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1.
Wen-Fen Su 《Polymer》2011,52(15):3311-3317
This paper describes the synthesis of a solution-processable and thermally cross-linkable 2,7-bis-[4-bis(4-vinylphenyl)aminophenyl]-9,9-dihexylfluorene (VTF) and its application as hole-transporting layer in multilayer polymer light-emitting diodes (PLEDs). The thermal, photophysical, and electrochemical properties of VTF were investigated by differential scanning calorimetry, thermogravimetric analysis, optical spectroscopy, and cyclic voltammetry. The VTF is readily cross-linked via vinyl groups by heating at 180 °C for 30 min to obtain homogeneous film with excellent solvent resistance. Multilayer PLEDs (ITO/PEDOT:PSS/cured-VTF/MEH-PPV/Ca/Al) were readily fabricated by spin-coating process using cross-linked VTF as hole-transporting layer (HTL). The maximum brightness (13,640 cd/m2) and current efficiency (0.69 cd/A) were superior to those without HTL (ITO/PEDOT:PSS/MEH-PPV/Ca/Al: 7810 cd/m2, 0.28 cd/A). In addition, the cured-VTF could replace conventional hole-injection layer (PEDOT:PSS) to reveal comparable performance (8240 cd/m2, 0.44 cd/A). Current results indicate that the VTF with four thermally cross-linkable terminal vinyl groups is a promising optoelectronic material, which is readily processed by wet processes.  相似文献   

2.
Wen-Fen Su 《Polymer》2011,52(1):77-4752
This paper describes the synthesis of a new thermally cross-linkable hole-transporting poly(fluorene-co-triphenylamine) (PFTV) by Suzuki coupling reaction and its application in polymer light-emitting diodes (PLEDs). The characteristics of PFTV were analyzed by 1H NMR, differential scanning calorimetry, optical spectroscopy, cyclic voltammetry, and atomic force microscopy. Its HOMO level lies between those of PEDOT:PSS and poly(9,9-dioctylfluorene), forming a stepwise energy ladder to facilitate hole-injection. Multilayer device with thermally cross-linked PFTV as hole-transporting layer (ITO/PEDOT:PSS/HTL/PFO/LiF/Ca/Al) was readily fabricated by successive spin-coating processes, its maximum luminance efficiency (2.27 cd/A) was significantly higher than that without PFTV layer (0.50 cd/A). In addition, the PFTV was successfully applied as host for red-emitting Ir(piq)2acac to obtain a device with moderate performance (5300 cd/m2 and 2.64 cd/A). The PFTV is a promising hole-transporting material for the fabrication of multilayer PLEDs by wet processes as well as a potential host for phosphorescent PLEDs.  相似文献   

3.
Yi Jin  Zhi Qiao  Baozheng Wang 《Polymer》2010,51(24):5726-5733
Two novel diketopyrrolopyrrole (DPP)-based copolymers P1-2 were prepared by doping red emitting DPP monomer (1 mol%) into benzothiadiazole, alkoxybenzene and 9,9-dialkylfluorene-based copolymers through base-free Suzuki polymerization. P1 contained the pendants of electron-transport oxadiazole and hole-transport carbazole, but P2 did not contain them. P1 had higher glass transition temperature than P2. The electroluminescence (EL) devices of P1 and P2 (ITO/PEDOT:PSS/polymer/CsF/Al) exhibited red emission with external quantum efficiency of 0.63% and 0.18%, and with brightness of 2681 and 885 cd/m2, respectively. The results show that the EL properties of P1 are much better than that of P2 due to the introduction of oxadiazole and carbazole as the pendants. The pendants could restrain aggregation which might induce fluorescence quenching and are of benefit to keep high charge mobility. The efficient energy transfer existed among the pendants, polymer backbone and DPP unit. These factors should be responsible for the higher EL performance of P1.  相似文献   

