Synthesis of polymer‐iridium complex and its electroluminescent characteristics

A π‐conjugated polymer‐iridium complex containing the ligand in the main chain was synthesized by the Suzuki coupling method, and was applied to organic light‐emitting devices (OLEDs) as the emitter material. The polymer‐iridium complex showed red photoluminescence and electroluminescence with the maximum external quantum efficiency of ca. 3% by using 4,4′‐N,N′‐dicarbazole‐biphenyl and 2‐(4‐biphenylyl)‐5‐(4‐tert‐butyl‐phenyl)‐1,3,4‐oxadiazole blended into the polymer emitter layer. Copyright © 2005 John Wiley & Sons, Ltd.     

Simple Bipolar Hosts with High Glass Transition Temperatures Based on 1,8‐Disubstituted Carbazole for Efficient Blue and Green Electrophosphorescent Devices with “Ideal” Turn‐on Voltage

Two hybrids based on 1,8‐disubstituted carbazole, 1,8‐OXDCz and 1,8‐mBICz , have been designed and synthesized through a facile process. The incorporation of oxadiazole or N‐phenylbenzimidazole moieties at the 1,8‐positions of carbazole greatly improves its morphological stability, giving glass transition temperatures (T_g) as high as 138 and 154 °C, respectively. Blue phosphorescent organic light‐emitting devices (PhOLEDs) with 1,8‐mBICz exhibit almost the same performance as a similarly structured device based on the mCP host, and green PhOLEDs employing the new host material 1,8‐OXDCz exhibit an ideal turn‐on voltage (2.5 V at 1.58 cd m^?2), a maximum current efficiency (η_c,max) of 73.9 cd A^?1, and a power efficiency (η_p,max) of 89.7 lm W^?1. These results are among the best performances of [Ir(ppy)₃]‐based devices with simple device configurations.     

Helicenes as All‐in‐One Organic Materials for Application in OLEDs: Synthesis and Diverse Applications of Carbo‐ and Aza[5]helical Diamines

A set of eight helical diamines were designed and synthesized to demonstrate their relevance as all‐in‐one materials for multifarious applications in organic light‐emitting diodes (OLEDs), that is, as hole‐transporting materials (HTMs), EMs, bifunctional hole transporting + emissive materials, and host materials. Azahelical diamines function very well as HTMs. Indeed, with high T_g values (127–214 °C), they are superior alternatives to popular N,N′‐di(1‐naphthyl)‐N,N′‐diphenyl‐(1,1′‐biphenyl)‐4,4′‐diamine (NPB). All the helical diamines exhibit emissive properties when employed in nondoped as well as doped devices, the performance characteristics being superior in the latter. One of the carbohelical diamines (CHTPA) serves the dual function of hole transport as well as emission in simple double‐layer devices; the efficiencies observed were better by quite some margin than those of other emissive helicenes reported. The twisting endows helical diamines with significantly high triplet energies such that they also function as host materials for red and green phosphors, that is, [Ir(btp)₂acac] (btp=2‐(2′‐benzothienyl)pyridine; acac=acetylacetonate) and [Ir(ppy)₃] (ppy=2‐phenylpyridine), respectively. The results of device fabrications demonstrate how helicity/ helical scaffold may be diligently exploited to create molecular systems for maneuvering diverse applications in OLEDs.     

Multifunctional Materials Serving as Efficient Non-Doped Violet-Blue Emitters and Host Materials for Phosphorescence

