Torres-Moya Iván, Vázquez-Guilló Rebeca, Fernández-Palacios Sara, Carrillo José Ramón, Díaz-Ortiz Ángel, Navarrete Juan Teodomiro López, Ortiz Rocío Ponce, Delgado Mari Carmen Ruiz, Mallavia Ricardo, Prieto Pilar
Department of Organic Chemistry, Faculty of Chemical Sciences and Technologies-IRICA, University of Castilla-La Mancha, Ciudad Real 13071, Spain.
Instituto de Investigación Desarrollo e innovación en Biotecnología Sanitaria de Elche (IDiBE), University of Miguel Hernández, Elche 03202, Spain.
Polymers (Basel). 2020 Jan 22;12(2):256. doi: 10.3390/polym12020256.
Monomers 4,7-dibromo-2-benzo[]1,2,3-triazole () and 4,7-(bis(-bromophenyl)ethynyl)-2-benzo[]1,2,3-triazole () have been synthesized in good yields using different procedures. Monomers and 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 gives rise to polymers for 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-benzo[]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.
单体4,7 - 二溴 - 2 - 苯并[c][1,2,3]三唑（ ）和4,7 - （双（对溴苯基）乙炔基） - 2 - 苯并[c][1,2,3]三唑（ ）已通过不同方法以较高产率合成。单体 和 已用于在相同条件下通过微波辐射下的铃木反应构建芴衍生物的新型共聚物。在每种情况下都实现了不同的链长，而 生成聚合物， 得到低聚物（单体单元数量低于7）。由于这些D - A单元的激发态性质交替，人们对它们的光物理性质给予了特别关注，已使用两种方法通过密度泛函理论（DFT）计算对其进行了研究：（i）低聚物方法和（ii）通过周期性边界条件（PBC）。特别值得注意的是，光物理性质可根据源自2 - 苯并[c][1,2,3]三唑单元的不同单体官能化进行调节。事实上，通过对苯并三唑单元的氮N - 2进行官能化或通过引入炔基苯基来延长π共轭核，已发现吸收和发射性质有强烈调制。此外，通过将这些新合成的大分子应用于有机场效应晶体管（OFET）来研究其电荷传输性质，以评估它们作为有机光电器件中活性材料的潜力。
