Department of Chemistry, Thiagarajar College, Madurai, India.
J Fluoresc. 2013 May;23(3):399-406. doi: 10.1007/s10895-012-1154-x. Epub 2012 Dec 22.
Three novel triazine based organic chromophores with D-π-A (Donor-π system- Acceptor) push-pull type have been synthesized from 2, 4-diamino-6-phenyl-1,3,5-triazine as a starting material. Structures of all the three compounds have been confirmed by UV-Visible absorption, FT-IR, NMR and Mass spectral techniques. Their photo physical and thermal properties have been investigated. Among the three compounds, 6-phenyl-2,4-((4-amino-1,5-dimethyl-2-phenyl pyrazol-3-ylidene)(4-nitro benzylidene))-diamino-1, 3, 5-triazine (NDP) showed positive solvatochromism compared to the other two compounds. The absorption in the UV region of these three compounds were found to be less dependent on solvent polarities, whereas the red shifted fluorescence was strongly dependent on solvent polarities. The TGA data indicates that all the three compounds are stable up to 160 °C. Measurement of non linear optical properties showed that there is an increased second harmonic generation (SHG) efficiency with respect to urea indicating the existence of high molecular nonlinearity in NDP.
三种新型的基于三嗪的有机发色团具有 D-π-A（供体-π 体系-受体）推拉式结构，是由 2,4-二氨基-6-苯基-1,3,5-三嗪作为起始原料合成的。所有三种化合物的结构都通过 UV-可见吸收、FT-IR、NMR 和质谱技术得到了确认。它们的光物理和热性能也进行了研究。在这三种化合物中，6-苯基-2,4-((4-氨基-1,5-二甲基-2-苯基吡唑-3-亚基)(4-硝基苄基)二氨基-1,3,5-三嗪（NDP）与其他两种化合物相比表现出正溶剂化变色性。这些三种化合物在 UV 区域的吸收被发现对溶剂极性的依赖性较小，而红色荧光的位移则强烈依赖于溶剂极性。TGA 数据表明，所有三种化合物在 160°C 以下都是稳定的。非线性光学性质的测量表明，与尿素相比，NDP 的二次谐波产生（SHG）效率有所提高，表明其具有高分子非线性。
