bis-N,N'-(3-butoxypropyl)-perylene-3,4,9,10-tetracarboxylic diimide | 59736-90-2

• 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: bis-N,N'-(3-butoxypropyl)-perylene-3,4,9,10-tetracarboxylic diimide
• 英文别名: BPPDI；N,N'-bis(3-(n-butyloxy)-n-propyl)-3,4:9,10-perylene tetracarboxylic diimide；7,18-Bis(3-butoxypropyl)-7,18-diazaheptacyclo[14.6.2.22,5.03,12.04,9.013,23.020,24]hexacosa-1(23),2,4,9,11,13,15,20(24),21,25-decaene-6,8,17,19-tetrone；7,18-bis(3-butoxypropyl)-7,18-diazaheptacyclo[14.6.2.22,5.03,12.04,9.013,23.020,24]hexacosa-1(23),2,4,9,11,13,15,20(24),21,25-decaene-6,8,17,19-tetrone
• CAS: 59736-90-2
• 化学式: C₃₈H₃₈N₂O₆
• 分子量: 618.73
• InChiKey: NAUOAAQVPWFFKR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  46
• 可旋转键数：
  14
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  93.2
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  3-丁氧基丙胺 、 3,4,9,10-苝四羧酸二酐 在 吡啶 作用下， 生成 bis-N,N'-(3-butoxypropyl)-perylene-3,4,9,10-tetracarboxylic diimide
  参考文献：
  名称：

  Single Molecule Studies of Solvent-Dependent Diffusion and Entrapment in Poly(dimethylsiloxane) Thin Films

  摘要：

  采用单分子显微镜和光谱技术研究了染料分子在干燥和溶剂负载的聚（硅氧烷）（PDMS）薄膜中的迁移性和物理包埋。通过将稀释的Sylgard 184溶液旋涂到玻璃载玻片上，然后在低温下固化，制备了约220纳米厚的PDMS薄膜。采用了一种芘二酰亚胺染料（BPPDI）来探测扩散和分子-基质相互作用。研究了两类染料负载样品：(i) 在薄膜中分散的染料样品（“膜内”样品）和(ii) 染料主要限制在PDMS表面的样品（“膜上”样品）。实验在干燥氮气下进行，并在不同水平的异丙醇（IPA）负载下进行，来自气相。使用PDMS涂层的石英晶体微天平监测PDMS的溶剂负载和干燥情况，以确保达到平衡状态。结果表明，在干燥条件下，单分子大多是静止的，而在IPA饱和条件下则大多是活动的。对光学图像中静止单分子产生的荧光点进行计数的定量方法表明，活动分子的数量随着IPA负载的增加而非线性增加。即使在IPA饱和条件下，固定分子的数量仍大于零，并且在“膜内”样品中达到最大值。采用荧光相关光谱法测量活动分子的表观扩散系数，得到了D = 1.4(±0.4) × 10−8 cm²/s的平均值，该值几乎不依赖于IPA负载和样品类别。结论是，染料分子在所有条件下都在PDMS基质中被物理包埋，且在高IPA条件下，活动分子的增加归因于溶剂填充薄膜微孔，而不是分子级别的溶剂被纳入PDMS中。

  DOI：

  10.1021/ac8017179

文献信息

• PERYLENE TETRACARBOXYDIIMIDE DERIVATIVE
  申请人：Dainichiseika Color & Chemicals Mfg. Co., Ltd.

  公开号：EP2471778B1

  公开（公告）日：2019-05-08
• ORGANIC SEMICONDUCTOR MATERIAL, ORGANIC SEMICONDUCTOR THIN FILM, AND ORGANIC THIN FILM TRANSISTOR
  申请人：Dainichiseika Color & Chemicals Mfg. Co., Ltd.

  公开号：EP2495780B1

  公开（公告）日：2016-12-14
• US9133193B2
  申请人：——

  公开号：US9133193B2

  公开（公告）日：2015-09-15
• Single Molecule Studies of Solvent-Dependent Diffusion and Entrapment in Poly(dimethylsiloxane) Thin Films
  作者：Jeffrey J. Lange、Christopher T. Culbertson、Daniel A. Higgins

  DOI：10.1021/ac8017179

  日期：2008.12.15

  Single molecule microscopic and spectroscopic methods are employed to probe the mobility and physical entrapment of dye molecules in dry and solvent-loaded poly(dimethylsiloxane) (PDMS) films. PDMS films of ∼ 220 nm thickness are prepared by spin casting dilute solutions of Sylgard 184 onto glass coverslips, followed by low temperature curing. A perylene diimide dye (BPPDI) is used to probe diffusion and molecule-matrix interactions. Two classes of dye-loaded samples are investigated: (i) those incorporating dye dispersed throughout the films (“in film” samples) and (ii) those in which the dye is restricted primarily to the PDMS surface (“on film” samples). Experiments are performed under dry nitrogen and at various levels of isopropyl alcohol (IPA) loading from the vapor phase. A PDMS-coated quartz-crystal microbalance is employed to monitor solvent loading and drying of the PDMS and to ensure equilibrium conditions are achieved. Single molecules are shown to be predominantly immobile under dry conditions and mostly mobile under IPA-saturated conditions. Quantitative methods for counting the fluorescent spots produced by immobile single molecules in optical images of the samples demonstrate that the population of mobile molecules increases nonlinearly with IPA loading. Even under IPA saturated conditions, the population of fixed molecules is found to be greater than zero and is greatest for “in film” samples. Fluorescence correlation spectroscopy is used to measure the apparent diffusion coefficient for the mobile molecules, yielding a mean value of D = 1.4(±0.4) × 10−8 cm2/s that is virtually independent of IPA loading and sample class. It is concluded that a nonzero population of dye molecules is physically entrapped within the PDMS matrix under all conditions. The increase in the population of mobile molecules under high IPA conditions is attributed to the filling of film micropores with solvent, rather than by incorporation of molecularly dispersed solvent into the PDMS.

  采用单分子显微镜和光谱技术研究了染料分子在干燥和溶剂负载的聚（硅氧烷）（PDMS）薄膜中的迁移性和物理包埋。通过将稀释的Sylgard 184溶液旋涂到玻璃载玻片上，然后在低温下固化，制备了约220纳米厚的PDMS薄膜。采用了一种芘二酰亚胺染料（BPPDI）来探测扩散和分子-基质相互作用。研究了两类染料负载样品：(i) 在薄膜中分散的染料样品（“膜内”样品）和(ii) 染料主要限制在PDMS表面的样品（“膜上”样品）。实验在干燥氮气下进行，并在不同水平的异丙醇（IPA）负载下进行，来自气相。使用PDMS涂层的石英晶体微天平监测PDMS的溶剂负载和干燥情况，以确保达到平衡状态。结果表明，在干燥条件下，单分子大多是静止的，而在IPA饱和条件下则大多是活动的。对光学图像中静止单分子产生的荧光点进行计数的定量方法表明，活动分子的数量随着IPA负载的增加而非线性增加。即使在IPA饱和条件下，固定分子的数量仍大于零，并且在“膜内”样品中达到最大值。采用荧光相关光谱法测量活动分子的表观扩散系数，得到了D = 1.4(±0.4) × 10−8 cm²/s的平均值，该值几乎不依赖于IPA负载和样品类别。结论是，染料分子在所有条件下都在PDMS基质中被物理包埋，且在高IPA条件下，活动分子的增加归因于溶剂填充薄膜微孔，而不是分子级别的溶剂被纳入PDMS中。