US4405737A
Expired / Lapsed
US
⏱️ 0.0 years remaining
N-2-Hydroxypropyl piperidines and compositions thereof
Assignee: Adeka Corp
•
Filing: 1982-02-05
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Granted: 1983-09-20
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Expires: 2002-02-05
Abstract
Abstract N-2-Hydroxypropyl piperidines are provided, as well as a process for preparing these compounds, having the formula: <IMAGE> (I) wherein X is selected from the group consisting of , <IMAGE> +TR <IMAGE> wherein R1 is selected from the group consisting of hydrogen; alkyl; alkenyl; cycloalkyl; alkaryl; hydroxyalkyl; oxyalkyl; acyl and aroyl having from one to about eighteen carbon atoms; R2 and R3 are each selected from the group consisting of alkyl, alkenyl, cycloalkyl, alkaryl, hydroxyalkyl, oxyalkyl and haloalkyl having from one to about eighteen carbon atoms; R4, R5 and R6 each are selected from the group consisting of hydrogen, alkyl, alkenyl, cycloalkyl, alkaryl, hydroxyalkyl, oxyalkyl and haloalkyl having from one to about eighteen carbon atoms; and -CH2-O-R1; n is 1 or 2; and Y, when n is 1, is hydroxy or <IMAGE> and when n is 2, is oxyoxygen.
Inventors
- 👤 Bunji Hirai
- 👤 Naohiro Kubota
- 👤 Kazuo Sugibuchi
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-02 15:09
CPC Classifications
C; C07; C07D; C07D295/00; C07D295/04; C07D295/08; C07D295/084; C07D295/088; C07D211/00; C07D211/04; C07D211/06; C07D211/36; C07D211/40; C07D211/44; C07D211/46; C07D211/68; C07D211/72; C07D211/74; C07D491/00; C07D491/02; C07D491/10; C08; C08K; C08K5/00; C08K5/16; C08K5/34; C08K5/3412; C08K5/3432; C08K5/3435
Claims Analysis
Total Claims: 36
Claim 1
Independent Claim
140 words
An N-2-hydroxypropyl piperidine having the formula: ##STR89## wherein X is selected from the group consisting of ##STR90## wherein R 1 is selected from the group consisting of hydrogen; alkyl; alkenyl; cycloalkyl; alkaryl; hydroxyalkyl; oxyalkyl; carboxylic acyl; and aroyl, all of the preceding having from one to about eighteen carbon atoms; R 2 and R 3 are each selected from the group consisting of alkyl, alkenyl, cycloalkyl, alkaryl, hydroxyalkyl, oxyalkyl and haloalkyl having from one to about eighteen carbon atoms; R 4 , R 5 and R 6 each are selected from the group consisting of hydrogen, alkyl, alkenyl, cycloalkyl, alkaryl, hydroxyalkyl, oxyalkyl and haloalkyl having from one to about eighteen carbon atoms; and --CH 2 --O--R 1 ; n is 1 or 2; and Y, when n is 1, is hydroxy or ##STR91## and when n is 2, is oxy--O--.
Claim 2
Dependent Claim
140 words
An N-2-hydroxypropyl piperidine having the formula: ##STR89## wherein X is selected from the group consisting of ##STR90## wherein R 1 is selected from the group consisting of hydrogen; alkyl; alkenyl; cycloalkyl; alkaryl; hydroxyalkyl; oxyalkyl; carboxylic acyl; and aroyl, all of the preceding having from one to about eighteen carbon atoms; R 2 and R 3 are each selected from the group consisting of alkyl, alkenyl, cycloalkyl, alkaryl, hydroxyalkyl, oxyalkyl and haloalkyl having from one to about eighteen carbon atoms; R 4 , R 5 and R 6 each are selected from the group consisting of hydrogen, alkyl, alkenyl, cycloalkyl, alkaryl, hydroxyalkyl, oxyalkyl and haloalkyl having from one to about eighteen carbon atoms; and --CH 2 --O--R 1 ; n is 1 or 2; and Y, when n is 1, is hydroxy or ##STR91## and when n is 2, is oxy--O--.
Claim 3
Dependent Claim
21 words
An N-2-hydroxypropyl piperidine according to claim 1 in which X is >CH 2 OH, n is 1 and Y is H.
Claim 4
Dependent Claim
21 words
An N-2-hydroxypropyl piperidine according to claim 1 in which X is >CH 2 , n is 1, and Y is H.
Claim 5
Dependent Claim
19 words
An N-2-hydroxypropyl piperidine according to claim 3 in which X is >C═O, n is 1 and Y is H.
Claim 6
Dependent Claim
19 words
An N-2-hydroxypropyl piperidine according to claim 1 in which X is ##STR92## n is 1, and Y is H.
Claim 7
Dependent Claim
19 words
An N-2-hydroxypropyl piperidine according to claim 1 in which X is ##STR93## n is 1 and Y is H.
Claim 8
Dependent Claim
19 words
An N-2-hydroxypropyl piperidine according to claim 1 in which X is ##STR94## n is 1 and Y is H.
Claim 9
Dependent Claim
23 words
An N-2-hydroxypropyl piperidine according to claim 1 in which X is --CH 2 --O--R 1 , n is 1 and Y is H.
