Imaging Science and Photochemistry ›› 2013, Vol. 31 ›› Issue (5): 375-382.DOI: 10.7517/j.issn.1674-0475.2013.05.375

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Synthesis and Spectroscopic Behaviors of 2, 4, 6-Trinaphthalenyl-1, 3, 5-triazines

XU Li1, WU Wei2, WANG Hua1,2   

  1. 1. College of Chemistry and Chemical Engineering, Henan University, Kaifeng 475004, Henan, P.R. China;
    2. Key Lab for Special Functional Materials of Ministry of Education, Henan University, Kaifeng 475004, Henan, P. R. China
  • Received:2013-08-13 Revised:2013-08-15 Online:2013-09-15 Published:2013-09-15

Abstract:

Two triaryltriazine derivatives, 2,4,6-tri-(naphthalen-1-yl)-1,3,5-triazine (T1NT) and 2,4,6-tri-(naphthalen-2-yl)-1,3,5-triazine (T2NT) were efficiently synthesized via Suzuki reaction. The photophysical properties of T1NT and T2NT, including solvent effect, temperature effect, and aggregation effectin THF-H2O binary solvent were studied. Due to the intramolecular hydrogen bonding, T1NT shows more molecular planarity than that of T2NT. Compared with the case of T2NT, the absorption peak and emission peak of T1NT in solution showed red shift due to its better molecular conjugation and low intramolecular charge transfer (ICT) state. In rigid state (77 K), T2NT gave short wavelength emission due to its poor molecular planarity.

Key words: 2,4,6-tri-(naphthalen-1-yl)-1,3,5-triazine, 2,4,6-tri-(naphthalen-2-yl)-1,3,5-triazine, photophysical property

CLC Number: