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US4341672A Expired / Lapsed US ⏱️ 0.0 years remaining

Sulfur or peroxy cured epoxidized diene rubbers

Assignee: Phillips Petroleum Co
•
Filing: 1980-09-19
•
Granted: 1982-07-27
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Expires: 2000-09-19
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Abstract

Abstract Sulfur or peroxy cured compositions prepared from epoxidized diene rubbers.

Inventors

  • 👤 Henry L. Hsieh
  • 👤 Kishore Udipi

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-30 20:26
CPC Classifications
C; C08; C08L; C08L63/00; C08L63/08; B; B60; B60C; B60C1/00; B60C1/0016; C08C; C08C19/00; C08C19/04; C08C19/06; C08K; C08K5/00; C08K5/04; C08K5/14

Claims Analysis

Total Claims: 29
Claim 1
Independent Claim 68 words
A curable rubbery tread composition, exhibiting wet skid resistance when cured, consisting of rubber, filler, extender oil, and a sulfur or peroxy curing system, wherein said rubber is an epoxidized conjugated diene rubber exhibiting a molecular weight in the range of about 50,000 to 500,000 and an extent of epoxidation of about 5 to 95 percent of olefinically unsaturated sites in the conjugated diene rubber prior to curing.
Claim 2
Dependent Claim 68 words
A curable rubbery tread composition, exhibiting wet skid resistance when cured, consisting of rubber, filler, extender oil, and a sulfur or peroxy curing system, wherein said rubber is an epoxidized conjugated diene rubber exhibiting a molecular weight in the range of about 50,000 to 500,000 and an extent of epoxidation of about 5 to 95 percent of olefinically unsaturated sites in the conjugated diene rubber prior to curing.
Claim 3
Dependent Claim 51 words
The tread composition according to claim 1 wherein said epoxidized diene rubber is a natural or synthetic rubber, and where synthetic is prepared from at least one conjugated diene of 4 to 12 carbon atoms per molecule or from at least one said conjugated diene with at least one monovinylarene comonomer.
Claim 4
Dependent Claim 16 words
The tread composition according to claim 2 wherein said epoxidized diene rubber is a synthetic rubber.
Claim 5
Dependent Claim 25 words
The tread composition according to claim 3 wherein said diene rubber is a copolymer of at least one conjugated diene with at least one monovinylarene.
Claim 6
Dependent Claim 24 words
The tread composition according to claim 4 wherein said monovinylarene is styrene, 1-vinylnaphthalene, 2-vinylnaphthalene, 3-methylstyrene, 4-propylstyrene, 4-cyclohexylstyrene, 4-dodecylstyrene, 2-ethyl-4-benzylstyrene, 4-p-tolyl-styrene, 4-(4-phenylbutyl)styrene, 4-methoxystyrene, or 4-dimethylaminostyrene.
Claim 7
Dependent Claim 19 words
The tread composition according to claim 5 wherein said epoxidized diene rubber is characterized as a solution-polymerized butadiene/styrene rubber.
Claim 8
Dependent Claim 35 words
The tread composition according to claim 6 wherein said epoxidized butadiene/styrene rubber is prepared by epoxidizing a butadiene/styrene rubbery copolymer with hydrogen peroxide, acetic anhydride, and a cation exchange resin of sulfonated polystyrene with divinylbenzene.
Claim 9
Dependent Claim 31 words
The tread composition according to claim 3 wherein said epoxidized diene rubber is a conjugated diene homopolymer wherein the conjugated diene is selected from the group consisting of 1,3-butadiene and isoprene.
Claim 10
Dependent Claim 22 words
The tread composition according to claim 3 wherein said filler is calcium carbonate, iron oxide, carbon black, silica, calcium silicate, or alumina.
Claim 11
Dependent Claim 13 words
The tread composition according to claim 9 further incorporating a dye or pigment.
Claim 12
Dependent Claim 26 words
The tread composition according to claim 9 wherein said filler comprises carbon black, and wherein said rubber is a polybutadiene, polyisoprene, or a butadiene/or isoprene/styrene copolymer.
Claim 13
Dependent Claim 22 words
