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Article: Microwave-assisted synthesis, structure, and tunable liquid-crystal properties of 2,5-diaryl-1,3,4-thiadiazole derivatives through peripheral n-alkoxy chains
Title | Microwave-assisted synthesis, structure, and tunable liquid-crystal properties of 2,5-diaryl-1,3,4-thiadiazole derivatives through peripheral n-alkoxy chains | ||||
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Authors | |||||
Keywords | Conducting materials Diarylthiadiazole Liquid crystals Mesophases Microwave chemistry | ||||
Issue Date | 2009 | ||||
Publisher | Wiley - V C H Verlag GmbH & Co. KGaA. The Journal's web site is located at http://www.wiley-vch.de/publish/en/journals/alphabeticIndex/2451 | ||||
Citation | Chemistry - An Asian Journal, 2009, v. 4 n. 7, p. 1099-1107 How to Cite? | ||||
Abstract | A series of substituted 2,5-diaryl-1,3,4-thiadiazole derivatives are prepared by microwave-assisted synthesis in the absence of an organic solvent. All derivatives are well characterized by 1H and 13C NMR, MS, and elemental analyses. The X-ray crystal structure of 2,5-di-(4-decyloxyphenyl)-1,3,4-thiadiazole reveals the tilt lamellar arrangement of rod-shaped molecules, which are stabilized by a variety of weak non-covalent interactions. The liquid crystalline properties are studied by polarized-light optical microscopy (POM), differential scanning calorimetry (DSC), and in situ variable temperature X-ray diffraction (VTXRD). By variations in the peripheral n-alkoxy chains, the calamitic mesogens exhibit enantiotropic smectic (SmC and/or SmA) mesophases with wide mesomorphic temperature ranges, whilst the disc-like mesogens form hexagonal columnar mesophase (Col h) at room temperature. The bulk electrical conductivity values of the smectic mesophases of 1-3 are in the range of 10-3-10-4Scm-1, which are slightly higher than that of their solid films. In contrast, the solid film made from 2,5-di-(3,4,5-tri-ACHTUNGTRENUNGoctyloxyphenyl)-1,3,4-thiadiazole shows poor conductivity (2×10-7Scm-1). ©2009 Wiley-VCH Verlag GmbH&Co. KGaA, Weinheim. | ||||
Persistent Identifier | http://hdl.handle.net/10722/69930 | ||||
ISSN | 2023 Impact Factor: 3.5 2023 SCImago Journal Rankings: 0.846 | ||||
ISI Accession Number ID |
Funding Information: This work was supported by a grant from the National Natural Science Foundation of China (No. 20772064). | ||||
References |
DC Field | Value | Language |
---|---|---|
dc.contributor.author | Han, J | en_HK |
dc.contributor.author | Chang, XY | en_HK |
dc.contributor.author | Zhu, LR | en_HK |
dc.contributor.author | Pang, ML | en_HK |
dc.contributor.author | Meng, JB | en_HK |
dc.contributor.author | Chui, SSY | en_HK |
dc.contributor.author | Lai, SW | en_HK |
dc.contributor.author | Roy, VAL | en_HK |
dc.date.accessioned | 2010-09-06T06:18:08Z | - |
dc.date.available | 2010-09-06T06:18:08Z | - |
dc.date.issued | 2009 | en_HK |
dc.identifier.citation | Chemistry - An Asian Journal, 2009, v. 4 n. 7, p. 1099-1107 | en_HK |
dc.identifier.issn | 1861-4728 | en_HK |
dc.identifier.uri | http://hdl.handle.net/10722/69930 | - |
