Regulation Of The Emission Wavelength: Design And Synthesis Of 8 - Hydroxyquinoline Derivatives Metal Aluminum Complexes,

The study of organic electron luminescent material has been paid more and more widely attention recently. Most of inverstigations concerning organic functional material indicate that organic ligand plays an important role in its complex. As significant electron transport material or emitting layer, the luminescent properties of tris-8-hydroxyquinolate-aluminum and its complex, 8-hydroxyquinolate, have been investigated in many works.The two novel 8-hydroxyquinolines and their Aluminum complexes were synthesized, and their luminescent properties were respectively studied. Molecular simulation and property forecast have been carried out for the 8-hydroxquinoline derivatives. We describe the synthesis, structure, characterization of stable quinolinol complexes and the luminescent properties of complexes in this paper. 1. The two novel derivatives of 8-hydroxyquinoline were synthesized.The two 8-hydroxyquinoline derivatives were characterized by MS, EA, IR, UVand ~1HNMR.2. Aluminum(HI) complexes were prepared, and those luminescent properties were studied.The two complexes of the derivatives of 8-hydroxyquinoline with Aluminum ion were prepared, characterized on the basis of EA, IR, UV and FL. The results indicate that both of complexes are 3:l(ligand and Al ion) type complex and the oxygen and nitrogen atoms in the ligands coordinating to Aluminum ion. By comparison of luminescent properties of two complexes (A1(SBQ)3 and AL(BFQ)3) with 8-hydroxyquinolatoaluminum, the two former emission peaks located respectively at 543nm and 579nm have a red shift about 25.5nm and 61.5nm, compared to that of the later at 517.5nm. It is possibly suggested that the mechanism of different fluorescence properties of both above mentioned is ascribed to the formation of the new transition energy level caused by substitution of Aryl moieties, which father leads to the change of the HOMO and LUMO of molecular and narrow the energy gap between HOMO and LUMO, so it results in the appearance of red shift of emission band.3. Molecular simulation and property forecast have been carried out for the two derivatives of 8-hydroxyquinoline.The geometry structure of the two derivatives of 8-hydroxyquinoline and hq by AMI were optimized, then father optimized using B3LYP and 6-31G(d,p) basis set. The geometry, electronic structure and frontier molecular orbital were studied for the steady structures of target molecules (SBQ and BFQ). The results indicate that both of complexes are the oxygen and nitrogen atoms of quinoline coordinating to Aluminum ion.Frequency analysis has been carried out for target molecules. The results indicate that B3LYP/6-31G(d,p) IR spectrum is basically consistent with experimental IR spectrum. On the basis of the optimized geometry structure, electronic spectrum of the excited state has been calculated in TD-DFT in order to discuss the relation between the electron transition mechanism and the spectrum properties.