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基于环二肽和异吲哚酮杂化物的新型双极性柱状液晶

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

作者信息

Ahmed Rahul, Kumar Behera Paresh, K N Anjana, B Anitha, Patra Alakananda, Kumar Sandeep, Namboothiry Manoj Ag, Sudhakar Achalkumar Ammathnadu

机构信息

Department of Chemistry, Indian Institute of Technology Guwahati, Guwahati, Assam, 781039, India.

School of Physics, Indian Institute of Science Education and Research Thiruvananthapuram, Maruthamala PO, Vithura, Thiruvananthapuram - Kerala, 695551, India.

出版信息

Chemphyschem. 2025 Mar 3;26(5):e202400980. doi: 10.1002/cphc.202400980. Epub 2025 Jan 6.

DOI:10.1002/cphc.202400980
PMID:39629897
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 cm/V.s and 7.88×10 cm/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.

摘要

通过2,5-二酮哌嗪与各种带有柔性链和扩展芳香环的异吲哚酮衍生物,在双克诺文纳格尔缩合过程中合成了一类新型的环状二肽-异吲哚酮杂化物。这些新系列表现出高溶解度和良好的热稳定性,分解温度超过370°C,特别是具有高效空间填充的分子设计(CI5和CI6)稳定了柱状液晶相。使用空间电荷限制电流(SCLC)技术测量,CI5化合物的空穴和电子载流子迁移率分别为9.46×10 cm/V.s和7.88×10 cm/V.s。环状二肽-异吲哚酮杂化物中柱状自组装的稳定化和双极性电荷载流子迁移率的观察,使其成为一类有前途的自组装有机半导体。

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