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1.
Chemistry ; : e202401250, 2024 May 05.
Artigo em Inglês | MEDLINE | ID: mdl-38705864

RESUMO

9,9-Dimethyl-9,10-dihydroacridine (DMAC) is one of the most widely used electron donor for constructing high-performance thermally activated delayed fluorescence (TADF) emitters. However, DMAC-based emitters often suffer from the imperfect color purity, particularly in blue emitters, due to its strong electron-donating capability. To modulate donor strength, 2,7-F-Ph-DMAC and 2,7-CF3-Ph-DMAC were designed by introducing the electron-withdrawing 2-fluorophenyl and 2-(trifluoromethyl)phenyl at the 2,7-positions of DMAC. These donors were used, in combination with 2,4,6-triphenyl-1,3,5-triazine (TRZ) acceptor, to develop novel TADF emitters 2,7-F-Ph-DMAC-TRZ and 2,7-CF3-Ph-DMAC-TRZ. Compared to the F- or CF3-free reference emitter, both two emitters showed hypsochromic effect in fluorescence and comparable photoluminescence quantum yields without sacrificing the reverse intersystem crossing rate constants. In particular, 2,7-CF3-Ph-DMAC-TRZ based OLED exhibited a blue shift by up to 39 nm and significantly improved Commission International de l'Éclairage (CIE) coordinates from (0.36, 0.55) to (0.22, 0.41), while the external quantum efficiency kept stable at about 22.5 %. This donor engineering strategy should be valid for improving the color purity of large amount of acridine based TADF emitters. It can be predicted that pure blue TADF emitters should be feasible if these F- or CF3-modifed acridine donors are combined with other weaker electron acceptors.

2.
Chemistry ; 30(4): e202303169, 2024 Jan 16.
Artigo em Inglês | MEDLINE | ID: mdl-37965803

RESUMO

In general, a large donor-acceptor dihedral angle is required to guarantee sufficient frontier molecular orbitals separation for thermally activated delayed fluorescence (TADF) emitters, which is intrinsically unfavorable for the radiative transition. We present a molecular design method favoring both reverse intersystem crossing (RISC) and radiative transitions even at a moderate D-A angle. A blue TADF emitter TrzBuCz-CN was designed with triazine/tert-butylcarbazole as donor/acceptor and cyano (CN) incorporated on the phenylene bridge. In comparison with the methyl decoration in similar way (TrzBuCz-Me), CN decoration reduced the D-A dihedral angle from 70° to 60°, which is intrinsically not favorable for sufficient FMO separation, but unexpectedly reduced the singlet and triplet energy gap (ΔEST ) and thus facilitated TADF feature by pulling down the lowest singlet state energy. While the reduced distorsion instead improved the HOMO-LUMO overlap and boosted the fluorescence quantum yield from 41 % to 94 %. The blue organic light-emitting diode of TrzBuCz-CN exhibited an external quantum efficiency of 13.7 % with emission peak at 466 nm, greatly superior to 6.0 % of TrzBuCz-Me. The result provides a feasible design strategy to facilitate both RISC and radiation processes by CN decoration of the linking bridge of TADF emitters.

3.
Anal Chem ; 2023 Jan 12.
Artigo em Inglês | MEDLINE | ID: mdl-36634027

RESUMO

Aggregation-dependent brightness (ADB) indirectly limits the in vitro performance of a pure aggregation-induced emission (AIE) probe in many ways; thus, controlling the aggregation state of the AIE probe is helpful for detecting an object of interest. Many studies are focused on the molecule design of the AIE probes, while less efforts have been made for the control of the aggregation of the AIEs. Here, an acoustic streaming tweezer (AST) generated using a gigahertz bulk acoustic wave resonator was applied to manipulate the aggregation status of the AIE probe and further enhance their performance for human serum albumin (HSA) detection. As the trapping size of the AST matches the working size of the AIE probe, the streaming can enrich and accumulate AIE nanoparticles, which then further trigger larger aggregates. Due to the ADB effect, the fluorescence intensity strongly increased, and thus, the detection limit of HSA was reduced to 0.5 µg/mL, which is low enough for kidney disease detection. Such an AST-assisted ADB strategy is potentially applicable to other AIE probes and can work as a portable choice for the biomedical detection.

