MXPA98003981A

MXPA98003981A - Liqui multifunctional additives

Info

Publication number: MXPA98003981A
Application number: MXPA/A/1998/003981A
Authority: MX
Inventors: Evans Samuel; Dubs Paul; Martin Roger
Original assignee: Ciba Specialty Chemicals Holding Inc
Priority date: 1997-05-20
Filing date: 1998-05-20
Publication date: 1999-02-24

Abstract

Products that can be obtained by reacting components a), b), c) and optionally d) are described, wherein component a) is a compound of formula I or a mixture of compounds of formula I, component b) is a compound of formula II or a mixture of compounds of formula II, component c) is a compound of formula III (IIIa / IIIb) or a mixture of compounds of formula III (IIIa / IIIb) and component d ) is a compound of the formula IV or a mixture of compounds of the formula IV, wherein the general symbols are as defined in claim 1, the compound of the formula I, for example is pentaerythritol, thiodiethylene glycol, 1,4 -butanediol, 1,2-propanediol, diethylene glycol, triethylene glycol, diethanolamine or glycerol, the compound of formula II for example is rape seed oil, coconut fat or castor oil, the compound of formula IIIa for example is methyl ester of 3-tert-butyl-4-hydroxy-5-methyl-benzyl-sulfanil-ac acid The compound and the compound of the formula IIIb is for example 3,5-di-tert-butyl-4-hiroxy-benzylsulphanyl acetic acid methyl ester and the compound of the formula IV, for example, is sulfur, diisopropyl dithiophosphate, toluenetriazoles or Above mentioned products can be used as liquid antioxidants in fuels, polymers and lubricants and events that lead to increased friction in engine

Description

LIQUID MULTIFUNCTIONAL ADDITIVES The present invention relates to novel liquid multifunctional additives with low volatility, to compositions comprising an organic material, preferably a fuel, a polymer or oil, as well as novel liquid multifunctional additives having low volatility, and to their use to stabilize organic materials against oxidative or thermal degradation induced by light, and events that lead to increased friction, wear and / or corrosion in engines. The stabilization, in particular of lubricants or plastics, with antioxidants of the sterically hindered series of phenols is known, for example, from US Pat. Nos. US-A-3, 839,278, US-A-4, 032, 562, US-A-4, 058,502, US-A-4, 093, 587, US-A-4, 132, 702 and US- A-5,478,875. EP-A-O, 573, 231 discloses a friction modifier composition. WO 91/13134 describes a method for improving the solubility of antioxidants in a second medium. The present invention relates to products obtainable by reacting with components a), b), c) and optionally d), wherein component a) is a compound of the formula I or a mixture of the compounds of the formula I, component b) is a compound of formula II or a mixture of the compounds of formula II, component c) is a compound of formula III (IIIa / IIIb) or a mixture of compounds of the formula III (Illa / lllb) and optionally component d) is a compound of formula IV or a mixture of the compounds of formula IV, 0) (i ") (Ufa) (Mb.). (IV) (III) wherein, in the compound of formula I, the groups Y independently from each other are OH, (HOCH2CH2) 2N- or -HRj. and the Rx groups are hydrogen, -CH2CH2OH, alkyl with 1 to 18 carbon atoms, cycloalkyl with 5 to 12 carbon atoms, alkenyl having 3 to 6 carbon atoms, phenylalkyl with 7 to 9 carbon atoms, phenyl or phenyl which is substituted by 1 to 3 Ax groups, the AL groups independently of one another are alkyl having 1 to 12 carbon atoms, halogen, hydroxyl, methoxy or ethoxy, wherein R2 is hydrogen, alkyl having 1 to 8 carbon atoms, O ", OH, NO, -CH2CN, alkoxy with 1 to 18 carbon atoms, cycloalkoxy with 5 to 12 carbon atoms, alkenyl with 3 to 6 carbon atoms, phenylalkyl with 7 to 9 carbon atoms or phenylalkyl with 7 to 9 carbon atoms which is mono-, di- or trisubstituted on the phenyl ring by alkyl having 1 to 4 carbon atoms or R2 in addition is acyl with 1 to 8 carbon atoms or HOCH2CH2-, is already the number 1, 2, 3, 4 or 6, where if Y is OH and is 1, X is alkyl with 1 to 45 carbon atoms, alkenyl with 3 to 18 carbon atoms, -CH2CH2T? (CH2CH20) bR4 or wherein R2 is as defined above, and \ Ti is oxygen, sulfur or N-R5, / R4 is hydrogen or alkyl having 1 to 20 carbon atoms, b is an integer in the range of 0 to 10 and R5 is hydrogen, alkyl having 1 to 18 carbon atoms or phenyl, or if Y is OH and a is 2, X is -CH2CH2T2 (CH2CH20) bCH2CH2-, wherein b is as defined above, O or -CH-CH.-NH-C-C-NH-CHZCH2 ° C 2C -) C j -OCHaCHß -, r-u R7 \ I where T2 is oxygen, sulfur, N-R5 or -S-C-S- and R5 is / I as defined above, R6 is hydrogen, alkyl having 1 to 18 carbon atoms or phenyl, c is an integer in the range of 2 to 10, d is an integer in the range of 2 to 6 and R7 and Rj independently from each other are hydrogen, alkyl with 1 to 18 carbon atoms or phenyl, or R7 and R8 together with the carbon atom to which they bind, they form a cycloalkylidene ring with 5 to 12 carbon atoms, or if a is 3, X is alcantriil with 3 to 10 carbon atoms or N (CH2CH2-) 3, or if Y is OH is already 4, X is alkyntetraryl with 4 to 10 carbon atoms CH2- (CH2-CHCH2) 20 -CH2CH-CH2-0-CH-CH wherein R9 is alkyl with 1 to 4 carbon atoms, -CH2OH or if Y is OH and a is 6, -CH2 CH2- -CH2 0 0 CH2- I I 1 I! IX is -CH2-C-CH2-0-CH2-C-CH2-, -CH2-C-NH-CC-NH-C-CH2-olily-CH2 CH2 - - CH2 CH2 -alkanhexayl with 6 to 10 carbon atoms , or X is alkyl with 1 to 18 carbon atoms, alkenyl with 3 to 18 carbon atoms, cycloalkyl with 5 to 12 carbon atoms, phenylalkyl with 7 to 9 carbon atoms, phenyl , where R2 is as defined above or X is also , or X together with Rx is a group of the formula -CH2CH2CH2CH2CH2- or -CH2CH2OCH2CH2-, wherein R10 is hydrogen or methyl and e is 2 or 3, or if Y is -HNR! and a is 2, X is - CfHf-, wherein f is an integer in the range of 2 to 10 and g is an integer in the range of 1 to 6, and in the compound of formula II, the Z groups are hydrogen or a group of the formula O - (CfcH ^ Oh-C-Rn and k is an integer in the range of 0 to 6, where h is 2 or 3, i is an integer in the range of 0 to 12 and R11 is alkyl with 1 to 30 atoms carbon, alkenyl with 8 to 30 carbon atoms, hydroxyalkyl with 1 to 30 carbon atoms or hydroxyalkenyl with 8 to 30 carbon atoms or - (CwH2?) VG, where v is an integer in the range of 1 to 6, w is 1, 2 or 3 and G is SR50 or a group of formulas 0 S -P (ORS0) 2 or -S-P (OR50) 2, where Rso is alkyl having 1 to 18 carbon atoms, phenyl or - (CH2) vC02R53 and R53 is hydrogen or alkyl having 1 to 12 carbon atoms, with the proviso that the compound in formula II has a group 0 II - ( H.fcOh-C-Rn in the compound of the formula III, subdivided as Illa and Illb, in Illa R-12 and Ris independently of each other are alkyl with 1 to 18 carbon atoms, cycloalkyl with 5 to 12 carbon atoms, phenyl, phenylalkyl with 7 to 9 carbon atoms, _CnH2n-S-CmH2l.-C-ORi3-CH-S-Rn II or IO RB R3 is hydrogen, -CH3 or -CnH2n-S-CmH2p? -C-0- R13 II or R16 is alkyl with 1 to 18 carbon atoms, cycloalkyl with 5 to 12 carbon atoms, phenyl, phenylalkyl with 7 to 9 carbon atoms, ~ CnH2n-S-CI-H2l.-C-0-R? 3 o -C_.H2q-C-0-R? 3 II 0 O R? is alkyl with 4 to 12 carbon atoms or phenyl, RB is hydrogen or phenyl, n is an integer in the range of 0 to 2, m is 1 or 2, q is an integer in the range of 0 to 3, R13 is hydrogen or alkyl having 1 to 8 carbon atoms, with the proviso that the compound of the formula Illa must contain at least one group of _CI1H2n-S-CmH2m-C-0-R? 3 II / I if R16 is -CqH2q -C-0-Ri3 -CH-S-RA || , R12 and / or R1S must be | , and O RB if R3 is -CnH2n-S-C, _H2t.-C-0-R13 0 can be alkyl with 1 to 18 carbon atoms, cycloalkyl with 5 to 12 carbon atoms, phenyl or phenylalkyl with 7 to 9 carbon atoms, in Illb R? 7a is alkyl with 1 to 18 carbon atoms, cycloalkyl with 5 to 12 carbon atoms, phenyl or phenylalkyl with 7 to 9 carbon atoms, n is an integer in the range of 0 to 2, m is 1 or 2, p is an integer in the range of 2 to 8, if p is 2, R17 is a divalent group of a hexose, a divalent radical of a hexitol, - [(CH2) p0] _ (CH2) P-, where p and q are as defined above, - CH2 CH - T4 - CH2 CH2 -, --CH - CH = CH - CH -, - CH2 - CJ? .C -CH2-, where Ris and independently from each other are hydrogen or alkyl with 1 to 12 carbon atoms, or together they are the group - H2 CH2 CH H2 CH -, r is an integer in the range of 2 to 10, R7 \ I T4 is sulfur, N-R26 or -SCS-, wherein R7 and R8 are / I a as defined above, and R26 is hydrogen, alkyl having 1 to 18 carbon atoms, phenyl or phenyl substituted by 1 to 3 groups A., wherein the groups Ax are as defined above in the formula I or R26, it is also cycloalkyl with 5 to 8 carbon atoms or , wherein R2 is as defined above or, if p is 3, R17 is a trivalent group of a hexose, a trivalent group of a hexitol, -H.2 -.XÍ2"** L.H2 ~ CH- CII3 II -CH2CH2-N-CH2CH2-CH3-CH-CH2-N-CH2-CH-CH3 II If p is 4, R17 is a tetravalent group of a hexose, a tetravalent group of a hexitol, alcantetraílo with 4 to 10 carbon atoms or, if p is 5, R17 is a pentavalent group of a hexose or a pentavalent group of a hexitol, or if p is 6, R? 7 is a hexavalent group of a hexitol or -CH, CH, - CH2 - C - RCH2 - O - CH - C - CH -, II - CH2 CH2 - if p is 8, R17 is an octavalent group of sucrose, maltose or an octavalent group of an octiol, in the compound of the formula IV, D is sulfur, R51 and R5_ independently of one another are alkyl having 1 to 18 carbon atoms, phenyl which is unsubstituted or substituted by alkyl with 1 to 18 carbon atoms, and RS4 is hydrogen or -CH3. The liquid products of the present invention which have low volatility, are distinguished by very good stabilization of organic materials, for example fuels, polymers or oils and against oxidative thermal or light-induced degradation. They exhibit pressure extreme friction modifier, corrosion inhibiting and anti-wear properties in oils. Alkyl having no more than 30 carbon atoms is a branched or unbranched group, such as for example methyl, ethyl, propyl, isopropyl, n-butyl, secbutyl, isobutyl, tert-butyl, 2-ethylbutyl, n-pentyl, isopentyl, 1-methylpentyl, 1,3-dimethylbutyl, n-hexyl, 1-methylhexyl, n-heptyl, isoheptyl, 1,1,3,3-tetramethylbutyl, 1-methylheptyl, 3-methylheptyl, n-octyl, -ethylhexyl , 1, 1, 3 - trimethylhexyl, 1,1,3,3-tetramethylpentyl, nonyl, decyl, undecyl, 1-methylundecyl, dodecyl, 1, 1,3,3,5,5-hexamethylhexyl, tridecyl, tetradecyl, pentadecyl , hexadecyl, heptadecyl, octadecyl, eicosyl, docosyl or pentacosyl. One of the preferred meanings of RL and R4 for example is alkyl having 1 to 4 carbon atoms, R2 methyl, Rn alkyl having 1 to 20 carbon atoms, R12 and R15 alkyl having 1 to 4 carbon atoms, particular tert-butyl and Ris and Ri? alkyl with 1 to 18 carbon atoms; of R51 and Rs2 alkyl having 3 to 8 carbon atoms. Cycloalkyl having no more than 12 carbon atoms for example is cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, cyclodecyl and cyclododecyl. One of the preferred meanings of Rí t R?: L, R12 and R1S is cycloalkyl with 5 to 7 carbon atoms. Cyclohexyl is particularly preferred. Cycloalkyl with 5 to 12 carbon atoms which is unsubstituted or substituted by alkyl with 1 to 4 carbon atoms, for example is cyclopentyl, methylcyclopentyl, dimethylcyclopentyl, cyclohexyl, methylcyclohexyl, dimethylcyclohexyl, trimethylcyclohexyl, tert-butylcyclohexyl, cycloheptyl or cyclooctyl. Cycloalkyl with 5 to 8 carbon atoms is preferred, in particular cyclohexyl and tert-butylcyclohexyl. Hydroxyalkyl with 1 to 30 carbon atoms means a straight or branched chain alkyl with at least one OH function located in any possible position. Examples are hydroxymethyl, 2-hydroxyethyl, 3-hydroxypropyl, 2-hydroxypropyl, 4-hydroxybutyl, 3-hydroxybutyl, 2-hydroxybutyl, 5-hydroxypentyl, 4-hydroxypentyl, 3-hydroxypentyl, 2-hydroxypentyl, etc. Alkenyl having no more than 30 carbon atoms for example is vinyl, propenyl, isopropenyl, 2-butenyl, 3-butenyl, isobutenyl, n-penta-2,4-dienyl, 3-methylbut-2-enyl, n-oct -2-enyl, n-dodec-2-enyl, iso-dodecenyl, oleyl, n-octadec-2-enyl or n-octadec-4-enyl. If Ri, R2 and X are alkenyl with 3 to 6 carbon atoms, then the C atom which binds to the nitrogen is advantageously saturated.

Hydroxyalkenyl with 8 to 30 carbon atoms means a straight or branched carbon chain with at least one double bond function and at least one OH function located in any possible position. Examples are 8-hydroxyoct-2-enyl, 7-hydroxys-2-enyl, 6-hydroxyoct-2-enyl, 5-hydroxyoct-2-enyl, 9-hydroxynon-2-enyl, 8-hydroxynon-2-enyl, 7-hydroxynon-2-enyl, 6-hydroxynon-2-enyl, 5-hydroxynon-2-enyl, 9-hydroxynon-3-enyl, 8-hydroxynon-3-enyl, 7-hydroxynon-3-enyl, 6- hydroxynon-3-enyl, etc. Phenylalkyl having 7 to 9 carbon atoms for example is benzyl, α-methylbenzyl, α, α-dimethylbenzyl or 2-phenylethyl. Benzyl is preferred. Examples of phenyl which is substituted by 1 to 3 groups A-., Are o-, m- or p-methylphenyl, 2,3-dimethylphenyl, 2,4-dimethylphenyl, 2,5-dimethylphenyl, 2,6-di- methylphenyl, 3,4-dimethylphenyl, 3,5-dimethylphenyl, 2-methyl-6-ethylphenyl, 2-methyl-4-tert-butylphenyl, 2-ethylphenyl, 2,6-diethylphenyl, 2,6-diethyl-4- methyl-phenyl, 2,6-diisopropylphenyl, 4-tert-butylphenyl, p-nonylphenyl, o-, m- or p-chloro-phenyl, 2,3-dichlorophenyl, 2,4-dichlorophenyl, 2,5-dichlorophenyl, 2,6-dichlorophenyl, 3,4-dichlorophenyl, 2,4-trichlorophenyl, 2,4,6-trichlorophenyl, o-, m- or p-hydroxyphenyl, o-, m- or p-methoxyphenyl, or- or p-ethoxyphenyl, 2,4-dimethoxy-phenyl, 2,5-dimethoxyphenyl, 2,5-diethoxyphenyl, o-, m- or p- methoxycarbonyl, 2-chloro-6-methylphenyl, 3-chloro-2-methyl-enyl, 3-chloro-4-methylphenyl, 4-chloro-2-methylphenyl, 5-chloro-2-methylphenyl, 2,6-dichloro- 3-methylphenyl, 2-idroxy-4-methylphenyl, 3-hydroxy-4-methylphenyl, 2-methoxy-5-methylphenyl, 4-methoxy-2-methylphenyl, 3-chloro-4-methoxyphenyl, 3-chloro- 6-methoxyphenyl, 3-chloro-4,6-dimethoxyphenyl and 4-chloro-2,5-dimethoxyphenyl. Preferred is phenyl which is substituted by 1 or 2, in particular 1, AL groups, Ax in particular is alkyl. Phenyl which preferably has 1 to 3, in particular 1 or 2 alkyl groups and which is substituted by alkyl having 1 to 18 carbon atoms, is for example o-, mo p-methylphenyl, 2,3-dimethylphenyl, 2, 4 -dimethylphenyl, 2,5-dimethylphenyl, 2,6-dimethylphenyl, 3,4-dimethylphenyl, 3,5-dimethylphenyl, 2-methyl-6-ethylphenyl, 4-tert-butylphenyl, 2-ethylphenyl, 2,6-diethylphenyl , butylphenyl, pentylphenyl, hexylphenyl, heptylphenyl, octylphenyl, nonphenyl, decylphenyl, undecylphenyl or dodecylphenyl. Phenyl which is substituted by alkyl with 1 to 12 carbon atoms is preferred, in particular phenyl which is substituted by alkyl with 4 to 8 carbon atoms. A cycloalkylidene ring with 5 to 12 carbon atoms, for example, is cyclopentylidene, cyclohexylidene, cycloheptylidene, cyclooctylidene or cyclononylidene. Cyclohexylidene is preferred.

Alkoxy having 1 to 18 carbon atoms for example is methoxy, ethoxy, propoxy, isopropoxy, n-butoxy, isobutoxy, pentoxy, isopentoxy, hexoxy, heptoxy, octoxy, decyloxy, tetradecyloxy, hexadecyloxy or octadecyloxy. One of the preferred meanings of R 2 is alkoxy with 6 to 12 carbon atoms. In particular, heptoxy and octoxy are preferred. Cycloalkoxy having 5 to 12 carbon atoms for example is cyclopentoxy, cyclohexoxi, cycloheptoxy, cyclooctoxy, cyclodecyloxy or cyclododecyloxy. One of the preferred meanings of R2 is cycloalkoxy with 5 to 8 carbon atoms. Cyclopentoxy and cyclohexoxi are particularly preferred. Examples of phenylalkyl with 7 to 9 carbon atoms which is mono-, di- or trisubstituted on the phenyl ring by alkyl having 1 to 4 carbon atoms are methylbenzyl, dimethylbenzyl, trimethylbenzyl or tert-butylbenzyl. Acyl having 1 to 8 carbon atoms for example is Formyl, Acetyl, Propionyl, Butyryl, Pentanoyl, Hexanoyl, Heptanoyl, Octanoyl, Benzoyl, Acryloyl or Crotonyl. Alkanoyl having 1 to 8 carbon atoms, alkenoyl having 3 to 8 carbon atoms or benzoyl, in particular acetyl, are preferred.

Alcantriyl having 3 to 10 carbon atoms, for example is t -CH2- H-CH2- -CH2-CH2-CH-CH2- -CH2-CH2-CH-CH2-CH2- -CH2-CH2-CH-CH2-CH2-CH = - -CH2-CH2-CH2-CH-CH2-CH2-CH_r- Glyceryl is preferred. Alcantetrail, optionally interrupted by oxygen, having 4 to 10 carbon atoms for example is CHa- -CH2-C-CH2-. f '. i • I -CH = -CH-CH-Crfe- - CHZ-CH2-CH-CH-CH2- CH2- -CH2-CH2-CH-CH-CH2-CH2- -CH2.CH2-CH-CH2-CH-CH2-CH2- I 1 o ^ l I -CH2-CH2-CH-CH2-CH2-CH-CH2-CH2- -CHa-CH-CH0-Crt, -CH-CH.- Pentaerythritol and diglycerol are preferred. Alcanhexaílo optionally interrupted by oxygen, which has 6 to 10 carbon atoms for example is f i l l -CH2-CH-CH-CH-CH-CH2- -CH2-CH-CH-CH2-CH-CH-CH2- -CH2- If R17 with p = 1 to 6 is a p-valent group of a hexose, then this group is divided eg from allosa, altrose, glucose, mannose, gulose, iodine, galactose or talose, ie to obtain the corresponding compounds of Formula IIIb, one, two, three, four, five or six -OH groups must be replaced by an ester group El, wherein R? 7a, p and m are as defined above. For example, R? 7 with p = 5 can be a group If R17 is the p-valent group of a hexitol, then the corresponding compounds of the formula Illb are obtained by replacing p-OH groups with the aforementioned ester group E-1. R17 as a hexavalent group of a hexitol may be, for example This group is derived from D-sorbitol. If Ri7 is the p-valent group of an octiol, then the corresponding compounds of the formula 11 Ib are obtained by replacing p -OH groups with the above-mentioned ester group E-1. Ri7 as an octavalent group of an octiol can for example be Alkylamido having 1 to 18 carbon atoms for example is CH 3 -CO-NH-, CH 3 CH 2 -CO-NH-, C 6 H 3 -CO-NH- or C 8 H 37 -CO-NH-. means that the phenyl ring can be ortho-, meta- or para-substituted. The four components a), b), c) and d) can be reacted with each other to give the products of the present invention in any desired sequence. Preferably, component a) is first reacted with component b) and component c) and then component d) are then added. Other possibilities are first that components a) and c) are reacted with each other and the resulting intermediate is subsequently reacted with component b) and then optionally with component d) or first components b) and c) are reacted with each other and the intermediate The resultant is subsequently reacted with component a) and then optionally with component d). The reaction is advantageously carried out in the presence of a catalyst. Suitable catalysts are Lewis acids or bases. Examples of suitable basic catalysts are metal hydrides, metal alkyl, arylides metal, metal hydroxides, metal alcoholates, metal phenolates, metal amides or metal carboxylates. Examples of preferred metal hydrides are lithium hydride, sodium hydride or potassium hydride. Examples of preferred metal alkylides are butyl lithium or methyl lithium. An example of a preferred metal arylide is phenyllithium. Examples of preferred metal hydroxides are lithium hydroxide, sodium hydroxide, potassium hydroxide, cesium hydroxide, rubidium hydroxide, magnesium hydroxide, calcium hydroxide, barium hydroxide or aluminum hydroxide. Examples of preferred metal alcoholates are lithium methanolate, sodium methanolate, sodium ethanolate, potassium meta- anoate, potassium ethanolate, sodium isopropylate or sodium terbutylate. Examples of preferred metal phenolates are sodium phenolate or potassium phenolate. Calcium salicyllides and overbased mangeses are also preferred. Particularly preferred are overbased calcium salicyllurides, for example SAPHR-001. Examples of preferred metal amides are sodium amide or lithium amide.

An example of a preferred metal carboxylate is calcium acetate. A catalyst containing as active material, an alkali metal compound of the formula V M2An (V) wherein M is Li, Na, K, Rb or Cs, z is the valence of An, and An is a fluoride can also be employed. , hydroxide, phosphate, formate, acetate or group -OR40 and R40 is alkyl with 1 to 4 carbon atoms or phenyl, and as a support, an alkaline material which, measured in concentrations of 10% by weight of aqueous suspension, has a pH > 10, selected from one or more groups of substances of the series comprising oxides, hydroxides, aluminates and alkaline earth metal silicates. The support substances of the series comprising the alkaline earth metal compounds may be in hydrated or anhydrous form; Hydrated forms are preferred. Supported catalysts containing an oxide, hydroxide, aluminate or silicate of an alkaline earth metal, Mg, Ca, Sr or Ba or a mixture thereof as a support are suitable.

Particularly suitable supports are the compounds MgO, Mg (OH) 2, CaO, Ca (OH) 2, BaO, Ba (OH) 2, Ba (0H) 2.8H20, burned dolomite MgO.CaO, burnt and hydrated dolomite MgCa (OH ) 4, burned baritolacite BaO.CaO, burned and hydrated baritolacite BaCa (0H) 4, spinel MgAl204 / MgAl204.nH20, CaAl204, CaAl204.nH20, hydrocaluminite 2Ca (0H) 2.Al (0H) 3.nH20, Ca2Si04, hillebrandite Ca2Si04.nH20, foskagita and their mixtures. Preference is given to CaO, MgO and a mixture of these, for example prepared by roasting dolomite CaC03.MgC03, as support. The support substances are preferably essentially free of iron, that is to say the content of iron, including in the form of their compounds, conveniently should not exceed 10 ppm. In total, the support materials should be of high purity, including with respect to other metals, for example copper, lead and other heavy metals. The copper content should conveniently be less than 10 ppm, as should be the content of heavy metals, for example the lead content should, for example, be less than 10 ppm, and the total (all heavy metals) for example should be less than 40 ppm. In addition, the supports preferably are substantially free of the carbonate groups. • A carbonate content of less than 0.1% by weight should keep conveniently. Oxygen transfer anions for example Mn04", Cr04", As04 3"and N03" should conveniently be present in a maximum proportion of 100 ppm each, suitably in total at a maximum proportion of 200 ppm. Active oxygen should not conveniently exceed 100 ppm. Highly acidic anions, for example S04 2 ~ or Cl ", should conveniently be present in a maximum proportion of 500 ppm each, in a maximum proportion of 1000 ppm in total Convenient supported catalysts contain as active material, the hydroxides or fluorides of the alkali metals Na, K, Rb or Cs Preferred active materials are KOH, KF, NaOH, NaF and CsF, particularly preferably KOH and KF The proportions of the active material for example are from 0.15 to 30% by weight, calculated in base to the anhydrous support The percentages are calculated based on the corresponding alkali metal only, that is without taking into account the respective anion, while the data by the support are based on them in total, from 0.15 to 10% of the active material conveniently they are present and in a preferred embodiment, from 1 to 10% by weight of active material are present, in each case based on the alkali metal and the anhydrous support.

