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Original Articles

Synthesis and smectogenic properties of novel phloroglucinol-based star-shaped liquid crystals containing three peripheral alkyloxylated Schiff base arms

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Pages 516-527 | Published online: 08 Jan 2013

References

  • Yao , DS , Zhang , BY , Li , YH and Xiao , WQ. 2004 . Synthesis and mesomorphism of novel star-shaped glassy liquid crystals containing pentaerythritol esters . Tetrahedron Lett , 45 : 8953 – 8956 .
  • Tian , M , Zhang , BY , Cong , YH , Zhang , N and Yao , DS. 2009 . Mesomorphic properties of multi-arm liquid crystals containing glucose and sorbitol as cores . J Mol Struct (Theochem) , 923 : 39 – 44 .
  • Shimizu , Y , Kurobe , A , Monobe , H , Terasawa , N , Kiyohara , K and Uchida , K. 2003 . Calamitic and discotic mesophases formed by kinetically controlled rod-disc alternation of molecular shape in a triphenylene-azobenzene mesogenic system . Chem Commun , 14 : 1676 – 1677 .
  • Tian , M , Zhang , BY , Cong , YH , He , XZ , Chu , HS and Zhang , XY. 2010 . Cholesteric star-shaped liquid crystals induced by a maltose core: synthesis and characteristics . Liq Cryst , 37 : 1373 – 1379 .
  • Henderson , PA , Cook , AG and Imrie , CT. 2004 . Oligomeric liquid crystals: from monomers to trimers . Liq Cryst , 31 : 1427 – 1434 .
  • Henderson , PA and Imrie , CT. 2005 . Non-symmetric liquid crystal trimers . Liq Cryst , 32 : 673 – 682 .
  • Henderson , PA and Imrie , CT. 2005 . Liquid crystal tetramers: influence of molecular shape on liquid crystal behaviour . Liq Cryst , 32 : 1531 – 1541 .
  • Yeap , GY , Hng , TC , Mahmood , WAK , Gorecka , E , Takeuchi , D and Osakada , K. 2009 . Chirality-induced liquid crystalline properties of seven-ring trimeric mesogens incorporating dual chiral centers . Mol Cryst Liq Cryst , 506 : 109 – 133 .
  • Yeap , GY , Hng , TC , Mahmood , WAK , Gorecka , E , Takeuchi , D and Osakada , K. 2008 . Novel nonsymmetric trimeric liquid crystals exhibiting glassy nematic state at low temperature . Mol Cryst Liq Cryst , 487 : 135 – 152 .
  • Imrie , CT , Henderson , PA and Yeap , GY. 2009 . Liquid crystal oligomers: going beyond dimers . Liq Cryst , 36 : 755 – 777 .
  • Yelamaggad , CV , Shashikala , I , Shankar Rao , DS and Krishna Prasad , S . 2004 . Bent-core V-shaped mesogens consisting of salicylaldimine mesogenic segments: synthesis and characterization of mesomorphic behaviour . Liq Cryst , 31 : 1027 – 1036 .
  • Umadevi , S and Sadashiva , BK. 2005 . New five-ring symmetrical bent-core mesogens exhibiting the fascinating B7 phase . Liq Cryst , 32 : 1233 – 1241 .
  • Achten , R , Koudijs , A , Giesbers , M , Marcelis , ATM , Sudhölter , E JR , Schroeder , MW and Weissflog , W. 2007 . Liquid crystalline dimers with bent-core mesogenic units . Liq Cryst , 34 : 59 – 64 .
  • Balamurugan , S and Kannan , P. 2009 . Synthesis and characterization of symmetrical banana shaped liquid crystalline polyethers . J Mol Struct (Theochem) , 934 : 44 – 52 .
  • Wang , H , Zheng , Z and Shen , D. 2012 . Blue phase liquid crystals induced by bent-shaped molecules based on 1,3,4-oxadiazole derivatives . Liq Cryst , 39 : 99 – 103 .
  • Yeap , GY , Heng , BT , Tanabe , M and Takeuchi , D. 2012 . Synthesis, characterization, and anisotropic properties of 5-alkoxy-2-((4-(phenyldiazenyl)phenylimino)methyl)phenol and their copper(II) complexes . Mol Cryst Liq Cryst , 552 : 217 – 227 .
