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US4263075A Expired / Lapsed US ⏱️ 0.0 years remaining

Method of making a puncture-sealing tire with sealant consisting of a vinylidene-terminated liquid polymer and an amine

Assignee: UG Licensing Services Inc
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Filing: 1980-01-21
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Granted: 1981-04-21
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Expires: 2000-01-21
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Abstract

Abstract A puncture-sealing tubeless pneumatic tire having an inner layer of soft, tacky, extensible sealant consisting of (1) at least one vinylidene-terminated liquid polymer and (2) at least one amine.

Inventors

  • 👤 Harold H. Bowerman, Jr.
  • 👤 Robert W. Ireland

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-04 22:22
CPC Classifications
B; B60; B60C; B60C19/00; B60C19/12; B29; B29D; B29D30/00; B29D30/06; B29D30/0681; B29D30/0685; C; C08; C08F; C08F8/00; C08F8/30; C08F8/32; C08G; C08G75/00; C08G75/14; B29D2030/0686; B29D2030/069; B29D2030/0697; Y; Y10; Y10S; Y10S428/00; Y10S428/912; Y10T; Y10T152/00; Y10T152/10; Y10T152/10495; Y10T152/10666; Y10T152/10675; Y10T152/10684

Claims Analysis

Total Claims: 17
Claim 1
Independent Claim 271 words
A method of making a puncture-sealing pneumatic tire comprising: (a) cleaning the inside of a vulcanized tire, (b) applying a sealant layer to the inside of the vulcanized tire, said sealant layer consisting of: (1) at least one vinylidene-terminated polymer having the formula ##STR24## wherein Z is selected from the group consisting of --S--, ##STR25## and --O--, A is a bivalent radical containing 1 to 10 atoms wherein at least one of said atoms is selected from the group consisting of C, O, S, and N, R and R 1 are hydrogen or alkyl radicals containing 1 to 4 carbon atoms, and G is a polymeric backbone comprising carbon-carbon linkages, said vinylidene-terminated polymer containing an average of from about 1.5 to about 4 ##STR26## groups per molecule, wherein said backbone comprising carbon-carbon linkages contains polymerized units of at least one vinylidene monomer having at least one terminal CH 2 ═C<group, said monomer being selected from the group consisting of (a) monoolefins containing 2 to 14 carbon atoms, (b) dienes containing 4 to 10 carbon atoms, (c) vinyl and allyl esters of carboxylic acids containing 2 to 8 carbon atoms, (d) vinyl and allyl ethers of alkyl radicals containing 1 to 8 carbon atoms, (e) acrylic acids and acrylates having the formula ##STR27## said R 2 being hydrogen or an alkyl radical containing 1 to 3 carbon atoms and said R 3 being hydrogen, an alkyl or hydroxy alkyl radical containing 1 to 18 carbon atms, or an alkoxyalkyl, alkylthioalkyl or cyanoalkyl radical containing 2 to 12 carbon atoms; and (2) at least one amine wherein said amine is difunctional or polyfunctional.
Claim 2
Independent Claim 271 words
A method of making a puncture-sealing pneumatic tire comprising: (a) cleaning the inside of a vulcanized tire, (b) applying a sealant layer to the inside of the vulcanized tire, said sealant layer consisting of: (1) at least one vinylidene-terminated polymer having the formula ##STR24## wherein Z is selected from the group consisting of --S--, ##STR25## and --O--, A is a bivalent radical containing 1 to 10 atoms wherein at least one of said atoms is selected from the group consisting of C, O, S, and N, R and R 1 are hydrogen or alkyl radicals containing 1 to 4 carbon atoms, and G is a polymeric backbone comprising carbon-carbon linkages, said vinylidene-terminated polymer containing an average of from about 1.5 to about 4 ##STR26## groups per molecule, wherein said backbone comprising carbon-carbon linkages contains polymerized units of at least one vinylidene monomer having at least one terminal CH 2 ═C<group, said monomer being selected from the group consisting of (a) monoolefins containing 2 to 14 carbon atoms, (b) dienes containing 4 to 10 carbon atoms, (c) vinyl and allyl esters of carboxylic acids containing 2 to 8 carbon atoms, (d) vinyl and allyl ethers of alkyl radicals containing 1 to 8 carbon atoms, (e) acrylic acids and acrylates having the formula ##STR27## said R 2 being hydrogen or an alkyl radical containing 1 to 3 carbon atoms and said R 3 being hydrogen, an alkyl or hydroxy alkyl radical containing 1 to 18 carbon atms, or an alkoxyalkyl, alkylthioalkyl or cyanoalkyl radical containing 2 to 12 carbon atoms; and (2) at least one amine wherein said amine is difunctional or polyfunctional.
Claim 3
Dependent Claim 25 words
A method of claim 1 wherein the thickness of said sealant layer is from about 1 to about 50 percent of the total tire thickness.
