Claims
- 1. A polymeric resinous material comprising(a) from 5 to 70 weight percent units derived from limonene; (b) from 5 to 70 weight percent units derived from dicyclopentadiene; (c) from 5 to 45 weight percent units derived from indene; and (d) from 5 to 45 weight percent units derived from tertiary-butyl styrene; wherein the sum of the weight percent units derived from limonene and dicyclopentadiene range from 40 to 75 weight percent units of the resin and the sum of the weight percent units derived from indene and tertiary-butyl styrene range from 25 to 60 weight percent units of the resin.
- 2. The polymeric resinous material according to claim 1 having a softening point of from about 100° C. to about 160° C.
- 3. The polymeric resinous material according to claim 1 comprising(1) from 20 to 30 weight percent units derived from limonene; (2) from 20 to 30 weight percent units derived from dicyclopentadiene; (3) from 20 to 30 weight percent units derived from indene; and (4) from 20 to 30 weight percent units derived from tertiary-butyl styrene.
- 4. The polymeric resinous material according to claim 3 wherein the weight ratio of limonene:dicyclopentadiene:indene:tertiary-butyl styrene is 1:1:1:1.
- 5. The polymeric resinous material according to claim 1 wherein the polymeric resinous material is modified by containing up to about 25 weight percent units derived from other unsaturated hydrocarbons containing from 9 to 10 carbon atoms.
- 6. The polymeric resinous material according to claim 5 wherein the said other unsaturated hydrocarbons containing from 9 to 10 carbon atoms are selected from the group consisting of 3-methyl styrene, 4-methyl styrene, 1-methyl indene, 2-methyl indene, 3-methyl indene and mixtures thereof.
- 7. The polymeric resinous material according to claim 1 wherein said polymeric resinous material is prepared by the method which comprises polymerizing a mixture of limonene, dicyclopentadiene, indene and tertiary-butyl styrene in the presence of an anhydrous halide catalyst selected from the group consisting of the fluorides, chlorides and bromides of aluminum, tin and boron and from alkyl aluminum dihalides selected from methyl aluminum dichloride, ethyl aluminum dichloride and isopropyl aluminum dichloride.
- 8. The polymeric resinous material according to claim 7 wherein the halide catalysts are selected from the group consisting of aluminum chloride, stannic chloride, boron trifluoride, methyl aluminum dichloride, ethyl aluminum dichloride and isopropyl aluminum dichloride.
- 9. A rubber composition comprising (a) a diene- based elastomer containing olefinic unsaturation and (b) 1 to 80 phr of a polymeric resinous material comprising(1) from 5 to 70 weight percent units derived from limonene; (2) from 5 to 70 weight percent units derived from dicyclopentadiene; (3) from 5 to 45 weight percent units derived from indene; and (4) from 5 to 45 weight percent units derived from tertiary-butyl styrene; wherein the sum of the weight percent units derived from limonene and dicyclopentadiene range from 40 to 75 weight percent units of the resin and the sum of the weight percent units derived from indene and tertiary-butyl styrene range from 25 to 60 weight percent units of the resin.
- 10. The rubber composition according to claim 9 characterized by the polymeric resinous material having a softening point of from about 100° C. to about 160° C.
- 11. The rubber composition according to claim 9 wherein from 20 to 40 phr of a polymeric resinous material is present.
- 12. The rubber composition according to claim 9 wherein said polymeric resinous material comprises(1) from 20 to 30 weight percent units derived from limonene; (2) from 20 to 30 weight percent units derived from dicyclopentadiene; (3) from 20 to 30 weight percent units derived from indene; and (4) from 20 to 30 weight percent units derived from tertiary-butyl styrene.
- 13. The rubber composition according to claim 12 wherein the weight ratio of limonene:dicyclopentadiene:indene:tertiary-butyl styrene is 1:1:1:1.
- 14. The rubber composition according to claim 9 wherein the polymeric resinous material is modified by containing up to about 25 weight percent units derived from other unsaturated hydrocarbons containing from 9 to 10 carbon atoms.
- 15. The rubber composition according to claim 14 wherein the said other unsaturated hydrocarbons containing from 9 to 10 carbon atoms are selected from the group consisting of 3-methyl styrene, 4-methyl styrene, 1-methyl indene, 2-methyl indene, 3-methyl indene and mixtures thereof.
- 16. The rubber composition according to claim 9 wherein said polymeric resinous material is prepared by the method which comprises polymerizing a mixture of limonene, dicyclopentadiene, indene and tertiary-butyl styrene in the presence of an anhydrous halide catalyst selected from the group consisting of the fluorides, chlorides and bromides of aluminum, tin and boron and from alkyl aluminum dihalides selected from methyl aluminum dichloride, ethyl aluminum dichloride and isopropyl aluminum dichloride.
- 17. The rubber composition according to claim 16 wherein the halide catalysts are selected from the group consisting of aluminum chloride, stannic chloride, boron trifluoride, methyl aluminum dichloride, ethyl aluminum dichloride and isopropyl aluminum dichloride.
