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US3960809A Expired / Lapsed US ⏱️ 0.0 years remaining

Compositions stabilized with hindered piperidine carboxylic acids

Assignee: Novartis Corp
•
Filing: 1973-12-28
•
Granted: 1976-06-01
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Expires: 1993-12-28
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Abstract

Abstract Organic materials, especially polyolefins, which are subject to ultraviolet light degradation, are effectively stabilized with compounds having the formula WHEREIN R1 and R2 are lower alkyl or cycloalkyl, R3 is hydrogen, alkyl, beta -methoxyethyl, alkenyl, propargyl, benzyl, or alkenyl substituted benzyl, and R4 is lower alkylene.

Inventors

  • 👤 Chester R. Ramey
  • 👤 John J. Luzzi

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-23 20:57
CPC Classifications
C; C08; C08K; C08K5/00; C08K5/16; C08K5/34; C07; C07D; C07D211/00; C07D211/04; C07D211/06; C07D211/36; C07D211/40; C07D211/44; C07D211/46; C07D211/56; C07D211/58; C09; C09K; C09K15/00; C09K15/04; C09K15/30

Claims Analysis

Total Claims: 15
Claim 1
Independent Claim 133 words
A composition of matter comprising a synthetic organic polymer normally subject to deterioration stabilized with ##SPC5## wherein R 1 and R 2 independently of each other are straight or branched-chain alkyl having from 1 to 6 carbon atoms, or together with the carbon to which they are bound form a cyclopentyl or cyclohexyl ring, which is unsubstituted or substituted with a methyl group. R 3 is hydrogen, alkyl having 1 to 12 carbon atoms, β-methoxyethyl, alkenyl having 3 to 4 carbon atoms, propargyl, benzyl or alkyl substituted benzyl, and R 4 is straight- or branched-chain alkylene having 1 to 4 carbon atoms, and wherein the reactants from which the synthetic organic polymer is derived are substantially free of chemical groups which would react by condensation with the carboxylic acid group of the stabilizer.
Claim 2
Dependent Claim 133 words
A composition of matter comprising a synthetic organic polymer normally subject to deterioration stabilized with ##SPC5## wherein R 1 and R 2 independently of each other are straight or branched-chain alkyl having from 1 to 6 carbon atoms, or together with the carbon to which they are bound form a cyclopentyl or cyclohexyl ring, which is unsubstituted or substituted with a methyl group. R 3 is hydrogen, alkyl having 1 to 12 carbon atoms, β-methoxyethyl, alkenyl having 3 to 4 carbon atoms, propargyl, benzyl or alkyl substituted benzyl, and R 4 is straight- or branched-chain alkylene having 1 to 4 carbon atoms, and wherein the reactants from which the synthetic organic polymer is derived are substantially free of chemical groups which would react by condensation with the carboxylic acid group of the stabilizer.
Claim 3
Dependent Claim 26 words
A composition of claim 1 wherein R 1 and R 2 are each methyl and R 4 is straight-chain alkylene having 1 to 4 carbon atoms.
Claim 4
Dependent Claim 118 words
A composition of matter comprising a synthetic organic polymer normally subject to deterioration stabilized with a. 0.005 to 5% of a stabilizer of claim 1. b. 0.005 to 5% of a phenolic antioxidant selected from 1,4-bis(3,5-di-t-butyl-4-hydroxybenzyl)-2,3,5,6-tetramethylbenzene, n-octadecyl-β-(3,5-di-t-butyl-4-hydroxyphenyl) propionate, pentaerythritol tetrakis{3-(3,5di-t-butyl-4-hydroxyphenyl propionate}, dioctadecyl 3,5-di-t-butyl-4-hydroxybenzylphosphonate, tris(3,5-di-t-butyl-4-hydroxybenzyl) isocyanurate, and di-n-octadecyl- α,α ', bis(3-t-butyl-5-methyl-4-hydroxybenzyl) malonate, and 2,4-bis(4-hydroxy-3,5-di-tert-butyl phenoxy)-6-(n-octylthioethylthio)-1,3,5-triazine, c. 0.01 to 2% of a thio co-stabilizer selected from di-lauryl-β-thiodipropionate and distearyl-β-thiodipropionate, and d. a stabilizing amount of a UV absorber selected from 2(2'-hydroxy-3', 5'-di-t-butylphenyl)-5-chlorobenzotriazole, 2-hydroxy-4-n-octoxylbenzophenone, {2,2' -thiobis (4-t-octylphenolate)}-n-butylamine nickel II, and 2(2'-hydroxy-5'-methylphenyl)-benzotriazole, wherein the reactants from which the synthetic organic polymer is derived are substantially free of chemical groups which would react by condensation with the carboxylic acid group of the stabilizer.
