EP4126810A1

EP4126810A1 - Use of substituted cinnamic acid esters as stabilisers for organic materials, stabilised organic material, method for stabilising organic materials and specific cinamic acid esters

Info

Publication number: EP4126810A1
Application number: EP21713654.8A
Authority: EP
Inventors: Rudolf Pfaendner; Jannik MAYER; Elke Metzsch-Zilligen
Original assignee: Fraunhofer Gesellschaft zur Forderung der Angewandten Forschung eV
Current assignee: Fraunhofer Gesellschaft zur Forderung der Angewandten Forschung eV
Priority date: 2020-03-27
Filing date: 2021-03-19
Publication date: 2023-02-08
Also published as: US20230117792A1; KR20220160619A; JP2023520351A; DE102020203987A1; CN115362142A; WO2021191078A1

Abstract

The present invention relates to the use of specific cinnamic acid esters as stabilisers of organic materials, in particular against oxidative, thermal and/or actinic degradation. The invention also relates to a corresponding stabilised organic material. The invention further relates to a method for stabilising organic materials, in which specific cinnamic acid esters are incorporated into the organic material. According to the invention, specific new cinnamic acid esters are also disclosed.

Description

Use of substituted cinnamic acid esters as stabilizers for organic materials, stabilized organic material, method for stabilizing organic materials and specific cinnamic acid esters The present invention relates to the use of specific cinnamic acid esters as stabilizers of organic materials, in particular against oxidative, thermal and / or actinic degradation. The present invention also relates to a correspondingly stabilized organic material. Another aspect of the present invention relates to a method for stabilizing organic materials, in which specific cinnamic acid esters are incorporated into the organic material. Specific new cinnamic acid esters are also disclosed in accordance with the invention. Organic materials such as plastics are subject to aging processes, which ultimately lead to a loss of the desired properties such as the mechanical parameters. This process, known as autoxidation, leads to changes in the polymer chain, such as in the molecular weight or the formation of new chemical groups, based on radical chain cleavages through mechanochemical processes or through UV radiation in the presence of oxygen. To prevent this aging or Stabilizers are therefore used to at least delay the process. Important representatives of stabilizers are antioxidants, which interfere with the radicals formed during autoxidation and thus interrupt the breakdown process. A general distinction is made between primary antioxidants, which can react directly with oxygen-containing free radicals or C-radicals, and secondary antioxidants, which react with intermediate hydroperoxides (see C. Kröhnke et al. Antioxidants in Ullmann's encyclopedia of industrial chemistry, Wiley ‐ VCH Verlag, Weinheim 2015). Typical representatives of primary antioxidants are, for example, phenolic antioxidants, amines, but also lactones. Classes of secondary antioxidants are phosphorus compounds such as phosphites and phosphonites, but also organosulfur compounds such as thioesters and disulfides. Usually, in practice, primary and secondary antioxidants are often combined, which leads to a synergistic effect. Increasingly, plastics made from fossil raw materials such as crude oil or natural gas are being supplemented or replaced by plastics based on renewable raw materials using biochemical processes. The question of sustainability then also arises for the primary and secondary antioxidants used for this (and for plastics made from fossil raw materials). There is therefore a need for stabilizers based on renewable and available raw materials with high effectiveness, low volatility and compatibility with polymeric substrates. In principle, primary antioxidants from renewable raw materials are known, some of which are also used in plastics. A typical example are tocopherols (vitamin E). Like usual antioxidants, tocopherols have a sterically hindered phenol structure and can be used alone or in combination with secondary antioxidants (e.g. S. Al-Malaika, Macromol. Symp. 2001, 176, 107-117). Tocopherols can be isolated from natural substances such as wheat germ oil, sunflower oil or olive oil, for example. Other known phenols with an anti-oxidative effect in plastics are, for example, quercetin (B. Kirschweng et al., Eur. Pol. J. 2018, 103, 228-237), Dihydromyrecetin (B. Kirschweng et al., Pol. Degr. Stab. 2016, 133, 192-200), derivatives of rosmarinic acid. (K. Doudin et al., Pol. Degr. Stab. 2016, 130, 126-134) or also tannin (WJ Grigsby et al., Polymers 5 (2013) 344-360). Furthermore, derivatives of ferulic acid (AF Reano et al. ACS Sustainable Chemistry and Engineering 4: 6562-6571) and caffeic acid (V. Ambrogi et al. Biomacromolecules 15: 302-310) are known. Most of the natural phenols, however, require a great deal of effort in isolation, purification or the production of applicable secondary products. This object is achieved with the features of claim 1 with regard to the use of certain cinnamic acid esters for stabilizing organic materials. The object is further achieved with a stabilized organic material according to claim 11 with respect to a method for stabilizing an organic material with the features of claim 14 and with respect to new cinnamic acid esters that can be used as stabilizers for the purposes of the present invention with the features of claim 15 solved. The respective dependent claims represent advantageous developments. Ferulic acid and its salts are used, for example, in the cosmetics industry or as active pharmaceutical ingredients (e.g. FR 2907338, CN 101181256, DE 1957433), the production of the salts is known in principle (e.g. AT 317184). The state of the art is also the stabilization of plastics with selected ester derivatives of ferulic acid (AF Reano et al. ACS Sustainable Chemistry and Engineering 4 (2015), 6562‐6571, AF Reano et al. ACS Sustainable Chemistry and Engineering 3 (2015) , 3486-3496) and caffeic acid (V. Ambrogi et al. Biomacromolecules 15 (2014), 302-310). However, these derivatives are relatively laboriously produced by enzymatic syntheses. Also known ferulic acid derivatives in the form of ester compounds are isosorbide esters (US 2007 189990), cholestanyl esters (WO 2018/153917) and oligomers and polymers of ferulic acid (US 2016 257846). The object of the present invention was to provide sustainable antioxidants for plastics based on renewable raw materials with high effectiveness, high thermal stability and low volatility. The present invention thus relates in a first aspect to the use of a compound or mixtures of several compounds according to general formula I formula I. where R ¹ , R ² and R ^{3 are} each independently selected from the group consisting of hydroxy, linear or branched alkoxy groups with 1 to 6 carbon atoms and hydrogen, with the proviso that at least one of the radicals R ¹ , R ² and R ³ is a hydroxy radical and / or a linear or branched alkoxy group with 1 to 6 carbon atoms, and R ^{4 is} selected from the group consisting of a linear or branched alkyl radical with at least 8 carbon atoms and the following radicals according to formulas IIa, IIb and IIc, Formula IIa Formula IIb Formula IIc where R ^{5 is} identical or different on each occurrence and is selected from the group consisting of hydroxy and the following radical according to formula III, where R ¹ , R ² and R ^{3 are} as defined above, for the stabilization of organic materials, in particular against oxidative, thermal and / or actinic degradation. It has surprisingly been found that the cinnamic acid derivatives used according to the invention can be used as new stabilizers based on renewable raw materials. A high level of effectiveness, environmental friendliness and a favorable cost structure compared to the stabilizers known from the prior art were found. Particularly suitable organic materials for the purposes of the present invention are plastics, coatings, lubricants, hydraulic oils, engine oils, turbine oils, gear oils, metal working fluids, chemicals or monomers. According to the invention, cosmetics are not counted among the organic materials. According to a particularly preferred embodiment, the compound according to general formula I is selected from the group consisting of the following compounds: wherein R ^{4 is} as defined in claim 1. For example, the linear or branched alkyl radical with at least 8 Carbon atoms of the radical R ⁴ of alcohols, selected from the group consisting of octan-1-ol, nonan-1-ol, decan-1-ol, undecan-1-ol, lauryl alcohol, tridecan-1-ol, myristyl alcohol, cetyl alcohol, Stearyl alcohol, ceryl alcohol, myricyl alcohol, palmitoleyl alcohol, oleyl alcohol, arachidyl alcohol, behenyl alcohol, erucyl alcohol, lignoceryl alcohol, montanyl alcohol, linoleyl alcohol, isotridecyl alcohol, geraniol, rhodinool, citronellearol and lauryl alcohol are particularly preferred. Preferred radicals R ⁵ are selected from the group