Journal
MOLECULES
Volume 27, Issue 1, Pages -Publisher
MDPI
DOI: 10.3390/molecules27010327
Keywords
NBN-doped polycyclic aromatic hydrocarbon; grinding enhanced emission; fluoride ion detection; turn-on type luminescent; artificial light-harvesting film
Funding
- National Natural Science Foundation of China [21801251, 21971236, 21871258]
- Natural Science Foundation of Fujian Province [2021J01199]
- National Key RAMP
- D Program of China [2017YFA0700103]
- Haixi Institute of CAS [CXZX-2017-P01]
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Pyrene molecules containing NBN-doped polycyclic aromatic hydrocarbons (PAHs) were synthesized through a simple and efficient intermolecular dehydration reaction. These compounds, including Pyrene-B (o-phenylenediamine) and Pyrene-B (1,8-diaminonaphthalene), exhibit varying luminescence properties. Pyrene-B (o-phenylenediamine) shows concentration-dependent luminescence and enhanced emission after grinding at solid state, while Pyrene-B (1,8-diaminonaphthalene) exhibits a turn-on type luminescence upon fluoride ion addition at lower concentration, as well as concentration-dependent stability.
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.
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