Silole‐containing poly(diphenylacetylene): Synthesis,characterization, and light emission

A disubstituted polyacetylene consisting of a poly(diphenylacetylene) backbone and a 1,2,3,4,5‐pentaphenylsilole (SiC₄Ph₅) pendant, that is, ? {(C₆H₅) C?C [C₆H₄O(CH₂)₃C?CSiC₄Ph₅]}_n? (PS3DPA), was synthesized, and its light emission from both the backbone and the pendant was evaluated. The polymerization of C₆H₅C?CC₆H₄O(CH₂)₃C?CSiC₄Ph₅ with two ethynyl groups was effected with WCl₆–Ph₄Sn as the catalyst. The structure and properties of PS3DPA were characterized and evaluated by IR, UV, NMR, thermogravimetric analysis, differential scanning calorimetry, photoluminescence, and electroluminescence analyses. The ethynyl group of the diphenylacetylene moiety was polymerized exclusively, giving a soluble PS3DPA. The chloroform solution of PS3DPA showed a backbone emission that peaked at 522 nm, whereas the silole pendant was nonradiative at room temperature. The polymer did not show the aggregation‐induced emission phenomenon, probably because the silole clusters were difficult to form when the polymer chains aggregated because of the very high rigidity of the main chain. Intramolecular rotations of the phenyl groups of the silole moieties were responsible for the nonradiative decay of the silole chromophore. The intramolecular rotations, however, could be largely restricted in a cooling process of the polymer solution, showing cooling‐enhanced emission. The silole emission became dominant at lower temperatures. A multilayer electroluminescence device based on PS3DPA emitted a green light that peaked at 512 nm. © 2006 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 44: 2487–2498, 2006     

Synthesis and spectroscopic investigation of π‐conjugated (E)‐enyne polycarbazole with different organo‐metallic catalysts from 3,6‐diethynyl‐9‐(2‐ethylhexyl)carbazole

In the present study, a new (E)‐rich‐enyne π‐conjugated polymer containing a carbazole was designed and synthesized. Two different synthesis methods of poly[N‐(2‐ethylhexyl)‐3,6‐carbazolyleneethynylene‐(E)‐vinylene] (PCZEV) have been prepared from 3,6‐diethynyl‐9(2‐ethylhexyl)carbazole by using the palladium‐carbene‐catalyzed reaction and/or by using the organolanthanide‐catalyzed reaction leading to well‐defined polymer, and their general properties were studied. Compared to poly[N‐(2‐ethylhexyl)‐3,6‐carbazolyleneethynylene] (PCE), the UV‐vis absorption and photoluminescence of the PCZEV was red‐shifted, which indicates the extension of conjugation length. © 2009 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 47: 2434–2442, 2009     

Synthesis and opto‐electrical properties of dendron‐containing poly(2,3‐diphenyl‐1,4‐phenylenevinylene) derivatives

A new series of poly(2,3‐diphenyl‐1,4‐phenylenevinylene) derivatives containing dendritic side groups were synthesized. Different generations of dendrons were integrated on the pendant phenyl ring to investigate their effect on optical and electrical properties of final polymers. Homopolymers can not be obtained via the Gilch polymerization because of sterically bulky dendrons. By controlling the feed ratio of different monomers during polymerization, dendron‐containing copolymers with high molecular weights were obtained. The UV–vis absorption and photoluminescent spectra of the thin films are pretty close; however, quantum efficiency is significantly enhanced with increasing the generation of dendrons. The electrochemical analysis reveals that hole‐injection is also improved by increasing dendritic generation. Double‐layer light‐emitting devices with the configuration of ITO/PEDOT:PSS/polymer/Ca/Al were fabricated. High generation dendrons bring benefit of improved device performance. © 2007 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 45: 3440–3450, 2007     

Synthesis and characterization of thermally crosslinkable hole‐transporting polymers for PLEDs