Particularly suitable catalysts for the reaction of the compounds of the formula II with compounds of the formula III to give the corresponding compounds of the formula I, are those containing CaO or CaO and MgO, incinerated and hydrated, this last mixture is obtained by example by incinerated and subsequent hydration of dolomite (CaC03.MgC03), and from 5 to 15% by weight, preferably to 10% by weight of K as KF or KOH. Particularly preferred catalysts are KF, as active material in Ca (OH) 2 as support, KOH in Ca (OH) 2 and KF in burned and hydrated dolomite. The catalysts described above are particularly suitable in a process for the preparation of a compound of the general formula I Examples of Lewis acid catalysts Convenient are Al (OR29) 3, Sn-0, / R31 the radicals R29, R3o, R31, R32, 33, R34, R35, R36, R37, R38 and R39, independently of each other for example are alkyl with 1 to 18 carbon atoms or phenyl, alkyl with 1 to 8 carbon atoms is preferred. carbon. A particularly preferred Lewis acid catalyst is dibutyltin oxide. The catalyst is added to components a), b), c) and optionally d), for example in an amount from 0.05 to 10% by weight, preferably in an amount of 0.1 to 5% by weight. An addition of 1 to 2% by weight of dibutyltin oxide is particularly preferred. Components a), b) and optionally d) can be reacted in a solvent, for example xylene or without solvent. The reaction of preference is carried out without solvent. The reaction temperature for example is between 80 and 250 ° C. The preferred reaction is carried out in a temperature range from 90 to 190 ° C. The present invention also relates to a process for the preparation of the products according to the invention, which comprises reacting the components a), b), c) and optionally d) in a molar quantitative ratio of 0.1: 1: 0.1: 0.1 to 15: 1: 30: 10. Illa-type compounds can be prepared in situ by treatment of the phenol with an aldehyde (preferably formaldehyde) and the appropriate mercaptan, for example: lla) Therefore approximately equimolar amounts of phenol, aldehyde and mercaptan are reacted at 50 to 150 ° C, particularly at 80 to 100 ° C under an inert atmosphere such as nitrogen. The reaction time is in the range of about 2 to 6 hours and the catalyst, a base, for example dimethylamine. After neutralization (for example citric acid) and washing with water, for example rape seed oil and glycerol and SAPME-001 are added. In general, the formation reaction of the intermediate of the Illa component can be described as follows: (VI) (Vil) (Vlll) (Illa) where the definitions are as defined above; and the resulting intermediate Illa [component c)] is subsequently reacted with component a) and b) and optionally with component d). If components a), b), c) and optionally d) are not commercially available, they can be prepared by known methods or analogously. Possible preparation methods for the compounds of the formula III can be found, for example, in the following publications: GB-AO 996 502, US-A-3 330 859, US-A-3 944 594, US-A-4 593 057, EP-AO 154 518 or US-A-3 960 928. The invention is preferably related to products wherein, in the compound of the formula Illb, p is 2. The invention is also preferably related to products wherein, in the compound of the formula I, the groups Y independently of each other are OH, (H0CH2CH2) 2N- or -HNRi and Rj. is hydrogen, -CH_CH20H, alkyl with 1 to 10 atoms carbon, cycloalkyl with 5 to 7 carbon atoms alkenyl having 3 to 6 carbon atoms, benzyl or phenyl, wherein R2 is hydrogen, alkyl having 1 to 4 carbon atoms, OH, -CH2CN, alkoxy with 6 to 12 carbon atoms, cycloalkoxy with 5 to 8 carbon atoms , allyl, benzyl, acetyl or H0CH2CH2-ya is the number 1, 2, 3, 4 or 6, where if Y is OH and is 1, X is alkyl with 1 to 30 carbon atoms, alkenyl with 3 to 18 atoms of carbon, -CH2CH2T? (CH2CH20) bR4 or wherein R2 is as defined above, and \ Ti is oxygen, sulfur or N-R5, / R4 is hydrogen or alkyl with 1 to 10 carbon atoms, b is an integer in the range of 0 to 10 and Rs is hydrogen, alkyl with 1 to 10 carbon atoms or phenyl, or if Y is OH and is 2, X is -CH2CH2T2 (CH2CH20) bCH2CH2 -, where b is as defined above, O O II II -CHSCH2 • NH-C-C-NH-CH2CHa- where R7 T2 is oxygen, sulfur, N-R5 or -S-C-S- and R5 is as it is / I Rs defined above, R6 is hydrogen, alkyl having 1 to 10 carbon atoms or phenyl, c is an integer in the range of 2 to 10, d is an integer in the range of 2 to 6, and R7 and R8 independently of each other are hydrogen, alkyl having 1 to 10 carbon atoms or phenyl, or R7 and R8 together with the carbon atom to which they are linked, form a cycloalkyl ring with 5 to 7 carbon atoms, or if Y is OH and is 3, X is | , or, X is alkyl with 1 to 10 carbon atoms, alkenyl with 3 to 18 carbon atoms, cycloalkyl with 5 to 7 carbon atoms, benzyl, phenyl, where R2 is as defined above or X is also , or X together with Rx is a group of the formula -CH2CH2CH2CH2CH2- or -CH2CH2OCH2CH2-, wherein R10 is hydrogen or methyl and is 2 or 3, and in the compound of formula II, the radicals Z are hydrogen or a group of the formula 0 II k is an integer in the range of 0 to 4, where h is 2 or 3, i is an integer in the range of 0 to 6 and n is alkyl with 1 to 20 carbon atoms, alkenyl with 8 to 20 carbon atoms , hydroxyalkyl with 1 to 20 carbon atoms or hydroxyalkenyl with 8 to 20 carbon atoms or - (C? H2w) vG, where v is an integer in the range of 1 to 3, w is 1, 2 or 3 and G is SR50 or a group of formulas OS or II -P (ORS0) 2 -SP (ORS0) 2, wherein R50 is alkyl with 1 to 18 carbon atoms, phenyl or - (CH2) vC02RS3 and R53 is hydrogen or alkyl having 1 to 12 carbon atoms, with the proviso that the compound of the formula II comprises a group 0 II - (CfcH.fcOh-C-Rn in the compound of the formula Illa R12 and Ris independently of each other are alkyl with 1 to 6 carbon atoms, cycloalkyl with 5 to 7 carbon atoms, phenyl, benzyl, -CNH2n-SC-lH2l-C-0-Ri3 -CH-S-RA II IO or RB R3 is hydrogen, Ris is alkyl with 1 to 18 carbon atoms, cycloalkyl with 5 to 12 carbon atoms, phenyl, phenylalkyl with 7 to 9 carbon atoms, --CH 2 -S-CH 2 -C -O-3-CH 2 CH 2 -C -O-3 II ooo Ra is alkyl with 8 to 12 carbon atoms carbon, RB is hydrogen or phenyl, n is an integer in the range of 0 to 2, m is 1 or 2, q is an integer in the range of 0 to 3, R ^ 3 is hydrogen or -CH3, with the proviso that the compound of the formula Illa must contain at least one group of -CnH2n-S-CmH2, _- C-0-R13 II O, and - CgH g - C - O - i3 - (_. H- - A if R16 is ||, R12 and / or R1S must be |, and Q RB _ CpH2n - S - CmH2m - C - 0 - R13 if R3 is || 0, Ri2, Ris and Rie can only be alkyl with 1 to 16 carbon atoms, cycloalkyl with 5 to 12 carbon atoms, phenyl or phenylalkyl with 7 to 9 carbon atoms, in Illb Ri7a is alkyl with 1 to 6 carbon atoms, n is lf and m is 1, if p is 2, R17 is a divalent group of a hexose, a divalent group of a hexitol, -CH2 -CH2 -C-CH2 OH, - CcHa h? T-. { CH2) p - t * - - H. CH2 OH wherein p and q are as previously defined -CH2CH2-T + -CH2CH2-, -CHZ-CH = CH-CHZ-, -CH2 -C = C-CH2- where T4 is sulfur, R, N-R2 e or -S-C-S-, where R7 and R8 R »are as defined above and R2S is hydrogen, alkyl having 1 to 10 carbon atoms, phenyl, cycloalkyl with 5 to 8 carbon atoms or wherein R2 is as defined above; optionally in the compound of formula IV, D is sulfur, R5i and Rs2 independently of one another are alkyl having 1 to 12 carbon atoms, phenyl which is unsubstituted or substituted by alkyl having 1 to 12 carbon atoms, and R54 is hydrogen or -CH3. The invention particularly preferably relates to products wherein in the compound of formula I, the radicals Y independently from each other are OH, (H0CH2CH2) 2N- or -HNRi and Ri is hydrogen, -CH2CH20H, alkyl with 1 to 4 carbon atoms, or , wherein R2 is hydrogen, alkyl having 1 to 4 carbon atoms, OH, allyl, benzyl, acetyl or HOCH2CH2- is already the number 1, 2, 3, 4 or 6, where if Y is OH and is 1, X is alkyl with 1 to 18 carbon atoms, alkenyl with 3 to 18 carbon atoms, -CH2CH2T! (CH2CH20) bR4 or wherein R2 is as defined above, and \ Ti is oxygen or N-Rs, / R4 is hydrogen or alkyl with 1 to 4 carbon atoms and b is an integer in the range of 0 to 10, or if Y is OH already is 2, X is -CH2CH2T2 (CH2CH20) bCH2CH2-, wherein b is as defined above, or further X is -CcH2c-, or -CH2 -CH = CH-CH2-, where \ T2 is oxygen, sulfur or N-R5, / Rs is hydrogen, b is the number 0 or 1 and c is an integer in the range of 2 to 8, or a is 3, X is | or N (CH2CH _-) 3, or, - H2 -CH-CH2- if Y is OH and a is 4, CH2- | CH2- X is -CH2-C-CH2-, | or | | | (CH2 -CH-CH_) to O -CH2-CH-CHj-O-CH-CH, CH2 O, if Y is OH and a is 6, - CH2 C_p.2 ~ II oiiii X is -CH2-C-CH2-0-CH2-C-CH2- -CH2 -CH-CH-CH-CH-CH2-, or II -CH2 CH2- or if Y is - HNR! and a is 1, X is alkyl with 1 to 10 carbon atoms, alkenyl with 3 to 18 carbon atoms, cycloalkyl with 5 to 7 carbon atoms or , where R2 is as defined above, or X is -CfH2f-, where f is an integer in the range of 2 to 10 and in the compound of formula II, the groups Z are hydrogen or a group of the formula 0 II - (ChH2hO) rC-Ru and k is 1, 2 or 3, h is 2 or 3, i is an integer in the range of 0 to 4 and Ru is alkyl with 1 to 20 carbon atoms, alkenyl with 8 to 20 carbon atoms, hydroxyalkyl with 1 to 20 carbon atoms or hydroxyalkenyl with 8 to 20 carbon atoms or - (C "H2w) vG, where v is 1 or 2, w is 1, 2 or 3 and G is SR50 or a group of the OS formulas II -P (OR50) 2 or -SP (OR50) 2, wherein R50 is alkyl with 1 to 18 carbon atoms, phenyl or - (CH2) vC02R53 and R53 is hydrogen or alkyl having 1 to 12 carbon atoms, with the condition that the compound of formula II comprises a group 0 II in the compound of the formula Illa R 12 and Ris independently of each other are alkyl with 1 to 4 carbon atoms, R 3 is hydrogen, -CH2-S-CH2-C-0-R? 3 O Ri3 is hydrogen or -CH3, in IIIb R17a is tert-butyl, n is 1, and m is 1, if p is 2, Ri7 is a divalent group of a hexose, a divalent group of a hexitol, -CH? -CH2 -C-CH2 OH, -C-Hlar-, -JT (CH:) p? 3- (CH2) p -Jq CH2 OH where p and q are as defined above, where r is an integer in the range of 2 to 10, \ T4 is sulfur or N-R26 and / R2S is hydrogen, alkyl having 1 to 10 carbon atoms or cycloalkyl with 5 to 8 carbon atoms, or if p is 3, R17 is a trivalent group of a hexose, a trivalent radical of a hexitol, I CH2 CH2-CH2 -CH-CH3 i or I, or, -CH CH2 -N-CHs CH2-CH3 -CH-CH2 -N-CH2 -CH-CH3 i p is 4, R17 is a tetravalent group of a hexose, a tetravalent group of a hexitol, I -CH-CH3 -, - 3? -C jH-CH3 in the compound of formula IV, D is sulfur, R «- ^^ - N '° N ^ I 1 H H R5? and independently from each other are alkyl having 1 to 12 carbon atom, phenyl which is unsubstituted or substituted by alkyl having 1 to 8 carbon atoms and Rs 4 is hydrogen or -CH 3. The invention is also preferably related to products wherein in the compound of the formula I, the Y groups independently of each other are hydroxyl or -NH2 is already an integer in the range of 1 to 4, wherein if a is 1, X is and Rj is hydrogen, methyl or HOCH2CH2 -, or if Y is OH a is 2, X is -CH2CH2T2 (CH2CH20) bCH2CH2 -, -Cc H2c- or where \ T2 is pxigen, sulfur or N-R5, / R5 is hydrogen, b is the number 0 or 1 and c is the number 2, 3 or 4, or if Y is OH and a is 3, X is | -CH2-CH-CH2- or, if Y is OH and a is 4, CH2- X is -CH2-C-CH2- and, I CH2 - in the compound of the formula II, the Z groups are hydrogen or a group of the formula O J1 -C-Rn k is the number 1 and R1X is alkyl with the 20 carbon atoms, alkenyl with 8 to 20 carbon atoms, hydroxyalkyl with 1 to 20 carbon atoms, or hydroxyalkenyl with 8 to 20 carbon atoms or - (CwH2lf) vG, where v is 1 or 2, w is 1, 2 or 3 and G is SR50 or a group of the formulas 0 S II -P (OR50) 2 or -SP (OR50) 2, where R50 is alkyl having 1 to 18 carbon atoms, phenyl or - (CH2) vC02R53 and R53 is hydrogen or alkyl having 1 to 12 carbon atoms, with the proviso that the compound of formula II comprises a group 0 -C-Rn, and in the compound of the formula Illa, R? 2 is tert-butyl, R1S is -CH3 or tert-butyl, R3 is hydrogen, -CH2-S-CH2-C-0-CH3 R16 is | | Or optionally in the compound of formula IV, D is sulfur, R51 and Rs2 independently are alkyl with 3 to 8 carbon atoms and RS4 is hydrogen or -CH3. Products of interest are those where in the compound of formula IV S II D is sulfur or R5? -0-P-0-R52, and R5? and R52 independently of one another are alkyl having 1 to 12 carbon atoms, phenyl which is unsubstituted or substituted by alkyl having 1 to 8 carbon atoms. Examples of preferred compounds of the formula I are pentaerythritol, thiodiethylene glycol, 1,4-butanediol, 1,2-propanediol, diethylene glycol, triethylene glycol, diethanolamine, glycerol, Glycerol or tiodiethylene glycol are particularly preferred. Preferred compounds of formula II are vegetable oils of natural origin, fats and waxes, animal oils and fats as well as artificial polyol derivatives. Preferred vegetable oils, fats and waxes, for example, are sunflower oil, coconut fat, palm kernel oil, babassu oil, rapeseed oil, soybean oil, corn germ oil, saffron oil, oil olive oil, peanut oil, cottonseed oil, sesame seed oil, castor oil, tallow oil, pumpkin seed oil or flaxseed oil. Preferred animal oils and fats for example are milk fat, butter, fish oil, sperm oil, cow's foot oil or fish oil.

Examples of preferred man-made polyol derivatives are Radiamuls (glycerol tri C8 / C? 0) or sorbitan derivatives. Sorbitan derivatives are commercially available for example under the brands SpanR20, SpanME40, SpanMR60, S? AnMR65, SpanME80, SpanMR85, Tween 20MR, Tween 40HR, Tween 60MR, Tween 65HR, Tween 80M, Tween 85MR. Sunflower oil, coconut fat, rapeseed oil, or ricinom oil are particularly preferred. The invention is also preferably related to products wherein, in the compound of the formula Illa, R12 is tert-butyl, and Ri5 is CH3 or tert-butyl. Other preferred compounds of the formula Illa are The present invention also relates to products that can be obtained by reacting components a), b), c) and optionally d), in a molar quantitative ratio of 0.1: 1: 0.1: 0.1 to 15: 1: 30: 10. A molar quantitative ratio of 1: 1: 1: 0.5 to 10: 1: 20: 10 is preferred. A molar quantitative ratio of 1: 1: 2: 2 to 10: 1: 20: 10 is particularly preferred. The products according to the invention can comprise, for example, 5 to 95% by weight, preferably 35 to 80% by weight, in particular 40 to 60% by weight of the active group E-2 As already mentioned, the present products are suitable for stabilizing organic materials against thermal or light-induced oxidative degradation. Special mention is made of its outstanding action as antioxidants in the stabilization of organic materials. Examples of these materials are: 1. Polymers of monoolefins and diolefins, for example polypropylene, polyisobutylene, polybut-1-ene, poly-4-methylpent-1-ene, polyisoprene or polybutadiene, as well as polymers of cycloolefins, for example of cyclopentene or norbornene, polyethylene (which can optionally be interlaced), for example high density polyethylene (HDPE = high density polyethylene), high density polyethylene and high molecular weight (HDPE-HM = high density and high molecular weight polyethylene), high polyethylene density and ultra-high molecular weight (HDPE-UHMW = medium density polyethylene), medium density polyethylene (MDPE = medium density polyethylene), low density polyethylene (LDPE = low density polyethylene), low density polyethylene linear (LLDPE = linear low density polyethylene), (VLDPE) and (ULDPE). Polyolefins, ie the polymers of monoolefins exemplified in the preceding paragraph, preferably polyethylene and polypropylene, can be prepared by different and especially by the following methods: a) radical polymerization (usually with high pressure and at elevated temperature). b) catalytic polymerization using a catalyst that normally contains one or more metals of groups IV, Vb, VIb or VIII of the Periodic Table. These metals usually have one or more than one ligand, typically oxides, halides, alcoholates, esters, ethers, amines, alkyls, alkenyls and / or aryls that can be ir-coordinated. These metal complexes may be in the free form or fixed in substrates, typically in active magnesium chloride, titanium (III) chloride, alumina or silicon oxide. These catalysts can be soluble or insoluble in the polymerization medium. The catalysts can be used by themselves in the polymerization or additional activators can be used, typically metal alkyls, metal hydrides, metal alkyl halides, metal alkyl oxides or metal alkyloxanes, these metals are elements of the groups la, lia and / or Illa of the Periodic Table. The activators can be conveniently modified with additional ester, ether, amine or silyl ether groups. These catalyst systems are usually referred to as Phillips, Standard Oil Indiana, Ziegler (-Natta), TNZ (DuPont), metallocene or single site catalysts (SSC = single site catalysts). 2. Mixtures of the polymers mentioned under 1), for example mixtures of polypropylene with polyisobutylene, polypropylene, with polyethylene (for example PP / HDPE, PP / LDPE) and mixtures of different types of polyethylene (for example LDPE / HDPE). 3. Copolymers of monoolefins and diolefins with one another or with other vinyl monomers, for example ethylene / propylene copolymers, linear low density polyethylene (LLDPE) or mixtures thereof with low density polyethylene (LDPE), propylene / butyl copolymers 1-ene, propylene / isobutylene copolymers, ethylene / but-1-ene copolymers, ethylene / exene copolymers, ethylene / methylpentene copolymers, ethylene / heptene copolymers, ethylene / octene copolymers, propylene / butadiene copolymers, isobutylene / isoprene copolymers, ethylene / alkyl acrylate copolymers, ethylene / alkyl methacrylate copolymers, ethylene / vinyl acetate copolymers and their copolymers with carbon monoxide or copolymers of acrylic acid / ethylene and its salts (ionomers), as well as terpolymers of ethylene with propylene and a diene such as hexadiene, dicyclopentadiene or ethylidene norbornene; and blends of these copolymers with each other and with polymers mentioned in 1) above, for example copolymers of polypropylene / ethylene-propylene, copolymers of LDPE / ethylene vinyl acetate (EVA), copolymers of LDPE / ethylene acrylic acid (EAA), LLDPE / EVA, LLDPE / EAA and random or alternating carbon monoxide / polyalkylene copolymers and their mixtures with other polymers, for example polyamides. 4. Hydrocarbon resins (for example with 5 to 9 carbon atoms) including hydrogenated modifications thereof (for example tackifying agents) and mixtures of polyalkylenes and starch. 5. Polystyrene, poly (p-methylstyrene), poly (a; -methylstyrene). 6. Copolymer of styrene or c-methylstyrene with dienes or acrylic derivatives, for example styrene / butadiene, styrene / acrylonitrile, styrene / alkyl methacrylate, styrene / butadiene / alkyl acrylate, styrene / butadiene / alkyl methacrylate, styrene / maleic anhydride, styrene / acrylonitrile / methyl acrylate; mixtures of high impact strength of styrene compounds and another polymer, for example a polyacrylate, a polymer diene or an ethylene / propylene / diene terpolymer; and styrene block copolymers such as styrene / butadiene / styrene, styrene / isoprene / styrene, styrene / ethylene / butylene / styrene or styrene / ethylene / propylene / styrene. 7. Styrene or -methylstyrene graft copolymers, for example styrene in polybutadiene, styrene in copolymers of polybutadiene-styrene or polybutadiene-acrylonitrile; styrene and acrylonitrile (or methacrylonitrile) in polybutadiene; styrene, acrylonitrile and methyl methacrylate in polybutadiene; styrene and maleic anhydride in polybutadiene; styrene, acrylonitrile and maleic anhydride or maleimide in polybutadiene; styrene and maleimide in polybutadiene; styrene and alkyl acrylates or methacrylates in polybutadiene; styrene and acrylonitrile in ethylene / propylene / diene terpolymers; styrene and acrylonitrile in polyalkyl acrylates or polyalkyl methacrylates, styrene and acrylonitrile in acrylate / butadiene copolymers, as well as their mixtures with copolymers listed under 6), for example mixtures of copolymers known as ABS, MBS, ASA or AES polymers. 8. Halogen-containing polymers such as polychloroprene, chlorinated rubbers, chlorinated and brominated copolymers of isobutylene-isoprene (halobutyl rubber), chlorinated or sulfochlorinated polyethylene, ethylene copolymers and chlorinated ethylene, homo- and copolymers of epichlorohydrin, especially polymers of halogen-containing vinyl compounds, for example polyvinyl chloride, polyvinylidene chloride, polyvinyl fluoride, polyvinylidene fluoride, as well as their copolymers such as vinyl chloride / chloride of vinylidene, vinyl chloride / vinyl acetate or vinylidene chloride / vinyl acetate copolymers. 9. Polymers derived from α, β-unsaturated acids and derivatives such as polyacrylates and polymethacrylates; polymethyl methacrylates, polyacrylamides and polyacrylonitriles, modified against impact with butyl acrylate. 10. Copolymers of the monomers mentioned under 9) with each other or with respect to other unsaturated monomers, for example acrylonitrile / butadiene copolymers, acrylonitrile / alkyl acrylate copolymers, acrylonitrile / alkoxyalkyl acrylate or acrylonitrile / vinyl halide copolymers or acrylonitrile terpolymers / alkyl methacrylate / butadiene. 11. Polymers derived from unsaturated alcohols and amines or the acyl derivatives or their acetals, for example polyvinyl alcohol, polyvinyl acetate, polyvinyl stearate, polyvinyl benzoate, polyvinyl maleate, polyvinyl butyral, polyallyl phthalate or polyallyl melamine; as well as their copolymers with olefins mentioned in 1) above. 12. Homopolymers and copolymers of cyclic esters such as polyalkylene glycols, polyethylene oxide, polypropylene oxide or their copolymers with bisglycidyl ethers. 13. Polyacetals such as polyoxymethylene and those polyoxymethylenes containing ethylene oxide as a comonomer; polyacetals modified with thermoplastic polyurethanes, acrylates or MBS. 14. Polyphenylene oxides and sulphides, and mixtures of polyphenylene oxides with styrene polymers or polyamides. 15. Polyurethanes derived from polyethers, polyesters or hydroxyl-terminated polybutadienes, on the one hand, and aliphatic or aromatic polyisocyanates, on the other, as well as their precursors. 16. Polyamides and copolyamides derived from diamines and dicarboxylic acids and / or aminocarboxylic acids or the corresponding lactams, for example polyamide 4, polyamide 6, polyamide 6/6, 6/10, 6/9, 6/12, 4/6 , 12/12, polyamide 11, polyamide 12, aromatic polyamides starting from m-xylene diamine and adipic acid; polyamides prepared from hexamethylenediamine and isophthalic acid and / or terephthalic acid and with or without an elastomer or modifier, for example poly-2,4,4-trimethylhexaethylene terephthalamide or poly-m-phenylene isophthalamide; and also block copolymers of the aforementioned polyamides, with polyslefins, olefin copolymers, ionomers or chemically bonded or grafted elastomers; or with polyethers, for example with polyethylene glycol, polypropylene glycol or polytetramethylene glycol; as well as polyamides or copolyamides modified with EPDM or ABS; and polyamides condensed during processing (RIM polyamide systems). 17. Polyureas, polyimides, polyamide-imides, polyetherimides, polyesterides, polyhydrantoins and polybenzimidazoles. 18. Polyesters derived from dicarboxylic acids and diols and / or from hydroxycarboxylic acids or the corresponding lactones, for example polyethylene terephthalate, polybutylene terephthalate, poly-1,4-dimethylol-cyclolexan-terephthalate and polyhydroxybenzoates, as well as copolyether block esters derived from polyethers terminated with hydroxyl; and also polyesters modified with polycarbonates or MBS. 19. Polycarbonates and polyester carbonates. 20. Polysulfones, polyether sulfones and polyether ketones. 21. Interlaced polymers derived from aldehydes on the one hand and phenols, ureas and melamines on the other hand, such as phenol / formaldehyde resins, urea / formaldehyde resins and melamine / formaldehyde resins. 22. Non-drying drying alkyd resins. 23. Polyether unsaturated resins derived from copolyesters of saturated and unsaturated dicarboxylic acids with polyhydric alcohols and vinyl compounds as crosslinking agents, and also halogen-containing modifications thereto with low flammability. 24. Interlaxable acrylic resins which are derived from substituted acrylates, for example epoxy acrylates, urethane acrylates or polyether acrylates. 25. Alkyd resins, polyester resins and acrylate resins entangled with melamine resins, urea resins, isocyanates, isocyanurates, polyisocyanates or epoxy resins. 26. Interlaced epoxy resins derived from aliphatic, cycloaliphatic, heterocyclic or aromatic glycidyl compounds, for example products of diglycidyl ethers of bisphenol A and bisphenol F, which are entangled with customary hardeners such as anhydrides or amines, with or without accelerators. 27. Natural polymers such as cellulose, rubber, gelatin and their chemically modified homologous derivatives, for example cellulose acetates, cellulose propionates and cellulose butyrates or the cellulose ethers such as methyl cellulose; as well as turpentine resins and their derivatives. 28. Mixtures of the aforementioned polymers (poly ezclas), for example PP / EPDM, Polyamide / EPDM or ABS, PVC / EVA, PVC / ABS, PVC / MBS, PC / ABS, PBTP / ABS, PC / ASA, PC / PBT, PVC / CPE, PVC / acrylates, POM / PUR thermoplastic, PC / PUR thermoplastic, POM / acrylate, POM / MBS, PPO / HIPS, PPO / PA 6.6 and copolymers, PA / HDPE, PA / PP, PA / PPO, PBT / PC / CABS or PBT / PET / PC. 29. Organic materials of natural and synthetic origin which are pure monomer compounds or mixtures of these compounds, for example mineral oils, fats, oils and waxes of animals and plants, or oils, fats and waxes based on synthetic esters (for example phthalates, adipates, phosphates or trimellitates) and also mixtures of synthetic esters with mineral oils in any proportions by weight, typically those used as centrifugation compositions as well as aqueous emulsions of said materials.

