US4140673A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Piperidine derivatives as light stabilizers
Assignee: Bayer AG
•
Filing: 1977-03-17
•
Granted: 1979-02-20
•
Expires: 1997-03-17
Abstract
Abstract Piperidine derivatives of formula ##STR1## can be prepared by reacting 4-amino-piperidine with for example enolic ethers. The compounds obtained may be used as stabilizers.
Inventors
- 👤 Burkhard Lachmann
- 👤 Hans J. Rosenkranz
- 👤 Harald Oertel
- 👤 Alfred Pischtschan
- 👤 Aziz El-Sayed
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-26 04:09
CPC Classifications
C; C07; C07D; C07D211/00; C07D211/04; C07D211/06; C07D211/36; C07D211/56; C07D211/58; C08; C08K; C08K5/00; C08K5/16; C08K5/34; C08K5/3412; C08K5/3432; C08K5/3435
Claims Analysis
Total Claims: 12
Claim 1
Independent Claim
205 words
A compound of the formula ##STR12## wherein R 1 is hydrogen or methyl; R 2 is hydrogen, alkyl having 1 to 8 carbon atoms, cycloalkyl having 5 to 8 carbon atoms, aralkyl having 7 to 12 carbon atoms, β-cyanoethyl, β-alkoxycarbonylethyl having 1 to 3 carbon atoms in the alkoxy moiety, phenyl, phenyl substituted with alkyl having 1 to 4 carbon atoms, halogen or methoxy or ##STR13## wherein R 1 is as aforesaid; R 3 is hydrogen, alkyl having 1 to 4 carbon atoms, phenyl or phenyl substituted with alkyl having 1 to 4 carbon atoms, halogen or methoxy; R 4 is --CN, --COOR 6 , ##STR14## wherein R 6 is alkyl having 1 to 12 carbon atoms or cycloalkyl having 5 to 8 carbon atoms and R 7 and R 8 , which may be the same or different, are hydrogen, alkyl having 1 to 12 carbon atoms, cycloalkyl having 5 to 8 carbon atoms, hydroxyalkyl having 1 to 4 carbon atoms or ##STR15## wherein R 1 is as aforesaid and R 5 is --CN, --COOR 6 , ##STR16## phenyl or phenyl substituted with alkyl having 1 to 4 carbon atoms, halogen or methoxy, R 6 , R 7 and R 8 being as aforesaid.
Claim 2
Dependent Claim
205 words
A compound of the formula ##STR12## wherein R 1 is hydrogen or methyl; R 2 is hydrogen, alkyl having 1 to 8 carbon atoms, cycloalkyl having 5 to 8 carbon atoms, aralkyl having 7 to 12 carbon atoms, β-cyanoethyl, β-alkoxycarbonylethyl having 1 to 3 carbon atoms in the alkoxy moiety, phenyl, phenyl substituted with alkyl having 1 to 4 carbon atoms, halogen or methoxy or ##STR13## wherein R 1 is as aforesaid; R 3 is hydrogen, alkyl having 1 to 4 carbon atoms, phenyl or phenyl substituted with alkyl having 1 to 4 carbon atoms, halogen or methoxy; R 4 is --CN, --COOR 6 , ##STR14## wherein R 6 is alkyl having 1 to 12 carbon atoms or cycloalkyl having 5 to 8 carbon atoms and R 7 and R 8 , which may be the same or different, are hydrogen, alkyl having 1 to 12 carbon atoms, cycloalkyl having 5 to 8 carbon atoms, hydroxyalkyl having 1 to 4 carbon atoms or ##STR15## wherein R 1 is as aforesaid and R 5 is --CN, --COOR 6 , ##STR16## phenyl or phenyl substituted with alkyl having 1 to 4 carbon atoms, halogen or methoxy, R 6 , R 7 and R 8 being as aforesaid.
Claim 3
Dependent Claim
100 words
The compound of claim 1 wherein R 1 is hydrogen, R 2 is hydrogen, alkyl having 1 to 8 carbon atoms, benzyl, cyclohexyl, phenyl, phenyl substituted with alkyl having 1 to 4 carbon atoms, halogen or methoxy or ##STR17## wherein R 1 is hydrogen; R 3 is hydrogen or methyl; R 4 is --CN, --COOR 6 or ##STR18## wherein R 6 is alkyl having 1 to 12 carbon atoms or cyclohexyl and R 5 is --CN, --COOR 6 , ##STR19## phenyl or phenyl substituted with alkyl having 1 to 4 carbon atoms, halogen or methoxy, R 6 being as aforesaid.
Claim 4
Dependent Claim
59 words
The compound of claim 1 wherein R 1 is hydrogen; R 2 is hydrogen, methyl, cyclohexyl or phenyl; R 3 is hydrogen or methyl; R 4 is --CH, --COOR 6 or ##STR20## wherein R 6 is alkyl having 1 to 12 carbon atoms and R 5 is --CN, --COOR 6 , ##STR21## or phenyl, R 6 being as aforesaid.
