1,3,5-triazine, 2-(2-hydroxy-4-octyloxyphenyl)-4,6-bis(2,4-dimethylphenyl)-1,3,5-triazine, 2-(2,4-dihydroxyphenyl)-4,6-bis(2,4-dimethylphenyl)-1,3,5-triazine, 2,4-bis(2-hydroxy-4-propyloxyphenyl)-6-(2,4-dimethylphenyl)-1,3,5-triazine, and 2-(2-hydroxy- 4-octyloxyphenyl)-4,6-bis(4-methylphenyl)-1,3,5-triazine, 2-(2-hydroxy-4-dodecyloxyphenyl)-4,6-bis(2,4-dimethylphenyl)-1,3,5-triazine, 2-(2-hydroxy-4-tridecyloxyphenyl)-4,6-bis(2,4-dimethylphenyl)-1,3,5-triazine, 2-[2-hydroxy-4-(2-hydroxy-3-butyloxypropoxy)phenyl]-4,6-bis(2,4-dimethyl)-1,3,5-triazine, 2-[2-hydroxy-4-(2 -Hydroxy-3-octyloxypropyloxy)phenyl]-4,6-bis(2,4-dimethyl)-1,3,5-triazine, 2-[4-(dodecyloxy / tridecyloxy-2-hydroxypropoxy)-2-hydroxyphenyl]-4,6-bis(2,4-dimethylphenyl)-1,3,5-triazine, 2-[2-hydroxy-4-(2-hydroxy-3-dodecyloxypropoxy)phenyl]-4,6-bis(2,4-dimethylphenyl)-1,3,5-triazine, 2-(2-hydroxy-4-hexyloxy)phenyl-4,6-diphenyl Phenyl-1,3,5-triazine, 2-(2-hydroxy-4-methoxyphenyl)-4,6-diphenyl-1,3,5-triazine, 2,4,6-tris[2-hydroxy-4-(3-butoxy-2-hydroxypropoxy)phenyl]-1,3,5-triazine, 2-(2-hydroxyphenyl)-4-(4-methoxyphenyl)-6-phenyl-1,3,5-triazine, 2-{2-hydroxy-4-[3-(2-ethylhexyl-1-oxy)-2-hydroxypropyloxy]phenyl}-4,6-bis(2,4-dimethylphenyl)-1,3,An additive mixture according to Embodiment 6, selected from the group consisting of 5-triazine, 2,4-bis(4-[2-ethylhexyloxy]-2-hydroxyphenyl)-6-(4-methoxyphenyl)-1,3,5-triazine, 2-(4,6-bis-biphenylyl-4-yl-1,3,5-triazine-2-yl)-5-(2-ethyl-(n)-hexyloxy)phenol, and mixtures thereof.
[0203] 8. Additive mixtures according to one or more of Embodiments 1 to 7, further comprising substituted and unsubstituted benzoic acid esters.
[0204] 9. a) Organic materials susceptible to oxidative, thermal, or photoinducible decomposition; and b) Additive mixtures defined in one or more of Embodiments 1 to 8 A composition containing the following:
[0205] 10. A composition according to Embodiment 9, wherein the weight ratio of the organic material to the additive mixture is in the range of 99.99:0.01 to 1.0:99.0.
[0206] 11. A composition according to Embodiment 9 or 10, wherein the organic material is selected from the group consisting of thermoplastic elastomers, polyolefins, acrylonitrile / butadiene / styrene, polyvinyl chloride, polymethyl methacrylate, polyamide, or polyoxymethylene.
[0207] 12. A composition according to one or more of Embodiments 9 to 11, wherein the organic material is a thermoplastic polyolefin.
[0208] 13. A composition according to one or more of Embodiments 9 to 12, wherein the thermoplastic polyolefin is thermoplastic polyethylene or polypropylene.
[0209] 14. A composition according to one or more of Embodiments 9 to 13, further comprising component (c) an anti-scratch agent, a filler, a pigment, and a mixture thereof.
[0210] 15. A composition according to one or more of Embodiments 9 to 14, wherein the anti-scratch agent is selected from the group consisting of unsaturated or saturated fatty acid amides, poly(organo)siloxanes, and mixtures thereof. 16. Automotive interior and exterior materials manufactured from a composition according to any one of Embodiments 9 to 14.
