12,23,38,53-Tetra(tricosan-12-yl)-12,23,38,53-tetrazaheptadecacyclo[45.7.1.16,10.125,29.136,40.03,46.04,33.05,30.07,28.08,17.09,14.018,27.021,26.034,45.043,48.051,55.044,56]octapentaconta-1,3,5,7,9(14),10(58),15,17,19,21(26),25(57),27,29,31,33,35,40(56),41,43(48),44,46,49,51(55)-tricosaene-11,13,22,24,37,39,52,54-octone | 1224849-50-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 芘
• 英文名称: 12,23,38,53-Tetra(tricosan-12-yl)-12,23,38,53-tetrazaheptadecacyclo[45.7.1.16,10.125,29.136,40.03,46.04,33.05,30.07,28.08,17.09,14.018,27.021,26.034,45.043,48.051,55.044,56]octapentaconta-1,3,5,7,9(14),10(58),15,17,19,21(26),25(57),27,29,31,33,35,40(56),41,43(48),44,46,49,51(55)-tricosaene-11,13,22,24,37,39,52,54-octone
• 英文别名: 12,23,38,53-tetra(tricosan-12-yl)-12,23,38,53-tetrazaheptadecacyclo[45.7.1.16,10.125,29.136,40.03,46.04,33.05,30.07,28.08,17.09,14.018,27.021,26.034,45.043,48.051,55.044,56]octapentaconta-1,3,5,7,9(14),10(58),15,17,19,21(26),25(57),27,29,31,33,35,40(56),41,43(48),44,46,49,51(55)-tricosaene-11,13,22,24,37,39,52,54-octone
• CAS: 1224849-50-6
• 化学式: C₁₄₆H₂₀₂N₄O₈
• 分子量: 2141.23
• InChiKey: NZAFAIMCDHYZLX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  55.2
• 重原子数：
  158
• 可旋转键数：
  84
• 环数：
  17.0
• sp3杂化的碳原子比例：
  0.63
• 拓扑面积：
  150
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  、 12-tricosanamine 在 咪唑 作用下， 反应 6.0h， 以90%的产率得到12,23,38,53-Tetra(tricosan-12-yl)-12,23,38,53-tetrazaheptadecacyclo[45.7.1.16,10.125,29.136,40.03,46.04,33.05,30.07,28.08,17.09,14.018,27.021,26.034,45.043,48.051,55.044,56]octapentaconta-1,3,5,7,9(14),10(58),15,17,19,21(26),25(57),27,29,31,33,35,40(56),41,43(48),44,46,49,51(55)-tricosaene-11,13,22,24,37,39,52,54-octone
  参考文献：
  名称：

  sim双酰亚胺的平面共轭梯形低聚物的设计概念和通过区域选择性光环化的有效合成策略。

  摘要：

  通过光环化，将苯，噻吩并[3,2-b]噻吩和芴单元嵌入两个per单元之间。对称的低聚per双酰亚胺6具有广泛的吸收能力和较强的电子接受能力。

  DOI：

  10.1039/b925605a

文献信息

• A design concept of planar conjugated ladder oligomers of perylene bisimides and efficient synthetic strategy via regioselective photocyclization
  作者：Zhongyi Yuan、Yi Xiao、Xuhong Qian

  DOI：10.1039/b925605a

  日期：——

  By photocyclization, benzene, thieno[3,2-b]thiophene, and fluorene units were embedded between the two perylene units. Symmetric oligomeric perylene bisimide 6 displays broad absorption and strong electron-accepting ability.

  通过光环化，将苯，噻吩并[3,2-b]噻吩和芴单元嵌入两个per单元之间。对称的低聚per双酰亚胺6具有广泛的吸收能力和较强的电子接受能力。
• Effect of substituents of twisted benzodiperylenediimides on non-fullerene solar cells
  作者：Xiaocui Lian、Lifu Zhang、Yu Hu、Youdi Zhang、Zhongyi Yuan、Weihua Zhou、Xiaohong Zhao、Yiwang Chen

  DOI：10.1016/j.orgel.2017.04.032

  日期：2017.8

  Twisted benzodiperylenediimides (TBDPDI) with large rigid conjugated core and strong absorption is regarded as an excellent acceptor in non-fullerene solar cells. Since side chains of semiconductors play a crucial role in the solar cells, TBDPDI acceptors with different side chains (1-ethylpropyl, C5; 2-ethylhexyl, C8; 1-pentylhexyl, C11; 2-octyldodecyl, C20; 1-undecyldodecyl, C23) were synthesized. In solution, TBDPDI compounds (C5, C11, and C23) with alkyl chains branched at 1-position show significantly different absorption profiles and fluorescence intensity with those (C8 and C20) branched at 2-position, due to stronger aggregation of the latter. Nevertheless, alkyl chains have little effect on the molecular orbital energy levels and optical band gaps, as verified by cyclic voltammetry and solid state absorption. Due to their complementary absorption and matchable energy levels with donor of PCE10, these acceptors and PCE10 were used together to fabricate bulk heterojunction (BHJ) solar cells. Because of inferior phase separation with large domain size around 100 nm and bulky insulated side chains, acceptors (C20 and C23) with long alkyl chains have the low electron mobility (mu(e)) around 10(-8) cm(2) v(-1) s(-1) and the low power conversion efficiency (PCE) of solar cells. TBDPDI (C11) with 1-pentylhexyl gives the highest PCE of 5.0% under the optimized condition, which is attributed to proper phase separation with domain size around 20 nm and highest mu(e) of 10(-6) cm(2) V-1 s(-1). (C) 2017 Elsevier B.V. All rights reserved.