The design and syntheses of functionalized second-order nonlinear optical chromophores, suitablefor covalent incorporation into functionalized high-performance polymers, are described. Thechromophores with hydroxy alkyl functionality have diarylamino groups as the donor moiety anda styryl thiophene moiety as the conjugated bridge. The triarylamine parts of the molecules weresynthesized using palladium-catalyzed C−N bond forming reactions. The conjugated bridge wasassembled using the Wittig reaction. The acceptor groups were installed in the last steps of thesyntheses.