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US3678017A Expired / Lapsed US ⏱️ 0.0 years remaining

Inhibiting premature vulcanization of rubbers

Assignee: Goodyear Tire and Rubber Co
•
Filing: 1970-04-07
•
Granted: 1972-07-18
•
Expires: 1990-04-07
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Abstract

Abstract Retarders of premature vulcanization of rubber, said retarders including N-alkylthio or N-arylthio sulfonamides and N-alkylthio or N-arylthio sulfamides, e.g., N-(n-butyl thio)-N-methylmethanesulfonamide.

Inventors

  • 👤 James R Shelton
  • 👤 Roger J Hopper

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-27 09:02
CPC Classifications
C; C08; C08K; C08K5/00; C08K5/36; C08K5/43; C08K5/44

Claims Analysis

Total Claims: 15
Claim 1
Independent Claim 14 words
The composition according to claim 1 wherein the rubber contains a sulfur vulcanization agent.
Claim 2
Dependent Claim 27 words
The composition according to claim 2 wherein the rubber contains an organic vulcanization accelerating agent selected from the group consisting of thiazoles, diaryl guanidines and thiuram sulfides.
Claim 3
Dependent Claim 195 words
The composition according to claim 2 wherein R1 and R2 are radicals selected from the group consisting of alkyl radicals having from one to 20 carbon atoms, cycloalkyl radicals having from five to 20 carbon atoms, aralkyl radicals having from seven to 20 carbon atoms, chloroalkyl radicals having from one to 20 carbon atoms, aryl radicals having from six to 20 carbon atoms, alkylaryl radicals having from seven to 20 carbon atoms, chloroaryl radicals having from six to 20 carbon atoms, nitroaryl radicals having from six to 20 carbon atoms, alkoxyaryl radicals having from seven to 20 carbon atoms and alkenyl radicals having from three to 20 carbon atoms, wherein R is selected from the group consisting of R1, R2 and , wherein R4 and R5 are selected from the group consisting of R1 and R2 or R4 and R5 are joined to form a ring selected from the group consisting of morpholino, piperidino and pyrrolidino rings, and wherein R3 is selected from the group consisting of alkylene radicals having from one to six carbon atoms, cycloalkylene radicals having from five to seven carbon atoms and arylene radicals having from six to 20 carbon atoms.
Claim 4
Dependent Claim 144 words
The composition according to claim 2 wherein R is selected from the group consisting of alkyl radicals having from one to six carbon atoms, phenyl, p-tolyl, p-chlorophenyl, dimethylamino, morpholino, and piperidino and radicals; wherein R1 is selected from the group consisting of alkyl radicals having from one to six carbon atoms, cyclohexyl, phenyl, p-tolyl, p-chlorophenyl and allyl radicals and wherein R2 is selected from the group consisting of alkyl radicals having from one to six carbon atoms, benzyl, cyclohexyl, 2-chlorocyclohexyl, phenyl, p-tolyl, p-chlorophenyl, 1-(2-chlorobutyl)-, 2-(1-chlorobutyl)-, and allyl radicals, wherein R3 is selected from the group consisting of methylene, ethylene, propylene, 1,2-cyclohexylene and p-phenylene radicals and wherein when R and R1 are joined to form, along with the - SO2 - N - group, a heterocyclic ring, R and R1 are joined to form a radical selected from the group consisting of trimethylene and tetramethylene.
Claim 5
Dependent Claim 18 words
The composition according to claim 2 wherein R2 is a monochloroalkyl radical having one to 12 carbon atoms.
Claim 6
Dependent Claim 71 words
The composition according to claim 5 wherein when R is an alkyl radical it is selected from the group consisting of methyl, ethyl, isopropyl, n-butyl and t-butyl radicals, when R1 is an alkyl radical it is selected from the group consisting of methyl, ethyl, isopropyl, n-butyl and t-butyl radicals and when R2 is an alkyl radical, it is selected from the group consisting of methyl, ethyl, isopropyl, n-butyl and t-butyl radicals.
Claim 7
Dependent Claim 47 words
The composition according to claim 2 wherein R is selected from the group consisting of phenyl and p-tolyl radicals, R1 is selected from the group consisting of of methyl, ethyl, isopropyl and phenyl radicals and R2 is an alkyl radical having from one to six carbon atoms.
Claim 8
Dependent Claim 24 words
The composition according to claim 2 wherein the retarder is selected from the group consisting of N-(n-butylthio)-N,N'',N''-trimethylsulfamide; N-(cyclohexylthio)-N,N'',N''-trimethylsulfamide; N-(2-chloro-1-butylthio)-N-methyl-methanesulfonamide; N-(n-butylthio)-N-methyl-methanesulfonamide; N-(methylthio)-N-methyl-p-toluenesulfonamide; and -N-(phenylthio)-N-methyl-p-toluenesulfonamide N-(n-butylthio)-N-methyl-p-toluenesulfonamide.
Claim 9
Dependent Claim 14 words
The composition according to claim 2 wherein the sulfur vulcanizing agent includes elemental sulfur.
Claim 10
Dependent Claim 16 words
The composition according to claim 2 wherein the organic vulcanizing accelerating agent is a sulfenamide accelerator.
Claim 11
Dependent Claim 16 words
The composition according to claim 2 wherein the organic vulcanizing accelerating agent is a benzothiazolesulfenamide accelerator.
Claim 12
Dependent Claim 18 words
The composition according to claim 2 wherein the organic vulcanizing accelerating agent is a benzothiazy 1 amino disulfide.
Claim 13
Independent Claim 65 words
A method of inhibiting premature vulcanization of rubber containing a sulfur-vulcanizing agent and an organic vulcanization accelerating agent selected from the group consisting of thiazoles, diaryl guanidines and thiuram sulfides which comprises incorporating therein 0.10 part to 5.0 parts by weight per 100 parts by weight of rubber of at least one retarder selected from the group consisting of compounds having the following structural formulas:
Claim 14
Dependent Claim 43 words
An accelerator-retarder composition comprising an organic vulcanization accelerating agent selected from the group consisting of thiazole accelerators, aryl guanidine accelerators, organic disulfide accelerators and thiocarbamylsulfenamide accelerators and at least one retarder selected from the group consisting of compounds having the following structural formulas:
Claim 15
Dependent Claim 11 words
The composition according to claim 2 wherein the retarder is N-(phenylthio)-N-methyl-p-toluenesulfonamide.

References Cited (Backward Citations)

SU164670A1 Cited
US2653155A Cited
DE951719C Cited
US3341403A Cited
GB922367A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1975-07-18 1976-01-17 1976-07-18 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1979-07-18 1980-01-17 1980-07-18 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1983-07-18 1984-01-17 1984-07-18 $7700.00 Window Closed / Lapsed

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