Patent DE-19924984-A1 (DE)
Title: Compositions stabilized against degradation by light, oxidation and/or heat
Inventor: ZEDDA ALESSANDRO
IPC: C08L59/02
Filed: 1999-05-31
Abstract: Derivatives of 3,3,5,5-tetra-alkyl-piperazine-2,6-diones (many of which are new compounds) are used as stabilizers in organic materials, e.g. compositions containing polyoxymethylene, polycarbonate/ABS blends or crosslinked acrylics. Compositions containing (A) a synthetic polymer selected from a polyoxymethylene, a mixture of polycarbonate and acrylonitrile-butadiene-styrene terpolymer, and a coating system based on a functional acrylic resin and a crosslinker, and (B) a compound of formula (I) or (II) as stabilizer: in which:  p  = 1-10;  s  = 1-8;  if s  = 1, A = 1-18C alkyl, 2-18C alkyl substituted with NR2, OH, halogen and/or OR10 or containing in-chain O, NH and/or NR10 groups, or 1-18C alkyl substituted with -COOR11 or phenyl;  if s  = 2, A = 2-10C alkylene, 4-12C alkenylene, 3-15C alkylene substituted with 1 or more OH and/or containing 1 or more in-chain O, phenylene, 1-4C alkylphenylene, -COO-, -CONH-, -NH-, -NR10- groups or groups of formula -Tr1- or -Tr2-;  if s  = 3, A = 3-10C alkanetriyl, 3-12C alkanetriyl substituted with OH and/or containing in-chain O, NH or NR10, or a group of given formula (IIIa)-(IIId);  if s  = 4, A = 4-10C alkanetetrayl, 4-12C alkanetetrayl substituted with OH and/or containing in-chain O, NH or NR10, or a group of given formula (IVa)-(IVd);  if s  = 5, A = 5-10C alkanepentayl, 5-12C alkanepentayl substituted with OH and/or containing in-chain O, NH or NR10, or a group of given formula (Va)-(Vc);  if s  = 6, A = 6-10C alkanehexayl, 6-12C alkanehexayl substituted with OH and/or containing in-chain O, NH or NR10, or a group of given formula (VIa)-(VIf);  if s  = 7, A = 7-10C alkaneheptayl, 7-12C alkaneheptayl substituted with OH and/or containing in-chain O, NH or NR10, or a group of given formula (VIIa)-(VIId);  if s  = 8, A = 8-10C alkaneoctayl, 8-12C alkaneoctayl substituted with OH and/or containing in-chain O, NH or NR10, or a group of given formula (VIIIa)-(VIIIb);  i  = 0 or 1;  R1-R4 = 1-4C alkyl, or R1/R2 or R3/R4 plus the linking carbon may form a cyclopentane or cyclohexane ring;  R5  = H, 1-18C alkyl or alkoxy, oxyl, OH, CH2CN, 5-12C cycloalkoxy, 3-8C alkenyl or alkynyl, 7-12C phenylalkyl, 7-15C phenylalkyl ring-substituted with 1, 2 or 3 1-4C alkyl or alkoxy groups, 7-15C phenylalkoxy (optionally substituted as above), 1-8C alkanoyl, 3-5C alkenoyl, 1-18C alkanoyloxy, glycidyl or a group of formula -CH2CHOH-G;  G  = H, methyl or phenyl;  R8, R9, R28, R29 = 1-4C alkylene;  R10  = 1-8C alkyl or alkanoyl (both optionally substituted with OH, 1-12C alkoxy and/or benzophenonyl or benzophenonyloxy in which one or both benzene rings may be substituted with OH, halogen, 1-4C alkyl and/or 1-18C alkoxy), 5-12C cycloalkyl or 7-15C phenyl alkyl (optionally ring-substituted with 1-4C alkyl or alkoxy);  R11  = 1-18C alkyl, 2-18C alkyl substituted with NH2, NHR10, N(R10)2, nitro, OH and/or 1-18C alkoxy, 3-18C alkenyl or 5-12C cycloalkyl (optionally substituted with 1-4C alkyl and/or containing in-chain -O-);  R15, R'15  = 2-10C alkylene, or 3-12C alkylene substituted with OH and/or containing in-chain -O-, phenylene, 1-4C alkyl-phenylene, -NH- or -NR10-;  X  = -O-, -NH- or -N(R10)-;  X1-X8  = -O- or -NH-;  Y  = -O- or a group of formula =N-R15-(CO-R9)i-R;  Z  = halogen, NH2, NHR10, N(R10)2 or 1-4C alkoxy; Z1  = as for Z, or -X-R'15-XH;  Z2  = H or a group of formula R' shown;  R  = a dioxo-piperazinyl group shown. Independent claims are also included for (a) new compounds of formula (I') and (II), i.e. compounds of formula (I) and (II) in which the range of possible meanings for certain groups may be modified; (b) compositions containing (A) organic material which is sensitive to degradation by light, oxygen and/or heat and (B) a compound of formula (I') or (II) as stabilizer; (c) a method for stabilizing organic materials against degradation by light, oxygen and/or heat by the addition of and/or treatment with compound(s) (I') or (II).