Two new thermally crosslinkable hole‐transporting polymers, X‐PTPA and X‐PCz, were synthesized via Yamamoto coupling reactions. The number‐averaged molecular weights (M_n) of X‐PTPA and X‐PCz were found to be 45,000 and 48,000, respectively, and therewith, polydispersity indices were of 1.8 and 1.7, respectively. Thermally crosslinked X‐PTPA and X‐PCz exhibit excellent solvent resistance and stable optoelectronic properties. The UV–visible maximum absorption peaks of X‐PTPA and X‐PCz in the thin film state are at 389 and 322 nm, respectively. The HOMO levels of X‐PTPA and X‐PCz are estimated to be ?5.27 and ?5.39 eV, respectively. Multilayered devices (ITO/crosslinked X‐PTPA or X‐PCz/SY‐PPV/LiF/Al) were fabricated with SY (SuperYellow) as the emitting layer. The maximum efficiency of the multilayered device with a crosslinked X‐PTPA layer is approximately three times higher than that of the device without a crosslinked X‐PTPA layer and much higher than that of the crosslinked X‐PCz device. This result can be explained by the observations that crosslinked X‐PTPA produces increased electron accumulation within the emitter, SY, and also efficient exciton formation due to improved charge balance. © 2013 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2013 , 51, 5111–5117     

Green‐emitting poly[(1,3‐phenylenevinylene)‐alt‐ (1,4‐phenylenevinylene)]s: Effect of the substitution patterns on the optical properties

Green‐emitting substituted poly[(2‐hexyloxy‐5‐methyl‐1,3‐phenylenevinylene)‐alt‐(2,5‐dihexyloxy‐1,4‐phenylenevinylene)]s ( 6 ) were synthesized via the Wittig–Horner reaction. The polymers were yellow resins with molecular weights of 10,600. The ultraviolet–visible (UV–vis) absorption of 6 (λ_max = 332 or 415 nm) was about 30 nm redshifted from that of poly[(2‐hexyloxy‐5‐methyl‐1,3‐phenylenevinylene)‐alt‐(1,4‐phenylenevinylene)] ( 2 ) but was only 5 nm redshifted with respect to that of poly[(1,3‐phenylenevinylene)‐alt‐(2,5‐dihexyloxy‐1,4‐phenylenevinylene)] ( 1 ). A comparison of the optical properties of 1 , 2 , and 6 showed that substitution on m‐ or p‐phenylene could slightly affect their energy gap and luminescence efficiency, thereby fine‐tuning the optical properties of the poly[(m‐phenylene vinylene)‐alt‐(p‐phenylene vinylene)] materials. The vibronic structures were assigned with the aid of low‐temperature UV–vis and fluorescence spectroscopy. Light‐emitting‐diode devices with 6 produced a green electroluminescence output (emission λ_max ～ 533 nm) with an external quantum efficiency of 0.32%. Substitution at m‐phenylene appeared to be effective in perturbing the charge‐injection process in LED devices. © 2004 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 42: 1820–1829, 2004     

High‐efficiency doped polymeric organic light‐emitting diodes

Fabrication of polymer light‐emitting diodes based on emission from the phosphorescent molecule fac‐tris(2‐phenylpyridine) iridium doped into a poly(N‐vinyl carbazole) host are reported. For single‐layered devices with magnesium‐silver cathodes, the luminance efficiency at 20 mA/cm² was measured as 8.7 cd/A. This efficiency could be increased by over a factor of two by incorporation of evaporated small‐molecule layers into the device structure. Significant increases in device efficiency were also obtained without these evaporated layers by modification of the electrodes. Incorporation of 3,4‐poly(ethylene dioxythiophene):poly(styrene sulfonate) at the anode improved the device efficiency but had little impact on drive voltage. Insertion of lithium fluoride at the cathode resulted in no improvement in performance for magnesium‐silver and aluminum cathodes, but a significant improvement was realized in efficiency and drive voltage for calcium‐aluminum cathodes. Excellent device performance was observed for all three cathode metals used in conjunction with cesium fluoride. Through optimization of the electrodes and emitter‐layer thickness, devices exhibiting efficiencies as high as 37.3 cd/A are realized. © 2003 Wiley Periodicals, Inc. J Polym Sci Part B: Polym Phys 41: 2715–2725, 2003     

