New pyrrolo[3,2‐b]pyrroles with AIE characteristics for detection of dichloromethane and chloroform

Author:

Yu Shuning1,Li Shaoling1,Xie Zhixin1,Liu Wei1,Islam Md. Monarul2ORCID,Redshaw Carl3,Cao Mei Juan4,Chen Qing5,Feng Xing1ORCID

Affiliation:

1. Guangdong Provincial Key Laboratory of Functional Soft Condensed Matter, School of Material and Energy Guangdong University of Technology Guangzhou P. R. China

2. Synthesis Laboratory, Chemical Research Division Bangladesh Council of Scientific and Industrial Research (BCSIR) Dhanmondi Dhaka Bangladesh

3. Chemistry, School of Natural Sciences University of Hull Hull UK

4. College of Printing and Packaging Engineering Beijing Institute of Graphic Communication Beijing P. R. China

5. Science and Technology Innovation Center Eco‐Environmental Protection Company, China South‐to‐North Water Diversion Corporation Limited Beijing P. R. China

Abstract

AbstractThree new pyrrolo[3,2‐b]pyrrole derivatives containing methoxyphenyl, pyrene or tetraphenylethylene (TPE) units (compounds 13) have been designed, synthesized and fully characterized. The aggregation‐induced emission (AIE) properties of compounds 13 were tested in different water fraction (fw) of tetrahydrofuran (THF). The pyrrolo[3,2‐b]pyrrole derivative 3 containing TPE units exhibited typical AIE features with an enhanced emission (∼32‐fold) in the solid state versus in solution; compounds 1 and 2 exhibited an aggregation‐caused quenching effect. In addition, the steric and electronic effects of the peripheral moieties on the emission behavior, both in solution and in the solid state, have been investigated. Moreover, pyrrolo[3,2‐b]pyrrole 1 exhibits high sensitivity and selectivity for dichloromethane and chloroform solvents, with the system displaying a new emission peak and fast response time under ultraviolet irradiation.

Funder

National Natural Science Foundation of China

National Natural Science Foundation of China-Guangdong Joint Fund

Publisher

Wiley

Subject

Chemistry (miscellaneous),Biophysics

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