Synthesis and luminescence properties of new blue‐light‐emitting polyconjugated poly{1,1′‐biphenyl‐4,4′‐diyl‐[1‐(4‐t‐butylphenyl)]vinylene} polymers and copolymers

Three new soluble polyconjugated polymers, all of which emitted blue light in photoluminescence and electroluminescence, were synthesized, and their luminescence properties were studied. The polymers were poly{1,1′‐biphenyl‐4,4′‐diyl‐[1‐(4‐t‐butylphenyl)]vinylene}, poly((9,9‐dioctylfluorene‐2,7‐diyl)‐alt‐{1,4‐phenylene‐[1‐(4‐t‐butylphenyl)vinylene‐1,4‐phenylene]}) [P(DOF‐PVP)], and poly([N‐(2‐ethyl) hexylcarbazole‐3,6‐diyl]‐alt‐{1,4‐phenylene‐[1‐(4‐t‐butylphenyl)]vinylene‐1,4‐phenylene}). The last two polymers had alternating sequences of the two structural units. Among the three polymers, P(DOF‐PVP) performed best in the light‐emitting diode devices of indium–tin oxide/poly(ethylenedioxythiophene) doped with poly(styrene sulfonate) (30 nm)/polymer (150 nm)/Li:Al (100 nm). This might have been correlated with the balance in and magnitude of the mobility of the charge carriers, that is, positive holes and electrons, and also the electronic structure, that is, highest occupied molecular orbital (HOMO) and lowest unoccupied molecular orbital (LUMO) levels, of the polymers. © 2006 Wiley Periodicals, Inc. J Appl Polym Sci 100: 307–317, 2006     

Synthesis and characterization of poly(2,5‐didecyl‐1,4‐phenylene vinylene), poly(2,5‐didecyloxy‐1,4‐phenylene vinylene), and their alternating copolymer

The preparation of dialkyl‐substituted poly(2,5‐didecyl‐1,4‐phenylene vinylene) ( PDDPV ) by the Horner‐Emmons polycondensation is described. Its performance in an organic light‐emitting diode (OLED) device architecture is compared with devices prepared from the analogous dialkoxy‐substituted poly(2,5‐didecyloxy‐1,4‐phenylene vinylene) ( PDOPV ) and the corresponding alkyl‐alkoxy‐substituted alternating copolymer. Additionally, the structure, stability, electrochemical, and optical properties of the PPVs were characterized by gel permeation chromatography, thermogravimetric analysis, NMR spectroscopy, cyclic voltammetry, UV‐Visible spectroscopy, and fluorescence spectroscopy. © 2014 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2014 , 131, 41162.     

Highly efficient polymer blends from a polyfluorene derivative and PVK for LEDs

The photophysical and electroluminescent properties of blends of a polyfluorene derivative of the PPV type, poly[(9,9-dihexyl-9H-fluorene-2,7-diyl)-1,2-ethenediyl-1,4-phenylene-1,2-ethenediyl] (labeled as LaPPS16) and poly(vinylcarbazole) - PVK are presented and discussed in terms of the operating light emission mechanisms. Static and dynamic fluorescence measurements and morphology data showed a powerful exciton migration from the host (PVK) to the guest (LaPPS16) resulting in emission coming from solely LaPPS16, even when in concentrations small as 1%. Electroluminescence was greatly enhanced with the blending; increases of 18 times in efficiency and 20 times in luminance were achieved in the blend containing 20% LaPPS16, with 3 V applied voltage.     

Design of organic electroluminescent displays with ultraviolet‐shielding filters

The electroluminescence properties of polymer light‐emitting devices with and without an ultraviolet (UV)‐shielding filter were studied. The polymer light‐emitting devices were fabricated with poly(2‐methoxy‐5,2′‐ethyl‐hexyloxy‐1,4‐phenylene vinylene) as the light emitter and poly(ethylenedioxy thiophene) as the hole‐transporting material. The UV‐shielding filter was composed of alternating TiO₂ and SiO₂ dielectric multilayers made by a physical vacuum deposition process. The current density, brightness, and photometric efficiency decreased significantly for the polymer light‐emitting device without the UV‐shielding filter after irradiation by UV light. The decay of PLEDs due to UV degradation was greatly reduced by the UV‐shielding filter. © 2004 Wiley Periodicals, Inc. J Appl Polym Sci 92: 1432–1436, 2004     

