2,5-Bis(2-decyltetradecyl)-1,4-bis(5-thiophen-2-ylthiophen-2-yl)pyrrolo[3,4-c]pyrrole-3,6-dione | 1143585-17-4

• 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: 2,5-Bis(2-decyltetradecyl)-1,4-bis(5-thiophen-2-ylthiophen-2-yl)pyrrolo[3,4-c]pyrrole-3,6-dione
• CAS: 1143585-17-4
• 化学式: C₇₀H₁₀₈N₂O₂S₄
• 分子量: 1137.9
• InChiKey: OOAYGMRLEDUSAE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  28
• 重原子数：
  78
• 可旋转键数：
  48
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  154
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2,5-Bis(2-decyltetradecyl)-1,4-bis(5-thiophen-2-ylthiophen-2-yl)pyrrolo[3,4-c]pyrrole-3,6-dione 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 氯仿 为溶剂， 反应 12.0h， 生成 3,6-bis(5'-bromo-2,2'-bithiophen-5-yl)-2,5-bis(2-decyltetradecyl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione
  参考文献：
  名称：

  Molecular-weight engineering of high-performing diketopyrrolopyrrole-based copolymer bearing high π-extended long donating units

  摘要：

  Two D-A alternating pi-conjugated copolymers bearing diketopyrrolopyrrole (DPP) and sextetthiophene with different molecular weights were synthesized to investigate their physical properties and performance in thin-film transistors and photovoltaic cells. The solubility and molecular weight (MW) of these copolymers with a highly rigid backbone were improved by controlling the feeding ratio of the monomer in the polymerization mixture. These polymers exhibited high crystallinity with a predominant edge-on chain orientation on the substrate. The higher-MW P(DPP-6T)-2 copolymer displayed a higher hole mobility of 3.26 cm(2) V-1 s(-1) than the low-MW P(DPP-6T)-1 copolymer. Bulk heterojunction photovoltaic cells made of a blend of P(DPP-6T)-2 and (6,6) ephenyl C-71-butyric acid methyl ester displayed good device performance with a power conversion efficiency of 4.68%. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.polymer.2015.12.016
• 作为产物：
  描述：

  2-噻吩硼酸 、 3,6-双(5-溴噻吩-2-基)-2,5-双(2-癸基十四烷)吡咯并[3,4-C]吡咯-1,4(2H,5H)-二酮 在 四(三苯基膦)钯 、 potassium carbonate 作用下， 以 甲醇 、 甲苯 为溶剂， 反应 12.0h， 生成 2,5-Bis(2-decyltetradecyl)-1,4-bis(5-thiophen-2-ylthiophen-2-yl)pyrrolo[3,4-c]pyrrole-3,6-dione
  参考文献：
  名称：

  Molecular-weight engineering of high-performing diketopyrrolopyrrole-based copolymer bearing high π-extended long donating units

  摘要：

  Two D-A alternating pi-conjugated copolymers bearing diketopyrrolopyrrole (DPP) and sextetthiophene with different molecular weights were synthesized to investigate their physical properties and performance in thin-film transistors and photovoltaic cells. The solubility and molecular weight (MW) of these copolymers with a highly rigid backbone were improved by controlling the feeding ratio of the monomer in the polymerization mixture. These polymers exhibited high crystallinity with a predominant edge-on chain orientation on the substrate. The higher-MW P(DPP-6T)-2 copolymer displayed a higher hole mobility of 3.26 cm(2) V-1 s(-1) than the low-MW P(DPP-6T)-1 copolymer. Bulk heterojunction photovoltaic cells made of a blend of P(DPP-6T)-2 and (6,6) ephenyl C-71-butyric acid methyl ester displayed good device performance with a power conversion efficiency of 4.68%. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.polymer.2015.12.016

