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三蝶烯封端靛蓝衍生物——将不溶性颜料转化为可溶性染料

Triptycene End-Capped Indigo Derivatives - Turning Insoluble Pigments to Soluble Dyes.

作者信息

Benke Bahiru P, Hertwig Leif, Yang Xuan, Rominger Frank, Mastalerz Michael

机构信息

Organisch-Chemisches Institut Ruprecht-Karls-Universität Heidelberg Im Neuenheimer Feld 270 69120 Heidelberg Germany.

出版信息

European J Org Chem. 2021 Jan 8;2021(1):72-76. doi: 10.1002/ejoc.202001362. Epub 2020 Nov 3.

DOI:10.1002/ejoc.202001362
PMID:33510580
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC7821156/
Abstract

The synthesis of a highly soluble triptycene end-capped indigo and its bay annulated derivative is reported. Both compounds have been studied by absorption and emission spectroscopy cyclic voltammetry, as well as theoretical calculations and compared to the parent indigo and bay annulated indigo. Besides a large improvement of solubility in organic solvents by the factor of approx. 70(!) the compounds also show a pronounced tendency to form crystals. Both properties, making these compounds promising electron acceptors for organic electronics.

摘要

报道了一种高溶解性的三蝶烯封端靛蓝及其湾区稠合衍生物的合成。通过吸收光谱、发射光谱、循环伏安法以及理论计算对这两种化合物进行了研究,并与母体靛蓝和湾区稠合靛蓝进行了比较。除了在有机溶剂中的溶解度大幅提高了约70倍(!)之外,这些化合物还表现出明显的结晶倾向。这两种特性使得这些化合物成为有机电子学中有前景的电子受体。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8b29/7821156/9ea967c5f492/EJOC-2021-72-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8b29/7821156/6dfb80f99862/EJOC-2021-72-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8b29/7821156/62d7d707fc42/EJOC-2021-72-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8b29/7821156/fe77156526c2/EJOC-2021-72-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8b29/7821156/c6c737e22860/EJOC-2021-72-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8b29/7821156/9c0079bc3f37/EJOC-2021-72-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8b29/7821156/7c9c771d7b86/EJOC-2021-72-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8b29/7821156/9ea967c5f492/EJOC-2021-72-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8b29/7821156/6dfb80f99862/EJOC-2021-72-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8b29/7821156/62d7d707fc42/EJOC-2021-72-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8b29/7821156/fe77156526c2/EJOC-2021-72-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8b29/7821156/c6c737e22860/EJOC-2021-72-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8b29/7821156/9c0079bc3f37/EJOC-2021-72-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8b29/7821156/7c9c771d7b86/EJOC-2021-72-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8b29/7821156/9ea967c5f492/EJOC-2021-72-g006.jpg

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Bright, stable, and efficient red light-emitting electrochemical cells using contorted nanographenes.
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Molecular Structures and Spectral Properties of Natural Indigo and Indirubin: Experimental and DFT Studies.天然靛蓝和靛玉红的分子结构和光谱性质:实验和密度泛函理论研究。
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