Synthesis of optically active green fluorescent π-conjugated fluorene polymers having chiral Schiff bases in the side chain

The synthesis of optically active poly(fluorene-alt-chiral iminofluorene)s using 1-phenylethylamine as a chiral auxiliary is described. Optically active polyfluorenes were synthesized by the palladium-catalyzed Suzuki-Miyaura coupling polymerization of 9,9'-dioctylfluorene-2,7-bis(trimethyleneborate) with a chiral Schiff base monomer (imino group modified-fluorene). The obtained polymers showed intense green emission with high quantum efficiency. Analysis of the circular dichroism data of the optically active polymers indicates that the polymers exhibit various highly-ordered regular structures in solution.