. Aqueous emulsions of natural or synthetic rubber, for example natural latexes or latices of butadiene / carboxylated styrene copolymers. The invention therefore further relates to compositions comprising an organic material that is sensitive to oxidation, thermal or light-induced degradation and at least one product that is obtained by reacting components a), b), c) and optionally ), and the use of these compounds to stabilize organic material against oxidative, thermal or light-induced degradation. The invention therefore also relates to a process for stabilizing an organic material against thermal, oxidative or light-induced degradation, comprising adding to this material, at least one product that is obtained by reacting components a), b), c) and optionally d). The use of these products as antioxidants in organic materials is of particular interest. Preferred organic materials are polymers, for example synthetic polymers, in particular thermoplastic polymers. Particularly preferred organic materials are polyolefins and styrene copolymers, for example those mentioned above under points 1 to 3 and points 6 and 7, in particular polyethylene and polypropylene as well as ABS and copolymers styrene / butadiene. The invention therefore preferably relates to compositions wherein the organic material is a synthetic organic polymer or a mixture of these polymers, in particular a polyolefin or styrene copolymer. As a rule, the products are added to the material to be stabilized in quantities of 0.01 to 10%, preferably 0.01 to 5%, in particular 0.01 to 2%, with respect to the total weight of the material to be stabilized. It is particularly preferred to use the products according to the invention in amounts of 0.01 to 0.5%, in particular 0.05 to 0.3%. As already mentioned, the present products of the component (ß) have anti-wear and corrosion inhibiting properties in fuels. Special mention is made of its outstanding improvement of the lubricity (anti-wear properties) of fuels with lower sulfur and / or aromatic contents. The present invention therefore also relates to the use of the component (ß) products as an anti-wear agent for a motor fuel system. As a rule, the component (ß) products are added to the fuel in quantities from 0.0001 to 10%, preferably 0.001 to 5% in particular 0.005 to 1%, based on the weight of component (a). Component products (ß) can also be mixed with liquid carriers, compatible with final product fuels, to form concentrates for subsequent addition to fuel base materials or formulated fuels. These concentrates can facilitate mixing, formulation, emptying or transfer (in volume or in line) of the component products (ß). Typically, the carriers are organic solvents for the component (ß) products, such as hydrocarbons such as xylene or toluene, ethers, alcohols or mixtures thereof or may be portions of fuel base materials or formulated fuels intended as the final products. The addition of the concentrates to the fuel base materials formulated to form final product fuels can be in batches, for example from unit containers of concentrates that are sold at retail or other distributors, or can be added when dosing at refineries or sites of fuel distribution. Other modes of addition will be evident. The amount of the component (ß) products in the concentrate may vary, depending on the desired concentration properties such as viscosity. In general, approximately 10 to 90% by weight of the products of the component (ß) in the carrier medium is convenient, more usually from 20 to 50% by weight approximately. The final product fuels can be hydrocarbon fuels, oxygenates or mixtures of the two. The hydrocarbon fractions that can be used for the fuel compositions include distilled fuels that boil in the range of kerosene and gas oil (165 to 565 ° C). Typical middle distillate fuels of this type include diesel for road and other diesel fuels with boiling ranges in the range of 200 to 370 ° C and fuels for combustion turbines, kerosene, diesel and motorcycle fuels. These middle distillate fuels may comprise first distillation gasolines, catalytically or thermally cracked fuel oils or mixtures of distillate fuels, first distillation gasoline, naphthas and similar materials with fissured distillate materials. These fuels are normally derived from petroleum, but may be derived at least in part from other sources such as clay schists, tar sands, coal or coal, coal, biomass or similar sources. Fuels may contain a property of oxygenated mixture components such as alcohols or ethers, including methyl tert-butyl ether (MTBE). The fuels may also comprise fully oxygenated materials such as methanol and / or ethanol. The fuels can also be those that have been subjected to conventional treatment processes such as acid or base treatment, hydrogenation, solvent refining or clay treatment. Of particular interest are compositions comprising as component (c.) A diesel fuel. The fuels can be used, for example, in operation of a jet engine, a motor vehicle engine, a gas turbine engine or a diesel engine. In a preferred embodiment of this invention, the fuel is that which is suitable for use in a diesel engine. The composition of these diesel fuels varies widely with the nature of the crude oil, the refining process, the components with which the crude fuel is mixed, and the climate in which the fuel is to be distributed. As noted above, this invention finds particular application in diesel fuels having reduced aromatic and / or sulfur content, which is now produced in order to comply with regulatory requirements. These fuels typically have sulfur contents below 500 ppm (0.05%) and / or an aromatic content of less than 35% by weight. Of particular interest are therefore also compositions comprising as component (a) a fuel and containing less than 0.10%, preferably less than 0.05%, in particular less than 0.01% by weight of sulfur. The composition of the fuel and therefore its inherent lubricity may vary according to the severity of the local regulatory regime. The invention also finds application in aviation fuel such as those commonly employed in jet turbine engines. These fuels have a composition close to those of diesel fuels that have a low sulfur content and a low aromatic content. The addition of the component (ß) products of this invention to these fuels can reduce wear on the engine. The invention may also find application to lead-free or reformulated automotive fuels as are now commonly known in piston engines in motor vehicles and aircraft. The addition of component (ß) products to these fuels can improve engine performance and allow fuel to be replaced with leaded fuel such as piston engine aircraft where leaded fuel is currently used. The invention therefore also relates to a method for the reduction of wear in a motor fuel system, which comprises adding a component (ß) product to the fuel. In addition to the component products (ß), the compositions according to the invention may also contain conventional additives which are added to improve the basic properties of the fuel even more as described in the manual, "Lubricant and Fuel Additives" (Additives of Fuels and Lubricants) published by Kline & Company, Inc. International Business Consultants, Fairfield, N.J., USA, pages 309-320 (1990); These include: antioxidants, metal passivators, oxidation inhibitors, viscosity index improvers, critical fluidity temperature depressants, dispersants, detergents, high-pressure additives, antifriction additives, anti-wear additives, de-emulsifying agents, cloud-temperature depressants, wax anti-sedimentation additives, anti-static additives, anti-foam, anti-turbidity additives, biocides, odor masks, colorants, cetane improvers, anti-freeze, anti-static additives detonation, conductivity improvers, PFI / IVD cleaning additives and other lubricity additives. In addition to the product, the compositions according to the invention may also contain conventional additives, for example those mentioned below. 1. Antioxidants 1.1. Alkylated monophenols, for example 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- (c-methylcyclohexyl) -4,6-dimethylphenol, 2,6-dioctadecyl-4-methylphenol, 2,4,6-tricyclohexylphenol, 2,6-di-tert-butyl-4-methoxymethylphenol, nonylphenols which are linear or branched in the secondary chains, for example 2,6-di -nonyl-4-methylphenol, 2, 4-dimethyl-6- (1'-yl) phenol, 2,4-dimethyl-6- (l 1 -methylheptadec-1'-yl) phenol, 2,4-dimethyl-6 - (11-methyltridec-11-yl) phenol and their mixtures. 1.2. Alkyltiomethylphenols. for example 2,4-dioctylthiomethyl-6-tert-butylphenol, 2,4-dioctylthiomethyl-6-methylphenol. 2,4-dioctylthiomethyl-6-ethylphenol, 2,6-di-dodectylthiomethyl-4-nonylphenol. 1.3. Hydroquinones and alkylated hydroquinones. for example 2, 6-di-tert-butyl-4-methoxyphenol, 2,5-di-tert-butylhydro-quinone, 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. 1.4. Tocopherols- for example α-ocherol, β-tocopherol, gamma-ocherol, delta-tocopherol and their mixtures (Vitamin E). 1.5. Hydroxylated thiodiphenyl ethers, for example 2,2'-iobis (6-tert-butyl-4-methylphenol), 2,2'-thiobis (4-octylphenol), 4,4'-thiobis (6-tert-butyl- 3-methylphenol), 4,4'-thiobis (6-tert-butyl-2-methylphenol), 4,4'-thiobis- (3,6-di-sec-amylphenol), 4,4'-bis (2 , 6-dimethyl-4-hydroxylphenyl) disulfide. 1. 6. Alkylidenebisphenols, for example 2, 2'-methylenebis (6-tert-butyl-4-methylphenol), 2,2'-methylenebis (6-tert-butyl-4-ethylphenol), 2,2'-methylenebis [4] -methyl-6- (c-methylcyclohexyl) -phenol], 2, 2'-methylenebis (4-methyl-6-cyclohexylphenol), 2,2'-methylenebis (6-nonyl-4-methylphenol), 2,2 ' -methylenebis (4,6-di-tert-butylphenol), 2,2'-ethylidebis (4,6-di-tert-butylphenol), 2,2'-ethylidebis (6-tert-butyl-4-isobutylphenol), 2,2'-methylenebis [6- (c.-methylbenzyl) -4-nonylphenol]. 2,2'-methylenebis [6- (c., C_-dimentylbenzyl) -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-methyl-phenyl) 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-dodecyl mercaptobutane, ethylene glycol bis [3,3-bis (3'-tert-butyl-4'-hydroxyphenyl) butyrate], bis (3-tert-butyl-4-hydroxy-5-methyl-phenyl) dicyclopentadiene, bis [2- (3'-tert-butyl-2'-hydroxy-5'-methylbenzyl) -6-ter-but il-4-methylphenyl] terephthalate, 1,1-bis- (3,5-dimethyl-2-hydroxyphenyl) -Utane, 2,2-bis (3,5-di-tert-butyl-4-hydroxyphenyl) propane , 2, 2-bis- (5-tert-butyl-4-hydroxy-2-methylphenyl) -4-n-dodecyl mercaptobutane, 1, 1, 5, 5-tetra- (5-tert-butyl-4-hydroxy) 2-methylphenyl) pentane. 1.7. O-, N- and S-benzyl compounds, for example 3,5, 3 ', 5'-tetra-tert-butyl-4,4'-dihydroxydibenzyl ether, octadecyl-4-hydroxy-3,5-dimethylbenzylmercaptoacetate, tridecyl -4-hydroxy-3,5-di-tert-butylbenzylmercaptoacetate, tris (3,5-di-tert-butyl-4-hydroxybenzyl) amine, bis (4-tert-butyl-3-hydroxy-2,6-dimethylbenzyl) ) dithioteraf talate, bis (3,5-di-tert-butyl-4-hydroxybenzyl) sulfide, isooctyl-3,5-di-tert-butyl-4-hydroxybenzylmercaptoacetate. 1.8. Hydroxybenzyl malonates - for example dioctadecyl-, 2-bis (3,5-di-tert-butyl-2-hydroxybenzyl) -malonate, dioctadecyl-2- (3-tert-butyl-4-hydroxy-5-methylbenzyl) -malonate , didodecylmercaptoethyl-2, 2-bis- (3, 5-di-tert-butyl-4-hydroxybenzyl) malonate, bis [4- (1,1,3,3-tetramethylbutyl) -phenyl] -2,2-bis (3,5-di-tert-butyl-4-hydroxybenzyl) malonate. 1. 9. Hydroxybenzyl aromatic compounds, for example l, 3,5-tris- (3,5-di-tert-butyl-4-hydroxybenzyl) -2,4,6-trimethylbenzene, 1,4-bis (3, 5) di-tert-butyl-4-hydroxybenzyl) -2,3,5,6-tetramethylbenzene, 2,4,6-tris (3,5-di-tert-butyl-4-hydroxybenzyl) phenol. 1.10. Triazine compounds. for example 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-ter) -butyl-4-hydroxybenzyl) -isocyanurate, 1, 3, 5- tris (4-tert-butyl-3-hydroxy-2, 6-dimethylbenzyl) isocyanurate, 2,4,6-tris (3,5-dihydroxy), tert-butyl-4-hydroxyphenylethyl) -1,3,5-triazine, 1,3,5-tris (3,5-di-tert-butyl-4-hydroxyphenylpropionyl) -hexahydro-1,3,5-triazine, 1, 3, -tris (3,5-dicyclohexyl-4-hydroxybenzyl) isocyanurate. 1.11. Benzylphosphonates for example dimethyl-2,5-di-tert-butyl-4-hydroxybenzylphosphonate, diethyl-3,5-di-tert-butyl-4-hydroxybenzylphosphonate, dioctadecyl-3,5-di-tert-butyl-4-hydroxybenzylphosphonate, dioctadecyl-5-tert-butyl-4-hydroxy-3-methylbenzylphosphonate, the calcium salt of 3,5-di-tert-butyl-4-hydroxybenzylphosphonic acid. 1. 12. Acylaminophenols, for example 4-hydroxylauranylide, 4-hydroxysteatenylidene, octyl N- (3,5-di-tert-butyl-4-hydroxyphenyl) carbamate. 1.13. Esters of β- (3,5-tert-butyl-4-hydroxyphenyl) -propionic acid with mono- or polyhydric alcohols, for example with methanol, ethanol, n-octanol, i-octanol, octadecanol, 1,6-hexanediol , 1, 9-nonanediol, ethylene glycol, 1,2-propanediol, neopentyl glycol, tiodiethylene glycol, triethylene glycol, pentaerythritol, tris (hydroxyethyl) isocyanurate, N, N'-bis (hydroxyethyl) oxamide, 3-thiaundecanol, 3- tiapenta-decanol, trimethylhexandiol, trimethylol propane, 4-hydroxymethyl-l-phospha-2,6,6-trioxabicyclo [2.2.2] octane. 1. 14. Esters of β- (5-tert-butyl-4-hydroxy-3-methylphenyl) propionic acid, with mono- or polyhydric alcohols, for example with 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, - t iaundecanol, 3 - t iapent adecansl, trimethylhexandiol, trimethylolpropane, 4-hydroxymethyl-1-phospha-2,6,6-trioxabicyclo [2.2.2] octane. 1.15 t Esters and β- (3, 5-dicyclohexyl-4-hydroxyphenyl) propionic acid, with mono- or polyhydric alcohols, for example with methanol, ethanol, octanol, octadecanol, 1,6- hexandiol, 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, -thiaundecanol, 3-tiapentadecanol, trimethylhexandiol, trimethylolpropane, 4-hydroxymethyl-l-phospha-2,6,6-trioxabicyclo [2.2.2] octane. 1.16. Esters of 3,5-di-tert-butyl-4-hydroxyphenyl acetic acid with mono- or polyhydric alcohols, for example with methanol, ethanol, octanol, octadecanol, 1,6-hexanediol, 1,9-nonanediol, ethylene glycol, , 2-propanediol, neopentyl glycol, thiodiethylene glycol, diethylene glycol, triethylene glycol, pentaerythritol, tris (hydroxyethyl) isocyanurate, N, N'-bis (hydroxyethyl) oxamide, 3-thiaundecanol, 3-thiapentadecanol, trimethylhexandiol, trimethylolpropane, 4- hydroxymethyl-l-phospha-2, 6, 7-trioxabicyclo [2.2.2] octane. 1.17. Amides of β- (3, 5-di-tert-butyl-4-hydroxy phenyl) propionic acid, for example N, N'-bis (3,5-di-tert-butyl-4-hydroxy-phenylpropionyl) hexamethylenediamide, N, N'-bis (3,5-di-tert-butyl-4-hydroxyphenylpropionyl) -tri ethylene diamide, N, '-bis (3,5-di-tert-butyl-4-hydroxyphenylpropionyl) hydrazide, N, N '-bis [2- (3- [3,5-di-tert-butyl-4-hydroxyphenylpropylsiloxy) et yl] oxamide (Naugard HRXL-1 supplied by Uniroyal). 1.18. Ascorbic acid (vitamin C) 1. 19. Amino antioxidants - for example N, N'-diisopropyl-p-phenylenediamine, N, N'-di-sec-butyl-p-phenylenediamine, N, N'-bis (l, 4-dimethylpi) i-p-phenylenediamine, N, N'-bis (1-ethyl-3-methylpentyl) -p-phenylenediamine, N, N'-bis (l-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-butylr-p-phenylenediamine, diphenylamine, N-allyldiphenylamine, 4-isopropoxydiphenylamine, N-phenyl-1-naphthylamine, N- (4-tert-octylphenyl) -l-naphthylamine, N-phenyl-2-naphthylamine, octylated diphenylamine, for example p, p'-di-tert-octyldiphenylamine, 4-n-butylaminophenol, 4-butyryl-aminophenol, 4-nonanoylaminophenol, 4-dodecanoylaminophenol, 4-octadecanoylaminophenol, bis (4-methoxyphenyl) amine, 2, ß-di-tert-buyl-4-dimethylaminomethylphenol, 2,4 '-diaminodi-phenylmethane, 4,4'-diaminodiphenylmethane, N, N, N', N'-tetramethyl-4,4'-diaminodiphenylmethane, 1,2-bis [(2-methylphenyl) amino) ethane, 1, 2 -bis (phenylamino) propane, (o-tolyl) biguanide, bis [4- (1 ', 3'-dimethylbutyl) phenyl] amine, N-phenyl-1-naphthylamine ter-octylated, a mixture of tert-butyl / ter- mono- and dialkylated octyldiphenylamines, a mixture of mono- and di-alkylated nonildiphenylamines, a mixture of mono- and di-alkylated dodecyldiphenylamines, a mixture of mono- and dialkylated isopropyl / isohexyldiphenylamines, a mixture of mono- and dialkylated ter-butyldiphenylamines, 2,3-dihydro-3 , 3-dimethyl-4H-l, 4-benzothiazine, phenothiazine, a mixture of mono- and dialkylated ter-butyl / tert-octylphenothiazines, a mixture of mono- and dialkylated tert-octyl-phenothiazines N-allylphenothiazine, N, N, N ', N'-tetraf-enyl-1,4-diaminobut-2-ene, N, N-bis (2, 2, 6, 6-tetramethyl-piperid-4-yl-he? Ametilenediamine, bis (2, 2 , 6,6-tetramethylpiperid-4-yl) sebacate, 2, 2, 6, 6-tetramethylpiperidin-4-one, 2,2,6,6-tetramethoxypiperidin-4-ol 2. UV absorbents and stabilizers light 2.1 2- (2'-Hydroxyphenyl) benzotriazoles- for example 2- (2'-hydroxy-5'-methylphenyl) -benzotriazole, 2- (3 ', 5'-di-tert-butyl-2'-hydroxyphenyl) ) benzotriazole, 2- (5'-tert-butyl-2'-hydroxyphenyl) -enototriazole, 2- (2'-hydroxy-5 '- (1,1,3,3-t-etramet-il-butyl) -phenyl) ) enzotriazole, 2- (3 ', 5'-di-tert-butyl-2'-hydroxyphenyl) -5-chloro-benzotriazole, 2- (3'-tert-butyl-2'-hydroxy-5'-methylphenyl) ) -5-chloro-benzotriazole, 2- (3 '-sec-butyl-5'-tert-butyl-2'-hydroxyphenyl) -enototriazole, 2- (2'-hydroxy-4'-octyloxy-enyl) -enototriazole, 2- (3 ', 5' -di-ter-amyl-2 '-hydroxyphenyl) benzotriazole, 2- (3', 5'-bis- (a, or > -dimethylbenzyl) -2 '-hydroxyphenyl) benzothrazole, 2- (3'-ester) butyl-2 '-hydroxy-5' - (2-octyloxycarbonylethyl) phenyl) -5-chloro-benzotriazole, 2- (3'-tert-butyl-5 '- [2- (2-ethylhexyloxy) -carbonylethyl] -2 '-hydroxyphenyl) -5-chloro-benzotriazole, 2- (3'-tert-butyl-2'-hydroxy-5' - (2-methoxycarbonylethyl) phenyl) -5-chloro-benzotriazole, 2- (3'-ester) -butyl-2 '-hydroxy-5' - (2-methoxycarbonylethyl) -phenyl) -benzotriazole, 2- (3'-tert-butyl-2'-hydroxy-5 '- (2-octyloxycarbonylethyl) phenyl) benzotriazole, - (3 '-ter-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-benzotriazole -2-ylphenol], the transesterification product of 2- [3'-tert-butyl-5 '- (2-methoxycarbonylethyl) -2'-hydroxyphenyl] -2H-benzotriazole with polyethylene glycol 300; [R-CH2CH2-COO] -CH2CH2-] 2 where R = 3 '-ter-butyl-4' -hydroxy-5'-2H-benzotriaz ol-2-ylphenyl, 2- [2'-hydroxy-3 '- (, a-dimethylbenzyl) -5' - (1,1,3,3-tetramethylbutyl) -phenyl] benzotriazole; 2- [2'-Hydroxy-3 '- (1,1,3,3-tetramet-ilbutyl) -5' - (c-, a.-dimethylbenzyl) -phenyl] benzotriazole. 2. 2. 2 -Hydroxybenzofenones, for example the 4-hydroxy, 4-methoxy, 4-octyloxy, 4-decyloxy, 4-dodecyloxy, 4-benzyloxy, 4, 2 ', 4'-trihydroxy and 2'-hydroxy derivatives 4, 4'-dimethoxy. 2. 3. Esters of substituted and unsubstituted benzoic acids such as, for example, -butyl-phenyl salicylate, phenyl salicylate, octylphenyl salicylate, dibenzoyl resorcinol, bis (4-tert-butylbenzoyl) resorcinol, benzpil resorcinol, 2,4-di-tert-butyl-phenyl-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. 2.4. Acrylates, for example ethyl c.-cyano-β, β-diphenylacrylate, isooctyl c_-cyano-β, β-diphenylacrylate, methyl c.-carbomethoxycinnamate, methyl c_-cians-β-methyl-p-methoxy-cinnamate, butyl a- cyano-β-methyl-p-methoxy-cinnamate, methyl-α-carbomethoxy-p-methoxycinnamate and N- (β-carbomethoxy-β-cyanovinyl) -2-methylindoline. 2.5. Nickel compounds, for example nickel complexes of 2,2'-thio-bis- [4- (1,1,3,3-tetramethylbutyl) phenol], such as the complex 1: 1 or 1: 2, with or without additional ligands such as n-butylamine, triethanolamine or N-cyclohexyldiethanol-amine, nickel dibutyldithiocarbamate, nickel salts of the monoalkyl esters, for example of methyl or ethyl ester, of 4-hydroxy-3,5-di-ter -butylbenzylphosphonic, nickel complexes of ketoximes, for example 2-hydroxy-4-methylphenyl undecylketoxime, nickel complexes of l-phenyl-4-lauroyl-5-hydroxypyrazole with or without additional ligands. 2. 6. Sterically hindered amines, for example bis (2,2,6,6-tetramethyl-4-piperidyl) sebacate, bis (2,2,6,6-tetramethyl-4-piperidyl) succinate, bis (1,2, 2,6,6-pentamethyl-4-piperidyl) sebacate, bis (l-octyloxy-2,2,6,6-tetramethyl-4-piperidyl) sebacate, bis (1,2,2,6,6-pentamethyl- 4-piperidyl) n-butyl-3,5-di-tert-butyl-4-hydroxybenzylmalonate, the condensate of 1- (2-hydroxyethyl) -2,2,6,6-tetramethyl-4-hydroxypiperidine and succinic acid, linear or cyclic condensates of N, N'-bis (2, 2, 6,6-tetramethyl-4-piperidyl) -hexamethylenediamine and 4-tert-octylamino-2,6-dichloro-l, 3,5-triazine, tris (2,2,6,6-tetramethyl-4-piperidyl) nitrilotri-acetate, tetrakis (2,2,6,6-tetramethyl-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-tetramethyl -piperidine, bis (1, 2, 2, 6, 6-pentamethipiperidyl) -2-n-butyl-2- (2-hydroxy-3,5-di-tert-butylbenzyl) mal Onate, 3-n-octyl-7,7,9, 9-tetramethyl-1, 3, 5, 8-tria zae spiro [4, 5] decan-2,4-dione, bis (l-octyloxy-2, 2, 6,6-tetramethylpiperidyl) sebacate, bis (l-octyloxy-2, 2,6,6-tetramethylphenyl) succinate, linear or cyclic condensates of N, N'-bis- (2, 2, 6,6-tetramethyl-4-pyridyl) hexamethylenediamine and 4-morpholin-2,6-dichloro-1,3,5-triazine, the condensate of 2-chloro-4,6-bis (4-n-butylamino-2, 2 , 6,6-tetramethylpiperidyl) -1,3,5-triazine and 1,2-bis (3-aminopropylamino) ethane, the condensate of 2 - . 2-Chloro-4,6-di- (4-n-buyl-amino-1, 2,2,6,6-benzoyl-pyridinyl) -! 3,5-triazine and 1,2-bis ( 3-aminopropyl amino) ethane, 8 -acetyl-3-dodecyl -7,7,9,9-tetramethyl-1,3,8-triazaspiro [4.5] decan-2,4-dione, 3-dodecyl-1- ( 2,2,6,6-tetramethyl-4-piperidyl) pyrrolidin-2, 5-dione, 3-dodecyl-1- (1, 2,2,6,6-pentamethyl-4-piperidyl) pyrrole idin-2, 5 -dione, a mixture of 4-hexadecyloxy and 4-stearyloxy-2,2,6,6-tetramethylpiperidine, a condensation product of N, N'-bis (2,2,6,6-tetramethyl-piperidyl) hexamethylenediamine and 4-cyclohexylamino-2,6-dichloro-1,3,5-triazine, a condensation product of 1,2-bis (3-aminopropyl amino) ethane and 2,4,6-trichloro-1,3, 5-triazine as well as 4-butylamino-2, 2,6,6-tetramethylpiperidine (CAS Reg. No. [136504-96-6]; N- (2, 2, 6, 6-tetramethyl-4-piperidyl) -n-dodecyl succinimide, N- (1,2,2,6,6- pentamethyl-4-piperidyl) -n-dodecyl succinimide, 2-undecyl-7,7,9,9-tetramethyl-l-oxa-3,8-diaza-4-oxo-spiro [4,5] decane, a product of reaction of 7, 7, 9, 9-tetramethyl-2-cycloundecyl-l-oxa-3, 8-diaza-4-oxospiro [4, 5] decane and epichlorohydrin, 1, 1-bis (1,2,2, 6,6-pentamethyl-4-piperidyloxycarbonyl) -2- (4-methoxyphenyl) ethene, N, N'-bis-formyl-N, N'-bis (2,2,6,6-tetra ethyl-piperidyl) haxamethylenediamine, diester of 4-methoxymethylene malonic acid with 1, 2, 2, 6, 6-pentamethyl-4-hydroxypiperidine, poly [tnethylpropyl-3-oxy-4- (2,2,6,6-tetramethyl-4-piperidyl) ) siloxane, reaction product of maleic acid anhydride copolymer c-olefin with 2, 2, 6-tetramethyl-4-aminopiperidine or 1,2,2,6,6-pentamethyl-4-aminopiperidine. 2.7. Oxamides - for example 4,4 '-dioctyloxyoxanilide, 2,2'-diethoxyoxanilide, 2,2'-dioctyloxy-5,5'-di-tert-butoxyanilide, 2,2'-Didodecyloxy-5,5'-di-tert-butoxyanilide, 2-ethoxy-2'-ethyloxanilide, N, N'-bis (3-dimethylaminopropyl) -oxamide, 2-ethoxy-5-tert-butyl -2'-ethoxyanilide and its mixture with 2-ethoxy-2'-ethyl-5,4'-di-tert-butoxyanilide, mixtures of oxanilides o and p-methoxy-disubstituted and mixtures of o- and p-ethoxy-disubstituted oxanilides . 2.8. 2- (2-Hydroxyphenyl) -1,3,5-triazines, for example 2,4,6-tris (2-hydroxy-4-oct-iloxyphenyl) -1,3,5-triazine, 2- (2-hydroxy-4-octyloxyphenyl) -4,6-bis (2,4-dimethyl) enyl) -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-diraethyl-phenyl) -1,3,5-triazine, 2- (2-hydroxy-4-octyloxy-enyl) -4,6-bis- (4 - methylphenyl) -1,3,5-triazine, 2- (2-hydroxy-4-dodecyloxyphenyl) -4,6-bis (2,4-dimethylphenyl) -1,3,5-triazine, 2- (2- hydroxy-4-tridecyloxyphenyl) -4,6-bis (2,4-dimethylphenyl) -1,3,5-triazine, 2- [2-hydroxy-4- (2-hydroxy-3-butyloxy -propoxy) phenyl] -4,6-bis (2,4-dimethyl) -1,3,5-triazine, 2- [2-hydroxy-4- (2-hydroxy-3-octyloxy-propyloxy) phenyl] -4, 6-bis (2,4-dimethyl) -1,3,5-triazine, 2- [4- (dodecyloxy / tridecyloxy-2-hydroxypropoxy) -2-hydroxy-phenyl- [4,6-bis (2,4-dimethyl-ylphenyl) -1,3,5-triazine, 2- [2-hydroxy-4- (2-hydroxy-3-dodecyloxy-propoxy) phenyl] -4 , 6-bis (2,4-dimethylphenyl) -1,3,5-triazine, 2- (2-hydroxy-4-hexyloxy) phenyl-4,6-diphenyl-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-hydroxy-propoxy) phenyl] -1,3,5-triazine, 2- (2-hydroxyphenyl) -4- (4-methoxyphenyl) 6-phenyl-1,3,5-triazine, 2 -. { 2-Hydroxy -4- [3- (2-ethylexyl-1-oxy) -2-hydroxypropyloxy] phenyl} -4,6-bis (2,4-dimethylphenyl) -1,3,5-triazine. 3. Metallic deactivators - for example N, N'-diphenyloxamide, N-salicylal-N '-salicyloxy hydrazine, N, N'-bis (salicyloyl) hydrazine, N, N'-bis (3,5-di-ter- butyl-4-hydroxyphenylpropionyl) hydrazine, 3-salicylylamino-l, 2,4-triazole, bis (benzilidene) oxalyl dihydrazide, oxanilide, isophthaloyl dihydrazide, sebacoyl bisphenylhydrazide, N, N'-diacetylaldipoydihydrazide, N, N'-bis (salicyloyl) ) -oxalyldihydrazide, N, N'-bis (salicyloyl) thiopropionyl dihydrazide. 4. Phosphites and phosphonites. for example triphenyl phosphite, diphenyl alkyl phosphites, phenyl dialkyl phosphites, tris (nonylphenyl) phosphite, trilauryl phosphite, trioctadecyl phosphite, distearyl pentaerythritol diphosphite, tris (2,4-di-tert-butylphenyl) phosphite, diisodecylpentaerythritol diphosphite, bis (2, 4-di-tert-butylphenyl) pentaerythritol diphosphite, bis (2,6-di-tert-butyl-4-methylphenyl) -pentaerythritol diphosphite, diisodecyloxypentaerythritol diphosphite, bis (2,4-di-tert-butyl-6-methylphenyl) pentaerythritol diphosphite, bis (2,4, 6-tris (tert-butylphenyl) pentaerythritol diphosphite, tristearylsorbitol triphosphite, tetrakis (2,4-di-tert-butylphenyl) -4,4'-biphenylene diphosphonite, 6-isooctyloxy-2,4,4,8,10-tetra-tert. -butyl-12H-dibenz [d, g] -1,3,2-dioxaphosphocin, 6-fluoro-2, 4,8,10-tetra-tert-butyl-12-ethylbenz [d, g] -1,3 , 2-dioxaphosphocin, bis (2,4-di-tert-butyl-6-methyphenyl) methyl phosphite, bis (2,4-di-tert-butyl-6-methylphenyl) ethyl phosphite, 2,2 ', 2"- nitrile [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 The following phosphites are especially preferred: Tris (2,4-di-tert-butylphenyl) phosphite (IrgafosME 168, Ciba -Geigy), tris (nonylphenyl) phosphite.

