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New calamitic mesogens derived from a furan ring: Synthesis, characterization and study of their mesomorphic behavior
Journal of Molecular Liquids ( IF 5.3 ) Pub Date : 2020-10-18 , DOI: 10.1016/j.molliq.2020.114562
Nabih M. Abdulnabi , Mazin M. Abdul Razzaq Al-Obaidy , Ivan Hameed R. Tomi , Hamed Jasim Jaffer

A new series of mesogens bearing furan moiety, 4-[((5-(4-nitrophenyl)furan-2-yl)methylene)amino]phenyl 4-alkoxybenzoate (Ca-k) was synthesized by different organic methodologies. These mesogens possess an alkoxy chain at one arm and a nitro group at the opposite arm in addition to various linkages (imine and ester). Their chemical structures have been identified by various essential characterization techniques: infrared spectroscopy (FTIR), 1H and 13C nuclear magnetic resonance (NMR), and electron ionization-mass spectrometer (EI-MS). The thermal transition and optical behavior properties of the homologous series have been studied by differential scanning calorimetry (DSC) and a polarizing optical microscope (POM), respectively. The compounds of this series (Ca-Ck) displayed liquid crystalline phases, and all mesogens exhibited an enantiotropic nematic phase (N) in heating and cooling cycles except the compounds (Cd, Ce and Cf), which showed a monotropic nematic phase in the cooling cycle only. Additionally, the last member of this series (Ck) showed a smectic A (SmA) phase in addition to the nematic phase. The obtained results showed that the enantiotropic and monotropic mesogenic properties, in addition to the thermal stability of the mesophase for all mesogens, have been influenced thoroughly by increasing the number of carbon atoms in the terminal alkoxy tail and the nitro group on the other side. In addition to these results, these mesogens could be affected by other factors, such as polarity and polarizability of the linkages and other connected groups in the molecules. The liquid crystalline behaviors of the target compounds have been studied and discussed extensively and compared structurally in related literature.



中文翻译:

呋喃环衍生的新的钙族介晶:合成,表征和其同构行为的研究

通过不同的有机方法合成了一系列新的含呋喃部分的介晶,4-[(((5-(4-硝基苯基)呋喃-2-基)亚甲基)氨基]苯基4-烷氧基苯甲酸酯(C a-k)。这些介晶除了具有各种键(亚胺和酯)外,还在一个臂上具有烷氧基链,在相反臂上具有硝基。它们的化学结构已通过多种基本表征技术进行了鉴定:红外光谱(FTIR),1 H和13C核磁共振(NMR)和电子电离质谱仪(EI-MS)。分别通过差示扫描量热法(DSC)和偏振光学显微镜(POM)研究了同源序列的热转变和光学行为特性。该系列化合物(C a -C k)表现为液晶相,除加热化合物(C d,C e和C f)以外,所有介晶在加热和冷却循环中均表现出对映向列相(N)。仅在冷却循环中为单相向列相。此外,该系列的最后一个成员(C k)除向列相外,还表现出近晶A(SmA)相。所得结果表明,除了对所有介晶的中间相的热稳定性外,对映体和单相介晶性质还受到末端烷氧基尾部碳原子数和另一侧硝基基团数目增加的影响。除这些结果外,这些液晶元还可能受到其他因素的影响,例如分子中键和其他连接基团的极性和极化性。在相关文献中已经广泛研究和讨论了目标化合物的液晶行为,并在结构上进行了比较。

更新日期:2020-10-19
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