Claim 5
Dependent Claim
251 words
A process for producing a compound of claim 1 wherein one equivalent of the compound of the formula ##STR22## is reacted with 0.5 to 1.5 equivalents of a compound of the formula ##STR23## at a temperature of from 0° to 100° C., R 1 being hydrogen or methyl; R 2 being hydrogen, alkyl having 1 to 8 carbon atoms, cycloalkyl having 5 to 8 carbon atoms, aralkyl having 7 to 12 carbon atoms, β-cyanoethyl, β-alkoxycarbonylethyl having 1 to 3 carbon atoms in the alkoxy moiety, phenyl, phenyl substituted with alkyl having 1 to 4 carbon atoms, halogen or methoxy or ##STR24## wherein R 1 is as aforesaid; R 3 being hydrogen, alkyl having 1 to 4 carbon atoms, phenyl, phenyl substituted with alkyl having 1 to 4 carbon atoms, halogen or methoxy; R 4 being --CN, --COOR 6 , ##STR25## wherein R 6 is alkyl having 1 to 12 carbon atoms or cycloalkyl having 5 to 8 carbon atoms and R 7 and R 8 , which may be the same or different, are hydrogen, alkyl having 1 to 12 carbon atoms, cycloalkyl having 5 to 8 carbon atoms, hydroxyalkyl having 1 to 4 carbon atoms or ##STR26## wherein R 1 is as aforesaid and R 5 is --CN, --COOR 6 , ##STR27## phenyl or phenyl substituted with alkyl having 1 to 4 carbon atoms, halogen or methoxy, R 6 , R 7 and R 8 being as aforesaid, R 9 is hydrogen or alkyl having 1 to 4 carbon atoms.
Claim 6
Dependent Claim
27 words
The process of claim 4 wherein one equivalent of the compound of formula (III) is reacted with 0.8 to 1.2 equivalents of the compound of formula (IV).
Claim 7
Dependent Claim
21 words
A method of stabilizing a polymer which comprises adding to the polymer a stabilizing amount of a compound of claim 1.
Claim 8
Dependent Claim
27 words
The method of claim 6 wherein said compound is added in an amount of from 0.01 to 5% by weight, based on the weight of the polymer.
Claim 9
Dependent Claim
27 words
The method of claim 6 wherein said compound is added in an amount of from 0.1 to 3% by weight, based on the weight of the polymer.
Claim 10
Dependent Claim
6 words
The stabilized polymer of claim 6.
Claim 11
Dependent Claim
248 words
A compound obtainable by the process which comprises reacting one equivalent of a compound of the formula ##STR28## with 0.5 to 1.5 equivalents of a compound of the formula ##STR29## at a temperature of from 0° to 100° C., R 1 being hydrogen or methyl; R 2 being hydrogen, alkyl having 1 to 8 carbon atoms, cycloalkyl having 5 to 8 carbon atoms, aralkyl having 7 to 12 carbon atoms, β-cyanoethyl, β-alkoxycarbonylethyl having 1 to 3 carbon atoms in the alkoxy moiety, phenyl, phenyl substituted with alkyl having 1 to 4 carbon atoms, halogen or methoxy or ##STR30## wherein R 1 is as aforesaid; R 3 being hydrogen, alkyl having 1 to 4 carbon atoms, phenyl, phenyl substituted with alkyl having 1 to 4 carbon atoms, halogen or methoxy; R 4 being --CN, --COOR 6 , ##STR31## wherein R 6 is alkyl having 1 to 12 carbon atoms or cycloalkyl having 5 to 8 carbon atoms and R 7 and R 8 , which may be the same or different, are hydrogen, alkyl having 1 to 12 carbon atoms, cycloalkyl having 5 to 8 carbon atoms, hydroxyalkyl having 1 to 4 carbon atoms or ##STR32## wherein R 1 is as aforesaid and R 5 is --CN, --COOR 6 , ##STR33## phenyl or phenyl substituted with alkyl having 1 to 4 carbon atoms, halogen or methoxy, R 6 , R 7 and R 8 being as aforesaid, R 9 is hydrogen or alkyl having 1 to 4 carbon atoms.
Claim 12
Dependent Claim
248 words
A compound obtainable by the process which comprises reacting one equivalent of a compound of the formula ##STR28## with 0.5 to 1.5 equivalents of a compound of the formula ##STR29## at a temperature of from 0° to 100° C., R 1 being hydrogen or methyl; R 2 being hydrogen, alkyl having 1 to 8 carbon atoms, cycloalkyl having 5 to 8 carbon atoms, aralkyl having 7 to 12 carbon atoms, β-cyanoethyl, β-alkoxycarbonylethyl having 1 to 3 carbon atoms in the alkoxy moiety, phenyl, phenyl substituted with alkyl having 1 to 4 carbon atoms, halogen or methoxy or ##STR30## wherein R 1 is as aforesaid; R 3 being hydrogen, alkyl having 1 to 4 carbon atoms, phenyl, phenyl substituted with alkyl having 1 to 4 carbon atoms, halogen or methoxy; R 4 being --CN, --COOR 6 , ##STR31## wherein R 6 is alkyl having 1 to 12 carbon atoms or cycloalkyl having 5 to 8 carbon atoms and R 7 and R 8 , which may be the same or different, are hydrogen, alkyl having 1 to 12 carbon atoms, cycloalkyl having 5 to 8 carbon atoms, hydroxyalkyl having 1 to 4 carbon atoms or ##STR32## wherein R 1 is as aforesaid and R 5 is --CN, --COOR 6 , ##STR33## phenyl or phenyl substituted with alkyl having 1 to 4 carbon atoms, halogen or methoxy, R 6 , R 7 and R 8 being as aforesaid, R 9 is hydrogen or alkyl having 1 to 4 carbon atoms.
References Cited (Backward Citations)
US3573216A
Cited
US3534048A
Cited
US3503982A
Cited
US3705166A
Cited
US3684765A
Cited
US3734883A
Cited
US3904581A
Cited
US3984371A
Cited
US3887517A
Cited
US4088629A
Cited
US4046736A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1982-02-19 | 1982-08-21 | 1983-02-20 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1986-02-19 | 1986-08-21 | 1987-02-20 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1990-02-19 | 1990-08-21 | 1991-02-20 | $7700.00 | Window Closed / Lapsed |