9H-carbazole and indolo[3,2-b]indole-based fluorophores for potential application in luminescent solar concentrators

IF 4.1 3区工程技术 Q2 CHEMISTRY, APPLIED Dyes and Pigments Pub Date : 2024-09-15 DOI:10.1016/j.dyepig.2024.112458

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Abstract

In the present study, four new organic fluorophores, consisting of a central 9H-carbazole (CBZ) or indolo[3,2-b]indole (IDID) moiety, functionalized with (S)-3,7-dimethyl-1-octyl branched chains and connected to lateral 2-thienylethynyl or 2-thiophenylpropynone units, were synthesized by means of Pd-catalyzed cross-coupling reactions and investigated for potential application in luminescent solar concentrator (LSC) systems. The photophysical properties of four final dyes were first evaluated in solution of four solvents with different polarity (toluene, chloroform, acetone, acetonitrile). For the IDID-based compound 4, which proved to be the best candidate, the photophysical properties in thin films with PMMA matrix at different concentrations (0.4–2.0 wt%) were also investigated. Finally, their efficiency parameters as LSC systems connected to a photovoltaic (PV) cell were evaluated, obtaining a maximum device efficiency (η_dev) of 0.46 ± 0.02 % at 1.2 wt%: these are very promising PV performances for a N-heteroarene-based dye, coupled with a sufficient stability in accelerated aging tests.

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本研究通过钯催化交叉偶联反应合成了四种新型有机荧光团，它们由中心的 9H-咔唑（CBZ）或吲哚并[3,2-b]吲哚（IDID）分子组成，并被 (S)-3,7 二甲基-1-辛基支链功能化，与侧边的 2-噻吩乙炔基或 2-噻吩丙炔酮单元相连接，研究了它们在发光太阳能聚光器（LSC）系统中的潜在应用。首先评估了四种最终染料在四种不同极性溶剂（甲苯、氯仿、丙酮、乙腈）溶液中的光物理特性。对于被证明是最佳候选的基于 IDID 的化合物 4，还研究了其在不同浓度（0.4-2.0 wt%）的 PMMA 基质薄膜中的光物理性质。最后，评估了它们作为连接到光伏（PV）电池的 LSC 系统的效率参数，在 1.2 wt% 的浓度下，获得了 0.46 ± 0.02 % 的最大设备效率（ηdev）：对于一种 N-heteroarene 基染料来说，这是非常有前途的光伏性能，而且在加速老化试验中具有足够的稳定性。

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来源期刊

Dyes and Pigments 工程技术-材料科学：纺织

CiteScore

8.20

自引率

13.30%

发文量

933

审稿时长

33 days

期刊介绍： Dyes and Pigments covers the scientific and technical aspects of the chemistry and physics of dyes, pigments and their intermediates. Emphasis is placed on the properties of the colouring matters themselves rather than on their applications or the system in which they may be applied. Thus the journal accepts research and review papers on the synthesis of dyes, pigments and intermediates, their physical or chemical properties, e.g. spectroscopic, surface, solution or solid state characteristics, the physical aspects of their preparation, e.g. precipitation, nucleation and growth, crystal formation, liquid crystalline characteristics, their photochemical, ecological or biological properties and the relationship between colour and chemical constitution. However, papers are considered which deal with the more fundamental aspects of colourant application and of the interactions of colourants with substrates or media. The journal will interest a wide variety of workers in a range of disciplines whose work involves dyes, pigments and their intermediates, and provides a platform for investigators with common interests but diverse fields of activity such as cosmetics, reprographics, dye and pigment synthesis, medical research, polymers, etc.