IP Library › Granted Patent US 10,544,292
Granted Patent B2
US 10,544,292 · App. 15/545,206 · Granted Jan 28, 2020

High-rigidity rubber composition

Inventors: David Doisneau (Clermont-Ferrand, FR); Anne-Lise Thuilliez (Clermont-Ferrand, FR); Odile Gavard-Lonchay (Clermont-Ferrand, FR)
Assignee: Compagnie Generale Des Etablissements Michelin
C08L9/00B60C1/00C08G8/04C08K5/07C08K5/13C08L61/12
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Quick Facts
Patent No.
US 10,544,292
App. No.
15/545,206
Granted
Jan 28, 2020
Kind
B2
Abstract

A rubber composition comprises at least one phenol/aldehyde resin based on at least one aromatic polyphenol comprising at least one aromatic ring bearing at least two hydroxyl functions in the meta position relative to one another, the two positions ortho to at least one of the hydroxyl functions being unsubstituted, and at least one aromatic polyaldehyde selected from 1,3-benzenedicarboxaldehyde, 1,4-benzenedicarboxaldehyde and mixtures of these compounds.

Claims (27)

1. A rubber composition comprising:

at least one phenol/aldehyde resin based on:

at least one aromatic polyphenol comprising at least one aromatic ring bearing at least two hydroxyl functions in the meta position relative to one another, the two positions ortho to at least one of the hydroxyl functions being unsubstituted; and

at least one aromatic polyaldehyde selected from 1,3-benzenedicarboxaldehyde, 1,4-benzenedicarboxaldehyde and mixtures thereof;

a diene elastomer;

a reinforcing filler in an amount between 30 and 90 phr; and

a sulfur-donating agent.

2. The rubber composition according to claim 1 , wherein the at least one aromatic ring bears three hydroxyl functions in the meta position relative to one another.

3. The rubber composition according to claim 1 , wherein the two positions ortho to each hydroxyl function are unsubstituted.

4. The rubber composition according to claim 1 , wherein the remainder of the at least one aromatic ring is unsubstituted.

5. The rubber composition according to claim 1 , wherein the at least one aromatic polyphenol comprises several aromatic rings, at least two of these each bearing at least two hydroxyl functions in the meta position relative to one another, the two positions ortho to at least one of the hydroxyl functions of at least one aromatic ring being unsubstituted.

6. The rubber composition according to claim 5 , wherein at least one of the aromatic rings of the at least one aromatic polyphenol bears three hydroxyl functions in the meta position relative to one another.

7. The rubber composition according to claim 5 , wherein the two positions ortho to each hydroxyl function of at least one aromatic ring are unsubstituted.

8. The rubber composition according to claim 5 , wherein the two positions ortho to each hydroxyl function of each aromatic ring are unsubstituted.

9. The rubber composition according to claim 1 , wherein the at least one, or each, aromatic ring of the at least one aromatic polyphenol is a benzene ring.

10. The rubber composition according to claim 1 , wherein the at least one aromatic polyphenol is selected from the group consisting of resorcinol, phloroglucinol, 2,2′,4,4′-tetrahydroxydiphenyl sulphide, 2,2′,4,4′-tetrahydroxybenzophenone, resins pre-condensed from at least one of these phenols, and mixtures thereof.

11. The rubber composition according to claim 1 , wherein the at least one aromatic polyaldehyde is 1,4-benzenedicarboxaldehyde.

12. The rubber composition according to claim 1 , wherein the diene elastomer is selected from the group consisting of polybutadienes, synthetic polyisoprenes, natural rubber, butadiene copolymers, isoprene copolymers, and mixtures thereof.

13. A method for manufacturing a rubber composition comprising the step of:

mixing at least one elastomer, at least one aromatic polyphenol comprising at least one aromatic ring bearing at least two hydroxyl functions in the meta position relative to one another, the two positions ortho to at least one of the hydroxyl functions being unsubstituted, and at least one aromatic polyaldehyde selected from 1,3-benzenedicarboxaldehyde, 1,4-benzenedicarboxaldehyde and mixtures thereof.

14. The method according to claim 13 further comprising the steps of:

incorporating, in the diene elastomer, during a first step, a reinforcing filler, to make a mixture and kneading the mixture thermomechanically until a maximum temperature of between 110° C. and 190° C. is reached;

cooling the mixture to a temperature of less than 100° C.;

then incorporating, during a second step, a crosslinking system, the at least one aromatic polyphenol and the at least one aromatic polyaldehyde; and

kneading the mixture up to a maximum temperature of less than 110° C.

15. A rubber composite reinforced with at least one reinforcing element embedded in a rubber composition, wherein the rubber composition is a rubber composition according to claim 1 .

16. A tire comprising a rubber composition according to claim 1 .

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 28, 2017
From: DOISNEAU, DAVID; THUILLIEZ, ANNE-LISE; GAVARD-LONCHAY, ODILE
To: COMPAGNIE GENERALE DES ETABLISSEMENTS MICHELIN
Reel/Frame 044234/0499 →
Priority Claims (1)
FR 15 50458 · Jan 21, 2015 · national
Continuity (1)
Related Publication 20180009972A1 · Jan 11, 2018
Cited By (3)
US 12,331,198 US 12,528,932 US 12,600,171