MXPA99005088A

MXPA99005088A - Compositions stabilized by derivatives of dioxopiperacin

Info

Publication number: MXPA99005088A
Application number: MXPA/A/1999/005088A
Authority: MX
Inventors: Mark Andrews Stephen; Lazzari Dario; Zedda Alessandro; Zagnoni Graziano; Sala Massimiliano
Original assignee: Ciba Specialtychemicals Holding Inc
Priority date: 1998-06-02
Filing date: 1999-06-02
Publication date: 2000-02-02

Abstract

Polyoxymethylene, blends of polycarbonate with an acrylonitrile-butadiene-styrene terpolymer, and coatings based on a functional acrylate resin and a crosslinking agent, which are stabilized by the addition of a compound of the formula I (See Formula) wherein is in the range of 1 to 8, R1, R2, R3 and R4, independently of each other, are C1-C4 alkyl or R1 and R2 or R3 and R4, together with the carbon atom to which they are attached, form a ring cyclopentyl or cyclohexyl, R5 is hydrogen, C1-C18 alkyl, oxyl, OH, CH2CN, C1-C18 alkoxy, C5-C12 cycloalkoxy, C3-C8 alkenyl, C3-C8 alkynyl, C7-C12 phenylalkyl, C7-C15 phenylalkyl, which are substituted on the phenyl ring by 1, 2 or 3 radicals selected from C 1 -C 4 alkyl and C 1 -C 4 alkoxy, or R 5 is C 1 -C 8 alkanoyl; C 3 -C 5 alkenoyl; C1-C18 alkanoyloxy, glycidyl, or a group -CH2CH (OH) -G, in which G is a hydrogen, methyl or phenyl, and A is as described in Claim 1 shows good resistance against the damaging effects of light, oxygen and lime

Description

COMPOSITIONS STABILIZED BY DERIVATIVES OF DIOXOPIPERACINILO The invention relates to compositions based on polyoxymethylene, mixtures of polycarbonate with acrylonitrile-butadiene-styrene terpolymer, or functional acrylate resin and crosslinking agent, which are stabilized by the addition of a compound of the class of 3, 3, 5, 5-tetraalkyl-l-piperazin-2,6-dione, the new compounds of this class, the use of novel compounds as stabilizers for organic material against the detrimental effects of light, oxygen and / or heat, and organic materials stabilized accordingly. The structure and numbering of 3,3,5,5-tetraalkyl-piperazin-2,6-dione is as shown in formula with R being alkyl.

The preparation of some of the above compounds, specifically derivatives thereof, and the use of those compounds as stabilizers, for example, for polyethylene, polypropylene, nylon or "BS" is shown by T. Yoshioka "et al., Bull. Chem. Soc. Jap 45, 1855-1860 (1972); Luston and Vass, Makromol. Chem., Macro ol. Symp. (1989), 27; and in the documents US-A-4413096; AC 9: 141068; C.A.96: 104191; US-A-3969316; US-A-3936456; US-A-3928357; US-A-3928330; US-A-3920659; US-A-3919234. It has now been found that certain compounds of class 3, 3, 5, 5-tetraalkyl-piperazin-2,6-dione are especially well suited as stabilizers for polyoxymethylene, blends of polycarbonate with acrylonitrile-butadiene-styrene terpolymer, or coatings based on functional acrylate resin and a crosslinking agent. The invention therefore pertains to a composition comprising (A) a synthetic organic polymer selected from the group consisting of polyoxymethylene, a mixture of polycarbonate with acrylonitrile-butadiene-styrene terpolymer, and a coating system based on a resin of functional acrylate and a crosslinking agent, and (B) as a stabilizer, a compound of the formula I or II wherein p is in the range of 1 to 10; s is in the range of 1 to 8; when s is 1, A is alkyl of Ca-C 8; C 2 -C 8 alkyl, which is substituted by NH 2, hydroxy, halogen and / or Odo or interrupted by -O-, -NH- and / or -NRao-; or A is d-Cjß alkyl substituted by -COORn or phenyl; when s is 2, A is C2-C3al alkylene; alkenylene of C, -C;? 2; C3-C15 alkylene substituted by one or more OH and / or interrupted by one or more of oxygen, phenylene, alkylphenylene of C? -C4, -COO-, -CONH-, when s is 3, A is C3-Cao alcantriyl; C3-C] 2 alkantriyl substituted by OH and / or interrupted by oxygen, -NH- or -NR] 0-; or one of the groups of the formulas (Illa) - (Illd) - (Rß-CO) r R1S- X N. .X- R, s- (CO-R28) - (R9-CO) .- R1B \ - (Rß-CO) - R15- N N ^ X- R1S - CO-R28) - z (Ule) when s is 4, A is C4-C? 0 alkanetrile; C4-Cn2 alkanedryl substituted by OH and / or interrupted by oxygen, -NH- or -NRÍ0-; or one of the groups of the formulas (IVa) - (IVd) • < Ra-CO) - R1S \ - (Rß-CO) r R1B - N N ^ X- R1B 1CO-R28) - T T X- R1s (CO-R28) r (IVC) * (Rß-CO) - R1B R ^ CO-R ,,) .- - (R8-CO) r R15 - NN N- Rls- (CO-R28) - T í (IVd) when s is 5, A is Ci, C] 0 campyntanyl; C-C12 campyntanyl substituted by OH and / or interrupted by oxygen, -NH- or -NR: o-; or one of the groups of the formulas (Va) - (Vc) when s is 6, A is alkanohexyl of Cñ-C? 0; C6-C12 alkanohexyl substituted by OH and / or interrupted by oxygen, -NH- or -NR1 -; or one of the groups of formulas (Way) - (Vlf) (fl ^ -CO) - R1S -N- R1b - (CO-R3l) - (Vlb) - (Rß-CO) rR15 R '? 1.5, < CO-Rßß) 'fi * (Rß-CO) -R. N? -X-R'15-X N N -R ^ -CO-R ^ - (VIC) - (R.-CO), - R. X- R, (CO-R9); when s is 7, A is C7-C10 alkathheptayl; C7-C] alkanheptayl substituted by OH and / or interrupted by oxygen, -NH- or -NR] 0-; or one of the groups of formulas (Vlla) - (Vlld) - (R8-CO) rR, 5 R 'l15? < CO-R8) 1 \ - (R.-CO) r R1S- N N X- R'15-X ^ N N - R, s- (CO-R8) r ? r-R, 5- - (CO-R.) - (Vla) R15- (CO-R9) - • when s is 8, A is C 0 -C 0 alkanoyl; C0-C12 alkanoyl substituted by OH and / or interrupted by oxygen, -NH- or -NR? -; or one of the groups of formulas (Villa) - (Vlllb) - (R8-CO) r R1s R15 - (co-R8> i- \ - (R8-CO) - R15 - N N ^ X- R'15 -X N N - R15 - (CO-R8) G - (Viiib) • the index i is zero or 1; RT, R2, R3 and R4 / independently of each other, are C?-C4 alkyl, or Ri and R2 or R3 and R4, together with the carbon atom to which they are attached, form a cyclopentyl or cyclohexyl ring; Rs is hydrogen; C-β-C? B alkyl; oxyl; OH; CH2CN; C? -C? H alkoxy; C5-C? 2 cycloalkoxy; C3-C0 alkenyl; alkynyl of Qj-Cs; phenylalkyl of C - / - C] 2; C7-C15 phenylalkyl, which is substituted on the phenyl ring by 1, 2 or 3 radicals selected from C? -C4 alkyl and Ct-C4 alkoxy; phenylalkoxy of Cy-Ci, "C7-C5 phenylalkoxy" which is substituted on the phenyl ring by 1, 2 or 3 radicals selected from C 1 -C 4 alkyl and C 1 -C 4 alkoxy, or R 5 is alkanoyl of C? -CQ; alkenoyl of C3-C5; C? -C18 alkanoyloxy; glycidyl; or a group -CH2CH (OH) -G, in which G is a hydrogen, methyl or phenyl; s and 9 / and R @ 29/30 / R31, 32 and 3 / independently of one another, are C 1 -C 4 alkylene; Rio is C? ~ C8 alkyl, C? -C8 alkanoyl, Cs-C? 2 cycloalkyl, C7-C1S phenylalkyl, which is unsubstituted or substituted on the phenyl ring by a radical selected from C-alkyl? ? -C4 and Cj-Cj alkoxy; or R10 is C] -C8 alkyl or Ca-C8 alkanoyl substituted by OH, C] -C? alkoxy and / or a benzophenonyl or benzophenonyloxy residue, wherein one or both of the phenyl rings of the of the benzophenone, are not substituted or substituted by OH, halogen, Ct.-C4 alkyl and / or alkoxy of Rn is C? -C? 8 alkyl; C 2 -C 8 alkyl, which is substituted by NH 2 /NHR 10, N (Ri 0) 2 nitro, hydroxy and / or C 1 -C 8 alkoxy; C3-C? 8 alkenyl; Cb-Ca cycloalkyl ?; C3-C2 cycloalkyl, which is substituted by alkyl of X-C and / or interrupted by -0-; R1 / Rj.3 and Ri r independently of each other, are C2-C? Alkylene; C3-C2 alkylene substituted by OH and / or interrupted by oxygen, phenylene, alkylphenylene of C? -C4 / -NH- or -NR10-; C4-C2 alkenylene; ib and '15 / independently of each other, are alkylene of C2-C? 0; C3-C2 alkylene substituted by OH and / or interrupted by oxygen, phenylene, alkylphenylene of C? -C4, Ri6 is C3-C10 alkanthiyl / C3-C2 alkanthiyl substituted by OH and / or interrupted by oxygen, -NH or -NR10-; R1-7 is C4-C? Or C / C? C-alkyntetryl substituted by OH and / or interrupted by oxygen, -NH- or -NR10-; R] 8 is C 5 -C 10 -carbapentanyl, * C 12 -cyclopentanyl substituted by OH and / or interrupted by oxygen, -NH- or -NR 10-; R 9 is C 1 -Cyclohexalkyl / alkanohexyl of Cf, -C 2 substituted by OH and / or interrupted by oxygen, -NH- or -NR 10-; X is -0-, -NH- or -N (R10) ~; Xi, X2, X3, X4, Xi, Xβ, 7 and Xβ, independently of one another, are -O- or -NH-; And it is -0- or a residue of the formula Z means halogen, NH2, NHRX0, N (R? 0) 2 or Ci-Q alkoxy; Zi has one of the meanings given for Z or is When one of the compounds contains more than one group denoted by the same symbol, those groups can be the same or different, within their defined meanings. Alkylene, cycloalkylene or alkenylene residues can be attached on different carbon atoms or on the same carbon atom, thus encompassing the alkylidene, cycloalkylidene and alkenylidene, respectively. All residues, where appropriate, may be straight or branched chain, unless otherwise indicated. Heretofore, atoms are not carbon atoms, for example N, O, S or P atoms. Alkyl or alkylene interrupted by hetero groups, such as oxygen or cycloalkylene, can be interrupted by one or more of those groups, no OO, ON, etc. links exist. The index s is the valence of A; for example, A as alkyl is a monovalent saturated hydrocarbon residue, A as alkylene is a divalent saturated hydrocarbon residue, A as alcantriyl is a trivalent saturated hydrocarbon residue, A as an alkanetrile is a tetravalent saturated hydrocarbon residue, A as an alkpentanyl is a pentavalent saturated hydrocarbon residue, A as alkanohexayl is a hexavalent saturated hydrocarbon residue, A as alkheptanyl is a residue of heptavalent saturated hydrocarbon, and A as alkanoctayl is an octovalent saturated hydrocarbon residue. A residue, which is interrupted, is interrupted in a single carbon-carbon bond. A residue, which is interrupted and / or substituted may be a residue interrupted in one or more single carbon-carbon bonds, by one or more divalent switch groups, a residue substituted by one or more monovalent substituents, or a residue, which is interrupted in one or more single carbon-carbon bonds, by one or more divalent switch groups and substituted by one or more monovalent substituents. Thus, examples for A as C3-Ci5 alkylene substituted by one or more OH and / or interrupted by oxygen, phenylene, C-C alkyl, -COO-, -C0NH-, - NH- or -NRio -, include the groups of the formulas CH2CH (OH) CH2, CH2-C (CH2OH) 2-CH2, (CH2) 2-N (CHO) - (CH2) 2 / (CH2) 2-NH- (CH2) 2 , (CH2) 2-0- (CH2) 2, (CH2) 2-0- (CH2) 2-0- (CH2) 2, CH2-C0-0- (CH2) 2-0- (CH2) 2- 0-CO-CH2, CH2-C0-0- (CH2) 6-0-C0-CH2, CH2-C0-0- (CH2) 2-0-C0-CH2. The halogen is preferably chlorine or bromine, especially chlorine. The C6-C2 aryl is preferably phenyl or naphthyl, especially phenyl. The compounds of the invention can be pure or be mixtures of compounds.

Ri R2, R3, R4, Rs, Rio as alkyl are, within the given definitions, for example methyl, ethyl, propyl, such as n- or isopropyl, butyl such as n-, iso-, sec- and ter -butyl, pentyl, hexyl, heptyl, octyl, nonyl, decyl, undecyl, dodecyl, tridecyl, tradecill, pentadecyl, hexadecyl, heptadecyl or octadecyl. Rs, R9, R12 Ri3 / i4r R15 / R '15 RzS- * .33 co or alkylene are, within the definitions given, for example, methylene, 1,2-ethylene, 1,1-ethylene, 1,3- Propylene, 1,2-propylene, 1,1-propylene, 2, 2-propylene, 1,4-butylene, 1,3-butylene, 1,2-butylene, 1,1-butylene, 2, 2- butylene, 2,3-butylene, or - C5H0-, - CGHI2-, C7H1, - CaHg-, - C? > H2o- / - CnH22-, - C? 2H24 -, ^? 3H2f; -, - C? H28-, - C t, H3o-, - CifiH32-, - C17H.-J4 -, RR, R9 and R2e-R33 are especially preferred as methylene. In R5, R10 / Rn as cycloalkyl or C5-C12 cycloalkoxy / the cycloalkyl part is, for example, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, cyclononyl, cyclodecyl, cycloundecyl or cyclododecyl. C5-C12-cycloalkenyl includes cyclopentenyl, cyclohexenyl, cycloheptenyl, cyclooctenyl, cyclononenyl, cyclodecenyl, cycloundecenyl, cyclododecenyl. Cycloalkyl or phenyl substituted with alkyl or Ci-C-alkoxy (containing 1-3, for example 1 or 2 groups alkyl), includes inter alia 2- or 4-methylcyclohexyl, dimethylcyclohexyl, trimethylcyclohexyl, t-butylcyclohexyl, methylphenyl, methoxyphenyl, dimethylphenyl. Phenylalkyl or phenylalkoxy are alkyl or alkoxy, each of which is substituted by phenyl. Ri, Rio as phenylalkyl or phenylalkoxy are, within the definitions given, for example benzyl, benzyloxy, α-methylbenzyl, α-methylbenzyloxy, cumyl, cumyloxy. R5 and Rio as alkanoyl are, for example, formyl, acetyl, propionyl, butyryl, pentanoyl, octanoyl; Rj, as alkanoyl is preferred as C2-C8 alkanoyl, especially acetyl. Alkenoyl residues, such as in the definition of R5, are more preferably acryloyl or methacryloyl. The alkenyl residues, such as in the definition of R 1, are more preferably, allyl. X is preferably NH; X? ~ Xß are more preferably O; Z is most preferably N (R? 0) 2; i is more preferably zero. The index p is preferably in the range of 2-6. A preferred blend of polycarbonate with acrylonitrile-butadiene-styrene terpolymer (component (A) of the previous composition), is a mixture of 10 to 90 parts by weight of polycarbonate, with 90 to 10 parts by weight of acrylonitrile-butadiene-styrene terpolymer. It should be understood that the polycarbonates contained in these mixtures are especially those polymers of the repeated constitutional unit, which corresponds to the formula, where W is a phenolic radical divalent The examples of W are given inter alia in US-A-4960863 and DE-A-3922496. it can be derived, for example, from hydroquinone, resorcinol, dihydroxybiphenylene or bisphenols in the broadest sense of the terms, such as bis (hydroxyphenyl) alkanes, cycloalkanes, sulfides, ethers, ketones, sulfones, sulfoxides, a, '-bis ( hydroxyphenyl) -diisopropylbenzenes, for example, the compounds 2,2-bis (4-hydroxyphenyl) propane, 2,2-bis (3,5-dimethyl-4-hydroxyphenyl) -propane, 2, 2-bis (3, 5 -dichloro-4-hydroxyphenyl) propane, 2,2-bis (3,5-dibromo-4-hydroxyphenyl) propane, 1,1-bis (4-hydroxy-phenyl) cyclohexane, or of the bisphenols of the formulas The composition of the invention preferably contains, as additional component (C), a UV absorber of the class of benzotriazoles, o-hydroxyphenyl-s-triazines and / or benzophenones, examples of which are listed below.

