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1.
Fluorescent oligomers where the backbone of dibenzothiophene-S,S-dioxide acts as the acceptor and side chains of aryl methoxy, fluorene, and arylamine act as the donors have been effectively synthesized by the palladium-catalyzed Suzuki coupling reactions, and the photo-physical properties of the compounds were investigated. From the single-crystal XRD patterns the compounds reveal a twisted conformation with an intramolecular structure and show close relationship between intramolecular or intermolecular charge transfer and their photo-physical properties. These patterns provide more comprehensive information, which is unattainable from 1H NMR and 2D-COSY spectra. The emission spectrum in the range of 450–510 nm can be finely tuned by systematically altering the position of substitution on the donor units of side chains connected with the backbone acceptor. The fabricated devices displayed a sky blue to deep green in terms of color and performed the CIE (x,y) coordinates with values of (0.18–0.21, 0.25–0.46), respectively.  相似文献   

2.
A series of solution‐processable small molecules PO1 – PO4 were designed and synthesized by linking N‐phenylnaphthalen‐1‐amine groups to a phenyl phosphine oxide core through a π‐conjugated bridge, and their thermal, photophysical, and electrochemical properties were investigated. The phosphine oxide linkage can disrupt the conjugation and allows the molecular system to be extended to enable solution processability and high glass transition temperatures (159–181 °C) while preserving the deep‐blue emission. The noncoplanar molecular structures resulting from the trigonal‐pyramidal configuration of the phosphine oxide can suppress intermolecular interactions, and thus these compounds exhibit strong deep‐blue emission both in solution and the solid state with high photoluminescent quantum yield (PLQY) of 0.88–0.99 in dilute toluene solution. Solution‐processed nondoped organic light‐emitting diodes featuring PO4 as emitter achieve a maximum current efficiency of 2.36 cd A?1 with CIE coordinates of (0.15, 0.11) that are very close to the NTSC blue standard. Noticeably, all devices based on these small‐molecular fluorescent emitters show striking deep‐blue electroluminescent color stability and extremely low efficiency roll‐off.  相似文献   

3.
《中国化学快报》2020,31(5):1188-1192
Achieving stable deep blue organic light emitting diodes (OLEDs) with narrow full width at half maximum (FWHM) and color gamut in the range of the commission International de L’Eclairage (CIE) of y ≤ 0.10 is still challenging in display and lighting applications. In this investigation, three donor-acceptor (D-A) deep-blue emitters were designed and synthesized via integrating asymmetric quinazoline (PQ) acceptor with weak donating carbazole (Cz) donor. The effect of the position and number of Cz group in PQ unit are investigated, which is also first examples for systematic research about the effect of different position of asymmetric PQ as acceptor on deep OLEDs. Their bandgaps of 3.12∼3.19 eV and the singlet state energy levels of 3.12∼3.19 eV were found to be sufficiently large to achieve deep blue light. As expected, these emitters-based OLEDs exhibit deep blue emission with the maximum wavelength ≤ 450 nm and narrow FWHM ≈ 60 nm. Especially, a CIE of y = 0.080 was achieved for 4PQ-Cz-based OLED. Significantly, the deep blue electroluminescence (EL) spectra of these three emitters-based OLEDs are very stable and the corresponding CIE coordinates deviation (ΔCIE (x, y)) can be negligible under the applied voltage ranging from 5 V to 9 V.  相似文献   

4.
Novel blue emitters, oligo-MCPPs (tri-MCPP, tetra-MCPP, and penta-MCPP), have been synthesized and characterized. The introduction of cyclopenta[def]phenanthrene (CPP) units into the structure of oligo-MCPPs gave LEDs with high efficiency and pure blue emission. UV-visible absorption spectra of the thin films of these compounds appear at 333-354 nm, and their maximum PL emission at 416-447 nm. Multilayer organic EL devices with oligo-MCPPs as an emitting layer showed the turn-on voltage of about 4.8 V, the maximum brightness of 1076 cd/m2 (at 8.2 V), the maximum luminescence efficiency of 0.81 cd/A, and the CIE coordinates of (0.17, 0.14) with blue color.  相似文献   

