The liquid-crystalline behaviour of amphiphilic ethane-1,2-diol derivatives incorporating a six membered ring in their principal structure

Tschierske, Carsten; Hentrich, Frank; Joachimi, Detlev; Agert, O.; Zaschke, H.

doi:10.1080/02678299108033154

Cited by 19 publications

(2 citation statements)

References 13 publications

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“…20 In the cited paper, such a phase was discovered for all studied higher para-alkylphenyl ethers of glycerol (Alk = n-C n H 2n+1 ; n = 5−9). By analogy with the literature, 28 the liquid-crystal nature was ascribed to this βphase. It can be seen from Figure 1c that the β-phase reproducibly emerges upon cooling of isotropic melts of compound 3 samples and exists for a long time at temperatures much lower than the melting points of their α-phases.…”

Section: ■ Experimental Sectionsupporting

confidence: 58%

Crystallization of Chiral para-n-Alkylphenyl Glycerol Ethers: Phase Diversity and Impressive Predominance of Homochiral Guaifenesin-Like Supramolecular Motif

Бредихин

Zakharychev

Gubaidullin

et al. 2018

Crystal Growth & Design

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When studying the crystallization in a monotonously varying series of chiral glycerol ethers para-Alk-C 6 H 4 -OCH 2 CH(OH)CH 2 OH [Alk = Me (1), Et (2), n-Pr (3), and n-Bu (4)] it was established that all except one member form stable crystalline homo-or heterochiral α-phase, depending on the enantiomeric composition (racemic or close to enantiopure) of the feed medium. Propyl derivative 3 falls out of the series and invariably forms stable homochiral crystals. Regardless of the enantiomeric composition, the last two members of the set can form a stable (4) or metastable (3) liquid-crystalline β-phase. For the entire set, regardless of enantiomeric composition, the formation of metastable γphase was registered in supercooled melts; according to a number of evidence, the phase is close to an ideal solid solution of enantiomers. It is shown by X-ray diffraction analysis that in crystals of 1−4 samples with high enantiomeric purity, as well as in racemic 3 and 4 samples, a common homochiral guaifenesinlike supramolecular motif is realized. Some considerations are given on the reasons for this behavior.

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