OLIGOMER OR POLYMER, COMPOSITION, USE OF THE OLIGOMER OR POLYMER AND INTERMEDIATE

Description

[0001] The present invention relates to an oligomer or polymer or a composition containing this oligomer or polymer, which are particularly suitable as a stabilizer for organic materials.

[0002] Organic materials such as plastics are subject to aging processes that ultimately lead to a loss of desired properties such as mechanical characteristics. This process, known as autoxidation, results from radical chain scission through mechanochemical processes or UV radiation in the presence of oxygen, leading to changes in the polymer chain, such as changes in molecular weight or the formation of new chemical groups. Stabilizers are used to prevent or at least delay this aging. Important stabilizers are antioxidants, which interfere with the radicals formed during autoxidation and thus interrupt the degradation 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 intermediately formed hydroperoxides (see C Kröhnke et al.).Antioxidants in Ullmann's encyclopedia of industrial chemistry, Wiley-VCH Verlag, Weinheim 2015). Typical examples of primary antioxidants include phenolic antioxidants, amines, and lactones. Classes of secondary antioxidants include phosphorus compounds such as phosphites and phosphonites, as well as organosulfur compounds such as thioethers or disulfides. In practice, primary and secondary antioxidants are often combined, resulting in a synergistic effect.

[0003] Plastics made from fossil raw materials such as petroleum or natural gas are increasingly being supplemented or replaced by plastics based on renewable raw materials accessible through biotechnological processes. However, the primary and secondary antioxidants used for these (and for plastics made from fossil raw materials) are still not entirely based on renewable raw materials.

[0004] A further challenge for antioxidants, particularly for food applications and for the use of plastics at elevated temperatures, is to minimize migration from the plastic and the volatility of the products used without negatively affecting their effectiveness.

[0005] In principle, primary antioxidants from renewable raw materials are known and are occasionally used in plastics. A typical example is tocopherols (vitamin E). Like conventional antioxidants, tocopherols have a sterically hindered phenol structure and can be used alone or in combination with secondary antioxidants (e.g., AI Malaika, Macromol. Symp. 2001, 176, 107). Tocopherols can be isolated from natural substances such as wheat germ oil, sunflower oil, or olive oil. Other known phenolic antioxidants from natural substances whose antioxidant effects have been demonstrated in polymers include quercetin, hyperin, rutin, dihydromyrecetin, silymarin, curcumin, rosmarinic acid, and cardanol.

[0006] To reduce the migration and volatility of antioxidants, substances with high molecular weight, especially oligomers or polymers, can preferably be used.

[0007] The production and effectiveness of these antioxidants are described, for example, in the following patents: EP 2 061 829 (Preparation of liquid polymeric phosphites and phosphonites for use as stabilizers) EP 0 685 519 (Oligomeric HALS-phosphites and HALS-phosphonites as stabilizers)

[0008] However, the known oligomeric and polymeric antioxidants are not based on renewable raw materials and / or do not contain a 6-hydroxychroman core.

[0009] The object of the present invention was therefore to provide effective oligomeric and polymeric antioxidants based partly or largely on renewable raw materials.

[0010] This object is achieved with respect to an oligomer or polymer containing a phosphorus-containing structural element having the features of patent claim 1, with respect to its composition containing the aforementioned oligomers or polymers and an organic component to be stabilized having the features of patent claim 8, with respect to possible uses of the oligomers or polymers according to the invention having the features of patent claim 13, and with respect to a molding compound or a molded part having the features of patent claim 15. The respective dependent patent claims represent advantageous developments.

[0011] The present invention thus relates to an oligomer or polymer comprising as structural element a structure according to the general formula I where R 1< is defined according to the following formula II where R is the same or different at each occurrence and is selected from the group consisting of hydrogen or linear or branched alkyl radicals having 1 to 36 carbon atoms, and x is 0 or 1.

[0012] The term oligomer or polymer is used in the present invention generally in accordance with the definition provided by the IUPAC, as defined in Pure Appl. Chem. 2016; 88 (10-11): 1073-1100.

[0013] In particular, an oligomer is understood to be a molecule that has 3-10 repeating units, while a polymer is understood to be a molecule that has more than 10 repeating units. This generally results in average molecular weights (number average) of approximately 1000 to 4000 for an oligomer and more than 4000 for a polymer.

[0014] Surprisingly, it has been found that the oligomers or polymers according to the present invention have a high effectiveness.

[0015] According to a preferred embodiment, R 1< is defined according to the following formula IIa.

[0016] A further preferred embodiment provides that the oligomer or polymer contains the following repeating unit according to formula III, where D is the same or different at each occurrence and is a functionality derived from a diol.

[0017] It is preferred that the functionality derived from a diol is a functionality derived from an aliphatic, aromatic or heterocyclic diol.

[0018] According to exemplary embodiments, the functionality derived from a diol is a) a functionality derived from an aliphatic diol and preferably derived from ethylene glycol, 1,3-propylene glycol, 1,2-propylene glycol, 1,4-butanediol, 1,5-pentanediol, 1,6-hexanediol, 1,8-octanediol, 1,10-decanediol, 1,12-dodecanediol, 1,4-cyclohexanediol, 1,3-cyclohexanediol and / or 1,4-cyclohexanedimethanol, b) a functionality derived from an aromatic diol and preferably derived from hydroquinone, resorcinol, 1,5-, 2,6- or 2,7-dihydroxynaphthalene, vanillyl alcohol or the following diols where each independently of one another A represents a direct bond, -O-, -SO 2 -, -C(O)-, -CH(CH 3 )- or - -C(CH 3 ) 2 -, and R' and R" are identical or different at each occurrence and are selected from the group consisting of linear or branched alkyl radicals having 1 to 36 carbon atoms, c) a functionality derived from a heterocyclic diol and preferably derived from hydroxyethyl-4-hydroxytetramethylpiperidine, 1,4-dithiane-2,5-diol, or d) a functionality derived from the following diols 2,3-dimethoxy-1,4-butanediol

[0019] According to a further embodiment of the present invention, the oligomer or copolymer is a cooligomer or copolymer, ie contains at least two different repeating units which are based on the repeating unit according to formula I.

[0020] An exemplary embodiment thereof provides, for example, that the oligomer or polymer comprises the following repeating units according to formula I, which correspond to the following definitions according to formula III and IIIa:

[0021] Here, R 1< , D and x are defined as above and the definition of D' corresponds to the definition of D, with the proviso that D and D' are derived from different diols.

[0022] For example, the diol-derived group D as used above in formula III may be selected from one or more diols as previously listed under a) or b).

[0023] The diol-derived group D' may, for example, be a diol selected from a diol as previously described under c).

[0024] For example, the molar ratio of repeating units III to IIIa can be from 0.1:99.9 to 50:50, preferably from 0.5:99.5 to 10:90.

[0025] Preferably, the oligomer or polymer contains exclusively repeating units according to formula I in which x = 0. Alternatively, it is also possible for the oligomer or polymer to contain both repeating units according to formula I in which x = 0 and repeating units according to formula I in which x = 1, wherein the molar ratio of the repeating units according to formula I in which x = 0 to the repeating units according to formula I in which x = 1 is from 50:50 to <100 : >0, preferably 90:10 to 99.9:0.1.

[0026] The present invention also relates to a composition comprising at least one organic component to be stabilized and at least one oligomer or polymer according to the invention as described above.

[0027] For example, it can be provided that the composition contains at least one oligomer or polymer in a proportion by weight, based on the total composition, of 0.01 to 5.0 parts by weight, preferably 0.02 to 2.0 parts by weight, particularly preferably 0.05 to 1.0 parts by weight.

[0028] A preferred embodiment provides that the at least one organic component to be stabilized is selected from the group consisting of Plastics (synonym "polymers"), in particular thermoplastic, elastomeric or thermosetting plastics, at least one oil, fat or wax, in particular mineral oils, vegetable fats or oils or animal fats or oils, e.g. palm oil, olive oil, rapeseed oil, linseed oil, soybean oil, sunflower oil, castor oil, fish oils or beef tallow as well as oils, fats or waxes based on e.g. synthetic esters, mineral or synthetic lubricants, hydraulic oils, engine oils, turbine oils, gear oils, metalworking fluids or lubricating greases, as well as polymerizable monomers, in particular radically polymerizable monomers, in particular monomers which can be radically polymerized by initiators such as peroxides or also oxygen, such as acrylic esters, methacrylic esters, acrylonitrile, styrenes or vinyl chloride.

