Intrinsic chiral domains enantioselectively segregated from twisted nematic cells of bent-core mesogens

Chirality

Volumn 19, Issue 4, 2007, Pages 250-254

  Choi, Suk Won ^a   Kang, Sungmin ^a   Takanishi, Yoichi ^a   Ishikawa, Ken ^a   Watanabe, Junji ^a   Takezoe, Hideo ^a  

^a Tokyo Institute of Technology ^*  (Japan)

Author keywords

Bent core molecule; Chiral symmetry breaking; Circular dichroism; Optical activity; Twisted cell geometry

Indexed keywords

2,5 BIS(4 NONALOYLOXYBIPHENYL) 1,3,4 OXADIAZOLE; OXADIAZOLE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CHIRALITY; CIRCULAR DICHROISM; ENANTIOSELECTIVITY; GENETIC POLYMORPHISM; GEOMETRY; HIGH TEMPERATURE PROCEDURES; LIQUID CRYSTAL; PREDICTION; PRIORITY JOURNAL; SUBSTITUTION REACTION; THEORETICAL MODEL;

EID: 34247504227     PISSN: 08990042     EISSN: 1520636X     Source Type: Journal    
DOI: 10.1002/chir.20358     Document Type: Article

References (33)

1. Pasteur L. Recherches sur les relations qui peuvent exister entre la forme cristalline, la composition chimique, et le sens du pouvoir rotatoire. Ann Chim Phys 1848;24:442-459.
2. Walba DM, Korblova E, Shao R, Maclennan JE, Link DR, Glaser MA, Clark NA. A ferroelectric liquid crystal conglomerate composed of racemic molecules. Science 2000;288:2181-2184.
3. Feringa BL, van Delden RA. Absolute asymmetric synthesis: the origin, control, and amplification of chirality. Angew Chem Intl Ed Engl 1999;38:3419-3438.
4. Kondepudi DK, Culha M. Chiral interaction and stochastic kinetics in stirred crystallization of amino acids. Chirality 1998;10:238-245.
5. Reddy RA, Tschierske C. Bent-core liquid crystals: polar order, superstructural chirality and spontaneous desymmetrisation in soft matter systems. J Mater Chem 2006;16:907-961.
6. Takezoe H, Takanishi Y. Bent-core liquid crystals: their mysterious and attractive world. Jpn J Appl Phys 2006;45:597-625.
7. Ortega J, Folcia CL, Etxebarria J, Gimeno M, Ros MB. Interpretation of unusual textures in the B-2 phase of a liquid crystal composed of bent-core molecules. Phys Rev E: Stat Phys Plasmas Fluids Relat Interdiscip Top 2003;68:011707-14.
8. Hough LE, Clark NA. Layer-scale optical chirality of liquid-crystalline phases. Phys Rev Lett 2005;95:107802-1-4.
9. Araoka F, Takanishi Y, Takezoe H, Kim A, Park B, Wu JW. Electrogyration effect in a chiral bent-core molecular system. J Opt Soc Am B 2003;20:314-320.
10. Araoka F, Ha NY, Kinoshita Y, Park B, Wu JW, Takezoe H. Twist-grain-boundary structure in the B4 phase of a bent-core molecular system identified by second harmonic generation circular dichroism measurement. Phys Rev Lett 2005;94:137801-14.
11. Thisayukta J, Niwano H, Takezoe H, Watanabe J. Enhancement of twisting power in the chiral nematic phase by introducing achiral banana-shaped molecules. J Am Chem Soc 2002;124:3354-3358.
12. Gorecka E, Cepic M, Mieczkowski J, Nakata M, Takezoe H, Zeks B. Enhanced chirality by adding achiral molecules into the chiral system. Phys Rev E: Stat Phys Plasmas Fluids Relat Interdiscip Top 2003;67:061794-1-5.
13. Earl DJ, Osipov MA, Takezoe H, Takanishi Y, Wilson MR. Induced and spontaneous deracemization in bent-core liquid crystal phases and in other phases doped with bent-core molecules. Phys Rev E: Stat Phys Plasmas Fluids Relat Interdiscip Top 2005;71:021706-1-11.
14. Nakata M, Takanishi Y, Watanabe J, Takezoe H. Blue phases induced by doping chiral nematic liquid crystals with nonchiral molecules. Phys Rev E: Stat Phys Plasmas Fluids Relat Interdiscip Top 2003;68:041710-1-6.
