Synthesis of 4-(anthracen-9-yl)-6-(octyloxy)-1,3,5-triazin-2-amine and its Spectroscopic Behavior in Acid Medium

doi:10.7517/j.issn.1674-0475.2011.01.24

Abstract

Abstract: The synthesis of aminotriazine derivative,4- (anthracen-9-yl)-6- (octyloxy)-1,3,5-triazin-2-amine (AOOTA) was reported in this paper.With 2,4-dichloro-6- (octyloxy)-1,3,5-triazine as starting material,AOOTA was obtained through Kumada coupling and amination reaction in total yield of 38%.Spectroscopic behaviors of AOOTA with HOAc and TFA in chloroform were investigated by UV-Vis absorption and fluorescence spectra.It is found that the dual hydrogen-bonded interaction between AOOTA and HOAc can not be observed at both ground state and excited state.However,the dual hydrogen-bonded complex from AOOTA with TFA can be formed at ground state,but dissociated at excited state due to the rotation of C-C bond (between anthryl group and triazine) and C-O bond (between octyloxy group and triazine).

Key words: 4-(anthracen-9-yl)-6-(octyloxy)-1,3,5-triazin-2-amine, synthesis, acetic acid, trifluoroacetic acid, UV-Vis absorption, fluorescence

CLC Number:

LI Chun-li, LI Zong-yao, XU Li, HAN Hui, WANG Hua. Synthesis of 4-(anthracen-9-yl)-6-(octyloxy)-1,3,5-triazin-2-amine and its Spectroscopic Behavior in Acid Medium[J]. Imaging Science and Photochemistry, 2011, 29(1): 24-31.

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