IP Library Granted Patent US 9,522,571
Granted Patent B2
US 9,522,571 · App. 14/367,519 · Granted Dec 20, 2016

Tire comprising a composition essentially free of guanidine derivative and comprising a hydroxyalkylpiperazine

Inventors: Christelle Darnaud (Clermont-Ferrand, FR); Karine Longchambon (Clermont-Ferrand, FR)
Assignees: COMPAGNIE GENERALE DES ETABLISSEMENTS MICHELIN; MICHELIN RECHERCHE ET TECHNIQUE S.A.
B60C1/00B60C1/0016B60C11/0008C08K3/04C08K3/06C08K3/36C08K5/0025C08K5/3462B60C2001/0066C08K2201/019
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Quick Facts
Patent No.
US 9,522,571
App. No.
14/367,519
Granted
Dec 20, 2016
Kind
B2
Abstract

A tire comprises a rubber composition based on at least one diene elastomer, a reinforcing filler predominantly comprising silica, a crosslinking system, and a hydroxyalkylpiperazine of formula (I): in which R 1 represents a linear or branched alkyl group comprising from 1 to 18 carbon atoms, R 2 represents a linear or branched alkylene group comprising from 1 to 18 carbon atoms, it being understood that R 1 and R 2 can bear one or more additional hydroxyl groups. The rubber composition is essentially devoid of guanidine derivative.

Claims (58)

1. A tire comprising a rubber composition comprising:

at least one diene elastomer,

a reinforcing filler predominantly composed of silica,

a crosslinking system, and

a hydroxyalkylpiperazine of formula (I):

in which R 1 represents a linear or branched alkyl group comprising from 1 to 18 carbon atoms,

R 2 represents a linear or branched alkylene group comprising from 1 to 18 carbon atoms,

wherein R 1 and R 2 may bear one or more additional hydroxyl groups, and

wherein the rubber composition includes less than 0.5 phr of guanidine derivative.

2. The tire according to claim 1 , wherein the rubber composition includes less than 0.45 phr of guanidine derivative.

3. The tire according to claim 2 , wherein the rubber composition includes less than 0.4 phr of guanidine derivative.

4. The tire according to claim 3 , wherein the rubber composition is devoid of guanidine derivative.

5. The tire according to claim 1 , wherein the hydroxyalkylpiperazine is present in the rubber composition at a content of from 0.1 to 8 phr.

6. The tire according to claim 5 , wherein the content of hydroxyalkylpiperazine is from more than 0.15 phr to 7 phr.

7. The tire according to claim 6 , wherein the content of hydroxyalkylpiperazine is from 0.2 to 5 phr.

8. The tire according to claim 7 , wherein the content of hydroxyalkylpiperazine is from more than 0.25 phr to 4 phr.

9. The tire according to claim 1 , wherein R 1 and R 2 comprise from 2 to 12 carbon atoms.

10. The tire according to claim 9 , wherein R 1 and R 2 comprise from 2 to 6 carbon atoms.

11. The tire according to claim 10 , wherein R 1 and R 2 comprise from 2 to 4 carbon atoms.

12. The tire according to claim 1 , wherein R 1 and R 2 are linear carbon-based chains.

13. The tire according to claim 1 , wherein the hydroxyalkylpiperazine of formula (I) bears an additional hydroxyl group on R 1 or R 2 .

14. The tire according to claim 13 , wherein the hydroxyalkylpiperazine of formula (I) bears the additional hydroxyl group on R 1 .

15. The tire according to claim 1 , wherein the silica is present in the rubber composition at a content of from 30 to 150 phr.

16. The tire according to claim 1 , wherein the reinforcing filler comprises a minor amount of carbon black.

17. The tire according to claim 16 , wherein the carbon black is present in the rubber composition at a content of from 0.5 to 50 phr.

18. The tire 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.

19. The tire according to claim 1 , wherein the diene elastomer is predominantly composed of non-isoprene diene elastomer.

