Nematic phases in achiral unsymmetrical four-ring bent-core azo compounds possessing strongly polar cyano and nitro moieties as end substituents: Synthesis and characterization
Achiral unsymmetrical four-ring bent-core liquid crystals with strongly polar cyano and nitro moieties as substituents at one end and alkyloxy group (butyl to dodecyl) at the other end have been synthesized by a simple and straight forward synthetic method. The four phenyl rings are connected throug...
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Veröffentlicht in: | Dyes and pigments 2013-11, Vol.99 (2), p.447-455 |
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creator | Debnath, Somen Mohiuddin, Golam Turlapati, Srikanth Begum, Nazma Sarkar, Dipika Debnath Nandiraju Rao, V.S. |
description | Achiral unsymmetrical four-ring bent-core liquid crystals with strongly polar cyano and nitro moieties as substituents at one end and alkyloxy group (butyl to dodecyl) at the other end have been synthesized by a simple and straight forward synthetic method. The four phenyl rings are connected through azo, ester and imine linkages respectively and bent unit is derived from 3-aminobenzoicacid with 2-methyl substituent in the transverse direction of the molecule. The molecular structure characterization is consistent with elemental and spectroscopic analysis data. The materials thermal behaviour and phase characterization have been investigated by differential scanning calorimetry and polarizing optical microscopy. All the compounds exhibit enantiotropic nematic phase over a wide temperature range. The light induced cis–trans isomerization is also discussed.
[Display omitted]
•Design, synthesis of achiral four-ring unsymmetrical bent-core liquid crystals.•Bent or hockey-stick shaped molecules exhibiting nematic phases.•Nanoscale smectic clusters in nematic phase an important class of compounds.•Wide range nematic phases and stable supercooling of nematic phase. |
doi_str_mv | 10.1016/j.dyepig.2013.05.029 |
format | Article |
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[Display omitted]
•Design, synthesis of achiral four-ring unsymmetrical bent-core liquid crystals.•Bent or hockey-stick shaped molecules exhibiting nematic phases.•Nanoscale smectic clusters in nematic phase an important class of compounds.•Wide range nematic phases and stable supercooling of nematic phase.</description><identifier>ISSN: 0143-7208</identifier><identifier>EISSN: 1873-3743</identifier><identifier>DOI: 10.1016/j.dyepig.2013.05.029</identifier><language>eng</language><publisher>Elsevier Ltd</publisher><subject>Azo ; Azo dye ; Banana ; Cis–trans isomerization ; Cybotactics ; Esters ; Molecular structure ; Nematic ; Optical microscopy ; Phases ; Phenyls ; Polar ; Polarization</subject><ispartof>Dyes and pigments, 2013-11, Vol.99 (2), p.447-455</ispartof><rights>2013 Elsevier Ltd</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c339t-bec1d569728a7991363ef2ed72287c55c1f8ced271eceedccb30739302aa72953</citedby><cites>FETCH-LOGICAL-c339t-bec1d569728a7991363ef2ed72287c55c1f8ced271eceedccb30739302aa72953</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://www.sciencedirect.com/science/article/pii/S0143720813002003$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,776,780,3537,27901,27902,65306</link.rule.ids></links><search><creatorcontrib>Debnath, Somen</creatorcontrib><creatorcontrib>Mohiuddin, Golam</creatorcontrib><creatorcontrib>Turlapati, Srikanth</creatorcontrib><creatorcontrib>Begum, Nazma</creatorcontrib><creatorcontrib>Sarkar, Dipika Debnath</creatorcontrib><creatorcontrib>Nandiraju Rao, V.S.</creatorcontrib><title>Nematic phases in achiral unsymmetrical four-ring bent-core azo compounds possessing strongly polar cyano and nitro moieties as end substituents: Synthesis and characterization</title><title>Dyes and pigments</title><description>Achiral unsymmetrical four-ring bent-core liquid crystals with strongly polar cyano and nitro moieties as substituents at one end and alkyloxy group (butyl to dodecyl) at the other end have been synthesized by a simple and straight forward synthetic method. The four phenyl rings are connected through azo, ester and imine linkages respectively and bent unit is derived from 3-aminobenzoicacid with 2-methyl substituent in the transverse direction of the molecule. The molecular structure characterization is consistent with elemental and spectroscopic analysis data. The materials thermal behaviour and phase characterization have been investigated by differential scanning calorimetry and polarizing optical microscopy. All the compounds exhibit enantiotropic nematic phase over a wide temperature range. The light induced cis–trans isomerization is also discussed.
