1,6,7,12-tetrachloro-N-octadecyl-N'-(dihydroxylmethylsilyl)propyl-perylene-3,4,9,10-tetracarboxylic aciddiimide | 1414787-32-8

• 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: 1,6,7,12-tetrachloro-N-octadecyl-N'-(dihydroxylmethylsilyl)propyl-perylene-3,4,9,10-tetracarboxylic aciddiimide
• 英文别名: 11,14,22,26-Tetrachloro-7-[3-[dihydroxy(methyl)silyl]propyl]-18-octyl-7,18-diazaheptacyclo[14.6.2.22,5.03,12.04,9.013,23.020,24]hexacosa-1(22),2(26),3,5(25),9,11,13,15,20,23-decaene-6,8,17,19-tetrone；11,14,22,26-tetrachloro-7-[3-[dihydroxy(methyl)silyl]propyl]-18-octyl-7,18-diazaheptacyclo[14.6.2.22,5.03,12.04,9.013,23.020,24]hexacosa-1(22),2(26),3,5(25),9,11,13,15,20,23-decaene-6,8,17,19-tetrone
• CAS: 1414787-32-8
• 化学式: C₃₆H₃₂Cl₄N₂O₆Si
• 分子量: 758.557
• InChiKey: RDRTXMQLKACTOM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.35
• 重原子数：
  49
• 可旋转键数：
  11
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  115
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  1,6,7,12-tetrachloro-N-octadecyl-N'-(diethoxylmethylsilyl)propyl-perylene-3,4,9,10-tetracarboxylic acid diimide 在 盐酸 、 水 作用下， 以 四氢呋喃 为溶剂， 反应 4.0h， 以96%的产率得到1,6,7,12-tetrachloro-N-octadecyl-N'-(dihydroxylmethylsilyl)propyl-perylene-3,4,9,10-tetracarboxylic aciddiimide
  参考文献：
  名称：

  Tetrachloroperylene diimide functionalized reduced graphene oxide sheets and their I–V behavior by current sensing atomic force microscopy

  摘要：

  通过两步法制备了用 n 型四氯苝二酰亚胺 (PDI) 和低聚 PDI 共价功能化的还原氧化石墨烯 (rGO) 片。首先，通过与3-氨基丙基二乙氧基硅烷或3-氨基丙基二乙氧基甲基硅烷的酰胺化反应对氧化石墨烯（GO）进行改性，在此过程中GO被热还原。然后与硅烷醇改性的PDI通过脱水缩合反应得到PDI和低聚PDI改性的rGO（rGO-PDI和rGO-(PDI)n）。 FTIR、Raman、X射线光电子能谱和X射线衍射证实了rGO-PDI和rGO-(PDI)n的成功制备。使用 AFM 研究了 rGO-PDI 和 rGO-(PDI)n 片的形貌。研究发现，由于 PDI 溶解度的差异，rGO-PDI 和 rGO-(PDI)n 片材的表面形貌和高度取决于铸造所用的溶剂。此外，rGO-PDI和rGO-(PDI)n的荧光发射光谱表现出强烈的荧光猝灭和蓝移，特别是在乙醇中。电流传感原子力显微镜 (CSAFM) 表明，rGO-PDI 复合材料随着接枝效率和铸造所用溶剂的不同，表现出截然不同的电导率和光学性能。值得注意的是，与 rGO-PDI 相比，rGO-(PDI)n 的电子电导率提高了 2-3 个数量级。

  DOI：

  10.1039/c2jm34379g

文献信息

• Tetrachloroperylene diimide functionalized reduced graphene oxide sheets and their I–V behavior by current sensing atomic force microscopy
  作者：Zhongjie Ren、Dianming Sun、Jianming Zhang、Shouke Yan

  DOI：10.1039/c2jm34379g

  日期：——

  Reduced graphene oxide (rGO) sheets covalently functionalized with n-type tetrachloroperylene diimide (PDI) and oligomeric PDI have been prepared by a two-step approach. Firstly, graphene oxide (GO) was modified by an amidation reaction with 3-aminopropyldimethylethoxylsilane or 3-aminopropyldiethoxylmethylsilane, during which GO was reduced thermally. They then react with the silanol modified PDI by dehydration condensation to obtain PDI and oligomeric PDI modified rGO (rGO–PDI and rGO–(PDI)n). The successful preparation of rGO–PDI and rGO–(PDI)n were confirmed by FTIR, Raman, X-ray photoelectron spectroscopy and XRD. The morphologies of rGO–PDI and rGO–(PDI)n sheets were studied using AFM. It was found that surface morphologies and height of rGO–PDI and rGO–(PDI)n sheets are dependent on the solvents used for casting due to differences in the solubility of PDI. Moreover, the fluorescence emission spectrum of rGO–PDI and rGO–(PDI)n shows strong fluorescence quenching and blue shift, especially in ethanol. Current sensing atomic force microscopy (CSAFM) indicated that the rGO–PDI composite shows quite different electric conductivity and optical properties with grafting efficiency and different solvents used for casting. Significantly, the electronic conductivity of rGO–(PDI)n increased by 2–3 orders of magnitude compared to rGO–PDI.

  通过两步法制备了用 n 型四氯苝二酰亚胺 (PDI) 和低聚 PDI 共价功能化的还原氧化石墨烯 (rGO) 片。首先，通过与3-氨基丙基二乙氧基硅烷或3-氨基丙基二乙氧基甲基硅烷的酰胺化反应对氧化石墨烯（GO）进行改性，在此过程中GO被热还原。然后与硅烷醇改性的PDI通过脱水缩合反应得到PDI和低聚PDI改性的rGO（rGO-PDI和rGO-(PDI)n）。 FTIR、Raman、X射线光电子能谱和X射线衍射证实了rGO-PDI和rGO-(PDI)n的成功制备。使用 AFM 研究了 rGO-PDI 和 rGO-(PDI)n 片的形貌。研究发现，由于 PDI 溶解度的差异，rGO-PDI 和 rGO-(PDI)n 片材的表面形貌和高度取决于铸造所用的溶剂。此外，rGO-PDI和rGO-(PDI)n的荧光发射光谱表现出强烈的荧光猝灭和蓝移，特别是在乙醇中。电流传感原子力显微镜 (CSAFM) 表明，rGO-PDI 复合材料随着接枝效率和铸造所用溶剂的不同，表现出截然不同的电导率和光学性能。值得注意的是，与 rGO-PDI 相比，rGO-(PDI)n 的电子电导率提高了 2-3 个数量级。