5.
A series of donor-acceptor-donor (D-A-D) type blue thermally activated delayed fluorescence (TADF) emitters, namely, 2,7-DtBuCz-AD, 3,6-DtBuCz-AD, 3,6-DMAC-AD, and 3,6-DMAC-AD-CF3, were developed with highly rigid acridin-9(10H)-one (i.e. acridone [AD]) as acceptor. The regioisomeric effect study revealed that the attachment of donors at 3,6-sites of AD ring dramatically enhanced TADF ratio in comparison with the 2,7-site isomer. On the one hand, by varying donors from dimethylacridine (DMAC) to tert-butylcarbazole (tBuCz) at 3,6-sites of AD ring, the emission color purity of blue TADF emitters was improved from sky blue to deep blue. On the other hand, by introducing trifluoromethyl (CF3) onto 9-site phenyl ring of 3,6-DtBuCz-AD, the efficiency stability of the sky blue emission for 3,6-DMAC-AD-CF3 was remarkably improved. The deep blue organic light-emitting diode (OLED) of 3,6-DtBuCz-AD exhibited a maximum external quantum efficiency (EQEmax) of 17.88% with CIE coordinates of (0.15, 0.08), which is among the best performances ever reported for deep blue TADF-OLEDs. The sky-blue OLED of 3,6-DMAC-AD realized an EQEmax of 23.16%. And with the incorporation of CF3, the sky blue device of 3,6-DMAC-AD-CF3 exhibited extremely low efficiency loss of only 5.1% at the high brightness of 1,000 cd/m2.  相似文献   

6.
Donor–acceptor (D–A) molecular architecture has been shown to be an effective strategy for obtaining high‐performance electroluminescent materials. In this work, two D–A molecules, Ph‐BPA‐BPI and Py‐BPA‐BPI, have been synthesized by attaching highly fluorescent phenanthrene or pyrene groups to the C6‐ and C9‐positions of a locally excited‐state emitting phenylamine–phenanthroimidazole moiety. Equipped with good physical and hybridized local and charge‐transfer properties, both molecules show high performances as blue emitters in nondoped organic light‐emitting devices (OLEDs). An OLED using Ph‐BPA‐BPI as the emitting layer exhibits deep‐blue emission with CIE coordinates of (0.15, 0.08), and a maximum external quantum efficiency (EQE), current efficiency (CE), and power efficiency (PE) of 4.56 %, 3.60 cd A?1, and 3.66 lm W?1, respectively. On the other hand, a Py‐BPA‐BPI‐based, sky‐blue OLED delivers the best results among nondoped OLEDs with CIEy values of < 0.3 reported so far, for which a very low turn‐on voltage of 2.15 V, CIE coordinates of (0.17, 0.29), and maximum CE, PE, and EQE values of 10.9 cd A?1, 10.5 lm W?1, and 5.64 %, were achieved, respectively. More importantly, both devices show little or even no efficiency roll‐off and high singlet exciton‐utilizing efficiencies of 36.2 % for Ph‐BPA‐BPI and 39.2 % for Py‐BPA‐BPI.  相似文献   

7.
A series of starburst oligomers (T1–T3) that contained a fully diarylmethene‐bridged triphenylamine core and oligofluorene arms were designed and synthesized through Suzuki cross‐coupling reactions. Their thermal, photophysical, and electrochemical properties were also investigated. These materials showed high glass transition, in the range of 123–129 °C, and good film‐forming abilities. They displayed deep‐blue emission both in solution and as thin films. Solution‐processed devices based on these oligomers exhibited highly efficient deep‐blue electroluminescence and the device performances were significantly enhanced with the extension of the oligofluorene arms. The double‐layered device that contained T3 as an emitter showed a maximum current efficiency of 3.83 cd A?1 and a maximum external quantum efficiency of 4.19 % with CIE coordinates of (0.16, 0.09), which are among the highest values for undoped deep‐blue OLEDs that are based on solution‐processable starburst oligomers.  相似文献   

