IP Library Granted Patent US 9,260,588
Granted Patent B2
US 9,260,588 · App. 14/367,505 · Granted Feb 16, 2016

Tire comprising a composition essentially devoid of guanidine derivative and comprising an amino ether alcohol

Inventors: Christelle Darnaud (Clermont-Ferrand, FR); Karine Longchambon (Clermont-Ferrand, FR)
Assignees: Compagnie Generale des Etablissements Michelin; Michelin Recherche et Technique S.A.
C08K5/17B60C1/0016C08K3/36B60C2001/0066
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Quick Facts
Patent No.
US 9,260,588
App. No.
14/367,505
Granted
Feb 16, 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 an amino ether alcohol of formula (I): R 1 —O(—R 2 —O) n —R 3 —NH 2 (I), in which R 1 represents a linear or branched alkyl group comprising from 1 to 18 carbon atoms, R 2 and R 3 independently represent a linear or branched alkylene group comprising from 1 to 18 carbon atoms, and n represents an integer from 0 to 20, it being understood that the amino ether alcohol bears one or more hydroxyl groups on at least one carbon-based chain chosen from R 1 , R 2 and R 3 . The rubber composition is essentially devoid of guanidine derivative.

Claims (63)

1. A tire comprising a rubber composition based on:

at least one diene elastomer,

a reinforcing filler comprising silica, where a content of silica is greater than a content of any other reinforcing filler that may be present,

a crosslinking system, and

an amino ether alcohol of formula (I):

R 1 —O(—R 2 —O) n —R 3 —NH 2   (I)

in which R 1 represents a linear or branched alkyl group comprising from 1 to 18 carbon atoms, R 2 and R 3 independently represent a linear or branched alkylene group comprising from 1 to 18 carbon atoms, and n represents an integer from 0 to 20,

wherein the amino ether alcohol of formula (I) bears one or more hydroxyl groups on at least one of R 1 , R 2 and R 3 ,

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 amino ether alcohol is present in the rubber composition at a content of from 0.05 to 8 phr.

6. The tire according to claim 5 , wherein the content of amino ether alcohol is from more than 0.1 phr to 7 phr.

7. The tire according to claim 6 , wherein the content of amino ether alcohol is from 0.15 to 5 phr.

8. The tire according to claim 7 , wherein the content of amino ether alcohol is from more than 0.2 phr to 4 phr.

9. The tire according to claim 1 , wherein R 1 , R 2 and R 3 comprise from 2 to 12 carbon atoms.

10. The tire according to claim 9 , wherein R 1 , R 2 and R 3 comprise from 2 to 10 carbon atoms.

11. The tire according to claim 1 , wherein R 1 represents a linear alkyl group.

12. The tire according to claim 11 , wherein the linear alkyl group comprises 2 or 3 carbon atoms.

13. The tire according to claim 1 , wherein R 2 and R 3 independently represent a linear alkylene group.

14. The tire according to claim 13 , wherein the linear alkylene group comprises 2 or 3 carbon atoms.

15. The tire according to claim 1 , wherein n represents an integer from 0 to 10.

16. The tire according to claim 15 , wherein n represents an integer from 0 to 3.

17. The tire according to claim 1 , wherein n represents 0, 1 or 2.

18. The tire according to claim 1 , wherein the amino ether alcohol of formula (I) bears one or more hydroxyl groups on R 1 .

19. The tire according to claim 18 , wherein the amino ether alcohol of formula (I) bears one hydroxyl group on R 1 .

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

21. The tire according to claim 1 , wherein the reinforcing filler further comprises carbon black.

22. The tire according to claim 21 , wherein the carbon black is present in the rubber composition at a content of from 0.5 to 50 phr.

23. 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.

24. The tire according to claim 1 , wherein the diene elastomer comprises non-isoprene diene elastomer, where a content of the non-isoprene elastomer is greater than a content of any other elastomer that may be present.

25. The tire according to claim 24 , wherein the diene elastomer is composed of 100 phr of non-isoprene diene elastomer.

26. The tire according to claim 24 , wherein the non-isoprene diene elastomer is selected from the group consisting of polybutadienes, butadiene copolymers, isoprene copolymers, and mixtures thereof.

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

28. The tire according to claim 27 , wherein the plasticizer is selected from the group consisting of plasticizing resins, extending oils, and mixtures thereof.

29. The tire according to claim 27 , wherein the plasticizer is present in the rubber composition at a content of from 5 to 100 phr.

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

31. The tire according to claim 30 , wherein the rubber composition comprises less than 0.3 phr zinc.

32. The tire according to claim 31 , wherein the rubber composition is devoid of zinc.

33. The tire according to claim 1 , wherein the rubber composition is additionally based on a coupling agent.

34. The tire according to claim 33 , 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.

35. The tire according to claim 34 , wherein the R radicals are hydrocarbon groups comprising from 1 to 15 carbon atoms.

36. The tire according to claim 34 , wherein the R′ radicals are divalent connecting groups comprising from 1 to 18 carbon atoms.

37. The tire according to claim 34 , wherein the coupling agent is a monohydroxysilane in which a and b are equal to 1.

38. The tire according to claim 34 ,

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.

39. The tire according claim 34 , 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.

40. The tire according to claim 34 , 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.

41. The tire according to claim 40 , wherein the R radicals are each methyl.

42. The tire according to claim 40 , wherein the R′ radicals are selected from the group consisting of methylene, ethylene, and propylene.

43. The tire according to claim 34 , wherein the hydroxysilane is a bis(propyldimethylsilanol) polysulphide of specific formula (IVa):

44. 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.

45. The tire according to claim 44 , 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 033409/0481 →
Priority Claims (1)
FR 11 62188 · Dec 21, 2011 · national
Continuity (1)
Related Publication 20150158994A1 · Jun 11, 2015