Development of Blue Phosphorescent Pt(II) Materials Using Dibenzofuranyl Imidazole Ligands and Their Application in Organic Light-Emitting Diodes.

Organic light-emitting diodes (OLEDs) are energy-efficient; however, the coordinating ligand can affect their stability. Sky-blue phosphorescent Pt(II) compounds with a C^N chelate, fluorinated-dbi (dbi = [1-(2,4-diisopropyldibenzo [b,d]furan-3-yl)-2-phenyl-1H-imidazole]), and acetylactonate (acac) (1)/picolinate (pic) (2) ancillary ligands were synthesized. The molecular structures were characterized using various spectroscopic methods. The Pt(II) Compound Two exhibited a distorted square planar geometry, with several intra- and inter-molecular interactions involving Cπ⋯H/Cπ⋯Cπ stacking. Complex One emitted bright sky-blue light (λmax = 485 nm) with a moderate photoluminescent quantum efficiency (PLQY) of 0.37 and short decay time (6.1 µs) compared to those of 2. Theoretical calculations suggested that the electronic transition of 1 arose from ligand(C^N)-centered π-π* transitions combined with metal-to-ligand charge-transfer (MLCT), whereas that of 2 arose from MLCT and ligand(C^N)-to-ligand(pic) charge-transfer (LLCT), with minimal contribution from C^N chelate to the lowest unoccupied molecular orbital (LUMO). Multi-layered phosphorescent OLEDs using One as a dopant and a mixed host, mCBP/CNmCBPCN, were successfully fabricated. At a 10% doping concentration of 1, a current efficiency of 13.6 cdA-1 and external quantum efficiency of 8.4% at 100 cdm-2 were achieved. These results show that the ancillary ligand in phosphorescent Pt(II) complexes must be considered.

Phosphine Sulfide-Based Bipolar Host Materials for Blue Phosphorescent Organic Light-Emitting Diodes.

Three phosphine sulfide-based bipolar host materials, vizCzPhPS, DCzPhPS, and TCzPhPS, were facilely prepared through a one-pot synthesis in excellent yields. The developed hosts exhibit superior thermal stabilities with the decomposition temperatures (Td) all exceeding 350 °C and the melting temperatures (Tm) over 200 °C. In addition, their triplet energy (ET) levels are estimated to be higher than 3.0 eV, illustrating that they are applicable to serve as hosts for blue phosphorescent organic light-emitting diodes (PhOLEDs). The maxima luminance, current efficiency (CE), power efficiency (PE), and external quantum efficiency (EQE) of 17,223 cd m-2, 36.7 cd A-1, 37.5 lm W-1, and 17.5% are achieved for the blue PhOLEDs hosted by CzPhPS. The PhOLEDs based on DCzPhPS and TCzPhPS show inferior device performance than that of CzPhPS, which might be ascribed to the deteriorated charge transporting balance as the increased number of the constructed carbazole units in DCzPhPS and TCzPhPS molecules would enhance the hole-transporting ability of the devices to a large extent. Our study demonstrates that the bipolar hosts derived from phosphine sulfide have enormous potential applications in blue PhOLEDs, and the quantity of donors should be well controlled to exploit highly efficient phosphine sulfide-based hosts.

Electron-Rich 4-Substituted Spirobifluorenes: Toward a New Family of High Triplet Energy Host Materials for High-Efficiency Green and Sky Blue Phosphorescent OLEDs.

We report herein a detailed structure-properties relationship study of the first examples of electron-rich 4-substituted spirobifluorenes for organic electronic applications, namely, 4-phenyl-N-carbazole-spirobifluorene (4-PhCz-SBF) and 4-(3,4,5-trimethoxyphenyl)-spirobifluorene (4-Ph(OMe)3-SBF). The incorporation of the electron-rich moieties in the ortho position of the biphenyl linkage (position C4) induces unique properties, very different from those previously described in the literature for this family of semiconductors. Both dyes can be readily synthesized, possess high triplet energies and excellent thermal stability, and their HOMO energy levels are highly increased compared to those of other 4-substituted SBFs. We also provide in this work the first rationalization of the peculiar fluorescence of 4-substituted SBFs. Finally, the present dyes have been successfully incorporated as host in green and blue phosphorescent organic light-emitting diodes with high performance either for the green (EQE of 20.2%) or the blue color (EQE of 9.6%). These performances are, to the best of our knowledge, among the highest reported to date for 4-substituted SBF derivatives.

