Patent US4155257A successfully refreshed from Google Patents.
US4148784A
Expired / Lapsed
US
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Phenol stabilizers
Assignee: BASF Corp
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Filing: 1976-12-16
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Granted: 1979-04-10
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Expires: 1996-12-16
Abstract
Abstract A compound of the formula I ##STR1## in which R 2 is an optionally substituted 4-piperidinyl bonded via oxy or imino, or an optionally substituted 2-(piperidino)-ethoxy, n is 1 or 2, R 7 and R 8 are hydrocarbon radicals, R 9 is hydrogen or methyl, R 14 is cyano, --CH 2 OH, a hydroxymethyl which is C-substituted by an optionally substituted 4-piperidinyl bonded via oxy or imino, or by an optionally substituted 2-(piperidino)-ethoxy, or R 14 is also acyl or nitro, and, when n=1, R 15 is hydrogen, a substituted hydroxybenzyl, an optionally substituted hydrocarbon radical, an optionally substituted 4-piperidinyl, or alkylene which is optionally linked to R 14 and optionally substituted, or, when n=2, R 15 is a direct bond or an optionally interrupted hydrocarbon radical, and its salts as stabilizers for organic material.
Inventors
- 👤 Roger Malherbe
- 👤 Michael Rasberger
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-29 04:21
CPC Classifications
C; C07; C07D; C07D211/00; C07D211/04; C07D211/68; C07D211/70; C07D211/06; C07D211/08; C07D211/18; C07D211/20; C07D211/22; C07D211/34; C07D211/36; C07D211/40; C07D211/44; C07D211/46; C07D211/56; C07D211/58; C07F; C07F9/00; C07F9/02; C07F9/547; C07F9/553; C07F9/576; C07F9/59; C08; C08K; C08K5/00; C08K5/16; C08K5/34; C08K5/3412; C08K5/3432; C08K5/3435
Claims Analysis
Total Claims: 9
Claim 1
Independent Claim
246 words
A member selected from the group consisting of (A) a compound of the formula ##STR15## wherein R 2 represents ##STR16## wherein R 1 is H or methyl, X is (1) H, (2) C 1 to C 4 alkyl, (3) allyl, (4) propargyl, (5) C 2 to C 6 alkoxyalkyl, (6) acetyl, (7) acryloyl, (8) crotonoyl, (9) --CH 2 --COOR 10 where R 10 is C 1 to C 4 alkyl, (10) --CH 2 --CH(R 11 )--OH where R 11 is H or methyl, or (11) --COOR 13 where R 13 is C 1 to C 4 alkyl, R 7 and R 8 independently represent C 1 to C 9 alkyl, C 7 to C 9 aralkyl or C 5 to C 8 cycloalkyl, R 9 is H or methyl, R 15 represents (1) H, (2) 4-OH-3,5-di C 1 to C 4 alkylbenzyl, (3) C 1 to C 12 alkyl, (4) C 3 to C 4 alkenyl, (5) propargyl, (6) benzyl, (7) phenyl, (8) a group of the formula ##STR17## wherein R 1 and X are previously defined, or (9) a group of the formula ##STR18## wherein X is as previously defined R 22 and R 23 are H or methyl and R 16 is C 1 to C 17 alkyl, phenyl, C 7 to C 9 alkyl phenyl, C 11 to C 14 -(hydroxy)(alkyl) phenyl or C 12 to C 16 -(hydroxy)(alkyl) phenylalkyl and (B) an acid addition salt thereof with an organic or inorganic acid.
Claim 2
Dependent Claim
246 words
A member selected from the group consisting of (A) a compound of the formula ##STR15## wherein R 2 represents ##STR16## wherein R 1 is H or methyl, X is (1) H, (2) C 1 to C 4 alkyl, (3) allyl, (4) propargyl, (5) C 2 to C 6 alkoxyalkyl, (6) acetyl, (7) acryloyl, (8) crotonoyl, (9) --CH 2 --COOR 10 where R 10 is C 1 to C 4 alkyl, (10) --CH 2 --CH(R 11 )--OH where R 11 is H or methyl, or (11) --COOR 13 where R 13 is C 1 to C 4 alkyl, R 7 and R 8 independently represent C 1 to C 9 alkyl, C 7 to C 9 aralkyl or C 5 to C 8 cycloalkyl, R 9 is H or methyl, R 15 represents (1) H, (2) 4-OH-3,5-di C 1 to C 4 alkylbenzyl, (3) C 1 to C 12 alkyl, (4) C 3 to C 4 alkenyl, (5) propargyl, (6) benzyl, (7) phenyl, (8) a group of the formula ##STR17## wherein R 1 and X are previously defined, or (9) a group of the formula ##STR18## wherein X is as previously defined R 22 and R 23 are H or methyl and R 16 is C 1 to C 17 alkyl, phenyl, C 7 to C 9 alkyl phenyl, C 11 to C 14 -(hydroxy)(alkyl) phenyl or C 12 to C 16 -(hydroxy)(alkyl) phenylalkyl and (B) an acid addition salt thereof with an organic or inorganic acid.
