Synthesis and mesomorphic properties of 5,10,15,20-tetra(aminophenyl)porphin derivatives on the basis of 3,4,5-trihydroxybenzoic acid

The synthesis and investigation of mesomorphic properties of 5,10,15,20-tetra(aminophenyl)porphin derivatives on the basis of 3,4,5-trihydroxybezoic acid were carried out to study the influence of molecular structure geometry on thermotropic and lyotropic mesomorphism in a number of organic solvents. Introduction of two bulky fragments into R1 position (X, XI) or four bulky fragments into R1 and R2 (XII, XIII) positions (in case of meta- or ortho-substitution of benzene rings) leads to emerging of monotropic mesophase. Tetra-substitution of porphyrine cycle in the para-position of the benzene ring (compound XIV) reveals the enantiotropic mesophase. The influence of bulky fragments on the glass-forming capacity of the compounds was researched.