4.
Front Pharmacol ; 13: 987882, 2022.
Artigo em Inglês | MEDLINE | ID: mdl-36210826

RESUMO

LS-102 is a new derivative of astragaloside IV (AGS IV) that has been shown to possess potentially significant cardioprotective effects. However, there are no reports concerning its interaction with human serum albumin (HSA) and toxicology in vertebrates. The present investigation was undertaken to characterize the interaction of AGS IV and LS-102 with HSA using equilibrium dialysis and UHPLC-MS/MS methods, along with computational methods. Notably, the effects of AGS IV and LS-102 were studied in vivo using the zebrafish embryo model. Markers related to embryonic cardiotoxicity and thrombosis were evaluated. We showed that the plasma protein binding rate of AGS IV (94.04%-97.42%) was significantly higher than that of LS-102 (66.90%-69.35%). Through site marker competitive experiments and molecular docking, we found that AGS IV and LS-102 were located at the interface of subdomains IIA and IIIA, but the site I might be the primary binding site. Molecular dynamics revealed that AGS IV showed a higher binding free energy mainly due to the stronger hydrophobic and hydrogen bonding interactions. Moreover, the secondary structure implied no obvious effect on the protein structure and conformation during the binding of LS-102. LS-102 significantly ameliorated the astramizole-induced heart rate slowing, increased SV-BA spacing, and prevented arachidonic acid-induced thrombosis in zebrafish. To our knowledge, we are the first to reveal that LS-102 binds to HSA with reversible and moderate affinity, indicating its easy diffusion from the circulatory system to the target tissue, thereby providing significant insights into its pharmacokinetic and pharmacodynamic properties when spread in the human body. Our results also provide a reference for the rational clinical application of LS-102 in the cardiovascular field.

5.
Chemistry ; 27(65): 16181-16188, 2021 Nov 22.
Artigo em Inglês | MEDLINE | ID: mdl-34554619

RESUMO

Acquiring desirable device performance with deep-blue color purity that fulfills practical application requirements is still a challenge. Bipolar fluorescent emitters with hybrid local and charge transfer (HLCT) state may serve to address this issue. Herein, by inserting anthracene core in the deep-blue building blocks, the authors successfully developed two highly twisted D-π-A fluorescent emitters, ICz-An-PPI and IP-An-PPI, featuring different acceptor groups. Both exhibited superb thermal stabilities, high photo luminescent quantum yields and excellent bipolar transport capabilities. The non-doped OLEDs using ICz-An-PPI and IP-An-PPI as the emitting layers showed efficient blue emission with an external quantum efficiency (EQEmax ) of 4.32 % and 5.41 %, and the CIE coordinates of (0.147, 0.180) and (0.149, 0.150), respectively. In addition, the deep blue doped device based on ICz-An-PPI was achieved with an excellent CEmax of 5.83 cd A-1 , EQEmax of 4.6 % and the CIE coordinate of (0.148, 0.078), which is extremely close to the National Television Standards Committee (NTSC) standard. Particularly, IP-An-PPI-based doped device had better performance, with an EQEmax of 7.51 % and the CIE coordinate of (0.150, 0.118), which was very impressive among the recently reported deep-blue OLEDs with the CIEy <0.12. Such high performance may be attributed to the hot exciton HLCT mechanism via T7 to S2 . Our work may provide a new approach for designing high-efficiency deep-blue materials.

