High-Performance Near-Infrared Chlorinated Rylenecarboximide Fluorophores via Consecutive C-N and C-C Bond Formation

被引：0

作者：

Wu, Ze-Hua ^{[1
,6
]}

Skabeev, Artem ^{[1
]}

Zagranyarski, Yulian ^{[3
]}

Duan, Ruomeng ^{[2
]}

Jin, Jun-O ^{[4
]}

Kwak, Minseok ^{[5
]}

Basche, Thomas ^{[6
]}

Muellen, Klaus ^{[1
,6
]}

Li, Chen ^{[1
,2
]}

机构：

[1] Max Planck Inst Polymer Res, Ackermannweg 10, D-55128 Mainz, Germany

[2] Dongguan Univ Technol, Sch Mat Sci & Engn, 1 Daxue Rd,Songshan Lake, Dongguan 523820, Guangdong, Peoples R China

[3] Univ Sofia, Fac Chem & Pharm, St Kliment Ohridski 1 James Bourchier Blvd, Sofia 1164, Bulgaria

[4] Univ Ulsan, Coll Med, ASAN Med Ctr, Dept Microbiol, Seoul 05505, South Korea

[5] Pukyong Natl Univ, Dept Chem, Busan 48513, South Korea

[6] Johannes Gutenberg Univ Mainz, Dept Chem, D-55099 Mainz, Germany

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2023年 / 62卷 / 52期

关键词：

Biomarkers; Consecutive C-N/C-C Coupling Reactions; Fluorescence Quantum Yields; Near-Infrared; Rylenecarboximide; CHARGE SEPARATION; ACCEPTOR; DERIVATIVES; EMISSION; POLYMER;

D O I：

10.1002/anie.202315156

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A new class of near-infrared (NIR) fluorophores, PAI, is obtained by consecutive C-N/C-C bond formation between diphenylamines and 9,10-dibromoperylenecarboximide. Owing to the rigid structure, extended pi-conjugation and pronounced push-pull substitution, these fluorophores show emission maxima up to 804nm and large Stokes shifts. The extraordinarily high fluorescence quantum yields from 47% to 70% are attributed to chloro substitution in the bay positions of the perylene core. These characteristics, together with high photostability, qualify them as useful NIR emitters for applications as biomarkers and security inks.

引用

页数：5

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