triangle terthiophene

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 双噻吩和低聚噻吩
• 英文名称: triangle terthiophene
• 英文别名: 3,3''-Dimethyl-2,2':3',2''-terthiophene；2,3-bis(3-methylthiophen-2-yl)thiophene
• 化学式: C₁₄H₁₂S₃
• 分子量: 276.447
• InChiKey: BJGGHVFFJNQCLG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  84.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  triangle terthiophene 在 N-溴代丁二酰亚胺(NBS) 、 四(三苯基膦)钯 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 72.0h， 生成
  参考文献：
  名称：

  2,4-二甲基噻唑与三角形三噻吩连接的星形光致变色染料的光致荧光变色

  摘要：

  合成了一种附有2,4-二甲基噻唑的光致变色三联噻吩染料，在紫外/可见光交替照射下显示出规则的光致变色性能。结果发现，2,4-二甲基噻唑的附着对三角三噻吩的光致变色和荧光都有显着影响。在光环化过程中，THF 中染料的颜色和荧光都可以在染料的开环和闭环形式之间切换。此外，该染料开环和闭环形式的绝对量子产率（AQY）（0.32/0.58）远大于文献报道。随着254 nm光的照射，THF中的荧光颜色从深蓝色(428 nm)变为天蓝色(486 nm)。基于紫外/可见光照射循环可以建立荧光显色循环，为生物应用新型荧光二芳基乙烯衍生物的设计提供策略。

  DOI：

  10.1007/s10895-023-03196-1
• 作为产物：
  描述：

  2-溴-3-甲基噻吩 、 2,3-二溴噻吩 在 [1,3-bis(diphenylphosphino)propane]nickel(II) dichloride magnesium 作用下， 以 乙醚 为溶剂， 以92%的产率得到triangle terthiophene
  参考文献：
  名称：

  One-step synthesis and photochromic properties of a stable triangle terthiophene

  摘要：

  A new photochromic compound based on the hexatriene backbone was prepared by one-step coupling. The photochromic backbone, composed of three thiophene ring, undergoes reversible ring-opening and ring-closing photoisomerization reactions when irradiated with ultraviolet and visible light, respectively. It exhibited fatigue resistance and thermally irreversible photochromic properties. The ring-open form exhibits appreciable fluorescence, while quenched by the ring-closed form. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.05.142

文献信息

• One-step synthesis and photochromic properties of a stable triangle terthiophene
  作者：Xiaochuan Li、He Tian

  DOI：10.1016/j.tetlet.2005.05.142

  日期：2005.8

  A new photochromic compound based on the hexatriene backbone was prepared by one-step coupling. The photochromic backbone, composed of three thiophene ring, undergoes reversible ring-opening and ring-closing photoisomerization reactions when irradiated with ultraviolet and visible light, respectively. It exhibited fatigue resistance and thermally irreversible photochromic properties. The ring-open form exhibits appreciable fluorescence, while quenched by the ring-closed form. (c) 2005 Elsevier Ltd. All rights reserved.
• Photo-Induced Fluorochromism of a Star-Shaped Photochromic Dye with 2,4-Dimethylthiazole Attaching to Triangle Terthiophene
  作者：Xiaochuan Li、Qixuan Qian、Wenjuan Jiang

  DOI：10.1007/s10895-023-03196-1

  日期：——

  A photochrmic triangle terthiophene dye with 2,4-dimethylthiazole attached was synthesized and shows regular photochromic properties when irradiated with UV/Vis light alternately. It was found that the attaching of 2,4-dimethylthiazole has a significant effect on both the photochromism and fluorescence of triangle terthiophene. During the photocyclizatioin prcess, not only the color but also the fluorescence

  合成了一种附有2,4-二甲基噻唑的光致变色三联噻吩染料，在紫外/可见光交替照射下显示出规则的光致变色性能。结果发现，2,4-二甲基噻唑的附着对三角三噻吩的光致变色和荧光都有显着影响。在光环化过程中，THF 中染料的颜色和荧光都可以在染料的开环和闭环形式之间切换。此外，该染料开环和闭环形式的绝对量子产率（AQY）（0.32/0.58）远大于文献报道。随着254 nm光的照射，THF中的荧光颜色从深蓝色(428 nm)变为天蓝色(486 nm)。基于紫外/可见光照射循环可以建立荧光显色循环，为生物应用新型荧光二芳基乙烯衍生物的设计提供策略。