Patent US4334044A successfully refreshed from Google Patents.
US4334044A
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US
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Diene rubber having anti-deteriorating function and process for production thereof
Assignee: JSR Corp
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Filing: 1980-05-07
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Granted: 1982-06-08
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Expires: 2000-05-07
Abstract
Abstract By reacting a diene polymer having nitrile groups with an anti-deteriorating agent having at least one polar group selected from the group consisting of amino group and imino group in the presence of a catalyst, a diene rubber can be obtained in which said anti-deteriorating agent is chemically combined to the nitrile groups. Said rubber per se has resistance to deterioration and, at the same time, acts as an anti-deteriorating agent for other diene rubbers. The chemically combined anti-deteriorating agent is not extractable with solvent, so that said rubber has a stable resistance to deterioration and a stable anti-deteriorating action on other diene rubbers.
Inventors
- 👤 Teizo Kotani
- 👤 Yasuhiko Takemura
- 👤 Toshio Miyabayashi
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-04 09:12
CPC Classifications
C; C08; C08C; C08C19/00; C08C19/22
Claims Analysis
Total Claims: 24
Claim 1
Independent Claim
52 words
A diene rubber having resistance to deterioration and an anti-deteriorating function obtained by reacting a polymer, of a conjugated diene monomer having nitrile groups with an anti-deteriorating agent having at least one polar group selected from the group consisting of amino group and imino group in the presence of an acid catalyst.
Claim 2
Dependent Claim
52 words
A diene rubber having resistance to deterioration and an anti-deteriorating function obtained by reacting a polymer, of a conjugated diene monomer having nitrile groups with an anti-deteriorating agent having at least one polar group selected from the group consisting of amino group and imino group in the presence of an acid catalyst.
Claim 3
Dependent Claim
48 words
A diene rubber according to claim 1 wherein said polymer having nitrile groups is a copolymer of a conjugated diene compound and a vinyl cyanide compound, or a copolymer of a conjugated diene compound, a vinyl cyanide compound and at least one other compound having a vinyl group.
Claim 4
Dependent Claim
23 words
A diene rubber according to claim 2, whrein said conjugated diene compound is butadiene, isoprene, chloroprene, piperylene, pentadiene, hexadiene, heptadiene, octadiene or 2,3-dimethylbutadiene.
Claim 5
Dependent Claim
18 words
A diene rubber according to claim 2 or 3, wherein said vinyl cyanide compound is acrylontrile or methacrylonitrile.
Claim 6
Dependent Claim
29 words
A diene rubber according to claim 2, wherein said other compound having a vinyl group is acrylic acid, methacrylic acid, an alkyl acrylate, an alkyl methacrylate, styrene or α-methylstyrene.
Claim 7
Dependent Claim
24 words
A diene rubber according to claim 2, wherein the content of the vinyl cyanide compound in said polymer having nitrile groups is 5-60by weight.
Claim 8
Dependent Claim
23 words
A diene rubber according to claim 1, wherein said anti-deteriorating agent is an aliphatic amine or an amino compound having an aromatic ring.
Claim 9
Dependent Claim
30 words
A diene rubber according to claim 1, wherein said anti-deteriorating agent is p-aminophenol, diphenylamine, an alkylated diphenylamine, a p-alkoxydiphenylamine, p-hydroxydiphenylamine, N,N'-diphenyl-p-phenylenediamine, N,N'-ditolyl-p-phenylenediamine, N,N'-dinaphthyl-p-phenylenediamine, N-phenyl-N'-isopropyl-p-phenylenediamine, 2,2,4-trimethyldihydroquinoline polymer, N-phenyl-p-phenylenediamine, N,N'-dialkyl-p-phenylenediamine or N-phenyl-N'-cyclohexyl-p-phenylenedimaine.
Claim 10
Dependent Claim
34 words
A diene rubber according to claim 1, wherein the amount of said anti-deteriorating agent is 0.1-100 mole percent based on the total moles of the nitrile groups in said polymer of the conjugated diene.
Claim 11
Dependent Claim
18 words
A diene rubber according to claim 1, wherein said catalyst is a Lewis acid or a protonic acid.
Claim 12
Dependent Claim
26 words
A diene rubber according to claim 1, wherein said catalyst is aluminum chloride, ferric chloride, stannic chloride, boron triflurode, zinc chloride, hydrochloric acid or sulfuric acid.
Claim 13
Dependent Claim
13 words
A diene rubber according to claim 1, wherein said catalyst is boron trifluoride.
Claim 14
Dependent Claim
56 words
A process for producing a diene rubber having resistance to deterioration and an anti-deteriorating function which comprises reacting a polymer, of a conjugated diene monomer, having nitrile groups with an anti-deteriorating agent having at least one polar group selected from the group consisting of amino groups and imino group in the presence of an acid catalyst.
Claim 15
Dependent Claim
56 words
A process for producing a diene rubber having resistance to deterioration and an anti-deteriorating function which comprises reacting a polymer, of a conjugated diene monomer, having nitrile groups with an anti-deteriorating agent having at least one polar group selected from the group consisting of amino groups and imino group in the presence of an acid catalyst.
Claim 16
Dependent Claim
18 words
A process according to claim 13, wherein the reaction is caried out at a temperature of 100°-250° C.
Claim 17
Dependent Claim
19 words
A process according to claim 13 or 14, wherein said catalyst is a Lewis acid or a protonic acid.
Claim 18
Dependent Claim
27 words
A process according to claim 13, or 14, wherein said catalyst is aluminum chloride, ferric chloride, stannic chloride, boron trifluoride, zinc chloride, hydrochloric acid or sulfuric acid.
Claim 19
Dependent Claim
14 words
A process according to claim 13 or 14, wherein said catalyst is boron trifluoride.
Claim 20
Dependent Claim
30 words
A process according to claim 13, wherein the reaction is carried out in at least one solvent selected from the group consisting of aromatic hydrocarbons, aliphatic hydrocarbons and halogenated hydrocarbons.
Claim 21
Dependent Claim
14 words
A process according to claim 18, wherein said solvent is selected from aromatic hydrocarbons.
Claim 22
Dependent Claim
38 words
A process according to claim 13 or 14, wherein said anti-deteriorating agent is at least one member selected from the group consisting of p-aminophenol, diphenylamine, alkylaed diphenylamines, p-alkoxydiphenylamines, N,N'-diphenyl-p-phenylenediamine, N,N'-ditolyl-p-phenylenediamine, N,N'-dinaphthyl-p-phenylenediamine, N-phenl-N'-isopropyl-p-phenylenediamine, 2,2,4-trimethyldihydroquinoline polymer, N-phenyl-p-phenylenediamine, N,N'-dialkyl-p-phenylenediamine and N-phenyl-N'-cyclohexyl-p-phenylenediamine.
Claim 23
Dependent Claim
21 words
A deterioration-resistant rubber composition comprising the diene rubber having anti-deteriorating function of claim 1 and at least one other diene rubber.
Claim 24
Dependent Claim
37 words
A composition according to claim 21, wherein said other diene rubber is selected from the group consisting of polybutadiene rubber, natural rubber, polyisoprene rubber, styrene-butadiene rubber, acrylonitrile-butadiene rubber, acrylonitrile-acrylate-butadiene terpolymer rubber, acrylonitrile-isoprene-butadiene terpolymer rubber and polychloroprene rubber.
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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) | 1985-06-07 | 1985-12-07 | 1986-06-08 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1989-06-07 | 1989-12-07 | 1990-06-08 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1993-06-07 | 1993-12-07 | 1994-06-08 | $7700.00 | Window Closed / Lapsed |