The preferred composition is, wherein in the compound of formula I (component B), s is in the range of 2 to 6; when s is 2 A is alkylene of C2-C? o; C3-C2 alkylene substituted by OH and / or interrupted by oxygen, -NH- or -NR? 0-; or a group of the formula -R8-COO-R? 2-OCO-R9- (lia); when s is 3, A is a group of the formula (Illa) when s is 4, A is one of the groups of formulas (IVa) or (IVd) when s is 5, A is a group of the formula (Va) when s is 6, A is one of the groups of the formulas (VIb) - (Vlf) The index i is zero or 1; R, R2, R3 and R f independently of one another, are methyl; R5 is hydrogen; C 3 -C 8 alkyl; oxyl; OH; C? -C? 8 alkoxy; C5-C2 cycloalkoxy; alkenyl of C:! - Ctt; or Rb is C] -C8 alkanoyl; C3-C5 alkenoyl; C? -C? 8 alkanoyloxy; glycidyl; or a group -CH2CH (OH) -G, in which G is hydrogen, methyl or phenyl; p and .9 / and 2c / R29 R30 / 31 32 and.-ia / independently of one another, are methylene; Rio is C 1 -C 8 alkyl, C 1 -C 8 alkanoyl, C 1 -C 2 cycloalkyl; R 2 is C 2 -C 0 alkylene; or alkylene of C3-Cj2 interrupted by oxygen, -NH- or -NR? 0 ~; R15 and R 'IB, independently of one another, are C2-C2 alkylene; Riv is C4-C0 alkanetrile; Ris is C3-C? -cyclopentanyl 0; X is -O-, -NH- or -N (R? O) -; Xi 2 3/4, s s / 7 and o / independently of one another, are -O- or -NH-; and Z means NHR10, N (RT0) 2 or C? -C4 alkoxy- Many compounds of component B above are novel. The invention therefore also relates to a compound of the formula (Ir) or (II) wherein p is in the range of 1-10; s is in the range of 1 to 8, preferably 2 to 8; Ri, R, R3 and R4, independently of each other, are C? -C4 alkyl; R & it is hydrogen; C C alkyl "; oxyl; OH; CHCN; C? -C? 8 alkoxy; C5-C] cycloalkoxy] 2; C3-C8 alkenyl; C3-C8 alkynyl; phenylalkyl of C-C 2; C7-Cib phenylalkyl, which are substituted on the phenyl ring by 1, 2 or 3 radicals selected from C 1 -C 4 alkyl and C 1 -C alkoxy; C7-Ci phenylalkoxy; P / C phenylalkoxy? , which are substituted on the phenyl ring by 1, 2 or 3 radicals selected from C? -C4 alkyl and C-C? alkoxy?; or Rb is C? ~ C8 alkanoyl; C3-C alkenoyl; C alcan-C ?B alkanoyloxy; glycidyl; or a group -CH2CH (OH) -G, in which G is hydrogen, methyl or phenyl; when s is 1, A is C2-C18 alkylene; R 3 O is substituted by C 1 -C 8 alkyl or C 8 -C 8 alkanoyl substituted by a benzophenonyl or benzo-tenonyloxy residue, wherein one or both of the phenyl rings of the benzophenone portion are unsubstituted or substituted. substituted by OH, halogen, C? -C4 alkyl and / or C? -CL8 alkoxy; when s is 2 A is C3-C alkylene substituted by one or more OH and / or interrupted by one or more oxygen, phenylene, - ??? Ny? -alkylphenylene of Ca-C4, -COO-, -CONH-, • N * AN -NH- and / or -NR-io-; or A is C4-C alkenylene; z. N. and when R5 is not hydrogen, A also embraces C2-C6 alkylene; C2-C] alkylene] interrupted by phenylene or alkylphenylene of Ca-C4; when s is 3, A is C 3 -C 10 alkantriyl C 3 -C 32 alkanthiyl substituted by OH and / or interrupted by oxygen, -NH- or -NR 10 ~; or one of the groups of the formulas (Illa) - (Illd) - (R8-CO) j * R15 - X ^ N ^ .X- R15"(CO-R2a) - (lllb) - (R9-CO) .- R15- X - (R9-CO) - R1B • (R "-CO) - R15- N N ^ X- R151CO-R2B) .- N and (HIc) when s is 4, A is C4-C? 0 alkanetrile; C4-C12 alkyntetrile substituted by OH and / or interrupted by oxygen, -NH- or -NR10-; or one of the groups of the formulas (IVa) - (IVd) (Rg-CO) - R1B R15- (CO-R28) .- - (Rβ-CO) rR1s-N NN-R1s- (CO-R28) .- when s is 5, A is Cb-C10 campyntanyl; C.sub.1; -C.sub.2 -pentanyl substituted by OH and / or interrupted by oxygen, -NH- or -NR.sub.10 ~; or one of the groups of the formulas (Va) - (Vc) when s is 6, A is C6-C6 alkanohexyl; C6-C] alkanohexyl substituted by OH and / or interrupted by oxygen, -NH- or -NRu > -; or one of the groups of formulas (Way) - (Vlf) - (R8-CO) rR15 R * ^ 15 CO-R < .¡) ', i- 1 \ / (Rß-CO) -R1s-N N_X-R'15-XN N-R15-CO-R8) - (Vlc) (Rg-CO) .-- R15- X X -R16- (CO-R9) - when s is 7, A is C7-C10 alkathheptayl; C / -C12 alkanheptayl substituted by OH and / or interrupted by oxygen, -NH- or -NR10-; or one of the groups of formulas (Vlla) - (Vlld) - (Ra-CO) rR, s R ^ CO-Ra) - A / - (Rß-CO) R, s-N N X- R'i5-? -R ^ -ÍCO-R ^ j- -. { a-CO ^ R15 X N- R1S -. { CO-Ra) - (VHa) 15- (CO-Rß) - when s is 8, A is C 8 -C 8 alkanoctayl; C (J-C 2) alkanoctane substituted by OH and / or interrupted by oxygen, -NH- or -NR 10-, or one of the groups of the formulas (Villa) - (Vlllb) - (Vllla) (Vfílb) the index i is zero or 1; RB and Rg, and 20? < 5 / R30 / 31/32 and 33, independently of one another, are methylene, and when R5 is not hydrogen, it additionally embraces ethylene; Rio is C? -C8 alkyl, C? -C (C) alkanoyl, C5-C cycloalkyl? / C7-Cb phenylalkyl, which is unsubstituted or substituted on the phenyl ring by a radical selected from C 1 -C 4 alkyl and C 1 -C 4 alkoxy; Ri 2, R 3 and R 14, independently of each other, are C 2 -C 0 alkylene; C3-C12 alkylene substituted by OH and / or interrupted by oxygen, phenylene, alkylphenylene of C? -C4, -NH- or -NR10-; Alkenylene of C4-Cn2; Ris and R'15, independently of one another, are C 2 -C 0 alkylene; C3-C12 alkylene substituted by OH and / or interrupted by oxygen, phenylene, alkylphenylene of C-i-C-, Rps is C3-C? 0 alkantriyl; C: J-C12 alcantriyl substituted by OH and / or interrupted by oxygen, -NH or -NR-, 0-; R 17 is C, -C 0 alkenyl ether; C4-C2 alkanedryl substituted by OH and / or interrupted by oxygen, -NH- or -NR10-; R? 8 is C5-C? C.sub.3 -C.sub.2 -C.sub.pentanyl substituted by OH and / or interrupted by oxygen, -NH- or -NR.sub.10-; R19 is C6-C6 alkanohexyl; C < , -Ci 2 substituted by OH and / or interrupted by oxygen, -NH- or -NR 10-; X is -O-, -NH- or -N (R? O) -; Xi, X2, X3, X4, X5 / X6, independently of each other, are -O- or -NH-; And it's -O- or a residue of the faith Z means halogen, NH2, NHR10, N (R? 0) 2 or d-C alkoxy; Zi has one of the given meanings for Z or is -X-RV.5-XH and Z2 is H or a residue of the formula Preferred meanings in formula (I ') include those given by formula (I), where appropriate.

Also preferred is a compound of the formula (I ') or (II), wherein p is in the range of 2-6, s is in the range of 2 to 8; Ri, R2, R3 and R4, independently of one another, are methyl or ethyl; R5 is hydrogen; C? -C? 8 alkyl; oxyl; OH; CH2CN; C? -C? 8 alkoxy; C5-C? 2 cycloalkoxy; C3-C8 alkenyl; C7-C2 phenylalkyl; C7-C phenylalkoxy?; or Rb is C? -C8 alkanoyl; C3-C5 alkenoyl; C? -C? 0 alkanoyloxy; glycidyl; or a group -CH2CH (OH) -G, in which G is hydrogen, methyl or phenyl; when s is 2A is C3-C2 alkylene substituted by OH and / or interrupted by oxygen, -NH- or -NRt0-; C4-C alkenylene; or one of the groups of formulas (lia) - (lie) -R8-COO-R12-OCO-R9-- -R8-CONH-R13-NHCO-R9-; -R8-COO-R14-NHCO-R9-; (lia) (llb) (He) ( (Rg-CO) .- R15 - < R8-CO) -R, 5-N and when R 5 is not hydrogen, A also embraces C 2 -C 0 alkylene; C 2 -C 0 alkylene interrupted by phenylene or C 1 -C 4 alkylphenylene; when s is 3, A is C3-C alkytriyl 0; or one of the groups of the formulas (Illa) - (Illd) - (R "-CO) - r, 5 ~ X N .X- R1s- (CO-R28) - 'Y (lllb) - (Rg-CO) .- R15 ~ -X z (Ule) when s is 4, A is C4-C alkylenitrile 0 or one of the groups of the formulas (IVa) - (IVd) when s is 5, A is C5-C? -cyclopentanyl; or a group of formula (Va) when s is 6, A is C6-C alkanohexyl? >; or one of the groups of the formulas (VIb) - (Vlf) (R30-CO) - R15 -N- R1B "(CO-Ra,) * (Vlb) when s is 7, A is C 7 -C 0 alkanheptayl; when s is 8, A is C 8 -C 0 alkanoyl; or one of the groups of formulas (Villa) - (VIIIb); the index i is zero or 1; R8 and R9, and R28 R29 R30, R31, R 2 and R 33, independently of one another, are methylene; Rio is C 1 -C 8 alkyl, C 1 -C 8 alkanoyl, C 5 -C 6 cycloalkyl, C 7 -C 5 phenylalkyl; R 12, 13 and R 4, independently of one another, are C 2 -C 0 alkylene; C3-C2 alkylene substituted by OH and / or interrupted by oxygen, -NH- or -NR? 0-; C4-C2 alkenylene; R15 and R'is / independently of each other, are C2-C6 alkylene; C3-C2 alkylene substituted by OH and / or interrupted by oxygen, phenylene, C1-C4 alkylphenylene, -NH- or -NR10-; Ris is C3-C? 0 alkantriyl; R? 7 is C4-C? 0 alkanetrile; Ris is C5-C? 0 campyntanyl; X is -O-, -NH- or -N (R? O) -; i / X? r X3 / X / s, independently of one another, are -O- or -NH-; 'and Z means halogen, NH2, NHR10, N (R? 0) 2 or C? ~ C4 alkoxy. An especially preferred compound is that of the formula (I ') / wherein s is in the range of 2 to 6; R, R2, R3 and R4, independently of one another, are methyl or ethyl; R5 is hydrogen; C? -C? 8 alkyl; oxyl; OH; CH2CN; C? -C? 8 alkoxy; C5-Ci2 cycloalkoxy; C3-C8 alkenyl; C7-C2 phenylalkyl; C7-C5 phenylalkoxy; or R5 is C? -C8 alkanoyl; C3-C5 alkenoyl; CIL-CI8 alkanoyloxy; glycidyl; or a group -CH2CH (OH) -G, in which G is hydrogen, methyl or phenyl; when s is 2A is C3-C2 alkylene substituted by OH and / or interrupted by oxygen, -NH- or -NR? 0-; C4-C2 alkenylene; or a group of the formula (bundle) -Rg-COO-Rxz-OCO-Rg- (Ha) and when R5 is not hydrogen, A also embraces alkylene C2 ~ C? O; when s is 3, A is C3-C alkytriyl 0; or one of the groups of the formulas (Illa), (Illb) or (Illd); when s is 4, A is C4-C alkylacetyl; or one of the groups of the formulas (IVa), (IVb) or (IVd); when s is 5, A is C5-C? -cyclopentanyl; when s is 6, A is one of the groups of the formulas (VIb) - (VIf); the index i is zero or 1; or and 9 and 28 / R29 / 30 / R3 / 32 and R3, independently of one another, are methylene; Rio is C? -C8 alkyl, C? -C8 alkanoyl, Cs-C? 2 cycloalkyl; R 12 is C 2 -C 0 alkylene; C3-Ca2 alkylene substituted by OH and / or interrupted by oxygen, -NH- or -NR? 0-; R] 5 and R'15, independently of one another, are C 2 -C 0 alkylene; R <6> is C3-C [alpha] 0 alkanthyl; R17 is C4-C6 alkynedryl; X is -O-, -NH- or -N (R? 0) -; Xx, X2, X3, X4, independently of each other, are -OR- or -NH-; and Z means halogen, NHRio, or N (R10) 2. More preferred is a compound of the formula (I '), wherein s is 2, 3, 4 or 6; Ri, R2, R3 and R4 are methyl; R5 is hydrogen; C? -C8 alkyl; C? -C18 alkoxy; cyclohexyloxy; allyl; benzyl; acetyl; C3-C4 alkenoyl; glycidyl; when s is 2 A is C 3 -C 0 alkylene substituted by OH or interrupted by oxygen, -NH- or -NR 0-; or a group of the formula -R8-COO-R? 2-OCO-R9- (ly); and when R is not hydrogen, A also embraces C2-C10 alkylene; when s is 3, A is a group of the formula (Illa); when s is 4, A is a group of the formula (IVa) or (IVd); when s is 6, A is a group of the formula (VIe); the index i is zero; R8 and R9, and R28, R29, R30- R31 R32 and R33 are methylene; Rxo is C 1 -C 8 alkyl, formyl, acetyl, or cyclohexyl; R 12 is C 2 -C 0 alkylene; or C3-C10 alkylene interrupted by oxygen; R15 and Rdb, independently of one another, are C2-C6 alkylene; R? 7 is C4-C? 0 alkanetrile; x is -NH-; z sig ica N (R? 0) 2. The preparation of the compounds of the formula I or I 'can start from the compound 3,3,5,5-tetraalkyl-piperazin-2,6-dione and can be followed or carried out by analogy with the methods described in documents cited on page 1, or the standard procedures described in organic chemistry textbooks; examples of such methods are alkylation (trans) esterification or etherification, substitution, etc. The compounds thus obtained can be further derived by applying the suitable synthetic methods, known in the art, for example, in analogy to the methods described in EP-A-375612, US-A-5204473, US-A-5004770, and Kurumada et al., J. Polym. Sci., Poly. Chem. Ed. 23, 1477 (1985), as well as US-5449776, example 8, and the publications cited therein, for the modification of the piperidine derivatives. The novel compounds of the present invention can be used with advantage to stabilize the organic material against the damaging effect of light, oxygen and / or heat. They are notable for their high substrate compatibility and good substrate persistence. Examples of materials to be stabilized according to the invention 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 cycloolefin polymers, for example of cyclopentene or norbornene, polyethylene (which may be optionally cross-linked), for example high density polyethylene (HDPE), high molecular weight and high density polyethylene (HDPE-HMW), ultra high molecular weight polyethylene and high density (HDPE-UHMW), medium density polyethylene (MDPE), low density polyethylene (LDPE), low density polyethylene, linear (LLDPE), (VLDPE) and (ULDPE).

