Electrofluorochromism in π-conjugated ionic liquid crystals

Nature Communications

Volumn 5, Issue , 2014, Pages

  Beneduci, Amerigo ^a   Cospito, Sante ^a   La Deda, Massimo ^a   Veltri, Lucia ^a   Chidichimo, Giuseppe ^a  

^a UNIVERSITY OF CALABRIA   (Italy)

Author keywords

[No Author keywords available]

Indexed keywords

IONIC LIQUID; VIOLOGEN;

AGGREGATION; CRYSTAL; ELECTROCHEMICAL METHOD; LIQUID; LUMINESCENCE; REDOX POTENTIAL;

ARTICLE; BULK DENSITY; CHEMICAL PARAMETERS; COLOR; CONJUGATION; CONTROLLED STUDY; ELECTROCHEMICAL ANALYSIS; ELECTROFLUOROCHROMISM; FLUORESCENCE; LIQUID CRYSTAL; MODULATION; OXIDATION REDUCTION REACTION; PHOTOLUMINESCENCE;

EID: 84892852471     PISSN: None     EISSN: 20411723     Source Type: Journal    
DOI: 10.1038/ncomms4105     Document Type: Article

References (34)

1. Weder, C., Sarwa, C., Montali, A., Bastiaansen, C. & Smith, P. Incorporation of photoluminescent polarizers into liquid crystal displays. Science 279, 835-837 (1998 (Pubitemid 28106270)
2. Irie, M., Fukaminato, T., Sasaki, T., Tamai, N. & Kawai, T. Organic chemistry: A digital fluorescent molecular photoswitch. Nature 420, 759-760 (2002 (Pubitemid 36019615)
3. Zhang, X., Rehm, S., Safont-Sempere, M. M. & Würthner, F. Vesicular perylene dye nanocapsules as supramolecular fluorescent pH sensor systems. Nat. Chem. 1, 623-629 (2009
4. Mutai, T., Satou, H. & Araki, K. Reproducible on-off switching of solid-state luminescence by controlling molecular packing through heat-mode interconversion. Nat. Mater. 4, 685-687 (2005 (Pubitemid 43090733)
5. Sagara, Y. & Kato, T. Mechanically induced luminescence changes in molecular assemblies. Nat. Chem. 1, 605-610 (2009
6. Sagara, Y. & Kato, T. Brightly tricolored mechanochromic luminescence from a single-luminophore liquid crystal: Reversible writing and erasing of images. Angew. Chem. Int. Ed. 50, 9128-9132 (2011
7. Kim, Y., Kim, E., Clavier, G. & Audebert, P. New tetrazine-based fluoroelectrochromic window; modulation of the fluorescence through applied potential. Chem. Commun. 34, 3612-3614 (2006 (Pubitemid 44267644)
8. Audebert, P. & Miomandre, F. Electrofluorochromism: From molecular systems to set-up and display. Chem. Sci. 4, 575-584 (2013
9. Nakamura, K., Kanazawa, K. & Kobayashi, N. Electrochemically controllable emission and coloration by using europium(III) complex and viologen derivatives. Chem. Commun. 47, 10064-10066 (2011
10. Seo, S. et al. White electrofluorescence switching from electrochemically convertible yellow fluorescent dyad. Adv. Funct. Mater. 22, 3556-3561 (2012
11. Martinez, R., Ratera, I., Tarraga, A., Molina, P. & Veciana, J. A simple and robust reversible redox-fluorescence molecular switch based on a 1,4-disubstituted azine with ferrocene and pyrene units. Chem. Commun. 36, 3809-3811 (2006 (Pubitemid 44394140)
12. Zhang, R. L., Wang, Z. L., Wu, Y. S., Fu, H. B. & Yao, J. N. A novel redoxfluorescence switch based on a triad containing ferrocene and perylene diimide units. Org. Lett. 10, 3065-3068 (2008
13. Zhou, Q. et al. New tetrazines functionalized with electrochemically and optically active groups: Electrochemical and photoluminescence properties. J. Phys. Chem. C 115, 21899-21906 (2011
14. Miomandre, F., Pansu, R. B., Audebert, P., Guerlin, A. & Myer, C. R. Electrofluorochromism of a ruthenium complex investigated by time resolved TIRF microscopy coupled to an electrochemical cell. Electrochem. Commun. 20, 83-87 (2012
15. Canavet, D., Salle, M., Zhang, G., Zhang, D. Q. & Zhu, D. B. Tetrathiafulvalene (TTF) derivatives: Key building-blocks for switchable processes. Chem. Commun. 17, 2225-2269 (2009
