N-dodecyl-2,7-bis(5-bromothiophen-2-yl)dithieno[3,2-f:2',3'-h]-phthalimide | 1301741-25-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: N-dodecyl-2,7-bis(5-bromothiophen-2-yl)dithieno[3,2-f:2',3'-h]-phthalimide
• 英文别名: 4,14-Bis(5-bromothiophen-2-yl)-9-dodecyl-3,15-dithia-9-azatetracyclo[10.3.0.02,6.07,11]pentadeca-1,4,6,11,13-pentaene-8,10-dione；4,14-bis(5-bromothiophen-2-yl)-9-dodecyl-3,15-dithia-9-azatetracyclo[10.3.0.02,6.07,11]pentadeca-1,4,6,11,13-pentaene-8,10-dione
• CAS: 1301741-25-2
• 化学式: C₃₂H₃₁Br₂NO₂S₄
• 分子量: 749.676
• InChiKey: JZONYJPTOVREGK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13.3
• 重原子数：
  41
• 可旋转键数：
  13
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  150
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  1-dodecyl-3,4-bis(thiophen-3-yl)pyrrole-2,5-dione 在 iron(III) chloride 、 N-溴代丁二酰亚胺(NBS) 、 四(三苯基膦)钯 、 溴 、 溶剂黄146 作用下， 以 硝基甲烷 、 二氯甲烷 、 氯仿 、 甲苯 为溶剂， 反应 64.0h， 生成 N-dodecyl-2,7-bis(5-bromothiophen-2-yl)dithieno[3,2-f:2',3'-h]-phthalimide
  参考文献：
  名称：

  Conjugated Polymers Based on a New Building Block: Dithienophthalimide

  摘要：

  A new fused-ring building block dithieno[3,2-f:2',3'-h]-phthalimide was synthesized and used in synthesis of conjugated polymers. On the basis of this building block, we designed and synthesized a series of conjugated copolymers containing electron-rich unit benzo[1,2-b:4,5-b']dithiophene (P1 and P2) or with electron-deficient unit 2,2'-bithiazole (P3 and P4) or benzo[c][1,2,5]thiadiazole (P5) and homopolymer (P6). P1 and P4 P6 have good solubility in common organic solvents, while P2 and P3 have poor solubility. P1-P6 exhibit good thermal stability with 5% weight loss temperatures of 193-417 degrees C. PI P6 in films exhibit absorption maxima of 482-532 nm with optical bandgaps of 1.88-2.25 eV and weak emission peaked at 597-721 nm. P1-P6 have estimated HOMOs of -5.3 to -6.2 eV and LUMOs of -2.8 to -3.4 eV. The optical properties and HOMO/LUMO levels are influenced by the comonomers. The polymer solar cells based on PI:P1:PC6IBM (1:1, w/w) exhibit preliminary power conversion efficiency of 0.30% under an AM 1.5 simulated solar light at 100 mW/cm(2).

  DOI：

  10.1021/ma2003097