Efficient multifunctional materials acting as violet-blue emitters, as well as host materials for phosphorescent OLEDs, are crucial but rare due to demand that they should have high first singlet state (S₁) energy and first triplet state (T₁) energy simultaneously. In this study, two new violet-blue bipolar fluorophores, TPA-PI-SBF and SBF-PI-SBF , were designed and synthesized by introducing the hole transporting moiety triphenylamine (TPA) and spirobifluorene (SBF) unit that has high T₁ into high deep blue emission quantum yield group phenanthroimidazole (PI). As the results, the non-doped OLEDs based on TPA-PI-SBF exhibited excellent EL performance with a maximum external quantum efficiency (EQE_max) of 6.76 % and a violet-blue emission with Commission Internationale de L′Eclairage (CIE) of (0.152, 0.059). The device based on SBF-PI-SBF displayed EQE_max of 6.19 % with CIE of (0.159, 0.049), which nearly matches the CIE coordinates of the violet-blue emitters standard of (0.131, 0.046). These EL performances are comparable to the best reported non-doped deep or violet-blue emissive OLEDs with CIEy<0.06 in recent years. Additionally, the green, yellow and red phosphorescent OLEDs with TPA-PI-SBF and SBF-PI-SBF as host materials achieved a high EQE_max of about 20 % and low efficiency roll-off at the ultra-high luminance of 10 000 cd m⁻². These results provided a new construction strategy for designing high-performance violet-blue emitters, as well as efficient host materials for phosphorescent OLEDs.     

Organic light‐emitting devices having chemically‐doped arylamine oligomer as a hole injection layer

A soluble and thermally stable arylamine oligomer containing difluorenyl groups was prepared and applied to organic light‐emitting devices (OLEDs) as a hole injection layer. The oligomer layer was doped with a Lewis acid and formed by spin coating from the dichloroethane solution. The OLED with a structure of indium tin oxide (ITO)/Lewis‐acid‐doped arylamine oligomer/N,N′‐dinaphthyl‐N,N′‐diphenyl bendizine (α‐NPD)/tris(8‐quinolinolato)aluminum(III) (Alq₃)/LiF/Al showed lower drive voltages and higher power efficiencies, compared with the devices without the hole injection oligomer layer. Copyright © 2005 John Wiley & Sons, Ltd.     

Phosphorescent Cyclometalated Iridium(III) Complexes That Contain Substituted 2‐Acetylbenzo[b]thiophen‐3‐olate Ligand for Red Organic Light‐Emitting Devices

We report the synthesis of a new class of thermally stable and strongly luminescent cyclometalated iridium(III) complexes 1 – 6 , which contain the 2‐acetylbenzo[b]thiophene‐3‐olate (bt) ligand, and their application in organic light‐emitting diodes (OLEDs). These heteroleptic iridium(III) complexes with bt as the ancillary ligand have a decomposition temperature that is 10–20 % higher and lower emission self‐quenching constants than those of their corresponding complexes with acetylacetonate (acac). The luminescent color of these iridium(III) complexes could be fine‐tuned from orange (e.g., 2‐phenyl‐6‐(trifluoromethyl)benzo[d]thiazole (cf₃bta) for 4 ) to pure red (e.g., lpt (Hlpt=4‐methyl‐2‐(thiophen‐2‐yl)quinolone) for 6 ) by varying the cyclometalating ligands (C‐deprotonated C^N). In particular, highly efficient OLEDs based on 6 as dopant (emitter) and 1,3‐bis(carbazol‐9‐yl)benzene (mCP) as host that exhibit stable red emission over a wide range of brightness with CIE chromaticity coordinates of (0.67, 0.33) well matched to the National Television System Committee (NTSC) standard have been fabricated along with an external quantum efficiency (EQE) and current efficiency of 9 % and 10 cd A^?1, respectively. A further 50 % increase in EQE (>13 %) by replacing mCP with bis[4‐(6H‐indolo[2,3‐b]quinoxalin‐6‐yl)phenyl]diphenylsilane (BIQS) as host for 6 in the red OLED is demonstrated. The performance of OLEDs fabricated with 6 (i.e., [(lpt)₂Ir(bt)]) was comparable to that of the analogous iridium(III) complex that bore acac (i.e., [(lpt)₂Ir(acac)]; 6 a in this work) [Adv. Mater.­ 2011 , 23, 2981] fabricated under similar conditions. By using ntt (Hnnt=3‐hydroxynaphtho[2,3‐b]thiophen‐2‐yl)(thiophen‐2‐yl)methanone) ligand, a substituted derivative of bt, the [(cf₃bta)₂Ir(ntt)] was prepared and found to display deep red emission at around 700 nm with a quantum yield of 12 % in mCP thin film.     