16. Salverda, T. M. et al. Fluorescent cyclic voltammetry of immobilized azurin: Direct observation of thermodynamic and kinetic heterogeneity. Angew. Chem. Int. Ed. 49, 5776-5779 (2010
17. Miomandre, F. et al. Coupling thin layer electrochemistry with epifluorescence microscopy: An expedient way of investigating electrofluorochromism of organic dyes. Electrochem. Commun. 13, 574-577 (2011
18. Montilla, F., Esquembre, R., Gomez, R., Blanco, R. & Segura, R. Spectroelectrochemical study of electron and energy transfer in poly(fluorenealt-phenylene) with perylenediimide pendant groups. J. Phys. Chem. C 112, 16668-16674 (2008
19. de Halleux, V. et al. 1,3,6,8-Tetraphenylpyrene derivatives: Towards fluorescent liquid-crystalline columns? Adv. Funct. Mater. 14, 649-659 (2004
20. Hayer, A. et al. Highly fluorescent crystalline and liquid crystalline columnar phases of pyrene-based structures. J. Phys. Chem. B 110, 7653-7659 (2006
21. Yuan, W. Z. et al. High efficiency luminescent liquid crystal: Aggregationinduced emission strategy and biaxially oriented mesomorphic structure. J. Mater. Chem. 22, 3323-3326 (2012
22. Tanabe, K., Suzui, Y., Hasegawa, M. & Kato, T. Full-color tunable photoluminescent ionic liquid crystals based on tripodal pyridinium, pyrimidinium, and quinolinium salts. J. Am. Chem. Soc. 134, 5652-5661 (2012
23. Takahashi, K., Nihira, T., Akiyama, K., Ikegami, Y. & Fukuyo, E. Synthesis and characterization of new conjugation-extended viologens involving a central aromatic linking group. J. Chem. Soc. Chem. Commun. 8, 620-622 (1992
24. Alberto, M. E. et al. Experimental and theoretical characterization of a new synthesized extended viologen. Chem. Phys. Lett. 552, 141-145 (2012
25. Beneduci, A. et al. Switching from columnar to calamitic mesophases in a new class of rod-like thienoviologens. J. Mater. Chem. C 1, 2233-2240 (2013
26. Yazaki, S., Funahashi, M. & Kato, T. An electrochromic nanostructured liquid crystal consisting of p-conjugated and ionic moieties. J. Am. Chem. Soc. 130, 13206-13207 (2008
27. Yazaki, S., Funahashi, M., Kagimoto, J., Ohno, H. & Kato, T. Nanostructured liquid crystals combining ionic and electronic functions. J. Am. Chem. Soc. 132, 7702-7708 (2010
28. Ohtake, T. et al. Liquid-crystalline complexes of mesogenic dimers containing oxyethylene moieties with LiCF3SO3: Self-organized ion conductive materials. Chem. Mater. 12, 782-789 (2000
29. Yoshio, M. et al. Layered ionic liquids: Anisotropic ion conduction in new selforganized liquid-crystalline materials. Adv. Mater. 14, 351-354 (2002 (Pubitemid 34268421)
30. Kuo, C-P. et al. White-light electrofluorescence switching from electrochemically convertible yellow and blue fluorescent conjugated polymers. J. Mater. Chem. C 1, 2121-2130 (2013
31. Kim, Y. et al. Tetrazine-based electrofluorochromic windows: Modulation of the fluorescence through applied potential. J. Electroanal. Chem. 632, 201-205 (2009
32. de Mello, J. C., Wittmann, H. F. & Friend, R. H. An improved experimental determination of external photoluminescence quantum efficiency. Adv. Mater. 9, 230-232 (1997 (Pubitemid 127527606)
33. Palsonn, L. O. & Monkman, A. P. Measurements of solid-state photoluminescence quantum yields of films using a fluorimeter. Adv. Mater. 14, 757-758 (2002
34. Porres, L. & Holland, A. et al. Absolute measurements of photoluminescence quantum yields of solutions using an integrating sphere. J. Fluorescence 16, 267-272 (2006)(Pubitemid 43742229)