Anthracene derivatives with strong spin-orbit coupling and efficient high-lying reverse intersystem crossing beyond the El-Sayed rule.

The attention to materials with hot exciton channel and triplet-triplet fusion (TTF) mediated high-lying reverse intersystem crossing (hRISC) has been raised for their ability to convert non-emissive 'dark' triplets into radiative singlet excitons. This spin conversion process results in high exciton utilization efficiency (EUE) that exceeds the theoretical limits. Notably, it is known that such spin conversion processes from the high-lying excited triplet to the singlet state are facilitated by the orthogonal orbital transition effect governed by the El-Sayed's rule. In this study, an anthracene derivative with indenoquinoline substituent 7,7-dimethyl-9-(10-(4-(naphthalen-1-yl)phenyl)anthracen-9-yl)-7H-indeno[1,2-f]quinoline (2MIQ-NPA) was synthesized and analyzed to investigate whether the hRISC process occurs in these molecules, even when the El-Sayed's rule is not followed. The hRISC channels of the emitter were fully unraveled through DFT calculations and experiments, which were quantitatively subdivided using transient electroluminescence measurements. The results showed that 2MIQ-NPA, which does not follow the El-Sayed's rule and has a relatively strong spin-orbit coupling matrix element of 0.116 cm-1 between the high-lying triplet state of T4 and the lowest singlet state of S1, effectively converted triplet excitons into singlet excitons with an EUE of 64.3%, contributed by a direct hot exciton channel of 19.2% and a TTF-mediated hot exciton channel of 15.1%. Despite the low outcoupling efficiency, the non-doped device with 2MIQ-NPA achieved an excellent device performance with an external quantum efficiency of 7.0%.

Asymmetric Blue Multiresonance TADF Emitters with a Narrow Emission Band.

In this study, we synthesized and characterized multiple resonance (MR) type blue thermally activated delayed fluorescence (TADF) emitters. Unlike many boron-based MR-TADF materials, the blue TADF emitters of this work had an asymmetric molecular structure with one boron, one oxygen, and one nitrogen. The aromatic units linked to the nitrogen were changed into diphenylamine, carbazole, dimethylacridine, and diphenylacridine to manage the light emission properties of the emitters. The TADF emitters exhibited a blue emission due to the weak electron-donating oxygen atom and the emission color was controlled by the aromatic unit connected to the nitrogen. The simple diphenylamine unit was effective in achieving real deep-blue emission for the BT2020 standard with a high external quantum efficiency (EQE), while the electron-rich nitrogen-based dimethylacridine and diphenylacridine accelerated the reverse intersystem crossing for high EQE and small EQE roll-off. Among the emitters, a diphenylamine-substituted emitter, 7-(tert-butyl)-9-phenyl-9H-5-oxa-9-aza-13b-boranaphtho[3,2,1-de]anthracene (B-O-dpa), showed a maximum external quantum efficiency of 16.3%, a small full width at half-maximum of 32 nm, and a real deep-blue color coordinate of (0.15, 0.05).

7,7-Dimethyl-9-(10-phenylanthracen-9-yl)-7H-Benzo[b] Fluoreno[3,4-d]Thiophene Derivatives for Blue Fluorescent Organic Light-Emitting Diodes.

In this study, we designed and synthesized two blue fluorescence materials using 7,7-dimethyl-9-(10-phenylanthracen-9-yl)-7H-benzo[b]fluoreno[3,4-d]thiophene substituted anthracene derivatives. To characterize their electroluminescent properties, we fabricated the OLED devices using these two emitting materials. Particularly, a device using 7,7-dimethyl-9-(10-phenylanthracen-9-yl)-7Hbenzo[ b]fluoreno[3,4-d]thiophene showed maximum values of luminous efficiency, power efficiency, and external quantum efficiency of 2.42 cd/A, 1.48 lm/W, 3.08% at 20 mA/cm2, respectively with CIE (x, y) coordinates of (0.15, 0.09) at 8.0 V.

