16,17-Diamino-10,25-di(tricosan-12-yl)-10,25-diazanonacyclo[21.7.1.14,8.02,21.03,14.05,30.015,20.027,31.012,32]dotriaconta-1,3,5(30),6,8(32),12,14,16,18,20,22,27(31),28-tridecaene-9,11,24,26-tetrone | 1435751-30-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 芘
• 英文名称: 16,17-Diamino-10,25-di(tricosan-12-yl)-10,25-diazanonacyclo[21.7.1.14,8.02,21.03,14.05,30.015,20.027,31.012,32]dotriaconta-1,3,5(30),6,8(32),12,14,16,18,20,22,27(31),28-tridecaene-9,11,24,26-tetrone
• 英文别名: 16,17-diamino-10,25-di(tricosan-12-yl)-10,25-diazanonacyclo[21.7.1.14,8.02,21.03,14.05,30.015,20.027,31.012,32]dotriaconta-1,3,5(30),6,8(32),12,14,16,18,20,22,27(31),28-tridecaene-9,11,24,26-tetrone
• CAS: 1435751-30-6
• 化学式: C₇₆H₁₀₆N₄O₄
• 分子量: 1139.7
• InChiKey: MGRULXYBXWWAFV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  27.2
• 重原子数：
  84
• 可旋转键数：
  42
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  127
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  环己六酮八水合物 、 16,17-Diamino-10,25-di(tricosan-12-yl)-10,25-diazanonacyclo[21.7.1.14,8.02,21.03,14.05,30.015,20.027,31.012,32]dotriaconta-1,3,5(30),6,8(32),12,14,16,18,20,22,27(31),28-tridecaene-9,11,24,26-tetrone 在 溶剂黄146 作用下， 以 氯仿 为溶剂， 反应 8.0h， 以43%的产率得到
  参考文献：
  名称：

  Fusion of perylene bisimides and hexaazatriphenylene into a star-shaped ladder conjugated n-type semiconductor

  摘要：

  合成并表征了新型 n 型星形分子 TriPBI，该分子包含一个 HAT 内核和三个融合 PBI "臂"。通过 SCLC 测量，TriPBI 的 n 型电荷载流子迁移率高达 3.34 × 10-3 cm2 V-1 s-1，大大高于 PBI 单体的 8.71 × 10-5 cm2 V-1 s-1。

  DOI：

  10.1039/c3ra44553d
• 作为产物：
  描述：

  4-氨基-3-硝基苯硼酸频那醇酯 在 四(三苯基膦)钯 、 palladium 10% on activated carbon 、 氢气 、 碘 、 氧气 、 potassium carbonate 作用下， 以 四氢呋喃 、 乙醇 、 水 、 甲苯 为溶剂， 90.0 ℃ 、34.47 kPa 条件下， 反应 20.0h， 生成 16,17-Diamino-10,25-di(tricosan-12-yl)-10,25-diazanonacyclo[21.7.1.14,8.02,21.03,14.05,30.015,20.027,31.012,32]dotriaconta-1,3,5(30),6,8(32),12,14,16,18,20,22,27(31),28-tridecaene-9,11,24,26-tetrone
  参考文献：
  名称：

  Regioselective Photocyclization To Prepare Multifunctional Blocks for Ladder-Conjugated Materials

  摘要：

  Multifunctional building blocks 8 and 9 were efficiently synthesized by fusing a perylene-3,4,9,10-tetracarboxylic acid bisimide (PBI) core with o-phenylenediamine, and they were condensed with a pyrenedione and a pyrenetetraone, respectively, to construct new ladder-type conjugated oligomers 12 and 13. In the key photocyclization step, an unusual regioselectivity at the position ortho to the nitro group was discovered in the coupling of the o-nitroaniline functional units at the bay sites of PBI. Bulk-heterojunction solar cells based on 12 and 13 as the acceptors exhibited reasonable performance.

  DOI：

  10.1021/jo400619u

文献信息

• Regioselective Photocyclization To Prepare Multifunctional Blocks for Ladder-Conjugated Materials
  作者：Zhenbo Zhao、Youdi Zhang、Yi Xiao

  DOI：10.1021/jo400619u

  日期：2013.6.7

  Multifunctional building blocks 8 and 9 were efficiently synthesized by fusing a perylene-3,4,9,10-tetracarboxylic acid bisimide (PBI) core with o-phenylenediamine, and they were condensed with a pyrenedione and a pyrenetetraone, respectively, to construct new ladder-type conjugated oligomers 12 and 13. In the key photocyclization step, an unusual regioselectivity at the position ortho to the nitro group was discovered in the coupling of the o-nitroaniline functional units at the bay sites of PBI. Bulk-heterojunction solar cells based on 12 and 13 as the acceptors exhibited reasonable performance.
• Fusion of perylene bisimides and hexaazatriphenylene into a star-shaped ladder conjugated n-type semiconductor
  作者：Zhenbo Zhao、Yi Xiao、Youdi Zhang、Helin Wang

  DOI：10.1039/c3ra44553d

  日期：——

  Novel n-type star-shaped molecule TriPBI containing a HAT core and three fused PBI “arms” was synthesized and characterized. The n-type charge carrier mobility as high as 3.34 × 10−3 cm2 V−1 s−1 of TriPBI is evaluated by SCLC measurements, which is considerably higher than 8.71 × 10−5 cm2 V−1 s−1 of the PBI monomer.

  合成并表征了新型 n 型星形分子 TriPBI，该分子包含一个 HAT 内核和三个融合 PBI "臂"。通过 SCLC 测量，TriPBI 的 n 型电荷载流子迁移率高达 3.34 × 10-3 cm2 V-1 s-1，大大高于 PBI 单体的 8.71 × 10-5 cm2 V-1 s-1。