5,15-bis(trimethylsilylethynyl)-10,20-dioctylporphyrin zinc | 1374558-16-3

• 英文名称: 5,15-bis(trimethylsilylethynyl)-10,20-dioctylporphyrin zinc
• CAS: 1374558-16-3
• 化学式: C₄₆H₆₂N₄Si₂Zn
• 分子量: 792.586
• InChiKey: NQIYCFGPQVEUEH-DZXKJRCISA-P

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
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• 可旋转键数：
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• 环数：
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• sp3杂化的碳原子比例：
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• 拓扑面积：
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• 氢给体数：
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• 氢受体数：
  None

反应信息

• 作为反应物：
  描述：

  5,15-bis(trimethylsilylethynyl)-10,20-dioctylporphyrin zinc 在 四丁基氟化铵 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 0.5h， 以67%的产率得到5,15-diethynyl-10,20-dioctylporphyrin zinc
  参考文献：
  名称：

  Donor-acceptor copolymer based on dioctylporphyrin: Synthesis and application in organic field-effect transistors

  摘要：

  A novel alternating D-A copolymer, PPor-BT, with dioctylporphyrin (Por) as a donor unit and 5,6-bis(octyloxy)benzo-2,1,3-thiadiazole (BT) as an acceptor unit, was designed and synthesized by Pd-catalyzed Sonogashira-coupling reaction. The copolymer showed good solubility and film-forming ability. PPor-BT exhibited a broad absorption band from 350 to 950 nm with two peaks centered at 456 and 818 nm corresponding to the Soret band and Q-bands absorption of porphyrin segments, respectively. The employment of electron deficient BT unit to construct donor-acceptor structure observably broadened the absorption spectrum and enhanced the Q-band absorption of the porphyrin-based polymer. The HOMO and LUMO energy levels of the polymer are -5.06 eV and -3.63 eV, respectively. The solution-processed organic field-effect transistors (OFETs) were fabricated with bottom gate/top-contact geometry. The mobility of PPor-BT based OFEFs reached 4.3 x 10(-5) cm(2) V-1 s(-1) with an on/off current ratio of 10(4). This mobility is among the highest values for porphyrin-based polymers. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.polymer.2012.03.015
• 作为产物：
  描述：

  5,15-dioctylporphyrin 在 N-溴代丁二酰亚胺(NBS) 、 zinc(II) acetate dihydrate 、 三乙胺 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 氯仿 为溶剂， 反应 75.17h， 生成 5,15-bis(trimethylsilylethynyl)-10,20-dioctylporphyrin zinc
  参考文献：
  名称：

  Donor-acceptor copolymer based on dioctylporphyrin: Synthesis and application in organic field-effect transistors

  摘要：

  A novel alternating D-A copolymer, PPor-BT, with dioctylporphyrin (Por) as a donor unit and 5,6-bis(octyloxy)benzo-2,1,3-thiadiazole (BT) as an acceptor unit, was designed and synthesized by Pd-catalyzed Sonogashira-coupling reaction. The copolymer showed good solubility and film-forming ability. PPor-BT exhibited a broad absorption band from 350 to 950 nm with two peaks centered at 456 and 818 nm corresponding to the Soret band and Q-bands absorption of porphyrin segments, respectively. The employment of electron deficient BT unit to construct donor-acceptor structure observably broadened the absorption spectrum and enhanced the Q-band absorption of the porphyrin-based polymer. The HOMO and LUMO energy levels of the polymer are -5.06 eV and -3.63 eV, respectively. The solution-processed organic field-effect transistors (OFETs) were fabricated with bottom gate/top-contact geometry. The mobility of PPor-BT based OFEFs reached 4.3 x 10(-5) cm(2) V-1 s(-1) with an on/off current ratio of 10(4). This mobility is among the highest values for porphyrin-based polymers. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.polymer.2012.03.015