Highly Efficient 7,7-Dimethyl-9-(10-phenylanthracen-9-yl)-7H-Benzo[6,7]Indeno[1,2-f]Quinoline Derivatives for Blue Fluorescent Organic Light-Emitting Diodes.

Highly efficient blue fluorescent 7,7-dimethyl-9-(10-phenylanthracen-9-yl)-7H-benzo[6,7]indeno[1,2- f]quinoline derivatives, based on benzo-indeno-quinoline and phenylanthracene were designed and synthesized. To test their electroluminescent properties, organic light-emitting diodes (OLEDs) were fabricated with the configuration of indium-tin-oxide (ITO) (150 nm)/4,4',4″-Tris[2- naphthyl(phenyl)amino]triphenylamine (2-TNATA) (30 nm)/N,N'-di(1-naphthyl)-N,N'-diphenyl-1,1'- biphenyl)4,4'-diamine (NPB) (20 nm)/blue emitting materials (20 nm)/bathophenanthroline (Bphen) (30 nm)/Liq (2 nm)/Al (100 nm). The devices using these blue materials as emitters showed efficient blue emission. Particularly, a device employing 7,7-dimethyl-9-(10-phenylanthracen-9-yl)-7Hbenzo[ 6,7]indeno[1,2-f]quinoline as an emitting layer yielded the best performance with a luminous efficiency (LE), power efficiency (PE), and external quantum efficiency (EQE) and the Commission International de L'Eclairge (CIE) coordinates of 4.60 cd/A, 3.07 lm/W, 4.32% at 20 mA/cm², and (0.16, 0.12) at 8.0 V, respectively.

Deep Blue Organic Light-Emitting Diodes Based on [7,7-Dimethyl-9-(10-phenylanthracen-9-yl)-7H-Indeno[1,2-f] Isoquinoline] Derivatives.

In this study, we synthesized and characterized two novel deep blue emitting materials based on indenoquinoline-substituted phenylanthracene derivatives. Multilayer organic light-emitting diodes were fabricated with the following sequence: indium-tin-oxide (ITO)/4,4',4″-tris[2-naphthyl(phenyl)amino (2-TNATA)/4,4'-bis(N-N-naphthyl)-N-phenylamino) biphenyl (NPB)/Blue emitting material (1 or 2)/Bathophenanthroline (Bphen)/lithium quinolate (Liq)/Al. A device B using '7,7-dimethyl-9-(10-phenylanthracen-9-yl)-7H-indeno[1,2-f] isoquinoline (2)' as an emitter showed the efficient emission with the luminous efficiency, power efficiency, and external quantum efficiency of 2.30 cd/A, 1.02 lm/W, 2.94% at 20 mA/cm², respectively. This device exhibited deep-blue emission with the Commission Internationale De LÉnclairage (CIE) coordinates of (0.16, 0.08) and λmax = 436 nm at 8.0 V.

Red Phosphorescent Platinum(II) Complexes with Tetradentate Pyridine-Containing Ligands for Organic Light Emitting Diodes.

Here, red phosphorescent platinum(II) complexes based on tetradentate pyridine-containing lig-ands are studied. To investigate their electroluminescent properties, multilayer devices were fabricated in the following sequence; ITO (180 nm)/4,4',4″-Tris[2-naphthyl(phenyl)amino]triphenylamine (2-TNATA) (30 nm)/N, N'-di(1-naphthyl)-N,N'-diphenyl-1,1'-biphenyl)4,4'-diamine (NPB) (20 nm)/ Tris(4-carbazoyl-9-ylphenyl)amine (TCTA) (10 nm)/4,4'-Bis(N-carbazolyl)-1,1'-biphenyl (CBP) (20 nm)/Platinum(II) complex (20 nm)/1,3,5-Tris(1-Phenyl-1H-benzimidazol-2-yl)benzene) (TPBi) (40 nm)/Liq (2 nm)/Al (100 nm). In particularly, a device using platinum(II) complex based on N-(3,5-di-tert-butylphenyl)-3-(pyridin-2-yl)-N-(3-(pyridin-2-yl)phenyl)benzenamineligand showed the efficient red emission, with a luminous efficiency, power efficiency, and external quantum efficiency of, and the Commission International de LEclairge (CIE) coordinates of 27.26 cd/A, 10.54 lm/W, 8.50% at 20 mA/cm², and (0.65, 0.33) at 11.0 V, respectively.