The polyolefins, for example, 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 under high pressure and at elevated temperature ). b) catalytic polymerization using a catalyst that normally contains one or more than one metal of groups IVb, 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 which may be p- or coordinated. These metal complexes may be in free or fixed form on the substrate, typically on activated 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 can be used as additional activators, typically metal alkalis, metal hydrides, metal alkyl halides, metal alkyl oxides or metal alkyloxanes, 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. Those Catalyst systems are usually called Phillips catalysts, Standard Oil Indiana, Ziegler (-Natta), TNZ (DuPont), metallocene or single site (SSC). 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) and mixtures thereof, with low density polyethylene (LDPE), copolymers propylene / but-1-ene, propylene / isobutylene copolymers, ethylene / but-1-ene copolymers, ethylene / hexene copolymers, ethylene / methylpentene copolymers, ethylene / heptene copolymers, ethylene / octene copolymers, copolymers of propylene / butadiene, isobutylene / isoprene copolymers, ethylene / alkyl acrylate copolymers, ethylene / alkyl methacrylate copolymers, ethylene / vinyl acetate copolymers and their copolymers with carbon monoxide or ethylene / acrylic acid copolymers and their you go out (ionomers), as well as terpolymers of ethylene with propylene and a diene such as hexadiene, dicyclopentadiene or ethylidene-norbornene; and blends of such copolymers with each other and with the polymers mentioned in 1) above, for example polypropylene / ethylene-propylene copolymers, LDPE / ethylene-vinyl acetate (EVA) copolymers, LDPE / ethylene-acrylic acid copolymers (EAA) ), LLDPE / EVA, LLDPE / EA and alternating or random polyalkylene / carbon monoxide copolymers and mixtures thereof, with other polymers, for example polyamides. 4. Hydrocarbon resins (eg C5-C9), including hydrogenated modifications thereof (eg, adhesives) and mixtures of polyalkylenes and starch. 5. Polystyrene, poly (p-methylstyrene), poly (α-β-methylstyrene). 6. Copolymers of styrene or a-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 copolymers of styrene and of another polymer, for example a polyacrylate, a diene polymer 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. Grafted copolymers of styrene or α-methylstyrene, for example styrene on polybutadiene, styrene on polybutadiene-styrene or copolymers of polybutadiene-acrylonitrile; styrene and acrylonitrile (or methacrylonitrile) on polybutadiene; styrene, acrylonitrile and methyl methacrylate on polybutadiene; styrene and maleic anhydride on polybutadiene; styrene, acrylonitrile and maleic anhydride or maleimide on polybutadiene; styrene and maleimide on polybutadiene; styrene and alkyl acrylates or methacrylates on polybutadiene; styrene and acrylonitrile on ethylene / propylene / diene terpolymers; styrene and acrylonitrile on polyalkyl acrylates or polyalkyl methacrylates, styrene and acrylonitrile on acrylate / butadiene copolymers, as well as mixtures thereof with the copolymers listed under 6), for example the copolymer mixtures known as ABS, MBS, ASA or AES . 8. Halogen-containing polymers such as polychloroprene, chlorinated rubbers, chlorinated and brominated copolymer of isobutylene-isoprene (halobutyl rubber), chlorinated or chlorosulfonated polyethylene, ethylene and chlorinated ethylene, epichlorohydrin homo- and copolymers, especially polymers of Vinyl compounds containing halogen, for example polyvinyl chloride, polyvinylidene chloride, polyvinyl fluoride, polyvinylidene fluoride and copolymers thereof such as vinyl chloride / vinylidene chloride, vinyl chloride / vinyl acetate or vinylidene chloride / vinyl acetate. 9. Polymers derived from α, β-unsaturated acids and derivatives thereof, such as polyacrylates and polymethacrylates; polymethyl methacrylates, polyacrylamides and polyacrylonitriles, modified by impact with butyl acrylate. 10. Copolymers of the monomers mentioned under 9) with each other or with other unsaturated monomers, for example acrylonitrile / butadiene copolymers, acrylonitrile / alkyl acrylate copolymers, acrylonitrile / alkoxyalkyl acrylate or acrylonitrile / halide vinyl or terpolymers of acrylonitrile / alkyl methacrylate / butadiene. 11. Polymers derived from unsaturated alcohols and amines or the acyl derivatives or acetals thereof, for example polyvinyl alcohol, ethyl polivinio stearate, polyvinyl benzoate, polyvinyl maleate, polyvinyl, polyvinyl butyral, polyallyl phthalate or polyallyl melamine; as well as their copolymers with the olefins mentioned in 1) above. 12. Homopolymers and copolymers of cyclic ethers, such as polyalkylene glycols, polyethylene oxide, polypropylene oxide or copolymers thereof 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 hydroxyl-terminated polyethers, polyesters or polybutadienes on the one hand and aliphatic or aromatic polyisocyanates on the other hand, as well as precursors thereof. 16. Polyamides and copolyamides derived from diamines and dicarboxylic acids and / or from 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 and / or terephthalic acid and with or without an elastomer as a modifier, for example poly-2, 4, -trimethylhexamethylene terephthalamide or poly-m-phenylene isophthalamide; and also block copolymers of the aforementioned polyamides with polyolefins, olefin copolymers, ionomeric 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, polyesterimides, polyhydantoins and polybenzimidazoles. 18. Polyesters derived from dicarboxylic acid and diols and / or hydroxycarboxylic acids or the corresponding lactones, for example polyethylene terephthalate, polybutylene terephthalate, poly-1,4-dimethylcyclohexane terephthalate and polyhydroxybenzoates, as well as copolyether esters in derived blocks of hydroxyl terminated polyethers; and also polyesters modified with polycarbonates or MBS. 19. Polycarbonates and polyester carbonates. 20. Polysulfones, polyether sulfones and polyether ketones. 21. Crosslinked polymers derived from aldehydes on the one hand and phenols, ureas and melamines on the other hand, such such as phenol / formaldehyde resins, urea / formaldehyde resins and melaraine / formaldehyde resins. 22. Dry and non-dried alkyl resins. 23. Unsaturated polyester resins derived from copolyethers of saturated and unsaturated dicarboxylic acids with polyhydric alcohols and vinyl compounds as crosslinking agents, and also halogen-containing modifications thereof, of low flammability. 24. Crosslinkable acrylic resins derived from substituted acrylates, for example, apoxy acrylates, urethane acrylates or polyester acrylates. 25. Alkyd resins, polyester resins and acrylate resins crosslinked with melamine resins, urea resins, isocyanates, isocyanurates, polyisocyanates or epoxy resins 1 26. Crosslinked epoxy resins derived from aliphatic, cycloaliphatic, heterocyclic or aromatic glycidyl compounds, by example products of diglycidyl or bisphenol A ethers and bisphenol F, which are crosslinked with customary hardeners, such as anhydrides or amines, with or without accelerators. 27. Natural polymers, such as cellulose, rubber, gelatin and chemically modified homologous derivatives thereof, for example, cellulose acetate, cellulose propionates and cellulose butyrates, or ethers of cellulose, such as * methyl cellulose; as well as colophon resins and their derivatives. 28. Mixtures of the aforementioned polymers (polyblends), for example PP / EPDM, Poly-abound / 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 / ABS or PBT / PET / PC. The invention therefore also provides compositions comprising A) an organic material, which is sensitive to oxidative, thermal and / or actinic degradation, and B) at least one compound of formula 1", and provides for the use of the compounds of formula I 'to stabilize the organic material against oxidative, thermal or actinic degradation.The effects of inter alia degradation may be discoloration, breakage or molecular accumulation.Thus, the invention likewise encompasses a method for stabilizing organic material against thermal, oxidative and / or actinic breakage / accumulation, which comprises applying or adding at least one compound of formula I 'to this material.

In general, the compounds of formula I or I 'are added to the material to be stabilized in amounts of 0.1 to 10%, preferably 0.01 to 5%, in particular 0.01 to 2% (based on the material to be stabilized) . Particular preference is given to the use of the novel compounds in amounts of 0.05 to 1.5%, especially 0.1 to 0.5%. In addition to the compounds of formula I or 1 ', the novel compositions may comprise, as additional component C, one or more conventional additives such as, for example, those indicated below.

Antioxidants 1. 1 Alkylated monophenols, for example 2, 6-di-tert-butyl-4-methylphenol, 2-tert-butyl-4,6-di-methylphenol, 2,6-di-tert-butyl-4-ethylphenol, 2, 6-di-tert-butyl-4-n-butylphenol, 2,6-di-tert-buyl-4-isobutylphenol, 2,6-dicyclopentyl-4-methylphenol, 2- (a-methylcyclohexyl) -4, 6-dimethyl-phenol, 2,6-dioctadecyl-4-methyl-phenol, 2,4,6-tricyclohexylphenol, 2,6-di-tert-butyl-4-methoxymethylphenol, nonylphenols, which are linear or branched in the side chains, for example, 2,6-di-nonyl-4-methylphenol, 2,4-dimethyl-6- (1 '-methylundec-1'-yl) phenol, 2,4-di-methyl-1-6- ( 1 '-methylheptadec-1' -yl) phenol, 2,4-dimethyl-1-6- (1-methyl-tridec-1'-yl) phenol and mixtures thereof. 1. 2. Alkyltiomethylphenols, for example 2, 4-dioctylthiomethyl-6-tert-butylphenol, 2,4-dioctylthiomethyl-6-methylphenol, 2,4-dioctylthiomethyl-6-ethylphenol, 2,6-di-dodecylthiomethyl-4-nonyl- phenol. 1. 3. Hydroquinones and alkylated hydroquinones, for example 2,6-di-tert-butyl-4-methoxy-phenol, 2,5-di-tert-butylhydroquinone, 2,5-di-tert-amylhydroquinone, 2,6 -diphenyl-4-octa-decyloxyphenol, 2,6-di-tert-butylhydroquinone, 2,5-di-tert-butyl-4-hydroxyanisole, 3,5-di-tert-butyl-4-hydroxyanisole, stearate of 3 , 5-di-tert-butyl-4-hydroxyphenyl, bis- (3,5-di-tert-butyl-4-hydroxyphenyl) adipate. 1. 4. Tocopherols, for example α-tocopherol, β-tocopherol, β-tocopherol, d-tocopherol and mixtures thereof (Vitamin E). 1. 5. Hydroxylated thiodi enyl ethers, for example 2,2'-thiobis (6-tert-butyl-4-methylphenol), 2,2'-thiobis (4-octylphenol), 4,4'-thiobis (6-ter- butyl-3-methylphenol), 4,4'-thiobis (6-tert-butyl-2-methylphenol), 4,4'-thiobis- (3,6-di-sec-amylphenol), 4,4'-bis (2,6-dimethyl-4-hydroxyphenyl) disulfide. 1. 6. Alkylidenebisphenols, for example 2, 2'-methylenebis (6-tert-butyl-4-methylphenol), 2,2'-methylenebis (6-tert-butyl-4-ethyl- phenol), 2,2'-methylenebis [4-methyl-6- (a-methylcyclohexyl) -phenol], 2,2'-methylenebis (4-methyl-6-cyclohexylphenol), 2,2'-methylenebis- (6-nonyl-4-methylphenol), 2,2'-methylenebis (4,6-di-tert-butyl- phenol), 2,2'-ethylidanbis (4,6-di-tert-butyl-phenol), 2,2'-ethylidenebis (6-tert-butyl-4-isobutylphenol), 2,2'-methylenebis [6-) (a-methylbenzyl) -4-nonylphenol], 2,2 '-methylenebis [6- (a, di-methylbenzyl) -4-nonylphenol], 4,4'-methylenebis (2,6-di-ter- butyl-phenol), 4,4'-methylenebis (6-tert-butyl-2-methylphenol), 1,1-bis (5-tert-butyl-4-hydroxy-2-methylphenyl) butane, 2,6-bis (3-tert-Butyl-5-methyl-2-hydroxybenzyl) -4-methylphenol, 1, 1, 3-tris (5-tert-butyl-4-hydroxy-2-methylphenyl) butane, 1, 1-bis ( 5-tert-butyl-4-hydroxy-2-methyl-phenyl) -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-tert-butyl-4-methylphenyl ] terephthalate, 1, 1-bis- (3, 5-dimethyl-2-hydroxyphenyl) -butane, 2,2-bis- (3, 5-di-tert-butyl-4-hydro) xyphenyl) 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. Compounds of O-, N- and S-benzyl, 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-dimethyl-benzyl) dithioterephthalate, bis (3,5-di-tert-butyl-4-hydroxy-benzyl) sulfide, isooctyl-3,5-di-tert-butyl-4-hydroxybenzyl-mercaptoacetate. 1. 8. Malona hydroxybenzylated, for example dioctadecyl-2, 2-bis- (3, 5-di-tert-butyl-2-hydroxybenzyl) malonate, di-octa-decyl-2- (3-tert-butyl-4-) hydroxy-5-methylbenzyl) -malonate, di-dodecylmercaptoethyl-2, 2-bis- (3,5-di-tert-butyl-4-hydroxy-benzyl) -alonate, 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 1,3,5-tris- (3,5-di-tert-butyl-4-hydroxybenzyl) -2,4,6-trimethylbenzene, 1,4-bis (3, b-di-tert-bui-; L-4-hydroxybenzyl) -2,3,5,6-tetramethylbenzene, 2,4,6-tris (3,5-di-tert-butyl-4-hydroxy) benzyl) 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-tert-butyl-4-hydroxybenzyl) isocyanurate, 1, 3, 5-tris (4-tert-butyl-3-hydroxy-2,6-dimethylbenzyl) isocyanurate, 2,4,6-tris (3,5-di-tert-butyl-4-hydroxyphenylethyl) -1,3,5-triazine, 1,3,5-tris (3,5-di-tert-butyl-4-hydroxyphenylpropionyl) -hexahydro-1 , 3,5-triazine, 1,3,5-tris (3,5-dicyclohexyl-4-hydroxybenzyl) -isocyanurate. 1. 11. Benzylates, 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 salts of the 3,5-di-tert-butyl-4-hydroxybenzylphosphonic acid monoethyl ester. 1. 12. Acylaminophenols, for example 4-hydroxylauranylide, 4-hydroxysteatenylidene, octyl-N- (3,5-di-tert-butyl-4-hydroxy-phenyl) carbamate. 1. 13, Esters of ß- (3,5-di-tert-butyl-4-hydroxy enyl) propionic acid with monohydric 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, 3-thiaundecanol, 3-thiapentadecanol, trimethylhexandiol, trimethylolpropane, 4-hydroxymethyl-l-phospha-2, 6, 7 -trioxa-bi-cycle [2.2.2] octane. 1. 14. Esters of ß- (5-tert-butyl-4-hydroxy-3-methy1pheny1) p opionic acid with monohydric 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, diethylene glycol, triethylene glycol, pentaerythritol, tris (hydroxyethyl) icocyanurate, -: N, N'-bis (hydroxyethyl) ) oxamide, 3-thiaundecanol, 3-thiapentadecanoi, L-dimethylhexandiol, tri-methylolpropane, 4-hydroxymethyl-l-phospha-2, 6, 7-trioxa-bicyclo- [2.2.2] octane. 1. 15. Esters of ß- (3,5-dicyclohexyl-4-hydroxyphenyl) propionic acid with monohydric or polyhydric alcohols, for example, with methanol, ethanol, octanol, octadecanol, 1,6-hexanediol, 1,9-nonandiol, ethylene glycol, 1,2-propandiol, neopentyl glycol, tiodiethylene 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. 16. Esters of 3,5-di-tert-butyl-hydroxy-n-acetic acid with monohydric or polyhydric alcohols, for example, with methanol, ethanol, octanol, octadecanol, 1,6-hexanediol, 1,9-nonanediol, ethylene glycol, 1,2-propanediol, neopentyl glycol, thiodiethylene glycol, diethylene glycol, triethylene glycol, pentaerythritol, tris (hydroxyethyl) isocyanurate, N, '-bis (hydroxyethyl) oxamide, 3-thiaundecanol, 3-thiapentadecanol, trimethylhexandiol, trimethylolpropane, 4-hydroxymethyl-l-phospha-2,6,7-trioxabicyclo [2.2.2] octane. 1. 17. ß- (3,5-Di-tert-butyl-4-hydroxy enyl) propionic acid amides, for example, N, N'-bis (3,5-di-tert-butyl-4-hydroxyphenylpropionyl) hexamethylenediamide, N, N'-bis- (3,5-di-tert-butyl-4-hydroxyphenylpropionyl) trimethylenediamine, N, N'-bis (3,5-di-tert-butyl-4-hydroxyphenylpropionyl) -hydrazide, N, N '-bis [2- (3,5-di-tert-butyl-4-hydroxyphenyl] -propionyloxy) ethyl] oxamide, (Naugard®XL-1 distributed by Uniroyal). 1. 18. Ascorbic acid (vitamin C) 1. 19. Antioxidants to ínicos, for example N, N '-di-isopropil-p-phenylenediamine, N, N' -di-sec-butyl-p-phenylenediamine, N, N'-bis (1,4-dimethylpentyl) - p-Phenylenediamine, N, N'-bis (l-ethyl-3-methylpentyl) -p-phenylenediamine, N, N'-bis (1-methylheptyl) -p-phenylenediamine, N, N '-dicyclohexyl-p phenylenediamine, N, N'-diphenyl-p-phenylenediamine, N, N'-bis (2-naphthyl) -p-phenylenediamine, N-isopropyl-N '-phenyl-p-phenylenediamine, N- (l, 3-) dimethylbutyl) -N'-phenyl-p-phenylenediamine, N- (1-methylheptyl) -N'-phenyl-p-phenylenediamine, N-cyclohexyl-N '-phenyl-p-phenylene-diamine, 4- (p-toluenesulfamoyl diphenylamine, N, N'-dimethyl-N, N'-di-sec-butyl-p-phenylenediamine, diphenylamine, N-allyldiphenylamine, 4-isopropoxydiphenylamine, N-phenyl-1-naphthyl-amine, N- (4-) tert-octylphenyl) -1-naphthylamine, N-phenyl-2-naphthylamine, octylated diphenylamine, for example p, p'-di-tert-octyldiphenylamine, 4-n-butylamino enol, 4-butyrylaminophenol, 4-nonanoylaminophenol, 4-dodecanoylaminophenol, 4-octadecanyl-aminophenol, bis (4-methoxyphenyl) amine, 2,6-d i-tert-butyl-4-dimethylaminomethylphenol, 2,4'-diaminodiphenylmethane, 4,4'-diaminodiphenylmethane, N, N, N ', N'-tetramethyl-4,4'-diamino-diphenylmethane, 1,2-bis [(2-methylphenyl) amino] ethane, 1,2-bis- (phenylamino) propane, (o-tolyl) biguanide, bis [4- (1 ', 3' -di ethylbutyl) phenyl] amine, N-phenyl- 1-tert-octylated naphthylamine, a mixture of mono- and dialkylated tert-butyl / tert-butyldiphenylamines, a mixture of mono- and dialkylated nonildyphenylamines, a mixture of mono- and dodecyl-diphenylamines dialkylated, a mixture of mono- and dialkylated isopropyl / isohexyldiphenylamines, a mixture of mono- and dialkylated ter-butyldiphenylamines, 2,3-dihydro-3, 3-dimethyl-4H-1,4-benzothiazine, phenothiazine, a mixture of tert-butyl / mono- and dialkylated ter-octylphenothiazines, a mixture of mono- and dialkylated ter-octylphenothiazines, N-allylphenothiazine, N, N, N ', N' -tetraphenyl-1,4-diaminobut-2-ene, N, N-bis ( 2,2,6,6-tetramethyl-piperid-4-yl-hexamethylenediamine, bis (2,2,6,6-tetra-methyl-piperid-4-yl) -sebacate, 2, 2, 6,6-tetramethyl- piperidin-4-one, 2, 2, 6, 6-tetramethylpiperidin-4-ol.