The Control of Conjugation Lengths and Steric Hindrance to Modulate Aggregation‐Induced Emission with High Electroluminescence Properties and Interesting Optical Properties

A series of novel AIE‐active (aggregation‐induced emission) molecules, named SAF‐2‐TriPE, SAF‐3‐TriPE, and SAF‐4‐TriPE, were designed and synthesized through facile reaction procedures. We found that incorporation of the spiro‐acridine‐fluorene (SAF) group, which is famous for its excellent hole‐transporting ability and rigid structure, at different substitution positions on the phenyl ring affected the conjugation lengths of these compounds. Consequently, we have obtained molecules with different emission colors and properties without sacrificing good EL (electroluminescence) characteristics. Accordingly, a device that was based on compound SAF‐2‐TriPE displayed superior EL characteristics: it emitted green light with η_{c, max}=10.5 cd A^?1 and η_{ext, max}=4.22 %, whereas a device that was based on compound SAF‐3‐TriPE emitted blue‐green light with η_{c, max}=3.9 cd A^?1 and η_{ext, max}= 1.71 %. These compounds also displayed different AIE performances: when the fraction of water in the THF solutions of these compounds was increased, we observed a significant improvement in the Φ_F of compounds SAF‐2‐TriPE and SAF‐3‐TriPE; in contrast, compound SAF‐4‐TriPE showed an abnormal phenomenon, in that it emitted a strong fluorescence in both pure THF solution and in the aggregated state without a significant change in Φ_F. Overall, this systematic study confirmed a relationship between the regioisomerism of the luminophore structure and its AIE activity and the resulting electroluminescent performance in non‐doped devices.     

Tetradentate cyclometalated platinum complex enables high-performance near-infrared electroluminescence with excellent device stability

Due to the high decay rate of the non-radiative transition of long wavelengths, the molecular design of efficient and stable near-infrared (NIR) electroluminescent materials remains a big challenge. Herein, a new tetradentate cyclometalated platinum(II) complex with an N^∧C^∧C^∧N coordinated framework has been developed and used as a dopant for NIR organic light-emitting diodes (OLEDs). The complex exhibited a short-lived (0.5–1.5 µs) metal-to-ligand charge transfer (MLCT) excited state in doped and neat films. The resulting NIR OLEDs (λ_EL = 730 nm) achieved maximum external quantum efficiency (EQE_max) of 5.2% and radiance of 74626 mW sr^?1 m^–2. Of note, the device exhibited excellent stability with operational lifetime of 119 h for LT₉₀. This work demonstrated the great potential of tetradentate platinum(II) complexes in the field of NIR OLEDs.     

Synthesis and properties of eighteen-arm polybutadienes

A series of eighteen-arm regular star polybutadienes with molecular weights between 9.9 × 10⁴ and 1.9 × 10⁶ were prepared and characterized. Evidence is presented for the expanded configuration of the large eighteen-arm stars in a θ solvent. The intrinsic viscosities of the eighteen-arm stars gave g′ = [η]/[η]_l = 0.28₄ in dioxane at 27°C (θ solvent) and 0.22₅ in toluene at 35°C (good solvent). The linear viscoelastic properties of the melts were also determined. The plateau modulus, G_N°, is the same as for linear polybutadiene. The zero-shear viscosities (η₀) and the longest relaxation times (T_max) increase exponentially with the arm molecular weight M_a and are identical to those of four-arm polybutadienes with the same M_a. The zero-shear recoverable compliance (J_e°) increases linearly with molecular weight. v′ in J_e°G_N° = v′N_a, where N_a is the number of entanglements per arm, is 0.95 slightly larger than 0.66 for four-arm polybutadienes. Similarly, g₂ is higher than calculated from the Rouse–Ham theory.     