6.
ACS Appl Mater Interfaces ; 13(37): 44615-44627, 2021 Sep 22.
Artigo em Inglês | MEDLINE | ID: mdl-34517701

RESUMO

A series of highly efficient blue thermally activated delayed fluorescence (TADF) compounds, SON-Cz, SON-tBuCz, and SON-PhCz, were developed. Pyridinyl was introduced as the bridging unit between carbazole donors and sulfone acceptor. Intramolecular hydrogen bonds between the pyridine N atom and carbazole H atoms were detected in single crystals, which suppressed the twisting of carbazole rings and dramatically increased the molecular rigidity. At the same time, tert-butyl or phenyl were incorporated at the 3,6-sites of carbazole ring to tune electron donating ability or enlarge HOMO delocalization. All these hydrogen bonds featured TADF compounds exhibited much improved photoluminescence quantum yields (PLQYs) and excellent efficiencies in their doped blue organic light-emitting diodes. In particular, SON-tBuCz and SON-PhCz exhibited the maximum external quantum efficiencies (EQEs) of 29.59% and 28.22% with CIE coordinates of (0.17, 0.22) and (0.21, 0.36), respectively. The excellent performance benefits from the carbazole structure modification and the intramolecular hydrogen bonds, which bring more rigid structures and eliminate nonradiative transitions. Furthermore, a single emissive layer all-TADF white OLED was fabricated using SON-tBuCz as the blue emitter and 4CzTPN-Ph as the orange emitter to give an EQE of 23.51% with a high CRI of 71, which is among the top efficiencies ever reported for all-TADF WOLEDs so far.

7.
ACS Appl Mater Interfaces ; 13(11): 13459-13469, 2021 Mar 24.
Artigo em Inglês | MEDLINE | ID: mdl-33703891

RESUMO

Up to now, the most efficient blue phosphorescent organic light-emitting diode (PhOLED) was achieved with a maximum external quantum efficiency (ηext) of 34.1% by using an exciplex cohost. It still remains a challenge to obtain such high efficiencies using a single-host matrix. In this work, a highly efficient sky-blue PhOLED is successfully fabricated using a newly developed bipolar host material, namely 5-(2-(9H-[3,9'-bicarbazol]-9-yl)phenyl)nicotinonitrile (o-PyCNBCz), which realizes a ηext of 29.4% at a practical luminance of 100 cd m-2 and a maximum ηext of 34.6% (at 23 cd m-2). The present device is characterized by simple configuration with a single host and single emitting layer. o-PyCNBCz also reveals high efficiency of 28.2% (94.8 cd A-1) when used as the host for green PhOLED. Under identical conditions, o-PyCNBCz always outperforms than its isomer 3-PyCNBCz (5-(9-phenyl-9H-[3,9'-bicarbazol]-6-yl)nicotinonitrile) in terms of more balanced charge transportation, higher photoluminescent quantum yields of over 90%, and higher horizontal orientation ratio of the emitting dipole for the host-dopant films, which finally lead to its superior performance in PhOLEDs. It is observed that all these merits of o-PyCNBCz benefit from its ortho-linking style of carbazole (p-type unit) and cyanopyridine (n-type unit) on the phenylene bridge and the resultant molecular conformation.

8.
Chemistry ; 26(30): 6899-6909, 2020 May 26.
Artigo em Inglês | MEDLINE | ID: mdl-32212179

RESUMO

To explore the correlation of the acceptor electron affinity and the molecular conformation to the thermally activated delayed fluorescence (TADF) feature, a series of d-π-A molecules were designed and synthesized with triazine (Trz) as the acceptor (A) and carbazole (Cz) or tert-butylcarbazole (BuCz) as the donor (D). On the phenylene bridge between D and A, methyl or trifluoromethyl was incorporated close either to D or to A to tune the molecular conformation and the electron-withdrawing ability of acceptor. Both the twist angles and the singlet and triplet energy difference (ΔEST ) were observed strongly dependent on the type and position of the substituent on the π-bridge. Only those molecules with trifluoromethyl locating close to the D side, namely TrzCz-CF3 and TrzBuCz-CF3 , exhibit TADF feature, verifying that both sufficient electron affinity of the A unit and large dihedral angle between D and the π-bridge are necessary to ensure the occurrence of TADF. The blue organic light-emitting diodes fabricated with TrzCz-CF3 and TrzBuCz-CF3 achieved external quantum efficiencies of 9.40 % and 14.22 % with CIE coordinates of (0.19, 0.23) and (0.18, 0.29) respectively. This study provides practical design strategy for blue TADF materials particularly when planar and less crowded group is used as donor.

