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US 11,555,107 B2Granted
Amine functionalized polymers and methods of preparation
OwnerLaurel L. Schafer, Savvas G. Hatzikiriakos +3inventors
InventorsLaurel L. Schafer, Savvas G. Hatzikiriakos, Mitchell R. Perry, Damon J. Gilmour, Tanja Tomkovic
Life of this patent
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Abstract
This application pertains to amine-functionalized polymers by ring-opening metathesis (ROMP) of amine functionalized cycloalkenes.
Claims20
An amine-functionalized compound of Formula 2:
- wherein is a single bond or a double bond;
- wherein each of M1 and M2 independently 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 at least one of Y1, Y2, Y3, Y4, Y5, Y6, Z1, Z2, Z3, and Z4 is —CR1R2—NR3R4 and the remainder of Y1, Y2, Y3, Y4, Y5, Y6, Z1, Z2, Z3, and Z4 are 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″;
- 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 provided that at least one of R3 and R4 is not H, 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 n is a natural number greater than 2,
- wherein the repeat units in the parenthesis in Formula 2 are connected in a head to head fashion, head to tail fashion, tail to tail fashion, or any combination thereof.
7 more elements
A polymer comprising monomer units of the formulae:
- wherein is a single bond or a double bond;
- wherein each X1, X2, X3, and X4 is independently H or CH3;
- wherein at least one of Y1, Y2, Y3, Y4, Y5, Y6, Z1, Z2, Z3, and Z4 is —CR1R2—NR3R4 and the remainder of Y1, Y2, Y3, Y4, Y5, Y6, Z1, Z2, Z3, and Z4 are 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″;
- 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 provided that at least one of R3 and R4 is not H, 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 in each monomer unit, r=0 or 1 and q=0 or 1, wherein in each monomer unit r+q=0, 1, or 2;
- wherein n and m are natural numbers;
- wherein n is greater than 2;
- and
- wherein the repeat units in the parenthesis are connected in a head to head fashion, a head to tail fashion, a tail to tail fashion, or any combination thereof.
7 more elements
A polymer comprising monomer units of the formulae:
- wherein is a single bond or a double bond;
- wherein each X1, X2, X3, and X4 is independently H or CH3;
- wherein at least one of Y1, Y2, Y3, Y4, Y5, Y6, Z1, Z2, Z3, and Z4 is —CR1R2—NR3R4 and the remainder of Y1, Y2, Y3, Y4, Y5, Y6, Z1, Z2, Z3, and Z4 are 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″;
- 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 provided that at least one of R3 and R4 is not H, 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;
- wherein n is greater than 2;
- and
- wherein the repeat units in the parenthesis are connected in a head to head fashion, a head to tail fashion, a tail to tail fashion, or any combination thereof.
7 more elements
Dependencies are inferred from the claim text.