Novel, blue light-emitting polyfluorenes containing a fluorinated quinoxaline unit

Dyes and Pigments

Volumn 82, Issue 3, 2009, Pages 251-257

  Ying, Lei ^a   Zou, Jianhua ^a   Yang, Wei ^a   Zhang, Anqi ^a   Wu, Zhonglian ^a   Zhao, Wei ^a   Cao, Yong ^a  

^a SOUTH CHINA UNIVERSITY OF TECHNOLOGY   (China)

Author keywords

Blue light emission; Copolymer; Fluorene; Fluorinated quinoxaline

Indexed keywords

BLUE LIGHT EMISSION; BLUE LIGHT-EMITTING; BLUE LIGHTS; CIE COORDINATES; ELECTROLUMINESCENCE SPECTRUM; EXTERNAL QUANTUM EFFICIENCIES; FLUORENE; FLUORESCENCE QUANTUM YIELDS; FLUORINATED QUINOXALINE; GREEN EMISSIONS; LUMINOUS EFFICIENCIES; PHOTOLUMINESCENCE SPECTRUM; POLYFLUORENES; POLYMER LIGHT EMITTING DIODES; SUZUKI POLYCONDENSATION;

BIODEGRADABLE POLYMERS; COPOLYMERIZATION; EMISSION SPECTROSCOPY; LIGHT; LIGHT EMISSION; LIGHT EMITTING DIODES; POLYCONDENSATION; POLYMERS;

QUANTUM EFFICIENCY;

CONDENSATION POLYMER; COPOLYMER; FLUORESCENCE; INORGANIC COMPOUND; LUMINESCENCE;

EID: 64849095916     PISSN: 01437208     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.dyepig.2009.01.009     Document Type: Article

References (37)