Deuterated Molecular Ruby with Record Luminescence Quantum Yield

The recently reported luminescent chromium(III) complex 1 ³⁺ ([Cr(ddpd)₂]³⁺; ddpd=N,N′‐dimethyl‐N,N′‐dipyridine‐2‐yl‐pyridine‐2,6‐diamine) shows exceptionally strong near‐IR emission at 775 nm in water under ambient conditions (Φ=11 %) with a microsecond lifetime as the ligand design in 1 ³⁺ effectively eliminates non‐radiative decay pathways, such as photosubstitution, back‐intersystem crossing, and trigonal twists. In the absence of energy acceptors, such as dioxygen, the remaining decay pathways are energy transfer to high energy solvent and ligand oscillators, namely OH and CH stretching vibrations. Selective deuteration of the solvents and the ddpd ligands probes the efficiency of these oscillators in the excited state deactivation. Addressing these energy‐transfer pathways in the first and second coordination sphere furnishes a record 30 % quantum yield and a 2.3 millisecond lifetime for a metal complex with an earth‐abundant metal ion in solution at room temperature.     

Phosphorescent κ3-(N^C^C)-Gold(III) Complexes: Synthesis,Photophysics, Computational Studies and Application to Solution-Processable OLEDs

Efficient OLED devices have been fabricated using organometallic complexes of platinum group metals. Still, the high material cost and low stability represent central challenges for their application in commercial display technologies. Based on its innate stability, gold(III) complexes are emerging as promising candidates for high-performance OLEDs. Here, a series of alkynyl-, N-heterocyclic carbene (NHC)- and aryl-gold(III) complexes stabilized by a κ³-(N^C^C) template have been prepared and their photophysical properties have been characterized in detail. These compounds exhibit good photoluminescence quantum efficiency (η_PL) of up to 33 %. The PL emission can be tuned from sky-blue to yellowish green colors by variations on both the ancillary ligands as well as on the pincer template. Further, solution-processable OLED devices based on some of these complexes display remarkable emissive properties (η_CE 46.6 cd.A⁻¹ and η_ext 14.0 %), thus showcasing the potential of these motifs for the low-cost fabrication of display and illumination technologies.     

π-Extended Carbazole Derivatives as Host Materials for Highly Efficient and Long-Life Green Phosphorescent Organic Light-Emitting Diodes

High-performance organic light-emitting diodes (OLEDs) that use phosphorescent and/or thermally activated delayed fluorescence emitters are capable of realizing 100 % electron-to-photon conversion. The host materials in these OLEDs play crucial roles in determining OLED performance. Carbazole derivatives are frequently used as host materials, among which 3,3-bis(9H-carbazol-9-yl)biphenyl ( mCBP ) is often used for lifetime testing in scientific studies. In this study, the π conjugation of the carbazole unit was expanded to enhance OLED lifetime by designing and developing two benzothienocarbazole (BTCz)-based host materials, namely m1BTCBP and m4BTCBP . Among these host materials, m1BTCBP formed a highly efficient [Ir(ppy)₃]-based OLED with an operational luminescence half-life (LT₅₀) of over 300 h at an initial luminance of approximately 12000 cd m⁻² (current density: 25 mA cm⁻²). The LT₅₀ value at 1000 cd cm⁻² was estimated to be about 23 000 h. This performance is clearly higher than that of mCBP -based OLEDs (LT₅₀≈8500 h).     

