US4288593A
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Polyalkylpiperidine derivatives of s-triazines
Assignee: BASF Corp
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Filing: 1980-01-28
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Granted: 1981-09-08
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Expires: 2000-01-28
Abstract
Abstract Novel polyalkylpiperidine derivatives of s-triazines of the formula ##STR1## in which X and X' are a divalent organic radical, X", X 1 and X 2 are a direct bond or a divalent organic radical, Y, Y', Y", Y 1 , Y 2 , Z and Z' are --O--, --S--, --NH-- or --NR 3 --, R is H or CH 3 and R 1 , R 2 and R 3 are a monovalent organic radical or a polyalkylpiperidine group, or the group R 1 --X"--Y"-- is chlorine, and R 4 is H, O, alkyl, allyl or benzyl, are valuable stabilizers for polymeric materials, in particular to protect them against photochemical degradation. The derivatives are prepared by stepwise reaction of cyanuric chloride with the corresponding YH, Y'H and Y"H compounds. If 2 or 3 of these components are identical, the corresponding symmetrically substituted triazine compounds, which are preferred, are formed.
Inventors
- 👤 Jean Rody
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-25 22:09
CPC Classifications
C; C08; C08K; C08K5/00; C08K5/16; C08K5/34; C08K5/3467; C08K5/3477; C08K5/3492; C08K5/34926
Claims Analysis
Total Claims: 9
Claim 1
Independent Claim
437 words
A compound of the formula I ##STR31## in which X and X' are C 2 -C 12 -alkylene, which can be interrupted by --O--, --S-- or --NR 3 --, or p-xylylene, X" has one of the meanings defined for X and X' or is a direct bond or a group --OCH 2 CH 2 CH 2 --, the O of which is not bonded to Y", X 1 and X 2 are a direct bond, C 1 -C 4 -alkylene or a group --OCH 2 CH 2 CH 2 --, the O of which is not bonded to Y 1 or Y 2 , and Y 1 , Y 2 , Z and Z' are --O--, --S--, --NH-- or --NR 3 --, Y, Y' and Y" are --O--, --S--, --NH--, --NR 3 -- or --NR 5 --, R is hydrogen or methyl, R 1 is hydrogen, C 1 -C 18 -alkyl, C 2 -C 8 -alkoxyalkyl, C 2 -C 4 -hydroxyalkyl, C 5 -C 12 -cycloalkyl, allyl, benzyl, C 6 -C 10 -aryl or phenyl which is substituted by 1 or 2 C 1 -C 8 alkyl groups or OH or C 1 -C 4 -alkoxy or is a polyalkylpiperidinyl group of the formula II ##STR32## or, if Y" is --NR 3 -- and X" is a direct bond, R 1 and R 3 together with the N atom form a pyrrolidine, piperidine or morpholine ring, or R 1 is a radical of the formula III ##STR33## or the group R 1 --X"--Y"-- is chlorine, R 2 is C 1 -C 18 alkyl, C 2 -C 8 alkoxyalkyl, C 2 -C 4 hydroxyalkyl, C 5 -C 12 cycloalkyl, allyl, benzyl, C 6 -C 10 aryl or phenyl which is substituted by 1 or 2 C 1 -C 8 alkyl groups or OH or C 1 -C 4 alkoxy or is a polyalkylpiperidinyl group of the formula II or, if Y 2 is --NR 3 -- and X 2 is a direct bond, R 2 and R 3 together with the N atom form a pyrrolidine, piperidine or morpholine ring, R 3 is C 1 -C 18 alkyl, C 2 -C 8 alkoxyalkyl, C 2 -C 4 hydroxyalkyl, C 5 -C 12 cycloalkyl, allyl, benzyl, C 6 -C 10 aryl or phenyl which is substituted by 1 or 2 C 1 -C 8 alkyl groups or OH or C.sub. 1 -C 4 alkoxy or is a polyalkylpiperidinyl group of the formula II, R 4 is hydrogen, O o , C 1 -C 18 -alkyl, allyl or benzyl and R 5 is a radical of the formula IV ##STR34##
Claim 2
Dependent Claim
437 words
