Synthesis And Properties Of Electroluminescence Materials Based On Perylene Bisimide

The usually used electron-transporting materials have disadvantages.They can be easily formed crystal,have lower electron affinity,a narrow gap and difficult to limit the complex exciton to the luminescence layer,all of these disadvantages limit,their application.However, perylene bisimide derivatives not only possess oustanding photoelectron properties,but also exhibit strong absorption Uv-vis region,indicating that they are suitable for red electroluminescent materials.In this paper,through introduce different substituents at the 1,7-position of perylene core,expect can synthesize OLED materials which possess strong absorption,high fluorescence quantum yields and suitable energy gap,improve the luminescence efficiency.Mainly use 3,4,9,10-perylene tetracarboxy anhydride as starting material,through imidization,bromination,at last,at the 1,7-position of perylene core introduce six different substituents to form eight soluble perylene derivatives.The bay area has no substituent and has electron-withdrawing groups,such as bromine atom,cyano-group and 4-formyl phenoxy group compounds have strong absorption in 525 nm,when excitated them,they have strong yellow and salmon pink luminescence bettwen 538 and 566 nm.When introduce electron-donating substituents,such as phenoxy group,morpholinyl,piperidinyl and n-butylamino group,the absorption bathochromic shift while the electron-donating ability is improved,bettwen 536 and 692 nm have strong absorption,reach to the near-infrared region. When excitated them,only the phenoxy group compound has strong salmon pink luminescence in 572 nm,the others have no fluorescence.Otherwise,the gaps of bromine atom,cyano-group,4-formyl phenoxy group and phenoxy group compounds are 2.29 to 2.35, the LUMO energy levels are—4.42 to—4.72 eV,the electron affinities(EA)are 4.42 to 4.72 eV,the ionization potentials(P_â… )are 6.71～7.06 eV,respectively.The four compounds have stronger absorption and fluorescence,lower LUMO energy level and higher ionization potential compare to usually used electron-transporting materials PBD and Alq₃,indicating that compounds are good candidates as electroluminescent materials with good electron-transporting property.Besides,through Arbuzov reaction,Vilsmer-Haack Hydroformylation,Wittig-Horner reaction,nitryl hydrogenation deoxidize,and imidization five steps synthesized another compound which included hole-transporting,electron-transporting and luminescence materials.It has strong absorption,in 527 nm and weak yellow fluorescence in 538 nm,the ionization potencial and electron affinity are 5.85 eV and 3.50 eV.It possesses good electron-transporting and hole-transporting properties,with make it applied in single layer OLED.Their structures were confirmed by IR,MS and ¹H NMR.Their Photoelectricities are determined by UV-vis spectra,photoluminescent spectra,Cyclic Voltammetry.The electrochemistry behavior is analyzed;the influence of substituents on the properties of photoelectricity is systematically discussed.