US3673152A
Expired / Lapsed
US
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Enhancement of resistance of olefin polymers to copper-catalyzed oxidative degradation
Assignee: Argus Chemical Corp
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Filing: 1969-05-23
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Granted: 1972-06-27
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Expires: 1989-05-23
Abstract
Abstract Heterocyclic amines or amides are provided which are useful in the enhancement of the resistance of olefin polymers to coppercatalyzed oxidative deterioration. Stabilizer compositions are also provided consisting essentially of at least one olefin polymer stabilizer and heterocyclic amines or amides; and olefin polymer compositions, such as propylene polymer compositions, containing heterocyclic amines or amides; and a process for enhancing the resistance of olefin polymers to copper-catalyzed degradation by incorporation of such compounds or of such stabilizer compositions.
Inventors
- 👤 Motonobu Minagawa
- 👤 Kenichi Nakagawa
- 👤 Minoru Goto
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-27 07:28
CPC Classifications
C; C07; C07D; C07D231/00; C07D231/54; C07D231/56; C07D231/02; C07D231/10; C07D231/14; C07D231/38; C07D231/40; C07D233/00; C07D233/54; C07D233/66; C07D233/88; C07D235/00; C07D235/02; C07D235/04; C07D235/24; C07D235/30; C07D235/32; C07D239/00; C07D239/02; C07D239/24; C07D239/28; C07D239/32; C07D239/42; C07D249/00; C07D249/02; C07D249/04; C07D249/08; C07D249/10; C07D249/14; C07D251/00; C07D251/02; C07D251/12; C07D251/14; C07D251/22; C07D257/00; C07D257/02; C07D257/04; C07D257/06; C07D285/00; C07D285/01; C07D285/02; C07D285/04; C07D285/12; C07D285/125; C07D285/135; C08; C08K; C08K5/00; C08K5/0008; C08K5/005
Claims Analysis
Total Claims: 19
Claim 1
Independent Claim
17 words
An alpha-monoolefin polymer composition in accordance with claim 1 wherein the alpha-monoolefin polymer is a propylene polymer.
Claim 2
Dependent Claim
47 words
wherein A is selected from the group consisting of oxygen, sulfur and two hydrogen atoms, and R3 is selected from the group consisting of or wherein R4 is selected from the group consisting of aryl, o-hydroxyaryl, benzyl, and alkyl having from one to about 18 carbon atoms;
Claim 3
Dependent Claim
46 words
two radicals, -R5 and -R6 wherein R5 is selected from the group consisting of hydrogen, methylol or ethylol and R6 is selected from the group consisting of methylol, ethylol or 4. wherein R7 is hydrogen, alkyl having from one to 18 carbon atoms, benzyl and aryl;
Claim 4
Dependent Claim
47 words
two radicals, -R5 and -R6 wherein R5 is selected from the group consisting of hydrogen, methylol or ethylol and R6 is selected from the group consisting of methylol, ethylol or ; 4. wherein R7 is hydrogen, alkyl having from one to 18 carbon atoms, benzyl and aryl;
Claim 5
Dependent Claim
15 words
An alpha-monoolefin polymer composition in accordance with claim 2 wherein the propylene polymer is polypropylene.
Claim 6
Dependent Claim
66 words
An olefin polymer composition in accordance with claim 1 including, in addition, at least one alpha-monoolefin polymer stabilizer selected from the group consisting of organic phosphites, alkyl-substituted phenols, and polynuclear phenols, thiodipropionic acid esters, polyvalent metal salts of organic acids, hydrocarbon sulfides and polysulfides and alpha-monoolefin polymer light stabilizers, the stabilizer being compatible with polypropylene and have a low vapor pressure at alpha-monoolefin polymer working temperatures.
Claim 7
Dependent Claim
17 words
An alpha-monoolefin polymer composition in accordance with claim 4, wherein the alpha-monoolefin polymer stabilizer is a phenol.
