The applicative phenothiazine and carbazole chromophores

Joanna Cabaj Jadwiga, Maria Sołoducho 1Anna Nowakowska 1

1. Wrocław University of Technology, Department of Chemistry, Wybrzeże Wyspiańskiego 27, Wrocław 50-370, Poland


The novel, functional light emitting materials have to meet many requirements, most notably good π-electron delocalization along the chain and a high degree of intramolecular order, good intramolecular π-stacking and ordered supermolecular morphology and the most important low ionization potential [1]. Phenothiazine and carbazole used in this study are electron donating groups which can facilitate the charge transport of the carrier. On the other hand, carbazole derivatives have attracted much attention in LED fabrication due to fine hole transporting capability, high photochemical stability [2].Some compounds containing both, electron donor and acceptor moieties exhibit the intermolecular charge transfer absorbance and fluorescence behavior. In such a donor – acceptor molecules (D-A), very large changes in charge distribution can be induced in the excited state upon absorption of light photons. Therefore, recently these organic D-A compounds have been increasing interest and usually been used as the fluorescent probe to study microenvironments [3].  A series of substituted chalcones show strongly intermolecular charge transfer behaviors in various aprotic solvents. The absorption spectrum of chalcone phenothiazine derivative in different solvents undergoes a red – shift with increasing polarity. This absorption band should attribute to the charge transfer between keto – fragments and phenothiazine N-alkyl units in structure. Furthermore, charge transfer direction comes from the observed blue-shift of the absorption maximum in strongly hydrogen bonding solvents. Such behaviour is consistent with the restriction of charge transfer process from phenothiazine For these compounds were also widely adopted approach to prepare structurally ordered thin films by LB technique. [1]. Y. Zhu, A. Babel, S.A. Jenekhe, Macromolecules, 148, 7983 (2005) [2]. Z. V. Vardeny, A. J. Heeger, A. Dodabalapur, Synth. Met. 148, 1 (2005) [3]. H. Hayen, U. Karst, Anal. Chem. 75, 4833 (2003)

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Presentation: Poster at E-MRS Fall Meeting 2008, Symposium C, by Joanna Cabaj
See On-line Journal of E-MRS Fall Meeting 2008

Submitted: 2008-05-19 22:04
Revised:   2009-06-07 00:48
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