5-amino-2-bromo-4-nitrobenzaldehyde | 1561155-19-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 5-amino-2-bromo-4-nitrobenzaldehyde
• CAS: 1561155-19-8
• 化学式: C₇H₅BrN₂O₃
• 分子量: 245.032
• InChiKey: KBKKQIXJKUBKMC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  88.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-amino-2-bromo-4-nitrobenzaldehyde 在 盐酸 、 lithium hydroxide monohydrate 、 potassium carbonate 、 copper(II) oxide 作用下， 以 水 为溶剂， 生成 5-amino-6-nitro-1-benzothiophene-2-carboxylic acid
  参考文献：
  名称：

  Thiophene-Fused Benzothiadiazole: A Strong Electron-Acceptor Unit to Build D–A Copolymer for Highly Efficient Polymer Solar Cells

  摘要：

  A novel strong electron-acceptor, thieno[2,3-f-]-2,1,3-benzothiadiazole-6-carboxylate (BTT), was first designed and synthesized. By introducing two thienyl groups into BTT and then copolymerizing with thienyl group substituted benzo[1,2-b:4,5-b']dithiophene (BDTT) unit, a low band gap D A copolymer (PBTT-TBDTT) was obtained. Compared with its polymer analogue (PBT-TBDTT) with benzothiadiazole (BT) as an acceptor, PBTT-TBDTT exhibits stronger intramolecular charge transfer. Thus, it shows much broader absorption covering almost the whole visible light region (in the range of 300-850 nm) and narrower optical band gap around 1.45 eV with a large IP (ionization potential) at 5.35 eV. The maximum efficiency of PBTT-TBDTT based device reaches 6.07% which is much higher than that of PBT-TBDTT (3.24%), indicating that BTT unit is a promising electron-acceptor moiety to construct low band gap D A copolymers for PSCs with high photovoltaic performances.

  DOI：

  10.1021/cm501052a
• 作为产物：
  描述：

  乙酸-(4-溴-5-甲基-2-硝基-苯胺) 在 盐酸 、 N-溴代丁二酰亚胺(NBS) 、 乌洛托品 、 水 、 溶剂黄146 、 过氧化苯甲酰 作用下， 生成 5-amino-2-bromo-4-nitrobenzaldehyde
  参考文献：
  名称：

  Thiophene-Fused Benzothiadiazole: A Strong Electron-Acceptor Unit to Build D–A Copolymer for Highly Efficient Polymer Solar Cells

  摘要：

  A novel strong electron-acceptor, thieno[2,3-f-]-2,1,3-benzothiadiazole-6-carboxylate (BTT), was first designed and synthesized. By introducing two thienyl groups into BTT and then copolymerizing with thienyl group substituted benzo[1,2-b:4,5-b']dithiophene (BDTT) unit, a low band gap D A copolymer (PBTT-TBDTT) was obtained. Compared with its polymer analogue (PBT-TBDTT) with benzothiadiazole (BT) as an acceptor, PBTT-TBDTT exhibits stronger intramolecular charge transfer. Thus, it shows much broader absorption covering almost the whole visible light region (in the range of 300-850 nm) and narrower optical band gap around 1.45 eV with a large IP (ionization potential) at 5.35 eV. The maximum efficiency of PBTT-TBDTT based device reaches 6.07% which is much higher than that of PBT-TBDTT (3.24%), indicating that BTT unit is a promising electron-acceptor moiety to construct low band gap D A copolymers for PSCs with high photovoltaic performances.

  DOI：

  10.1021/cm501052a

文献信息

• 一类噻吩稠合苯并噁二唑衍生物及其合成方法
  申请人：武汉大学

  公开号：CN106810566A

  公开（公告）日：2017-06-09

  本发明涉及一类噻吩稠合苯并噁二唑衍生物及其合成方法，属于有机合成领域。本发明的噻吩稠合苯并噁二唑衍生物在各种普通有机溶剂具有良好的溶解性，具有非常强的拉电子能力及大的共轭面积，其作为有机受体单元可应用于构建不同D‑A结构的窄带隙共轭有机小分子和共轭有机聚合物，并可用于有机太阳能电池的电子受体材料和电子给体材料、有机场效应晶体管的空穴传输材料和电子传输材料。