Synthesis, Structures, and Electroluminescent Properties of Scandium N,O-Chelated Complexes toward Near-White Organic Light-Emitting Diodes

Abstract

Three members of a new class of electroluminescent, neutral, and monomeric scandium N,O-chelate complexes, namely, Sc(III)-tris-2-(2-benzoimidazol-2-yl)phenolate (1), Sc(III)-tris-2-(2-benzoxyazol-2-yl)phenolate (2), and Sc(III)-tris-2-(2-benzothiazol-2-yl)phenolate (3), have been prepared and X-ray characterized. DFT calculations have been performed. In contrast to the most frequently applied dual or multiple dopants in multilayer white OLED devices, all our simpler devices with the configuration of indium tin oxide/N,N'-bis(3-methylphenyl)-N,N'-diphenylbenzidine/neat scandium complex/Yb exhibit close to near-white emission with a blue hue (CIE(x,y) = 0.2147, 0.2379) in the case of 1, a cyan hue (0.2702, 0.3524) in the case of 2, and a yellowish hue (0.3468; 0.4284) in the case of 3.

Reactivity of 2-(2-hydroxyphenyl)benzoxazole and 2-(2-hydroxyphenyl)benzothiazole towards group 10 transition metals. Evaluation in palladium catalyzed Suzuki–Miyaura C–C couplings

“…Being known now a days complexes of almost any transition metal [4][5][6][7][8][9][10][11][12][13] and rare earth [14][15][16][17]. Thus, metal derivatives of HPBO and HPBT have attracted much attention due to their optical and luminescent properties.…”

Synthesis, quantum chemical calculations, and luminescent properties of scandium, europium, gadolinium, and terbium 1-(2-pyridyl)naphtholate complexes

“…The reactions of lanthanide silylamides Ln[N(SiMe 3 ) 2 ] 3 with phenol derivatives were success fully used in our previous studies [10,11] for preparing scandium and lanthanide mercaptobenzothiazolates, benzoxazolates, and benzoxyimidazolates and proved a convenient method for the synthesis of naphtholates Ln(pyn) 3 .…”

Synthesis and luminescence of some rare earth metal complexes

“…Upon UV excitation, the complex 1 exhibited a strong green PL peaked at 535 nm that was very similar to that of well-known electroluminophore Alq 3 . To com- (7). The superior EL performance of the cell ITO/TPD/7/Yb were associated with a perfect matching of LUMO energy (−2.65 eV) of the complex and work function (−2.6 eV) of the cathode, facilitating an electron injection towards the emissive layer [7].…”

“…To com- (7). The superior EL performance of the cell ITO/TPD/7/Yb were associated with a perfect matching of LUMO energy (−2.65 eV) of the complex and work function (−2.6 eV) of the cathode, facilitating an electron injection towards the emissive layer [7]. In the next stage of the study, the 2-(2-hydroxyphenyl)benzoxazole ligand was modified by substitution of methyl group for proton at the 5-or 6-position of the heterocycle.…”

“…Aspiring to fill this gap, we synthesized some scandium derivatives and studied their photoluminescent (PL) and electroluminescent (EL) properties. To design the compounds of Sc and other rare earth metals well-known 8-hydroxyquinoline H(q), 2-amino-8-hydroxyquinoline H(q NH2 ) [3,4], 2-mercaptobenzothiazole H(mbt) [5], 2-(2-pyridyl)phenol H(pp) [6], 2-(2-benzimidazol-2-yl)phenol H(NON), 2-(2-benzoxyazol-2-yl)phenol (HOON), 2-(2-benzothiazol-2-yl)phenol H(SON) [7], pentafluorophenol (C 6 F 5 OH) [8], fluorinated iso-propanol (HOCH(CF 3 ) 2 ), tert-butanol (HOC(CF 3 ) 3 ) and 2,3-butanediol (HO(CF 3 ) 2 C-C(CF 3 ) 2 OH) [9]) and new (1-(2-pyridyl)naphth-2-ol H(pn) [6], 3-(5-methylbenzoxazol-2-yl)naphthol H(OON 5Me ), 3-(6-methylbenzoxazol-2-yl)naphthol H(OON 6Me ) [10], 3-(2-benzoxazol-2-yl)-2-naphthol H(NpOON), 3-(2-benzothiazol-2-yl)-2-naphthol H(NpSON) [11]) alcohols as well as potassium salts K(S 2 PPh 2 ) and K(Se 2 PPh 2 ) [12]) were synthesized. Quite unusual complexes of Nd and Dy were synthesized by direct reactions of lanthanide meals, iodine, nitrogen and sulfur [13].…”