9.
ACS Sens ; 4(6): 1524-1533, 2019 06 28.
Artigo em Inglês | MEDLINE | ID: mdl-31132253

RESUMO

This paper describes the detection and discrimination of volatile organic compounds (VOCs) using an e-nose system based on a multiparameter virtual sensor array (VSA), which consists of a single-chip temperature-compensated film bulk acoustic wave resonator (TC-FBAR) coated with 20-bilayer self-assembled poly(sodium 4-styrenesulfonate)/poly(diallyldimethylammonium chloride) thin films. The high-frequency and microscale FBAR multiparameter VSA was realized by temperature modulation, which can greatly reduce the cost and complexity compared to those of a traditional e-nose system and can allow it to operate at different temperatures. The discrimination effect depends on the synergy of temperature modulation and the sensing material. For proof-of-concept validation purposes, the TC-FBAR was exposed to six different VOC vapors at six different gas partial pressures by real-time VOC static detection and dynamic detection. The resulting frequency shifts and impedance responses were measured at different temperatures and evaluated using principal component analysis and linear discriminant analysis, which revealed that all analytes can be distinguished and classified with more than 97% accuracy. To the best of our knowledge, this report is the first on an FBAR multiparameter VSA based on temperature modulation, and the proposed novel VSA shows great potential as a compact and promising e-nose system integrated in commercial electronic products.


Assuntos
Nariz Eletrônico , Membranas Artificiais , Procedimentos Analíticos em Microchip/métodos , Polietilenos/química , Polímeros/química , Compostos de Amônio Quaternário/química , Ácidos Sulfônicos/química , Compostos Orgânicos Voláteis/análise , Análise Discriminante , Desenho de Equipamento , Análise de Componente Principal , Estudo de Prova de Conceito , Som , Temperatura
10.
iScience ; 9: 532-541, 2018 Nov 30.
Artigo em Inglês | MEDLINE | ID: mdl-30497025

RESUMO

The design of blue fluorescent materials combining both deep-blue emission (CIEy<0.06) and high-efficiency climbing over the typically limited exciton production efficiency of 25% is a challenge for organic light-emitting diodes (OLEDs). In this work, we have synthesized two blue luminogens, trans-9,10-bis(2-butoxyphenyl)anthracene (BBPA) and trans-9,10-bis (2,4-dimethoxyphenyl)anthracene with high photoluminescence quantum yields (PLQYs) of 89.5% and 87.0%, respectively. Intriguingly, we have proposed a strategy to avoid aggregation-caused quenching, which can effectively reduce the undesirable excimeric emission by introducing two host matrices with twisted molecular structure, 9,10-di(naphth-2-yl) anthracene and 10,10'-bis-(4-fluorophenyl)-3,3'-dimethyl-9,9'-bianthracene (MBAn-(4)-F), in the BBPA emission layer. The device containing the EML of BBPA-doped MBAn-(4)-F exhibited a high external quantum efficiency of 10.27% for deep-blue emission with the Commission International de L'Eclairage CIE coordinates of (0.15, 0.05) via the steric effect. Importantly, this represents an advance in deep-blue-emitting fluorescent OLED architectures and materials that meet the requirements of high-definition display.

11.
ACS Appl Mater Interfaces ; 9(43): 37888-37897, 2017 Nov 01.
Artigo em Inglês | MEDLINE | ID: mdl-29017329

RESUMO

9'-Pyridinyl-9'H-9,3':6',9″-tercarbazole (PyCz) is a bipolar host material in phosphorescent organic light-emitting diodes (PhOLEDs). A second n-type unit, either pyridine or diphenylphosphine dioxide (DPPO), is introduced onto the pyridine ring of PyCz at para- or metasite to design and prepare four novel "dual n-type unit bipolar host" materials m-BPyCz, p-BPyCz, m-POPyCz, and p-POPyCz. The incorporation of the second n-type unit pulls down the lowest unoccupied molecular orbitals and facilitates electron injection and transportation, resulting in better charge-balancing ability. As a result, these dual n-type unit bipolar hosts exhibit higher efficiencies and slower efficiency roll-off in their blue and green PhOLEDs. In particular, m-POPyCz containing a bulky DPPO as the second n-type unit with a metalinking possesses the best charge-balancing state and generates a maximum external quantum efficiency (ηext) of 27.0% (corresponding to a current efficiency of 51.9 cd A-1 and a power efficiency of 46.5 lm W-1) in its sky-blue device and still remained at a high ηext of 23.6% even at the practical brightness of 1000 cd m-2. These results clearly demonstrate that the "dual n-type unit bipolar hosts" with an optimized substitution position and steric effect is a new and effective type of host materials for high-performance OLEDs.