  • Rezvani , Z , Divband , B , Abbasi , AR and Nejati , K. 2006 . Liquid crystalline properties of copper(II) complexes derived from azo-containing salicylaldimine ligands . Polyhedron , 25 : 1915 – 1920 .
  • Patel , D , Bhattacharya , K , Patel , P and Dave , JS. 2003 . Synthesis, characterization, and study of mesogenic properties of Cu(II) and Ni(II) complexes of Bis- and tetradentate Schiff's based derived from 2-hydroxy-4-(n-alkoxy) benzaldehydes . Mol Cryst Liq Cryst , 403 : 33 – 47 .
  • Abe , Y , Nakazima , N , Tanase , T , Katano , S , Mukai , H and Ohta , K. 2007 . Synthesis, structures, and mesormorphism of a series of Cu(II) salen complexes with 4-substituted long alkoxy chains . Mol Cryst Liq Cryst , 466 : 129 – 147 .
  • Chae , HW , Kadkin , ON and Choi , MG. 2009 . New heteropolynuclear metallomesogens: copper(II), palladium(II), nickel(II) and oxovanadium(IV) chelates with [3]ferrocenophane‐containing Schiff's base and β-aminovinylketone . Liq Cryst , 36 : 53 – 60 .
  • Singh , B , Singh , MK , Dhar , R and Srivastava , AK. 2004 . Synthesis, characterization and mesomorphic properties of n-(4-n-alkoxy-2-hydroxybenzylidene)-4-carbethoxyaniline and their copper complexes . Mol Cryst Liq Cryst , 411 : 29 – 40 .
  • Jung , BM , Huang , YD and Chang , JY. 2010 . Preparation of discotic metallomesogens based on phenacylpyridines showing room temperature columnar phases . Liq Cryst , 37 : 85 – 92 .
  • Lee , JH , Jang , I , Hwang , SH , Lee , SJ , Yoo , SH and Jho , JY. 2012 . Self-assembled discotic nematic liquid crystals formed by simple hydrogen bonding between phenol and pyridine moieties . Liq Cryst , 39 : 973 – 981 .
  • Lee , JH , Han , MJ , Hwang , SH , Jang , I , Lee , SJ , Yoo , SH , Jho , JY and Park , SY. 2005 . Self-assembled discotic liquid crystals formed by hydrogen bonding of alkoxystilbazoles . Tetrahedron Lett , 46 : 7143 – 7146 .
  • Lee , SJ , You , MK , Lee , SW , Lee , J , Lee , JH and Jho , JY. 2011 . Star-shaped supramolecular liquid crystals formed by hydrogen bonding between phloroglucinol and stillbazole derivatives with different molecular shapes . Liq Cryst , 38 : 1289 – 1299 .
  • Goldmann , D , Janietz , D , Schmidt , C and Wendorff , JH. 2004 . Columnar liquid crystalline phases through hydrogen bonding and nanoscale segregation . J Mater Chem , 14 : 1521 – 1525 .
  • Stackhouse , PJ , Wilson , A , Lacey , D and Hird , M. 2010 . Synthesis and properties of novel columnar liquid crystals based on symmetrical and non-symmetrical 1,3,5-trisubstituted benzene derivatives . Liq Cryst , 37 : 1191 – 1203 .
  • Zhang , BY , Yao , DS , Meng , FB and Li , YH. 2005 . Structure and properties of novel three-armed star-shaped liquid crystals . J Mol Struct (Theochem) , 741 : 135 – 140 .
  • Yao , DS , Zhang , BY , Zhang , WW and Tian , M. 2008 . A new class of star-shaped cholesteric liquid crystal containing a 1,3,5-trihydroxybenzene unit as a core . J Mol Struct (Theochem) , 881 : 83 – 89 .
  • Lehmann , M , Gearba , RI , Ivanov , DA and Koch , MHJ. 2004 . New star-shaped mesogens with three different arms on a 1,3,5-benzene core . Mol Cryst Liq Cryst , 411 : 397 – 406 .
  • Salisu , AA. 2008 . Synthesis and mesomorphic properties of a disc-shaped 1,3,5-triazine liquid crystal containing azobenzene at the peripheral arms . Int J Pure Appl Sci , 2 ( 3 ) : 119 – 124 .
  • Meier , H , Lehmann , M , Holst , HC and Schwöppe , D. 2004 . Star-shaped conjugated compounds forming nematic discotic systems . Tetrahedron , 60 : 6881 – 6888 .
  • Holst , HC , Pakula , T and Meier , H. 2004 . Liquid crystal in the series of 2,4,6-tristyryl-1,3,5-triazines . Tetrahedron , 60 : 6765 – 6775 .
