Fluoro-protected carbazole main-chain polymers as a new class of stable blue emitting polymers

Polymers for Advanced Technologies

Volumn 19, Issue 4, 2008, Pages 299-307

  Kun, Harismah ^a   Yi, Hunan ^a   Johnson, Richard G ^a   Iraqi, Ahmed ^a  

^a UNIVERSITY OF SHEFFIELD   (United Kingdom)

Author keywords

Charge transport; Conjugated polymers; Light emitting diodes

Indexed keywords

CHARGE TRANSFER; COPOLYMERS; FLUORINE; HOMOPOLYMERIZATION; LIGHT EMITTING DIODES; QUANTUM YIELD;

BLUE EMITTING POLYMERS; FLUORINE-PROTECTING GROUPS; TRIARYL AMINE COMONOMERS;

CONJUGATED POLYMERS;

CHARGE TRANSFER; CONJUGATED POLYMERS; COPOLYMERS; FLUORINE; HOMOPOLYMERIZATION; LIGHT EMITTING DIODES; QUANTUM YIELD;

COPOLYMER; FLUORESCENCE; FLUOROPOLYMER; HOMOPOLYMER;

EID: 42149096639     PISSN: 10427147     EISSN: 10991581     Source Type: Journal    
DOI: 10.1002/pat.1010     Document Type: Article

References (29)

