N-(3,4-二氟苯基)-3,4-二氟-苯胺 | 330-48-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: N-(3,4-二氟苯基)-3,4-二氟-苯胺
• 英文名称: 3,4-difluoro-N-(3,4-difluorophenyl)benzenamine
• 英文别名: bis-(3,4-difluoro-phenyl)-amine；Bis-(3,4-difluor-phenyl)-amin；N-(3,4-difluorophenyl)-3,4-difluoroaniline
• CAS: 330-48-3
• 化学式: C₁₂H₇F₄N
• 分子量: 241.188
• InChiKey: ZRJAVMVAQXIURD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  12
• 氢给体数：
  1
• 氢受体数：
  5

安全信息

• 海关编码：
  2921499090

反应信息

• 作为反应物：
  描述：

  N-(3,4-二氟苯基)-3,4-二氟-苯胺 、 18-溴-1-十八烯 在 sodium t-butanolate 作用下， 以 乙腈 为溶剂， 反应 10.0h， 以61.6%的产率得到3,4-difluoro-N-(3,4-difluorophenyl)-N-17-octadecen-1-ylbenzenamine
  参考文献：
  名称：

  “Supersaturated” Self-Assembled Charge-Selective Interfacial Layers for Organic Solar Cells

  摘要：

  To achieve densely packed charge-selective organosilane-based interfacial layers (IFLs) on the tin-doped indium oxide (ITO) anodes of organic photovoltaic (OPV) cells, a series of Ar2N-(CH2)(n)-SiCl3 precursors with Ar = 3,4-difluorophenyl, n = 3, 6, 10, and 18, was synthesized, characterized, and chemisorbed on OPV anodes to serve as IFLs. To minimize lateral nonbonded -NAr2 center dot center dot center dot Ar2N- repulsions which likely limit IFL packing densities in the resulting self-assembled monolayers (SAMs), precursor mixtures having both small and large n values are simultaneously deposited. These heterogeneous SAMs are characterized by a battery of techniques: contact angle measurements, X-ray reflectivity, X-ray photoelectron spectroscopy, ultraviolet photoelectron spectroscopy (UPS), cyclic voltammetry, and DFT computation. It is found that the headgroup densities of these supersaturated heterogeneous SAMs (SHSAMs) are enhanced by as much as 17% versus their homogeneous counterparts. Supersaturation significantly modifies the IFL properties including the work function (as much as 16%) and areal dipole moment (as much as 49%). Bulk-heterojunction OPV devices are fabricated with these SHSAMs: ITO/IFL/poly[[4,8-bis[(2-ethylhexyl)oxy]benzo[1,2-b:4,5-b']dithiophene-2,6-diyl][2-[[(2-ethylhexyl)oxy]carbonyl]-3-fluorothieno[3,4-b]thiophenediyl]]:phenyl-C-71-butyric acid methyl ester (PTB7:PC71BM)/LiF/Al. OPVs having SHSAM IFLs exhibit significantly enhanced performance (PCE by 54%; V-oc by 35%) due to enhanced charge selectivity and collection, with the PCE rivaling or exceeding that of PEDOT:PSS IFL devices -7.62%. The mechanism underlying the enhanced performance involves modified hole collection and selectivity efficiency inferred from the UPS data. The ITO/SAM/SHSAM surface potential imposed by the dipolar SAMs causes band bending and favorably alters the Schottky barrier height. Thus, interfacial charge selectivity and collection are enhanced as evident in the greater OPV V-oc.

  DOI：

  10.1021/ja508453n
• 作为产物：
  描述：

  1,2-二氟苯 在 溴 、 铁粉 作用下， 生成 N-(3,4-二氟苯基)-3,4-二氟-苯胺
  参考文献：
  名称：

  The Preparation of Some Fluorophenothiazines¹

  摘要：

  DOI：

  10.1021/jo01107a005

文献信息

• [EN] HEPTAAZAPHENALENE DERIVATIVES AND USE THEREOF IN ORGANIC ELECTROLUMINESCENT DEVICE<br/>[FR] DÉRIVÉS D'HEPTAAZAPHÉNALÈNE ET LEUR UTILISATION DANS DES DISPOSITIFS ÉLECTROLUMINESCENTS ORGANIQUES
  申请人：COMMW SCIENT IND RES ORG

  公开号：WO2010132953A1

  公开（公告）日：2010-11-25

  The present invention relates to an organic electroluminescent device comprising a pair of electrodes forming an anode and cathode, and one or more layers of organic compound arranged between the pair of electrodes, wherein the organic compound layer comprises heptaazaphenalene derivatives of formula (1). The present invention also relates to the said compounds.

  本发明涉及一种有机电致发光器件，包括形成阳极和阴极的一对电极，以及排列在电极对之间的一个或多个有机化合物层，其中有机化合物层包括式（1）的七氮杂苯衍生物。本发明还涉及该化合物。
• HEPTAAZAPHENALENE DERIVATIVES AND USE THEREOF IN ORGANIC ELECTROLUMINESCENT DEVICE
  申请人：Macdonald James Matthew

  公开号：US20120091884A1

  公开（公告）日：2012-04-19

  The present invention relates to an organic electroluminescent device comprising a pair of electrodes forming an anode and cathode, and one or more layers of organic compound arranged between the pair of electrodes, wherein the organic compound layer comprises heptaazaphenalene derivatives of formula (1). The present invention also relates to the said compounds.