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
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.
