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US4051102A Expired / Lapsed US ⏱️ 0.0 years remaining

Bicyclic hindered amino acids, metal salts thereof and stabilized compositions

Assignee: Novartis Corp
•
Filing: 1975-01-29
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Granted: 1977-09-27
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Expires: 1995-01-29
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Abstract

Abstract Compounds having the formula ##STR1## wherein R is alkylene, M is hydrogen or a metal, and m has a value of from 1 to 4, Are good light stabilizers. The amino acids may be formed, for example, from 1,3,3-trimethyl-3-azabicyclo[2.2.2]octane-5-ol and sebacic acid to give o-mono(1,3,3-trimethyl-2-azabicyclo[2.2.2]octane-5-ol)sebacate. The metal salts of the acids are readily prepared by reacting the acids or their salts with a reactive form of the metal or metal complex.

Inventors

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

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-27 19:06
CPC Classifications
C; C09; C09K; C09K15/00; C09K15/04; C09K15/30; C07; C07D; C07D453/00; C07D453/06; C07F; C07F7/00; C07F7/22; C07F7/2224; C08; C08K; C08K5/00; C08K5/16; C08K5/34; C08K5/3412; C08K5/3432; C09K15/20; C09K15/32; C09K15/326; C10; C10L; C10L1/00; C10L1/10; C10L1/14; C10L1/22; C10L1/232; C10L1/24; C10L1/2406; C10L1/2418

Claims Analysis

Total Claims: 15
Claim 1
Independent Claim 92 words
A composition of matter stabilized against ultraviolet deterioration which comprises a synthetic organic polymer normally subject to ultraviolet deterioration containing from 0.005 to 5% of a stabilizing compound of the formula ##STR7## wherein R is straight- or branched-chain alkylene having 1 to 20 carbon atoms, M is hydrogen or a metal selected from the group consisting of barium, nickel, manganese, calcium, zinc, iron, sodium, cobalt, tin, and dialkyl tin, and m has a value of from 1 to 4, the value of m being the same as the available valence of M.
Claim 2
Dependent Claim 92 words
A composition of matter stabilized against ultraviolet deterioration which comprises a synthetic organic polymer normally subject to ultraviolet deterioration containing from 0.005 to 5% of a stabilizing compound of the formula ##STR7## wherein R is straight- or branched-chain alkylene having 1 to 20 carbon atoms, M is hydrogen or a metal selected from the group consisting of barium, nickel, manganese, calcium, zinc, iron, sodium, cobalt, tin, and dialkyl tin, and m has a value of from 1 to 4, the value of m being the same as the available valence of M.
Claim 3
Dependent Claim 50 words
A composition according to claim 1 wherein R is straight-chain alkylene having 1 to 8 carbon atoms, M is hydrogen or a metal selected from nickel and manganese; and m has a value of 1 or 2, the value of m being the same as the available valance of M.
Claim 4
Dependent Claim 12 words
A composition according to claim 2 wherein M is hydrogen or nickel.
Claim 5
Dependent Claim 12 words
A composition according to claim 2 wherein the stabilizing compound is O-mono(1,3,3-trimethyl-2-azabicyclo[2.2.2]octane-5-ol)sebacate.
Claim 6
Dependent Claim 14 words
A composition according to claim 2 wherein the stabilizing compound is nickel bis {o-mono(1,3,3-trimethyl-2-azabicyclo[2.2.2]octane-5-ol)sebacate].
Claim 7
Dependent Claim 15 words
A composition of claim 1 which contains additionally a stabilizing amount of a UV absorber.
Claim 8
Dependent Claim 28 words
A composition of claim 1 which contains additionally a stabilizing amount of a light stabilizer selected from the group consisting of 2(2-hydroxyphenyl) benzotriazoles, 2-hydroxybenzophenones, nickel complexes and benzoates.
Claim 9
Dependent Claim 40 words
A composition of claim 1 which contains additionally 0.01 to 2% of a thiosynergist having the formula ##STR8## wherein R is an alkyl group having from 6 to 24 carbon atoms and n is an integer from 1 to 6.
Claim 10
Dependent Claim 15 words
A composition of claim 1 which contains additionally 0.005 to 5% of a phenolic antioxidant.
Claim 11
Dependent Claim 25 words
A composition of claim 1 which contains additionally a. 0.005 to 5% of a phenolic antioxidant and b. a stabilizing amount of a UV absorber.
Claim 12
Dependent Claim 13 words
A composition of claim 1 wherein the synthetic organic polymer is a polyolefin.
Claim 13
Dependent Claim 10 words
A composition of claim 11 wherein the polyolefin is polypropylene.
Claim 14
Dependent Claim 31 words
A composition of claim 11 which contains additionally 0.005 to 5% of a phenolic antioxidant selected from the group consisting of n-octadecyl 3-(3,5-di-t-butyl-4-hydroxyphenyl) propionate, di-n-octadecyl (3,5-di-butyl-4-hydroxybenzyl) phosphonate, pentaerythritol-tetrakis[3-(3,5-di-t-butyl-4-hydroxyphenyl)propionate], and tris-(3,5-di-t-butyl-4-hydroxybenzyl) isocyanurate.
Claim 15
Dependent Claim 51 words
A composition of claim 11 which contains additionally a. 0.005 to 5% of a phenolic antioxidant selected from the group consisting of n-octadecyl 3-3,5-di-t-butyl-4-hydroxyphenyl) propionate, di-n-octadecyl (3,5-di-t-butyl-4-hydroxybenzyl) phosphonate, pentaerylthritol-tetrakis[3-(3,5-t-butyl-4-hydroxyphenyl)propionate], and tris-3,5-di-t-butyl-4-hydroxybenzyl) isocyanurate, and b. A stabilizing amount of a UV absorber selected from the group consisting of 2(2'-hydroxy-3',5'-di-t-butylphenyl)-5-chlorobenzotriazole, 2-hydroxy-4-n-octoxybenzophenone, and 2(2'-hydroxy-5-methylphenyl)-benzotriazole.

References Cited (Backward Citations)

US3093620A Cited
US3467633A Cited
US3531447A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1980-09-26 1981-03-28 1981-09-27 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1984-09-26 1985-03-28 1985-09-27 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1988-09-26 1989-03-28 1989-09-27 $7700.00 Window Closed / Lapsed

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