Dioxin-annulated 1,8-naphthalimides - Synthesis, spectral and electrochemical properties, and application in OLED

被引：18

作者：

Zagranyarski, Yulian ^{[1
]}

Mutovska, Monika ^{[1
]}

Petrova, Petia ^{[2
]}

Tomova, Reni ^{[2
]}

Ivanov, Petar ^{[2
]}

Stoyanov, Stanimir ^{[1
]}

机构：

[1] Sofia Univ St Kliment Ohridski, Fac Chem & Pharm, Bul J Baurchier 1, Sofia 1164, Bulgaria

[2] Bulgarian Acad Sci, Inst Opt Mat & Technol Acad J Malinowski, Sofia 1113, Bulgaria

来源：

DYES AND PIGMENTS | 2021年 / 184卷

关键词：

Naphthalimide derivatives; Annulated dioxin; Solvent dependent emission; OLED; Electroluminescence; CHARGE-TRANSFER; BLUE; NAPHTHALENE; ANTICANCER; MOLECULES; DERIVATIVES; TRANSPORT; PERYLENE; DIIMIDES;

D O I：

10.1016/j.dyepig.2020.108585

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

A synthetic approach for preparation of a new class of 1,8-naphthalimide derivatives with fused benzo and naphtho-dioxin systems is reported. The proposed reaction conditions for the first step allow selective bromination of 1,8-naphthalic anhydride to the corresponding 3,4,6-tribromo derivative, which has the potential to be versatile building block in the chemistry of naphthalimides. The dioxin-annulated products were isolated in very good yields and their applicability for further modifications by metal-catalysed coupling reactions was proven. The synthesized fluorescent dyes showed media dependant emission and their photophysical and electroluminescent properties were evaluated with respect to their application in OLED. TGA measurements showed that all compounds are stable up to above 400 degrees C. The best OLED test device has turn-on voltage of 8 V; maximum luminescent intensity of 3031 cd/m(2), and current efficiency of 6.9 cd/A.

引用

页数：7

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