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US 2003/0125477 A1Published application
Preparation of low hysteresis rubber by reacting a lithium polymer with oxazoline compounds
AssigneeBridgestone Corporation
InventorsChristine M. Rademacher, William L. Hergenrother, Daniel F. Graves, James D. Ulmer
Life of this patent
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Abstract
The present invention provides a method of forming a functionalized polymer. The method includes the steps of providing a living lithium polymer and terminating the polymer with an oxazoline compound selected from an organic halide oxazoline and a branched or unbranched vinyl oxazoline compound. The present invention also provides a compounded rubber article wherein carbon black is compounded with a terminated rubber that is the reaction product of a living lithium polymer and such oxazoline compounds.
Claims15
A method for forming a functionalized polymer comprising the steps of providing a living lithium polymer;
- and terminating the living lithium polymer with an oxazoline compound according to the following formula (I):
- 18
- wherein r1 is selected from the group consisting of:
- an organic halide according to the following formula (II):
- 19
- wherein each R6 may be the same or different and is selected from the group consisting of a branched or linear C1-C20 alkyl moiety, a C3-C20 cycloalkyl moiety, a C6-C20 aryl moiety, and a C7-C20 alkylaryl moiety, R7 is selected from the group consisting of a branched or linear C1-C20 alkylene moiety, a C4-C20 cycloalkylene moiety, and a C7-C20 alkylarylene moiety, and X is a halogen;
- a branched or unbranched vinyl moiety according to the following formula (III):
- 20
- wherein R8 is selected from the group consisting of hydrogen, a branched or linear C1-C20 alkyl moiety, a C3-C20 cycloalkyl moiety, a C6-C20 aryl moiety, and a C7-C20 alkylaryl moiety;
- a moiety according to formula (IV):
- 21
- wherein each R6 may be the same or different and is selected according to the same criteria set forth in formula (II);
- and
- hydrogen;
- and
- R2-R5 may be the same or different and are selected from the group consisting of:
- hydrogen;
- an organic halide, —R7—X, wherein R7 is as already defined;
- and
- a branched or linear C1-C20 alkyl moiety, a C3-C20 cycloalkyl moiety, a C6-C20 aryl moiety, and a C7-C20 alkylaryl moiety, with the proviso that, if R1 is selected from either an organic halide according to formula (II) or a vinyl moiety according to formula (III), R2-R5 are selected from the group consisting of hydrogen, a branched or linear C1-C20 alkyl moiety, a C3-C20 cycloalkyl moiety, a C6-C20 aryl moiety, and a C7-C20 alkylaryl moiety, and, if R1 is selected from either hydrogen or a moiety according to formula (IV), one of R2-R5 is selected from an organic halide —R7—X, and the other R2-R5 groups are selected from the group consisting of hydrogen, a branched or linear C1-C20 alkyl moiety, a C3-C20 cycloalkyl moiety, a C6-C20 aryl moiety, and a C7-C20 alkylaryl moiety.
17 more elements
A method for producing a compounded rubber article having reduced hysteresis comprising the steps of:
- terminating a lithium-initiated rubber with an oxazoline compound;
- and compounding the terminated rubber with carbon black, wherein the oxazoline compound is selected according to the following formula (I):
- 26
- wherein R1 is selected from the group consisting of:
- an organic halide according to the following formula (II):
- 27
- wherein each R6 may be the same or different and is selected from the group consisting of a branched or linear C1-C20 alkyl moiety, a C3-C20 cycloalkyl moiety, a C6-C20 aryl moiety, and a C7-C20 alkylaryl moiety, R7 is selected from the group consisting of a branched or linear C1-C20 alkylene moiety, a C4-C20 cycloalkylene moiety, and a C7-C20 alkylarylene moiety, and X is a halogen;
- a branched or unbranched vinyl moiety according to the following formula (III):
- 28
- wherein R8 is selected from the group consisting of hydrogen, a branched or linear C1-C20 alkyl moiety, a C3-C20 cycloalkyl moiety, a C6-C20 aryl moiety, and a C7-C20 alkylaryl moiety;
- a moiety according to formula (IV):
- 29
- wherein each R6 may be the same or different and is selected according to the same criteria set forth in formula (II);
- and
- hydrogen;
- and
- R2-R5 may be the same or different and are selected from the group consisting of:
- hydrogen;
- an organic halide, —R7—X, wherein R7 is as already defined;
- and
- a branched or linear C1-C20 alkyl moiety, a C3-C20 cycloalkyl moiety, a C6-C20 aryl moiety, and a C7-C20 alkylaryl moiety, with the proviso that, if R1 is selected from either an organic halide according to formula (II) or a vinyl moiety according to formula (III), R2-R5 are selected from the group consisting of hydrogen, a branched or linear C1-C20 alkyl moiety, a C3-C20 cycloalkyl moiety, a C6-C20 aryl moiety, and a C7-C20 alkylaryl moiety, and, if R1 is selected from either hydrogen or a moiety according to formula (IV), one of R2-R5 is selected from an organic halide —R7—X, and the other R2-R5 groups are selected from the group consisting of hydrogen, a branched or linear C1-C20 alkyl moiety, a C3-C20 cycloalkyl moiety, a C6-C20 aryl moiety, and a C7-C20 alkylaryl moiety.
18 more elements
A compound according to the following formula:
- 33
- wherein X is a halogen, and each Z is the same and is selected from hydrogen and a methyl group.
A tire having reduced hysteresis comprising:
- a rubber compounded with carbon black, wherein the rubber has been terminated with an oxazoline compound selected from the group consisting of:
- 34
- wherein X is a halogen, and each Z is the same and is selected from the group consisting of hydrogen and a methyl group, and
- 35
1 more element
Dependencies are inferred from the claim text.