Universidad Autónoma de Madrid, c/Francisco Tomás y Valiente 7, 28049 Madrid, Spain.
Institut Químic de Sarrià, Universitat Ramon Llull, 08017 Barcelona, Spain.
Org Biomol Chem. 2019 Aug 28;17(32):7448-7454. doi: 10.1039/c9ob00872a. Epub 2019 Jul 29.
In-depth, systematic photophysical studies have been performed on a series of ABAB, AB and A ZnPcs functionalized with a varying number of bis(trifluoromethyl)phenyl units (i.e. at the B isoindoles) and other electron-withdrawing/electron-donating moieties (i.e. at the A isoindoles), to determine the influence of the susbtitution pattern on the aggregation features, fluorescence quantum yields and singlet oxygen (O) generation abilities of these molecules. As a general trend, the larger the number of bis(trifluoromethyl)phenyl units (i.e.ABAB crosswise functionalized ZnPcs), the lower the fluorescence quantum yield and the higher the O photosensitization. On the other hand, the electronic character of the substituents at the A isoindoles do not seem to have a clear effect on the photophysical properties of these ABAB ZnPcs. Overall, O quantum yields determined by the direct observation of the O phosphorescence are very high, with values ranging from 1 to 0.74 in THF solutions.
已经对一系列 ABAB、AB 和 A 型 ZnPcs 进行了深入系统的光物理研究，这些 ZnPcs 分别在 B 位异吲哚上带有不同数量的双（三氟甲基）苯基单元（即双（三氟甲基）苯基）和其他吸电子/供电子基团（即 A 位异吲哚），以确定取代模式对这些分子的聚集特征、荧光量子产率和单线态氧（O）生成能力的影响。一般来说，双（三氟甲基）苯基单元数量越多（即 ABAB 型交叉官能化的 ZnPcs），荧光量子产率越低，O 光敏化能力越高。另一方面，A 位异吲哚上取代基的电子性质似乎对这些 ABAB ZnPcs 的光物理性质没有明显影响。总的来说，通过直接观察 O 磷光确定的 O 量子产率非常高，在 THF 溶液中的值范围从 1 到 0.74。