[0029] Suitable thermoplastic or thermosetting polymers are in particular: a) Polymers made of 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, such as natural rubber (NR), polycyclooctene, polyalkylene-carbon monoxide copolymers, as well as copolymers in the form of statistical 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), 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-polybutylacrylate-graft-maleic anhydride as well as blends such as LDPE / LLDPE or long-chain branched polypropylene copolymers produced with alpha-olefins as comonomers such aswith 1-butene, 1-hexene, 1-octene or 1-octadecene b) polystyrene, polymethylstyrene, poly-alpha-methylstyrene, polyvinylnaphthalene, polyvinylbiphenyl, polyvinyltoluene, styrene-butadiene (SB), styrene-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 including corresponding graft copolymers such as styrene on butadiene, maleic anhydride on SBS or SEBS, as well as Graft copolymers of methyl methacrylate, styrene-butadiene and ABS (MABS), as well as hydrogenated polystyrene derivatives such as polyvinylcyclohexane c) halogen-containing polymers such asPolyvinyl 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, in particular with ethylene oxide (ECO) 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 polyacrylonitrile-polyalkyl acrylate, e) polymers of unsaturated alcohols and derivatives, such as polyvinyl alcohol, polyvinyl acetate, polyvinyl butyral, polyallyl phthalate, polyallyl melamine f) polyacetals, such as polyoxymethylene (POM) or copolymers with e.g. butanal, g) polyphenylene oxides and Blends with polystyrene or polyamides, h) polymers of cyclic ethers such asPolyethylene glycol, polypropylene glycol, polyethylene oxide, polypropylene oxide, polytetrahydrofuran, i) polyurethanes, from hydroxy-terminated polyethers or polyesters and aromatic or aliphatic isocyanates such as 2,4- or 2,6-toluene diisocyanate or methylenediphenyl diisocyanate, in particular also linear polyurethanes (TPU), polyureas, j) 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 such as hexamethylenediamine or m-xylylenediamine 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 asPA / PP k) polyimides, polyamide-imides, polyetherimides, polyesterimides, poly-(ether)ketones, polysulfones, polyethersulfones, polyarylsulfones, polyphenylene sulfides, polybenzimidazoles, polyhydantoins, l) polyesters made from aliphatic or aromatic dicarboxylic acids and diols or from hydroxycarboxylic acids such as polyethylene terephthalate (PET), polybutylene terephthalate (PBT), polypropylene terephthalate (PTT), polyethylene naphthylate (PEN), poly-1,4-dimethylolcyclohexane terephthalate, polyhydroxybenzoate, polyhydroxynaphthalate, polylactic acid (PLA), polyhydroxybutyrate (PHB), polyhydroxyvalerate (PHV), polyethylene succinate, polytetramethylene succinate, polycaprolactone m) polycarbonates, polyester carbonates, and blends such as PC / ABS, PC / PBT, PC / PET / PBT, PC / PA n) Cellulose derivatives such as cellulose nitrate, cellulose acetate, cellulose propionate, cellulose butyrate, o) Epoxy resins consisting of di- or polyfunctional epoxy compounds in combination with e.g.Hardeners based on amines, anhydrides, dicyandiamide, mercaptans, isocyanates or catalytically active hardeners, p) phenolic resins such as phenol-formaldehyde resins, urea-formaldehyde resins, melamine-formaldehyde resins, q) unsaturated polyester resins made from unsaturated dicarboxylic acids and diols with vinyl compounds, e.g. styrene, alkyd resins, r) silicones, e.g. based on dimethylsiloxanes, methylphenylsiloxanes or diphenylsiloxanes, e.g. terminated with vinyl groups s) and mixtures, combinations or blends of two or more of the aforementioned polymers.

[0030] If both polymers listed under a) to r) are copolymers, they can be in the form of random, block or tapered structures.

[0031] Furthermore, the polymers mentioned can be in the form of linear, branched, star-shaped or hyperbranched structures.

[0032] If the polymers listed under a) to r) are stereoregular polymers, they can be in the form of isotactic, stereotactic, but also atactic forms or as stereoblock copolymers.

[0033] Furthermore, the polymers listed under a) to r) can have both amorphous and (partially) crystalline morphologies.

[0034] If necessary, the polyolefins mentioned under a) can also be cross-linked, e.g. cross-linked polyethylene, which is then referred to as X-PE.

[0035] Furthermore, the present compounds can be used to stabilize rubbers and elastomers. These can be natural rubber (NR) or synthetic rubber materials. Other suitable rubbers and elastomers include, in particular, butadiene rubber (BR), styrene-butadiene rubber (SBR), chlorobutadiene rubber (CR), acrylonitrile-butadiene rubber (NBR), hydrogenated acrylonitrile-butadiene rubber (HNBR), ethylene-propylene-diene rubber (EPDM), butyl rubber (IIR), ethylene-epichlorohydrin rubber (ECO), or ethylene acrylate rubber (AEM).

[0036] Also particularly preferred are polymers made from renewable raw materials such as polylactic acid (PLA), polyhydroxybutyric acid, polyhydroxyvaleric acid, polybutylene succinate (PBS) or polybutylene succinate-co-adipate (PBSA).

[0037] A further exemplary embodiment of the composition according to the invention provides that the composition contains at least one additive selected from the group consisting of primary antioxidants, secondary antioxidants, UV absorbers, light stabilizers, metal deactivators, filler deactivators, antiozonants, nucleating agents, antinucleating agents, impact strength improvers, plasticizers, lubricants, rheology modifiers, thixotropic agents, chain extenders, processing aids, mold release agents, flame retardants, pigments, dyes, optical brighteners, antimicrobial agents, antistatic agents, slip agents, antiblocking agents, coupling agents, crosslinking agents, anticrosslinking agents, hydrophilizing agents, hydrophobizing agents, adhesion promoters, dispersants, compatibilizers, oxygen scavengers, acid scavengers, blowing agents, prodegradants, defoaming aids, odor scavengers, marking agents,Contains antifogging agents, fillers and reinforcing agents.

[0038] In a preferred embodiment, the compositions contain in particular acid scavengers, e.g. based on salts of long-chain acids such as calcium stearate, magnesium stearate, zinc stearate, aluminum stearate, calcium laurate, calcium lactate, calcium stearoyl-2-lactylate or hydrotalcites, in particular synthetic hydrotalcites based on aluminum, magnesium and zinc, as well as hydrocalumites, zeolites and / or alkaline earth oxides such as calcium oxide and magnesium oxide and / or alkaline earth carbonates such as calcium carbonate, magnesium carbonate or dolomite and / or hydroxides such as brucite.

[0039] In a further preferred embodiment, the compositions contain light stabilizers from the group of hindered amines (HALS) and / or dispersants and / or filler deactivators.

[0040] Suitable primary antioxidants (A) are phenolic antioxidants, amines, and lactones. Ascorbic acid can also be used as a primary antioxidant.