consisting of the following radicals. It is particularly preferred here that the substitution pattern of the remainder according to of the compound according to formula I and the substitution pattern of the radical R ^{5 is} identical. This means that, for example, the substitution pattern of the radicals according to formula IIa, IIb, IIc with respect to R ⁵ and the cinnamic acid radical according to formula I is identical. Such connections are thus symmetrical. The compound according to general formula I or, in the case of a mixture of several compounds according to general formula I, is preferably the All of the compounds according to general formula I in a proportion by weight of 0.01 to 10.00% by weight, preferably 0.02 to 5.00% by weight, particularly preferably 0.05 or 0.10 to 2, 00% by weight contained in the organic material. According to a further preferred embodiment, the compound according to formula I or the mixtures thereof is used to stabilize thermoplastic, elastomeric or thermoset plastics. In particular, the plastic is selected from the group consisting of a) polymers made from olefins or diolefins such as polyethylene (LDPE, LLDPE, VLDPE, ULDPE, MDPE, HDPE, UHMWPE), metallocene PE (m-PE), polypropylene, polyisobutylene, Poly-4-methyl-pentene-1, polybutadiene, polyisoprene, polycyclooctene, polyalkylene-carbon monoxide copolymers, as well as copolymers in the form of random or block structures such as polypropylene-polyethylene (EP), EPM or EPDM, ethylene-vinyl acetate (EVA), Ethylene acrylic esters such as ethylene butyl acrylate, ethylene acrylic acid and their salts (ionomers), as well as terpolymers such as ethylene acrylic acid glycidyl (meth) acrylate, graft polymers such as polypropylene graft maleic anhydride, polypropylene graft acrylic acid, polyethylene - graft acrylic acid, polyethylene polybutyl acrylate graft maleic anhydride and blends thereof, b) polystyrene, polymethylstyrene, poly-alpha-methylstyrene, polyvinylnaphthalene, polyvinylbiphenyl, polyvinyltoluene, styrene-butadiene (SB), styro l-butadiene-styrene (SBS), styrene-ethylene-butylene-styrene (SEBS), styrene-ethylene-propylene-styrene, styrene-isoprene, styrene-isoprene-styrene (SIS), styrene-butadiene-acrylonitrile (ABS), Styrene-acrylonitrile (SAN), styrene-acrylonitrile-acrylate (ASA), styrene-ethylene, styrene-maleic anhydride polymers incl. Corresponding graft copolymers such as styrene on butadiene, maleic anhydride on SBS or SEBS, as well as graft copolymers made of methyl methacrylate, styrene-butadiene and ABS (MABS), as well as hydrogenated polystyrene derivatives, c) halogen-containing polymers such as polyvinyl chloride (PVC), polychloroprene and polyvinylidene chloride (PVDC) ), Copolymers of vinyl chloride and vinylidene chloride or of vinyl chloride and vinyl acetate, chlorinated polyethylene, polyvinylidene fluoride, epichlorohydrin homo, and copolymers thereof, d) Polymers of unsaturated esters such as polyacrylates and polymethacrylates such as polymethyl methacrylate (PMMA), polybutyl acrylate, polylauryl acrylate, polystearyl acrylate, polyglycidyl acrylate, polyglycidyl methacrylate, polyacrylonitrile, polyacrylamides, copolymers such as, for example, polyacrylonitrile-alcohols, copolymers, such as polyacrylonitrile-alcohols, copolymers such as polyacrylonitrile-alcohols, copolymers, such as polyacrylonitrile-alcohols, copolymers, such as polyacrylonitrile-alcohols, copolymers, such as polyacrylonitrile-alcohols , Polyvinyl acetate, polyvinyl butyral, polyallyl phthalate, polyallyl melamine, f) polyacetals, such as polyoxymethylene POM) or copolymers with, for example, butanal, polyphenylene oxides and blends with polystyrene or polyamides, g) polymers of cyclic ethers such as polyethylene glycol, polypropuranylene glycol, polypropylene oxide, polyethylene oxide, h) Polyurethanes made from hydroxy-terminated polyethers or polyesters and aromatic or aliphatic isocyanates, in particular linear polyurethanes (TPU), polyureas, i) polyamides such as polyamide-6, 6.6, 6.10, 4.6, 4.10, 6.12, 10.10, 10.12, 12.12, polyamide 11 , Polyamide 12 and (partially) aromatic polyamides such as polyphthalamides, e.g. made from terephthalic acid and / or isophthalic acid and aliphatic diamines or from aliphatic dicarboxylic acids such as adipic acid or sebacic acid and aromatic diamines such as 1,4‐ or 1,3‐ diaminobenzene, blends of different polyamides such as PA ‐ 6 and PA 6.6 or blends of polyamides and polyolefins such as PA / PP j) polyimides, polyamide ‐ imides, polyetherimides, polyesterimides, poly‐ (ether) ketones, polysulfones, polyether sulfones, polyarylsulfones, poly‐ phenylene sulfides, polybenzimidazoles, polyhydantoins, k) polyesters made from aliphatic or aromatic dicarboxylic acids and diols or from hydroxy ‐ carboxylic acids such as polyethylene terephthalate (PET), polybutylene terephthalate (PBT), polypropylene terephthalate (PTT), polyethylene naphthylate 1,4 ‐ hexanthylate (PEN), polyethyleneterephthalate (PEN) , Polyhydroxybenzoate, polyhydroxynaphthalate, polylactic acid (PLA), polyhydroxybutyrate (PHB), polyhydroxyvales rat (PHV), polyethylene succinate, polytetraethylene succinate, polycaprolactone, l) polycarbonates, polyester carbonates, and blends such as PC / ABS, PC / PBT, PC / PET / PBT, PC / PA m) Cellulose derivatives such as cellulose nitrate, cellulose acetate, cellulose propionate, cellulose butyrate, n) epoxy resins, consisting of di‐ or polyfunctional epoxy compounds in combination with, for example, hardeners based on amines, anhydrides, dicyandiamide, mercaptans, isocyanates or catalytically active hardeners such as phenol-formaldehyde resins, urea-formaldehyde resins, melamine-formaldehyde resins, p) unsaturated polyester resins made from unsaturated dicarboxylic acids and diols with vinyl compounds, alkyd resins, allyl resins q) silicones, e.g. based on dimethylsiloxanes, methyl-phenyl-siloxanes or Diphenylsiloxanes, for example vinyl groups terminated r) and mixtures, combinations or blends of two or more of the aforementioned polymers. If the polymers specified under a) to r) are copolymers, they can be in the form of statistical (“random”), block or “tapered” structures. Furthermore, the polymers mentioned can be in the form of linear, branched, star-shaped or hyperbranched structures. If the polymers specified under a) to r) are stereoregular polymers, they can be in the form of isotactic, stereotactic, but also atactic forms or as stereoblock copolymers. Furthermore, the polymers specified under a) to r) can have both amorphous and (partially) crystalline morphologies. If necessary, the polyolefins mentioned under a) can also be crosslinked, e.g. crosslinked polyethylene, which is then referred to as X ‐ PE. The present compounds can also be used to stabilize rubbers and elastomers. This can be natural rubber (NR) or synthetic rubber materials such as NR (Natural Rubber), chloroprene (CR), polybutadiene (BR), styrene-butadiene (SBR), Polyisoprene (IR), butyl rubber (IIR), nitrile rubber (NBR), hydrogenated nitrile rubber (HNBR), polyester or polyether urethane rubber, silicone rubber. In addition to new goods, the plastics can be recycled plastics e.g. B. from industrial collections such as production waste or plastics from household or recyclable materials collections. Preferred plastics are thermoplastic plastics and, in particular, plastics which are used in packaging such as, for example, food packaging, in particular polyolefins, polystyrene, polyesters and polyamides. Polypropylene homo‐ and copolymers, as well as polyethylene in the form of LDPE, LLDPE, HDPE, MDPE, VLDPE and polyethylene terephthalate (PET), homo‐ and copolymers are very particularly preferred. Also particularly preferred are aliphatic polyesters from renewable raw materials, which are essentially produced from aliphatic dicarboxylic acids and aliphatic diols, from hydroxycarboxylic acids or lactones. such as polylactic acid (PLA), polyglycolic acid (PGA), polyhydroxybutyric acid (PHB), polyhydroxyvaleric acid (PHV), polyethylene succinate (PESu), polybutylene succinate (PBS), polyethylene adipate, poly (butylene succinate ‐ co ‐ adipate), PCL (PBSA.) or For example, the plastic can contain at least one further additive selected from the group consisting of primary and / or secondary antioxidants, in particular primary and / or secondary antioxidants selected from the group consisting of phosphites, phosphonites, thiols, phenolic antioxidants, sterically hindered amines, hydroxylamines and Mixtures or combinations thereof, UV absorbers, light stabilizers, hydroxylamine-based stabilizers, benzofuranone-based stabilizers, nucleating agents, impact strength improvers, plasticizers, lubricants, rheology modifiers, chain extenders, processing aids, pigments, dyes, optical brighteners, antimicrobial agents, antimicrobial agents, antimicrobial agents, optical brighteners, antimicrobial agents , Dispersants, compatibilizers, oxygen scavengers, acid scavengers, co-stabilizers, marking agents and anti-fogging agents, contained and / or added to the plastic during use.

