影像科学与光化学 ›› 2013, Vol. 31 ›› Issue (5): 375-382.DOI: 10.7517/j.issn.1674-0475.2013.05.375

• 研究论文 • 上一篇    下一篇

2,4,6-三萘基-1,3,5-三嗪的合成与光谱行为

徐莉1, 吴伟2, 王华1,2   

  1. 1. 河南大学 化学化工学院,河南 开封 475004;
    2. 河南大学 特种功能材料教育部重点实验室,河南 开封 475004
  • 收稿日期:2013-08-13 修回日期:2013-08-15 出版日期:2013-09-15 发布日期:2013-09-15
  • 通讯作者: 王华,教授,E-mail:hwang@henu.edu.cn
  • 作者简介:徐莉(1970-),女,河南舞阳人,副教授,研究方向为有机功能材料
  • 基金资助:

    国家自然科学基金NSFC(21270255, 20972041);高等学校博士学科点专项科研基金SRFDP(20124103110004).

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

摘要:

本文通过Suzuki偶联反应高效合成了两种三萘基三嗪化合物,即2,4,6-三(1-萘基)-1,3,5-三嗪(T1NT)和2,4,6-三(2-萘基)-1,3,5-三嗪(T2NT). 考察了介质的极性、温度以及THF-H2O二元溶剂体系中的溶解性等因素对它们吸收和发射光谱行为的影响.研究发现, 由于T1NTT2NT具有更好的分子平面性,其激发态下分子内电荷转移的程度较大,导致其在溶液中吸收光谱、发射光谱比T2NT呈现显著红移.冻结态下,分子平面性较差的T2NT显示出较短波长的发光.

关键词: 2,4,6-三(1-萘基)-1,3,5-三嗪, 2,4,6-三(2-萘基)-1,3,5-三嗪, 光物理

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

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