  • Goldmann , D , Nordsieck , A , Janietz , D , Frese , T , Claidia , S and Wendorff , J. 2004 . Smectic and columnar liquid crystalline phases through charge-transfer interactions . Mol Cryst Liq Cryst , 411 : 337 – 344 .
  • Salisu , AA and Kogo , AA. 2010 . New liquid crystals in the series of 1,3,5-triazine compounds containing azobenzene at the peripheral arms . Bay J Pure Appl Sci , 3 : 54 – 58 .
  • Attard , GS , Douglass , AG , Imrie , CT and Taylor , L. 1992 . Liquid crystalline cyclic trimers derived from benzene-1,3,5-tricarboxylic acid . Liq Cryst , 11 : 779 – 784 .
  • Singh , IP , Sidana , J , Bharate , SB and Foley , WJ. 2010 . Phloroglucinol compounds of natural origin: synthetic aspects . Nat Prod Rep , 27 : 393 – 416 .
  • Hogan CM. Coastal Woodfern (Dryopteris arguta) [Internet]. GlobelTwitcher.com, ed. 2008, Nicklas Stromberg [cited 2012 Jun 25]. http://www.globaltwitcher.com/artspec_information.asp?thingid=88976 (http://www.globaltwitcher.com/artspec_information.asp?thingid=88976)
  • Blackman , AJ , Rogers , GI and Volkman , JK. 1988 . Phloroglucinol derivatives from three Australian marine algae of the Genus Zonaria . J Nat Prod , 51 : 158 – 160 .
  • Appendino , G , Maxia , L , Bettoni , P , Locatelli , M , Valdivia , C , Ballero , M , Stavri , M , Gibbons , S and Sterner , O. 2006 . Antibacterial galloylated alkylphloroglucinol glucosides from myrtle (Myrtus communis) . J Nat Prod , 69 : 251 – 254 .
  • Mathekga , ADM , Meyer , JJM , Horn , MM and Drewes , SE. 2000 . An acylated phloroglucinol with antimicrobial properties from Helichrysum caespititum . Phytochemistry , 53 : 93 – 96 .
  • Winkelmann , K , Heilmann , J , Zerbe , O and Sticher , O. 2000 . New phloroglucinol derivatives from Hypericum papuanum . J Nat Prod , 63 : 104 – 108 .
  • Pfeuffer , T , Hanft , D and Strohriegl , P. 2002 . Vitrifying star-shaped liquid crystals: synthesis and application in cholesteric polymer networks . Liq Cryst , 29 : 1555 – 1564 .
  • Chen , HP , Katsis , D , Mastrangelo , JC , Chen , SH , Jacobs , SD and Hood , PJ. 2000 . Glassy liquid-crystals films with opposite chirality as high-performance optical notch filters and reflectors . Adv Mater , 12 : 1283
  • Feldman , DE. 2001 . Quasi-long range order in glass states of impure liquid crystals, magnets and superconductors . Int J Mod Phys B , 15 : 2945 – 2976 .
  • Van de witte , P and Lub , J. 1999 . Optical components from a new vitrifying liquid crystal . Liq Cryst , 26 : 1039 – 1046 .
  • Yeap , GY , Ooi , YH , Kubo , K and Ito , MM. Synthesis and mesomorphic properties of novel three-armed star-shaped mesogens of phloroglucinol (1,3,5-trihydroxybenzene) containing Schiff-base moiety . Phase Trans , 2012 1 – 15 .
  • Yoon , DW , Jeong , SD , Song , MY and Lee , CH. 2007 . Calix[6]pyrroles capped with 1,3,5-trisubstituted benzene . Supramol Chem , 19 : 265 – 270 .
  • Yeap , GY , Ooi , YH , Kubo , K and Ito , MM. 2012 . Synthesis and mesomorphic properties of 4-(4-bromopropyloxy)-4′-(4-alkyloxybenzylidene)anilines . Chin Chem Lett , 23 : 769 – 772 .
  • Tamba , MG , Bobrovsky , A , Shibaev , V , Pelzl , G , Baumeister , U and Weissflog , W. 2011 . Photochromic azobenzene functionalized banana-calamitic dimers and trimers: mesophase behavior and photo-orientational phenomenon . Liq Cryst , 38 : 1531 – 1550 .
  • Goldmann , D , Janietz , D , Schmidt , C and Wendorff , JH. 1998 . Liquid crystalline 1,3,5-triazines incorporating rod-like azobenzene sub-units . Liq Cryst , 25 : 711 – 719 .

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