Crystalline structure and polymorphism in powders and thin films of dibenzotetraaza[14]annulene
Keywords:
organic semiconductors, thin films, dibenzotetraaza[14]annulene, polymorphis
Abstract
The increasing interest in dibenzotetraaza[14]annulene (TAA) is motivated by the demonstrated perspectives for using this organic semiconductor in actively progressive now spintronics and in other fields of electronics. This work is the first study on polymorphism, which may occur in powder and in thin TAA films. The results of this study showed that the initial TAA powder synthesized by chemical methods are both now known polymorphic forms of TAA which were registered at Cambridge Crystallographic Data Centre as GAGVAL and GAGVAL01. It was also found that at the condensation of thin films Gform initially formed while after increasing the film thickness the G01form will forms also and a continuous films have twophases and contain both known polymorphs — G and G01. The Xray diffraction pattern indicated also that crystallites in thin TAA films show a strong preffered orientation (texture) with the (100) plane (for Gpolymorph) and (002) plane (for G01polymorph) parallel to the surface of the substrate.
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References
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Hassan A. K., Gould R. D. Structural Studies of Thermally Evaporated Thin Films of Copper Phthalocyanine // Рhysica status solidi (a). — 1992. — Vol. 132, Issue 1. — Р. 91–101.
Hussein M. T., Nasir E. M., Kasim T. et all. Study the Effect of Annealing Temperature on the Structural, Morphology and Electrical Properties CoPc Thin Films // International Journal of Current Engineering and Technology. — 2014. — Vol. 4, Issue 5. — Р. 3263–3269.
Heutz S., Bayliss S. M., Middleton R. L et. all. Polymorphism in Phthalocyanine Thin Films: Mechanism of the α → β Transition // The Journal of Physical Chemistry, B. — 2000. — Vol. 104, Issue 30. — Р. 7124–7129.
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Natanael de Sousa Sousa, Roberto Batista de Lima, Adilson Luis Pereira Silva et all. Theoretical study of dibenzotetraaza[14]annulene complexes with first row transition metals // Computational and Theoretical Chemistry. — 2015. — Vol. 1054. — P. 93–99.
Rabaâ H., Khaledi H., Olmstead M. et all. Com putational Studies of a Paramagnetic Planar Dibenzotetraaza[14]annulene Ni(II) Complex // The Journal of Physical Chemistry, A. —2015. — Vol. 119, Issue 21. — Р. 5189– 5196.
Zwoliński K.M., Eilmes J. New developments in porphyrinlike macrocyclic chemistry: a novel family of dibenzotetraaza[14]annulenebased cofacial dimers // Chemical Communications. — 2016. — Vol. 52, Issue 21. — P. 4084–4087.
Whyte A. M., Shuku Y., Nichol G. S. et all. Planar Ni(II), Cu(II) and Co(II) tetraaza[14] annulenes: Structural, electronic and magnetic properties and application to field effect transistors // Journal of Materials Chemistry. — 2012. — Vol. 22, Issue 34. — P. 17967–17975.
Slipchenko N. I., Udovitskiy V. G., Orlov V. D. Thin films of organic semiconductors for gas sensors development // Functional Materials. — 2003. — Vol. 10, No. 3. — P. 559–564.
Yamana M., Shinozaki M., Kashiwazaki N. Gassensing properties of Cutetraazaannulene thin films // Sensors and Actuators, B. — 2000. — Vol. 66, Issue1. — P. 299–302.
Bin Y., Zhao F., Huang L. et all. Dibenzotetraaza[14]annulene materials for recordable blue laser optical disk // Proceeding of SPIE. — 2007. — Vol. 6827, Quantum Optics, Optical Data Storage, and Advanced Microlithography. — P. 682712(1–4).
Sister E., Gottfried V., Capon M. et all. Structural characterization of the product of oxidation of a macrocyclic cobalt(II) complex in pyridine solution // Inorganic Chemistry. — 1988. — Vol. 27, Issue 4. — P. 600–604.
Azuma N., Tani H., Ozawa T. et all. A crystal modification of dibenzo(b, i)(1, 4, 8, 11)tetraaza[14]annulene: XRay molecular structure and proton tautomerism of the highly nconjugated form // Journal of the Chemical Society, Perkin Transactions, II. — 1995. — Issue 2. — Р. 343–348.
Weiss M. C., Gordon G., Goedken V. L. Crystal and molecular structure of macrocyclic niсkel(II)complex Ni(C18H14N4):dibenzo(b, i) (1, 4, 8, 11)tetraaza[14]annulenenickel(II) // Ino rganic Chemistry. — 1977. — Vol. 16, Issue 2. — P. 305–310.
Deger S., Hanack M., Hiller W., Strahle J. Syntese und Structur von cyano(dihydrodibenzo[b, i][1, 4, 8, 11]tetraazacyclo tetradecinato)co balt(III) // Justus Liebigs Annalen der Che mie. — 1984. — Issue11. — P. 1791– 1797.
Hunziker M., Hiltli B., Rihs G. Metallic conductivity in metal tetraaza[14]iodides the crystal structures of dibenzo[b, i][1, 4, 8, 11] tetraazacyclotetradecinenickel and palladium iodides // Helvetica Chimica Acta. — 1981. — Vol. 64, Issue 1. — Р. 82–89.
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Mountford Р. Dibenzotetraaza[14]annulenes: versatile ligands for transition and main group metal chemistry // Chemical Society Reviews. — 1998. — Vol. 27, Issue 2. — Р. 105–115.
Orlov V. D., Udovitskiy V. G., Shishkin O. V, Kolos N. N. Peculiarities of complexes based on dibenzo[b, i]1, 4, 8, 11tetraaza[14]annulene. The crystal and molecular structure of nickel(II) complex 5, 7, 12, 14tetramethyl6, 3dibenzoyldibenzo[b, i]1, 4, 8, 11tetraaza[14]annulene // Kharkov University Bulletin. Chemical series. — 2014. — No. 1136, Issue 24(47). — P. 74–81.
Published
2017-04-05
How to Cite
Udovitskiy, V. G. (2017). Crystalline structure and polymorphism in powders and thin films of dibenzotetraaza[14]annulene. Journal of Surface Physics and Engineering, 1(3), 310-319. Retrieved from https://periodicals.karazin.ua/pse/article/view/8320
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