[0211] 17. A method for stabilizing an organic material susceptible to oxidative, thermal, or photo-induced decomposition, comprising incorporating or applying an additive mixture defined in Embodiments 1 to 8 thereto.
[0212] 18. Use of additive mixtures defined in Examples 1-8 as light stabilizers for organic materials susceptible to photo-induced degradation.
[0213] The following examples illustrate the present invention in more detail. All percentages and parts mentioned herein are by weight unless otherwise specified. [Examples]
[0214] Example 1: Stabilization of thermoplastic polypropylene Base formulation: 1. 89.36% by weight thermoplastic polypropylene (Daplen® EE013 AE of Borealis); melt flow rate: 11 g / 10 min (ISO 1133), density: 905 kg / m³ 3 (ISO 1183) 2. A blend of 0.1% by weight of 80% tris(2,4-di-tert-butylphenyl)phosphite + 20% octadecyl-3-[3,5-di-tert-butyl-4-hydroxyphenyl]propionate, 3. 0.05% by weight of calcium stearate, 4. 10.0% by weight of talc, 5. 0.03% by weight of carbon black, and 6. 0.4% by weight of ercamid.
[0215] Further additive mixtures, outlined below, are incorporated in the same manner as in the mixture and base formulation. In all cases, the weight percentage of thermoplastic polypropylene is adjusted so that the total of all components equals 100%.
[0216] Additive mixture: Compound A: 1,3,5-tri(3,5-di-tert-butyl-4-hydroxybenzyl)isocyanurate, Compound B: 1-(2-hydroxy-2-methylpropoxy)-4-octadecanoyloxy-2,2,6,6-tetramethylpiperidine Compound C:N,N'-bis(2,2,6,6-tetramethyl-4-piperidyl)-N,N'-diformylhexamethylenediamine, and Compound D: A condensate of 1,6-hexanediamine and 2,4,6-trichloro-1,3,5-triazine, as well as N,N-dibutylamine and 4-butylamino-2,2,6,6-tetramethylpiperidine.
[0217] [Table 1]
[0218] Preparation of test specimens: The base formulation was pre-mixed in a Pappermaier® ESK-150 mixer. This mixture was combined with 0.6 wt% of the above additive mixture in a Mixaco Lab CM12 high-speed mixer and compounded at 220°C in a Bersterff® ZE 25x32D twin-screw extruder. Subsequently, injection molding was performed at 240°C in an Engel HL65 injection molding machine.
[0219] Injection-molded plaques measuring 40mm x 60mm x 2mm or 25mm x 60mm x 2mm were exposed to artificial weathering according to international standards from Volkswagen (VW), PV 1303-Grayscale and Volkswagen, PV 1303-Delta E. The PV 1303 settings are as follows: VW PV 1303, DIN 75 202: Lamp: Xenon arc Lamp illumination: 1.2W / m 2 @420nm or 300-400nm at 60W / m 2 Lamp filter set: Borosilicate inside / Soda lime outside Black panel temperature BPT: 100±3℃ Dry valve temperature: 65±3℃ Chamber RH: 20±10% Weather cycle: Permanent light / no dark period, dry only / no rain
[0220] The parameters measured were color shifts on a grayscale according to DIN EN ISO 105-A05 and a delta-E scale according to DIN 6174.
[0221] The results are shown in Tables 1 and 2.
[0222] [Table 2]
[0223] [Table 3]
[0224] Tables 1 and 2 clearly show that adding the additive mixture of the present invention better preserves the properties of the tested thermoplastic polypropylene sample (i.e., there is no color change due to decomposition when exposed to artificial weathering).
[0225] Example 2: Stabilization of thermoplastic polypropylene Test specimens were prepared in the same manner as described in Example 1 and exposed to artificial weathering according to international standards from Volkswagen, PV 3930-Grayscale and Volkswagen, PV 3930-Delta E (PV3930 is also known as the "Florida Test").
[0226] The settings of PV 3930 are as follows: VW PV 3930: Lamp: Xenon arc Lamp irradiance: 0.5 W / m 2 @340 nm Filter set around the lamp: Inner borosilicate / Outer borosilicate Black standard temperature BST: 65 ± 3 °C Driver valve temperature: 40 ± 3 °C R.H. inside the chamber: 70 ± 10% Weather cycle: 108 minutes of light and dry / 18 minutes of light and wet
[0227] The measured parameters were color shifts on the gray scale according to DIN EN ISO 105 - A05 and on the delta E scale according to DIN 6174.
