Polymers and methods of use
AssigneesRegents of the University of Minnesota, The University of North Carolina at Chapel Hill
InventorsIan Albert Tonks, Rachel Maria Rapagnani, Aleksandr Vadymovich Zhukhovitskiy, Rachael Ann Jedlika Ditzler, Nathaniel Kaznicki Berney
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Abstract
The present document provides methods for post-polymerization modification of polymer backbones. In particular, the methods described in this document relate to transformation of polyesters and polyurethanes via [3,3]-sigmatropic rearrangement. Polymer compounds containing backbones modified post-polymerization are also provided, along with various methods of using these polymers in a variety of segments of the economy.
Claims27
A polymer compound comprising at least one repeating unit according to Formula (I) or Formula (II):
- wherein:
- each L1 is independently selected from C1-6 alkylene, C6-10 arylene, C3-10 cycloalkylene, 5-14 membered heteroarylene, and 4-10 membered heterocycloalkylene;
- each L2 is independently selected from C1-12 alkylene, C6-10 arylene, C3-10 cycloalkylene, 5-14 membered heteroarylene, and 4-10 membered heterocycloalkylene,
- each of which is optionally substituted with 1, 2, or 3 substituents independently selected from C1-12 alkyl, halo, CN, C1-6 haloalkyl, C2-6 alkenyl, C2-6 alkynyl, C(O)NRc1Rd1, C(O)ORa1, and C(O)Rb1;
- each X1 is independently selected from O and NRN;
- each X2 is independently selected from O and NRN;
- each RN is independently selected from H and C1-3 alkyl;
- each R1 is independently selected from H, Cy1, halo, CN, C1-6 alkyl, C1-6 haloalkyl, C2-6 alkenyl, C2-6 alkynyl, C(O)NRc1Rd1, C(O)ORa1, C(O)Rb1, S(O)2Rb1, S(O)2NRc1Rd1, S(O)2ORa1, P(O)(ORa1)2, and B(ORa1)2, wherein said C1-6 alkyl is optionally substituted with Cy1, halo, CN, C(O)NRc1Rd1, C(O)ORa1, C(O)Rb1, S(O)2Rb1, S(O)2NRc1Rd1, S(O)2ORa1, or P(O)(ORa1)2;
- each R2 is independently selected from H, Cy1, halo, CN, C1-6 alkyl, C1-6 haloalkyl, C2-6 alkenyl, C2-6 alkynyl, C(O)NRc1Rd1, C(O)ORa1, C(O)Rb1, S(O)2Rb1, S(O)2NRc1Rd1, S(O)2ORa1, P(O)(ORa1)2, and B(ORa1)2, wherein said C1-6 alkyl is optionally substituted with Cy1, halo, CN, C(O)NRc1Rd1, C(O)ORa1, C(O)Rb1, S(O)2Rb1, S(O)2NRc1Rd1, S(O)2ORa1, or P(O)(ORa1)2;
- or R1 and R2 together with the carbon atom to which they are attached form a C3-10 cycloalkyl ring or a 4-10 membered heterocycloalkyl ring, each of which is optionally substituted with 1 or 2 substituents independently selected from halo, CN, C1-3 alkyl, C1-3 haloalkyl, C(O)NRc1Rd1, and C(O)ORa1;
- R3 is selected from H and C1-3 alkyl;
- each Cy1 is independently selected from C6-10 aryl, C3-10 cycloalkyl, 5-10 membered heteroaryl, and 4-10 membered heterocycloalkyl, each of which is optionally substituted with 1 or 2 substituents independently selected from RCy;
- each RCy is independently selected from halo, C1-3 alkyl, C1-3 haloalkyl, halo, CN, NO2, C1-3 alkoxy, C1-3 haloalkoxy, amino, C1-3 alkylamino, di(C1-3 alkyl)amino, carboxy, and C1-3 alkoxycarbonyl;
- each Ra1, Rb1, Rc1, and Rd1 is independently selected from H, C1-3 alkyl, and C1-3 haloalkyl;
- and
- any two adjacent Ra1 together form C2-8 alkylene, C6-10 arylene, C3-10 cycloalkylene, 5-14 membered heteroarylene, or 4-10 membered heterocycloalkylene.
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19-22. (canceled)
24-26. (canceled)
29-35. (canceled)
40-45. (canceled)
Dependencies are inferred from the claim text.