. Hydroxylamines for example, N, N '-dibenzylhydroxylamine, N, N-diethylhydroxylamine, N, N-dioctylhydroxylamine, N, N-dilaurylhydroxylane, N, N-ditetradecylhydroxylamine, N, N-dihexadecylhydroxylamine, N, N-dioctadecylhydroxylamine, N-hexadecyl -N-octadecylhydroxylamine, N-heptadexil-N- Octadecylhydroxylamine, N, N-dialkylhydroxylamine derived from hydrogenated tallow amine. 6.Nitroins, for example, N-benzyl-a-phenyl-nitrona, N-ethyl- _-methyl-nitrona, N-octyl-c_-heptyl-nitrona, N-lauryl-oi-undecyl-nitro, N-tetradecyl -a-tridecyl-nitrone, N-hexadecyl-c.-pentadecyl-nitrone, N-octadecyl-c_-heptadecyl-nitrone, N-hexadecyl-c_-heptadecyl-nitrone, N-octadecyl-c.-pentadecyl-nitrone, N heptadecyl-a.-heptadecyl-nitrone, N-octadecyl-a-hexadecyl-nitrone, nitrone derived from N, N-dialkylhydroxylamine derived from hydrogenated tallow amine. 7. Tiosynergists, for example dilauryliodipropionate or distearyl thiodipropionate. 8. Peroxide scavengers, for example ß-thiodipropionic acid esters, for example lauryl, stearyl, myristyl or tridecyl steres, mercaptobenzimidazole or the zinc salt of 2-mercaptobenzimidazole, zinc dibutyldithiocarbamate, dioctadecyl disulfide, pentaerythritol tetrakis (β-dodecyl mercapto) propionate 9. Polyamide stabilizers, for example copper salts in combination with iodides and / or phosphorus compounds and salts of divalent manganese. 10. Basic co-stabilizers, for example melamine, polyvinylpyrrolidone, dicyandiamine, triallylcyanurate, urea derivatives, hydrazine derivatives, amines, polyamides, polyurethanes, alkali metal salts and alkaline earth metal salts of higher fatty acids, for example calcium stearate, zinc stearate, magnesium behenate, magnesium stearate, sodium ricinoleate and potassium palmitate, antimony pyrocatechol or zinc pyrocatechol ate . 11. Nucleating agents, for example inorganic substances such as talcum, metal oxides such as titanium dioxide or magnesium oxide, phosphates, carbonates or sulphates, preferably alkaline earth metals; organic compounds such as mono- or polycarboxylic acids and their salts, for example 4-tert-butylbenzoic acid, adipic acid, diphenylacetic acid, sodium succinate or sodium benzoate; polymeric compounds such as ionic copolymers (ionomers). 12. creels and reinforcing agents for example calcium carbonate, silicates, glass fibers, glass bulbs, asbestos, talc, kaolin, mica, barium sulfate, metal oxides and hydroxides, carbon black, graphite, wood sawdust and sawdust of or fibers of other natural products, synthetic fibers. 13. Other additives - for example plasticizers, lubricants, emulsifiers, pigments, rheology additives, catalysts, flow control agents, optical brighteners, fire retardant agents, anti-static agents and blowing agents. 14. Benzofuranones and indolinones, for example those described in U.S. Patents. Nos. 4,425,863; 4,338,244; 5,175,312; 5,216,052; 5,252,643; DE-A-4316611; DE-A-4316622; DE-A-4316876; EP-A-0589839 OR EP-A-0591102 O 3- [4- (2-Acetoxyethoxy) -phenyl] -5,7-di-tert-butylbenzofuran-2-one, 5,7-di-tert-butyl- 3 - [4- (2-stearoyloxyethoxy) -phenyl] enzofuran-2-one, 3,3'-bis [5,7-di-tert-butyl-3- (4- [2-hydroxyethoxy] phenyl) enzofuran- 2 -one], 5, 7-di-tert-butyl-3- (4-etho-ifenyl) 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-di-methylphenyl) -5,7-di-tert-butyl-benzofuran-2-one. Conventional additives are added, for example, at concentrations of 0.01 to 10%, based on the total weight of the material to be stabilized. The products and if desired, other additives can be incorporated into the organic material by known methods. They can be incorporated into the materials, for example when mixing or applying the products and if other additives are desired by the methods conventionally employed in the art. If the materials are pors, in Particularly synthetic pors, the products may be incorporated before or during shaping or application of the dissolved or dispersed products to the por, with or without subsequent evaporation of the solvent. In the case of elastomers, the latter can also be stabilized in the form of latices. A further possibility of incorporating the products according to the invention into pors is the addition of the first ones before, during and immediately after porization of the monomers question or before entanglement. The products according to the invention can be added as they are, but also in encapsulated form (for example in waxes or oils or pors). If they are added before or during porization, the products according to the invention can also act as chain length regulators for the pors (chain terminators). The products according to the invention can also be added to the materials to be stabilized in the form of a masterbatch comprising, for example, a concentration of 2.5 to 25% by weight of the product according to the invention. Materials that have been stabilized in this way can be used in a multitude of ways, for example as films, fibers, tapes, materials of molding, sections or as binders for varnishes, adhesives or cements. The invention also relates to compositions comprising a functional group, preferably of the series of lubricants, hydraulic fluids and metalworking fluids, as well as fuels to displace or operate Otto 4-stroke engines, from 2- times, diesel, Wankel, as well as the orbital type, and at least one product that is obtained by reacting components a), b), c) and optionally d). Mineral oils, synthetic oils or mixtures thereof are particularly preferred as lubricants. The products known per se are used as functional fluids of the series of lubricants, hydraulic fluids and metal working fluids. Suitable lubricants and hydraulic fluids are known to those skilled in the art and are described, for example, by Dieter Klamann "Schmierstoffe und verwandte Produkte" [Lubricants and Related Products], Verlag Chemie, Weinheim, 1982, in Schewe-Kobek , "Das Schmiermittel-Taschenbuch" [Guide to Lubricants], Dr. Alfred Hüthig-Verlag, Heidelberg, 1974 or in "Ullmanns Encyklopádie der technischen Chemie" [Ullmann's Encyclopedia of Chemical Industry], Volume 13, pages 85-94 (Verlag Chemie, Weinheim, 1977). Examples are lubricants and hydraulic fluids based on mineral oil or synthetic lubricants or hydraulic fluids, in particular those which are derivatives of carboxylic esters and which are used at temperatures of 200 ° C and above. Examples of synthetic lubricants include lubricants based on a diester of a dibasic acid with a monovalent alcohol, for example dioctyl sebacate or dinonyl adipate, a triester of trimethylolpropane with a monobasic acid or a mixture of these acids, for example trimethylolpropane tripelargonate, trimethylolpropane tricaprylate or mixtures thereof, a tetraester of pentaerythritol with a monobasic acid or with a mixture of these acids, for example pentaerythritol tetracaprylate or a complex ester of monobasic and dibasic acids with polyhydric alcohols, for example a complex ester of trimethylolpropane with caprylic and sebasic acid or a mixture of these. Particularly suitable are mineral oils, for example poly-α-olefins, lubricants based on esters, or phosphates, glycols, polyglycols and polyalkylene glycols and mixtures thereof with water.