4.
A series of novel blue light-emitting copolymers PCC-1, PCC-2, and PCC-3, composed of different ratios of electron-withdrawing segments (spirobifluorene substituted with cyanophenyl groups) and electron-donating segments (carbazole-triphenylamines), has been synthesized and characterized. In order to investigate the effect of hole/electron charge transporting segments, two reference polymers PSF and PCF, containing only one charge transporting moiety in the polymer backbone, were also synthesized. Incorporation of the rigid spirobifluorene units substituted with cyanophenyl groups into the polymer backbone improved not only the thermal stabilities but also the photoluminescence efficiencies. The polymers except PSF possess similar hole injection barriers but different hole transporting abilities. With the device configuration of ITO/PEDOT:PSS/polymers:PBD/CsF/Ca/Al, PCC-2 showed the best performance with the lowest turn-on voltage of 3.1 V, the highest luminance of 6369 cd/m2, the highest current efficiency of 1.97 cd/A, and the best power efficiency of 1.40 lm/w.  相似文献   

5.
Wen-Fen Su 《Polymer》2010,51(7):1555-1562
This paper describes the synthesis of new copolyfluorenes (P05-P5) slightly doped with 2,5-bis(2-phenyl-2-cyanovinyl)thiophene (GM, <3.4 mol%) and their application in electroluminescent (EL) devices. In film state, EL spectra of the copolyfluorenes are very different from photoluminescence (PL) spectra, which have been ascribed to charge trapping in GM and energy transfer from fluorene segments to GM chromophores. The maximum brightness and current efficiency of EL device from P05 (5230 cd/m2, 0.65 cd/A) are significantly enhanced when compared with those from poly(9,9-dihexylfluorene) (PF) (1310 cd/m2, 0.18 cd/A). The EL device using blend of P5 and PF (w/w = 10/1) as emitting layer exhibits near-white emission with CIE coordinate being (0.26, 0.32). The results demonstrate that the copolyfluorenes slightly doped with GM chromophore are promising emitting materials for optoelectronic devices.  相似文献   

6.
Juin-Meng Yu 《Polymer》2010,51(20):4484-4492
This paper demonstrates synthesis of hyperbranched polymers (HTP and HTPOCH3), containing triphenylamine moieties in main chain and thermally cross-linkable periphery or terminal vinyl groups, and application as hole-transporting layer (HTL) in multilayer light-emitting diodes. Absorption and photoluminescence (PL) spectroscopy, cyclic voltammetry (CV) and differential scanning calorimetry (DSC) were employed to investigate their photophysical, electrochemical properties and thermal curing behaviors, respectively. The hyperbranched HTP and HTPOCH3 were readily cross-linked by heating scan, with the exothermic peaks being at 221 and 210 °C respectively. The glass-transition temperatures (Tg) of the hyperbranched polymers were higher than 140 °C after thermal cross-linking at 210 °C for 30 min. Multilayer light-emitting diodes (ITO/PEDOT:PSS/HTL/MEH-PPV/Ca/Al), using HTP and HTPOCH3 as HTL, were readily fabricated by successive spin-coating. The performance of MEH-PPV device (maximum luminance: 9310 cd/m2, luminance efficiency: 0.26 cd/A) was effectively enhanced by inserting the thermally cross-linked HTP or HTPOCH3 as HTL (HTP: 12610 cd/m2, 0.32 cd/A; HTPOCH3: 14060 cd/m2, 0.33 cd/A). This indicates that these thermally cross-linkable hyperbranched HTP and HTPOCH3 are very suitable for the fabrication of multilayer PLEDs using solution processes.  相似文献   

7.
Rupei Tang  Caixia Cheng  Fu Xi 《Polymer》2005,46(14):5341-5350
Two dendronized poly(p-phenylene vinylene) (PPV) derivatives, ED-PPV and BB-PPV, have been successfully synthesized according to the Gilch route. The obtained polymers possess excellent solubility in common solvents, good thermal stability with 5% weight loss temperature of more than 340 °C. The weight-average molecular weight (Mw) and polydispersity index (PDI) of ED-PPV and BB-PPV are in the range of (1.26-2.34)×105 and 1.37-1.45, respectively. Polymer light-emitting diodes (PLEDs) with the configuration of ITO/PEDOT:PSS/polymer/Ca/Al devices were fabricated, and the PLEDs emitted green-yellow light. The turn-on voltages of the PLEDs based on ED-PPV and BB-PPV were approximately 4.3, and 4.5 V, respectively. The PLED devices of ED-PPV exhibited the maximum luminance of about 157 cd/m2 at 10.5 V. Photovoltaic cells with the configuration of ITO/PEDOT:PSS/polymer:C60 (1:1)/Al were also fabricated, and the energy conversion efficiency of the devices based on ED-PPV and BB-PPV was measured to be 0.58, and 0.014%, respectively, under the white light at 75 mW/cm2.  相似文献   

