Novel Class of Ambipolar Columnar Liquid Crystals Based on Cyclic Dipeptide and Isatin Hybrids

A new class of cyclic dipeptide-isatin hybrids was synthesized using 2,5-diketopiperazine and various isatin derivatives bearing flexible chains and extended aromatic rings in a double Knoevenagel condensation process. These new series demonstrate high solubility and good thermal stability with decomposition temperatures exceeding 370 °C, especially the molecular design with efficient space-filling (CI5 and CI6) stabilized columnar liquid crystalline phase. The hole and electron carrier mobility of the CI5 compound, measured using the space charge limited current (SCLC) technique, were found to be 9.46×10<sup>-4</sup> cm<sup>2</sup>/V.s and 7.88×10<sup>-4</sup> cm<sup>2</sup>/V.s respectively. The stabilization of columnar self-assembly and observation of ambipolar charge carrier mobility in cyclic dipeptide-isatin hybrids make them a promising class of self-assembling organic semiconductors.

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Publication Details

Journal
ChemPhysChem
Published
2024-12-04
DOI
https://doi.org/10.1002/cphc.202400980
Citations
2
Primary Topic
Liquid Crystal Research Advancements
Type
article
Field-Weighted Citation Impact
0.24
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article

Novel Class of Ambipolar Columnar Liquid Crystals Based on Cyclic Dipeptide and Isatin Hybrids

Paresh Kumar Behera, Manoj A. G. Namboothiry, Sandeep Kumar, K N Anjana et al.
2 citations
ChemPhysChem
Liquid Crystal Research Advancements
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article

Novel Class of Ambipolar Columnar Liquid Crystals Based on Cyclic Dipeptide and Isatin Hybrids

Paresh Kumar Behera, Manoj A. G. Namboothiry, Sandeep Kumar, K N Anjana, B. Anitha, Alakananda Patra, Ammathnadu S. Achalkumar, Rahul Ahmed
article en
2 citations

Abstract

A new class of cyclic dipeptide-isatin hybrids was synthesized using 2,5-diketopiperazine and various isatin derivatives bearing flexible chains and extended aromatic rings in a double Knoevenagel condensation process. These new series demonstrate high solubility and good thermal stability with decomposition temperatures exceeding 370 °C, especially the molecular design with efficient space-filling (CI5 and CI6) stabilized columnar liquid crystalline phase. The hole and electron carrier mobility of the CI5 compound, measured using the space charge limited current (SCLC) technique, were found to be 9.46×10<sup>-4</sup> cm<sup>2</sup>/V.s and 7.88×10<sup>-4</sup> cm<sup>2</sup>/V.s respectively. The stabilization of columnar self-assembly and observation of ambipolar charge carrier mobility in cyclic dipeptide-isatin hybrids make them a promising class of self-assembling organic semiconductors.

ChemPhysChemVol. 26(5)
Raman Research Institute (IN), Indian Institute of Technology Guwahati (IN), Indian Institute of Science Education and Research Thiruvananthapuram (IN)
Openalex Percentile: Top 56%
Liquid Crystal Research Advancements
0.24
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