Molecular precursors phthalimidomethyl phthalic acid and phthalimidomethyl phthalonitrile were synthesized for the first time and both were able to condensation to form tetra phthalimidomethyl phthalocyanine zinc through “ammomium molybdate method” and “DBU method ”respectively. The precursors and title compounds were characterized by element analysis, IR, UV/Vis as well as NMR. The two synthesis methods were compared, the result indicated that using the phthalimidomethyl phthalic acid as precursor through the former method, the product was an isomer with C4h symmetry, while using phthalimidomethyl phthalonitrile as precursor through the latter method, the products were a mixture of different isomers.
1,4,8,11,15,18,22,25-octabutoxy phthalocyanine nickel(Ⅱ) was synthesized by refluxing 3,6-dibutoxy phthalonitrite with anhydrous nickel chloride in n-amyl alcohol solvent in the presence of 1,8-diazabicycloundec-7-ene(DBU).The product was characterized by elemental analysis.IR,UV-Vis and fluorescence emission spectra.The thermal stability was studied by TG and TDG.The redox potentials was measured using cyclic voltammetry(CV).
Crystal structure of 1, 4, 8, 11, 15, 18, 22, 25-octa-butoxyphthalocyaninatocopper (Ⅱ) (1) was determined by X-ray diffraction methods. The crystal system is mono-clinic, space group is P21/c, Z = 4, a = 1.3741(1) nm, b = 2.6737(1) nm, c = 1.6690(1) nm, β=101.278(1)°. The steric congestion between the neighbouring butoxyl groups causes the distortion of the ring core of phthalocyanine (Pc) into a saddle shape conformation. In the crystal structure, molecules stack along a axis forming one-dimensional packing structure and there are two molecular overlap types which appear in turn with different distances between molecules, overlap area and angle.
CAI Jinwan, WANG Jundong, HUANG Jinling & CHEN NaishengInstitute of Research on Functional Materials, Department of Chemistry, Fuzhou University, Fuzhou 350002, China
