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Smyslov, Ruslan Yu,Tomilin, Felix N.,Shchugoreva, Irina A.,Nosova, Galina I.,Zhukova, Elena V.,Litvinova, Larisa S.,Yakimansky, Alexander V.,Kolesnikov, Ilya,Abramov, Igor G.,Ovchinnikov, Sergei G.,Av Elsevier 2019 Polymer Vol.168 No.-
<P><B>Abstract</B></P> <P>Using Suzuki and Yamamoto coupling reactions, copoly-(9,9-dioctylfluorenes) (<B>CPF</B>) were synthesized and compared regarding their photophysical properties using the spectroscopic and <I>ab initio</I> DFT approaches. The CPFs were functionalized by benzo [2,3,5] thiadiazole (<B>BT</B>) or carbazole-3,6-diyl (3,6-Cz). The latter was used to introduce different luminophore fragments, including Nile red and 4-pyrrolidinyl-1,8-naphthalimide derivatives. The effect of the two synthesis techniques on the polymer microstructure, the influence of embedding of 3,6-Cz moieties in the polymer backbone on polymer structuring, and the impact of the end groups like novel quinoxaline-containing compounds on the luminescent properties of CPFs were investigated. By comparing electron density distribution using the <I>ab initio</I> DFT approach with photoluminescence, it was shown that Suzuki reaction provides a chain microstructure with individual BT fragments separated by 9,9-dioctylfluorene monomeric units, while Yamamoto reaction leads to the blocks of BT units. This effect leads to different CPF photophysical properties (absorption and emission spectra).</P> <P><B>Highlights</B></P> <P> <UL> <LI> Light-emitted copolyfluorenes were obtained using Suzuki and Yamamoto reactions. </LI> <LI> Yamamoto coupling leads in the microblock chain structure of conjugated polymer. </LI> <LI> Suzuki coupling allows the alternating comonomeric copolyfluorene chain. </LI> <LI> End groups rule photoluminescence properties of copolyfluorenes. </LI> <LI> Naphthalbenzimidazole group provides FRET from fluorene to Nile red. </LI> </UL> </P> <P><B>Graphical abstract</B></P> <P>[DISPLAY OMISSION]</P>