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US4898901A Expired / Lapsed US ⏱️ 0.0 years remaining

Long chain N-alkyl-alpha-alkyl nitrones and polyolefin compositions stabilized therewith

Assignee: BASF Corp
•
Filing: 1989-03-23
•
Granted: 1990-02-06
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Expires: 2009-03-23
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Abstract

Abstract Long chain N-alkyl-alpha-alkyl nitrones represent particularly valuable process stabilizers for polyolefin compositions. The nitrone derived from the long chain alkyl mixture present in di(hydrogenated tallow)amine is especially useful for this purpose.

Inventors

  • 👤 Ramanathan Ravichandran
  • 👤 Stephen D. Pastor
  • 👤 Raymond Seltzer
  • 👤 Ambelal R. Patel

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-07 03:35
CPC Classifications
C; C07; C07C; C07C291/00; C07C291/02; C08; C08K; C08K5/00; C08K5/16; C08K5/32; C09; C09K; C09K15/00; C09K15/04; C09K15/20; C09K15/22

Claims Analysis

Total Claims: 30
Claim 1
Independent Claim 63 words
A long chain N-alkyl-alpha-alkyl nitrone compound of the formula ##STR3## wherein T is a straight or branched chain alkyl of 16 to 18 carbon atoms, G is hydrogen, methyl or ethyl, E is a straight or branched chain alkyl of 13 to 17 carbon atoms, and where the sum of the carbon atoms in G plus E is equal to 15 to 17.
Claim 2
Dependent Claim 63 words
A long chain N-alkyl-alpha-alkyl nitrone compound of the formula ##STR3## wherein T is a straight or branched chain alkyl of 16 to 18 carbon atoms, G is hydrogen, methyl or ethyl, E is a straight or branched chain alkyl of 13 to 17 carbon atoms, and where the sum of the carbon atoms in G plus E is equal to 15 to 17.
Claim 3
Dependent Claim 23 words
A compound according to claim 1 where T is hexadecyl, heptadecyl or octadecyl or is the alkyl mixture found in hydrogenated tallow amine.
Claim 4
Dependent Claim 17 words
A compound according to claim 2 where T is the alkyl mixture found in hydrogenated tallow amine.
Claim 5
Dependent Claim 12 words
A compound according to claim 1 where G is hydrogen or methyl.
Claim 6
Dependent Claim 10 words
A compound according to claim 4 where G is hydrogen.
Claim 7
Dependent Claim 31 words
A compound according to claim 1 where E is tridecyl, pentadecyl, hexadecyl, heptadecyl or is the alkyl mixture found in hydrogenated tallow amine with one less carbon atom per alkyl group.
Claim 8
Dependent Claim 25 words
A compound according to claim 6 where E is the alkyl mixture found in hydrogenated tallow amine with one less carbon atom per alkyl group.
Claim 9
Dependent Claim 39 words
A nitrone according to claim 1 wherein T is the alkyl mixture found in hydrogenated tallow amine, G is hydrogen, and E is the alkyl mixture found in hydrogenated tallow amine with one less carbon atom per alkyl group.
Claim 10
Dependent Claim 10 words
The compound according to claim 1 which is N-octa-decyl-alpha-heptadecyl nitrone.
Claim 11
Dependent Claim 80 words
A stabilized composition which comprises (a) a saturated polyolefin or mixture thereof, and (b) a stabilizing amount of a long chain N-alkyl-alpha-alkyl nitrone of the formula ##STR4## wherein T is a straight or branched chain alkyl of 16 to 18 carbon atoms, G is hydrogen, methyl or ethyl, E is a straight or branched chain alkyl of 13 to 17 carbon atoms, and where the sum of the carbon atoms in G plus E is equal to 15 to 17.
Claim 12
Dependent Claim 80 words
A stabilized composition which comprises (a) a saturated polyolefin or mixture thereof, and (b) a stabilizing amount of a long chain N-alkyl-alpha-alkyl nitrone of the formula ##STR4## wherein T is a straight or branched chain alkyl of 16 to 18 carbon atoms, G is hydrogen, methyl or ethyl, E is a straight or branched chain alkyl of 13 to 17 carbon atoms, and where the sum of the carbon atoms in G plus E is equal to 15 to 17.
Claim 13
Dependent Claim 21 words
A composition according to claim 10 wherein component (a) is a polyolefin which is a homopolymer or copolymer of an alpha-olefin.
Claim 14
Dependent Claim 46 words
A composition according to claim 11 wherein the polyolefin is selected from the group consisting of polypropylene, low density polyethylene, medium density polyethylene, high density polyethylene, linear low density polyethylene, poly(butene-1), ethylene/vinyl acetate copolymer, ethylene/propylene copolymer and copolymers of ethylene or of propylene with other alpha-olefins.
Claim 15
Dependent Claim 27 words
A composition according to claim 12 wherein the polyolefin is polypropylene, high density polyethylene, ethylene/propylene copolymer or a copolymer of ethylene or of propylene with another alpha-olefin.
Claim 16
Dependent Claim 26 words
