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Chiral Liquid Crystals Synthesized from 2(S)‐[2(R)‐Methylhexyloxy]Propanol and its (S,S)‐Diastereomer
Authors:Hui‐Chen Lee  Ming‐Jing Hsie  Shu‐Wen Yeh  Pao‐Swu Cheng  Wen‐Liang Tsai
Abstract:Two new chiral alcohols, 2(S)‐2(R)‐methylhexyloxy]propanol ( 5 ) and 2(S)‐2(S)‐methylhexyloxy]propanol ( 6 ), were prepared from the corresponding propionic acid ethyl ester 1 and 2 in the presence of sodium borohydride. They were used as the chiral moiety for the synthesis of two diastereomeric liquid crystals 7 and 8 . Both of them exhibit the phase sequence I‐SmA‐SmC*‐SmX‐Cr. The mesogenic properties of the (S,S)‐diastereomer 8 are more unique in comparison with those of the (S,R)‐diastereomer 7. It possesses not only lower SmA and SmC* phase transition temperature, 103 °C vs. 112 °C for SmA phase and 31 °C vs. 65 °C for SmC* phase, but wider SmA and SmC* phase range, 40 °C vs. 31 °C for SmA phase and 72 °C vs. 47 °C for SmC* phase. The diastereomer 8 also has a larger Ps value than that of 7, 24 vs. 15 nC cm?2 measured at Tc ‐ T = 10 °C. The difference in these mesogenic properties is discussed by comparing their conformation difference at the molecular part of benzoate.
Keywords:Chiral propanol  Chiral liquid crystal  Ferroelectricity  Conformation
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