Liquid-crystalline phase behavior in a zwitterionic tetraazapentacene

Andrew E. Riley, Gregory W. Mitchell, Panayiotis A. Koutentis, Michael Bendikov, Piotr Kaszynki, Fred Wudl, Sarah H. Tolbert

Research output: Contribution to journalArticle

27 Citations (Scopus)

Abstract

A 5,7-dioctadecylquinoxalinophenazine zwitterion 1 has been investigated to determine its thermal phase behavior. A combination of differential scanning calorimetry (DSC), variable temperature low- and high-angle X-ray diffraction (XRD), and deuterium solid-state NMR spectroscopy were used to characterize the different phases of the tetraazapentacene 1. This molecule is found to exist in a variety of crystalline solid phases between room temperature and 167 °C. with different room-temperature phases resulting from crystallization from solution compared with cooling from the melt. Interestingly, the molecule exhibits liquid-crystalline behavior at high temperatures, between 167 °C and 186 °C, above which it becomes an isotropic fluid. The presence of liquid-crystalline behavior in a zwitterionic system opens up the potential for the use of these or related molecules in optoelectronic switching.

Original languageEnglish
Pages (from-to)531-540
Number of pages10
JournalAdvanced Functional Materials
Volume13
Issue number7
DOIs
Publication statusPublished - Jul 2003

Fingerprint

Phase behavior
Crystalline materials
Liquids
liquids
Molecules
molecules
zwitterions
room temperature
optical switching
Temperature
solid phases
deuterium
Deuterium
Open systems
heat measurement
Crystallization
Optoelectronic devices
crystallization
Nuclear magnetic resonance spectroscopy
solid state

ASJC Scopus subject areas

  • Electronic, Optical and Magnetic Materials
  • Materials Science(all)
  • Condensed Matter Physics
  • Physics and Astronomy (miscellaneous)

Cite this

Riley, A. E., Mitchell, G. W., Koutentis, P. A., Bendikov, M., Kaszynki, P., Wudl, F., & Tolbert, S. H. (2003). Liquid-crystalline phase behavior in a zwitterionic tetraazapentacene. Advanced Functional Materials, 13(7), 531-540. https://doi.org/10.1002/adfm.200304223

Liquid-crystalline phase behavior in a zwitterionic tetraazapentacene. / Riley, Andrew E.; Mitchell, Gregory W.; Koutentis, Panayiotis A.; Bendikov, Michael; Kaszynki, Piotr; Wudl, Fred; Tolbert, Sarah H.

In: Advanced Functional Materials, Vol. 13, No. 7, 07.2003, p. 531-540.

Research output: Contribution to journalArticle

Riley, AE, Mitchell, GW, Koutentis, PA, Bendikov, M, Kaszynki, P, Wudl, F & Tolbert, SH 2003, 'Liquid-crystalline phase behavior in a zwitterionic tetraazapentacene', Advanced Functional Materials, vol. 13, no. 7, pp. 531-540. https://doi.org/10.1002/adfm.200304223
Riley, Andrew E. ; Mitchell, Gregory W. ; Koutentis, Panayiotis A. ; Bendikov, Michael ; Kaszynki, Piotr ; Wudl, Fred ; Tolbert, Sarah H. / Liquid-crystalline phase behavior in a zwitterionic tetraazapentacene. In: Advanced Functional Materials. 2003 ; Vol. 13, No. 7. pp. 531-540.
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