聚合物电致发光材料与器件(续完)--聚合物发光材料

1990年Burroughes采用聚对苯乙炔(PPV)作为有源层制作聚合物电致发光器件,开创了共轭聚合物科学的新领域,由于聚合物电致发光器件具有制备简单、发光效率和发光亮度高、发光波长易于调节等显著特点,引起了各国的高度重视,大量的共轭聚合物材料成功地应用于电致发光器件,使得电致发光聚合物材料和器件的研究成为近年来最活跃的领域之一.     

Blue‐light‐emitting poly(arylene ethynylenes) containing alternating sequences of biphenylene or fluorenediyl and p‐phenylene moieties linked through triple bonds

Two new poly(arylene ethynylenes) were synthesized by the reaction of 1,4‐diethynyl‐2.5‐dioctylbenzene either with 4,4′‐diiodo‐3,3′‐dimethyl‐1,1′‐biphenyl or 2,7‐diiodo‐9,9‐dioctylfluorene via the Sonogashira reaction, and their photoluminescence (PL) and electroluminescence (EL) properties were studied. The new poly(arylene ethynylenes) were poly[(3,3′‐dimethyl‐1,1′‐biphenyl‐4,4′‐diyl)‐1,2‐ethynediyl‐(2,5‐dioctyl‐1,4‐phenylene)‐1,2‐ethynediyl] (PPEBE) and poly[(9,9‐dioctylfluorene‐2,7‐diyl)‐1,2‐ethynediyl‐(2,5‐dioctyl‐1,4‐phenylene)‐1,2‐ethynediyl] (PPEFE), both of which were blue‐light emitters. PPEBE not only emitted better blue light than PPEFE, but it also performed better in EL than the latter when the light‐emitting diode devices were constructed with the configuration indium–tin oxide/poly(3,4‐ethylenedioxythiophene) doped with poly(styrenesulfonic acid) (50 nm)/polymer (80 nm)/Ca:Al. The device constructed with PPEBE exhibited an external quantum efficiency of 0.29 cd/A and a maximum brightness of about 560 cd/m², with its EL spectrum showing emitting light maxima at λ = 445 and 472 nm. The device with PPEFE exhibited an efficiency of 0.10 cd/A and a maximum brightness of about 270 cd/m², with its EL spectrum showing an emitting light maximum at λ = 473 nm. Hole mobility (μ_h) and electron mobility (μ_e) of the polymers were determined by the time‐of‐flight method. Both polymers showed faster μ_h values. PPEBE revealed a μ_h of 2.0 × 10^?4 cm²/V·s at an electric field of 1.9 × 10⁵ V/cm and a μ_e of 7.0 × 10^?5 cm²/V·s at an electric field of 1.9 × 10⁵ V/cm. In contrast, the mobilities of the both carriers were slower for PPEFE, and its μ_h (8.0 × 10^?6 cm²/V·s at an electric field of 1.7 × 10⁶ V/cm) was 120 times its μ_e (6.5 × 10^?8 cm²/V·s at an electric field of 8.6 × 10⁵ V/cm). The much better balance in the carriers' mobilities appeared to be the major reason for the better device performance of PPEBE than PPEFE. Their highest occupied molecular orbital (HOMO) and lowest unoccupied molecular orbital (LUMO) levels were also a little different from each other. © 2006 Wiley Periodicals, Inc. J Appl Polym Sci 100: 299–306, 2006     

Synthesis and characterization of novel soluble alternating copoly(phenylene vinylene) derivative for light‐emitting electrochemical cell