20. The tire according to claim 19 , wherein the diene elastomer is composed of 100 phr of non-isoprene diene elastomer.

21. The tire according to claim 19 , wherein the non-isoprene diene elastomer is selected from the group consisting of: polybutadienes, butadiene copolymers, isoprene copolymers, and mixtures thereof.

22. The tire according to claim 1 , wherein the rubber composition is additionally based on a plasticizer.

23. The tire according to claim 22 , wherein the plasticizer is selected from the group consisting of: plasticizing resins, extending oils, and mixtures thereof.

24. The tire according to claim 22 , wherein the plasticizer is present in the rubber composition at a content of from 5 to 100 phr.

25. The tire according to claim 1 , wherein the rubber composition comprises less than 0.5 phr zinc.

26. The tire according to claim 25 , wherein the rubber composition comprises less than 0.3 phr zinc.

27. The tire according to claim 26 , wherein the rubber composition is devoid of zinc.

28. The tire according to claim 27 , wherein the rubber composition is additionally based on a coupling agent.

29. The tire according to claim 28 , wherein the coupling agent is a hydroxysilane polysulphide corresponding to the general formula (III):

(HO) a R (3-a) Si—R′—S x R′—SiR (3-b) (OH) b   (III),

wherein the R radicals, which are identical or different, are hydrocarbon groups;

wherein the R′ radicals, which are identical or different, are divalent connecting groups;

wherein a and b, which are identical or different, are equal to 1 or 2; and

wherein x is a number greater than or equal to 2.

30. The tire according to claim 29 , wherein the R radicals are hydrocarbon groups comprising from 1 to 15 carbon atoms.

31. The tire according to claim 29 , wherein the R′ radicals are divalent connecting groups comprising from 1 to 18 carbon atoms.

32. The tire according to claim 29 , wherein the coupling agent is a monohydroxysilane in which a and b are equal to 1.

33. The tire according to claim 29 ,

wherein the R radicals are selected from the group consisting of: C 1 -C 6 alkyls, C 5 -C 8 cycloalkyls, and a phenyl radical, and

wherein the R′ radicals are selected from the group consisting of: C 1 -C 18 alkylenes and C 6 -C 12 arylenes.

34. The tire according claim 29 , wherein the R radicals are selected from the group consisting of: C 1 -C 6 alkyls and the R′ radicals are selected from the group consisting of: C 1 -C 10 alkylenes.

35. The tire according to claim 29 , wherein the hydroxysilane is a monohydroxysilane polysulphide of formula (IV):

wherein the R radicals are C 1 -C 3 alkyls;

wherein the R′ radicals are C 1 -C 4 alkylenes; and

x is greater than or equal to 2.

36. The tire according to claim 35 , wherein the R radicals are each methyl.

37. The tire according to claim 35 , wherein the R′ radicals are selected from the group consisting of: methylene, ethylene, and propylene.

38. The tire according to claim 29 , wherein the hydroxysilane is a bis(propyldimethylsilanol) polysulphide of specific formula (IVa):

39. The tire according to claim 1 , wherein the rubber composition is a composition of a tire layer selected from the group consisting of: all or part of a tread, all or part of a tire belt, and combinations thereof.

40. The tire according to claim 39 , wherein the rubber composition comprises all or part of the tread.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 8, 2017
From: MICHELIN RECHERCHE ET TECHNIQUE S.A.
To: COMPAGNIE GENERALE DES ETABLISSEMENTS MICHELIN
Reel/Frame 044069/0303 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 29, 2014
From: DARNAUD, CHRISTELLE; LONGCHAMBON, KARINE
To: COMPAGNIE GENERALE DES ETABLISSEMENTS MICHELIN; MICHELIN RECHERCHE ET TECHNIQUE S.A.
Reel/Frame 033409/0576 →
Priority Claims (1)
FR 11 62195 · Dec 21, 2011 · national
Continuity (1)
Related Publication 20150306912A1 · Oct 29, 2015