UV absorbers and photostabilizers 2. 1. 2- (2'-Hydroxyphenyl) enzyotriazoles, for example 2- (2-hydroxy-5'-methylphenyl) -benzotriazole, 2- (3 ', 5'-di-tert-butyl-2'-hydroxyphenyl) benzotriazole , 2- (5'-tert-butyl-2'-hydroxyphenyl) benzotriazole, 2- (2'-hydroxy-5 '- (1,1,3, 3-tetramethyl-butyl) phenyl) benzotriazole, 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) benzotriazole, 2- (2'-hydroxy-4'-octyloxyphenyl) benzotriazole, 2- (3', 5'-di- ter-amyl-2 '-hydroxyphenyl) -benzotriazole, 2- (3', 5'-bis- (a, a-dimethylbenzyl) -2'-hydroxyphenyl) benzotriazole, 2- (3'-tert-butyl-2 ' -hydroxy-5 '- (2-octyl-oxycarbonylethyl) phenyl) -5-chloro-benzotriazole, 2- (3'-ter- but i 1-5 '- [2- (2-ethylhexyloxy) -carbonylethyl] -2'-hydroxy-phenyl) -5-chloro-benzotriazole, 2- (3'-tert-butyl-2'-hydroxy-5' - (2-methoxycarbonylethyl) phenyl) -5-chloro-benzotriazole, 2- (3'-tert-butyl-2'-hydroxy-5 '- (2-methoxycarbonylethyl) phenyl) benzotriazole, 2- (3' - tert-butyl-2'-hydroxy-5 '- (2-octyloxycarbonylethyl) phenyl) -benzotriazole, 2- (3'-tert-butyl-5' - [2- (2-ethylhexyloxy) carbonylethyl) -2'-hydroxyphenyl ) benzotriazole, 2- (3'-dodecyl-2'-hydroxy-5'-methylphenyl) benzotriazole, 2- (3'-tert-butyl-2'-hydroxy-5 '- (2-isooctyloxycarbonethyl) f-enylbenzotriazole, 2,2'-methylene-bis- [4- (1,1,3,3-tetramethylbutyl) -6-benzotriazol-2-ylphenol], the product of transesterification of 2- [3'-tert-butyl-5 '] - (2-methoxycarbonylethyl) -2'-hydroxyphenyl] -2H-benzotriazole with polyethylene glycol 300; [R-CH2CH2-COO-CH2CH2-j-2, wherein R = 3'-tert-butyl-4'-hydroxy- 5'-2H-benzotriazole-2-ylphenyl, 2- [2'-hydroxy-3 '- (a, -dimethyl-benzyl) -5' - (1,1,13,3-tetramethylbutyl) -phenyl] benzotriazole; 2- [2'-Hydroxy-3 '- (1,1,3,3-tetramethyl-butyl) -5' - (a, a-dimethylbenzyl) phenyl] benzotriazole. 2. 2. 2-Hydroxybenzoon, 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 unsubstituted substituted benzoic acids, such as, for example, 4-tert-butyl phenyl salicylate, phenyl salicylate, octyl phenyl salicylate, dibenzoyl resorcinol, bis (4-tert-butylbenzoyl) resorcinol, benzoyl resorcinol, 2, 4- di-tert-butylphenyl 3, 5-di-tert-butyl-4-hydroxybenzoate, hexadecyl-3, 5-di-tert-butyl-4-hydroxy-benzoate, octadecyl-3, 5-di-tert-butyl-4-hydroxybenzoate , 2-methyl-4,6-di-tert-butylphenyl-3,5-di-tert-butyl-4-hydroxy-benzoate. 2. 4. Acrylates, for example, α-cyano-β, ethyl β-diphenylacrylate, isocyclic α-cyano-β, β-diphenylacrylate, methyl a-carbomethoxycinnamate, α-cyano-β-methyl-p-methoxy-cinnamate of methyl, butyl a-cyano-β-methyl-p-methoxy-cinnamate, methyl-carbomethoxy-p-methoxycinnamate N- (β-carbomethoxy-β-cyanovinyl) -2-methylindoline. 2. 5. Nickel compounds, for example, 2, 2'-thio-bis- [4- (1,1,3,3-tetramethylbutyl) phenol] nickel complexes, such as the 1: 1 or 1: 2 complex , with or without additional ligands, such as n-butylamine, triethanolamine or N-cyclohexyldiethanolamine, nickel dibutyldithiocarbamate, nickel salts of the monoalkyl esters, for example, the methyl or ethyl ester, of 4-hydroxy-3, 5 acid -di-ter- butylbenzylphosphonic, ketoximes nickel complexes, for example, of 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 condensation of 1- (2-hydroxyethyl) -2,6,6-tetramethyl-4-hydroxypiperidine and acid succinic, 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) nitrilotriacetate, tetracis (2,2,6,6-tetramethyl-4-piperidyl) -1,2,3,4-butane-tetracarboxylate, 1,1 '- (1,2-ethanediyl) -bis (3, 3, 3, 5, 5-tetramethylpiperacinone), 4-benzoyl-2, 2,6,6,6-tetramethylpiperidine, 4-stearyloxy-2, 2,6,6-tetramethylpiperidine , bis (1, 2, 2, 6, 6-pentamethylpiperidyl) -2-n-butyl-2- (2-hydroxy-3,5-di-tert-butylbenzyl) malonate, 3-n-octi l-7, 7, 9, 9-tetramethyl-1,3,8-triazaspiro [4, 5] decan-2,4-dione, bis (l-octyloxy-2,2,6,6-tetramethylpiperidyl) sebacate, bis (1-octyloxy-2, 2,6,6,6-tetramethylpiperidyl) succinate, linear or cyclic condensates of N, N'-bis- (2, 2, 6, 6-tetramethyl-4-) piperidyl) hexamethylenediamine and 4-morpholino-2,6-dichloro-1,3,5-triazine, the condensation 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 condensation of 2-chloro-4,6-di- (4-n-butylamino-1, 2, 2, 6, 6-pentamethylpiperidyl) -1,3,5-triazine and 1,2-bis- (3-aminopropylamino) ethane, 8-acetyl-3-dodecyl-7,7,9,9-tetramethyl-1,3,8- triazaspiro [4.5] 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) pyrrolidin-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-4-piperidyl) hexamethylenediamine and 4-cyclohexylamino-2,6-dichloro-1,3,5-triazine, a product of the condensation of 1,2- bis (3-aminopropylamino) 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 the reaction of 7, 7, 9, 9-tetramethyl-2 -Cycloundecyl-l-oxa-3, 8-diaza-4-oxospiro [4,5] decane and epichlorhydrin, l, l-bis (l, 2,2,6,6-pentamethyl-4-piperidy1-oxycarbonyl) - 2- (4-methoxy phenyl) ethene, N, N'-bisformyl-N, N'-bis (2,2,6,6-tetramethyl-4-piperidyl) hexamethylenediamine, 4-methoxymethylenemalonic acid diester with 1,2 , 2, 6, 6-pentamethyl-4- hydroxypiperidine, poly [methylpropyl-3-oxy-4- (2, 2, 6, 6-tetra-methyl-4-piperidyl)] siloxane, the product of the reaction of the α-olefin anhydride copolymer of maleic acid with 2, 2, 6, 6-tetramethyl-4-aminopiperidine or 1, 2, 2, 6, 6-pentamethyl-4-aminopiperidine. 2. 7. Oxamides, for example, 4, '-dioctyloxyoxanilide, 2,2'-diethoxyoxanilide, 2,2'-dioctyloxy-5,5'-di-tert-butoxyanilide, 2,2'-didodecyloxy-5, 5'- di-tert-butoxyanilide, 2-ethoxy-2'-ethyl-oxanilide, 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 o- and p-ethoxy-disubstituted oxanilides and mixtures of o- and p-ethoxy-disubstituted oxanilides. 2. 8. 2- (2-Hydroxy phenyl) -1, 3,5-triazines, eg, 2, 4, 6-tris (2-hydroxy-4-octyloxyphenyl) -1,3,5-triazine, 2- (2-hydroxy-4-octyloxyphenyl) -4,6-bis (2,4-dimethylphenyl) -1,3,5-triazine, 2- (2,4-dihydroxyphenyl) -4,6-bis (2, 4-dimethylphenyl) -1,3,5-triazine, 2,4-bis (2-hydroxy-4-propyloxyphenyl) -6- (2,4-dimethylphenyl) -1,3,5-triazine, 2- (2-hydroxy-4-octyloxyphenyl) -4,6-bis- (4-methyl-phenyl) -1,3,5-triazine, 2- (2-hydroxy-4-dodecyloxyphenyl) -4,6-bis ( 2,4-dimethylphenyl) -1,3,5-triazine, 2- (2-hydroxy-4-tri-decyloxyphenyl) -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-3-phenyl] -4,6-bis (2,4-dimethylphenyl) -1, 3, 5-triazine, 2- [2-hydroxy-4- (2-hydroxy-3-dodecyloxy-propoxy) phenyl] -4,6-bis (2,4-dimethyl) -1,3,5-triazine, 2- (2-hydroxy-4-hexyloxy) -phenyl-4,6-diphenyl-1,3,5-triazine, 2- (2-hydroxy-4-methoxy-phenyl) -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-ethylhexyl-1-oxy) -2-hydroxypropyloxy] phenyl} -4,6-bis (2,4-dimethylphenyl) -1,3,5-triazine. 3. Metal deactivators, for example, N, '-diphenyloxamide, N-salicylal-N' -salicyloyl hydrazine, N, N'-bis (salicyloyl) hydrazine, N, N'-bis (3,5-di-tert-butyl) 4-hydroxyphenylpropionyl) hydrazine, 3-salicyloylamino-1,4,4-triazole, bis (benzylidene) oxalyl dihydrazide, oxanilide, isophthaloyl dihydrazide, sebacoyl bisphenylhydrazide, N, N'-diacetyladipyl dihydrazide, N, N'-bis (salicyloyl) ) oxalyl dihydrazide, N, N'-bis (salicyloyl) thiopropionyl dihydrazide. 4. Phosphites and phosphons, 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, diisodecyl pentaerythritol diphosphite, bis (2,4-di-tert-butylphenyl) pentaerythritol diphosphite, bis (2, 6-di-tert-butyl-4-methylphenyl) -pentaerythritol, diisodecyloxypentaerythritol diphosphite, bis (2,4-di-tert-butyl-6-methylphenyl) pentaerythritol diphosphite, bis (2,4,6-tris) diphosphite (tert-butylphenyl) pentaerythritol, tristearyl tristebityl triphosphite, tetracis (2,4-di-tert-butylphenyl) -4,4'-biphenylene, 6-isooctyloxy-2,4,4,8,10-tetra-tert-diphosphite -butyl-12H-di-benz [d, g] -1, 3, 2-dioxaphosphocin, 6-fluoro-2, 4,8, 10-tetra-tert-butyl-1,2-methyl-dibenz [d, g] -1, 3, 2-dioxaphosphocin, bis (2, -di-tert-butyl-6-methylphenyl) 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) fo sfito Particularly preferred phosphites are the following: Tris (2,4-di-tert-butylphenyl) phosphite (Irgafos®168, Ciba-Geigy), tris (nonylphenyl) phosphite, (F) (G) . Hydroxylamines, for example, N, N-dibenzylhydroxylamine, N, N-diethylhydroxylamine, N, N-dioctylhydroxylamine, N, N-dilaurylhydroxylamine, N, N-ditetradecylhydroxylamine, N, N-dihexadecylhydroxylamine, N, N-dioctadecylhydroxylamine, N-hexadecyl N-octadecylhydroxylamine, N-heptadecyl-N-octadecyl-hydroxylamine, N, N-dialkylhydroxylamine derived from hydrogenated tallow amine. 6. Nitrones, for example, N-benzyl-alpha-phenyl-nitrona, N-ethyl-alpha-methyl-nitrona, N-octyl-alpha-heptyl-nitrona, N-lauryl-alpha-undecyl-nitrone, N-tetradecyl-alpha -tridecyl-nitrone, N-hexadecyl-alpha-pentadecyl-nitrone, N-octadecyl-alpha-heptadecyl-nitrone, N-hexadecyl-alpha-heptadecyl-nitrone, N-ochatadecyl-alpha-pentadecyl-nitrone, N-heptadecyl-alpha -heptadecyl-nitrone, N-octadecyl-alpha-hexadecyl-nitrone, nitrone derived from N, N-dialkylhydroxylamine derived from hydrogenated tallow amine. 7. Tiosynergists, for example, dilauryl thiodipropionate or distearyl thiodipropionate. 8. Peroxide scavengers, for example, esters of β-thiodipropionic acid, for example, the esters of lauryl, stearyl, myristyl or tridecyl, mercaptobenzimidazole or the zinc salts of 2-mercapto-benzimidazole, zinc dibutyldithiocarbamate, dioctadecyl disulfide, pentaerythritol tetracis ([β-dodecylmercapto) propionate. 9. Polyamide stabilizers, for example, copper salts in combination with iodine and / or phosphorus compounds and divalent manganese salts.

. Basic co-stabilizers, for example, melamine, polyvinylpyrrolidone, dicyandiamide, triallyl cyanurate, urea derivatives, hydrazine derivatives, amines, polyamides, polyurethanes, alkali metal salts and alkaline earth metal salts or higher fatty acids, for example, calcium stearate , zinc stearate, magnesium behenate, magnesium stearate, sodium ricinoleate and potassium palmitate, antimony pyrocatechol or zinc pyrocatechol. 11. Nucleating agents, for example, inorganic substances, such as talcum, metal oxides, such as titanium dioxide or manganese oxide, phosphates, carbonates or sulfates of, preferably, alkaline earth metals; organic compounds, such as mono or polycarboxylic acids and the salts thereof, for example, 4-tert-butylbenzoic acid, adipic acid, diphenylacetic acid, sodium succinate or sodium benzoate; polymeric compounds such as ionic copolymers (ionomers). 12. Fillers 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 burrs or fibers of other natural products, synthetic fibers. 13. Other additives, for example, plasticizers, lubricants, emulsifiers, pigments, rheological additives, catalysts, flow control agents, optical brighteners, flameproofing agents, antistatic agents and blowing agents. 14. Benzofuranones and indolinones, for example, those described in the U.S. 4,325,863; U.S. 4,338,244; U.S. ,175,312; U.S. 5,216,052; U.S. 5,252,643; DE-A-4316611; DE-A-4316622; DE-A-4316876; EP-A-0589839 or EP-A-0591102 or 3- [4- (2-acetoxyethoxy) -phenyl] -5,7-di-tert-butyl-benzofuran-2-one, , 7-di-tert-butyl-3- [4- (2-stearoyloxyethoxy) phenyl) benzofuran-2-one, 3,3 '-bis [5,7-di-tert-butyl-3- (4- [2-hydroxyethoxy) phenyl) - benzofuran-2-one), 5,7-di-tert-butyl-3- (4-ethoxyphenyl) -benzo-furan-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-on. Conventional additives are used judiciously, in amounts of 0.1-10% by weight, for example 0.2-5% by weight, based on the material to be stabilized. The co-stabilizers to be optionally added to the stabilizer mixture of the invention, are preferably additional photostabilizers, for example, those of the 2-hydroxyphenyl-benzotriazole, 2-hydroxyphenyl-triazine, benzophenone or oxalanyl idc classes, for example, as described in EP-A-453396, EP-A-434608, US-A-5298067, WO 94/18278, GB-A-2297091 and WO 96/28431, and / or additional hindered amines, derived from 2,2,6, 6-tetraalkylpiperidine containing at least one group of the formula wherein G is hydrogen or methyl, especially hydrogen; Examples of tetraalkylpiperidine derivatives, which can be used as co-stabilizers with the mixtures of the invention, are given in EP-A-356 677, pages 3-17, sections a) to f). Those sections of this EP-A are considered part of the present description. Especially preferred as co-stabilizers are the 2-hydroxyphenyl-benzotriazoles and / or 2-hydroxyphenyl-triazines. Of particular interest is the use of the compounds of formula I 'as stabilizers in synthetic organic polymers, especially thermoplastic polymers, and in corresponding compositions, in binders that form films for coatings and in graphic reproduction materials. The organic materials to be protected are preferably natural, semi-synthetic or, preferably, synthetic organic materials. Particular preference is given to synthetic organic polymers or blends of such polymers, especially thermoplastic polymers such as polyolefins, especially polyethylene and polypropylene (PP), and coating compositions. Of particular importance are polycarbonates and mixtures thereof, for example, the polymers listed above under points 19 and 28.

