Click reactions to prepare symmetrical and asymmetrical and broad-band near-infrared absorbing dyes

被引：1

作者：

Zhao, Yang ^{[1
]}

Yu, Yang ^{[2
]}

Song, Wenqi ^{[1
]}

Yao, Ruijuan ^{[1
]}

Gao, Jianjing ^{[1
]}

Zhang, Huimin ^{[1
]}

Zhao, Yun ^{[1
]}

Zhao, Yuzhen ^{[1
]}

Wang, Dong ^{[2
]}

机构：

[1] Xijing Univ, Sch Elect Informat, Xian Key Lab Adv Photoelect Mat & Energy Convers D, Xian 710123, Peoples R China

[2] Univ Sci & Technol Beijing, Sch Mat Sci & Engn, Dept Mat Phys & Chem, Beijing 100083, Peoples R China

来源：

NEW JOURNAL OF CHEMISTRY | 2023年 / 47卷 / 23期

关键词：

NONLINEAR-OPTICAL MATERIALS; PERFORMANCE; COMPLEXES; POLYMERS; POLYENES;

D O I：

10.1039/d3nj00842h

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The high-yield [2+2] click reaction and Sonogashira coupling reaction were used to synthesize several symmetric and asymmetric charge-transfer aniline compounds. Owing to the introduction of tetracyanoethylene (TCNE), 7,7,8,8-tetracyanoquinodimethane (TCNQ) and 2,3,5,6-tetrafluoro-7,7,8,8-tetracyanoquinodimethane (F4-TCNQ), these compounds exhibited adjustable energy levels and excellent solubility, and were easily synthesized. The molecular structures of these compounds were characterized via(1)H NMR, FT-IR, MS and elemental analysis. Via electrochemical studies, the cyclic voltammograms of these compounds exhibited a strong correlation with the spectroscopic results. Furthermore, electrochemical studies and UV-VIS-NIR spectroscopy showed that donor-acceptor chromophores were inserted into the compounds to give the molecules wider absorption and narrower optical and electrochemical band gaps in the near-infrared region. The Z-scan results also showed that the donor-acceptor chromophores could strongly enhance the third-order nonlinear optical properties. Moreover, the prospective nonlinear optical properties of these compounds were shown.

引用

页码：11040 / 11050

页数：11

共 42 条

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