Synthesis, structure, photo- and electroluminescent properties of methyl- and alkoxy-substituted 4-methyl-N-[2-(phenyliminomethyl)phenyl]benzenesulfamides and their zinc(II) complexes

IF 3.8 3区材料科学 Q2 MATERIALS SCIENCE, MULTIDISCIPLINARY

Optical Materials Pub Date : 2024-11-01 DOI:10.1016/j.optmat.2024.116412

Anatolii S. Burlov , Valery G. Vlasenko , Yurii V. Koshchienko , Bogdan V. Chaltsev , Oleg P. Demidov , Alexandra A. Kolodina , Dmitrii A. Garnovskii , Elena V. Braga , Alexey N. Gusev , Wolfgang Linert

{"title":"Synthesis, structure, photo- and electroluminescent properties of methyl- and alkoxy-substituted 4-methyl-N-[2-(phenyliminomethyl)phenyl]benzenesulfamides and their zinc(II) complexes","authors":"Anatolii S. Burlov , Valery G. Vlasenko , Yurii V. Koshchienko , Bogdan V. Chaltsev , Oleg P. Demidov , Alexandra A. Kolodina , Dmitrii A. Garnovskii , Elena V. Braga , Alexey N. Gusev , Wolfgang Linert","doi":"10.1016/j.optmat.2024.116412","DOIUrl":null,"url":null,"abstract":"<div><div>A series of novel Zn(II) bischelate complexes based on azomethines of 2-(<em>N</em>-tosylamino)benzaldehyde and aromatic amines (aniline, 4-methylaniline, 4-methoxyaniline, 2-methoxylaniline, and 4-ethoxylanine) were designed and synthesized with the aim of studying their photo- and electro-luminescent properties. The structures of the synthesized azomethines and their complexes were studied by elemental analysis, infrared (IR) and proton nuclear magnetic resonance (<sup>1</sup>H NMR) spectroscopy. The structure of the Zn(II)-complexes was determined using X-ray diffraction analysis. In the solid state, azomethines exhibit bright luminescence in the yellow part of the spectrum with high emission efficiency and quantum yields of approximately 50 %. Zinc complexes based on them exhibit noticeable luminescence in the solid state and in solutions of methylene chloride. Compared to azomethines, the luminescence maxima of Zn(II) complexes are hypsochromically shifted, and they exhibit pronounced blue-green luminescence. The OLED devices based on zinc(II) complexes emit strong bluish-green light with a peak maximum at 478–490 nm. The device with the best parameters has a maximum luminance of 2103 cd/m<sup>2</sup>, a current efficiency of 14.0 cd/A, and an overall efficiency of 4.8 %, with a turn-on voltage of 3.6 V.</div></div>","PeriodicalId":19564,"journal":{"name":"Optical Materials","volume":"157 ","pages":"Article 116412"},"PeriodicalIF":3.8000,"publicationDate":"2024-11-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Optical Materials","FirstCategoryId":"88","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S0925346724015957","RegionNum":3,"RegionCategory":"材料科学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"MATERIALS SCIENCE, MULTIDISCIPLINARY","Score":null,"Total":0}

引用次数: 0

Abstract

A series of novel Zn(II) bischelate complexes based on azomethines of 2-(N-tosylamino)benzaldehyde and aromatic amines (aniline, 4-methylaniline, 4-methoxyaniline, 2-methoxylaniline, and 4-ethoxylanine) were designed and synthesized with the aim of studying their photo- and electro-luminescent properties. The structures of the synthesized azomethines and their complexes were studied by elemental analysis, infrared (IR) and proton nuclear magnetic resonance (¹H NMR) spectroscopy. The structure of the Zn(II)-complexes was determined using X-ray diffraction analysis. In the solid state, azomethines exhibit bright luminescence in the yellow part of the spectrum with high emission efficiency and quantum yields of approximately 50 %. Zinc complexes based on them exhibit noticeable luminescence in the solid state and in solutions of methylene chloride. Compared to azomethines, the luminescence maxima of Zn(II) complexes are hypsochromically shifted, and they exhibit pronounced blue-green luminescence. The OLED devices based on zinc(II) complexes emit strong bluish-green light with a peak maximum at 478–490 nm. The device with the best parameters has a maximum luminance of 2103 cd/m², a current efficiency of 14.0 cd/A, and an overall efficiency of 4.8 %, with a turn-on voltage of 3.6 V.

查看原文本刊更多论文

甲基和烷氧基取代的 4-甲基-N-[2-(苯基亚氨基甲基)苯基]苯磺酰胺及其锌（II）配合物的合成、结构、光和电致发光特性

以 2-(N-对甲苯磺酸氨基)苯甲醛和芳香胺（苯胺、4-甲基苯胺、4-甲氧基苯胺、2-甲氧基苯胺和 4-乙氧基苯胺）的偶氮甲烷为基础，设计并合成了一系列新型双螯合锌(II)配合物，旨在研究它们的光和电致发光特性。通过元素分析、红外线（IR）和质子核磁共振（1H NMR）光谱研究了合成的偶氮甲烷及其配合物的结构。锌（II）络合物的结构是通过 X 射线衍射分析确定的。在固态下，偶氮金属在光谱的黄色部分发出明亮的荧光，发射效率高，量子产率约为 50%。以它们为基础的锌络合物在固态和二氯甲烷溶液中都能发出明显的荧光。与偶氮亚甲基相比，锌（II）配合物的发光最大值发生了低色移，并表现出明显的蓝绿色发光。基于锌（II）配合物的 OLED 器件发出强烈的蓝绿色光，最大峰值在 478-490 纳米。参数最佳的器件最大亮度为 2103 cd/m2，电流效率为 14.0 cd/A，总效率为 4.8%，开启电压为 3.6 V。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

求助全文

约1分钟内获得全文求助全文

来源期刊

Optical Materials 工程技术-材料科学：综合

CiteScore

6.60

自引率

12.80%

发文量

1265

审稿时长

38 days

期刊介绍： Optical Materials has an open access mirror journal Optical Materials: X, sharing the same aims and scope, editorial team, submission system and rigorous peer review. The purpose of Optical Materials is to provide a means of communication and technology transfer between researchers who are interested in materials for potential device applications. The journal publishes original papers and review articles on the design, synthesis, characterisation and applications of optical materials. OPTICAL MATERIALS focuses on: • Optical Properties of Material Systems; • The Materials Aspects of Optical Phenomena; • The Materials Aspects of Devices and Applications. Authors can submit separate research elements describing their data to Data in Brief and methods to Methods X.