| Summary: | Monomers 4,7-dibromo-2<i>H</i>-benzo[<i>d</i>]1,2,3-triazole (<b>m1</b>) and 4,7-(bis(<i>4</i>-bromophenyl)ethynyl)-2<i>H</i>-benzo[<i>d</i>]1,2,3-triazole (<b>m2</b>) have been synthesized in good yields using different procedures. Monomers <b>m1</b> and <b>m2</b> have been employed for building new copolymers of fluorene derivatives by a Suzuki reaction under microwave irradiation using the same conditions. In each case different chain lengths have been achieved, while <b>m1</b> gives rise to polymers for <b>m2</b> oligomers have been obtained (with a number of monomer units lower than 7). Special interest has been paid to their photophysical properties due to excited state properties of these D-A units alternates, which have been investigated by density functional theory (DFT) calculations using two methods: (i) An oligomer approach and (ii) by periodic boundary conditions (PBC). It is highly remarkable the tunability of the photophysical properties as a function of the different monomer functionalization derived from 2<i>H</i>-benzo[<i>d</i>]1,2,3-triazole units. In fact, a strong modulation of the absorption and emission properties have been found by functionalizing the nitrogen N-2 of the benzotriazole units or by elongation of the π-conjugated core with the introduction of alkynylphenyl groups. Furthermore, the charge transport properties of these newly synthesized macromolecules have been approached by their implementation in organic field-effect transistors (OFETs) in order to assess their potential as active materials in organic optoelectronics.
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