Blue‐emitting poly[(m‐phenylene vinylene)‐alt‐(o‐phenylene vinylene)]s: The effect of regioregularity on the optical properties

Poly[(m‐phenylene vinylene)‐alt‐(o‐phenylene vinylene)]s with different contents of cis‐/trans‐CH?CH ( 3 and 6 ) have been synthesized through Wittig condensation. The polymers exhibit good solubility in common organic solvents such as toluene and tetrahydrofuran. A comparison of the optical properties has been made between 3 and its phenyl regioisomers containing either p‐phenylene or m‐phenylene units. The results show that the regiochemistry of the phenyl ring can be a useful tool for tuning the emission color of π‐conjugated polymers because the extension of π conjugation can only partially be achieved through an o‐phenylene bridge. Although both polymers 3 and 6 exhibit comparable low fluorescence quantum efficiencies (≈0.18) in solution, their films are highly luminescent, showing a broad emission band near 456 nm (blue color). Electroluminescence results show that the device of polymer 3 , which has a higher content of trans‐CH?CH linkages, is about 20 times more efficient than that of 6 . © 2003 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 41: 2650–2658, 2003     

Thermally Cross‐Linkable Hole Transport Polymers for Solution‐Based Organic Light‐Emitting Diodes

Two thermally cross‐linkable hole transport polymers that contain phenoxazine and triphenylamine moieties, X‐P1 and X‐P2, are developed for use in solution‐processed multi‐stack organic light‐emitting diodes (OLEDs). Both X‐P1 and X‐P2 exhibit satisfactory cross‐linking and optoelectronic properties. The highest occupied molecular orbital (HOMO) levels of X‐P1 and X‐P2 are −5.24 and −5.16 eV, respectively. Solution‐processed super yellow polymer devices (ITO/X‐P1 or X‐P2/PDY‐132/LiF/Al) with X‐P1 or X‐P2 hole transport layers of various thicknesses are fabricated with the aim of optimizing the device characteristics. The fabricated multi‐stack yellow devices containing the newly synthesized hole transport polymers exhibit satisfactory currents and power efficiencies. The optimized X‐P2 device exhibits a device efficiency that is dramatically improved by more than 66% over that of a reference device without an HTL.

     

Polyfluorenes minimally doped with 1,4‐bis(2‐thienyl‐2‐cyanovinyl)benzene chromophore: Their synthesis,characterization, and application to white‐light‐emitting materials

Copolyfluorenes ( PFR1 and PFR2 ), chemically doped with 0.1 and 0.025 mol % 2,5‐dihexyloxy‐1,4‐bis(2‐thienyl‐2‐cyanovinyl)benzene (MR chromophere) were synthesized by the Suzuki coupling reaction. The PFR s were used to fabricate white‐light‐emitting devices through incomplete energy transfer. Because of the low content of the MR chromophore, the optical, thermal, and electrochemical properties of the PFR s were almost identical to those of polyfluorene, except for their photoluminescent (PL) and electroluminescent (EL) properties. The copolymer films showed PL peaks at about 428 and 570 nm originating from fluorene segments and MR chromophores, respectively. Compared with the model compound ( MR ), the polymer chains extended the conjugation length of the MR chromophores and exhibited a 20–48 nm red‐shift in the emission band. In addition, the lower LUMO level of the MR (?3.27 eV) was expected to improve the electron injection. The EL devices [ITO/PEDOT:PSS/ PFR s/Ca (50 nm)/Al (100 nm)] showed a broad emission band, covering the entire visible region, with chromaticity coordinates of (0.36, 0.35) and (0.32, 0.30) for PFR1 and PFR2 devices, respectively. The emission color of the PFR2 device was very similar to that of a pure white light (0.33, 0.33); and the maximal brightness and current efficiency were 3011 cd/m² and 1.98 cd/A, respectively, which surpass those found for polyfluorene devices (1005 cd/m², 0.28 cd/A). A). © 2008 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 46: 3703–3713, 2008     