- 18. The rubber composition according to claim 9 wherein said elastomer containing olefinic unsaturation is selected from the group consisting of natural rubber, neoprene, polyisoprene, polybutadiene, styrene-butadiene copolymer, styrene/isoprene/butadiene rubber, methyl methacrylate-butadiene copolymer, isoprene-styrene copolymer, methyl methacrylate-isoprene copolymer, acrylonitrile-isoprene copolymer, acrylonitrile-butadiene copolymer, EPDM and mixtures thereof.
- 19. The rubber composition according to claim 18 wherein said elastomer is styrene-butadiene copolymer.
- 20. The rubber composition according to claim 19 wherein said styrene-butadiene copolymer has a bound styrene content of from 20 to 45 percent.
- 21. The rubber composition according to claim 9 wherein a filler is present in said elastomer in an amount ranging from 10 to 250 phr.
- 22. A pneumatic tire having a tread comprised of (a) a diene-based elastomer containing olefinic unsaturation and (b) 1 to 80 phr of a polymeric resinous material comprising(1) from 5 to 70 weight percent units derived from limonene; (2) from 5 to 70 weight percent units derived from dicyclopentadiene; (3) from 5 to 45 weight percent units derived from indene; and (4) from 5 to 45 weight percent units derived from tertiary-butyl styrene; wherein the sum of the weight percent units derived from limonene and dicyclopentadiene range from 40 to 75 weight percent units of the resin and the sum of the weight percent units derived from indene and tertiary-butyl styrene range from 25 to 60 weight percent units of the resin.
- 23. A pneumatic tire according to claim 22 characterized by the polymeric resinous material having a softening point of from about 100° C. to about 160° C.
- 24. The pneumatic tire according to claim 22 wherein from 20 to 40 phr of a polymeric resinous material is present.
- 25. The pneumatic tire according to claim 22 wherein said polymeric resinous material comprises(1) from 20 to 30 weight percent units derived from limonene; (2) from 20 to 30 weight percent units derived from dicyclopentadiene; (3) from 20 to 30 weight percent units derived from indene; and (4) from 20 to 30 weight percent units derived from tertiary-butyl styrene.
- 26. The pneumatic tire according to claim 25 wherein the weight ratio of limonene:dicyclopentadiene:indene:tertiary-butyl styrene is 1:1:1:1.
- 27. The pneumatic tire according to claim 22 wherein the polymeric resinous material is modified by containing up to about 25 weight percent units derived from other unsaturated hydrocarbons containing from 9 to 10 carbon atoms.
- 28. The pneumatic tire according to claim 27 wherein the said other unsaturated hydrocarbons containing from 9 to 10 carbon atoms are selected from the group consisting of 3-methyl styrene, 4-methyl styrene, 1-methyl indene, 2-methyl indene, 3-methyl indene and mixtures thereof.
- 29. The pneumatic tire according to claim 22 wherein said polymeric resinous material is prepared by the method which comprises polymerizing a mixture of limonene, dicyclopentadiene, indene and tertiary-butyl styrene in the presence of an anhydrous halide catalyst selected from the group consisting of the fluorides, chlorides and bromides of aluminum, tin and boron and from alkyl aluminum dihalides selected from the group consisting of methyl aluminum dichloride, ethyl aluminum dichloride and isopropyl aluminum dichloride.
- 30. The pneumatic tire according to claim 29 wherein the halide catalysts are selected from the group consisting of aluminum chloride, stannic chloride, boron trifluoride, methyl aluminum dichloride, ethyl aluminum dichloride and isopropyl aluminum dichloride.
- 31. The pneumatic tire according to claim 22 wherein said elastomer containing olefinic unsaturation is selected from the group consisting of natural rubber, neoprene, polyisoprene, polybutadiene, styrene-butadiene copolymer, styrene/isoprene/butadiene rubber, methyl methacrylate-butadiene copolymer, isoprene-styrene copolymer, methyl methacrylate-isoprene copolymer, acrylonitrile-isoprene copolymer, acrylonitrile-butadiene copolymer, EPDM and mixtures thereof.
- 32. The pneumatic tire according to claim 31 wherein said elastomer is styrene-butadiene copolymer.
- 33. The pneumatic tire according to claim 32 wherein said styrene-butadiene copolymer has a bound styrene content of from 20 to 45 percent.
- 34. The pneumatic tire according to claim 22 wherein a filler is present in said elastomer in an amount ranging from 10 to 250 phr.
Parent Case Info
This application claims the benefit of U.S. Provisional Application No. 60/102,917 filed Oct. 2, 1998.
US Referenced Citations (17)
Foreign Referenced Citations (6)
Number |
Date |
Country |
0063092 |
Apr 1982 |
EP |
0074273 |
Sep 1982 |
EP |
0249904 |
Jun 1987 |
EP |
249904 |
Dec 1987 |
EP |
1029874 |
Feb 2000 |
EP |
990669 |
Apr 2000 |
EP |
Non-Patent Literature Citations (1)
Entry |
Chemical Abstracts, vol. 90, 56115s (1979). |
Provisional Applications (1)
|
Number |
Date |
Country |
|
60/102917 |
Oct 1998 |
US |