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Ionic liquid crystals with hemicyanine chromophores

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Abstract
(E)-N-alkyl-4-(2-(4-dimethylaminophenyl)ethenyl) pyridinium bromides (hemicyanine bromides) with C-14, C-16 and C-18 straight alkyl chains are described. The thermal behaviour of these compounds was investigated by differential scanning calorimetry (DSC) and by optical microscopy. The textures observed in polarised light revealed that these compounds exhibit a smectic A mesophase. A focal-conic fan texture was observed, together with regions showing homeotropic alignment. The phase behaviour of the compound with the C(1)6 chain can be summarized as: Cr-1. 99 . Cr-2. 249 . SmA . 268 . I (dec.). The transition temperatures are rather independent of the length of the alkyl chain. The compounds have a strong tendency to supercool to a glassy mesophase. A structural model for the mesophase is proposed. The bromide anion of the hemicyanine bromides can be replaced by the bulky tetrakis(beta-diketonato)lanthanide(III) anion. As the beta-diketone, 2,4-pentanedione (acetylacetone, acac) and 1,3-diphenyl-1,3-propanedione (dibenzoylmethane, DBM) are chosen. None of the lanthanide complexes containing the hemicyanine chromophore shows a mesophase. The complexes either melt directly to an isotropic liquid, or decompose without melting.
Keywords
liquid crystals, hemicyanine, MONOLAYERS, DYES, OPTICAL-PROPERTIES, 2ND-HARMONIC GENERATION, RARE-EARTH COMPLEX, LANGMUIR-BLODGETT-FILM, glassy mesophase, metallomesogens, beta-diketone, rare earths, lanthanides

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Chicago
Binnemans, Koen, C Bex, and Rik Van Deun. 1999. “Ionic Liquid Crystals with Hemicyanine Chromophores.” Journal of Inclusion Phenomena and Macrocyclic Chemistry 35 (1-2): 63–73.
APA
Binnemans, Koen, Bex, C., & Van Deun, R. (1999). Ionic liquid crystals with hemicyanine chromophores. JOURNAL OF INCLUSION PHENOMENA AND MACROCYCLIC CHEMISTRY, 35(1-2), 63–73. Presented at the 1st International conference on Supramolecular Science and Technology.
Vancouver
1.
Binnemans K, Bex C, Van Deun R. Ionic liquid crystals with hemicyanine chromophores. JOURNAL OF INCLUSION PHENOMENA AND MACROCYCLIC CHEMISTRY. 1999;35(1-2):63–73.
MLA
Binnemans, Koen, C Bex, and Rik Van Deun. “Ionic Liquid Crystals with Hemicyanine Chromophores.” JOURNAL OF INCLUSION PHENOMENA AND MACROCYCLIC CHEMISTRY 35.1-2 (1999): 63–73. Print.
@article{1190450,
  abstract     = {(E)-N-alkyl-4-(2-(4-dimethylaminophenyl)ethenyl) pyridinium bromides (hemicyanine bromides) with C-14, C-16 and C-18 straight alkyl chains are described. The thermal behaviour of these compounds was investigated by differential scanning calorimetry (DSC) and by optical microscopy. The textures observed in polarised light revealed that these compounds exhibit a smectic A mesophase. A focal-conic fan texture was observed, together with regions showing homeotropic alignment. The phase behaviour of the compound with the C(1)6 chain can be summarized as: Cr-1. 99 . Cr-2. 249 . SmA . 268 . I (dec.). The transition temperatures are rather independent of the length of the alkyl chain. The compounds have a strong tendency to supercool to a glassy mesophase. A structural model for the mesophase is proposed. The bromide anion of the hemicyanine bromides can be replaced by the bulky tetrakis(beta-diketonato)lanthanide(III) anion. As the beta-diketone, 2,4-pentanedione (acetylacetone, acac) and 1,3-diphenyl-1,3-propanedione (dibenzoylmethane, DBM) are chosen. None of the lanthanide complexes containing the hemicyanine chromophore shows a mesophase. The complexes either melt directly to an isotropic liquid, or decompose without melting.},
  author       = {Binnemans, Koen and Bex, C and Van Deun, Rik},
  issn         = {0923-0750},
  journal      = {JOURNAL OF INCLUSION PHENOMENA AND MACROCYCLIC CHEMISTRY},
  keyword      = {liquid crystals,hemicyanine,MONOLAYERS,DYES,OPTICAL-PROPERTIES,2ND-HARMONIC GENERATION,RARE-EARTH COMPLEX,LANGMUIR-BLODGETT-FILM,glassy mesophase,metallomesogens,beta-diketone,rare earths,lanthanides},
  language     = {eng},
  location     = {Zakopane, Poland},
  number       = {1-2},
  pages        = {63--73},
  title        = {Ionic liquid crystals with hemicyanine chromophores},
  url          = {http://dx.doi.org/10.1023/A:1008146431142},
  volume       = {35},
  year         = {1999},
}

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