Claim 4
Dependent Claim 88 words
A method of claim 2 wherein said vinylidene monomer is selected from the group consisting of (a) monoolefins containing 2 to 8 carbon atoms, (b) dienes containing 4 to 8 carbon atoms, and (c) acrylic acids and acrylates having the formula ##STR28## said R 2 being hydrogen or an alkyl radical containing 1 to 3 carbon atoms and said R 3 being hydrogen, an alkyl or hydroxy alkyl radical containing 1 to 8 carbon atoms, or an alkoxyalkyl, alkylthioalkyl or cyanoalkyl radical containing 2 to 8 carbon atoms.
Claim 5
Dependent Claim 157 words
A method of claim 3 wherein said vinylidene monomer contains copolymerized therewith up to about 50 percent by weight of at least one comonomer selected from the group consisting of (a) vinyl aromatics having the formula ##STR29## wherein R 4 is hydrogen, halogen, an alkyl or hydroxy alkyl radical containing from 1 to 4 carbon atoms, (b) vinyl nitriles having the formula ##STR30## wherein R 5 is hydrogen or an alkyl radical containing 1 to 3 carbon atoms, (c) vinyl halides, (d) divinyls and diacrylates, (e) amides of α,β-olefinically unsaturated carboxylic acids containing 2 to 8 carbon atoms, (f) allyl alcohol, and (g) acrylic acids and acrylates having the formula ##STR31## said R 2 being hydrogen or an alkyl radical containing 1 to 3 carbon atoms and said R 3 being hydrogen, an alkyl or hydroxy alkyl radical containing 1 to 18 carbon atoms, or an alkoxyalkyl, alkylthioalkyl or cyanoalkyl radical containing 2 to 12 carbon atoms.
Claim 6
Dependent Claim 35 words
A method of claim 4 wherein said amine is difunctional, and said comonomer is selected from the group consisting of (a) said vinyl aromatics, (b) said vinyl nitriles, and (c) said acrylic acid and acrylates.
Claim 7
Dependent Claim 35 words
A method of claim 5 wherein said amine is selected from the group consisting of N-(2-aminoethyl) piperazine and 1,3-di-4-piperidylpropane, said vinylidene-terminated polymer is made by reacting glycidyl acrylate with a carboxyl-terminated liquid butadiene/acrylonitrile/acrylic acid terpolymer.
Claim 8
Dependent Claim 25 words
A method of claim 2 wherein the thickness of said sealant layer is from about 10 to abot 30 percent of the total tire thickness.
Claim 9
Dependent Claim 20 words
A tire of claim 9 wherein the thickness of said sealant layer is from about 0.1 to about 0.3 inch.
Claim 10
Independent Claim 331 words
A method of making a puncture-sealing pneumatic tire comprising: (a) coating an air impervious liner with an adherent sealant layer, said sealant layer consisting of: (1) at least one vinylidene-terminated polymer having the formula ##STR32## wherein Z is selected from the group consisting of --S--, ##STR33## and --O--, A is a bivalent radical containing 1 to 10 atoms wherein at least one of said atoms is selected from the group consisting of C, O, S and N, R and R 1 are hydrogen or alkyl radicals containing 1 to 4 carbon atoms, and G is a polymeric backbone comprising carbon-carbon linkages, said vinylidene-terminated polymer containing an average of from about 1.5 to about 4 ##STR34## wherein said backbone comprising carbon-carbon linkages contains polymerized units of at least one vinylidene monomer having at least one terminal CH 2 ═< group, said monomer being selected from the group consisting of (a) monoolefins containing 2 to 14 carbon atoms, (b) dienes containing 4 to 10 carbon atoms, (c) vinyl and allyl esters of carboxylic acids containing 2 to 8 carbon atoms, (d) vinyl and allyl ethers of alkyl radicals containing 1 to 8 carbon atoms, (e) acrylic acids and acrylates having the formula ##STR35## said R 2 being hydrogen or an alkyl radical containing 1 to 3 carbon atoms and said R 3 being hydrogen, an alkyl or hydroxy alkyl radical containing 1 to 18 carbon atoms, or an alkoxyalkyl, alkylthioalkyl or cyanoalkyl radical containing 2 to 12 carbon atoms; (2) at least one amine wherein said amine is difunctional or polyfunctional. (b) building said sealant coated liner onto an inner portion of an unvulcanized tire construction having bead, tread, and carcass portions such that said sealant layer is disposed between said liner and said carcass; (c) shaping said unvulcanized tire construction; (d) molding said tire construction; and (e) heating said tire construction under pressure to simultaneously covulcanize said construction and adherent sealant layer to form said pneumatic tire containing an integral sealant layer.
Claim 11
Independent Claim 331 words
