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Article: Synthesis and liquid crystal properties of a new class of calamitic mesogens based on substituted 2,5-diaryl-1,3,4-thiadiazole derivatives with wide mesomorphic temperature ranges

TitleSynthesis and liquid crystal properties of a new class of calamitic mesogens based on substituted 2,5-diaryl-1,3,4-thiadiazole derivatives with wide mesomorphic temperature ranges
Authors
KeywordsHeterocyclic liquid crystals
Microwave-assisted synthesis
Phase transition
Structure-property relationship
Issue Date2008
PublisherTaylor & Francis Ltd. The Journal's web site is located at http://www.tandf.co.uk/journals/titles/02678292.asp
Citation
Liquid Crystals, 2008, v. 35 n. 12, p. 1379-1394 How to Cite?
AbstractLiquid crystals based on substituted 2,5-diaryl-1,3,4-thiadiazole derivatives (1a-1f, 3a and 3b) and 1,3,4-oxadiazole analogues (2a-2f, 4a and 4b) were synthesised and characterised by 1H, 13C nuclear magnetic resonance, Fourier transform infrared, mass spectrometry, high-resolution mass spectrometry techniques and elemental analyses. The X-ray crystal structure of 1e revealed that it contains tilted lamellar arrangement of molecules in the crystalline solid. The liquid crystal properties have been investigated by polarised-light optical microscopy, differential scanning calorimetry and in-situ variable-temperature X-ray diffraction. All compounds (except 2e and 2f) exhibited thermotropic liquid crystal behaviours with various mesophases (smectic A and C, nematic N or soft crystal E phases). Notably, the 1,3,4-thiadiazole derivatives consistently have wider mesomorphic temperature ranges than those of the respective 1,3,4-oxadiazole analogues. The solutions of all compounds in CH2Cl2 individually displayed one or two absorption bands with λ max values at 297-355 nm and emitted with λ max values at 363-545 nm and quantum yields of 0.12-0.73. Structure-property relationships of these compounds are discussed in the contexts of their molecular structures and weak intermolecular interactions. © 2008 Taylor & Francis.
Persistent Identifierhttp://hdl.handle.net/10722/58440
ISSN
2023 Impact Factor: 2.4
2023 SCImago Journal Rankings: 0.395
ISI Accession Number ID
Funding AgencyGrant Number
National Natural Science Foundation of China20772064
University of Hong Kong (HKU)
Funding Information:

This work was financially supported by grants from the National Natural Science Foundation of China (Project No. 20772064). SSYC acknowledges the award of a research assistant professorship from The University of Hong Kong (HKU).

References

 

DC FieldValueLanguage
dc.contributor.authorHan, Jen_HK
dc.contributor.authorChang, XYen_HK
dc.contributor.authorZhu, LRen_HK
dc.contributor.authorWang, YMen_HK
dc.contributor.authorMeng, JBen_HK
dc.contributor.authorLai, SWen_HK
dc.contributor.authorChui, SSYen_HK
dc.date.accessioned2010-05-31T03:30:20Z-
dc.date.available2010-05-31T03:30:20Z-
dc.date.issued2008en_HK
dc.identifier.citationLiquid Crystals, 2008, v. 35 n. 12, p. 1379-1394en_HK
dc.identifier.issn0267-8292en_HK
dc.identifier.urihttp://hdl.handle.net/10722/58440-
dc.description.abstractLiquid crystals based on substituted 2,5-diaryl-1,3,4-thiadiazole derivatives (1a-1f, 3a and 3b) and 1,3,4-oxadiazole analogues (2a-2f, 4a and 4b) were synthesised and characterised by 1H, 13C nuclear magnetic resonance, Fourier transform infrared, mass spectrometry, high-resolution mass spectrometry techniques and elemental analyses. The X-ray crystal structure of 1e revealed that it contains tilted lamellar arrangement of molecules in the crystalline solid. The liquid crystal properties have been investigated by polarised-light optical microscopy, differential scanning calorimetry and in-situ variable-temperature X-ray diffraction. All compounds (except 2e and 2f) exhibited thermotropic liquid crystal behaviours with various mesophases (smectic A and C, nematic N or soft crystal E phases). Notably, the 1,3,4-thiadiazole derivatives consistently have wider mesomorphic temperature ranges than those of the respective 1,3,4-oxadiazole analogues. The solutions of all compounds in CH2Cl2 individually displayed one or two absorption bands with λ max values at 297-355 nm and emitted with λ max values at 363-545 nm and quantum yields of 0.12-0.73. Structure-property relationships of these compounds are discussed in the contexts of their molecular structures and weak intermolecular interactions. © 2008 Taylor & Francis.en_HK
dc.languageengen_HK
dc.publisherTaylor & Francis Ltd. The Journal's web site is located at http://www.tandf.co.uk/journals/titles/02678292.aspen_HK
dc.relation.ispartofLiquid Crystalsen_HK
dc.subjectHeterocyclic liquid crystalsen_HK
dc.subjectMicrowave-assisted synthesisen_HK
dc.subjectPhase transitionen_HK
dc.subjectStructure-property relationshipen_HK
dc.titleSynthesis and liquid crystal properties of a new class of calamitic mesogens based on substituted 2,5-diaryl-1,3,4-thiadiazole derivatives with wide mesomorphic temperature rangesen_HK
dc.typeArticleen_HK
dc.identifier.openurlhttp://library.hku.hk:4550/resserv?sid=HKU:IR&issn=0267-8292&volume=35&spage=1379&epage=1394&date=2008&atitle=Synthesis+and+liquid+crystal+properties+of+a+new+class+of+calamitic+mesogens+based+on+substituted+2,5-diaryl-1,3,4-thiadiazole+derivatives+with+wide+mesomorphic+temperature+rangesen_HK
dc.identifier.emailLai, SW: swlai@hku.hken_HK
dc.identifier.emailChui, SSY: chuissy@hkucc.hku.hken_HK
dc.identifier.authorityLai, SW=rp00717en_HK
dc.identifier.authorityChui, SSY=rp00686en_HK
dc.description.naturelink_to_subscribed_fulltext-
dc.identifier.doi10.1080/02678290802617724en_HK
dc.identifier.scopuseid_2-s2.0-57749086871en_HK
dc.identifier.hkuros155484en_HK
dc.relation.referenceshttp://www.scopus.com/mlt/select.url?eid=2-s2.0-57749086871&selection=ref&src=s&origin=recordpageen_HK
dc.identifier.volume35en_HK
dc.identifier.issue12en_HK
dc.identifier.spage1379en_HK
dc.identifier.epage1394en_HK
dc.identifier.isiWOS:000261739300007-
dc.publisher.placeUnited Kingdomen_HK
dc.identifier.scopusauthoridHan, J=26643236400en_HK
dc.identifier.scopusauthoridChang, XY=35228686400en_HK
dc.identifier.scopusauthoridZhu, LR=25724035400en_HK
dc.identifier.scopusauthoridWang, YM=14625644400en_HK
dc.identifier.scopusauthoridMeng, JB=7202449684en_HK
dc.identifier.scopusauthoridLai, SW=7402937200en_HK
dc.identifier.scopusauthoridChui, SSY=8297453100en_HK
dc.identifier.citeulike3837853-
dc.identifier.issnl0267-8292-

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