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Tetraoctylthio- and tetraoctyloxy-substituted lead phthalocyanines: Synthesis, characterization, liquid-crystalline properties, and thin film studies

Published online by Cambridge University Press:  10 November 2011

Sinem Tuncel ,
Tamara V. Basova ,
Vitaly G. Kiselev ,
Sergei A. Gromilov ,
Irina V. Jushina ,
Mahmut Durmuş ,
Ayşe G. Gürek  and
Vefa Ahsen
Sinem Tuncel
Affiliation:
Department of Chemistry, Gebze Institute of Technology, Gebze 41400, Kocaeli, Turkey
Tamara V. Basova
Affiliation:
Nikolaev Institute of Inorganic Chemistry SB RAS, Novosibirsk 630090, Russia
Vitaly G. Kiselev
Affiliation:
Institute of Chemical Kinetics and Combustion SB RAS, Novosibirsk 630090, Russia; and Novosibirsk State University, Novosibirsk 630090, Russia
Sergei A. Gromilov
Affiliation:
Nikolaev Institute of Inorganic Chemistry SB RAS, Novosibirsk 630090, Russia
Irina V. Jushina
Affiliation:
Nikolaev Institute of Inorganic Chemistry SB RAS, Novosibirsk 630090, Russia
Mahmut Durmuş*
Affiliation:
Department of Chemistry, Gebze Institute of Technology, Gebze 41400, Kocaeli, Turkey
Ayşe G. Gürek
Affiliation:
Department of Chemistry, Gebze Institute of Technology, Gebze 41400, Kocaeli, Turkey
Vefa Ahsen
Affiliation:
Department of Chemistry, Gebze Institute of Technology, Gebze 41400, Kocaeli, Turkey; and Materials Institute, TUBITAK-Marmara Research Center, 41470 Gebze, Kocaeli, Turkey
*
a)Address all correspondence to this author. e-mail: durmus@gyte.edu.tr
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Abstract

Peripherally and nonperipherally tetrakisoctylthio- and tetrakisoctyloxy-substituted lead(II) phthalocyanines (PbPcs) were synthesized and characterized using elemental analysis, nuclear magnetic resonance, ultra violet–visible (UV-Vis), infrared (IR), and mass spectroscopies. The mesogenic properties of PbPcs were studied by differential scanning calorimetry, polarized optical microscopy, and x-ray diffraction. The effects of the substitution position and nature of linkage heteroatom on the liquid-crystalline properties and the orientation of the molecules were also studied. Visible absorption spectroscopy yielded an evidence of a thermally induced molecular reorganization in the films. Reflection–absorption IR spectroscopy was used to study the preferential orientation of molecules relative to the substrate surface. The intense bands in the IR spectra of the PbPcs were assigned with the aid of quantum chemical (density functional theory) computations.

Keywords

Chemical synthesisThin filmLiquid crystal
Type
Articles
Information
Journal of Materials Research , Volume 26 , Issue 23 , 14 December 2011 , pp. 2962 - 2973
Copyright
Copyright © Materials Research Society 2011

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References

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