8-Bromo-18,19-dimethyl-2,13-dithia-4,6,11,15,22-pentazapentacyclo[12.8.0.03,12.05,10.016,21]docosa-1(22),3,5(10),6,8,11,14,16(21),17,19-decaene | 1346128-44-6

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 8-Bromo-18,19-dimethyl-2,13-dithia-4,6,11,15,22-pentazapentacyclo[12.8.0.03,12.05,10.016,21]docosa-1(22),3,5(10),6,8,11,14,16(21),17,19-decaene
• 英文别名: 8-bromo-18,19-dimethyl-2,13-dithia-4,6,11,15,22-pentazapentacyclo[12.8.0.03,12.05,10.016,21]docosa-1(22),3,5(10),6,8,11,14,16(21),17,19-decaene
• CAS: 1346128-44-6
• 化学式: C₁₇H₁₀BrN₅S₂
• 分子量: 428.336
• InChiKey: NVOMURBYWGHWEN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  25
• 可旋转键数：
  0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  115
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  2,3-二氯-6,7-二甲基喹喔啉 在 三乙胺 、 potassium hydroxide 作用下， 以 乙醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 10.0h， 生成 8-Bromo-18,19-dimethyl-2,13-dithia-4,6,11,15,22-pentazapentacyclo[12.8.0.03,12.05,10.016,21]docosa-1(22),3,5(10),6,8,11,14,16(21),17,19-decaene
  参考文献：
  名称：

  Synthesis of novel oxidizable polymerization sensitizers based on the dithiinoquinoxaline skeleton

  摘要：

  Novel dyes, based on the dithiinoquinoxaline skeleton, were synthesized and characterized using H-1 NMR spectroscopy and chemical ionization mass spectroscopy. Their spectral properties, such as absorption, emission spectra and quantum yield of fluorescence, were also measured. Electron donating properties of the title compounds were estimated on the basis of DFT calculations. The studied dyes were used as oxidizable sensitizers for 2,4,6-tris(trichloromethyl)-1,3,5-triazine (Tz). The dye/Tz photoredox pairs were found to be effective visible-wavelength initiators of free radical polymerization. The ability of these systems to act as photoinitiators strongly depended upon the free energy change of the photoinduced electron transfer from the excited dyes to Tz. It has been shown that the intermolecular electron transfer is the limiting step in the photopolymerization initiated by these studied initiator systems. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2011.09.006

文献信息

• Synthesis of novel oxidizable polymerization sensitizers based on the dithiinoquinoxaline skeleton
  作者：Radosław Podsiadły、Jolanta Sokołowska

  DOI：10.1016/j.dyepig.2011.09.006

  日期：2012.3

  Novel dyes, based on the dithiinoquinoxaline skeleton, were synthesized and characterized using H-1 NMR spectroscopy and chemical ionization mass spectroscopy. Their spectral properties, such as absorption, emission spectra and quantum yield of fluorescence, were also measured. Electron donating properties of the title compounds were estimated on the basis of DFT calculations. The studied dyes were used as oxidizable sensitizers for 2,4,6-tris(trichloromethyl)-1,3,5-triazine (Tz). The dye/Tz photoredox pairs were found to be effective visible-wavelength initiators of free radical polymerization. The ability of these systems to act as photoinitiators strongly depended upon the free energy change of the photoinduced electron transfer from the excited dyes to Tz. It has been shown that the intermolecular electron transfer is the limiting step in the photopolymerization initiated by these studied initiator systems. (C) 2011 Elsevier Ltd. All rights reserved.