8.
Ting-Zhong Liu 《Polymer》2005,46(23):10383-10391
In an attempt to balance energy barriers of hole and electron injection we prepared and characterized homopolymer containing electron-transporting 1,2-diphenylmaleimide chromophores (P1) and copolymers consisting of 1,2-diphenylmaleimide and hole-transporting 2,5-thiophene moieties (P2, P3) via dehalogenation polycondensation. The copolymers are amorphous materials with decomposition temperature greater than 450 °C. Absorption and fluorescence spectra were employed to investigate their optical properties both in solution and film state. Photoluminescence maxima of P1, P2 and P3 films are 564, 559 and 558 nm, respectively. The HOMO and LUMO energy levels have been estimated from their cyclic voltammograms. The HOMO levels of P1, P2, and P3 were readily raised with increasing thiophene content (−5.99, −5.59, and −5.43 eV, respectively), whereas their LUMO levels were very similar (−3.61 to −3.65 eV). Double-layer light-emitting diodes (Al/PEDOT:PSS/P1-P3/ITO) were fabricated to evaluate their optoelectronic characteristics. Incorporation of thiophene units successfully reduced the turn-on electric field from 11.0×105 to 2.9×105 V/cm, but it decreased the luminescent efficiency and the maximum brightness.  相似文献   

9.
Ali Cirpan 《Polymer》2005,46(3):811-817
Light emitting properties of several polyfluorene (PF) copolymers (P1-P4) and their blends have been investigated. Light emitting diodes were fabricated with the configuration of ITO/PEDOT:PSS/polymer/Ca/Al. The EL peak wavelengths were 421 nm (violet), 505, 513 nm (green) and 570 nm (yellow) for PF copolymers and 510, 535 nm (green) for P1/P2 and P1/P3 blends, respectively. Förster energy transfer in the photoluminescence and electroluminescence of the polymer blends P1/P2 and P1/P3 was studied. The LED using the polymer blend P1/P2 showed a turn-on voltage of 2.5 V and a brightness of 5×104 cd/m2 at 7 V. The highest external quantum efficiency was observed to be 3.71% at 5 V. Upon addition of 20 wt% of the green emitter P2 to the violet emitter P1, the device efficiency increased from 1.18 to 3.71%.  相似文献   

10.
A new electroluminescent polymer, poly{9-(2-ethylhexyl)carbazole-2,7-diethynylene-alt-tris[2,5-bis(2-ethylhexyloxy)-1,4-phenylenevinylene]} (PCzE-PPV), is synthesized, and its photophysical and electrochemical properties and electroluminescence (EL) are studied. In solution, an intense photoluminescence (PL) emission with a maximum at about 520 nm is observed. PL decay dynamics in solution are best described by a monoexponential function with a lifetime of 0.76 ns. Thin films exhibit an intense PL emission with a slightly red-shifted maximum at 532 nm compared to that in the solution spectra. The polymer oxidizes and reduces quasi-reversibly. The ionization potential (HOMO level) of 5.3 eV and the electron affinity (LUMO level) of 2.80 eV are evaluated from cyclovoltammetric measurements. The electrochemical bandgap value (2.45 eV) is in good agreement with the optical bandgap value. Using new polymer, light-emitting devices (LEDs) with a luminance higher than 3000 cd m−2 and low onset voltages at about 3 V are fabricated. The shape of EL spectra of the LEDs is similar to that of PL spectra of the thin films.  相似文献   

