N2,N7,N2',N7'-四(3-甲氧基苯基)-N2,N7,N2',N7'-四(4-甲氧基苯基)-9,9'-螺双[9H-芴]-2,2',7,7'-四胺 | 1573202-44-4

• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: N2,N7,N2',N7'-四(3-甲氧基苯基)-N2,N7,N2',N7'-四(4-甲氧基苯基)-9,9'-螺双[9H-芴]-2,2',7,7'-四胺
• 英文名称: N²,N²,N^2',N^2',N⁷,N⁷,N^7',N^7'-octakis(3-methoxypheny)-9,9'-spirobi[fluorene]-2,2',7,7'-tetraamine
• 英文别名: 2,2',7,7'-tetrakis(N,N'-di-p-methoxyphenylamine)-9,9'-spirobifluorene；N2,N2',N7,N7'-tetrakis(3-methoxyphenyl)-N2,N2',N7,N7'-tetrakis(4-methoxyphenyl)-9,9'-spirobi[fluorene]-2,2',7,7'-tetraamine；2,7,2',7'-tetrakis(3-methoxyphenyl)-2,7,2',7'-tetrakis(4-methoxyphenyl)-9,9'-spirobifluorene；2-N,2-N',7-N,7-N'-tetrakis(3-methoxyphenyl)-2-N,2-N',7-N,7-N'-tetrakis(4-methoxyphenyl)-9,9'-spirobi[fluorene]-2,2',7,7'-tetramine
• CAS: 1573202-44-4
• 化学式: C₈₁H₆₈N₄O₈
• 分子量: 1225.45
• InChiKey: CXGKRXBAXYHUMF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  19.1
• 重原子数：
  93
• 可旋转键数：
  20
• 环数：
  14.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  86.8
• 氢给体数：
  0
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  N2,N7,N2',N7'-四(3-甲氧基苯基)-N2,N7,N2',N7'-四(4-甲氧基苯基)-9,9'-螺双[9H-芴]-2,2',7,7'-四胺 、 双三氟甲烷磺酰亚胺银盐 以 水 、 氯苯 为溶剂， 生成 2,2',7,7'-tetrakis(N,N'-di-p-methoxyphenylamine)-9,9'-spirobifluorene di[bis(trifluoromethanesulfonyl)imide]
  参考文献：
  名称：

  Enhancing the Hole-Conductivity of Spiro-OMeTAD without Oxygen or Lithium Salts by Using Spiro(TFSI)₂ in Perovskite and Dye-Sensitized Solar Cells

  摘要：

  2,2',7,7'-Tetrakis(N,N-di-p-methoxyphenylamine)-9,9'-spirobifluorene (spiro-OMeTAD), the prevalent organic hole transport material used in solid-state dye-sensitized solar cells and perovskite-absorber solar cells, relies on an uncontrolled oxidative process to reach appreciable conductivity. This work presents the use of a dicationic salt of spiro-OMeTAD, named spiro(TFSI)(2), as a facile means of controllably increasing the conductivity of spiro-OMeTAD up to 10(-3) S cm(-1) without relying on oxidation in air. Spiro(TFSI)(2) enables the first demonstration of solid-state dye-sensitized solar cells fabricated and operated with the complete exclusion of oxygen after deposition of the sensitizer with higher and more reproducible device performance. Perovskite-absorber solar cells fabricated with spiro(TFSI)(2) show improved operating stability in an inert atmosphere. Gaining control of the conductivity of the HTM in both dye-sensitized and perovskite-absorber solar cells in an inert atmosphere using spiro(TFSI)(2) is an important step toward the commercialization of these technologies.

  DOI：

  10.1021/ja504539w
• 作为产物：
  描述：

  3-甲氧基-N-(4-甲氧苯基)苯胺 、 2,2',7,7'-四溴-9,9'-螺二芴 在 palladium diacetate 、 sodium t-butanolate 、 tri tert-butylphosphoniumtetrafluoroborate 作用下， 生成 N2,N7,N2',N7'-四(3-甲氧基苯基)-N2,N7,N2',N7'-四(4-甲氧基苯基)-9,9'-螺双[9H-芴]-2,2',7,7'-四胺
  参考文献：
  名称：

  Molecular engineering of the hole-transporting material spiro-OMeTAD via manipulation of alkyl groups

