Abstract
AbstractSummary: By the Suzuki coupling reaction of 9,9‐dioctyl‐2,7‐bis(1,3,2‐dioxaborinan‐2‐yl)fluorene (I) and 3,5‐di‐tert‐butylphenyl 2,5‐dibromobenzenesulfonate (II) the alternating poly{[9,9‐dioctylfluoren‐2,7‐diyl]‐alt‐[2‐(3,5‐di‐tert‐butyl‐phenoxysulfonyl)‐1,4‐phenylene]} (III) was synthesized. Alkaline hydrolysis of III gave a conjugated polyelectrolyte carrying sulfonic acid groups (IV). Monomers 2,5‐dibromo‐3‐[2‐(pyren‐1‐yl)vinyl]thiophene and 2,5‐dibromo‐3‐[2‐(quinolin‐4‐yl)vinyl)thiophene were prepared and copolymerized with I to afford poly{[9,9‐dioctylfluoren‐2,7‐diyl]‐alt‐[3‐(2‐(pyren‐1‐yl)vinyl)thiophen‐2,5‐diyl]} (V) and poly{[9,9‐dioctylfluoren‐2,7‐diyl]‐alt‐[3‐(2‐(quinolin‐4‐yl)‐vinyl)thiophen‐2,5‐diyl] (VI), respectively. Conjugated backbone of V contains the conjugated pyrene unit in the side chain. Similarly the side chain of VI contains the conjugated quinoline structure unit which can be for instance protonated. By the Suzuki polycondensation reaction of I and of the prepared methyl 3‐(2,7‐dibromocarbazole‐9‐yl)propionate (VII) the new poly{[9,9‐dioctylfluorene‐2,7‐diyl]‐alt‐[9‐(2‐methoxycarbonylethyl)carbazole‐2,7‐diyl]} (VIII) was synthesized and characterized.
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