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Single Molecule Studies of a 2,7-Bis-(Phenylethenyl)fluorenone: Implications for Green-Emission Bands in Fluorene-Based OLEDs

Published online by Cambridge University Press:  26 February 2011

Michael Y Odoi
Affiliation:
[email protected], University of Massachusetts, Chemistry, 710 North Pleasant, Amherst, MA, 01003, United States
Nathan I Hammer
Affiliation:
[email protected], University of Massachusetts, Chemistry, 710 North Pleasant, Amherst, MA, 01003, United States
Hemali Rathnayake
Affiliation:
[email protected], University of Massachusetts, Chemistry, 710 North Pleasant, Amherst, MA, 01003, United States
Paul M Lahti
Affiliation:
[email protected], University of Massachusetts, Chemistry, 710 North Pleasant, Amherst, MA, 01003, United States
Michael D Barnes
Affiliation:
[email protected], University of Massachusetts, Chemistry, 710 North Pleasant, Amherst, MA, 01003, United States
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Abstract

The color purity of blue polyfluorene fluorescence emission is often adversely contaminated by green emission bands. The origin of this green emission has been attributed to various factors including on-chain oxidation of fluorene leading to monomeric fluorenone emission and inter/intra-chain interaction between segments of fluorenone units leading to excimer formation on the polyfluorene backbone. We report here emission properties at the bulk and single molecule level of a molecular fluorene derivative and compare them to those of its oxidative fluorenone derivative. Whereas the bulk fluorescence emission of 2,7-bis(3,4,5-trimethoxyphenylethenyl)-9,9-diethyl-9H-fluorene (OFPV) exhibits a blue to blue-green emission at about 480 nm, 2,7-bis(3,4,5-trimethoxyphenylethenyl)-9,9-diethyl-9H-fluorenone (OFOPV) shows red luminescence with a peak centered at about 630 nm. However, the peak position for OFOPV shifts to higher energies (∼540 nm) upon dilution or dispersion in polymer matrices like PMMA or Zeonex. Single molecule measurements of OFOPV show fluorescence spectra dominated by peaks around 540 nm, with a small minority at longer wavelengths that are attributed to emission from dimers or higher aggregates. This distribution indicates that monomeric emission of OFOPV is green, consistent with green emission bands seen in polyfluorenes.

Type
Research Article
Copyright
Copyright © Materials Research Society 2007

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References

REFERENCES

1. Bernius, M. T., Inbasekaran, M., O'Brien, J., Wu, W., Adv. Mater. 12 (2000) 1737.Google Scholar
2. Neher, D., Macromol. Rapid Commun. 22 (200) 1365.Google Scholar
3. Gamerith, S., Gadermaier, C., Scherf, U., List, E. J. W., Physica Status Solidi A: Appl. Res. 6 (2004) 1132.Google Scholar
4. Rault­Berthelot, J., Curr. Topics Electrochem. 10 (2004) 265.Google Scholar
5. Lee, J­I., Klärner, G., Davey, M. H., Miller, R. D., Synth. Met. 102 (1999) 1087.Google Scholar
6. Weinfurtner, K.­H., Fujikawa, H., Tokito, S., Taga, Y., Appl. Phys. Lett. 76 (2000) 2502.Google Scholar
7. Zeng, G., Yu, W­L., Chua, S­J., Huang, W., Macromolecules 35 (2002) 6907.Google Scholar
8. Mertz, L. M., Philips, R. T., Phys. Rev. B 61 (2000) 13691.Google Scholar
9. Panozzo, S., Vial, J. C., Kervella, Y., Stéphan, O., J. Appl. Phys. 92 (2002) 3495.Google Scholar
10. Lupton, J. M., Craig, M. R., Meijer, E. W., Appl. Phys. Lett. 80 (2002) 4489.Google Scholar
11. Gaal, M., List, E. J. W., Scherf, U., Macromolecules 36 (2003) 4236.Google Scholar
12. Hintschich, S. I., Rothe, C., Sinha, S., Monkman, A. P., Scandiucci de Freitas, P., Scherf, U., J. Chem. Phys. 119 (2003) 12017.Google Scholar
13. Craig, M. R., de Kok, M. M., Hofstraat, J. W., Schenninga, A. P. H. J., Meijer, E. W., J. Mater. Chem. 13 (2003) 2861.Google Scholar
14. Gong, X., Iyer, P. K., Moses, D., Bazan, G. C., Heeger, A. J., Xiao, S. S., Adv. Funct. Mater. 13 (2003) 325.Google Scholar
15. Romaner, L., Pogantsch, A., de Freitas, P. S., Scherf, U., Gaal, M., Zojer, E., List, E. J. W., Adv. Funct. Mater. 13 (2003) 597.Google Scholar
16. Sims, M., Asimakis, A., Ariu, M., Bradley, D. D. C., Proc. SPIE Int. Soc. Opt. Eng. 5519 (2004) 59.Google Scholar
17. Zhao, W., Cao, T., White, J. M., Adv. Funct. Mater. 14 (2004) 783.Google Scholar
18. Sims, M., Bradley, D. D. C., Ariu, M., Koeberg, M., Asimakis, A., Grell, M., Lidzey, D. G., Adv. Func. Mater. 14 (2004) 766.Google Scholar
19. Hintschich, S. I., Rothe, C., Sinha, S., Monkman, A. P., Scandiucci de Freitas, P., Scherf, U., J. Chem. Phys. 119 (2003) 12107.Google Scholar
20. P.Kulkarni, A., Kong, S., Jenekhe, S. A., J. Phys. Chem. B 108 (2004) 8689.Google Scholar
21. Becker, K., Lupton, J. M., Feldmann, J., Nehls, B. S., Galbrecht, F., Gao, D., Scherf, U., Adv. Funct. Mater. 16 (2006) 364.Google Scholar
22. Yang, G­Z., Wu, M., Lu, S., Wang, M., Liu, T., Huang, W., Polymer 47 (2006) 4816.Google Scholar
23. Jaramillo­Isaza, F., Turner, M. L., J. Mater. Chem. 16 (2006) 83.Google Scholar
24. Zhou, X­H., Zhang, Y., Xie, Y­Q., Cao, Y., Pei, J., Macromolecules 39 (2006) 3830.Google Scholar
25. Chochos, C. L., Kallitsis, J. K., Gregoriou, V. G., J. Phys. Chem. B 106 (2005) 8755.Google Scholar
26. Chen, X., Tseng, H­E., Liao, J­L., Chen, S­A., J. Phys. Chem. B. 109 (2005) 17496.Google Scholar
27. Rathnayake, H. P., Cirpan, A., Lahti, P. M., Karasz, F. E., Chem. Mater. 18 (2006) 560.Google Scholar
28. Sierra, C. A., Lahti, P. M., Chem. Mater. 16 (2004) 55.Google Scholar
29. Washburn, L. C., Pearson, D. E., J. Med. Chem. 17 (1974) 676.Google Scholar
30. Odoi, M. Y., Hammer, N. I., Sill, K., Emrick, T., Barnes, M. D., J. Am. Chem. Soc. 128 (2006) 3506.Google Scholar
31. Hammer, N. I., Early, K. T., Sill, K., Odoi, M. Y., Emrick, T., and Barnes, M. D., J. Phys. Chem. B 110 (2006) 14167.Google Scholar
32. Hassey, R., Swain, E., Hammer, N. I., Venkataraman, D., and Barnes, M. D., Science 314 (2006) 1437.Google Scholar