[Display omitted]
•Design, synthesis of achiral four-ring unsymmetrical bent-core liquid crystals.•Bent or hockey-stick shaped molecules exhibiting nematic phases.•Nanoscale smectic clusters in nematic phase an important class of compounds.•Wide range nematic phases and stable supercooling of nematic phase.</description><subject>Azo</subject><subject>Azo dye</subject><subject>Banana</subject><subject>Cis–trans isomerization</subject><subject>Cybotactics</subject><subject>Esters</subject><subject>Molecular structure</subject><subject>Nematic</subject><subject>Optical microscopy</subject><subject>Phases</subject><subject>Phenyls</subject><subject>Polar</subject><subject>Polarization</subject><issn>0143-7208</issn><issn>1873-3743</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2013</creationdate><recordtype>article</recordtype><recordid>eNp9UcuO1DAQtBBIDAt_wMFHLgl-JOOEAxJa8ZJWywE4W55OZ8ajxA5uByn7VXwiHobznlrdXVX9KMZeS1FLIfdvz_Ww4eKPtRJS16KtheqfsJ3sjK60afRTthOy0ZVRonvOXhCdhRCdVnLH_tzj7LIHvpwcIXEfuIOTT27ia6BtnjEnDyUb45qq5MORHzDkCmJC7h4ihzgvcQ0D8SVSUaALhHKK4ThtpTa5xGFzIXIXBh586fA5esy-THPEsVRpPVD2eS3C9I5_30I-IXn6x4CTSw4yJv9Q9ozhJXs2uonw1f94w35--vjj9kt19-3z19sPdxVo3efqgCCHdt8b1TnT91LvNY4KB6NUZ6BtQY4d4KCMREAcAA5aGN1roZwzqm_1DXtz1V1S_LUiZTt7ApwmFzCuZGUrdaP2XaMLtLlCIZUXJBztkvzs0malsBeD7NleDbIXg6xobTGo0N5faVjO-O0xWQKPoWzlE0K2Q_SPC_wFDZ2hnw</recordid><startdate>20131101</startdate><enddate>20131101</enddate><creator>Debnath, Somen</creator><creator>Mohiuddin, Golam</creator><creator>Turlapati, Srikanth</creator><creator>Begum, Nazma</creator><creator>Sarkar, Dipika Debnath</creator><creator>Nandiraju Rao, V.S.</creator><general>Elsevier Ltd</general><scope>AAYXX</scope><scope>CITATION</scope><scope>7QQ</scope><scope>8FD</scope><scope>JG9</scope></search><sort><creationdate>20131101</creationdate><title>Nematic phases in achiral unsymmetrical four-ring bent-core azo compounds possessing strongly polar cyano and nitro moieties as end substituents: Synthesis and characterization</title><author>Debnath, Somen ; Mohiuddin, Golam ; Turlapati, Srikanth ; Begum, Nazma ; Sarkar, Dipika Debnath ; Nandiraju Rao, V.S.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c339t-bec1d569728a7991363ef2ed72287c55c1f8ced271eceedccb30739302aa72953</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2013</creationdate><topic>Azo</topic><topic>Azo dye</topic><topic>Banana</topic><topic>Cis–trans isomerization</topic><topic>Cybotactics</topic><topic>Esters</topic><topic>Molecular structure</topic><topic>Nematic</topic><topic>Optical microscopy</topic><topic>Phases</topic><topic>Phenyls</topic><topic>Polar</topic><topic>Polarization</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Debnath, Somen</creatorcontrib><creatorcontrib>Mohiuddin, Golam</creatorcontrib><creatorcontrib>Turlapati, Srikanth</creatorcontrib><creatorcontrib>Begum, Nazma</creatorcontrib><creatorcontrib>Sarkar, Dipika Debnath</creatorcontrib><creatorcontrib>Nandiraju Rao, V.S.</creatorcontrib><collection>CrossRef</collection><collection>Ceramic Abstracts</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><jtitle>Dyes and pigments</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Debnath, Somen</au><au>Mohiuddin, Golam</au><au>Turlapati, Srikanth</au><au>Begum, Nazma</au><au>Sarkar, Dipika Debnath</au><au>Nandiraju Rao, V.S.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Nematic phases in achiral unsymmetrical four-ring bent-core azo compounds possessing strongly polar cyano and nitro moieties as end substituents: Synthesis and characterization</atitle><jtitle>Dyes and pigments</jtitle><date>2013-11-01</date><risdate>2013</risdate><volume>99</volume><issue>2</issue><spage>447</spage><epage>455</epage><pages>447-455</pages><issn>0143-7208</issn><eissn>1873-3743</eissn><abstract>Achiral unsymmetrical four-ring bent-core liquid crystals with strongly polar cyano and nitro moieties as substituents at one end and alkyloxy group (butyl to dodecyl) at the other end have been synthesized by a simple and straight forward synthetic method. The four phenyl rings are connected through azo, ester and imine linkages respectively and bent unit is derived from 3-aminobenzoicacid with 2-methyl substituent in the transverse direction of the molecule. The molecular structure characterization is consistent with elemental and spectroscopic analysis data. The materials thermal behaviour and phase characterization have been investigated by differential scanning calorimetry and polarizing optical microscopy. All the compounds exhibit enantiotropic nematic phase over a wide temperature range. The light induced cis–trans isomerization is also discussed.
[Display omitted]
•Design, synthesis of achiral four-ring unsymmetrical bent-core liquid crystals.•Bent or hockey-stick shaped molecules exhibiting nematic phases.•Nanoscale smectic clusters in nematic phase an important class of compounds.•Wide range nematic phases and stable supercooling of nematic phase.</abstract><pub>Elsevier Ltd</pub><doi>10.1016/j.dyepig.2013.05.029</doi><tpages>9</tpages></addata></record> |
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subjects | Azo Azo dye Banana Cis–trans isomerization Cybotactics Esters Molecular structure Nematic Optical microscopy Phases Phenyls Polar Polarization |
title | Nematic phases in achiral unsymmetrical four-ring bent-core azo compounds possessing strongly polar cyano and nitro moieties as end substituents: Synthesis and characterization |
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