A composition according to claim 10 where in component (b) T is hexadecyl, heptadecyl or octadecyl or is the alkyl mixture found in hydrogenated tallow amine.
Claim 17
Dependent Claim 17 words
A composition according to claim 14 wherein T is the alkyl mixture found in hydrogenated tallow amine.
Claim 18
Dependent Claim 15 words
A composition according to claim 10 where in component (b) G is hydrogen or methyl.
Claim 19
Dependent Claim 10 words
A composition according to claim 16 wherein G is hydrogen.
Claim 20
Dependent Claim 34 words
A composition according to claim 10 where in component (c) E is tridecyl, pentadecyl, hexadecyl heptadecyl or is the alkyl mixture found in hydrogenated tallow amine with one less carbon atom per alkyl group.
Claim 21
Dependent Claim 25 words
A composition according to claim 18 wherein E is the alkyl mixture found in hydrogenated tallow amine with one less carbon atom per alkyl group.
Claim 22
Dependent Claim 53 words
A composition according to claim 10 which additionally contains a stabilizing amount of a stabilizer or mixture of stabilizers selected from the group consisting of the phenolic antioxidants, the hindered amine light stabilizers, the ultraviolet light absorbers, the organic phosphorus compounds, the alkaline metal salts of fatty acids, the thiosynergists and the hydroxylamines.
Claim 23
Dependent Claim 27 words
A composition according to claim 20 wherein the additional stabilizer is (c) a stabilizing amount of an alkaline metal salt of a fatty acid or mixture thereof.
Claim 24
Dependent Claim 21 words
A composition according to claim 21 wherein component (c) is calcium stearate, zinc stearate, magnesium behenate, sodium ricinoleate or potassium palmitate.
Claim 25
Dependent Claim 15 words
A composition according to claim 22 wherein component (c) is calcium stearate or zinc stearate.
Claim 26
Dependent Claim 22 words
A composition according to claim 20 wherein the additional stabilizer is (d) a stabilizing amount of a phenolic antioxidant or mixture thereof.
Claim 27
Dependent Claim 53 words
A composition according to claim 24 wherein the phenolic antioxidant of component (d) is selected from the group consisting of n-octadecyl 3,5-di-tert-butyl-4-hydroxyhydrocinnamate, neopentanetetrayl tetrakis(3,5-di-tert-butyl-4-hydroxyhydrocinnamate), di-n-octadecyl 3,5-di-tert-butyl-4-hydroxy-benzylphosphonate, 1,3,5-tris-(3,5,-di-tert-butyl-4-hydroxybenzyl)isocyanurate, thiodiethylene bis(3,5-di-tert-butyl-4-hydroxyhydrocinnamate), 1,3,5-trimethyl-2,4,6-tris (3,5-di-tert-butyl-4-hydroxybenzyl)-benzene, 3,6-di-oxaoctamethylene bis(3-methyl-5-tert-butyl-4-hydroxyhydrocinnamate), 2,6-di-tert-butyl-p-cresol, 2,2'-ethylidene-bis(4,6-di-tert-butylphenol), 1,3,5-tris(2,6-dimethyl-4-tert-butyl-3-hydroxybenzyl) isocyanurate, 1,1,3-tris-(2-methyl-4-hydroxy-5-tert-butylphenyl)butane, 1,3,5-tris-[2-(3,5-di-tert-butyl-4-hydroxyhydrocinnamoyloxy)-ethyl] isocyanurate, 3,5-di-(3,5-di-tert-butyl-4-hydroxybenzyl)-mesitol, hexamethylene bis(3,5-di-tert-butyl-4-hydroxyhydrocinnamate),1-(3,5-di-tert-butyl-4-hydroxyanilino)-3,5-di(octylthio)-s-triazine, N,N'-hexamethylene-bis(3,5-di-tert-butyl-4-hydroxyhydrocinnamamide), calcium bis(ethyl-3,5-di-tert-butyl-4-hydroxybenzylphosphonate), ethylene bis[3,3-di(3-tert-butyl-4-hydroxyphenyl)butyrate], octyl 3,5-di-tert-butyl-4-hydroxybenzylmercaptoacetate, bis(3,5-di-tert-butyl-4-hydroxyhydrocinnamoyl)hydrazide, and N,N'-bis[2-(3,5-tert-butyl-4-hydroxyhydroxo-cinnamoyloxy)ethyl]-oxamide.
Claim 28
Dependent Claim 21 words
A composition according to claim 25 wherein the phenolic antioxidant is neopentanetetrayl tetrakis(3,5-di-tert-butyl-4-hydroxyhydrocinnamate), n-octadecyl 3,5-di-tert-butyl-4-hydroxyhydrocinnamate, 1,3,5-trimethyl-2,4,6-tris(3,5-di-tert-butyl-4-hydroxybenzyl)benzene, 1,3,5-tris-(3,5-di-tert-butyl-4-hydroxybenzyl) isocyanurate, 2,6-di-tert-butyl-p-cresol or 2,2'-ethylidene-bis-(4,6-di-tert-butylphenol).
Claim 29
Dependent Claim 27 words
A composition according to claim 20 wherein the additional stabilizer is (e) a stabilizing amount of an N,N-dialkylhydroxylamine where alkyl is of 8 to 18 carbon atoms.
Claim 30
Dependent Claim 18 words
A composition according to claim 27 wherein component (e) is N,N-di(hydrogenated tallow)hydroxylamine and component (b) is N-octadecyl-alpha-heptadecyl nitrone.

References Cited (Backward Citations)

US3894085A Cited
US3950327A Cited
US3917700A Cited
JPS5911345A Cited
US4596874A Cited
GB2137619A Cited
US4709107A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1993-02-05 1993-08-07 1994-02-06 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1997-02-05 1997-08-07 1998-02-06 $3760.00 Window Closed / Lapsed
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