The incorporation of the materials can be effected, for example, by mixing in, or by applying the compounds of formula I 'and, if desired, additional additives by methods, which are customary in the art. When polymers are involved, especially synthetic polymers, the incorporation may take place before, or during the forming operation, or by the application of the dissolved or dispersed compound to the polymer, with or without subsequent evaporation of the solvent. In the case of elastomers, these can be stabilized as reticles. A further possibility to incorporate the compounds of formula I 'into the polymers is to add them before, during or directly after the polymerization of the corresponding monomers or before crosslinking. In this context, the compounds of the formula can be added as they are, or else in encapsulated form (for example in waxes, oils, or polymers). In the case of addition before or during the polymerization, the compounds of the formula I 'can also act as regulators of the chain length of the polymers (chain terminator). The compounds of the formula I or I 'can also be added in the form of a master batch containing the compound in a concentration, for example, from 2.5 to 25% by weight of the polymers to be stabilized.

The compounds of the formula I or I 'can be judiciously incorporated by the following methods: as emulsion or dispersion (for example, to crosslinked or emulsion polymers), - as, a dry mixture during the mixing of the additional components or polymer blends, by direct introduction into the processor apparatus (eg, extruders, internal mixers, etc.), - as solution or melt. The novel polymeric compositions can be used in various forms and / or processed to give various products, for example (to give) films, fibers, tapes, molded compositions, profiles, or as binders for coating materials, adhesives or mastics. Other materials to be stabilized according to the invention are recording materials. Such materials are understood, for example, as those described in Research Disclosure 1990, 31429 (pages 474-480) for photographic reproduction and other graphics reproduction techniques. The novel recording materials comprise, for example, those for pressure sensitive reproduction systems, microencapsulated photocopying systems, reproductive systems, systems thermosensitive reproducers, photographic material and ink jet printing. The novel photographic material can be a photographic material of black or white or color; color photographic material is preferred. Additional details on the structure of the color photographic material, and the components that may be employed in the novel material, may be found, inter alia, in US-A-5, 538, 840, column 27, line 25, a column 106, line 16, and in the publications cited therein; those passages of US-A-5, 538, 840, are hereby incorporated by reference. The application of the novel stabilizers of the formula I 'is essentially as described for the UV absorbers or hindered amine stabilizers in this reference. Important additional components, especially couplers, are described in US-5, 578, 437. Likewise, of particular interest is the use of novel mixtures comprising compounds of the formula (I) as stabilizers for coatings, example, for paintings. The invention, therefore, also relates to those compositions whose component (A) is a film-forming binder for coatings. The novel coating composition preferably comprises 0.01-10 parts by weight of (B), in particular 0.05-10 parts by weight of (B), especially 0.1-5 parts by weight. weight of (B), per 100 parts by weight of solid binder (A). Multilayer systems are also possible, wherein the concentration of the novel stabilizer (component (B)) in the outer layer, can be relatively high, for example, from 1 to 15 parts by weight of (B), in particular 3 - 10 parts by weight of (B), per 100 parts by weight of solid binder (A). The use of the compounds of the formula I or I 'in the coatings is accompanied by the additional advantage that it prevents delamination, ie the exfoliation of the coating of the substrate. This advantage is particularly important in the case of metal substrates, including multi-layer systems on metal substrates. The binder (component (A)) can, in principle, be a binder, which is common in the industry, for example, those described in Ullmann's Encyclopedia of Industrial Chemistry, 5a. Edition, Vol. A18, pp. 368-426, VCH, Weinheim 1991. In general, this is a film-forming binder based on a thermoplastic or thermosetting resin, predominantly on a thermosetting resin. Examples thereof are alkyd, acrylic, polyester, phenolic, melamine, epoxy and polyurethane resins and mixtures thereof.

The component (A) can be a cold-curable or hot-curable binder; the addition of a curing catalyst may be advantageous. Suitable catalysts, which accelerate the curing of the binder, are described, for example, in Ullmann's Encyclopedia of Industrial Chemistry, Vol. Al8, p. 469, VCH Verlagsgesellschaft, Weinheim 1991. Preference is given to coating compositions, in which component (A) is a binder comprising a functional acrylate resin and a crosslinking agent. Examples of coating compositions containing specific binders are: 1. Paints based on alkyd, acrylate, polyester, epoxy or melamine resins, hot or cold crosslinkable or mixtures of such resins, if desired, with the addition of a catalyst of curing; 2. Two-component polyurethane paints based on acrylate, polyester or polyether resins, containing hydroxyl and aliphatic or aromatic isocyanates, isocyanurates or polyisocyanates; 3. One-component polyurethane paints based on blocked isocyanates, isocyanurates or polyisocyanates, which are unblocked during baking, if desired, with the addition of a melamine resin; 4. One-component polyurethane paints based on a trisalkoxycarbonyltriazine crosslinker and a hydroxyl group containing resins, such as acrylate, polyester or polyether resins; 5. One-component polyurethane paints based on urethane acrylates or aliphatic or aromatic polyurethane acrylates having free amino groups within the structure of the urethane and melamine resins or polyether resins, if necessary with curing catalysts; 6. Two component paints based on (poly) ketimines and aliphatic or aromatic isocyanates, isocyanurates or polyisocyanates; 7. Two-component paints based on (poly) ketimines and an unsaturated acrylate resin or a polyacetoacetate resin or a methyl methacrylamidoglycolate ester; 8. Two-component paints based on polyacrylates containing carboxyl or amino and polyepoxides; 9. Two-component paints based on acrylate resins containing anhydride groups and on a polyhydroxy or polyamino component; 10. Two component paints based on anhydrides containing acrylate and polyepoxides; 11. Two-component paints based on (poly) oxazolines and acrylate resins containing groups anhydride, or unsaturated acrylate resins, or aliphatic or aromatic isocyanates, isocyanurates or polyisocyanates; 12. Two component paints based on polyacrylates and poly unsaturated alonates; 13. Thermoplastic polyacrylate paints based on thermoplastic acrylate resins, or acrylate resins that crosslink externally in combination with esterified melamine resins; 14. Paint systems based on acrylate resins modified with siloxane or modified with fluorine; 15. Paint systems, especially for transparent coatings, based on isocyanate resins with melanin blocked with malonate, (for example, hexametoxymethylmelamine) as a crosslinker (acid catalyzed); 16. UV curable systems, based on oligomeric urethane acrylates, or oligomeric urethane acrylates in combination with other oligomers or monomers; 17. Dual curing systems, which are cured first by heat and then by UV or electron irradiation, or vice versa, and whose components contain double ethylenic bonds, capable of reacting with irradiation with UV light in the presence of a photoinitiator or with a beam of electrons.

In addition to the components (A) and (B), the coating composition according to the invention preferably comprises as component (C) a known photostabilizer of the spherically hindered amine type, and of the 2- (2-hydroxyphenyl) type ) -1, 3, 5-triazine and / or 2-hydroxyphenyl-2H-benzotriazole, as explained above, the examples were mentioned in the above list in sections 2.1, 2.6 and 2.8. Additional examples of photostabilizers of the 2- (2-hydroxyphenyl) -1,3,5-triazine type, which can be added advantageously, are found, for example, in US-A-4619956, EP-A434608 , US-A-5198498, US-A-5322868, US-A-5369140, US-A-5298067, WO-94/18278, EPA-704437, GB-A-2297091, WO-96/28431. Of special technical interest, is the addition of 2- (2-hydroxyphenyl) -1,3,5-triazines and / or 2-hydroxyphenyl-2H-benzotriazoles, especially 2- (2-hydroxyphenyl) -1, 3, 5-triazines. Component (C) is preferably used in an amount of 0.05-5 parts by weight per 100 parts by weight of the solid binder. Examples of tetraalkylpiperidine derivatives which can be used advantageously as component (C) in the coatings are given in EP-A-356 677, pages 3-17, sections a) to f). Those sections of this EP-A are considered part of the present description. Is particularly convenient, employing the following tetraalkylpiperidine derivatives: bis (2,2,6,6-tetramethylpiperid-4-yl) succinate, bis (2, 2, 6, 6-tetramethylpiperid-4-yl) sebacate, bis (1, 2,2,6,6-pentamethylpiperid-4-yl) sebacate, di (1, 2, 2, 6, 6-pentamethylpiperid-4-yl) butyl- (3,5-di-tert-butyl-4-hydroxybenzyl) ) alonate, bis (l-octyloxy-2, 2,6,6,6-tetramethylpiperid-4-yl) sebacate, tetra (2, 2, 6, 6-tetramethylpiperid-4-yl) butan-1, 2, 3, 4 -tetra-carboxylate, tetra (1,2, 2,6,6-pentamethylpiperid-4-yl) butan-1,2,3,4-tetra-carboxylate, 2,2,4,4-tetramethyl-7-oxa -3,20-diaza-21-oxo-dispiro [5.1.11.2] -heneicosano, 8-acetyl-3-dodecyl-l, 3, 8-triaza-7, 7,9, 9-tetramethylpyr [4.5] -decan -2,4-dione, 1, 1-bis- (1, 2, 2, 6, 6-pentamethylpiperidin-4-yl-oxycarbonyl) -2- (4-methoxyphenyl) ethene, or a compound of the formula R R! I R-NH- (CH2) 3-N- (CH2) 2-N- (CH2) 3-NH-R where CH. R R CH3 N- (CH2) 3-N- (CH2) 2-N- (CH2) 3-N R R where O or Hsc H II II -C- CH2-CH¿-C-0-CH2-CH-N) -o- H3C X CH where m is 5-50. Apart from the components (A), (B) and, if used, (C), the coating composition may also comprise additional components, examples of which are the solvents, pigments, dyes, plasticizers, stabilizers, thixotropic agents, drying catalysts and / or leveling agents. Examples of possible components are those described in Ullmann's Encyclopedia of Industrial Chemistry, 5a. Edition, Vol. Al8, pp. 429-471, VCH, Weinheim 1991. The possible drying catalysts or curing catalysts are, for example, organometallic compounds, amines, amino-containing resins and / or phosphines. Examples of organometallic compounds are metal carboxylates, especially those of the metals Pb, Mn, Co, Zn, Zr or Cu, or metal chelates, especially those of the metals Al, Ti or Zr, or organometallic compounds, such as compounds of organotin, for example. Examples of metal carboxylates are the stearates of Pb, Mn or Zn, the octoates of Co, Zn or Cu, the naphthenates of Mn and Co or the corresponding linoleates, resinates or talates. Examples of metal chelates are the chelates of aluminum, titanium or zirconium, of acetylacetone, ethyl acetylacetate, salicylaldehyde, salicylaldoxime, o-hydroxyacetophenone or ethyl trifluoroacetylacetate, and the alkoxides of these metals. Examples of the organotin compounds are dibutyltin oxide, dibutyltin dilaurate or dibutyltin dioctoate.

Examples of amines are, in particular, tertiary amines, for example tributylamine, triethanolamine, N-ethyldiethanolamine, N-dimethylethanolamine, N-ethylmorpholine, N-ethylmorpholine or diazabicyclooctane (triethylenediamine) and salts thereof. Additional examples are quaternary ammonium salts, for example, trimethylbenzylammonium chloride. The amino-containing resins are simultaneously binders and curing catalysts. Examples thereof are amino-containing acrylate copolymers. The curing catalyst used can also be a phosphine, for example triphenylphosphine. The novel coating compositions can also be radiation curable coating compositions. In this case, the binder essentially comprises monomeric or oligomeric compounds containing ethylenically unsaturated bonds, which, after application, are cured by actinic radiation, that is, converted into a high molecular weight, crosslinked form. Where the system is UV cured, it usually contains a photoinitiator as well. The corresponding systems are described in the aforementioned publication Ullmann's Encyclopedia of Industrial Chemistry, 5a. Edition, Vol. A18, pages 451-453. In the radiation curable coating compositions, the stabilizers Novels can also be employed in the addition of spherically hindered amines. The coating compositions according to the invention can be applied to any desired substrates, for example, to metal, wood, plastic or ceramic materials. They are also preferably used as top coatings in automotive finishes. If the upper coating comprises two layers, of which the lower layer is pigme and the upper layer is not pigme, the novel coating composition can be used for the upper or lower layer, or both, but preferably for the layer higher. The novel coating compositions can be applied to the substrate by customary methods, for example by brushing, spraying, pouring, immersion or electrophoresis; see also Ullmann's Encyclopedia of Industrial Chemistry, 5a. Edition, Vol. A18, pp. 491-500. Depending on the binder system, coatings can be cured at room temperature or by heating. The coatings are preferably cured at 50-150 ° C, and in the case of powder coatings or spiral coatings, even at higher temperatures. The coatings obtained according to the invention have excellent resistance to the damaging effects of light, oxygen and heat; Particular mention should be made of the good stability to light and the resistance to the environment of the coatings thus obtained, for example paints. The invention, therefore, also relates to a coating, in particular a paint, which has been stabilized against the damaging effects of light, oxygen and heat by the cot of the compound of formula (I) according to the invention . The paint is preferably a top coating for automobiles. The invention also relates to a process for stabilizing a coating based on organic polymers against damage by light, oxygen and / or heat, which comprises mixing with the coating composition, a mixture comprising a compound of formula (I) and with the use of mixtures comprising a compound of formula (I), in the coating compositions, as stabilizers against damage by light, oxygen and / or heat. The coating compositions may comprise a solvent or mixture of organic solvents, in which the binder is soluble. The coating composition may, otherwise, be an aqueous solution or dispersion. The vehicle can also be a mixture of organic solvent and water. The coating composition may be a paint with a high solids cot, or it may be be free of solvents (for example, a powder coating material). Powder coatings are, for example, those described in Ullmann's Encyclopedia of Industrial Chemistry, 5a. Ed., A18, pages 438-444. The powder coating material may take the form of a powder suspension (powder dispersion preferably in water). The pigments can be inorganic, organic or metallic pigments. The novel coating compositions preferably do not contain pigments and are used as a clear coating. Likewise, the use of the coating composition as a topcoat is preferred for applications in the automotive industry, especially as a pigme or non-pigme topcoat of the finished paint. Its use for underlying coatings, however, is also possible. The following examples better illustrate the invention. All parts or percentages, in the examples, as well as in the remainder of the description and in the claims, are by weight, unless otherwise stated. The ambient temperature denotes a temperature in the range of 20-30 ° C, unless otherwise stated. The data given for the elementary analysis are in% by weight calculated (cal) or experimentally measured (exp), for the i7 elements C, H and N. In the examples, the following abbreviations were used:% w / w percentage by weight; % p / v percentage in weight by volume; x% (w / v) means for x g of solid dissolved in 100 ml of liquid; p. F. melting point or interval; PC polycarbonate; ABS acrylonitrile-butadiene-styrene terpolymer; POM polyoxymethylene; PP polypropylene; LDPE low density polyethylene; DSC differential scanning calorimetry; NMR nuclear magnetic resonance (from JH, if not otherwise indicated).

A: EXAMPLES OF PREPARATION AND USE Al: The precursor compound 3, 3, 5, 5-tetraalkyl-piperazin-2,6-dione of the formula is obtained according to T. Yoshio a et al., Bull. Chem. Soc. Jap. 45, 1855-1860 (1972); p. F. 240-242 ° C.