8.
Organic light‐emitting diodes (OLEDs) have been greatly developed in recent years owing to their abundant advantages for full‐color displays and general‐purpose lightings. Blue emitters not only provide one of the primary colors of the RGB (red, green and blue) display system to reduce the power consumption of OLEDs, but are able able to generate light of all colors, including blue, green, red, and white by energy transfer processes in devices. However, it remains a challenge to achieve high‐performance blue electroluminescence, especially for nondoped devices. In this paper, we report a blue light emitting molecule, DPAC‐AnPCN, which consists of 9,9‐diphenyl‐9,10‐dihydroacridine and p‐benzonitrile substituted anthracene moieties. The asymmetrically decoration on anthracene with different groups on its 9 and 10 positions combines the merits of the respective constructing units and endows DPAC‐AnPCN with pure blue emission, high solid‐state efficiency, good thermal stability and appropriate HOMO and LUMO energy levels. Furthermore, DPAC‐AnPCN can be applied in a nondoped device to effectively reduce the fabrication complexity and cost. The nondoped device exhibits pure blue electroluminescence (EL) locating at 464 nm with CIE coordinates of (0.15, 0.15). Moreover, it maintains high efficiency at relatively high luminescence. The maximum external quantum efficiency (EQE) reaches 6.04 % and still remains 5.31 % at the luminance of 1000 cd m?2 showing a very small efficiency roll‐off.  相似文献   

9.
Deep‐blue fluorescent emitters with Commission Internationale de l'Eclairage (CIE) y≤0.06 are urgently needed for high‐density storage, full‐color displays and solid‐state lighting. However, developing such emitters with high color purity and efficiency in solution‐processable non‐doped organic light‐emitting diodes (OLEDs) remains an important challenge. Here, we present the synthesis of two new deep‐blue fluorescent emitters ( AFpTPI and AFmTPI ) based on 10‐(9,9‐diethyl‐9H‐fluoren‐2‐yl)‐9,9‐dimethyl‐9,10‐dihydroacridine as a core and 1,3‐ and/or 1,4‐phenylene‐linked triphenylimidazole (TPI) analogues for non‐doped solution‐processable OLEDs. Their thermal, photophysical, electrochemical, and device characteristics are explored, and also strongly supported by density functional theory (DFT) study. AFpTPI and AFmTPI exhibit excellent thermal stability (≈450 °C) with high glass transition temperatures (Tg; 141–152 °C) and deep‐blue emission with high quantum yields. Specifically, the solution‐processed non‐doped device with AFpTPI as an emitter exhibits a maximum external quantum efficiency (EQE) of 4.56 % with CIE coordinates of (0.15, 0.06), which exactly matches the European Broadcasting Union (EBU) blue standard. In addition, AFmTPI also displays good efficiency and better color purity (EQE: 3.37 %; CIE (0.15, 0.05)). To the best of our knowledge, the present work is the first report on non‐doped solution‐processable OLEDs with efficiency close to 5 % and CIE y≤0.06.  相似文献   

10.
Three novel small organic heterocyclic compounds: 2-(1,2-diphenyl)-1H-benzimidazole-7-tert-butylpyrene (compound A), 1,3-di(1,2-diphenyl)-1H-benzimidazole-7-tert-butylpyrene (compound B), and 1,3,6,8-tetra(1,2-diphenyl)-1H-benzimidazolepyrene (compound C) were synthesized and characterized for possible applications as blue OLED emitters. The specific molecular design targeted decreasing intermolecular aggregation and disrupting crystallinity in the solid-state, in order to reduce dye aggregation, and thus obtain efficient pure blue photo- and electroluminescence. Accordingly, the new compounds displayed reasonably high spectral purity in both solution- and solid-states with average CIE coordinates of (0.160 ± 0.005, 0.029 ± 0.009) in solution and (0.152 ± 0.007, 0.126 ± 0.005) in solid-state. These compounds showed a systematic decrease in degree of crystallinity and intermolecular aggregation due to increasing steric hindrance, as revealed using powder X-ray diffraction analysis and spectroscopic studies. An organic light-emitting diode (OLED) prototype fabricated using compound B as the non-doped emissive layer displayed an external quantum efficiency (EQE) of 0.35 (±0.04)% and luminance 100 (±6) cd m−2 at 5.5 V with an essentially pure blue electroluminescence corresponding to CIE coordinates of (0.1482, 0.1300). The highest EQE observed from this OLED prototype was 4.3 (±0.3)% at 3.5 V, and the highest luminance of 290 (±10) cd m−2 at 7.5 V. These values were found comparable to characteristics of the best pure blue OLED devices based on simple fluorescent small-molecule organic chromophores.  相似文献   