In the event that an additive or several additives are contained in the plastic, these are preferably in total in an amount of 0.01 to 9.99% by weight, preferably 0.01 to 4.98% by weight, particularly preferably 0.02 to 2.00% by weight, based on the totality of the at least one compound according to formula I, of the organic material and of the at least one additive, contain or are added when used.

The present invention also relates to an organic material, in particular a plastic composition, containing at least one compound according to general formula I or a mixture of several compounds according to general formula I as a stabilizer

Formula I where R ¹ , R ² , R ³ and R ^{4 are} as defined in one of claims 1 and 5.

All preferred statements as formulated above relating to the compound according to formula I also apply without restriction to the organic material according to the invention.

The organic material preferably has the following composition:

0.01 to 10.00% by weight, preferably from 0.02 to 5.00% by weight, particularly preferably from 0.10 to 2.00% by weight of a compound according to general formula I or in the case of a Mixture of several compounds according to general formula I, the entirety of all compounds according to general formula I.

99.99 to 90.00% by weight, preferably 99.89 to 95.00% by weight, particularly preferably 99.90 to 98.00% by weight, of at least one organic material, preferably selected from the group consisting of Plastics, coatings, lubricants, hydraulic oils, engine oils, turbine oils, Gear oils, metalworking fluids, chemicals or monomers, and also 0 to 9.99% by weight, preferably 0 to 4.98% by weight, particularly preferably 0.02 to 2.00% by weight, of at least one additive, the Add components to 100% by weight. According to a further preferred embodiment, the at least one additive is selected from the group consisting of primary and / or secondary antioxidants, in particular primary and / or secondary antioxidants selected from the group consisting of phosphites, phosphonites, thiols, phenolic antioxidants, sterically hindered amines, hydroxylamines as well as mixtures or combinations thereof, UV absorbers, light stabilizers, hydroxylamine-based stabilizers, benzofuran-based stabilizers, nucleating agents, impact strength improvers, plasticizers, lubricants, rheology modifiers, chain extenders, processing aids, pigments, dyes, optical brighteners, antimicrobials, Antistatic agents, slip agents, antiblocking agents, coupling agents, dispersants, compatibilizers, oxygen scavengers, acid scavengers, costabilizers, marking agents and anti-fogging agents; is selected in particular from the group consisting of a secondary antioxidant selected from the group consisting of phosphites, phosphonites and thiols, at least one costabilizer selected from the group consisting of polyols, acid scavengers and sterically hindered amines. Suitable primary antioxidants (A) are phenolic antioxidants, amines and lactones. Suitable synthetic phenolic antioxidants are, for example: Alkylated monophenols, such as 2,6 ‐ di ‐ tert ‐ butyl ‐ 4 ‐ methylphenol, 2 ‐ tert ‐ butyl ‐ 4,6 ‐ dimethylphenol, 2,6 ‐ di ‐ tert ‐ butyl ‐ 4‐ ethylphenol, 2,6-di-tert-butyl-4-n-butylphenol, 2,6-di-tert-butyl-4-isobutylphenol, 2,6-dicyclopentyl-4-methyl-phenol, 2- (α-methylcyclohexyl ) -4,6-dimethylphenol, 2,6-dioctadecyl-4- methylphenol, 2,4,6 ‐ tricyclohexylphenol, 2,6 ‐ di ‐ tert ‐ butyl ‐ 4 ‐ methoxymethylphenol, linear or branched nonylphenols such as 2,6 ‐ dinonyl ‐ 4 ‐ methylphenol, 2,4 ‐ dimethyl -6- (1'-methylundec-1'-yl) phenol, 2,4-dimethyl-6- (1'-methylheptadec-1'-yl) phenol, 2,4-dimethyl-6- (1'-methyltridec -1'-yl) phenol and mixtures thereof; Alkylthiomethylphenols such as 2,4-dioctylthiomethyl-6-tert-butylphenol, 2,4-dioctylthiomethyl-6-methylphenol, 2,4-dioctylthiomethyl-6-ethylphenol, 2,6-didodecylthiomethyl-4-nonylphenol; Hydroquinones and alkylated hydroquinones, such as 2,6-di-tert-butyl-4-methyoxyphenol, 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; Tocopherols, such as α‐, β‐, γ‐, δ ‐ tocopherol and mixtures of these (vitamin E); Hydroxylated thiodiphenyl ethers such as 2,2'-thiobis (6-tert-butyl-4-methyl-phenol), 2,2'-thiobis (4-octylphenol), 4,4'-thiobis (6-tert-butyl- 3-methyl-phenol), 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; Alkylidene bisphenols, such as 2,2'-methylenebis (6-tert-butyl-4-methylphenol), 2,2'-methylenebis (6-tert-butyl-4-ethylphenol), 2,2'-methylenebis [4-methyl- 6- (α-methylcyclohexyl) phenol], 2,2'-methylenebis (4-methyl-6-cyclhexylphenol), 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 ' -Methylene bis [6- (α-methylbenzyl) -4-nonyl-phenol], 2,2'-methylenebis [6- (α, α-dimethylbenzyl) -4-nonylphenol], 4,4'-methylenebis (2,6 -Di-tert-butylphenol, 4,4'-methylenebis (6-tert-butyl-2-methylphenol), 1,1-bis (5-tert-butyl-4-hydroxy-2-methylphenyl) butane, 2.6 - bis (3 ‐ tert ‐ butyl ‐ 5 ‐ methyl ‐ 2 ‐ hydroxybenzyl) ‐4 ‐ methylphenol, 1,1,3 ‐ tris (5 ‐ tert ‐ butyl ‐ 4 ‐ hydroxy ‐ 2 ‐ methylphenyl) butane, 1,1‐ bis (5 ‐ tert ‐ butyl ‐ 4 ‐ hydroxy ‐ 2 ‐ methylphenyl) ‐3 ‐ n ‐ dodecylmercaptobutane, ethylene glycol ‐ bis [3,3 ‐ bis (3'‐ tert‐ butyl-4'-hydroxyphenyl) butyrate], bis (3-tert-butyl-4-hydroxy-5-methylphenyl) -dicyclopentadiene, 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; O-, N- and S-benzyl compounds, such as 3,5,3 ', 5'-tetra-tert-butyl-4,4'-dihydroxydibenzyl ether, octadecyl-4-hydroxy-3,5-dimethylbenzyl mercaptoacetate , Tridecyl-4-hydroxy-3,5-di-tert-butylbenzyl mercaptoacetate, tris (3,5-di-tert-butyl-4-hydroxybenzyl) amine,, bis (4-tert-butyl-3-hydroxy-2, 6-dimethyl-benzyl) dithioterephthalate, bis (3,5-di-tert-butyl-4-hydroxybenzyl) sulfide, isooctyl-3,5-di-tert-butyl-4-hydroxybenzyl mercaptoacetate; Hydroxybenzylated malonates, such as 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-hydroxy-benzyl) malonate, bis [4- (1,1,3,3-tetramethylbutyl) phenyl] -2,2- bis (3,5-di-tert-butyl-4-hydroxybenzyl) malonate; Aromatic hydroxybenzyl compounds such as 1,3,5 ‐ tris (3,5 ‐ di ‐ tert ‐ butyl‐ 4 ‐ hydroxybenzyl) ‐2,4,6 ‐ trimethylbenzene, 1,4 ‐ bis (3,5 ‐ di ‐ tert‐ butyl-4-hydroxy-benzyl) -2,3,5,6-tetramethylbenzene, 2,4,6-tris (3,5-di-tert-butyl-4-hydroxy-benzyl) phenol; Triazine compounds such as 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-hydroxphenylethyl) -1,3,5-triazine, 1,3,5-tris (3,5-di-tert-butyl-4-hydroyphenylpropionyl) hexahydro-1,3,5-triazine, 1 , 3,5 ‐ tris (3,5 ‐ dicyclohexyl ‐ 4 ‐ hydroxybenzyl) isocyanurate; Benzyl phosphonates, such as dimethyl-2,5-di-tert-butyl-4-hydroxybenzyl-phosphonate, diethl-3,5-di-tert-butyl-4-hydroxybenzyl-phosphonate, di-octadecyl-3,5-di-tert- butyl ‐ 4 ‐ hydroxybenzylphosphonate, dioctadecyl ‐ 5 ‐ tert ‐ butyl ‐ 4 ‐ hydroxy ‐ 3 ‐ methylbenzylphosphonate, the calcium salt of the monoethyl ester of 3,5 ‐ di ‐ tert ‐ butyl ‐ 4 ‐ hydroxybenzylphosphonic acid; Acylaminophenols such as 4-hydroxylauranilide, 4-hydroxystearanilide, octyl-N- (3,5-di-tert-butyl-4-hydroxyphenyl) carbamate; Esters of β- (3,5-di-tert-butyl-4-hydroxyphenyl) propionic acid with mono- 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) isocyanurate, N, N'-bis (hydroxyethyl) oxamide, 3-thiaundecanol, 3-thiapethylentadecanol, , 4-hydroxymethyl-1-phospha-2,6,7-trioxabicyclo [2.2.2] octane; Esters of β- (5-tert-butyl-4-hydroxy-3-methylphenyl) propionic acid with mono- 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) isocyanurate, N, N'-bis (hydroxyethyl) oxamide, 3-thiaundecanol, 3-thiapentadecanol, , Trimethylolpropane, 4-hydroxymethyl-1-phospha-2,6,7-trioxabicyclo [2.2.2] octane, 3,9-bis [2- {3- (3-tert-butyl-4-hydroxy-5-methylphenyl ) propionyloxy} -1,1-dimethylethyl] - 2,4,8,10-tetraoxaspiro [5.5] undecane; Esters of β‐ (3,5 ‐ dicyclohexyl ‐ 4 ‐ hydroxyphenyl) propionic acid with mono- or polyhydric alcohols, e.g. methanol, ethanol, octanol, octadecanol, 1,6 ‐ hexanediol, 1,9 ‐ nonanediol, ethylene glycol, 1,2‐ Propanediol, neopentyl glycol, thiodiethylene glycol, diethylene