2,5-二苯基-[1,3]噻唑并[5,4-d][1,3]噻唑 | 6641-96-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2,5-二苯基-[1,3]噻唑并[5,4-d][1,3]噻唑
• 英文名称: 2,5-diphenyl[1,3]thiazolo[5,4-d][1,3]thiazole
• 英文别名: 2,5-diphenylthiazolo[5,4-d]thiazole；2,5-diphenyl-thiazolo[5,4-d]thiazole；2,5-Diphenyl-thiazolo[5,4-d]thiazol；2,5-bis-(phenyl)-thiazolo[5,4-d]thiazole；2.5-Diphenylthiazolo<5,4-d>thiazol；Diphenylthiazolo-<5.4-d>-thiazol；2,5-Diphenyl(1,3)thiazolo(5,4-d)(1,3)thiazole；2,5-diphenyl-[1,3]thiazolo[5,4-d][1,3]thiazole
• CAS: 6641-96-9
• 化学式: C₁₆H₁₀N₂S₂
• mdl: MFCD00819143
• 分子量: 294.401
• InChiKey: GEUMATNMPIDQNQ-UHFFFAOYSA-N

物化性质

• 熔点：
  209-210 °C(Solv: benzene (71-43-2))
• 沸点：
  470.0±55.0 °C(Predicted)
• 密度：
  1.341±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 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：

  2,5-二苯基-[1,3]噻唑并[5,4-d][1,3]噻唑 在 硫酸 、 硝酸 作用下， 生成 2,5-bis(4-nitrophenyl)[1,3]thiazolo[5,4-d][1,3]thiazole
  参考文献：
  名称：

  Thiazolothiazoles. I. The Reaction of Aromatic Aldehydes with Dithioöxamide¹

  摘要：

  DOI：

  10.1021/ja01496a017
• 作为产物：
  描述：

  在 sodium hydroxide 作用下， 生成 2,5-二苯基-[1,3]噻唑并[5,4-d][1,3]噻唑
  参考文献：
  名称：

  Synthesis and spectroscopic–voltammetric behaviors of silver(I) 2,5-diphenylthiazolo[5,4-d]thiazole

  摘要：

  In the present work, 2,5-diphenylthiazolo[5,4-d]thiazole (DTT) and silver(I) 2,5-diphenylthiazolo[5,4-d]thiazole complex(Ag2DTT) were synthesized, and then their spectroscopic and voltammetric behaviors were investigated. The DTT was obtained by the reaction of rubeanic acid and benzaldehyde. Then the Ag2DTT was prepared using AgNO3 and DTT in DMSO. The DTT and Ag2DTT were examined by FT-IR, UV-vis. absorption and fluorescence spectroscopy. The UV-vis. measurements showed the formation of M2L type complex. The molar absorptivity coefficients (epsilon) of DTT and Ag2DTT at 420 nm were found as 11,952 and 21,747 L/cm mol in DMSO, and 11,062 and 13,861 L/cm mol in CH3CN, respectively. In addition, the electrochemistry of both DTT and Ag2DTT was performed using cyclic voltammetry. The HOMO-LUMO band gaps of DTT and Ag2DTT were calculated as 3.26 and 2.96 eV, respectively. The fluorescence measurements showed that both DTT and Ag2DTT have fluorescence emissions at 451 nm in DMSO with the excitation at 380 nm. The metal complexes of 2,5-diphenylthiazolo[5,4-d]thiazole can be useful for various electronic and optical applications. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2013.08.010

文献信息

• Microwave-assisted synthesis of 2,5-diarylthiazolo[5,4-d]thiazoles from benzaldehydes and dithiooxamide
  作者：L. K. Papernaya、A. A. Shatrova、I. V. Sterkhova、G. G. Levkovskaya、I. B. Rozentsveig

  DOI：10.1134/s1070428015030148

  日期：2015.3

  One-pot condensation of dithiooxamide with aromatic aldehydes and subsequent oxidation of intermediate 2,5-dihydro[1,3]thiazolo[5,4-d][1,3]thiazoles with selenium dioxide afforded 2,6-diaryl[1,3]thiazolo-[5,4-d][1,3]thiazoles which were characterized by 1H and 13C NMR, IR, and X-ray diffraction data.

  一锅缩合二硫代草酰胺与芳族醛，然后将中间体2,5-二氢[1,3]噻唑并[5,4- d ] [1,3]噻唑与二氧化硒氧化，得到2,6-二芳基[1， 3]噻唑-[5,4- d ] [1,3]噻唑，其特征在于1 H和13 C NMR，IR和X射线衍射数据。
• Diboron-containing fluorophores with extended ladder-type π-conjugated skeletons
  作者：Di Li、Zuolun Zhang、Shanshan Zhao、Yue Wang、Hongyu Zhang

  DOI：10.1039/c0dt01269f

  日期：——

  A series of ladder type π-conjugated diboron complexes 1–4 have been designed and synthesized by a very simple synthetic procedure. Single crystals of complex 3 were grown and the molecular structure determined by X-ray diffraction analysis demonstrated that this type of diboron ladder has a rather planar skeleton. All complexes possess very high melting points (275–383 °C) and decomposition temperatures (Td5: 343–400 °C), indicative of their high thermal stabilities. The electrochemical and photophysical properties as well as theoretical calculations were investigated, suggesting the possibility of these boron complexes as efficient emitters in optoelectronics.

