4-(5-bromothiophen-2-yl)benzo[c][1,2,5]thiadiazole | 1502834-32-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻二唑类
• 英文名称: 4-(5-bromothiophen-2-yl)benzo[c][1,2,5]thiadiazole
• 英文别名: 4-(5-Bromothiophen-2-yl)-2,1,3-benzothiadiazole
• CAS: 1502834-32-3
• 化学式: C₁₀H₅BrN₂S₂
• 分子量: 297.199
• InChiKey: PWSNWLZIIZITAB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.18
• 重原子数：
  15.0
• 可旋转键数：
  1.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  25.78
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  2-溴噻吩 、 4-(5-bromothiophen-2-yl)benzo[c][1,2,5]thiadiazole 在 哌啶 、 (p-伞花烃)双(均三甲苯羧基)钌(II) 、 silver(l) oxide 作用下， 以 二甲基亚砜 为溶剂， 反应 12.0h， 以42%的产率得到4,7-双(5-溴-2-噻吩基)-2,1,3-苯并噻二唑
  参考文献：
  名称：

  Access to small molecule semiconductors via C–H activation for photovoltaic applications

  摘要：

  报告钌羧酸盐催化的单步氧化交叉偶联，挑战传统的Stille和Suzuki偶联反应，以制备BT和MFBT衍生物。

  DOI：

  10.1039/c8cc02706d
• 作为产物：
  描述：

  4-(thiophen-2-yl)benzo[c][1,2,5]thiadiazole 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 氯仿 为溶剂， 反应 4.08h， 以85%的产率得到4-(5-bromothiophen-2-yl)benzo[c][1,2,5]thiadiazole
  参考文献：
  名称：

  Synthesis and Optoelectronic Properties of 6,12-Bis(amino)anthanthrene Derivatives

  摘要：

  A series of 6,12-bis(amino) anthanthrene-based conjugated molecules were prepared and characterized using UV-vis and fluorescence spectroscopy and cyclic voltammetry. The absorption spectra and redox potentials of these molecules can be modulated by changing the conjugated moieties linked at the 4 and 10 positions. Moreover, the optoelectronic properties of these derivatives strongly depend on the moieties attached to the nitrogen atoms at the 6 and 12 positions.

  DOI：

  10.1021/jo402313c

文献信息

• POLYMER CONTAINING UNITS OF FLUORENE, ANTHRACENE AND BENZOTHIADIAZOLE, PREPARATION METHOD AND USES THEREOF
  申请人：Ocean's King Lighting Science&Technology Co., Ltd.

  公开号：EP2586809A1

  公开（公告）日：2013-05-01

  A polymer containing units of fluorene, anthracene and benzothiadiazole with the following formula is provided: 2, 7 - bis (4, 4, 5, 5 - tetramethyl - 1, 3, 2 -dioxaborolanyl) - 9, 9 - dialkylfluorene, 9, 10 - dibromoanthracene or its orderivatives and 4, 7 - bis (5' - bromo - 2' - thienyl) - 2, 1, 3 - benzothiadiazole or its derivatives are added to solvent, after the catalyst and base solution are added to the solution, the compounds in the solution are processed by Suzuki coupling reaction to obtain polymer. This kind of polymer containing units of fluorene, anthracene and benzothiadiazole have low energy gap, high mobility of the carriers, wide range of spectral absorption and have a broad prospect of application in the field of photoelectric.

  本发明提供了一种含有芴、蒽和苯并噻二唑单元的聚合物，其分子式如下： 将 2，7-双（4，4，5，5-四甲基-1，3，2-二氧硼戊酰）-9，9-二烷基芴、9，10-二溴蒽或其有序衍生物和 4，7-双（5'-溴-2'-噻吩基）-2，1、在溶剂中加入催化剂和碱溶液后，溶液中的化合物通过铃木偶联反应得到聚合物。这种含有芴、蒽和苯并噻二唑单元的聚合物能隙低、载流子迁移率高、光谱吸收范围广，在光电领域具有广阔的应用前景。
• FLUORENE COPOLYMERS AND DEVICES MADE THEREFROM
  申请人：THE DOW CHEMICAL COMPANY

  公开号：EP1155096A1

  公开（公告）日：2001-11-21
• LUMINESCENT COMPOSITIONS
  申请人：The University of Hull

  公开号：EP1523533A1

  公开（公告）日：2005-04-20
• US6353083B1
  申请人：——

  公开号：US6353083B1

  公开（公告）日：2002-03-05
• [EN] FLUORENE COPOLYMERS AND DEVICES MADE THEREFROM<br/>[FR] COPOLYMERES DE FLUORENE ET DISPOSITIFS FABRIQUES A PARTIR DE CEUX-CI
  申请人：DOW CHEMICAL CO

  公开号：WO2000046321A1

  公开（公告）日：2000-08-10

  This invention relates to: (a) fluorene copolymers comprising at least 10 percent (by residual monomeric units) of 9-substituted and/or 9,9-disubstituted fluorene moieties and at least two other monomeric units containing delocalized p-electrons, (b) polymer blends comprising at least 10 weight percent of a copolymer specified in (a), and (c) electronic devices (such as polymer light emitting diodes) containing one or more films derived from these copolymers.