11.
《中国化学快报》2023,34(8):108008
Luminescent polymers have garnered considerable research attention for their excellent properties and wide range of applications in multi-responsive materials, bioimaging, and photoelectric devices. Thereout, various modulations of polymer structure are often the main approach to obtaining materials with different luminescent colors and functions. However, polymers with biodegradability, tunable color, and efficient emission simultaneously remain a challenge. Herein, we report a feasible strategy to achieve degradable and highly emissive polymers by exquisite combination and interplay of aggregation-induced emission (AIE) unit and environmental-friendly epoxide/CO2 copolymerization. A series of polycarbonates P-TEPxCNy (x = 0, 1, 2, 4, 30, 120; y = 0, 1) were prepared, with emission color changed from blue to yellow by controlling the proportion of two designed AIE-active monomers. Among them, Using P-TCN as emitting layer, high performance white light-emitting diode (WLED) device with an external quantum efficiency (EQE) of 26.09% and CIE coordinates of (0.32, 0.32) was achieved. In addition, the designed polymers can be used as selective sensors for nitroaromatic compounds in their nanoaggregate states.  相似文献   

12.
We report the synthesis of a new pyrene, dipicolinic acid-based ligand ( L1H ) and its corresponding multi-emissive and multifunctional europium complex [Eu( L1 )3] that is capable of single component color switchable emission from red to blue and also white. At high concentration (10 mM) the single component system results in near pure white emission (CIE coordinates x,y=0.329, 0.324). Furthermore, the system showed ratiometric oxygen sensing with oxygen significantly quenching the pyrene centered emission but not the Eu3+ emission, resulting in an overall emission color change from blue to red on increasing oxygen content.  相似文献   

13.
White-light-emitting materials with high mobility are necessary for organic white-light-emitting transistors, which can be used for self-driven OLED displays or OLED lighting. In this study, we combined two materials with similar structures—2-fluorenyl-2-anthracene (FlAnt) with blue emission and 2-anthryl-2-anthracence (2A) with greenish-yellow emission—to fabricate OLED devices, which showed unusual solid-state white-light emission with the CIE coordinates (0.33, 0.34) at 10 V. The similar crystal structures ensured that the OTFTs based on mixed FlAnt and 2A showed high mobility of 1.56 cm2 V−1 s−1. This simple method provides new insight into the design of high-performance white-emitting transistor materials and structures.  相似文献   

14.
Aryl‐substituted phenanthroimidazoles (PIs) have attracted tremendous attention in the field of organic light‐emitting diodes (OLEDs), because they are simple to synthesize and have excellent thermal properties, high photoluminescence quantum yields (PLQYs), and bipolar properties. Herein, a novel blue–green emitting material, (E)‐2‐{4′‐[2‐(anthracen‐9‐yl)vinyl]‐[1,1′‐biphenyl]‐4‐yl}‐1‐phenyl‐1H‐phenanthro[9,10‐d]imidazole (APE‐PPI), containing a t‐APE [1‐(9‐anthryl)‐2‐phenylethene] core and a PI moiety was designed and synthesized. Owing to the PI skeleton, APE‐PPI possesses high thermal stability and a high PLQY, and the compound exhibits bipolar transporting characteristics, which were identified by single‐carrier devices. Nondoped blue–green OLEDs with APE‐PPI as the emitting layer show emission at λ=508 nm, a full width at half maximum of 82 nm, a maximum brightness of 9042 cd m?2, a maximum current efficiency of 2.14 cd A?1, and Commission Internationale de L'Eclairage (CIE) coordinates of (0.26, 0.55). Furthermore, a white OLED (WOLED) was fabricated by employing APE‐PPI as the blue–green emitting layer and 4‐(dicyanomethylene)‐2‐tert‐butyl‐6‐(1,1,7,7‐tetramethyljulolidin‐4‐yl‐vinyl)‐4H‐pyran (DCJTB) doped in tris‐(8‐hydroxyquinolinato)aluminum (Alq3) as the red–green emitting layer. This WOLED exhibited a maximum brightness of 10029 cd m?2, a maximum current efficiency of 16.05 cd A?1, CIE coordinates of (0.47, 0.47), and a color rendering index (CRI) of 85. The high performance of APE‐PPI‐based devices suggests that the t‐APE and PI combination can potentially be used to synthesize efficient electroluminescent materials for WOLEDs.  相似文献   

