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US4753979A Expired / Lapsed US ⏱️ 0.0 years remaining

Substituted piperazinone light stabilizers

Assignee: Novartis Corp
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Filing: 1986-11-12
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Granted: 1988-06-28
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Expires: 2006-11-12
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Abstract

Abstract Compounds of the formula (T)g-E where T is a substituted 4-acyl-2-piperazinone group, g is 1 or 2 and E is a selected terminal or linking group, are effective light stabilizers for polyolefins and other organic polymers, particularly thermoset acrylic or alkyd acrylic resins.

Inventors

  • 👤 Thomas E. Conetta
  • 👤 Roger F. Malherbe
  • 👤 Roland A. E. Winter

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-23 19:41
CPC Classifications
C; C07; C07D; C07D241/00; C07D241/02; C07D241/06; C07D241/08; C08; C08K; C08K5/00; C08K5/16; C08K5/34; C08K5/3442; C08K5/3462; C09; C09D; C09D7/00; C09D7/40; C09D7/48

Claims Analysis

Total Claims: 8
Claim 1
Independent Claim 254 words
A composition of matter comprising an organic polymer which is a thermoset acrylic or alkyd acrylic resin or enamel subject to light-induced deterioration stabilized with from 0.05 to 5% by weight of a compound of formula I (T-).sub.g E (I) wherein T is a group of the formula ##STR2## R 1 and R 2 are independently alkyl having 1 to 12 carbon atoms, cycloalkyl having 5 to 12 carbon atoms, alkenyl having 2 to 14 carbon atoms or aralkyl having 7 to 15 carbon atoms, R 3 is alkanoyl having 1 to 12 carbon atoms, alkenoyl having 3 to 8 carbon atoms or benzoyl, R 4 and R 5 have independently the same meanings as R 1 and R 2 , R 6 and R 7 have independently the same meanings as R 1 and R 2 , or are independently hydrogen, or together are alkylene having 4 to 6 carbon atoms, or R 1 and R 2 together and R 4 and R 5 together are alkylene having 4 to 6 carbon atoms, g is 1 or 2, when g is 1, E is hydrogen, alkyl having 1 to 24 carbon atoms, alkenyl having 2 to 14 carbon atoms, aralkyl having 7 to 15 carbon atoms, hydroxyalkyl having 1 to 12 carbon atoms, alkanoyloxyalkyl having 2 to 24 carbon atoms, alkenoyloxyalkyl having 4 to 21 carbon atoms or benzoyloxyalkyl having 8 to 18 carbon atoms, or when g is 2, E is straight or branched chain alkylene having 2 to 10 carbon atoms.
Claim 2
Dependent Claim 254 words
A composition of matter comprising an organic polymer which is a thermoset acrylic or alkyd acrylic resin or enamel subject to light-induced deterioration stabilized with from 0.05 to 5% by weight of a compound of formula I (T-).sub.g E (I) wherein T is a group of the formula ##STR2## R 1 and R 2 are independently alkyl having 1 to 12 carbon atoms, cycloalkyl having 5 to 12 carbon atoms, alkenyl having 2 to 14 carbon atoms or aralkyl having 7 to 15 carbon atoms, R 3 is alkanoyl having 1 to 12 carbon atoms, alkenoyl having 3 to 8 carbon atoms or benzoyl, R 4 and R 5 have independently the same meanings as R 1 and R 2 , R 6 and R 7 have independently the same meanings as R 1 and R 2 , or are independently hydrogen, or together are alkylene having 4 to 6 carbon atoms, or R 1 and R 2 together and R 4 and R 5 together are alkylene having 4 to 6 carbon atoms, g is 1 or 2, when g is 1, E is hydrogen, alkyl having 1 to 24 carbon atoms, alkenyl having 2 to 14 carbon atoms, aralkyl having 7 to 15 carbon atoms, hydroxyalkyl having 1 to 12 carbon atoms, alkanoyloxyalkyl having 2 to 24 carbon atoms, alkenoyloxyalkyl having 4 to 21 carbon atoms or benzoyloxyalkyl having 8 to 18 carbon atoms, or when g is 2, E is straight or branched chain alkylene having 2 to 10 carbon atoms.