Platinum (II) Complexes Based on Tetradentate Pyridine-Containing Ligands for Phosphorescent Organic Light-Emitting Diodes.

In this study, we designed and synthesized two phosphorescent emitting materials based on tetradentate pyridine-containing ligands. Their photophysical properties were examined for OLEDs and multilayer devices using these materials were fabricated in the following sequence; ITO (180 nm)/4,4',4″-Tris[2-naphthyl(phenyl)amino]triphenylamine (2-TNATA) (30 nm)/N,N'-di(1-naphthyl)-N,N'-diphenyl-1,1'-biphenyl)4,4'-diamine (NPB) (20 nm)/Tris(4-carbazoyl-9-ylphenyl)amine (TCTA) (10 nm)/4,4'-Bis(N-carbazolyl)-1,1'-biphenyl(CBP): 5, 8, 15% Platinum (II) complexes (20 nm)/1,3,5-Tris(1-Phenyl-1H-benzimidazol-2-yl)benzene) (TPBi) (40 nm)/Liq (2 nm)/Al (100 nm). In particularly, a device using Platinum (II) complex based on A/-(3,5-di-tert-butylphenyl)-6-phenyl-N-(6-phenylpyridin-2-yl)pyridin-2-amine ligand showed the efficient emission, with luminous efficiency, power efficiency, and external quantum efficiency, and the Commission International de LEclairge (CIE) coordinates of 29.29 cd/A, 9.37 lm/W, 8.66% at 20 mA/cm2, and (0.32, 0.62) at 8.0 V, respectively.

Blue Fluorescent Organic Light-Emitting Diodes Using 11,11-Dimethyl-3-(10-phenylanthracen-9-yl)-11H-Indeno[1,2-b]Quinoline Derivatives.

In this study, we designed and synthesized two blue fluorescence materials using phenylanthracenesubstituted-indenoquinoline derivatives by Suzuki coupling reaction for organic light-emitting diodes (OLEDs). In order to study their electroluminescent properties, we fabricated the OLED devices using these two materials as emissive layer (EML) with the following sequence: indium-tin-oxide (ITO, 180 nm)/4,4',4″-tris[2-naphthyl(phenyl)-amino]triphenylamine (2-TNATA, 30 nm)/N,N'-diphenyl-N,N'-(2-napthyl)-(1,1'-phenyl)-4,4'-diamine (NPB, 20 nm)/Blue emitting materials (20 nm)/4,7-Diphenyl-1,10-phenanthroline (Bphen, 30 nm)/lithium quinolate (Liq, 2 nm)/Al (100 nm). In particular, a device using 11,11-dimethyl-3-(10-phenylanthracen-9-yl)-11H-Indeno[1,2-b]quinoline in emitting layer showed luminous efficiency, power efficiency, and external quantum efficiency of 2.18 cd/A, 1.10 lm/W, 2.20% at 20 mA/cm², respectively, with Commission Internationale d'Énclairage (CIE) coordinates of (0.15, 0.11) at 8.0 V.

Studies on Organic Light Emitting Diodes Using Phenanthroline Derivatives as Emitters.

