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Synthesis, optical and electroluminescent properties of novel polyfluorene/carbazole-based conjugated polyelectrolytes and their precursors |
Wei CAO, Haixing DONG, Fei HUANG, Huilin SHEN, Yong CAO() |
Institute of Polymer Optoelectronic Materials and Devices, Key Laboratory of Specially Functional Materials of the Ministry of Education, South China University of Technology |
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Abstract A series of novel aminoalkyl-substituted fluorene/carbazole-based main chain copolymers with benzothiadiazole (BTDZ) of different contents: poly[3,6-(N-(2-ethylhexyl)carbazole)-(9,9-bis(3′-(N,N-dimethylamino)propyl)-2,7-fluorene)-4,7-(2,1,3-benzothiadiazole)] (PCzN-BTDZ) were synthesized by Suzuki coupling reaction. Through a postpolymerization treatment on the precursor polymer, a corresponding quaternized ammonium polyelectrolyte derivatives: poly[3,6-(N-(2-ethylhexyl)carbazole)-(9,9-bis(3′-((N,N-dimethyl)-N- ethylammonium)propyl)-2,7-fluorene)-4,7-(2,1,3-benzothiadiazole)] dibromide (PCzNBr-BTDZ) were obtained. It was found that devices from such polymers with high work-function metal cathode such as Al showed similar device performance to that by using low work-function cathode such as Ba, indicating the excellent electron injection ability of these polymers. The efficient energy transfer from fluorene-carbazole segment to the narrow band gap BTDZ site for both the neutral and the quaternized copolymers was also observed. The addition of BTDZ into the polymer main chain can also improve polymer LED (PLED) device performance. When poly(3,4-ethylenedioxythiophene) (PEDOT)/poly(vinylcarbazole) (PVK) was used as an anode buffer, the external quantum efficiency of the copolymer PCzN-BTDZ1 was 0.99%, which was much higher than the copolymer PCzN without the incorporation of BTDZ in the same device configuration.
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Keywords
conjugated polyelectrolytes
electroluminescence
carbazole
polyfluorene
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Corresponding Author(s):
CAO Yong,Email:poycao@scut.edu.cn
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Issue Date: 05 September 2009
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1 |
BurroughesJ H, BradleyD D C, BrownA R, . Light-emitting diodes based on conjugated polymer. Nature , 1990, 347(6293): 539–541 doi: 10.1038/347539a0
|
2 |
FriendR H, GymerR W, HolmesA B, . Electroluminescence in conjugated polymers. Nature , 1999, 397(6715): 121–128 doi: 10.1038/16393
|
3 |
PintoM R, SchanzeK S. Conjugated polyelectrolytes: synthesis and applications. Synthesis , 2002, (9): 1293–1309
|
4 |
FouA C, OnitsukaO, FerreiraM, . Fabrication and properties of light-emitting diodes based on self-assembled mutilayers of poly(phenylene vinylene). Journal of Applied Physics , 1996, 79(10): 7501–7509 doi: 10.1063/1.362421
|
5 |
HuangF, WuH B, WangD L, . Novel electroluminescent conjugated polyelectrolytes based on polyfluorene. Chemistry of Materials , 2004, 16(4): 708–716 doi: 10.1021/cm034650o
|
6 |
WuH B, HuangF, MoY Q, . Efficient electron injection from a bilayer cathode consisting of aluminum and alcohol-/water-soluble conjugated polymers. Advanced Materials , 2004, 16(20): 1826–1830 doi: 10.1002/adma.200400067
|
7 |
HuangF, HouL T, WuH B, . High-efficiency, environment-friendly electroluminescent polymers with stable high work function metal as a cathode: green- and yellow-emitting conjugated polyfluorene polyelectrolytes and their neutral precursors. Journal of the American Chemical Society , 2004, 126(31): 9845–9853 doi: 10.1021/ja0476765
|
8 |
HuangF, HouL T, ShenH L. . Synthesis, photophysics, and electroluminescence of high-efficiency saturated red light-emitting polyfluorene-based polyelectrolytes and their neutral precursors. Journal of Materials Chemistry , 2005, 15(25): 2499–2507 doi: 10.1039/b503920g
|
9 |
HuangF, HouL T, ShenH L, . Synthesis and optical and electroluminescent properties of novel conjugated polyelectrolytes and their neutral precursors derived from fluorene and benzoselenadiazole. Journal of Polymer Science Part A: Polymer Chemistry , 2006, 44(8): 2521–2532 doi: 10.1002/pola.21365
|
10 |
RomeroD B, SchaerM, ZuppiroliL, . The role of carbazole in organic light-emitting devices. Synthetic Metals , 1996, 80(3): 271–277 doi: 10.1016/0379-6779(96)80213-X
|
11 |
LeeJ I, KlaernerG, MillerR D. Oxidative stability and its effect on the photoluminescence of poly(fluorene) derivatives: end group effects. Chemistry of Materials , 1999, 11(4): 1083–1088 doi: 10.1021/cm981049v
|
12 |
HuangJ, XuY S, HouQ, . Novel red electroluminescent polymers derived from carbazole and 3,6-Bis(2-thienyl)-1,2, 7-benzothiadiazole. Macromolecular Rapid Communications , 2002, 23(12): 709–712 doi: 10.1002/1521-3927(20020801)23:12<709::AID-MARC709>3.0.CO;2-E
|
13 |
HuangJ, NiuY H, YangW, . Novel electroluminescent polymers derived from carbazole and benzothiadiazole. Macromolecules , 2002, 35(16): 6080–6082 doi: 10.1021/ma0255130
|
14 |
WangD L, MosesD, BazanG C, . Conformation of a conjugated polyelectrolyte in aqueous solution: small angle neutron scattering. Journal of Macromolecular Science Part A: Pure and Applied Chemistry , 2001, 38(12): 1175–1189 doi: 10.1081/MA-100108376
|
15 |
HungL S, TangC W, MasonM G. Enhanced electron injection in organic electroluminescence devices using an Al/LiF electrode. Applied Physics Letters , 1997, 70(2). 152–154 doi: 10.1063/1.118344
|
16 |
YangX, MoY, YangW, . Efficient polymer light emitting diodes with metal fluoride/Al cathodes. Applied Physics Letters , 2001, 79(5): 563–565 doi: 10.1063/1.1389323
|
17 |
CaoY. US Patent, 08/888316, 1997
|
18 |
CaoY, YuG, HeegerA J. Efficient, low operating voltage polymer light-emitting diodes with aluminum as the cathode material. Advanced Materials , 1998, 10(12): 917–920 doi: 10.1002/(SICI)1521-4095(199808)10:12<917::AID-ADMA917>3.0.CO;2-K
|
19 |
CaoY, YuG, HeegerA J. Efficient, low operating voltage polymer light-emitting diodes with aluminum as the cathode material. Synthetic Metals , 1999, 102(1–3): 881–884 doi: 10.1016/S0379-6779(98)00376-2
|
20 |
ShaheenS E, JabbourG E, MorrellM M, . Bright blue organic light-emitting diode with improved color purity using a LiF/Al cathode. Journal of Applied Physics , 1998, 84(4): 2324–2327 doi: 10.1063/1.368299
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