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US4104265A Expired / Lapsed US ⏱️ 0.0 years remaining

Vulcanization process for preparation of polyurethane tires

Assignee: Compagnie Generale des Etablissements Michelin SCA
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Filing: 1977-02-10
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Granted: 1978-08-01
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Expires: 1997-02-10
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Abstract

Abstract Vulcanized elastomers derived from functional liquid diene prepolymers which have properties which make them satisfactory for use as the principal component of mixes serving for the manufacture of pneumatic tires can be prepared by a process which comprises, in general, forming a vulcanizable mix of a functional liquid diene prepolymer having reactive mobile hydrogen functions and having a degree of functionality of between 1.8 and 2.0 and a hydrocarbon chain lengthening bifunctional compound having reactive isocyanate groups in a certain ratio, and conducting chain lengthening and vulcanizing operations in two separate sequential heating stages.

Inventors

  • 👤 Yves deZarauz

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-02 06:19
CPC Classifications
C; C08; C08J; C08J3/00; C08J3/24; C08C; C08C19/00; C08C19/30; C08G; C08G18/00; C08G18/06; C08G18/28; C08G18/67; C08G18/69; C08J2309/00

Claims Analysis

Total Claims: 12
Claim 1
Independent Claim 200 words
A process for the manufacture of a vulcanized elastomer which comprises (1) forming a mix comprising (a) at least one functional liquid diene prepolymer having reactive mobile hydrogen functions and a degree of functionality of between 1.8 and 2.0; (b) a reinforcing filler; and (c) a vulcanizing system comprising sulfur, zinc oxide, and an accelerator having no mobile hydrogen; and adding to the mix (d) a hydrocarbon chain lengthening bifunctional compound having reactive isocyanate groups and in such amount that the ratio of the number of reactive isocyanate groups of the hydrocarbon chain lengthening bifunctional compound to the number of reactive mobile hydrogen functions of the functional liquid diene prepolymer in the resultant mix is equal to one; (2) in a first stage, heating the resultant mix to a temperature of from 20° C. to about 140° C. to obtain exclusively a chain lengthening reaction between the functional liquid diene prepolymer and the hydrocarbon chain lengthening bifunctional compound; and (3) in a second stage, further heating the resultant mix to a higher temperature of from about 145° C. to about 200° C. to effectuate the vulcanization of the chain lengthened reaction product formed at the end of the first stage.
Claim 2
Dependent Claim 200 words
A process for the manufacture of a vulcanized elastomer which comprises (1) forming a mix comprising (a) at least one functional liquid diene prepolymer having reactive mobile hydrogen functions and a degree of functionality of between 1.8 and 2.0; (b) a reinforcing filler; and (c) a vulcanizing system comprising sulfur, zinc oxide, and an accelerator having no mobile hydrogen; and adding to the mix (d) a hydrocarbon chain lengthening bifunctional compound having reactive isocyanate groups and in such amount that the ratio of the number of reactive isocyanate groups of the hydrocarbon chain lengthening bifunctional compound to the number of reactive mobile hydrogen functions of the functional liquid diene prepolymer in the resultant mix is equal to one; (2) in a first stage, heating the resultant mix to a temperature of from 20° C. to about 140° C. to obtain exclusively a chain lengthening reaction between the functional liquid diene prepolymer and the hydrocarbon chain lengthening bifunctional compound; and (3) in a second stage, further heating the resultant mix to a higher temperature of from about 145° C. to about 200° C. to effectuate the vulcanization of the chain lengthened reaction product formed at the end of the first stage.
Claim 3
Dependent Claim 23 words
The process as defined by claim 1, wherein sid mix further contains at least one nonfunctional liquid diene polymer of low molecular weight.
Claim 4
Dependent Claim 24 words
The process as defined by claim 1, wherein the functional liquid diene prepolymer has a molecular weight of between about 1,000 and about 20,000.
Claim 5
Dependent Claim 25 words
The process as defined by claim 1, wherein the reactive mobile hydrogen functions of the functional liquid diene prepolymer are amine, hydroxyl or thiol functions.
Claim 6
Dependent Claim 18 words
The process as defined by claim 4, wherein the functional liquid diene prepolymer is a hydroxylated butadiene-styrene copolymer.
Claim 7
Dependent Claim 17 words
The process as defined by claim 4, wherein the functional liquid diene prepolymer is a hydroxylated polybutadiene.
Claim 8
Dependent Claim 17 words
The process as defined by claim 4, wherein the functional liquid diene prepolymer is a mercapto polybutadiene.
Claim 9
Dependent Claim 30 words
The process as defined by claim 1, wherein the hydrocarbon chain lengthening bifunctional compound having reactive isocyanate groups is tolylene diisocyanate, 4, 4'-diphenylmethane diisocyanate, trimethyl hexamethylene diisocyanate or hexamethylene diisocyanate.
Claim 10
Dependent Claim 11 words
A vulcanized elastomer prepared by the process defined by claim 1.
Claim 11
Dependent Claim 20 words
A pneumatic tire having its tread formed principally of a vulcanized elastomer prepared by the process defined by claim 1.
Claim 12
Dependent Claim 20 words
A pneumatic tire having its sidewalls formed principally of a vulcanized elastomer prepared by the process defined by claim 1.

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1981-07-31 1982-01-30 1982-08-01 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1985-07-31 1986-01-30 1986-08-01 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1989-07-31 1990-01-30 1990-08-01 $7700.00 Window Closed / Lapsed

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