Department of Dyestuff Technology, Institute of Chemical Technology, Mumbai, India 400 019.
J Fluoresc. 2012 Sep;22(5):1237-48. doi: 10.1007/s10895-012-1064-y. Epub 2012 Jun 10.
Two novel ESIPT molecules, 2-[4-(1,3-benzothiazol-2-yl)naphtho[1,2-d][1,3]oxazol-2-yl]phenol 9a and 4-[4-(1,3-benzothiazol-2-yl)naphtho[1,2-d][1,3]oxazol-2-yl]benzene-1,3-diol 9b were synthesized by condensing 1-amino-3-(1,3-benzothiazol-2-yl)naphthalen-2-ol with 2-hydroxybenzoic acid and 2,4-dihydroxybenzoic acid respectively. The novel compounds were characterized by FT-IR, (1)H NMR, Mass spectral and elemental analysis. Effect of polarity on photo physical properties, absorption and emission were studied. Compounds showed single absorption and dual emission due to ESIPT phenomenon. The structural changes due to ESIPT phenomenon in terms of bond angle, bond distances and geometry were investigated by using Gaussian 03 software. These two novel ESIPT molecules are thermally stable up to 200 °C.
两个新型 ESIPT 分子，2-[4-(1,3-苯并噻唑-2-基)萘并[1,2-d][1,3]恶唑-2-基]苯酚 9a 和 4-[4-(1,3-苯并噻唑-2-基)萘并[1,2-d][1,3]恶唑-2-基]苯-1,3-二醇 9b，分别通过缩合 1-氨基-3-(1,3-苯并噻唑-2-基)萘-2-酚与 2-羟基苯甲酸和 2,4-二羟基苯甲酸合成。新型化合物通过傅里叶变换红外光谱（FT-IR）、（1）H NMR、质谱和元素分析进行了表征。研究了极性对光物理性质、吸收和发射的影响。化合物由于 ESIPT 现象表现出单一吸收和双重发射。通过 Gaussian 03 软件研究了 ESIPT 现象引起的结构变化，包括键角、键长和几何形状。这两个新型 ESIPT 分子在 200°C 以下热稳定。