15.
Blue fluorescent materials with a 2‐(diphenylamino)fluoren‐7‐ylvinylarene emitting unit and tert‐butyl‐based blocking units were synthesized. The photophysical properties of these materials, including UV/Vis absorption, photoluminescent properties, and HOMO–LUMO energy levels, were characterized and rationalized with quantum‐mechanical DFT calculations. The electroluminescent properties of these molecules were examined through the fabrication of multilayer devices with a structure of indium–tin oxide, 4,4′‐bis{N‐[4‐(N,N‐di‐m‐tolylamino)phenyl]‐N‐phenylamino}biphenyl, 4′‐bis[N‐(1‐naphthyl)‐N‐phenylamino]biphenyl, and blue materials doped in 2‐methyl‐9,10‐di(2‐naphthyl)anthracene/tris(8‐quinolinolato)aluminum/LiF/Al. All devices exhibit highly efficient blue electroluminescence with high external quantum efficiency (3.20–7.72 % at 20 mA cm?2). A deep‐blue device with Commission Internationale de l’Eclairage (CIE) coordinates of (0.15, 0.11) that uses 7‐[2‐(3′,5′‐di‐tert‐butylbiphenyl‐4‐yl)vinyl]‐9,9‐diethyl‐2‐N‐(3,5‐di‐tert‐butylphenyl)‐2,4‐difluorobenzenamino‐9H‐fluorene as a dopant in the emitting layer showed a luminous efficiency and external quantum efficiency of 3.95 cd A?1 and 4.23 % at 20 mA cm?2, respectively. Furthermore, a highly efficient sky‐blue device that uses the dopant 7‐{2‐[2‐(3,5‐di‐tert‐butylphenyl)‐9,9′‐spirobifluorene‐7‐yl]vinyl}‐9,9‐diethyl‐2‐N,N‐diphenylamino‐9H‐fluorene exhibited a luminous efficiency and high quantum efficiency of 10.3 cd A?1 and 7.7 % at 20 mA cm?2, respectively, with CIE coordinates of (0.15, 0.20).  相似文献   

16.
A carbazole‐based diaza[7]helicene, 2,12‐dihexyl‐2,12‐diaza[7]helicene ( 1 ), was synthesized by a photochemical synthesis and its use as a deep‐blue dopant emitter in an organic light‐emitting diode (OLED) was examined. Compound 1 exhibited good solubility and excellent thermal stability with a high decomposition temperature (Td=372.1 °C) and a high glass‐transition temperature (Tg, up to 203.0 °C). Single‐crystal structural analysis of the crystalline clathrate ( 1 )2 ? cyclohexane along with a theoretical investigation revealed a non‐planar‐fused structure of compound 1 , which prevented the close‐packing of molecules in the solid state and kept the molecule in a good amorphous state, which allowed the optimization of the properties of the OLED. A device with a structure of ITO/NPB (50 nm)/CBP:5 % 1 (30 nm)/BCP (20 nm)/Mg:Ag (100 nm)/Ag (50 nm) showed saturated blue light with Commission Internationale de L’Eclairage (CIE) coordinates of (0.15, 0.10); the maximum luminance efficiency and brightness were 0.22 cd A?1 (0.09 Lm W?1) and 2365 cd m?2, respectively. This new class of helicenes, based on carbazole frameworks, not only opens new possibilities for utilizing helicene derivatives in deep‐blue‐emitting OLEDs but may also have potential applications in many other fields, such as molecular recognition and organic nonlinear optical materials.  相似文献   