In this study, we designed and synthesized blue emitting materials based on 1, 10-phenanthroline derivatives. OLED devices using these materials were fabricated in the following sequence; indium-tin-oxide (ITO) (180 nm)/N,N'-diphenyl-N,N'-(2-napthyl)-(1,1'-phenyl)-4,4'-diamine (NPB) (50 nm)/Tris(4-carbazoyl-9-ylphenyl)amine (TCTA) (10 nm)/Blue materials (20 nm)/2,2',2″-(1,3, 5-Benzinetriyl)-tris(1-phenyl-1-H-benzimidazole) (TPBi) (30 nm)/lithium quinolate (Liq) (2 nm)/Al (100 nm). Particularly, a device using 2-(4-(9,9-dimethylacridin-10(9H)-yl)phenyl)-1-phenyl-1Himidazo[ 4,5-f][1,10] phenanthroline as a blue emitter showed the maximum values of luminous efficiency, power efficiency, and external quantum efficiency of 1.45 cd/A, 1.52 lm/W, 0.99%, respectively with the Commission Internationale d'Énclairage (CIE) (x,y) coordinates of (0.16, 0.14) at 8.0 V.

Efficient Organic Light-Emitting Diodes Based on Indeno-Type Polyaromatic Hydrocarbons.

To develop the efficient emitters for organic light-emitting diode (OLED), three indeno-type polyaromatic hydrocarbons materials were designed and synthesized through Buchwald-Hartwig amination. OLED devices using these materials were fabricated in the following sequence: indium-tin-oxide (ITO) (180 nm)/N,N'-diphenyl-N,N'-(2-napthyl)-(1,1'-phenyl)-4,4'-diamine (NPB) (50 nm)/Emitting materials (1-3) (30 nm)/4,7-diphenyl-1,10-phenanthroline (BPhen) (30 nm)/lithium quinolate (Liq) (2 nm)/Al (100 nm). All devices showed the efficient emissions. In particular, a device using 8,8-dimethyl-N,N-diphenyl-8H-indeno[2,1-b]fluoranthen-6-amine (2) as efficient emitter showed luminous efficiency, power efficiency, and external quantum efficiency of 8.35 cd/A, 5.70 lm/W, 2.37% at 20 mA/cm², respectively, with Commission Internationale d'Énclairage (CIE) coordinates of (0.37, 0.59) at 6.0 V.

Platinum(II) Complexes Based on Phenylbenzoazole-Derived Ligands for Phosphorescent Organic Light-Emitting Diodes.

Phosphorescent Pt(II) complexes based on phenylbenzoazole ligands were synthesized and their photophysical properties were investigated for OLEDs. Multilayered OLEDs devices using these complexes as emitters showed the efficient emissions, which are very sensitive to the structural and photophysical properties of Pt(II) complexes. In particularly, a device C using Pt(II) complex 2 based on phenylbenzoazole ligand as the dopant exhibited efficient emission with a luminous efficiency, a power efficiency, an external quantum efficiency, and CIE coordinates of 8.03 cd/A, 2.79 lm/W, 4.84% at 20 mA/cm², and (0.63, 0.35) at 10.0 V, respectively.

Synthesis of Benzo[g]quinoline Derivatives and Their Electroluminescent Properties.

Two fluorescent benzo[g]quinoline derivatives were synthesized via Friedländer synthesis. Multilayered OLEDs using benzo[g]quinoline derivatives as the emitters showed unexpected emissions by electroplexes. Particularly, a device using 2-(naphthalen-3-yl)-4-phenylbenzo[g]quinoline as an emitting material exhibited efficient emission with a luminous efficiency, a power efficiency, an external quantum efficiency, and CIE coordinates of 3.58 cd/A, 1.11 lm/W, 1.08% at 20 mA/cm², and (0.36, 0.56) at 1,000 cd/m², respectively.

Indenophenanthrene Derivatives for Highly Efficient Blue Organic Light-Emitting Diodes.

In this study, we designed and synthesized three fluorescent blue emitting materials based on indenophenanthrene derivatives. These derivatives were synthesized by Suzuki coupling reaction. Particularly, a device C using 9,10-bis(9,9-dimethyl-9H-indeno[2,1-l]phenanthren-11-yl)anthracene as blue emitter showed maximum values of luminous efficiency, power efficiency, and external quantum efficiency of 7.58 cd/A, 5.87 lm/W, 4.20%, respectively.

