US4031095A
Expired / Lapsed
US
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Hindered piperidine carboxylic acids, metals salts thereof and stabilized compositions
Assignee: Novartis Corp
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Filing: 1975-06-30
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Granted: 1977-06-21
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Expires: 1995-06-30
Abstract
Abstract Compounds having the formula ##STR1## WHEREIN R 1 and R 2 are lower alkyl or cycloalkyl, R 3 is hydrogen, alkyl, methoxyethyl, alkenyl, propargyl, benzyl or alkyl substituted benzyl, R 4 is alkylene of 1 to 4 carbon atoms substituted with alkyl of 1 to 18 carbon atoms or alkenyl of 2 to 18 carbon atoms, alkenylene of 1 to 4 carbon atoms, cycloalkylene, cycloalkenylene, bicycloalkylene, bicycloalkenylene, or phenyllene, M is hydrogen or a metal, and z has a value of from 1 to 4, Are good light stabilizers. The carboxylic acids are prepared for example, from 2,2,6,6-tetramethylpiperidin-4-ol and cyclohexane-1,2-dicarboxylic anhydride to give (0-mono (2,2,6,6-tetramethylpiperidin-4-ol)cyclohexane(1,2-dicarboxylate. 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
2026-10-26 22:49
CPC Classifications
C; C07; C07F; C07F3/00; C07F3/003; C07D; C07D211/00; C07D211/04; C07D211/06; C07D211/36; C07D211/40; C07D211/44; C07D211/46; C07D211/92; C07D211/94
Claims Analysis
Total Claims: 15
Claim 1
Independent Claim
195 words
A compound of the formula ##STR12## 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, R 4 is straight-chain alkenylene of 2 to 4 carbon atoms, 1,2-cycloalkylene or cycloalkenylene having 4 to 6 carbon atoms, 2,3-bicycloalkylene or bicycloalkenylene having 7 to 8 carbon atoms or 1,2-, 1,3- or 1,4-phenylene, or a straight-chain alkylene of 1 to 4 carbon atoms substituted by alkyl of 1 to 18 carbon atoms or alkenyl of 2 to 18 carbon atoms, provided that the straight-chain alkylene substituted by alkyl has more than 8 carbon atoms, M is a metal selected from the group consisting of nickel, manganese, copper, zinc, cobalt, tin and dialkyl tin, and z has a value of from 1 to 4, the value of z being the same as the available valence of M.
Claim 2
Dependent Claim
195 words
A compound of the formula ##STR12## 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, R 4 is straight-chain alkenylene of 2 to 4 carbon atoms, 1,2-cycloalkylene or cycloalkenylene having 4 to 6 carbon atoms, 2,3-bicycloalkylene or bicycloalkenylene having 7 to 8 carbon atoms or 1,2-, 1,3- or 1,4-phenylene, or a straight-chain alkylene of 1 to 4 carbon atoms substituted by alkyl of 1 to 18 carbon atoms or alkenyl of 2 to 18 carbon atoms, provided that the straight-chain alkylene substituted by alkyl has more than 8 carbon atoms, M is a metal selected from the group consisting of nickel, manganese, copper, zinc, cobalt, tin and dialkyl tin, and z has a value of from 1 to 4, the value of z being the same as the available valence of M.
Claim 3
Dependent Claim
15 words
A compound according to claim 1 wherein R 1 and R 2 are each methyl.
Claim 4
Dependent Claim
19 words
A compound according to claim 1 wherein R 4 is 1,2cycloalkylene or cycloalkenylene having 4 to 6 carbon atoms.
Claim 5
Dependent Claim
19 words
A compound according to claim 1 wherein R 4 is 2,3-bicycloalkylene or bicycloalkenylene having 7 to 8 carbon atoms.
Claim 6
Dependent Claim
14 words
A compound according to claim 1 wherein R 4 is 1,2-, 1,3-, or 1.4phenylene.
Claim 7
Dependent Claim
18 words
A compound according to claim 1 wherein R 4 is straight-chain alkenylene of 2 to 4 carbon atoms.
Claim 8
Dependent Claim
35 words
A compound according to claim 1 wherein R 4 is straight-chain alkylene of 1 to 4 carbon atoms substituted by alkyl of 1 to 18 carbon atoms or alkenyl of 2 to 18 carbon atoms.
Claim 9
Dependent Claim
10 words
A compound according to claim 2 wherein M is nickel.
Claim 10
Dependent Claim
11 words
A compound according to claim 2 which is Ni(II) bis[O-mono(2,2,6,6-tetramethylpiperidin-4-ol)-bicyclo[2.2.1] hept-5-ene-2,3-dicarboxylate].
Claim 11
Dependent Claim
10 words
A compound according to claim 2 which is Ni(II) bis[O-mono(2,2,6,6-tetramethylpiperidin-4-ol)phthalate.
Claim 12
Dependent Claim
10 words
A compound according to claim 2 which is Ni (II)bis[O-mono(2,2,6,6-tetramethylpiperidin-4-ol)cyclohexane-1,2-dicarboxylate].
Claim 13
Dependent Claim
10 words
A compound according to claim 2 which is Ni (II)bis[O-mono(2,2,6,6-tetramethylpiperidin-4-ol)cyclohex-4-ene-1,2-dicarboxylate].
Claim 14
Dependent Claim
10 words
A compound according to claim 2 which is Ni(II) bis[O-mono(2,2,6,6-tetramethylpiperidin-4-ol)maleate].
Claim 15
Dependent Claim
10 words
A compound according to claim 2 which is Ni(II) bis[O-mono(2,2,6,6-tetramethylpiperidin-4-ol)-2-dodecene-1-yl-succinate].
References Cited (Backward Citations)
US3120540A
Cited
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| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
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| 3.5 Years (Year 4) | 1980-06-20 | 1980-12-20 | 1981-06-21 | $2000.00 | Window Closed / Lapsed |
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