A Twist-Bend Nematic Phase Driven by Hydrogen Bonding

The liquid crystalline phase behavior of 4‐[6‐(4′‐cyanobiphenyl‐4‐yl)hexyloxy]benzoic acid (CB6OBA) and 4‐[5‐(4′‐cyanobiphenyl‐4‐yloxy)pentyloxy]benzoic acid (CBO5OBA) is described. Both acids show an enantiotropic nematic phase attributed to the formation of supramolecular complexes by hydrogen bon...

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Bibliographic Details
Published in:Angewandte Chemie 2015-01, Vol.127 (2), p.653-656
Main Authors: Jansze, Suzanne M., Martínez-Felipe, Alfonso, Storey, John M. D., Marcelis, Antonius T. M., Imrie, Corrie T.
Format: Article
Language:eng ; ger
Subjects:
Chemical bonds
Chemistry
Flüssigkristalle
Flüssigkristalltrimere
Formations
Fourier transforms
Helical
Hydrogen bonding
Infrared spectroscopy
Liquid crystals
Nematic
Spectroscopy
Spectrum analysis
Supramolekulare Chemie
Wasserstoffbrücken
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Summary:The liquid crystalline phase behavior of 4‐[6‐(4′‐cyanobiphenyl‐4‐yl)hexyloxy]benzoic acid (CB6OBA) and 4‐[5‐(4′‐cyanobiphenyl‐4‐yloxy)pentyloxy]benzoic acid (CBO5OBA) is described. Both acids show an enantiotropic nematic phase attributed to the formation of supramolecular complexes by hydrogen bonding between the benzoic acid units. In addition, CB6OBA provides the first example of hydrogen bonding driving the formation of the twist‐bend nematic phase. The observation of the twist‐bend nematic phase for CB6OBA, but not CBO5OBA, is attributed to the more bent molecular shape of the complexes formed by the former, reinforcing the view that shape is a key factor in stabilizing this new phase. Temperature‐dependent FTIR spectroscopy reveals differences in hydrogen bonding between the two nematic phases shown by CB6OBA which suggest that the open hydrogen‐bonded complexes may play an important role in stabilizing the helical arrangement found in the twist‐bend nematic phase. Eindrucksvolles Wechselspiel: Wenn die Benzoesäure‐Einheiten in 4‐[6‐(4′‐Cyanbiphenyl‐4‐yl)hexyloxy]benzoesäure über H‐Brücken dimerisieren (siehe Bild), entstehen prämesogene Flüssigkristalltrimere. Diese supramolekularen Komplexe bilden eine enantiotrope nematische Phase, die beim Abkühlen in eine verdrillt‐gebogene nematische Phase übergeht, in der sich die gebogenen, achiralen Komplexe spontan helical anordnen.
ISSN:0044-8249
1521-3757
DOI:10.1002/ange.201409738