US3932353A
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Stabilizers for functionally terminated butadiene polymers
Assignee: Aerojet Rocketdyne Inc
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Filing: 1970-09-28
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Granted: 1976-01-13
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Expires: 1990-09-28
Abstract
Abstract This patent describes a novel composition comprising the polymer of a butadiene polymer or other olefinic polymer containing functional groups and complementary reactive cross-linking agent such as polyisocyanate, aziridine or epoxide, and a stabilizer mixture therefor including (1) a secondary amine having the formula: ##EQU1## or wherein R is a monovalent aromatic group such as phenyl or naphthyl, and R' is a divalent aromatic group such as phenylene and (2) a thiodiester of the formula: ##EQU2## wherein R" is a monovalent alkyl or aryl group such as methyl, ethyl, pentyl, decyl, phenyl, naphthyl and the like and n is an integer from 1 to about 20.
Inventors
- 👤 Edmund J. Mastrolia
- 👤 Harry J. Michigian
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-31 22:23
CPC Classifications
C; C08; C08K; C08K5/00; C08K5/16; C08K5/17; C08K5/18; C08C; C08C19/00; C08C19/30; C08C19/34; C08G; C08G18/00; C08G18/06; C08G18/28; C08G18/67; C08G18/69; C08K5/36; C08K5/37; C08L; C08L13/00; C08L63/00
Claims Analysis
Total Claims: 22
Claim 1
Independent Claim
72 words
A novel composition comprising a polybutadiene polymer, said polymer bearing either pendant or terminal functional groups, a cross-linking agent reactive with said polybutadiene polymer, said cross-linking agent being selected from the group consisting of a polyisocyanate, an aziridine and an epoxide, and a stabilizer mixture including 1. a secondary amine having the formula ##EQU10## or ##EQU11## wherein R is a monovalent aromatic group and R' is a divalent aromatic group; and 2.
Claim 2
Dependent Claim
72 words
A novel composition comprising a polybutadiene polymer, said polymer bearing either pendant or terminal functional groups, a cross-linking agent reactive with said polybutadiene polymer, said cross-linking agent being selected from the group consisting of a polyisocyanate, an aziridine and an epoxide, and a stabilizer mixture including 1. a secondary amine having the formula ##EQU10## or ##EQU11## wherein R is a monovalent aromatic group and R' is a divalent aromatic group; and 2.
Claim 3
Dependent Claim
21 words
a thiodiester of the formula ##EQU12## wherein R" is a monovalent organic group and n is an integer from 1 to
Claim 4
Dependent Claim
21 words
a thiodiester of the formula ##EQU12## wherein R" is a monovalent organic group and n is an integer from 1 to
Claim 5
Dependent Claim
20 words
about 20. 2. The composition of claim 1 wherein the amine is sym-di-β-naphthyl-p-phenylene diamine and the ester is di-δ-ethylhexyl thiodipropionate.
Claim 6
Dependent Claim
43 words
The composition of claim 1 wherein the amine is present in an amount from about 0.15 to 0.25% by weight and the ester is present in an amount from about 0.05 to 0.10% by weight, based on the total weight of the composition.
Claim 7
Dependent Claim
31 words
The composition of claim 1 wherein the polybutadiene polymer bears carboxy functional groups and wherein the cross-linking agent therefor is selected from the group consisting of an aziridine and an epoxide.
Claim 8
Dependent Claim
55 words
A novel composition comprising a polybutadiene polymer, said polymer bearing hydroxy functional groups and containing heavy metal ions, a polyisocyanate cross-linking agent for such polybutadiene polymer, and a stabilizer mixture including 1. a secondary amine having the formula ##EQU13## or ##EQU14## wherein R is a monovalent aromatic group and R' is a divalent aromatic groups;
Claim 9
Dependent Claim
55 words
A novel composition comprising a polybutadiene polymer, said polymer bearing hydroxy functional groups and containing heavy metal ions, a polyisocyanate cross-linking agent for such polybutadiene polymer, and a stabilizer mixture including 1. a secondary amine having the formula ##EQU13## or ##EQU14## wherein R is a monovalent aromatic group and R' is a divalent aromatic groups;
Claim 10
Dependent Claim
24 words
a thiodiester of the formula ##EQU15## wherein R" is a monovalent organic group and n is an integer from 1 to about 20; and
Claim 11
Dependent Claim
24 words
a thiodiester of the formula ##EQU15## wherein R" is a monovalent organic group and n is an integer from 1 to about 20; and
Claim 12
Dependent Claim
1 words
sulfur.
Claim 13
Dependent Claim
1 words
sulfur.
Claim 14
Dependent Claim
62 words
A novel composition comprising a polybutadiene polymer, said polymer bearing hydroxy functional groups and containing heavy metal ions and catalyst residues of heavy metal acetylacetonate, a polyisocyanate cross-linking agent for such polybutadiene polymer, and a stabilizer mixture including 1. a secondary amine having the formula ##EQU16## or ##EQU17## wherein R is a monovalent aromatic group and R' is a divalent aromatic groups;
Claim 15
Dependent Claim
62 words
A novel composition comprising a polybutadiene polymer, said polymer bearing hydroxy functional groups and containing heavy metal ions and catalyst residues of heavy metal acetylacetonate, a polyisocyanate cross-linking agent for such polybutadiene polymer, and a stabilizer mixture including 1. a secondary amine having the formula ##EQU16## or ##EQU17## wherein R is a monovalent aromatic group and R' is a divalent aromatic groups;
Claim 16
Dependent Claim
23 words
a thiodiester of the formula ##EQU18## wherein R" is a monovalent organic group and n is an integer from 1 to about 20;
Claim 17
Dependent Claim
23 words
a thiodiester of the formula ##EQU18## wherein R" is a monovalent organic group and n is an integer from 1 to about 20;
Claim 18
Dependent Claim
13 words
an anhydrous metal salt capable of reacting with said acetylacetonate; and 4. sulfur.
Claim 19
Dependent Claim
13 words
an anhydrous metal salt capable of reacting with said acetylacetonate; and 4. sulfur.
Claim 20
Dependent Claim
23 words
The composition of claim 6 wherein the amine is sym-di-β-naphthyl-p-phenylene diamine, the ester is di-δ-ethylhexyl thiodipropionate and the metal salt is chromium chloride.
Claim 21
Dependent Claim
11 words
The composition of claim 6 wherein the metal salt is chromicchloride.
Claim 22
Dependent Claim
71 words
The composition of claim 8 wherein the amine is present in an amount from about 0.15 to 0.25% by weight, the ester is present in an amount from about 0.05 to 0.10% by weight, the chromium compound is present in an amount from about 0.07 to 0.12% by weight and sulfur is present in an amount from about 0.15 to 0.45% by weight based on the total weight of the composition.
References Cited (Backward Citations)
US3278352A
Cited
US3665038A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1979-01-12 | 1979-07-14 | 1980-01-13 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1983-01-12 | 1983-07-14 | 1984-01-13 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1987-01-12 | 1987-07-14 | 1988-01-13 | $7700.00 | Window Closed / Lapsed |