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US4605696A Expired / Lapsed US ⏱️ 0.0 years remaining

Enhanced adhesion of rubber to reinforcing materials through the use of phenolic esters

Assignee: Goodyear Tire and Rubber Co
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Filing: 1985-09-27
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Granted: 1986-08-12
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Expires: 2005-09-27
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Abstract

Abstract There is disclosed a method for adhering rubber to reinforcing materials which comprises embedding a textile fiber or metal reinforcing material in a vulcanizable rubber composition comprising rubber, a vulcanizing agent, reinforcement, a methylene donor, and a phenolic ester as a methylene acceptor.

Inventors

  • 👤 David A. Benko
  • 👤 Syed K. Mowdood
  • 👤 Paul H. Sandstrom
  • 👤 Walter H. Waddell, III
  • 👤 Lawson G. Wideman

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-03 22:50
CPC Classifications
C; C08; C08J; C08J5/00; C08J5/04; C08J5/10; C08G; C08G14/00; C08G14/02; C08G14/04; C08G14/06; C08G8/00; C08K; C08K5/00; C08K5/04; C08K5/13; C08K5/134; C08J2321/00; Y; Y10; Y10T; Y10T152/00; Y10T152/10; Y10T152/10495

Claims Analysis

Total Claims: 24
Claim 1
Independent Claim 93 words
A vulcanizable rubber composition comprising rubber, a vulcanizing agent and the reaction product of (A) a methylene donor and (B) a methylene acceptor selected from at least one compound of the general structural formula (I): ##STR21## wherein R may be the same or different radicals selected from the group consisting of hydrogen, halogen, alkyl of 1 to 18 carbon atoms, alkoxy of 1 to 18 carbon atoms, and hydroxyl: wherein R' is an aromatic radical the structural formula: ##STR22## wherein R is defined as above; or a radical of the structural formula: ##STR23##
Claim 2
Dependent Claim 93 words
A vulcanizable rubber composition comprising rubber, a vulcanizing agent and the reaction product of (A) a methylene donor and (B) a methylene acceptor selected from at least one compound of the general structural formula (I): ##STR21## wherein R may be the same or different radicals selected from the group consisting of hydrogen, halogen, alkyl of 1 to 18 carbon atoms, alkoxy of 1 to 18 carbon atoms, and hydroxyl: wherein R' is an aromatic radical the structural formula: ##STR22## wherein R is defined as above; or a radical of the structural formula: ##STR23##
Claim 3
Dependent Claim 25 words
A vulcanizable rubber composition according to claim 1 wherein the methylene donor is hexamethoxymethyl melamine and R is hydrogen and R' is the radical ##STR24##
Claim 4
Dependent Claim 12 words
The composition according to claim 1 wherein the methylene donor is hexamethylenetetramine.
Claim 5
Dependent Claim 24 words
The composition according to claim 1 wherein the concentration of the methylene acceptor is from 1 to 10 parts per hundred of the rubber.
Claim 6
Dependent Claim 40 words
The composition according to claim 1 wherein the rubber is selected from the group comprising natural rubber, polybutadiene, cis-1,4-polyisoprene, polychloroprene, nitrile, butadiene/styrene copolymers, ethylene/propylene copolymers, ethylene/propylene/diene terpolymers, polyepichlorohydrin terpolymers, acrylic and fluoroelastomers, unsaturated and saturated block polymers, and blends thereof.
Claim 7
Dependent Claim 22 words
A vulcanized rubber article reinforced with a textile fiber or wire cord and prepared from the vulcanizable rubber composition of claim 1.
Claim 8
Dependent Claim 12 words
The composition according to claim 1, containing in addition thereto, carbon black.
Claim 9
Dependent Claim 130 words
A composition for the adhesion of a textile fiber or a steel cord to rubber which consists essentially of (1) a vulcanizable natural or synthetic rubber, (2) a sulfur vulcanizing agent, (3) from about 0.5 to about 50 parts by weight per 100 parts by weight of rubber of a methylene donor, and (4) from about 0.5 to about 50 parts by weight per 100 parts by weight of rubber of a phenolic ester methylene acceptor compound represented by the formula: ##STR25## wherein each R represents, individually, hydrogen, halogen, alkyl of 1 to 18 carbon atoms, alkoxy of 1 to 18 carbon atoms or hydroxyl; and wherein R' is an aromatic radical the structural formula: ##STR26## wherein R is defined as above; or a radical of the structural formula: ##STR27##
Claim 10
Dependent Claim 130 words