Controlled helical orientation of carbazole in amino acid derived poly(N‐propargylamide)s

Novel L ‐alanine and L ‐glutamic acid derivatized, carbazole‐containing N‐propargylamides [N‐(9‐carbazolyl)ethyloxycarbonyl‐L ‐alanine N′‐propargylamide and N‐(9‐carbazolyl)ethyloxycarbonyl‐L ‐glutamic acid‐γ‐benzyl ester N′‐propargylamide] were synthesized and polymerized with (nbd)Rh⁺[η⁶‐C₆H₅B^?(C₆H₅)₃] (nbd = norbornadiene) as a catalyst to obtain the corresponding polymers with moderate molecular weights in high yields. Polarimetry, circular dichroism, and ultraviolet–visible spectroscopy studies revealed that both poly[N‐(9‐carbazolyl)ethyloxycarbonyl‐L ‐alanine N′‐propargylamide] and poly[N‐(9‐carbazolyl)ethyloxycarbonyl‐L ‐glutamic acid‐γ‐benzyl ester N′‐propargylamide] took a helical structure with a predominantly one‐handed screw sense in tetrahydrofuran, CHCl₃, and CH₂Cl₂. The helix content of poly[N‐(9‐carbazolyl)ethyloxycarbonyl‐L ‐alanine N′‐propargylamide] could be tuned by heat or the addition of a protic solvent, and the helical sense of poly[N‐(9‐carbazolyl) ethyloxycarbonyl‐L ‐glutamic acid‐γ‐benzyl ester N′‐propargylamide] was inverted by heat in CHCl₃ or in mixtures of tetrahydrofuran and CH₂Cl₂. Poly[N‐(9‐carbazolyl) ethyloxycarbonyl‐L ‐alanine N′‐propargylamide] and poly[N‐(9‐carbazolyl)ethyloxycarbonyl‐L ‐glutamic acid‐γ‐benzyl ester N′‐propargylamide] also took a helical structure in film states. They showed small fluorescence in comparison with the monomers and redox activity based on carbazole. © 2006 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 45: 253–261, 2007     

Dihydrogen Catalysis of the Reversible Formation and Cleavage of CH and NH Bonds of Aminopyridinate Ligands Bound to (η5‐C5Me5)IrIII

This study focuses on a series of cationic complexes of iridium that contain aminopyridinate (Ap) ligands bound to an (η⁵‐C₅Me₅)Ir^III fragment. The new complexes have the chemical composition [Ir(Ap)(η⁵‐C₅Me₅)]⁺, exist in the form of two isomers ( 1⁺ and 2⁺ ) and were isolated as salts of the BAr_F^? anion (BAr_F=B[3,5‐(CF₃)₂C₆H₃]₄). Four Ap ligands that differ in the nature of their bulky aryl substituents at the amido nitrogen atom and pyridinic ring were employed. In the presence of H₂, the electrophilicity of the Ir^III centre of these complexes allows for a reversible prototropic rearrangement that changes the nature and coordination mode of the aminopyridinate ligand between the well‐known κ²‐N,N′‐bidentate binding in 1⁺ and the unprecedented κ‐N,η³‐pseudo‐allyl‐coordination mode in isomers 2⁺ through activation of a benzylic C?H bond and formal proton transfer to the amido nitrogen atom. Experimental and computational studies evidence that the overall rearrangement, which entails reversible formation and cleavage of H?H, C?H and N?H bonds, is catalysed by dihydrogen under homogeneous conditions.     

Maximum Thermodynamic Electrical Efficiency of Fuel Cell System and Results for Hydrogen,Methane, and Propane Fuels

The maximum electrical efficiency of fuel cell system, η_e^max, is important for the understanding and development of the fuel cell technology. Attempt is made to build a theory for η_e^max by considering the energy requirement of heating the fuel and air streams to the fuel cell operating temperature T. A general thermodynamic analysis is performed and the energy balances for the overall operating processes of a fuel cell system are established. Explicit expressions for the determination of η_e^max are deduced. Unlike the Carnot efficiency, η_e^max is found to be fuel specific. Except for hydrogen fuel, chemical equilibrium calculations are necessary to compute η_e^max. Analytical solutions for the chemical equilibrium of alkane fuels are presented. The theoretical model is used to analyze the effects of T and the steam contents of CH₄, C₃H₈, and H₂ on η_e^max for systems with various degrees of waste heat recovery. Contrary to the common perception concerning methane and propane fuels, η_e^max decreases substantially with the increase of T. Moreover, η_e^max of hydrogen fuel can be higher than that of methane and propane fuels for a system with a medium level of waste heat recovery and operated at 700 ℃≤T≤900 ℃.     

