IP Library Granted Patent US 10,604,613
Granted Patent B2
US 10,604,613 · App. 15/545,138 · Granted Mar 31, 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
C08G8/04B60C1/00B60C1/0041C07C39/10C07D207/337C08G8/06C08J3/005C08K3/013C08K5/0025C08L7/00C08L9/00C08L61/12B60C2001/0066C08L2312/04
View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 10,604,613
App. No.
15/545,138
Granted
Mar 31, 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 aldehyde of formula (A): in which X comprises N, S or O, and R represents —H or —CHO.

Claims (20)

1. A method for manufacturing a solid rubber composition comprising the steps of:

incorporating, in a 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, 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 aldehyde of formula (A)

in which X comprises N, S or O, and R represents CHO; and

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

wherein the rubber composition comprises from 30 to 90 phr total reinforcing filler.

2. The method 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 method according to claim 1 , wherein the two positions ortho to each hydroxyl function are unsubstituted.

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

5. The method 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 method according to claim 1 , 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 method according to claim 1 , wherein the two positions ortho to each hydroxyl function of at least one aromatic ring are unsubstituted.

8. The method according to claim 1 , wherein the two positions ortho to each hydroxyl function of each aromatic ring are unsubstituted.

9. The method 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 method 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 method according to claim 1 , wherein the at least one aldehyde is of general formula (A′)

12. The method according to claim 1 , wherein X represents NH, S or O.

13. The method according to claim 1 , wherein the at least one aldehyde is 2,5-furandicarboxaldehyde.

14. The method 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.

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 044235/0509 →
Priority Claims (1)
FR 15 50456 · Jan 21, 2015 · national
Continuity (1)
Related Publication 20170362370A1 · Dec 21, 2017
Cited By (4)
US 12,215,207 US 12,291,626 US 12,600,171 US 12,692,373