Phenanthrolines decorated with branched lipophilic chains and their yellow emitting heteroleptic iridium(III) complexes: Synthesis, photophysical and acidochromic behaviour, and computational analysis

Phenanthrolines decorated with branched lipophilic chains and their yellow emitting heteroleptic iridium(III) complexes: Synthesis, photophysical and acidochromic behaviour, and computational analysis
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DOI:
10.1016/j.dyepig.2023.111844
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发表时间:
2023-12-09
期刊:
影响因子:
4.5
通讯作者:
Sergeeva,Natalia N.
Sergeeva,Natalia N.
中科院分区:
材料科学2区
文献类型:
--
作者:
Canas,Ana M. Garrote;Yong,Xue;Sergeeva,Natalia N.

文献摘要

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为了改善邻菲咯啉类材料的溶解性和控制其光学性质,以22- 81%的产率,分三步合成了一系列具有支化亲脂链的化合物Phen 1 -4。此外,还合成了一种相关的基于菲咯啉的二齿化合物Phen 5,其中咪唑基单元上的N位点被封闭,以影响π-π* 和n-π* 跃迁并增加FPL。通过紫外-可见吸收和荧光光谱分析了光学性质,显示出在427-437 nm处的强发射和该系列的改进的FPL(20-68%)。此外,Phen 2 -4和bidental Phen 5表现出明显的酸致变色行为,在吸收光谱中的ca. 30 nm,在加入1 eq.和2当量酸(TFA)。同样,所有化合物在酸性条件下均显示荧光损失。接下来,为了测试这些配体的络合能力,以优异的产率(86-98%)制备了混配铱(III)络合物Ir 1 -4,以及双核络合物Ir 5,沿着。它们的光学性质显示出中心在539-571 nm的强黄色发射,FPL高达7%;此外,所有配合物都表现出大的Stokes位移(220-290 nm)。
To improve the solubility and to manipulate the optical properties of phenanthroline-based materials, a series of compounds with branched lipophilic chains Phen1-4 was prepared in three steps with the yield of 22–81%. In addition, a related phenanthroline-based bidental compound Phen5 was synthesised with blockedNsites on imidazolyl units to influence π-π* and n-π* transitions and to increase FPL. The optical properties were analysed by UV–vis absorption and fluorescence spectroscopy, showing a strong emission at 427–437 nm and improved FPLfor the series (20–68%). Furthermore, Phen2-4 and bidental Phen5 exhibited a clear acidochromic behaviour with a dramatic shift in absorption spectra of ca. 30 nm achieved after the addition of 1 eq. and 2 eq. of an acid (TFA), respectively. Likewise, all compounds showed a loss of fluorescence under acidic conditions. Next, to test the complexation ability of these ligands, the heteroleptic iridium(III) complexes Ir1-4 were prepared in excellent yields (86–98%), along with the binuclear complex Ir5. Their optical properties revealed strong yellow emission centered at 539–571 nm with FPLof up to 7%; additionally, all complexes exhibited large Stokes shifts (220–290 nm).