Example A2: In a three-neck, 1-liter flask equipped with a stirrer, thermometer, condenser drying tube and gas inlet tube, were placed 94 g of 3,3,5,5, -tetraalkyl-piperazine- 2,6-dione (product of Example Al) and 57 g of potassium tert-butoxide in 400 ml of dimethylacetamide. The reaction is slightly exothermic, the temperature rises to 55 ° C; to the solution with stirring, 77 g of ethyl bromoacetate were added dropwise; and stirring was continued for 5 hours. The reaction mixture was cooled to room temperature, then, after the addition of 200 ml of CH2C12, it was poured into 200 ml of water. The organic layer was separated and concentrated under reduced pressure. The residue was dissolved in toluene, filtered and evaporated under reduced pressure. The product of formula was obtained as a white residue; p. F. 58-60 ° C. Example A3: The product of Example A2 was charged to a three-necked, 1-liter flask equipped with a stirrer, thermometer, condenser drying tube and gas inlet tube with 18 g of p-formaldehyde in 120 ml of alcohol ter Amyl and the reaction mixture was heated to 75 ° C, and a solution of 24 g of formic acid in 100 ml of ter-amyl alcohol was added dropwise. The reaction mixture was heated to 85 ° C and kept that way for 6 hours, then it was cooled to room temperature. A solution of 21 g of NaOH in 50 ml of water was added. The organic layer was extracted with CH2C12, washed with water and evaporated under reduced pressure. The formula product was collected like a white powder. Melting point: 59 ° C (by DSC). EXAMPLE A4: The product of Example A3 was charged to a three-necked flask, of a 11., equipped with a stirrer, thermometer, condensing drying tube and gas inlet tube, with 10 g of pentaerythritol in a 120 ml solution of xylene , 1 g of lithium amide was added to the solution, with stirring, at 100 ° C. The reaction mixture was slowly heated to 135 ° C and maintained at this temperature for 24 hours, then cooled to room temperature and filtered and evaporated under reduced pressure. The residue was crystallized from hot n-hexane, yielding the above product as a white solid in a melting range of 240-244 ° C. Elemental Analysis calculated C = 57.0%, H = 7.4%, N = 10.8% measured C = 57.2%, H = 7.3%, N = 10.7% EXAMPLE A8: In a three-necked flask, equipped with a stirrer, thermometer, condensing drying tube and gas inlet tube, were placed 94 g of 3, 3, 5, 5, -tetraalkyl-piperazin-2,6-dione and 57 g of potassium tert-butoxide in 400 ml of dimethylacetamide. The mixture was heated to 55 ° C and 77 g of ethyl bromoacetate were added dropwise under stirring, and allowed to react for an additional 5 hours and cooled to 25 ° C. A 200 ml portion of CH2C12 and a 200 ml portion of water was added to the mixture under stirring, and the organic layer was collected, dried over Na2SO4 and charged, along with 400 ml of xylene and 22.8 g of diethylene glycol in a spherical bottom flask equipped with stirrer, thermometer, condenser drying tube and gas inlet tube. The solution was heated to reflux temperature and 0.2 g of dibutyltin oxide was added to the mixture and allowed to react for 12 hours., then cooled to 25 ° C. The solution was then concentrated under vacuum and the resulting solid was charged into a spherical bottom flask equipped with a stirrer, thermometer, condenser drying tube and gas inlet tube. 350 ml of ter-amyl alcohol and 28 g of para-formaldehyde were also charged into the flask and the resulting mixture was heated to 75 ° C, and 38.5 g of formic acid was added by dripping, under stirring and allowed to react for 3 hours. hours maintaining the temperature at 75 ° C, then cooled to 25 ° C. To the mixture were added, with stirring, 1400 ml of CH2C12 and 42.7 g of a 50% NaOH solution in water and left to react for 1 hour at 40 ° C, then cooled to 25 ° C. A portion of 2000 ml of water and one of 1400 ml of ethyl acetate were added to the mixture, the organic layer was separated, dried over Na2SO4 and concentrated in vacuo. The title product was obtained as a white powder of p. F. 59 ° C (DSC).

EXAMPLE Al3: In a three-necked flask, equipped with a stirrer, thermometer, condenser drying tube and gas inlet tube, were placed 100 g of 3, 3, 3, 5, 5-tetraalkyl-piperazin-2,6-dione and g of potassium tert-butoxide in 500 ml of N, N-dimethylacetamide. The mixture was heated to 55 ° C and 68.3 g of 1,6-dibromohexane were added dropwise under stirring, and allowed to react for an additional 5 hours and cooled to 25 ° C. A 200 ml portion of CH2C12 and a 200 ml portion of water were added to the mixture under stirring, and the organic layer was collected, dried over Na2SO4 and evaporated under reduced pressure. The resulting solid was then loaded into a spherical bottom flask equipped with a stirrer, thermometer, condenser drying tube and gas inlet tube together with 600 ml of ter-amyl alcohol and 52 g of para-formaldehyde. The solution was heated to 75 ° C and 78 g of formic acid was added dropwise with stirring and left to react for 3 hours, maintaining the temperature at 75 ° C, then cooled to ° C. To the mixture was added with stirring 2000 ml of CH2C12 and 74 g of a 50% NaOH solution in water, and it was left to react for 1 hour at 40 ° C, then it was cooled to 25 ° C. A portion of 3000 ml of water and 2000 ml of ethyl acetate were added to the mixture, the organic layer was separated, dried over Na2SO4 and concentrated in vacuo. The title product was obtained as a white powder of p. F. 94 ° C (DSC). Example A24: In a three-necked flask equipped with a stirrer, thermometer, condenser drying tube, 80 ml of N, N-dimethylacetamide, 42 g of 3, 3, 3, 5, 5-tetraalkyl-piperazin-2 were charged. , 6-dione and 29 g of potassium tert-butoxide. The mixture was heated to 40 ° C under stirring, then a solution of 19 g of N, N-Bis- (2-chloro-ethyl) -formaldehyde in 15 ml of N, N-di was slowly added dropwise. -methyl-acetamide, keeping the temperature below 80 ° C and allowed to react for 3 hours. The reaction mixture was cooled to 20 ° C, and 150 ml of methylene dichloride, and 120 ml of water were added with stirring, the organic layer was collected, washed with an additional 20 ml of water and concentrated in vacuo. A white solid was collected corresponding to the formula p. F. 137-139 ° C. Example A25: The product of Example A24 was charged to a flask equipped with a thermometer and a condenser, dissolved in 120 ml of 37% aqueous HCl, heated to reflux temperature and allowed to react for 3 hours. The mixture was then concentrated under vacuum, the resulting solid was suspended in 400 ml of methylene dichloride and a 20% solution of NaOH in water was added under stirring, until the aqueous layer was neutralized. The organic layer was collected, dried over sodium sulfate, and concentrated under vacuum, yielding a white solid of the formula p. F. 102-104 ° C, Example Al7: A 20.5 g portion of the product of Example A25 was added dropwise over a period of 30 minutes in a three-necked flask, equipped with a stirrer, thermometer, condenser, containing 100 ml of CH2C12 and 9.2 g of cooled cyanuric chloride. 5 ° C and allowed to react under stirring for 3 hours. A solution of 2 g of NaOH in 8 ml of water was added to the reaction mixture, and allowed to react at room temperature. An additional portion of 20.5 g of compound was added to the solution under stirring, heated to reflux temperature for 2 hours, cooled to 25 ° C, 10 g of K2C03 was added to the reaction mixture, heated again to the reflux temperature for 3 hours, and cooled to 20 ° C. 200m ml of xylene, 10 of K2C03 and 7.7g of N, N- were then added to the reaction mixture. cyclohexyl butyl amine and heated to 142 ° C for 16 hours under stirring, cooled to 20 ° C, washed with 120 ml of water and the organic layer was collected. Evaporation of the solvent under vacuum produces the title product as a white solid of p. F. 64-66 ° C. Example A21: R-NH- (CH2) 6-N (R) - (CH2) 6-NH-R with R being A portion of 80 g of the product of Example A25 was added dropwise for 30 minutes in a three-necked flask, equipped with a stirrer, thermometer, condenser, containing 360 ml of CH2C12 and 36 g of hydrocyanic chloride cooled to 5 ° C. and allowed to react under stirring for 3 hours. A solution of 8.6 g of NaOH in 9 ml of water was added to the reaction mixture and allowed to reach room temperature. A portion of 20.5 g of N, N-di-butyl-amine was added to the solution under stirring, heated to reflux temperature for 2 hours. Subsequently, a solution of 8.6 g of NaOH in 9 ml of water was added to the The reaction mixture was allowed to react for 3 hours, the mixture was cooled to 20 ° C and the organic layer was separated and washed with 140 ml of water. The organic layer was collected, the solvent was evaporated, and the resulting solid was charged into a three-necked flask equipped with a stirrer, thermometer, condenser, containing 300 ml of xylene and 14.3 g of bis- (hexamethylene) -tri- amine. The reaction mixture was then heated at 142 ° C for 16 hours, cooled to 20 ° C, and washed with 400 ml of water. The organic layer was then concentrated under vacuum to obtain a white solid of p. F. 68-77 ° C. Elementary Analysis: cale: C 61.3, H 8.8, N 20.4 exp .: C 61.0, H 8.7, N 19.9 Examples A5-A7, A9-A12, A14-A16, A18-A20, A22 and A23 The following compounds were obtained by analogy with the method described in the previous examples, using the appropriate adducts: example formula H-NMR (300 MHz, CDC13) ppm: 3.72 (t, 4H); 2.32 (s, 6H); 1 . (m, 4H); 1.36 (s, 24H); 1.24 (M, 12H). A22 R-NH- (CH2) 6-N (R) - (CH2) 6-NH-R with p. F. 66-72 ° C R being Elementary Analysis: cale. C 62.3, H 9.0, N 19.6 exp. : C 61.7, H 8.9, N 19.2 ^ -NMR (300 MHz, CDC13) / ppm: 3.69 (t, 4H); 3.58 (m, 2H); 1.73 (, 4H); 1.45 (, 26H); 1.22 (, 26H).

B: Application Examples Example Bl. Photo stabilizer action on polypropylene plates. 1 g of each of the compounds indicated in Table 1 and 1 g of tris (2,4-di-t-butylphenyl) phosphite, 0.5 g of pentaerythritol tetracis [3- (3, 5-di-t-butyl-4-hydroxyphenyl) propionate], 1 g of calcium stearate and 1 g of Filofin Blue 4G were mixed in a turbomixer with 1000 g of polypropylene powder (MOPLENMR SSF) with melt index = 3.7 g / 10 minutes (media at 230 ° C in 2.16 kg). The obtained mixtures were extruded at a temperature of 200-230 ° C to give polymeric granules, which were then converted into 2 mm thick plates by injection molding at 200-220 ° C. The obtained plates were exposed in a WR Model 65 Environmental Conditions Meter (ASTM D2565-85) with a black panel temperature of (63 ± 3) ° C, until embrittlement began (disintegration) of the surface. Additional samples were exposed until a roughness parameter Ra was reached = 0.5 μm; the evaluation was carried out using a unit of measurement for the surface texture (model SurtronicMR 3+, Le = 0.8 mm, Ln = 4.0 mm, being the length of cut, that is, the length of the reference line used to identify the irregularities that characterize the surface and Ln being the total evaluation length). A polypropylene plate prepared under the same conditions indicated above, but without the addition of the compounds of the invention, was presented as a comparison. In Table 1, the necessary exposure time is given in hours. The longer, the better the stabilizing effect.

Table 1 Stabilizer Ra = 0.5 μm Time after (hours) disintegration (hours) without stabilizer 500 compound of Example Al2 3200 3450 composed of Example Al3 4090 4020 composed of Example Al6 3580 3450 Example B2: Photo stabilizer action on polypropylene tapes. .1 g of each of the compounds listed in Table 2, 1 g of tris [2, -di-tert-butylphenyl] phosphite, 0.5 g of tetracis [3- (3, 5-di-tert-butyl-4-hydroxyphenyl) propionate] of pentaerythritol and 1 g of calcium stearate were mixed in a turbomixer with 1000 g of polypropylene powder (MOPLEN "1 SSF, which had a melt index of 3.7 measured at 230 ° C and 2.16 kg.) The mixtures were extruded at 200-220 ° C to give polymer granules, which were subsequently converted to stretched tapes 50 μm thick and 2.5 mm wide, using a semi-industrial type device (®Leonard-Sumirago (VA) - Italy) and working under the following conditions: Extruder Temperature: 200-230 ° C Head Temperature: 240-260 ° C Stretch Ratio: 1: 6 The tapes were prepared and mounted on a white card and exposed on a 65 WR Environmental Conditions Meter (ASTM D 2565-85) with a black panel temperature of (63 + 3) ° C. The residual tenacity was measured, by means of a constant speed tensometer, on a sample taken after several times of exposure to light; from this, the exposure time (in hours) required for half the initial tenacity (T50) was measured. By way of comparison, tapes prepared under the same conditions indicated above were exposed, but without the addition of the stabilizers of the present invention. Results are shown in table 2.

Table 2 Stabilizer T50 (hours) without stabilizer 500 compound of Example A8 1640 composed of Example A10 1610 composed of Example Al3 2110 compound of Example Al6 1910 Example B3: Light stabilizing action on polypropylene fibers. 1 g of the compound indicated in Table 3 below, together with 1 g of calcium stearate, 2.5 g of Ti02 (Kronos * RN 57) and a mixture of 0.5 g of monoethyl-3,5-di-tert-butyl Calcium-4-hydroxybenzyl phosphonate and 0.5 g of tris (2,4-di-tert-butylphenyl) phosphite were mixed with 1000 g of polypropylene powder (Moplen ™ FLF 20, melt flow index 12.2 g / 10 min. , measured at 230 ° C and 2.16 kg) in a turbomixer. The mixtures were extruded at 190-230 ° C to give granules; these were subsequently converted to fibers using a semi-industrial type apparatus (Leonard-SumiragoMR (VA), Italy) under the following conditions: Extruder Temperature: 200-230 ° C Head Temperature: 255 ° C Stretch Ratio: 1: 3.5 Count: 11 dtex per filament The fibers produced in this way were again exposed to a white cardboard in a Condition Meter Environmental MR Type 65WR with a black panel temperature of (63 + 3) ° C in accordance with ASTM D 2565-85. After several exposure times, the resistance to the residual traction of the samples, by means of a constant speed tensometer. Then, the exposure time T50 necessary to reach half of the initial tensile strength was calculated. The results are shown in Table 3 below. The data of the quantities were based on the weight of the polypropylene used.

Table 3: Duration of the exposure (T50 / h) to reach half of the tensile strength. Stabilizer Tso / h none 300 A21 1100 A22 1280 Stabilized fibers according to the invention have excellent tenacity. Example B4: Stabilization of polyethylene films. The additives reported in table 4, were then mixed via a master batch with LDPE granules (RibleneMK FF 29, d = 0.921 g / cm, MFI (190 ° C / 2.16 kg) = 0.60 g / 10 min.) a turbomixer. The mixtures were extruded at 200 ° C to obtain granules that were converted into films with thicknesses of 150 μm, by compression molding (17Q ° C / 3 min.). Some of the films were treated with pesticides, storing them before exposure to WOM for 20 days at 30 ° C, over a concentrated solution of VAPA MR in water (1: 1 ratio in parts by volume) in direct contact with the solution. The VAPAMMR (BASLINI SpA, Treviglio / BG, Italy) is an aqueous solution of 382 g per liter of sodium metam having the formula CH3-NH-CS-SNa. Samples of the films were then mounted in quartz tubes and exposed to a white board in a "WOM" Type 65 WR, with a black panel temperature of (63 ± 3) ° C. The degradation process was verified by measuring the increase of carbonyl in the sample with a Fourier Transformed Infrared Spectrophotometer. A greater increase in carbonyl indicates a greater degradation. The results are given in the following table 4 (arbitrary units). The data of the quantities were based on the weight of the polyethylene used.

Table 4: Increase in the concentration of sarbonyl (iCO) after the indicated exposure (WOM). ICO Stabilizer after iCO after 875 h WOM treatment with pesticide and 765 h WOM no 0.4 0.8 0.3% of A21 0.037 0.072 0.3% of A22 0.046 0.078 It is clear that the stabilizer of the invention provides effective stabilization for PE films, with or without pesticide treatment. Example B5: Stabilization of a gray pigmented ABS / polycarbonate blend. The commercial PC / ABS mixture (Cycoloy MC 8002; mixture 50/50 weight / weight of PC and ABS pigmented with 1% by weight of Gray 9779) is stabilized by the addition of 1% by weight of 2- (2 '- hydroxy-3 ', 5'-bis (1,1-dimethylbenzyl) phenyl) -benzotriazole (C) and 0.5% by weight of the compound indicated in Table 5. A sample containing only 1% by weight of the benzotriazole stabilizer and An unstable sample is used as a comparison, Izod bars (6.35 cm x 1.27 cm x 0.3175 cm) (2.5"L x 0.5" W x 0.125"W) were prepared by injection molding on a BOY 30 machine, barrel 246.11-268.33 ° C (475-515 ° F), die temperature of 268.33 ° C (515 ° F). Accelerated environmental deterioration was performed using a Cí65A (XAW) Environmental Conditions Meter, operated in any XAW Dry mode "(ASTM G26-90, method C) After regular intervals, the color change was determined? according to DIN 6174. The results were compiled in table 5.

