2,5-Dihexyl-3,6-bis(4-hydroxyphenyl)pyrrolo[3,4-c]pyrrole-1,4(2h,5h)-dione | 151426-37-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯啉
• 英文名称: 2,5-Dihexyl-3,6-bis(4-hydroxyphenyl)pyrrolo[3,4-c]pyrrole-1,4(2h,5h)-dione
• 英文别名: 2,5-dihexyl-1,4-bis(4-hydroxyphenyl)pyrrolo[3,4-c]pyrrole-3,6-dione
• CAS: 151426-37-8
• 化学式: C₃₀H₃₆N₂O₄
• 分子量: 488.627
• InChiKey: GBGIZXUWZXAYTA-UHFFFAOYSA-N

物化性质

• 沸点：
  727.7±60.0 °C(Predicted)
• 密度：
  1.24±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.07
• 重原子数：
  36.0
• 可旋转键数：
  12.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  81.08
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  三氟甲磺酸酐 、 2,5-Dihexyl-3,6-bis(4-hydroxyphenyl)pyrrolo[3,4-c]pyrrole-1,4(2h,5h)-dione 在 吡啶 作用下， 反应 24.0h， 以94%的产率得到
  参考文献：
  名称：

  Rational designs of multifunctional polymers

  摘要：

  To manifest photorefractive effects, a polymer must possess a photocharge generator, a charge transporter, a charge trapping center, and a nonlinear optical chromophore. We utilized the Stille coupling reaction to synthesize a novel type of multifunctional polymer that contains a conjugated backbone and a second-order NLO chromophore. The expectation that the polymers will possess photorefractivity is the design idea behind the structure of the polymers. Because the conjugated backbone absorbs photons in the visible region and is photoconductive, it is expected to play the triple role of charge generator, charge transporter, and backbone. Thus, the four functionalities necessary to manifest the PR effect will exist simultaneously in a single polymer. The second harmonic generation and the photoconductivity measurements revealed that the polymers are nonlinear-optically active and photoconductive. Two beam-coupling experiments clearly indicated asymmetric optical energy exchange, which is an unambiguous demonstration of photorefractivity.

  DOI：

  10.1021/ja00078a012
• 作为产物：
  描述：

  4-甲氧基苯甲腈 在 potassium tert-butylate 、 三溴化硼 、 sodium hydride 作用下， 以 二氯甲烷 、 叔丁醇 为溶剂， 反应 29.0h， 生成 2,5-Dihexyl-3,6-bis(4-hydroxyphenyl)pyrrolo[3,4-c]pyrrole-1,4(2h,5h)-dione
  参考文献：
  名称：

  Rational designs of multifunctional polymers

  摘要：

  To manifest photorefractive effects, a polymer must possess a photocharge generator, a charge transporter, a charge trapping center, and a nonlinear optical chromophore. We utilized the Stille coupling reaction to synthesize a novel type of multifunctional polymer that contains a conjugated backbone and a second-order NLO chromophore. The expectation that the polymers will possess photorefractivity is the design idea behind the structure of the polymers. Because the conjugated backbone absorbs photons in the visible region and is photoconductive, it is expected to play the triple role of charge generator, charge transporter, and backbone. Thus, the four functionalities necessary to manifest the PR effect will exist simultaneously in a single polymer. The second harmonic generation and the photoconductivity measurements revealed that the polymers are nonlinear-optically active and photoconductive. Two beam-coupling experiments clearly indicated asymmetric optical energy exchange, which is an unambiguous demonstration of photorefractivity.

  DOI：

  10.1021/ja00078a012