[0041] 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-methylphenol, 2-(α-methylcyclohexyl)-4,6-dimethylphenol, 2,6-dioctadecyl-4-methylphenol, 2,4,6-tricyclohexylphenol, 2,6-di- tert -butyl-4-methoxymethylphenol, linear or branched nonylphenols, such as 2,6-dinonyl-4-methylphenol, 2,4-dimethyl-6-(1'-methylundec-1'-yl)phenol, 2,4-dimethyl-6-(1'-methylheptadec-1'-yl)phenol, 2,4-dimethyl-6-(1'-methyltridec-1'-yl)phenol and mixtures thereof; 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-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-hydroxylphenyl)adipate; tocopherols, such as α-, β-, γ-, δ-tocopherol and mixtures thereof (vitamin E); hydroxylated thiodiphenyl ethers, such as 2,2'-thiobis(6- tert -butyl-4-methylphenol), 2,2'-thiobis(4-octylphenol), 4,4'-thiobis(6- tert -butyl-3-methylphenol), 4,4'-thiobis(6- tert-butyl-2-methylphenol), 4,4'-Thiobis(3,6-di-secamylphenol), 4,4'-Bis(2,6-dimethyl-4-hydroxyphenyl)disulfid; Alkylidenbisphenole, wie z.B. 2,2'Methylenbis(6- tert -butyl-4-methylphenol), 2,2'-Methylenbis(6- tert -butyl-4-ethylphenol), 2,2'-Methylenbis[4-methyl-6-(α-methylcyclohexyl)phenol], 2,2'-Methylenbis(4-methyl-6-cyclhexylphenol), 2,2'-Methylenbis(6-nonyl-4-methylphenol), 2,2'-Methylenbis(4,6-di-tert-butylphenol), 2,2'-Ethylidenbis(4,6-di- tert -butylphenol), 2,2'-Ethylidenbis(6- tert- butyl-4-isobutylphe-nol), 2,2'-Methylenbis[6-(α-methylbenzyl)-4-nonylphenol], 2,2'-Methylenbis[6-(α,α-dimethylbenzyl)-4-nonylphenol], 4,4'-Methylenbis(2,6-di- tert -butylphenol, 4,4'-Methylenbis(6- tert -butyl-2-methyl-phenol), 1,1-bis(5- tert -butyl-4-hydroxy-2-methylphenyl)butan, 2,6-Bis(3- tert- butyl-5-methyl-2-hydroxybenzyl)-4-methylphenol, 1,1,3-Tris(5- tert -butyl-4-hydroxy-2-methylphenyl)butan, 1,1-bis(5- tert-butyl-4-hydroxy-2-methylphenyl)-3-n-dodecylmercaptobutan, Ethylenglycol-bis[3,3-bis(3'- tert -butyl-4'-hydroxyphenyl)butyrat], Bis(3- tert -butyl-4-hydroxy-5-methylphenyl)dicyclopentadien, Bis[2-(3'- tert -butyl-2'-hydroxy-5'-methylbenzyl)-6- tert -butyl-4-methylphenyl]terephthalat, 1,1-Bis-(3,5-dimethyl-2-hydroxyphenyl)butan, 2,2-Bis-(3,5-di- tert -butyl-4-hydroxyphenyl)propan, 2,2-Bis-(5- tert -butyl-4-hydroxy-2-methylphenyl)-4-n-dodecylmercaptobutan, 1,1,5,5-Tetra(5- tert -butyl-4-hydroxy-2-methylphenyl)pentan; O-, N- und S-Benzyl-Verbindungen, wie z.B. 3,5,3',5'-Tetra- tert -butyl-4,4'-dihydroxydibenzylether, Octadecyl-4-hydroxy-3,5-dimethylbenzylmercaptoacetat, Tridecyl-4-hydroxy-3,5-di- tert -butylbenzyl-mercaptoacetat, Tris(3,5-di- tert -butyl-4-hydroxybenzyl)amin, Bis(4- tert -butyl-3-hydroxy-2,6-dimethylbenzyl)dithioterephthalat, Bis(3,5-di- tert -butyl-4-hydroxybenzyl)sulfid, Isooctyl-3,5-di- tert -butyl-4-hydroxybenzylmercaptoacetat; Hydroxybenzylierte Malonate, wie z.B. Dioctadecyl-2,2-bis(3,5-di- tert -butyl-2-hydroxybenzyl)-malonat, Dioctadecyl-2-(3- tert -butyl-4-hydroxy-5-methylbenzyl)malonat, Didodecylmercaptoethyl-2,2-bis(3,5-di- tert -butyl-4-hydroxybenzyl)malonat, Bis[4-(1,1,3,3-tetramethylbutyl)phenyl]-2,2-bis-(3,5-di-tert-butyl-4-hydroxybenzyl)malonat; Aromatische Hydroxybenzylverbindungen, wie z.B. 1,3,5-Tris(3,5-di- tert -butyl-4-hydroxybenzyl)-2,4,6-trimethylbenzol, 1,4-Bis(3,5-di- tert -butyl-4-hydroxybenzyl)-2,3,5,6-tetramethylbenzol, 2,4,6-Tris(3,5-di- tert -butyl-4-hydroxybenzyl)phenol; Triazinverbindungen, wie z.B. 2,4-Bis(octylmercapto)-6-(3,5-di- tert -butyl-4-hydroxyanilino)-1,3,5-triazin, 2-Octylmercapto-4,6-bis(3,5-di- tert -butyl-4-hydroxyanilino)-1,3,5-triazin, 2-Octylmercapto-4,6-bis(3,5-di- tert -butyl-4-hydroxyphenoxy)-1,3,5-triazin, 2,4,6-Tris(3,5-di- tert-butyl-4-hydroxyphe-noxy)-1,2,3-triazin, 1,3,5-Tris(3,5-di- tert -butyl-4-hydroxybenzyl)isocyanurat, 1,3,5-Tris(4- tert -butyl-3-hydroxy-2,6-dimethylbenzyl)isocyanurat, 2,4,6-Tris(3,5-di- tert- butyl-4-hydroxphenylethyl)-1,3,5-tria-zin, 1,3,5-Tris(3,5-di- tert -butyl-4-hydroyphenylpropionyl)hexahydro-1,3,5-triazin, 1,3,5-Tris(3,5-dicyc-lohexyl-4-hydroxybenzyl)isocyanurat; Benzylphosphonate, wie z.B. Dimethyl-2,5-di- tert -butyl-4-hydroxybenzylphosphonat, Dietyhl-3,5-di- tert -butyl-4-hydroxybenzylphosphonat, Dioctadecyl-3,5-di- tert -butyl-4-hydroxybenzylphosphonat, Di-octadecyl-5- tert -butyl-4-hydroxy-3-methylbenzylphosphonat, das Calciumsalz des Monoethylesters der 3,5-Di- tert -butyl-4-hydroxybenzylphosphonsäure; Acylaminophenole, wie z.B. 4-Hydroxylauranilid, 4-Hydroxystearanilid, Octyl-N-(3,5-di- tert- butyl-4-hydroxyphenyl)carbamat; Ester der β-(3,5-Di- tert-butyl-4-hydroxyphenyl)propionsäure mit ein- oder mehrwertigen Alkoholen, z.B. Methanol, Ethanol, n-Octanol, i-Octanol, Octadecanol, 1,6-Hexandiol, 1,9-Nonandiol, Ethylenglycol, 1,2-Propandiol, Neopentylglycol, Thiodiethylenglycol, Diethylenglycol, Triethylenglycol, Pentaerythritol, Tris(hydroxyethyl)isocyanurat, N,N'-Bis(hydroxyethyl)oxamid, 3-Thiaundecanol, 3-Thiapentadecanol, Trimethylhexandiol, Trimethylolpropan, 4-Hydroxymethyl-1-phospha-2,6,7-trioxabicyclo[2.2.2]octan; Ester der 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, trimethylhexanediol, 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-Hexandiol, 1,9-Nonandiol, Ethylenglycol, 1,2-Propandiol, Neopentylglycol, Thiodiethylenglycol, Diethylenglycol, Triethylenglycol, Pentaerythritol, Tris-(hydroxyethyl)isocyanurat, N,N'-bis(hydroxyethyl)oxamid, 3-Thiaundecanol, 3-Thiapentadecanol, Trimethylhexandiol, Trimethylolpropan, 4-Hydroxymethyl-1-phospha-2,6,7-trioxabicyclo[2.2.2]octan; Ester der (3,5-Di-. tert -butyl-4-hydroxyphenyl)essigsäure mit ein- oder mehrwertigen Alkoholen, z.B. Methanol, Ethanol, Octanol, Octadecanol, 1,6-Hexandiol, 1,9-Nonandiol, Ethylenglycol, 1,2-Propandiol, Neopentylglycol, Thiodiethylenglycol, Diethylenglycol, Triethylenglycol, Pentaerythritol, Tris(hydroxyethyl)isocyanurat, N,N'-bis(hydroxyethyl)oxamid, 3-Thiaundecanol, 3-Thiapentadecanol, Trimethylhexandiol, Trimethylolpropan, 4-Hydroxymethyl-1-phospha-2,6,7-trioxabicyclo[2.2.2]octan; Amide der β-(3,5-Di- tert -butyl-4-hydroxyphenyl)propionsäure, wie z.B. N,N'-Bis(3,5-di- tert-butyl-4-hydroxyphenylpropionyl)hexamethylenediamide, N,N'-bis(3,5-di- tert -butyl-4-hydroxyphenylpropionyl)-hexamethylenediamide, N,N'-bis(3,5-di- tert -butyl-4-hydroxyphenylpropionyl)hexamethylenediamide, N,N'-bis-(3,5-di- tert -butyl-4-hydroxyphenylpropionyl)hydrazide, N,N'-Bis[2-(3-[3,5-di- tert -butyl-4-hy-droxyphenyl]propionyloxy)ethyl]oxamide (Naugard ®< XL-1, distributed by Uniroyal); Particularly preferred phenolic antioxidants are:

[0042] Suitable aminic antioxidantsare, 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-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, 4-(p-toluenesulfamoyl)diphenylamine, N,N'-dimethyl-N,N'-di- sec-butyl-p-phenylendiamin, Diphenylamin, N-Allyldiphenylamin, 4-Isopropoxydiphenylamin, N-Phenyl-1-naphthylamin, N-(4-tert-Octylphenyl)-1-naphthylamin, N-Phenyl-2-naphthylamin, octyliertes Diphenylamin, z.B. p,p'-Di-tert-octyldiphenylamin, 4-n-Butylaminophenol, 4-Butyrylaminophenol, 4-Nonanoylaminophenol, 4-Dodecanoylaminophenol, 4-Octadecanoylamino-phenol, Bis(4-methoxyphenyl)amin, 2,6-Di-tert-butyl-4-dimethylaminomethyl-phenol, 2,4'-Diaminodiphenylmethan, 4,4'-Diaminodiphenylmethan, N,N,N',N'-Tetra-methyl-4,4'-diaminodiphenylmethan, 1,2-Bis[(2-methyl-phenyl)amino]ethan, 1,2-Bis(phenylamino)propan, (o-Tolyl)biguanid, Bis[4-(1',3'-dimethylbutyl)phenyl]amin, tert octyliertes N-Phenyl-1-naphthylamin, ein Gemisch aus mono- und dialkylierten 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 / isohexyldiphenylamines, a mixture of mono- and dialkylated tert-butyldiphenylamines, 2,3-dihydro-3,3-dimethyl-4H-1,4-benzothiazine, phenothiazine, a 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 and mixtures or combinations thereof.

[0043] Further preferred amine antioxidants are hydroxylamines or N-oxides (nitrones), such as N,N-dialkylhydroxylamines, N,N-dibenzylhydroxylamine, N,N-dilaurylhydroxylamine, N,N-distearylhydroxylamine, N-benzyl-α-phenylnitrone, N-octadecyl-α-hexadecylnitrone, and Genox EP (SI Group) according to the formula:

[0044] Suitable lactones are benzofuranones and indolinonessuch 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-ethoxy-phenyl)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.

[0045] Suitable secondary antioxidants are phosphorus compounds such as phosphites and phosphonites, and organo-sulfur compounds such as sulfides and disulfides.

[0046] Suitable phosphites / phosphonites are, for example: triphenyl phosphite, diphenyl alkyl phosphites, phenyldialkyl phosphites, tri(nonylphenyl) phosphite, trilauryl phosphites, trioctadecyl phosphite, distearylpentaerythritol diphosphite, tris-(2,4-di- tert-butylphenyl)phosphit, Diisodecylpentaerythritoldiphosphit, Bis(2,4-di- tert -butylphenyl)pentaerythritoldiphosphit, Bis(2,4-di-cumylphenyl)pentaerythritoldiphosphit, Bis(2,6-di- tert -butyl-4-methylphenyl)pentaerythritoldiphosphit, Diisodecyloxypentaerythritoldiphosphit, Bis(2,4-di- tert -butyl-6-methylphenyl)pentaerythritoldiphosphit, Bis(2,4,6-tris( tert -butylphenyl)pentaerythritoldi-phosphit, Tristearylsorbitoltriphosphit, Tetrakis(2,4-di- tert -butylphenyl)-4,4'-biphenylendiphosphonit, 6-Isooctyloxy-2,4,8,10-tetra- tert -butyl-12H-dibenz[d,g]-1,3,2-dioxaphosphocin, Bis(2,4-di- tert -butyl-6-methylphenyl)methylphosphit, Bis(2,4-di- tert -butyl-6-methylphenyl)ethylphosphit, 6-Fluoro-2,4,8,10-tetra- tert -butyl-12-methyl-dibenz[d,g]-1,3,2-dioxaphosphocin, 2,2'2"-Nitrilo[triethyltris(3,3",5,5'-tetra- tert -butyl-1,1'-biphenyl-2,2'-diyl)phosphit], 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-dioxaphosphiran.

[0047] Particularly preferred phosphites / phosphonites are:

[0048] Suitable sulfur compounds Examples include distearyl thiodipropionate, dilauryl thiodipropionate; ditridecyl dithiopropionate, ditetradecyl thiodipropionate, 3-(dodecylthio)-, 1,1'-[2,2-bis[[3-(dodecylthio)-1-oxopropoxy]methyl]-1,3-propanediyl]propanoic acid esters.

[0049] Suitable light stabilizers Examples include compounds based on 2-(2'-hydroxyphenyl)benzotriazoles, 2-hydroxybenzophenones, esters of benzoic acids, acrylates, oxamides and 2-(2-hydroxyphenyl)-1,3,5-triazines.

[0050] Suitable 2-(2'-hydroxyphenyl)benzotriazoles are, for example, 2-(2'-hydroxy-5'methyl-phenyl)benzotriazole, 2-(3',5'-di- tert -butyl-2'-hydroxyphenyl)-benzotriazole, 2-(5'- tert-Butyl-2'-hydroxy-phenyl)benzotriazol, 2-(2'-Hydroxy-5'-(1,1,3,3-tetramethylbutyl)phenyl)benzotriazol, 2-(3',5'-Di- tert -butyl-2'-hydroxyphenyl)-5-chlorobenzotriazol, 2-(3'- tert -Butyl-2'-hydroxy-5'-methylphenyl-5-chloro-benzotriazol, 2-(3'-sec-Butyl-5'- tert -butyl-2'-hydroxy-phenyl)benzotriazol, 2-(2'-Hydroxy-4'-octyloxy-phenyl)benzotriazol, 2-(3',5'-Di- tert -amyl-2'-hydroxyphenyl)benzotriazol, 2-(3',5'-Bis(α,α-dimethyl-benzyl)-2'-hydroxyphenyl)benzotriazol, 2-(3'- tert -Butyl-2'-hydroxy-5'-(2-octyl-oxy-carbonyl-ethyl)phe-nyl)-5-chlorobenzotriazol, 2-(3'- tert -Butyl-5'-[2-(2-ethylhexyloxy)-carbonyl-ethyl]-2'-hydroxyphenyl)-5-chlorobenzotriazol, 2-(3'- tert -Butyl-2'-hydroxy-5'-(2-methoxycarbonyl-ethyl)phenyl)-5-chlorobenzo-triazol, 2-(3'- tert -Butyl-2'-hydroxy-5'-(2-methoxycarbonylethyl)phenyl)-benzotriazol, 2-(3'- tert -Butyl-2'-hydroxy-5'-(2-octyloxycarbonylethyl)phenyl)benzotriazol, 2-(3'- tert-Butyl-5'-[2-(2-ethylhexyloxy)-carbonylethyl]-2'-hydroxyphenyl)benzotriazol, 2-(3'-Dodecyl-2'-hydroxy-5'-methylphenyl)benzotri-azol, 2-(3'- tert -Butyl-2'-hydroxy-5'-(2-isooctyloxycarbonylethyl)phenylben-zotriazol, 2,2'-Methylen-bis[4-(1,1,3,3-tetramethylbutyl)-6-benzotriazol-2-ylphenol]; das Produkt der Umesterung von 2-[3'- tert -Butyl-5'-(2-methoxycarbonylethyl)-2'-hydroxyphenyl]-2H-benzotriazol mit Polyethylenglycol 300; [R-CH 2 CH 2 -COO-CH 2 CH 2 - 2 , wobei 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]-benzotriazol, 2-[2'-hydroxy-3'-(1,1,3,3-tetramethylbutyl)-5'-(α,α-dimethylbenzyl)phenyl]benzotriazol.

[0051] Geeignete 2-Hydroxybenzophenone sind beispielsweise 4-Hydroxy-, 4-Methoxy-, 4-Octyloxy-, 4-Decyloxy-4-Dodecyloxy, 4-Benzyloxy, 4,2',4'-Trihydroxy- und 2'-Hydroxy-4,4'-dimethyoxy-Derivate der 2-Hydroxybenzophenone.

[0052] Suitable acrylates are, for example, ethyl α-cyano-β,β-diphenylacrylate, isooctyl α-cyano-β,β-diphenylacrylate, methyl α-carbomethoxycinnamate, methyl α-cyano-β-methyl-p-methoxycinnamate, butyl α-cyano-β-methyl-p-methoxycinnamate, methyl α-carbomethoxy-p-methoxycinnamate and N-(β-carbo-methoxy-β-cyanovinyl)-2-methylindoline.