Table 5: Color change (? E) of the pigmented PC after the indicated irradiation time. Irradiation time: 94.8 h 500.5 h 999.7 h 1249.0 h Stabilizer? E? E? E? E none 1.5 6.9 9.8 11.0 C 0.7 4.2 7.7 9.0 C + All 0.5 3.1 6.2 7.2 C + Al4 0.2 2.3 5.4 7.0 C + A4 0.3 2.1 5.0 6.5 C + Al7 0.3 1.7 4.3 5.7 Example B6: Stabilization of a pigmented, white polycarbonate / ABS mixture. The mixtures are prepared from a commercial PC / ABS mixture (Cycoloy ™ MC 8002; a 50/50 weight / weight mixture of PC and ABS as described in Example B5, except that Ti02 (rutile TionaM RCL-4; SCM chemicals) was used as a pigment. The weather resistance and evaluation is carried out according to that described in example B5; the results are collected in table 6.

Table 6: Color change (? E) of the pigmented PC, white after the indicated irradiation time. Irradiation time: 499.3 h 999.8 h 1249.3 h Stabilizer? E? E? E none 11.6 21.8 23.7 C 6.0 15.7 17.4 C + All 2.6 10.2 11.7 C + Al4 2.3 9.3 11.3 C + A4 2.7 9.6 11.4 C + Al7 2.2 9.2 10.7 The PC / ABS samples stabilized according to the invention show excellent color stability. Example B7: Brightness and Resistance to Stabilized PC / ABS Cutting Impact. Additional samples were prepared and exposed to the environment as shown in Examples B5 and B6 and evaluated for brightness and shear impact strength.

Gloss: Injection molded plaques of 5.08 cm x 5.08 cm (2"x 2") were removed and replaced in each interval. The device of the invention is a ratory Reference Instrument BYK-Gardner Opacity-Brightness. Shock Impact Test: 10 duplicate bars were used for each cloth interval, impacting the exposed face. The test was conducted by ASTM D4508-90 using the TMI Impact Tester / Tester. The PC / ABS samples stabilized according to the invention, with 0.5% by weight of the compound of Example A4 or Al7 show excellent gloss retention and impact resistance. Example B8: Stabilization of a 2-layer metallic finish. The photostabilizers to be tested were dissolved in 30 g of Solvesso® 100 and tested in a clear coat having the following composition (parts by weight): Synthacryl® SC 3031.}. 27.51 Synthacryl® SC 3702) 23.34 Maprenal® 6503) 27.29 Butyl Acetate / Butanol (37/81 4.33 Isobutanol 4.87 Solvesso® 1504) 2.72 Crystal Oil K-305) 8.74 Leveling Aid Baysilon® MA6) 1.20 100.00 1 Acrylate resin, ® Hoechst AG; 65% solution in xylene / butanol (26: 9) 2 Acrylate resin, ® Hoechst AG; 75% solution in Solvesso® 1004 3Melamine resin, ®Hoechst AG; 55% solution in isobutanol '' Mixture of aromatic hydrocarbons, melting range: 182-203 ° C (Solvesso® 150) or 161-178 ° C (Solvesso® 100); Manufacturer: ®Esso Mixture of aliphatic hydrocarbons, melting range: 145-200 ° C; manufacturer: ®Shell 61% in Solvesso®150; manufacturer: ®Bayer AG 1% of the photostabilizers to be tested were added to the clear coating, based on the solids content of the varnish. For comparison, a transparent coating that did not contain photostabilizers was used. The clear coating was diluted with Solvesso® 100 to the spray viscosity and spray applied to a prepared aluminum panel (® Uniprime Epoxy, silver metallic basecoat), which was baked at 130 ° C, for 30 minutes, to give a dry film thickness of 40-50 μm clear coating. The samples were then exposed to the environment in a Atlas ®UVCON environmental conditions reproducing unit (UVB-313 lamps) in a cycle comprising UV irradiation at 70 ° C for 4 hours and condensation at 50 ° C for 4 hours. The surface brightness (20 ° brightness as defined in DIN 67530) of the samples was then measured at regular intervals. The results are shown in Table 8.

Table 8: high values indicate good stabilization.

The results listed in Table 8 show that the stabilized samples with stabilizer according to the invention have better stability to the environment (brightness retention) than the unstabilized sample. Example B9: Stabilization of Thermoplastic Olefins Molded test specimens were prepared by injection molding thermoplastic resin granules (TPO) containing pigments, a phosphite, a phenolic antioxidant or a hydroxylamine (HA), a metal stearate, ultraviolet light absorbers (UVA) or hindered amine stabilizers (HALS) or a mixture of UV absorbers and amine stabilizers prevented as described below. The pigmented TPO granules were prepared from pure pigment and commercially available pigment concentrates, stabilizers, coadditives and thermoplastic olefins, by mixing the components in a 2.54 cm (1") Superior Single Screw / MPM Extruder with a screw for All purpose (24: 1 L / D) at 400 ° F (200 ° C), cooled in a water bath and granulated.The resulting granules were measured in 5.08 cm x 5.08 cm (2"x 2") plates. 0.015 cm (60 thousandths of an inch) (0.006 of an inch thick) at approximately 375 ° F (190 ° C) on an Injection Molding Machine BOY 30M.

The pigmented TPO formulations of polypropylene compounds mixed with a rubber modifier, wherein the rubber modifier is copolymer or mixed product that reacts in itself containing copolymers of propylene and ethylene, with or without a ternary component such as ethylidene norbornene are stabilized with a stabilizer system with a base consisting of N, N-dialkylhydroxylamine or a hindered phenolic antioxidant with or without an organophosphorus compound. All additive and pigment concentrations in the final formulations were expressed as weight percent based on the resin. The formulations contain thermoplastic olefin granules and one or more of the following components; 0.0% - 2.0% pigment, 0.0% - 50.0% talc, 0.0% - 0.1% phosphite, 0.0% - 1.25% phenolic antioxidant, 0.0% - 0.1% hydroxylamine, 0.05% - 0.10% calcium stearate, 0.0% - 1.25% UV absorbent, 0.0% - 1.25% hindered amine stabilizer (HALS). The components were dry mixed in a drum dryer prior to extrusion and molding.

The test plates were assembled in metal blocks and exposed in an environmental conditions meter of Xenon Arc Atlas C65, at a black panel temperature of 70 ° C, 0.55 W / m2 at 340 nanometers and a relative humidity of 50% with intermittent light / dark cycles and water spray (Society of Automotive Engineers - Test Procedure SAE J 1960) . The specimens were tested at intervals of approximately 625 kilojoules by color measurements in an Applied Systems spectrophotometer in the reflectance mode, according to ASTM D 2244-79. The data collected included delta values E, L ^ and b ^ Brightness measurements were conducted on a BYK-GARDNER opacity / brightness meter at 60 ° according to ASTM D523.

UV Exposure Test Test specimens were prepared from a commercially available polyolefin mixture (Polytrope TPP 518-01, commercial distributor A. Schulman, Inc., Akron, Ohio, USA) as 5.08cm injection molded plates. x 5.08 cm (2"x 2" 60 mils (0.01524 cm)) thick exposed to UV radiation under Exterior Automotive Conditions SAE J 1960. The control sample contains as a stabilizing formulation compound A, according to indicated in the following table, 0.2% by weight of compound B and 0.1% of a 1: 1 mixture of tris (2,4-di-t-butylphenyl) phosphite and 1 part of tetra [3- (3,5-di-t- pentaerythritol buty1-4-hydroxy-phenyl) propionate) in the final resin formulation as commonly used in the industry, to impart UV stability. Samples 1-3 stabilized according to the invention contain 0.05% dialkylhydroxylamine in the final resin formulation as stabilization and 0.2% by weight of compound C as co-stabilizer. Compound A is Bis (2, 2,6,6-tetramethylpiperidin-4-yl) sebacate; Compound B is Poly [[6- [(1,1,3,3-tetramethyl-butyl) amino] -1,3,5-triazin-2,4-diyl] - [[(2,2,6, 6-tetramethyl-4-piperidyl) imino] hexamethylene [(2,2,6,6-tetramethyl-4-piperidyl) -imino]]; CAS-No 70624-18-9; Compound C is of the formula R-NH- (CH 2) 3-N (R) - (CH 2) 2 -N (R) - (CH 2) 3 -NH-R, with R being (CAS-No 106990-43-6, Compounds A, B and C are commercial stabilizers (Ciba Specialty Chemicals Inc.). All samples contain 15% talc, 2- (2-hydroxy-3, 5-di-ter-amylphenyl) -2H-benzo-triazole 0.2%, 0.1% of calcium stearate and as a color pack, 0.25% of Red 3B and Pigmento Rojo 177, C.I. # 65300. All concentrations of the additive and pigment in the final concentrations were expressed as weight percent on the resin.

Table 9: UV exposure test of Polytrope TPP plates The samples exhibit exceptional resistance to photodegradation when stabilized with photostabilising systems comprising a piperazinone of the present invention. In all cases, the photostabilized formulations show much greater resistance to photodegradation than unstabilized specimens, which fail rapidly under the UV exposure conditions discussed above.

Claims

1. A composition, characterized in that it comprises (A) a synthetic organic polymer selected from the group consisting of polyoxymethylene, a mixture of polycarbonate with acrylonitrile-butadiene-styrene terpolymer, and a coating system based on a functional acrylate resin and a crosslinking agent , and (B) as a stabilizer, a compound of the formula I or II wherein p is in the range of 1 to 10; s is in the range of 1 to 8; when s is 1, A is C? -C? 8 alkyl; C2-C8 alkyl which is substituted by NH2, hydroxy, halogen and / or OR10 or interrupted by -0-, -NH- and / or -NR? 0-; or A is C? -C? -alkyl substituted by -COORu or phenyl; when s is 2, A is alkylene of C2-C? 0; C4-C2 alkenylene; C3-C5 alkylene, substituted by one or more OH and / or interrupted by one or more of oxygen, phenylene, alkylphenylene of C? -C4 / -COO-, -CONH-, when s is 3, A is C3-C10-alcantriyl, "C3-C12-alcantriyl substituted by OH and / or interrupted by oxygen, -NH- or -NR10-, or one of the groups of the formulas (Illa) - ( Illd) - (R8-CO) r R1S - X _ N ^ J? - H15 - < CO-R28) - ^ N (lllb) - (R9-CO). R1S X - when s is 4, A is Cj-Cio alkyntetril; C4-C12 alkyntetrile substituted by OH and / or interrupted by oxygen, -NH- or -NR? 0-; or one of the groups of the formulas (IVa) - (IVd) - (R ^ COJRR ^ -X ^ N ^ X-R '^ - XN X-R15- (CO-R8) r (IVb) - (R9-CO) - R, 5- X X-Rt5- (CO -R9) .- - (R9-CO), R, R "115? - (CO-R28) - (R8-C0) r R1S - N N ^ .N- R15" (CO-R28) • Y Y (IVd) when s is 5, A is C5-C? -cyclopentanyl; Ca-C 2 -alkappentany substituted by OH and / or interrupted by oxygen, -NH- or -NR-0-; or one of the groups of the formulas (Va) - (Vc) R15 < CO-R8) .- - (Rβ-CO) rR15-X_N X-R'15-X N N -R15- < CO-R8) r (Vb) - (R9-c °) ¡- Rts - x x- R, s - (CO-Ra) .- - «Vco > R? S R ^ CO-R,) - (R8-CO) rR15-N N -R15- (CO-R28) .- X-R1s- (CO-R28) .- (Vc) when s is 6, A is C6-C6 alkanohexyl; C6-C2 alkanohexyl substituted by OH and / or interrupted by oxygen, -NH- or -NR10-; or one of the groups of the formulas (Way) - (VIf) - - when s is 7, A is C 7 -C 0 alkanheptayl; C 7 -C 2 alkanheptayl substituted by OH and / or interrupted by oxygen, -NH- or -NR 10-; or one of the groups of formulas (Vlla) - (Vlld) when s is 8, A is C 8 -C 0 alkanoyl; C8-C2 alkanoctayl substituted by OH and / or interrupted by oxygen, -NH- or -NR? 0-; or one of the groups of formulas (Villa) - (VlIIb) (Vllla) the index i is zero or 1; Ri / R2 / R3 and i r independently of one another, are C?-C4 alkyl, or Ri and R or R3 and R4, together with the carbon atom to which they are attached, form a cyclopentyl or cyclohexyl ring; R5 is hydrogen; C? -C? 8 alkyl; oxyl; OH; CH2CN; C? -C? 8 alkoxy; C5-C? 2 cycloalkoxy; C3-C8 alkenyl; C3-C8 alkynyl; C7-C2 phenylalkyl; C7-C15 phenylalkyl, which is substituted on the phenyl ring by 1, 2 or 3 radicals selected from C 1 -C 4 alkyl and C 1 -C 4 alkoxy; C7-C15 phenylalkoxy; C7-C15 phenylalkoxy, which is substituted on the phenyl ring by 1, 2 or 3 radicals selected from C 1 -C 4 alkyl and C 1 -C 4 alkoxy; or R5 is C? -C8 alkanoyl; C3-C5 alkenoyl, "C? -C? 8 alkanoyloxy; glycidyl ?; or a group -CH2CH (OH) -G, in which G is a hydrogen, methyl or phenyl; and y 9 and 28 29/30 / 32 and 33 / independently of one another, are C 1 -C 4 alkylene, Rio is C 1 -C 8 alkyl, C 8 -C 8 alkanoyl, C 5 -C 6 cycloalkyl, C 7 -C 15 phenylalkyl, which is unsubstituted or substituted on the phenyl ring by a radical selected from C 1 -C 4 alkyl and C 1 -C alkoxy, or R 10 is C 1 -C 8 alkyl or substituted C 1 -C 8 alkanoyl psr OH, C 1 alkoxy; ? -C12 and / or a residue of benzophenolyl or benzophenonyloxy, wherein one or both of the rings of the phenyl of the benzophenone portion are unsubstituted or substituted by OH, halogen, C 1 -C 4 alkyl and / or C 1 -C 8 alkoxy; Rp is C? -C? 8 alkyl; C2-Ca8 alkyl, which is substituted by NH2, NHR? 0, N (R10) 2, nitro, hydroxy and / or C? -C? 8 alkoxy; C3-C? 8 alkenyl; cycloalkyl of Cb-C? 2; C5-C12 cycloalkyl, which is substituted by alkyl of C1-C4 and / or interrupted by -0-; R15 and R'15 independently of one another are C2-C ?alkylene; C3-C12 alkylene substituted by OH and / or interrupted by oxygen, phenylene, C3-C4 alkylphenylene, R6 is C3-C6-Cranitriyl; C3-C12 alkantriyl substituted by OH and / or interrupted by oxygen, -NH or -NR? 0-; R17 is "C4-C? Alca alkylenitrile; C4-C? Alca alkylenitrile substituted by OH and / or interrupted by oxygen, -NH- or -NR10-; R is is C5-C alcan alcan alkapentanyl," C5 -pentepentanyl ~ C 2 substituted by OH and / or interrupted by oxygen, -NH- or R19 is C6-C6 alkanohexyl; C6-Ca2 alkanohexyl substituted by OH and / or interrupted by oxygen, -NH- or -NR10-; X is -O-, -NH- or -N (R? O) -; Xi, X2, X3, 4? Xs Xe / X? and independently of one another, they are -O- or -NH-; And it is -O- or a residue of the formula Z means halogen, NH2, NHRio, N (R10) 2 or C? -C alkoxy; ZT has one of the given meanings for Z or is -X-Rds-XH, and Z2 is H or a residue of the formula

2. The composition according to claim 1, characterized in that the mixture of polycarbonate with acrylonitrile-butadiene-styrene terpolymer of component (A), is a mixture of 10 to 90 parts by weight of polycarbonate with 90 to 10 parts by weight of acrylonitrile-butadiene-styrene terpolymer.

3. The composition according to claim 1, characterized in that it contains as an additional component (C), a UV absorber of the class of benzotriazoles, o-hydroxyphenyl-s-triazines and / or benzophenones.

