1,3-bis(4-(n-dodecyl)thiophene-2-yl)-5-dodecylthieno[3,4-c]pyrrole-4,6-dione | 1256814-41-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 双噻吩和低聚噻吩
• 英文名称: 1,3-bis(4-(n-dodecyl)thiophene-2-yl)-5-dodecylthieno[3,4-c]pyrrole-4,6-dione
• 英文别名: 5-Dodecyl-1,3-bis(4-dodecylthiophen-2-yl)thieno[3,4-c]pyrrole-4,6-dione；5-dodecyl-1,3-bis(4-dodecylthiophen-2-yl)thieno[3,4-c]pyrrole-4,6-dione
• CAS: 1256814-41-1
• 化学式: C₅₀H₇₉NO₂S₃
• 分子量: 822.381
• InChiKey: WRANUYSLUFGHEX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  21.3
• 重原子数：
  56
• 可旋转键数：
  35
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.72
• 拓扑面积：
  122
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1,3-bis(4-(n-dodecyl)thiophene-2-yl)-5-dodecylthieno[3,4-c]pyrrole-4,6-dione 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 以65.3%的产率得到1,3-bis(5-bromo-4-dodecylthiophen-2-yl)-5-dodecyl-4H-thieno[3,4-c]pyrrole-4,6(5H)-dione
  参考文献：
  名称：

  Low bandgap polymers with benzo [1,2-b:4,5-b′] dithiophene and bisthiophene-dioxopyrrolothiophene units for photovoltaic applications

  摘要：

  New donor/acceptor polymers PBDTTPT1 and PBDTTPT2 with alternating benzodithiophene (BDT) and bisthiophene-dioxopyrrolothiophene (TPT) units were synthesized by Stille coupling reaction. The polymers had optical bandgaps of 1.78 and 1.82 eV, and HOMO energy levels of -5.30 and -5.35 eV for PBDTTPT1 and PBDTTPT2, respectively. Polymeric solar cell devices based on these copolymers as donors and PC(71)BM as acceptor showed the highest open circuit voltage of 0.95 V and power conversion efficiency of 2.68% under the illumination of AM 1.5, 100 mW/cm(2). (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.polymer.2010.11.022
• 作为产物：
  描述：

  3,4-噻吩二羧酸酐 在 tris-(dibenzylideneacetone)dipalladium(0) 、 N-溴代丁二酰亚胺(NBS) 、 二氯双(三邻甲苯膦)合钯(II) 、 硫酸 、 三氟乙酸 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 89.0h， 生成 1,3-bis(4-(n-dodecyl)thiophene-2-yl)-5-dodecylthieno[3,4-c]pyrrole-4,6-dione
  参考文献：
  名称：

  Low bandgap polymers with benzo [1,2-b:4,5-b′] dithiophene and bisthiophene-dioxopyrrolothiophene units for photovoltaic applications

  摘要：

  New donor/acceptor polymers PBDTTPT1 and PBDTTPT2 with alternating benzodithiophene (BDT) and bisthiophene-dioxopyrrolothiophene (TPT) units were synthesized by Stille coupling reaction. The polymers had optical bandgaps of 1.78 and 1.82 eV, and HOMO energy levels of -5.30 and -5.35 eV for PBDTTPT1 and PBDTTPT2, respectively. Polymeric solar cell devices based on these copolymers as donors and PC(71)BM as acceptor showed the highest open circuit voltage of 0.95 V and power conversion efficiency of 2.68% under the illumination of AM 1.5, 100 mW/cm(2). (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.polymer.2010.11.022