Department of Chemistry, University of Washington, Box 351700, Seattle, WA 98195-1700, USA.
Analyst. 2010 Aug;135(8):2125-31. doi: 10.1039/c0an00018c. Epub 2010 Jun 15.
The ability of meso-tetra(pentafluorophenyl)porpholactone (T(F)PL) and its Pt(II) complex [meso-tetra(pentafluorophenyl)porpholactonato]Pt(II) (T(F)PLPt) to function as optical high pH sensors is described. Under strongly alkaline or high methoxide conditions, their UV-vis spectra undergo dramatic and reversible red-shifts. The dynamic range for the sensor T(F)PLPt in solution is from pH 11.5 to 13.2. Using (1)H, (19)F, and (13)C NMR, UV-vis and IR spectroscopy, mass spectrometry, and the use of model compounds, the molecular origin of this optical shift is deduced to be a nucleophilic attack of OH(-)/MeO(-) on the lactone carbonyl of the chromophore, representing a novel mechanism for porphyrin-based sensors. The sensing compound was solubilized with Cremophor EL for use in aqueous solutions and embedded in polymer matrixes for testing as optical fiber-based optodes and planar sheet optode materials.
介孔四(五氟苯基)卟啉内酯（T(F)PL）及其 Pt(II) 配合物[介孔四(五氟苯基)卟啉内酯合铂(II)]（T(F)PLPt）可用作光学高 pH 值传感器，这一点已得到证实。在强碱性或高甲醇条件下，其紫外-可见光谱会发生显著且可逆的红移。在溶液中，传感器 T(F)PLPt 的动态范围为 pH 值 11.5 至 13.2。通过使用（1）H、（19）F 和（13）C NMR、紫外-可见和红外光谱、质谱以及模型化合物，推断出这种光学位移的分子起源是显色团内酯羰基的亲核攻击 OH(-)/MeO(-)，代表了基于卟啉的传感器的一种新机制。该传感化合物通过与 Cremophor EL 复溶以用于水溶液中，并嵌入聚合物基质中，用于测试光纤基光导纤维和平面片式光导纤维材料的光学性能。
