4-(1-ethyl-1H-benzo[d]imidazol-2-yl)thiazole

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: 4-(1-ethyl-1H-benzo[d]imidazol-2-yl)thiazole
• 英文别名: 1-Ethyl-2-(1,3-thiazol-4-yl)-1H-benzimidazole；4-(1-ethylbenzimidazol-2-yl)-1,3-thiazole
• 化学式: C₁₂H₁₁N₃S
• 分子量: 229.305
• InChiKey: XZADGQSCJMBOJB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  59
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  tetrakis(acetonitrile)copper(I)tetrafluoroborate 、 双(2-二苯基磷苯基)醚 、 4-(1-ethyl-1H-benzo[d]imidazol-2-yl)thiazole 以 二氯甲烷 为溶剂， 反应 1.5h， 生成 [Cu(4-(1-ethyl-1H-benzo[d]imidazol-2-yl)thiazole)(bis(2-(diphenylphosphanyl)phenyl)ether)]BF₄
  参考文献：
  名称：

  A green-emitting Cu complex for oxygen-sensing purpose: Synthesis, characterization and photophysical features

  摘要：

  In the present work, a green-emitting Cu(I) complex [Cu(BT-Et)(POP)]BF4 was synthesized and fully characterized, where BT-Et = 4-(1-ethyl-1H-benzo[d]imidazol-2-yl)thiazole, POP = bis(2-(diphenylphosphanyl)phenyl) ether, respectively. An ethyl group was connected onto the diamine ligand to breach pi-pi attraction within solid [Cu(BT-Et)(POP)]BF4, favoring O-2 molecule attack and sensitivity improvement. Its molecular identity was confirmed by single crystal analysis and theoretical calculation. [Cu(BT-Et)(POP)]BF4 emitted long-lived green emission peaking at 521 nm upon photoexcitation which was vulnerable towards O-2 molecule, making itself a potential oxygen sensing material. [Cu(BT-Et)(POP)]BF4 was then doped into a silica supporting matrix MCM-41. The resulting composite samples showed sensing behavior towards O-2 molecule, with short response time of 10 s and sensitivity of 5.56. (C) 2015 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.saa.2015.02.014
• 作为产物：
  描述：

  溴乙烷 、 噻菌灵 在 sodium hydroxide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 37.0h， 生成 4-(1-ethyl-1H-benzo[d]imidazol-2-yl)thiazole
  参考文献：
  名称：

  A green-emitting Cu complex for oxygen-sensing purpose: Synthesis, characterization and photophysical features

  摘要：

  In the present work, a green-emitting Cu(I) complex [Cu(BT-Et)(POP)]BF4 was synthesized and fully characterized, where BT-Et = 4-(1-ethyl-1H-benzo[d]imidazol-2-yl)thiazole, POP = bis(2-(diphenylphosphanyl)phenyl) ether, respectively. An ethyl group was connected onto the diamine ligand to breach pi-pi attraction within solid [Cu(BT-Et)(POP)]BF4, favoring O-2 molecule attack and sensitivity improvement. Its molecular identity was confirmed by single crystal analysis and theoretical calculation. [Cu(BT-Et)(POP)]BF4 emitted long-lived green emission peaking at 521 nm upon photoexcitation which was vulnerable towards O-2 molecule, making itself a potential oxygen sensing material. [Cu(BT-Et)(POP)]BF4 was then doped into a silica supporting matrix MCM-41. The resulting composite samples showed sensing behavior towards O-2 molecule, with short response time of 10 s and sensitivity of 5.56. (C) 2015 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.saa.2015.02.014

