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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

TitleMicrowave-assisted synthesis, structure, and tunable liquid-crystal properties of 2,5-diaryl-1,3,4-thiadiazole derivatives through peripheral n-alkoxy chains
Authors
KeywordsConducting materials
Diarylthiadiazole
Liquid crystals
Mesophases
Microwave chemistry
Issue Date2009
PublisherWiley - 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?
AbstractA 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 Identifierhttp://hdl.handle.net/10722/69930
ISSN
2015 Impact Factor: 4.592
2015 SCImago Journal Rankings: 1.833
ISI Accession Number ID
Funding AgencyGrant Number
National Natural Science Foundation of China20772064
Funding Information:

This work was supported by a grant from the National Natural Science Foundation of China (No. 20772064).

References

 

DC FieldValueLanguage
dc.contributor.authorHan, Jen_HK
dc.contributor.authorChang, XYen_HK
dc.contributor.authorZhu, LRen_HK
dc.contributor.authorPang, MLen_HK
dc.contributor.authorMeng, JBen_HK
dc.contributor.authorChui, SSYen_HK
dc.contributor.authorLai, SWen_HK
dc.contributor.authorRoy, VALen_HK
dc.date.accessioned2010-09-06T06:18:08Z-
dc.date.available2010-09-06T06:18:08Z-
dc.date.issued2009en_HK
dc.identifier.citationChemistry - An Asian Journal, 2009, v. 4 n. 7, p. 1099-1107en_HK
dc.identifier.issn1861-4728en_HK
dc.identifier.urihttp://hdl.handle.net/10722/69930-
dc.description.abstractA 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.languageengen_HK
dc.publisherWiley - V C H Verlag GmbH & Co. KGaA. The Journal's web site is located at http://www.wiley-vch.de/publish/en/journals/alphabeticIndex/2451en_HK
dc.relation.ispartofChemistry - An Asian Journalen_HK
dc.rightsPreprint 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.subjectConducting materialsen_HK
dc.subjectDiarylthiadiazoleen_HK
dc.subjectLiquid crystalsen_HK
dc.subjectMesophasesen_HK
dc.subjectMicrowave chemistryen_HK
dc.titleMicrowave-assisted synthesis, structure, and tunable liquid-crystal properties of 2,5-diaryl-1,3,4-thiadiazole derivatives through peripheral n-alkoxy chainsen_HK
dc.typeArticleen_HK
dc.identifier.openurlhttp://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+chainsen_HK
dc.identifier.emailChui, SSY: chuissy@hkucc.hku.hken_HK
dc.identifier.emailLai, SW: swlai@hku.hken_HK
dc.identifier.authorityChui, SSY=rp00686en_HK
dc.identifier.authorityLai, SW=rp00717en_HK
dc.description.naturelink_to_subscribed_fulltext-
dc.identifier.doi10.1002/asia.200800440en_HK
dc.identifier.pmid19492397-
dc.identifier.scopuseid_2-s2.0-68349100094en_HK
dc.identifier.hkuros158301en_HK
dc.relation.referenceshttp://www.scopus.com/mlt/select.url?eid=2-s2.0-68349100094&selection=ref&src=s&origin=recordpageen_HK
dc.identifier.volume4en_HK
dc.identifier.issue7en_HK
dc.identifier.spage1099en_HK
dc.identifier.epage1107en_HK
dc.identifier.isiWOS:000267893100012-
dc.publisher.placeGermanyen_HK
dc.identifier.scopusauthoridHan, J=26643236400en_HK
dc.identifier.scopusauthoridChang, XY=35228686400en_HK
dc.identifier.scopusauthoridZhu, LR=25724035400en_HK
dc.identifier.scopusauthoridPang, ML=7102068655en_HK
dc.identifier.scopusauthoridMeng, JB=7202449684en_HK
dc.identifier.scopusauthoridChui, SSY=8297453100en_HK
dc.identifier.scopusauthoridLai, SW=7402937200en_HK
dc.identifier.scopusauthoridRoy, VAL=7005870324en_HK

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