Mechanochemical Suzuki polymerization for the synthesis of polyfluorenes

Abstract

Herein are reported the syntheses of poly(9,9-di-n-octylfluorenyl-2,7-diyl) (PF), poly(9,9-dioctylfluorene-alt-benzothiadiazole) (PFBT), and poly[(9,9-bis(3′-(N,N-dimethylamino)propyl)-2,7-fluorene)-alt-2,7-(9,9-dioctylfluorene)] (PFN) by employing catalytic mechanochemical Suzuki polymerization in a ball mill. This mechanochemical synthesis technique can yield soluble functionalized polyfluorenes and its derivatives in 30 min or less. Furthermore, the polymer light emitting diode and photovoltaic interfacial electrolyte, poly(9,9-bis(3′-(N,N-dimethyl)-N-ethylammoinium-propyl-2,7-fluorene)-alt-2,7-(9,9-dioctylfluprene))dibromide (PFN-Br), was obtained via a facile mechanochemical quaternization reaction at the terminal amino groups of PFN.