Derivatizable monomers and polymers, and methods for making and using same

A compound comprising

• an α,β-unsaturated carboxamide
• C(R′)2═C(R″)—C(═O)NH— group or
• α,β-unsaturated sulfonamide
• C(R′)2═C(R″)—S(═O)2NH— group
• conjugated to a group of formula (I):
• wherein (I) is conjugated through a linker of formula (II) to the nitrogen atom of the α,β-unsaturated carboxamide group or α,β-unsaturated sulfonamide group,
• wherein bond * in (II) is to the nitrogen of the α,β-unsaturated carboxamide or α,β-unsaturated sulfonamide group and bond ** in (II) is to atom X of (I):
• *—(CH2)m1—X1—(CH2—CH2—X2)m2—(CH2)m3—C(X3)—** (II)
• wherein:
• each occurrence of R′ and R″ is independently hydrogen, C1-C6 alkyl, substituted C1-C6 alkyl, C3-C8 cycloalkyl, or substituted C3-C8 cycloalkyl;
• X is N or CH;
• each occurrence of RA is independently H, F, Cl, Br, I, —CN, —NO2, —ORC, —SRC, —S(═O)1-2RC, —N(RC)2, —NRCC(═O)RC, —C(═O)N(RC)2, —NRCC(═O)N(RC)2, —S(═O)2N(RC)2, —C(═O)RC, —C(═O)ORC, C1-C6 alkyl, C1-C6 haloalkyl, C1-C6 alkoxy, C1-C6 haloalkoxy, C3-C8 cycloalkyl, phenyl, heterocyclyl, or heteroaryl,
• wherein each occurrence of RC is independently selected from the group consisting of hydrogen, —ORE, —SRE, —C(═O)RE, —C(═O)ORE, —C(═O)N(RE)2, —S(═O)1-2RE, —N(RE)2, —NREC(═O)RE, C1-C6 alkyl, C1-C6 haloalkyl, C3-C6 cycloalkyl, and phenyl, or two RE units taken together with the atom(s) to which they are bound form a 3-7 membered ring,
• wherein the alkyl, haloalkyl, cycloalkyl, or phenyl in RA and/or RC is independently optionally substituted with at least one substituent independently selected from —ORE;
• —C(═O)RE;
• —C(═O)ORE;
• —C(═O)N(RE)2;
• N(RE)2;
• halogen;
• CH2F;
• CHF2;
• CF3;
• CH2Cl;
• CHCl2;
• CCl3;
• CH2Br;
• CHBr2;
• CBr3;
• CH2I;
• CHI2;
• CI3;
• —S(═O)2RE;
• C1-C6 alkyl;
• —CN;
• —N(RE)C(═O)RE;
• oxo (═O);
• heterocyclyl;
• and heteroaryl;
• wherein each RE is independently selected from the group consisting of hydrogen, C1-C6 alkyl, substituted C1-C6 alkyl, C3-C8 cycloalkyl, and substituted C3-C8 cycloalkyl;
• or two RE units can be taken together to form a ring comprising 3-7 ring atoms;
• each occurrence of RB is independently H, F, Cl, Br, I, —CN, —NO2, —ORD, —SR5, —S(═O)1-2RD, —N(RD)2, —NRDC(═O)RD, —C(═O)N(RD)2, —NRDC(═O)N(RD)2, —S(═O)2N(RD)2, —C(═O)RD, —C(═O)ORD, C1-C6 alkyl, C1-C6 haloalkyl, C1-C6 alkoxy, C1-C6 haloalkoxy, C3-C8 cycloalkyl, phenyl, heterocyclyl, or heteroaryl,
• wherein each occurrence of RD is independently selected from the group consisting of hydrogen, —ORF, —SRF, —C(═O)RF, —C(═O)ORF, —C(═O)N(RF)2, —S(═O)1-2RF, —N(RF)2, —NRFC(═O)RF, C1-C6 alkyl, C1-C6 haloalkyl, C3-C6 cycloalkyl, and phenyl, or two RF units taken together with the atom(s) to which they are bound form a 3-7 membered ring,
• wherein the alkyl, haloalkyl, cycloalkyl, or phenyl in RB and RD is independently optionally substituted with at least one substituent independently selected from —ORF;
• —C(═O)RF;
• —C(═O)ORF;
• —C(═O)N(RF)2;
• N(RF)2;
• halogen;
• CH2F;
• CHF2;
• CF3;
• CH2Cl;
• CHCl2;
• CCl3;
• CH2Br;
• CHBr2;
• CBr3, CH2I;
• CHI2, CI3;
• —S(═O)2RF;
• C1-C6 alkyl;
• —CN;
• —N(RF)C(═O)RF;
• oxo (═O);
• heterocyclyl;
• and heteroaryl;
• wherein each RF is independently selected from the group consisting of hydrogen, C1-C6 alkyl, substituted C1-C6 alkyl, C3-C8 cycloalkyl, and substituted C3-C8 cycloalkyl;
• or two RF units can be taken together to form a ring comprising 3-7 ring atoms;
• m is 0, 1, 2, 3, or 4;
• n is 0, 1, 2, 3, or 4;
• each of m1, m2, and m3 are independently 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, or 10;
• each of X1, X2, and X3 are independently absent (a bond), 0, or N—R3,
• each R3 is independently selected from the group consisting of hydrogen, C1-C6 alkyl, substituted C1-C6 alkyl, C3-C8 cycloalkyl, substituted C3-C8 cycloalkyl, C3-C8 cycloheteroalkyl, and substituted C3-C8 cycloheteroalkyl;
• or a salt or solvate thereof.