Conjugated polymer and semiconductor devices including the same

The polymer of claim 10, wherein Ar at each occurrence is independently chosen from

• wherein A1 at each occurrence is independently chosen from N—R3, CR32, SiR32, S, and O,
• each R3 at each occurrence is independently chosen from —H and substituted or unsubstituted C1-60 hydrocarbyl,
• each R4 at each occurrence is independently chosen from —H, —R3, —OR3, —NR32, and halide,
• p at each occurrence is independently chosen from 0, 1, and 2,
• r at each occurrence is independently chosen from 0, 1, 2, 3, and 4,
• q at each occurrence is independently chosen from 0, 1, 2, and 3, and
• s at each occurrence is independently chosen from 0 and 1.

A conjugated polymer having the formula

• wherein each A at each occurrence is independently chosen from N, S, and O, wherein each 5-membered ring in the fused benzene ring system independently at each occurrence has one A that is N and one A that is S or O, and M1 and M2 are each independently at each occurrence chosen from a bond and
• wherein each of D1 and D2 at each occurrence are independently chosen from a bond, substituted or unsubstituted ethenylene, and ethynylene, each m at each occurrence is 0 to 30, and at least one of M1 and M2 is not a bond,
• wherein Ar at each occurrence is independently chosen from
• wherein each R3 at each occurrence is independently chosen from —H and C1-15 hydrocarbyl, and
• wherein n is about 2 to about 10,000, and E1 and E2 are each independently at each occurrence chosen from substituted or unsubstituted —R5, —H, —OH, —OR5, —NR52 and halide, wherein R5 at each occurrence is independently chosen from —H and substituted or unsubstituted C1-60 hydrocarbyl.

A method of making a polymer, comprising:

• obtaining or providing a fused benzene ring system having the structure
• wherein each A at each occurrence is independently chosen from N, S, and O, wherein each 5-membered ring in structure (III) independently at each occurrence has one A that is N and one A that is S or O,
• each R1 at each occurrence is independently chosen from —R2, —H, —OH, —OR2, —NR22 and halide, wherein R2 at each occurrence is independently chosen from —H and substituted or unsubstituted C1-60 hydrocarbyl, and X is —I, —Br, —Cl, or —F, and
• each R6 at each occurrence is independently a bond or Ar, wherein each Ar at each occurrence is independently chosen from substituted or unsubstituted aryl and substituted or unsubstituted heteroaryl;
• obtaining or providing a conjugated linker having the structure
• wherein each L at each occurrence is —Sn(R7)3 or —B(OR8)2, wherein R7 at each occurrence is independently C1-15 hydrocarbyl, wherein R8 is C1-30 hydrocarbyl or together with another R8 is a C2-30 hydrocarbylene that forms a cyclic boronic acid ester structure with the —B(O—)2, and each m at each occurrence is 0 to 30;
• and
• contacting the fused benzene ring system and the conjugated linker under conditions so as to provide a conjugated polymer having a repeating unit comprising structure (II)
• wherein M1 and M2 are each independently at each occurrence chosen from a bond and
• wherein each of D1 and D2 at each occurrence are independently chosen from a bond and ethynylene, and at least one of M1 and M2 is not a bond.