Novel amine functionalized polymers and methods of preparation

An amine-functionalized polymer of Formula 6:

• wherein indicates a single bond or a double bond;
• wherein M is —OH, a substituted or unsubstituted C1-15 alkyl, a substituted or unsubstituted aromatic cycle, a substituted or unsubstituted heterocycle, or a functional end-group suitable for ring opening metathesis polymerization;
• wherein each X1, X2, X3, and X4 is independently H or CH3;
• wherein each Y1, Y2, Y3, Y4, Y5, Y6, Z1, Z2, Z3, and Z4 is independently H, a substituted or unsubstituted linear or cyclic alkyl or alkenyl, a substituted or unsubstituted aryl, a substituted or unsubstituted heterocycle, an amine-compatible protection group, —C(═O)R′, or —C(OR′)R″, and wherein at least one of Y1, Y2, Y3, Y4, Y5, Y6, Z1, Z2, Z3, and Z4 is —CR1R2—NR3R4;
• wherein each of R′ and R″ is independently H, a substituted or unsubstituted linear or cyclic alkyl or alkenyl, a substituted or unsubstituted aryl, a substituted or unsubstituted heterocycle, or an amine-compatible protection group;
• wherein each of R1, R2, R3 and R4 is independently H, a substituted or unsubstituted linear or cyclic alkyl or alkenyl, a substituted or unsubstituted aryl, a substituted or unsubstituted heterocycle, or an amine-compatible protection group, or wherein R3 and R4 are linked to form a cyclic moiety, or wherein one of R3 and R4 is linked with one of R1 and R2 to form a cyclic moiety;
• wherein r=0 or 1 and q=0 or 1, wherein r+q=0, 1, or 2;
• and
• wherein the monomer units are connected in a head to head fashion, head to tail fashion, tail to tail fashion, or any combination thereof.

A polymer comprising an oligomer of Formula XI:

• wherein indicates a single bond or double bond;
• wherein each X1, X2, X3, and X4 is independently H or CH3;
• wherein each Y1, Y2, Y3, Y4, Y5, Y6, Y7, Y8, Y9, Y10, Y11, Y12, Z1, Z2, Z3, and Z4 is independently H, a substituted or unsubstituted linear or cyclic alkyl or alkenyl, a substituted or unsubstituted aryl, a substituted or unsubstituted heterocycle, an amine-compatible protection group, —C(═O)R′, or —C(OR′)R″, and wherein at least one of Y1, Y2, Y3, Y4, Y5, Y6, Z1, Z2, Z3, and Z4 is —CR1R2—NR3R4;
• wherein each of R′ and R″ is independently H, a substituted or unsubstituted linear or cyclic alkyl or alkenyl, a substituted or unsubstituted aryl, a substituted or unsubstituted heterocycle, or an amine-compatible protection group;
• wherein each of R1, R2, R3 and R4 is independently H, a substituted or unsubstituted linear or cyclic alkyl or alkenyl, a substituted or unsubstituted aryl, a substituted or unsubstituted heterocycle, or an amine-compatible protection group, or wherein R3 and R4 are linked to form a cyclic moiety, or wherein one of R3 and R4 is linked with one of R1 and R2 to form a cyclic moiety;
• wherein r=0 or 1 and q=0 or 1, wherein r+q=0, 1, or 2;
• wherein n and m are natural numbers;
• and
• wherein the monomer units are connected in a head to head fashion, a head to tail fashion, a tail to tail fashion, or any combination thereof,
• wherein
• —NR3R4 is:
• pyrrolidine;
• piperidine;
• and wherein Z is H, OCF3, F, Cl, Br, I, or OCH3.