[0053] Suitable esters of benzoic acids are, for example, 4-tert-butylphenyl salicylate, phenyl salicylate, octylphenyl salicylate, dibenzoylresorcinol, bis(4-tert-butylbenzoyl)resorcinol, benzoylresorcinol, 2,4-di- tert -butylphenyl-3,5-di-tert-butyl-4-hydroxybenzoate, hexadecyl-3,5-di- tert -butyl-4-hydroxyben-zo-ate, octa-decyl-3,5-di- tert -butyl-4-hydroxybenzoate, 2-methyl-4,6-di- tert -butylphenyl-3,5-di- tert -butyl-4-hydroxybenzoate.

[0054] Suitable oxamides are, for example, 4,4'-dioctyloxyoxanilide, 2,2'-diethoxyoxanilide, 2,2'-dioctyloxy-5,5'-di- tert -butoxanilide, 2,2'-didodecyloxy-5,5'-di- tert- butoxanilide, 2-ethoxy-2'-ethyloxanilide, N,N'-bis(3-dimethylaminopropyl)oxamide, 2-ethoxy-5- tert -butyl-2'-ethoxanilide and 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.

[0055] Geeignete 2-(2-Hydroxyphenyl)-1,3,5-Triazine sind beispielsweise 2,4,6-Tris(2-hydroxy-4-octyloxy-phenyl)-1,3,5-triazin, 2-(2-Hydroxy-4-octyloxyphenyl)-4,6-bis(2,4-dimethylphenyl)-1,3,5-triazin, 2-(2,4-Dihydroxyphenyl)-4,6-bis(2,4-dimethylphenyl)-1,3,5-triazin, 2,4-Bis(2-hydroxy-4-propyloxy-phenyl)-6-(2,4-dimethylphenyl)-1,3,5-triazin, 2-(2-Hydroxy-4-octyloxyphenyl)-4,6-bis(4-methylphenyl-1,3,5-triazin, 2-(2-Hydroxy-4-dodecyloxyphenyl)-4,6-bis(2,4-dimethylphenyl)-1,3,5-triazin, 2-(2-Hy-droxy-4-tridecyloxyphenyl)-4,6-bis(2,4-dimethylphenyl)-1,3,5-triazin, 2-[2-Hydroxy-4-(2-hydroxy-3-butyloxypropoxy)-phenyl]-4,6-bis(2,4-dimethyl)-1,3,5-triazin, 2-[2-Hydroxy-4-(2-hydroxy-3-octyloxy-propyloxy)phenyl]-4,6-bis(2,4-dimethyl)-1,3,5-triazin, 2-[4-(Dodecyloxy / Tridecyloxy-2-hydroxy-propoxy)-2-hydroxyphenyl]-4,6-bis(2,4-dimethylphenyl)-1,3,5-triazin, 2-[2-Hydroxy-4-(2-hydroxy-3-dodecyloxypropoxy)phenyl]-4,6-bis(2,4-dimethylphenyl-1,3,5-triazin, 2-(2-Hydroxy-4-hexyloxy)phenyl-4,6-diphenyl-1,3,5-triazin, 2-(2-Hydroxy-4-methoxyphenyl)-4,6-diphenyl-1,3,5-tria-zin, 2,4,6-Tris[2-hydroxy-4-(3-butoxy-2-hydroxypropoxy)phenyl]-1,3,5-triazin, 2-(2-Hydroxyphenyl)-4-(4-methoxyphenyl)-6-phenyl-1,3,5-triazin, 2-{2-Hydroxy-4-[3-(2-ethylhexyl-1-oxy)-2-hydroxy-propyl-oxy]phenyl}-4,6-bis(2,4-dimethylphenyl-1,3,5-triazin.,

[0056] Suitable metal deactivators sind beispielsweise N,N'-Diphenyloxamid, N-Salicylal-N'-salicyloylhydrazin, N,N'-Bis(salicyloyl)hydrazin, N,N'-Bis(3,5-di-tert-butyl-4-hydroxyphenylpropionyl)-hydrazin, 3-Salicyloylamino-1,2,4-triazol, Bis(benzyliden)oxalyldihydrazid, Oxanilid, Isophthaloyldihy-drazid, Sebacoylbisphenylhydrazid, N,N'-Diacetyladipoyldihydrazid, N,N'-Bis(salicyloyl)oxylyldihydrazid, N,N'-Bis(salicyloyl)thiopropionyldihydrazid.

[0057] Suitable disabledAmines are, for example, 1,1-bis(2,2,6,6-tetramethyl-4-piperidyl)succinate, bis(1,2,2,6,6-pentamethyl-4-piperidyl)sebazate, 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-hydroxy-piperidine 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-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-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, linear or cyclic condensation products of N,N'-bis(2,2,6,6-tetramethyl-4-piperidyl)hexamethylenediamine and 4-morpholino-2,6-dichloro-1,3,5-triazine, the reaction product of 7,7,9,9-Tetramethyl-2-cycloundecyl-1-oxa-3,8-diaza-4-oxospiro-[4,5]decane and epichlorohydrin.,

[0058] Particularly preferred hindered amines are the following:

[0059] Preferred oligomeric and polymeric hindered amines have the following structures: where in the aforementioned compounds n represents an integer from 3 to 100.

[0060] Suitable dispersantsare, 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. polypropylene-co-acrylic acid, polypropylene-co-maleic anhydride, polyethylene-co-glycidyl methacrylate, polystyrene-alt-maleic anhydride polysiloxanes: e.g. dimethylsilanediol-ethylene oxide copolymer, polyphenylsiloxane copolymer, amphiphilic copolymers: e.g. polyethylene-block-polyethylene oxide, dendrimers, e.g. hydroxyl-containing dendrimers.

[0061] Suitable nucleating agents are, for example, talc, alkali or alkaline earth salts of mono- and polyfunctional carboxylic acids such as benzoic acid, succinic acid, adipic acid, e.g. sodium benzoate, zinc glycerolate, aluminum hydroxy-bis(4- tert-butyl)benzoate, benzylidene sorbitols such as 1,3:2,4-bis(benzylidene)sorbitol or 1,3:2,4-bis(4-methylbenzylidene)sorbitol, 2,2'-methylene-bis-(4,6-di- tert -butylphenyl)phosphate, as well as trisamides and diamides such as trimesic acid tricyclohexylami, trimesic acid tri(4-methylcyclohexylamide), trimesic acid tri(tert.butylamide), N,N',N"-1,3,5-benzenetriyltris(2,2-dimethylpropanamide) or 2,6-naphthalenedicarboxylic acid dicyclohexylamide.

[0062] Suitable antinucleating agents are azine dyes such as nigrosine.

[0063] Suitable flame retardants are for example: a) Inorganic flame retardants such as Al(OH)3, Mg(OH)2, AlO(OH), MgCO3, layered 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 Sb2O3, Sb2Os, MoOs, 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 phosphate, melamine magnesium phosphate, as well as the corresponding pyrophosphates and polyphosphates, poly-[2,4-(piperazin-1,4-yl)-6-(morpholin-4-yl)-1,3,5-triazine], ammonium polyphosphate, melamine borate, melamine hydrobromide, c) radical formers, such asAlkoxyamines, hydroxylamine esters, azo compounds, 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 diphosphate and their oligomers, triphenyl phosphate, ethylenediamine diphosphate, phosphinates such as salts of hypophosphorous acid and their derivatives such as alkyl phosphinate salts e.g. diethylphosphinate aluminum or diethylphosphinate zinc or aluminum phosphinate, aluminum phosphite, aluminum phosphonate, phosphonate esters, oligomeric and polymeric derivatives of methanephosphonic acid, 9,10-dihydro-9-oxa-10-phosphorylphenanthrene-10-oxide (DOPO) and their substituted compounds, e) Halogen-containing flame retardants based on chlorine and bromine such as polybrominated Diphenyl oxides, such asDecabromodiphenyl 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, ethylenebis(tetrabromophthalimide), tetrabromobisphenol A, brominated polystyrene, brominated polybutadiene or polystyrene-brominated polybutadiene copolymers, brominated polyphenylene ether, brominated epoxy resin, polypentabromobenzyl acrylate, optionally in combination with Sb2O3 and / or Sb2O5, f) borates such as zinc borate or calcium borate, optionally on a carrier material such as silica g) sulphur-containing compounds such as elemental sulphur, disulfides and Polysulfides, thiuram sulfide, dithiocarbamates, mercaptobenzthiazole and sulfenamides, h) anti-drip agents such as polytetrafluoroethylene, i) silicon-containing compounds such as polyphenylsiloxanes, j) carbon modifications such as carbon nanotubes (CNT) or graphene. and combinations or mixtures thereof.

