Synthesis And Luminescence Properties Of Polyphenyl-Naphthalene Derivatives With Carbazole Substituent Groups

In recent years, organic photoelectric materials have become the focus of the Information Functional Materials and Devices, for its many advantages, such as, easy modification of molecular structure, color adjustable in wide range, easy process and simple preparation of large area thin film. These optoelectronic organic materials with excellent performances show a broad application prospect in new flat panel display, solid-state lighting, flexible display, high-density information transmission and storage and utilization of new energy and photochemical fields. Compared with anthracene and pentacene which are belonging to the family of aromatic hydrocarbons, the naphthalene is often used as a substituent group, while the materials using naphthalene as a core have been few reported. Naphthalene derivatives have large-energy band gap which could provide the possibility for regulate the photoelectric properties of molecules. Moreover, Poly-phenyl naphthalene derivatives have more reactive sites than the others, and the compounds with carrier injection and transmission performance can be achieved by introducing various substituents. In this paper, carbazole substituted poly-phenyl naphthalene derivatives were synthetized by connecting carbazole or3,6-ditertbutyl-carbazole and poly-phenyl naphthalene compound through an alkyl chain. The optical, thermodynamic and electrochemical properties of these compounds were studied; In addition, the organic electroluminescent devices were fabricated where these compounds were used as emitting layers; Self-assemble behaviors of these functional molecules also were discussed. The paper is consisted of some contents as following:1. Synthesis and characterization of carbazole substituted poly-phenyl naphthalene compounds. Carbazole and3,6-ditertbutyl-carbazole compounds with bromo-alkyl chains of different lengths were synthesized; Then carbazole substituted poly-phenyl naphthyl naphthalene derivatives were obtained and were characterized by NMR and HRMS. Besides, reaction conditions have also been investigated;2. The photoelectric properties of carbazole substituted poly-phenyl naphthalene compounds. The data from photoluminescence, electrochemical, thermodynamic, and electroluminescence characterization show that both two groups of compounds have good blue fluorescence emission, good thermal stability and high glass transition temperature, high decomposition temperature at about400℃. The simple devices using NPB as hole-transporting layer, TPBI as the electron transport layer and the synthesized compounds1-5as emitting layer were fabricated and presented excellent blue lighting performances. Additionally, when compound3doping DCJTB was used as the emitting layer, white organic light emitting device was obtained. As organic electroluminescent materials, these compounds showed relatively high efficiency, good thermal stability, and good film-forming properties. Among these devices, the maximum luminance and luminous efficiency can reach to3880cd/m2and1.87cd/A. Moreover, these devices present stable blue emission that emission spectra do not change with the increase of the voltage;3. Self-assembly of carbazole substituted poly-phenyl naphthalene micro/nano-structures and their properties. Carbazole substituted poly-phenyl naphthalene micro/nano-slices and-spheres were obtained through dissolution-reprecipitation method. The effects of alkyl chains and tert-butyl groups on the self-assembly were studied. Additionally, self-assemble behavior of precursor cyclopentadiene derivate was studied and the properties of microrods, microspheres and microspikes were investigated.