US3954913A
Expired / Lapsed
US
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Stabilized nitrile polymers
Assignee: Standard Oil Co
•
Filing: 1975-01-06
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Granted: 1976-05-04
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Expires: 1995-01-06
Abstract
Abstract Nitrile copolymers and graft copolymers containing a high proportionate amount of olefinic nitrile are stabilized against thermal color degradation by inclusion into the polymer minor amounts of a compound having the formula: ##EQU1## and/or ##EQU2## wherein X may be oxygen; an imide group, --NH--; or an N-substituted imide group, --NR-- wherein R may be an alkyl, or a phenyl alkyl group containing from 1 to 8 carbon atoms; Y may be an oxygen or a methylene group; and Z may be hydrogen or an alkyl group containing from 1 to 8 carbon atoms.
Inventors
- 👤 Curtis E. Uebele
- 👤 Eddie Wardlow, Jr.
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-02 15:56
CPC Classifications
C; C08; C08K; C08K5/00; C08K5/04; C08K5/15; C08K5/151; C08K5/1535; C08F; C08F279/00; C08F279/02; C08K5/10; C08K5/12; C08K5/16; C08K5/34; C08K5/3412; C08K5/3415; C08K5/3417
Claims Analysis
Total Claims: 18
Claim 1
Independent Claim
165 words
A polymer composition stable toward thermal discoloration containing from about 0.05 to 2.0 parts by weight per hundred parts of resin of an organic stabilizing agent selected from the group consisting of: ##EQU11## and ##EQU12## wherein X may be oxygen; and imide group, -NH-; or an N-substituted imide group, --NR--, wherein R may be an alkyl, or a phenyl alkyl group containing from 1 to 8 carbon atoms; Y may be an oxygen or a methylene group; and Z may be hydrogen or an alkyl group containing from 1 to 12 carbon atoms; and where said resin is composed of 100 parts by weight of: A. at least 50% by weight of at least one nitrile having the structure ##EQU13## wherein R is hydrogen, a lower alkyl group having from 1 to 4 carbon atoms, or a halogen, and B. up to 50% by weight based on the combined weight of (A) and (B) of at least one member selected from the group consisting of:
Claim 2
Dependent Claim
165 words
A polymer composition stable toward thermal discoloration containing from about 0.05 to 2.0 parts by weight per hundred parts of resin of an organic stabilizing agent selected from the group consisting of: ##EQU11## and ##EQU12## wherein X may be oxygen; and imide group, -NH-; or an N-substituted imide group, --NR--, wherein R may be an alkyl, or a phenyl alkyl group containing from 1 to 8 carbon atoms; Y may be an oxygen or a methylene group; and Z may be hydrogen or an alkyl group containing from 1 to 12 carbon atoms; and where said resin is composed of 100 parts by weight of: A. at least 50% by weight of at least one nitrile having the structure ##EQU13## wherein R is hydrogen, a lower alkyl group having from 1 to 4 carbon atoms, or a halogen, and B. up to 50% by weight based on the combined weight of (A) and (B) of at least one member selected from the group consisting of:
Claim 3
Dependent Claim
40 words
styrene, 2. an ester having the structure ##EQU14## wherein R 1 is hydrogen, an alkyl group having from 1 to 4 carbon atoms, or a halogen, and R 2 is an alkyl group having from 1 to 6 carbon atoms,
Claim 4
Dependent Claim
40 words
styrene, 2. an ester having the structure ##EQU14## wherein R 1 is hydrogen, an alkyl group having from 1 to 4 carbon atoms, or a halogen, and R 2 is an alkyl group having from 1 to 6 carbon atoms,
Claim 5
Dependent Claim
6 words
an alpha-olefin having the structure ##EQU15##
Claim 6
Dependent Claim
6 words
an alpha-olefin having the structure ##EQU15##
Claim 7
Dependent Claim
127 words
wherein R' and R" are alkyl group having from 1 to 7 carbon atoms, 4. a vinyl ether selected from the group consisting of methyl vinyl ether, ethyl vinyl ether, the propyl vinyl ethers, and the butyl vinyl ethers, and 5. vinyl acetate, and wherein said monomers are copolymerized in the presence of from 0 to 40 parts by weight of: C. a rubbery polymer of a conjugated diene monomer selected from the group consisting of butadiene and isoprene and optionally a comonomer selected from the group consisting of styrene and a nitrile monomer having the structure ##EQU16## wherein R has the above designation, said rubbery polymer containing from 50 to 100% by weight of polymerized conjugated diene and from 0 to 50% by weight of comonomer.