glycol, triethylene glycol, pentaerythritol, tris- (hydroxyethyl) isocyanurate, N, N'-bis (hydroxyethyl) oxamide, 3-thiaundecanol, 3-thiapentadecanol, trimethylhexanediol, -trimethylolpropane, 4 2,6,7-trioxabicyclo [2.2.2] octane; Esters of (3,5 ‐ di ‐ tert ‐ butyl ‐ 4 ‐ hydroxyphenyl) acetic acid with mono- or polyhydric alcohols, e.g. methanol, ethanol, octanol, octadecanol, 1,6‐ Hexanediol, 1,9-nonanediol, ethylene glycol, 1,2-propanediol, neopentyl glycol, thiodiethylene glycol, diethylene glycol, triethylene glycol, pentaerythritol, tris (hydroxyethyl) isocyanurate, N, N'-bis (hydroxyethyl) oxamide, 3-thiaundecanol, 3-thiapentadecanol , Trimethylhexanediol, trimethylolpropane, 4-hydroxymethyl-1-phospha-2,6,7-trioxabicyclo [2.2.2] octane; Amides of β- (3,5-di-tert-butyl-4-hydroxyphenyl) propionic acid, such as N, N'-bis (3,5-di-tert-butyl-4-hydroxyphenylpropionyl) hexamethylene diamide, N, N ' - Bis (3,5-di-tert-butyl-4-hydroxyphenylpropionyl) hexamethylene diamide, N, N'-bis (3,5-di-tert-butyl-4-hydroxyphenylpropionyl) hexamethylene diamide, 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, distributed by Uniroyal); Ascorbic acid (vitamin C). Particularly preferred phenolic antioxidants are the following structures: with n = 2 to 10 Very particularly preferred phenolic antioxidants are octadecyl ‐ 3‐ (3,5‐ di ‐ tert ‐ butyl ‐ 4 ‐ hydroxyphenyl) propionate and pentaerythritol tetrakis (3‐ (3,5 ‐ di ‐ tert ‐ butyl ‐ 4‐ hydroxyphenyl) propionate). Other particularly preferred phenolic antioxidants are based on renewable raw materials such as. B. tocopherols (vitamin E), tocotrienols, tocomonoenols, carotenoids, hydroxytyrosol, flavonols such as chrysin, quercitin, hesperidin, neohesperidin, naringin, morin, kaempferol, fisetin, Anthocyanins such as delphinidin and malvidin, curcumin, carnosic acid, carnosol, rosmarinic acid and resveratrol. Suitable aminic antioxidants are, for example: 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-methyl-pentyl) -p-phenylenediamine, N, N'-bis (1-methylheptyl) -p-phenylenediamine, N, N'-dicyclohexyl-p-phenylenediamine , N, N'-diphenyl-p-phenylenediamine, N, N'-bis (2-naphthyl) -p-phenylenediamine, N-isopropyl-N'-phenyl-p-phenylenediamine, N- (1,3-dimethylbutyl) -N'-phenyl-p-phenylenediamine, N- (1-methylheptyl) -N'-phenyl-p-phenylenediamine, N-cyclohexyl-N'-phenyl-p-phenylenediamine, 4- (p-toluenesulfamoyl) diphenylamine , N, N'-dimethyl-N, N'-di-sec-butyl-p-phenylenediamine, diphenylamine, N-allyldiphenylamine, 4-isopropoxydiphenylamine, N-phenyl-1-naphthylamine, N- (4-tert- Octylphenyl) -1-naphthylamine, N-phenyl-2-naphthylamine, octylated diphenylamine, e.g. p, p'-di-tert-octyldiphenylamine, 4-n-butylaminophenol, 4-butyrylaminophenol, 4-nonanoylaminophenol, 4-dodecanoylaminophenol, 4-dodecanoylaminophenol, Octadecanoylaminophenol, bis (4-methoxyphe nyl) amine, 2,6-di-tert-butyl-4-dimethylaminomethyl-phenol, 2,4'-di-aminodiphenylmethane, 4,4'-diaminodiphenylmethane, N, N, N ', N'-tetra-methyl- 4,4'-diaminodiphenylmethane, 1,2-bis [(2-methyl-phenyl) amino] ethane, 1,2-bis (phenylamino) propane, (o-tolyl) biguanide, bis [4- (1 ', 3 '-Dimethylbutyl) - phenyl] amine, tert-octylated N-phenyl-1-naphthylamine, a mixture of mono- and dialkylated tert-butyl / tert-octyldiphenylamines, a mixture of mono- and dialkylated nonyldiphenylamines, a mixture of mono- and dialkylated dodecyldiphenylamines, a mixture of mono- and dialkylated isopropyl / isohexyl-diphenylamines, a mixture of mono- and dialkylated tert-butyldiphenylamines, 2,3-dihydro-3,3-dimethyl-4H-1,4-benzothiazine, phenothiazine Mixture of mono- and dialkylated tert-butyl / tert-octylphenothiazines, a mixture of mono- and dialkylated tert-octylphenothiazines, N-allylphenothiazine, N, N, N ', N'-tetraphenyl-1,4-diaminobut-2-ene as well as mixtures or combinations thereof. Preferred aminic antioxidants are: 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-phenylenediamine, 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 Particularly preferred aminic antioxidants are the structures: with n = 3‐100 Further preferred aminic antioxidants are hydroxylamines or N ‐ oxides (nitrones), such as N, N ‐ dialkylhydroxylamine, N, N ‐ dibenzylhydroxyl‐ amine, N, N ‐ dilaurylhydroxylamine, N, N ‐ distearylhydroxylamine, N -Benzyl-α-phenylnitron, N-octadecyl-α-hexadecylnitron, as well as Genox EP (SI Group) according to the formula: Suitable lactones are benzofuranones and indolinones such as 3‐ (4‐ (2‐ acetoxyethoxy) ‐phenyl] ‐5,7 ‐ di ‐ tert ‐ butyl ‐ benzofuran ‐ 2 ‐ one, 5,7 ‐ di ‐ tert ‐ butyl‐ 3‐ [4- (2-stearoyloxyethoxy) phenyl] benzofuran-2-one, 3,3'-bis [5,7-di-tert-butyl-3- (4- (2-hydroxyethoxy] phenyl) benzofuran-2-one ), 5,7-di-tert-butyl-3- (4-ethoxyphenyl) benzofuran-2-one, 3- (4-acetoxy-3,5-dimethylphenyl) -5,7-di-tert-butyl-benzofuran -2-one, 3- (3,5-dimethyl-4-pivaloyloxyphenyl) -5,7-di-tert-butyl-benzofuran-2-one, 3- (3,4-dimethylphenyl) -5,7-di -Tert-butyl-benzofuran-2-one, 3- (2,3-dimethylphenyl) -5,7-di-tert-butyl-benzofuran-2-one and lactones that also contain phosphite groups such as Another suitable group of antioxidants are isoindolo [2,1‐ A] quinazolines such as Suitable secondary antioxidants are, in particular, phosphites or phosphonites such as triphenyl phosphite, diphenyl alkyl phosphites, phenyl dialkyl phosphites, tri (nonylphenyl) phosphite, trilauryl phosphites, trioctadecyl phosphite, distearyl pentaerythritol diphosphite, tris‐ (2,4 ‐ di ‐ di ‐ tertyl) diphosphite, tris‐ (2,4 ‐ di ‐ di ‐ tertyl) diphosphite, tris‐ (2,4 ‐ di ‐ di ‐ tertyl) diphosphite, tris‐ (2,4 ‐ di ‐ phenyl) bis ‐ tertylphosphite, tris‐ (2,4 ‐ di ‐ di ‐ tertyl) penta phosphite, tris‐ (2,4 ‐ di ‐ tertyl) bisphosphite, tris‐ (2,4 ‐ di ‐ di ‐ tertiary) phosphite (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) penta-erythritol 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-dioxaphosphocine, bis (2,4- di ‐ tert ‐ butyl ‐ 6 ‐ methylphenyl) methyl phosphite, bis (2,4 ‐ di ‐ tert ‐ butyl ‐ 6 ‐ methylphenyl) ethyl phosphite, 6 ‐ fluoro ‐ 2,4,8,10 ‐ tetra ‐ tert ‐ butyl ‐ 1 2-methyl-dibenz [d, g] -1,3,2-dioxaphosphocine, 2,2'2 "- nitrilo [triethyltris (3,3", 5,5'-tetra-tert-butyl-1, 1'-biphenyl-2,2'-diyl) phosphite], 2-ethylhexyl (3,3 ', 5,5'-tetra-tert-butyl-1,1'-biphenyl-2,2'-diyl)) phosphite, 5 ‐ butyl ‐ 5 ‐ ethyl ‐ 2‐ (2,4,6 ‐ tri ‐ tert ‐ butylphenoxy) ‐1,3,2 ‐ dioxaphosphirane. Particularly preferred phosphites / phosphonites are: with n = 3‐100 A preferred phosphonite is: The phosphite tris- (2,4-di-tert-butylphenyl) phosphite is particularly preferred as a secondary antioxidant. Suitable secondary antioxidants are also organosulfur compounds such as sulfides and disulfides, for example distearyl thiodipropionate, dilauryl thiodipropionate; Ditridecyldithiopropionate, ditetradecylthiodipropionate, 3‐ (dodecylthio) -, 1,1 '- [2,2 ‐ bis [[3‐ (dodecylthio) -1‐ oxopropoxy] methyl] -1,3-propanediyl] propanoic acid ester. The following structures are preferred: Suitable acid scavengers ("antiacids") are salts of one, two, three or four-valent metals, preferably alkali metals, alkaline earth metals, aluminum or zinc, in particular formed with fatty acids such as calcium stearate, magnesium stearate, zinc stearate, aluminum stearate, calcium laurate, calcium behenate, calcium lactate, Calcium stearoyl-2-lactate. Further classes of suitable acid scavengers are hydrotalcites, especially synthetic hydrotalcites based on aluminum, magnesium and zinc, hydrocalumites, zeolites, alkaline earth oxides, especially calcium oxide and magnesium oxide and zinc oxide, alkaline earth carbonates, especially calcium carbonate, magnesium carbonate and dolomite, and hydroxides, especially brucite (magnesium hydroxide), Suitable costabilizers are also polyols, in particular alditols or cyclitols. Polyols are, for example, pentaerythritol, dipentaerythritol, tripentaerythritol, short-chain polyether polyols or polyester polyols, and hyperbranched polymers / oligomers or dendrimers with alcohol groups, for example

