Liquid Crystalline Cyclotetraphosphazene

Öz

Full substituted dodecyloxy derivative of cyclotetraphosphazene was synthesized in order to investigate its mesomorphic properties. Octachlorocyclotetraphosphazene (tetramer) was reacted with dodecanol in tetrahydrofuran (THF) presence of sodium hydride (NaH) as base at room temperature for 24 hours and then under the reflux for a day. Full substituted derivative (1) was obtained and its structure was determined by mass analysis, and by FT–IR, ¹H and ³¹P {¹H} NMR spectroscopic techniques. Additionally, thermal and mesomorphic behaviours were examined by differential scanning calorimetry (DSC), polarizing optical microscopy (POM) and X-ray diffraction (XRD) techniques. Obtained results showed that compound 1 has liquid crystal behaviour.

Anahtar Kelimeler

• Cyclotetraphosphazene; Liquid crystal; Differential scanning calorimeter; Polarising optical microscopy; X-ray Diffraction

Kaynakça

1. 1. Goodby JW, The nanoscale engineering of nematic liquid crystals for displays. Liquid Crystals, 2011, 38 (11-12), 1363-1387. 2. Goodby JW, Stephen J, Buchkremer A, From rods to knots using cyclohexane in smectic liquid crystals Cowling. Liquid Crystals, 2011, 38 (8), 1057-1067.
2. 3. Barbera J, Bardajı M, Jimenez J, Laguna A, Martinez MP, Oriol L, Serrano JL, Zaragozano I, Columnar Mesomorphic Organizations in Cyclotriphosphazenes. Journal of American Chemical Society, 2005, 127, 8994-9002.
3. 4. Jimenez J, Laguna A, Molter AM, Serrano JL, Barbera J, Oriol L, Supermolecular Liquid Crystals with a Six-Armed Cyclotriphos-phazene Core: From Columnar to Cubic Phases. Chemistry Euro-pen Journal, 2011, 17, 1029-1039.
4. 5. Moriya K, Mizusaki H, Kato M, Yano S, Kajiwara M, Liquid crystalline phase transitions in hexakis(4-(4′-heptyloxy)biphenoxy)cyclotriphosphazene. Liquid Crystals. 1995, 18, 795-800.
5. 6. Levelut AM, Moriya K, Structure of the liquid crystalline state in hexakis (4-(4′-alkyloxy)biphenoxy)cyclotriphosphazenes. Liquid Crystals, 1996, 20 (2), 119-124.
6. 7. Moriya K, Suzuki T, Mizusaki H, Yano S, Kajiwara M, Liquid Crystalline Phase Transition in Organophosphazenes with 4-Octyloxybiphenyl Mesogenic Groups. Chemistry Letters, 1997, 1001-1002.
7. 8. Moriya K, Mizusaki H, Kato M, Suzuki T, Yano S, Kajiwara M, Tashiro K, Thermal and Structural Study on Liquid-Crystalline Phase Transition in Hexakis(4-(4‘-alkyloxy)biphenoxy)cyclotriphosphazene. Chemistry Materials, 1997, 9, 255-263.
8. 9. Moriya K, Masuda T, Suzuki T, Yano S, Kajiwara M, Liquid Crystalline Phase Transition in Hexakis (4-(N-(41-alkoxyphenyl) iminomethyl) phenoxy) cyclotriphosphazene. Molecular Crystals and Liquid Crystals Science and Technology Section A. Molecu-lar Crystals and Liquid Crystals, 1998, 318 (1), 267-278.

9. 10. Moriya K, Suzuki T, Kawanishi Y, Masuda T, Mizusaki H, Nak-agawa S, Ikematsu H, Mizuno K, Yano S, Kajiwara M, Liquid-crystalline phase transition in organophosphazenes. Applied Or-ganomettalic Chemistry, 1998, 12, 771-779.
10. 11. Moriya K, Suzuki T, Yano S, Kajiwara M, Liquid crystalline phase transitions in cyclotriphosphazenes with different mesogen-ic moieties in the side chains. Liquid Crystals, 1995, 19, 711-713.
11. 12. Davarcı D, Beşli S, Demirbas E, Sythesis of a series of triple-bridged cyclotriphosphazene hexa-alkoxy derivatives and investi-gation of their structural and mesomorphic properties, Liquid Crystals, 2013, 40(5), 624-631.
12. 13. Jiménez J., Pintre I., Gascón E., Somolinos C. S., Alcalá R., Cavero E., Serrano J. L., Oriol L., Photoresponsive Liquid-Crystalline Dendrimers Based on Cyclotriphosphazene Core, Macromolecular Chemistry and Physics, 2014, 215, 1551−1562.
13. 14. Bushby RJ, Kawata K, Liquid crystals that affected the world: discotic liquid crystals. Liquid Crystals, 2011; 38 (11-12): 1415-1426.
14. 15. Serrano JL. Metallomesogens: Synthesis, properties and applica-tions. New York: Wiley-VCH; 1996.
15. 16. Moriya K, Mizusaki H, Kato M, Suzuki T, Yano S, Kajiwara M, Tashiro Y, Mesogenicity of organophosphazenes: The Effect of phosphazene rings and side Groups on the phase transition. Phos-phorus, Sulfur and Silicon, 2002, 177, 1427–1432.
16. 17. Collings PJ, Hird M. Introduction of liquid crystals chemistry and physics. Taylor and Francis, New York, 1997.
17. 18. Goodby JW, Demus D, Gray GW, Spiess HW, Vill V. Handbook of liquid crystals. Vol. 1, Fundamentals. Wiley-VCH, Weinheim, 1998.
18. 19. Xu J, Ling TC, He C, Hydrogen bond-directed self-assembly of peripherally modified cyclotriphosphazenes with a homeotropic liquid crystalline phase. Journal of Polymer Science Part A: Pol-ymer Chemistry, 2008, 46, 4691-4703.
19. 20. Chang-Zhi Li, Matsuo Y, Nakamura E, Luminescent bow-tie-shaped decaaryl[60]fullerene mesogens. Journal of American Chemical Society Committee, 2009, 131, 17058-17059.