Method of mass production of tetrakis(p-nitrophenyl)porphyrins

摘要

A method of mass production of tetrakis(p-nitrophenyl)porphyrins, by which successful isolation of the barely soluble product from meso-aryl nitration of tetraphenylporphyrin toward a remarkable yield of nearly 90% has been realized by means of a solid phase extraction technique. This is a simpler and more straight forward synthetic method, suitable production at an industrial scale with lower cost, shorter synthetic time and lower solvent consumption. A preferred species of tetrakis(p-nitrophenyl)porphyrin produced by a subject method is:;

主权项

1. A method of mass production of a tetrakis(p-nitrophenyl)porphyrin, the method comprising the steps of:
(a) starting a reaction between fuming HNO3 and H2TPP at a ratio equal or greater than 35:1 to form a tetrakis(p-nitrophenyl)porphyrin in a reaction solution; (b) stopping the reaction by adding an ammonia solution to the reaction solution; (c) extracting an organic layer from the reaction solution and drying it to afford a residual powder; (d) applying the residual powder onto a silica gel; (e) eluting the silica gel with a solvent to remove impurities and to leave the tetrakis(p-nitrophenyl)porphyrin adsorbed to the silica gel; and (f) obtaining the tetrakis(p-nitrophenyl)porphyrin by releasing it from the silica gel with a base solution.