The products according to the invention are oils and readily soluble in lubricants and are therefore particularly suitable as additives for lubricants and their surprisingly good anticorrosive and antioxidant action should be mentioned. The products according to the invention can exhibit their surprising properties, for example in lubricants for combustion engines, for example in combustion engines operating by the Otto principle. The products according to the invention prevent the formation of deposits (sludge) or reduce these deposits in a surprising proportion. The so-called master lots can also be prepared. The products according to the invention are active as additives in lubricants, even when they are used in very small amounts. They are mixed with the lubricants in an amount of 0.01 to 5% by weight, preferably in an amount of 0.05 to 3% by weight and particularly preferably in an amount of 0.1 to 2% by weight, in each case based on the lubricant The lubricants may additionally comprise other additives that are added to improve the basic properties of lubricants even more; These include: antioxidants, metal passivators, inhibitors of oxide, viscosity index improvers, critical fluidity temperature depressants, dispersants, detergents, high pressure additives, anti-friction additives and anti-wear additives. A number of these compounds can be found, for example, in the above list "1. Antioxidants", in particular 1.1 to 1.16. The following additives should be mentioned additionally by way of example: Examples of N, N'-diisopropyl-p-phenylenediamine, N, N'-di-sec-butyl-p-phenylenediamine, N, N'-bis (1, 4-dimethylpentyl) -p-phenylenediamine, N, N'-bis (1-ethyl-3-methylpentyl) -p-phenylenediamine, N, N'-bis (l-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-dimethyl-butyl) -N '-phenyl-p-phenylenediamine, N- (l-methylheptyl) -N' -phenyl-p-phenylenediamine, N-cyclohexyl-N '-phenyl-p-phenylenediamine, - (p-toluenesulfamoyl) diphenylamine, N, N '-dimethyl-N, N' -di-sec-butyl-p-phenylenediamine, diphenylamine, N-allyldiphenylamine, 4-isopropoxy-diphenylamine, N-phenyl-1-naphthylamine, N-phenyl-2-naphthylamine, octylated diphenylamine for example p, p'-di-tert-octyldiphenylamine, 4-n-butylaminophenol, 4-butyryl-aminophenol, 4-nonanoyl aminophenol, 4-dodecanoyl aminophenol, 4-octadecanoyl am inophenol, bis-4-methoxy phenyl amine, 2,6- di-tert-tubyl-4-dimethyl amino methyl phenol, 2,4'-diamino diphenylmethane, 4,4'-diamino diphenyl methane, N, N, N ', N'-tetramethyl-4'-diamino diphenyl methane, 1,2-bis (2-methyl-phenyl amino heptane, 1,2-bis (phenyl amino propane or tolyl biguanide, bis [4- (1 ', 3' -dimethyl butyl) phenyl] amine, N-phenyl- Naphthyl amine, a mixture of terbuthyldioethyl diphenyl amines and dialkylated, a mixture of isopropyl / isohexyl diphenyl amines, mono- and di-alkylated, mixtures of mono- and dialkylated tert-butyldiphenylamines, 2,3-dihydro- 3, 3-dimethyl-4H-l, 4-benzothiazine, phenothiazine, N-allylphenothiazine, N, N, N ', N' -tetraphenyl-1,4-diaminobut-2-ene, N, -bis (2,2 , 6,6-tetramethylpyperid-4-yl-hexamethylenediamine, bis (2,2,6,6-tetramethylpiperidin-4-yl) sebacate, 2,2,6,6-tetramethylpiperidin-4-one and 2,2,6 , 6-tetramethylpiperidin-4-ol Examples of other antioxidants: Aliphatic or aromatic phosphites, thiodipropionic acid or thiodiacetic acid esters, or dithiocarbamic or dithiophosphoric acid salts, 2,2,12,12-tetramethyl-5, 9- dihydroxy-3, 7, 11-trithiatridecane and 2,2,15,15-te ramethyl-5, 12-dihydroxy-3, 7, 10, 14-tetrathiahexa Dean: Examples of metal deactivators - for example for copper, are: a) Benzotriazoles and their derivatives, for example 4- or 5-alkylbenzotriazoles (for example tolutriazole) and their derivatives, 4, 5, 6, 7-tetrahydrobenzotriazole and 5,5'-methylenebisbenzotriazole; Mannich bases of benzotriazole or tolutriazole, for example 1- [bis (2-ethylhexyl) -aminomethyl) tolutriazole and 1- [bis (2-ethylhexyl) -aminoethyl) benzotriazole; and alkoxyalkylbenzotriazoles such as 1- (nonyloxymethyl) enzyotriazole, 1- (1-butoxyethyl) benzotriazole and 1- (1-cyclohexyloxybutyl) -tolutriazole. b) 1,2,4-Triazoles and their derivatives, for example 3- alkyl (or aryl) -1, 2,4-triazoles, and Mannich bases of 1,2,4-triazoles, such as 1- [bis (2 ethylhexyl) - aminomethyl-1,2,4-triazole; and alkoxyalkyl 1,2,4-triazoles such as 1- (1-butoxyethyl) -1,2,4-triazole; and acylated 3-amino-1,2,4-triazoles. c) Imidazole derivatives, for example 4,4'-methylenebis (2-undecyl-5-methylimidazole) and bis [(N-methyl) imidazol-2-yl] carbonyl octyl ether. d) Heterocyclic sulfur-containing compounds, for example 2-mercaptobenzothiazole, 2,5-dimercapto-l, 3,4-thiadiazole and their derivatives; and 3, 5-bis [di (2-ethylexyl) aminomethyl] -1,3,4-thiadiazolin-2-one. e) Amino compounds, for example salicylimidopropylenediamine, salicylaminoguanidine and their salts.

Examples of oxidation inhibitors are: a) Organic acids, their esters, metal salts, amine salts and anhydrides, for example alkyl- and alkenyl-succinic acids and their partial esters with alcohols, diols or hydroxycarboxylic acids, partial amides of alkyl- and alkenyl succinic acids, 4-nonylphenoxyacetic acid, alkoxy and alkoxyethoxycarboxylic acids such as dodecyloxyacetic acid, dodecyloxy (ethoxy) acetic acid and their amine salts, and also N-oleoylsarcosine, sorbitan monooleate, lead naphthenate, alkenyl succinic anhydrides, for example dodecenylsuccinic anhydride, 2-carboxymethyl-1-dodecyl-3-methylglycerol and its amine salts. b) Nitrogen-containing compounds, for example: I. Primary, secondary or tertiary aliphatic or cycloaliphatic amines and salts of amines of organic and inorganic acids, for example oil soluble alkyl ammonium carboxylates and also 1- [N, N-bis (2-hydroxyethyl) amino] -3- (4- nonylphenoxy) propan-2-ol. II. Heterocyclic compounds, for example: imidazolines and substituted oxazolines and 2- heptadecenyl-1- (2-hydroxyethyl) imidazoline. c) Phosphorus-containing compounds, for example: amines and partial phosphoric acid esters or partial phosphonic acid esters and zinc dialkyldithiophosphates. d) Sulfur-containing compounds, for example: barium dinonylnaphthalenesulfonates, calcium and petroleum sulphonates, aliphatic alkylthio substituted carboxylic acids, esters of aliphatic 2-sulfocarboxylic acids and their salts. e) Glycerol derivatives, for example: glycerol monooleate, 1- (alkyl-enoxy) -3- (2-hydroxyethyl) glycerols, 1- (alkyphenoxy) -3- (2,3-dihydroxypropyl) glycerols and 2-carboxyalkyl-1 , 3- dialkylglycerols. Examples of viscosity index improvers are: Polyacrylates, polymethacrylates, vinylpyrrolidone / methacrylate copolymers, polyvinylpyrrolidones, polybutenes, olefin copolymers, styrene / acrylate copolymers and polyethers. Examples of critical flow temperature depressants are: Polymethacrylate and alkylated naphthalene derivatives.

