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This version was published on August 1, 2007
High Performance Polymers, Vol. 19, No. 4, 401-426 (2007)
DOI: 10.1177/0954008307077785

New Conjugated Azomethines Containing Triphenylamine Core —Characterization and Properties

Danuta Sek

Centre of Polymer Chemistry, Polish Academy of Sciences, 34 M. Curie-Sklodowska Street, 41-819 Zabrze, Poland, danuta.sek{at}cchp-pan.zabrze.pl

Agnieszka Iwan

Centre of Polymer Chemistry, Polish Academy of Sciences, 34 M. Curie-Sklodowska Street, 41-819 Zabrze, Poland

Bozena Kaczmarczyk

Centre of Polymer Chemistry, Polish Academy of Sciences, 34 M. Curie-Sklodowska Street, 41-819 Zabrze, Poland

Bozena Jarzabek

Centre of Polymer Chemistry, Polish Academy of Sciences, 34 M. Curie-Sklodowska Street, 41-819 Zabrze, Poland

Janusz Kasperczyk

Centre of Polymer Chemistry, Polish Academy of Sciences, 34 M. Curie-Sklodowska Street, 41-819 Zabrze, Poland

Henryk Bednarski

Centre of Polymer Chemistry, Polish Academy of Sciences, 34 M. Curie-Sklodowska Street, 41-819 Zabrze, Poland

A novel polyazomethines bearing triphenylamine core and a proper model compound were synthesized and their spectroscopic (FTIR, 1 H NMR) and optical (UV-vis, photoluminescence) properties and also a molecular dynamic calculations were investigated. The polymers which were soluble in organic solvents (chloroform, dimethylacetamide, m-cresol) and formed transparent foils, emitted blue light and their photoluminescence band and intensity were solvent dependent. Additionally, the effects of blending the new polyazomethines with other polymers—PMMA, polyvinylophenol on UV-vis spectra were examined. Non-covalent ionic-type interactions between azomethines and methanesulfonic acid (MSA), m-cresol (MC) and p-chlorophenol (pClp) were also investigated. The structure formation of azomethines complexes are discussed on the basis of 1H NMR and FTIR. Photoluminescence and absorption properties of the azomethines compounds after doping with MSA, MC and pClp were tested.

Key Words: Azomethines • triphenylamine • photoluminescence


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