11.
Chih-Cheng Lee 《Polymer》2009,50(2):410-3317
A series of vinyl copolymers (PVKST12-PVKST91) and homoploymer PVST containing pendant hole-transporting 4-(4-oxystyryl)triphenylamine (12-100 mol%) and carbazole chromophores were synthesized by radical copolymerization and employed as host for Ir(ppy)3 phosphor to tune emission color. They were characterized using the 1H NMR, FT-IR, absorption and photoluminescence spectra, elemental analysis, GPC, cyclic voltammetric and thermal analysis (DSC, TGA). Their weight-average molecular weights (Mw) and decomposition temperatures (Td) were 1.46-5.68 × 104 and 356-399 °C, respectively. The HOMO levels of PVKST12-PVKST91 and PVST, estimated from the onset oxidation potentials in cyclic voltammograms, were −5.40 to −5.14 eV, which are much higher than −5.8 eV of the conventional host poly(9-vinylcarbazole) (PVK) owing to high hole-affinity of the 4-(4-oxystyryl)triphenylamine groups. Therefore, copolymers PVKST are effective in reducing hole-injection barrier between the PEDOT:PSS and emitting layer. Electroluminescent devices [ITO/PEDOT:PSS/PVKST:Ir(ppy)3:PBD/BCP/Ca/Al] using the hole-transporting PVKST as host were fabricated to tune the emission color. Their EL spectra showed a major emission at 515 nm and a minor peak at 435 nm attributed to Ir(ppy)3 and 4-(4-oxystyryl)triphenylamine, respectively. The C.I.E. 1931 coordinates shift from (0.29, 0.61) for PVK to (0.33, 0.42) for PVST with an increase in 4-(4-oxystyryl)triphenylamine content.  相似文献   

12.
Guobing Zhang  Qing Zhang  Zhiyuan Xie 《Polymer》2010,51(11):2313-7685
Three new low bandgap conjugated copolymers with 3,4-ethylenedioxythiophene (EDOT) as donor and 2,3-bis(4-octyloxyphenyl)-quinoxaline (P1), 2,3-bis(4-octyloxyphenyl)-thiadiazol-quinoxaline (P2, P3) as acceptors were synthesized by Stille cross-coupling reaction, and their optical and electrochemical properties were studied. These polymers exhibited optical bandgap of 1.77, 1.29 and 1.13 eV, for P1, P2 and P3, respectively. Photovoltaic cells with device configuration of ITO/PEDOT: PSS/Copolymer: PCBM (1:4 w/w)/LiF/Al were fabricated. The measurements revealed an open-circuit voltage (Voc) of 0.52 V, short-circuit current density (Jsc) of 3.24 mA/cm2 and power conversion efficiency (PCE) of 0.60% for P1, and showed a Voc of 0.33 V, Jsc of 2.11 mA/cm2, PCE of 0.39% for P2.  相似文献   

13.
Two novel red-emitting thieno-[3,4-b]-pyrazine-cored molecules with phenyls (TP) or polyphenyls (Müllen type dendron, DTP) as peripheral groups were designed and synthesized. They have large Stokes shifts over 100 nm. DTP is thermally stable with decomposition temperature up to 458 °C. More importantly, it is amorphous with a remarkably high glass transition temperature of 262 °C. DTP can be made into thin films either by solution method or vacuum evaporation. Red OLEDs were fabricated using either spin coated or vacuum evaporated DTP film as emitting layer. The evaporated device exhibited a maximum brightness of 1753 cd m−2 and a luminous efficiency of 0.74 cd A−1, which are among the best data ever reported for thieno-[3,4-b]-pyrazine derivatives so far. In contrary, TP failed to produce satisfied red emission in its evaporated OLEDs.  相似文献   