1. Virgili T, Lidzey DG, Bradley DDC. Efficient energy transfer from blue to red in tetraphenylporphyrin-doped poly(9,9-dioctylfluorene) light-emitting diodes. Adv. Mater. 2000; 12: 58-62. DOI: 10.1002/(SICI)1521-4095(200001)12:1< 58::AID-ADMA58>3.0.CO;2-E
2. O'Brien DF, Giebeler C, Fletcher RB, Cadby Aj, Palilis LC, Lidzey DG, Lane PA, Bradley DDC, Blau W. Electrophosphoresence from a doped polymer light emitting diode. Synth. Met. 2001, 379-383. DOI: 10.1016/ SO379-6779(00) 00441-0
3. Cleave V, Yahioglu G, Le Barny P, Hwang D-H, Holmes AB, Friend RH, Tessler N. Transfer processes in semiconducting polymer-porphyrin blends. Adv. Mater. 2001; 13:44-47. DOI: 10.1002/ 1521-4095(200101)13:1 <44::AID-ADMA44>3. 2-#
4. Guo T-F, Chang S-C, Yang Y, Kwong RC, Thompson ME. Highly efficient electrophosphorescent polymer light-emitting devices. Org. Electron. 2000; 15-20. DOI: 10.1016/S1566-1199(00)00003-3
5. Hong H, Sfez R, Yitzchaik S, Davidov D. Led device based on self assembled poly(4-vinylpyridine) with pvk and pbd as transport layer. Synth. Met. 1999; 102: 1217-1217. DOI: 10.1 016/ SO379-6779(98)01278-8
6. Ohmori Y, Kajii H, Sawatani T, Ueta H, Yoshino K. Enhancement of electroluminescence utilizing confined energy transfer for red light emission. Thin Solid Films 2001; 393: 407-411. DOI: 10.1016/SO040-6090(01)01128-2
7. Liang C, Li W, Hong Z, Liu X, Peng J, Liu L, Lu Z, Xie M, Liu Z, Yu J, Zhao D. Energy transfer process from polymer to rare earth complexes. Synth. Met. 1997; 151-154. DOI: 10.101 6/SO379-6779(97)04000-9
8. Lee C-L, Lee KB, Kim J-J. Highly efficient polymer phosphorescent light emitting devices. Mater. Sci. Eng. B 2001; 85: 228-231. DOI: 10.1016/SO921-5107(01)00592-X
9. Lamansky S, Kwong RC, Nugent M, Djurovich PI, Thompson ME. Molecularly doped polymer light emitting diodes utilizing phosphorescent Pt(II) and Ir(III) dopants. Org. Electron. 2001; 53-62. DOI: 10.1016/ Sl566-1199(01)00007-6
10. Iraqi A, Wataru I. 3,6-Linked 9-alkyl-9H-carbazole mainchain polymers: preparation and properties. J. Polym. Sci. Part A: Polym. Chem. 2004; 42: 6041-6051. DOI: 10.1002/pola.20420
11. Zhang Z-B, Fujiki M, Tang H-Z, Motonaga M, Torimitsu K. The first high molecular weight poly(N-alkyl-3,6-carbazole)s. Macromolecules 2002; 1988-1990. DOI: 10.1021/ma011911b
12. Faid K, Siove A, Ades D, Chevrot C. Investigation on the electrocatalyzed step polymerization of soluble electroactive poly(N-alkyl-3,6-carbazolylenes). Synth. Met. 1993, 55-57: 1656-1661. DOI: 10.1016/0379-6779(93)90301-C
13. Morin J-F, Leclerc M, Ades D, Siove A. Polycarbazoles: 25 years of progress. Macromol. Rapid Commun. 2005; 26: 761-778. DOI: 10.1002/marc.200500096
14. Iraqi A, Wataru I. Preparation and properties of 2,7-linked N-alkyl-9H-carbazole main-chain polymers. Chem. Mater. 2004, 442-448. DOI: 10.1021/cm031078s
15. Zotti G, Schiavon G, Zecchin S, Morin J-F, Leclerc M. Electrochemical, conductive, and magnetic properties of 2,7-carbazole-based conjugated polymers. Macromolecules 2002; 35: 2122-2128. DOI: 10.1021/ ma011311c
16. Iraqi A, Pickup DF, Yi H. Effects of methyl substitution of poly(9-alkyl-9H-carbazole-2,7-diyl)s at the 3,6-positions on their physical properties. Chem. Mater. 2006; 1007-1015. DOI: 10.1021/ cm0513051
17. Chen G, Konstantinov AD, Chittim BG, Joyce EM, Bols NC, Bunce NJ. Synthesis of polybrominated diphenyl ethers and their capacity to induce CYP1A by the Ali receptor mediated pathway. Environ. Sci. Technol. 2001; 35: 3749-3756. D0I: 10.1021/es0107475
18. Wenseleers W, Stellacci F, Meyer-Friedrichsen T, Mangel T, Bauer CA, Pond SJK, Marder SR, Perry JW. Five orders-of-magnitude enhancement of two-photon absorption for dyes on silver nanoparticle fractal clusters. J. Phys. Chem. B 2002; 6853-6863. DOI: 10.1021/jp014675f
19. Pardo A, Reyman D, Poyato JML, Medina F. Some β-carboline derivatives as fluorescence standards. J. Lumin. 1992; 51: 269-274. DOI: 10.1016/0022-2313(92) 90077-M
20. Gritzner G. Polarographic half-wave potentials of cations in nonaqueous solvents. Pure Appl. Chem. 1990; 62: 1839-1858.
21. Nielsen KT, Bechgaard K, Krebs FC. Removal of palladium nanoparticles from polymer materials. Macromolecules 2005; 38: 658-659. DOI: 10.1021/ma047635t
22. Beginn C, Gražulevičius JV, Strohriegl P, Simmerer J, Haarer D. Synthesis of poly(9-hexyl-3,6-carbazolyleneethynylene) and its model compounds. Macromol. Chem. Phys. 1994; 2353-2370. DOI: 10.1002/macp.1994.021950706
23. Jo J, Chi C, Hℂoger S, Wegner G, Yoon DY. Synthesis and characterization of monodisperse oligofluorenes. Chem. Eur. J. 2004; 10: 2681-2688. DOI: 10.1002/cbem.200305659
24. Ishiyama T, Murata M, Miyaura N. Palladium(0)-catalyzed cross-coupling reaction of alkoxydiboron with haloarenes: a direct procedure for arylboronic esters. J. Org. Chem. 1995; 60: 7508-7510. DOI: 10.1021/jo00128a024
25. Ishiyama T, Miyaura N. Chemistry of group 13 element-transition metal linkage-the platinum- and palladium- catalyzed reactions of (alkoxo)diborons. J. Organomet. Chem. 2000; 392-402. DOI: 10.1016/ S0022-328X(00)00470-8
26. Nising CF, Schmid UK, Nieger M, Bräse S. A new protocol for the one-pot synthesis of symmetrical biaryls. J. Org. Chem. 2004; 69: 6830-6833. DOI: 10.1021/jo0490393
27. Bernius M, Inbasekaran M, Woo E, Wu W, Wujkowski L. Fluorene-based polymers - preparation and applications. J. Mater. Sci.- Mater. Electron. 2000; 111-116. DOI: 10.1023/A:1008917128880
28. Yan H, Lee P, Armstrong NR, Graham A, Evmenenko GA, Dutta P, Marks TJ. High-performance hole-transport layers for polymer light-emitting diodes. implementation of organosiloxane cross-linking chemistry in polymeric electroluminescent devices. J. Am. Chem. Soc. 2005; 127: 3172-3183. DOI: 10.1021/ja044455q
29. Janietz S, Bradley DDC, Grell M, Giebeler C, Inbasekaran M, Woo EP. Electrochemical determination of the ionization potential and electron affinity of poly(9,9-dioctylfluorene). Appl. Phys. Lett. 1998; 73: 2453-2455. DOI: 10.1063/1. 122479