Claim 10
Dependent Claim
21 words
An N-2-hydroxypropyl piperidine according to claim 1 in which X is >CH 2 OH, n is 1 and Y is ##STR95##
Claim 11
Dependent Claim
21 words
An N-2-hydroxypropyl piperidine according to claim 1 in which X is >CH 2 , n is 1, and Y is ##STR96##
Claim 12
Dependent Claim
19 words
An N-2-hydroxypropyl piperidine according to claim 10 in which X is >C═O, n is 1 and Y is ##STR97##
Claim 13
Dependent Claim
19 words
An N-2-hydroxypropyl piperidine according to claim 1 in which X is ##STR98## n is 1, and Y is ##STR99##
Claim 14
Dependent Claim
19 words
An N-2-hydroxypropyl piperidine according to claim 1 in which X is ##STR100## n is 1 and Y is ##STR101##
Claim 15
Dependent Claim
19 words
An N-2-hydroxypropyl piperidine according to claim 1 in which X is ##STR102## n is 1 and Y is ##STR103##
Claim 16
Dependent Claim
23 words
An N-2-hydroxypropyl piperidine according to claim 1 in which X is --CH 2 --O--R 1 , n is 1 and Y is ##STR104##
Claim 17
Dependent Claim
21 words
An N-2-hydroxypropyl piperidine according to claim 1 in which X is >CH 2 OH, n is 2 and Y is oxyoxygen.
Claim 18
Dependent Claim
21 words
An N-2-hydroxypropyl piperidine according to claim 1 in which X is >CH 2 , n is 2 and Y is oxyoxygen.
Claim 19
Dependent Claim
19 words
An N-2-hydroxypropyl piperidine according to claim 17 in which X is >C═O, n is 2 and Y is oxyoxygen.
Claim 20
Dependent Claim
19 words
An N-2-hydroxypropyl piperidine according to claim 1 in which X is ##STR105## n is 2, and Y is oxyoxygen.
Claim 21
Dependent Claim
19 words
An N-2-hydroxypropyl piperidine according to claim 1 in which X is ##STR106## n is 2 and Y is oxyoxygen.
Claim 22
Dependent Claim
19 words
An N-2-hydroxypropyl piperidine according to claim 1 in which X is ##STR107## n is 2 and Y is oxyoxygen.
Claim 23
Dependent Claim
23 words
An N-2-hydroxypropyl piperidine according to claim 1 in which X is --CH 2 --O--R 1 , n is 2 and Y is oxyoxygen.
Claim 24
Dependent Claim
13 words
An N-2-hydroxypropyl piperidine according to claim 1 in which the compound is ##STR108##
Claim 25
Dependent Claim
13 words
An N-2-hydroxypropyl piperidine according to claim 1 in which the compound is ##STR109##
Claim 26
Dependent Claim
13 words
An N-2-hydroxypropyl piperidine according to claim 1 in which the compound is ##STR110##
Claim 27
Dependent Claim
13 words
An N-2-hydroxypropyl piperidine according to claim 1 in which the compound is ##STR111##
Claim 28
Dependent Claim
13 words
An N-2-hydroxypropyl piperidine according to claim 1 in which the compound is ##STR112##
Claim 29
Dependent Claim
49 words
A stabilizer composition for improving resistance of olefin polymers to deterioration by heat and light comprising an N-2-hydroxypropyl piperidine according to claim 1 and a phenolic antioxidant having at least one phenolic hydroxyl group, at least one phenolic nucleus, and from about eight to about three hundred carbon atoms.
Claim 30
Dependent Claim
95 words
A stabilizer composition according to claim 28 in which the phenolic antioxidant has the formula: ##STR113## wherein Y is a polyvalent linking group selected from the group consisting of oxygen; carbonyl; sulfur; sulfinyl; aromatic, aliphatic and cycloaliphatic hydrocarbon groups, and oxyhydrocarbon, thiohydrocarbon and heterocyclic groups having from one up to twenty carbon atoms; Ar is a phenolic nucleus containing at least one free phenolic hydroxyl group up to a total of five; m 1 and m 2 are numbers from one to five, and n 1 and n 2 are numbers from one to four.
Claim 31
Dependent Claim
55 words
An olefin polymer composition having improved resistance to deterioration by light comprising an olefin polymer selected from the group consisting of polymers of alpha-olefins having from two to six carbon atoms and polystyrene, and an amount to enhance the resistance of the polymer to deterioration of an N-2-hydroxypropyl piperidine compound in accordance with claim 1.
Claim 32
Dependent Claim
14 words
An olefin polymer composition in accordance with claim 30 wherein the polyolefin is polypropylene.
Claim 33
Dependent Claim
14 words
An olefin polymer composition in accordance with claim 30 wherein the polyolefin is polyethylene.
Claim 34
Dependent Claim
60 words
An olefin polymer composition having improved resistance to deterioration by heat and light comprising an olefin polymer selected from the group consisting of polymers of alpha-olefins having from two to six carbon atoms and polystyrene, and an amount to enhance the resistance of the polymer to deterioration by heat and light of a stabilizer composition in accordance with claim 28.
Claim 35
Dependent Claim
14 words
An olefin polymer composition in accordance with claim 33 wherein the polyolefin is polypropylene.
Claim 36
Dependent Claim
14 words
An olefin polymer composition in accordance with claim 28 wherein the polyolefin is polyethylene.
References Cited (Backward Citations)
DE1695765A1
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1986-09-19 | 1987-03-21 | 1987-09-20 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1990-09-19 | 1991-03-21 | 1991-09-20 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1994-09-19 | 1995-03-21 | 1995-09-20 | $7700.00 | Window Closed / Lapsed |