17.
Two new molecules, CzFCBI and CzFNBI , have been tailor‐made to serve as bipolar host materials to realize high‐efficiency electrophosphorescent devices. The molecular design is configured with carbazole as the hole‐transporting block and N‐phenylbenzimidazole as the electron‐transporting block hybridized through the saturated bridge center (C9) and meta‐conjugation site (C3) of fluorene, respectively. With structural topology tuning of the connecting manner between N‐phenylbenzimidazole and the fluorene core, the resulting physical properties can be subtly modulated. Bipolar host CzFCBI with a C connectivity between phenylbenzimidazole and the fluorene bridge exhibited extended π conjugation; therefore, a low triplet energy of 2.52 eV was observed, which is insufficient to confine blue phosphorescence. However, the monochromatic devices indicate that the matched energy‐level alignment allows CzFCBI to outperform its N‐connected counterpart CzFNBI while employing other long‐wavelength‐emitting phosphorescent guests. In contrast, the high triplet energy (2.72 eV) of CzFNBI imparted by the N connectivity ensures its utilization as a universal bipolar host for blue‐to‐red phosphors. With a common device configuration, CzFNBI has been utilized to achieve highly efficient and low‐roll‐off devices with external quantum efficiency as high as 14 % blue, 17.8 % green, 16.6 % yellowish‐green, 19.5 % yellow, and 18.6 % red. In addition, by combining yellowish‐green with a sky‐blue emitter and a red emitter, a CzFNBI ‐hosted single‐emitting‐layer all‐phosphor three‐color‐based white electrophosphorescent device was successfully achieved with high efficiencies (18.4 %, 36.3 cd A?1, 28.3 lm W?1) and highly stable chromaticity (CIE x=0.43–0.46 and CIE y=0.43) at an applied voltage of 8 to 12 V, and a high color‐rendering index of 91.6.  相似文献   

18.
White‐light‐emitting materials with high mobility are necessary for organic white‐light‐emitting transistors, which can be used for self‐driven OLED displays or OLED lighting. In this study, we combined two materials with similar structures—2‐fluorenyl‐2‐anthracene (FlAnt) with blue emission and 2‐anthryl‐2‐anthracence (2A) with greenish‐yellow emission—to fabricate OLED devices, which showed unusual solid‐state white‐light emission with the CIE coordinates (0.33, 0.34) at 10 V. The similar crystal structures ensured that the OTFTs based on mixed FlAnt and 2A showed high mobility of 1.56 cm2 V−1 s−1. This simple method provides new insight into the design of high‐performance white‐emitting transistor materials and structures.  相似文献   

19.
New white polymeric light‐emitting diodes from phosphorescent single polymer systems have been developed using a blue‐light‐emitting fluorene monomer copolymerized with a red‐light‐emitting phosphorescent dye, and end‐capped with a green‐light‐emission dye. All of the copolymers have good thermal stability with 5% weight loss temperatures at 380–413 °C and glass transition temperatures at 75–137 °C. We obtained white‐light‐emission devices by adjusting the molar ratio of the comonomers with a structure of indium tin oxide/poly(3,4‐ethylenedioxythiophene): poly(styrene sulfonic acid)/polyvinylcarbazole (PVK)/emission layer/Ca/Ag. The highest brightness in such a device configuration is 300 cd/m2 at a current density of 2900 A/m2 with high white color quality (Commission Internationale de l'Eclairage (CIE) coordinates of (0.33, 0.34)). © 2007 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 46: 464–472, 2008  相似文献   

20.
New 9,10-substituted anthracene derivatives were designed and synthesized for application as blue-emitting and hole-transporting materials in electroluminescent devices. They were characterized by H NMR, C NMR, FTIR, UV–vis, PL spectroscopy, and mass spectrometry. The theoretical calculation of three-dimensional structure and the energy densities of HOMO and LUMO states, as well as optical properties of these new obtained materials, supported the claim that they had non-coplanar structures. Their optical, thermal, and electrochemical properties could be tuned by varying the peripheral substituents. All of them were electrochemically and thermally stable molecules. Materials having electron donating triphenylamine as peripheral substituents showed promising potential as both blue light-emitting materials and hole-transporting materials for electroluminescent devices. Efficient blue and Alq3-based green OLEDs with maximum luminance efficiencies and CIE coordinates of 1.65 cd/A and (0.15, 0.16) and 6.25 cd/A and (0.26, 0.49) were achieved, respectively.  相似文献   

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