4-(4-bromophenyl)-2-(thiophen-2-yl)thiazole | 122228-96-0

• 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-bromophenyl)-2-(thiophen-2-yl)thiazole
• 英文别名: 4-(4-Bromophenyl)-2-thiophen-2-yl-1,3-thiazole
• CAS: 122228-96-0
• 化学式: C₁₃H₈BrNS₂
• mdl: MFCD22422186
• 分子量: 322.249
• InChiKey: CFXAFUUSVKMXTI-UHFFFAOYSA-N

物化性质

• 熔点：
  95 °C(Solvent: Ethanol)
• 沸点：
  464.4±48.0 °C(predicted)
• 密度：
  1.546±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  69.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-(4-bromophenyl)-2-(thiophen-2-yl)thiazole 在 palladium diacetate 、 caesium carbonate 、 tri tert-butylphosphoniumtetrafluoroborate 、 三氯氧磷 作用下， 以 5,5-dimethyl-1,3-cyclohexadiene 为溶剂， 反应 18.0h， 生成 5-[4-(4-Carbazol-9-ylphenyl)-1,3-thiazol-2-yl]thiophene-2-carbaldehyde
  参考文献：
  名称：

  一种咔唑类染料敏化剂的合成及应用

  摘要：

  本发明公开了一种咔唑类化合物及其制备与应用。所述咔唑类化合物如式（）、式（II）和式（III）所示；本发明所述的合成方法为：将式（IVa~IVc）化合物与式（V）与有机溶剂混合，在碱性化合物的作用下，加热回流搅拌反应1~10h，反应完全后，旋干溶剂，残余物用洗脱剂溶剂进行硅胶柱层析，获得式（I）、式（II）或式（III）所示的咔唑类化合物；本发明所述的咔唑类化合物可以作为染料敏化剂应用于染料敏化太阳能电池，为染料敏化剂的筛选增添了新的可应用物质。

  公开号：

  CN104311549B
• 作为产物：
  描述：

  噻吩-2-硫代甲酰胺 、 2,4'-二溴苯乙酮 以 乙醇 为溶剂， 以62%的产率得到4-(4-bromophenyl)-2-(thiophen-2-yl)thiazole
  参考文献：
  名称：

  Singh, S. P.; Sehgal, Subhash, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1988, vol. 27, # 1-12, p. 941 - 943

  摘要：

  DOI：

文献信息

• 一种吩噻嗪类化合物及其制备方法和应用
  申请人：浙江工业大学

  公开号：CN107915727B

  公开（公告）日：2019-11-12

  本发明公开了一种吩噻嗪类化合物及其制备方法和应用。其制备方法是在有机溶剂中，哌啶存在下将氰基乙酸分别与两个化合物进行缩合反应，反应完全后反应混合液经后处理得到两个吩噻嗪类化合物。其制备方法简单，操作方便，得到的两个化合物作为染料敏化剂应用于染料敏化太阳能电池中，经测定光电压与电流关系表明，此类太阳能染料敏化剂制作的染料敏化太阳能电池的光电转化效率在2.26‑4.35%之间。
• Triphenylamine dyes bearing 4-phenyl-2-(thiophen-2-yl)thiazole bridge for dye sensitized solar cells
  作者：Liang Han、Qinqin Chen、Huidan Yu、Ying Lu、Shaoliang Jiang

  DOI：10.1016/j.jphotochem.2021.113341

  日期：2021.7
• Phenothiazine dyes containing a 4-phenyl-2-(thiophen-2-yl) thiazole bridge for dye-sensitized solar cells
  作者：Liang Han、Yaqian Chen、Jin’ge Zhao、Yanhong Cui、Shaoliang Jiang

  DOI：10.1016/j.tet.2020.131102

  日期：2020.4

  Two novel phenothiazine dyes bearing a single or double cyanoacrylic acid acceptors, which share the same electron donor phenothiazine and the same 4-phenyl-2-(thiophen-2-yl)thiazole pi-bridge, were synthesized. Thus, phenothiazine dyes with D-pi-A and A-D-pi-A framework were configured, and their photophysical properties and photovoltaic performance were investigated. The incorporation of another cyanoacrylic acid acceptor was found to benefit the loading amount on TiO2, the light-harvesting ability, and the electron-injection efficiency. Dye with double cyanoacrylic acid acceptors showed a double short-circuit current compared with dye with a single acceptor. Therefore, dye with double cyanoacrylic acid acceptors achieved improved photoelectric conversion efficiency 4.35% (J(SC) = 10.29 mA cm(-2), V-OC = 0.65 V, FF = 0.65) under standard global AM 1.5 G solar condition with dye N719 (7.19%) as a reference. (C) 2020 Elsevier Ltd. All rights reserved.
• Novel D-π-A carbazole sensitizers with 4-phenyl-2-(thiophen-2-yl)thiazole as π-bridge for dye-sensitized solar cells
  作者：Ting Li、Jianrong Gao、Yanhong Cui、Changjian Zhong、Qing Ye、Liang Han

  DOI：10.1016/j.jphotochem.2015.02.011

  日期：2015.4

  A class of novel carbazole sensitizers was synthesized with carbazole derivatives as the electron donor, 4-phenyl-2-(thiophen-2-yl) thiazole as pi-bridge and cyanoacetic acid as the electron acceptor. Their absorption spectra, photovoltaic performance and electrochemical properties were evaluated. These carbazole sensitizers share the same pi-bridge and electron acceptor and display the similar absorption spectra. However, the differences in link mode and substituent bring about the absorptivity variation. It is observed that the link mode of pi-bridge at the benzene ring instead of N atom of the carbazole unit favors improving the light absorptivity and lowering the charge recombination. Those carbazole sensitizers show the optimal photovoltaic performance with a J(sc) of 10.01 mA/cm(2),V-oc of 0.66V, and ff of 0.72, corresponding to an overall conversion efficiency eta of 4.72% under standard AM 1.5G irradiation. (C) 2015 Elsevier B.V. All rights reserved.
• SINGH, S. P.;SEHGAL, SUBHASH, INDIAN J. CHEM. B. , 27,(1988) N0, C. 941-943
  作者：SINGH, S. P.、SEHGAL, SUBHASH

  DOI：——

  日期：——