Claim 3
Dependent Claim 17 words
A composition according to claim 1 wherein the organic polymer is a thermoset acrylic resin or enamel.
Claim 4
Dependent Claim 11 words
A composition according to claim 1 wherein the compound is 1,1'-ethylenebis(4-acryloyl-3,3,5,5-tetramethyl-2-piperazinone).
Claim 5
Independent Claim 255 words
A method of stabilizing an organic polymer which is a thermoset acrylic or alkyd acrylic resin or enamel subject to light-induced deterioration by the addition of from 0.05 to 5% by weight of a compound of formula I (T-).sub.g E (I) wherein T is a group of the formula ##STR3## R 1 and R 2 are independently alkyl having 1 to 12 carbon atoms, cycloalkyl having 5 to 12 carbon atoms, alkenyl having 2 to 14 carbon atoms or aralkyl having 7 to 15 carbon atoms, R 3 is alkanoyl having 1 to 12 carbon atoms, alkenoyl having 3 to 8 carbon atoms or benzoyl, R 4 and R 5 have independently the same meanings as R 1 and R 2 , R 6 and R 7 have independently the same meanings as R 1 and R 2 , or are independently hydrogen, or together are alkylene having 4 to 6 carbon atoms, or R 1 and R 2 together and R 4 and R 5 together are alkylene having 4 to 6 carbon atoms, g is 1 or 2, when g is 1, E is hydrogen, alkyl having 1 to 24 carbon atoms, alkenyl having 2 to 14 carbon atoms, aralkyl having 7 to 15 carbon atoms, hydroxyalkyl having 1 to 12 carbon atoms, alkanoyloxyalkyl having 2 to 24 carbon atoms, alkenoyloxyalkyl having 4 to 21 carbon atoms or benzoyloxyalkyl having 8 to 18 carbon atoms, or when g is 2, E is straight or branched chain alkylene having 2 to 10 carbon atoms.
Claim 6
Independent Claim 255 words
A method of stabilizing an organic polymer which is a thermoset acrylic or alkyd acrylic resin or enamel subject to light-induced deterioration by the addition of from 0.05 to 5% by weight of a compound of formula I (T-).sub.g E (I) wherein T is a group of the formula ##STR3## R 1 and R 2 are independently alkyl having 1 to 12 carbon atoms, cycloalkyl having 5 to 12 carbon atoms, alkenyl having 2 to 14 carbon atoms or aralkyl having 7 to 15 carbon atoms, R 3 is alkanoyl having 1 to 12 carbon atoms, alkenoyl having 3 to 8 carbon atoms or benzoyl, R 4 and R 5 have independently the same meanings as R 1 and R 2 , R 6 and R 7 have independently the same meanings as R 1 and R 2 , or are independently hydrogen, or together are alkylene having 4 to 6 carbon atoms, or R 1 and R 2 together and R 4 and R 5 together are alkylene having 4 to 6 carbon atoms, g is 1 or 2, when g is 1, E is hydrogen, alkyl having 1 to 24 carbon atoms, alkenyl having 2 to 14 carbon atoms, aralkyl having 7 to 15 carbon atoms, hydroxyalkyl having 1 to 12 carbon atoms, alkanoyloxyalkyl having 2 to 24 carbon atoms, alkenoyloxyalkyl having 4 to 21 carbon atoms or benzoyloxyalkyl having 8 to 18 carbon atoms, or when g is 2, E is straight or branched chain alkylene having 2 to 10 carbon atoms.
Claim 7
Dependent Claim 18 words
A method according to claim 4 in which the organic polymer is a thermoset acrylic resin or enamel.
Claim 8
Dependent Claim 11 words
A method according to claim 4 wherein the compound is 1,1'-ethylenebis(4-acryloyl-3,3,5,5-tetramethyl-2-piperazinone).

References Cited (Backward Citations)

US4298737A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1991-06-28 1991-12-28 1992-06-28 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1995-06-28 1995-12-28 1996-06-28 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1999-06-28 1999-12-28 2000-06-28 $7700.00 Window Closed / Lapsed

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