dc.description.abstract | A series of substituted 2,5-diaryl-1,3,4-thiadiazole derivatives are prepared by microwave-assisted synthesis in the absence of an organic solvent. All derivatives are well characterized by 1H and 13C NMR, MS, and elemental analyses. The X-ray crystal structure of 2,5-di-(4-decyloxyphenyl)-1,3,4-thiadiazole reveals the tilt lamellar arrangement of rod-shaped molecules, which are stabilized by a variety of weak non-covalent interactions. The liquid crystalline properties are studied by polarized-light optical microscopy (POM), differential scanning calorimetry (DSC), and in situ variable temperature X-ray diffraction (VTXRD). By variations in the peripheral n-alkoxy chains, the calamitic mesogens exhibit enantiotropic smectic (SmC and/or SmA) mesophases with wide mesomorphic temperature ranges, whilst the disc-like mesogens form hexagonal columnar mesophase (Col h) at room temperature. The bulk electrical conductivity values of the smectic mesophases of 1-3 are in the range of 10-3-10-4Scm-1, which are slightly higher than that of their solid films. In contrast, the solid film made from 2,5-di-(3,4,5-tri-ACHTUNGTRENUNGoctyloxyphenyl)-1,3,4-thiadiazole shows poor conductivity (2×10-7Scm-1). ©2009 Wiley-VCH Verlag GmbH&Co. KGaA, Weinheim. | en_HK |
dc.language | eng | en_HK |
dc.publisher | Wiley - V C H Verlag GmbH & Co. KGaA. The Journal's web site is located at http://www.wiley-vch.de/publish/en/journals/alphabeticIndex/2451 | en_HK |
dc.relation.ispartof | Chemistry - An Asian Journal | en_HK |
dc.rights | Preprint This is the pre-peer reviewed version of the following article: FULL CITE, which has been published in final form at [Link to final article]. | - |
dc.subject | Conducting materials | en_HK |
dc.subject | Diarylthiadiazole | en_HK |
dc.subject | Liquid crystals | en_HK |
dc.subject | Mesophases | en_HK |
dc.subject | Microwave chemistry | en_HK |
dc.title | Microwave-assisted synthesis, structure, and tunable liquid-crystal properties of 2,5-diaryl-1,3,4-thiadiazole derivatives through peripheral n-alkoxy chains | en_HK |
dc.type | Article | en_HK |
dc.identifier.openurl | http://library.hku.hk:4550/resserv?sid=HKU:IR&issn=1861-4728&volume=4&issue=7&spage=1099&epage=1107&date=2009&atitle=Microwave-assisted+synthesis,+structure,+and+tunable+liquid-crystal+properties+of+2,5-diaryl-1,3,4-thiadiazole+derivatives+through+peripheral+n-alkoxy+chains | en_HK |
dc.identifier.email | Chui, SSY: chuissy@hkucc.hku.hk | en_HK |
dc.identifier.email | Lai, SW: swlai@hku.hk | en_HK |
dc.identifier.authority | Chui, SSY=rp00686 | en_HK |
dc.identifier.authority | Lai, SW=rp00717 | en_HK |
dc.description.nature | link_to_subscribed_fulltext | - |
dc.identifier.doi | 10.1002/asia.200800440 | en_HK |
dc.identifier.pmid | 19492397 | - |
dc.identifier.scopus | eid_2-s2.0-68349100094 | en_HK |
dc.identifier.hkuros | 158301 | en_HK |
dc.relation.references | http://www.scopus.com/mlt/select.url?eid=2-s2.0-68349100094&selection=ref&src=s&origin=recordpage | en_HK |
dc.identifier.volume | 4 | en_HK |
dc.identifier.issue | 7 | en_HK |
dc.identifier.spage | 1099 | en_HK |
dc.identifier.epage | 1107 | en_HK |
dc.identifier.isi | WOS:000267893100012 | - |
dc.publisher.place | Germany | en_HK |
dc.identifier.scopusauthorid | Han, J=26643236400 | en_HK |
dc.identifier.scopusauthorid | Chang, XY=35228686400 | en_HK |
dc.identifier.scopusauthorid | Zhu, LR=25724035400 | en_HK |
dc.identifier.scopusauthorid | Pang, ML=7102068655 | en_HK |
dc.identifier.scopusauthorid | Meng, JB=7202449684 | en_HK |
dc.identifier.scopusauthorid | Chui, SSY=8297453100 | en_HK |
dc.identifier.scopusauthorid | Lai, SW=7402937200 | en_HK |
dc.identifier.scopusauthorid | Roy, VAL=7005870324 | en_HK |
dc.identifier.issnl | 1861-471X | - |