[0228] The results are shown in Tables 3 and 4.
[0229]
Table 4
[0230]
Table 5
[0231] From Tables 3 and 4, it is clear that by adding the additive mixture of the present invention, the properties of the tested thermoplastic polypropylene samples are better retained (i.e., there is no color change due to decomposition when exposed to artificial weathering).
[0232] Example 3: Stabilization of Thermoplastic Polypropylene In some combinations of polymers, fillers, colorants, stabilizers, and anti-scratch agents, some of the additives may migrate, and in unfortunate combination ratios, these additives may even bloom on the surface. When exposed to sunlight and decomposed, these additives can form a sticky layer. A stickiness test can record how this stickiness develops on the surface.
[0233] Test specimens were prepared in the same manner as described in Example 1, and their tackiness was evaluated according to the international standards PV 1306-GS and PV 1306-DE (PV1306 is an exposure test for determining the tackiness of polypropylene parts). Finger-tactile tackiness was evaluated according to a predetermined system and recorded over the aging time. The evaluation system used for this test is as follows:
[0234] [Table 6]
[0235] The results are shown in Table 5.
[0236] [Table 7]
[0237] Table 5 clearly shows that by adding the additive mixture, a surface can be obtained that does not exhibit tackiness to the thermoplastic polypropylene sample and does not show blooming / exudation from the thermoplastic polypropylene sample.
Claims
1. Compounds of formula (1) and compounds of formula (2) 【Chemistry 1】 (In the formula, A 1 is a linear or branched, substituted or unsubstituted C 1 ~C 20 is alkyl, and A 2 is a linear or branched, substituted or unsubstituted C 1 ~C 30 alkyl), and At least one compound selected from the group consisting of hindered amine light stabilizers 1. An additive mixture comprising:
2. A 1 is a linear or branched hydroxyl-substituted C 1 ~C 20 alkyl, and A 2 is a straight-chain or branched unsubstituted C 1 ~C 30 10. The additive mixture of claim 1, wherein the alkyl group is alkyl.
3. A 1 is 2-hydroxy-2-methylpropyl, and A 2 is C 15 ~C 17 3. The additive mixture of claim 1 or 2, wherein the alkyl is alkyl.
4. 4. The additive mixture according to claim 1, wherein the weight ratio of the compound of formula (1) to the compound of formula (2) is in the range of 5:95 to 95:
5.
5. Hydroxyphenyltriazine UV absorber, compound of formula (C-I-8) 【Chemistry 2】 5. The additive mixture of any one of claims 1 to 4, further comprising an additive other than the additive defined in claim 1 selected from: wherein n' is an integer in the range of 14 to 16, and mixtures thereof.
6. The hindered amine light stabilizer is selected from the group consisting of bis(1-undecyloxy-2,2,6,6-tetramethyl-4-piperidyl)carbonate, bis(2,2,6,6-tetramethyl-4-piperidyl)sebacate, bis(2,2,6,6-tetramethyl-4-piperidyl)succinate, bis(1,2,2,6,6-pentamethyl-4-piperidyl)sebacate, bis(1-octyloxy-2,2,6,6-tetramethyl-4-piperidyl)sebacate, bis(1,2,2,6,6-pentamethyl-4-piperidyl)n-butyl-3,5-di-tert- Butyl-4-hydroxybenzyl malonate, condensation product of 1-(2-hydroxyethyl)-2,2,6,6-tetramethyl-4-hydroxypiperidine with succinic acid, linear or cyclic condensation product of N,N'-bis(2,2,6,6-tetramethyl-4-piperidyl)hexamethylenediamine