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Synthesis and optical characterization of bipod carbazole derivatives
Heterocyclic Communications ( IF 1.3 ) Pub Date : 2020-10-18 , DOI: 10.1515/hc-2020-0111
Baki Çiçek 1 , Merve Çağlı 1 , Remziye Tülek 2 , Ali Teke 2
Affiliation  

Abstract In this study, some new biscarbazole derivatives were synthesized for the purpose of being used in OLED technologies and related areas. The following compounds: {1,2-bis(2-(3,6-diphenyl-9H-carbazole-9-yl) ethoxy)ethane (C-1), bis[2-(2-(3,6- diphenyl-9H-carbazole-9-yl) ethoxy)etyl]ether (C-2), bis[2-(2-(3,6-di(naphthalene-1-yl)-9H-carbazol-9-yl)ethoxy)etyl]ether (C-3) and bis [2-(2-(3,6-di(naphthalene-2-yl)-9H-carbazol-9-yl)ethoxy) ethyl]ether (C-4) were synthesized by Suzuki-Miyaura Cross Coupling reactions. The structural properties of the synthesized compounds were characterized by FT-IR, 1H-NMR, 13C-NMR, and LC-MS. The maximum product yields of 81.6% were obtained for C-4 biscarbazole derivatives. The optical properties were studied using UV-visible and temperature/excitation power density dependent photoluminescence (PL) techniques. The emissions were observed at green and yellow-red color spectral bands. By applying Gaussian fitting to the measured spectra, the superposition of the broad peaks was deconvoluted into two peaks. The origin of emissions was attributed to π- π* transition in aromatic compounds caused by intramolecular charge transfer from host carbazole to these compounds.

中文翻译:

双脚咔唑衍生物的合成与光学表征

摘要 本研究合成了一些新的双咔唑衍生物,用于OLED技术及相关领域。以下化合物:{1,2-双(2-(3,6-二苯基-9H-咔唑-9-基)乙氧基)乙烷(C-1)、双[2-(2-(3,6-二苯基) -9H-咔唑-9-基)乙氧基)乙氧基]醚(C-2),双[2-(2-(3,6-二(萘-1-基)-9H-咔唑-9-基)乙氧基)乙基]醚(C-3)和双[2-(2-(3,6-二(萘-2-基)-9H-咔唑-9-基)乙氧基)乙基]醚(C-4)是由铃木-宫浦交叉偶联反应合成。合成化合物的结构性质通过FT-IR、1H-NMR、13C-NMR和LC-MS进行表征。C-4 双咔唑衍生物的最高产率为 81.6%。使用紫外可见光和温度/激发功率密度相关的光致发光 (PL) 技术研究了光学特性。在绿色和黄红色光谱带观察到发射。通过对测量光谱应用高斯拟合,宽峰的叠加被解卷积为两个峰。排放的起源归因于芳香族化合物中的 π-π* 跃迁,这是由主体咔唑向这些化合物的分子内电荷转移引起的。
更新日期:2020-10-18
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