14.
Chih-Cheng Lee 《Polymer》2008,49(19):4211-4217
A series of vinyl copolymers (P1-P6) containing pendant hole-transporting triphenylamine (11-88 mol%) and carbazole chromophores were synthesized by radical copolymerization to investigate the influence of triphenylamine groups upon optoelectronic properties. The copolymers were readily soluble in common organic solvents and their weight-average molecular weights (Mws) were between 1.41 × 104 and 2.24 × 104. They exhibited moderate thermal stability with Td = 402-432 °C at 5% weight loss. The emission spectra (both PL and EL) of the blends [P1-P6 with 4 wt% Ir(ppy)3] showed dominant green emission (517 nm) attributed to Ir(ppy)3 due to efficient energy transfer from P1-P6 to Ir(ppy)3. The HOMO levels of P1-P6, estimated from onset oxidation potentials in cyclic voltammeter, were −5.42 to −5.18 eV, which are much higher than −5.8 eV of conventional poly(9-vinylcarbazole) (PVK) host owing to high hole-affinity of the triphenylamine groups. The optoelectronic performances of phosphorescent EL devices, using P1-P6 as hosts and Ir(ppy)3 as dopant (ITO/PEDOT:PSS/P1-P6:Ir(ppy)3 (4 wt%):PBD (40 wt%)/BCP/Ca/Al), were greatly improved relative to that of PVK. The best performance was obtained with P4 device, in which the maximum luminance and luminance efficiency were 11?501 cd/m2 and 10.6 cd/A, respectively.  相似文献   

15.
Yung-Hsin Yao 《Polymer》2006,47(25):8297-8308
Two series of poly(p-phenylene vinylene) and polyfluorene derivatives (PPV1-PPV4 and PF1-PF5) containing laterally attached penta(p-phenylene) mesogenes were synthesized and characterized. These polymers show nematic liquid crystalline behavior. The optical properties of the polymers were investigated by UV-vis absorption and photoluminescence spectrometers and these polymers were fabricated to form the polarized electroluminescent devices using poly(ethylenedioxythiophene)-poly(styrene sulfonic acid) (PEDOT-PSS) as an alignment layer. In the series of poly(p-phenylene vinylene) derivatives, polymer PPV4 offered the best EL device performance. It emitted yellow light at 588 nm at 4 V. The maximum brightness was about 1337 cd/m2 at 9 V with a polarized ratio of 2.6. In another series of polyfluorene derivatives, PF4 offered the best EL device performance with the polarized ratio of 12.4 and a maximum luminescence of 1855 cd/m2. In the case of polarized white light, as a consequence of blending small amount of PF4 and PF5 with a host polymer PF2, polarized ratio of up to 10.2 and a maximum brightness of 2454 cd/m2 have been attained. The aligned films exhibited pronounced polarized ratio, implying that the polymers exhibit potential for linearly polarized LED application.  相似文献   

16.
We report the synthesis and characterization of new series of the fluorene based polymers with carbazole and oxadiazole pendants for the generation of the white emission out of the EL device. In the fluorene backbone, hole transporting units such as carbazole or phenothiazine were incorporated to improve the EL brightness and efficiency. The PFCzOxd-co-PCzs and PFCzOxd-co-PPTZs in EL spectra showed maximum peaks at around 430 nm and additional large peaks at around 530 and 500 nm, respectively. In case of PFCzOxd-alt-PCz and PFCzCzPCz-co-PFOxdOxdPCz, the EL spectra of the polymers showed two distinct peaks comprising the maximum at 427 nm, which corresponds to the EL spectra of the conjugated backbone, and additional broad peaks at around 540 and 530 nm, respectively. The CIE coordinates of the devices from PFCzOxd-alt-PCz and PFCzCzPCz-co-PFOxdOxdPCz were (0.28, 0.33) and (0.25, 0.32), respectively, approaching the value of the standard white of National Television System Committee (NTSC) (0.33, 0.33).  相似文献   

17.
Jun Yang  Dongge Ma  Qing Zhang 《Polymer》2011,52(12):2531-2536
Styrenic polymers P1(G0-CZ) and P2(G2-CZ) with carbazoles and carbazole containing dendrons as side chains were efficiently synthesized via “graft-to” approach by using copper-catalyzed azide/alkyne cycloaddition (CuAAC) reaction. The new polymers showed wide band gaps and had good thermal stabilities. Two new polymers were studied as electrophosphorescent host materials in OLED devices. Electrophosphorescent devices with the configuration of ITO/PEDOT:PSS/polymers:Ir(ppy)3/TPBI/LiF/Al were fabricated. The polymer P1(G0-CZ) based device showed a maximum current efficiency of 21.4 cd/A, a power efficiency of 12.7 lm/W and an external quantum efficiency of 6.02%. The effect of host polymer structures on the aggregation of transition metal complexes Ir(ppy)3 in active layer was also investigated.  相似文献   

