Aminoalkyllithium compounds containing cyclic amines and polymers therefrom
AssigneeBridgestone Corporation
InventorsDavid F. Lawson, Thomas A. Antkowiak, James E. Hall, Mark L. Stayer, Jr., John R. Schreffler
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Abstract
A functionalized polymer according to the invention includes a polymer molecule having the general formula AYLi where A is a cyclic amine-containing radical having the general formula ##STR1## R.sub.1 is a divalent alkylene, an oxy- or amino-alkylene, or substituted alkylene having from 6 to about 20 carbon atoms; R.sub.2 is a linear-, branched-, or cyclo-alkylene having from about 2 to about 20 carbon atoms; and Y is a divalent polymer radical and Li is a lithium atom bonded to a carbon atom of Y.
Claims15
A functionalized polymer comprising:
- a polymer molecule having the general formula AYLi, prior to quenching, where A is a cyclic amine-containing radical having the general formula ##STR14## wherein R.sub.1 is a divalent alkylene, an oxy- or amino-alkylene having from 6 to about 20 carbon atoms;
- R.sub.2 is a linear-, branched-, or cyclo-alkylene having from about 2 to about 20 atoms;
- and Y is a divalent polymer radical comprising at least one monomer selected from the group consisting of conjugated dienes having from about 4 to about 12 carbon atoms, monovinyl aromatic monomers having 8 to 18 carbon atoms and trienes, and Li is a lithium atom bonded to a carbon atom of Y.
A functionalized polymer comprising:
- a polymer molecule having the general formula AYLi, prior to quenching, where A is a substituted aminoalkylene having the general formula ##STR15## wherein r.sub.3 is selected from the group consisting of a tertiary amino, an alkyl having from about 1 to about 12 carbon atoms;
- an aryl having from about 6 to about 20 carbon atoms;
- an aralkyl having from about 7 to about 20 carbon atoms;
- alkenyl having from about 2 to about 12 carbon atoms;
- a cycloalkyl having from about 5 to about 20 carbon atoms;
- a cycloalkenyl having from about 5 to about 20 carbon atoms;
- a bicycloalkyl having from about 6 to about 20 carbons atoms;
- and, a bicycloalkenyl having from about 6 to about 20 carbon atoms;
- and mixtures thereof;
- where n is an integer of from about 1 to about 10.
A vulcanizable elastomeric compound having reduced hysteresis properties formed from a functionalized polymer comprising:
- a polymer molecule having the general formula AYLi, prior to quenching, where A is a cyclic amine-containing radical having the general formula ##STR17## wherein R 1 is a divalent alkylene, an oxy- or amino-alkylene having from 6 to about 20 carbon atoms;
- R.sub.2 is a linear-, branched-, or cyclo-alkylene having from about 2 to about 20 carbon atoms;
- and Y is a divalent polymer radical comprising at least one monomer selected from the group consisting of conjugated dienes having from about 4 to about 12 carbon atoms, monovinyl aromatic monomers having 8 to 18 carbon atoms and trienes, and Li is a lithium atom bonded to a carbon atom of Y;
- and
- from about 5 to 80 parts by weight of carbon black, per 100 parts of said functionalized polymer.
A functionalized polymer comprising:
- a polymer molecule having the general formula AYLi, prior to quenching, where A is a cyclic amine radical having the general formula ##STR18## wherein R.sub.2 is a linear-, branched-, or cyclo-alkylene having from about 2 to about 20 carbon atoms;
- R.sub.5 is selected from the group consisting of a divalent alkylene, an oxy- or amino-alkylene having from 4 to about 20 carbon atoms, and a substituted nitrogen having the general formula R.sub.6 N where R.sub.6 is selected from the group consisting of an alkyl having from 1 to about 12 carbon atoms;
- a cycloalkyl having from about 5 to about 20 carbon atoms;
- an aryl having from about 6 to about 20 carbon atoms;
- and, an aralkyl having from 7 to about 20 carbon atoms;
- and mixtures thereof, with the limitation that "A" has from 2 to about 4 nitrogen atoms and a total of from 6 to about 24 atoms in the ring structure thereof containing R.sub.5 ;
- Y is a divalent polymer radical comprising at least one monomer selected from the group consisting of conjugated dienes having from about 4 to about 12 carbon atoms, monovinyl aromatic monomers having 8 to 18 carbon atoms and trienes, and Li is a lithium atom bonded directly to a carbon atom of Y.