Continuous Patterning of Copper Nanowire-Based Transparent Conducting Electrodes for Use in Flexible Electronic Applications.

Simple, low-cost and scalable patterning methods for Cu nanowire (NW)-based flexible transparent conducting electrodes (FTCEs) are essential for the widespread use of Cu NW FTCEs in numerous flexible optoelectronic devices, wearable devices, and electronic skins. In this paper, continuous patterning for Cu NW FTCEs via a combination of selective intense pulsed light (IPL) and roll-to-roll (R2R) wiping process was explored. The development of continuous R2R patterning could be achieved because there was significant difference in adhesion properties between NWs and substrates depending on whether Cu NW coated area was irradiated by IPL or not. Using a custom-built, R2R-based wiping apparatus, it was confirmed that nonirradiated NWs could be clearly removed out without any damage on irradiated NWs strongly adhered to the substrate, resulting in continuous production of low-cost Cu NW FTCE patterns. In addition, the variations in microscale pattern size by varying IPL process parameters/the mask aperture sizes were investigated, and possible factors affecting on developed pattern size were meticulously examined. Finally, the successful implementation of the patterned Cu NW FTCEs into a phosphorescent organic light-emitting diode (PhOLED) and a flexible transparent conductive heater (TCH) were demonstrated, verifying the applicability of the patterned FTCEs. It is believed that our study is the key step toward realizing the practical use of NW FTCEs in various flexible electronic devices.

Highly Efficient Blue Phosphorescent Organic Light-Emitting Diodes Employing a Host Material with Small Bandgap.

Blue phosphorescent organic light-emitting diode (PhOLED) with a high maximum external quantum efficiency (EQE) of 26.6% was achieved using a new material, 2,8-bis(9,9-dimethylacridin-10(9H)-yl)dibenzo[b,d]furan (DBF-DMS) with a small bandgap, as the host. The device with DBF-DMS showed improved performance compared with that with 1,3-di-9-carbazolylbenzene, which is ascribed to the enhancement in carrier injection and transporting abilities and material stability of DBF-DMS. A lifetime of more than 100 h (time to 50% of the initial luminance, 1000 cd/m(2) with an EQE of 19.6%) in the other DBF-DMS-based device is obtained by further utilizing better device structure. This is a report indicating that host material with a small bandgap like DBF-DMS can be successfully utilized toward blue PhOLEDs with high performance.

Solution-Processed Blue/Deep Blue and White Phosphorescent Organic Light-Emitting Diodes (PhOLEDs) Hosted by a Polysiloxane Derivative with Pendant mCP (1,3-bis(9-carbazolyl)benzene).

The synthesis and characterization is reported of an efficient polysiloxane derivative containing the 1,3-bis(9-carbazolyl)benzene (mCP) moiety as a pendant unit on the polysiloxane backbone. In comparison with mCP, the mCP-polysiloxane hybrid (PmCPSi) has significantly improved thermal and morphological stabilities with a high decomposition temperature (Td = 523 °C) and glass transition temperature (Tg = 194 °C). The silicon-oxygen linkage of PmCPSi prevents intermolecular π-stacking and ensures a high triplet energy level (ET = 3.0 eV). Using PmCPSi as a host, blue phosphorescent organic light emitting devices (PhOLEDs) effectively confine triplet excitons, with efficient energy transfer to the guest emitter and a relatively low turn-on voltage of 5.8 V. A maximum external quantum efficiency of 9.24% and maximum current efficiency of 18.93 cd/A are obtained. These values are higher than for directly analogous poly(vinylcarbazole) (PVK) based devices (6.76%, 12.29 cd/A). Good color stability over a range of operating voltages is observed. A two-component "warm-white" device with a maximum current efficiency of 10.4 cd/A is obtained using a blend of blue and orange phosphorescent emitters as dopants in PmCPSi host. These results demonstrate that well-designed polysiloxane derivatives are highly efficient hosts suitable for low-cost solution-processed PhOLEDs.