18.
A structurally-novel pyrrole-based imide-functionalized electron accepting monomer unit, 4,6-dibromo-2,5-dioctylpyrrolo[3,4-c]pyrrole-1,3(2H,5H)-dione (DPPD), was prepared. The new DPPD unit was copolymerized with pyrrole-based electron rich monomers, such as thiophene-(N-alkyl)pyrrole-thiophene (TPT) and fused thiophene-(N-alkyl)pyrrole-thiophene (DTP) derivatives, to afford two new polymers, namely P(TPT-DPPD) and P(DTP-DPPD), respectively. The two polymers showed a strong absorption band at 300–600 nm and 300–650 nm, respectively, and their calculated optical band gaps were 2.09 eV and 1.89 eV, respectively. The electrochemical analysis reveals that the highest occupied molecular orbital (HOMO) energy levels of P(TPT-DPPD) and P(DTP-DPPD) were positioned at −5.55 eV and −5.24 eV, respectively, whereas their lowest unoccupied molecular orbital (LUMO) energy levels were positioned at −3.46 eV and −3.35 eV, respectively. The preliminary photovoltaic properties of the polymers, P(TPT-DPPD) and P(DTP-DPPD), were examined by fabricating polymer solar cells (PSCs) with each polymer as an electron donor and PC71BM as an electron acceptor. The PSCs fabricated with the configuration of ITO/PEDOT:PSS/P(TPT-DPPD) or P(DTP-DPPD):PC71BM/LiF/Al showed maximum power conversion efficiency (PCE) of 0.73% and 1.64%, respectively.  相似文献   

19.
A series of novel biphenylyl-substituted PPV derivatives, polymers 1-4, with different substitution patterns, has been synthesized and characterized. These polymers possess excellent solubilities, good thermal stabilities, and high-photoluminescent efficiencies. 1H NMR measurements indicated that the polymers contain negligible tolane-bisbenzyl (TBB) structural defects. Light-emitting diodes fabricated from the four polymers with the configuration of ITO/PEDOT:PSS (50 nm)/polymer (80 nm)/LiF (0.4 nm)/Ca (20 nm)/Ag emitted a saturated green light and demonstrated maximum current efficiencies of 5.1, 4.5, 4.7, and 1.4 cd/A for polymers 1-4, respectively. The much higher current efficiencies of polymers 1-3 than polymer 4 are ascribed to more balanced charge transport in the polymer layers of the three polymers, which has been confirmed by time of flight (TOF) charge mobility measurement. The hole mobilities of the polymers at the applied electric field of 2.0×105 V/cm are 4.70×10−6, 3.83×10−6, 7.21×10−6, and 1.76×10−5 cm2/Vs for polymers 1-4. This research indicated that fine tuning the substitution pattern of the polymer side chains is an effective way to optimize the LED device performance by controlling the structural defects as well as balancing the charge mobility of the polymers.  相似文献   

20.
New electroluminescent polymer with tetrakis-alkoxy group, poly[2,3,5,6-tetrakis(2-ethylhexyloxy)-1,4-phenylenevinylene] (TEH-PPV), has been synthesized by the Gilch polymerization. In solid film state, the TEH-PPV exhibits absorption spectra with maximum peaks at 451 nm, and PL spectrum at 505-545 nm. As compared to MEH-PPV, TEH-PPV with tetrakis-ethylhexyloxy groups in phenylene unit can get shorter conjugation length, and had more blue shifted absorption and emission peaks due to steric hindrance, in spite of increasing the number of alkoxy substituents which may increase the effective conjugation length caused by the electron-donating effect. The polymer LEDs (ITO/PEDOT/polymer/Al) of TEH-PPV showed emission with maximum peaks at around 505-590 nm. Tetrakis-ethylhexyloxy groups induced very typical vibronically structured band in solid film state, since the conjugated backbone is twisted by steric hindrance. And they can enhance the internal efficiency of the conjugated polymer as emissive layer in PLED because of the restraint of inter-chain interaction by the avoidance of close packing to give decent device performance.  相似文献   

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