New ionic organic compounds containing a linear tris(imidazolium) core and their thermotropic liquid crystal behaviour

Liquid Crystals

Volumn 40, Issue 8, 2013, Pages 1067-1081

  Schenkel, Magdalene R ^a   Shao, Renfan ^a   Robertson, Lily A ^a   Wiesenauer, Brian R ^a   Clark, Noel A ^a   Gin, Douglas L ^a  

^a UNIVERSITY OF COLORADO   (United States)

Author keywords

higher order smectic phase; smectic A phase; thermotropic ionic liquid crystals; tris(imidazolium) salts

Indexed keywords

EID: 84880288315     PISSN: 02678292     EISSN: 13665855     Source Type: Journal    
DOI: 10.1080/02678292.2013.798692     Document Type: Article

References (27)

1. Binnemans, K. 2005. Ionic liquid crystals. Chem Rev., 105: 4148 - 4204.
2. Axenov, K and Laschat, S. 2011. Thermotropic ionic liquid crystals. Materials, 4: 206 - 259.
3. Wasserscheid, P and Welton, T. 2007. Ionic liquids in synthesis, 2nd, Weinheim, Germany: Wiley-VC. editors
4. Binnemans, K. 2005. Ionic liquid crystals. Chem Rev., 105: 4157 - 4162.
5. Douce, L, Suisse, J-M, Guillon, D and Taubert, A. 2011. Imidazolium-based liquid crystals: a modular platform for versatile new materials with finely tuneable properties and behaviour. Liq Cryst., 38: 1653 - 1661.
6. Yoshio, M, Mukai, T, Ohno, H and Kato, T. 2007. " Columnar liquid crystalline imidazolium salts: self-organized one-dimensional ion conductors ". In T. ACS Symposium Series 975, Edited by: Brennecke, JF, Rogers, RD and Seddon, KR. 161 - 171. New York, NY: American Chemical Society. editors
7. Kato, T and Yoshio, M. 2011. p. Liquid crystalline ionic liquids. In: Ohno H, editor. Electrochemical aspects of ionic liquids, 2nd, 375 - 392. Hoboken, NJ: John Wiley & Sons.
8. Bowlas, CJ, Bruce, DW and Seddon, KR. 1996. Liquid-crystalline ionic liquids. Chem Commun., 14: 1625 - 1626.
9. Lin, IJB and Vassam, CS. 2005. Metal-containing ionic liquids and ionic liquid crystals based on imidazolium moiety. J Organomet Chem., 690: 3498 - 3512.
10. Boydston, AJ, Pecinovsky, CS, Chao, ST and Bielawski, CW. 2007. Phase-tunable fluorophores based upon benzobis(imidazolium) salts. J Am Chem Soc., 129: 14550 - 14551.
11. Wiggins, KM, Kerr, RL, Chen, Z, Bielawski, CW and Design, S. 2010. Study of benzobis- and bibenz(imidazolium)-based ionic liquid crystals. J Mater Chem., 20: 5709 - 5714.
12. Li, X, Bruce, DW and Shreeve, JM. 2009. Dicationic imidazolium-based ionic liquids and ionic liquid crystals with variously positioned fluoro substituents. J Mater Chem., 19: 8232 - 8238.
13. Kumar, S and Gupta, SK. 2010. The first examples of discotic liquid crystalline Gemini surfactants. Tetrahedron Lett., 51: 5459 - 5462.
14. Trilla, M, Pleixats, R, Parella, T, Blanc, C, Dieudonné, P, Guari, Y and Man, MWC. 2008. Ionic liquid crystals based on mesitylene-containing bis- and trisimidazolium salts. Langmuir., 24: 259 - 265.
15. Zhang, Q, Shan, C, Wang, X, Chen, L, Niu, L and Chen, B. 2008. New ionic liquid crystals based on azobenzene moiety with two symmetric imidazolium ion group substituents. Liq Cryst., 35: 1299 - 1305.
16. Motoyanagi, J, Fukushima, T and Aida, T. 2005;1. Discotic liquid crystals stabilized by interionic interactions: imidazolium ion-anchored paraffinic triphenylene. Chem Commun.,: 101 - 103.
17. Alam, MA, Motoyanagi, J, Yamamoto, Y, Fukushima, T, Kim, J, Kato, K, Takata, M, Saeki, A, Seki, S, Tagawa, S and Aida, T. 2009. "Bicontinuous cubic" liquid crystalline materials from discotic molecules: a special effect of paraffinic side chains with ionic liquid pendants. J Am Chem Soc., 131: 17722 - 17723.
18. Lee, JJ, Yamaguchi, A, Alam, MA, Yamamoto, Y, Fukushima, T, Kato, K, Takata, M, Fujita, N and Aida, T. 2012. Discotic ionic liquid crystals of triphenylene as dispersants for orienting single-walled carbon nanotubes. Angew Chem Int Ed., 51: 8490 - 8494.
19. Bara, JE, Hatakeyama, ES, Zeng, X, Noble, RD and Gin, DL. 2010. Thermotropic liquid crystal behaviour of Gemini imidazolium-based ionic amphiphiles. Liq Cryst., 37: 1587 - 1599.
20. Lee, M, Choi, UH, Wi, S, Slebodnick, C, Colby, RH and Gibson, HW. 2011. 1,2-Bis[N-(N'-alkylimidazolium)]ethane salts: a new class of organic ionic plastic crystals. J Mater Chem., 21: 12280 - 12287.
21. Wanigasekara, E, Zhang, X, Nanyakkara, Y, Payagala, T, Moon, H and Armstrong, DW. 2009. Linear tricationic room-temperature ionic liquids: synthesis, physiochemical properties, and electrowetting properties. Appl Mater Interfaces., 1: 2126 - 2133.
22. 2 capture and comparisons to imidazolium-based ionic liquids. Ind Eng Chem Res., 50: 8665 - 8677.
23. Khabnadideh, S, Rezaei, Z, Khalafi-Nezhad, A, Bahrinajafi, R, Mohamadi, R and Farrokhroz, AA. 2003. Synthesis of N-alkylated derivatives of imidazole as antibacterial agents. Bioorg Med Chem Lett., 13: 2863 - 2865.
24. He, X and Chan, TK. 2007. Structurally defined imidazolium-type ionic oligomers as soluble/solid support for peptide synthesis. Org Lett., 9: 2681 - 2684.
25. Urban, ND, Schenkel, MR, Robertson, LA, Noble, RD and Gin, DL. 2012. Modified normal-phase ion-pair chromatographic methods for the facile separation and purification of imidazolium-based ionic compounds. Tetrahedron Lett., 53: 3456 - 3458.
26. Vill, V. 1996. LiqCryst: liquid crystal database, New York, NY: Springer.
27. Gray, GW and Goodby, JWG. 1984. " Smectic liquid crystals: textures and structures ". In Glasgow: Leonard Hill