The at least one alditol is preferably selected from the group consisting of threitol, erythritol, galactitol, mannitol, ribitol, sorbitol, xylitol, arabitol, isomalt, lactitol, maltitol, altritol, iditol, maltotritol and hydrogenated oligo- and polysaccharides with polyol end groups and Mixtures thereof. The at least one preferred alditol is particularly preferably selected from the group consisting of erythritol, mannitol, isomalt, maltitol and mixtures thereof. Examples of other suitable sugar alcohols are heptitols and octitols: meso-glycero-allo-heptitol, D-glycero-D-altro-heptitol, D-glycero-D-manno-heptitol, meso-glycero-gulo-heptitol, D-glycero- D-galacto-heptitol (Perseitol), D-glycero-D-gluco-heptitol, L-glycero-D-gluco-heptitol, D-erythro-L-galacto-octitol, D-threo-L-galacto-octitol. In particular, the at least one cyclitol can be selected from the group consisting of inositol (myo, scyllo‐, D ‐ chiro‐, L ‐ chiro‐, muco‐, neo‐, allo‐, epi‐ and cis ‐ inositol), 1,2 , 3,4 ‐ tetrahydroxycyclohexane, 1,2,3,4,5‐ pentahydroxycyclohexane, quercitol, viscumitol, bornesitol, conduritol, ononitol, pinitol, pinpollitol, quebrachitol, ciceritol, quinic acid, shikimic acid and valienol, myo ‐ inositol is preferred ( myo-inositol). Suitable light stabilizers are, for example, compounds based on 2‐ (2'-hydroxyphenyl) benzotriazoles, 2-hydroxybenzophenones, esters of benzoic acids, acrylates, oxamides and 2- (2-hydroxyphenyl) -1,3,5-triazines. Suitable 2- (2'-hydroxyphenyl) benzotriazoles are, for example, 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-chlorobenzotriazole, 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'-hydroxy-5'- (2-octyloxycarbonylethyl) phenyl) -5-chlorobenzotriazole, 2‐ (3'-tert-butyl-5 '- [2- (2-ethyl-hexyloxy) carbonylethyl] -2'-hydroxyphenyl) -5-chlorobenzotriazole, 2‐ (3'-tert-butyl-2'-hydroxy-5 '- (2-methoxycarbonylethyl) phenyl) -5-chlorobenzotriazole, 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'-methylenebis [ 4- (1,1,3,3-tetramethylbutyl) -6-benzotriazol-2-ylphenol]; the product of the transesterification of 2- [3'-tert-butyl-5 '- (2-methoxycarbonylethyl) -2'-hydroxyphenyl] -2H-benzotriazole with polyethylene glycol 300; [R — CH ₂ CH ₂ - COO — CH ₂ CH ₂ -] - ₂ , where R = 3'-tert-butyl-4'-hydroxy-5'-2H-benzotriazol-2-ylphenyl, 2- [2 ' -Hydroxy-3 '- (α, α-dimethylbenzyl) -5' - (1,1,3,3-tetramethylbutyl) -phenyl] benzotriazole, 2- [2'-hydroxy-3 '- (1,1,3 , 3 ‐ tetramethylbutyl) -5 '- (α, α‐ dimethylbenzyl) phenyl] benzotriazole. Suitable 2-hydroxybenzophenones are, 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 of 2-hydroxybenzo‐ phenones. Suitable acrylates are, for example, ethyl α-cyano-β, β-diphenyl acrylate, isooctyl-α-cyano-β, β-diphenyl acrylate, methyl-α-carbomethoxycinnamate, methyl-α-cyano-β-methyl-p-methoxycinnamate, butyl- α-cyano-β-methyl-p-methoxycinnamate, methyl-α-carbomethoxy-p-methoxycinnamate and N- (β-carbomethoxy-β-cyanovinyl) -2-methylindoline. Suitable esters of benzoic acids are, for example, 4 ‐ tert ‐ butylphenyl 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. Suitable oxamides are, for example, 4,4'-dioctyloxyoxanilide, 2,2'-diethoxy-oxanilide, 2,2'-dioctyloxy-5,5'-di-tert-butoxanilide, 2,2'-didodecyloxy-5,5'- di-tert-butoxanilide, 2-ethoxy-2'-ethyloxanilide, N, N'-bis (3-dimethylaminopropyl) -oxamide, 2-ethoxy-5-tert-butyl-2'-ethoxanilide and its mixtures with 2-ethoxy -2'-ethyl-5,4'-di-tert-butoxanilide, mixtures of o- and p-methoxy-disubstituted oxanilides and mixtures of o- and p-ethoxy-disubstituted oxanilides. Suitable 2‐ (2 ‐ hydroxyphenyl) ‐1,3,5 ‐ triazines are, for example, 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-methyl-phenyl-1,3,5-triazine, 2- (2-hydroxy-4-dodecyloxyphenyl) -4,6-bis (2,4-dimethyl- phenyl) -1,3,5-triazine, 2- (2-hydroxy-4-tridecyloxyphenyl) -4,6-bis (2,4-dimethyl-phenyl) -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 / tri‐ decyloxy-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 enyl-1,3,5-triazine, 2- (2-hydroxy-4-methoxyphenyl) -4,6-diphenyl-1,3,5-triazine, 2,4,6-tris [2-hydroxy- 4‐ (3-butoxy-2-hydroxypropoxy) phenyl] -1,3,5-triazine, 2‐ (2 ‐ hydroxyphenyl) ‐4‐ (4 ‐ methoxyphenyl) ‐6 ‐ phenyl ‐ 1,3,5 ‐ triazine, 2‐ {2 ‐ hydroxy ‐ 4‐ [3‐ (2 ‐ ethylhexyl ‐ 1 ‐ oxy) - 2-hydroxypropyloxy] phenyl} -4,6-bis (2,4-dimethylphenyl-1,3,5-triazine. Suitable metal deactivators are, for example, N, N'-diphenyloxamide, N-salicylal-N'-salicyloylhydrazine, N, N '-Bis (salicyloyl) hydrazine, N, N'-bis (3,5-di-tert-butyl-4-hydroxyphenylpropionyl) hydrazine, 3-salicyloylamino-1,2,4-triazole, bis- (benzylidene) oxalyl dihydrazide, Oxanilide, isophthaloyl dihydrazide, sebacoyl bisphenyl hydrazide, N, N'-diacetyladipoyl dihydrazide, N, N'-bis (salicyloyl) oxylyldihydrazide, N, N'-bis (salicyloyl) thiopropionyl dihydrazide. Particularly preferred metal deactivators are: Suitable hindered amines are, for example, 1,1-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) sebazate, bis (1,2,2,6,6-pentamethyl-4-piperidyl) -n-butyl-3,5-di-tert- butyl ‐ 4 ‐ hydroxybenzylmalonate, the condensation product of 1‐ (2 ‐ hydroxyethyl) ‐2,2,6,6 ‐ tetramethyl ‐ 4 ‐ hydroxypiperidine and succinic acid, linear or cyclic condensation products of N, N'‐ bis (2 , 2,6,6-tetramethyl-4-piperidyl) hexamethylenediamine and 4-tert-octylamino-2,6-di-chloro-1,3,5-triazine, tris (2, 2,6,6-tetramethyl-4 Piperidyl) nitrilotriacetate, tetrakis (2, 2,6,6-tetra-methyl-4-piperidyl) -1,2,3,4-butane-tetracarboxylate, 1,1 '- (1,2-ethanediyl) - bis (3,3,5,5-tetramethylpiperazinone), 4-benzoyl-2,2,6,6-tetramethylpiperidine, 4-stearyloxy-2,2,6,6-tetra-methylpiperidine, linear or cyclic condensation products from N, N'- bis (2,2,6,6-tetramethyl-4-piperidyl) hexamethylenediamine and 4-morpholino-2,6-dichloro-1,3,5-triazine the R reaction product of 7,7,9,9-tetramethyl-2-cycloundecyl-1-oxa-3,8-diaza-4-oxospiro- [4,5] decane and epichlorohydrin. Included in the structures given above are in each case the sterically hindered N-H, N-alkyl such as N-methyl or N-octyl, the N-alkoxy derivatives such as N-methoxy or N-octyloxy, the cycloalkyl derivatives such as N-cyclohexyloxy and the N- (2-hydroxy-2- methylpropoxy) analogs. Preferred hindered amines also have the following structures: Preferred oligomeric and polymeric hindered amines have the following structures: In the case of the compounds mentioned above, n is in each case 3 to 100. Another suitable light stabilizer is Hostanox NOW (manufacturer: Clariant SE) with the following general structure: where R -O-C (O) -C ₁₅ H ₃₁ or -O-C (O) -C ₁₇ H ₃₅ means. Suitable dispersants are, for example: polyacrylates, e.g. copolymers with long-chain side groups, polyacrylate block copolymers, alkylamides: e.g. N, N'-1,2-ethanediylbisoctadecanamide sorbitan esters, e.g. monostearyl sorbitan esters, titanates and zirconates, reactive copolymers with functional groups e.g. acrylic polypropylene co-polymers , Polypropylene-co-maleic anhydride, polyethylene-co-glycidyl methacrylate, polystyrene-old-maleic anhydride-polysiloxanes: e.g. dimethylsilanediol Ethylene oxide copolymer, polyphenylsiloxane copolymer, amphiphilic copolymers: e.g. polyethylene ‐ block ‐ polyethylene oxide, dendrimers, e.g. dendrimers containing hydroxyl groups. Suitable anti-nucleating agents are azine dyes such as nigrosine. Suitable flame retardants are in particular a) inorganic flame retardants such as Al (OH) ₃ , Mg (OH) ₂ , AIO (OH), MgCO ₃ , sheet silicates such as montmorillonite or sepiolite, unmodified or organically modified, double salts such as Mg ‐ Al‐ Silicates, POSS (Polyhedral Oligomeric Silsesquioxane) compounds, huntite, hydromagnesite or halloysite as well as Sb ₂ O ₃ , Sb ₂ O ₅ , MoO ₃ , zinc stannate, zinc hydroxystannate, b) nitrogen-containing flame retardants such as melamine, melem, melam, melon, melamine derivatives, Melamine condensation products or melamine salts, benzoguanamine, polyisocyanurates, allantoin, phosphacenes, in particular melamine cyanurate, melamine phosphate, dimelamine phosphate, melamine pyrophosphate, melamine polyphosphate, melamine metal phosphates such as melamine aluminum phosphate, melamine zinc phosphates, and the corresponding polyphosphate phosphates, and the corresponding [2,4, melamine phosphate phosphates, and the corresponding polyphosphate phosphates, and the corresponding [2,4, melamine phosphate] (piperazin ‐ 1,4 ‐ yl) ‐6‐ (morpholin ‐ 4 ‐ yl) ‐1,3,5 ‐ triazine], ammonium polyphosphate, melamine borate, melamine hydro bromide, c) radical formers, such as alkoxyamines, hydroxylamine esters, azo compounds, sulfenamides, sulfenimides, dicumyl or polycumyl, hydroxyimides and their derivatives such as hydroxyimide esters or hydroxyimide ethers d) phosphorus-containing flame retardants such as red phosphorus, phosphates such as resorcinol diphosphate, bisphenol ‐ A ‐ phosphate and their oligomers, triphenyl phosphate, ethylene diamine diphosphate, phosphinates such as salts of hypophosphorous acid and its derivatives such as alkyl phosphinate salts e.g. diethyl phosphinate aluminum or diethyl phosphinate zinc or aluminum phosphinate, aluminum phosphite, aluminum phosphonate, phosphonate esters, oligomeric and polymeric derivatives of methanephosphonic acid, 9,10 ‐ dihydro ‐ 9 ‐ oxa ‐ 10 ‐ phosphoryl‐ Oxide (DOPO) and its substituted compounds, e) Halogen-containing flame retardants based on chlorine and bromine such as polybrominated diphenyl oxides such as decabromodiphenyl oxide, tris (3-bromo-2,2-bis (bromomethyl) propyl phosphate, tris (tribromoneopentyl) phosphate, tetrabromophthalic acid, 1,2-bis- (tribromophenoxy) ethane, hexabromocyclododecane, brominated diphenylethane, tris- (2,3-dibromopropyl) isocyanurate, ethylene-bis- (tetrabromophthalimide), tetrabromo-bisphenol A, brominated polystyrene, brominated polystyrene, brominated polystyrene Polystyrene ‐ brominated polybutadiene copolymers, brominated polyphenylene ether, brominated epoxy resin, polypentabromobenzyl acrylate, possibly in combination with Sb ₂ O ₃ and / or Sb ₂ O ₅ , f) borates such as zinc borate or calcium borate, if necessary on carrier material such as silica g) sulfur-containing compounds such as elemental sulfur, disulfides and polysulfides, thiuram sulfide, dithiocarbamates, mercaptobenzothiazole and sulfenamides, h) antidrip Agents such as polytetrafluoroethylene, i) silicon-containing compounds such as polyphenylsiloxanes, j) carbon modifications such as carbon nanotubes (CNT), expandable graphite or graphene k) as well as combinations or mixtures thereof. Suitable plasticizers are, for example, phthalic acid esters, adipic acid esters, esters of citric acid, esters of 1,2-cyclohexanedicarboxylic acid, trimellitic acid esters, isosorbide esters, phosphate esters, epoxides such as epoxidized soybean oil or aliphatic polyesters. Suitable lubricants and processing aids are, for example, polyethylene waxes, polypropylene waxes, salts of fatty acids such as calcium stearate, zinc stearate or salts of montan waxes, amide waxes such as erucic acid amide or oleic acid amides, fluoropolymers, silicones