Facile synthesis of copper ferrocyanide-embedded magnetic hydrogel beads for the enhanced removal of cesium from water.

A simple one-step approach for fabricating copper ferrocyanide-embedded magnetic hydrogel beads (CuFC-MHBs) was designed, and the beads were applied to the effective removal of cesium (Cs) and then magnetically separated from water. The polyvinyl alcohol (PVA)-coated CuFC (PVA-CuFC) was first synthesized using PVA as a stabilizer and subsequently embedded in magnetic hydrogel beads made of a cross-linked network between the PVA and magnetic iron oxide nanoparticles that was prepared through the simple dropwise addition of a mixed solution of PVA-CuFC, PVA and iron salt into an ammonium hydroxide solution. The synthesis and chemical immobilization of the PVA-CuFC in the magnetic beads were simple, facile and achieved in one pot, and the process is scalable and convenient for the large-scale treatment of Cs-contaminated water. The resulting CuFC-MHBs showed effective Cs removal performance with a high Kd value of 66,780 mL/g and excellent structural stability without the release of CuFC for at least 1 month and could be effectively separated from water by an external magnet. Moreover, the CuFC-MHBs selectively adsorbed Cs with high Kd values in the presence of various competing ions, such as in simulated groundwater (24,500 mL/g) and seawater (8290 mL/g), and maintained their Cs absorption ability in a wide pH range from 3 to 11. The convenient fabrication method and effective removal of Cs from various aqueous media demonstrated that the CuFC-MHBs have great potential for practical application in the decontamination of Cs-contaminated water sources caused by nuclear accidents and radioactive liquid waste in various nuclear industry fields.

Highly Efficient Organic Light-Emitting Diodes Based on Naphthoanthracene Derivatives Containing Different Arylamines.

Herein, we designed and synthesized emitting materials based on naphthoanthracene with the different arylamino-substituents. Organic Light Emitting-Diodes (OLEDs) devices using these materials were fabricated in the following sequence; ITO/N,N'-diphenyl-N,N'-(2-napthyl)-(1,1'-phenyl)-4,4'- diamine (NPB) (500 Å)/Emitters (400 Å)/Alumium quinolate (Alq3) (150 Å)/lithium quinolate (Liq) (20 Å)/Al (1000 Å). All devices showed efficient emissions. In particular, a device using 4-((5,5-dimethyl-9-phenyl-5H-naphtho[3,2,1-de]anthracen-3-yl)(phenyl)amino)benzonitrile as an emitter exhibited the luminous efficiency, power efficiency, and external quantum efficiency of 9.15 cd/A, 6.36 lm/W, 2.72% at 20 mA/cm², respectively, with the Commission Internationale d'Énclairage (CIE) coordinates of (0.30, 0.62) at 6.0 V.

Fabrication of Blue Organic Light-Emitting Diodes Based on Indeno-Phenanthrene/Triphenylene Amine Derivatives.

Among the three primary colors, blue-emitting materials are limited by the wide energy band gap. In this study, we designed and synthesized emitting materials based on indeno-phenanthrene/ triphenylene derivatives. Organic light emitting-diodes (OLEDs) using these materials were fabricated in the following sequence; ITO/N,N'-diphenyl-N,N'-(2-napthyl)-(1,1'-phenyl)-4,4'-diamine (NPB) (500 Å)/Blue materials (30 nm)/4,7-diphenyl-1,10-phenanthroline (BPhen) (30 nm)/lithium quinolate (Liq) (20 Å)/Al (1000 Å). All the devices showed efficient blue emission. Particularly, a device using 10,10-dimethyl-N,N-diphenyl-10H-indeno[1,2-b]triphenylen-12-amine as an emitter exhibited luminous efficiency, power efficiency, and external quantum efficiency of 3.62 cd/A, 1.83 lm/W, 2.82% at 20 mA/cm², respectively, with Commission Internationale d'Énclairage (CIE) coordinates of (0.16, 0.15) at 6.0 V.