[0064] Suitable fillers and reinforcing materials Examples include synthetic or natural materials such as calcium carbonate, silicates, glass fibers, glass spheres (solid or hollow), talc, mica, kaolin, barium sulfate, metal oxides and metal hydroxides, carbon black, graphite, carbon nanotubes, graphene, wood flour, or fibers from natural products such as cellulose or synthetic fibers. Other suitable fillers include hydrotalcites or zeolites or phyllosilicates such as montmorillonite, bentonite, beidelite, mica, hectorite, saponite, vermiculite, ledikite, magadite, illite, kaolinite, wollastonite, and attapulgite.

[0065] Suitable pigmentscan be inorganic or organic in nature. Inorganic pigments include titanium dioxide, zinc oxide, zinc sulfide, iron oxide, ultramarine, and carbon black; organic pigments include anthraquinones, anthanthrones, benzimidazolones, quinacridones, diketopyrrolopyrroles, dioxazines, indanthrenes, isoindolinones, azo compounds, perylenes, phthalocyanines, and pyranthrones. Other suitable pigments include metal-based effect pigments or metal oxide-based pearlescent pigments.

[0066] Suitable chain extendersExamples of suitable chain extenders for the linear molecular weight increase of polycondensation polymers such as polyesters or polyamides include diepoxides, bis-oxazolines, bis-oxazolones, bis-oxazines, diisocyanates, dianhydrides, bis-acyllactams, bis-maleimides, dicyanates, and carbodiimides. Other suitable chain extenders are polymeric compounds such as polystyrene-polyacrylate-polyglycidyl(meth)acrylate copolymers, polystyrene-maleic anhydride copolymers, and polyethylene-maleic anhydride copolymers.

[0067] Suitable optical brighteners Examples include bisbenzoxazoles, phenylcoumarins or bis(styryl)biphenyls and in particular optical brighteners of the formulas:

[0068] Suitable filler deactivators Examples include polysiloxanes, polyacrylates, especially 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:

[0069] Suitable antistatic agents Examples include ethoxylated alkylamines, fatty acid esters, alkylsulfonates and polymers such as polyetheramides.

[0070] Suitable antiozonants are the above-mentioned amines such as N,N'-diisopropyl-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

[0071] Suitable additives for molecular weight increaseExamples of polycondensation polymers (chain extenders) are diepoxides, bis-oxazolines, bis-oxazolones, bis-oxazines, diisocyanates, dianhydrides, bis-acyllactams, bis-maleimides, dicyanates, and carbodiimides. Other suitable chain extenders are polymeric compounds such as polystyrene-polyacrylate-polyglycidyl(meth)acrylate copolymers, polystyrene-maleic anhydride copolymers, and polyethylene-maleic anhydride copolymers.

[0072] Suitable additives to increase electrical conductivity Examples include the aforementioned antistatic agents, carbon black and carbon compounds such as carbon nanotubes and graphene, metal powders such as copper powder, and conductive polymers such as polypyrroles, polyanilines, and polythiophenes. Suitable additives for increasing thermal conductivity include aluminum nitride and boron nitride.

[0073] Suitable infrared-active additives Examples include aluminum silicates, hydrotalcites, or dyes such as phthalocyanines or anthraquinones.

[0074] Suitable demoulding aidsExamples include silicones, soaps and waxes such as montan waxes.

[0075] Suitable impact modifiers are, for example, ethylene copolymers with acrylates, methacrylates and / or ethylenically unsaturated carboxylic acids, which can be completely or partially neutralized, for example with zinc, or copolymers of ethylene, propylene and dienes, as well as core-shell particles, for example of polybutyl acrylate and polymethyl methacrylate.

[0076] CompatibilizersCompatibilizers are used, for example, in thermodynamically immiscible blends or in recycled material blends and contain structural elements of the respective blend components that are mixed. Suitable compatibilizers for polyolefin blends include olefin block copolymers consisting of ethylene, propylene, and alpha-olefins such as 1-octene. Other compatibilizers, particularly for compatibilizing polar polymers such as PET or polyamides and non-polar polymers such as PP or PE, include polypropylene-g-maleic anhydride, polyethylene-g-maleic anhydride, polypropylene-g-acrylic acid, polyethylene-g-acrylic acid, poly(ethylene-co-maleic anhydride), SBS-g-maleic anhydride, or SEBS-g-maleic anhydride.

[0077] Suitable crosslinking agentsare, for example, peroxides such as dialkyl peroxides, alkyl-aryl peroxides, peroxyesters, peroxycarbonates, diacyl proxides, peroxyketals, silanes such as vinyltrimethoxysilane, vinyltriethoxysilane, vinyltriacetoxysilane, vinyltris (2-methoxyethoxy)silane, 3-methacryloyloxypropyltrimethoxysilane, vinyldimethoxymethylsilane or Ethylene-vinylsilane copolymers.

[0078] Suitable prodegradants are additives that specifically accelerate or control the degradation of a polymer in the environment. Examples include transition metal fatty acid esters, e.g., of manganese or iron, which accelerate oxidative and / or photooxidative degradation, e.g., of polyolefins, or enzymes that induce hydrolytic degradation, e.g., of aliphatic polyesters.

[0079] Suitable chemical blowing agentsExamples of such compounds are azo compounds such as azodicarboxylic acid diamide, sulfonyl semicarbazides such as p-toluenesulfonyl semicarbazide, tetrazoles such as 5-phenyltetrazole, hydrazides such as p-toluenesulfonyl hydrazide, 4,4'-oxibis(benzenesulfonyl)hydrazide, N-nitroso compounds such as N,N'-dinitrosopentamethylenetetramine or carbonates such as sodium hydrogen carbonate or zinc carbonate.

[0080] Suitable slip agents Examples include amide waxes such as erucic acid amide or oleic acid amide.

[0081] Suitable anti-blocking agents Examples include silica, talc or zeolites.

[0082] Suitable antifogging additives Examples include ethoxylated sorbitan esters, ethoxylated fatty acid alcohols or ethoxylated alkylamine esters.

[0083] Suitable Biocides include quaternary ammonium salts or silver salts, colloidal silver or silver complexes or natural product derivatives such as chitosan

[0084] Suitable aldehyde scavengersare amines, hydroxylamines, polyvinyl alcohol, zeolites or cyclodextrins, suitable formaldehyde scavengers are melamine derivatives such as benzoguanamine or urea derivatives such as allantoin.

[0085] Suitable odor-binding or odor-preventing substances are silicates such as calcium silicate, zeolites or salts of hydroxy fatty acids such as zinc riceneolate.

[0086] Suitable marking agents Examples include fluorescent dyes or rare earths.

[0087] Suitable demoulding aids Examples include montan waxes.

[0088] Furthermore, the present invention relates to the use of an oligomer or polymer according to the invention as a stabilizer for organic materials.

[0089] In particular, the oligomers or polymers according to the present invention can be used as a stabilizer against thermal, actinic or oxidative degradation of plastics, or as flame retardants for plastics, thermal, actinic or oxidative degradation of oils, fats or waxes, in particular mineral oils, vegetable fats or oils or animal fats or oils, e.g. palm oil, olive oil, rapeseed oil, linseed oil, soybean oil, sunflower oil, castor oil, fish oils or beef tallow as well as oils, fats or waxes based on e.g. synthetic esters, thermal, actinic or oxidative degradation of mineral or synthetic lubricants, hydraulic oils, engine oils, turbine oils, gear oils, metalworking fluids or lubricating greases, or against premature polymerization and / or oxidation of polymerizable monomers, in particular monomers which can be radically polymerized by initiators such as peroxides or oxygen, such as acrylic esters, methacrylic esters, acrylonitrile, styrenes or vinyl chloride. be used.

[0090] For example, the oligomers or polymers according to the present invention are suitable as stabilizers for 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 produced by extrusion, injection molding, blow molding, calendering, pressing processes, spinning processes, rotomoulding, e.g. for the electrical and electronics industry, construction industry, transport industry (car, aircraft, ship, rail), for medical applications, for household and electrical appliances, vehicle parts, consumer goods, packaging, furniture, textiles. Further areas of application are varnishes, paints and coatings, as well as the stabilization of oils, fats and lubricants against thermal, actinic or oxidative degradation or as flame retardants.

[0091] Also described is an intermediate suitable for the preparation of an oligomer or polymer according to the invention. The intermediate has the following general formula IV: where R 1< and x are as defined above and X are the same or different at each occurrence and represents a leaving group, in particular selected from the group consisting of Cl, Br, and I. Stabilization procedures

[0092] Preferably, the additive according to the invention, which can be in the form of a powder, liquid, oil, compacted, on a carrier material, as granules, solution, or flakes, is mixed with the polymer to be stabilized, the polymer matrix is ​​converted into a melt, and then cooled. Alternatively, it is also possible to introduce the additive into a polymer melt in a molten state.

