Granted Patent B2

US 12,528,932 · App. 17/784,270 · Granted Jan 20, 2026

Inventors: Anne-Lise Thuilliez (Clermont-Ferrand, FR); Francois Jean-Baptiste-Dit-Dominique (Clermont-Ferrand, FR); Adeline Jasselin (Clermont-Ferrand, FR)

Assignee: COMPAGNIE GENERALE DES ETABLISSEMENTS MICHELIN

C08K5/1345B60C1/00C08K3/04C08K3/36C08K5/42C08K5/5333

Abstract

Claims (27)

1 . A composite based on at least one reinforcing element and on a rubber composition based on at least:

(a) an epoxidized diene elastomer;

(b) a reinforcing filler; and

(c) a system for crosslinking the epoxidized diene elastomer comprising at least:

a polyacid compound selected from organopolyphosphorus compounds of general formula (I) and polysulfonic acids of general formula (II); and

a polyphenol compound comprising at least one aromatic ring comprising 6 carbon atoms and at least two hydroxyl —OH functions on the same aromatic ring,

in which

A represents a covalent bond or a hydrocarbon group comprising at least 1 carbon atom, which is optionally substituted and optionally interrupted by one or more heteroatoms, and

each R symbol represents, independently of one another, a hydrocarbon group comprising at least 1 carbon atom or a hydrogen atom, and

in which

A′ represents a covalent bond or a hydrocarbon group comprising at least 1 carbon atom, which is optionally substituted and optionally interrupted by one or more heteroatoms.

2 . The composite according to claim 1 , wherein the at least one reinforcing element comprises a metallic surface.

3 . The composite according to claim 2 , wherein the metal of the metallic surface is brass or steel.

4 . The composite according to claim 1 , wherein the polyacid compound is a diacid.

5 . The composite according to claim 1 , wherein the hydrocarbon group, of A or of A′, comprising at least 1 carbon atom, which is optionally substituted and optionally interrupted by one or more heteroatoms is a divalent hydrocarbon group comprising at least 2 carbon atoms and at most 100 carbon atoms.

6 . The composite according to claim 1 , wherein the system for crosslinking the epoxidized diene elastomer comprises an imidazole compound.

7 . The composite according to claim 1 , wherein the R symbols are identical and represent an alkyl group having from 1 to 12 carbon atoms.

8 . The composite according to claim 1 , wherein the polyphenol compound comprises an aromatic ring of 6 carbon atoms and at least two hydroxyl —OH functions on the same aromatic ring, and corresponds to general formula (III)

in which

R 1 , R 2 , R 3 , R 4 and R 5 , independently of one another, denote groups selected from a hydrogen atom, the radicals hydroxyl, thiol, hydroxyalkenyl, carboxyl, hydrogenocarbonyl, alkyl, carboxylalkyl, carboxylalkenyl, carbonylalkyl, aryl, aryloxy, arylthioxy, arylcarbonyl, amino, aminoalkyl, ethers, esters, and thioesters, with the proviso that at least one of R 1 , R 2 , R 3 , R 4 and R 5 denotes a hydroxyl radical.

9 . The composite according to claim 1 , wherein the polyphenol compound is a compound comprising at least two aromatic rings comprising 6 carbon atoms, each ring comprising at least 2 hydroxyl —OH functions.

10 . The composite according to claim 9 , wherein the polyphenol compound is tannic acid.

11 . The composite according to claim 1 , wherein the reinforcing filler predominantly comprises carbon black.

12 . The composite according to claim 9 , wherein the reinforcing filler predominantly comprises silica.

13 . The composite according to claim 1 , wherein the rubber composition is devoid of cobalt salts or contains less than 1 phr thereof.

14 . The composite according to claim 1 , wherein the rubber composition is devoid of zinc or zinc oxide and of stearic acid, or the rubber composition comprises a very small amount thereof.

15 . A tire comprising the composite according to claim 1 .

Assignments (1)

Priority Claims (1)

Continuity (1)

References Cited (74)