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.

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.

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 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.

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.

Naphthalene Derivatives End-Capped with 2-(Diphenylamino)-9,9-Diethylfluorenes for Blue Organic Light-Emitting Diodes.

To investigate the electroluminescent (EL) properties of fluorescent materials based on fluorene-substituted naphthalene, multilayered OLEDs with the following sequence; indium- tin-oxide (ITO)/N,N'-di(1-naphthyl)-N,N'-diphenyl-(1,1'-biphenyl)-4,4'-diamine (NPB) (50 nm)/Blue emitting materials (30 nm)/4,7-diphenyl-1,10-phenanthroline (Bphen) (30 nm)/lithium quinolate (Liq) (2 nm)/Al (100 nm) were fabricated using these materials as emitters. These devices exhibited blue emissions. Particularly, a device using 7-(1-(1-(2-(diphenylamino)-9,9-diethyl-9H-fluoren-7- yl)naphthalen-4-yl)naphthalen-4-yl)-9,9-diethyl-N,N-diphenyl-9H-fluoren-2-amine as a blue emitting material exhibited blue emission with a luminous efficiency, a power efficiency, an external quantum efficiency, and CIE coordinates of 2.79 cd/A, 1.19 lm/W, 2.30% at 1,000 cd/m2, and (0.14, 0.12) at 8.0 V, respectively. This study demonstrates that 2-(Diphenylamino)-9,9-diethylfluorenes endcapped naphthalene derivatives have the excellent properties for blue emitting materials for OLEDs.

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.

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.

Blue organic light-emitting diodes based on fluorene-bridged quinazoline and quinoxaline derivatives.

Two blue emitters based on fluorene-bridged quinazoline and quinoxaline derivatives were prepared via the Suzuki reaction. Their photoluminescent properties were investigated. Furthermore, theoretical studies on these materials using the density functional theory calculation were conducted. To explore their electroluminescent properties, multilayered organic light-emitting diodes were fabricated with the following device structure: indium-tin-oxide (180 nm)/4,4'-bis(N-(1-naphthyl)-N-phenylamino)biphenyl (50 nm)/blue emitting materials (1 and 2) (30 nm)/bathophenanthroline (35 nm)/8-hydroxy-quinolinato lithium (2 nm)/Al (100 nm). Two devices showed efficient blue emission with the external quantum efficiencies of 1.58% and 1.30%, respectively, at 20 mA/cm2 , and Commission Internationale dÉclairage coordinates of (0.18, 0.24) and (0.19, 0.27) at 6.0 V. These results suggest that the self-aggregation properties of emitters would have considerable effects on their photoluminescent and electroluminescent properties.

Red Phosphorescent Bis-Cyclometalated Iridium Complexes with Fluorine-, Phenyl-, and Fluorophenyl-Substituted 2-Arylquinoline Ligands.

Red phosphorescent iridium(III) complexes based on fluorine-, phenyl-, and fluorophenyl-substituted 2-arylquinoline ligands were designed and synthesized. To investigate their electrophosphorescent properties, devices were fabricated with the following structure: indium tin oxide (ITO)/4,4',4''-tris[2-naphthyl(phenyl)amino]triphenylamine (2-TNATA)/4,4'-bis[N-(1-naphthyl)-N-phenylamino]biphenyl (NPB)/4,4'-bis(N-carbazolyl)-1,1'-biphenyl (CBP): 8% iridium (III) complexes/bathocuproine (BCP)/tris(8-hydroxyquinolinato)aluminum (Alq3)/8-hydroxyquinoline lithium (Liq)/Al. All devices, which use these materials showed efficient red emissions. In particular, a device exhibited a saturated red emission with a maximum luminance, external quantum efficiency, and luminous efficiency of 14200 cd m(-2), 8.44%, and 6.58 cd A(-1) at 20 mA cm(-2), respectively. The CIE (x, y) coordinates of this device are (0.67, 0.33) at 12.0 V.

Efficient blue organic light-emitting diodes using N(2) ,N(2) ,N(11) ,N(11) ,5,6,7,8-octaphenyltriphenylene-2,11-diamine derivatives.