12.
ACS Appl Mater Interfaces ; 8(34): 22382-91, 2016 Aug 31.
Artigo em Inglês | MEDLINE | ID: mdl-27517473

RESUMO

3-(1H-Pyrazol-1-yl)pyridine is used as electron-transporting unit to construct bipolar host materials o-CzPyPz, m-CzPyPz, and p-CzPyPz for application in phosphorescent organic light-emitting diodes (PhOLEDs). By varying the ortho-, meta-, or para-linking mode between the n-type 3-(1H-pyrazol-1-yl)pyridine and the p-type carbazole on phenylene bridge, the optoelectronic parameters are tuned to large extent. The highly twisted o-CzPyPz has high triplet energy of 2.95 eV, while the isomer p-CzPyPz with more coplanar conformation has smaller triplet energy of 2.67 eV. The m-CzPyPz-hosted blue PhOLED exhibits a peak current efficiency of 49.1 cd A(-1) (corresponding to an external quantum efficiency of 24.5%) and low-efficiency roll-off, while the p-CzPyPz-hosted green PhOLEDs turns on at 2.8 V and exhibits high efficiencies of 91.8 cd A(-1) (96.1 lm W(-1) and 27.3%). Furthermore, two-emitting-layer white OLEDs are fabricated with m-CzPyPz or p-CzPyPz as common hosts for both blue and orange phosphors, which realize high efficiencies of 57.8 cd A(-1) (45.4 lm W(-1) and 23.6%) and 60.7 cd A(-1) (38.1 lm W(-1) and 23.1%). The optimization of host structure for good matching of host and dopant and finally for the ideal performance is discussed.

13.
ACS Appl Mater Interfaces ; 8(33): 21497-504, 2016 Aug 24.
Artigo em Inglês | MEDLINE | ID: mdl-27479511

RESUMO

Low driving voltage and high power efficiency are basic requirements when practical applications of organic light emitting diodes (OLEDs) in displays and lighting are considered. Two novel host materials m-PyCNmCP and 3-PyCNmCP incorporating cyanopyridine moiety as electron-transporting unit are developed for use in fac-tris(2-phenylpyridine)iridium(III) (Ir(ppy)3) based green phosphorescent OLEDs (PhOLEDs). Extremely low turn-on voltages of 2.01 and 2.27 V are realized, which are even lower than the theoretical limit of the emitted photon energy (hv)/electron charge (e) (2.37 V) of Ir(ppy)3. High power efficiency of 101.4 lm/W (corresponding to a maximum external quantum efficiency of 18.4%) and 119.3 lm/W (24.7%) are achieved for m-PyCNmCP and 3-PyCNmCP based green PhOLEDs. The excellent EL performance benefits from the ideal parameters of host materials by combining cyano and pyridine to enhance the n-type feature. The energetic favorable alignment of HOMO/LUMO levels of hosts with adjacent layers and the dopant for easy charge injections and direct charge trapping by dopant, their bipolar feature to balance charge transportations, sufficiently high triplet energy and small singlet/triplet energy difference (0.38 and 0.43 eV) combine to be responsible for the extremely low driving voltages and high power efficiencies of the green PhOLEDs.

14.
Chem Sci ; 7(11): 6706-6714, 2016 Nov 01.
Artigo em Inglês | MEDLINE | ID: mdl-28451114

RESUMO

By using pyridine and diphenylphosphine oxide (DPPO) as dual n-type units, two novel bipolar hosts, namely (5-(3,5-di(9H-carbazol-9-yl)phenyl)pyridin-3-yl)diphenylphosphine oxide (m-PyPOmCP), and (6-(3,5-di(9H-carbazol-9-yl)phenyl)pyridin-3-yl)diphenylphosphine oxide (p-PyPOmCP) are developed for blue and green phosphorescent organic light-emitting diodes (PhOLEDs). Direct linking of the dual n-type units not only pulls the LUMOs down, but also keeps the HOMO levels shallow, and leads to high triplet energies (2.78-2.86 eV) and small singlet-triplet energy differences (0.23-0.35 eV). Blue and green PhOLEDs are fabricated using FIrpic and Ir(ppy)3 as dopants in the hosts. A low turn-on voltage of 2.6 V is achieved for the green PhOLEDs. The m-PyPOmCP hosted blue PhOLED achieves a high current efficiency of 55.6 cd A-1 (corresponding to a maximum external quantum efficiency of 25.3% and a power efficiency of 43.6 lm W-1). The p-PyPOmCP hosted green PhOLED exhibits an efficiency of 98.2 cd A-1 (28.2% and 102.8 lm W-1). These data are among the best values for blue and green PhOLEDs reported so far. These "dual n-type units" hosts show much better performance than their DPPO-free analogue, clearly proving that the direct linking of DPPO and pyridine as dual n-type units is an effective molecular design strategy for host materials for use in high-performance PhOLEDs.

