ethyl 4,7-bis(5-bromothiophen-2-yl)-1,2,5-oxadiazolo[3,4-c]pyridine-6-carboxylate | 421555-32-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: ethyl 4,7-bis(5-bromothiophen-2-yl)-1,2,5-oxadiazolo[3,4-c]pyridine-6-carboxylate
• 英文别名: ethyl 4,7-bis(5-bromothien-2-yl)-1,2,5-oxadiazolo[3,4-c]pyridine-6-carboxylate；ethyl 4,7-bis(5-bromothien-2-yl)[1,2,5]oxadiazolo[3,4-c]pyridine-6-carboxylate；Ethyl 4,7-bis(5-bromothiophen-2-yl)-[1,2,5]oxadiazolo[3,4-c]pyridine-6-carboxylate；ethyl 4,7-bis(5-bromothiophen-2-yl)-[1,2,5]oxadiazolo[3,4-c]pyridine-6-carboxylate
• CAS: 421555-32-0
• 化学式: C₁₆H₉Br₂N₃O₃S₂
• 分子量: 515.206
• InChiKey: AUBHARNTPCPWPV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  135
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  ethyl 4,7-bis(5-bromothiophen-2-yl)-1,2,5-oxadiazolo[3,4-c]pyridine-6-carboxylate 在 氢氧化钾 作用下， 以 乙醇 、 水 为溶剂， 反应 2.0h， 以93%的产率得到4,7-bis(5-bromo-2-thienyl)[1,2,5]oxadiazolo[3,4-c]pyridine-6-carboxylic acid
  参考文献：
  名称：

  Toward a Rational Design of Poly(2,7-Carbazole) Derivatives for Solar Cells

  摘要：

  On the basis of theoretical models and calculations, several alternating polymeric structures have been investigated to develop optimized poly(2,7-carbazole) derivatives for solar cell applications. Selected low band gap alternating copolymers have been obtained via a Suzuki coupling reaction. A good correlation between DFT theoretical calculations performed on model compounds and the experimental HOMO, LUMO, and band gap energies of the corresponding polymers has been obtained. This study reveals that the alternating copolymer HOMO energy level is mainly fixed by the carbazole moiety, whereas the LUMO energy level is mainly related to the nature of the electron-withdrawing comonomer. However, solar cell performances are not solely driven by the energy levels of the materials. Clearly, the molecular weight and the overall organization of the polymers are other important key parameters to consider when developing new polymers for solar cells. Preliminary measurements have revealed hole mobilities of about 1 x 10(-3) cm(2).V-1.s(-1) and a power conversion efficiency (PCE) up to 3.6%. Further improvements are anticipated through a rational design of new symmetric low band gap poly(2,7-carbazole) derivatives.

  DOI：

  10.1021/ja0771989
• 作为产物：
  描述：

  2-乙酰基-5-溴噻吩 在 硝酸 、 乙酸酐 、 溶剂黄146 、 锌 、 sodium nitrite 作用下， 以 溶剂黄146 、 乙腈 、 正丁醇 为溶剂， 生成 ethyl 4,7-bis(5-bromothiophen-2-yl)-1,2,5-oxadiazolo[3,4-c]pyridine-6-carboxylate
  参考文献：
  名称：

  Preparation of 4,7-Dihetaryl-1,2,5-oxadiazolo[3,4-c]pyridines as Red Fluorescent Materials

  摘要：

  DOI：

  10.3987/com-01-s(k)64

文献信息

• FLUORESCENT DYE
  申请人：Isobe Shinichiro

  公开号：US20140206872A1

  公开（公告）日：2014-07-24

  There is provided a fluorescent dye which can improve the fluorescent intensity at the time of labeling to thereby detect a biomolecule with higher sensitivity. The fluorescent dye of the present invention includes a nitrogen cation-containing group or a nitrogen-containing group. Its high water solubility can improve the rate of labeling for a biomolecule to thereby detect a biomolecule with high sensitivity.

  提供了一种荧光染料，可以在标记时提高荧光强度，从而以更高的灵敏度检测生物分子。本发明的荧光染料包括含氮阳离子基团或含氮基团。其高水溶性可以提高生物分子的标记速率，从而以高灵敏度检测生物分子。
• NIR-Fluorescent Ethyl 4,7-Bis(5-arylthiophen-2-yl)-1,2,5-oxadiazolo[3,4-c]pyridine-6-carboxylate
  作者：Kentaro Nishi、Nobuyuki Seto、Wataru Iwasaki、Yohei Matsuoka、Yuki Kashiwa、Youichi Sano、Tadashi Kawaharada、Takashi Yazumi、Keiji Mizuki

  DOI：10.3987/com-15-13197

  日期：——

  Ethyl 4,7-bis(5-bromothiophen-2-yl)-1,2,5-oxadiazolo[3,4-c]pyridine-6-carboxylate 2 reacted with phenyl-, 4-methylphenyl-, 4-methoxyphenyl-, 3,4-dimethoxyphenyl-, 1-naphthyl-, and 2-naphthyl-boronic acid to give the corresponding pi-extended 4,7-bis(5-arylthiophen-2-yl) derivatives 3a-f, which emitted fluorescence at around 700 nm in DMSO solution. The 4-methoxy and 2-naphthyl derivatives (3c and 3f) emitted fluorescence at 729 nm (13717 cm(-1), Phi = 0.02) and 714 nm (14005 cm(-1) and Phi = 0.11), respectively, with a large Stokes shift (184 and 182 nm for 3c; 4631 cm 4791 cm(-1) for 3f).
• US9091692B2
  申请人：——

  公开号：US9091692B2

  公开（公告）日：2015-07-28