White electroluminescence from a single polymer: A blue‐emitting polyfluorene incorporating orange‐emitting benzoselenadiazole segments on its main chain

We have developed efficient white‐light‐emitting polymers through the incorporation of low‐bandgap orange‐light‐emitting benzoselenadiazole ( BSeD ) moieties into the backbone of a blue‐light‐emitting bipolar polyfluorene (PF) copolymer, which contains hole‐transporting triphenylamine and electron‐transporting oxadiazole pendent groups. By carefully controlling the concentrations of the low‐energy‐emitting species in the resulting copolymers, partial energy transfer from the blue‐fluorescent PF backbone to the orange‐fluorescent segments led to a single polymer emitting white light and exhibiting two balanced blue and orange emissions simultaneously. Efficient polymer light‐emitting devices prepared using this copolymer exhibited luminance efficiencies as high as 4.1 cd/A with color coordinates (0.30, 0.36) located in the white‐light region. Moreover, the color coordinates remained almost unchanged over a range of operating potentials. A mechanistic study revealed that energy transfer from the PF backbone to the low‐bandgap segments, rather than charge trapping, was the main operating process involved in the electroluminescence process. © 2007 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 45: 2938–2946, 2007     

Synthesis and electroluminescence properties of white‐light single polyfluorenes with high‐molecular weight by click reaction

We reported a new way to synthesize single‐chain white light‐emitting polyfluorene (WPF) with an increased molecular weight using azide‐alkyne click reaction. Four basic polymers with specific end‐capping, which exhibited high‐glass transition temperatures (T_g > 100 °C) and excellent thermal stability, were used as foundations of the WPF's synthesis; a blue‐light polymer (PFB2) end‐capped with azide groups can easily react with acetylene end‐capped polymers (PFB1, PFG1, and PFR1, which are emitting blue‐, green‐ and red‐light, respectively) to form triazole‐ring linkages in polar solvents such as N,N‐dimethylforamide/toluene co‐solvent at moderate temperature of 100 °C, even without metal‐catalyst. Several WPFs that consist of these four basic polymers in certain ratios were derived, and the polymer light‐emitting diode device based on the high‐molecular weight WPF was achieved and demonstrated a maximum brightness of 7551 cd/m² (at 12.5 V) and a maximum yield of 5.5 cd/A with Commission Internationale de l'Eclairage coordinates of (0.30, 0.33) using fine‐tuned WPF5 as emitting material. © 2011 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem, 2011     

Synthesis,photophysics, and electroluminescent performance of stable blue‐light‐emitting copoly(9,9‐diarylfluorene)s

A series of fluorene derivatives containing nonsymmetric and bulky aromatic groups at C‐9 position were synthesized and used for the preparation of blue‐light‐emitting copolyfluorenes ( P1 – P4 ) by the Suzuki coupling polycondensation. The copolymers were characterized by molecular weight determination, elemental analysis, differential scanning calorimeter, thermogravimetric analysis, absorption and emission spectroscopy, cyclic voltammetry, and differential pulse voltammetry. Their decomposition temperatures and glass transition temperatures are 423–441 °C and >120 °C, respectively. In film state, the copolyfluorenes exhibit blue photoluminescence at 425–450 nm, which remains almost unchanged after annealing at 200 °C in air for 60 min. Polymer light‐emitting diodes [ITO/PEDOT:PSS/ P1 – P4 /Ca(50 nm)/Al(100 nm)] show stable blue‐light emission under device operation with the CIE co‐ordinates being between (0.16, 0.07) and (0.17, 0.09). The light‐emitting diodes devices from P1 and P3 containing electron‐deficient oxadiazole units display enhanced performance, with the maximum brightness and maximum current efficiency being (4510 cd/m² and 2.40 cd/A) and (2930 cd/m², 1.19 cd/A), respectively. © 2009 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 47: 2821–2834, 2009     

