IP Library Granted Patent US 7,238,740
Granted Patent B2
US 7,238,740 · App. 10/387,826 · Granted Jul 3, 2007

Rubber composition for a tire comprising a citraconimido-alkoxysilane as coupling agent

Assignee: Michelin Recherche et Technique S.A.
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Quick Facts
Patent No.
US 7,238,740
App. No.
10/387,826
Granted
Jul 3, 2007
Kind
B2
Abstract

The invention provides an elastomeric composition based on at least an isoprene elastomer, a reinforcing inorganic filler and, as (inorganic filler/isoprene elastomer) coupling agent, a citraconimido-alkoxysilane, in particular an N-[((C 1 -C 3 )alkyl-(C 1 -C 3 )alkoxysilyl)]-citraconimide. The isoprene elastomer is in particular natural rubber and the reinforcing inorganic filler a siliceous or aluminous filler of the highly dispersible type. Also provided is a process for preparing such a composition. The use of this composition for the manufacture of tires or semi-finished products for tires, in particular treads for heavy-vehicle tires, is also provided.

Claims (62)

1. A rubber composition based on an isoprene elastomer, a reinforcing inorganic filler and an inorganic filler/isoprene elastomer coupling agent, wherein said coupling agent is a citraconimido-alkoxysilane as set forth in formula I:

wherein “a” is equal to 1, 2, or 3, R 1 is a divalent group, and R 2 and R 3 are monovalent hydrocarbon groups, and wherein said reinforcing inorganic filler is present in an amount between 10 and 200 phr (parts by weight to one hundred parts of elastomer or rubber).

2. The composition according to claim 1 , wherein the isoprene elastomer is selected from the group consisting of natural rubber, synthetic cis-1,4 polyisoprenes and mixtures of thereof.

3. The composition according to claim 1 , wherein said citraconimido-alkoxysilane is present in a amount greater than 0.5 phi (parts by weight per hundred parts of isoprene elastomer).

4. The composition according to claim 3 , wherein the amount of citraconimido-alkoxysilane is between 1 and 15 phi.

5. The composition according to claim 1 , wherein the amount of citraconimido-alkoxysilane is less than 5 phi.

6. The composition according to claim 1 , wherein the citraconimido-alkoxysilane is selected from among N-[((C 1 -C 3 )alkyl-(C 1 -C 3 )alkoxysilyl)]citraconimides.

7. The composition according to claim 6 , wherein the citraconimido-alkoxysilane is selected from among N-[(propyl-(C 1 -C 3 )alkoxysilyl)]citraconimides.

8. The composition according to claim 1 , wherein the citraconimido-alkoxysilane is present in an amount between 0.5% and 20% by weight relative to the reinforcing inorganic filler.

9. The composition according to claim 1 , wherein the amount of citraconimido-alkoxysilane represents less than 10% by weight relative to the reinforcing inorganic filler.

10. The composition according to claim 1 , wherein the reinforcing inorganic filler consists of silica.

11. The composition according to claim 1 , further comprising carbon black.

12. The composition according to claim 11 , wherein the carbon black is present in an amount from 5 to 15 phr.

13. The composition according to claim 2 , wherein the isoprene elastomer is natural rubber.

14. The composition according to claim 6 , wherein the citraconimido-alkoxysilane is an N-(propylethoxysily)citraconimide.

15. The composition according to claim 13 , wherein the citraconimido-alkoxysilane is N-(propyltriethoxysilyl)citraconimide.

16. The composition according to claim 1 , further comprising a covering agent for the inorganic filler.

17. The composition according to claim 1 , wherein said composition is in the vulcanized state.

18. A process for preparing an elastomeric composition, comprising kneading thermomechanically, in one or more stages, until a maximum temperature of between 110° C. and 190° C. is reached, at least (i) an isoprene elastomer with at least (ii) an inorganic filler as reinforcing filler, and (iii) a citraconimido-alkoxysilane as an inorganic filler/isoprene elastomer coupling agent.

19. The process according to claim 18 , wherein the maximum kneading temperature is between 130° C. and 180° C.

20. The process according to claim 18 , wherein the citraconimido-alkoxysilane is selected from among N-[((C 1 -C 3 )alkyl-(C 1 -C 3 )alkoxysilyl)]citraconimides.

21. The process according to claim 20 , wherein the citraconimido-alkoxysilane is selected from among N-[(propyl-(C 1 -C 3 )alkoxysilyl)]citraconimides.

22. The process according to claim 21 , wherein the citraconimido-alkoxysilane is an N-(propylethoxysilyl)citraconimide.

23. The process according to claim 21 , wherein the citraconimido-alkoxysilane is N-(propyltriethoxysilyl)citraconimide.

24. A tire comprising a rubber composition based on an isoprene elastomer, an inorganic filler as reinforcing filler and an inorganic filler/isoprene elastomer coupling agent, wherein said coupling agent is a citraconimido-alkoxysilane.

25. The tire according to claim 24 , wherein the isoprene elastomer is selected from the group consisting of natural rubber, synthetic cis-1,4 polyisoprenes and mixtures thereof.

26. The tire according to claim 24 , wherein the reinforcing inorganic filler is present in the composition in an amount of between 10 and 200 phr (parts by weight to one hundred parts of elastomer or rubber).

