Optimization of the Synthesis of Chloro Dodecachloro Boron Subphthalocyanine.

During this study, we analyze different methodologies to synthesize previously reported chloro dodecachloro boron subphthalocyanine (Cl-Cl12BsubPc). As we attempt to replicate the previously reported method, we were unable to successfully achieve the yield and purity that was reported, and this negative outcome was confirmed via running many times. This led us to explore different pathways to produce Cl-Cl12BsubPc, for first example, utilizing AlCl3 in axial halide exchange from Br-Cl12BsubPc to Cl-Cl12BsubPc. However, due to inability to track reaction progression during the reaction and only partial conversion, other pathways were considered. Ultimate conclusion was that we were able to synthesize Cl-Cl12BsubPc using BCl3 in p-xylene, where we achieve an improved yield of 69%, with a purity of 93%. Using TGA, to also note, we postulate a reason for the decreased thermal stability of Cl-Cl12BsubPc during train sublimation, and therefore if sublimation was done at higher temperature it results in lower purification yields.