Strongly luminescent and liquid-crystalline π-conjugated 2-methyl [1,2,3]benzotriazoles with a linear donor-acceptor-donor structure

被引:10
作者
da Silva, Elias Regis [1 ]
Castillo Hinojosa, Abad Roger [1 ]
Eccher, Juliana [2 ]
Tonet, Michele Duarte [2 ]
Brondani, Daniela [3 ]
Zapp, Eduardo [3 ]
Curcio, Sergio Fernando [4 ]
Postacchini, Bruna Bueno [4 ]
Cazati, Thiago [4 ]
Vieira, Andre Alexandre [1 ]
机构
[1] Univ Fed Bahia, Inst Quim, BR-40170115 Salvador, BA, Brazil
[2] Univ Fed Santa Catarina, Dept Fis, BR-88040900 Florianopolis, SC, Brazil
[3] Univ Fed Santa Catarina, Campus Blumenau, BR-89065300 Blumenau, SC, Brazil
[4] Univ Fed Ouro Preto, Dept Fis, BR-35900000 Ouro Preto, MG, Brazil
关键词
1,2,3-Benzotriazole; Luminescence; Liquid crystals; Charge transfer; UNITS SYNTHESIS; WAVE-GUIDE; HETEROATOM; BENZOCHALCOGENDIAZOLE; DERIVATIVES; MOLECULES; EMISSION; POLYMER; IMPACT;
D O I
10.1016/j.molliq.2020.113616
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
Symmetrical 2-methyl[1,2,3]benzotriazole (BZT) derivatives with elongated peripheral units connected via acetylenic triple bonds present calamitic lhermotropic mesomorphism with nematic and smectic phases. They show intense photoluminescence with near-unity quantum yields in solution. The peripheral groups significantly influence the excited-state lifetime. Fluorescence quenching is observed in the presence of C-60, testifying of charge transfer to the fullerene acceptor. The varying sterical demand of the different substituents considerably influences the efficiency of the charge transfer induced fluorescence quenching. HOMO, LUMO and band gap energies ranged from -5.15 to -5.97 eV (ionization potential), -2.47 to -2.96 eV (electron affinity) and 2.68 to 3.08 eV (optical band gap). (C) 2020 Elsevier B.V. All rights reserved.
引用
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页数:8
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