US4124564A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Synthetic resin stabilizer comprising a 2,2,6,6-tetramethylpiperidine-4-alcohol ester and an oligomeric carbonate
Assignee: Adeka Corp
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Filing: 1977-02-18
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Granted: 1978-11-07
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Expires: 1997-02-18
Abstract
Abstract Stabilizer compositions are provided whose ingredients interact synergistically to improve the resistance to deterioration on light exposure and heating of synthetic resin compositions. The interacting ingredients are (a) a carboxylic acid ester of a 2,2,6,6-tetramethylpiperidine-4-alcohol having 15 to 75 carbon atoms and 1 to 4 ester groups, and (b) at least one carbonate ester of an ortho-substituted polyhydric phenol having in the molecule one to three benzenoid rings, two to three phenolic hydroxyl groups, and in each benzenoid ring one to two alkyl, cycloalkyl, or aralkyl groups of which at least one is positioned ortho to a phenolic hydroxyl group.
Inventors
- 👤 Motonobu Minagawa
- 👤 Naohiro Kubota
- 👤 Toshihiro Shibata
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-09 01:10
CPC Classifications
C; C08; C08K; C08K5/00; C08K5/16; C08K5/34; C08K5/3412; C08K5/3432; C08K5/3435; C08K5/0008; C08K5/005; C08K5/04; C08K5/10; C08K5/109; C08K5/13; C08L; C08L69/00; C08L77/00
Claims Analysis
Total Claims: 25
Claim 1
Independent Claim
96 words
A stabilizer composition capable of enhancing the resistance to deterioration of a synthetic resin upon exposure to light of wave length shorter than 400 nanometers and to heat at 150° C., comprising (a) a carboxylic acid ester of an alcohol linked to the 4 position of a 2,2,6,6-tetramethylpiperidine compound having each 2,2,6,6-tetramethylpiperidine ring nitrogen atom substituted with a hydrogen atom or an oxygen radical, and (b) an oligomeric carbonate ester of a polyhydric phenol having 2 to 3 phenolic groups disposed on 1 to 3 benzenoid rings and an average molecular weight between 400 and 4000.
Claim 2
Dependent Claim
96 words
A stabilizer composition capable of enhancing the resistance to deterioration of a synthetic resin upon exposure to light of wave length shorter than 400 nanometers and to heat at 150° C., comprising (a) a carboxylic acid ester of an alcohol linked to the 4 position of a 2,2,6,6-tetramethylpiperidine compound having each 2,2,6,6-tetramethylpiperidine ring nitrogen atom substituted with a hydrogen atom or an oxygen radical, and (b) an oligomeric carbonate ester of a polyhydric phenol having 2 to 3 phenolic groups disposed on 1 to 3 benzenoid rings and an average molecular weight between 400 and 4000.
Claim 3
Dependent Claim
32 words
A stabilizer composition according to claim 1 in which the 2,2,6,6-tetramethylpiperidine ester (a) has from 1 to 4 carboxylic acid ester groups and from 15 to 75 carbon atoms in the molecule.
Claim 4
Dependent Claim
31 words
A stabilizer composition according to claim 1 in which the weight ratio of the 2,2,6,6-tetramethylpiperidine ester (a) to the carbonate ester (b) is between 10 to 1 and 1 to 5.
Claim 5
Dependent Claim
23 words
A stabilizer composition according to claim 1 in which the 2,2,6,6-tetramethylpiperidine ester (a) contains from 2 to 8 percent by weight piperidine nitrogen.
Claim 6
Dependent Claim
18 words
A stabilizer composition according to claim 1 in which the 2,2,6,6-tetramethylpiperidine ester (a) is an ester of 2,2,6,6-tetramethylpiperidine-4-ol.
Claim 7
Dependent Claim
29 words
A stabilizer composition according to claim 1 in which the 2,2,6,6-tetramethylpiperidine ester (a) is an ester of an oxygen heterocyclic alcohol linked to the 4 position of a 2,2,6,6-tetramethylpiperidine.
Claim 8
Dependent Claim
31 words
A stabilizer composition according to claim 1 in which the 2,2,6,6-tetramethylpiperidine ester (a) is an ester of an open chain carboxylic acid having two to four ester groups in the molecule.
Claim 9
Dependent Claim
29 words
A stabilizer composition according to claim 1 in which the 2,2,6,6-tetramethylpiperidine ester (a) is an ester of a carbocyclic acid having two to four ester groups in the molecule.
