Blue emitting 3-bromo-5-pyrazolamide material with aggregation-induced emission for latent fingerprint detection
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1.College of Chemistry and Materials Engineering,Anhui Science and Technology University,Anhui Bengbu;2.Anhui Province Quartz Sand Purification and Photovoltaic Glass Engineering Research Center, Anhui Bengbu;3.Anhui Sholon New Material Technology Co,Ltd,Anhui Chuzhou

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O622.2

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    Abstract:

    A new blue emitting 3-bromo-(3-chloropyridinyl)-N-[4-(3,6-ditertbutylcarbazolyl)phenyl]- pyrazole-5-carboxamide (compound 1) with D-π-A type was designed and synthesized by using 3-bromo-(3-chloropyridinyl)pyrazole-5-carbonyl chloride and 4-(3,6-ditertbutylcarbazolyl)aniline. Aggregation-induced emission (AIE) and photophysical properties of compound 1 were tested by UV-vis absorption spectrum, fluorescence emission spectra and dynamic light scattering. Based on density-functional theory calculation, compound 1 shows intramolecular charge transfer property, agreeing with its solvent effect. Quantum yield of the compound increased with molecular aggregation 〔Φ(DCM)=60.1%; Φ(powder) = 67.5%; Φ(crystal) = 70.2%〕. Notably, compound 1 exhibited good AIE properties with increasing water fraction in the mixture solution of acetonitrile and water. The maximum emission wavelength (λmax) of crystal compound 1 is 439 nm, which is blue emission. Compared with the crystal state, λmax of compound 1 in powder is redshifted by 17 nm. In addition, compound 1 can accurately detect latent fingerprints including the first level, the second level and even the third level, and also has a good recognition effect on the aged fingerprints.

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History
  • Received:October 20,2022
  • Revised:January 09,2023
  • Adopted:January 10,2023
  • Online: June 08,2023
  • Published:
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