In this study, we have synthesized phenyl-substituted triphenylene derivatives, using the Diels-Alder reaction and the Buchwald-Hartwig reaction. To investigate electroluminescence properties of these materials, multilayer organic light-emitting diode (OLED) devices were fabricated with a structure of indium-tin-oxide (ITO) (180 nm)/4,4'-bis(N-(1-naphthyl)-N-phenylamino)biphenyl (NPB) (50 nm)/blue-emitting materials (1-3) (30 nm)/bathophenanthroline (Bphen) (35 nm)/lithium quinolate (Liq) (2 nm)/Al (100 nm). A device using N(2) ,N(2) ,N(11) ,N(11) ,5,6,7-heptaphenyltriphenylene-2,11-diamine (2) exhibited efficient blue emission with luminous, power, and external quantum efficiencies of 0.92 cd/A, 0.67 lm/W, and 1.17% at 20 mA/cm(2) , respectively. The Commission International de L'Éclairage coordinates of this device were (x = 0.15, y = 0.09) at 6.0 V. Copyright © 2015 John Wiley & Sons, Ltd.

Blue Emitting Materials Based on Naphthylanthracene Derivatives Containing Electron-Withdrawing Fluorobenzenes.

We have designed and synthesized three blue emitters based on 9-naphthylanthracene derivatives connected with various electron-withdrawing group such as 4-fluorobenzene, 2,4-difluorobenzene and 2,3,4,5,6-pentafluorobenzene (1-3). Multilayered OLEDs with the structure of ITO (180 nm)/NPB (50 nm)/Blue materials 1-3 (30 nm)/TPBi (15 nm)/Liq (2 nm)/AI (100 nm) have been fabricated to investigate their electroluminescent properties. In particular, the device using 3 showed efficient blue electroluminescent properties with a luminous, power, external quantum efficiency and CIE coordinates of 0.71 cd/A, 1.98 Im/W, 1.34% at 20 mA/cm2 and (x = 0.16, y = 0.20) at 10.0 V, respectively. In addition, a deep blue OLED using 1 with CIE coordinates (x = 0.15, y = 0.11) at 10.0 V exhibited a luminous, power, external quantum efficiency of 2.12 cd/A, 3.04 Im/W and 1.17% at 20 mA/cm2, respectively.

Effect of Stepwise Doping on Lifetime and Efficiency of Blue and White Phosphorescent Organic Light Emitting Diodes.

We investigated a light emission mechanism of blue phosphorescent organic light emitting diodes (PHOLEDs), using a stepwise doping profile of 2, 8, and 14 wt.% within the emitting layer (EML). We fabricated several blue PHOLEDs with phosphorescent blue emitter iridium(III) bis[(4,6-difluorophenyl)-pyridinato-N,C2]picolinate doped in N,N'-dicarbazolyl-3,5-benzene as a p-type host material. A blue PHOLED with the highest doping concentration as part of the EML close to an electron transporting layer showed a maximum luminous efficiency of 20.74 cd/A, and a maximum external quantum efficiency of 10.52%. This can be explained by effective electron injection through a highly doped EML side. Additionally, a white OLED based on the doping profile was fabricated with two thin red EMLs within a blue EML maintaining a thickness of 30 nm for the entire EML. Keywords: Blue Phosphorescent Organic Light Emitting Diodes, Stepwise Doping Structure, Charge Trapping Effect.

DCM-based organic dyes with electron donating groups for dye-sensitized solar cells.

Herein, 4-(dicyanomethylene)-2-methyl-6-[p-(dimethylamino)styryl]-4H-pyran (DCM)-based dyes with electron donating groups were designed and their electronic and optical properties were investigated theoretically for dye-sensitized solar cells (DSSCs). Among the dyes, the D1 and D2 dyes were composed of single electron donating group and the D3 and D4 dyes composed of dual donating group. We performed DFT/TDDFT calculations to get insight into the factors responsible for photovoltaic properties as dye sensitizers. It showed that all the dyes in this work are available as dye sensitizers from the energy consideration compared to TiO2 electrode and iodide electrolyte. It also showed that the D3 and D4 dyes produced additional absorption bands by the introduction of dual donor in absorption spectra and the absorption band of the D4 dye is more red-shifted than that of the D3 dye. It is attributed to the fact that the M2 (a coumarin derivative) moiety with stronger electron withdrawing ability stabilized its LUMO level. In terms of molar extinction coefficient and panchromatic feature, we suggest that the D4 dye would show better performance than other dyes in the present study as a dye sensitizer for DSSCs.

Red fluorescent materials based on julolidine/chromene with the bulky tert-butyl and trimethylsilyl substituents for organic light-emitting diodes.

