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基于双(亚氨基-1,8-萘二甲酰亚胺)的新型受体-供体-受体体系

New Acceptor-Donor-Acceptor Systems Based on Bis-(Imino-1,8-Naphthalimide).

作者信息

Kotowicz Sonia, Korzec Mateusz, Pająk Agnieszka Katarzyna, Golba Sylwia, Małecki Jan Grzegorz, Siwy Mariola, Grzelak Justyna, Maćkowski Sebastian, Schab-Balcerzak Ewa

机构信息

Institute of Chemistry, University of Silesia, 9 Szkolna Str., 40-006 Katowice, Poland.

Institute of Materials Engineering, University of Silesia, 75 Pulku Piechoty Str., 41-500 Chorzow, Poland.

出版信息

Materials (Basel). 2021 May 21;14(11):2714. doi: 10.3390/ma14112714.

DOI:10.3390/ma14112714
PMID:34064056
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC8196752/
Abstract

In this paper, six novel symmetrical bis-(imino-1,8-naphthalimides) differing in core and N-substituent structure were synthesized, and their thermal (TGA, DSC), optical (UV-Vis, PL), electrochemical (DPV, CV) properties were evaluated. The compounds were stable to 280 °C and could be transferred into amorphous materials. Electrochemical investigations showed their ability to occur reductions and oxidations processes. They exhibited deep LUMO levels of about -3.22 eV and HOMO levels above -5.80 eV. The optical investigations were carried out in the solutions (polar and non-polar) and in films and blends with PVK:PBD. Bis-(imino-1,8-naphthalimides) absorbed electromagnetic radiation in the range of 243-415 nm and emitted light from blue to yellow. Their capacity for light emission under voltage was preliminarily tested in devices with an active layer consisting of a neat compound and a blend with PVK:PBD. The diodes emitted green or red light.

摘要

本文合成了六种在核心结构和N-取代基结构上不同的新型对称双(亚氨基-1,8-萘二甲酰亚胺),并对其热性能(热重分析、差示扫描量热法)、光学性能(紫外可见光谱、光致发光)、电化学性能(差分脉冲伏安法、循环伏安法)进行了评估。这些化合物在280℃下稳定,且可转变为非晶态材料。电化学研究表明它们能够发生还原和氧化过程。它们展现出约-3.22 eV的深LUMO能级和高于-5.80 eV的HOMO能级。光学研究在溶液(极性和非极性)、薄膜以及与聚乙烯基咔唑:聚丁二炔的共混物中进行。双(亚氨基-1,8-萘二甲酰亚胺)在243 - 415 nm范围内吸收电磁辐射,并发出从蓝色到黄色的光。在由纯化合物以及与聚乙烯基咔唑:聚丁二炔的共混物组成活性层的器件中,初步测试了它们在电压下的发光能力。二极管发出绿色或红色光。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/40f0/8196752/d7d418396ee8/materials-14-02714-g006a.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/40f0/8196752/05eb7754bb78/materials-14-02714-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/40f0/8196752/77448e1448a4/materials-14-02714-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/40f0/8196752/15423eb3653e/materials-14-02714-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/40f0/8196752/5a5d3392e152/materials-14-02714-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/40f0/8196752/7654859e0645/materials-14-02714-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/40f0/8196752/d7d418396ee8/materials-14-02714-g006a.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/40f0/8196752/05eb7754bb78/materials-14-02714-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/40f0/8196752/77448e1448a4/materials-14-02714-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/40f0/8196752/15423eb3653e/materials-14-02714-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/40f0/8196752/5a5d3392e152/materials-14-02714-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/40f0/8196752/7654859e0645/materials-14-02714-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/40f0/8196752/d7d418396ee8/materials-14-02714-g006a.jpg

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Spectrochim Acta A Mol Biomol Spectrosc. 2020 Sep 5;238:118442. doi: 10.1016/j.saa.2020.118442. Epub 2020 May 6.
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Spectrochim Acta A Mol Biomol Spectrosc. 2019 Mar 5;210:136-147. doi: 10.1016/j.saa.2018.11.025. Epub 2018 Nov 13.
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