with 4-tert-octylamino-2,6-dichloro-1,3,5-triazine, tris(2,2,6,6-tetramethyl-4-piperidyl)nitrilotriacetate, tetrakis(2,2,6,6-tetramethyl-4-piperidyl)-1,2,3,4-butanetate carboxylate, 1,1'-(1,2-ethanediyl)-bis(3,3,5,5-tetramethylpiperazinone), 4-benzoyl-2,2,6,6-tetramethylpiperidine, 4-stearyloxy-2,2,6,6-tetramethylpiperidine, bis(1,2,2,6,6-pentamethylpiperidyl)-2-n-butyl-2-(2-hydroxy-3,5-di-tert-butylbenzyl)malonate, 3-n-octyl-7,7,9,9-tetramethyl-1,3,8-triazaspiro[4.5]decane-2,4-dione, bis(1-octyloxy) bis(1-octyloxy-2,2,6,6-tetramethylpiperidyl) sebacate, bis(1-octyloxy-2,2,6,6-tetramethylpiperidyl) succinate, linear or cyclic condensation product of N,N'-bis(2,2,6,6-tetramethyl-4-piperidyl)hexamethylenediamine with 4-morpholino-2,6-dichloro-1,3,5-triazine, condensation product of 2-chloro-4,6-bis(4-n-butylamino-2,2,6,6-tetramethylpiperidyl)-1,3,5-triazine with 1,2-bis(3-aminopropylamino)ethane, 2-chloro-4,Condensation product of 6-di(4-n-butylamino-1,2,2,6,6-pentamethylpiperidyl)-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]decane-2,4-dione, 3-dodecyl-1-(2,2,6,6-tetramethyl-4-piperidyl)pyrrolidine-2,5-dione, 3-dodecyl-1-(1,2,2,6,6-pentamethyl-4-piperidyl)pyrrolidine-2,5-dione, 4-hexadecyloxy-, and A mixture of 4-stearyloxy-2,2,6,6-tetramethylpiperidine, a condensation product of N,N'-bis(2,2,6,6-tetramethyl-4-piperidyl)hexamethylenediamine and 4-cyclohexylamino-2,6-dichloro-1,3,5-triazine, a condensation product of 1,2-bis(3-aminopropylamino)ethane, 2,4,6-trichloro-1,3,5-triazine and 4-butylamino-2,2,6,6-tetramethylpiperidine; 1,6-hexanediamine and 2,4,6-trichloro-1,3,5-triazine, and N,N-dibutyl Condensates of amines and 4-butylamino-2,2,6,6-tetramethylpiperidine; N-(2,2,6,6-tetramethyl-4-piperidyl)-n-dodecylsuccinimide, N-(1,2,2,6,6-pentamethyl-4-piperidyl)-n-dodecylsuccinimide, 2-undecyl-7,7,9,9-tetramethyl-1-oxa-3,8-diaza-4-oxo-spiro[4,5]decane, reaction of 7,7,9,9-tetramethyl-2-cycloundecyl-1-oxa-3,8-diaza-4-oxospiro[4,5]decane with epichlorohydrin Products, 1,1-bis(1,2,2,6,6-pentamethyl-4-piperidyloxycarbonyl)-2-(4-methoxyphenyl)ethene, N,N'-bis-formyl-N,N'-bis(2,2,6,6-tetramethyl-4-piperidyl)hexamethylenediamine, diester of 4-methoxymethylenemalonic acid and 1,2,2,6,6-pentamethyl-4-hydroxypiperidine, poly[methylpropyl-3-oxy-4-(2,2,6,6-tetramethyl-4-piperidyl)]siloxane, maleic anhydride-α-olefin copolymer and 2,2,6,reaction products of 2,4-bis[N-(1-cyclohexyloxy-2,2,6,6-tetramethylpiperidin-4-yl)-N-butylamino]-6-(2-hydroxyethyl)amino-1,3,5-triazine, 5-(2-ethylhexanoyl)oxymethyl-3,3,5-trimethyl-2-morpholinone, 5-(2-ethylhexanoyl)oxymethyl-3,3,5-trimethyl-2-morpholinone, reaction products of 2,4-bis[(1-cyclohexyloxy-2,2,6,6-piperidin-4-yl)butylamino]-6-chloro-s-triazine and N,N'-bis(3-aminopropyl)ethylenediamine, 1,3,5-triazine The additive mixture according to any one of claims 1 to 5, wherein the additive mixture is selected from the group consisting of bis(N-cyclohexyl-N-(2,2,6,6-tetramethylpiperazin-3-one-4-yl)amino)-s-triazine, 1,3,5-tris(N-cyclohexyl-N-(1,2,2,6,6-pentamethylpiperazin-3-one-4-yl)amino)-s-triazine, 4-N-butyl-2-N,4-N-bis(2,2,6,6-tetramethylpiperidin-4-yl)-2-N-[6-[(2,2,6,6-tetramethylpiperidin-4-yl)amino]hexyl]-1,3,5-triazine-2,4-diamine, N,N'-bis(2,2,6,6-tetramethyl-4-piperidyl)-N,N'-diformylhexamethylenediamine, and mixtures thereof.
