UPy-Pery-UPy | 1101928-89-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: UPy-Pery-UPy
• 英文别名: N-[2,5-ditert-butyl-4-[18-[2,5-ditert-butyl-4-[[N-(4-heptan-3-yl-6-hydroxypyrimidin-2-yl)-C-hydroxycarbonimidoyl]amino]phenyl]-11,22-bis(3,5-ditert-butylphenoxy)-6,8,17,19-tetraoxo-7,18-diazaheptacyclo[14.6.2.22,5.03,12.04,9.013,23.020,24]hexacosa-1(22),2,4,9,11,13(23),14,16(24),20,25-decaen-7-yl]phenyl]-N'-(4-heptan-3-yl-6-hydroxypyrimidin-2-yl)carbamimidic acid
• CAS: 1101928-89-5
• 化学式: C₁₀₄H₁₂₆N₁₀O₁₀
• 分子量: 1676.21
• InChiKey: YMRIFJDLKOJIAK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  28.5
• 重原子数：
  124
• 可旋转键数：
  30
• 环数：
  13.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  275
• 氢给体数：
  6
• 氢受体数：
  16

反应信息

• 作为产物：
  描述：

  3,4,9,10-苝四羧酸二酐 、 3,5-二叔丁基苯酚 、 N-[6-(heptan-3-yl)-1,4-dihydro-4-oxopyrimidin-2-yl]-1H-imidazole-1-carboxamide 、 2,5-di-tert-butylbenzene-1,4-diamine 在 硫酸 、 溴 、 碘 、 caesium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 49.0h， 以10%的产率得到N,N'-bis(4-(2-ureido-6-(1-ethylpentyl)-4[1H]-pyrimidinone))-2,5-di-t-butylphenyl-1,6-bis(3',5'-di-t-butylphenoxy)perylene-3,4:9,10-bis-(dicarboximide)
  参考文献：
  名称：

  White-Light Emitting Hydrogen-Bonded Supramolecular Copolymers Based on π-Conjugated Oligomers

  摘要：

  Three different pi-conjugated oligomers (a blue-emitting oligofluorene, a green-emitting oligo(phenylene vinylene), and a red-emitting perylene bisimide) have been functionalized with self-complementary quadruple hydrogen bonding ureidopyrimidinone (UPy) units at both ends. The molecules self-assemble in solution and in the bulk, forming supramolecular polymers. When mixed together in solution, random noncovalent copolymers are formed that contain all three types of chromophores, resulting in energy transfer upon excitation of the oligofluorene energy donor. At a certain mixing ratio, a white emissive supramolecular polymer can be created in solution. In contrast to their unfunctionalized counterparts, bis-UPy-chromophores can easily be deposited as smooth thin films on surfaces by spin coating. No phase separation is observed in these films, and energy transfer is much more efficient than in solution, giving rise to white fluorescence at much lower ratios of energy acceptor to donor. Light emitting diodes based on these supramolecular polymers have been prepared from all three types of pure materials, yielding blue, green, and red devices, respectively. At appropriate mixing ratios of these three compounds, white electroluminescence is observed. This approach yields a toolbox of molecules that can be easily used to construct pi-conjugated supramolecular polymers with a variety of compositions, high solution viscosities, and tuneable emission colors.

  DOI：

  10.1021/ja807996y

文献信息

• White-Light Emitting Hydrogen-Bonded Supramolecular Copolymers Based on π-Conjugated Oligomers
  作者：Robert Abbel、Christophe Grenier、Maarten J. Pouderoijen、Jan W. Stouwdam、Philippe E. L. G. Leclère、Rint P. Sijbesma、E. W. Meijer、Albertus P. H. J. Schenning

  DOI：10.1021/ja807996y

  日期：2009.1.21

  Three different pi-conjugated oligomers (a blue-emitting oligofluorene, a green-emitting oligo(phenylene vinylene), and a red-emitting perylene bisimide) have been functionalized with self-complementary quadruple hydrogen bonding ureidopyrimidinone (UPy) units at both ends. The molecules self-assemble in solution and in the bulk, forming supramolecular polymers. When mixed together in solution, random noncovalent copolymers are formed that contain all three types of chromophores, resulting in energy transfer upon excitation of the oligofluorene energy donor. At a certain mixing ratio, a white emissive supramolecular polymer can be created in solution. In contrast to their unfunctionalized counterparts, bis-UPy-chromophores can easily be deposited as smooth thin films on surfaces by spin coating. No phase separation is observed in these films, and energy transfer is much more efficient than in solution, giving rise to white fluorescence at much lower ratios of energy acceptor to donor. Light emitting diodes based on these supramolecular polymers have been prepared from all three types of pure materials, yielding blue, green, and red devices, respectively. At appropriate mixing ratios of these three compounds, white electroluminescence is observed. This approach yields a toolbox of molecules that can be easily used to construct pi-conjugated supramolecular polymers with a variety of compositions, high solution viscosities, and tuneable emission colors.