15. Link DR, Natale G, Shao R, Maclennan JE, Clark NA, Korblova E, Walba DM. Spontaneous formation of macroscopic chiral domains in a fluid smectic phase of achiral molecules. Science 1997;278:1924-1927.
16. Niwano H, Nakata M, Thisayukta J, Link DR, Takezoe H, Watanabe J. Chiral memory on transition between the B2 and B4 phases in an achiral banana-shaped molecular system. J Phys Chem B 2004;108:14889-14896.
17. Thisayukta J, Takezoe H, Watanabe J. Study on helical structure of the B-4 phase formed from achiral banana-shaped molecule. Jpn J Appl Phys 2001;40:3277-3287.
18. Walba DM, Eshdat L, Korblova E, Shoemaker RK. On the nature of the B4 banana phase: crystal or not a crystal? Cryst Growth Des 2005;5:2091-2099.
19. Thisayukta J, Niwano H, Takezoe H, Watanabe J. Effect of chiral dopant on a helical Sm1 phase of banana-shaped N-n-O-PIMB molecules. J Mater Chem 2001;11:2717-2721.
20. Shiromo K, Sahade DA, Oda T, Nihira T, Takanishi Y, Ishikawa K, Takezoe H. Finite enantiomeric excess nucleated in an achiral banana mesogen by chiral alignment surfaces. Angew Chem Int Ed Engl 2005;44:1948-1951.
21. Choi SW, Izumi T, Hoshino Y, Takanishi Y, Ishikawa K, Watanabe J, Takezoe H. Circular-polarization-induced enantiomeric excess in liquid crystals of an achiral, bent-shaped mesogen. Angew Chem Int Ed Engl 2006;45:1382-1385.
22. Choi SW, Kang S, Takanishi Y, Ishikawa K, Watanabe J, Takezoe H. Intrinsic chirality in a bent-core mesogen induced by extrinsic chiral structures. Angew Chem Int Ed Engl 2006;45:6503-6506.
23. Kang S, Saito Y, Watanabe N, Tokita M, Takanishi Y, Takezoe H, Watanabe J. Low-birefringent, chiral banana phase below calamitic nematic and/or smectic C phases in oxadiazole derivatives. J Phys Chem B 2006;110:5205-5214.
24. Chaudhari P, Lacey J, Doyle J, Galligan E, Lien SCA, Callegari A, Hougham G, Lang ND, Andry PS, John R, Yang KH, Lu MH, Cai C, Speidell J, Purushothaman S, Ritsko J, Samant M, Stohr J, Nakagawa Y, Katoh Y, Saitoh Y, Sakai K, Satoh H, Odahara S, Nakano H, Nakagaki J, Shiota Y. Atomic-beam alignment of inorganic materials for liquid-crystal displays. Nature 2001;411:56-59.
25. Acharya BR, Primak A, Kumar S. Biaxial nematic phase in bent-core thermotropic mesogens. Phys Rev Lett 2004;92:145506-14.
26. Madsen LA, Dingemans TJ, Nakata M, Samulski ET. Thermotropic biaxial nematic liquid crystals. Phys Rev Lett 2004;92:145505-14.
27. Luckhurst GR. V-shaped molecules: New contenders for the biaxial nematic phase. Angew Chem Int Ed Engl 200544;2834-2836.
28. Dingemans TJ, Murthy NS, Samulski ET. Javelin-, hockey stick-, and boomerang-shaped liquid crystals. Structural variations on p-quinquephenyl. J Phys Chem B 2001;105:8845-8860.
29. Weissflog W, Sokolowski S, Dehne H, Das B, Grande S, Schroder MW, Eremin A, Diele S, Pelzl G, Kresse H. Chiral ordering in the nematic and an optically isotropic mesophase of bent-core mesogens with a halogen substituent at the central core. Liq Cryst 2004;31:923-933.
30. Gortz V, Goodby JW. Enantioselective segregation in achiral nematic liquid crystals. Chem Commun 2005;26:3262-3264
31. Ribo JM, Crusats J, Sagues F, Claret J, Rubires R. Chiral sign induction by vortices during the formation of mesophases in stirred solutions. Science 2001;292:2063-2066.
32. McBride JM, Carter RL. Spontaneous resolution by stirred crystallization. Angew Chem Int Ed Engl 1991;30:293-295.
33. Saeva FD, Olin GR. Extrinsic circular dichroism in twisted nematic mesophases. J Am Chem Soc 1976;98:2709-2711.