7. The hydroxyphenyl triazine UV absorber is selected from the group consisting of 2,4,6-tris(2-hydroxy-4-octyloxyphenyl)-1,3,5-triazine, 2-(2-hydroxy-4-octyloxyphenyl)-4,6-bis(2,4-dimethylphenyl)-1,3,5-triazine, 2-(2,4-dihydroxyphenyl)-4,6-bis(2,4-dimethylphenyl)-1,3,5-triazine, 2,4-bis(2-hydroxy-4-propyloxyphenyl)-6-(2,4-dimethylphenyl)-1,3,5-triazine, 2-(2-hydroxy- 4-octyloxyphenyl)-4,6-bis(4-methylphenyl)-1,3,5-triazine, 2-(2-hydroxy-4-dodecyloxyphenyl)-4,6-bis(2,4-dimethylphenyl)-1,3,5-triazine, 2-(2-hydroxy-4-tridecyloxyphenyl)-4,6-bis(2,4-dimethylphenyl)-1,3,5-triazine, 2-[2-hydroxy-4-(2-hydroxy-3-butyloxypropoxy)phenyl]-4,6-bis(2,4-dimethyl)-1,3,5-triazine, 2-[2-hydroxy-4-(2 2-[4-(dodecyloxy / tridecyloxy-2-hydroxypropoxy)-2-hydroxyphenyl]-4,6-bis(2,4-dimethylphenyl)-1,3,5-triazine, 2-[2-hydroxy-4-(2-hydroxy-3-dodecyloxypropoxy)phenyl]-4,6-bis(2,4-dimethylphenyl)-1,3,5-triazine, 2-(2-hydroxy-4-hexyloxy)phenyl-4,6-diphenyl phenyl-1,3,5-triazine, 2-(2-hydroxy-4-methoxyphenyl)-4,6-diphenyl-1,3,5-triazine, 2,4,6-tris[2-hydroxy-4-(3-butoxy-2-hydroxypropoxy)phenyl]-1,3,5-triazine, 2-(2-hydroxyphenyl)-4-(4-methoxyphenyl)-6-phenyl-1,3,5-triazine, 2-{2-hydroxy-4-[3-(2-ethylhexyl-1-oxy)-2-hydroxypropyloxy]phenyl}-4,6-bis(2,4-dimethylphenyl)-1,3,7. The additive mixture according to claim 5 or 6, wherein the additive mixture is selected from the group consisting of 2,4-bis(4-[2-ethylhexyloxy]-2-hydroxyphenyl)-6-(4-methoxyphenyl)-1,3,5-triazine, 2-(4,6-bis-biphenylyl-4-yl-1,3,5-triazin-2-yl)-5-(2-ethyl-(n)-hexyloxy)phenol, and mixtures thereof.
8. The additive mixture of any one of claims 1 to 7, further comprising esters of substituted and unsubstituted benzoic acid.
9. a) organic materials susceptible to oxidative, thermal or light-induced degradation; and b) an additive mixture as defined in any one of claims 1 to 8 A composition comprising:
10. 10. The composition of claim 9, wherein the weight ratio of said organic material to said additive mixture is in the range of 99.99:0.01 to 1.0:99.
0.
11. 11. The composition of claim 9 or 10, wherein the organic material is selected from the group consisting of thermoplastic elastomers, polyolefins, acrylonitrile / butadiene / styrene, polyvinyl chloride, polymethylmethacrylate, polyamides or polyoxymethylene.
12. The composition according to any one of claims 9 to 11, wherein the organic material is a thermoplastic polyolefin.
13. 13. The composition of claim 12, wherein the thermoplastic polyolefin is a thermoplastic polyethylene or polypropylene.
14. 14. The composition of any one of claims 9 to 13, further comprising component (c) an anti-scratch agent, a filler, a pigment, and mixtures thereof, wherein the anti-scratch agent is selected from the group consisting of unsaturated or saturated fatty acid amides, poly(organo)siloxanes, and mixtures thereof.
15. Automotive interior or exterior materials prepared from a composition according to any one of Examples 9-14.
16. 10. A method for stabilizing organic material susceptible to oxidative, thermal or light-induced degradation, comprising incorporating therein or applying thereto an additive mixture as defined in any one of claims 1 to 8.
17. 10. Use of an additive mixture as defined in any one of claims 1 to 8 as a light stabilizer for organic materials susceptible to light-induced degradation.