文献信息

• LIGAND EXCHANGE THERMOCHROMIC SYSTEMS AND HIGH E LIGANDS FOR SAME
  申请人：Byker J. Harlan

  公开号：US20080105851A1

  公开（公告）日：2008-05-08

  Ligand exchange of thermochromic, LETC, systems exhibiting a reversible change in absorbance of electromagnetic radiation as the temperature of the system is reversibly changed are described. The described LETC systems include one or more than one transition metal ion, which experiences thermally induced changes in the nature of the complexation or coordination around the transition metal ion(s) and, thereby, the system changes its ability to absorb electromagnetic radiation as the temperature changes. In accordance with certain aspects of the present invention, a thermochromic system is disclosed comprising a transition metal ion and a ligand wherein the ligand comprises a nitrogen-containing five or six membered heterocyclic compound that coordinates through the nitrogen atom to the transition metal ion in a HεMLC formed between the transition metal ion and the ligand. In accordance with other aspects of the present invention, thermochromic systems are disclosed comprising a transition metal ion with particularly useful ligands, such as phosphine compounds, tridentate ligands that coordinate through three nitrogen atoms, bidentate ligands, or ortho hindered pyridine monodentate ligands.

  本文描述了具有热致变色性质的配体交换（LETC）系统，当系统的温度可逆变化时，电磁辐射吸收率也可逆变化。所述的LETC系统包括一个或多个过渡金属离子，其经历热诱导的配位或配位环境的变化，从而使系统随着温度变化而改变吸收电磁辐射的能力。根据本发明的某些方面，公开了包括过渡金属离子和配体的热致变色系统，其中配体包括通过氮原子与过渡金属离子形成的HεMLC（配体与过渡金属离子之间的配位键）的含氮五元或六元杂环化合物。根据本发明的其他方面，公开了包括具有特别有用的配体的过渡金属离子的热致变色系统，例如膦化合物、通过三个氮原子配位的三齿配体、双齿配体或邻位受阻的吡啶单齿配体。
• LIGAND EXCHANGE THERMOCHROMIC SYSTEMS CONTAINING EXCHANGE METALS
  申请人：Byker J. Harlan

  公开号：US20080106781A1

  公开（公告）日：2008-05-08

  Ligand exchange of thermochromic, LETC, systems exhibiting a reversible change in absorbance of electromagnetic radiation as the temperature of the system is reversibly changed are described. The described LETC systems include one or more than one transition metal ion, which experiences thermally induced changes in the nature of the complexation or coordination around the transition metal ion(s) and, thereby, the system changes its ability to absorb electromagnetic radiation as the temperature changes. In accordance with one aspect of the present invention, a thermochromic system is disclosed comprising a first metal ion and a second metal ion and at least one ligand that complexes with the first metal ion to form a LεMLC and complexes with the second metal ion to form a HεMLC wherein an increase in temperature of the system results in a reversible net increase in its ability to absorb light energy in the 400 nm to 1400 nm range due to the ligand transferring from the first metal ion to the second metal ion.

  本文介绍了一种具有热致变色特性的配体交换系统，当系统的温度可逆变化时，其吸收电磁辐射的能力也可逆变化。所述的LETC系统包括一个或多个过渡金属离子，其在过渡金属离子周围的络合或配位发生热诱导变化，从而使系统随着温度变化而改变吸收电磁辐射的能力。根据本发明的一个方面，公开了一种热致变色系统，包括第一金属离子和第二金属离子以及至少一个配体，该配体与第一金属离子形成LεMLC配合物，并与第二金属离子形成HεMLC配合物，系统温度的升高导致可逆的净吸收光能力增加，范围为400纳米至1400纳米，这是由于配体从第一金属离子转移到第二金属离子造成的。
• LIGAND EXCHANGE THERMOCHROMIC, (LETC), SYSTEMS
  申请人：Byker J. Harlan

  公开号：US20080100902A1

  公开（公告）日：2008-05-01

  Ligand exchange of thermochromic, LETC, systems exhibiting a reversible change in absorbance of electromagnetic radiation as the temperature of the system is reversibly changed are described. The described LETC systems include one or more than one transition metal ion, which experiences thermally induced changes in the nature of the complexation or coordination around the transition metal ion(s) and, thereby, the system changes its ability to absorb electromagnetic radiation as the temperature changes.

