3,6-bis(4-bromophenyl)-1H,4H-furo[3,4-c]furan-1,4-dione | 1073467-90-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 呋喃类
• 英文名称: 3,6-bis(4-bromophenyl)-1H,4H-furo[3,4-c]furan-1,4-dione
• 英文别名: 3,6-bis(4-bromophenyl)furo[3,4-c]furan-1,4-dione；1,4-Bis(4-bromophenyl)furo[3,4-c]furan-3,6-dione；1,4-bis(4-bromophenyl)furo[3,4-c]furan-3,6-dione
• CAS: 1073467-90-9
• 化学式: C₁₈H₈Br₂O₄
• 分子量: 448.067
• InChiKey: BNYXKDIIVPIAIB-UHFFFAOYSA-N

物化性质

• 沸点：
  607.0±55.0 °C(Predicted)
• 密度：
  1.95±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  24
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3,6-bis(4-bromophenyl)-1H,4H-furo[3,4-c]furan-1,4-dione 在 四(三苯基膦)钯 、 N,N'-二环己基碳二亚胺 、 三氟乙酸 作用下， 以 氯仿 、 N,N-二甲基甲酰胺 为溶剂， 反应 72.0h， 生成 2,3,5,6-tetrakis(4-(4-hexylthiophen-2-yl)phenyl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione
  参考文献：
  名称：

  Cross-linked polymers based on 2,3,5,6-tetra-substituted pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione (DPP): Synthesis, optical and electronic properties

  摘要：

  A series of 2,3,5,6-tetra-substituted pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione (DPP) derivatives carrying thienyl-, 3,4-ethylenedioxy-thienyl- (EDOT-) and 3,4-ethylenedithiathienyl- (EDTf-) substituent groups have been synthesized and electrochemically polymerized. The polymers were investigated using UV/vis absorption spectroscopy and cyclic voltammetry. It was found that the growth of the polymers proceeded as random coupling of the thiophene groups in the 2-,3-,5-, and 6-positions of the DPP chromophore. In the cross-linked polymers, conjugated sequences were only built through coupling of thiophene groups in 3,6-positions, and separated by non-conjugated sequences through coupling with thiophene units in other positions of the DPP core. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.polymer.2010.10.054
• 作为产物：
  描述：

  (4-溴苯甲酰)乙酸乙酯 在 溴 作用下， 以 氯仿 为溶剂， 反应 0.33h， 生成 3,6-bis(4-bromophenyl)-1H,4H-furo[3,4-c]furan-1,4-dione
  参考文献：
  名称：

  Cross-linked polymers based on 2,3,5,6-tetra-substituted pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione (DPP): Synthesis, optical and electronic properties

  摘要：

  A series of 2,3,5,6-tetra-substituted pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione (DPP) derivatives carrying thienyl-, 3,4-ethylenedioxy-thienyl- (EDOT-) and 3,4-ethylenedithiathienyl- (EDTf-) substituent groups have been synthesized and electrochemically polymerized. The polymers were investigated using UV/vis absorption spectroscopy and cyclic voltammetry. It was found that the growth of the polymers proceeded as random coupling of the thiophene groups in the 2-,3-,5-, and 6-positions of the DPP chromophore. In the cross-linked polymers, conjugated sequences were only built through coupling of thiophene groups in 3,6-positions, and separated by non-conjugated sequences through coupling with thiophene units in other positions of the DPP core. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.polymer.2010.10.054

文献信息

• Photoelectric conversion element, imaging device, optical sensor, and method of using photoelectric conversion element
  申请人：FUJIFILM Corporation

  公开号：US10559763B2

  公开（公告）日：2020-02-11

  The present invention provides a photoelectric conversion element having a photoelectric conversion film which exhibits excellent photoelectric conversion efficiency and responsiveness, an imaging device, an optical sensor, and a method of using a photoelectric conversion element. In the photoelectric conversion element of the invention, a photoelectric conversion material contains at least one selected from the group consisting of a compound represented by General formula (1), a compound represented by General formula (2), and a compound represented by General formula (3).

  本发明提供了一种具有表现出优异光电转换效率和响应性的光电转换膜的光电转换元件，以及一种成像设备、光学传感器和使用光电转换元件的方法。在本发明的光电转换元件中，光电转换材料包含以下至少一种的化合物：由通用式（1）表示的化合物，由通用式（2）表示的化合物，以及由通用式（3）表示的化合物。
• PHOTOELECTRIC CONVERSION ELEMENT, IMAGING DEVICE, OPTICAL SENSOR, AND METHOD OF USING PHOTOELECTRIC CONVERSION ELEMENT
  申请人：FUJIFILM CORPORATION

  公开号：US20160013426A1

  公开（公告）日：2016-01-14

  The present invention provides a photoelectric conversion element having a photoelectric conversion film which exhibits excellent photoelectric conversion efficiency and responsiveness, an imaging device, an optical sensor, and a method of using a photoelectric conversion element. In the photoelectric conversion element of the invention, a photoelectric conversion material contains at least one selected from the group consisting of a compound represented by General formula (1), a compound represented by General formula (2), and a compound represented by General formula (3).
• Highly Luminescent Encapsulated Narrow Bandgap Polymers Based on Diketopyrrolopyrrole
  作者：Anastasia Leventis、Jeroen Royakkers、Alexandros G. Rapidis、Niall Goodeal、Merina K. Corpinot、Jarvist M. Frost、Dejan-Krešimir Bučar、Matthew Oliver Blunt、Franco Cacialli、Hugo Bronstein

  DOI：10.1021/jacs.7b13447

  日期：2018.2.7

  We present the synthesis and characterization of a series of encapsulated diketopyrrolopyrrole red-emitting conjugated polymers. The novel materials display extremely high fluorescence quantum yields in both solution (>70%) and thin film (>20%). Both the absorption and emission spectra show clearer, more defined features compared to their naked counterparts demonstrating the suppression of inter and intramolecular aggregation. We find that the encapsulation results in decreased energetic disorder and a dramatic increase in backbone colinearity as evidenced by scanning tunnelling microscopy. This study paves the way for diketopyrrolopyrrole to be used in emissive solid state applications and demonstrates a novel method to reduce structural disorder in conjugated polymers.
• Cross-linked polymers based on 2,3,5,6-tetra-substituted pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione (DPP): Synthesis, optical and electronic properties
  作者：Kai Zhang、Bernd Tieke、John C. Forgie、Filipe Vilela、John A. Parkinson、Peter J. Skabara

  DOI：10.1016/j.polymer.2010.10.054

  日期：2010.12

  A series of 2,3,5,6-tetra-substituted pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione (DPP) derivatives carrying thienyl-, 3,4-ethylenedioxy-thienyl- (EDOT-) and 3,4-ethylenedithiathienyl- (EDTf-) substituent groups have been synthesized and electrochemically polymerized. The polymers were investigated using UV/vis absorption spectroscopy and cyclic voltammetry. It was found that the growth of the polymers proceeded as random coupling of the thiophene groups in the 2-,3-,5-, and 6-positions of the DPP chromophore. In the cross-linked polymers, conjugated sequences were only built through coupling of thiophene groups in 3,6-positions, and separated by non-conjugated sequences through coupling with thiophene units in other positions of the DPP core. (C) 2010 Elsevier Ltd. All rights reserved.