Claim 10
Dependent Claim
30 words
A stabilizer composition according to claim 1 in which the 2,2,6,6-tetramethylpiperidine ester (a) is an ester of a heterocyclic carboxylic acid having one to four ester groups in the molecule.
Claim 11
Dependent Claim
16 words
A stabilizer combination according to claim 7 in which the 2,2,6,6-tetramethylpiperidine ester (a) is N,N,N-tris(2,2,6,6-tetramethylpiperidine-4-yl) nitrilotriacetate.
Claim 12
Dependent Claim
16 words
A stabilizer composition according to claim 7 in which the 2,2,6,6-tetramethylpiperidine ester (a) is tris (2,2,6,6-tetramethylpiperidine-4,4(1',3'-dioxyisobutane-2-methyl)but-3-ene-1,2,3-tricarboxylate.
Claim 13
Dependent Claim
15 words
A stabilizer composition according to claim 7 in which the 2,2,6,6-tetramethylpiperidine ester (a) is tris(2,2,6,6-tetramethylpiperidine-4-yl)-2-acetoxy-1,2,3-propanetricarboxylate.
Claim 14
Dependent Claim
80 words
A stabilizer composition according to claim 1 in which the 2,2,6,6-tetramethylpiperidine ester (a) has the formula: ##STR72## in which n is a whole number from 1 to 4, Y is selected from the group consisting of hydrogen and oxyl radical, X is a three-valent linking member selected from the group consisting of --CH<, ##STR73## wherein R' is a lower alkyl group, and R is an organic group having a valence of n that can be open chain, carbocyclic, and hetercyclic.
Claim 15
Dependent Claim
12 words
A stabilizer composition according to claim 13 in which Y is hydrogen.
Claim 16
Dependent Claim
17 words
A stabilizer composition according to claim 13 in which Y is oxyl radical and R' is ethyl.
Claim 17
Dependent Claim
17 words
A stabilizer composition according to claim 1 in which the carbonate ester is an ester of 2,5-di-t-butylhydroquinone.
Claim 18
Dependent Claim
19 words
A stabilizer composition in accordance with claim 1 in which the carbonate ester is an ester of an alkylidenebisphenol.
Claim 19
Dependent Claim
24 words
A stabilizer composition according to claim 1 in which the carbonate ester is an ester of bisphenol having two benzenoid rings linked through sulfur.
Claim 20
Dependent Claim
18 words
A stabilizer composition according to claim 1 in which the carbonate ester is an ester of a trisphenol.
Claim 21
Dependent Claim
40 words
A stabilizer composition according to claim 1 containing as an additional stabilizing ingredient at least one compound selected from the group consisting of thiodipropionate esters, 1,2-epoxides, organic phosphites, and metal salts of monocarboxylic acids having 6 to 24 carbon atoms.
Claim 22
Dependent Claim
102 words
A stabilizer composition according to claim 1 in which the carbonate ester has the formula: ##STR74## wherein independently at each occurrence, R' denotes a hydrogen atom, or an alkyl, cycloalkyl or arylalkyl radical, A is a hydrogen atom or ##STR75## R is an alkyl, aryl, alkylaryl, arylalkyl, or cycloalkyl radical or ##STR76## X is a single bond, --O--, --S--, ##STR77## --CH 2 SCH 2 --, a divalent hydrocarbon radical or ##STR78## where Y is a trivalent hydrocarbon radical, B is selected from the group consisting of hydrogen and ##STR79## m is 1 to about 20, and n is 0.1 to about 20.
Claim 23
Dependent Claim
21 words
A stabilizer synthetic resin composition comprising a synthetic resin and a stabilizing amount of a stabilizer composition according to claim 1.
Claim 24
Dependent Claim
26 words
A resin composition according to claim 22 in which the quantity of stabilizer composition is from 0.02 to 10 percent by weight of the synthetic resin.
Claim 25
Dependent Claim
31 words
A resin composition according to claim 22 in which the resin is at least one polymer selected from the group consisting of olefin polymers, acrylic polymers, vinyl halide polymers, and polyamides.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1981-11-06 | 1982-05-08 | 1982-11-07 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1985-11-06 | 1986-05-08 | 1986-11-07 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1989-11-06 | 1990-05-08 | 1990-11-07 | $7700.00 | Window Closed / Lapsed |