Synthesis And Spectrum Property Studies Of Phenothiazien-porphyrin

The ultimate goal of organic light-emitting is to achieve full-color display.Compared with the green and blue light-emitting materials, the red light-emittingmaterials have low luminous efficiency, weak intensity, impure chroma and othershortcomings, which making it a bottleneck in the practical development offull-color organic light-emitting devices. So to study and develop the redlight-emitting materials has important theoretical significance and applicationprospect for organic light-emitting display.Due to the saturated red emitting as well as good film forming properties andhigh glass transition temperature, porphyrin compounds are considered to be a kindof ideal red electroluminescent materials. But its luminance and luminous efficiencyare less ideal due to low fluorescence quantum yield, thus limiting its application asred organic electroluminescent materials. So we assume to modify the porphyrincompounds through the introduction of suitable groups on the porphyrin unit or theporphyrin polymer to prevent their aggregation quenching in order to improve thestability of the materials, electroluminescent brightness and electroluminescentluminous efficiency, resulting in efficient and stable OLEDs, it has become aporphyrin compounds’s important issue in the organic light-emitting research field.Phenothiazine is an electron-rich aromatic heterocyclic compound, andprovided with the strong fluorescence and structural regulation and good holetransport capacity and low ionization potential, so it is considered to be a very nicestructural unit which can be able to effectively reduce the light-emitting materials’sionization potential. In addition, phenothiazine molecule’s non-planar structure canprevent the accumulation of π bonds and intermolecular exciplex’s formation, whichis likely to improve the efficiency of the electroluminescent materials.Therefore, taking into account the special performance of porphyrin compoundsand phenothiazine in the light-emitting materials, designed in this paper theintroduction of the phenothiazine molecule on the porphyrin compounds, andsynthesized the porphyrin compounds which not only had good hole transportcapacity but also could prevent the aggregation between the porphyrin molecules,thus to improve the porphyrin compounds’s luminous efficiency and luminescentproperties as the light-emitting materials. The main contents of this thesis were summarized as following:(1) Synthesized5-(4-hydroxy)phenyl-10,15,20-triphenyl porphyrin,5-(4-hydroxy)phenyl-10,15,20-tri(4-methyl)phenyl porphyrin,5-(4-hydroxy)phenyl-10,15,20-tri(4-chloro)phenylporphyrin and5-(4-hydroxy)phenyl-10,15,20-tri(4-methoxy)phenyl porphyrin, fourporphyrin compounds by Adler’s method. Characterized the synthetic compounds’sstructures by Mass spectrometry and~1H NMR, and discussed the problems in thesynthesis;(2) Designed and synthesized twenty-four phenothiazine-porphyrincompounds by nucleophilic substitution reaction and Click Chemistry, characterizedtheir structures by Mass spectrometry and~1H NMR, and discussed the syntheticmethods;(3) The UV spectra and fluorescence spectra of phenothiazine-porphyrincompounds were tested, and the fluorescence quantum yield was calculated between0.17and0.25. And conducted analysis and discuss about the spectroscopicproperties of phenothiazine-porphyrin compounds from structural characteristics ofphenothiazine-porphyrin and intramolecular energy transferation.