A novel alternating copolymer, poly{[2,5‐di(2‐(2‐ethoxy ethoxy)ethoxy)‐1,4‐phenylene vinylene]‐alt‐1,4‐[phenylene vinylene]}, has been synthesized through the Wittig condensation as electroluminescent material. In this copolymer, one component is phenylene vinylene with flexible oligo(ethylene oxide) side chain that facilitates ion transportation and phase miscibility between nonpolar and polar part of composite luminescent layer, and another is a rigid phenylene vinylene moiety to improve luminescent quantum efficiency and tune color. The copolymer shows good solubility and thermal stability for device fabrication compared to poly(phpeylene vinylene)(PPV). The band gap value of copolymer is between those of corresponding homopolymers, which indicates that alternating copolymerization is a suitable way to obtain luminescent polymer with desired band gap. The maximum wavelength of photoluminescence of copolymer is 539 nm (yellowish‐green). The HOMO and LUMO energy levels obtained by cyclic voltammetry measurement indicate that the electron injection ability of copolymer has been greatly improved compared with that of the PPV. A more balanced carrier injection and higher quantum efficiency are proved by electroluminescent properties of corresponding light‐emitting devices. The turn‐on voltage of LEC device (ITO/copolymer + PEO + LiClO₄/Al) is found to be 2.3 V, with current comparative to LED (ITO/copolymer/Al) at 9.5 V. © 2003 Wiley Periodicals, Inc. J Appl Polym Sci 88: 1350–1356, 2003     

Microwave assisted novel synthetic route for polyfluorenes containing triphenylamine and solubilizing alkyl moiety for blue emitting diodes

A series of blue electroluminescent polyfluorenes (PFs) containing triphenylamine and various alkyl moieties were synthesized using an Ni(0) mediated C?C Yamamoto coupling reaction assisted by microwaves. The synthesized PFs were characterized by various spectroscopic techniques. Their absorption and photoluminescence properties were investigated in solvent and found to possess characteristic electronic absorption and emission spectra. These PFs were found to emit in the blue region (407?415 nm) with high quantum yield in the range 0.41?0.73. Cyclic voltammetry studies of the PFs revealed that the compounds were stable under redox conditions with highest occupied molecular orbital (HOMO) and lowest unoccupied molecular orbital in the range 5.24–5.29 eV and 1.98?2.01 eV, respectively. The E_HOMO for the PFs was similar to the most widely used hole transporting materials N,N′‐Di(1‐naphthyl)‐N,N′‐diphenyl‐(1,1′‐biphenyl)‐4,4′‐diamine (NPD), N,N′‐Bis(3‐methylphenyl)‐N,N′‐diphenylbenzidine (TPD) and N²,N²,N²′,N²′,N⁷,N⁷,N⁷′,N⁷′‐octakis(4‐methoxyphenyl)‐9,9′‐spirobi[9H‐ fluorene]‐2,2′,7,7′‐tetramine, Spiro‐OMeTAD (spiro‐OMe‐TAD). The thermal stability observed for the PFs accounts for their use under ambient conditions. The electrochemical studies of the fabricated polymer light emitting diodes suggest that the PFs have potential to be used as hole transporting and blue electroluminescent materials for optoelectronic devices. © 2017 Society of Chemical Industry     

Electroluminescence and photovoltaic properties of poly(p‐phenylene vinylene) derivatives with dendritic pendants