  通过非常简单的合成程序，我们设计并合成了一系列梯形Ï-共轭二硼络合物 1â4 。通过 X 射线衍射分析确定的分子结构表明，这种二硼梯形络合物具有相当平面的骨架。所有复合物都具有很高的熔点（275Â383 °C）和分解温度（Td5：343Â400 °C），表明它们具有很高的热稳定性。研究人员对这些硼络合物的电化学和光物理性质以及理论计算进行了研究，结果表明，这些硼络合物有可能成为光电子学中的高效发光体。
• MATERIAL FOR ORGANIC ELECTROLUMINESCENT ELEMENTS AND ORGANIC ELECTROLUMINESCENT ELEMENT
  申请人：Takata Yoshiyuki

  公开号：US20090156827A1

  公开（公告）日：2009-06-18

  An object of the present invention is to provide a material for high-brightness, high-efficiency, longer-life organic EL elements and an organic EL element produced by using the same. Provided is a material for organic EL elements, comprising a compound represented by the following General Formula (1): wherein, R 1 and R 2 each independently represent a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group or a substituted or unsubstituted heterocyclic group.

  本发明的一个目的是提供一种用于高亮度、高效率、长寿命有机EL元件的材料，以及利用该材料制备的有机EL元件。提供了一种用于有机EL元件的材料，包括由以下一般式（1）表示的化合物：其中，R1和R2各自独立地表示取代或未取代的烷基基团、取代或未取代的芳基团或取代或未取代的杂环基团。
• Synthesis, optical dye properties and band gap energies of silver hydroxy-aryl thiazolo[5,4-d]thiazole complexes
  作者：Uğursoy Olgun、Zeynep Dikmen、Hülya Çetin、Fatih Arıcan、Mustafa Gülfen

  DOI：10.1016/j.molstruc.2021.131816

  日期：2022.2

  molecules and their silver complexes were synthesized. The optical microscopy, UV-vis. absorption spectroscopy, FT-IR spectroscopy, cyclic voltammetry (CV) and the band energies of the synthesized aryl / hydroxy aryl thiazolo[5,4-d]thiazole molecules and their silver complexes were studied. The HOMO and LUMO energy levels were obtained from the CV voltammograms. The optical band gap (EgOpt.) and the

  另外，在本工作中，苯基- ，ö羟基苯基，邻，对-羟基苯基- ，p -羟基苯基和ö -羟基萘基-噻唑并[5,4- d ]噻唑染料分子和它们的银络合物合成. 光学显微镜，UV- vis。吸收光谱、FT-IR 光谱、循环伏安法 (CV) 和合成的芳基/羟基芳基噻唑并 [5,4- d ] 噻唑分子及其银配合物的带能进行了研究。从 CV 伏安图获得 HOMO 和 LUMO 能级。光学带隙 ( E g Opt . ) 和电化学带隙 ( E gCV ) 能量是从 UV- vis计算的。分别是吸收和 CV。发现噻唑并[5,4- d ]噻唑单元的羟基芳基和银配位的存在改变了UV- vis。噻唑并 [5,4-d] 噻唑分子的吸收光谱和带隙能量。在所研究的噻唑并 [5,4- d ] 噻唑分子及其银配合物中， 双（对羟基苯基）-噻唑并银的带隙能量为E g opt  = 2.07 eV 和E g CV = 1.67
• Microwave-activated synthesis of thiazolo[5,4-d]thiazoles by a condensation/oxidation sequence
  作者：Alessio Dessì、Massimo Calamante、Alessandro Mordini、Lorenzo Zani、Maurizio Taddei、Gianna Reginato

  DOI：10.1039/c3ra45015e

  日期：——

  A microwave-assisted preparation of symmetrical thiazolo[5,4-d]thiazoles from the corresponding aldehydes is presented. The two-step reaction sequence comprises the condensation of aldehydes with dithiooxamide followed by oxidation/aromatization with 1,4-benzoquinone derivatives. The new procedure provides the desired products in good yields and in most cases allows reduction of the excess of aldehyde

  介绍了一种微波辅助从相应的醛类制备对称的噻唑并[5,4- d ]噻唑的方法。两步反应序列包括醛与二硫代草酰胺的缩合，然后用1，4-苯醌衍生物的氧化/芳构化。与以前的方法相比，新方法以高收率提供了所需的产品，并且在大多数情况下，可以减少工艺中使用的过量醛。首次展示了该反应在芳族和脂族醛上的应用。