IP Library Granted Patent US 8,637,597
Granted Patent B2
US 8,637,597 · App. 12/599,920 · Granted Jan 28, 2014

Rubber tyre composition containing a diester plasticizer

Inventor: Garance Lopitaux (Valignat, FR)
Assignees: Compagnie Generale des Etablissements Michelin; Michelin Recherche et Technique S.A.
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Quick Facts
Patent No.
US 8,637,597
App. No.
12/599,920
Granted
Jan 28, 2014
Kind
B2
Abstract

Rubber composition comprising at least one diene elastomer, one reinforcing filler and one 1,2-cyclohexanedicarboxylate diester plasticizer corresponding to the formula (R hydrocarbon radical): The invention also relates to the use of such a composition in the manufacture of a tire or of a tire semi-finished product made of rubber, in particular of a tire tread exhibiting an improved wet grip, without adversely affecting its other properties; it also relates to the tires and semi-finished products themselves and to a plasticizing system comprising, in combination, the said diester plasticizer and a plasticizing hydrocarbon resin, the glass transition temperature (Tg) of which is greater than 0° C.

Claims (40)

1. A tire tread comprising a rubber composition comprising:

at least one diene elastomer selected from the group consisting of polybutadienes, synthetic polyisoprenes, natural rubber, butadiene copolymers, isoprene copolymers and the mixtures of these elastomers,

a reinforcing filler, and

a 1,2-cyclohexanedicarboxylate diester plasticizer corresponding to the formula (I):

wherein the R radicals, which are identical or different, represent a hydrocarbon radical.

2. The tire tread according to claim 1 , wherein the R radicals, which are identical or different, are chosen from the group consisting of linear, branched or cyclic alkyls comprising from 1 to 30 carbon atoms and aryls, aralkyls or alkaryls comprising from 6 to 30 carbon atoms.

3. The tire tread according to claim 2 , wherein the R radicals represent a linear, branched or cyclic alkyl group comprising from 1 to 20 carbon atoms.

4. The tire tread according to claim 3 , wherein the R radicals comprise from 8 to 11 carbon atoms.

5. The tire tread according to claim 4 , wherein the diester plasticizer is a diisononyl 1,2-cyclohexanedicarboxylate, of formula (II):

6. The tire tread according to claim 1 , wherein the level of diester plasticizer is between 5 and 60 pce.

7. The tire tread according to claim 6 , wherein the level of diester plasticizer is between 5 and 40 pce.

8. The tire tread according to claim 1 , further comprising a plasticizing hydrocarbon resin having a glass transition temperature greater than 0° C.

9. The tire tread according to claim 8 , wherein the plasticizing hydrocarbon resin has a Tg of greater than +20° C.

10. The tire tread according to claim 8 , wherein the number-average molecular weight of the hydrocarbon resin is between 400 and 2000 g/mol.

11. The tire tread according to claim 8 , wherein the polydispersity index of the hydrocarbon carbon is less than 3.

12. The tire tread according to claim 8 , wherein the plasticizing hydrocarbon resin is chosen from the group consisting of cyclopentadiene (abbreviated to CPD) or dicyclopentadiene (abbreviated to DCPD) homopolymer or copolymer resins, terpene homopolymer or copolymer resins, C 5 fraction homopolymer or copolymer resins and the mixtures of these resins.

13. The tire tread according to claim 12 , wherein the plasticizing hydrocarbon resin is chosen from the group consisting of (D)CPD homopolymer resins, (D)CPD/styrene copolymer resins, polylimonene resins, limonene/styrene copolymer resins, limonene/(D)CPD copolymer resins, C 5 fraction/styrene copolymer resins, C 5 fraction/C 9 fraction copolymer resins and the mixtures of these resins.

14. The tire tread according to claim 8 , wherein the level of plasticizing hydrocarbon resin is between 5 and 60 pce.

15. The tire tread according to claim 1 , wherein the reinforcing filler comprises carbon black.

16. The tire tread according to claim 1 , wherein the reinforcing filler comprises silica.

17. A tire comprising a rubber composition comprising:

at least one diene elastomer selected from the group consisting of polybutadienes, synthetic polyisoprenes, natural rubber, butadiene copolymers, isoprene copolymers and the mixtures of these elastomers,

a reinforcing filler, and

a 1,2-cyclohexanedicarboxylate diester plasticizer corresponding to the formula (I):

wherein the R radicals, which are identical or different, represent a hydrocarbon radical.

18. The tire according to claim 17 , wherein the R radicals, which are identical or different, are chosen from the group consisting of linear, branched or cyclic alkyls comprising from 1 to 30 carbon atoms and aryls, aralkyls or alkaryls comprising from 6 to 30 carbon atoms.

19. The tire according to claim 18 , wherein the R radicals represent a linear, branched or cyclic alkyl group comprising from 1 to 20 carbon atoms.

20. The tire according to claim 19 , wherein the R radicals comprise from 8 to 11 carbon atoms.

21. The tire according to claim 20 , wherein the diester plasticizer is a diisononyl 1,2-cyclohexanedicarboxylate, of formula (II):

22. The tire according to claim 17 , wherein the level of diester plasticizer is between 5 and 60 pce.

23. The tire according to claim 22 , wherein the level of diester plasticizer is between 5 and 40 pce.

24. The tire according to claim 17 , further comprising a plasticizing hydrocarbon resin having a glass transition temperature greater than 0° C.

25. The tire according to claim 24 , wherein the plasticizing hydrocarbon resin has a Tg of greater than +20° C.

26. The tire according to claim 24 , wherein the number-average molecular weight of the hydrocarbon resin is between 400 and 2000 g/mol.

27. The tire according to claim 24 , wherein the polydispersity index of the hydrocarbon carbon is less than 3.

28. The tire according to claim 24 , wherein the plasticizing hydrocarbon resin is chosen from the group consisting of cyclopentadiene (abbreviated to CPD) or dicyclopentadiene (abbreviated to DCPD) homopolymer or copolymer resins, terpene homopolymer or copolymer resins, C 5 fraction homopolymer or copolymer resins and the mixtures of these resins.

29. The tire according to claim 28 , wherein the plasticizing hydrocarbon resin is chosen from the group consisting of (D)CPD homopolymer resins, (D)CPD/styrene copolymer resins, polylimonene resins, limonene/styrene copolymer resins, limonene/(D)CPD copolymer resins, C 5 fraction/styrene copolymer resins, C 5 fraction/C 9 fraction copolymer resins and the mixtures of these resins.

30. The tire according to claim 24 , wherein the level of plasticizing hydrocarbon resin is between 5 and 60 pce.

31. The tire according to claim 17 , wherein the reinforcing filler comprises carbon black.

32. The tire tread according to claim 17 , wherein the reinforcing filler comprises silica.

Assignments (2)
MERGER Recorded Sep 27, 2012
From: SOCIETE DE TECHNOLOGIE MICHELIN
To: COMPAGNIE GENERALE DES ETABLISSEMENTS MICHELIN
Reel/Frame 029040/0860 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 4, 2010
From: LOPITAUX, GARANCE
To: SOCIETE DE TECHNOLOGIE MICHELIN; MICHELIN RECHERCHE ET TECHNIQUE S.A.
Reel/Frame 024031/0491 →
Continuity (1)
Related Publication 20100256275A1 · Oct 7, 2010