2,5-bis[(3S)-3,7-dimethyloctyl]-1-[5-[5-[5-[(3S)-3,7-dimethyloctyl]thiophen-2-yl]thiophen-2-yl]thiophen-2-yl]-4-[5-[5-[5-[(3S)-3,7-dimethyloctyl]thiophen-2-yl]thiophen-2-yl]thiophen-2-yl]pyrrolo[3,4-c]pyrrole-3,6-dione | 1386439-86-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 双噻吩和低聚噻吩
• 英文名称: 2,5-bis[(3S)-3,7-dimethyloctyl]-1-[5-[5-[5-[(3S)-3,7-dimethyloctyl]thiophen-2-yl]thiophen-2-yl]thiophen-2-yl]-4-[5-[5-[5-[(3S)-3,7-dimethyloctyl]thiophen-2-yl]thiophen-2-yl]thiophen-2-yl]pyrrolo[3,4-c]pyrrole-3,6-dione
• CAS: 1386439-86-6
• 化学式: C₇₀H₉₆N₂O₂S₆
• 分子量: 1189.94
• InChiKey: QXEHYZNFFILEMA-CFOCFGCLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  22.4
• 重原子数：
  80
• 可旋转键数：
  34
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  183
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  2,5-bis((S)-3,7-dimethyloctyl)-3,6-di(thiophen-2-yl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione 在 N-溴代丁二酰亚胺(NBS) 、 四(三苯基膦)钯 、 水 、 sodium carbonate 作用下， 以 氯仿 为溶剂， 反应 0.25h， 生成 2,5-bis[(3S)-3,7-dimethyloctyl]-1-[5-[5-[5-[(3S)-3,7-dimethyloctyl]thiophen-2-yl]thiophen-2-yl]thiophen-2-yl]-4-[5-[5-[5-[(3S)-3,7-dimethyloctyl]thiophen-2-yl]thiophen-2-yl]thiophen-2-yl]pyrrolo[3,4-c]pyrrole-3,6-dione
  参考文献：
  名称：

  Optical Properties of Oligothiophene Substituted Diketopyrrolopyrrole Derivatives in the Solid Phase: Joint J- and H-Type Aggregation

  摘要：

  Photophysical properties of diketopyrrolopyrrole derivatives substituted with oligothiophenes are investigated. All compounds are found to be fluorescent both in solution and in the solid phase. At low temperature in the solid, fluorescence originates from excimer-like excited states. Comparison of absorption and fluorescence excitation spectra taken under matrix isolated conditions and on solid films show the presence of both J- and H-type absorption bands in the solid phase. Quantum-chemical calculations, including exciton-phonon coupling to account for deviations from the Born-Oppenheimer approximation, are performed to simulate the band shape of the lowest absorption band in the molecular solid. The joint presence of J- and H-bands is explained by the presence of two molecules in the unit cell. The Davydov splitting is substantial for molecules with linear alkyl substituents on the nitrogen atom (on the order of 0.2 eV) but can be reduced to almost zero by introducing branching at the beta-carbon of the alkyl side chain.

  DOI：

  10.1021/jp305097q

文献信息

• Optical Properties of Oligothiophene Substituted Diketopyrrolopyrrole Derivatives in the Solid Phase: Joint J- and H-Type Aggregation
  作者：Mindaugas Kirkus、Linjun Wang、Sébastien Mothy、David Beljonne、Jérôme Cornil、René A. J. Janssen、Stefan C. J. Meskers

  DOI：10.1021/jp305097q

  日期：2012.8.2

  Photophysical properties of diketopyrrolopyrrole derivatives substituted with oligothiophenes are investigated. All compounds are found to be fluorescent both in solution and in the solid phase. At low temperature in the solid, fluorescence originates from excimer-like excited states. Comparison of absorption and fluorescence excitation spectra taken under matrix isolated conditions and on solid films show the presence of both J- and H-type absorption bands in the solid phase. Quantum-chemical calculations, including exciton-phonon coupling to account for deviations from the Born-Oppenheimer approximation, are performed to simulate the band shape of the lowest absorption band in the molecular solid. The joint presence of J- and H-bands is explained by the presence of two molecules in the unit cell. The Davydov splitting is substantial for molecules with linear alkyl substituents on the nitrogen atom (on the order of 0.2 eV) but can be reduced to almost zero by introducing branching at the beta-carbon of the alkyl side chain.