[0093] In the event that further components are added to the polymer composition, these can be added to the polymers separately, in the form of liquids, powders, granules or compacted products, or together with the additive composition according to the invention as described above.

[0094] The above-described additive composition and any additional additives are incorporated into the plastic using conventional processing methods, whereby the polymer is melted and mixed with the additive composition according to the invention and any other additives, preferably using mixers, kneaders, and extruders. Preferred processing machines are extruders such as single-screw extruders, twin-screw extruders, planetary roller extruders, ring extruders, and co-kneaders, preferably equipped with vacuum degassing. Processing can take place under air or, if appropriate, under inert gas conditions.

[0095] Furthermore, the additive compositions according to the invention can be prepared and introduced in the form of so-called masterbatches or concentrates which contain, for example, 10-90% of the compositions according to the invention in a polymer.

[0096] The present invention is described in more detail with reference to the following embodiments, without limiting the subject matter of the present invention to the examples. Synthesis example 1: Synthesis of tocopherol phosphorus dichloride

[0097] 1 ml (11.4 mmol) of phosphorus trichloride, 4.9117 g (11.4 mmol) of α-tocopherol, and 40 ml of chloroform are added to a 250 ml three-neck flask equipped with a reflux condenser and magnetic stirrer. The reaction mixture is heated to 70 °C for 10 hours. The purity and conversion of the α-tocopherol phosphorus dichloride are determined by 1< H and 31< P NMR spectra. The product purity is > 99%. Synthesis Example 2: Synthesis of a polymeric phosphite with isosorbide unit ten

[0098] A similar setup was used as in Example 1. 1.5015 g (10.3 mmol) of isosorbide, 8 ml (36.1 mmol) of triethylamine, and 20 ml of acetonitrile were added to the tocopherol phosphorus dichloride. After one hour at room temperature, 2 ml (49.3 mmol) of methanol were added. The product was purified in toluene. The purity of the polyphosphite was determined by 1< H and 31< P NMR spectra. Synthesis Example 3: Synthesis of a copolymer containing isosorbide and piperidine units

[0099] A similar setup was used as in Example 1. 0.2063 g (1.0 mmol) of 4-hydroxy-2,2,6,6-tetramethylpiperidine-1-ethanol, 4 ml (28.9 mmol) of triethylamine, and 20 ml of chloroform were added to the tocopherol phosphorus dichloride. After one hour, 1.3467 g (9.2 mmol) of isosorbide, 5.5 ml (39.7 mmol) of triethylamine, and 20 ml of acetonitrile were added to the reaction mixture. After one hour at room temperature, 2 ml (49.3 mmol) of methanol were added. The product was purified in toluene. The purity of the polyphosphite was determined by 1< H and 31< P NMR spectra. Synthesis Example 4: Synthesis of a polymeric phosphite with hydroquinone units

[0100] A similar setup was used as in Example 1. 1.1290 g (10.3 mmol) of hydroquinone, 8 ml (36.1 mmol) of triethylamine, and 20 ml of acetonitrile were added to the tocopherol phosphorus dichloride. After one hour at room temperature, 2 ml (49.3 mmol) of methanol were added. The product was purified in toluene. The purity of the polyphosphite was determined by 1< H and 31< P NMR spectra. Synthesis Example 5: Synthesis of a copolymer containing hydroquinone and piperidine units

[0101] A similar setup was used as in Example 1. 0.2065 g (1.0 mmol) of 4-hydroxy-2,2,6,6-tetramethylpiperidine-1-ethanol, 4 ml (28.9 mmol) of triethylamine, and 20 ml of chloroform were added to the tocopherol phosphorus dichloride. After one hour, 1.0189 g (9.2 mmol) of hydroquinone, 5.5 ml (39.7 mmol) of triethylamine, and 20 ml of acetonitrile were added to the reaction mixture. After one hour at room temperature, 2 ml (49.3 mmol) of methanol were added. The product was purified in toluene. The purity of the polyphosphite was determined by 1< H and 31< P NMR spectra. Synthesis Example 6: Synthesis of a polymeric phosphite with 1,4-cyclohexanediol units

[0102] A similar setup was used as in Example 1. 1.1952 g (10.3 mmol) of 1,4-cyclohexanediol, 8 ml (36.1 mmol) of triethylamine, and 20 ml of acetonitrile were added to the tocopherol phosphorus dichloride. After one hour at room temperature, 2 ml (49.3 mmol) of methanol were added. The product was purified in toluene. The purity of the polyphosphite was determined by 1< H and 31< P NMR spectra. Synthesis Example 7: Synthesis of a polyphosphite with vanillyl alcohol units

[0103] A similar setup was used as in Example 1. 1.5862 g (10.3 mmol) of vanillyl alcohol, 8 ml (36.1 mmol) of triethylamine, and 20 ml of acetonitrile were added to the tocopherol phosphorus dichloride. After one hour at room temperature, 2 ml (49.3 mmol) of methanol were added. The product was purified in toluene. The purity of the polyphosphite was determined by 1< H and 31< P NMR spectra. Synthesis Example 8: Synthesis of a polyphosphite with 1,6-hexanediol units

[0104] A similar setup was used as in Example 1. 1.2158 g (10.3 mmol) of 1,6-hexanediol, 8 ml (36.1 mmol) of triethylamine, and 20 ml of acetonitrile were added to the tocopherol phosphorus dichloride. After one hour at room temperature, 2 ml (49.3 mmol) of methanol were added. The product was purified in toluene. The purity of the polyphosphite was determined by 1< H and 31< P NMR spectra. Synthesis example 9: Synthesis of a polyphosphite with Hydroxyethyl-4-hydroxytetramethylpiperidine units

[0105] A similar setup was used as in Example 1. 2.0713 g (10.3 mmol) of hydroxyethyl 4-hydroxytetramethylpiperidine, 8 ml (36.1 mmol) of triethylamine, and 20 ml of acetonitrile were added to the tocopherol phosphorus dichloride. After one hour at room temperature, 2 ml (49.3 mmol) of methanol were added. The product was purified in toluene. The purity of the polyphosphite was determined by 1< H and 31< P NMR spectra. Example 1: Long-term extrusions

[0106] The compounds of examples 2, 3, 4, 6, 7, 8, and 9 and the commercial phosphites ADK STAB 2112 (tris(2,4-di-tert-butylphenol)phosphite) and Doverphos S-9228 (bis(2,4-dicumylphenyl)pentaerythritol diphosphite) were incorporated into polypropylene (Moplen HP 500 N) on a Micro Sec Model 2009. The compounds were processed at 200 °C for 30 minutes, and the force loss was measured. Polypropylene 100,0% 99,8% 99,8% 99,8% 99,8% 99,8% 99,8% 99,8% 99,8% 99,8% ADK STAB 2112 0,2% Doverphos S-9228 0,2% Example 2 0,2% Example 3 0,2% Example 4 0,2% Example 6 0,2% Example 7 0,2% Example 8 0,2% Example 9 0,2% Residual power 47% 65% 78% 97% 94% 96% 95% 94% 93% 94% Polypropylen 99,8 % 99.6 % 99,6 % 99.6 % 99,6 % 99,6 % Calcium stearate (comparison) 0,2 % 0,2 % 0,2 % 0,2 % 0,2 % 0,2 % ADK STAB 2112 (comparison) 0,2 % Example 2 0,2 % Example 3 0,2 % Example 4 0,2 % Example 5 0,2 % Residual power 36 % 44 % 59 % 57 % 75 % 60 %

[0107] The polymers according to the invention have a higher residual force than the comparative examples, which results in a higher stabilizing effect. Example 2: Multiple extrusions