27. The tire according to claim 24 , wherein the citraconimido-alkoxysilane is present in the composition in an amount greater than 0.5 phi (parts by weight per hundred parts of isoprene elastomer).

28. The tire according to claim 27 , wherein the quantity of citraconimido-alkoxysilane is present in the composition in an amount of between 1 and 15 phi.

29. The tire according to claim 24 , wherein the citraconimido-alkoxysilane is selected from among N-[((C 1 -C 3 )alkyl-(C 1 -C 3 )alkoxysilyl)]citraconimides.

30. The tire according to claim 29 , wherein the citraconimido-alkoxysilane is selected from among N-[(propyl-(C 1 -C 3 )alkoxysilyl)]citraconimides.

31. The tire according to claim 24 , wherein the citraconimido-alkoxysilane is present in the composition in an amount of between 0.5% and 20% by weight relative to the reinforcing inorganic filler.

32. The tire according to claim 24 , wherein the amount of citraconimido-alkoxysilane represents less than 10% by weight relative to the reinforcing inorganic filler.

33. The tire according to claim 24 , wherein the reinforcing inorganic filler consists of silica.

34. The tire according to claim 24 , further comprising carbon black.

35. The tire according to claim 34 , wherein the carbon black is present in an amount from 5 to 15 phr.

36. The tire according to claim 25 , wherein the isoprene elastomer is natural rubber.

37. The tire according to claim 30 , wherein the citraconimido-alkoxysilane is a N-(propylethoxysilyl)citraconimide.

38. The tire according to claim 30 , wherein the citraconimido-alkoxysilane is N-(propyltriethoxysilyl)citraconimide.

39. The tire according to claim 24 , further comprising a covering agent for the inorganic filler.

40. The tire according to claim 24 , wherein the amount of citraconimido-alkoxysilane is less than 5 phi.

41. The tire according to claim 24 , wherein said tire is in the vulcanized state.

42. The tire according to claim 24 , wherein said tire is a heavy-vehicle tire.

43. A tire tread comprising a rubber composition based on an isoprene elastomer, an inorganic filler as reinforcing filler and an inorganic filler/isoprene elastomer coupling agent, wherein said coupling agent is a citraconimido-alkoxysilane.

44. The tread according to claim 43 , wherein the isoprene elastomer is selected from the group consisting of natural rubber, synthetic cis-1,4 polyisoprenes and mixtures thereof.

45. The tread according to claim 43 , wherein the reinforcing inorganic filler is present in the composition in an amount of between 10 and 200 phr (parts by weight to one hundred parts of elastomer or rubber).

46. The tread according to claim 43 , wherein the citraconimido-alkoxysilane is present in a amount greater than 0.5 phi (parts by weight per hundred parts of isoprene elastomer).

47. The tread according to claim 46 , wherein the amount of citraconimido-alkoxysilane is between 1 and 15 phi.

48. The tread according to claim 43 , wherein the citraconimido-alkoxysilane is selected from among N-[((C 1 -C 3 )alkyl-(C 1 -C 3 )alkoxysilyl)]citraconimides.

49. The tread according to claim 48 , wherein the citraconimido-alkoxysilane is selected from among N-[(propyl-(C 1 -C 3 )alkoxysilyl)]citraconimides.

50. The tread according to claim 43 , wherein the citraconimido-alkoxysilane is present in the composition in an amount of between 0.5% and 20% by weight relative to the reinforcing inorganic filler.

51. The tread according to claim 43 , wherein the amount of citraconimido-alkoxysilane represents less than 10% by weight relative to the amount of reinforcing inorganic filler.

52. The tread according to claim 43 , wherein the reinforcing inorganic filler consists of silica.

53. The tread according to claim 43 , further comprising carbon black.

54. The tread according to claim 53 , wherein the carbon black is present in an amount from 5 to 15 phr.

55. The tread according to claim 44 , wherein the isoprene elastomer is natural rubber.

56. The tread according to claim 49 , wherein the citraconimido-alkoxysilane is a N-(propylethoxysilyl)citraconimide.

57. The tread according to claim 56 , wherein the citraconimido-alkoxysilane is N-(propyltriethoxysilyl)citraconimide.

58. The tread according to claim 43 , further comprising a covering agent for the inorganic filler.

59. The tread according to claim 43 , wherein the quantity of citraconimido-alkoxysilane is less than 5 phi.

60. The tread according to claim 43 , wherein said tread is in the vulcanized state.

61. The tread according to claim 43 , wherein said tread is incorporated into a heavy-vehicle tire.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 2, 2017
From: MICHELIN RECHERCHE ET TECHNIQUE S.A.
To: COMPAGNIE GENERALE DES ETABLISSEMENTS MICHELIN
Reel/Frame 044017/0813 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 13, 2003
From: BELIN, LAURE; BLANCHARD, CHRISTIANE; PAGANO, SALVATORE; THONIER,CHRISTEL
To: MICHELIN RECHERCHE ET TECHNIQUE S.A.
Reel/Frame 013872/0057 →
Priority Claims (1)
FR 00 11904 · Sep 15, 2000 · national
Continuity (2)
Continuation PCTEP011051100 · Sep 12, 2001
Related Publication 20030181562A1 · Sep 25, 2003