15.
ACS Appl Mater Interfaces ; 7(47): 26206-16, 2015 Dec 02.
Artigo em Inglês | MEDLINE | ID: mdl-26544965

RESUMO

A series of bipolar hosts, namely, 5-(2-(9H-carbazol-9-yl)-phenyl)-1,3-dipyrazolbenzene (o-CzDPz), 5-(3-(9H-carbazol-9-yl)-phenyl)-1,3-dipyrazolbenzene (m-CzDPz), 5-(9-phenyl-9H-carbazol-3-yl)-1,3-dipyrazolbenzene (3-CzDPz), and 5-(3,5-di(9H-carbazol-9-yl)-phenyl)-1,3-dipyrazolbenzene (mCPDPz), are developed for phosphorescent and thermally activated delayed fluorescence (TADF) organic light-emitting diodes (OLEDs). They are designed by selecting pyrazole as n-type unit and carbazole as p-type one. The triplet energy (E(T)), the frontier molecular orbital level, and charge transporting abilities, are adjusted by varying the molar ratio of pyrazole to carbazole and the linking mode between them. They have high E(T) values of 2.76-3.02 eV. Their electroluminescence performance is evaluated by fabricating both phosphorescent and TADF devices with blue or green emitters. The m-CzDPz hosted blue phosphorescent OLEDs achieves high efficiency of 48.3 cd A(-1) (26.8%), the 3-CzDPz hosted green phosphorescent device exhibits 91.2 cd A(-1) (29.0%). The blue and green TADF devices with 3-CzDPz host also reach high efficiencies of 26.2 cd A(-1) (15.8%) and 41.1 cd A(-1) (13.3%), respectively. The excellent performance of all these OLEDs verifies that these pyrazole-based bipolar compounds are capable of being universal host materials for OLED application. The influence of molar ratio of n-type unit to p-type one and the molecular conformation of these hosts on their device performance is discussed and interpreted.

16.
Inorg Chem ; 54(16): 7783-90, 2015 Aug 17.
Artigo em Inglês | MEDLINE | ID: mdl-26227422

RESUMO

The effects of fluorophenyl substituents on the photoluminescence, redox properties, and oxygen sensing behaviors of the cyclometalated Pt(II) complexes are reported. The Pt(II) complexes with fluorophenyl substituents at the para position on the phenyl ring of 2-phenylpyridine (ppy) exhibit higher oxygen sensitivities than those at the meta position. Photodegradation tests demonstrate that the introduction of fluorophenyl substituents can strongly improve the photostability of cyclometalated Pt(II) complexes. Fast response and recovery times of oxygen sensing films are obtained in 3.0 s on going from 0% O2 to 100% O2 and in 4.0 s on going from 100% O2 to 0% O2 (95% recovery of the luminescence), respectively. The oxygen sensing films show excellent operational stability in 4000 s saturation O2/N2 cycles, which meets the requirement of monitoring molecular oxygen in real time.

