1,2-bis(5-dodecylthiophen-2-yl)ethane-1,2-dione | 1227468-72-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,2-bis(5-dodecylthiophen-2-yl)ethane-1,2-dione
• CAS: 1227468-72-5
• 化学式: C₃₄H₅₄O₂S₂
• 分子量: 558.934
• InChiKey: ZPMSCRGCMTWXCC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  15.1
• 重原子数：
  38
• 可旋转键数：
  25
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  90.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,2-bis(5-dodecylthiophen-2-yl)ethane-1,2-dione 、 4,7-di(thiophen-2-yl)benzo[c][1,2,5]thiadiazole-5,6-diamine 在 溶剂黄146 作用下， 反应 12.0h， 以92%的产率得到6,7-bis(5-dodecylthiophen-2-yl)-4,9-di(thiophen-2-yl)-[1,2,5]thiadiazolo[3,4-g]quinoxaline
  参考文献：
  名称：

  Thiadiazole quinoxaline-based copolymers with ∼1.0 eV bandgap for ternary polymer solar cells

  摘要：

  A new strong electron-deficient acceptor unit, 4,9-bis(5-bromothiophen-2-yl)-6,7-bis(5-dodecylthiophen-2-yl)-[1,2,5]thiadiazolo[3,4-g]quinoxaline (TQxT), is designed. Three TQxT based new conjugated polymers have been further developed by alternating with benzo[1,2-b:4,5-b']dithiophene or naphtho[1,2-b:5,6-b']difuran. Featuring ultra low bandgaps of 1.03-1.10 eV, these polymers exhibit absorption spectra beyond near-infrared (NIR) region. The polymer: PC71BM (1:2) solar cells deliver a best power conversion efficiency (PCE) of 0.43%. The doping of 9 wt% PBDTT-TQxP into P3HT:PC71BM (1:2) blend, however, leads to a highest PCE of 3.58% for the resultant ternary solar cells, corresponding to similar to 22% improvement in comparison to 2.93% PCE for P3HT:PC71BM binary cells. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.polymer.2015.09.047
• 作为产物：
  描述：

  溴代十二烷 在 正丁基锂 作用下， 以 四氢呋喃 为溶剂， 反应 4.0h， 生成 1,2-bis(5-dodecylthiophen-2-yl)ethane-1,2-dione
  参考文献：
  名称：

  Thiadiazole quinoxaline-based copolymers with ∼1.0 eV bandgap for ternary polymer solar cells

  摘要：

  A new strong electron-deficient acceptor unit, 4,9-bis(5-bromothiophen-2-yl)-6,7-bis(5-dodecylthiophen-2-yl)-[1,2,5]thiadiazolo[3,4-g]quinoxaline (TQxT), is designed. Three TQxT based new conjugated polymers have been further developed by alternating with benzo[1,2-b:4,5-b']dithiophene or naphtho[1,2-b:5,6-b']difuran. Featuring ultra low bandgaps of 1.03-1.10 eV, these polymers exhibit absorption spectra beyond near-infrared (NIR) region. The polymer: PC71BM (1:2) solar cells deliver a best power conversion efficiency (PCE) of 0.43%. The doping of 9 wt% PBDTT-TQxP into P3HT:PC71BM (1:2) blend, however, leads to a highest PCE of 3.58% for the resultant ternary solar cells, corresponding to similar to 22% improvement in comparison to 2.93% PCE for P3HT:PC71BM binary cells. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.polymer.2015.09.047

文献信息

• Structural−Property Relationship in Pyrazino[2,3-g]quinoxaline Derivatives: Morphology, Photophysical, and Waveguide Properties
  作者：Xiao Wang、Yan Zhou、Ting Lei、Nan Hu、Er-Qiang Chen、Jian Pei

  DOI：10.1021/cm100798q

  日期：2010.6.22

  nanodevices. To improve solid emitting performance for highly efficient waveguide fibers, our strategy here is to adopt nonplanar conjugated segments to minimize unfavorably intermolecular fluorescent quenching in solid state; meanwhile, long alkyl chains are added as structural group that controls molecular packing. With this intention, a series of molecules based on pyrazino[2,3-g]quinoxaline (PyQ) units were

  这种贡献的目的是通过自组装有源波导和其他光电纳米器件来实现晶体一维有机微/纳米结构。为了提高高效波导纤维的固体发射性能，我们的策略是采用非平面共轭链段，以最大程度地减少固态下的分子间荧光猝灭。同时，添加长烷基链作为控制分子堆积的结构基团。有鉴于此，一系列基于吡嗪并[2,3-g]喹喔啉（PyQ）单元的开发。详细研究了分子几何形状和对称性对它们的光学性质，晶体尺寸，液晶和有源波导性质的影响，以了解有机共轭分子的结构-性质关系，这对于合理设计有机自身分子至关重要-面向光电应用的组件。在单个分子水平上，通过计算方法将分子结构及其光学性质相关联。形态学研究，单晶结构和二维广角X射线衍射（2D-WAXD）的综合结果表明，不同分子对称元素的损失影响了晶体尺寸。分子1和2的微纤维具有理想的晶体尺寸和表面的材料被证明是低损耗的波导材料（0.02-0.05 dB /μm）。因此，我们建议用适当的侧基修饰的非平