New steroid α,β-unsaturated ketones as chiral components of induced cholesteric liquid crystal systems
New ( E )-16-arylidene derivatives of 3β-hydroxyandrost-5-en-17-one and their acetates containing different substituents in the arylidene fragment were synthesized. The ability of the synthesized chiral compounds to induce helical supramolecular ordering (their helical twisting power) upon the intro...
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| Published in | Russian chemical bulletin Vol. 58; no. 5; pp. 1072 - 1083 |
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| Main Authors | , , , , , |
| Format | Journal Article |
| Language | English |
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01.05.2009
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| Abstract | New (
E
)-16-arylidene derivatives of 3β-hydroxyandrost-5-en-17-one and their acetates containing different substituents in the arylidene fragment were synthesized. The ability of the synthesized chiral compounds to induce helical supramolecular ordering (their helical twisting power) upon the introduction into the nematic liquid crystal (LC) 4-cyano-4′-pentylbiphenyl (5CB) and into multicomponent mixtures E63 and LC-1289 characterized by a wide mesophase interval. The dependence of the helical twisting power of the studied chiral additives (CAd) on their molecular structure was analyzed. The highest helical twisting power (44.6–67.1 μm
−1
) was revealed for the synthesized acetates. It was found that the composites based on LC-1289 and E63 containing the studied CAd in very low concentrations (≤10–11 mol.%) have selective light reflection in the visible spectral region. The helical twisting power of the studied α,β-unsaturated ketones is determined by the combined influence of the anisotropy of polarizability of CAd molecules and specific features of their molecular shape. |
|---|---|
| AbstractList | New (
E
)-16-arylidene derivatives of 3β-hydroxyandrost-5-en-17-one and their acetates containing different substituents in the arylidene fragment were synthesized. The ability of the synthesized chiral compounds to induce helical supramolecular ordering (their helical twisting power) upon the introduction into the nematic liquid crystal (LC) 4-cyano-4′-pentylbiphenyl (5CB) and into multicomponent mixtures E63 and LC-1289 characterized by a wide mesophase interval. The dependence of the helical twisting power of the studied chiral additives (CAd) on their molecular structure was analyzed. The highest helical twisting power (44.6–67.1 μm
−1
) was revealed for the synthesized acetates. It was found that the composites based on LC-1289 and E63 containing the studied CAd in very low concentrations (≤10–11 mol.%) have selective light reflection in the visible spectral region. The helical twisting power of the studied α,β-unsaturated ketones is determined by the combined influence of the anisotropy of polarizability of CAd molecules and specific features of their molecular shape. |
| Author | Yaremenko, F. G. Shkolnikova, N. I. Kondratyuk, Zh. A. Novikova, N. B. Kutulya, L. A. Pivnenko, N. S. |
| Author_xml | – sequence: 1 givenname: F. G. surname: Yaremenko fullname: Yaremenko, F. G. email: yaremenko_f@ukr.net organization: V. Ya. Danilevsky Institute of Problems of Endocrine Pathology, Academy of Medical Sciences of Ukraine – sequence: 2 givenname: N. S. surname: Pivnenko fullname: Pivnenko, N. S. organization: NTK “Institute for Single Crystals,”, National Academy of Sciences of Ukraine – sequence: 3 givenname: L. A. surname: Kutulya fullname: Kutulya, L. A. organization: NTK “Institute for Single Crystals,”, National Academy of Sciences of Ukraine – sequence: 4 givenname: Zh. A. surname: Kondratyuk fullname: Kondratyuk, Zh. A. organization: V. Ya. Danilevsky Institute of Problems of Endocrine Pathology, Academy of Medical Sciences of Ukraine – sequence: 5 givenname: N. B. surname: Novikova fullname: Novikova, N. B. organization: NTK “Institute for Single Crystals,”, National Academy of Sciences of Ukraine – sequence: 6 givenname: N. I. surname: Shkolnikova fullname: Shkolnikova, N. I. organization: NTK “Institute for Single Crystals,”, National Academy of Sciences of Ukraine |
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| CitedBy_id | crossref_primary_10_1007_s11224_015_0700_y crossref_primary_10_1016_j_displa_2014_10_008 crossref_primary_10_1016_j_molstruc_2018_06_009 crossref_primary_10_1080_00397911_2017_1422763 |
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| Keywords | helical twisting power 16-arylidene derivatives chiral additives liquid crystals steric structure 3β-hydroxy-5-androsten-17-one selective light reflection |
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| Title | New steroid α,β-unsaturated ketones as chiral components of induced cholesteric liquid crystal systems |
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