A copolymer of dendronized poly(p‐phenylene vinylene) (PPV), poly{2‐[3′,5′‐bis (2′‐ethylhexyloxy) bnenzyloxy]‐1,4‐phenylene vinylene}‐co‐poly[2‐methoxy‐5‐(2′‐ethylhexyloxy)‐1,4‐phenylene vinylene] (BE‐co‐MEH–PPV), was synthesized with the Gilch route to improve the electroluminescence and photovoltaic properties of the dendronized PPV homopolymer. The polymer was characterized by ultraviolet–visible absorption spectroscopy, photoluminescence spectroscopy, and electrochemical cyclic voltammetry and compared with the homopolymers poly{2‐[3′, 5′‐bis(2‐ethylhexyloxy) benzyloxy‐1,4‐phenylene vinylene} (BE–PPV) and poly[2‐methoxy‐5‐(2′‐ethylhexyloxy)‐1,4‐phenylenevinylene] (MEH–PPV). Polymer light‐emitting diodes based on the polymers with the configuration of indium tin oxide (ITO)/poly(3,4‐ethylene dioxythiophene) : poly(styrene sulfonate) (PEDOT : PSS)/polymer/Ca/Al were fabricated. The electroluminescence efficiency of BE‐co‐MEH–PPV reached 1.64 cd/A, which was much higher than that of BE–PPV (0.68 cd/A) and a little higher than that of MEH–PPV (1.59 cd/A). Photovoltaic properties of the polymer were studied with the device configuration of ITO/PEDOT : PSS/polymer : [6,6J‐phenyl‐C₆₁‐butyric acid methyl ester] (PCBM)/Mg/Al. The power conversion efficiency of the device based on the blend of BE‐co‐MEH–PPV and PCBM with a weight ratio of 1 : 3 reached 1.41% under the illumination of air mass 1.5 (AM1.5) (80 mW/cm²), and this was an improvement in comparison with 0.24% for BE–PPV and 1.32% for MEH–PPV under the same experimental conditions. © 2007 Wiley Periodicals, Inc. J Appl Polym Sci, 2008     

Novel copolymers for electroluminescent devices

Two novel luminescent block copolymers (CE–PPV and CE–DMPPV), containing alternating distyrylbenzene [poly(phenylene vinylene) model oligomer] as light‐emitting units and crown‐ether segments as ionic conductive and spacer units were synthesized by use of a Wittig reaction between the dialdehyde monomer and 1,4‐xylylene‐bis(triphenylphosphonium bromide) or 1,4‐bis(triphenylphosphoniomethyl)‐2,5‐dimethoxybenzene dichloride. The synthesized polymers were characterized with FTIR, ¹H‐NMR, UV–Vis, differential scanning calorimetry, and gel permeation chromatography. The number‐average molecular weights were 6896 with a polydispersity index of 1.75 for CE–PPV, and 9301 with a polydispersity index of 2.474 for CE–DMPPV, respectively. The decomposition temperatures and the glass‐transition temperatures were in the range of 395–411°C and 75–77°C, respectively. The electrochemical properties of the copolymers were evaluated and the highest occupied molecular orbital and the lowest unoccupied molecular orbit energy levels of the copolymers were estimated by cyclic voltammetry. Efficient light‐emitting diodes were successfully fabricated. The synthesis, characterization, and electroluminescent properties of the polymers are reported in this study. © 2002 Wiley Periodicals, Inc. J Appl Polym Sci 86: 3316–3321, 2002     

Polymeric coatings for photostability enhancement of poly(p‐phenylene vinylene) derivative films

Poly(p‐phenylene vinylene) (PPV) derivatives are an important class of conjugated polymers, known for their applications as electroluminescent materials for light‐emitting devices and sensors. These derivatives are highly susceptible to photodegradation by the combined action of oxygen and light. Here, the use of various commercial polymers as protective coatings against the photodegradation of PPV derivatives was explored. Cast films of two similar PPV derivatives, poly[(2‐methoxy‐5‐n‐hexyloxy)‐p‐phenylene vinylene] and poly[2‐methoxy‐5‐(2‐ethylhexyloxy)‐p‐phenylene vinylene], were submitted to photodegradation by exposure to white light under atmospheric conditions in order to verify if the type of side chain (linear or branched) had an effect on the photodegradation. No significant differences in the photodegradation behaviour between the two polymers were noticed. The following commercial polymers were tested as protective coatings for the PPV derivative cast films: 99 and 80% hydrolysed poly(vinyl alcohol) (PVA) and starch. The best results were achieved using coatings of 99% hydrolysed PVA, which increased about 700 times the time necessary for complete degradation of the PPV derivative films. The results show the effectiveness of this coating in minimizing and, possibly, controlling the effects of the photodegradation of PPV derivative films, which can be useful in many applications, e.g. oxygen sensors. Copyright © 2009 Society of Chemical Industry     

Fast response single‐ion transport light‐emitting electrochemical cell based on PPV derivative