Examples of dispersants / sulfactants are: Polybutenyl succinic amides or imides, polybutenyl phosphonic acid derivatives and basic phenolates and sulphonates of magnesium, calcium and barium. Examples of anti-wear additives are: Compounds containing halogen and / or phosphorus and / or sulfur, for example sulfurized olefins and vegetable oils, zinc dialkyldithiophosphates, alkylated triphenyl phosphates, tritolylphosphate, tricresylphosphate, chlorinated paraffins, alkyl and aryl diols. - and tri-sulphides, amine salts of mono- and dialkyl phosphates, amine salts of methylphosphonic acid, diethanolaminomethyloltriazole, bis (2-ethylhexyl) aminomethylolyltriazole, derivatives of 2,5-dimercapto-1,3,4-thiadiazole, ethyl 3- [(diisopropoxy-f, osphinothiolyl) thio] propyanate, triphenyl thiophosphate- (triphenylphosphorothioate), tris (alkylphenyl) phosphorothioate and mixtures thereof (for example tris (isononylphenyl) phosphorothioate), diphenyl monononylphenyl phosphorothioate, isobutylphenyl diphenyl phosphorothioate, the salt dodecylamine of 3-hydroxy-1,3-thiaphosphetane 3-oxide, 5, 5, 5-tris [isooctyl-2-acetate] trityphosphoric acid, derivatives of 2-mercaptobenzothiazole such as 1- [N, -bis (2-ethylhexyl) aminomethyl] -2-mercapto-1H-1,3-benzothiazole, and ethoxycarbonyl-5-octyldithiocarbamate. Additional additives specifically preferred in lubricants are amine antioxidants, in particular mixtures of mono- and dialkylated ter-butyl / tert-octyl diphenylamines and mono- and dialkylated nonyl diphenylamines. The following examples illustrate the invention in greater detail. Parts and percentages are given by weight, unless otherwise indicated. ExxalMR 8: alcohol with 8 carbon atoms [Guerbert structure] ex EXXON rape seed oil: average molecular weight = 880 gmoles "1 SAPHE -001: calcium salicylate on basified ex Shell Example 1: Preparation of navilla oil derivatives Liquid, using glycerol and 3,5-di-tert-butyl-4-hydroxybenzyl sulphane-acetic acid methyl ester In a sulfonation flask equipped with a reflux condenser and mechanical stirrer, a mixture of 460 g (0.520 mol) of oil in navilla, 115 g (1,250 mol) of glycerol and 10.5 g (1% by weight) of SAPME-001, is kept under nitrogen for 4 hours at 180-190 ° C. 522 g (1,609 mol) of acid methyl ester 3, 5-di-tert-butyl-4-hydroxybenzylsulfanyl-acetic acid is subsequently added at approximately 100 ° C. The stirring of the reaction mixture is continued for 15 hours at 170-180 ° C. After cooling and filtering 1020 g (98%) of product are obtained as a red-brown oil.

Microanalysis: Calculated Found C 69.85% 70.42% H 9.72% 9.73% S 4.55% 4.56% Example 2: Preparation of liquid rape seed oil derivatives, using glycerol and 3-tert-butyl-4-hydroxy-5-methyl ester -methyl-benzyl-sulphane-acetic. In a sulfonation flask equipped with reflux condenser and mechanical stirrer, a mixture of 230 g (0.261 mol) of rapeseed oil, 57.5 g (0.624 mol) of glycerol and 5 g (1% by weight) of SAPME -001 is kept under nitrogen for 4 hours at 180-190 ° C. 227.1 g (0.804 mol) of 3-tert-butyl-4-hydroxy-5-ethyl-benzylsulfanyl-acetic acid methyl ester, then added at approximately 100 ° C. The stirring of the reaction mixture is continued for 12 hours at 180-190 ° C. After cooling and filtration 475.3 g (98%) of product is obtained as a red-brown oil with a refractive index nD zo = 1.5154. Microanalysis: Calculated Found C 68.74% 68.88% H 9.56% 9.77% S 4.83% 5.11% Example 3: Preparation of liquid navilla oil derivatives using 3, 5-di-tert-butylphenol, formaldehyde, thioglycolic acid methyl ester and glycerol. In a sulfonation flask equipped with reflux condenser and mechanical stirrer, a mixture of 413. 5 g (2,002 moles) of 3,5-di-tert-butylphenol, 71.1 g (2.368 mol) of paraformaldehyde, 212.3 g (2000 mol) of thioglycolic acid methyl ester and 40.7 g (0.3 mol) of dimethylamine (33% by weight in ethanol) in 140 ml of dimethylformamide, is heated under nitrogen in 4 hours to 90 ° C. The reaction mixture is then neutralized with citric acid and subsequently washed several times with hot water. 576 g (= 655 mole) of navilla oil or rapeseed oil (molecular weight = 880 g / mmol), 148.6 g (1.613 mole) of glycerol and 15.5 g (1.3% by weight) of SAPMR-001, are added. Under vacuum (200 hPa) the temperature rises in 2 hours at 180 ° C; Water and methanol are distilled from the mixture. The stirring of the reaction mixture is continued for 2 hours at 190-200 ° C (200 hPa). After cooling and filtering 1,230 g (96%) of product are obtained as a reddish oil with a refractive index nD 20 = 1.5091.

JV-icroanalysis: Calculated Found C 69.75% 70.95% H 9.85% 9.83% S 4.54% 4.47% Example 4: Preparation of isooctylester of 3,5-di-tert-butyl-4-idroxybenzyl sulfañil-acetic liquid using 3, 5-di-tert-butylphenol, formaldehyde, thioglycolic acid methyl ester and ExxalME8. In a sulfonation flask equipped with reflux condenser and mechanical stirrer, a mixture of 413. 5 g (2,002 moles) of 3,5-di-tert-butylphenol, 71.1 g (2,368 mol) of paraformaldehyde, 212.3 g (2,000 mol) of thioglycolic acid methyl ester and 40.7 g (0.3 mol) of imethylamine (33% by weight of ethanol) in 140 ml of dimethylformamide, is heated under nitrogen with 4 hours to 90 ° C. The reaction mixture is then neutralized with citric acid and subsequently washed several times with hot water. 271 g (2.081 mol) of ExxalMR8 and 10.83 g (1.3% by weight) of SAPMR-001 are added. Under vacuum (300 hPa) the temperature rises in 2 hours at 180 ° C; Water and methanol are distilled from the mixture. The stirring of the reaction mixture is continued for 7 hours at 195-205 ° C (300 hPa). After cooling, extraction with citric acid and treatment with water, 836 g (99%) of product are obtained as a red oil, with a refractive index nD 20 = 1.510Q. Microanalysis: Calculated Found C 71.04% 70.40% H 10.02% 10.34% S 7.59% 7.14% Example A: "Oxidation Panel and Deposit Test" (DOPT) The Oxidation Panel and Deposit Test (DOPT) is a variant of a Test method for engine oils, in particular diesel engine oils, which has been described by G. Abellaneda et al. in Symposium CEC, 1989, 61, New Cavendish Street, London WIM 8AR, England. The convenience of the oils with the stabilizer to avoid deposits in the pistons, is tested. The test time is 20 hours, the panel temperature is 260 ° C and oil flexibility 1 ml / minute. The humid atmospheric environment is enriched with 260 ppm of N02 and 26 ppm of S02. After the test, the metal panel in which the oil drips is weighed and visually estimated. The lubricating oil used is a commercial CD oil, which is diluted with the STANCO 150MR basic oil. The stabilizers are mixed with this oil prepared in amounts of 0.6% by weight based on the oil, and this is subjected to a DOPT test. The results illustrate that samples stabilized with a product according to the invention have lower deposits in the metal panel than unstabilized samples. Example B: Wear protection test. To test the stabilizers according to the invention for their convenience as wear protection, the standard method ASTM D2783-81 is used using the Shell four-ball apparatus. The basic oil used is BB oil [Mobil raw material, carbon (aromatic) 6.5%; carbon (aliphatic) 72%; carbon (naphthyl) 21.5%]. The parameter measured during one hour is the diameter of the average wear mark in mm at a load of 40 kg. The stabilizers according to the invention are added to this oil in an amount of 1.0% by weight. The results illustrate that samples stabilized with a product according to the invention have less average wear diameter than unstabilized samples.

