Molecular Crystals and Liquid Crystals p. 87 - 102 (2008)
Update date:2022-09-26
Topics:
Yeap, Guan-Yeow
Yam, Wan-Sinn
Takeuchi, Daisuke
Kakeya, Masaki
Osakada, Kohtaro
This article describes the synthesis and mesomorophic behavior of a novel homologous series of 7-alkyloxy-3-[4'-(3-methylbutyloxyphenyl)-4H-1-benzopyran- 4-one. The title compounds were made up of central isoflavone core with branched and linear alkyloxy terminal chains at C-4' and C-7, respectively. The influences of linear alkyloxy terminal chain in different length of OR (where R=CnH2n+1; even number of n ranging from 4 to 18) were discussed. The thermal behavior especially the phase transition and respective enthalpy values of the compounds thus synthesized were analyzed using differential scanning calorimetry. The occurrence of mesophases under the polarized light has suggested the molecular orientation and arrangement of the title compounds. The molecular structure of compound 7-hexyloxy-3-[4'-(3methylbutyloxyphenyl)]-4H-1- benzopyran-4-one in crystal phase was confirmed by single-crystal X-ray diffraction of which the space group is P-1(#2) with the lattice parameters a=6.100(5) , b=11.704(10) , c=17.082(17) , =80.85(4), =85.56(4), =72.48(3), and V=1147.6(18) 3. The elongated alkyloxy terminal chains were found to be fully stretched in solid phase. All present compounds except the derivative with R=C4H9 were smectogenic.
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