We present the electrical and optical characteristics of a single‐ion transport light‐emitting electrochemical cell (SLEC) based on poly(p‐phenylene vinylene) (PPV) derivative containing aryl‐substituted oxadiazole in the backbone (MEH‐OPPV). Ionized polyurethane–poly(ethylene glycol) (PUI) used as polymer electrolyte is introduced into the active layer of the SLEC. The turn‐on voltage of the SLEC is about 3 V according to its current density–voltage (J–V) characteristics. The response time of the SLEC is less than 10 ms, lower than that of normal LECs by two orders of magnitudes roughly. The reasons of the quick response for the SLEC are discussed in the article. © 2006 Wiley Periodicals, Inc. J Appl Polym Sci 101: 4253–4255, 2006     

Synthesis and characterization of novel phenyl‐substituted poly(p‐phenylene vinylene) derivatives

Two novel phenyl‐substituted poly(p‐phenylene vinylene) derivatives, poly{2‐[3′,4′‐(2″‐ethylhexyloxy)(3″,7″‐dimethyloctyloxy)benzene]‐1,4‐phenylenevinylene} (EDP‐PPV) and poly{2‐[3′,4′‐(2″‐ethylhexyloxy)(3″,7″‐dimethyloctyloxy)benzene]‐5‐methoxy‐1,4‐phenylenevinylene} (EDMP‐PPV), and their copolymer, poly{2‐[3′,4′‐(2″‐ethylhexyloxy)(3″,7″‐dimethyloctyloxy)benzene]‐1,4‐phenylene‐vinylene‐co‐2‐[3′,4′‐(2″‐ethylhexyloxy)(3″,7″‐dimethyloctyloxy)benzene]‐5‐methoxy‐1,4‐phenylenevinylene} (EDP‐co‐EDMP‐PPV; 4:1, 1:1, and 1:4), were successfully synthesized according to the Gilch route. The structures and properties of the monomers and the resulting conjugated polymers were characterized with ¹H‐NMR, ¹³C‐NMR, elemental analysis, gel permeation chromatography, thermogravimetric analysis, ultraviolet–visible absorption spectroscopy, and photoluminescence and electroluminescence (EL) spectroscopy. The EL polymers possessed excellent solubility in common solvents and good thermal stability with a 5% weight loss temperature of more than 380°C. The weight‐average molecular weights and polydispersity indices of EDP‐PPV, EDMP‐PPV, and EDP‐co‐EDMP‐PPV were 1.40–2.58 × 10⁵, and 1.19–1.52, respectively. Double‐layer light‐emitting diodes with the configuration of indium tin oxide/polymer/tris(8‐hydroxyquinoline)aluminum/Al devices were fabricated, and EDP‐co‐EDMP‐PPV (1:1) showed the highest EL performance and exhibited a maximum luminance of 1050 cd/m² at 19.5 V. © 2005 Wiley Periodicals, Inc. J Appl Polym Sci 96: 1259–1266, 2005     

The preparation and characterization of high‐performance and thermally stable electroluminescent poly(p‐phenylene‐vinylene‐b‐oligoethylene oxide)

Two luminescent block copolymers (PPVPEO₂₀₀ and PPVPEO₆₀₀), composed of poly(p‐phenylene‐vinylene) (PPV) segments with three phenylene vinylene units and poly(ethylene oxide) (PEO) segments with molecular weight of 200 and 600, respectively, have been successfully synthesized. The structures of the copolymers were verified using FTIR, ¹H‐NMR, and elemental analysis. Single‐layer polymer light‐emitting electrochemical cells (LEC) devices fabricated on the bases of thin films of PPVPEO₆₀₀ and on the bases of thin films of blends of PPVPEO₂₀₀ with additional PEO both demonstrated good electroluminescent (EL) performance with the onset voltage of 2.6 V and EL efficiency of 0.64 cd/A and 0.68 cd/A at 3.2 V, respectively. Thermal analysis shows that the decomposition temperature of PPVPEO₆₀₀ is about 305°C, which is higher than that of PPVPEO₂₀₀ and PEO. AFM studies of PPVPEO₆₀₀ thin films exhibits that the block copolymer self‐assembles to form nanoscale network structures with pseudo‐cross‐linking points, thus accounting for its high thermal stability and good EL performance. © 2007 Wiley Periodicals, Inc. J Appl Polym Sci 104: 1118–1125, 2007     