[0108] For further testing, the phosphites were tested with and without a phenolic stabilizer (ADK STAB AO 60, pentaerythritol tetrakis(3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate)) with a ThermoScientificProcess 11 processed 5 times at 230°C. The MFR (melt flow rate) was determined to analyze the compounds. Polypropylen 99,8 % 99,6 % 99,6 % 99,6 % 99,6 % 99,6 % Calcium stearate (comparison) 0,2 % 0,2 % 0,2 % 0,2 % 0,2 % 0,2 % ADK STAB 2112 (comparison) 0,2 % Example 2 0,2 % Example 3 0,2 % Example 4 0,2 % Example 5 0,2 % MFI extrusion @230 °C 1 Extrusion 17 17 16 15 16 15 2 Extrusion 18 17 16 16 16 15 3 Extrusion 19 16 16 16 16 15 4 Extrusion 19 17 16 16 16 16 5 Extrusion 20 17 16 15 16 16 Polypropylen 99,6 % 99,4 % 99,4 % 99,4 % 99,4 % 99,4 % Calcium stearate 0,2 % 0,2 % 0,2 % 0,2 % 0,2 % 0.2 % ADK STAB AO60 (comparison) 0,2 % 0.2 % 0,2 % 0,2 % 0,2 % 0,2 % ADK STAB 2112 (comparison) 0,2 % Example 2 0,2 % Example 3 0,2 % Example 4 0,2 % Example 5 0,2 % MFI extrusion @230 °C 1 Extrusion 17 16 16 16 15 15 2 Extrusion 18 16 16 16 16 16 3 Extrusion 19 16 16 16 15 15 4 Extrusion 19 16 16 15 16 16 5 Extrusion 20 16 16 16 15 15

[0109] In multiple extrusion, the lowest MFR value, ie the best stabilizing effect, is obtained with the stabilizers according to the invention. Example 3: Multiple extrusions at 260 °C

[0110] For further testing, the phosphites were treated without a phenolic stabilizer with a ThermoScientificProcess 11 processed 5 times at 260°C. The MFR (melt flow rate) was determined to analyze the compounds. Polypropylene 99,8% 99,6% 99,6% 99,6% 99,6% 99,6% 99,6% 99,6% 99,6% Calcium stearate 0,2% 0,2% 0,2% 0,2% 0,2% 0,2% 0,2% 0,2% 0,2% ADK STAB 2112 0,2% Doverphos S-9228 0,2% Example 2 0,2% Example 3 0,2% Example 4 0,2% Example 6 0,2% Example 8 0,2% Example 9 0,2% MFI extrusion @ 260 °C 1. Extrusion 30 23 18 19 17 19 17 17 17 2. Extrusion 43 27 20 19 18 19 18 18 18 3. Extrusion 79 34 21 19 18 20 18 19 18 4. Extrusion 128 43 23 20 18 20 19 20 18 5. Extrusion 209 60 25 20 19 21 20 22 19

[0111] In multiple extrusion, the stabilizers according to the invention achieve the lowest MFR value, ie the best stabilizer effect, even at high temperatures (260 °C).

Claims

1. An oligomer or polymer, comprising, as a structural element, a structure according to the general Formula I wherein R1 is defined according to Formula II below wherein R is the same or different at each occurrence and is selected from the group consisting of hydrogen or linear or branched alkyl radicals having from 1 to 36 carbon atoms, and x is 0 or 1.

2. The oligomer or polymer according to claim 1, characterized in that R1 is defined according to Formula Ila 3. The oligomer or polymer according to any one of the preceding claims, comprising the following repeating unit according to Formula III wherein D is the same or different at each occurrence and is a functionality derived from a diol.

4. The oligomer or polymer according to the preceding claim, characterized in that the functionality derived from a diol is a functionality derived from an aliphatic, aromatic or heterocyclic diol.

5. The oligomer or polymer according to any one of the two preceding claims, characterized in that the functionality derived from a diol a) is a functionality derived from an aliphatic diol and preferably is derived from ethylene glycol, 1,3-propylene glycol, 1,2-propylene glycol, 1,4-butanediol, 1,5-pentanediol, 1,6-hexanediol, 1,12-dodecanediol, 1,4-cyclohexanediol, 1,3-cyclohexanediol and / or 1,4-cyclohexanedimethanol b) is a functionality derived from an aromatic diol and preferably is derived from hydroquinone, resorcinol, 1,5-, 2,6- or 2,7-dihydroxynaphthalene, vanillyl alcohol or the following diols where in each case independently of one another A means a direct bond, -O-, -SO2-, -C(O)-, -CH(CH3)- or -C(CH3)2-, and R' and R" are the same or different at each occurrence and are selected from the group consisting of linear or branched alkyl moieties having 1 to 36 carbon atoms, c) is a functionality derived from a heterocyclic diol and preferably derived from hydroxyethyl-4-hydroxytetramethylpiperidine, 1,4-dithiane-2,5-diol, or d) is a functionality derived from the following diols 2,3-dimethoxy-1,4-butanediol, 6. The oligomer or polymer according to any one of the preceding claims, characterized in that the repeating unit according to Formula I is defined according to the following repeating units according to Formulas III and Illa and these are comprised in the oligomer or polymer, wherein R1, D and x are as defined above and the definition of D' corresponds to the definition of D, with the proviso that D and D' are derived from different diols.

7. The oligomer or polymer according to the preceding claim, characterized in that the molar ratio of the repeating units III to IIIa is from 0.1: 99.9 to 50: 50, preferably from 0.5: 99.5 to 10: 90.

8. The oligomer or polymer according to any one of the preceding claims, characterized in that x is 0 for all repeating units according to Formula I, or the oligomer or polymer comprises both repeating units according to Formula I, in which x = 0, and repeating units according to Formula I, in which x = 1, wherein the molar ratio of the repeating units according to Formula I, in which x = 0, to the repeating units according to Formula I, in which x = 1, is from 50:50 to <100: >0, preferably 90:10 to 99.9:0.1.

9. A composition comprising at least one organic component to be stabilized and at least one oligomer or polymer according to any one of the preceding claims.

10. The composition according to the preceding claim, characterized in that the at least one oligomer or polymer is present in a proportion by weight, based on the total composition, of 0.01 to 5.0 parts by weight, preferably 0.02 to 2.0 parts by weight, particularly preferably 0.05 to 1.0 parts by weight.

11. The composition according to any one of the two preceding claims, characterized in that the at least one organic component to be stabilized is selected from the group consisting of • plastics, in particular thermoplastic, elastomeric or duromer plastics, • at least one oil, fat or wax, in particular mineral oils, vegetable fats or oils or animal fats or oils, for example, palm oil, olive oil, rapeseed oil, linseed oil, soybean oil, sunflower oil, castor oil, fish oils or beef tallow and oils, fats or waxes on the basis of, for example, synthetic esters, • mineral or synthetic lubricants, hydraulic oils, engine oils, turbine oils, gear oils, metalworking fluids or lubricating greases, and • polymerizable monomers, in particular radically polymerizable monomers, in particular monomers which can be radically polymerized by initiators like peroxides or oxygen, such as e.g. acrylic esters, methacrylic esters, acrylonitrile, styrenes or vinyl chloride.

12. The composition according to any one of claims 10 to 12, comprising at least one additive selected from the group consisting of primary antioxidants, secondary antioxidants, UV absorbers, light stabilizers, metal deactivators, filler deactivators, antiozonants, nucleating agents, antinucleating agents, impact modifiers, plasticizers, lubricants, rheology modifiers, thixotropic agents, chain extenders, processing aids, mold release agents, flame retardants, pigments, dyes, optical brighteners, antimicrobial agents, antistatic agents, slip agents, antiblocking agents, coupling agents, crosslinking agents, anticross-linking agents, hydrophilic agents, hydrophobic agents, adhesion promoters, dispersants, compatibilizers, oxygen scavengers, acid scavengers, blowing agents, degradation additives, defoaming aids, odor scavengers, marking agents, anti-fogging agents, fillers and reinforcements.

13. A use of an oligomer or polymer according to any one of claims 1 to 8 as a stabilizer for organic materials.

14. The use of an oligomer or polymer according to the preceding claim as a stabilizer against • thermal, actinic or oxidative degradation of plastics, or as a flame retardant for plastics, • thermal, actinic or oxidative degradation of lacquers, paints and coatings • thermal, actinic or oxidative degradation of oils, fats or waxes, in particular mineral oils, vegetable fats or oils or animal fats or oils, for example palm oil, olive oil, rapeseed oil, linseed oil, soybean oil, sunflower oil, castor oil, fish oils or beef tallow and oils, fats or waxes based on, for example, synthetic esters, • thermal, actinic or oxidative degradation of mineral or synthetic lubricants, hydraulic oils, engine oils, turbine oils, gear oils, metalworking fluids or lubricating greases, or • against premature polymerization and / or oxidation of polymerizable monomers, in particular monomers which can be radically polymerized by initiators like e.g. peroxides or oxygen, such as e.g. acrylic esters, methacrylic esters, acrylonitrile, styrenes or vinyl chloride.

15. A molding compound or a molded part, producible from a plastic composition according to preceding claims, in particular in the form of injection molded parts, foils, films, foams, fibers, cables, pipes, profiles, hollow bodies, ribbons, membranes and / or adhesives.