Synthesis,characterization, and electroluminescence properties of poly(fluorenevinylene benzobisthiazoles)

A series of vinylene‐linked copolymers based on electron‐deficient benzobisthiazole and electron‐rich fluorene moieties were synthesized via Horner–Wadsworth–Emmons polymerization. Three different polymers P1 , P2 , and P3 , were prepared bearing octyl, 3,7‐dimethyloctyl, and 2‐(2‐ethoxy)ethoxyethyl side chains, respectively. The polymers all possessed moderate molecular weights, good solubility in aprotic organic solvents, and high fluorescence quantum efficiencies in dilute solutions. P2 , which bore branched 3,7‐dimethyloctyl side chains, exhibited better solubility than the other polymers, but also exhibited the lowest thermal decomposition temperature of all polymers. Overall, the impact of the side chains on the polymers optical properties in solution was negligible as all three polymers gave similar absorption and emission spectra in both solution and film. Guest‐host light‐emitting diodes using dilute blends of the polymers in a poly(N‐vinylcarbazole) host gave blue‐green emission with P2 exhibiting the highest luminous efficiency, 0.61 Cd/A at ～500 nm. © 2012 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem, 2013     

Fluorene‐based alternating polymers containing electron‐withdrawing bithiazole units: Preparation and device applications

We report here the synthesis via Suzuki polymerization of two novel alternating polymers containing 9,9‐dioctylfluorene and electron‐withdrawing 4,4′‐dihexyl‐2,2′‐bithiazole moieties, poly[(4,4′‐dihexyl‐2,2′‐bithiazole‐5,5′‐diyl)‐alt‐(9,9‐dioctylfluorene‐2,7‐diyl)] (PHBTzF) and poly[(5,5′‐bis(2″‐thienyl)‐4,4′‐dihexyl‐2,2′‐bithiazole‐5″,5″‐diyl)‐alt‐(9,9‐dioctylfluorene‐2,7‐diyl)] (PTHBTzTF), and their application to electronic devices. The ultraviolet–visible absorption maxima of films of PHBTzF and PTHBTzTF were 413 and 471 nm, respectively, and the photoluminescence maxima were 513 and 590 nm, respectively. Cyclic voltammetry experiment showed an improvement in the n‐doping stability of the polymers and a reduction of their lowest unoccupied molecular orbital energy levels as a result of bithiazole in the polymers' main chain. The highest occupied molecular orbital energy levels of the polymers were ?5.85 eV for PHBTzF and ?5.53 eV for PTHBTzTF. Conventional polymeric light‐emitting‐diode devices were fabricated in the ITO/PEDOT:PSS/polymer/Ca/Al configuration [where ITO is indium tin oxide and PEDOT:PSS is poly(3,4‐ethylenedioxythiophene) doped with poly(styrenesulfonic acid)] with the two polymers as emitting layers. The PHBTzF device exhibited a maximum luminance of 210 cd/m² and a turn‐on voltage of 9.4 V, whereas the PTHBTzTF device exhibited a maximum luminance of 1840 cd/m² and a turn‐on voltage of 5.4 V. In addition, a preliminary organic solar‐cell device with the ITO/PEDOT:PSS/(PTHBTzTF + C₆₀)/Ca/Al configuration (where C₆₀ is fullerene) was also fabricated. Under 100 mW/cm² of air mass 1.5 white‐light illumination, the device produced an open‐circuit voltage of 0.76 V and a short‐circuit current of 1.70 mA/cm². The fill factor of the device was 0.40, and the power conversion efficiency was 0.52%. © 2005 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 43: 1845–1857, 2005     

Efficient blue‐green‐emitting poly[(5‐diphenylamino‐1,3‐phenylenevinylene)‐alt‐(2,5‐dihexyloxy‐1,4‐phenylenevinylene)] derivatives: Synthesis and optical properties