Synthesis and evaluation of properties of poly(p‐phenylenevinylene) based 1,3,4‐oxadiazole systems for optoelectronics and nonlinear optical applications

Two new π‐conjugated polymers, namely poly(p‐phenylenevinylene‐1,3,4‐oxadiazole) (PPVO) and poly(p‐(nitro‐phenylene)vinylene‐1,3,4‐oxadiazole) (PNPVO), were synthesized and characterized. The Gilch polymerization technique, using dihalo derivatives of 1,3,4‐oxadiazoles, was employed to synthesize them under mild reaction conditions. The macromolecules exhibit good solubility in dimethylformamide, formamide and dimethyl sulfoxide and thus effectively address the insolubility issues associated with many oxadiazole derivatives for device fabrication. They show bright luminescence in the blue‐green region of the electromagnetic spectrum and have optical band gaps suited for an emissive layer in organic light‐emitting devices. PPVO and PNPPO show good non‐linear optical responses also in solution phase, with third‐order nonlinear susceptibilities of the order of 10^?12esu. Interestingly, they exhibit good antimicrobial characteristics under examination with Escherichia coli and Staphylococcus. The results prove that these macromolecules are ideal materials to use as emissive layers in various light‐emitting devices and NLO applications. The excellent antimicrobial activity can be utilized for their applications in clinical and healthcare areas. © 2016 Society of Chemical Industry     

Enhancing the electroluminescence properties of novel blue light emitting polymer and MEH‐PPV based white light emitting polymer devices by processing condition optimization

A series of triarylaminooxadiazole‐containing tetraphenylsilane light emitting polymer (PTOA) and poly(2‐methoxy, 5‐(2′‐ethyl‐hexyloxy)‐p‐phenylene‐vinylene) (MEH‐PPV) based white light emitting polymer devices (PLEDs) were fabricated to study blue and orange–red emitter composition and light emitting layer processing effects on white emission electroluminescence properties. Color purity, current turn‐on voltage, brightness, and current efficiency were strongly determined by MEH‐PPV content and the thin film processing condition. The intensity of PTOA blue emission was equal to that of MEH‐PPV orange–red emission when the device was fabricated by a polymer composite film containing 10 wt % of MEH‐PPV. Color purity [Commission Internationale de L'Eclairage (CIE_x,y) coordinates (0.26,0.33)] was nearly white emission under applied 8 V. The brightness and current efficiency of PTOA‐MEH‐PPV composite film based devices increased as MEH‐PPV content increased. Furthermore, white emission blue shifted with increasing spin‐rate of thin film coating and applied voltage. Low turn‐on voltage, high current density, and high brightness were obtained for the device fabricating with light emitting layer coating with high spin‐rate. Moreover, low current efficiency was obtained for the PLED with a thinner light‐emitting layer. A white emission CIE (0.28,0.34) was obtained for PTOA‐MEH‐PPV based white PLED. White PLED brightness and efficiency can be as high as 700 cd/m² and 0.78 cd/A, respectively. © 2007 Wiley Periodicals, Inc. J Appl Polym Sci, 2007     

Novel fluorine containing polyfluorenes with efficient blue electroluminescence

The synthesis, structural characterization, photo and electroluminescence, thermal and electrochemical properties of a new fluorinated fluorene-containing copolymer are described. The copolymer is formed by alternating mers of [2,3,5,6 tetrafluoro-1,4 phenylene] and [9,9′-dihexyl-2,7 fluorene] and emits blue light with low turn on voltages. The EL performance of the fluorinated copolymer was superior to those of the non-fluorinated analog copolymer and of the corresponding poly(9,9′dihexyl-2,7 polyfluorene) homopolymer.     