or neoalkoxy titanates and zirconates. Suitable pigments can be inorganic or organic in nature. Inorganic pigments are, for example, titanium dioxide, zinc oxide, zinc sulfide, iron oxide, ultramarine, carbon black, organic pigments are, for example, anthraquinones, anthanthrones, benzimidazolones, quinacridones, diketopyrrolopyrroles, dioxazines, indanthrones, isoindolinones, azo compounds, perylenes, phthaloneocyanines or pyranthroneocyanines. Other suitable pigments are effect pigments based on metal or pearlescent pigments based on metal oxide. Suitable optical brighteners are, for example, bisbenzoxazoles, phenylcoumarins or bis (styryl) biphenyls and in particular optical brighteners of the formulas: Suitable filler deactivators are, for example, polysiloxanes, polyacrylates, in particular block copolymers such as polymethacrylic acid ‐ polyalkylene oxide or polyglycidyl (meth) acrylates and their copolymers, e.g. with styrene, and epoxides e.g. of the following structures: Suitable antistatic agents are, for example, ethoxylated alkylamines, fatty acid esters, alkyl sulfonates and polymers such as, for example, polyetheramides. Suitable antiozonants are the above-mentioned amines such as N, N'-di‐ isopropyl-p-phenylenediamine, N, N'-di-sec-butyl-p-phenylenediamine, N, N'-bis (1,4-dimethylpentyl) -P-phenylenediamine, N, N'-dicyclohexyl-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.Suitable nucleating agents are talc, alkali or alkaline earth salts of monofunctional and polyfunctional carboxylic acids, e.g. B. benzoic acid, succinic acid, adipic acid, e.g. sodium benzoate, zinc glycerolate, aluminum hydroxy ‐ bis (4 ‐ tert ‐ butyl) benzoate, 2,2' ‐ methylene ‐ bis (4,6 ‐ di ‐ tert ‐ butylphenyl) phosphate, as well as trisamides and Diamides such as trimesic acid tricyclohexylamide, trimesic acid tri (4-methylcyclohexylamide), trimesic acid tri (tert.butylamide), N, N´, N´´-1,3,5-benzene triyltris (2,2-dimethyl-propanamide) or 2,6- Naphthalenedicarboxylic acid dicyclohexylamide. Suitable additives for increasing the molecular weight of polycondensation polymers (chain extenders) are diepoxides, bis-oxazolines, bis-oxazolones, bis-oxazines, diisocyanates, dianhydrides, bis-acyl lactams, bis-maleimides, dicyanates, carbodiimides. Further suitable chain extenders are polymeric compounds such as polystyrene-polyacrylate-polyglycidyl (meth) acrylate copolymers, polystyrene-maleic anhydride copolymers and polyethylene-maleic anhydride copolymers. Suitable additives for increasing electrical conductivity are, for example, the aforementioned antistatic agents, soot and carbon compounds such as carbon nanotubes and graphene, metal powder such as copper powder and conductive polymers such as Polypyrroles, polyanilines and polythiophenes. Suitable additives for increasing the thermal conductivity are, for example, aluminum nitrides and boron nitrides. Suitable infrared active additives are, for example, aluminum silicates, hydrotalcites or dyes such as phthalocyanines or anthraquinones. Suitable mold release agents are, for example, silicones, soaps and waxes such as, for example, montan waxes. The additives according to the invention can also be used to stabilize oils, fats and chemical products. If the organic materials are oils and fats, these can be based on mineral oils, vegetable fats or animal fats or oils, fats or waxes based on, for example, synthetic esters. Vegetable oils and fats are, for example, palm oil, olive oil, rapeseed oil, linseed oil, soybean oil, sunflower oil, castor oil, animal fats are, for example, fish oils or beef tallow. The compounds according to the invention can also be used as stabilizers for lubricants, hydraulic oils, motor oils, turbine oils, gear oils, metal working fluids or as lubricating greases. These mineral or synthetic lubricants are mainly based on hydrocarbons. Chemical products are used, for example, to stabilize polyols used for the production of polyurethanes or to stabilize monomers such as styrene, acrylic esters, methacrylic esters during transport and storage. The present invention also relates to a method for stabilizing organic materials, in particular against oxidative, thermal and / or actinic degradation, in which one or more compounds according to general formula I Formula I where R ¹ , R ² , R ³ and R ^{4 are} as defined in one of Claims 1 and 5, is incorporated into the organic material. All preferred statements relating to the compound according to general formula I as formulated above also apply without restriction to the process according to the invention. The invention also relates to compounds according to general formula I. Formula I where R ¹ , R ² and R ^{3 are} each independently selected from the group consisting of hydroxyl, linear or branched alkoxy groups with 1 to 6 carbon atoms and hydrogen, with the proviso that at least one of the radicals R ¹ , R ² and R ^{3 is} a hydroxy radical and / or a linear or branched alkoxy group with 1 to 6 carbon atoms, and the following radicals according to formulas IIa, IIb and IIc Formula IIa Formula IIb Formula IIc where R ^{5 is} identical or different on each occurrence and is selected from the group consisting of hydroxy and the following radical according to Formula III where R ¹ , R ² and R ^{3 are} as defined above. All of the preferred statements relating to the radicals R ¹ to R ⁵ as set out above also apply without restriction to the compounds according to the invention. The additives described above and, if applicable, the additional additives are incorporated into the plastic using conventional processing methods, the polymer being melted and mixed with the additive composition according to the invention and any further additives, preferably by mixer, kneader or extruder. Preferred processing machines are extruders such as, for example, single-screw extruders, twin-screw extruders, planetary roller extruders, ring extruders, Cci kneaders, which are preferably equipped with vacuum degassing. Processing can take place under air or, if necessary, under inert gas conditions, such as under nitrogen. Furthermore, the additive compositions according to the invention can be produced and introduced in the form of so-called masterbatches or concentrates, which contain, for example, 10-90% of the additives according to the invention in a polymer. Fields of application according to the invention for the stabilization or organic materials according to the invention are in particular plastics in the form of injection molded parts, foils or films, foams, fibers, cables and pipes, profiles, hollow bodies, tapes, membranes, such as geomembranes, or adhesives that are produced via extrusion, injection molding , Blow molding, calendering, pressing processes, spinning processes, rotomoulding are manufactured e.g. for the electrical and electronics industry, construction industry, transport industry (car, airplane, ship, train), for medical applications, for household and electrical appliances, vehicle parts, consumer goods, packaging, furniture , Textiles. Another area of application are paints, paints and coatings, as well as oils and greases. The present invention is described in more detail with reference to the following exemplary embodiments, without restricting the invention to the specific embodiments shown. Working Examples A) Production of the Hydroxycinnamic Acid Salts According to the Invention A1) Synthesis of the Methylferulate In a 500 mL round bottom flask, 15 g (1.00 eq., 77.24 mmol) of ferulic acid are dissolved in 300 mL (95.77 eq., 237.00 g, 7397.00 mmol) of methanol with gentle warming. Then 3.1 mL (0.75 eq., 57.99 mmol) of 95% sulfuric acid are added, the solution taking on a yellow color. The solution is heated at 70 ° C. for 3 h and, after cooling, poured into 375 ml of chloroform. The solution is then washed twice with 300 mL distilled water each time and once with a saturated sodium hydrogen carbonate solution. The organic phase is dried over 100 g of sodium sulfate and the chloroform is finally distilled off. After drying in a high vacuum, 14.03 g (67.39 mmol) of a white solid are obtained. The yield is 87.25%. A2) Synthesis of the octadecyl ferulate First, 3.00 g (1.00 eq, 14.41 mmol) of ferulic acid methyl ester and 4.68 g (1.20 eq., 17.30 mmol) Stearyl alcohol presented. The reaction mixture is melted at 95 ° C under an inert nitrogen atmosphere while stirring gently. 0.15 g (0.04 eq., 0.60 mmol) of dibutyltin oxide (DBTO) are added to the clear melt in a countercurrent of nitrogen. The reaction temperature is increased to 140 ° C and a pressure between 200-800 mbar is set. After a reaction time of 24 hours, the excess stearyl alcohol is condensed off by increasing the temperature to 155 ° C and reducing the pressure to 1 ∙ 10‐3 bar. The vacuum is broken by the introduction of nitrogen and the slightly yellowish Reaction melt cooled to room temperature. This is then taken up in dichloromethane, 2.80 g of fuller's earth (OPTIMUM 21OFF) are added and the mixture is refluxed for 30 min. After filtration through a short silica pad, the solvent is distilled off in vacuo. There remain 4.11 g (9.20 mmol, 64.84%) of the white solid. A3) Synthesis of the pentaerythritol ester of ferulic acid 2.00 g (1.00 eq., 14.69 mmol) of pentaerythritol and 12.85 g (4.20 eq., 61.76 mmol ) Ferulic acid methyl ester submitted. The reaction mixture is melted at 100 ° C under an inert nitrogen atmosphere while stirring gently. 0.18 g (0.05 eq, 0.72 mmol) of dibutyltin oxide (DBTO) are added to the clear melt in a countercurrent of nitrogen. The reaction temperature is increased to 170 ° C and a pressure between 600-800 mbar is set. After a reaction time of 27 h, the excess methyl ferulate is condensed off by setting the temperature to 155 ° C and reducing the pressure to 1 ∙ 10 -3 bar. The vacuum is broken by the introduction of nitrogen and the yellow reaction melt is cooled to room temperature. This is then taken up in dichloromethane, treated with 2.80 g of fuller's earth (OPTIMUM 21OFF) and refluxed for 30 min. After filtration through a short silica pad, the solvent is distilled off in vacuo. There remain 10.02 g (11.92 mmol, 81.12%) of the finely powdered, yellow solid. B) Application test To test the effectiveness of the stabilizers according to the invention, a commercially available polypropylene (Moplen HP 501N, Lyondell Basell Industries) was homogenized in a powder-powder mixture with the stabilizers specified in the table and then in a twin-screw microextruder (MC 5, manufacturer DSM) circulated for 30 minutes at 200 ° C. and 200 revolutions per minute and the decrease in force recorded. The force is a direct measure of the molecular weight of polypropylene, the smaller the decrease, the higher the stabilizing effect. Table 1: Stabilization of polypropylene 4 ₆ DSDTP = distearyl thiodipropionate phosphite = tris- (2,4-di-tert-butylphenyl) phosphite 5 The additives according to the invention show a clear stabilizing effect, since less degradation of the polymer takes place over the test period.

