Replace The Synthesis And Properties Of Metal Phthalocyanine

Phthalocyanine compounds with their 18-electronic delocalization of intense electronic interction in macrocycle and intense transition in visible region display peculiar photo-electricall, thermal and magnetic characters. As molecular-functional materials, compounds of phthalocyAnine with peculiar physical and chemical properties which are widely used in advanceded science and technology field, has attracted more and more interest of chemists and physicists in the world.In this paper, dozen 4-substituted-1,2 dicyanobenzenes of preceding compounds of substituted phthalocyanine were synthesized through phthalic anhydride, then four substituent metal and free-metal phthalocyanine compounds were synthesized using these substituted dicyanobenzene. A simple method was applying in the synthesis of 2,9,16,23-tetranitrometal phthalocyanine, 4-nitrophthalimide and metallic halide were using as essential material in this reaction, by reducing, 2,9,16,23-teraamino-metal phthalocyanine were obtained. We synthesized polymer which included phthalocyanine structure with 2,9,16,23-tetraaminometal phthalocyanine p-phenylenediamine and benzol-1,2,4-tricarbonsaure-1,2-anhydrid.These substituted dicyanobenzene compounds were also characterized with IR, UV-Vis and 1HNMR methods; The reaction of phthaleins and 4-nitro-1,2 dicyanobenzene was investigated, the result showed, it was propitious to the reaction when donor groups were linked in the phthaleins, but the reaction became slower and even the reaction did not take place when electron withdrawing group existed.Substituent metal and free-metal phthalocyanine compounds were characterized with IR, UV-Vis and MS methods, the results showed, (1) aryloxy resulted red shift in Q absorption band of phthalocyanine; (2) metal ion resulted blue shift in Q absorption band, sequence was Ni>Co>Zn>Mn>Cu>Fe; (3) absorption position was different hi different solvents; thermogravimetric analysis showed that heat resistant temperature of polymer was higher than monomer phthalocyanineobviously.Band structure of teraamino-metal phthalocyanine was studied through EHMO/CO method, band structure of different metal phthalocyanine was discussed, the result showed that band gap of teraamino-cobalt phthalocyanine was smallest, while band gap of teraamino-nickel phthalocyanine was biggest.