3,4-dibromo-1-(2-decyltetradecyl)pyrrole-2,5-dione | 1301741-17-2

• 英文名称: 3,4-dibromo-1-(2-decyltetradecyl)pyrrole-2,5-dione
• CAS: 1301741-17-2
• 化学式: C₂₈H₄₉Br₂NO₂
• 分子量: 591.511
• InChiKey: RRRWVABGCDUORN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.81
• 重原子数：
  33.0
• 可旋转键数：
  22.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  37.38
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  3,4-dibromo-1-(2-decyltetradecyl)pyrrole-2,5-dione 在 iron(III) chloride 、 四(三苯基膦)钯 、 溴 、 potassium carbonate 作用下， 以 硝基甲烷 、 二氯甲烷 、 水 、 甲苯 为溶剂， 反应 64.0h， 生成 N-(2-decyltetradecyl)-2,7-dibromodithieno[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
• 作为产物：
  描述：

  2-癸基十四烷基-1-胺 、 2,3-二氯顺酐 在 溶剂黄146 作用下， 反应 16.0h， 以50%的产率得到3,4-dibromo-1-(2-decyltetradecyl)pyrrole-2,5-dione
  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