# US 9,518,165 B2 · Rubber composition with low resin crosslinking > Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt - Number: US 9,518,165 B2 - Document ID: US9518165B2 - Status: Granted - Kind: B2 - Application number: 14/430,935 - Filed: 2013-09-19 - Published: 2015-08-20 - Granted: 2016-12-13 - Earliest claimed: 2012-09-25 - Assignees: Compagnie Generale Des Etablissements Michelin; Michelin Recherche et Technique S.A. - Applicants: Compagnie Generale des Etablissements Michelin; Michelin Recherche et Technique S.A. - Inventors: Xiaofeng Shaw Yang; Jesse J. Arnold - Web page: https://patentgrep.com/patent/US9518165B2 ## CPC - C08K 3/36: Silica - B60C 1/00: Tyres characterised by the chemical composition or the physical arrangement or mixture of the composition - C08K 3/04: Carbon - C08K 5/17: Amines; Quaternary ammonium compounds - C08K 5/18: with aromatically bound amino groups - B60C 1/0016: {Compositions of the tread} - C08L 7/00: Compositions of natural rubber - C08L 9/00: Compositions of homopolymers or copolymers of conjugated diene hydrocarbons - C08K: Use of inorganic or non-macromolecular organic substances as compounding ingredients (paints, inks, varnishes, dyes, polishes, adhesives C09) - B60C: VEHICLE TYRES; TYRE INFLATION; TYRE CHANGING; CONNECTING VALVES TO INFLATABLE ELASTIC BODIES IN GENERAL; DEVICES OR ARRANGEMENTS RELATED TO TYRES - C08L: COMPOSITIONS OF MACROMOLECULAR COMPOUNDS (compositions based on polymerisable monomers C08F, C08G; artificial filaments or fibres D01F; textile treating compositions D06) ## Abstract A tire component comprising a rubber composition having a highly unsaturated diene elastomer and a reinforcing filler with a methylene acceptor selected from 3-hydroxydiphenyl-amine, 4-hydroxydiphenyl-amine or combinations thereof. Such rubber compositions further include a methylene donor, wherein a ratio of the methylene acceptor to the methylene donor may be greater than 10:1 or in other embodiments greater than 10:1 but no more than 50:1 or between 15:1 and 30:1. A method for manufacturing a tire component includes mixing together components of a rubber composition into a non-productive mix, the components including a highly unsaturated diene elastomer, a reinforcing filler and a methylene acceptor selected from 3-hydroxydiphenyl-amine, 4-hydroxydiphenyl-amine or combinations thereof; and mixing a methylene donor and a vulcanizing agent into the non-productive mix to convert the non-productive mix to a productive mix. ## Claims ### Claim 1 A tire component, the tire component comprising a rubber composition that is based upon a cross-linkable elastomer composition, the cross-linkable elastomer composition comprising, per 100 parts by weight of rubber (phr): a highly unsaturated diene elastomer; a reinforcing filler; a methylene acceptor selected from 3-hydroxydiphenylamine, 4-hydroxydiphenylamine and combinations thereof; and a methylene donor, wherein a ratio of the methylene acceptor to the methylene donor is at least 15:1. ### Claim 2 (depends on 1) The tire component of claim 1, wherein the ratio is between 15:1 and 50:1. ### Claim 3 (depends on 1) The tire component of claim 1, wherein the ratio is between 15:1 and 30:1. ### Claim 4 (depends on 1) The tire component of claim 1, wherein the methylene donor is selected from hexamethylenetetramine, hexamethoxymethylmelamine or mixtures thereof. ### Claim 5 (depends on 1) The tire component of claim 1, wherein an amount of the methylene acceptor is between 1 phr and 20 phr. ### Claim 6 (depends on 5) The tire component of claim 5, an amount of the methylene acceptor is between 3 phr and 10 phr. ### Claim 7 (depends on 1) The tire component of claim 1, wherein highly unsaturated diene elastomer is selected from a polybutadiene, a synthetic polyisoprene, a natural rubber, a butadiene-styrene copolymer or combinations thereof. ### Claim 8 (depends on 1) The tire component of claim 1, wherein the reinforcing filler is selected from a carbon black, a silica or combinations thereof. ### Claim 9 A method for manufacturing a tire component, the method comprising: mixing together components of a rubber composition into a non-productive mix, the components including a highly unsaturated diene elastomer, a reinforcing filler, a methylene acceptor selected from 3-hydroxydiphenylamine, 4-hydroxydiphenyl-amine or combinations thereof; cooling the non-productive mix; mixing a methylene donor and a vulcanizing agent into the non-productive mix to convert the non-productive mix to a productive mix, wherein a ratio of the methylene acceptor to the methylene donor is at least 15:1; forming the tire component from the productive mix. ### Claim 10 (depends on 9) The method of claim 9, wherein the ratio of the methylene acceptor to the methylene acceptor is between 15:1 and 50:1. ### Claim 11 (depends on 9) The method of claim 9, wherein the ratio of the methylene acceptor to the methylene acceptor is between 15:1 and 30:1. ### Claim 12 (depends on 9) The method of claim 9, wherein the methylene donor is selected from hexamethylenetetramine, hexamethoxymethylmelamine or combinations thereof. ### Claim 13 (depends on 9) The method of claim 9, wherein an amount of the methylene acceptor is between 1 phr and 20 phr. ### Claim 14 A rubber composition that is based upon a cross-linkable elastomer composition, the cross-linkable rubber composition comprising, per 100 parts by weight of rubber (phr): a highly unsaturated diene elastomer; a reinforcing filler; a methylene acceptor selected from 3-hydroxydiphenylamine, 4-hydroxydiphenylamine and combinations thereof; and a methylene donor, wherein a ratio of the methylene acceptor to the methylene donor is at least 15:1. ### Claim 15 (depends on 14) The rubber composition of claim 14, wherein the ratio is between 20:1 and 50:1. ### Claim 16 (depends on 14) The rubber composition of claim 14, wherein the ratio is between 15:1 and 30:1. ### Claim 17 (depends on 14) The rubber composition of claim 14, wherein the methylene acceptor is 3-hydroxydiphenylamine. ### Claim 18 (depends on 14) The rubber composition of claim 14, wherein the methylene acceptor is 4-hydroxydiphenylamine. ### Claim 19 (depends on 1) The rubber composition of claim 1, wherein the methylene acceptor is 3-hydroxydiphenylamine. ### Claim 20 (depends on 1) The rubber composition of claim 1, wherein the methylene acceptor is 4-hydroxydiphenylamine.