Claims

1. Use of a compound or mixtures of several compounds according to general formula I

Formula I where

R ¹ , R ² and R ^{3 are} each independently selected from the group consisting of hydroxyl, linear or branched alkoxy groups with 1 to 6 carbon atoms and hydrogen, with the proviso that at least one of the radicals R ¹ , R ² and R ^{3 is} a hydroxy radical and / or a linear or branched alkoxy group having 1 to 6 carbon atoms, and

R ^{4 is} selected from the group consisting of a linear or branched alkyl radical having at least 8 carbon atoms and the following radicals according to formulas Ila, IIb and IIc

Formula Na Formula IIb Formula IIc where R ^{5 is the} same or different on each occurrence and is selected from the group consisting of hydroxy and the following radical according to formula III

Formula III where R ¹ , R ² and R ³ are defined as above, for stabilizing organic materials, in particular against oxidative, thermal and / or actinic degradation.

2. Use according to claim 1, for stabilizing plastics, coatings, lubricants, hydraulic oils, motor oils, turbine oils, gear oils, metal working fluids, chemicals or monomers.

S. Use according to one of the preceding claims, characterized in that the compound according to general formula I is selected from the group consisting of the following compounds: wherein R ^{4 is} as defined in claim 1.

4. Use according to one of the preceding claims, characterized in that the linear or branched alkyl radical with at least 8 carbon atoms of the radical R ⁴ of alcohols selected from the group consisting of octan-1-ol and nonan-1-ol , Decan-1-ol, undecan-1-ol, lauryl alcohol, tridecan-1-ol, myristyl alcohol, cetyl alcohol, stearyl alcohol, ceryl alcohol, myricyl alcohol, palmitoleyl alcohol, oley alcohol Is derived from oil alcohol, arachidyl alcohol, behenyl alcohol, erucyl alcohol, lignoceryl alcohol, montanyl alcohol, linoleyl alcohol, isotridecyl alcohol, geraniol, rhodinool, citronellol and cerol, particularly preferably lauryl alcohol and stearyl alcohol.

5. Use according to one of the preceding claims, characterized in that the radical R ^{5 is} selected from the group consisting of the following radicals

6. Use according to one of the preceding claims, characterized in that the substitution pattern of the remainder according to of the compound according to formula I and the substitution pattern of the residue R ^{5 is} identical.

Use according to one of the preceding claims, characterized in that the compound according to general formula I or, in the case of a mixture of several compounds according to general formula I, all of the compounds according to general formula I in a weight proportion of 0.01 to 10.00 wt %, preferably from 0.02 to 5.00% by weight, particularly preferably from 0.05 or 0.10 to 2.00% by weight, is contained in the organic material.