Photo‐ and electroluminescent properties of a π‐conjugated copolymer containing 2,2′‐bipyridyl units

The synthesis, structural characteristics, and photo‐ and electroluminescent properties of a soluble light‐emitting copolymer built up of regularly alternating segments of 1,4‐dihexyloxybenzene and 2,2′‐bipyridyl (PBPyDHB) are described and discussed. Optical properties of the polymer were investigated in solution and solid‐state conditions, demonstrating that in film form the predominant emission centers are inter‐macromolecular aggregates, either in photo‐ or electroluminescence. Thermogravimetric analysis indicates that PBPyDHB has very high thermal stability, with a maximum decomposition rate around 400 °C and onset with 10% mass loss at 342 °C. The polymer is a blue emitter, and the good solubility, thermal behavior, and electroluminescence properties make it a promising material for electro‐optical applications. Copyright © 2006 Society of Chemical Industry     

Synthesis and characterization of photoluminescent conjugated polymer containing N‐(α‐naphthyl)‐carbazole unit

A novel luminescent conjugated polymer, poly[{9‐(α‐naphthyl)‐3,6‐divinylenecarbazolylene}‐alt‐co‐(1,4‐phenylene)] (PNVCP), bearing alternated 9‐(α‐naphthyl)‐carbazole and benzene units, was synthesized via a Wittig–Horner reaction. The solubility, thermal, and optical properties were investigated. It was soluble in common organic solvents, such as tetrahydrofuran and 1,2‐dichlororoethane. Thermogravimetric analysis and differential scanning calorimetry showed that the conjugated polymer exhibited good thermal stability up to 496°C with a glass‐transition temperature higher than 110°C. The photoluminescence properties were studied. The polymer emits blue light and the quantum yield is 93% in solution. The emission spectra exhibited an obvious solvent effect. With the increase of the polarity of the solvents, the fluorescence spectra changed obviously and appeared to be redshifted at room temperature. The redshift was more obvious in aromatic solvents than in aliphatic solvents. When N,N‐dimethylaniline was gradually added into the solution of the conjugated polymer, the emission intensity of the fluorescence decreased. In comparison, the emission intensity of the polymer showed invariability when 1,4‐dicyanobenzene was added into the polymer solution. Moreover, the fluorescence of the polymer could be effectively quenched by fullerene. Overall, the synthesized polymer is a potential candidate material for fabrication of polymeric light‐emitting devices. © 2006 Wiley Periodicals, Inc. J Appl Polym Sci 100: 923–927, 2006     

Anionic triphenylamine‐ and fluorene‐based conjugated polyelectrolyte as a hole‐transporting material for polymer light‐emitting diodes

BACKGROUND: Hole‐transport layers (HTLs) play a crucial role in multilayer polymeric light‐emitting diodes (PLEDs) for the achievement of satisfactory device performance. During the fabrication of multilayer PLEDs via solution processing, the fabricated HTLs encounter the risk of erosion during the film‐forming process of subsequent emitting layers (EMLs). In contrast to the widely investigated crosslinkable HTLs, much less attention has been paid to the preparation of polar‐solvent‐soluble HTLs, which is a straightforward solution to overcome the interfacial mixing between HTLs and EMLs during solution processing. RESULTS: Alternating triphenylamine‐ and fluorene‐based anionic copolymer poly[9,9‐bis(4′‐sulfonatobutyl)fluorene‐alt‐N‐(p‐trifluoromethyl)phenyl‐4,4′‐diphenylamine]sodium salt (PFT‐CF3) was synthesized via a palladium‐catalyzed Suzuki coupling reaction. This polyelectrolyte is soluble only in polar solvents such as methanol, dimethylformamide and dimethylsulfoxide rather than in non‐polar solvents such as toluene, chloroform and xylene. The relatively high HOMO (?5.22 eV) and LUMO (?2.26 eV) levels of this polymer endow it simultaneously with good hole‐transporting and electron‐blocking capabilities. The performance of red‐, green‐ and blue‐emitting devices utilizing this polyelectrolyte as HTL was investigated. CONCLUSION: The anionic conjugated polyelectrolyte based on triphenylamine and fluorene, PFT‐CF₃, can serve as a promising hole‐transporting/electron‐blocking layer in multilayer PLEDs. Copyright © 2009 Society of Chemical Industry