4,4'-dibutyl-2,2'-bithiazole | 263357-14-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4,4'-dibutyl-2,2'-bithiazole
• 英文别名: 4-Butyl-2-(4-butyl-1,3-thiazol-2-yl)-1,3-thiazole
• CAS: 263357-14-8
• 化学式: C₁₄H₂₀N₂S₂
• 分子量: 280.458
• InChiKey: APQNMKIUTMQMBS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  18
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  82.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4,4'-dibutyl-2,2'-bithiazole 在 N-溴代丁二酰亚胺(NBS) 、 四(三苯基膦)钯 、 caesium carbonate 作用下， 以 四氢呋喃 、 氯仿 、 水 为溶剂， 反应 48.0h， 生成
  参考文献：
  名称：

  含有双噻唑配体的环金属化铱 (III) 配合物用于更好的粘度检测

  摘要：

  检测粘度对于病理学研究至关重要，因为细胞微粘度的细微变化与病理和疾病有关。在这项工作中，合成了五种阳离子 Ir(III) 配合物Ir1-Ir5，分子式为 [Ir(ppy) 2 L ]PF 6，其中L1-L5是具有多种供体/受体尾部的共面联噻唑衍生物家族（质子、溴、四苯基乙烯、苯并噻吩、苯甲酸乙酯）。荧光实验表明L1-L5具有高量子产率（Ф  >33%）的荧光活性。然而，Ir1–Ir5的量子产率在 2.7% 到 7.7% 的范围内疲软。Log( I 620 nm )与Log(viscosity)之间存在线性关系，可定量测量1.36-669 cP范围内的粘度。此外，利用商业核染料（DAPI）、溶酶体染料（LysoGreen）和线粒体染料（MitoGreen）进行了细胞共定位实验，探索了Ir1在活细胞中的亚细胞定位能力，表明探针Ir1可以轻松通过细胞膜，并且可以准确地靶向活细胞中的溶酶体。此外，

  DOI：

  10.1016/j.dyepig.2022.110512
• 作为产物：
  描述：

  2-己酮 在 溴 作用下， 以 甲醇 、 乙醇 为溶剂， 反应 6.0h， 生成 4,4'-dibutyl-2,2'-bithiazole
  参考文献：
  名称：

  Coplanar Bithiazole-Centered Heterocyclic Aromatic Fluorescent Compounds Having Different Donor/Acceptor Terminal Groups

  摘要：

  A family of stable and soluble bithiazole-centered heterocyclic aromatic fluorescent compounds is described herein. All these multiple N-donor containing compounds have effective pi-conjugated systems and different imidazole, pyridine, thiophene, triphenylamino, benzoic acid, and ethyl benzoate tails showing distinguishable D-A-A-D and A-A-A-A structures. X-ray single-crystal structures of seven compounds indicate that all of the bithiazole cores have the same trans coplanar configuration but exhibit different dihedral angles with their adjacent aromatic heterocycles (4.5(6)-69.7(3)degrees). Optical and electrochemical results demonstrate that the TPA-terminated bithiazole compound 2TPA2TZ has yellow fluorescence and reversible redox activity as well as extraordinarily high thermal stability. Theoretical and experimental studies have been made to reveal the differences from related compounds with adjustable electronic properties. The internal reorganization energy (lambda) studies have been carried out to indicate the differences between the bithiazole-based derivatives and the corresponding bithiophene-based counterparts.

  DOI：

  10.1021/jo302706t

文献信息

• Synthesis and characterization of copolymers based on cyclopenta[c]thiophene and bithiazole and their transistor properties
  作者：Anjan Bedi、Satyaprasad P. Senanayak、K. S. Narayan、Sanjio S. Zade

  DOI：10.1002/pola.26867

  日期：2013.10

  Two new copolymers, P1 and P2, containing 5,5‐bis(dodecyloxymethyl)−5,6‐dihydro‐4H‐cyclopenta[c]thiophene (DCPT) or DCPT‐based thiophene trimer (as donor) and 4,4′‐dibutyl‐2,2′‐bithiazole (BTz, as weak acceptor) have been synthesized. To reduce the steric hindrance and enhance the conjugation, the thiophene spacers have been incorporated between DCPT and BTz in P2, which play an important role in maintaining

  两种新的共聚物P1和P2，分别包含5,5-双（十二烷氧基甲基）-5,6-二氢-4 H-环戊[ c ]噻吩（DCPT）或基于DCPT的噻吩三聚体（作为供体）和4,4'合成了二丁基-2,2'-联噻唑（BTz，作为弱受体）。为了减少空间位阻并增强共轭作用，P2中的DCPT和BTz之间引入了噻吩间隔基，它们在维持侧链有序和π堆积相互作用中起着重要作用。两种聚合物均表现出π堆积的距离（约0.37 nm），但在P2中的堆积程度更大。DCPT与BTz的结合已使所得聚合物的HOMO含量降低，氧化稳定性得到了显着改善。P1和P2的p型迁移率分别为0.03和0.052 cm 2 V -1 s -1，电流开/关比（I on / I off）约为10 4和10 3， 分别。这些特性差异可能归因于供体（D）-受体（A）性质，超分子有序性，π堆积程度和薄膜微结构的变化。通过GPC，TGA，DSC，PXRD，循环伏安法
• 一种联噻唑型金属铱配合物、制备方法及其应用
  申请人：南京信息工程大学

  公开号：CN113603725B

  公开（公告）日：2023-07-21

  本发明提供一种联噻唑型金属铱配合物及制备方法，并提供了该铱配合物在对溶液粘度检测方面的应用，其主体结构为没有取代基团的六氟磷酸二(2‑苯基吡啶)(4,4'‑二丁基‑2,2'‑联噻唑)合铱(Ⅲ)，R为氢、溴中的一种。本发明得到的联噻唑型金属铱配合物制备方法简单，该类化合物在低粘度的溶剂中，呈现出很弱的荧光，而在较大粘度的体系中，呈现出较强的荧光，可实现溶液体系中粘度的快速可视化检测，而且该类化合物能够高选择性地识别粘度，将为以后新型粘度探针的合成提供了新的发展方向。
• Photophysical and optical power limiting behaviors of Au(I) acetylides with diethynyl aromatic ligands showing different electronic features
  作者：Boao Liu、Zhuanzhuan Tian、Feifan Dang、Jiang Zhao、Xiaogang Yan、Xianbin Xu、Xiaolong Yang、Guijiang Zhou、Yong Wu

  DOI：10.1016/j.jorganchem.2015.12.036

  日期：2016.2

  Three Au(I) acetylides have been prepared by coupling (PPh3) AuCl to the diethynyl aromatic ligands with different electronic features under mild condition. Their photophysical properties and optical power limiting (OPL) behaviors have been investigated in detail. The emission characters of the Au(I) acetylides can vary dramatically by exhibiting either singlet or triplet emission signal through changing the chemical structures of the diethynyl aromatic ligands. In addition, the OPL behaviors of the Au(I) acetylides are also affected by the diethynyl aromatic ligands to show different OPL mechanism. It has been shown that the diethynyl aromatic ligand with neither electron-rich nor electron-deficient features should benefit the OPL performance of the Au(I) acetylides in view of both OPL activity and transparency. Furthermore, the Au(I) acetylides can show comparable or even better OPL performances than the state-of-the-art C-60, indicating their great potential in the field of laser protection. All the obtained results should provide valuable information for design high performance OPL materials based on Au(I) acetylides. (C) 2016 Elsevier B.V. All rights reserved.