The tread composition according to claim 3 wherein said extent of epoxidation is in the range of about 10 to 50 percent.
Claim 14
Dependent Claim 30 words
A tire having as at least the tread portion thereof the cured composition of claim 3 wherein said epoxidized diene rubber is a sulfur cured epoxidized synthetic conjugated diene rubber.
Claim 15
Dependent Claim 11 words
The tire according to claim 13 characterized as a pneumatic tire.
Claim 16
Dependent Claim 20 words
The tread composition according to claim 3 wherein said molecular weight is in the range of about 75,000 to 300,000.
Claim 17
Dependent Claim 106 words
A tire tread stock exhibiting wet skid resistance when cured, consisting of about 100 parts by weight of a rubber, about 40 to 120 parts by weight filler, about 5 to 80 parts by weight extender oil, and a sulfur-based curing system, wherein said rubber consists of at least one conjugated diene rubber exhibiting, prior to curing, a molecular weight in the range of about 50,000 to 500,000, an average extent of epoxidation in the range of about 5 to 95 percent of olefinically unsaturated sites in the conjugated diene rubber, and is a homopolymer or copolymer of a conjugated diene alone or with a monovinylarene.
Claim 18
Dependent Claim 106 words
A tire tread stock exhibiting wet skid resistance when cured, consisting of about 100 parts by weight of a rubber, about 40 to 120 parts by weight filler, about 5 to 80 parts by weight extender oil, and a sulfur-based curing system, wherein said rubber consists of at least one conjugated diene rubber exhibiting, prior to curing, a molecular weight in the range of about 50,000 to 500,000, an average extent of epoxidation in the range of about 5 to 95 percent of olefinically unsaturated sites in the conjugated diene rubber, and is a homopolymer or copolymer of a conjugated diene alone or with a monovinylarene.
Claim 19
Dependent Claim 60 words
The tire tread composition according to claim 16 wherein said epoxidized diene rubber prior to curing exhibits an extent of epoxidation in the range of about 10 to 50 percent, said filler is carbon black in the range of about 50 to 90 parts by weight, and said extender oil in the range of about 8 to 50 weight percent.
Claim 20
Dependent Claim 20 words
The tire tread composition according to claim 17 wherein said epoxidized diene rubber is a solution-polymerized 75/25 butadiene/styrene random copolymer.
Claim 21
Dependent Claim 90 words
A tread stock, exhibiting wet skid resistance when cured, consisting of about 100 parts by weight of a rubber, about 40 to 120 parts by weight carbon black, about 5 to 80 parts by weight extender oil, a sulfur-based curing system, optionally a pigment, wherein said rubber is a conjugated diene rubbery exhibiting, prior to curing, a molecular weight in the range of about 50,000 to 500,000, an average extent of epoxidation in the range of about 5 to 95 percent of olefinically unsaturated sites in the conjugated diene rubber.
Claim 22
Dependent Claim 90 words
A tread stock, exhibiting wet skid resistance when cured, consisting of about 100 parts by weight of a rubber, about 40 to 120 parts by weight carbon black, about 5 to 80 parts by weight extender oil, a sulfur-based curing system, optionally a pigment, wherein said rubber is a conjugated diene rubbery exhibiting, prior to curing, a molecular weight in the range of about 50,000 to 500,000, an average extent of epoxidation in the range of about 5 to 95 percent of olefinically unsaturated sites in the conjugated diene rubber.
Claim 23
Dependent Claim 62 words
The tread composition according to claim 19 wherein said epoxidized diene rubber prior to curing exhibits an extent of epoxidation in the range of about 10 to 50 percent, wherein said filler is carbon black and is in the range of about 50 to 90 parts by weight, and said extender oil in the range of about 8 to 50 weight percent.
Claim 24
Dependent Claim 19 words
The tread composition according to claim 20 wherein said epoxidized diene rubber is a solution-polymerized 75/25 butadiene/styrene random copolymer.