Phosphorescent organic light‐emitting diodes using an iridium complex polymer as the solution‐processible host material

We prepared an iridium polymer complex having 2‐phenylpyridine as a η²‐cyclometallated ligand, a new OLED containing a solution‐processible iridium polymer as a host, and a phosphorescent iridium complex, [Ir(piq‐^tBu)₃] as a guest. This is the first example to apply a phosphorescent iridium complex polymer to a host material in a phosphorescent OLED. A phosphine copolymer ligand made from methyl methacrylate (MMA) and 4‐styryldiphenylphosphine can be used as an anchor polymer, which coordinates to luminescent iridium units to form a host metallopolymer easily. The OLED containing the host iridium‐complex polymer film, in which the guest, 2 wt % Ir(piq‐^tBu)₃, was doped, showed red electroluminescence as a result of efficient energy transfer from the iridium polymer host to the iridium guest. The maximum current efficiency of the device was 1.00, suggesting that a soluble iridium complex polymer can be used as a solution‐processible polymer host in EL devices. © 2009 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 47: 4358–4365, 2009     

Deep-Red and Near-Infrared Iridium Complexes with Fine-Tuned Emission Colors by Adjusting Trifluoromethyl Substitution on Cyclometalated Ligands Combined with Matched Ancillary Ligands for Highly Efficient Phosphorescent Organic Light-Emitting Diodes

Six novel Ir(C^N)₂(L^X)-type heteroleptic iridium complexes with deep-red and near-infrared region (NIR)-emitting coverage were constructed through the cross matching of various cyclometalating (C^N) and ancillary (LX) ligands. Here, three novel C^N ligands were designed by introducing the electron-withdrawing group CF₃ on the ortho (o-), meta (m-), and para (p-) positions of the phenyl ring in the 1-phenylisoquinoline (piq) group, which were combined with two electron-rich LX ligands (dipba and dipg), respectively, leading to subsequent iridium complexes with gradually changing emission colors from deep red (≈660 nm) to NIR (≈700 nm). Moreover, a series of phosphorescent organic light-emitting diodes (PhOLEDs) were fabricated by employing these phosphors as dopant emitters with two doping concentrations, 5% and 10%, respectively. They exhibited efficient electroluminescence (EL) with significantly high EQE values: >15.0% for deep red light0 (λ_max = 664 nm) and >4.0% for NIR cases (λ_max = 704 nm) at a high luminance level of 100 cd m⁻². This work not only provides a promising approach for finely tuning the emission color of red phosphors via the easily accessible molecular design strategy, but also enables the establishment of an effective method for enriching phosphorescent-emitting molecules for practical applications, especially in the deep-red and near-infrared region (NIR).     

Hole‐transporting host‐polymer series consisting of triphenylamine basic structures for phosphorescent polymer light‐emitting diodes