文献信息

• DIKETOPYRROLOPYRROLE OLIGOMERS AND COMPOSITIONS, COMPRISING DIKETOPYRROLOPYRROLE OLIGOMERS
  申请人：Hayoz Pascal

  公开号：US20140217329A1

  公开（公告）日：2014-08-07

  The present invention relates to compositions, comprising (a) a compound of the formula (I), and (b) a polymeric material, to specific oligomers of the formula I, and their use as organic semiconductor in organic devices, especially in organic photovoltaics (solar cells) and photodiodes, or in a device containing a diode and/or an organic field effect transistor. High efficiency of energy conversion, excellent field-effect mobility, good on/off current ratios and/or excellent stability can be observed, when the compositions, or oligomers according to the invention are used in organic field effect transistors, organic photovoltaics (solar cells) and photodiodes.

  本发明涉及一种组合物，包括（a）式（I）的化合物和（b）一种聚合材料，特定的式I的寡聚体，以及它们在有机器件中作为有机半导体的用途，尤其是在有机光伏（太阳能电池）和光电二极管中，或在包含二极管和/或有机场效应晶体管的器件中。当本发明的组合物或寡聚体用于有机场效应晶体管、有机光伏（太阳能电池）和光电二极管时，可以观察到高效能转换、优异的场效应迁移率、良好的开关电流比和/或优异的稳定性。
• DIKETOPYRROLOPYRROLE POLYMERS FOR USE IN ORGANIC FIELD EFFECT TRANSISTORS
  申请人：BASF SE

  公开号：EP3456756A2

  公开（公告）日：2019-03-20

  The present invention relates to a process of producing polymers of formula VII, polymers comprising a repeating unit of the formula II and their use as organic semiconductor in organic devices, especially an organic field effect transistor (OFET), or a device containing a diode and/or an organic field effect transistor. The polymers according to the invention have excellent solubility in organic solvents and excellent film-forming properties. In addition, high efficiency of energy conversion, excellent field-effect mobility, good on/off current ratios and/or excellent stability can be observed, when the polymers according to the invention are used in organic field effect transistors.

  本发明涉及一种生产式 VII 聚合物、包含式 II 重复单元的聚合物的工艺，以及它们 在有机器件，特别是有机场效应晶体管（OFET）或包含二极管和/或有机场效应晶体管的器 件中作为有机半导体的用途。本发明的聚合物在有机溶剂中具有极佳的溶解性和优异的成膜性能。此外，在有机场效应晶体管中使用本发明的聚合物时，可以观察到较高的能量转换效率、出色的场效应迁移率、良好的开/关电流比和/或出色的稳定性。
• Diketopyrrolopyrrole polymers for use in organic field effect transistors
  申请人：BASF SE

  公开号：US10224484B2

  公开（公告）日：2019-03-05

  The present invention relates to polymers comprising a repeating unit of the formula I, or III and their use as organic semiconductor in organic devices, especially an organic field effect transistor (OFET), or a device containing a diode and/or an organic field effect transistor. The polymers according to the invention have excellent solubility in organic solvents and excellent film-forming properties. In addition, high efficiency of energy conversion, excellent field-effect mobility, good on/off current ratios and/or excellent stability can be observed, when the polymers according to the invention are used in organic field effect transistors.

  本发明涉及包含式 I 或式 III 重复单元的聚合物及其在有机器件中作为有机半导体的 用途，特别是有机场效应晶体管（OFET）或包含二极管和/或有机场效应晶体管的器件。本发明的聚合物在有机溶剂中具有极佳的溶解性和出色的成膜性能。此外，在有机场效应晶体管中使用本发明的聚合物时，可以观察到较高的能量转换效率、出色的场效应迁移率、良好的开/关电流比和/或出色的稳定性。
• TWI580681
  申请人：——

  公开号：——

  公开（公告）日：——
• PYRROLOPYRROLE DERIVATIVES, THEIR MANUFACTURE AND USE
  申请人：BASF SE

  公开号：EP2209788B1

  公开（公告）日：2013-09-04