Deep-blue emitting 9,10-bis(perfluorobenzyl)anthracene.

IF 2.2 4区 化学 Q2 CHEMISTRY, ORGANIC
Beilstein Journal of Organic Chemistry Pub Date : 2025-03-07 eCollection Date: 2025-01-01 DOI:10.3762/bjoc.21.39
Long K San, Sebastian Balser, Brian J Reeves, Tyler T Clikeman, Yu-Sheng Chen, Steven H Strauss, Olga V Boltalina
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引用次数: 0

Abstract

A new deep-blue emitting and highly fluorescent anthracene (ANTH) derivative containing perfluorobenzyl (BnF) groups, 9,10-ANTH(BnF)2, was synthesized in a single step reaction of ANTH or ANTH(Br)2 with BnFI, using either a high-temperature Cu-/Na2S2O3-promoted reaction or via a room-temperature photochemical reaction. Its structure was elucidated by NMR spectroscopy and single crystal X-ray diffractometry. The latter revealed no π-π interaction between neighboring ANTH cores. A combination of high photoluminescence quantum yield (PLQY) of 0.85 for 9,10-ANTH(BnF)2, its significantly improved photostability compared to ANTH and 9,10-ANTH derivatives, and a simple synthetic access makes it an attractive material as a deep-blue OLED emitter and an efficient fluorescent probe.

深蓝色,发出9,10-二(全氟苯基)蒽。
采用高温Cu-/ na2s2o3催化反应或室温光化学反应,由ANTH或ANTH(Br)2与BnFI一步反应合成了一种新型的具有高荧光荧光的含全氟苯基(BnF)基团的蒽(ANTH)衍生物9,10-ANTH(BnF)2。通过核磁共振波谱和单晶x射线衍射对其结构进行了表征。后者显示邻近ANTH核之间没有π-π相互作用。9,10-ANTH(BnF)2的高光致发光量子产率(PLQY)为0.85,与ANTH和9,10-ANTH衍生物相比,其光稳定性显着提高,并且简单的合成途径使其成为一种有吸引力的材料,作为深蓝OLED发射器和高效的荧光探针。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
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来源期刊
CiteScore
4.90
自引率
3.70%
发文量
167
审稿时长
1.4 months
期刊介绍: The Beilstein Journal of Organic Chemistry is an international, peer-reviewed, Open Access journal. It provides a unique platform for rapid publication without any charges (free for author and reader) – Platinum Open Access. The content is freely accessible 365 days a year to any user worldwide. Articles are available online immediately upon publication and are publicly archived in all major repositories. In addition, it provides a platform for publishing thematic issues (theme-based collections of articles) on topical issues in organic chemistry. The journal publishes high quality research and reviews in all areas of organic chemistry, including organic synthesis, organic reactions, natural product chemistry, structural investigations, supramolecular chemistry and chemical biology.
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