A series of novel styrene derived monomers with triphenylamine‐based units, and their polymers have been synthesized and compared with the well‐known structure of polymer of N,N′‐bis(3‐methylphenyl)‐N,N′‐diphenylbenzidine with respect to their hole‐transporting behavior in phosphorescent polymer light‐emitting diodes (PLEDs). A vinyltriphenylamine structure was selected as a basic unit, functionalized at the para positions with the following side groups: diphenylamine, 3‐methylphenyl‐aniline, 1‐ and 2‐naphthylamine, carbazole, and phenothiazine. The polymers are used in PLEDs as host polymers for blend systems with the following device configuration: glass/indium–tin–oxide/PEDOT:PSS/polymer‐blend/CsF/Ca/Ag. In addition to the hole‐transporting host polymer, the polymer blend includes a phosphorescent dopant [Ir(Me‐ppy)₃] and an electron‐transporting molecule (2‐(4‐biphenyl)‐5‐(4‐tert‐butylphenyl)‐1,3,4‐oxadiazole). We demonstrate that two polymers are excellent hole‐transporting matrix materials for these blend systems because of their good overall electroluminescent performances and their comparatively high glass transition temperatures. For the carbazole‐substituted polymer (T_g = 246 °C), a luminous efficiency of 35 cd A^?1 and a brightness of 6700 cd m^?2 at 10 V is accessible. The phenothiazine‐functionalized polymer (T_g = 220 °C) shows nearly the same outstanding PLED behavior. Hence, both these polymers outperform the well‐known polymer of N,N′‐bis(3‐methylphenyl)‐N,N′‐diphenylbenzidine, showing only a luminous efficiency of 7.9 cd A^?1 and a brightness of 2500 cd m^?2 (10 V). © 2010 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 48: 3417–3430, 2010     

Highly Efficient Deep-Red Non-Doped Diodes Based on a T-Shape Thermally Activated Delayed Fluorescence Emitter

Device simplification is of practical significance for organic light emitting diodes (OLEDs), and remains the great challenge for deep-red emitters. Herein, a deep-red thermally activated delayed fluorescence molecule ( p TPA-DPPZ ) is reported which features a T shaped structure containing two triphenylamine (TPA) donors, one either side of a planar dipyridophenazine (DPPZ) acceptor. The rational spatial arrangement of the functional groups leads to limited but sufficient molecular packing for effective carrier transport. The neat p TPA-DPPZ film achieves an around 90-fold improved radiation rate constant of 10⁷ s⁻¹ and the nearly unitary reverse intersystem crossing (RISC) efficiency, as well as accelerated emission decays for quenching suppression. The high radiation and RISC result in a photoluminescence quantum yield of 87 %. The bilayer OLED based on the p TPA-DPPZ emissive layer achieved the record external quantum efficiencies of 12.3 % for maximum and 10.4 % at 1000 nits, accompanied by the deep-red electroluminescence with the excellent color purity.     

Synthesis and chiral recognition properties of poly(N‐propargylamide) gels derived from ornithine and lysine

Copolymerization of ornithine‐ and lysine‐derived N‐propargylamides, N‐α‐tert‐butoxycarbonyl‐N‐δ‐fluorenylmethoxycarbonyl‐L ‐ornithine N′‐propargylamide ( 1 ), N‐α‐tert‐butoxycarbonyl‐N‐ε‐fluorenylmethoxycarbonyl‐L ‐lysine N′‐propargylamide ( 2 ), N‐α‐fluorenylmethoxycarbonyl‐N‐δ‐tert‐butoxycarbonyl‐L ‐ornithine N′‐propargylamide ( 3 ), and N‐α‐fluorenylmethoxycarbonyl‐N‐ε‐tert‐butoxycarbonyl‐L ‐lysine N′‐propargylamide (4) with dipropargyl adipate was carried out using (nbd)Rh⁺[η⁶‐C₆H₅B^?(C₆H₅)₃] as a catalyst in THF to obtain polymer gels in 80–93% yields. The gels adsorbed N‐benzyloxycarbonyl L ‐alanine, N‐benzyloxycarbonyl L ‐alanine methyl ester, and (S)‐(+)‐1‐phenyl‐1,2‐ethanediol preferably than the corresponding optical isomers. The order of chiral discrimination was poly( 1 ) > poly( 4 ) > poly( 2 ), poly( 3 ) gels. The fluorenylmethoxycarbonyl groups of the gels could be partly removed by piperidine treatment, leading to increase of adsorptivity but decrease of chiral recognition ability. © 2008 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 46: 4175–4182, 2008