The optical and charge transport properties of discotic materials with large aromatic hydrocarbon cores

M.G. Debije, J. Piris, M.P. Haas, de, J.M. Warman, Z. Tomovic, C Simpson, M.D. Watson, K. Müllen

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Abstract

The optical absorption and charge transport properties of a series of discotic molecules consisting of peripherally alkyl-substituted polycyclic aromatic cores have been investigated for core sizes, n, of 24, 42, 60, 78, 96, and 132 carbon atoms. In dilute solution, the wavelength maximum of the first absorption band increases linearly with n according to ¿max = 280 + 2n and the spectral features become increasingly broadened. The two smallest core compounds display a slight red-shift and increased spectral broadening in spin-coated films. For derivatives with n = 24, 42, 60, and 96, the one-dimensional, intracolumnar charge mobility, Sµ1D, was determined using the pulse-radiolysis time-resolved microwave conductivity technique. For the compounds which were crystalline solids at room temperature, Sµ1D lay within the range 0.4-1.0 cm2/Vs. In the discotic mesophases at ca. 100 °C, Sµ1D was somewhat lower and varied from 0.08 to 0.38 cm2/Vs. The mobility values in both phases are considerably larger than the maximum values found previously for discotic triphenylene derivatives. However, the recently proposed trend toward increasing mobility with increasing core size is not substantiated by the results on the present series of increasingly large aromatic core compounds.
LanguageEnglish
Pages4641-4645
JournalJournal of the American Chemical Society
Volume126
Issue number14
DOIs
StatePublished - 2004

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Aromatic Hydrocarbons
Aromatic hydrocarbons
Transport properties
Charge transfer
Pulse Radiolysis
Derivatives
Radiolysis
Microwaves
Light absorption
Absorption spectra
Carbon
Crystalline materials
Wavelength
Atoms
Molecules
Temperature
triphenylene

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Debije, M. G., Piris, J., Haas, de, M. P., Warman, J. M., Tomovic, Z., Simpson, C., ... Müllen, K. (2004). The optical and charge transport properties of discotic materials with large aromatic hydrocarbon cores. Journal of the American Chemical Society, 126(14), 4641-4645. DOI: 10.1021/ja0395994
Debije, M.G. ; Piris, J. ; Haas, de, M.P. ; Warman, J.M. ; Tomovic, Z. ; Simpson, C ; Watson, M.D. ; Müllen, K./ The optical and charge transport properties of discotic materials with large aromatic hydrocarbon cores. In: Journal of the American Chemical Society. 2004 ; Vol. 126, No. 14. pp. 4641-4645
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abstract = "The optical absorption and charge transport properties of a series of discotic molecules consisting of peripherally alkyl-substituted polycyclic aromatic cores have been investigated for core sizes, n, of 24, 42, 60, 78, 96, and 132 carbon atoms. In dilute solution, the wavelength maximum of the first absorption band increases linearly with n according to ¿max = 280 + 2n and the spectral features become increasingly broadened. The two smallest core compounds display a slight red-shift and increased spectral broadening in spin-coated films. For derivatives with n = 24, 42, 60, and 96, the one-dimensional, intracolumnar charge mobility, Sµ1D, was determined using the pulse-radiolysis time-resolved microwave conductivity technique. For the compounds which were crystalline solids at room temperature, Sµ1D lay within the range 0.4-1.0 cm2/Vs. In the discotic mesophases at ca. 100 °C, Sµ1D was somewhat lower and varied from 0.08 to 0.38 cm2/Vs. The mobility values in both phases are considerably larger than the maximum values found previously for discotic triphenylene derivatives. However, the recently proposed trend toward increasing mobility with increasing core size is not substantiated by the results on the present series of increasingly large aromatic core compounds.",
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Debije, MG, Piris, J, Haas, de, MP, Warman, JM, Tomovic, Z, Simpson, C, Watson, MD & Müllen, K 2004, 'The optical and charge transport properties of discotic materials with large aromatic hydrocarbon cores' Journal of the American Chemical Society, vol. 126, no. 14, pp. 4641-4645. DOI: 10.1021/ja0395994

The optical and charge transport properties of discotic materials with large aromatic hydrocarbon cores. / Debije, M.G.; Piris, J.; Haas, de, M.P.; Warman, J.M.; Tomovic, Z.; Simpson, C; Watson, M.D.; Müllen, K.

In: Journal of the American Chemical Society, Vol. 126, No. 14, 2004, p. 4641-4645.

Research output: Contribution to journalArticleAcademicpeer-review

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AU - Debije,M.G.

AU - Piris,J.

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N2 - The optical absorption and charge transport properties of a series of discotic molecules consisting of peripherally alkyl-substituted polycyclic aromatic cores have been investigated for core sizes, n, of 24, 42, 60, 78, 96, and 132 carbon atoms. In dilute solution, the wavelength maximum of the first absorption band increases linearly with n according to ¿max = 280 + 2n and the spectral features become increasingly broadened. The two smallest core compounds display a slight red-shift and increased spectral broadening in spin-coated films. For derivatives with n = 24, 42, 60, and 96, the one-dimensional, intracolumnar charge mobility, Sµ1D, was determined using the pulse-radiolysis time-resolved microwave conductivity technique. For the compounds which were crystalline solids at room temperature, Sµ1D lay within the range 0.4-1.0 cm2/Vs. In the discotic mesophases at ca. 100 °C, Sµ1D was somewhat lower and varied from 0.08 to 0.38 cm2/Vs. The mobility values in both phases are considerably larger than the maximum values found previously for discotic triphenylene derivatives. However, the recently proposed trend toward increasing mobility with increasing core size is not substantiated by the results on the present series of increasingly large aromatic core compounds.

AB - The optical absorption and charge transport properties of a series of discotic molecules consisting of peripherally alkyl-substituted polycyclic aromatic cores have been investigated for core sizes, n, of 24, 42, 60, 78, 96, and 132 carbon atoms. In dilute solution, the wavelength maximum of the first absorption band increases linearly with n according to ¿max = 280 + 2n and the spectral features become increasingly broadened. The two smallest core compounds display a slight red-shift and increased spectral broadening in spin-coated films. For derivatives with n = 24, 42, 60, and 96, the one-dimensional, intracolumnar charge mobility, Sµ1D, was determined using the pulse-radiolysis time-resolved microwave conductivity technique. For the compounds which were crystalline solids at room temperature, Sµ1D lay within the range 0.4-1.0 cm2/Vs. In the discotic mesophases at ca. 100 °C, Sµ1D was somewhat lower and varied from 0.08 to 0.38 cm2/Vs. The mobility values in both phases are considerably larger than the maximum values found previously for discotic triphenylene derivatives. However, the recently proposed trend toward increasing mobility with increasing core size is not substantiated by the results on the present series of increasingly large aromatic core compounds.

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