  本文介绍了一种热致变色（LETC）系统的配体交换方法，该系统在温度可逆变化时显示出电磁辐射吸收的可逆变化。所述LETC系统包括一个或多个过渡金属离子，其在过渡金属离子周围的配位或络合性质发生热诱导变化，从而使系统在温度变化时改变吸收电磁辐射的能力。
• Ligand exchange thermochromic systems containing exchange metals
  申请人：Pleotint, L.L.C.

  公开号：US07538931B2

  公开（公告）日：2009-05-26

  Ligand exchange of thermochromic, LETC, systems exhibiting a reversible change in absorbance of electromagnetic radiation as the temperature of the system is reversibly changed are described. The described LETC systems include one or more than one transition metal ion, which experiences thermally induced changes in the nature of the complexation or coordination around the transition metal ion(s) and, thereby, the system changes its ability to absorb electromagnetic radiation as the temperature changes. In accordance with one aspect of the present invention, a thermochromic system is disclosed comprising a first metal ion and a second metal ion and at least one ligand that complexes with the first metal ion to form a LεMLC and complexes with the second metal ion to form a HεMLC wherein an increase in temperature of the system results in a reversible net increase in its ability to absorb light energy in the 400 nm to 1400 nm range due to the ligand transferring from the first metal ion to the second metal ion.

  本文介绍了一种可逆地改变吸收电磁辐射的温度敏感系统——热致变色系统（LETC），其通过配体交换实现。所述LETC系统包括一个或多个过渡金属离子，其在温度可逆变化时经历配位或络合物性质的热诱变化，从而使系统随着温度变化而改变吸收电磁辐射的能力。根据本发明的一个方面，公开了一种热致变色系统，包括第一金属离子和第二金属离子以及至少一个配体。该配体与第一金属离子形成LεMLC配合物，并与第二金属离子形成HεMLC配合物。系统温度升高会导致配体从第一金属离子转移到第二金属离子，从而使其在400 nm至1400 nm范围内吸收光能力的净增加可逆。
• Ligand exchange thermochromic systems and high ε ligands for same
  申请人：Pleotint, L.L.C.

  公开号：US08182718B2

  公开（公告）日：2012-05-22

  Ligand exchange of thermochromic, LETC, systems exhibiting a reversible change in absorbance of electromagnetic radiation as the temperature of the system is reversibly changed are described. The described LETC systems include one or more than one transition metal ion, which experiences thermally induced changes in the nature of the complexation or coordination around the transition metal ion(s) and, thereby, the system changes its ability to absorb electromagnetic radiation as the temperature changes. In accordance with certain aspects of the present invention, a thermochromic system is disclosed comprising a transition metal ion and a ligand wherein the ligand comprises a nitrogen-containing five or six membered heterocyclic compound that coordinates through the nitrogen atom to the transition metal ion in a HεMLC formed between the transition metal ion and the ligand. In accordance with other aspects of the present invention, thermochromic systems are disclosed comprising a transition metal ion with particularly useful ligands, such as phosphine compounds, tridentate ligands that coordinate through three nitrogen atoms, bidentate ligands, or ortho hindered pyridine monodentate ligands.

  描述了具有可逆吸收电磁辐射的变色性质的热致变色(LETC)系统的配体交换。所述的LETC系统包括一个或多个过渡金属离子，其在温度可逆变化时经历热诱导的配合物或配位环境的变化，因此系统随着温度变化而改变其吸收电磁辐射的能力。根据本发明的某些方面，公开了包括过渡金属离子和配体的热致变色系统，其中配体包括通过氮原子与过渡金属离子形成的HεMLC的含氮五元或六元杂环化合物。根据本发明的其他方面，公开了包括具有特别有用的配体的过渡金属离子的热致变色系统，例如膦化合物、通过三个氮原子配位的三齿配体、双齿配体或邻位受阻的吡啶单齿配体。