Claim 25
Dependent Claim 19 words
The tread stock of claim 19 employing about 0.1 to 5 weight percent sulfur based on the diene rubber.
Claim 26
Dependent Claim 14 words
A tire having as the tread portion thereof the cured stock of claim 16.
Claim 27
Dependent Claim 14 words
A tire having as the tread portion thereof the cured stock of claim 19.
Claim 28
Dependent Claim 200 words
A tire tread stock, exhibiting wet skid resistance when cured, consisting of: ______________________________________ polymer 100 parts by weight carbon black 40-120 parts by weight extender oil 5-80 parts by weight sulfur 1-3 parts by weight activator 1-8 parts by weight accelerator 0.5-1.5 parts by weight secondary accelerator 0-0.5 parts by weight antioxidant/antiozonant 1-3 parts by weight processing aids 0-5 parts by weight ______________________________________ wherein said polymer consists of conjugated diene rubber exhibiting, prior to curing, a molecular weight in the range of about 50,000 to 500,000, an average extent of epoxidation in the range of about 5 to 95 percent of olefinically unsaturated sites in the conjugated diene rubber, and which is a homopolymer of a conjugated diene or a copolymer of a conjugated diene with a monovinylarene; wherein said activator is selected from the group consisting of stearic acid, zinc stearate, and mixtures thereof; said accelerator is selected from the group consisting of 2-mercaptobenzothiazole, and N-cyclohexyl-2-benzothiazoylsulfenamide; said secondary accelerator were employed is selected from the group consisting of diphenylguanidine and tetramethylthiuramdisulfide; said antioxidant/antiozonant is selected from the group consisting of phenyl-β-naphthylamine, diarylamineketone reaction product, N,N'-diphenyl-p-phenylenediamine, alkylated phenols, and phosphites; and said processing aids were employed are selected from waxes.
Claim 29
Dependent Claim 200 words
A tire tread stock, exhibiting wet skid resistance when cured, consisting of: ______________________________________ polymer 100 parts by weight carbon black 40-120 parts by weight extender oil 5-80 parts by weight sulfur 1-3 parts by weight activator 1-8 parts by weight accelerator 0.5-1.5 parts by weight secondary accelerator 0-0.5 parts by weight antioxidant/antiozonant 1-3 parts by weight processing aids 0-5 parts by weight ______________________________________ wherein said polymer consists of conjugated diene rubber exhibiting, prior to curing, a molecular weight in the range of about 50,000 to 500,000, an average extent of epoxidation in the range of about 5 to 95 percent of olefinically unsaturated sites in the conjugated diene rubber, and which is a homopolymer of a conjugated diene or a copolymer of a conjugated diene with a monovinylarene; wherein said activator is selected from the group consisting of stearic acid, zinc stearate, and mixtures thereof; said accelerator is selected from the group consisting of 2-mercaptobenzothiazole, and N-cyclohexyl-2-benzothiazoylsulfenamide; said secondary accelerator were employed is selected from the group consisting of diphenylguanidine and tetramethylthiuramdisulfide; said antioxidant/antiozonant is selected from the group consisting of phenyl-β-naphthylamine, diarylamineketone reaction product, N,N'-diphenyl-p-phenylenediamine, alkylated phenols, and phosphites; and said processing aids were employed are selected from waxes.

References Cited (Backward Citations)

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US3269978A Cited
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US3405086A Cited
US3392045A Cited
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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) 1985-07-26 1986-01-25 1986-07-27 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1989-07-26 1990-01-25 1990-07-27 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1993-07-26 1994-01-25 1994-07-27 $7700.00 Window Closed / Lapsed

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