Claims

CLAIMS 1. A product obtained by reacting components a), b), c) and optionally d), characterized in that component a) is a compound of formula I or a mixture of compounds of formula I, component b) is a compound of the formula II or a mixture of the compounds of the formula II, the component c) is a compound of the formula III (IlIa / IIIb) or a mixture of the compounds of the formula III (Illa / lllb) and optionally component d) is a compound of formula IV or a mixture of the compounds of formula IV: 0) (i ') (Illa) (lllb) (IV) (lli) wherein, in the compound of formula I, the groups Y independently from each other are OH, (H0CH2CH2) 2N- or -HNR! and the Rj groups. they are hydrogen, -CH2CH20H, alkyl with 1 to 18 carbon atoms, cycloalkyl with 5 to 12 carbon atoms, alkenyl having 3 to 6 carbon atoms, phenylalkyl with 7 to 9 carbon atoms, phenyl or phenyl which is substituted by 1 to 3 Ax groups, the Ax groups independently of each other are alkyl having 1 to 12 carbon atoms, halogen, hydroxyl , alkoxy or methoxy or ethoxy, wherein R2 is hydrogen, alkyl having 1 to 8 carbon atoms, 0-, OH, NO, -CH2CN, alkoxy with 1 to 18 carbon atoms, cycloalkoxy with 5 to 12 carbon atoms, alkenyl with 3 to 6 carbon atoms, phenylalkyl with 7 to 9 carbon atoms or phenylalkyl with 7 to 9 carbon atoms which is mono-, di- or trisubstituted on the phenyl ring by alkyl having 1 to 4 carbon atoms or R2 is also acyl with 1 to 8 carbon atoms or HOCH2CH2-, is already the number 1, 2, 3, 4 or 6, where if Y is OH and is 1, X is alkyl with 1 to 45 carbon atoms, alkenyl with 3 to 18 carbon atoms, -CH2CH2T (CH2CH20) bR4 or where J is as defined above, and Ti is fxigen, sulfur or N R5, R4 is hydrogen or alkyl having 1 to 20 carbon atoms, b is an integer in the range of 0 to 10 and R5 is hydrogen, alkyl with 1 to 18 carbon atoms or phenyl, or if Y is OH and is 2, X is -CH2CH2Ta (CH2CH20) bCH2CH2-, wherein b is as defined above, O O -CH.CH-fNH-C- C-NH-CH2CH2 R, \ | wherein T2 is oxygen, sulfur, N-R5 or -SCS- and R5 is / I R8 as defined above, Rs is hydrogen, alkyl with 1 to p_8 carbon atoms or phenyl, c is an integer in the range of 2 to 10, d is an integer in the range of 2 to 6 and R7 and Rj independently from each other are hydrogen, alkyl having 1 to 18 carbon atoms or phenyl, or R7 and R8 together with the carbon atom to which it is attached. they bind, they form a cycloalkylidene ring with 5 to 12 carbon atoms, or if a is 3, X is alcantriil with 3 to 10 carbon atoms or N (CH2CH2-) 3, or if Y is OH it is already 4, X is alcantel with 4 to 10 carbon atoms CH2-III, (CH2-CHCH2) 20 -CH2CH-CH2-0-CH-CH2- wherein R9 is alkyl with 1 to 4 carbon atoms, -CH20H or if Y is OH and is 6, -CH2 CH2- -CH2 0 0 CH2- I 1 I II 1 X is -CH2-C-CH2-0- CH2-C-CH2-, -CH2-C-NH-CC-NH-C-CH2- or -CH 2 CH 2 - -CH 2 CH 2 -alkanhexayl with 6 to 10 carbon atoms, or if Y is HNR ,. and a is 1, X is alkyl with 1 to 18 carbon atoms, alkenyl with 3 to 18 carbon atoms, cycloalkyl with 5 to 12 carbon atoms, phenylalkyl with 7 to 9 carbon atoms, phenyl , where R2 is as defined above or X is also , or X together with Rx is a group of the formula -CH2CH2CH2CH2CH2- or -CH2CH20CH2CH2-, wherein R10 is hydrogen or methyl and e is 2 or 3, or wherein f is an integer in the range of 2 to 10 and g is an integer in the range of 1 to 6, and in the compound of formula II, the Z groups are hydrogen or a group of the formula O II - (ChH2110) ± -C-Rn and k is an integer in the range of 0 to 6, where h is 2 or 3, i is an integer in the range of 0 to 12 and R11 is alkyl with 1 to 30 carbon atoms, alkenyl with 8 to 30 carbon atoms, hydroxyalkyl with 1 to 30 carbon atoms or hydroxyalkenyl with 8 to 30 carbon atoms or - (C? H2w) vG, where v is an integer in the range of 1 to 6, w is l, 2 or 3 and G is SRS0 or a group of the formulas OS -P (ORs0) 2 or -S-P (OR50) 2, wherein R50 is alkyl with 1 to 18 carbon atoms, phenyl or - (CH2) vC02R53 and R53 is hydrogen or alkyl having 1 to 12 carbon atoms, with the proviso that the compound in formula II has a group 0 II / - (CbH2110) -C-R ?? in the compound of formula III, subdivided as Illa and 11Ib, in Illa R12 and R15 independently of one another are alkyl with 1 to 18 carbon atoms, cycloalkyl with 5 to 12 carbon atoms, phenyl, phenylalkyl with 7 to 9 carbon atoms, -CNH2n-S-C, .H2m-C-0Ri3 -CH-S-RA J or | OR RB R3 is hydrogen, -CH3 or -C-H2n-S-CmH2m-C-0-R: Or R16 is alkyl with 1 to 18 carbon atoms, cycloalkyl with 5 to 12 carbon atoms, phenyl, phenylalkyl with 7 to 9 carbon atoms, -CNH2n-S-CnH2m-C-0-Ri3 O -CqH2q-C- 0-Ri3 II oo RA is alkyl with 4 to 12 carbon atoms or phenyl, RB is hydrogen or phenyl, n is an integer in the range of 0 to 2, m is 1 or 2, q is an integer in the range of 0 to 3, RL3 is hydrogen or alkyl with 1 to 8 carbon atoms, with the proviso that the compound of the formula Illa must contain at least one group of - CnH2n-S-CmH2ra-C-0-R13 II, I Si R? _ Is -CqH2l - C-O- 13 -CH-S- a || , R? A and / or Ris must be | , and O RB if R3 is -CnH2n-S-CmH2l - C-0-Rj.3 0 can be alkyl with 1 to 18 carbon atoms, siloalkyl with 5 to 12 carbon atoms, phenyl or phenylalkyl with 7 to 9 carbon atoms, in IIIb Ri7a is alkyl with 1 to 18 carbon atoms, cycloalkyl with 5 to 12 carbon atoms, phenyl or phenylalkyl with 7 to 9 carbon atoms, n is an integer in the range of 0 to 2, m is 1 or 2, p ee an integer in the range of 2 to 8, if p is 2, RX7 is a divalent group of a hexose, a divalent radical of a hexitol, - [(CH ^ O] q (CH2) P-, where p and q are as defined above, -CH2CH2-T4-CH2CH2-, -CH2-CH = CH-CH2-, -CH2-C = C-CH2- , wherein R18 and R20 independently of each other are hydrogen or alkyl having 1 to 12 carbon atoms, or together they are the group -CH2CH2CH2CH2CH2-, r is an integer in the range of 2 to 10, R7 \ I T4 is sulfur, N-R26 or -SCS-, where R7 and R8 are / I R8 as defined above, and R2S is hydrogen, alkyl having 1 to 18 carbon atoms, phenyl or phenyl substituted by 1 to 3 groups Where f the groups Ax are as defined above in the formula I or R2S is further cycloalkyl with 5 to 8 carbon atoms or , where R2 is as defined above or, if p is 3, Ri7 is a trivalent group of one hexose, a trivalent group of a hexitol, CH2 CH2 T CH2 - CH - CH3 II - CH2CH2 - N - CH2CH2 - CH3 - CH - CH2 - N - CH2 - CH - CH3 II if p is 4, Ri7 is a tetravalent group of a hexose, a tetravalent group of a hexitol , alcantetraílo with 4 to 10 carbon atoms or, if p is 5, R 7 is a pentavalent group of a hexose or a pentavalent group of a hexitol, or if p is 6, R 17 is a hexavalent group of a hexitol or -CH 2 CH 2 - • CH2 -C-CH2 -O-CH, -C-CH2 -CH, CH, if p is 8, R17 is an octavalent group of sucrose, maltose or an octavalent group of an octiol, in the compound of formula IV, D is sulfur, s N-N and ^ y ^ -N R-O-P-Q-Rj- ._AA_. - *!.? -SH SH HS SKf S? and B2 independently are alkyl having 1 to 18 carbon atoms, phenyl which is unsubstituted or substituted by alkyl having 1 to 18 carbon atoms, and R54 is hydrogen or -CH3.
2. A product according to claim 1, characterized in that in the compound of the formula Illb, p is 2.
3. A product according to claim 1, characterized in that in the compound of the formula I, the radicals Y independently they are OH, (HOCH2CH2) 2N- or -H Ri and Ri is hydrogen, -CH2CH2OH, alkyl with 1 to 10 carbon atoms, cycloalkyl with 5 to 7 carbon atoms, 6-carbon alkenyl benzyl or phenyl, wherein R 2 is hydrogen, alkyl having 1 to 4 carbon atoms, OH, -CH 2 CN, alkoxy with 6 to 12 carbon atoms, cycloalkyl with 5 to 8 carbon atoms, allyl, benzyl, acetyl or HOCH2CH2- is already the number 1, 2, 3, 4 or 6, where if Y is OH and is 1, X is alkyl with 1 to 30 carbon atoms, alkenyl with 3 to 18 carbon atoms, -CH_CH2T1 (CH2CH20) bR4 O wherein R2 is as defined above, and Tt is \ oxygen, sulfur or N-R5, R4 is hydrogen or alkyl with / 1 to 10 carbon atoms, b is an integer in the range of 0 to 10 and R5 is hydrogen, alkyl having 1 to 10 carbon atoms or phenyl, or if Y is OH and a is 2, X is -CH2CH2T2 (CH2CH20) bCH2CH2-, wherein b is as defined above, O or II ii o - CH2CH2-NH-C-C-NH-CH2CH2 R7 \ I where T2 is oxygen, sulfur, N-R5 or -SCS- and R5 is / I R8 is defined above, R6 is hydrogen, alkyl with 1 to 10 carbon atoms or phenyl, c is an integer in the range from 2 to 10, d is an integer in the range of 2 to 6 and R7 and R8 independently of each other are hydrogen, alkyl with 10 carbon atoms or phenyl, or R7 and R8 together with the nitrogen atom to which they are linked , they form a cycloalkyl ring with 5 to 7 carbon atoms or if Y is OH and is 3, X is -CH2-CH-CH2-, or if Y is -HNRi is already 1, X is alkyl with 1 to 10 carbon atoms. carbon, alkenyl with 3 to 18 carbon atoms, cycloalkyl with 5 to 7 carbon atoms, benzyl, phenyl where R2 is as defined above, or X is also or X together with Rx is a group of the formula -CH2CH2CH2CH2CH2CH2- or -CH2CH2OCH2CH2- wherein R10 is hydrogen or methyl and is 2 or 3, and in the compound of formula II, the radicals Z are hydrogen or a group of the formula 0 II - (CfcH ^ Oh-C-Rn and k is an integer in the range of 0 to 4, where h is 2 or 3, i is an integer in the range of 0 to 6 and Ru is alkyl with 1 to 20 carbon atoms, alkenyl with 8 to 20 carbon atoms, hydroxyalkyl with 1 to 20 carbon atoms, hydroxyalkenyl with 8 to 20 carbon atoms or - (CWH2W) VG, where v is an integer in the range of 3 , w is l, 2 or 3 and G is SR50 or a group of the formulas OS II -P (OR50) or -SP (OR50) 2, wherein R50 is alkyl having 1 to 18 carbon atoms, phenyl or - (CH2) vC02R53 and R53 is hydrogen or alkyl having 1 to 12 carbon atoms, with the condition that the compound of formula II comprises a group O II - (ChH_hO) 1-CR? 1; in the compound of the formula Illa Ri2 and R15 independently of each other are alkyl having 1 to 6 carbon atoms, cycloalkyl having 5 to 7 carbon atoms, phenyl, benzyl, -CnH2n-S-Cm-H2m-C-0-R 3-CH-S-RA II I 0 or RB R 3 is hydrogen, R 1 S is alkyl with 1 to 18 carbon atoms, cycloalkyl with 5 to 12 carbon atoms, phenyl, phenylalkyl with 7 to 9 carbon atoms, -CH 2 -S-CH2-C-0-R? 3 -CH2CH2-C-0-R? 3 IO or O RA is alkyl with 8 to 12 carbon atoms, RB is hydrogen or pheylyl, n is an integer in the range of 0 to 2, m is the 2, q is an integer in the range of 0 to 3, R13 is hydrogen or -CH3, with the proviso that the compound of the formula Illa must contain at least one group of -Cj.H2n-S-C_.H2 _.- CO-R13, II O and if R16 is -CqH2q-C-0-R13, II or R12 and / or R15 must be -CH- S-RA I RB, and if R3 is "CnH2ll - S - C - .H _, _ - C - O - R13 II O, R12, R15 and Ris can only be alkyl with 1 to 18 carbon atoms, cycloalkyl with 5 to 12 carbon atoms, phenyl or phenylalkyl with 7 to 9 carbon atoms, in 11Ib R17a is alkyl with 1 to 6 carbon atoms, n is 1, and m is 1 , if p is 2, Rl7 is a divalent radical of a hexose, a divalent radical of a hexitol, -CH2 (CH2) P wherein p and q are as defined above, -CH2CH2 -T4-CH2CH2-, CH2-CH = CH-CH2-, -CH2 -C ___ C- H2-, where T4 is sulfur, R7 N-R, or -S-C-S-, where R7 and R8 are as defined above and R26 is hydrogen, alkyl having 1 to 10 carbon atoms, phenyl, cycloalkyl having 5 to 8 carbon atoms or wherein R2 is as defined above; optionally in the compound of formula IV, D is sulfur, N-N R__ N -N A H RS? And Rs2 independently of one another are alkyl having 1 to 12 carbon atoms, phenyl which is unsubstituted or substituted by alkyl having 1 to 12 carbon atoms, and R54 is hydrogen or -CH3.
4. A product according to claim 1, characterized in that in the compound of formula I, the radicals Y independently of each other are OH, (HOCH2CH2) 2N- or -HNRi and Rx is hydrogen, -CH2CH20H, alkyl with 1 to 4 carbon atoms or wherein R2 is hydrogen, alkyl having 1 to 4 carbon atoms, OH, allyl, benzyl, acetyl or HOCH2CH2- and a is the number 1, 2, 3, 4 or 6, wherein if Y is OH and a is 1, X is alkyl having 1 to 18 carbon atoms, alkenyl having 3 to 18 carbon atoms, -CH2CH_T_ (CH2CH20) bR4 or wherein R2 is as defined above, \ and Ti is oxygen or N-R5, R4 is hydrogen or alkyl with 1/4 carbon atoms and b is an integer in the range of 0 1 to 10, or if Y is OH ya is 2, X is -CH2CH2T2 (CH2CH20) bCH2CH2-, wherein b is as defined above, or further X is -C_H2--, or -CH2 -CH = CH-CH2-, where \ T2 is oxygen, sulfur or N-R5, / R5 is hydrogen, b is the number 0 or 1 and c is an integer in the range of 2 to 8, or a is 3, X is | -CH2-CH-CH2- or N (CH2CH2-) 3, or if Y is OH is already 4, X is CH2 CH2- II or II -CH2-C-CH2-, (-CH2-CH-CH2) 2 0 -CH2-CH-CH2-0-CH-CH2- CH2- or if Y is OH is already 6, X is -CH2 CH2- II lili -CH2-C-CH2-0-CH2-C-CH2- or -CH2 -CH-CH- CH-CH- CH2- I 1 - CH2 CH2 - if Y is -NHRi is already 1, X is alkyl with 1 to 10 carbon atoms, alkenyl with 3 to 18 carbon atoms, cycloalkyl with 5 to 7 carbon atoms or , where R2 is as defined above, or if Y is -HNR-. and a is 2, X is -CfH2f-, wherein f is an integer in the range of 2 to 10 and in the compound of formula II, the groups or radicals Z are hydrogen or a group of the formula OR II - (C1_H2hO.). _.- C-R1.1 and k is l, 2 or 3, h is 2 or 3, i is an integer in the range of 0 to 4 and Rn is alkyl with 1 to 20 carbon atoms. carbon, alkenyl with 8 to 20 carbon atoms, hydroxyalkyl with 1 to 20 carbon atoms or hydroxyalkenyl with 8 to 20 carbon atoms or - (CwH2?) vG, where v is 2, w is 1, 2 or 3 and G is SR50 or a group of the OS formulas II -P (OR50) 2 or -SP (OR50) 2, wherein R50 is alkyl with 1 to 18 carbon atoms, phenyl or - (CH2) vC02R53 and R53 is hydrogen or alkyl having 1 to 12 carbon atoms, with the condition that the compound of formula II comprises a group 0 II in the compound of the formula Illa, R12 and RL5 independently of each other are alkyl having 1 to 4 carbon atoms, R3 is hydrogen, -CH2-S-CH2-C-0-R? 3 R? _ is || OR R13 is hydrogen or -CH3, in Illb Ri7a is tert-butyl, n is 1, and is 1, if p is 2, R17 is a divalent group of a hexose, a divalent group of a hexitol, -CH2-CHs -C-CH2 OH, -CH * -, -T (CH2) pO3-. { CH2) p - CH2 OH where p and q are as defined above, wherein r is an integer in the range of 2 to 10, \ T4 is sulfur or N-R26 and / R2S is hydrogen, alkyl with 1 to 10 carbon atoms or cycloalkyl with 5 to 8 carbon atoms, or if p is 3, R? 7 is a trivalent group of a hexose, a trivalent radical of a hexitol, CH2 CH2-CH2-CH-CH3 I or I, or, -CH2 CH2 -N-CH2 CH2-CHg -CH-CH2 -N-CH2 -CH-CH3 i f if p is 4, R17 is a tetravalent group of a hexose, a tetravalent group of a hexitol, -CH2 I J I CH3 .CH-CH2 -. / CH2-CH-CH3 -CH > -C-CH2 - O ^ N-CHs CH2 -N-CH2 CH3 -CH-CH / NCH2 -CH-CH3 in the compound of formula IV, D is sulfur, s 11 N-N R-O-P-O-R ^ .AX_ R -SH 5 (HS S SH ^ / ^ s 51 and 52 independently of one another are alkyl having 1 to 12 carbon atoms, phenyl which is unsubstituted or substituted by alkyl having 1 to 8 carbon atoms and R54 is hydrogen or -CH3.
5. A product according to claim 1, characterized in that in the compound of formula I, the radicals Y independently of each other are hydroxyl or -NH2 is already an integer in the range of 1 to 4, where if a is 1 , X is and R2 is hydrogen, methyl or H0CH2CH2-, or if Y is OH and a is 2, X is -CH2CH2T2 (CH2CH2?) bCH2CH2-, -Cc H2o- or where \ T2 is oxygen, sulfur or N-R5, R5 is hydrogen, / b is the number 0 or 1 and c is number 2, 3 or 4, or if Y is OH and a is 3, X is | -CH2-CH-CH2, or if Y is OH and a is 4, CH2 - X is -CH2-C-CH2- CH2 - and in the compound of formula II, the radicals Z are hydrogen or a group of the formula O || , k is the number 1 and Rn is -C-Rn alkyl with 1 to 20 carbon atoms, alkenyl with 8 to 20 carbon atoms, hydroxyalkyl with 1 to 20 carbon atoms or hydroxyalkenyl with 8 to 20 carbon atoms or - (CMH2w) vG, where v is 1 or 2, w is 1, 2 or 3 and G is SR50 or a group of the formulas 0 S or || -P (OR50) 2 -SP (OR50) 2, wherein R50 is alkyl with 18 carbon atoms, phenyl or - (CH2) vC02R53 and R53 is hydrogen or alkyl having 1 to 12 carbon atoms, with the proviso that the compound of the formula II comprises a group 0 II -C-Rn, and in the compound of the formula Illa, R12 is tert-butyl, R15 is -CH3 or tert-butyl, R3 is hydrogen, R6 is -CH2 -S-CH2-C-0-CH3 Or, optionally, in the compound of formula IV, D is sulfur or R5? -0-P-0-R52 SH, and R5? and R52 independently from each other are alkyl with 3 to 8 carbon atoms.
6. A product according to claim 1, characterized in that in formula IV, S D is sulfur or R5? -0-P-0-R52 I SH, and R51 and R52 independently of one another are alkyl having 1 to 2 carbon atoms, phenyl which is unsubstituted or substituted by alkyl with 1 to 8 carbon atoms.
7. A product according to claim 1, characterized in that in the compound of the formula Illa, Ri2 is tert-butyl, and R1S is -CH3 or tert-butyl.
8. A product according to claim 1, characterized in that the compound of the formula I is pentaerythritol, thiodiethylene glycol, 1,4- butanediol, 1,2-propandiol, diethylene glycol, triethylene glycol, diethanolamine, glycerol, The compound of the formula II is sunflower oil, coconut fat, rape seed oil, corn germ oil, saffron oil, castor oil, olive oil, peanut oil or Radiamuls, and the compound of the Illa formula is and the compound of formula IV is sulfur, diisopropyl dithiophosphate,
9. A product according to claim 1, characterized in that the molar quantitative proportion of components a), b), c) and d) is 0.1: 1: 0.1: 0.1 to 15: 1: 30: 10.
10. A product according to claim 1, characterized in that the amount by weight of the active group E-2 (E-2) ee 5 to 95% in peeo.
11. A product according to claim 1, characterized in that the first components a) and b) are reacted with each other and the resulting intermediate is reacted with component c) and then optionally with component d).
12. A product according to claim 1, characterized in that the first components a) and e) are reacted with each other and the resulting intermediate is subsequently reacted with component b) and then optionally with component d).
13. A product according to claim 1, characterized in that the first components b) and c) are reacted with each other and the resulting intermediate is subsequently reacted with component a) and then optionally with component d).
14. A product according to claim 1, characterized in that the first components VI, VII and VIII are reacted with each other and the resulting intermediate Illa [component c)] is subsequently reacted with component a) and b) and optionally with component d) HO I? F] "> (VI) (Vil) (yill) (Uia) wherein the definitions are as in claim 1.
15. A composition comprising: a) an organic material subjected to oxidative, thermal or light-induced degradation, or an event that leads to increased friction, wear and / or corrosion in a engine and b) at least one product according to claim 1.
16. A composition according to claim 15, characterized in that the component a) is a fuel, a lubricant, a hydraulic fluid, a working fluid of metal or a synthetic polymer.
17. A composition according to claim 15, characterized in that the component a) is a lubricant of the series of mineral oils, synthetic oils or a mixture thereof.
18. A composition according to claim 15, characterized in that component a) is a synthetic polymer.
19. A composition according to claim 15, characterized in that component b) is a polyolefin or styrene copolymer.
20. A composition according to claim 15, characterized in that it contains in addition to the additive components a) and b).
21. A composition according to claim 20, characterized in that it contains amine antioxidants as additional additives.
22. The use of a product according to claim 1, to stabilize fuels, polymers and oils against oxidative, thermal and light-induced degradation and events that lead to increased friction in engines.
23. A process for stabilizing fuels, polymers or oils against oxidative, thermal or light-induced degradation and events that lead to increased friction in engines, which comprises incorporating a product according to claim 1, into these fuels, polymers or oils .
24. A process for the preparation of a product according to claim 1, characterized in that it comprises reacting components a), b), c) and d) that have been defined in claim 1, in a molar quantitative ratio of 0.1: 1: 0.1: 0.1 to 15: 1: 30: 10. SUMMARY OF THE INVENTION Products that can be obtained by reacting components a), b), c) and optionally d) are described, wherein component a) is a compound of formula I or a mixture of compounds of formula I, component b) is a compound of formula II or a mixture of compounds of formula II, component c) is a compound of formula III (IlIa / IIIb) or a mixture of compounds of formula III (IlIa / IIIb) and component d) is a compound of formula IV or a mixture of compounds of formula IV, 0) (ll) (lita) (lllb) (IV) (lll) in which of the general symbols are as defined in claim 1, the compound of the formula I, for example s pentaerythritol, tiodiethylene glycol, 1,4-butanediol, 1,2-propanediol, diethylene glycol, triethylene glycol, diethanolamine or glycerol , the compound of the formula II for example is rape seed oil, coconut fat or castor oil, the compound of the formula Illa for example is methyl ester of 3-tert-butyl-4-hydroxy-5- methyl-benzyl-sulfanyl-acetic acid and the compound of formula Illb is for example 3,5-di-tert-butyl-4-hydroxy-benzylsulphanyl acetic acid methyl ester and the compound of formula IV, for example, is sulfur , diisopropyl dithiophosphate, toluoltriazoles or The aforementioned products can be used as liquid antioxidants in fuels, polymers and lubricants and events that lead to increased friction in engines.