1,3-dibromo-5-phenylthieno[3,4-c]pyrrole-4,6-dione | 1598412-42-0

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 芳基卤化物
• 英文名称: 1,3-dibromo-5-phenylthieno[3,4-c]pyrrole-4,6-dione
• 英文别名: 1,3-Dibromo-5-phenylthieno[3,4-c]pyrrole-4,6-dione
• CAS: 1598412-42-0
• 化学式: C₁₂H₅Br₂NO₂S
• 分子量: 387.051
• InChiKey: YQSNTNXOTXAKPZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  65.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4,6-二溴噻吩并[3,4-C]呋喃-1,3-二酮 在 氯化亚砜 作用下， 以 甲苯 为溶剂， 反应 36.0h， 生成 1,3-dibromo-5-phenylthieno[3,4-c]pyrrole-4,6-dione
  参考文献：
  名称：

  Fine tuning of frontier orbital energy levels in dithieno[3,2-b:2′,3′-d]silole-based copolymers based on the substituent effect of phenyl pendants

  摘要：

  A series of dithieno[3,2-b:2 ',3 '-d]silole-based pi-conjugated copolymers containing thieno[3,4-c]pyrrole-4,6-dione or thieno[3,4-b]thiophene units bearing 4-substituted phenyl pendants were synthesized and their thermal stability, optical properties and frontier orbital energy levels were systematically investigated. The introduction of electron-withdrawing substituents on the phenyl rings lowered their frontier orbital energy levels without deteriorating their thermal and optical properties. By replacing an electron-donating methoxy group with an electron-withdrawing trifluoromethyl group, both the highest occupied molecular orbital (HOMO) and the lowest unoccupied molecular orbital energy levels of the polymers were deepened by more than 0.3 eV. A relatively linear relationship was observed between the HOMO energy levels and the Hammett substituent constants. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.polymer.2014.03.021

文献信息

• POLYMER COMPOUND AND ORGANIC PHOTOELECTRIC CONVERSION DEVICE
  申请人：SUMITOMO CHEMICAL COMPANY, LIMITED

  公开号：US20140373912A1

  公开（公告）日：2014-12-25

  A polymer compound comprising a repeating unit represented by the formula (A) and a repeating unit represented by the formula (B) manifests large absorbance of light having long wavelength, and can be used in an organic photoelectric conversion device and an organic thin film transistor. [in the formula (A) and the formula (B), R represents a hydrogen atom, a fluorine atom, an optionally substituted alkyl group, an alkoxy group optionally substituted by a fluorine atom, an aryl group, a heteroaryl group, a group represented by the formula (2a) or a group represented by the formula (2b). A plurality of R may be the same or mutually different. Ar 1 and Ar 2 represent an optionally substituted tri-valent aromatic hydrocarbon group having 6 to 60 carbon atoms or a trivalent heterocyclic group having 4 to 60 carbon atoms.].
• US9412950B2
  申请人：——

  公开号：US9412950B2

  公开（公告）日：2016-08-09