A functionalized polymer comprising:
- a polymer molecule having the general formula AYLi, prior to quenching, where A is a substituted aminoalkylene having the general formula ##STR19## wherein R.sub.3 is a tertiary amino, an alkyl having from about 1 to about 12 carbon atoms;
- an aryl having from about 6 to about 20 carbon atoms;
- an aralkyl having from about 7 to about 20 carbon atoms;
- an alkenyl having from about 2 to about 12 carbon atoms;
- a cycloalkyl having from about 5 to about 20 carbon atoms;
- a cycloalkenyl having from about 5 to about 20 carbon atoms;
- a bicycloalkyl having from about 6 to about 20 carbon atoms;
- and, a bicycloalkenyl having from about 6 to about 20 carbon atoms;
- where n is an integer of from about 1 to about 10.
A vulcanizable elastomeric compound having reduced hysteresis properties formed from a functionalized polymer comprising:
- a polymer molecule having the general formula AYLi, prior to quenching, where A is a cyclic amine radical having the general formula ##STR20## wherein R.sub.2 is a linear-, branched-, or cyclo-alkylene having from about 2 to about 20 carbon atoms;
- R.sub.5 is selected from the group consisting of a divalent alkylene, an oxy- or amino-alkylene having from 4 to about 20 carbon atoms, and a substituted nitrogen having the general formula R.sub.6 N where R.sub.6 is selected from the group consisting of an alkyl having from 1 to about 12 carbon atoms;
- a cycloalkyl having from about 5 to about 20 carbon atoms;
- an aryl having from about 6 to about 20 carbon atoms;
- and, an aralkyl having from 7 to about 20 carbon atoms;
- and mixtures thereof, with the limitation that "A" has from 2 to about 4 nitrogen atoms and a total of from 6 to about 24 atoms in the ring structure thereof containing R.sub.5 ;
- Y is a divalent polymer radical comprising at least one monomer selected from the group consisting of conjugated dienes having from about 4 to about 12 carbon atoms, monovinyl aromatic monomers having 8 to 18 carbon atoms and trienes, and Li is a lithium atom bonded directly to a carbon atom of Y;
- and
- from about 5 to 80 parts by weight of carbon black, per 100 parts of said functionalized polymer.
A vulcanizable elastomeric compound having reduced hysteresis properties formed from a functionalized polymer comprising:
- polymer molecule having the general formula AYLi, prior to quenching, where A is a substituted aminoalkylene having the general formula ##STR21## wherein R.sub.3 is selected from the group consisting of a tertiary amino, an alkyl having from about 1 to about 12 carbon atoms;
- an aryl having from about 6 to about 20 carbon atoms;
- an aralkyl having from about 7 to about 20 carbon atoms;
- an alkenyl having from about 2 to about 12 carbon atoms;
- a cycloalkyl having from about 5 to about 20 carbon atoms;
- a cycloalkenyl having from about 5 to about 20 carbon atoms;
- a bicycloalkyl having from about 6 to about 20 carbon atoms;
- and, a bicycloalkenyl having from about 6 to about 20 carbon atoms;
- and mixtures thereof;
- where n is an integer of from about 1 to about 10;
- and
- from about 5 to 80 parts by weight of carbon black, per 100 parts of said functionalized polymer.
A vulcanizable elastomeric compound having reduced hysteresis properties formed from a functionalized polymer comprising:
- a polymer molecule having the general formula AYLi, prior to quenching, where A is a substituted aminoalkylene having the general formula ##STR22## wherein R.sub.3 is a tertiary amino, an alkyl having from about 1 to about 12 carbon atoms;
- an aryl having from about 6 to about 20 carbon atoms;
- an aralkyl having from about 7 to about 20 carbon atoms;
- an alkenyl having from about 2 to about 12 carbon atoms;
- a cycloalkyl having from about 5
- to about 20 carbon atoms;
- a cycloalkenyl having from about 5 to about 20 carbon atoms;
- a bicycloalkyl having from about 6 to about 20 carbon atoms;
- and, a bicycloalkenyl having from about 6 to about 20 carbon atoms;
- where n is an integer of from about 1 to about 10;
- and
- from about 5 to 80 parts by weight of carbon black, per 100 parts of said functionalized polymer.
Dependencies are inferred from the claim text.