Claim 5
Dependent Claim 78 words
A composition of matter comprising a synthetic organic polymer normally subject to deterioration stabilized with a. 0.005 to 5% of a stabilizer of claim 1, b. 0.005 to 5% of a phenolic antioxidant of claim 3, and c. 0.01 to 2% of a thio co-stabilizer of claim 3, wherein the reactants from which the synthetic organic polymer is derived are substantially free of chemical groups which would react by condensation with the carboxylic acid group of the stabilizer.
Claim 6
Dependent Claim 31 words
A composition of claim 4 wherein (b) the phenolic antioxidant is selected from di-n-octadecyl 3,5-di-tert-butyl-4-hydroxybenzylphosphonate, di-n-octadecyl-α,α, '-bis(3-butyl-4-hydroxy-5-methylbenzyl)malonate and 2,4-bis (4-hydroxy-3,5-di-tert-butylphenoxy)-6-(n-octylthioethylthio)-1,3,5-triazine, and (c) the thio costabilizer is selected from dilauryl-β-thiodipropionate and distearyl-β-thiodipropionate.
Claim 7
Dependent Claim 11 words
A composition of claim 5 wherein the organic material is polyolefin.
Claim 8
Dependent Claim 10 words
A composition of claim 6 wherein the polyolefin is polypropylene.
Claim 9
Dependent Claim 32 words
A composition of claim 7 wherein R 1 and R 2 are each methyl, R 3 is hydrogen or methyl, and R 4 is straight-chain alkylene having 1 to 4 carbon atoms.
Claim 10
Dependent Claim 67 words
A composition of matter comprising a synthetic organic polymer normally subject to deterioration stabilized with (a) 0.005 to 5% of a stabilizer of claim 1, and (b) 0.005 to 5% of a phenolic antioxidant of claim 3, wherein the reactants from which the synthetic organic polymer is derived are substantially free of chemical groups which would react by condensation with the carboxylic acid group of the stabilizer.
Claim 11
Dependent Claim 78 words
A composition of matter comprising a synthetic organic polymer normally subject to deterioration stabilized with (a) 0.005 to 5% of a stabilizer of claim 1, (b) 0.005 to 5% of a phenolic antioxidant of claim 3, and (c) a stabilizing amount of a UV absorber of claim 3, wherein the reactants from which the synthetic organic polymer is derived are substantially free of chemical groups which would react by condensation with the carboxylic acid group of the stabilizer.
Claim 12
Dependent Claim 23 words
The composition of claim 10 consisting essentially of the organic material polypropylene, stabilized with the stabilizer of (a) and di-n-octadecyl(3,5-di-tert.-butyl-4-hydroxybenzyl)phosphonate and 2(2'-hydroxy-3' ,5'-di-tertbutylphenyl)-5-chlorobenzotriazole.
Claim 13
Dependent Claim 13 words
The composition of claim 11 wherein the stabilizer of (a) is o-mono (1,2,2,6,6-pentamethylpiperidin-4-ol)succinate.
Claim 14
Dependent Claim 12 words
The composition of claim 11 wherein the stabilizer of (a) is o-mono(2,2,6,6-tetramethylpiperidin-4-ol)succinate.
Claim 15
Dependent Claim 13 words
The composition of claim 11 wherein the stabilizer of (a) is o-mono (2,2,6,6-tetramethylpiperidin-4-ol)adipate.

References Cited (Backward Citations)

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US3103542A Cited
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US3317568A Cited
US3322817A Cited
US3431232A Cited
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USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1979-06-01 1979-12-01 1980-06-01 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1983-06-01 1983-12-01 1984-06-01 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1987-06-01 1987-12-01 1988-06-01 $7700.00 Window Closed / Lapsed

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