Compositions – Preservative agents – Anti-oxidants or chemical change inhibitants
Patent
1998-10-13
2000-10-03
Warden, Jill
Compositions
Preservative agents
Anti-oxidants or chemical change inhibitants
252403, 524 96, 524 99, 524100, 524102, 524103, C09K 1516, C09K 1522, C08L 535, C08K 534, C08J 535
Patent
active
061268615
DESCRIPTION:
BRIEF SUMMARY
The invention relates to novel compositions of photoreactive, low molecular weight polyalkylpiperidines and non-photoreactive low molecular weight sterically-hindered polyalkylpiperidines as well as to masterbatch compositions comprising the novel compositions and a process for stabilizing natural or synthetic organic polymeric or prepolymeric substrates against the damage effected by light, heat and/or oxidation. The invention also relates to the corresponding stabilized organic material and its use in the production of fibers and yarn, moldings, foamed plastic, coatings, lacquers or varnishes, adhesives and fabric.
According to the invention there is provided a composition, particularly suitable as light stabilizer, consisting of a photoreactive, UV-light absorbing, low molecular weight polyalkylpiperidines of general formula I (hereinafter referred to as component A) ##STR1## wherein R.sub.1 signifies hydrogen, hydroxyl, C.sub.1-20 alkyl, C.sub.1-20 alkoxy, or alkyl polyalkylpiperidine (hereinafter referred to as component B) selected from the group consisting of the compounds B-1 to B-24 of the following general formulae ##STR2## wherein alkyl signifies linear or branched or cyclic saturated C.sub.1-8 alkyl group or linear or branched or cyclic C.sub.1-18 unsaturated group (alkenyl group) 1-10. ##STR3## wherein R.sub.4 signifies hydrogen, C.sub.1-20 alkyl, preferably C.sub.1-10 alkyl, more preferably C.sub.1-4 alky, or ##STR4## X signifies oxygen, N--R.sub.4 ##STR5## wherein R.sub.5 signifies hydrogen, C.sub.1-20 alkyl, hydroxyl, C.sub.1-20 alkoxy, acyl ##STR6## (CH.sub.2).sub.m COOR.sub.7, wherein m is an integer selected from 0 to 10, preferably 0-2, and ##STR7## C(O)O--R.sub.3 B- 14 ##STR8## wherein R.sub.10 signifies hydrogen, C.sub.1-10 alkyl, C.sub.1-10 alkenyl or ##STR9## wherein n is a integer selected from 1 to 19 ##STR10##
The ratio of component A to component B can be chosen within wide limits. However, a synergistic effect has been observed when the A to B ratios are 95:5 to 5:95, preferably 75:25 to 25:75, more preferably 65:35 to 35:65.
The compounds of component A and of component B are known or may be made from known compounds by known methods. Further, in this specification, where a range is given, the figures defining the range are included. Any group capable of being linear, branched or cyclic is linear, branched or cyclic unless indicated to the contrary. Also in this specification, where a symbol appears more than once in a formula, its significances are independent of one another unless indicated to the contrary.
In formula I R.sub.1 signifies preferably C.sub.1-8 alkyl, formyl, acetyl, propionyl, C.sub.8 alkoxy.
R.sub.2 in formula I signifies preferably methoxy.
In a preferred embodiment of the invention in formula I of component A R.sub.1 signifies methyl and R.sub.2 signifies methoxy.
In preferred compositions according to the invention component B is selected from a group consisting of the following compounds (1) to (6). ##STR11## (2) a compound of formula B-1 wherein n is 8 and R.sub.3 signifies ##STR12## (3) a compound of formula B-1 wherein n is 8 and R.sub.3 signifies ##STR13## (4) a compound of formula B-10 wherein R.sub.5 signifies hydrogen and R.sub.6 signifies (CH.sub.2).sub.m COOR.sub.7 wherein m is 2 and R.sub.7 is a mixture of C.sub.12 H.sub.25 and C.sub.14 H.sub.29 in the ratio 60 to 40. hydrogen. ##STR14##
Further, particularly useful compounds of component B are as listed below. 1,1'-(1,2-Ethanediyl)bis-(3,3,5,5-tetramethylpiperazinone) butyl-2-(2-hydroxy-3,5-di.sup.tert butyl-benzyl)malonate ne -dione 7a,8a-hexaazacyclopenta[def]fluorene-4,8-dione ropanoic acid dodecyl ester bis(2,2,6,6-tetramethyl-4-piperidinyl)-ester bis(1,2,2,6,6-pentamethyl-4-piperidinyl)-ester bis(1-acetyl-2,2,6,6-tetra-methyl-4-piperidinyl)-ester 2-Methyl-2(2",2",6",6"-tetramethyl-4"-piperidinylamino)-N-(2',2',6',6'-tet ra-methyl-4'-piperidinyl)propionylamide ,6,6-tetramethyl-4-piperidinylester butyl-4-hydroxyphenylpropionyloxy)ethyl]-4-(3,5-di.sup.tert butyl-4-hydroxyphenylpropionyloxy)-2
REFERENCES:
patent: 4863981 (1989-09-01), Gugumus
patent: 4876299 (1989-10-01), Avar
patent: 5679733 (1997-10-01), Malik et al.
patent: 5874493 (1999-02-01), Webster
Clariant Finance (BVI) Limited
Cole Monique T.
Hanf Scott E.
Jackson Susan S.
Warden Jill
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