Diphenylaminoarylvinyl-Substituted Diphenylanthracenes for Organic Light-Emitting Diodes.

Two blue fluorescent materials based on diphenylaminoarylvinyl-substituted diphenylanthracene have been synthesized. Multilayered organic light-emitting diodes (OLED) with the following sequence; ITO/NPB (50 nm)/Blue materials (30 nm)/Bphen (30 nm)/Liq (2 nm)/Al (100 nm) were fabricated using these materials as emitters. Two devices exhibited blue electroluminescence. Particularly, a device using 6-(4-(10-phenylanthracen-9-yl)styryl)-N,N-diphenylnaphthalen-2-amine (2) exhibited blue emission with a luminance efficiency, a power efficiency, an external quantum efficiency and CIE coordinates of 5.69 cd/A, 1.99 lm/W, 3.39% at 100 mA/cm² and (x = 0.19, y =0.31) at 8.0 V, respectively.

Highly Efficient Blue Organic Light-Emitting Diodes Based on Diarylamine-Substituted Pyrene Derivatives.

In this study, we designed and synthesized three blue fluorescence materials based on diarylamine-substituted pyrene derivatives. Organic Light Emitting-Diodes devices using these materials were fabricated in the following sequence; ITO/2-TNATA (300 Å)/NPB (200 Å)/α,ß-ADN: 10 wt% blue materials 1-3 (300 Å)/DNAB (300 Å)/Liq (20 Å)/Al (1000 Å). All devices showed highly efficient blue emissions. Particularly, a device using materials (3) shown highly efficient blue emission with luminous efficiency of 8.94 cd/A, power efficiency of 4.40 lm/W, external quantum efficiency of 6.62% at 20 mA/cm², respectively, and the CIE coordinates of (0.16, 0.23) at 6.0 V.

Synthesis and Electroluminescent Properties of Quinoline-Substituted Anthracene Derivatives for Organic Light-Emitting Diodes.

In this study, two anthracene derivatives with quinoline moieties were synthesized. To investigate their electroluminescent (EL) properties, multilayered OLEDs with the following sequence; indiumtin-oxide (ITO)/N, N'-di(1-naphthyl)-N, N'-diphenyl-(1,1'-biphenyl)-4,4'-diamine (NPB) (20 nm)/Blue emitting materials (30 nm)/bathophenanthroline (Bphen) (30 nm)/lithium quinolate (Liq) (2 nm)/Al (100 nm) were fabricated using these materials as emitters. Two devices exhibited EL in blue to sky-blue regions. Especially, a device using 2,3-diphenyl-6-(10-(naphthalen-7-yl)anthracen-9-yl)quinoline (1) as an emitting material exhibited blue emission with a luminous efficiency, a power efficiency, an external quantum efficiency, and Commission International de L'Eclairage (CIE) coordinates of 1.01 cd/A, 0.43 lm/W, 0.80% at 20 mA/cm2, and (0.17, 0.22) at 6.0 V, respectively.

Efficient Organic Light-Emitting Diodes Based on Naphthoanthracene Derivatives.

In this study, we designed and synthesized emitting materials based on naphthoanthracene derivatives. Organic Light Emitting-Diodes (OLEDs) devices using each four materials were fabricated. All devices showed efficient emissions. In particular, a device using 1-(5,5-Dimethyl-9-phenyl-[5H-naphth[3,2,1-de]anthracen-3-yl])-1H-indole as an emitter at 20 mA/cm2 exhibited luminous efficiency, power efficiency, and external quantum efficiency of 6.51 cd/A, 4.19 lm/W, and 2.48%, respectively, with Commission Internationale d'Énclairage (CIE) coordinates of (0.19, 0.49) at 7.0 V.