8. Use according to one of the preceding claims, for the stabilization of thermoplastic, elastomeric or thermoset plastics, wherein the plastic is preferably selected from the group consisting of a) Polymers of olefins or diolefins such as polyethylene (LDPE, LLDPE, VLDPE, ULDPE, MDPE, HDPE, UHMWPE), metallocene-PE (m-PE), polypropylene, polyisobutylene, poly-4-methyl-penten-1, polybutadiene, polyisoprene, such as, for example. also natural rubber (NR), polycyclooctene, polyalkylene-carbon monoxide copolymers, as well as copolymers in the form of random or block structures such as polypropylene-polyethylene (EP), EPM or EPDM with e.g. 5-ethylidene-2-norbornene as comonomer, ethylene- Vinyl acetate (EVA), ethylene acrylic esters such as ethylene-butyl acrylate, ethylene-acrylic acid and their salts (ionomers), and terpolymers such as ethylene-acrylic acid-glycidyl (meth) acrylate, graft polymers such as polypropylene-graft-maleic anhydride, polypropylene -graft acrylic acid, polyethylene graft acrylic acid, polyethylene polybutylacrylate graft maleic anhydride as well as blends such as LDPE / LLDPE or long-chain branched polypropylene copolymers that are produced with alpha-olefins as comonomers such as with 1-butene, 1- Hexene, l-octene or l-octadecene, b) polystyrene, polymethylstyrene, poly-alpha-methylstyrene, polyvinylnaphthalene, polyvinylbiphenyl, polyvinyltoluene, styrene-butadiene (SB), styrene-butadiene-styrene (SBS), styrene ethyl en-butylene-styrene (SEBS), styrene-ethylene-propylene-styrene, styrene-soprene, styrene-isoprene-styrene (SIS), styrene-butadiene-acrylonitrile (ABS), styrene-acrylonitrile (SAN), styrene-acrylonitrile acrylate (ASA), styrene-ethylene, styrene-maleic anhydride polymers including corresponding graft copolymers such as styrene on butadiene, maleic anhydride on SBS or SEBS, and graft copolymers made from methyl methacrylate, styrene butadiene and ABS (MABS), as well as hydrogenated ones Polystyrene derivatives such as polyvinylcyclohexane, c) halogen-containing polymers such as polyvinyl chloride (PVC), polychloroprene and polyvinylidene chloride (PVDC), copolymers Vinyl chloride and vinylidene chloride or from vinyl chloride and vinyl acetate, chlorinated polyethylene, polyvinylidene fluoride, epichlorohydrin homo- and copolymers, in particular with ethylene oxide (ECO), d) polymers of unsaturated esters such as polyacrylates and polymethacrylates such as polymethyl methacrylate (PMMA), polybutyl rylate, polylauryl acrylate; Polystearyl acrylate; Polyglycidyl acrylate, polyglycidyl methacrylate, polyacrylonitrile, polyacrylamides, copolymers such as, for example, polyacrylonitrile-polyalkylacrylate, e) polymers made from unsaturated alcohols and derivatives, such as, for example, polyvinyl alcohol, polyvinyl acetate, polyvinyl butyral, polyallylphthalene (such as polyallyl oxetymethylene, such as polyallylmelamine, e.g. ) or copolymers with, for example, butanal, polyphenylene oxides and blends with polystyrene or polyamides, g) polymers of cyclic ethers such as polyethylene glycol, polypropylene glycol, polyethylene oxide, polypropylene oxide, polytetrahydrofuran, h) polyurethanes made from hydroxy-terminated polyethers or polyesters and aromatic or aliphatic isocyanates such as

2,4- or 2,6 toluylene diisocyanate or methylenediphenyl diisocyanate, especially linear polyurethanes (TPU), polyureas, i) polyamides such as polyamide-6, 6.6, 6.10, 4.6, 4.10, 6.12, 10.10, 10.12, 12.12, Polyamide 11, polyamide 12 and (partially) aromatic polyamides such as polyphthalamides, for example made from terephthalic acid and / or isophthalic acid and aliphatic diamines such as hexamethylenediamine or m-xylylenediamine or from aliphatic dicarboxylic acids such as adipic acid or sebacic acid and aromatic diamines such as e.g. 1,4- or 1,3-diamino benzene, blends of different polyamides such as PA-6 and PA 6.6 or blends of polyamides and polyolefins such as PNPP, j) polyimides, polyamideimides, polyetherimides, polyesterimides, poly (ether) ketones, polysulfones, polyether sulfones, polyarylsulfones, polyphenylene sulfides, polybenzimidazoles, polyhydantoin, k) polyesters made from aliphatic or aromatic dicarboxylic acids and diols or from hydroxycarboxylic acids, for example - terephthalate (PET), polybutylene terephthalate (PBT), polypropylene terephthalate (PTI), polyethylene naphthylate (PEN), poly-1,4-dimethy- lolcyclohexane terephthalate, polyhydroxybenzoate, polyhydroxynaphthalate, polylactic acid (PLA), polyhydroxybutyrate (PHA), polyhydroxybutyrate - lyhydroxyvalerate (PHV), polyethylene succinate, polytetramethylene succinate, polycaprolactone,

L) polycarbonates, polyester carbonates, and blends such as PC / ABS, PC / PBT, PC / PET / PBT, PC / PA, m) cellulose derivatives such as cellulose nitrate, cellulose acetate, cellulose propionate, cellulose butyrate, n) epoxy resins, consisting of di - or polyfunctional epoxy compounds in combination with, for example, hardeners based on amines, anhydrides, dicyandiamide, mercaptans, isocyanates or catalytically active hardeners, o) phenolic resins such as phenol-formaldehyde resins, urea-formaldehyde Resins, melamine-formaldehyde resins, p) unsaturated polyester resins made from unsaturated dicarboxylic acids and diols with vinyl compounds, for example styrene, alkyd resins, allyl resins q) silicones, for example based on dimethylsiloxanes, methylphenylsiloxanes or diphenylsiloxanes, for example vinyl groups terminated, r ) and mixtures, combinations or blends of two or more of the aforementioned polymers.

9. Use according to one of the preceding claims, characterized in that the plastic has at least one further additive, selected from the group consisting of primary and / or secondary antioxidants, in particular primary and / or secondary antioxidants selected from the group consisting of phosphites, phosphonites, thiols, phenolic antioxidants, sterically hindered amines, hydroxylamines and mixtures or combinations of these, UV absorbers, light stabilizers, hydroxylamine-based stabilizers, benzofuranone-based stabilizers, nucleating agents, impact strength improvers, plasticizers, lubricants, rheology modifiers, chain extenders, processing aids, pigments, dyes, optical brighteners, antimicrobial agents, Contains slip agents, antiblocking agents, coupling agents, dispersants, compatibilizers, oxygen scavengers, acid scavengers, costabilizers, marking agents and anti-fogging agents and / or is added to the plastic when used.

10. Use according to the preceding claim, characterized in that the at least one additive in an amount of 0.01 to 9.99% by weight, preferably 0.01 to 4.98% by weight, particularly preferably 0, 02 to 2.00% by weight, based on the total of the at least one compound according to formula I, the organic material and the at least one additive, is contained or added.

11. Organic material, in particular plastic composition, containing at least one compound according to general formula I or a mixture of several compounds according to general formula I as a stabilizer

12. Organic material according to the preceding claim, with the following composition

0.01 to 10.00% by weight, preferably from 0.02 to 5.00% by weight, particularly preferably from 0.10 to 2.00% by weight of a compound according to general formula I or im In the case of a mixture of several compounds according to general formula I, the totality of all compounds according to general formula I

99.99 to 90.00% by weight, preferably 99.89 to 95.00% by weight, particularly preferably 99.90 to 98.00% by weight, of at least one organic material, preferably selected from the group Consisting of plastics, coatings, lubricants, hydraulic oils, motor oils, turbine oils, gear oils, metal working fluids, chemicals or monomers, as well as

0 to 9.99% by weight, preferably 0 to 4.98% by weight, particularly preferably 0.02 to 2.00% by weight of at least one additive, the constituents adding up to 100% by weight.

13. Organic material according to the preceding claim, characterized in that the at least one additive selected from the group consisting of primary and / or secondary antioxidants, in particular primary and / or secondary antioxidants selected from the group consisting of phosphites, Phosphonites, thiols, phenolic antioxidants, sterically hindered amines, hydroxylamines and mixtures or combinations thereof, UV absorbers, light stabilizers, hydroxylamine-based stabilizers, benzofuranone-based stabilizers, nucleating agents, impact strength improvers, plasticizers, lubricants, gates, chain extenders, processing aids, pigments, dyes, optical brighteners, antimicrobial agents, antistatic agents, slip agents, antiblocking agents, coupling agents, dispersants, compatibilizers, oxygen scavengers, acid scavengers, costabilizers, marking agents and anti-fogging agents fondle; is selected in particular from the group consisting of a secondary antioxidant selected from the group consisting of phosphites, phosphonites and thiols, at least one costabilizer selected from the group consisting of polyols, acid scavengers and sterically hindered amines.

14. Process for stabilizing organic materials, in particular against oxidative, thermal and / or actinic degradation, in which one or more compounds according to general formula I

Formula I where R ¹ , R ² , R ³ and R ^{4 are} as defined in one of Claims 1 and 5, is incorporated into the organic material.

15. Compounds according to general formula I.

Formula I where

R ^{4 is} selected from the group consisting of the following radicals according to formulas Ila, IIb and IIc

where R ^{5 is the} same or different on each occurrence and is selected from the group consisting of hydroxy and the following radical according to formula III where R ¹ , R ² and R ^{3 are} as defined above.