1. Huang F., Zhang Y., Liu M.S., Cheng Y.J., and Jen A.K.Y. High-efficiency and color stable blue-light-emitting polymers and devices. Adv Funct Mater 17 (2007) 3808-3815
2. Tang S., Liu M.R., Lu P., Xia H., Li M., Xie Z.Q., et al. A molecular glass for deep-blue organic light-emitting diodes comprising a 9,9′-spirobifluorene core and peripheral carbazole groups. Adv Funct Mater 17 (2007) 2869-2877
3. Wu H.B., Zou J.H., Liu F., Wang L., Mikhailovsky A., Bazan G.C., et al. Efficient single active layer electrophosphorescent white polymer light-emitting diodes. Adv Mater 20 (2008) 696-702
4. Gong X., Iyer P.K., Moses D., Bazan G.C., Heeger A.J., and Xiao S.S. Stabilized blue emission from polyfluorene-based light-emitting diodes: elimination of fluorenone defects. Adv Funct Mater 13 4 (2003) 325-330
5. Liu J., Cao J.X., Shao S.Y., Xie Z.Y., Cheng Y.X., Geng Y.H., et al. Blue electroluminescent polymers with dopant-host systems and molecular dispersion features: polyfluorene as the deep blue host and 1,8-naphthalimide derivative units as the light blue dopants. J Mater Chem 18 (2008) 1659-1666
6. Lim S.F., Friend R.H., Rees I.D., Li J., Ma Y.G., Robinson K., et al. Suppression of green emission in a new class of blue-emitting polyfluorene copolymers with twisted biphenyl moieties. Adv Funct Mater 15 (2005) 981-988
7. Zhu R., Lai W.Y., Wang H.Y., Yu N., Wei W., Peng B., et al. Monodisperse star-shaped compound and its blend in uncapped polyfluorene matrices as the active materials for high-performance pure blue light-emitting devices. Appl Phys Lett 90 14 (2007) 141909
8. Zhan X., Liu Y., Wu X., Wang S., and Zhu D.B. New series of blue-emitting and electron-transporting copolymers based on fluorene. Macromolecules 35 (2002) 2529-2537
9. Ego C., Grimsdale A.C., Uckert F., Yu G., Srdanov G., and Mullen K. Triphenylamine-substituted polyfluorene - a stable blue-emitter with improved charge injection for light-emitting diodes. Adv Mater 14 11 (2002) 809-811
10. Wu F.I., Reddy D.S., Shu C.F., Liu M.S., and Jen A.K.Y. Novel oxadiazole-containing polyfluorene with efficient blue electroluminescence. Chem Mater 15 1 (2003) 269-274
11. Craig M.R., de Kok M.M., Hofstraat J.W., Schenning A.P.H.J., and Meijer E.W. Improving color purity and stability in a blue emitting polyfluorene by monomer purification. J Mater Chem 13 12 (2003) 2861-2862
12. Yang W., Huang J., Liu C., Niu Y.H., Hou Q., Yang R.Q., et al. Enhancement of color purity in blue-emitting fluorene-pyridine-based copolymers by controlling the chain rigidity and effective conjugation length. Polymer 45 (2004) 865-872
13. Wu F.I., Dodda R., Jakka K., Huang J.H., Hsu C.S., and Shu C.F. Enhancing the thermal and spectral stabilities of polyfluorene-based blue-light-emitting materials by incorporating pendent spiro-cycloalkyl groups. Polymer 45 12 (2004) 4257-4263
14. Lee J., Cho H.J., Jung B.J., Cho N.S., and Shim H.K. Stabilized blue luminescent polyfluorenes: introducing polyhedral oligomeric silsesquioxane. Macromolecules 37 23 (2004) 8523-8529
15. Li J.Y., Ziegler A., and Wegner G. Substituent effect to prevent autoxidation and improve spectral stability in blue light-emitting polyfluorenes. Chem Eur J 11 15 (2005) 4450-4457
16. Yang W., Hou Q., Liu C.Z., Niu Y.H., Huang J., Yang R.Q., et al. Improvement of color purity in blue-emitting polyfluorene by copolymerization with dibenzothiophene. J Mater Chem 13 (2003) 1351-1455
17. Zhu Y., Gibbons K.M., Kulkarni A.P., and Jenekhe S.A. Polyfluorenes containing dibenzo[a,c]phenazine segments synthesis and efficient blue electroluminescence from intramolecular charge transfer states. Macromolecules 40 4 (2007) 804-813
18. Huang J.S., Li G., Wu E., Xu Q.F., and Yang Y. Achieving high-efficiency polymer white-light-emitting devices. Adv Mater 18 (2006) 114-117
19. Redecker M., Bradley D.D.C., Inbasekaran M., and Woo E.P. Nondispersive hole transport in an electroluminescent polyfluorene. Appl Phys Lett 73 (1998) 1565-1567
20. Babel A., and Jenekhe S.A. Charge carrier mobility in blends of poly(9,9-dioctylfluorene) and poly(3-hexylthiophene). Macromolecules 36 (2003) 7759-7764
21. Fukuda T., Kanbara T., Yamamoto T., Ishikawa K., Takezoe H., and Fukuda A. Polyquinoxaline as an electron injecting material for electroluminescent device. Synth Met 85 (1997) 1195-1196
22. Huo L.J., Tan Z.A., Zhou Y., Zhou E.J., Han M.F., and Li Y.F. Poly(quinoxaline vinylene) with conjugated phenylenevinylene side chain: a potential polymer acceptor with broad absorption band. Macromol Chem Phys 208 12 (2007) 1294-1300
23. Yamamoto T., Lee B.L., Kokubo H., Kishida H., Hirota K., Wakabayashi T., et al. Synthesis of a new thiophene/quinoxaline CT-type copolymer with high solubility and its basic optical properties. Macromol Rapid Commun 24 7 (2003) 440-443
24. Jung S.H., Kim D.Y., Cho H.N., and Suh D.H. Synthesis and properties of new fluorene-based polyquinoxalines with an ether linkage in the main chain for light-emitting diodes. J Polym Sci Part A Polym Chem 44 3 (2006) 1189-1198
25. Champion R.D., Cheng K.F., Pai C.L., Chen W.C., and Jenekhe S.A. Electronic properties and field-effect transistors of thiophene-based donor-acceptor conjugated copolymers. Macromol Rapid Commun 26 23 (2005) 1835-1840
26. Fukuda T., Kanbara T., Yamamoto T., Ishikawa K., Takezoe H., and Fukuda A. Polyquinoxaline as an excellent electron injecting material for electroluminescent device. Appl Phys Lett 68 17 (1996) 2346-2348
27. Kulkarni A.P., Zhu Y., and Jenekhe S.A. Quinoxaline-containing polyfluorenes: synthesis, photophysics, and stable blue electroluminescence. Macromolecules 38 5 (2005) 1553-1563
28. Sakamoto Y., Suzuki T., Miura A., Fujikawa H., Tokito S., and Taga Y. Synthesis, characterization, and electron-transport property of perfluorinated phenylene dendrimers. J Am Chem Soc 122 (2000) 1832-1833
29. Heidenhain S.B., Sakamoto Y., Suzuki T., Miura A., Fujikawa H., Mori T., et al. Perfluorinated oligo(p-phenylene)s. Efficient n-type semiconductors for organic light-emitting diodes. J Am Chem Soc 122 (2000) 10240-10241
30. Dimitrakopoulos C.D., and Malenfant P.R.L. Organic thin film transistors for large area electronics. Adv Mater 14 (2002) 99-117
31. Ying L., Yang X.L., Feng J., Wang C.Y., and Cheng L. Synthesis and properties of poly(phthalazinone ether ketone ketone)s containing pendent methyl groups. Mater Sci Eng B132 (2006) 20-23
32. Bredas J.L., Silbey R., Boudreaux D.S., and Chance R.R. Chain-length dependence of electronic and electrochemical properties of conjugated systems: polyacetylene, polyphenylene, polythiophene, and polypyrrole. J Am Chem Soc 105 (1983) 6555-6559
33. Jenekhe S.A., Lu L., and Alam M.M. New conjugated polymers with donor-acceptor architectures. Macromolecules 34 (2001) 7315-7324
34. Du B., Wang L., Wu H.B., Yang W., Zhang Y., Liu R.S., et al. High-efficiency electrophosphorescent copolymers containing charged iridium complexes in the side chains. Chem Eur J 13 (2007) 7432-7442
35. Wu H.B., Huang F., Mo Y.Q., Yang W., Wang D.L., Peng J.B., et al. Efficient electron injection from a bilayer cathode consisting of aluminum and alcohol/water-soluble conjugated polymers. Adv Mater 16 (2004) 1826-1830
36. Zeng W.J., Wu H.B., Zhang C., Huang F., Peng J.B., Yang W., et al. Polymer light-emitting diodes with cathodes printed from conducting Ag paste. Adv Mater 19 (2007) 810-814
37. D'Andrade B.W., Holmes R.J., and Forrest S.R. Efficient organic electrophosphorescent white-light-emitting device with a triple doped emissive layer. Adv Mater 16 (2004) 624-628