Synthesis of novel symmetrical tetra- and hexacatenar di-amides containing 1,3,4-thiadiazole units and a study of their mesomorphic and luminescence properties

Elgueta, Elizabeth; Parra, M.; Díaz, Enzo; Barberá, Joaquín

doi:10.1080/02678292.2014.883446

Cited by 21 publications

(3 citation statements)

References 35 publications

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“…387 Elgueta et al developed polycatenar thiadiazole diamides 178 with Col h phases (Scheme 78). 388 The mesomorphic properties not only depended on length and number of peripheral alkoxy chains but also on the nature of the central connecting ring. Thus, phase widths decreased in the order phenyl > cyclohexyl > thiophene, while linear optical properties remained similar to quantum yields of 8−13%.…”

Section: Chemical Reviewsmentioning

confidence: 99%

Discotic Liquid Crystals

et al. 2015

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Section: Chemical Reviewsmentioning

confidence: 99%

Discotic Liquid Crystals

et al. 2015

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“…The oxygen atom in oxadiazole is interchanged by sulfur atoms which enhance its properties like higher melting and clearing temperatures, dipole moments, higher viscosity, and mesophase temperature range . In the literature, different shapes of fluorescent liquid crystals based on 1,3,4-thiadiazole are reported till date but very few with polycatenar LCs, star-shaped LCs, and supramolecular LCs. − In the present study, we report the OLED device performance by using newly synthesized supramolecular columnar hexagonal mesogens based on thiacalix[4]arene derivatives substituted with 1,3,4-thidiazoles derivatives. Its photophysical behavior suggests that the grating of thiadiazole derivatives on two sides of the thiacalix[4]arene core, which having a sulfur-rich environment can help to disperse the emitting nature of thiadiazole derivatives in the thiacalixarene core, respectively.…”

Section: Introductionmentioning

confidence: 99%

New Class of Supramolecular Bowl-Shaped Columnar Mesogens Derived from Thiacalix[4]arene Exhibiting Gelation and Organic Light-Emitting Diodes Applications

Sharma¹,

Sharma

Shah

et al. 2019

ACS Omega

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A new class of blue light-emitting bowl-shaped mesogens with the thiacalix[4]arene core appended with 1,3,4-thiadiazole derivatives having peripheral alkoxy side chains have been synthesized and well characterized. The liquid crystalline behavior of present synthesized derivatives was examined by optical polarizing microscopy, differential scanning calorimetry, and X-ray diffraction studies. It was observed that these thiacalix[4]arene derivatives were capable of stabilizing the observed Colh phase with a higher temperature range. The cone-shaped thiacalix[4]arene-based liquid crystals with peripheral alkoxy side chains able to pack into the columns with enriched intermolecular interactions and thermal behavior. All derivatives showed blue luminescence in solution, solid thin-film, and gelation state. The hexagonal columnar phase and emissive nature of thiadiazole-based thiacalixarene compounds having xerogel behavior make them favorable in the application of emissive electronic display devices. The electrochemical properties of these thiacalixarene-based compounds demonstrate the effect of alkyl side chain on the highest occupied molecular orbital–lowest unoccupied molecular orbital energy levels and also exhibited lower electron band gaps. The electroluminescence behavior of the compound 10c was examined as emissive layers in the fabrication of organic light-emitting diodes.

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“…Heterocycles are of crucial importance in the design and synthesis of novel organic functional materials, especially in the development of thermotropic liquid crystals, since phase structure, polarity, geometry, luminescence and many other molecular properties can be varied by the introduction of heteroatoms [42][43][44][45][46][47][48]. Generally, the pyridiniumbased ILC have been known since long time, thermotropic mesomorphism of pyridinium salts was noticed as early as 1938 by Knight and Shaw [8].…”

Section: Introductionmentioning

confidence: 99%

Star-shaped supramolecular ionic liquid crystals based on pyridinium salts

et al. 2018

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Series of novel star-shaped liquid crystals containing [1,1ʹ-biphenyl]-4,4ʹ-diyl diisonicotinate mesogens with various counterions (Br − , B-SO 3 − ,C-SO 3 − ,H 2 PO 4 − , BF 4 − ) have been synthesized and characterized, which display a nematic phase. The molecular structures of the liquid crystals, thereof consisting of rod-like mesogens linked together by different long alkyl spacers to a small disc-like core of central benzene-1,3,5-triyl triisonicotinate, have been fully characterized by 1 H NMR. Their thermal and supramolecular organization behaviours have been studied by combining polarized optical microscopy, differential scanning calorimetry and small-angle X-ray scattering. These investigations showed that the mesophase temperature range increased with increasing alkyl chain length and the clearing point decreased with increase of anion size. These star-shaped liquid crystals have a long and ordered molecular structure, the electron delocalization of the π-π stacking conjugation effect and the electrostatic attraction of ionic make them have good ferroelectric properties and ionic conductivity properties. The interest in preparing ionic liquid crystal with a nematic phase lies in the technological applications as it is well known that the nematic phase has the highest fluidity of all liquid crystalline phases and hence the possibility to align it by applying an external electric/magnetic field, commonly used in electro-optical devices.

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Synthesis of novel symmetrical tetra- and hexacatenar di-amides containing 1,3,4-thiadiazole units and a study of their mesomorphic and luminescence properties

Cited by 21 publications

References 35 publications

Discotic Liquid Crystals

Discotic Liquid Crystals

New Class of Supramolecular Bowl-Shaped Columnar Mesogens Derived from Thiacalix[4]arene Exhibiting Gelation and Organic Light-Emitting Diodes Applications

Star-shaped supramolecular ionic liquid crystals based on pyridinium salts

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