Abstract: Tetra(4-diazoniumbenzene)porphyrin(TDBP) was synthesized via diazo-reaction of tetra-(4-aminobenzene)porphyrin(TABP). From the analysis results of MALDI-TOF mass spectroscopy and FTIR,it was confirmed that the synthesized porphyrin derivative mainly consists of tetra(4-diazoniumbenzene) porphyrin with trace tri- and di-substituted compounds. The self-assembly of TDBP with poly(styrene sulfonate)(PSS) was carried out and a novel TDBP/PSS multilayer ultrathin film on silicon substrate was obtained. The self-assembled film is very sensitive to heat and light,after heating or irradiation of UV light,the thin film becomes very stable towards polar solvents such as DMF. The coupling reaction of TDBP with phenol and the thermal stability of TDBP were also investigated preliminary.

Key words: Tetra(4-diazoniumbenzene)porphyrin, Poly(styrene sulfonate), Self-assemblly film