4,4,5,5-Tetramethyl-2-[3,3,19,19-tetraoctyl-16-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-11-thiapentacyclo[10.7.0.02,10.04,9.013,18]nonadeca-1(12),2(10),4(9),5,7,13(18),14,16-octaen-6-yl]-1,3,2-dioxaborolane | 1262871-94-2

• 分子结构分类: 有机化合物 - 苯类化合物
• 英文名称: 4,4,5,5-Tetramethyl-2-[3,3,19,19-tetraoctyl-16-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-11-thiapentacyclo[10.7.0.02,10.04,9.013,18]nonadeca-1(12),2(10),4(9),5,7,13(18),14,16-octaen-6-yl]-1,3,2-dioxaborolane
• 英文别名: 4,4,5,5-tetramethyl-2-[3,3,19,19-tetraoctyl-16-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-11-thiapentacyclo[10.7.0.02,10.04,9.013,18]nonadeca-1(12),2(10),4(9),5,7,13(18),14,16-octaen-6-yl]-1,3,2-dioxaborolane
• CAS: 1262871-94-2
• 化学式: C₆₂H₉₈B₂O₄S
• 分子量: 961.146
• InChiKey: ASYNULYHSBUABB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  17.88
• 重原子数：
  69
• 可旋转键数：
  30
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.74
• 拓扑面积：
  65.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4,4,5,5-Tetramethyl-2-[3,3,19,19-tetraoctyl-16-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-11-thiapentacyclo[10.7.0.02,10.04,9.013,18]nonadeca-1(12),2(10),4(9),5,7,13(18),14,16-octaen-6-yl]-1,3,2-dioxaborolane 、 2-溴-3-噻吩羧酸乙酯 在 四(三苯基膦)钯 、 potassium carbonate 作用下， 以 水 、 甲苯 为溶剂， 反应 72.0h， 以62%的产率得到
  参考文献：
  名称：

  Ladder-Type Nonacyclic Structure Consisting of Alternate Thiophene and Benzene Units for Efficient Conventional and Inverted Organic Photovoltaics

  摘要：

  A ladder-type nonacyclic thienyl-phenylene-thienylene-phenylene-thienyl TPTPT unit, consisting of alternate interfused thiophene and benzene units, is designed and synthesized. This multifused distannyl-TPTPT monomer was polymerized with two electron-deficient acceptors, 4,7-dibromo-2,1,3-benzothiadiazole BT and 5,8-dibromo-2,3-diphenylquinoxaline QX monomers, by Stile coupling reaction to afford two alternating donor acceptor copolymers, PTPTPTBT and PTPTPTQX, respectively. Because of the covalent planarization of the conjugated framework, PTPTPTBT simultaneously possess excellent solubilities for solution-processability, low bandgaps with suitable position of HOMO/LUMO energy levels, and high hole mobilities. The devices based on the PTPTPTBT/PC71BM blend not only showed a promising PCE of 5.3% with conventional configuration but also achieved a high PCE of 5.9% with inverted configuration. This value is among the highest performance from the inverted solar cells incorporating a donor acceptor low bandgap polymer.

  DOI：

  10.1021/cm202612t

文献信息

• Ladder-Type Nonacyclic Structure Consisting of Alternate Thiophene and Benzene Units for Efficient Conventional and Inverted Organic Photovoltaics
  作者：Yen-Ju Cheng、Chiu-Hsiang Chen、Yu-Shun Lin、Chih-Yu Chang、Chain-Shu Hsu

  DOI：10.1021/cm202612t

  日期：2011.11.22

  A ladder-type nonacyclic thienyl-phenylene-thienylene-phenylene-thienyl TPTPT unit, consisting of alternate interfused thiophene and benzene units, is designed and synthesized. This multifused distannyl-TPTPT monomer was polymerized with two electron-deficient acceptors, 4,7-dibromo-2,1,3-benzothiadiazole BT and 5,8-dibromo-2,3-diphenylquinoxaline QX monomers, by Stile coupling reaction to afford two alternating donor acceptor copolymers, PTPTPTBT and PTPTPTQX, respectively. Because of the covalent planarization of the conjugated framework, PTPTPTBT simultaneously possess excellent solubilities for solution-processability, low bandgaps with suitable position of HOMO/LUMO energy levels, and high hole mobilities. The devices based on the PTPTPTBT/PC71BM blend not only showed a promising PCE of 5.3% with conventional configuration but also achieved a high PCE of 5.9% with inverted configuration. This value is among the highest performance from the inverted solar cells incorporating a donor acceptor low bandgap polymer.