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首页> 外文期刊>Chemistry: A European journal >Efficient NIR-light emission from solid-state complexes of boron difluoride with 2′-hydroxychalcone derivatives
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Efficient NIR-light emission from solid-state complexes of boron difluoride with 2′-hydroxychalcone derivatives

机译：二氟化硼与2'-羟基查耳酮衍生物的固态配合物的高效NIR发射

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This article describes a series of nine complexes of boron difluoride with 2'-hydroxychacone derivatives. These dyes were synthesized very simply and exhibited intense NIR emission in the solid state. Complexation with boron was shown to impart very strong donor-acceptor character into the excited state of these dyes, which further shifted their emission towards the NIR region (up to 855 nm for dye 5 b, which contained the strongly donating triphenylamine group). Strikingly, these optical features were obtained for crystalline solids, which are characterized by high molecular order and tight packing, two features that are conventionally believed to be detrimental to luminescence in organic crystals. Remarkably, the emission of light from the π-stacked molecules did not occur at the expense of the emission quantum yield. Indeed, in the case of pyrene-containing dye 4, for example, a fluorescence quantum yield of about 15 % with a fluorescence emission maximum at 755 nm were obtained in the solid state. Moreover, dye 3 a and acetonaphthone-based compounds 1 b, 2 b, and 3 b showed no evidence of degradation as solutions in CH _2Cl _2 that contained EtOH. In particular, solutions of brightly fluorescent compound 3 a (brightness: ε×φ _f=45 000 M ~(-1) cm ~(-1)) could be stored for long periods without any detectable changes in its optical properties. All together, these new dyes possess a set of very interesting properties that make them promising solid-state NIR fluorophores for applications in materials science. Tint it black! Complexation with boron difluoride converts 2'-hydroxychalcone derivatives into strongly absorbing/emitting dyes. These darkly colored crystalline solids exhibit NIR emission, owing to densely packed π-stacks of dipolar chromophores.
机译：本文介绍了九种二氟化硼与2'-羟基查康酮衍生物的配合物。这些染料非常简单地合成，并在固态下表现出强烈的近红外发射。与硼的络合显示出在这些染料的激发态中赋予非常强的供体-受体特性，这进一步将其发射移向NIR区（染料5b的波长高达855 nm，其中含有强供电性的三苯胺基）。令人惊讶地，这些光学特征是针对结晶固体而获得的，其特征在于高分子序和紧密堆积，这两个特征通常被认为对有机晶体的发光有害。值得注意的是，没有以牺牲发射量子产率为代价从π堆叠分子发射光。实际上，在含of染料4的情况下，例如，在固态下获得了约15％的荧光量子产率，在755nm处具有最大的荧光发射。此外，染料3a和基于乙酰萘酮的化合物1b，2b和3b在包含EtOH的CH _2Cl _2中作为溶液没有显示出降解的迹象。特别地，可以长时间存储明亮的荧光化合物3a（亮度：ε×φ_f ＝ 45 000 M〜（-1）cm〜（-1））的溶液，而其光学性能没有任何可检测到的变化。总之，这些新染料具有一组非常有趣的特性，这使其成为有前途的固态NIR荧光团，可用于材料科学。染成黑色！与二氟化硼络合可将2'-羟基查耳酮衍生物转化为强吸收/发射染料。这些深色的结晶固体由于紧密堆积的偶极生色团的π堆积而显示出NIR发射。

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