Claim 3
Dependent Claim
11 words
A compound according to claim 1, said compound being 2,2,6,6-tetramethyl-4-piperidinyl 2,2-bis-(3,5-di-t-butyl-4-hydroxybenzyl)-acetoacetate.
Claim 4
Dependent Claim
11 words
A compound according to claim 1, said compound being 1,2,2,6,6-pentamethyl-4-piperidinyl 2,2-bis-(3,5-di-t-butyl-4-hydroxybenzyl)-acetoacetate.
Claim 5
Dependent Claim
270 words
A composition which comprises a synthetic plastic susceptible to damage from the action of oxygen, heat and light and a stabilizing amount of a member selected from the group consisting of (A) a compound of the formula ##STR19## wherein R 2 represents ##STR20## wherein R 1 is H or methyl, X is (1) H, (2) C 1 to C 4 alkyl, (3) allyl, (4) propargyl, (5) C 2 to C 6 alkoxyalkyl, (6) acetyl, (7) acryloyl, (8) crotonoyl, (9) --CH 2 --COOR 10 where R 10 is C 1 to C 4 alkyl, (10) --CH 2 --CH(R 11 )--OH where R 11 is H or methyl, or (11) --COOR 13 where R 13 is C 1 to C 4 alkyl, R 7 and R 8 independently represent C 1 to C 9 alkyl, C 7 to C 9 aralkyl or C 5 to C 8 cycloalkyl, R 9 is H or methyl, R 15 represents (1) H, (2) 4-OH-3,5-di C 1 to C 4 alkylbenzyl, (3) C 1 to C 12 alkyl, (4) C 3 to C 4 alkenyl, (5) propargyl, (6) benzyl, (7) phenyl, (8) a group of the formula ##STR21## wherein R 1 and X are as previously defined, or (9) a group of the formula ##STR22## wherein X is as previously defined R 22 and R 23 are H or methyl and R 16 is C 1 to C 17 alkyl, phenyl, C 7 to C 9 alkyl phenyl, C 11 to C 14 -(hydroxy)(alkyl) phenyl or C 12 to C 16 -(hydroxy)(alkyl) phenylalkyl and (B) an acid addition salt thereof with an organic or inorganic acid.
Claim 6
Dependent Claim
270 words
A composition which comprises a synthetic plastic susceptible to damage from the action of oxygen, heat and light and a stabilizing amount of a member selected from the group consisting of (A) a compound of the formula ##STR19## wherein R 2 represents ##STR20## wherein R 1 is H or methyl, X is (1) H, (2) C 1 to C 4 alkyl, (3) allyl, (4) propargyl, (5) C 2 to C 6 alkoxyalkyl, (6) acetyl, (7) acryloyl, (8) crotonoyl, (9) --CH 2 --COOR 10 where R 10 is C 1 to C 4 alkyl, (10) --CH 2 --CH(R 11 )--OH where R 11 is H or methyl, or (11) --COOR 13 where R 13 is C 1 to C 4 alkyl, R 7 and R 8 independently represent C 1 to C 9 alkyl, C 7 to C 9 aralkyl or C 5 to C 8 cycloalkyl, R 9 is H or methyl, R 15 represents (1) H, (2) 4-OH-3,5-di C 1 to C 4 alkylbenzyl, (3) C 1 to C 12 alkyl, (4) C 3 to C 4 alkenyl, (5) propargyl, (6) benzyl, (7) phenyl, (8) a group of the formula ##STR21## wherein R 1 and X are as previously defined, or (9) a group of the formula ##STR22## wherein X is as previously defined R 22 and R 23 are H or methyl and R 16 is C 1 to C 17 alkyl, phenyl, C 7 to C 9 alkyl phenyl, C 11 to C 14 -(hydroxy)(alkyl) phenyl or C 12 to C 16 -(hydroxy)(alkyl) phenylalkyl and (B) an acid addition salt thereof with an organic or inorganic acid.
Claim 7
Dependent Claim
21 words
A composition according to claim 4 wherein the plastic is selected from the group consisting of polyolefines, styrene polymers and polyurethanes.
Claim 8
Dependent Claim
12 words
A composition acording to claim 4 wherein the compound is 2,2,6,6-tetramethyl-4-piperidinyl 2,2-bis-(3,5-di-t-butyl-4-hydroxybenzyl)-acetoacetate.
Claim 9
Dependent Claim
12 words
A composition according to claim 4 wherein the compound is 1,2,2,6,6-pentamethyl-4-piperidinyl 2,2-bis-(3,5-di-t-butyl-4-hydroxybenzyl)-acetoacetate.
References Cited (Backward Citations)
US3937711A
Cited
US3993655A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1982-04-09 | 1982-10-09 | 1983-04-10 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1986-04-09 | 1986-10-09 | 1987-04-10 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1990-04-09 | 1990-10-09 | 1991-04-10 | $7700.00 | Window Closed / Lapsed |