Hydrogen-Bonded Architectures and Field-Induced Polarization Switching in Bridged Bis(benzimidazole) Crystals

Hydrogen-Bonded Architectures and Field-Induced Polarization Switching in Bridged Bis(benzimidazole) Crystals
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DOI:
10.1021/acs.cgd.8b01436
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发表时间:
2018-12
影响因子:
3.8
通讯作者:
S. Horiuchi;S. Ishibashi;S. Inada;S. Aoyagi
S. Horiuchi;S. Ishibashi;S. Inada;S. Aoyagi
中科院分区:
化学2区
文献类型:
--
作者:
S. Horiuchi;S. Ishibashi;S. Inada;S. Aoyagi

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咪唑环是化学稳定的,并且形成了在其结晶状态下显示出外部可切换偏振的化合物的优良构建块。我们研究了9个桥连双(苯并咪唑)的结构特性,其中7个是新的化合物,试图确定其极性超分子结构的多稳定性所产生的高度极化的介电性能的物质。所选的桥接邻亚苯基、噻吩-2,5-二基或1H-咪唑-4,5-二基单元如预期的那样改善了热鲁棒性。溶液蒸发或真空升华的桥接的双(苯并咪唑)s提供单晶,有或没有溶剂分子,其中的分子是氢键键合,以形成扩展的带状物或环状低聚物结构。2,2 ′-(1,2-亚苯基)双-1H-苯并咪唑(BI 2 P)形成梯形带状结构,并根据NH原子在带状结构中的平行或反平行取向,以低偶极或高偶极构型存在。
The imidazole ring is chemically stable and forms an excellent building block for compounds that show externally switchable polarization in their crystalline states. We examined the structural properties of nine bridged bis(benzimidazole)s, of which seven were new compounds, in an attempt to identify substances with highly polarizable dielectric properties arising from the multistability of their polar supramolecular architectures. Selected bridging o-phenylene, thien-2,5-diyl, or 1H-imidazole-4,5-diyl units improved the thermal robustness as expected. Solution evaporation or vacuum sublimation of the bridged bis(benzimidazole)s afforded single crystals, with or without solvent molecules, in which the molecules were hydrogen bonded to form either extended ribbons or cyclic oligomeric structures. 2,2′-(1,2-Phenylene)bis-1H-benzimidazole (BI2P) formed ladder-like ribbons that exist as low- or high-dipole configurations depending on the parallel or antiparallel orientation of the NH hydrogen atoms between th...