In this work, we designed and synthesized two red emitters 2-(6,8-di-tert-butyl-2-(2-(1,1-dimethyl-7-(trimethylsilyl)-7-((trimethylsilyl)methyl)-1,2,3,5,6,7-hexahydropyrido[3,2,1-ij]quinolin-9-yl)vinyl)-4H-chromen-4-ylidene)malononitrile (Red 1) and 2-(6,8-di-tert-butyl-2-(2-(1,1,7-trimethyl-7-t-butyl)-1,2,3,5,6,7-hexahydropyrido[3,2,1-ij]quinolin-9-yl)vinyl)-4H-chromen-4-ylidene)malononitrile (Red 2). To explore the electro-luminescence properties of these materials, multilayered OLEDs using these materials as dopants in a Alq3 host were fabricated. Particularly, by using Red 1 as a dopant in emitting layer, device 1 showed the luminous and power efficiencies of 0.81 cd/A and 0.43 lm/W at 20 mA/cm2, respectively. The CIE coordinates of this device was (0.65, 0.34) at 7.0 V, which is close to the NTSC standard CIE coordinates of (0.67,0.32) for red emission.

Blue organic light-emitting diodes based on new bipolar anthracene derivatives containing pyridine.

A series of bipolar anthracene derivatives containing pyridine as an electron withdrawing group and cabazole, triphenylamine and indole as electron donating groups were synthesized and characterized. Particularly, Device E, 9-(4'-(10-(pyridin-2-yl)anthracen-9-yl)biphenyl-4-yl)-9H-carbazol exhibits a high-efficient deep-blue EL emission with the luminous efficiency (LE) of 2.31 cd/A, power efficiency (PE) of 1.39 lm/W and quantum efficiency (QE) of 1.94% at 500 nit. This compound shows the maximum wavelength of the electroluminescence (EL) at 467 nm and the CIE x, y coordinates of (0.16,0.14) at 6 V.

Triphenylamine substituted anthracene derivatives for blue organic light-emitting diodes.

A series of bipolar anthracene derivatives containing triphenylamine as an electron donating group and pyridine, quinoline, isoquinoline and benzothiazole as electron withdrawing groups were synthesized and characterized. Particularly, a material, 9-quinolinyl-10-triphenylamin anthracene (3) exhibits a highly efficient sky-blue EL emission with the luminous efficiency (LE) of 9.36 cd/A, power efficiency (PE) of 5.94 lm/W and quantum efficiency (QE) of 4.23% at 500 nit. This material shows the maximum wavelength of the electroluminescence (EL) at 486 nm and the CIE x, y coordinates of (0.17, 0.36) at 6 V.

Undoped blue organic light-emitting diodes using 2-diphenylaminofluoren-7-ylstyryl derivatives.

Blue fluorescent materials based on diphenylaminofluorenylstyryl derivatives connected with the various end-capping aromatic groups were synthesized and characterized. An OLED, using (E)-9,9-diethyl-7-(4-(4-fluoronaphthalen-1-yl)styryl)-N,N-diphenyl-9 H-fluoren-2-amine(5) in emitting layer, was fabricated. This device showed the highly efficient blue emission with the maximum luminance of 5138 cd/m2, the luminous efficiency of 3.92 cd/A, the power efficiency of 3.17 lm/W, the external quantum efficiency of 2.90% at 20 mA/cm2 and CIE x, y coordinates of (0.14, 0.17).

Performance improvement of green phosphorescent organic light emitting diodes with partial bulk heterojunctioned emitting layer.

Green phosphorescent organic light emitting diodes (PHOLEDs) were developed using a mixed layer system. They were fabricated with 4,4'-N,N'-dicarbazolyl-biphenyl (CBP) and typical charge transporting materials, which are 4,4'-bis[N-(naphthyl)-N-phenylamino]biphenyl (NPB) as a hole transporting material and 1,3,5-tris(N-phenylbenzimidazole-2-yl)benzene (TPBi) as an electron transporting material, mixed at each interface in a stacked organic layer to reduce the hole injection barrier and extend the recombination zone. We introduced a mixed layer for the hole transporting layer side, the electron transporting layer side, and on both sides to make a bulk heterojunction. This reduced the driving voltage, and the luminous efficiency (LE) was increased to 500 cd/m2. The optimized device showed a maximum LE of 59.87 cd/A and a maximum external quantum efficiency of 17.52%.