36951-26-5

Upstream product

• 123-11-5 4-methoxy-benzaldehyde 
• 62-53-3 aniline 
• 84-11-7 9,10-phenanthrenequinone 

Relevant academic research and scientific papers

Structure-property relationship of blue solid state emissive phenanthroimidazole derivatives

Seven new derivatives of phenanthro[9,10-d]imidazole having differenet substituents at the 1st and the 2nd positions of the phenanthroimidazole moiety were synthesized and characterized. The comparative study of their properties was performed employing thermal, optical, electrochemical and photoelectrical measurements. The properties of the newly synthesized compounds were compared with those of earlier reported derivatives of phenanthroimidazole and several interesting new findings were disclosed. Density functional theory calculations accompanied by optical spectroscopy measurements have shown the possibility of tuning the emission properties (excited-stated decay rate, fluorescence quantum yield, etc.) of phenanthro[9,10-d]imidazole derivatives via attachment of different substituents to the 1st and the 2nd positions. The most polar and bulky substituents linked to the 2nd position were found to have the greatest impact on the emissive properties of compounds causing (i) fluorescence quantum yield enhancement of dilute liquid and solid solutions (up to 97%), (ii) suppression of intramolecular torsion-induced nonradiative excited-state relaxation in rigid polymer films as well as (iii) inhibition of aggregation-promoted emission quenching in the neat films. Most of the studied compunds exhibited ambipolar charge transport character with comparable drift mobilities of holes and electrons. The highest hole and electron mobilities approaching 10-4 cm2 V-1 s-1 were observed for the derivative having a triphenylamino group at the 1st position of the imidazole ring and the phenyl group at the 2nd position. The estimated triplet energies of phenanthro[9,10-d]imidazole compounds were found to be in the range of 2.4-2.6 eV, which is sufficiently high to ensure effective energy transfer to yellow/red emitters.

Phenanthroimidazole derivatives showing mild intramolecular charge transfer and high quantum yields and their applications in OLEDs

Phenanthroimidzole (Phen-I) has attracted the attention of researchers for applications in materials science including organic electronics and biological applications. Herein, we designed small Phen-I derivatives showing mild bipolar characters and strong emissions in the blue region and discussed their applications in OLEDs. Designing of materials is based on the presence of electron-deficient nitrogen (sp2) (acting as the mild electron-withdrawing core) and the availability of other nitrogen (N1) and carbon (C2) atoms for substitution at the imidazole ring. Earlier studies on the structural properties of Phen-I and our theoretical studies show that substitution at N1 is orthogonal to the plane of the imidazole ring, thus limiting the effect of extended conjugation. The aryl groups at the C2-carbon of the imidazole moiety caused considerable alteration in the electronic properties which is evident from the absorption and emission spectra. Absorption and emission in different solvents show slight alterations in the peak maxima suggesting mild intramolecular charge transfer in these molecules. These materials were also studied in thin films when doped in blends with polyvinylcarbazole (PVK). Furthermore, one of these Phen-I derivatives is used for OLED applications. A high luminance of ～ 2.5 × 104Cd m?2at a current density of 35 mA cm?2was found for Phen-I based OLEDs. This gave a high current efficiency of ～ 60 Cd A?1(@ 15 V) and an external quantum efficiency of ～3.2%.

Synthesis, Structure, Optical, and Electrochemical Properties of Iridium(III) Complexes with 2-Arylphenantroimidazoles and Dibenzoylmethane

New cyclometalated neutral iridium(III) complexes [Ir(L)2(dbm)] have been synthesized, where L is 2-arylphenanthroimidazoles with various electron-donor or acceptor substituents, dbm is dibenzoyl-methane. The compositions and structures of the