  摘要：

  脂肪族取代基对HOMO能级、电荷传输能力和稳定形成分子玻璃的spiro-OMeTAD类似物的影响进行了系统修改的研究。

  DOI：

  10.1039/c6ra09878a

文献信息

• 碳水化合物双氮杂环卡宾前体盐及其制备方法和用途
  申请人：赣南师范大学

  公开号：CN107474090A

  公开（公告）日：2017-12-15

  本发明提供了一种碳水化合物双氮杂环卡宾前体盐及其制备方法和用途，结构如式I所示：本发明的通过廉价易得、立体化学丰富的单糖作为手性催化剂的手性源，用两种不同的方法合成了碳水化合物双氮杂环卡宾前体盐，将其作为钯催化Buchwald‑Hartwig反应的催化剂，替换毒性大、对水氧极其敏感的膦配体，合成具有现实应用价值的Spiro‑OMeTAD及其衍生物，克服制备Spiro‑OMeTAD及其衍生物步骤复杂、产物组分多、不易纯化、产率低下等缺点。
• 새로운 스파이로 화합물 및 이의 유기 전자 제품 및 장치에서의 용도
  申请人：BASF SE 바스프 에스이(519980665444)

  公开号：KR20150047623A

  公开（公告）日：2015-05-04

  본 발명은, 하기 화학식 Ⅰ의 9,9'-스파이로바이플루오렌 화합물; 유기 전자 제품, 특히 유기 전계 효과 트랜지스터, 유기 광검출기 및 유기 태양 전지, 구체적으로 염료-민감성 태양 전지 및 벌크 이종접합 태양 전지에서의 화학식 Ⅰ의 화합물의 용도; 및 화학식 Ⅰ의 화합물을 포함하는 유기 전계 효과 트랜지스터, 염료-민감성 태양 전지 및 벌크 이종접합 태양 전지에 관한 것이다. [화학식 Ⅰ] 상기 식에서, 변수 R, R, R, R, R, R, R 및 R은 서로 독립적으로 아릴 또는 헤트아릴을 의미하되, 단 상기 라디칼 모두가 동일하지는 않다.

  本发明涉及以下化学式I的9,9'-二(2-苯并[4,5-b]噻吩-2-基)芴化合物的用途；有机电子产品，特别是有机场效应晶体管，有机光检测器和有机太阳能电池，具体包括染料敏化太阳能电池和块材异质结太阳能电池；以及有机场效应晶体管，染料敏化太阳能电池和块材异质结太阳能电池中包含化学式I的化合物。在上述公式中，变量R，R，R，R，R，R，R和R分别独立地表示芳基或杂芳基，但上述基团并非全部相同。
• HOLE-TRANSPORTING MATERIAL FOR INORGANIC/ORGANIC HYBRID PEROVSKITE SOLAR CELLS
  申请人：KOREA RESEARCH INSTITUTE OF CHEMICAL TECHNOLOGY

  公开号：US20150311440A1

  公开（公告）日：2015-10-29

  Provided is a hole-transporting compound having a novel structure, and more particularly, a hole-transporting compound for an inorganic/organic hybrid perovskite solar cell. An inorganic/organic hybrid perovskite-based solar cell using the hole-transporting compound according to the present invention has significantly high power generation efficiency.

  提供的是一种具有新结构的空穴传输化合物，更具体地说，是一种用于无机/有机杂化钙钛矿太阳能电池的空穴传输化合物。根据本发明使用空穴传输化合物的无机/有机杂化钙钛矿太阳能电池具有显著的高发电效率。
• <i>o</i>-Methoxy Substituents in Spiro-OMeTAD for Efficient Inorganic–Organic Hybrid Perovskite Solar Cells
  作者：Nam Joong Jeon、Hag Geun Lee、Young Chan Kim、Jangwon Seo、Jun Hong Noh、Jaemin Lee、Sang Il Seok

  DOI：10.1021/ja502824c

  日期：2014.6.4

  Three spiro-OMeTAD derivatives have been synthesized and characterized by H-1/C-13 NMR spectroscopy and mass spectrometry. The optical and electronic properties of the derivatives were modified by changing the positions of the two methoxy substituents in each of the quadrants, as monitored by UV-vis spectroscopy and cyclic voltammetry measurements. The derivatives were employed as hole-transporting materials (HTMs), and their performances were compared for the fabrication of mesoporous TiO2/CH3NH3PbI3/HTM/Au solar cells. Surprisingly, the cell performance was dependent on the positions of the OMe substituents. The derivative with o-OMe substituents showed highly improved performance by exhibiting a short-circuit current density of 21.2 mA/cm(2), an open-circuit voltage of 1.02 V, and a fill factor of 77.6% under 1 sun illumination (100 mW/cm(2)), which resulted in an overall power conversion efficiency (PCE) of 16.7%, compared to similar to 15% for conventional p-OMe substituents. The PCE of 16.7% is the highest value reported to date for perovskite-based solar cells with spiro-OMeTAD.
• KR2015/124397
  申请人：——

  公开号：——

  公开（公告）日：——