New poly(phenylene vinylene) derivatives with a 5‐diphenylamino‐1,3‐phenylene linkage (including polymers 2 , 3 , and 5 ) have been synthesized to improve the charge‐injection properties. These polymers are highly photoluminescent with fluorescent quantum yields as high as 76% in tetrahydrofuran solutions. With effective π‐conjugation interruption at adjacent m‐phenylene units, chromophores of different conjugation lengths can be incorporated into the polymer chain in a controllable manner. In polymer 2 , the structural regularity leads to an isolated, well‐defined emitting chromophore. Isomeric polymer 3 of a random chain sequence, however, allows the effective emitting chromophores to be joined in sequence by sharing a common m‐phenylene linkage (as shown in a molecular fragment). Double‐layer light‐emitting‐diode devices using 2 , 3 , and 5 as emitting layers have turn‐on voltages of about 3.5 V and produce blue‐green emissions with peaks at 493, 492, and 482 nm and external quantum efficiencies up to 1.42, 0.98, and 1.53%, respectively. In comparison with a light‐emitting diode using 2 , a device using 3 shows improved charge injection and displays increased brightness by a factor of ～3 to 1400 cd/m² at an 8‐V bias. © 2006 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 44: 2307–2315, 2006     

Copolyfluorenes containing phenothiazine or thiophene derivatives: Synthesis,characterization, and application in white‐light‐emitting diodes

Four copolyfluorenes chemically doped with 0.1 and 1 mol % 3,7‐bis[2‐thiophene‐2‐yl)‐2‐cyanovinyl]phenothiazine ( PFPhT ) or 2,5‐bis[2‐(thiophene‐2‐yl)‐2‐cyanovinyl]thiophene chromophores ( PFThT ) were synthesized using the Suzuki coupling reaction and applied in white‐light‐emitting devices. They were characterized by GPC, elemental analysis, DSC, TGA, optical spectra, and cyclic voltammetry. They exhibited good thermal stability (T_d > 420 °C) and moderate glass transition temperatures (>95 °C). The PhT‐Br and ThT‐Br showed PL peaks at 586 and 522 nm (with a shoulder at 550 nm). In film state, PL spectra of the copolymers comprised emissions from the fluorene segments and the chromophores due to incomplete energy transfer. Both monomers exhibited low LUMO levels around ?3.50 to ?3.59 eV, whereas the PhT‐Br owned the higher HOMO level (?5.16 eV) due to its electron‐donating phenothiazine core. Light‐emitting diodes with a structure of ITO/PEDOT:PSS/copolymer/Ca(50 nm)/Al(100 nm) showed broad emission depending on the chromophore contents. The maximum brightness and maximum current efficiency of PFPhT2 ( PFThT1 ) device were 8690 cd/m² and 1.43 cd/A (7060 cd/m² and 0.98 cd/A), respectively. White‐light emission was realized by further blending PFPhT2 with poly(9,9‐dihexylfluorene) (w/w = 10/1), with the maximum brightness and maximum current efficiency being 10,600 cd/m² and 1.85 cd/A. © 2008 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 47: 833–844, 2009     

A New Class of Blue‐Emitting Materials for LED Applications: Triarylamine N‐Functionalised 2,7‐Linked Carbazole Polymers

Attachment of triarylamino‐functional groups at the 9‐position of 2,7‐linked carbazole polymers results in blue‐emitting materials with two independent redox processes that were attributed to the triarylamino groups and the polymer backbone, respectively. This new class of blue‐emitting conjugated polymers was prepared via a Suzuki cross‐coupling reaction and showed low turn‐on voltages in electroluminescent devices as a result of their low ionisation potentials. The photophysical, electrochemical and electroluminescent properties of these materials are discussed.

