Unpredicted Concentration-Dependent Sensory Properties of Pyrene-Containing NBN-Doped Polycyclic Aromatic Hydrocarbons

Hang Xiao; Tao Li; Xiao-Li Sun; Wen-Ming Wan; Hongli Bao; Qingrong Qian; Qinghua Chen

doi:10.3390/molecules27010327

Molecules (Jan 2022)

Unpredicted Concentration-Dependent Sensory Properties of Pyrene-Containing NBN-Doped Polycyclic Aromatic Hydrocarbons

Hang Xiao,
Tao Li,
Xiao-Li Sun,
Wen-Ming Wan,
Hongli Bao,
Qingrong Qian,
Qinghua Chen

Affiliations

Hang Xiao: Fujian Key Laboratory of Pollution Control & Resource Reuse, Engineering Research Center of Polymer Green Recycling of Ministry of Education, College of Environmental Science and Engineering, Fujian Normal University, Fuzhou 350007, China
Tao Li: Fujian Key Laboratory of Pollution Control & Resource Reuse, Engineering Research Center of Polymer Green Recycling of Ministry of Education, College of Environmental Science and Engineering, Fujian Normal University, Fuzhou 350007, China
Xiao-Li Sun: Fujian Key Laboratory of Pollution Control & Resource Reuse, Engineering Research Center of Polymer Green Recycling of Ministry of Education, College of Environmental Science and Engineering, Fujian Normal University, Fuzhou 350007, China
Wen-Ming Wan: State Key Laboratory of Structural Chemistry, Key Laboratory of Coal to Ethylene Glycol and Its ReLated Technology, Center for Excellence in Molecular Synthesis, Fujian Institute of Research on the Structure of Matter, Chinese Academy of Sciences, 155 West Yangqiao Road, Fuzhou 350002, China
Hongli Bao: State Key Laboratory of Structural Chemistry, Key Laboratory of Coal to Ethylene Glycol and Its ReLated Technology, Center for Excellence in Molecular Synthesis, Fujian Institute of Research on the Structure of Matter, Chinese Academy of Sciences, 155 West Yangqiao Road, Fuzhou 350002, China
Qingrong Qian: Fujian Key Laboratory of Pollution Control & Resource Reuse, Engineering Research Center of Polymer Green Recycling of Ministry of Education, College of Environmental Science and Engineering, Fujian Normal University, Fuzhou 350007, China
Qinghua Chen: Fujian Key Laboratory of Pollution Control & Resource Reuse, Engineering Research Center of Polymer Green Recycling of Ministry of Education, College of Environmental Science and Engineering, Fujian Normal University, Fuzhou 350007, China

DOI: https://doi.org/10.3390/molecules27010327
Journal volume & issue: Vol. 27, no. 1
p. 327

Abstract

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Pyrene molecules containing NBN-doped polycyclic aromatic hydrocarbons (PAHs) have been synthesized by a simple and efficient intermolecular dehydration reaction between 1-pyrenylboronic acid and aromatic diamine. Pyrene-B (o-phenylenediamine) with a five-membered NBN ring and pyrene-B (1,8-diaminonaphthalene) with a six-membered NBN ring show differing luminescence. Pyrene-B (o-phenylenediamine) shows concentration-dependent luminescence and enhanced emission after grinding at solid state. Pyrene-B (1,8-diaminonaphthalene) exhibits a turn-on type luminescence upon fluoride ion addition at lower concentration, as well as concentration-dependent stability. Further potential applications of Pyrene-B (o-phenylenediamine) on artificial light-harvesting film were demonstrated by using commercial NiR dye as acceptor.

Published in Molecules

ISSN: 1420-3049 (Online)
Publisher: MDPI AG
Country of publisher: Switzerland
LCC subjects: Science: Chemistry: Organic chemistry
Website: http://www.mdpi.com/journal/molecules

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