4. The composition according to claim 1, characterized in that in the compound of formula (I) (component B), wherein s is in the range of 2 to 6; when s is 2 A is C2-Cao alkylene; C3-C2 alkylene substituted by OH and / or interrupted by oxygen, -NH- or -NR? 0-; or a group of the formula -R8-COO-R? 2-OCO-R9- (lia); when s is 3 A is a group of the formula (Illa) when s is 4, A is one of the groups of formulas (IVa) or (IVd) (IVd) when s is 5, A is a group of the formula (Va) when s is 6, A is one of the groups of the formulas (VTb) - (VIf) - (Rß-CO): R R '11 R 5 - (CO-R88)', I (R 8 -CO): R 15 - N the index i is zero or 1; Ri, R2, R3 and R, independently of each other, are methyl; R5 is hydrogen; C? -C? 8 alkyl; oxyl; OH; C? -C? 8 alkoxy; C5-C? 2 cycloalkoxy; C3-C8 alkenyl; or R5 is C? -C? alkanoyl; C3-C5 alkenoyl; d-Ci alkanoyloxy; glycidyl; or a group -CH2CH (OH) -G, in which G is hydrogen, methyl or phenyl; Re and g / and R28, R29 R30 R31 R32 and R33 independently of each other, are methylene; Rio is C? -C8 alkyl, Ct-C8 alkanoyl, C5-Ca2 cycloalkyl; Ra2 is C2-C0 alkylene; or C3-C2 alkylene interrupted by oxygen, -NH- or -NR ^ -; Ris and R'15, independently of one another, are C 2 -C 0 alkylene; R17 is C4-C? 0 alkanetrile; Ris is C5-C10 campyntanyl; X is -O-, -NH- or -N (R? O) -; Xi, X2, X3, X4, Xs Xe, X7 and Xs, independently of each other, are -O- or -NH-; and Z means NHR10, N (R? 0) 2 or C? ~ C4 alkoxy.

5. A compound of the formula (! ') Or (II) characterized in that p is in the range of 1-10; s is in the range of 1 to 8; R 1, R 2, R 3 and R 4, independently of one another, are C 1 -C 4 alkyl; R5 is hydrogen; C? -C? 8 alkyl; oxyl; OH; CH2CN; C? -C? 8 alkoxy; C5-C? 2 cycloalkoxy; C3-C8 alkenyl; C3-C8 alkynyl; C7-C2 phenylalkyl; C7-C15 phenylalkyl, which are substituted on the phenyl ring by 1, 2 or 3 radicals selected from C 1 -C 4 alkyl and C 1 -C 4 alkoxy; C7-C5 phenylalkoxy; phenylalkoxy of C-Cts, which are substituted on the phenyl ring by 1, 2 or 3 radicals selected from C 1 -C 4 alkyl and C 1 -C 4 alkoxy; or R5 is C? ~ C8 alkanoyl; C3-C5 alkenoyl; C? -C? 8 alkanoyloxy; glycidyl; or a group -CH2CH (OH) -G, in which G is hydrogen, methyl or phenyl; when s is 1, A is C 2 -C 8 alkylene; substituted by OR30, wherein R30 is C? -C8 alkyl or C-C8 alkanoyl substituted by a benzophenonyl or benzophenonyloxy residue, wherein one or both phenyl rings of the benzophenone portion are unsubstituted or substituted by OH, halogen , C 1 -C 4 alkyl and / or C 1 -C 8 alkoxy; when s is 2 A is C3-C15 alkylene substituted by one or more OH and / or interrupted by one or more oxygens, -N- -NH- and / or -NR10-; or A is alkenylene of C-Cis, X.X-. substituted by OH and interrupted by phenylene, C1-C4 alkylphenylene, -COO-, -CONH-; or A is alkenylene of C-C2 or one of the groups of the formulas (lia) - (lie) -R8-COO-R12-OCO-R9-; -R8-CONH-R13-NHCO-R9-; -R8-COO-R14-NHCO-R9-; (Ha) (Hb) (He) (Rβ-CO) rR, s-X N.Z (Nd) - (Rg-CO); , 5-X and when R 5 is not hydrogen, A also embraces C 2 -C 0 alkylene; C2-C alkylene or interrupted by phenylene or C1-C4 alkylphenylene; when s is 3, A is C3-C alkytriyl 0; C 3 -C 2 alkantriyl substituted by OH and / or interrupted by oxygen, -NH- or -NR] 0-; or one of the groups of the formulas (Illa) - (Illd) (R8-CO) rR 15 Yr X-R15- (CO-R28) .- (Hlb) (R9-CO) - R1S- when s is 4, A is C4-C10 alkyntetrile; C4-C2 alkanetrile substituted by OH and / or interrupted by oxygen, -NH- or -NR? 0-; or one of the groups of the formulas (IVa) - (IVd) - (R9-CO) .- R15 \ - (R8-CO) r R15 - N N ^ .X "R15" (CO-R28) - T II X-R16- (CO-R28) - (IVC) (R9-CO) - R R15 < CO-R28) .- - (R8-CO) -R, 5-N N -R ^ -ÍCO ^) .- when s is 5, A is C5-C? -cyclopentanyl; C.sub.5 -C.sub.2 -C.sub.pentanyl substituted by OH and / or interrupted by oxygen, -NH- or -NR? 0-; or one of the groups of the formulas (Va) - (Vc) R15 < CO-R8) f / • (R8-C0) -R15-XN X-R'15-XN N-R15iCO-Ra) .- (Vb) - (R9-CO) - R (s- X? -_ R ) 6_ (C0.R9) _ when s is 6, A is C6-C6 alkanohexyl; C 6 -C 2 alkanohexyl substituted by OH and / or interrupted by oxygen, -NH- or -NR] 0-; or one of the groups of formulas (Way) - (Vlf) - (R.-CO), R "R15 < CO-R23) - - (R8-CO) - R15- NN N- R iCO-fí) .- (R3o-CO) r- R15-N- ^ ..- CO-RJ,) - (Vlb) - when s is 7, A is C 7 -C 0 alkanheptayl; C 7 -C 2 alkanheptayl substituted by OH and / or interrupted by oxygen, -NH- or -NR0-; or one of the groups of formulas (Vlla) - (Vlld) - (R8-CO): R, 5 - (Rß-CO) r R16-N when s is 8, A is C 8 -C 0 alkanoyl; C8-C2 alkanoyl substituted by OH and / or interrupted by oxygen, -NH- or -NR0-; or one of the groups of formulas (Villa) - (VlIIb) (Vllla) (VIIIb) the index i is zero or 1; Rs and Rg, and R28 R29, R30, R31 / R32 and R33, independently of each other, are methylene, and when Rb is not hydrogen, it further embraces ethylene; Rio is C? ~ C8 alkyl, C? -Ca alkanoyl, C5-C? 2 cycloalkyl, C7-C? Phenylalkyl, which is unsubstituted or substituted on the phenyl ring by a radical selected from alkyl of C 1 -C 4 and C 1 -C 4 alkoxy, * Ri 2, R 13 and R 14, independently of each other, are C 2 -C 0 alkylene; C3-Ca2 alkylene substituted by OH and / or interrupted by oxygen, phenylene, C1-C4 alkylphenylene, -NH- or -NR10-; alkenylene of C-C? 2; R 15 and R '15 independently of each other, are C 2 -C 0 alkylene; C3-C2 alkylene substituted by OH and / or interrupted by oxygen, phenylene, C1-C4 alkylphenylene, Ra6 is C3-C10 alcantriyl, C3-Ca2 -canediyl substituted by OH and / or interrupted by oxygen, -NH or -NR10-; R17 is C4-C? 0 alkanetrile; C 4 -C 2 alkanedryl substituted by OH and / or interrupted by oxygen, -NH- or -NR? 0 ~; Ris is C5-C10 campyntanyl; C.sub.5 -C.sub.2 -C.sub.pentanyl substituted by OH and / or interrupted by oxygen, -NH- or -NRao-; Ris is C 6 -C 0 alkanohexyl; C6-C2 alkanohexyl substituted by OH and / or interrupted by oxygen, -NH- or -NR? 0-; X is -O-, -NH- or -N (R? O) -; i X2 X3, X4, Xs, Xe, independently of one another, are -O- or -NH-; And it is -O- or a residue of the formula; Z means halogen, NH2, NHR10, N (R? 0) 2 or C? ~ C4 alkoxy; Zi has one of the given meanings for Z or is -X-R 'i5-XH, and Z2 is H or a residue of the formula

6. The compound of the formula (I ') or (II) according to claim 5, characterized in that p is in the range of 2 to 6, s is in the range of 2 to Ri / 2 3 and 4 / independently of one another, are methyl or ethyl; R5 is hydrogen; C? ~ C? 8 alkyl; oxyl; OH; CH2CN; C? -C? 8 alkoxy; C5-C? 2 cycloalkoxy; C-C8 alkenyl; C7-C2 phenylalkyl; C7-C5 phenylalkoxy; or R5 is C? -C8 alkanoyl; C-C5 alkenoyl; alkanoyloxy of Cj.-C? 8; glycidyl; or a group -CH2CH (OH) -G, in which G is hydrogen, methyl or phenyl; when s is 2 A is C3-C2 alkylene substituted by OH and / or interrupted by oxygen, -NH- or -NR10-; C4-C2 alkenylene; or one of the groups of formulas (lia) - (lie) -R8-COO-R12-OCO-R9-; -Rβ-CONH-R, 3-NHCO-R 9 - -R 8 -COO-R 14 -NHCO-R 9 -; (Ha) (llb) (lie) (R8-CO) - R1s- X ^ .2 N and N (lid) • (Rg-CO), R | B and when R 5 is not hydrogen, A also embraces C 2 -C 0 alkylene; C 2 -C 0 alkylene interrupted by phenylene or C 1 -C 4 alkylphenylene; when s is 3, A is C3-C alkytriyl 0; or one of the groups of the formulas (Illa) - (Illd) - (R8-CO) r R15 - X N ^ .X- R15 - (CO-R28) - I Y (lllb) - (R9-CO) .-- R1S- X (Ule) when s is 4, A is C4-Ca0 alkylentrile; or one of the groups of the formulas (IVa) - (IVd) when s is 5, A is C5-C? -cyclopentanyl; or a group of the formula (Va) when s is 6, A is C6-C6 alkanohexyl; or one of the groups of the formulas (VI) - (VI f) when s is 7, A is C 7 -C 0 alkanheptayl; when s is 8, A is C 8 -C 0 alkanoyl; or one of the groups of formulas (Villa) - (VlIIb); the index i is zero or 1; s and R9, and R28, 29, R30, R31, 32 and 33, independently of one another, are methylene; Rio is C] -C8 alkyl, C? -C8 alkanoyl, C5-C? 2 cycloalkyl, C7-C? Phenylalkyl; R12 / R13 and i4 independently of one another, are C2-C? Alkylene; C3-C2 alkylene substituted by OH and / or interrupted by oxygen, -NH- or -NR? 0-; C4-C15 alkenylene;; Ri5 and R 'ís, independently of one another, are C2-C? Alalkylene; C 3 -C 2 alkylene substituted by OH and / or interrupted by oxygen, phenylene, C 1 -C 4 alkylphenylene, R-16 is C 3 -C 10 -alkantriyl, "R 7 is C 4 -C 8 alkylentrile, Ris is C 5 -C 8 -carpepentanyl, X is -O-, -NH- or -N (R 6) - Xi, X2, X3, X4, X5 / independently of one another, are -O- or -NH-, and Z means halogen, NH2, NHRi0, N (R? 0) 2 or C? C4

7. The compound of formula (I ') according to claim 5, characterized in that s is in the range of 2 to 6, Ri R2 / R3 R4 independently of each other, are methyl or ethyl, R5 is hydrogen C 1 -C 8 alkyl, oxyl, OH, CH 2 CN, C 1 -C 8 alkoxy, C 5 -C 2 cycloalkoxy, C 3 -C 8 alkenyl, C 7 -C 8 phenylalkyl, C 7 -C 5 phenylalkoxy or R 5 is C 8 -C 8 alkanoyl, C 3 -C 5 alkenoyl, C 1 -C 8 alkanoyloxy, glycidyl, or a group -CH 2 CH (OH) -G, wherein G is hydrogen, methyl or phenyl; when s is 2 A is C3-C2 alkylene substituted by OH and / or interrupted by oxygen, -NH- or -NR? 0-; C4-C2 alkenylene; or a group of the formula (lia) -R8-COO-R? 2-OCO-R9-; (He has) and when R 5 is not hydrogen, A also embraces C 2 -C 0 alkylene; when s is 3, A is C3-C10 alkanetriyl; or one of the groups of the formulas (Illa), (IHb) or (IHd); when s is 4, A is C4-C10 alkyntetrile; or one of the groups of the formulas (IVa), (IVb) or (IVd); when s is 5, A is C5-C? -cyclopentanyl; when s is 6, A is one of the groups of the formulas (VIb) (Vlf); the index i is zero or 1; R8 and Rg, and 28 / R29 / R30 / R31 / R32 and R33 / independently of one another, are methylene; Rio is C? -C8 alkyl, C? -C8 alkanoyl, Cs-C? 2 cycloalkyl; R 2 is alkylene of C 2 -C 0 0; C3-C2 alkylene substituted by OH and / or interrupted by oxygen, -NH- or -NRi0-; R 15 and R'is, independently of one another, are C 2 -C 0 alkylene; R16 is C3-C6-alkantriyl; R17 is C4-C? 0 alkanetrile; X is -0-, -NH- or -N (R10) -; X, X2, X3, X4, independently of each other, are -O- or -NH-; and Z means halogen, NHRio, or N (R? 0) 2.

8. The compound of the formula (I ') according to claim 5, characterized in that s is 2, 3, 4 or 6; Ri, R2, R3 and R4 are methyl; Rs is' hydrogen; C? -C8 alkyl; C? -C? 0 alkoxy; cyclohexyloxy; allyl; benzyl; acetyl; C3-C4 alkenoyl; glycidyl; when s is 2 A is C 3 -C 0 alkylene substituted by OH or interrupted by oxygen, -NH- or -NR 0-; or a group of the formula -R8-C00-R? 2-0C0-R9- (lia); and when Rs is not hydrogen, A also embraces C2-C6 alkylene; when s is 3, A is a group of the formula (Illa); when s is 4, A is a group of the formula (IVa) or (IVd); when s is 6, A is a group of the formula (VIe); the index i is zero; R8 and Rg / and 20 29 / R30 / 31 / R32 and R33 are methylene; Rio is C? ~ C8 alkyl, formyl, acetyl, or cyclohexyl; R 12 is C 2 -C 0 alkylene; or C3-C10 alkylene interrupted by oxygen; R 15 and R '15, independently of one another, are C 2 -C 0 alkylene; R17 is C4-C? 0 alkanetrile; x is -NH-; Xi, X2, X3, X4 are -0-; and z sig? ica N (R? o) 2- 9.

A composition, characterized in that it comprises A) an organic material sensitive to damage by light, oxygen and / or heat, and B) as a stabilizer, a compound of the formula I 'or II, in accordance with claim 5.

The composition according to claim 9, characterized in that it comprises as organic material a thermoplastic organic polymer or a binder for a coating or a photographic material.

11. The composition according to claim 9, characterized in that it comprises from 0.1 to 10% by weight, based on the material to be stabilized, of the stabilizer of component B.

12. The composition according to claim 9, characterized in that it comprises a component additional selected from solvents, pigments, dyes, plasticizers, antioxidants, stabilizers, thixotropic agents, leveling adjuvants, additional photostabilizers, metal passivators, phosphites and phosphonites.

13. The composition according to claim 12, characterized in that it comprises, as an additional component, a photostabilizer of the class of 2-hydroxyphenyltriazines and / or 2-hydroxyphenylbenzotriazoles.

14. A process for stabilizing an organic material against damage by light, oxygen and / or heat, characterized in that it comprises adding to, or applying to the material, at least one compound of the formula I 'or II, in accordance with the claim 5. The use of a compound of formula I 'or II according to claim 5, for stabilizing an organic material against damage by light, oxygen and / or heat. RSSUSSgN OF THE INVENTION Polyoxymethylene, mixtures of polycarbonate with an acrylonitrile-butadiene-styrene terpolymer, and coatings based on a functional acrylate resin and a crosslinking agent, which are stabilized by the addition of a compound of the formula I where s is in the range of 1 to 8; R, R2, R3 and R4, independently of each other, are C?-C4 alkyl, or Ri and R2 or R3 and R4, together with the carbon atom to which they are attached, form a cyclopentyl or cyclohexyl ring; R5 is hydrogen; C? -C? 8 alkyl; oxyl; OH; CH2CN; C? -C? 8 alkoxy; C5-C? 2 cycloalkoxy; C3-C8 alkenyl; C3-C8 alkynyl; C7-C2 phenylalkyl; C7-C15 phenylalkyl, which are substituted on the phenyl ring by 1, 2 or 3 radicals selected from C? -C4 alkyl and O.C4 alkoxy; or R5 is C? -C8 alkanoyl; C3-C5 alkenoyl; C? -Ca alkanoyloxy; glycidyl; or a group -CH2CH (OH) -G, in which G is a hydrogen, methyl or phenyl; and A is as described in claim 1, shows good resistance against the damaging effects of light, oxygen and heat.