17.
Dalton Trans ; 41(22): 6833-41, 2012 Jun 14.
Artigo em Inglês | MEDLINE | ID: mdl-22517492

RESUMO

A series of bis(2-phenylbenzothiozolato-N,C(2'))iridium(acetylacetonate) [(bt)(2)Ir(acac)] derivatives, 1-4, were synthesized. Different substituents (CF(3), F, CH(3), OCH(3)) were introduced in the benzothiazole ring to study the substituent effect on the photophysical, electrochemical properties and electroluminescent performance of the complexes, and finally to select high-performance phosphors for use in organic light-emitting diodes (OLEDs). All complexes 1-4 and (bt)(2)Ir(acac) are orange-emitting with tiny spectral difference, despite the variation of the substituent. However, the phosphorescent quantum yield increases with the electron-withdrawing ability of the substituent. This is in contrast to the previous observation that the substituent in the phenyl ring bonded to the metal center of (bt)(2)Ir(acac) not only affected the luminescent quantum efficiency but also greatly tuned the emission color of the complexes. Quantum chemical calculations revealed that the substituents in this position do not make a significant contribution to both the highest occupied molecular orbital (HOMO) and the lowest unoccupied molecular orbital (LUMO), which probably accounts for the fact that they do no strongly influence the bandgap and emission color of the complexes. Orange OLEDs were fabricated using 1-4 as doped emitters. The electron-withdrawing CF(3) and F groups favor improving the electroluminescence efficiency in comparison with that of the parent (bt)(2)Ir(acac), while electron-donating CH(3) and OCH(3) are not favorable for light emission. The complex 1 based OLED exhibited a maximum luminance efficiency of 54.1 cd A(-1) (a power efficiency of 24 lm W(-1) and an external quantum efficiency of 20%), which are among the best results ever reported for vacuum deposited orange OLEDs so far.

18.
Phys Chem Chem Phys ; 13(39): 17825-30, 2011 Oct 21.
Artigo em Inglês | MEDLINE | ID: mdl-21897943

RESUMO

A new dendrimer using pyrene as core and carbazole derivative as dendron has been successfully prepared via Suzuki coupling reaction. Its chemical structure was confirmed through (1)H NMR, elemental analysis and MALDI-TOF MS methods. The dendrimer synthesized possessed excellent thermal stability with initial decomposition temperature over 470 °C and high fluorescence quantum yield of 86%. The luminescence spectra showed that, relative to the solution sample, the emission peaks of the solid dendrimer film were apparently broadened and red-shifted, indicating the strong π-π stacking effect between the pyrene moieties. By doping 1.5% of the dendrimer in 4,4'-bis[N-(1-naphthyl)-N-phenylamino]biphenyl (NPB), a light-emitting diode device was fabricated in the ITO/NPB/NPB:dendrimer (1.5%)/TPBI/Mg:Ag configuration, which emitted a white color with Commission Internationale de L'Eclairage (CIE(x,y)) coordinates of (0.29, 0.34) and a maximum brightness of 1300 cd m(-2), exhibiting promising potential in white light-emitting diode application.


Assuntos
Carbazóis/química , Dendrímeros/química , Dendrímeros/síntese química , Pirenos/química , Iluminação , Estrutura Molecular
19.
ACS Appl Mater Interfaces ; 3(6): 2099-107, 2011 Jun.
Artigo em Inglês | MEDLINE | ID: mdl-21585198

RESUMO

A series of novel red-emitting thieno-[3,4-b]-pyrazine-cored molecules containing oligo-carbazole dendrons (called C1-TP, C2-TP) are synthesized. Their photophysical, electrochemical, and electroluminescent properties are investigated. The peripheral carbazolyl units facilitate the hole transporting ability and inhibit the intermolecular interactions, but quench the fluorescence of the thieno-[3,4-b]-pyrazine core through Intramolecular Charge Transfer (ICT). Introduction of a polyphenyl spacer between the core and the first generation carbazole dendrons, i.e., C-DTP, decreases the ICT efficiency. In addition to providing the site-isolation effect on the planar emissive core, these bulky dendrons enable these molecules to be solution processable. As a result, efficient OLEDs with saturated red emission are fabricated by spin coating technique using these dendritic materials as nondoped emitting layer. C-DTP exhibits much better device performance than C1-TP and C2-TP, while the small molecular reference compound containing neither the spacer nor the carbazole dendrons (TP) fails to transmit pure red emission under identical conditions. A brightness of 925 cd m(-2) and a luminous efficiency of 0.53 cd A(-1) are obtained for C-DTP, which are comparable with OLEDs fabricated from thieno-[3,4-b]-pyrazine-based counterparts by the vacuum deposition method or those assembled with other red fluorescent dendrimers via the solution processing method.


Assuntos
Carbazóis/química , Dendrímeros/química , Luz , Pirazinas/química , Fotoquímica , Soluções/química
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