A composition for the adhesion of a textile fiber or a steel cord to rubber which consists essentially of (1) a vulcanizable natural or synthetic rubber, (2) a sulfur vulcanizing agent, (3) from about 0.5 to about 50 parts by weight per 100 parts by weight of rubber of a methylene donor, and (4) from about 0.5 to about 50 parts by weight per 100 parts by weight of rubber of a phenolic ester methylene acceptor compound represented by the formula: ##STR25## wherein each R represents, individually, hydrogen, halogen, alkyl of 1 to 18 carbon atoms, alkoxy of 1 to 18 carbon atoms or hydroxyl; and wherein R' is an aromatic radical the structural formula: ##STR26## wherein R is defined as above; or a radical of the structural formula: ##STR27##
Claim 11
Dependent Claim 27 words
The composition according to claim 8 wherein the methylene donor is selected from the group consisting of hexamethylenetetramine, hexamethoxymethylmelamine, lauryloxymethylpyridinium chloride, ethyloxymethylpyridinium chloride, trioxan hexamethylolmelamine and paraformaldehyde.
Claim 12
Dependent Claim 23 words
The composition according to claim 8 which contains, in addition to the components thereof, carbon black, an antioxidant, zinc oxide and processing oil.
Claim 13
Dependent Claim 105 words
A vulcanizable rubber composition comprising rubber, a vulcanizing agent and filler, the improvement which is characterized by incorporating into the rubber composition an effective adhesion promoting amount of (A) a methylene donor and (B) a methylene acceptor selected from at least one compound of the structural formula: ##STR28## wherein R may be the same or different radicals selected from the group consisting of hydrogen, halogen, alkyl of 1 to 18 carbon atoms, alkoxy of 1 to 18 carbon atoms, and hydroxyl: wherein R' is an aromatic radical the structural formula: ##STR29## wherein R is defined as above; or a radical of the structural formula: ##STR30##
Claim 14
Dependent Claim 105 words
A vulcanizable rubber composition comprising rubber, a vulcanizing agent and filler, the improvement which is characterized by incorporating into the rubber composition an effective adhesion promoting amount of (A) a methylene donor and (B) a methylene acceptor selected from at least one compound of the structural formula: ##STR28## wherein R may be the same or different radicals selected from the group consisting of hydrogen, halogen, alkyl of 1 to 18 carbon atoms, alkoxy of 1 to 18 carbon atoms, and hydroxyl: wherein R' is an aromatic radical the structural formula: ##STR29## wherein R is defined as above; or a radical of the structural formula: ##STR30##
Claim 15
Dependent Claim 25 words
A vulcanizable rubber composition according to claim 11 wherein the methylene donor is hexamethoxymethyl melamine and R is hydrogen and R' is the radical ##STR31##
Claim 16
Dependent Claim 13 words
The composition according to claim 11 wherein the methylene donor is hexamethylene tetramine.
Claim 17
Dependent Claim 24 words
The composition according to claim 11 wherein the concentration of the methylene acceptor is from 1 to 10 parts per hundred of the rubber.
Claim 18
Dependent Claim 40 words
The composition according to claim 11 wherein the rubber is selected from the group comprising natural rubber, polybutadiene, cis-1,4-polyisoprene, polychloroprene, nitrile, butadiene/styrene copolymers, ethylene/propylene copolymers, ethylene/propylene/diene terpolymers, polyepichlorohydrin terpolymers, acrylic and fluoroelastomers, unsaturated and saturated block polymers, and blends thereof.
Claim 19
Dependent Claim 22 words
A vulcanized rubber article reinforced with a textile fiber or wire cord and prepared from the vulcanizable rubber composition of claim 11.
Claim 20
Dependent Claim 12 words
The composition according to claim 11, containing in addition thereto, carbon black.
Claim 21
Dependent Claim 22 words
A vulcanizable rubber composition comprising rubber, a vulcanizing agent and the reaction product of (a) a methylene donor and (B) resorcinol monobenzoate.
Claim 22
Dependent Claim 22 words
A vulcanizable rubber composition comprising rubber, a vulcanizing agent and the reaction product of (a) a methylene donor and (B) resorcinol monobenzoate.
Claim 23
Dependent Claim 30 words
A vulcanizable rubber composition comprising rubber, a vulcanizing agent and the reaction product of (a) a methylene donor and (B) a methylene acceptor selected from resorcinol rosinate or phloroglucinol mono-rosinate.
Claim 24
Dependent Claim 30 words
A vulcanizable rubber composition comprising rubber, a vulcanizing agent and the reaction product of (a) a methylene donor and (B) a methylene acceptor selected from resorcinol rosinate or phloroglucinol mono-rosinate.

References Cited (Backward Citations)

US3638702A Cited
US3951887A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1989-08-11 1990-02-10 1990-08-12 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1993-08-11 1994-02-10 1994-08-12 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1997-08-11 1998-02-10 1998-08-12 $7700.00 Window Closed / Lapsed

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