A method of making a puncture-sealing pneumatic tire comprising: (a) coating an air impervious liner with an adherent sealant layer, said sealant layer consisting of: (1) at least one vinylidene-terminated polymer having the formula ##STR32## wherein Z is selected from the group consisting of --S--, ##STR33## and --O--, A is a bivalent radical containing 1 to 10 atoms wherein at least one of said atoms is selected from the group consisting of C, O, S and N, R and R 1 are hydrogen or alkyl radicals containing 1 to 4 carbon atoms, and G is a polymeric backbone comprising carbon-carbon linkages, said vinylidene-terminated polymer containing an average of from about 1.5 to about 4 ##STR34## wherein said backbone comprising carbon-carbon linkages contains polymerized units of at least one vinylidene monomer having at least one terminal CH 2 ═< group, said monomer being selected from the group consisting of (a) monoolefins containing 2 to 14 carbon atoms, (b) dienes containing 4 to 10 carbon atoms, (c) vinyl and allyl esters of carboxylic acids containing 2 to 8 carbon atoms, (d) vinyl and allyl ethers of alkyl radicals containing 1 to 8 carbon atoms, (e) acrylic acids and acrylates having the formula ##STR35## said R 2 being hydrogen or an alkyl radical containing 1 to 3 carbon atoms and said R 3 being hydrogen, an alkyl or hydroxy alkyl radical containing 1 to 18 carbon atoms, or an alkoxyalkyl, alkylthioalkyl or cyanoalkyl radical containing 2 to 12 carbon atoms; (2) at least one amine wherein said amine is difunctional or polyfunctional. (b) building said sealant coated liner onto an inner portion of an unvulcanized tire construction having bead, tread, and carcass portions such that said sealant layer is disposed between said liner and said carcass; (c) shaping said unvulcanized tire construction; (d) molding said tire construction; and (e) heating said tire construction under pressure to simultaneously covulcanize said construction and adherent sealant layer to form said pneumatic tire containing an integral sealant layer.
Claim 12
Dependent Claim 25 words
A method of claim 9 wherein the thickness of said sealant layer is from about 1 to about 50 percent of the total tire thickness.
Claim 13
Dependent Claim 88 words
A method of claim 10 wherein said vinylidene monomer is selected from the group consisting of (a) monoolefins containing 2 to 8 carbon atoms, (b) dienes containing 4 to 5 carbon atoms, and (c) acrylic acids and acrylates having the formula ##STR36## said R 2 being hydrogen or an alkyl radical containing 1 to 3 carbon atoms and said R 3 being hydrogen, an alkyl or hydroxy alkyl radical containing 1 to 8 carbon atoms, or an alkoxyalkyl, alkylthioalkyl or cyanoalkyl radical containing 2 to 8 carbon atoms.
Claim 14
Dependent Claim 158 words
A method of claim 11 wherein said vinylidene monomer contains copolymerized therewith up to about 50 percent by weight of at least one comonomer selected from the group consisting of (a) vinyl aromatics having the formula ##STR37## wherein R 4 is hydrogen, halogen, an alkyl or hydroxy alkyl radical containing from 1 to 4 carbon atoms, (b) vinyl nitriles having the formula ##STR38## wherein R 5 is hydrogen or an alkyl radical containing 1 to 3 carbon atoms, (c) vinyl halides, (d) divinyls and diacrylates, (e) amides of α,β olefinically unsaturated carboxylic acids containing 2 to 8 carbon atoms, (f) allyl alcohol, and (g) acrylic acids and acrylates having the formula ##STR39## said R 2 being hydrogen or an alkyl radical containing 1 to 3 carbon atoms and said R 3 being hydrogen, an alkyl or hydroxy alkyl radical containing 1 to 18 carbon atoms, or an alkoxyalkyl, alkylthioalkyl or cyanoalkyl radical containing 2 to 12 carbon atoms.
Claim 15
Dependent Claim 35 words
A method of claim 12 wherein said amine is difunctional and said comonomer is selected from the group consisting of (a) said vinyl aromatics, (b) said vinyl nitriles, and (c) said acrylic acid and acrylates.
Claim 16
Dependent Claim 35 words
A method of claim 13 wherein said amine is selected from the group consisting of N-(2-aminoethyl) piperazine and 1,3,-di-4-piperidylpropane, said vinylidene-terminated polymer is made by reacting glycidyl acrylate with a carboxyl-terminated liquid butadiene/acrylonitrile/acrylic acid terpolymer.
Claim 17
Dependent Claim 20 words
A method of claim 10 wherein the thickness of said sealant layer is from about 0.1 to about 0.2 inch.

References Cited (Backward Citations)

US3935893A Cited
US4129713A Cited
US4147854A Cited
US4058657A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1984-04-20 1984-10-20 1985-04-21 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1988-04-20 1988-10-20 1989-04-21 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1992-04-20 1992-10-20 1993-04-21 $7700.00 Window Closed / Lapsed

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