US4547537A
Expired / Lapsed
US
⏱️ 0.0 years remaining
N-Piperidyl tetrahydro-1,4-oxazin-2-one light stabilizers
Assignee: BASF Corp
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Filing: 1984-08-02
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Granted: 1985-10-15
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Expires: 2004-08-02
Abstract
Abstract Compounds of the formula L-T, where L is an unsubstituted or substituted tetrahydro-1,4-oxazine-2-one group and T is a substituted 4-piperidinyl hindered amine moiety, are effective light stabilizers for polyolefins and other organic polymers.
Inventors
- 👤 Roger F. Malherbe
- 👤 Michael H. Ackerman
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-26 23:18
CPC Classifications
C; C07; C07D; C07D413/00; C07D413/02; C07D413/04; C08; C08K; C08K5/00; C08K5/16; C08K5/34; C08K5/35
Claims Analysis
Total Claims: 20
Claim 1
Independent Claim
150 words
A light stabilizer compound of the formula I L--T wherein L is a tetrahydro-1,4-oxazin-2-one group of the formula ##STR7## E 1 is hydrogen, alkyl of 1 to 16 carbon atoms or phenyl, E 2 is hydrogen, alkyl of 1 to 4 carbon atoms or phenyl, E 3 is hydrogen or methyl, T is a group of the formula ##STR8## with L attached to the 4-position of the piperidinyl ring, R 1 is hydrogen or alkyl of 1 to 5 carbon atoms, and R 2 is hydrogen, oxygen, hydroxyl, alkyl of 1 to 12 carbon atoms, alkenyl with 3 to 8 carbon atoms, propargyl, benzyl, cyano, hydroxyalkyl of 2 to 4 carbon atoms, alkanoyl of 2 to 10 carbon atoms, alkenoyl of 3 to 4 carbon atoms, benzoyl, alkoxy of 1 to 8 carbon atoms, alkanoyloxy of 2 to 10 carbon atoms, alkenoyloxy of 3 to 4 carbon atoms or benzoyloxy.
Claim 2
Dependent Claim
150 words
A light stabilizer compound of the formula I L--T wherein L is a tetrahydro-1,4-oxazin-2-one group of the formula ##STR7## E 1 is hydrogen, alkyl of 1 to 16 carbon atoms or phenyl, E 2 is hydrogen, alkyl of 1 to 4 carbon atoms or phenyl, E 3 is hydrogen or methyl, T is a group of the formula ##STR8## with L attached to the 4-position of the piperidinyl ring, R 1 is hydrogen or alkyl of 1 to 5 carbon atoms, and R 2 is hydrogen, oxygen, hydroxyl, alkyl of 1 to 12 carbon atoms, alkenyl with 3 to 8 carbon atoms, propargyl, benzyl, cyano, hydroxyalkyl of 2 to 4 carbon atoms, alkanoyl of 2 to 10 carbon atoms, alkenoyl of 3 to 4 carbon atoms, benzoyl, alkoxy of 1 to 8 carbon atoms, alkanoyloxy of 2 to 10 carbon atoms, alkenoyloxy of 3 to 4 carbon atoms or benzoyloxy.
Claim 3
Dependent Claim
15 words
A compound according to claim 1, where in the group L, E 2 is hydrogen.
Claim 4
Dependent Claim
22 words
A compound according to claim 1, where in the group L, E 1 , E 2 and E 3 are each hydrogen.
Claim 5
Dependent Claim
17 words
A compound according to claim 1, where in the group T, R 1 is hydrogen or methyl.
Claim 6
Dependent Claim
11 words
A compound according to claim 4 wherein R 1 is hydrogen.
Claim 7
Dependent Claim
29 words
A compound according to claim 1 wherein R 2 is hydrogen, oxygen, hydroxyl, alkyl of 1 to 4 carbon atoms, allyl, 2-hydroxyethyl, acetyl, propargyl, benzyl, cyano, benzoyl or benzoyloxy.
Claim 8
Dependent Claim
9 words
The compound according to claim 1 which is N-(2,2,6,6-tetramethylpiperidin-4-yl)-tetrahydro-1,4-oxazin-2-one.
Claim 9
Dependent Claim
9 words
The compound according to claim 1 which is N-(2,2,6,6-tetramethylpiperidin-4-yl)-tetrahydro-6-methyl-1,4-oxazin-2-one
Claim 10
Dependent Claim
9 words
The compound according to claim 1 which is N-(2,2,6,6-tetramethylpiperidin-4-yl)-tetrahydro-3-phenyl-1,4-oxazin-2-one.
Claim 11
Dependent Claim
9 words
The compound according to claim 1 which is N-(2,2,6,6-tetramethylpiperidin-4-yl)-tetrahydro-3-n-dodecyl-1,4-oxazin-2-one.
Claim 12
Dependent Claim
9 words
The compound according to claim 1 which is N-(2,2,6,6-tetramethylpiperidin-4-yl)-tetrahydro-3-n-tetradecyl-1,4-oxazin-2-one.
Claim 13
Dependent Claim
27 words
A composition of matter comprising an organic material subject to light-induced deterioration stabilized with from 0.05 to 5% by weight of a compound according to claim 1.
Claim 14
Dependent Claim
14 words
A composition according to claim 12 in which the organic material is a polyolefin.
Claim 15
Dependent Claim
14 words
A composition according to claim 13 in which the polyolefin is polyethylene or polypropylene.
Claim 16
Dependent Claim
11 words
A composition according to claim 12 wherein the compound is N-(2,2,6,6-tetramethylpiperidin-4-yl)-tetrahydro-1,4-oxazin-2-one.
Claim 17
Dependent Claim
30 words
A method of stabilizing an organic material subject to light-induced deterioration which comprises adding to said material from 0.05 to 5% by weight of a compound according to claim 1.
Claim 18
Dependent Claim
14 words
A method according to claim 16 in which the organic material is a polyolefin.
Claim 19
Dependent Claim
14 words
A method according to claim 17 in which the polyolefin is polyethylene or polypropylene.
Claim 20
Dependent Claim
11 words
A method according to claim 16 wherein the compound is N-(2,2,6,6-tetramethylpiperidin-4-yl)-tetrahydro-1,4-oxazin-2-one.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1988-10-14 | 1989-04-15 | 1989-10-15 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1992-10-14 | 1993-04-15 | 1993-10-15 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1996-10-14 | 1997-04-15 | 1997-10-15 | $7700.00 | Window Closed / Lapsed |