Claim 8
Dependent Claim
127 words
wherein R' and R" are alkyl group having from 1 to 7 carbon atoms, 4. a vinyl ether selected from the group consisting of methyl vinyl ether, ethyl vinyl ether, the propyl vinyl ethers, and the butyl vinyl ethers, and 5. vinyl acetate, and wherein said monomers are copolymerized in the presence of from 0 to 40 parts by weight of: C. a rubbery polymer of a conjugated diene monomer selected from the group consisting of butadiene and isoprene and optionally a comonomer selected from the group consisting of styrene and a nitrile monomer having the structure ##EQU16## wherein R has the above designation, said rubbery polymer containing from 50 to 100% by weight of polymerized conjugated diene and from 0 to 50% by weight of comonomer.
Claim 9
Dependent Claim
19 words
The polymer composition in claim 1 wherein the stabilizing agent is 7-oxabicyclo [2.2.1]5-heptene-2, 3-dicarboxylic anhydride having the formula: ##EQU17##
Claim 10
Dependent Claim
20 words
The polymer composition in claim 1 wherein the stabilizing agent is 7-oxabicyclo [2.2.1]5-heptene-2, 3-dicarboxylic anhydride acid having the formula: ##EQU18##
Claim 11
Dependent Claim
17 words
The polymer composition in claim 1 wherein the stabilizing compound is 5-norbornene-2,3-dicarboxylic anhydride having the formula: ##EQU19##
Claim 12
Dependent Claim
16 words
The polymer composition of claim 1 wherein the stabilizing agent is 7-oxabicyclo[2.2.1]5-heptene-2,3-dicarboximide having the formula: ##EQU20##
Claim 13
Dependent Claim
17 words
The polymer composition of claim 1 wherein the stabilizing agent is N-phenyl-7-oxabicyclo[2.2.1]5-heptene-2, 3-dicarboximide having the formula: ##EQU21##
Claim 14
Dependent Claim
77 words
The polymer composition of claim 1 wherein the component (A) is present in amounts of from about 70 to 90% by weight based on the combined weight of (A) and (B); component (B) is correspondingly present in amounts of from about 30 to 10% by weight based on the combined weight of (A) and (B), and the stabilizing compound is present in concentrations of from about 0.1 to 1.0 parts by weight per hundred parts of resin.
Claim 15
Dependent Claim
21 words
The composition of claim 7 wherein the component (A) is a member selected from the group consisting of acrylonitrile and methacrylonitrile.
Claim 16
Dependent Claim
11 words
The composition of claim 8 wherein the component (B) is styrene.
Claim 17
Dependent Claim
26 words
The composition of claim 8 wherein component (B) is a member selected from the group consisting of methyl acrylate, ethyl acrylate, methyl methacrylate, and ethyl methacrylate.
Claim 18
Dependent Claim
26 words
The composition in claim 1 wherein the component (A) is acrylonitrile, component (B) is styrene and component (C) consists of a copolymer of butadiene and styrene.
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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) | 1979-05-04 | 1979-11-03 | 1980-05-04 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1983-05-04 | 1983-11-03 | 1984-05-04 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1987-05-04 | 1987-11-03 | 1988-05-04 | $7700.00 | Window Closed / Lapsed |