A compound of the formula I ##STR31## in which X and X' are C 2 -C 12 -alkylene, which can be interrupted by --O--, --S-- or --NR 3 --, or p-xylylene, X" has one of the meanings defined for X and X' or is a direct bond or a group --OCH 2 CH 2 CH 2 --, the O of which is not bonded to Y", X 1 and X 2 are a direct bond, C 1 -C 4 -alkylene or a group --OCH 2 CH 2 CH 2 --, the O of which is not bonded to Y 1 or Y 2 , and Y 1 , Y 2 , Z and Z' are --O--, --S--, --NH-- or --NR 3 --, Y, Y' and Y" are --O--, --S--, --NH--, --NR 3 -- or --NR 5 --, R is hydrogen or methyl, R 1 is hydrogen, C 1 -C 18 -alkyl, C 2 -C 8 -alkoxyalkyl, C 2 -C 4 -hydroxyalkyl, C 5 -C 12 -cycloalkyl, allyl, benzyl, C 6 -C 10 -aryl or phenyl which is substituted by 1 or 2 C 1 -C 8 alkyl groups or OH or C 1 -C 4 -alkoxy or is a polyalkylpiperidinyl group of the formula II ##STR32## or, if Y" is --NR 3 -- and X" is a direct bond, R 1 and R 3 together with the N atom form a pyrrolidine, piperidine or morpholine ring, or R 1 is a radical of the formula III ##STR33## or the group R 1 --X"--Y"-- is chlorine, R 2 is C 1 -C 18 alkyl, C 2 -C 8 alkoxyalkyl, C 2 -C 4 hydroxyalkyl, C 5 -C 12 cycloalkyl, allyl, benzyl, C 6 -C 10 aryl or phenyl which is substituted by 1 or 2 C 1 -C 8 alkyl groups or OH or C 1 -C 4 alkoxy or is a polyalkylpiperidinyl group of the formula II or, if Y 2 is --NR 3 -- and X 2 is a direct bond, R 2 and R 3 together with the N atom form a pyrrolidine, piperidine or morpholine ring, R 3 is C 1 -C 18 alkyl, C 2 -C 8 alkoxyalkyl, C 2 -C 4 hydroxyalkyl, C 5 -C 12 cycloalkyl, allyl, benzyl, C 6 -C 10 aryl or phenyl which is substituted by 1 or 2 C 1 -C 8 alkyl groups or OH or C.sub. 1 -C 4 alkoxy or is a polyalkylpiperidinyl group of the formula II, R 4 is hydrogen, O o , C 1 -C 18 -alkyl, allyl or benzyl and R 5 is a radical of the formula IV ##STR34##
Claim 3
Dependent Claim
15 words
A compound according to claim 1, of the formula I, in which R is hydrogen.
Claim 4
Dependent Claim
18 words
A compound according to claim 1, of the formula I, in which R 4 is hydrogen or methyl.
Claim 5
Dependent Claim
23 words
A compound according to claim 1, of the formula I, in which Y, Y' and Y" are --O--, --NH-- or --NR 5 --.
Claim 6
Dependent Claim
52 words
A compound according to claim 1, of the formula V, ##STR35## in which Q is a radical of the formula VI ##STR36## and R 1 , X", Y", Y, X, Y 1 , X 1 , Y 2 , X 2 , R and R 4 are as defined in claim 1.
Claim 7
Dependent Claim
105 words
A compound according to claim 5, of the formula V, in which Q is a group of the formula VII ##STR37## in which X is C 2 -C 12 -alkylene, X 1 and X 2 are a direct bond or C 1 -C 4 -alkylene, Y is --NH-- or --NR 5 --, Y 1 and Y 2 are --NH-- or --NR 3 --, Z is --NH--, R 3 is C 1 -C 12 -alkyl or a radical of the formula VIII ##STR38## R 4 is hydrogen, C 1 -C 4 -alkyl, allyl or benzyl and R 5 is a radical of the formula IX ##STR39##
Claim 8
Dependent Claim
52 words
A compound according to claim 1, of the formula X ##STR40## in which Q is a radical of the formula VI ##STR41## and R 1 , X", Y", Y, X, Y 1 , X 1 , Y 2 , X 2 , R and R 4 are as defined in claim 1.
Claim 9
Dependent Claim
105 words
A compound according to claim 7, of the formula X, in which Q is a group of the formula VII ##STR42## in which X is C 2 -C 12 -alkylene, X 1 and X 2 are a direct bond or C 1 -C 4 -alkylene, Y is --NH-- or --NR 5 --, Y 1 and Y 2 are --NH-- or --NR 3 --, Z is --NH--, R 3 is C 1 -C 12 -alkyl or a radical of the formula VIII ##STR43## R 4 is hydrogen, C 1 -C 4 -alkyl, allyl or benzyl and R 5 is a radical of the formula IX ##STR44##
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) | 1984-09-07 | 1985-03-09 | 1985-09-08 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1988-09-07 | 1989-03-09 | 1989-09-08 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1992-09-07 | 1993-03-09 | 1993-09-08 | $7700.00 | Window Closed / Lapsed |