Claim 8
Dependent Claim
136 words
=CH-R8 wherein R8 is selected from the group consisting of R4 and and 6. wherein R9 is phenyl, -(CH2)e-, , and -CH=CH-, wherein e is an integer within the range from 0 to 6, and X in each of the above is selected from the group consisting of oxygen and sulfur and a in each of the above is 0, 1 or 2; b is 1 or 2; and c is 0 or 1 and d is 0, 1 or 2; and at least one alpha-monoolefin polymer stabilizer selected from the group consisting of organic phosphites, alkyl-substituted phenols, and polynuclear phenols, thiodipropionic acid esters, polyvalent metal salts of organic acids, hydrocarbon sulfides and polysulfides and alpha-monoolefin polymer light stabilizers, the stabilizer being compatible with polypropylene and having a low vapor pressure at olefin polymer working temperatures.
Claim 9
Dependent Claim
80 words
=CH-R8 wherein R8 is selected from the group consisting of R4 and and 6. wherein R9 is phenyl, -(CH2)e , , wherein e is an integer within the range from 0 to 6, and X in each of the above is selected from the group consisting of oxygen and sulfur and a in each of the above is 0, 1 or 2; b is 1 or 2; and c is 0 or 1 and d is 0, 1 or 2.
Claim 10
Dependent Claim
19 words
An alpha-monoolefin polymer composition in accordance with claim 4, wherein the alpha-monoolefin polymer stabilizer is a thiodipropionic acid ester.
Claim 11
Dependent Claim
25 words
An alpha-monoolefin polymer composition in accordance With claim 4 wherein the alpha-monoolefin polymer stabilizer is a combination of a phenol and a thiodipropionic acid ester.
Claim 12
Dependent Claim
28 words
An alpha-monoolefin polymer composition in accordance with claim 4 wherein the alpha-monoolefin polymer stabilizer is a combination of a phenol, a thiodipropionic acid ester, and an organic phosphite.
Claim 13
Dependent Claim
26 words
An alpha-monoolefin polymer composition in accordance with claim 4 wherein the alpha-monoolefin polymer stabilizer is a combination of a thiodipropionic acid ester, and an organic phosphite.
Claim 14
Dependent Claim
120 words
A stabilizer combination useful in the enhancement of the resistance of alpha-monoolefin polymers to copper-catalyzed oxidative deterioration, consisting essentially of at least one heterocyclic amine or amide having the formula wherein represents a heterocyclic ring selected from the group consisting of 1,2,3-triazole, 1,2,4-triazole, imidazole, benzoimidazole, 1,2,3,4-tetrazole, imidazoline, imidazolidine, imidazolidone, imidazolone, pyrazole, pyrazolone, indazole, benzothiazole, thiazole, pyridazine, pyrimizine, quinazoline, pyrazine, piperazine, triazine, and tetrazine, and Z is selected from the group consisting of 2. wherein A is selected from the group consisting of oxygen, sulfur and two hydrogen atoms, and R3 is selected from the group consisting of or wherein R4 is selected from the group consisting of aryl, o-hydroxyaryl, benzyl, and alkyl having from one to about 18 carbon atoms;
Claim 15
Dependent Claim
16 words
A stabilizer combination in accordance with claim 10 wherein the alpha-monoolefin polymer stabilizer is a phenol.
Claim 16
Dependent Claim
18 words
A stabilizer combination in accordance with claim 10 wherein the alpha-monoolefin polymer stabilizer is a thiodipropionic acid ester.
Claim 17
Dependent Claim
26 words
A stabilizer combination in accordance with claim 10 wherein the alpha-monoolefin polymer stabilizer is a combination consisting essentially of a phenol and a thiodipropionic acid ester.
Claim 18
Dependent Claim
12 words
A stabilizer combination in accordance with claim 10 including an organic phosphite.
Claim 19
Dependent Claim
12 words
A stabilizer combination in accordance with claim 13 including an organic phosphite.
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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) | 1975-06-27 | 1975-12-27 | 1976-06-27 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1979-06-27 | 1979-12-27 | 1980-06-27 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1983-06-27 | 1983-12-27 | 1984-06-27 | $7700.00 | Window Closed / Lapsed |