     

Synthesis of new polyfluorene copolymers with a comonomer containing triphenylamine units and their applications in white‐light‐emitting diodes

Novel conjugated polyfluorene copolymers, poly[9,9‐dihexylfluorene‐2,7‐diyl‐co‐(2,5‐bis(4′‐diphenylaminostyryl)‐phenylene‐1,4‐diyl)]s (PGs), have been synthesized by nickel(0)‐mediated polymerization from 2,7‐dibromo‐9,9‐dihexylfluorene and 1,4′‐dibromo‐2,5‐bis(4‐diphenylaminostyryl)benzene with various molar ratios of the monomers. Because of the incorporation of triphenylamine (TPA) moieties, PGs exhibit much higher HOMO levels than the corresponding polyfluorene homopolymers and are able to facilitate hole injection into the polymer layer from the anode electrode in light‐emitting diodes. Conventional polymeric light‐emitting devices with the configuration ITO/PEDOT:PSS/polymer/Ca/Al have been fabricated. A light‐emitting device produced with one of the PG copolymers (PG10) as the emitting layer exhibited a voltage‐independent and stable bluish‐green emission with color coordinates of (0.22, 0.42) at 5 V. The maximum brightness and current efficiency of the PG10 device were 3370 cd/m² (at 9.6 V) and 0.6 cd/A, respectively. To realize a white polymeric light‐emitting diode, PG10 as the host material was blended with 1.0 wt % of a red‐light‐emitting polymer, poly[9,9‐dioctylfluorene‐2,7‐diyl‐alt‐2,5‐bis(2‐thienyl‐2‐cyanovinyl)‐1‐(2′‐ethylhexyloxy)‐4‐methoxybenzene‐5′,5′‐diyl] (PFR4‐S), and poly[2‐methoxy‐5‐(2′‐ethylhexyloxy)‐1,4‐phenylenevinylene] (MEH‐PPV). The device based on PG10:PFR4‐S showed an almost perfect pure white electroluminescence emission, with Commission Internationale de l'Eclairage (CIE) coordinates of (0.33, 0.36) at 8 V; for the PG10:MEH‐PPV device, the CIE coordinates at this voltage were (0.30, 0.40) with a maximum brightness of 1930 cd/m². Moreover, the white‐light emission from the PG10:PFR4‐S device was stable even at different driving voltages and had CIE coordinates of (0.34, 0.36) at 6 V and (0.31, 0.35) at 10 V. © 2007 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 45: 1199–1209, 2007     

Alkyl side chain driven tunable red–yellow–green emission: Investigation on the new π‐conjugated polymers comprising of 2,7‐carbazole unit and 2,1,3‐benzo‐thiadiazole units with different side chains

Four new soluble polymers containing a 2,7‐carbazole unit and a 2,1,3‐benzothiadiazole unit in the main chain were synthesized by Suzuki polycondensation. Variation of the substituent groups (R) at 5‐position of 2,1,3‐benzothiadiazole unit resulted in different color emission of the copolymers. Thus, when R was ? CH₃ (or ? H), the polymer showed yellow–green (or red) emission; whereas the polymers showed the emission from green to yellow–green, when R was ? CH₂(CH₂)₅CH₃ or ? CH₂OCH(CH₃)₂. To investigate the nature of the color change, a Gaussian 03 program was used for estimation of the dihedral angles between a 5‐R‐2,1,3‐benzothiadiazole unit and a 2,7‐carbazole unit. The results showed that the different substituents at 5‐position of 2,1,3‐benzothiadiazole brought about different the dihedral angles, which gave the different conjugation levels to the polymers. Hence, the tunablity of emission color may be attributed to the different conjugation levels between 2,7‐carbazole units and 5‐R‐2,1,3‐benzothiadiazole units induced by simply changing substituent groups at 5‐position of benzothiadiazole unit. Electrochemically, the copolymers exhibited a higher oxidation potential as well as the reversible reduction behavior bearing from 2,1,3‐benzothiadiazole unit. To investigate the electroluminescent properties of the polymers, the nonoptimized devices were fabricated and the results showed that the electroluminescent emission wavelength was basically similar to that of the photoluminescent. All polymers showed good thermal stability with 5 wt % loss temperature of more than 296 °C. © 2008 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 46: 1376–1387, 2008