Synthesis, spectral studies of 4-{[(3-substitutedphenyl)imino]methyl}-3-hydroxyphenyl octadecanoate and effect of meta substituents on mesomorphic properties
A series of Schiff base esters was synthesized from the reaction between 4-formyl-3-hydroxyphenyl octadecanoate and 3-substituted-anilines. The molecular structures were elucidated using spectroscopic techniques such as FT-IR and NMR. A conformational study associated with the presence of intramolec...
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| Format: | Article |
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Academic Journals
2011
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| _version_ | 1796856552466939904 |
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| author | Ha, Sie-Tiong Win, Yip-Foo Lee, Siew Ling Ito, Masato M. Abe, Kazuma Oonishi, Hidetoshi Yeap, Guan-Yeow |
| author_facet | Ha, Sie-Tiong Win, Yip-Foo Lee, Siew Ling Ito, Masato M. Abe, Kazuma Oonishi, Hidetoshi Yeap, Guan-Yeow |
| author_sort | Ha, Sie-Tiong |
| collection | ePrints |
| description | A series of Schiff base esters was synthesized from the reaction between 4-formyl-3-hydroxyphenyl octadecanoate and 3-substituted-anilines. The molecular structures were elucidated using spectroscopic techniques such as FT-IR and NMR. A conformational study associated with the presence of intramolecular hydrogen bonding which entails the formation of the keto-enol tautomerism in the solid and solution states are reported. Phase-transition temperatures and the thermal parameters were obtained from differential scanning calorimetry (DSC). The texture observation was carried out with a polarizing optical microscope (POM) over heating and cooling cycles. The title compounds exhibited direct isotropization process. The substituents at the meta position of the aniline fragment of benzylideneaniline compounds suppressed the formation of mesophase. |
| first_indexed | 2024-03-05T18:44:45Z |
| format | Article |
| id | utm.eprints-29423 |
| institution | Universiti Teknologi Malaysia - ePrints |
| last_indexed | 2024-03-05T18:44:45Z |
| publishDate | 2011 |
| publisher | Academic Journals |
| record_format | dspace |
| spelling | utm.eprints-294232019-03-31T08:34:16Z http://eprints.utm.my/29423/ Synthesis, spectral studies of 4-{[(3-substitutedphenyl)imino]methyl}-3-hydroxyphenyl octadecanoate and effect of meta substituents on mesomorphic properties Ha, Sie-Tiong Win, Yip-Foo Lee, Siew Ling Ito, Masato M. Abe, Kazuma Oonishi, Hidetoshi Yeap, Guan-Yeow Q Science (General) A series of Schiff base esters was synthesized from the reaction between 4-formyl-3-hydroxyphenyl octadecanoate and 3-substituted-anilines. The molecular structures were elucidated using spectroscopic techniques such as FT-IR and NMR. A conformational study associated with the presence of intramolecular hydrogen bonding which entails the formation of the keto-enol tautomerism in the solid and solution states are reported. Phase-transition temperatures and the thermal parameters were obtained from differential scanning calorimetry (DSC). The texture observation was carried out with a polarizing optical microscope (POM) over heating and cooling cycles. The title compounds exhibited direct isotropization process. The substituents at the meta position of the aniline fragment of benzylideneaniline compounds suppressed the formation of mesophase. Academic Journals 2011-05-18 Article PeerReviewed Ha, Sie-Tiong and Win, Yip-Foo and Lee, Siew Ling and Ito, Masato M. and Abe, Kazuma and Oonishi, Hidetoshi and Yeap, Guan-Yeow (2011) Synthesis, spectral studies of 4-{[(3-substitutedphenyl)imino]methyl}-3-hydroxyphenyl octadecanoate and effect of meta substituents on mesomorphic properties. International Journal of Physical Sciences, 6 (10). pp. 2507-2517. ISSN 1992-1950 https://academicjournals.org/article/article1381309921_Ha%20et%20al.pdf |
| spellingShingle | Q Science (General) Ha, Sie-Tiong Win, Yip-Foo Lee, Siew Ling Ito, Masato M. Abe, Kazuma Oonishi, Hidetoshi Yeap, Guan-Yeow Synthesis, spectral studies of 4-{[(3-substitutedphenyl)imino]methyl}-3-hydroxyphenyl octadecanoate and effect of meta substituents on mesomorphic properties |
| title | Synthesis, spectral studies of 4-{[(3-substitutedphenyl)imino]methyl}-3-hydroxyphenyl octadecanoate and effect of meta substituents on mesomorphic properties |
| title_full | Synthesis, spectral studies of 4-{[(3-substitutedphenyl)imino]methyl}-3-hydroxyphenyl octadecanoate and effect of meta substituents on mesomorphic properties |
| title_fullStr | Synthesis, spectral studies of 4-{[(3-substitutedphenyl)imino]methyl}-3-hydroxyphenyl octadecanoate and effect of meta substituents on mesomorphic properties |
| title_full_unstemmed | Synthesis, spectral studies of 4-{[(3-substitutedphenyl)imino]methyl}-3-hydroxyphenyl octadecanoate and effect of meta substituents on mesomorphic properties |
| title_short | Synthesis, spectral studies of 4-{[(3-substitutedphenyl)imino]methyl}-3-hydroxyphenyl octadecanoate and effect of meta substituents on mesomorphic properties |
| title_sort | synthesis spectral studies of 4 3 substitutedphenyl imino methyl 3 hydroxyphenyl octadecanoate and effect of meta substituents on mesomorphic properties |
| topic | Q Science (General) |
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